Plant disease control method

Abstract

The present invention provides a plant disease control method having an excellent efficacy for controlling plant diseases, the method comprising treating plants or soil used for plant cultivation with a compound represented by formula (I) [in the formula: n represents 0, 1, or 2; R1 represents a C1-C6 alkyl group, etc.; R2 and R3 may be the same as or different from each other, and represent C1-C6 chain hydrocarbon groups, etc., which may be substituted with at least one halogen atom; R4 represents a C1-C6 chain hydrocarbon group; q represents 1, 2, or 3; when q is 2 or 3, two or three R4 may be the same as or different from each other; the combination of X1, X2, X3, and X4 represent combinations in which X1 is CR5, X2 is CR6, X3 is CR7, and X4 is a nitrogen atom; and R5, R6, and R7 may be the same as or different from each other, and represent C1-C6 chain hydrocarbon groups, etc., which may be substituted with at least halogen atoms], or an N-oxide thereof, or salts thereof.

Description

Plant disease control method

[0001] This patent application claims priority and the benefit of Japanese Patent Application No. 2022-098034 (filed June 17, 2022) and Japanese Patent Application No. 2022-180831 (filed November 11, 2022) under the Paris Convention, the entire contents of which are incorporated herein by reference.

[0002] The present invention relates to a method for controlling plant diseases.

[0003] Patent Document 1 describes biaryl compounds as plant disease control agents.

[0004] Chinese Patent Application Publication No. 101875639

[0005] An object of the present invention is to provide an excellent method for controlling plant diseases.

[0006] The present inventors have conducted studies to find an excellent method for controlling plant diseases and have found that a compound represented by the following formula (I) has excellent control activity against plant diseases.

[0007] [1] Formula (I) [wherein n represents 0, 1, or 2; R 1 represents a C1-C6 alkyl group, a C2-C6 alkynyl group (the C1-C6 alkyl group and the C2-C6 alkynyl group optionally have one or more substituents selected from Group A), a C2-C6 alkenyl group optionally having one or more substituents selected from Group C, a C3-C8 alicyclic hydrocarbon group, a 3- to 8-membered non-aromatic heterocyclic group (the C3-C8 alicyclic hydrocarbon group and the 3- to 8-membered non-aromatic heterocyclic group optionally have one or more substituents selected from Group B), a C6-C10 aryl group optionally having one or more substituents selected from Group F, a 5- to 10-membered aromatic heterocyclic group optionally having one or more substituents selected from Group D, or NR 33 R 34 represents R 2 and R 3are the same or different and are each a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from group B, OR 9 , S.R. 10 , S(O)R 11 , S(O)R 12 , N.R. 13 R 14 , C(O)R 15 , a nitro group, a cyano group, a halogen atom, or a hydrogen atom; R 4 represents a C1-C6 chain hydrocarbon group which may have one or more substituents selected from Group A, a C3-C8 alicyclic hydrocarbon group, a 3- to 8-membered non-aromatic heterocyclic group (the C3-C8 alicyclic hydrocarbon group and the 3- to 8-membered non-aromatic heterocyclic group may have one or more substituents selected from Group B), a phenyl group, a 5- to 6-membered aromatic heterocyclic group (the phenyl group and the 5- to 6-membered aromatic heterocyclic group may have one or more substituents selected from Group D), OR 16 , S.R. 17 , S(O)R 18 , S(O)R 19 , N.R. 20 R 21 , C(O)R 22 , C(R 23 ) = NOR 24 , a cyano group, a nitro group, an amino group, a hydroxy group, or a halogen atom; q represents 1, 2, or 3; when q is 2 or 3, R 4 may be the same or different, X 1 , X 2 , X 3 , and X 4 The combination of 1 is CR 5 and X 2 is CR 6 and X 3 is CR 7 and X 4 is a nitrogen atom; 1 is CR 5 and X 2 is CR 6 and X 3 is a nitrogen atom, and X 4is CR 8 A combination in which: X 1 is CR 5 and X 2 is a nitrogen atom, and X 3 is CR 7A and X 4 is CR 8 A combination in which: X 1 is a nitrogen atom, and X 2 is CR 6 and X 3 is CR 7B and X 4 is CR 8 A combination in which: X 1 is a nitrogen atom, and X 2 is a nitrogen atom, and X 3 is CR 7C and X 4 is CH; X 1 is a nitrogen atom, and X 2 is a nitrogen atom, and X 3 is CH and X 4 is CR 8 A combination in which: X 1 is a nitrogen atom, and X 2 is CR 6 and X 3 is a nitrogen atom, and X 4 is CR 8 A combination in which: X 1 is a nitrogen atom, and X 2 is CR 6 and X 3 is CR 7 and X 4 is a nitrogen atom; 1 is CR 5 and X 2 is a nitrogen atom, and X 3 is a nitrogen atom, and X 4 is CR 8 A combination in which: X 1 is CR 5 and X 2 is a nitrogen atom, and X 3 is CH and X 4 is a nitrogen atom; 1 is CH and X2 is a nitrogen atom, and X 3 is CR 7D and X 4 is a nitrogen atom; or 1 is CR 5 and X 2 is CR 6 and X 3 is a nitrogen atom, and X 4 represents a combination in which R is a nitrogen atom; 5 , R 6 , R 7 , and R 8 are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from group B, OR 25 , S.R. 26 , S(O)R 27 , S(O)R 28 , N.R. 29 R 30 , C(O)R 31 , a nitro group, a cyano group, a halogen atom, or a hydrogen atom; R 9 , R 10 , R 13 , and R 29 are the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a hydrogen atom; R 7A represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from group B, OR 25 , S.R. 26 , S(O)R 27 , S(O)R 28 , N.R. 29 R 32 , C(O)R 31 , a nitro group, a cyano group, a halogen atom, or a hydrogen atom; R 7B represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from group B, OR 25 , N.R. 29 R 30 , C(O)R31 , a nitro group, a cyano group, a halogen atom, or a hydrogen atom; R 7C represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from group B, OR 25 , N.R. 29 R 30 , C(O)R 31 , a nitro group, a cyano group, or a halogen atom; R 7D represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from group B, OR 25 , S(O)R 27 , S(O)R 28 , N.R. 29 R 30 , C(O)R 31 , a nitro group, a cyano group, a fluorine atom, a chlorine atom, or an iodine atom; R 11 , R 12 , R 25 , R 26 , R 27 , and R 28 are the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms; R 14 and R 30 are the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a (C1-C6 alkyl)carbonyl group, a (C1-C6 alkoxy)carbonyl group (the (C1-C6 alkyl)carbonyl group and the (C1-C6 alkoxy)carbonyl group optionally substituted with one or more halogen atoms), or a hydrogen atom; R 15 , R 22 , and R 31 are the same or different and represent a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C1-C6 alkylamino group, or a C2-C8 dialkylamino group (the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, the C1-C6 alkylamino group, and the C2-C8 dialkylamino group may be substituted with one or more halogen atoms), R 16represents a C1-C6 chain hydrocarbon group optionally having one or more substituents selected from Group A, a C1-C6 alkylsulfonyl group, a (C1-C6 alkyl)carbonyl group, a (C1-C6 alkoxy)carbonyl group, a (C1-C6 alkylamino)carbonyl group, a (C2-C8 dialkylamino)carbonyl group {the C1-C6 alkylsulfonyl group, the (C1-C6 alkyl)carbonyl group, the (C1-C6 alkoxy)carbonyl group, the (C1-C6 alkylamino)carbonyl group and the (C2-C8 dialkylamino)carbonyl group is optionally substituted with one or more halogen atoms}, a C3-C8 alicyclic hydrocarbon group, a 3- to 8-membered non-aromatic heterocyclic group {the C3-C8 alicyclic hydrocarbon group and the 3- to 8-membered non-aromatic heterocyclic group may have one or more substituents selected from Group B}, a phenyl group, a 5- to 6-membered aromatic heterocyclic group {the phenyl group and the 5- to 6-membered aromatic heterocyclic group may have one or more substituents selected from Group D}, or a hydrogen atom; 17 , R 18 , R 19 , and R 24 are the same or different and represent a C1-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, a 3-8 membered non-aromatic heterocyclic group (the C3-C8 alicyclic hydrocarbon group and the 3-8 membered non-aromatic heterocyclic group may have one or more substituents selected from Group A), a phenyl group, or a 5-6 membered aromatic heterocyclic group (the phenyl group and the 5-6 membered aromatic heterocyclic group may have one or more substituents selected from Group D), R 20represents a C1-C6 chain hydrocarbon group optionally having one or more substituents selected from Group A, a C3-C8 alicyclic hydrocarbon group, a 3-8 membered non-aromatic heterocyclic group {the C3-C8 alicyclic hydrocarbon group and the 3-8 membered non-aromatic heterocyclic group optionally have one or more substituents selected from Group B}, a phenyl group, a 5-6 membered aromatic heterocyclic group {the phenyl group and the 5-6 membered aromatic heterocyclic group optionally have one or more substituents selected from Group D}, a (C1-C6 alkyl)carbonyl group, a (C1-C6 alkoxy)carbonyl group, or a C1-C6 alkylsulfonyl group {the (C1-C6 alkyl)carbonyl group, the (C1-C6 alkoxy)carbonyl group, and the C1-C6 alkylsulfonyl group are optionally substituted with one or more halogen atoms}, R 21 and R 23 R are the same or different and represent a C1-C6 chain hydrocarbon group which may have one or more substituents selected from Group A, or a hydrogen atom; 32 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a (C1-C6 alkyl)carbonyl group, or a (C1-C6 alkoxy)carbonyl group {the (C1-C6 alkyl)carbonyl group and the (C1-C6 alkoxy)carbonyl group may be substituted with one or more halogen atoms}, R 33 and R 34 are the same or different and represent a C1-C6 chain hydrocarbon group optionally having one or more substituents selected from group G, a C3-C6 alicyclic hydrocarbon group optionally having one or more halogen atoms, or a hydrogen atom, 2 and R 4 may form, together with the carbon atoms to which they are bonded, a C5-C6 alicyclic hydrocarbon, a 5- to 6-membered non-aromatic heterocycle (the C5-C6 alicyclic hydrocarbon and the 5- to 6-membered non-aromatic heterocycle may have one or more substituents selected from Group B), a benzene ring, or a 5- to 6-membered aromatic heterocycle (the benzene ring and the 5- to 6-membered aromatic heterocycle may have one or more substituents selected from Group E), 4 and R 4may, together with the carbon atoms to which they are bonded, form a C5-C6 alicyclic hydrocarbon, a 5- to 6-membered non-aromatic heterocycle (the C5-C6 alicyclic hydrocarbon and the 5- to 6-membered non-aromatic heterocycle optionally have one or more substituents selected from Group B), a benzene ring, or a 5- to 6-membered aromatic heterocycle (the benzene ring and the 5- to 6-membered aromatic heterocycle optionally have one or more substituents selected from Group E). Group A: the group consisting of a C1-C6 alkoxy group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group, {the C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group and the C1-C6 alkylsulfonyl group are optionally substituted with one or more halogen atoms}, a C3-C8 alicyclic hydrocarbon group, a 3-8 membered non-aromatic heterocyclic group {the C3-C8 alicyclic hydrocarbon group and the 3-8 membered non-aromatic heterocyclic group are optionally substituted with one or more substituents selected from Group B}, a phenyl group, a 5-6 membered aromatic heterocyclic group {the phenyl group and the 5-6 membered aromatic heterocyclic group are optionally substituted with one or more substituents selected from Group D}, a halogen atom, a cyano group, a nitro group, a hydroxy group, and a sulfanyl group. Group B: a group consisting of an oxo group, a thioxo group, a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group, {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group are optionally substituted with one or more halogen atoms}, a hydroxy group, a sulfanyl group, a halogen atom, and a cyano group.Group C: the group consisting of a C1-C6 alkoxy group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group, {the C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group are optionally substituted with one or more halogen atoms}, a C3-C8 alicyclic hydrocarbon group, a 3-8 membered non-aromatic heterocyclic group {the C3-C8 alicyclic hydrocarbon group and the 3-8 membered non-aromatic heterocyclic group are optionally substituted with one or more substituents selected from Group B}, a phenyl group, a 5-6 membered aromatic heterocyclic group {the phenyl group and the 5-6 membered aromatic heterocyclic group are optionally substituted with one or more substituents selected from Group D}, a chlorine atom, a bromine atom, an iodine atom, a cyano group, a nitro group, a hydroxy group, and a sulfanyl group. Group D: a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group, a C1-C6 alkylamino group, a C2-C8 dialkylamino group, a (C1-C6 alkyl)carbonyl group, a (C1-C6 alkoxy)carbonyl group, a (C1-C6 alkylamino)carbonyl group, a (C2-C8 dialkylamino)carbonyl group, a (C1-C6 alkyl)carbonylamino group, a (C1-C6 alkoxy)carbonylamino group, {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulf the (C1-C6 alkyl)carbonyl group, the C1-C6 alkylsulfonyl group, the C1-C6 alkylamino group, the C2-C8 dialkylamino group, the (C1-C6 alkyl)carbonyl group, the (C1-C6 alkoxy)carbonyl group, the (C1-C6 alkylamino)carbonyl group, the (C2-C8 dialkylamino)carbonyl group, the (C1-C6 alkyl)carbonylamino group and the (C1-C6 alkoxy)carbonylamino group are optionally substituted with one or more halogen atoms}, the group consisting of a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from Group B, an amino group, a nitro group, a cyano group, a hydroxy group, a sulfanyl group, and a halogen atom.Group E: a group consisting of a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group, {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group are optionally substituted with one or more halogen atoms}, a hydroxy group, a sulfanyl group, a halogen atom, and a cyano group. Group F: C1-C6 chain hydrocarbon group, C1-C6 alkoxy group, C1-C6 alkylsulfanyl group, C1-C6 alkylsulfinyl group, C1-C6 alkylsulfonyl group, C1-C6 alkylamino group, C2-C8 dialkylamino group, (C1-C6 alkyl)carbonyl group, (C1-C6 alkoxy)carbonyl group, (C1-C6 alkylamino)carbonyl group, (C2-C8 dialkylamino)carbonyl group, (C1-C6 alkyl)carbonylamino group, (C1-C6 alkoxy)carbonylamino group, {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfonyl group, the (C1-C6 alkyl)carbonyl group, the (C1-C6 alkoxy)carbonyl group, the (C1-C6 alkylamino)carbonyl group, the (C2-C8 dialkylamino)carbonyl group, the (C1-C6 alkyl)carbonylamino group, and the (C1-C6 alkoxy)carbonylamino group are optionally substituted with one or more halogen atoms}, the group consisting of a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from Group B, an amino group, a cyano group, a hydroxy group, a sulfanyl group, and a halogen atom. Group G: a group consisting of a C3-C6 cycloalkyl group, a C1-C3 alkoxy group, a C1-C3 alkylthio group (the C3-C6 cycloalkyl group, the C1-C3 alkoxy group, and the C1-C3 alkylthio group are optionally substituted with one or more halogen atoms), a halogen atom, and a cyano group.[2] A method for controlling plant diseases, which comprises treating a plant or soil in which the plant is grown with a compound represented by formula (I) (hereinafter referred to as the present compound X), an N-oxide thereof, or a salt thereof (hereinafter the present compound X, the N-oxide thereof, or a salt thereof will be referred to as the present compound Y). 1 is a C1-C6 alkyl group, a C2-C6 alkynyl group (the C1-C6 alkyl group and the C2-C6 alkynyl group may have one or more substituents selected from Group A), a C2-C6 alkenyl group optionally having one or more substituents selected from Group C, or a C3-C8 alicyclic hydrocarbon group (the C3-C8 alicyclic hydrocarbon group may have one or more substituents selected from Group B) (hereinafter referred to as the present compound N), or an N-oxide thereof, or a salt thereof (hereinafter the present compound N, the N-oxide thereof, or a salt thereof will be referred to as the present compound). [3] The method for controlling a plant disease according to [1], 1 , X 2 , X 3 , and X 4 The combination of 1 is CR 5 and X 2 is CR 6 and X 3 is CR 7 and X 4 is a nitrogen atom; 1 is CR 5 and X 2 is CR 6 and X 3 is a nitrogen atom, and X 4 is CR 8 A combination in which: X 1 is CR 5 and X 2 is a nitrogen atom, and X 3 is CR 7A and X 4 is CR 8 A combination in which: X 1 is a nitrogen atom, and X 2 is CR 6 and X3 is CR 7B and X 4 is CR 8 A combination in which: X 1 is a nitrogen atom, and X 2 is CR 6 and X 3 is a nitrogen atom, and X 4 is CR 8 A combination in which: X 1 is CR 5 and X 2 is a nitrogen atom, and X 3 is a nitrogen atom, and X 4 is CR 8 or a combination in which X 1 is CR 5 and X 2 is CR 6 and X 3 is a nitrogen atom, and X 4 [4] The method according to [2], wherein the compound represented by formula (I) or the N-oxide thereof, or the salt thereof is a compound represented by formula (I) or the N-oxide thereof, or the salt thereof, in which R 1 is a C2-C6 alkyl group, a C2-C6 alkynyl group (the C2-C6 alkyl group and the C2-C6 alkynyl group may have one or more substituents selected from Group A), a methyl group having one or more substituents selected from Group C, or a C3-C8 alicyclic hydrocarbon group (the C3-C8 alicyclic hydrocarbon group may have one or more substituents selected from Group B) or an N-oxide thereof, or a salt thereof. [5] The method according to [2] or [3], [Wherein, na represents 0, 1, or 2; qa represents 1, 2, or 3; when qa is 2 or 3, R 4a may be the same or different, R 1a is a C2-C6 alkyl group, a C2-C6 alkynyl group {the C2-C6 alkyl group and the C2-C6 alkynyl group are selected from Group A a may have one or more substituents selected from the group F a a C2-C6 alkenyl group optionally having one or more substituents selected from Group Ba a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from group C a a methyl group having one or more substituents selected from the group G a R represents a 5- or 6-membered aromatic heterocyclic group which may have one or more substituents selected from the group consisting of 8a represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms; a a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from the group consisting of OR 7a , S.R. 9a , S(O)R 10a , S(O)R 11a , N.R. 12a R 13a , C(O)R 14a , a nitro group, a cyano group, a halogen atom, or a hydrogen atom; R 2a and R 3a are the same or different, and are C1-C6 chain hydrocarbon groups optionally substituted with one or more halogen atoms; Group B a a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from the group consisting of OR 15a , S.R. 16a , S(O)R 17a , S(O)R 18a , N.R. 19a R 20a , C(O)R 21a , a nitro group, a cyano group, a halogen atom, or a hydrogen atom; X a , R 4a , and R 6a The combination of a is a nitrogen atom, and R 4a But Group A a a C1-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, and a 3- to 8-membered non-aromatic heterocyclic group, each optionally having one or more substituents selected from the group consisting of a a phenyl group, a 5- or 6-membered aromatic heterocyclic group {the phenyl group and the 5- or 6-membered aromatic heterocyclic group may be selected from the group D a may have one or more substituents selected from the following; OR23a , S.R. 24a , S(O)R 25a , S(O)R 26a , N.R. 27a R 28a , C(O)R 29a , C(R 30a ) = NOR 31a , a cyano group, a nitro group, an amino group, a hydroxy group, or a halogen atom; R 6a a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms; Group B a a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from the group consisting of OR 7a , S.R. 9a , S(O)R 10a , S(O)R 11a , N.R. 12a R 13a , C(O)R 14a a nitro group, a cyano group, a halogen atom, or a hydrogen atom; or a is CR 5a and R 4a But group F a a methyl group, a CHF group, a CHF group, which may have one or more substituents selected from Group A a a C2-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, and a 3- to 8-membered non-aromatic heterocyclic group, each optionally having one or more substituents selected from the group consisting of a a phenyl group, a 5- or 6-membered aromatic heterocyclic group {the phenyl group and the 5- or 6-membered aromatic heterocyclic group may be selected from the group D a may have one or more substituents selected from the following; OR 23a , S.R. 24a , S(O)R 25a , S(O)R 22a , N.R. 27a R 28a , C(O)R 29a , C(R 30a ) = NOR 31a , a cyano group, a nitro group, an amino group, a hydroxy group, or a halogen atom; R 6aa C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms; Group B a a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from the group consisting of OR 7a , a nitro group, a fluorine atom, a bromine atom, an iodine atom, or a hydrogen atom; R 5a represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms; a a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from the group consisting of OR 7a , S.R. 9a , S(O)R 10a , S(O)R 11a , N.R. 12a R 13a , C(O)R 14a , a nitro group, a cyano group, a halogen atom, or a hydrogen atom; R 7a , R 9a , R 10a , R 11a , R 15a , R 16a , R 17a , and R 18a are the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms; R 12a and R 19a are the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a hydrogen atom; R 13a and R 20a are the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a (C1-C6 alkyl)carbonyl group, a (C1-C6 alkoxy)carbonyl group (the (C1-C6 alkyl)carbonyl group and the (C1-C6 alkoxy)carbonyl group optionally substituted with one or more halogen atoms), or a hydrogen atom; R 14a , R 21a , and R 29aare the same or different and represent a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C1-C6 alkylamino group, or a C2-C8 dialkylamino group (the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, the C1-C6 alkylamino group, and the C2-C8 dialkylamino group may be substituted with one or more halogen atoms), R 23a is group A a a C1-C6 chain hydrocarbon group optionally having one or more substituents selected from the above, a C1-C6 alkylsulfonyl group, a (C1-C6 alkyl)carbonyl group, a (C1-C6 alkoxy)carbonyl group, a (C1-C6 alkylamino)carbonyl group, a (C2-C8 dialkylamino)carbonyl group {the C1-C6 alkylsulfonyl group, the (C1-C6 alkyl)carbonyl group, the (C1-C6 alkoxy)carbonyl group, the (C1-C6 alkylamino)carbonyl group, and the (C2-C8 dialkylamino)carbonyl group are optionally substituted with one or more halogen atoms}, a C3-C8 alicyclic hydrocarbon group, a 3- to 8-membered non-aromatic heterocyclic group {the C3-C8 alicyclic hydrocarbon group and the 3- to 8-membered non-aromatic heterocyclic group are selected from the above, a a phenyl group, a 5- or 6-membered aromatic heterocyclic group {the phenyl group and the 5- or 6-membered aromatic heterocyclic group may be selected from the group D a may have one or more substituents selected from the group consisting of R 22a , R 24a , R 25a , and R 31a are the same or different, and are group A a a C1-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, and a 3- to 8-membered non-aromatic heterocyclic group, each optionally having one or more substituents selected from the group consisting of a a phenyl group, or a 5- or 6-membered aromatic heterocyclic group {the phenyl group and the 5- or 6-membered aromatic heterocyclic group may be selected from the group D a R may have one or more substituents selected from the following 26a is group A a a methyl group having one or more substituents selected from Group Aa a C2-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, and a 3- to 8-membered non-aromatic heterocyclic group, each optionally having one or more substituents selected from the group consisting of a a phenyl group, or a 5- or 6-membered aromatic heterocyclic group {the phenyl group and the 5- or 6-membered aromatic heterocyclic group may be selected from the group D a R may have one or more substituents selected from the following 27a is group A a a C1-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, and a 3- to 8-membered non-aromatic heterocyclic group, each optionally having one or more substituents selected from the group consisting of a a phenyl group, a 5- or 6-membered aromatic heterocyclic group {the phenyl group and the 5- or 6-membered aromatic heterocyclic group may be selected from the group D a optionally having one or more substituents selected from the group consisting of a (C1-C6 alkyl)carbonyl group, a (C1-C6 alkoxy)carbonyl group, or a C1-C6 alkylsulfonyl group {the (C1-C6 alkyl)carbonyl group, the (C1-C6 alkoxy)carbonyl group, and the C1-C6 alkylsulfonyl group may be substituted with one or more halogen atoms}, R 28a and R 30a are the same or different, and are group A a represents a C1-C6 chain hydrocarbon group optionally having one or more substituents selected from the following, or a hydrogen atom; 2a and R 4a together with the carbon atom to which they are bonded, form a C5-C6 alicyclic hydrocarbon, a 5- or 6-membered non-aromatic heterocycle {the C5-C6 alicyclic hydrocarbon and the 5- or 6-membered non-aromatic heterocycle are selected from the group B a a benzene ring, or a 5- or 6-membered aromatic heterocycle {the benzene ring and the 5- or 6-membered aromatic heterocycle may be selected from the group E a two adjacent R 4a and R 4atogether with the carbon atom to which they are bonded, form a C5-C6 alicyclic hydrocarbon, a 5- or 6-membered non-aromatic heterocycle {the C5-C6 alicyclic hydrocarbon and the 5- or 6-membered non-aromatic heterocycle are selected from the group B a a benzene ring, or a 5- or 6-membered aromatic heterocycle {the benzene ring and the 5- or 6-membered aromatic heterocycle may be selected from the group E a may have one or more substituents selected from the following. a C1-C6 alkoxy group, C1-C6 alkylsulfanyl group, C1-C6 alkylsulfinyl group, C1-C6 alkylsulfonyl group, {the C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group are optionally substituted with one or more halogen atoms}, C3-C8 alicyclic hydrocarbon group, 3- to 8-membered non-aromatic heterocyclic group {the C3-C8 alicyclic hydrocarbon group and the 3- to 8-membered non-aromatic heterocyclic group are selected from group B a a phenyl group, a 5- or 6-membered aromatic heterocyclic group {the phenyl group and the 5- or 6-membered aromatic heterocyclic group are each selected from the group D a and a group consisting of a halogen atom, a cyano group, a nitro group, a hydroxy group, and a sulfanyl group, each of which may be substituted with one or more substituents selected from the group consisting of: a Group C: a group consisting of an oxo group, a thioxo group, a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group, {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group are optionally substituted with one or more halogen atoms}, a hydroxy group, a sulfanyl group, a halogen atom, and a cyano group. aC1-C6 alkoxy group, C1-C6 alkylsulfanyl group, C1-C6 alkylsulfinyl group, C1-C6 alkylsulfonyl group, {the C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group are optionally substituted with one or more halogen atoms}, C3-C8 alicyclic hydrocarbon group, 3- to 8-membered non-aromatic heterocyclic group {the C3-C8 alicyclic hydrocarbon group and the 3- to 8-membered non-aromatic heterocyclic group are selected from group B a and a 5- or 6-membered aromatic heterocyclic group {which may be substituted with one or more substituents selected from the group D a and optionally substituted with one or more substituents selected from the following. a : a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group, a C1-C6 alkylamino group, a C2-C8 dialkylamino group, a (C1-C6 alkyl)carbonyl group, a (C1-C6 alkoxy)carbonyl group, a (C1-C6 alkylamino)carbonyl group, a (C2-C8 dialkylamino)carbonyl group, a (C1-C6 alkyl)carbonylamino group, a (C1-C6 alkoxy)carbonylamino group, {the C1-C6 chain hydrocarbon group, the C1-C the C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, the C1-C6 alkylsulfonyl group, the C1-C6 alkylamino group, the C2-C8 dialkylamino group, the (C1-C6 alkyl)carbonyl group, the (C1-C6 alkoxy)carbonyl group, the (C1-C6 alkylamino)carbonyl group, the (C2-C8 dialkylamino)carbonyl group, the (C1-C6 alkyl)carbonylamino group, and the (C1-C6 alkoxy)carbonylamino group are optionally substituted with one or more halogen atoms}, Group B a Group E: A group consisting of a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from the group consisting of an amino group, a nitro group, a cyano group, a hydroxy group, a sulfanyl group, and a halogen atom. aGroup F: a group consisting of a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group, {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group are optionally substituted with one or more halogen atoms}, a hydroxy group, a sulfanyl group, a halogen atom, and a cyano group. a C1-C6 alkoxy group, C1-C6 alkylsulfanyl group, C1-C6 alkylsulfinyl group, C1-C6 alkylsulfonyl group, {the C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group are optionally substituted with one or more halogen atoms}, C3-C8 alicyclic hydrocarbon group, 3- to 8-membered non-aromatic heterocyclic group {the C3-C8 alicyclic hydrocarbon group and the 3- to 8-membered non-aromatic heterocyclic group are selected from group B a a phenyl group, a 5- or 6-membered aromatic heterocyclic group {the phenyl group and the 5- or 6-membered aromatic heterocyclic group are each selected from the group D a and a group consisting of a chlorine atom, a bromine atom, an iodine atom, a cyano group, a nitro group, a hydroxy group, and a sulfanyl group. athe group consisting of a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group, a C1-C6 alkylamino group, a C2-C8 dialkylamino group, {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, the C1-C6 alkylsulfonyl group, the C1-C6 alkylamino group, and the C2-C8 dialkylamino group are optionally substituted with one or more halogen atoms}, a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from Group B, an amino group, a nitro group, a cyano group, a hydroxy group, a sulfanyl group, and a halogen atom. or an N-oxide or a salt thereof (hereinafter, the compound D of the present invention or the N-oxide or a salt thereof will be referred to as the compound R of the present invention). 1a wherein the C2-C6 alkyl group and the C2-C6 alkynyl group are selected from the group A a may have one or more substituents selected from the group F a a C2-C6 alkenyl group optionally having one or more substituents selected from Group B a a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from the group C a [7] The compound according to [5] (hereinafter referred to as Compound N of the present invention), or an N-oxide thereof, or a salt thereof (hereinafter, Compound N of the present invention, its N-oxide, or a salt thereof will be referred to as Compound of the present invention). a is a nitrogen atom, and R 4a But Group A a a C1-C6 chain hydrocarbon group optionally having one or more substituents selected from the group consisting of OR 23a , N.R. 27a R 28a [8] The compound according to [6], or an N-oxide thereof, or a salt thereof, wherein X is a cyano group, a nitro group, a hydroxy group, or a halogen atom. a But, CR 5a and R 4ais a methyl group, Group A a a C2-C6 chain hydrocarbon group optionally having one or more substituents selected from the group consisting of OR 23a , S.R. 24a , S(O)R 25a , S(O)R 22a , N.R. 27a R 28a [9] The compound according to [6], or an N-oxide thereof, or a salt thereof, wherein R is a cyano group, a nitro group, a hydroxy group, or a halogen atom. 6a

[10] The compound according to any one of [5] to [8], or an N-oxide thereof, or a salt thereof, of formula (III): [Wherein, nb represents 0, 1, or 2, qb represents 1, 2, or 3, and when qb is 2 or 3, R 4b may be the same or different, R 1b is the group G b R represents a phenyl group which may have one or more substituents selected from the group consisting of 8b represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms; b a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from the group consisting of OR 7b , S.R. 9b , S(O)R 10b , S(O)R 11b , N.R. 12b R 13b , C(O)R 14b , a nitro group, a cyano group, a halogen atom, or a hydrogen atom; R 2b and R 3b are the same or different, and are C1-C6 chain hydrocarbon groups optionally substituted with one or more halogen atoms; Group B b a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from the group consisting of OR 15b , S.R. 16b , S(O)R 17b , S(O)R 18b , N.R. 19b R 20b , C(O)R 21b , a nitro group, a cyano group, a halogen atom, or a hydrogen atom; X b, R 4b , and R 6b The combination of b is a nitrogen atom, and R 4b But group F b a methyl group, a CHF group, a CHF group, which may have one or more substituents selected from Group A b a C2-C3 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, and a 3- to 8-membered non-aromatic heterocyclic group, each optionally having one or more substituents selected from the group consisting of b a phenyl group, a 5- or 6-membered aromatic heterocyclic group {the phenyl group and the 5- or 6-membered aromatic heterocyclic group may be selected from the group D b may have one or more substituents selected from the following; OR 23b , S.R. 24b , S(O)R 25b , S(O)R 22b , N.R. 27b R 28b , C(O)R 29b , C(R 30b ) = NOR 31b , a cyano group, a nitro group, a hydroxy group, an amino group, or a halogen atom; R 6b a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms; Group B b a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from the group consisting of OR 7b , S.R. 9b , S(O)R 10b , S(O)R 11b , N.R. 12b R 13b , C(O)R 14b a nitro group, a halogen atom, or a hydrogen atom; or b is CR 5b and R 4b But group F b a methyl group, a CHF group, a CHF group, which may have one or more substituents selected from Group A ba C2-C3 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, and a 3- to 8-membered non-aromatic heterocyclic group, each optionally having one or more substituents selected from the group consisting of b a phenyl group, a 5- or 6-membered aromatic heterocyclic group {the phenyl group and the 5- or 6-membered aromatic heterocyclic group may be selected from the group D b may have one or more substituents selected from the following; OR 32b , S.R. 24b , S(O)R 25b , S(O)R 22b , N.R. 27b R 28b , C(O)R 29b , C(R 30b ) = NOR 31b , a cyano group, a nitro group, a hydroxy group, or a halogen atom; R 6b a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms; Group B b a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from the group consisting of OR 7b , a nitro group, a fluorine atom, a bromine atom, an iodine atom, or a hydrogen atom; R 5b represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms; b a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from the group consisting of OR 7b , S.R. 9b , S(O)R 10b , S(O)R 11b , N.R. 12b R 13b , C(O)R 14b , a nitro group, a cyano group, a halogen atom, or a hydrogen atom; R 7b , R 9b , R 10b , R 11b , R 15b , R 16b , R 17b , and R 18b are the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms; R 12b and R19b are the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a hydrogen atom; R 13b and R 20b are the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a (C1-C6 alkyl)carbonyl group, a (C1-C6 alkoxy)carbonyl group (the (C1-C6 alkyl)carbonyl group and the (C1-C6 alkoxy)carbonyl group optionally substituted with one or more halogen atoms), or a hydrogen atom; R 14b , R 21b , and R 29b are the same or different and represent a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C1-C6 alkylamino group, or a C2-C8 dialkylamino group (the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, the C1-C6 alkylamino group, and the C2-C8 dialkylamino group may be substituted with one or more halogen atoms), R 23b is group A b a C1-C6 chain hydrocarbon group optionally having one or more substituents selected from the above, a C1-C6 alkylsulfonyl group, a (C1-C6 alkyl)carbonyl group, a (C1-C6 alkoxy)carbonyl group, a (C1-C6 alkylamino)carbonyl group, a (C2-C8 dialkylamino)carbonyl group {the C1-C6 alkylsulfonyl group, the (C1-C6 alkyl)carbonyl group, the (C1-C6 alkoxy)carbonyl group, the (C1-C6 alkylamino)carbonyl group, and the (C2-C8 dialkylamino)carbonyl group are optionally substituted with one or more halogen atoms}, a C3-C8 alicyclic hydrocarbon group, a 3- to 8-membered non-aromatic heterocyclic group {the C3-C8 alicyclic hydrocarbon group and the 3- to 8-membered non-aromatic heterocyclic group are selected from the above, b a phenyl group, a 5- or 6-membered aromatic heterocyclic group {the phenyl group and the 5- or 6-membered aromatic heterocyclic group may be selected from the group D b may have one or more substituents selected from the group consisting of R 22b , R 24b , R 25b , and R 31bare the same or different, and are group A b a C1-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, and a 3- to 8-membered non-aromatic heterocyclic group, each optionally having one or more substituents selected from the group consisting of b a phenyl group, or a 5- or 6-membered aromatic heterocyclic group {the phenyl group and the 5- or 6-membered aromatic heterocyclic group may be selected from the group D b R may have one or more substituents selected from the following 27b is group A b a C1-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, and a 3- to 8-membered non-aromatic heterocyclic group, each optionally having one or more substituents selected from the group consisting of b a phenyl group, a 5- or 6-membered aromatic heterocyclic group {the phenyl group and the 5- or 6-membered aromatic heterocyclic group may be selected from the group D b optionally having one or more substituents selected from the group consisting of a (C1-C6 alkyl)carbonyl group, a (C1-C6 alkoxy)carbonyl group, or a C1-C6 alkylsulfonyl group {the (C1-C6 alkyl)carbonyl group, the (C1-C6 alkoxy)carbonyl group, and the C1-C6 alkylsulfonyl group may be substituted with one or more halogen atoms}, R 28b and R 30b are the same or different, and are group A b R represents a C1-C6 chain hydrocarbon group optionally having one or more substituents selected from the group consisting of: 32b is group A b a methyl group having one or more substituents selected from Group A ba C2-C6 chain hydrocarbon group optionally having one or more substituents selected from the group consisting of a C1-C6 alkylsulfonyl group, a (C1-C6 alkyl)carbonyl group, a (C1-C6 alkoxy)carbonyl group, a (C1-C6 alkylamino)carbonyl group, a (C2-C8 dialkylamino)carbonyl group (the C1-C6 alkylsulfonyl group, the (C1-C6 alkyl)carbonyl group, the (C1-C6 alkoxy)carbonyl group, the (C1-C6 alkylamino)carbonyl group, and the (C2-C8 dialkylamino)carbonyl group are optionally substituted with one or more halogen atoms), a C3-C8 alicyclic hydrocarbon group, a 3- to 8-membered non-aromatic heterocyclic group (the C3-C8 alicyclic hydrocarbon group and the 3- to 8-membered non-aromatic heterocyclic group are selected from the group consisting of a C1-C6 alkylsulfonyl group, a C1-C6 alkyl)carbonyl group, a (C1-C6 alkoxy)carbonyl group, a (C1-C6 alkylamino)carbonyl group, and a (C2-C8 dialkylamino)carbonyl group are optionally substituted with one or more halogen atoms); b a phenyl group, a 5- or 6-membered aromatic heterocyclic group {the phenyl group and the 5- or 6-membered aromatic heterocyclic group may be selected from the group D b or a hydrogen atom, and the adjacent R 2b and R 4b together with the carbon atom to which they are bonded, form a C5-C6 alicyclic hydrocarbon, a 5- or 6-membered non-aromatic heterocycle {the C5-C6 alicyclic hydrocarbon and the 5- or 6-membered non-aromatic heterocycle are selected from the group B b a benzene ring, or a 5- or 6-membered aromatic heterocycle {the benzene ring and the 5- or 6-membered aromatic heterocycle may be selected from the group E b two adjacent R 4b and R 4b together with the carbon atom to which they are bonded, form a C5-C6 alicyclic hydrocarbon, a 5- or 6-membered non-aromatic heterocycle {the C5-C6 alicyclic hydrocarbon and the 5- or 6-membered non-aromatic heterocycle are selected from the group B b a benzene ring, or a 5- or 6-membered aromatic heterocycle {the benzene ring and the 5- or 6-membered aromatic heterocycle may be selected from the group E b may have one or more substituents selected from the following. bC1-C6 alkoxy group, C1-C6 alkylsulfanyl group, C1-C6 alkylsulfinyl group, C1-C6 alkylsulfonyl group, {the C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group are optionally substituted with one or more halogen atoms}, C3-C8 alicyclic hydrocarbon group, 3- to 8-membered non-aromatic heterocyclic group {the C3-C8 alicyclic hydrocarbon group and the 3- to 8-membered non-aromatic heterocyclic group are selected from group B b a phenyl group, a 5- or 6-membered aromatic heterocyclic group {the phenyl group and the 5- or 6-membered aromatic heterocyclic group are each selected from the group D b and a group consisting of a halogen atom, a cyano group, a nitro group, a hydroxy group, and a sulfanyl group, each of which may be substituted with one or more substituents selected from the group consisting of: b Group D: a group consisting of an oxo group, a thioxo group, a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group, {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group are optionally substituted with one or more halogen atoms}, a hydroxy group, a sulfanyl group, a halogen atom, and a cyano group. b: a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group, a C1-C6 alkylamino group, a C2-C8 dialkylamino group, a (C1-C6 alkyl)carbonyl group, a (C1-C6 alkoxy)carbonyl group, a (C1-C6 alkylamino)carbonyl group, a (C2-C8 dialkylamino)carbonyl group, a (C1-C6 alkyl)carbonylamino group, a (C1-C6 alkoxy)carbonylamino group, {the C1-C6 chain hydrocarbon group, the C1-C the C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, the C1-C6 alkylsulfonyl group, the C1-C6 alkylamino group, the C2-C8 dialkylamino group, the (C1-C6 alkyl)carbonyl group, the (C1-C6 alkoxy)carbonyl group, the (C1-C6 alkylamino)carbonyl group, the (C2-C8 dialkylamino)carbonyl group, the (C1-C6 alkyl)carbonylamino group, and the (C1-C6 alkoxy)carbonylamino group are optionally substituted with one or more halogen atoms}, Group B b Group E: A group consisting of a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from the group consisting of an amino group, a nitro group, a cyano group, a hydroxy group, a sulfanyl group, and a halogen atom. b Group F: a group consisting of a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group, {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group are optionally substituted with one or more halogen atoms}, a hydroxy group, a sulfanyl group, a halogen atom, and a cyano group. bC1-C6 alkoxy group, C1-C6 alkylsulfanyl group, C1-C6 alkylsulfinyl group, C1-C6 alkylsulfonyl group, {the C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group are optionally substituted with one or more halogen atoms}, C3-C8 alicyclic hydrocarbon group, 3- to 8-membered non-aromatic heterocyclic group {the C3-C8 alicyclic hydrocarbon group and the 3- to 8-membered non-aromatic heterocyclic group are selected from group B b a phenyl group, a 5- or 6-membered aromatic heterocyclic group {the phenyl group and the 5- or 6-membered aromatic heterocyclic group are each selected from the group D b and a group consisting of a chlorine atom, a bromine atom, an iodine atom, a cyano group, a nitro group, a hydroxy group, and a sulfanyl group. b : a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group, a C1-C6 alkylamino group, a C2-C8 dialkylamino group, a (C1-C6 alkyl)carbonyl group, a (C1-C6 alkoxy)carbonyl group, a (C1-C6 alkylamino)carbonyl group, a (C2-C8 dialkylamino)carbonyl group, a (C1-C6 alkyl)carbonylamino group, a (C1-C6 alkoxy)carbonylamino group, {the C1-C6 chain hydrocarbon group, the C1-C the C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, the C1-C6 alkylsulfonyl group, the C1-C6 alkylamino group, the C2-C8 dialkylamino group, the (C1-C6 alkyl)carbonyl group, the (C1-C6 alkoxy)carbonyl group, the (C1-C6 alkylamino)carbonyl group, the (C2-C8 dialkylamino)carbonyl group, the (C1-C6 alkyl)carbonylamino group, and the (C1-C6 alkoxy)carbonylamino group are optionally substituted with one or more halogen atoms}, Group B ba C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from the group consisting of an amino group, a cyano group, a hydroxy group, a sulfanyl group, and a halogen atom.] (hereinafter referred to as Compound E of the present invention) or an N-oxide thereof or a salt thereof (hereinafter, Compound E of the present invention or an N-oxide thereof or a salt thereof will be referred to as Compound S of the present invention).

[11] A compound represented by formula (IV): [Wherein, nc represents 0, 1, or 2, qc represents 1, 2, or 3, and when qc is 2 or 3, R 4c may be the same or different, X c is a nitrogen atom or CR 5c represents R 1c is Group B c a 3- to 8-membered non-aromatic heterocyclic group optionally having one or more substituents selected from the group consisting of NR 33c R 34c represents R 8c represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms; c a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from the group consisting of OR 7c , S.R. 9c , S(O)R 10c , S(O)R 11c , N.R. 12c R 13c , C(O)R 14c , a nitro group, a cyano group, a halogen atom, or a hydrogen atom; R 2c and R 3c are the same or different, and are C1-C6 chain hydrocarbon groups optionally substituted with one or more halogen atoms; Group B c a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from the group consisting of OR 15c , S.R. 16c , S(O)R 17c , S(O)R 18c , N.R. 19c R 20c , C(O)R 21c , a nitro group, a cyano group, a halogen atom, or a hydrogen atom; R 4c is group A ca C1-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, and a 3- to 8-membered non-aromatic heterocyclic group, each optionally having one or more substituents selected from the group consisting of c a 5- or 6-membered aromatic heterocyclic group {which may have one or more substituents selected from the group D c may have one or more substituents selected from the following; OR 23c , S.R. 24c , S(O)R 25c , S(O)R 22c , N.R. 27c R 28c , C(O)R 29c , C(R 30c ) = NOR 31c , a cyano group, a nitro group, an amino group, a hydroxy group, or a halogen atom; R 6c represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms; c a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from the group consisting of OR 7c , S.R. 9c , S(O)R 10c , S(O)R 11c , N.R. 12c R 13c , C(O)R 14c , a nitro group, a cyano group, a halogen atom, or a hydrogen atom; R 5c represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms; c a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from the group consisting of OR 7c , S.R. 9c , S(O)R 10c , S(O)R 11c , N.R. 12c R 13c , C(O)R 14c , a nitro group, a cyano group, a halogen atom, or a hydrogen atom; R 7c , R 9c , R 10c , R 11c , R 15c , R 16c , R 17c , and R18c are the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms; R 12c and R 19c are the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a hydrogen atom; R 13c and R 20c are the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a (C1-C6 alkyl)carbonyl group, a (C1-C6 alkoxy)carbonyl group (the (C1-C6 alkyl)carbonyl group and the (C1-C6 alkoxy)carbonyl group optionally substituted with one or more halogen atoms), or a hydrogen atom; R 14c , R 21c , and R 29c are the same or different and represent a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C1-C6 alkylamino group, or a C2-C8 dialkylamino group (the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, the C1-C6 alkylamino group, and the C2-C8 dialkylamino group may be substituted with one or more halogen atoms), R 23c is group A c a C1-C6 chain hydrocarbon group optionally having one or more substituents selected from the above, a C1-C6 alkylsulfonyl group, a (C1-C6 alkyl)carbonyl group, a (C1-C6 alkoxy)carbonyl group, a (C1-C6 alkylamino)carbonyl group, a (C2-C8 dialkylamino)carbonyl group {the C1-C6 alkylsulfonyl group, the (C1-C6 alkyl)carbonyl group, the (C1-C6 alkoxy)carbonyl group, the (C1-C6 alkylamino)carbonyl group, and the (C2-C8 dialkylamino)carbonyl group are optionally substituted with one or more halogen atoms}, a C3-C8 alicyclic hydrocarbon group, a 3- to 8-membered non-aromatic heterocyclic group {the C3-C8 alicyclic hydrocarbon group and the 3- to 8-membered non-aromatic heterocyclic group are selected from the above, c a phenyl group, a 5- or 6-membered aromatic heterocyclic group {the phenyl group and the 5- or 6-membered aromatic heterocyclic group may be selected from the group D cmay have one or more substituents selected from the group consisting of R 22c , R 24c , R 25c , and R 31c are the same or different, and are group A c a C1-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, and a 3- to 8-membered non-aromatic heterocyclic group, each optionally having one or more substituents selected from the group consisting of c a phenyl group, or a 5- or 6-membered aromatic heterocyclic group {the phenyl group and the 5- or 6-membered aromatic heterocyclic group may be selected from the group D c R may have one or more substituents selected from the following 27c is group A c a C1-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, and a 3- to 8-membered non-aromatic heterocyclic group, each optionally having one or more substituents selected from the group consisting of c a phenyl group, a 5- or 6-membered aromatic heterocyclic group {the phenyl group and the 5- or 6-membered aromatic heterocyclic group may be selected from the group D c optionally having one or more substituents selected from the group consisting of a (C1-C6 alkyl)carbonyl group, a (C1-C6 alkoxy)carbonyl group, or a C1-C6 alkylsulfonyl group {the (C1-C6 alkyl)carbonyl group, the (C1-C6 alkoxy)carbonyl group, and the C1-C6 alkylsulfonyl group may be substituted with one or more halogen atoms}, R 28c and R 30c are the same or different, and are group A c R represents a C1-C6 chain hydrocarbon group optionally having one or more substituents selected from the group consisting of: 33c is the group G c a C1-C6 chain hydrocarbon group optionally having one or more substituents selected from the group consisting of a C3-C6 cycloalkyl group optionally having one or more halogen atoms, or a hydrogen atom; R 34c is the group G cor a C3-C6 cycloalkyl group optionally having one or more halogen atoms, wherein the adjacent R 2c and R 4c together with the carbon atom to which they are bonded, form a C5-C6 alicyclic hydrocarbon, a 5- or 6-membered non-aromatic heterocycle {the C5-C6 alicyclic hydrocarbon and the 5- or 6-membered non-aromatic heterocycle are selected from the group B c a benzene ring, or a 5- or 6-membered aromatic heterocycle {the benzene ring and the 5- or 6-membered aromatic heterocycle may be selected from the group E c two adjacent R 4c and R 4c together with the carbon atoms to which they are attached, form a group B c C5-C6 alicyclic hydrocarbons optionally having one or more substituents selected from group C c a 5- to 6-membered non-aromatic heterocycle, a benzene ring, or a 5- to 6-membered aromatic heterocycle, which may have one or more substituents selected from the group consisting of the benzene ring and the 5- to 6-membered aromatic heterocycle; c may have one or more substituents selected from the following. c C1-C6 alkoxy group, C1-C6 alkylsulfanyl group, C1-C6 alkylsulfinyl group, C1-C6 alkylsulfonyl group, {the C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group are optionally substituted with one or more halogen atoms}, C3-C8 alicyclic hydrocarbon group, 3- to 8-membered non-aromatic heterocyclic group {the C3-C8 alicyclic hydrocarbon group and the 3- to 8-membered non-aromatic heterocyclic group are selected from group B c a phenyl group, a 5- or 6-membered aromatic heterocyclic group {the phenyl group and the 5- or 6-membered aromatic heterocyclic group are each selected from the group D c and a group consisting of a halogen atom, a cyano group, a nitro group, a hydroxy group, and a sulfanyl group, each of which may be substituted with one or more substituents selected from the group consisting of: cGroup C: a group consisting of an oxo group, a thioxo group, a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group, {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group are optionally substituted with one or more halogen atoms}, a hydroxy group, a sulfanyl group, a halogen atom, and a cyano group. c Group D: a group consisting of a thioxo group, a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group, {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group are optionally substituted with one or more halogen atoms}, a hydroxy group, a sulfanyl group, a halogen atom, and a cyano group. c : a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group, a C1-C6 alkylamino group, a C2-C8 dialkylamino group, a (C1-C6 alkyl)carbonyl group, a (C1-C6 alkoxy)carbonyl group, a (C1-C6 alkylamino)carbonyl group, a (C2-C8 dialkylamino)carbonyl group, a (C1-C6 alkyl)carbonylamino group, a (C1-C6 alkoxy)carbonylamino group, {the C1-C6 chain hydrocarbon group, the C1-C the C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, the C1-C6 alkylsulfonyl group, the C1-C6 alkylamino group, the C2-C8 dialkylamino group, the (C1-C6 alkyl)carbonyl group, the (C1-C6 alkoxy)carbonyl group, the (C1-C6 alkylamino)carbonyl group, the (C2-C8 dialkylamino)carbonyl group, the (C1-C6 alkyl)carbonylamino group, and the (C1-C6 alkoxy)carbonylamino group are optionally substituted with one or more halogen atoms}, Group B cGroup E: A group consisting of a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from the group consisting of an amino group, a nitro group, a cyano group, a hydroxy group, a sulfanyl group, and a halogen atom. c Group F: a group consisting of a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group, {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group are optionally substituted with one or more halogen atoms}, a hydroxy group, a sulfanyl group, a halogen atom, and a cyano group. c C1-C6 alkoxy group, C1-C6 alkylsulfanyl group, C1-C6 alkylsulfinyl group, C1-C6 alkylsulfonyl group, {the C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group are optionally substituted with one or more halogen atoms}, C3-C8 alicyclic hydrocarbon group, 3- to 8-membered non-aromatic heterocyclic group {the C3-C8 alicyclic hydrocarbon group and the 3- to 8-membered non-aromatic heterocyclic group are selected from group B c a phenyl group, a 5- or 6-membered aromatic heterocyclic group {the phenyl group and the 5- or 6-membered aromatic heterocyclic group are each selected from the group D c and a group consisting of a chlorine atom, a bromine atom, an iodine atom, a cyano group, a nitro group, a hydroxy group, and a sulfanyl group. ca group consisting of a C3-C6 cycloalkyl group, a C1-C3 alkoxy group, a C1-C3 alkylthio group (the C3-C6 cycloalkyl group, the C1-C3 alkoxy group, and the C1-C3 alkylthio group are optionally substituted with one or more halogen atoms), a halogen atom, and a cyano group.] (hereinafter referred to as compound F of the present invention), or an N-oxide thereof, or a salt thereof (hereinafter compound F of the present invention, the N-oxide thereof, or a salt thereof will be referred to as compound T of the present invention).

[12] A pesticide composition comprising the compound according to any one of [5] to

[11] , or the N-oxide thereof, or a salt thereof, and an inert carrier.

[13] A composition containing one or more components selected from the group consisting of Group (a), Group (b), Group (c), and Group (d), and the compound according to any one of [5] to

[11] or its N-oxide, or a salt thereof: Group (a): a group consisting of an insecticidal active component, an acaricidal active component, and a nematicidal active component; Group (b): a fungicidal active component; Group (c): a plant growth regulator component; Group (d): a repellent component.

[14] A method for controlling plant diseases, which comprises applying an effective amount of the compound according to any one of [5] to

[11] or its N-oxide, or a salt thereof, or an effective amount of the composition according to

[13] to a plant or soil in which the plant is grown.

[15] Use of the compound according to any one of [5] to

[11] or its N-oxide, or a salt thereof, or the composition according to

[13] for controlling plant diseases.

[16] A seed or a vegetative reproductive organ carrying an effective amount of the compound according to any one of [5] to

[11] , its N-oxide, or a salt thereof, or an effective amount of the composition according to

[13] .

[17] A compound represented by formula (V): [In the formula, R １ｄ represents a C2-C4 chain hydrocarbon group, a C3-C6 alicyclic hydrocarbon group, or a 5- or 6-membered aromatic heterocyclic group {the 5- or 6-membered aromatic heterocyclic group is selected from the group V １ and X represents a group selected from the group consisting of ｄ represents a chlorine atom or a bromine atom; X １ｄ , and the combination of nd is X １ｄ is CH and nd is 0, 1 or 2; or １ｄrepresents a combination in which is a nitrogen atom and nd is 1 or 2. １ : a group consisting of a C1-C4 alkyl group, a C1-C4 alkoxy group {the C1-C4 alkyl group and the C1-C4 alkoxy group may be substituted with one or more halogen atoms}, and a halogen atom. ] (provided that 3-chloro-5-(ethylthio)pyridine, 3-bromo-5-(ethylthio)pyridine, 3-chloro-5-(ethylsulfonyl)pyridine, 3-bromo-5-(ethylsulfonyl)pyridine, 3-chloro-5-(propylthio)pyridine, 3-chloro-5-[(1-methylethyl)thio]pyridine, 3-bromo-5-[(1-methylethyl)thio]pyridine, 3-chloro-5-[(1-methylethyl)sulfonyl]pyridine, 3-bromo-5-[(1-methylethyl)sulfonyl]pyridine, 3-chloro-5-[( 1,1-dimethylethyl)thio]pyridine, 3-chloro-5-[(1,1-dimethylethyl)sulfonyl]pyridine, 3-bromo-5-[(1,1-dimethylethyl)sulfonyl]pyridine, 3-chloro-5-(cyclohexylsulfonyl)pyridine, 3-bromo-5-(cyclopropylthio)pyridine, 3-bromo-5-(cyclopropylsulfonyl)pyridine, 5-[(5-bromo-3-pyridinyl)thio]-2-methylpyridine, 5-[(5-bromo-3-pyridinyl)sulfonyl]-2-methylpyridine, and 3,3'-sulfonylbis(5-bromopyridine) (hereinafter referred to as Intermediate A).

[0008] According to the present invention, plant diseases can be controlled.

[0009] Substituents in the present invention will be explained. In this specification, the expression "may have" used in relation to a substituent has the same meaning as "may be substituted". In this specification, "has" used in relation to a substituent has the same meaning as "substituted". A halogen atom means a fluorine atom, a chlorine atom, a bromine atom, or an iodine atom. When a substituent is substituted with two or more halogen atoms or substituents, these halogen atoms or substituents may be the same or different. In this specification, the term "may be substituted with one or more substituents selected from group X" (X is A, B, C, D, E, F, G, H, A a , B a , C a , D a , E a , F a , G a , H a , A b , B b , D b , E b , F b , G b , H b , A c , B c , C c , D c , E c , F c , G c and V １In the notation "CX-CY," when two or more substituents selected from group X are present, the substituents may be the same or different. In this specification, the notation "CX-CY" means that the number of carbon atoms is X to Y. For example, the notation "C1-C6" means that the number of carbon atoms is 1 to 6. The chain hydrocarbon group represents an alkyl group, an alkenyl group, or an alkynyl group. Examples of the alkyl group include a methyl group, an ethyl group, a propyl group, an isopropyl group, a 1,1-dimethylpropyl group, a 1,2-dimethylpropyl group, a butyl group, a sec-butyl group, a tert-butyl group, a pentyl group, and a hexyl group. Examples of the alkenyl group include a vinyl group, a 1-propenyl group, a 2-propenyl group, a 1-methyl-1-propenyl group, a 1-methyl-2-propenyl group, a 1,2-dimethyl-1-propenyl group, a 3-butenyl group, a 4-pentenyl group, and a 5-hexenyl group. Examples of alkynyl groups include ethynyl, 1-propynyl, 2-propynyl, 1-methyl-2-propynyl, 1,1-dimethyl-2-propynyl, 2-butynyl, 4-pentynyl, and 5-hexynyl groups. Examples of alkoxy groups include methoxy, ethoxy, propoxy, isopropoxy, butoxy, tert-butoxy, pentyloxy, and hexyloxy groups. Examples of alkylsulfanyl groups include methylsulfanyl, ethylsulfanyl, isopropylsulfanyl, and hexylsulfanyl groups. Examples of alkylsulfinyl groups include methylsulfinyl, ethylsulfinyl, isopropylsulfinyl, and hexylsulfinyl groups. Examples of alkylsulfonyl groups include methanesulfonyl, ethanesulfonyl, isopropanesulfonyl, and hexanesulfonyl groups. Examples of alkylcarbonyl groups include acetyl and propionyl groups. Examples of alkoxycarbonyl groups include methoxycarbonyl, isopropoxycarbonyl, and hexyloxycarbonyl groups. Examples of alicyclic hydrocarbon groups include cycloalkyl and cycloalkenyl groups.Examples of cycloalkyl groups include cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl groups. Examples of cycloalkenyl groups include cyclopentenyl and cyclohexenyl groups. Examples of aryl groups include phenyl and naphthyl groups. Examples of aromatic heterocyclic groups include 5-membered aromatic heterocyclic groups such as pyrrolyl, furanyl, thienyl, pyrazolyl, imidazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, and thiadiazolyl groups; and 6-membered aromatic heterocyclic groups such as pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl, triazinyl, and tetrazinyl groups. Examples of non-aromatic heterocyclic groups include aziridinyl, oxiranyl, thiiranyl, azetidinyl, oxetanyl, thietanyl, pyrrolidinyl, tetrahydrofuranyl, tetrahydrothienyl, pyrazolinyl, pyrazolidinyl, imidazolinyl, imidazolidinyl, oxazolinyl, thiazolinyl, oxazolidinyl, thiazolidinyl, isoxazolinyl, isoxazolidinyl, isothiazolinyl, isothiazolidinyl, dioxolanyl, dioxanyl, piperidyl, piperazinyl, morpholinyl, thiomorpholinyl, pyranyl, dihydropyranyl, tetrahydropyranyl, tetrahydrothiopyranyl, azepanyl, oxepanyl, and thiepanyl groups.

[0010] Compounds D, E, and F of the present invention are hereinafter referred to as Compound Q of the present invention. Compound Q of the present invention or its N-oxide or a salt thereof is hereinafter referred to as Compound Z of the present invention. Compound Z of the present invention has the same meaning as Compound R, S, and T of the present invention.

[0011] The present compound Y, the present compound Z, or the intermediate A may exist as one or more stereoisomers. Stereoisomers include enantiomers, diastereomers, atropisomers, and geometric isomers. The present invention includes each stereoisomer and a mixture of stereoisomers in any ratio.

[0012] The compound X or the compound Q of the present invention, or an N-oxide thereof, may form an acid addition salt such as a hydrochloride, a sulfate, a nitrate, a phosphate, an acetate, or a benzoate when mixed with an acid such as hydrochloric acid, sulfuric acid, nitric acid, phosphoric acid, acetic acid, or benzoic acid.

[0013] In the present compound X or the present compound Q, adjacent R 2 and R 4 are taken together with the carbon atoms to which they are bonded to form a C5-C6 alicyclic hydrocarbon, a 5- to 6-membered non-aromatic heterocycle (the C5-C6 alicyclic hydrocarbon and the 5- to 6-membered non-aromatic heterocycle may have one or more substituents selected from Group B), a benzene ring, or a 5- to 6-membered aromatic heterocycle (the benzene ring and the 5- to 6-membered aromatic heterocycle may have one or more substituents selected from Group E) specifically, for example, in the case of Compound X, the compound is represented by Formula (IA-1): In the 1 , R 3 , X 1 , X 2 , X 3 , X 4 , and n have the same meaning as in [1], R 4A and R 4B are the same or different, and R in [1] 4 or a hydrogen atom, 4C and R 2 are, together with the carbon atoms to which they are bonded, to form a C5-C6 alicyclic hydrocarbon, a 5- to 6-membered non-aromatic heterocycle (the C5-C6 alicyclic hydrocarbon and the 5- to 6-membered non-aromatic heterocycle optionally have one or more substituents selected from Group B), a benzene ring, or a 5- to 6-membered aromatic heterocycle (the benzene ring and the 5- to 6-membered aromatic heterocycle optionally have one or more substituents selected from Group E).

[0014] In the present compound X or the present compound Q, two adjacent R 4 and R 4are taken together with the carbon atoms to which they are bonded to form a C5-C6 alicyclic hydrocarbon, a 5- to 6-membered non-aromatic heterocyclic group {the C5-C6 alicyclic hydrocarbon and the 5- to 6-membered non-aromatic heterocyclic ring may have one or more substituents selected from Group B}, a benzene ring, or a 5- to 6-membered aromatic heterocyclic ring {the benzene ring and the 5- to 6-membered aromatic heterocyclic ring may have one or more substituents selected from Group E}, specifically, for example, in the case of Compound X, 1 , R 2 , R 3 , X 1 , X 2 , X 3 , X 4 , and n have the same meaning as in [1], R 4C But, R in [1] 4 or a hydrogen atom, 4A and R 4B together with the carbon atoms to which they are bonded, form a C5-C6 alicyclic hydrocarbon, a 5- to 6-membered non-aromatic heterocycle (the C5-C6 alicyclic hydrocarbon and the 5- to 6-membered non-aromatic heterocycle may have one or more substituents selected from Group B), a benzene ring, or a 5- to 6-membered aromatic heterocycle (the benzene ring and the 5- to 6-membered aromatic heterocycle may have one or more substituents selected from Group E); or 2) a compound in formula (IA-1), in which R 1 , R 2 , R 3 , X 1 , X 2 , X 3 , X 4 , and n have the same meaning as in [1], R 4A But, R in [1] 4 or a hydrogen atom, 4B and R 4Care, together with the carbon atoms to which they are bonded, to form a C5-C6 alicyclic hydrocarbon, a 5- to 6-membered non-aromatic heterocycle (the C5-C6 alicyclic hydrocarbon and the 5- to 6-membered non-aromatic heterocycle optionally have one or more substituents selected from Group B), a benzene ring, or a 5- to 6-membered aromatic heterocycle (the benzene ring and the 5- to 6-membered aromatic heterocycle optionally have one or more substituents selected from Group E).

[0015] 3-Chloro-5-(ethylthio)pyridine is represented by the following formula: 3-Bromo-5-(ethylthio)pyridine is a compound represented by the following formula: 3-chloro-5-(ethylsulfonyl)pyridine is a compound represented by the following formula: 3-Bromo-5-(ethylsulfonyl)pyridine is a compound represented by the following formula: 3-chloro-5-(propylthio)pyridine is a compound represented by the following formula: 3-chloro-5-[(1-methylethyl)thio]pyridine is a compound represented by the following formula: 3-Bromo-5-[(1-methylethyl)thio]pyridine is a compound represented by the following formula: 3-chloro-5-[(1-methylethyl)sulfonyl]pyridine is a compound represented by the following formula: 3-Bromo-5-[(1-methylethyl)sulfonyl]pyridine is a compound represented by the following formula: 3-chloro-5-[(1,1-dimethylethyl)thio]pyridine is a compound represented by the following formula: 3-Bromo-5-[(1,1-dimethylethyl)thio]pyridine is a compound represented by the following formula: 3-chloro-5-[(1,1-dimethylethyl)sulfonyl]pyridine is a compound represented by the following formula: 3-Bromo-5-[(1,1-dimethylethyl)sulfonyl]pyridine is a compound represented by the following formula: 3-chloro-5-(cyclohexylsulfonyl)pyridine is a compound represented by the following formula: 3-Bromo-5-(cyclopropylthio)pyridine is a compound represented by the following formula: 3-Bromo-5-(cyclopropylsulfonyl)pyridine is a compound represented by the following formula: 5-[(5-bromo-3-pyridinyl)thio]-2-methylpyridine is a compound represented by the following formula: 5-[(5-bromo-3-pyridinyl)sulfonyl]-2-methylpyridine is a compound represented by the following formula: 3,3'-sulfonylbis(5-bromopyridine) is a compound represented by the following formula: It is a compound represented by the formula:

[0016] The following compounds are examples of the present compound X.

[0017] [Aspect X1] In the compound X, R 1 is a C1-C6 alkyl group optionally having one or more substituents selected from Group A. [Aspect X2] Compound X, wherein R 1 is a C2-C6 alkyl group optionally having one or more substituents selected from Group A. [Aspect X3] Compound X, wherein R 1 is a C2-C6 alkyl group optionally having one or more substituents selected from Group A, or a methyl group having one or more substituents selected from Group C. [Aspect X4] In this compound X, R 1 is a C3-C8 alicyclic hydrocarbon group {the C3-C8 alicyclic hydrocarbon group may have one or more substituents selected from Group B}. [Aspect X5] A compound of the present compound X, wherein R 1 is a C1-C6 alkyl group or a C2-C6 alkynyl group (the C1-C6 alkyl group and the C2-C6 alkynyl group may have one or more substituents selected from Group A). ​​[Aspect X6] A compound of this compound X, wherein R 1is a C1-C6 alkyl group, a C2-C6 alkynyl group (the C1-C6 alkyl group and the C2-C6 alkynyl group may have one or more substituents selected from Group A), or a C2-C6 alkenyl group optionally having one or more substituents selected from Group C. [Aspect X7] A compound of this compound X, wherein R 1 is a C1-C6 alkyl group optionally having one or more substituents selected from Group A, or a C3-C8 alicyclic hydrocarbon group (the C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from Group B). [Aspect X8] A compound in which R 1 is a C1-C6 alkyl group, a C2-C6 alkynyl group (the C1-C6 alkyl group and the C2-C6 alkynyl group may have one or more substituents selected from Group A), or a C3-C8 alicyclic hydrocarbon group (the C3-C8 alicyclic hydrocarbon group may have one or more substituents selected from Group B). [Aspect X9] A compound in which R 1 is a C2-C6 alkyl group optionally having one or more substituents selected from Group A, a methyl group having one or more substituents selected from Group C, or a C3-C8 alicyclic hydrocarbon group (the C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from Group B). [Aspect X10] A compound in which R 2 and R 3 are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a hydrogen atom. [Aspect X11] In this compound X, R 2 and R 3 are the same or different and are a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from Group B, or a hydrogen atom. [Aspect X12] In this compound X, R 2 and R 3 are the same or different, OR 9 , S.R. 10 , S(O)R 11 , S(O)R 12 , N.R. 13 R 14 , C(O)R 15, a nitro group, a cyano group, or a hydrogen atom. [Aspect X13] In this compound X, R 2 and R 3 are the same or different and are a halogen atom or a hydrogen atom. [Aspect X14] In the compound X, R 2 and R 3 are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a halogen atom, or a hydrogen atom. [Aspect X15] In this compound X, R 2 and R 3 is a hydrogen atom. [Aspect X16] In this compound X, R 4 is a C1-C6 chain hydrocarbon group optionally having one or more substituents selected from Group A. [Aspect X17] In this compound X, R 4 is a C3-C8 alicyclic hydrocarbon group or a 3- to 8-membered non-aromatic heterocyclic group (the C3-C8 alicyclic hydrocarbon group and the 3- to 8-membered non-aromatic heterocyclic group may have one or more substituents selected from Group B). [Aspect X18] A compound of this compound X, wherein R 4 is a phenyl group or a 5- or 6-membered aromatic heterocyclic group {the phenyl group and the 5- or 6-membered aromatic heterocyclic group may have one or more substituents selected from group D}. [Aspect X19] In this compound X, R 4 But OR 16 , S.R. 17 , S(O)R 18 , S(O)R 19 , N.R. 20 R 21 , C(O)R 22 , C(R 23 ) = NOR 24 , a cyano group, a nitro group, an amino group, or a hydroxy group. [Aspect X20] In this compound X, R 4 is a halogen atom. [Aspect X21] In this compound X, R 4 is a C1-C6 chain hydrocarbon group optionally having one or more substituents selected from Group A, or a halogen atom. [Aspect X22] In this compound X, R 4is a C1-C6 chain hydrocarbon group optionally having one or more substituents selected from Group A, OR 16 , a cyano group, a nitro group, or a halogen atom. [Aspect X23] In the compound X, 2 and R 4 together with the carbon atoms to which they are attached form a C5-C6 alicyclic hydrocarbon or a 5- or 6-membered non-aromatic heterocycle {the C5-C6 alicyclic hydrocarbon and the 5- or 6-membered non-aromatic heterocycle may have one or more substituents selected from Group B}. [Aspect X24] In this compound X, 2 and R 4 are taken together with the carbon atoms to which they are attached to form a benzene ring or a 5- or 6-membered aromatic heterocycle {the benzene ring and the 5- or 6-membered aromatic heterocycle may have one or more substituents selected from Group E}. [Aspect X25] In this compound X, 4 and R 4 are taken together with the carbon atoms to which they are attached to form a C5-C6 alicyclic hydrocarbon or a 5- or 6-membered non-aromatic heterocycle {the C5-C6 alicyclic hydrocarbon and the 5- or 6-membered non-aromatic heterocycle may have one or more substituents selected from Group B}. [Aspect X26] In this compound X, 4 and R 4 are taken together with the carbon atoms to which they are bonded to form a benzene ring or a 5- or 6-membered aromatic heterocycle {the benzene ring and the 5- or 6-membered aromatic heterocycle may have one or more substituents selected from Group E}. [Aspect X27] In this compound X, X 1 , X 2 , X 3 , and X 4 The combination of 1 is CR 5 and X 2 is CR 6 and X 3 is a nitrogen atom, and X 4 is CR 8 [Aspect X28] In the compound X, X 1 , X 2 , X 3, and X 4 The combination of 1 is CR 5 and X 2 is CR 6 and X 3 is CR 7 and X 4 is a nitrogen atom; 1 is CR 5 and X 2 is CR 6 and X 3 is a nitrogen atom, and X 4 is CR 8 A combination in which: X 1 is CR 5 and X 2 is a nitrogen atom, and X 3 is CR 7A and X 4 is CR 8 or a combination in which X 1 is a nitrogen atom, and X 2 is CR 6 and X 3 is CR 7B and X 4 is CR 8 [Aspect X29] In the compound X, X 1 , X 2 , X 3 , and X 4 The combination of 1 is a nitrogen atom, and X 2 is CR 6 and X 3 is a nitrogen atom, and X 4 is CR 8 [Aspect X30] In the compound X, X 1 , X 2 , X 3 , and X 4 The combination of 1 is a nitrogen atom, and X 2 is a nitrogen atom, and X 3 is CR 7C and X 4 is CH; X 1 is a nitrogen atom, and X 2 is a nitrogen atom, and X 3is CH and X 4 is CR 8 A combination in which: X 1 is a nitrogen atom, and X 2 is CR 6 and X 3 is CR 7 and X 4 is a nitrogen atom; 1 is CR 5 and X 2 is a nitrogen atom, and X 3 is CH and X 4 is a nitrogen atom; or X 1 is CH and X 2 is a nitrogen atom, and X 3 is CR 7D and X 4 and is a nitrogen atom. [Aspect X31] In the compound X, X 1 , X 2 , X 3 , and X 4 The combination of 1 is CR 5 and X 2 is a nitrogen atom, and X 3 is a nitrogen atom, and X 4 is CR 8 or a combination in which X 1 is CR 5 and X 2 is CR 6 and X 3 is a nitrogen atom, and X 4 and is a nitrogen atom. [Aspect X32] In the compound X, X 1 , X 2 , X 3 , and X 4 The combination of 1 is CR 5 and X 2 is CR 6 and X 3 is CR 7 and X 4 is a nitrogen atom; 1 is CR 5 and X 2 is CR 6 and X 3is a nitrogen atom, and X 4 is CR 8 A combination in which: X 1 is CR 5 and X 2 is a nitrogen atom, and X 3 is CR 7A and X 4 is CR 8 A combination in which: X 1 is a nitrogen atom, and X 2 is CR 6 and X 3 is CR 7B and X 4 is CR 8 or a combination in which X 1 is a nitrogen atom, and X 2 is CR 6 and X 3 is a nitrogen atom, and X 4 is CR 8 [Aspect X33] In the compound X, X 1 , X 2 , X 3 , and X 4 The combination of 1 is CR 5 and X 2 is CR 6 and X 3 is a nitrogen atom, and X 4 is CR 8 or a combination in which X 1 is a nitrogen atom, and X 2 is CR 6 and X 3 is a nitrogen atom, and X 4 is CR 8 [Aspect X34] In the compound X, R 5 , R 6 , R 7 , R 7A , R 7B , and R 8 are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a hydrogen atom, and R 7C , and R 7Dand R are the same or different and are C1-C6 chain hydrocarbon groups optionally substituted with one or more halogen atoms. 5 , R 6 , R 7 , R 7A , R 7B , and R 8 are the same or different and are a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from Group B, or a hydrogen atom, and R 7C , and R 7D are the same or different and are C3-C8 alicyclic hydrocarbon groups optionally having one or more substituents selected from Group B. [Aspect X36] In this compound X, R 5 , R 6 , R 7 , and R 8 are the same or different, OR 25 , S.R. 26 , S(O)R 27 , S(O)R 28 , N.R. 29 R 30 , C(O)R 31 , a nitro group, a cyano group, or a hydrogen atom. [Aspect X37] In this compound X, R 5 , R 6 , R 7 , R 7A , R 7B , and R 8 are the same or different and are a halogen atom or a hydrogen atom, and R 7C is a halogen atom, and R 7D is a fluorine atom, a chlorine atom, or an iodine atom. [Aspect X38] In this compound X, R 5 , R 6 , R 7 , R 7A , R 7B , and R 8 are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a halogen atom, or a hydrogen atom, and R 7C is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a halogen atom, and R 7Dis a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Aspect X39] In this compound X, R 5 , R 6 , R 7 , R 7A , R 7B , and R 8 are the same or different and are C1-C6 chain hydrocarbon groups optionally substituted with one or more halogen atoms, OR 25 , N.R. 29 R 32 , C(O)R 31 , a nitro group, a cyano group, a halogen atom, or a hydrogen atom; R 7C is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, OR 25 , N.R. 29 R 30 , C(O)R 31 , a nitro group, a cyano group, or a halogen atom; R 7D is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, OR 25 , N.R. 29 R 30 , C(O)R 31 , a nitro group, or a cyano group. [Aspect X40] In this compound X, R 5 , R 6 , R 7 , R 7A , R 7B , and R 8 is a hydrogen atom. [Aspect X41] A compound in this compound X, in which n is 0. [Aspect X42] A compound in this compound X, in which n is 1. [Aspect X43] A compound in this compound X, in which n is 2. [Aspect X44] A compound in this compound X, in which q is 1. [Aspect X45] A compound in this compound X, in which q is 2. [Aspect X46] A compound in this compound X, in which q is 3. [Aspect X47] A compound in this compound X, in which R 1is a C2-C6 alkyl group which may have one or more substituents selected from Group A, a methyl group which has one or more substituents selected from Group C, or a C3-C8 alicyclic hydrocarbon group (the C3-C8 alicyclic hydrocarbon group may have one or more substituents selected from Group B), and X 1 , X 2 , X 3 , and X 4 The combination of 1 is CR 5 and X 2 is CR 6 and X 3 is CR 7 and X 4 is a nitrogen atom; 1 is CR 5 and X 2 is CR 6 and X 3 is a nitrogen atom, and X 4 is CR 8 A combination in which: X 1 is CR 5 and X 2 is a nitrogen atom, and X 3 is CR 7A and X 4 is CR 8 A combination in which: X 1 is a nitrogen atom, and X 2 is CR 6 and X 3 is CR 7B and X 4 is CR 8 A combination in which: X 1 is a nitrogen atom, and X 2 is CR 6 and X 3 is a nitrogen atom, and X 4 is CR 8 A combination in which: X 1 is CR 5 and X 2 is a nitrogen atom, and X 3 is a nitrogen atom, and X 4 is CR 8 or a combination in which X 1 is CR 5 and X 2 is CR6 and X 3 is a nitrogen atom, and X 4 is a nitrogen atom, and R 5 , R 6 , R 7 , R 7A , R 7B , and R 8 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a halogen atom, or a hydrogen atom. [Aspect X48] In this compound X, R 1 is a C1-C6 alkyl group optionally having one or more substituents selected from Group A, and R 2 and R 3 are the same or different and are a halogen atom or a hydrogen atom, and R 4 is a C1-C6 chain hydrocarbon group optionally having one or more substituents selected from Group A, OR 16 , S.R. 17 , N.R. 20 R 21 , a cyano group, a nitro group, or a halogen atom; R 5 , R 6 , R 7 , R 7A , R 7B , R 7C , and R 8 are the same or different and are C1-C6 chain hydrocarbon groups optionally substituted with one or more halogen atoms, OR 25 , N.R. 29 R 32 , C(O)R 31 , a cyano group, a halogen atom, or a hydrogen atom; R 7D is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Aspect X49] A seed or vegetative reproductive organ carrying an effective amount of the present compound X or its N-oxide, or a salt thereof. [Aspect X50] A compound of the present compound X, wherein R 1 is a 5- to 10-membered aromatic heterocyclic group optionally having one or more substituents selected from Group D. [Aspect X51] In this compound X, R 1 is a 5- or 6-membered aromatic heterocyclic group optionally having one or more substituents selected from Group D. [Aspect X52] In this compound X, R1 is a C6-C10 aryl group optionally having one or more substituents selected from group F. [Aspect X53] In this compound X, R 1 is a phenyl group which may have one or more substituents selected from group F. [Aspect X54] In the compound X, R 1 is a 3- to 8-membered non-aromatic heterocyclic group optionally having one or more substituents selected from Group B. [Aspect X55] In this compound X, R 1 is a 4- to 6-membered non-aromatic heterocyclic group optionally having one or more substituents selected from Group B. [Aspect X56] In this compound X, R 1 But NR 33 R 34 [Aspect X57] In the compound X, R 1 But NR 33 R 34 and R 33 is a C1-C6 chain hydrocarbon group or a C3-C6 alicyclic hydrocarbon group, and R 34 is a C1-C6 chain hydrocarbon group, a C3-C6 alicyclic hydrocarbon group, or a hydrogen atom. [Aspect X58] In this compound X, R 1 is a C1-C6 alkyl group optionally having one or more substituents selected from Group A, a C6-C10 aryl group optionally having one or more substituents selected from Group F, or a 5- to 10-membered aromatic heterocyclic group (the 5- to 10-membered aromatic heterocyclic group optionally having one or more substituents selected from Group D). [Aspect X59] A compound in which R 1 is a C1-C6 alkyl group optionally having one or more substituents selected from Group A, a phenyl group optionally having one or more substituents selected from Group F, or a 5- to 6-membered aromatic heterocyclic group {the 5- to 6-membered aromatic heterocyclic group optionally having one or more substituents selected from Group D}. [Aspect X60] A compound in which R 1is a C1-C6 alkyl group optionally having one or more substituents selected from group A, a C6-C10 aryl group optionally having one or more substituents selected from group F, a 5-10 membered aromatic heterocyclic group optionally having one or more substituents selected from group D, a 3-8 membered non-aromatic heterocyclic group optionally having one or more substituents selected from group B, or NR 33 R 34 [Aspect X61] In the compound X, R 1 is a C1-C6 alkyl group optionally having one or more substituents selected from group A, a phenyl group optionally having one or more substituents selected from group F, a 5- to 6-membered aromatic heterocyclic group optionally having one or more substituents selected from group D, a 4- to 6-membered non-aromatic heterocyclic group optionally having one or more substituents selected from group B, or NR 33 R 34 [Aspect X62] In the compound X, R 1 is a phenyl group, a pyridyl group, a pyridazinyl group, a pyrimidinyl group, a pyrazinyl group, a furanyl group, a thienyl group, an oxazolyl group, or a thiazolyl group {the phenyl group, the pyridyl group, the pyridazinyl group, the pyrimidinyl group, the pyrazinyl group, the furanyl group, the thienyl group, the oxazolyl group, and the thiazolyl group may have one or more substituents selected from Group H}. Group H: the group consisting of C1-C6 open chain hydrocarbon groups, C3-C8 alicyclic hydrocarbon groups, C1-C6 alkoxy groups {the C1-C6 open chain hydrocarbon groups, the C3-C8 alicyclic hydrocarbon groups, and the C1-C6 alkoxy groups may be substituted with one or more halogen atoms}, halogen atoms, a nitro group, and a cyano group. [Aspect X63] In Compound X, R 1 is a phenyl group optionally substituted with one or more halogen atoms, a 5- to 6-membered aromatic heterocyclic group optionally having one or more substituents selected from Group H, a 3- to 8-membered non-aromatic heterocyclic group, a C1-C6 alkyl group optionally having one or more substituents selected from Group A, or NR 33 R 34 and R 2 and R 3 are the same or different and are a C1-C6 chain hydrocarbon group, a halogen atom, or a hydrogen atom, and R 4is a C1-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, or an OR 16 , S.R. 17 , N.R. 20 R 21 , a cyano group, a nitro group, or a halogen atom, and two adjacent R 4 and R 4 may be taken together with the carbon atoms to which they are bonded to form a C5-C6 alicyclic hydrocarbon, a 5- to 6-membered non-aromatic heterocycle (the C5-C6 alicyclic hydrocarbon and the 5- to 6-membered non-aromatic heterocycle may be substituted with one or more halogen atoms), or a 5- to 6-membered aromatic heterocycle (the 5- to 6-membered aromatic heterocycle may be substituted with one or more halogen atoms), and R 5 , R 6 , R 7 , R 7A , R 7B , and R 8 are the same or different and are C1-C6 chain hydrocarbon groups optionally substituted with one or more halogen atoms, OR 25 , N.R. 29 R 32 , C(O)R 31 , a cyano group, a halogen atom, or a hydrogen atom; R 7C is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a halogen atom, and R 7D is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Aspect X64] In this compound X, n and R 1 The combination of n is 0, 1, or 2, and R 1is a C1-C6 alkyl group, a C2-C6 alkynyl group {the C1-C6 alkyl group and the C2-C6 alkynyl group optionally have one or more substituents selected from Group A}, a C2-C6 alkenyl group optionally have one or more substituents selected from Group C, a C6-C10 aryl group optionally have one or more substituents selected from Group F, a 5-10-membered aromatic heterocyclic group optionally have one or more substituents selected from Group D, or a C3-C8 alicyclic hydrocarbon group {the C3-C8 alicyclic hydrocarbon group optionally has one or more substituents selected from Group B}; or 1 is a 3- to 8-membered non-aromatic heterocyclic group optionally having one or more substituents selected from group B, or NR 33 R 34 [Aspect X65] In the compound X, X 1 , X 2 , X 3 , and X 4 The combination of 1 is CR 5 and X 2 is CR 6 and X 3 is a nitrogen atom, and X 4 is CR 8 or a combination in which X 1 is a nitrogen atom, and X 2 is CR 6 and X 3 is a nitrogen atom, and X 4 is CR 8 and R 5 , R 6 , and R 8 is a hydrogen atom. [Aspect X66] In the compound X, X 1 , X 2 , X 3 , and X 4 The combination of 1 is CR 5 and X 2 is CR 6 and X 3 is a nitrogen atom, and X 4 is CR 8 and R 5 , R 6, and R 8 is a hydrogen atom. [Aspect X67] In the compound X, X 1 , X 2 , X 3 , and X 4 The combination of 1 is a nitrogen atom, and X 2 is CR 6 and X 3 is a nitrogen atom, and X 4 is CR 8 and R 6 , and R 8 is a hydrogen atom. [Aspect X68] In the compound X, X 1 , X 2 , X 3 , and X 4 The combination of 1 is CR 5 and X 2 is CR 6 and X 3 is CR 7 and X 4 is a nitrogen atom; 1 is CR 5 and X 2 is CR 6 and X 3 is a nitrogen atom, and X 4 is CR 8 A combination in which: X 1 is CR 5 and X 2 is a nitrogen atom, and X 3 is CR 7A and X 4 is CR 8 A combination in which: X 1 is a nitrogen atom, and X 2 is CR 6 and X 3 is CR 7B and X 4 is CR 8 A combination in which: X 1 is a nitrogen atom, and X 2 is a nitrogen atom, and X 3 is CH and X 4 is CR 8 A combination in which: X 1is a nitrogen atom, and X 2 is CR 6 and X 3 is a nitrogen atom, and X 4 is CR 8 A combination in which: X 1 is a nitrogen atom, and X 2 is CR 6 and X 3 is CR 7 and X 4 is a nitrogen atom; 1 is CR 5 and X 2 is a nitrogen atom, and X 3 is a nitrogen atom, and X 4 is CR 8 A combination in which: X 1 is CR 5 and X 2 is a nitrogen atom, and X 3 is CH and X 4 is a nitrogen atom; or X 1 is CR 5 and X 2 is CR 6 and X 3 is a nitrogen atom, and X 4 is a nitrogen atom, and R 5 , R 6 , R 7 , R 7A , R 7B , and R 8 A compound in which the atom is hydrogen.

[0018] The following compounds are examples of the present compound N.

[0019] [Aspect 1] In the present compound N, R 1 is a C1-C6 alkyl group optionally having one or more substituents selected from Group A. [Aspect 2] In the compound N, R 1 is a C2-C6 alkyl group optionally having one or more substituents selected from Group A. [Embodiment 3] In the compound N, R 1is a C2-C6 alkyl group optionally having one or more substituents selected from Group A, or a methyl group having one or more substituents selected from Group C. [Embodiment 5] In the compound N, R 1 is a C3-C8 alicyclic hydrocarbon group (the C3-C8 alicyclic hydrocarbon group may have one or more substituents selected from Group B). 1 is a C1-C6 alkyl group or a C2-C6 alkynyl group (the C1-C6 alkyl group and the C2-C6 alkynyl group may have one or more substituents selected from Group A). 1 is a C1-C6 alkyl group, a C2-C6 alkynyl group (the C1-C6 alkyl group and the C2-C6 alkynyl group may have one or more substituents selected from Group A), or a C2-C6 alkenyl group optionally having one or more substituents selected from Group C. [Aspect 8] A compound in which R 1 is a C1-C6 alkyl group optionally having one or more substituents selected from Group A, or a C3-C8 alicyclic hydrocarbon group (the C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from Group B). 1 is a C1-C6 alkyl group, a C2-C6 alkynyl group (the C1-C6 alkyl group and the C2-C6 alkynyl group may have one or more substituents selected from Group A), or a C3-C8 alicyclic hydrocarbon group (the C3-C8 alicyclic hydrocarbon group may have one or more substituents selected from Group B). [Aspect 10] A compound in which R 1 is a C2-C6 alkyl group optionally having one or more substituents selected from Group A, a methyl group having one or more substituents selected from Group C, or a C3-C8 alicyclic hydrocarbon group (the C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from Group B). [Aspect 11] A compound in which R 2 and R 3are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a hydrogen atom. 2 and R 3 are the same or different and are a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from Group B, or a hydrogen atom. [Embodiment 13] In this compound N, R 2 and R 3 are the same or different, OR 9 , S.R. 10 , S(O)R 11 , S(O)R 12 , N.R. 13 R 14 , C(O)R 15 , a nitro group, a cyano group, or a hydrogen atom. 2 and R 3 are the same or different and are a halogen atom or a hydrogen atom. 2 and R 3 are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a halogen atom, or a hydrogen atom. 2 and R 3 is a hydrogen atom. [Embodiment 17] In the compound N, R 4 is a C1-C6 chain hydrocarbon group optionally having one or more substituents selected from Group A. [Embodiment 18] In this compound N, R 4 is a C3-C8 alicyclic hydrocarbon group or a 3- to 8-membered non-aromatic heterocyclic group (the C3-C8 alicyclic hydrocarbon group and the 3- to 8-membered non-aromatic heterocyclic group may have one or more substituents selected from Group B). [Aspect 19] A compound in which R 4 is a phenyl group or a 5- or 6-membered aromatic heterocyclic group {the phenyl group and the 5- or 6-membered aromatic heterocyclic group may have one or more substituents selected from group D}. [Aspect 20] A compound in which R 4 But OR 16 , S.R. 17 , S(O)R18 , S(O)R 19 , N.R. 20 R 21 , C(O)R 22 , C(R 23 ) = NOR 24 , a cyano group, a nitro group, an amino group, or a hydroxy group. 4 is a halogen atom. 4 is a C1-C6 chain hydrocarbon group optionally having one or more substituents selected from Group A, or a halogen atom. 4 is a C1-C6 chain hydrocarbon group optionally having one or more substituents selected from Group A, OR 16 , a cyano group, a nitro group, or a halogen atom. 2 and R 4 together with the carbon atoms to which they are attached form a C5-C6 alicyclic hydrocarbon or a 5- or 6-membered non-aromatic heterocyclic group {the C5-C6 alicyclic hydrocarbon and the 5- or 6-membered non-aromatic heterocyclic ring may have one or more substituents selected from Group B}. [Aspect 25] In this compound N, 2 and R 4 are taken together with the carbon atoms to which they are attached to form a benzene ring or a 5- or 6-membered aromatic heterocycle {the benzene ring and the 5- or 6-membered aromatic heterocycle may have one or more substituents selected from Group E}. [Embodiment 26] In this compound N, 4 and R 4 together with the carbon atoms to which they are bonded to form a C5-C6 alicyclic hydrocarbon or a 5- or 6-membered non-aromatic heterocyclic group {the C5-C6 alicyclic hydrocarbon and the 5- or 6-membered non-aromatic heterocyclic ring may have one or more substituents selected from Group B}. [Aspect 27] In this compound N, 4 and R 4are taken together with the carbon atoms to which they are bonded to form a benzene ring or a 5- or 6-membered aromatic heterocycle {the benzene ring and the 5- or 6-membered aromatic heterocycle may have one or more substituents selected from Group E}. [Embodiment 28] In this compound, X 1 , X 2 , X 3 , and X 4 The combination of 1 is CR 5 and X 2 is CR 6 and X 3 is a nitrogen atom, and X 4 is CR 8 [Embodiment 29] In the compound N, X 1 , X 2 , X 3 , and X 4 The combination of 1 is CR 5 and X 2 is CR 6 and X 3 is CR 7 and X 4 is a nitrogen atom; 1 is CR 5 and X 2 is CR 6 and X 3 is a nitrogen atom, and X 4 is CR 8 A combination in which: X 1 is CR 5 and X 2 is a nitrogen atom, and X 3 is CR 7A and X 4 is CR 8 or a combination in which X 1 is a nitrogen atom, and X 2 is CR 6 and X 3 is CR 7B and X 4 is CR 8 [Aspect 30] In the compound N, X 1 , X 2 , X 3 , and X 4The combination of 1 is a nitrogen atom, and X 2 is CR 6 and X 3 is a nitrogen atom, and X 4 is CR 8 [Embodiment 31] In the compound N, X 1 , X 2 , X 3 , and X 4 The combination of 1 is a nitrogen atom, and X 2 is a nitrogen atom, and X 3 is CR 7C and X 4 is CH; X 1 is a nitrogen atom, and X 2 is a nitrogen atom, and X 3 is CH and X 4 is CR 8 A combination in which: X 1 is a nitrogen atom, and X 2 is CR 6 and X 3 is CR 7 and X 4 is a nitrogen atom; 1 is CR 5 and X 2 is a nitrogen atom, and X 3 is CH and X 4 is a nitrogen atom; or X 1 is CH and X 2 is a nitrogen atom, and X 3 is CR 7D and X 4 and X is a nitrogen atom. 1 , X 2 , X 3 , and X 4 The combination of 1 is CR 5 and X 2 is a nitrogen atom, and X 3 is a nitrogen atom, and X 4 is CR 8 or a combination in which X 1 is CR 5 and X2 is CR 6 and X 3 is a nitrogen atom, and X 4 A compound in which X is a nitrogen atom. 1 , X 2 , X 3 , and X 4 The combination of 1 is CR 5 and X 2 is CR 6 and X 3 is CR 7 and X 4 is a nitrogen atom; 1 is CR 5 and X 2 is CR 6 and X 3 is a nitrogen atom, and X 4 is CR 8 A combination in which: X 1 is CR 5 and X 2 is a nitrogen atom, and X 3 is CR 7A and X 4 is CR 8 A combination in which: X 1 is a nitrogen atom, and X 2 is CR 6 and X 3 is CR 7B and X 4 is CR 8 or a combination in which X 1 is a nitrogen atom, and X 2 is CR 6 and X 3 is a nitrogen atom, and X 4 is CR 8 [Embodiment 34] In the compound N, X 1 , X 2 , X 3 , and X 4 The combination of 1 is CR 5 and X 2 is CR 6 and X 3 is a nitrogen atom, and X 4 is CR8 or X 1 is a nitrogen atom, and X 2 is CR 6 and X 3 is a nitrogen atom, and X 4 is CR 8 [Embodiment 35] In the compound N, R 5 , R 6 , R 7 , R 7A , R 7B , R 7C , R 7D , and R 8 are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a hydrogen atom. 5 , R 6 , R 7 , R 7A , R 7B , R 7C , R 7D , and R 8 are the same or different and are a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from Group B, or a hydrogen atom. [Embodiment 37] In the compound N, R 5 , R 6 , R 7 , and R 8 are the same or different, OR 25 , S.R. 26 , S(O)R 27 , S(O)R 28 , N.R. 29 R 30 , C(O)R 31 , a nitro group, a cyano group, or a hydrogen atom. 5 , R 6 , R 7 , R 7A , R 7B , R 7C , and R 8 are the same or different and are a halogen atom or a hydrogen atom, and R 7D is a hydrogen atom. [Embodiment 39] In the compound N, R 5 , R 6 , R7 , R 7A , R 7B , R 7C , and R 8 are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a halogen atom, or a hydrogen atom, and R 7D is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a hydrogen atom. 5 , R 6 , R 7 , R 7A , R 7B , R 7C , and R 8 are the same or different and are C1-C6 chain hydrocarbon groups optionally substituted with one or more halogen atoms, OR 25 , N.R. 29 R 32 , C(O)R 31 , a nitro group, a cyano group, a halogen atom, or a hydrogen atom; R 7D is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, OR 25 , N.R. 29 R 32 , C(O)R 31 , a nitro group, a cyano group, or a hydrogen atom. 5 , R 6 , R 7 , R 7A , R 7B , R 7C , R 7D , and R 8 is a hydrogen atom. [Aspect 42] A compound in which n is 0 in the compound N. [Aspect 43] A compound in which n is 1 in the compound N. [Aspect 44] A compound in which n is 2 in the compound N. [Aspect 45] A compound in which q is 1 in the compound N. [Aspect 46] A compound in which q is 2 in the compound N. [Aspect 47] A compound in which q is 3 in the compound N. [Aspect 48] A compound in which R 1is a C2-C6 alkyl group which may have one or more substituents selected from Group A, a methyl group which has one or more substituents selected from Group C, or a C3-C8 alicyclic hydrocarbon group (the C3-C8 alicyclic hydrocarbon group may have one or more substituents selected from Group B), and X 1 , X 2 , X 3 , and X 4 The combination of 1 is CR 5 and X 2 is CR 6 and X 3 is CR 7 and X 4 is a nitrogen atom; 1 is CR 5 and X 2 is CR 6 and X 3 is a nitrogen atom, and X 4 is CR 8 A combination in which: X 1 is CR 5 and X 2 is a nitrogen atom, and X 3 is CR 7A and X 4 is CR 8 A combination in which: X 1 is a nitrogen atom, and X 2 is CR 6 and X 3 is CR 7B and X 4 is CR 8 A combination in which: X 1 is a nitrogen atom, and X 2 is CR 6 and X 3 is a nitrogen atom, and X 4 is CR 8 A combination in which: X 1 is CR 5 and X 2 is a nitrogen atom, and X 3 is a nitrogen atom, and X 4 is CR 8 or a combination in which X 1 is CR 5 and X 2 is CR6 and X 3 is a nitrogen atom, and X 4 is a nitrogen atom, and R 5 , R 6 , R 7 , R 7A , R 7B , and R 8 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a halogen atom, or a hydrogen atom. 1 is a C1-C6 alkyl group optionally having one or more substituents selected from Group A, R 2 and R 3 are the same or different and are a halogen atom or a hydrogen atom, and R 4 is a C1-C6 chain hydrocarbon group optionally having one or more substituents selected from Group A, OR 16 , S.R. 17 , N.R. 20 R 21 , a cyano group, a nitro group, or a halogen atom; R 5 , R 6 , R 7 , R 7A , R 7B , R 7C , and R 8 are the same or different and are C1-C6 chain hydrocarbon groups optionally substituted with one or more halogen atoms, OR 25 , N.R. 29 R 32 , C(O)R 31 , a cyano group, a halogen atom, or a hydrogen atom; R 7D is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 50] A seed or vegetative reproductive organ carrying an effective amount of the present compound N or its N-oxide, or a salt thereof.

[0020] Examples of Compound D of the present invention include the following compounds.

[0021] [Aspect D1] In the compound D of the present invention, R 1a But Group A a[Aspect D2] In Compound D of the present invention, R 1a But Group A a [Aspect D3] In Compound D of the present invention, R 1a But group F a [Embodiment D4] In compound D of the present invention, R 1a But Group B a [Aspect D5] In compound D of the present invention, R 1a But group C a [Aspect D6] In the compound D of the present invention, R 1a But Group A a a C2-C6 alkyl group optionally having one or more substituents selected from Group A a a C2-C6 alkynyl group optionally having one or more substituents selected from group F a [Embodiment D7] In compound D of the present invention, R 1a But Group A a a C2-C6 alkyl group optionally having one or more substituents selected from the group C a [Embodiment D8] In compound D of the present invention, R 1a But Group A a a C2-C6 alkyl group optionally having one or more substituents selected from group B a [Aspect D9] In compound D of the present invention, R 2a and R 3a and R are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a hydrogen atom. [Aspect D10] In Compound D of the present invention, R 2a and R3a are the same or different, Group B a [Embodiment D11] In compound D of the present invention, R 2a and R 3a are the same or different, OR 15a , S.R. 16a , S(O)R 17a , S(O)R 18a , N.R. 19a R 20a , C(O)R 21a , a nitro group, a cyano group, or a hydrogen atom. 2a and R 3a are the same or different and are a halogen atom or a hydrogen atom. [Embodiment D13] In compound D of the present invention, R 2a and R 3a are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a halogen atom, or a hydrogen atom. [Embodiment D14] In compound D of the present invention, X a is a nitrogen atom, and R 4a But Group A a a C1-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, and a 3- to 8-membered non-aromatic heterocyclic group, each optionally having one or more substituents selected from the group consisting of a a phenyl group, a 5- or 6-membered aromatic heterocyclic group {the phenyl group and the 5- or 6-membered aromatic heterocyclic group may be selected from the group D a may have one or more substituents selected from the following; OR 23a , S.R. 24a , S(O)R 25a , S(O)R 26a , N.R. 27a R 28a , C(O)R 29a , C(R 30a ) = NOR 31a , a cyano group, a nitro group, an amino group, a hydroxy group, or a halogen atom; R 6aa C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms; Group B a a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from the group consisting of OR 7a , S.R. 9a , S(O)R 10a , S(O)R 11a , N.R. 12a R 13a , C(O)R 14a , a nitro group, a cyano group, a halogen atom, or a hydrogen atom. a is CR 5a and R 4a But group F a a methyl group, a CHF group, a CHF group, which may have one or more substituents selected from Group A a a C2-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, and a 3- to 8-membered non-aromatic heterocyclic group, each optionally having one or more substituents selected from the group consisting of a a phenyl group, a 5- or 6-membered aromatic heterocyclic group {the phenyl group and the 5- or 6-membered aromatic heterocyclic group may be selected from the group D a may have one or more substituents selected from the following; OR 23a , S.R. 24a , S(O)R 25a , S(O)R 22a , N.R. 27a R 28a , C(O)R 29a , C(R 30a ) = NOR 31a , a cyano group, a nitro group, an amino group, a hydroxy group, or a halogen atom; R 6a a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms; Group B a a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from the group consisting of OR 7a , a nitro group, a fluorine atom, a bromine atom, an iodine atom, or a hydrogen atom. 6ais a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a hydrogen atom. [Embodiment D17] In compound D of the present invention, R 6a But Group B a [Embodiment D18] In compound D of the present invention, R 6a But OR 7a , a nitro group, or a hydrogen atom. [Embodiment D19] In compound D of the present invention, X a is CR 5a and R 6a is a fluorine atom, a bromine atom, an iodine atom, or a hydrogen atom. a is a nitrogen atom, and R 6a is a halogen atom or a hydrogen atom. [Aspect D21] In Compound D of the present invention, R 6a is a hydrogen atom. [Embodiment D22] In compound D of the present invention, X a is CR 5a and R 4a But group F a a methyl group, a CHF group, a CHF group, or a group A optionally having one or more substituents selected from the group a [Embodiment D23] In compound D of the present invention, X is a C2-C6 chain hydrocarbon group which may have one or more substituents selected from the following. a is CR 5a and R 4a But OR 23a , S.R. 24a , S(O)R 25a , S(O)R 22a , N.R. 27a R 28a , C(O)R 29a , C(R 30a ) = NOR 31a , a cyano group, a nitro group, an amino group, or a hydroxy group. [Embodiment D24] In compound D of the present invention, X a is a nitrogen atom, and R 4a But Group A a[Embodiment D25] In compound D of the present invention, X is a C1-C6 chain hydrocarbon group which may have one or more substituents selected from the following. a is a nitrogen atom, and R 4a But OR 23a , S.R. 24a , S(O)R 25a , S(O)R 26a , N.R. 27a R 28a , C(O)R 29a , C(R 30a ) = NOR 31a , a cyano group, a nitro group, an amino group, or a hydroxy group. 4a a C3-C8 alicyclic hydrocarbon group or a 3- to 8-membered non-aromatic heterocyclic group {the C3-C8 alicyclic hydrocarbon group and the 3- to 8-membered non-aromatic heterocyclic group are selected from the group B a [Aspect D27] In Compound D of the present invention, R 4a a phenyl group or a 5- or 6-membered aromatic heterocyclic group {the phenyl group and the 5- or 6-membered aromatic heterocyclic group are selected from the group D a [Embodiment D28] In compound D of the present invention, R 4a is a halogen atom. [Embodiment D29] In compound D of the present invention, X a is CR 5a and R 4a But group F a a methyl group which may have one or more substituents selected from Group A a [Embodiment D30] In compound D of the present invention, X is a C2-C6 chain hydrocarbon group optionally having one or more substituents selected from the group consisting of: a is a nitrogen atom, and R 4a But Group A a [Embodiment D31] In compound D of the present invention, X is a C1-C6 chain hydrocarbon group optionally having one or more substituents selected from the following, or a halogen atom. a is CR 5a and R 4a But group F aa methyl group which may have one or more substituents selected from Group A a a C2-C6 chain hydrocarbon group optionally having one or more substituents selected from the group consisting of OR 23a , a cyano group, a nitro group, a hydroxy group, or a halogen atom. a is a nitrogen atom, and R 4a But Group A a a C1-C6 chain hydrocarbon group optionally having one or more substituents selected from the group consisting of OR 23a , a cyano group, a nitro group, a hydroxy group, or a halogen atom. 2a and R 4a together with the carbon atom to which they are bonded form a C5-C6 alicyclic hydrocarbon or a 5- or 6-membered non-aromatic heterocycle {the C5-C6 alicyclic hydrocarbon and the 5- or 6-membered non-aromatic heterocycle are selected from the group B a [Aspect D34] In compound D of the present invention, the adjacent R 2a and R 4a together with the carbon atom to which they are attached form a benzene ring or a 5- or 6-membered aromatic heterocycle {the benzene ring and the 5- or 6-membered aromatic heterocycle are selected from the group E a [Aspect D35] In compound D of the present invention, two adjacent R 4a and R 4a together with the carbon atom to which they are bonded form a C5-C6 alicyclic hydrocarbon or a 5- or 6-membered non-aromatic heterocycle {the C5-C6 alicyclic hydrocarbon and the 5- or 6-membered non-aromatic heterocycle are selected from the group B a [Aspect D36] In compound D of the present invention, two adjacent R 4a and R 4a together with the carbon atom to which they are attached form a benzene ring or a 5- or 6-membered aromatic heterocycle {the benzene ring and the 5- or 6-membered aromatic heterocycle are selected from the group E a [Aspect D37] In Compound D of the present invention, R5a , and R 8a and are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a hydrogen atom. [Embodiment D38] In compound D of the present invention, R 5a , and R 8a are the same or different, Group B a [Embodiment D39] In compound D of the present invention, R 5a , and R 8a are the same or different, OR 7a , S.R. 9a , S(O)R 10a , S(O)R 11a , N.R. 12a R 13a , C(O)R 14a , a nitro group, a cyano group, or a hydrogen atom. [Embodiment D40] In compound D of the present invention, R 5a , and R 8a are the same or different and are a halogen atom or a hydrogen atom. [Embodiment D41] In compound D of the present invention, R 5a , and R 8a is a hydrogen atom. [Embodiment D42] In compound D of the present invention, R 5a , and R 8a are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a halogen atom, or a hydrogen atom. [Aspect D43] A compound of the present invention, in which n a is 0. [Aspect D44] A compound of the present invention, in which n a is 1. [Aspect D45] A compound of the present invention, in which n a is 2. [Aspect D46] A compound of the present invention, in which q a is 1. [Aspect D47] A compound of the present invention, in which q a is 2. [Aspect D48] A compound of the present invention, in which q a is 3. [Aspect D49] A compound of the present invention, in which R 5a , R 6a , and R 8a is a hydrogen atom. [Embodiment D50] In compound D of the present invention, R 2a , and R 3ais a hydrogen atom. [Embodiment D51] In compound D of the present invention, R 1a But Group A a a C2-C6 alkyl group optionally having one or more substituents selected from the group a is a methyl group having one or more substituents selected from the group consisting of R 2a and R 3a are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a halogen atom, or a hydrogen atom, and R 4a is a methyl group, Group A a a C2-C6 chain hydrocarbon group optionally having one or more substituents selected from the group consisting of OR 23a , a cyano group, a nitro group, or a halogen atom; R 5a , R 6a , and R 8a is a hydrogen atom. [Embodiment D52] In compound D of the present invention, R 1a But, G a [Embodiment D53] In compound D of the present invention, R 1a But Group A a a C2-C6 alkyl group optionally having one or more substituents selected from the group consisting of a [Embodiment D54] In compound D of the present invention, R 1a But the group H a Compounds which are 5- or 6-membered aromatic heterocyclic groups which may have one or more substituents selected from the following: a The group consisting of a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group (the C1-C6 chain hydrocarbon group and the C1-C6 alkoxy group may be substituted with one or more halogen atoms), and a halogen atom. 1aa pyridyl group, a pyridazinyl group, a pyrimidinyl group, a pyrazinyl group, a furanyl group, a thienyl group, an oxazolyl group, or a thiazolyl group {the phenyl group, the pyridyl group, the pyridazinyl group, the pyrimidinyl group, the pyrazinyl group, the furanyl group, the thienyl group, the oxazolyl group, and the thiazolyl group are each selected from the group H a [Embodiment D56] In compound D of the present invention, R 1a But Group A a a C2-C6 alkyl group optionally having one or more substituents selected from the group H a R is a 5- or 6-membered aromatic heterocyclic group which may have one or more substituents selected from the group consisting of 2a and R 3a are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a halogen atom, or a hydrogen atom, and R 4a But group F a a methyl group which may have one or more substituents selected from the group consisting of a CHF group, a a C2-C6 chain hydrocarbon group optionally having one or more substituents selected from the group consisting of a C1-C6 alkoxy group, a C1-C6 alkylsulfanyl group, a C2-C8 dialkylamino group (the C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, and the C2-C8 dialkylamino group may be substituted with one or more halogen atoms), a cyano group, a nitro group, or a halogen atom; and R 5a , R 6a , and R 8a A compound in which the atom is hydrogen.

[0022] The following compounds are examples of the compound N of the present invention.

[0023] [Aspect C1] In the compound N of the present invention, R 1a But Group A a [Aspect C2] In Compound N of the present invention, R 1a But Group A a[Aspect C3] In Compound N of the present invention, R 1a But group F a [Aspect C4] In Compound N of the present invention, R 1a But Group B a [Aspect C5] In Compound N of the present invention, R 1a But group C a [Aspect C6] In the compound N of the present invention, R 1a But Group A a a C2-C6 alkyl group optionally having one or more substituents selected from Group A a a C2-C6 alkynyl group optionally having one or more substituents selected from group F a [Aspect C7] In Compound N of the present invention, R 1a But Group A a a C2-C6 alkyl group optionally having one or more substituents selected from group C a [Aspect C8] In the compound N of the present invention, R 1a But Group A a a C2-C6 alkyl group optionally having one or more substituents selected from Group B a [Aspect C9] In Compound N of the present invention, R 2a and R 3a are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a hydrogen atom. [Aspect C10] In Compound N of the present invention, R 2a and R 3a are the same or different, Group B a[Aspect C11] In Compound N of the present invention, R 2a and R 3a are the same or different, OR 15a , S.R. 16a , S(O)R 17a , S(O)R 18a , N.R. 19a R 20a , C(O)R 21a , a nitro group, a cyano group, or a hydrogen atom. [Aspect C12] In the compound N of the present invention, R 2a and R 3a are the same or different and are a halogen atom or a hydrogen atom. [Aspect C13] In compound N of the present invention, R 2a and R 3a are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a halogen atom, or a hydrogen atom. [Aspect C14] In compound N of the present invention, X a is a nitrogen atom, and R 4a But Group A a a C1-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, and a 3- to 8-membered non-aromatic heterocyclic group, each optionally having one or more substituents selected from the group consisting of a a phenyl group, a 5- or 6-membered aromatic heterocyclic group {the phenyl group and the 5- or 6-membered aromatic heterocyclic group may be selected from the group D a may have one or more substituents selected from the following; OR 23a , S.R. 24a , S(O)R 25a , S(O)R 26a , N.R. 27a R 28a , C(O)R 29a , C(R 30a ) = NOR 31a , a cyano group, a nitro group, an amino group, a hydroxy group, or a halogen atom; R a a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms; Group B aa C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from the group consisting of OR 7a , S.R. 9a , S(O)R 10a , S(O)R 11a , N.R. 12a R 13a , C(O)R 14a , a nitro group, a cyano group, a halogen atom, or a hydrogen atom. a is CR 5a and R 4a But group F a a methyl group, a CHF group, a CHF group, which may have one or more substituents selected from Group A a a C2-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, and a 3- to 8-membered non-aromatic heterocyclic group, each optionally having one or more substituents selected from the group consisting of a a phenyl group, a 5- or 6-membered aromatic heterocyclic group {the phenyl group and the 5- or 6-membered aromatic heterocyclic group may be selected from the group D a may have one or more substituents selected from the following; OR 23a , S.R. 24a , S(O)R 25a , S(O)R 22a , N.R. 27a R 28a , C(O)R 29a , C(R 30a ) = NOR 31a , a cyano group, a nitro group, an amino group, a hydroxy group, or a halogen atom; R 6a a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms; Group B a a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from the group consisting of OR 7a , a nitro group, a fluorine atom, a bromine atom, an iodine atom, or a hydrogen atom. [Aspect C16] In the compound N of the present invention, R 6a is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a hydrogen atom. [Aspect C17] In Compound N of the present invention, R 6a But Group Ba [Aspect C18] In Compound N of the present invention, R 6a But OR 7a , a nitro group, or a hydrogen atom. [Aspect C19] In Compound N of the present invention, X a is CR 5a and R 6a is a fluorine atom, a bromine atom, an iodine atom, or a hydrogen atom. [Aspect C20] In compound N of the present invention, X a is a nitrogen atom, and R 6a is a halogen atom or a hydrogen atom. [Aspect C21] In compound N of the present invention, R 6a is a hydrogen atom. [Aspect C22] In compound N of the present invention, X a is CR 5a and R 4a But group F a a methyl group, a CHF group, a CHF group, which may have one or more substituents selected from Group A a [Aspect C23] In the compound of the present invention, X is a C2-C6 chain hydrocarbon group which may have one or more substituents selected from the following. a is CR 5a and R 4a But OR 23a , S.R. 24a , S(O)R 25a , S(O)R 22a , N.R. 27a R 28a , C(O)R 29a , C(R 30a ) = NOR 31a , a cyano group, a nitro group, an amino group, or a hydroxy group. [Aspect C24] In Compound N of the present invention, X a is a nitrogen atom, and R 4a But Group A a [Aspect C25] In the compound of the present invention, X is a C1-C6 chain hydrocarbon group which may have one or more substituents selected from the following: a is a nitrogen atom, and R 4a But OR 23a , S.R. 24a , S(O)R25a , S(O)R 26a , N.R. 27a R 28a , C(O)R 29a , C(R 30a ) = NOR 31a , a cyano group, a nitro group, an amino group, or a hydroxy group. [Aspect C26] In Compound N of the present invention, R 4a a C3-C8 alicyclic hydrocarbon group, a 3- to 8-membered non-aromatic heterocyclic group {the C3-C8 alicyclic hydrocarbon group and the 3- to 8-membered non-aromatic heterocyclic group are selected from group B a [Aspect C27] In Compound N of the present invention, R 4a a phenyl group, a 5- or 6-membered aromatic heterocyclic group {the phenyl group and the 5- or 6-membered aromatic heterocyclic group are selected from the group D a [Aspect C28] In Compound N of the present invention, R 4a is a halogen atom. [Aspect C29] In Compound N of the present invention, X a is CR 5a and R 4a But group F a a methyl group which may have one or more substituents selected from Group A a [Aspect C30] In Compound N of the present invention, X is a C2-C6 chain hydrocarbon group optionally having one or more substituents selected from the group consisting of: a is a nitrogen atom, and R 4a But Group A a [Aspect C31] In Compound N of the present invention, X is a C1-C6 chain hydrocarbon group optionally having one or more substituents selected from the following, or a halogen atom. a is CR 5a and R 4a But group F a a methyl group which may have one or more substituents selected from Group A a a C2-C6 chain hydrocarbon group optionally having one or more substituents selected from the group consisting of OR 23a , a cyano group, a nitro group, a hydroxy group, or a halogen atom. [Aspect C32] In Compound N of the present invention, X ais a nitrogen atom, and R 4a But Group A a a C1-C6 chain hydrocarbon group optionally having one or more substituents selected from the group consisting of OR 23a , a cyano group, a nitro group, a hydroxy group, or a halogen atom. 2a and R 4a together with the carbon atom to which they are bonded form a C5-C6 alicyclic hydrocarbon, a 5- or 6-membered non-aromatic heterocyclic group {the C5-C6 alicyclic hydrocarbon and the 5- or 6-membered non-aromatic heterocyclic ring are each selected from the group B a [Aspect C34] In compound N of the present invention, the adjacent R 2a and R 4a together with the carbon atom to which they are attached form a benzene ring or a 5- or 6-membered aromatic heterocycle {the benzene ring and the 5- or 6-membered aromatic heterocycle are selected from the group E a [Aspect C35] In compound N of the present invention, the adjacent R 4a and R 4a together with the carbon atom to which they are bonded form a C5-C6 alicyclic hydrocarbon, a 5- or 6-membered non-aromatic heterocyclic group {the C5-C6 alicyclic hydrocarbon and the 5- or 6-membered non-aromatic heterocyclic ring are each selected from the group B a [Aspect C36] In compound N of the present invention, the adjacent R 4a and R 4a together with the carbon atom to which they are attached form a benzene ring or a 5- or 6-membered aromatic heterocycle {the benzene ring and the 5- or 6-membered aromatic heterocycle are selected from the group E a [Aspect C37] In compound N of the present invention, R 5a , and R 8a are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a hydrogen atom. [Aspect C38] In Compound N of the present invention, R 5a , and R 8a are the same or different, Group B a[Aspect C39] In Compound N of the present invention, R 5a , and R 8a are the same or different, OR 7a , S.R. 9a , S(O)R 10a , S(O)R 11a , N.R. 12a R 13a , C(O)R 14a , a nitro group, a cyano group, or a hydrogen atom. [Aspect C40] In the compound N of the present invention, R 5a , and R 8a are the same or different and are a halogen atom or a hydrogen atom. [Aspect C41] In Compound N of the present invention, R 5a , and R 8a is a hydrogen atom. [Aspect C42] In compound N of the present invention, R 5a , and R 8a are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a halogen atom, or a hydrogen atom. [Aspect C43] A compound of the present invention, in which n a is 0. [Aspect C44] A compound of the present invention, in which n a is 1. [Aspect C45] A compound of the present invention, in which n a is 2. [Aspect C46] A compound of the present invention, in which q a is 1. [Aspect C47] A compound of the present invention, in which q a is 2. [Aspect C48] A compound of the present invention, in which q a is 3. [Aspect C49] A compound of the present invention, in which R 5a , R 6a , and R 8a is a hydrogen atom. [Aspect C50] In compound N of the present invention, R 2a , and R 3a is a hydrogen atom. [Aspect C51] In compound N of the present invention, R 1a But Group A a a C2-C6 alkyl group optionally having one or more substituents selected from the group a is a methyl group having one or more substituents selected from the group consisting of R 2a and R 3aare the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a halogen atom, or a hydrogen atom, and R 4a is a methyl group, Group A a a C2-C6 chain hydrocarbon group optionally having one or more substituents selected from the group consisting of OR 23a , a cyano group, a nitro group, or a halogen atom; R 5a , R 6a , and R 8a A compound in which the atom is hydrogen.

[0024] Examples of compound E of the present invention include the following compounds.

[0025] [Embodiment E1] In the compound E of the present invention, R 2b and R 3b is a hydrogen atom. [Embodiment E2] In compound E of the present invention, R 2b and R 3b are the same or different and are a halogen atom or a hydrogen atom. [Embodiment E3] In compound E of the present invention, R 2b and R 3b are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a hydrogen atom. [Embodiment E4] In compound E of the present invention, R 2b and R 3b are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a halogen atom, or a hydrogen atom. [Embodiment E5] In compound E of the present invention, X b is a nitrogen atom, and R 4b But group F b a methyl group, a CHF group, a CHF group, which may have one or more substituents selected from Group A b a C2-C3 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, and a 3- to 8-membered non-aromatic heterocyclic group, each optionally having one or more substituents selected from the group consisting of b a phenyl group, a 5- or 6-membered aromatic heterocyclic group {the phenyl group and the 5- or 6-membered aromatic heterocyclic group may be selected from the group D bmay have one or more substituents selected from the following; OR 23b , S.R. 24b , S(O)R 25b , S(O)R 22b , N.R. 27b R 28b , C(O)R 29b , C(R 30b ) = NOR 31b , a cyano group, a nitro group, a hydroxy group, an amino group, or a halogen atom; R 6b a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms; Group B b a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from the group consisting of OR 7b , S.R. 9b , S(O)R 10b , S(O)R 11b , N.R. 12b R 13b , C(O)R 14b , a nitro group, a halogen atom, or a hydrogen atom. [Embodiment E6] In compound E of the present invention, X b is CR 5b and R 4b But group F b a methyl group, a CHF group, a CHF group, which may have one or more substituents selected from Group A b a C2-C3 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, and a 3- to 8-membered non-aromatic heterocyclic group, each optionally having one or more substituents selected from the group consisting of b a phenyl group, a 5- or 6-membered aromatic heterocyclic group {the phenyl group and the 5- or 6-membered aromatic heterocyclic group may be selected from the group D b may have one or more substituents selected from the following; OR 32b , S.R. 24b , S(O)R 25b , S(O)R 22b , N.R. 27b R 28b , C(O)R 29b , C(R 30b ) = NOR 31b , a cyano group, a nitro group, a hydroxy group, or a halogen atom; R6b a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms; Group B b a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from the group consisting of OR 7b , a nitro group, a fluorine atom, a bromine atom, an iodine atom, or a hydrogen atom. 6b is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a hydrogen atom. [Embodiment E8] In compound E of the present invention, X b is CR 5b and R 6b is a fluorine atom, a bromine atom, an iodine atom, or a hydrogen atom. b is a nitrogen atom, and R 6b is a halogen atom or a hydrogen atom. [Embodiment E10] In compound E of the present invention, R 6b is a hydrogen atom. [Embodiment E11] In compound E of the present invention, R 4b But group F b a methyl group, a CHF group, a CHF group, or a group A optionally having one or more substituents selected from the group b [Embodiment E12] In compound E of the present invention, R 4b is a halogen atom. [Embodiment E13] In compound E of the present invention, R 4b But group F b a methyl group which may have one or more substituents selected from Group A b [Embodiment E14] In compound E of the present invention, the adjacent R 2b and R 4b together with the carbon atom to which they are bonded form a C5-C6 alicyclic hydrocarbon or a 5- or 6-membered non-aromatic heterocycle {the C5-C6 alicyclic hydrocarbon and the 5- or 6-membered non-aromatic heterocycle are selected from the group B b [Embodiment E15] In compound E of the present invention, the compound having adjacent R2b and R 4b together with the carbon atom to which they are attached form a benzene ring or a 5- or 6-membered aromatic heterocycle {the benzene ring and the 5- or 6-membered aromatic heterocycle are selected from the group E b [Embodiment E16] In compound E of the present invention, two adjacent R 4b and R 4b together with the carbon atom to which they are bonded form a C5-C6 alicyclic hydrocarbon or a 5- or 6-membered non-aromatic heterocycle {the C5-C6 alicyclic hydrocarbon and the 5- or 6-membered non-aromatic heterocycle are selected from the group B b [Embodiment E17] In compound E of the present invention, two adjacent R 4b and R 4b together with the carbon atom to which they are attached form a benzene ring or a 5- or 6-membered aromatic heterocycle {the benzene ring and the 5- or 6-membered aromatic heterocycle are selected from the group E b [Embodiment E18] In compound E of the present invention, R 5b , and R 8b and R are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a hydrogen atom. [Embodiment E19] In compound E of the present invention, R 5b , and R 8b are the same or different and are a halogen atom or a hydrogen atom. [Embodiment E20] In compound E of the present invention, R 5b , and R 8b is a hydrogen atom. [Embodiment E21] In compound E of the present invention, R 5b , and R 8bare the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a halogen atom, or a hydrogen atom. [Aspect E22] A compound of the present invention E in which nb is 0. [Aspect E23] A compound of the present invention E in which nb is 1. [Aspect E24] A compound of the present invention E in which nb is 2. [Aspect E25] A compound of the present invention E in which qb is 1. [Aspect E26] A compound of the present invention E in which qb is 2. [Aspect E27] A compound of the present invention E in which qb is 3. [Aspect E28] A compound of the present invention E in which R 5b , R 6b , and R 8b is a hydrogen atom. [Embodiment E29] In compound E of the present invention, R 1b But the group H b Compounds which are phenyl groups which may have one or more substituents selected from the following: b The group consisting of a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group (the C1-C6 chain hydrocarbon group and the C1-C6 alkoxy group may be substituted with one or more halogen atoms), and a halogen atom. [Embodiment E30] In compound E of the present invention, R 1b is a phenyl group optionally substituted with one or more halogen atoms. [Embodiment E31] In compound E of the present invention, R 4b is a C1-C3 chain hydrocarbon group or a halogen atom, and R 2b , R 3b , R 5b , R 6b , and R 8b A compound in which the atom is hydrogen.

[0026] Examples of compound F of the present invention include the following compounds.

[0027] [Aspect F1] In the compound F of the present invention, R 1c But Group B c [Aspect F2] In compound F of the present invention, R 1cis a 3- to 8-membered non-aromatic heterocyclic group optionally substituted with one or more halogen atoms. 1c But NR 33c R 34c [Aspect F4] In the compound F of the present invention, R 1c But NR 33c R 34c and R 33c is a C1-C6 chain hydrocarbon group, a C3-C6 cycloalkyl group, or a hydrogen atom, and R 34c is a C1-C6 chain hydrocarbon group or a C3-C6 cycloalkyl group. [Aspect F5] Compound F of the present invention, wherein R 2c and R 3c is a hydrogen atom. [Aspect F6] In compound F of the present invention, R 2c and R 3c are the same or different and are a halogen atom or a hydrogen atom. [Aspect F7] In compound F of the present invention, R 2c and R 3c are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a hydrogen atom. [Aspect F8] In compound F of the present invention, R 2c and R 3c are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a halogen atom, or a hydrogen atom. [Aspect F9] In compound F of the present invention, X c is a nitrogen atom. [Aspect F10] In the compound F of the present invention, X c is CR 5c [Aspect F11] In the compound F of the present invention, R 6c is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a hydrogen atom. [Aspect F12] In compound F of the present invention, R 6c is a halogen atom or a hydrogen atom. [Aspect F13] In compound F of the present invention, R 6c is a hydrogen atom. [Aspect F14] In compound F of the present invention, R 4c But Group A c[Aspect F15] In the compound F of the present invention, R 4c is a halogen atom. [Aspect F16] In compound F of the present invention, R 4c But Group A c [Aspect F17] In compound F of the present invention, the adjacent R 2c and R 4c together with the carbon atom to which they are bonded form a C5-C6 alicyclic hydrocarbon or a 5- or 6-membered non-aromatic heterocycle {the C5-C6 alicyclic hydrocarbon and the 5- or 6-membered non-aromatic heterocycle are selected from the group B c [Aspect F18] In compound F of the present invention, the compound having adjacent R 2c and R 4c together with the carbon atom to which they are attached form a benzene ring or a 5- or 6-membered aromatic heterocycle {the benzene ring and the 5- or 6-membered aromatic heterocycle are selected from the group E c [Aspect F19] In compound F of the present invention, two adjacent R 4c and R 4c together with the carbon atom to which they are bonded form a C5-C6 alicyclic hydrocarbon or a 5- or 6-membered non-aromatic heterocycle {the C5-C6 alicyclic hydrocarbon and the 5- or 6-membered non-aromatic heterocycle are selected from the group B c [Aspect F20] In compound F of the present invention, two adjacent R 4c and R 4c together with the carbon atom to which they are attached form a benzene ring or a 5- or 6-membered aromatic heterocycle {the benzene ring and the 5- or 6-membered aromatic heterocycle are selected from the group E c [Aspect F21] In compound F of the present invention, R 5c , and R 8cand are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a hydrogen atom. [Aspect F22] In compound F of the present invention, R 5c , and R 8c are the same or different and are a halogen atom or a hydrogen atom. [Aspect F23] In compound F of the present invention, R 5c , and R 8c is a hydrogen atom. [Aspect F24] Compound F of the present invention, wherein R 5c , and R 8c are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a halogen atom, or a hydrogen atom. [Aspect F25] A compound of the present invention in which nc is 0. [Aspect F26] A compound of the present invention in which nc is 1. [Aspect F27] A compound of the present invention in which nc is 2. [Aspect F28] A compound of the present invention in which qc is 1. [Aspect F29] A compound of the present invention in which qc is 2. [Aspect F30] A compound of the present invention in which qc is 3. [Aspect F31] A compound of the present invention in which R 5c , R 6c , and R 8c is a hydrogen atom. [Aspect F32] In the compound F of the present invention, X c is CR 5c and R 4c is a C1-C3 chain hydrocarbon group or a halogen atom, and R 2c , R 3c , R 5c , R 6c , and R 8c is a hydrogen atom. [Aspect F33] Compound F of the present invention, wherein R 5c , R 6c and R 8c are the same or different and are a methyl group, a halogen atom, or a hydrogen atom. [Aspect F34] In compound F of the present invention, R 5c , R 6c and R 8c is a hydrogen atom. [Aspect F35] In compound F of the present invention, R 1c is a 4-6 membered non-aromatic heterocyclic group, or NR33c R 34c and R 33c is a C1-C6 chain hydrocarbon group, a C3-C6 cycloalkyl group, or a hydrogen atom, and R 34c is a C1-C6 chain hydrocarbon group or a C3-C6 cycloalkyl group, and X c is CR 5c and R 5c , R 6c and R 8c is a hydrogen atom, n is 2, and R 4c Group A c A compound which is a C1-C6 chain hydrocarbon group which may have one or more substituents selected from the above, or a halogen atom.

[0028] Examples of intermediate A include the following compounds.

[0029] [Aspect G1] In intermediate A, R １ｄ is a propyl group, a butyl group, a cyclobutyl group, a cyclopentyl group, or a 5- or 6-membered aromatic heterocyclic group, and X ｄ is a bromine atom. [Aspect G2] In intermediate A, X １ｄ is CH or a nitrogen atom, nd is 1 or 2, and R １ｄ is a propyl group, a butyl group, a cyclobutyl group, a cyclopentyl group, or a 5- or 6-membered aromatic heterocyclic group. １ｄ is CH, nd is 1 or 2, and R １ｄ is a propyl group, a butyl group, a cyclopentyl group, or a 5- or 6-membered aromatic heterocyclic group. １ｄ is a nitrogen atom and nd is 2. [Aspect G5] In intermediate A, X １ｄ , nd, and R １ｄ The combination of １ｄ is CH, nd is 1 or 2, and R １ｄ is a propyl group, a butyl group, a cyclobutyl group, a cyclopentyl group, or a 5- to 6-membered aromatic heterocycle; or １ｄ is a nitrogen atom, nd is 1 or 2, and R １ｄis a C2-C4 alkyl group, a C3-C6 alicyclic hydrocarbon group, or a 5- or 6-membered aromatic heterocyclic group {the 5- or 6-membered aromatic heterocyclic group is selected from the group V １ and a compound having a combination of: wherein each of the groups is a substituted or unsubstituted group;

[0030] Next, a method for producing the present compound Y (including the present compound Z) will be described.

[0031] Production Method A A compound represented by formula (I-b) (hereinafter referred to as compound (I-b)) or a compound represented by formula (I-c) (hereinafter referred to as compound (I-c)) can be produced by reacting a compound represented by formula (I-a) (hereinafter referred to as compound (I-a)) with an oxidizing agent. [In the formula, R 1X represents a C1-C6 alkyl group, a C2-C6 alkynyl group {the C1-C6 alkyl group and the C2-C6 alkynyl group optionally have one or more substituents selected from Group A}, a C2-C6 alkenyl group optionally having one or more substituents selected from Group C, a C3-C8 alicyclic hydrocarbon group, a 3- to 8-membered non-aromatic heterocyclic group {the C3-C8 alicyclic hydrocarbon group and the 3- to 8-membered non-aromatic heterocyclic group optionally have one or more substituents selected from Group B}, a C6-C10 aryl group optionally having one or more substituents selected from Group F, or a 5- to 10-membered aromatic heterocyclic group optionally having one or more substituents selected from Group D, and the other symbols have the same meanings as above.

[0032] First, a method for producing compound (I-b) from compound (I-a) will be described. The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include halogenated hydrocarbons such as dichloromethane, chloroform, and chlorobenzene (hereinafter referred to as halogenated hydrocarbons); nitriles such as acetonitrile and propionitrile (hereinafter referred to as nitriles); alcohols such as methanol and ethanol (hereinafter referred to as alcohols); acetic acid; water; and mixtures of two or more of these. Examples of oxidizing agents used in the reaction include sodium periodate, m-chloroperbenzoic acid (hereinafter referred to as mCPBA), and hydrogen peroxide. When hydrogen peroxide is used as the oxidizing agent, a base or catalyst may be added as necessary. Examples of bases used in the reaction include sodium carbonate. When a base is used in the reaction, the base is usually used in a ratio of 0.01 to 1 mole per mole of compound (I-a). Examples of catalysts used in the reaction include sodium tungstate. When a catalyst is used in the reaction, the catalyst is typically used in a ratio of 0.01 to 0.5 moles per mole of compound (I-a). In the reaction, the oxidizing agent is typically used in a ratio of 1 to 1.2 moles per mole of compound (I-a). The reaction temperature is typically in the range of -20 to 80°C. The reaction time is typically in the range of 0.1 to 12 hours. After completion of the reaction, water is added to the reaction mixture, followed by extraction with an organic solvent. The organic layer is washed, as necessary, with an aqueous solution of a reducing agent (e.g., sodium sulfite, sodium thiosulfate) and an aqueous solution of a base (e.g., sodium bicarbonate). The organic layer is dried and concentrated to obtain compound (I-b).

[0033] Next, a method for producing compound (I-c) from compound (I-b) will be described. The reaction is typically carried out in a solvent. Examples of solvents used in the reaction include halogenated hydrocarbons, nitriles, alcohols, acetic acid, water, and mixtures of two or more of these. Examples of oxidizing agents used in the reaction include mCPBA and hydrogen peroxide. When hydrogen peroxide is used as the oxidizing agent, a base or catalyst may be added as necessary. Examples of bases used in the reaction include sodium carbonate. When a base is used in the reaction, the base is typically used in a ratio of 0.01 to 1 mole per mole of compound (I-b). Examples of catalysts used in the reaction include sodium tungstate. When a catalyst is used in the reaction, the catalyst is typically used in a ratio of 0.01 to 0.5 moles per mole of compound (I-b). The oxidizing agent is typically used in a ratio of 1 to 2 moles per mole of compound (I-b). The reaction temperature is typically within the range of -20 to 120°C. The reaction time is usually in the range of 0.1 to 12 hours. After completion of the reaction, water is added to the reaction mixture, which is then extracted with an organic solvent. The organic layer is washed, if necessary, with an aqueous solution of a reducing agent (e.g., sodium sulfite or sodium thiosulfate) and an aqueous solution of a base (e.g., sodium bicarbonate). The organic layer is dried and concentrated to obtain compound (I-c).

[0034] Compound (I-c) can also be produced in a one-step reaction (one-pot) by reacting compound (I-a) with an oxidizing agent. The reaction can be carried out using the oxidizing agent in a proportion of usually 2 to 5 moles per mole of compound (I-a) in accordance with the method for producing compound (I-c) from compound (I-b).

[0035] Production Method B Compound (I-a) can be produced by reacting a compound represented by formula (B1) (hereinafter referred to as compound (B1)) with a compound represented by formula (M1) (hereinafter referred to as compound (M1)) in the presence of a base. [In the formula, X 51represents a chlorine atom, a bromine atom, an iodine atom, a mesyloxy group, or a triflyloxy group, and other symbols have the same meanings as above.] The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include hydrocarbons such as hexane, toluene, and xylene (hereinafter referred to as hydrocarbons); ethers such as methyl tert-butyl ether (hereinafter referred to as MTBE), tetrahydrofuran (hereinafter referred to as THF), and dimethoxyethane (hereinafter referred to as DME) (hereinafter referred to as ethers); halogenated hydrocarbons; amides such as dimethylformamide (hereinafter referred to as DMF) and N-methylpyrrolidone (hereinafter referred to as NMP) (hereinafter referred to as amides); esters such as methyl acetate and ethyl acetate (hereinafter referred to as esters); nitriles; water; and mixtures of two or more thereof. Examples of the base include organic bases such as triethylamine and pyridine (hereinafter referred to as organic bases); alkali metal carbonates such as sodium carbonate and potassium carbonate (hereinafter referred to as alkali metal carbonates); alkali metal hydrogencarbonates such as sodium hydrogencarbonate and potassium hydrogencarbonate (hereinafter referred to as alkali metal hydrogencarbonates); sodium hydride and tripotassium phosphate. A metal catalyst and / or a ligand may be used in the reaction, if necessary. Examples of the metal catalyst include copper catalysts such as copper(I) iodide, copper(I) bromide, copper(I) chloride, copper(I) oxide, copper(I) trifluoromethanesulfonate benzene complex, tetrakis(acetonitrile)copper(I) hexafluorophosphate, and copper(I) 2-thiophenecarboxylate; nickel catalysts such as bis(cyclooctadiene)nickel(0) and nickel(II) chloride; and palladium catalysts such as palladium acetate, tris(dibenzylideneacetone)dipalladium(0), tetrakis(triphenylphosphine)palladium(0), and [1,1'-bis(diphenylphosphino)ferrocene]palladium(II) dichloride. When a metal catalyst is used in the reaction, the metal catalyst is usually used in a ratio of 0.01 to 1 mole per mole of compound (B1).Examples of the ligand include triphenylphosphine, xantphos, 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl, 1,1'-bis(diphenylphosphino)ferrocene, 2-dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl, 2-dicyclohexylphosphino-2',6'-dimethoxybiphenyl, 1,2-bis(diphenylphosphino)ethane, 2,2'-bipyridine, 2-aminoethanol, 8-hydroxyquinoline, 1,10-phenanthroline, trans-1,2-cyclohexanediamine, trans-N,N'-dimethylcyclohexane-1,2-diamine, N,N'-dimethylethylenediamine, and N,N-dimethylglycine hydrochloride. When a ligand is used in the reaction, the ligand is usually used in a ratio of 0.01 to 1 mole per mole of compound (B1). In the reaction, compound (M1) is usually used in a ratio of 1 to 10 moles and base is usually used in a ratio of 1 to 10 moles per mole of compound (B1). The reaction temperature is usually in the range of 0 to 150°C. The reaction time is usually in the range of 0.1 to 48 hours. After completion of the reaction, compound (I-a) can be isolated by adding water to the reaction mixture, extracting with an organic solvent, and performing post-treatment operations such as drying and concentrating the organic layer. Compound (M1) is known or can be produced according to known methods.

[0036] Production Method C The compound represented by formula (I) can be produced by reacting a compound represented by formula (B2) (hereinafter referred to as compound (B2)) with a compound represented by formula (M2) (hereinafter referred to as compound (M2)) in the presence of a palladium catalyst and a base. [In the formula, X 52 represents a chlorine atom, a bromine atom, an iodine atom, or a triflyloxy group; M 1represents B(OH)2 or a 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl group, and the other symbols have the same meanings as above.] The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include hydrocarbons, ethers, halogenated hydrocarbons, amides, esters, nitriles, dimethyl sulfoxide (hereinafter referred to as DMSO), water, and mixtures of two or more thereof. Examples of palladium catalysts used in the reaction include palladium(II) acetate and [1,1'-bis(diphenylphosphino)ferrocene]palladium(II) dichloride. Examples of bases used in the reaction include organic bases, alkali metal carbonates, alkali metal bicarbonates, sodium fluoride, and tripotassium phosphate. In the reaction, compound (M2) is usually used in a ratio of 0.5 to 2 moles, the palladium catalyst is usually used in a ratio of 0.01 to 0.3 moles, and the base is usually used in a ratio of 1 to 10 moles, relative to 1 mole of compound (B2). The reaction temperature is usually in the range of 0 to 150°C. The reaction time is usually in the range of 0.1 to 120 hours. After completion of the reaction, the compound represented by formula (I) can be isolated by post-treatment procedures such as adding water to the reaction mixture, extracting with an organic solvent, and drying and concentrating the organic layer. Compound (M2) is known or can be produced according to known methods.

[0037] Production Method D The compound represented by formula (I) can be produced by reacting a compound represented by formula (B3) (hereinafter referred to as compound (B3)) with a compound represented by formula (M3) (hereinafter referred to as compound (M3)) in the presence of a palladium catalyst and a base. [In the formula, the symbols have the same meanings as defined above.] The reaction can be carried out in accordance with Production Method C, using compound (B3) instead of compound (B2) and compound (M3) instead of compound (M2). Compound (M3) is known or can be produced in accordance with a known method.

[0038] Production Method E Compound (I-a) can be produced by reacting a compound represented by formula (B4) (hereinafter referred to as compound (B4)) with a compound represented by formula (M4) (hereinafter referred to as compound (M4)) in the presence of a base. [In the formula, X 53 represents a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a mesyloxy group, or a triflyloxy group, and the other symbols have the same meanings as above.] The reaction is usually carried out in a solvent. Examples of the solvent used in the reaction include alcohols, nitriles, ethers, aromatic hydrocarbons, amides, water, and mixtures of two or more of these. Examples of the base used in the reaction include alkali metal hydrides, alkali metal carbonates, organic bases, sodium hydride, and tripotassium phosphate. X 53When is a bromine atom, an iodine atom, or a triflyloxy group, a metal catalyst and a ligand may be added as necessary. Examples of the metal catalyst used in the reaction include palladium catalysts such as palladium(II) acetate and [1,1'-bis(diphenylphosphino)ferrocene]palladium(II) dichloride; nickel catalysts such as bis(cyclooctadiene)nickel(0) and nickel(II) chloride; and copper catalysts such as copper(I) iodide and copper(I) chloride. When a metal catalyst is used in the reaction, the metal catalyst is usually used in a ratio of 0.01 to 1 mole per mole of compound (B4). Examples of the ligand used in the reaction include triphenylphosphine, xantphos, 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl, 1,1'-bis(diphenylphosphino)ferrocene, 2-dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl, 2-dicyclohexylphosphino-2',6'-dimethoxybiphenyl, 1,2-bis(diphenylphosphino)ethane, 2,2'-bipyridine, 2-aminoethanol, 8-hydroxyquinoline, and 1,10-phenanthroline. When a ligand is used in the reaction, the ligand is typically used in a ratio of 0.01 to 1 mole per mole of compound (B4). In the reaction, compound (M4) is typically used in a ratio of 1 to 10 moles, and a base is typically used in a ratio of 1 to 10 moles per mole of compound (B4). The reaction temperature is usually in the range of -20°C to 200°C. The reaction time is usually in the range of 0.1 to 72 hours. After completion of the reaction, compound (I-a) can be obtained by post-treatment operations such as adding water to the reaction mixture, extracting with an organic solvent, and drying and concentrating the organic layer. Compound (M4) is known or can be produced according to known methods.

[0039] Production Method F Compound (Ic) can be produced by reacting compound (B4) with a compound represented by formula (M5) (hereinafter referred to as compound (M5)). [In the formula, the symbols have the same meanings as defined above.] The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include hydrocarbons, ethers, halogenated hydrocarbons, amides, nitriles, DMSO, water, and mixtures of two or more thereof. In the reaction, compound (M5) is usually used in a ratio of 1 to 3 moles per mole of compound (B4). The reaction temperature is usually in the range of 0 to 150°C. The reaction time is usually in the range of 0.1 to 48 hours. After completion of the reaction, compound (I-c) can be isolated by post-treatment such as adding water to the reaction mixture, extracting with an organic solvent, and drying and concentrating the organic layer. Compound (M5) is either known or can be produced according to a known method.

[0040] Production Method G A compound represented by formula (I-d) (hereinafter referred to as compound (I-d)) can be produced by heating a compound represented by formula (B5) (hereinafter referred to as compound (B5)). [In the formula, the symbols have the same meanings as defined above.] The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include hydrocarbons, alcohols, nitriles, ethers, esters, aromatic hydrocarbons, halogenated hydrocarbons, amides, DMSO, water, and mixtures of two or more of these. The reaction temperature is usually in the range of 80°C to 200°C. The reaction time is usually in the range of 0.1 to 24 hours. After completion of the reaction, compound (I-d) can be obtained by adding water to the reaction mixture, extracting with an organic solvent, and performing post-treatment such as drying and concentrating the organic layer. Compound (B5) is known or can be produced by the method described herein or a similar method to a known method.

[0041] Production Method H A compound represented by formula (I-e) (hereinafter referred to as compound (I-e)) can be produced by reacting a compound represented by formula (B6) (hereinafter referred to as compound (B6)) with a compound represented by formula (M6) (hereinafter referred to as compound (M6)) in the presence of a base. [In the formula, R 33X and R 34Xare the same or different and represent a C1-C6 chain hydrocarbon group optionally having one or more substituents selected from group G, a C3-C6 alicyclic hydrocarbon group optionally having one or more halogen atoms, or a hydrogen atom; R 33X and R 34X may, together with the nitrogen atom to which they are bonded, form a 5-10-membered aromatic heterocycle, a C3-C8 alicyclic hydrocarbon, or a 3-8-membered non-aromatic heterocycle (the C3-C8 alicyclic hydrocarbon and the 3-8-membered non-aromatic heterocycle optionally having one or more substituents selected from Group D), and the other symbols have the same meanings as above.] The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include hydrocarbons, ethers, halogenated hydrocarbons, amides, esters, nitriles, water, and mixtures of two or more thereof. Examples of bases used in the reaction include organic bases, alkali metal carbonates, alkali metal hydrogencarbonates, sodium hydride, and tripotassium phosphate. In the reaction, compound (M6) is usually used in a ratio of 1 to 10 moles, and a base is usually used in a ratio of 1 to 10 moles, per mole of compound (B6). The reaction temperature is usually in the range of 0 to 150°C. The reaction time is usually in the range of 0.1 to 48 hours. After completion of the reaction, compound (I-e) can be isolated by post-treatment such as adding water to the reaction mixture, extracting with an organic solvent, drying and concentrating the organic layer, etc. Compound (M6) is known or can be produced according to a known method.

[0042] Reference Production Method A Compound (B1) can be produced by reacting compound (B4) with a sulfiding agent. [wherein the symbols have the same meanings as defined above.] The reaction can be carried out according to Production Method E, except that a sulfurizing agent such as hydrogen sulfide is used in place of compound (M4).

[0043] Reference Production Method B Compound (B4) can be produced by reacting a compound represented by formula (C1) (hereinafter referred to as compound (C1)) with compound (M2) in the presence of a palladium catalyst and a base. [In the formula, the symbols have the same meanings as defined above.] The reaction can be carried out using compound (C1) instead of compound (B2) in accordance with Production Method C. Compound (C1) is known or can be produced in accordance with a known method.

[0044] Reference Production Method C A compound represented by formula (C3) (hereinafter referred to as compound (C3)) can be produced by reacting a compound represented by formula (C2) (hereinafter referred to as compound (C2)) with compound (M1) in the presence of a base. [In the formula, the symbols have the same meanings as defined above.] The reaction can be carried out in accordance with Production Method B, except that compound (C2) is used in place of compound (B1). Compound (C2) is known or can be produced in accordance with a known method.

[0045] Reference Production Method D A compound represented by formula (C4) (hereinafter referred to as compound (C4)) or a compound represented by formula (C5) (hereinafter referred to as compound (C5)) can be produced by reacting compound (C3) with an oxidizing agent. [In the formula, the symbols have the same meanings as defined above.] The reaction can be carried out according to Production Method A, except that compound (C3) is used in place of compound (I-a) and compound (C4) is used in place of compound (I-b).

[0046] Reference Production Method E The compound represented by formula (C6) (hereinafter referred to as compound (C6)) can be produced by reacting compound (B2) with bis(pinacolato)diboron in the presence of a base and a palladium catalyst. [wherein the symbols have the same meanings as defined above.] The reaction can be carried out according to Production Method C, except that bis(pinacolato)diboron is used in place of Compound (M2).

[0047] Reference Production Method F The compound represented by formula (C7) (hereinafter referred to as compound (C7)) can be produced by reacting compound (C1) with compound (M5). [wherein the symbols have the same meanings as defined above.] The reaction can be carried out according to Production Method F, except that compound (C1) is used in place of compound (B4).

[0048] Reference Production Method G The compound represented by formula (C9) (hereinafter referred to as compound (C9)) can be produced by heating a compound represented by formula (C8) (hereinafter referred to as compound (C8)). [In the formula, the symbols have the same meanings as defined above.] The reaction can be carried out in accordance with Production Method G, except that compound (C8) is used in place of compound (B5). Compound (C8) is known or can be produced in accordance with a known method.

[0049] Reference Production Method H Compound (B6) can be produced from a compound represented by formula (C10) (hereinafter referred to as compound (C10)). [In the formula, X 55 represents SH or S(O)OH, and other symbols have the same meanings as above.] The reaction can be carried out in accordance with, for example, the method described in WO 2016 / 204096 or the method described in Tetrahedron Letters, 2017, 58, 2244-2247. Compound (C10) is known or can be produced in accordance with a known method.

[0050] The compound of the present invention or compound Z of the present invention can be mixed or used in combination with one or more components selected from the group consisting of Group (a), Group (b), Group (c), and Group (d) below (hereinafter referred to as the present component). The term "mixed or used in combination" means that the compound of the present invention or compound Z of the present invention and the present component are used simultaneously, separately, or with a time interval. When the compound of the present invention or compound Z of the present invention and the present component are used simultaneously, the compound of the present invention or compound Z of the present invention and the present component may be contained in separate preparations or in a single preparation. One aspect of the present invention is a composition containing one or more components selected from the group consisting of Group (a), Group (b), Group (c), and Group (d) (i.e., the present component), and the compound of the present invention. Another aspect of the present invention is a composition (hereinafter referred to as Composition A) containing one or more components selected from the group consisting of Group (a), Group (b), Group (c), and Group (d) (i.e., the present component), and compound Z of the present invention.

[0051] Group (a) includes acetylcholinesterase inhibitors (e.g., carbamate insecticides, organophosphate insecticides), GABAergic chloride channel blockers (e.g., phenylpyrazole insecticides), sodium channel modulators (e.g., pyrethroid insecticides), nicotinic acetylcholine receptor competitive modulators (e.g., neonicotinoid insecticides), nicotinic acetylcholine receptor allosteric modulators, glutamate-gated chloride channel allosteric modulators (e.g., macrolide insecticides), juvenile hormone mimics, multisite inhibitors, chordotonal organ TRPV channel modulators, mite growth inhibitors, microbial insect midgut membrane disruptors, mitochondrial ATP synthase inhibitors, oxidative phosphorylation uncouplers, nicotinic acetylcholine receptor channel blockers (e.g., nereistoxin insecticides), chitin biosynthesis inhibitors, molting inhibitors, ecdysone receptor agonists, octopamine receptor agonists, mitochondrial electron transport chain complexes I and II, The group consisting of inhibitors of classes III and IV, voltage-dependent sodium channel blockers, acetyl-CoA carboxylase inhibitors, ryanodine receptor modulators (e.g., diamide insecticides), chordotonal organ modulators, microbial insecticides, and other insecticidal, acaricidal, and nematicidal active ingredients, which are described in the IRAC mechanism-based classification.

[0052] Group (b) consists of nucleic acid synthesis inhibitors (e.g., phenylamide fungicides, acylamino acid fungicides), cell division and cytoskeleton inhibitors (e.g., MBC fungicides), respiratory inhibitors (e.g., QoI fungicides, QiI fungicides), amino acid synthesis and protein synthesis inhibitors (e.g., anilinopyridine fungicides), signal transduction inhibitors, lipid synthesis and membrane synthesis inhibitors, sterol biosynthesis inhibitors (e.g., DMI fungicides such as triazoles), cell wall biosynthesis inhibitors, melanin synthesis inhibitors, plant defense inducers, multisite contact-active fungicides, microbial fungicides, and other fungicidal active ingredients. These are listed in the FRAC classification based on the mechanism of action.

[0053] Group (c) is a group of plant growth regulators (including mycorrhizal fungi and rhizobia).

[0054] Group (d) is a group of repellent ingredients.

[0055] Examples of combinations of the present component and compound Z of the present invention (including the present compound) are described below. For example, alanycarb + SX refers to a combination of alanycarb and SX. The abbreviation SX refers to any one compound Z of the present invention selected from compound groups SX1 to SX210. The present components described below are all known components and can be obtained from commercially available preparations or produced by known methods. When the present component is a microorganism, it can also be obtained from a bacterial depository. The number in parentheses indicates the CAS RN (registered trademark).

[0056] Combinations of the present ingredient of the above group (a) with compound Z of the present invention: abamectin + SX, acephate + SX, acequinocyl + SX, acetamiprid + SX, acetoprole + SX, acrinathrin + SX, acinonapyr + SX, afidopyropen + SX, afoxolaner + SX, alanycarb + SX, aldicarb + SX, allethrin + SX, alpha-cypermethrin + SX, alpha-endosulfan + SX, aluminum phosphide + SX, Amitraz + SX, azadirachtin + SX, azamethiphos + SX, azinphos-ethyl + SX, azinphos-methyl + SX, azocyclotin + SX, Celastrus angulatus bark + SX, bendiocarb + SX, benfluthrin + SX, benfuracarb + SX, bensultap + SX, benzoximate + SX, benzpyrimoxan + SX, beta-cyfluthrin + SX, beta-cypermethrin + SX, bifenazate + SX, bifenthrin + SX, bioallethrin + SX,Bioresmethrin + SX, bistrifluron + SX, borax + SX, boric acid + SX, broflanilide + SX, bromopropylate + SX, buprofezin + SX, butocarboxim + SX, butoxycarboxim + SX, cadusafos + SX, calcium phosphide + SX, carbaryl + SX, carbofuran + SX, carbosulfan + SX, cartap hydrochloride + SX, cartap + SX Chinomethionate + SX, chlorantraniliprole + SX, chlordane + SX, chlorethoxyfos + SX, chlorfenapyr + SX, chlorfenvinphos + SX, chlorfluazuron + SX, chlormephos + SX, chloropicrin + SX, chlorpyrifos + SX, chlorpyrifos-methyl + SX, chromafenozide + SX, clofentezine + SX, clothianidin + SX, concanamycin A A) + SX, coumaphos + SX, cryolite + SX, cyanophos + SX, cyantraniliprole + SX,Cyclaniliprole + SX, cyclobutrifluram + SX, cycloprothrin + SX, cycloxaprid + SX, cyenopyrafen + SX, cyetpyrafen + SX, cyflumetofen + SX, cyfluthrin + SX, cyhalodiamide + SX, cyhalothrin + SX, cyhexatin + SX, cypermethrin + SX, cyphenothrin + SX, cyproflanilide + SX, cyromazine + SX, Dazomet + SX, deltamethrin + SX, demeton-S-methyl + SX, diafenthiuron + SX, diazinon + SX, dichlorvos + SX, dichloromezotiaz + SX, dicofol + SX, dicrotophos + SX, diflovidazin + SX, diflubenzuron + SX, dimefluthrin + SX, dimethoate + SX, dimethylvinphos + SX, dimpropyridaz + SX, Dinotefuran + SX, disodium octaborate + SX, disulfoton + SX, DNOC (2-methyl-4,6-dinitrophenol) + SX, doramectin + SX,Dried leaves of Dryopteris filix (mas) + SX, emamectin benzoate + SX, empenthrin + SX, endosulfan + SX, EPN (O-ethyl O-(4-nitrophenyl) phenylphosphonothioate) + SX, epsilon-metofluthrin + SX, epsilon-momfluorothrin + SX, esfenvalerate + SX, ethifencarb + SX, ethion + SX, ethiprole + SX, ethoprophos + SX, etofenprox + SX. Etoxazole + SX, Artemisia absinthium extract + SX, Azadirachta indica extract + SX, Cassia nigricans extract + SX, Clitoria ternatea extract + SX, Symphytum officinale extract + SX, Chenopodium ambrosioides extract + SX, Tansy extract + SX, Urtica dioica extract + SX, Viscum album extract + SX, Famphur + SX, Fenamiphos + SX Fenazaquin + SX,Fenbutatin oxide + SX, fenitrothion + SX, fenmezoditiaz + SX, fenobucarb + SX, fenoxycarb + SX, fenpropathrin + SX, fenpyroximate + SX, fenthion + SX, fenvalerate + SX, fipronil + SX, flometoquin + SX, flonicamid + SX, fluacrypyrim + SX, fluazaindolizine + SX, fluazuron + SX, Flubendiamide + SX, fluchlordiniliprole + SX, flucycloxuron + SX, flucythrinate + SX, fluensulfone + SX, flufenprox + SX, flufenoxuron + SX, flufiprole + SX, flumethrin + SX, flupentiofenox + SX, flupyradifurone + SX, flupyrimin + SX, flupyroxystrobin + SX, fluralaner + SX, fluvalinate + SX, fluxametamide + SX, formetanate + SX, fosthiazate + SX, furamethrin + SX,Furathiocarb + SX, gamma-cyhalothrin + SX, GS-omega / kappa HXTX-Hv1a peptide + SX, halfenprox + SX, halofenozide + SX, heptafluthrin + SX, heptenophos + SX, hexaflumuron + SX, hexythiazox + SX, potassium salt of hop beta acid + SX, hydramethylnon + SX, hydroprene + SX, imicyafos + SX, Imidacloprid + SX, imidaclothiz + SX, imiprothrin + SX, indazapyroxamet + SX, indoxacarb + SX, isocycloseram + SX, isofenphos + SX, isoprocarb + SX, isopropyl-O-(methoxyaminothiophosphoryl) salicylate + SX, isoxathion + SX, ivermectin + SX, kadethrin + SX, kappa-tefluthrin + SX Kappa-bifenthrin + SX, kinoprene + SX, lambda-cyhalothrin + SX, ledprona + SX, lenoremycin + SX,Lepimectin + SX, lime sulfur + SX, lotilaner + SX, lufenuron + SX, machine oil + SX, malathion + SX, mecarbam + SX, meperfluthrin + SX, metaflumizone + SX, metam + SX, methamidophos + SX, methidathion + SX, methiocarb + SX, methomyl + SX, methoprene + SX, methoxychlor + SX, methoxyfenozide + SX, Methyl bromide + SX, metofluthrin + SX, metolcarb + SX, metoxadiazone + SX, mevinphos + SX, milbemectin + SX, milbemycin oxime + SX, mivorilaner + SX, modoflaner + SX, momfluorothrin + SX, monocrotophos + SX, moxidectin + SX, naled + SX, nicofluprole + SX, nicotine + SX, nicotine sulfate + SX, Nitenpyram + SX, Novaluron + SX, Noviflumuron + SX,Chenopodium anthelminticum seed oil + SX, omethoate + SX, oxamyl + SX, oxazosulfyl + SX, oxydemeton-methyl + SX, parathion + SX, parathion-methyl + SX, permethrin + SX, phenothrin + SX, phenthoate + SX, phorate + SX, phosalone + SX, phosmet + SX, phosphamidon + SX, phosphine + SX, phoxim + SX Pirimicarb + SX, pirimiphos-methyl + SX, prallethrin + SX, profenofos + SX, profluthrin + SX, propargite + SX, propetamphos + SX, propoxur + SX, propylene glycol alginate + SX, prothiofos + SX, pyflubumide + SX, pymetrozine + SX, pyraclofos + SX, pyrethrins + SX, pyridaben + SX, pyridalyl + SX, Pyridaphenthion + SX, pyrifluquinazone + SX, pyrimidifen + SX,Pyriminostrobin + SX, pyriprole + SX, pyriproxyfen + SX, quinalphos + SX, resmethrin + SX, rotenone + SX, ryanodine + SX, sarolaner + SX, selamectin + SX, sigma-cypermethrin + SX, silafluofen + SX, sodium borate + SX, sodium metaborate + SX, spidoxamat + SX, spinetoram + SX, spinosad + SX, spirobudifen + SX, spirodiclofen + SX, spiromesifen + SX, spiropidione + SX, spirotetramat + SX, sulfiflumin + SX, sulfluramid + SX, sulfotep + SX, sulfoxaflor + SX, sulfur + SX, sulfuryl fluoride + SX, tartar emetic + SX, tau-fluvalinate + SX, tebufenozide + SX, Tebufenpyrad + SX, Tebupirimfos + SX, Teflubenzuron + SX, Tefluthrin + SX, Temephos + SX, Terbufos + SX,Terpene constituents of the extract of Chenopodium ambrosioides near ambrosioides + SX, tetrachlorantraniliprole + SX, tetrachlorvinphos + SX, tetradifon + SX, tetramethrin + SX, tetramethylfluthrin + SX, tetraniliprole + SX, theta-cypermethrin + SX, thiacloprid + SX, thiamethoxam + SX, thiocyclam + SX, thiodicarb + SX, thiofanox + SX, Thiometon + SX, thiosultap disodium + SX, thiosultap monosodium + SX, tigolaner + SX, thioantraniliprole + SX, tioxazafen + SX, tolfenpyrad + SX, tralomethrin + SX, transfluthrin + SX, triazamate + SX, triazophos + SX, trichlorfon + SX, trifluenfuronate + SX, triflumezopyrim + SX, Triflumuron + SX, trimethacarb + SX,Tyclopyrazoflor + SX, umifoxolaner + SX, vamidothion + SX, Quassia amara wood extract + SX, 3,5-dimethylphenyl N-methylcarbamate (XMC) + SX, xylylcarb + SX, zeta-cypermethrin + SX, zinc phosphide + SX, 4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-2-methyl-N-(1-oxothietan-3-yl)benzamide (1241050-20-3) + SX, 3-methoxy-N-(5-{5-(trifluoromethyl)-5-[3-(trifluoromethyl)phenyl]-4,5-dihydro-1,2-oxazol-3-yl}indan-1-yl)propanamide (1118626-57-5) + SX, N-{4-chloro-3-[(1-cyanocyclopropyl)carbamoyl]phenyl}-1-methyl-4-(methanesulfonyl)-3-(1,1,2,2,2-pentafluoroethyl)-1H-pyrazole-3-carboxamide (1400768-21-9) + SX, N-[3-chloro-1-(pyridin-3-yl)-1H-pyrazol-4-yl]-2-(methanesulfonyl)propanamide (2396747-83-2) + SX, N-[4-chloro-2-(pyridin-3-yl)-1,3-thiazol-5-yl]-N-ethyl-3-(methanesulfonyl)propanamide + SX,1,4-dimethyl-2-[2-(pyridin-3-yl)-2H-indazol-5-yl]-1,2,4-triazolidine-3,5-dione (2171099-09-3) + SX,2-isopropyl-5-[(3,4,4-trifluoro-3-buten-1-yl)sulfonyl]-1,3,4-thiadiazole (2058052-95-0) + SX, N-({2-fluoro-4-[(2S,3S)-2-hydroxy-3-(3,4,5-trichlorophenyl)-3-(trifluoromethyl)pyrrolidin-1-yl]phenyl}methyl)cyclopropanecarboxamide + SX, 7-fluoro-N-[1-(methylsulfanyl)-2-methylpropan-2-yl]-2-(pyridin-3-yl)-2H-indazole-4-carboxamide + SX, 7-fluoro-N-[1-(methanesulfinyl)-2-methylpropan-2-yl]-2-(pyridin-3-yl)-2H-indazole-4-carboxamide + SX, 7-fluoro-N-[1-(methanesulfonyl)-2-methylpropan-2-yl]-2-(pyridin-3-yl)-2H-indazole-4-carboxamide + SX, N-[1-(difluoromethyl)cyclopropyl]-2-(pyridin-3-yl)-2H-indazole-4-carboxamide + SX, 2,9-dihydro-9-(methoxymethyl)-2-(pyridin-3-yl)-10H-pyrazolo[3,4-f]pyrido[2,3-b][1,4]oxazepin-10-one (2607927-97-7) + SX, BT crop protein Cry1Ab (BT crop protein Cry1Ab) + SX, BT crop protein Cry1Ac (BT crop protein Cry1Ac) + SX, BT crop protein Cry1Fa (BT crop protein Cry1Fa) + SX, BT crop protein Cry1A.105 (BT crop protein Cry1A.105) + SX, BT crop protein Cry2Ab (BT crop protein Cry2Ab) + SX,BT crop protein Vip3A + SX, BT crop protein mCry3A + SX, BT crop protein Cry3Ab + SX, BT crop protein Cry3Bb + SX, BT crop protein Cry34Ab1 / Cry35Ab1 + SX, Adoxophyes orana granulosis virus strain BV-0001 + SX, Anticarsia gemmatalis mNPV + SX, Autographa californica mNPV + SX, Cydia pomonella granulosis virus V15 (GV strain V15) + SX, Cydia pomonella granulosis virus V22 (GV strain V22) + SX, Cryptophlebia leucotreta granulosis virus (GV) + SX, Dendrolimus punctatus cypovirus (Dendrolimus punctatus cypovirus) + SX, Helicoverpa armigera NPV strain BV-0003 + SX, Helicoverpa zea NPV (NPV) + SX, Lymantria dispar NPV (NPV) + SX Mamestra brassicae NPV + SX, Mamestra configurata NPV + SX,Neodiprion abietis nucleopolyhedrosis virus (NPV) + SX, Neodiprion lecontei nucleopolyhedrosis virus (NPV) + SX, Neodiprion sertifer nucleopolyhedrosis virus (NPV) + SX, Nosema locustae + SX, Orgyia pseudotsugata nucleopolyhedrosis virus (NPV) + SX, Pieris rapae granulosis virus (GV) + SX, Plodia interpunctella granulosis virus (GV) + SX, Spodoptera exigua nucleopolyhedrosis virus (NPV) + SX, Spodoptera littoralis mNPV + SX, Spodoptera littoralis NPV + SX, Arthrobotrys dactyloides + SX, Bacillus firmus strain GB-126 + SX, Bacillus firmus strain I-1582 + SX, Bacillus firmus strain NCIM2637 + SX, Bacillus megaterium + SX, Bacillus sp. strain AQ175 + SX, Bacillus sp. strain AQ177 + SX, Bacillus sp. strain AQ178 + SX, Bacillus sphaericus strain 2362 serotype H5a5b + SX, Bacillus sphaericus strain ABTS1743 + SX, Bacillus thuringiensis strain AQ52 + SX, Bacillus thuringiensis strain BD#32 + SX, Bacillus thuringiensis strain CR-371 + SX,Bacillus thuringiensis subsp. Aizawai strain ABTS-1857 + SX, Bacillus thuringiensis subsp. Aizawai strain AM65-52 + SX, Bacillus thuringiensis subsp. Aizawai strain GC-91 + SX, Bacillus thuringiensis subsp. Aizawai strain NB200 + SX, Bacillus thuringiensis subsp. Aizawai Serotype strain H-7 + SX, Bacillus thuringiensis subsp. Kurstaki strain ABTS351 + SX, Bacillus thuringiensis subsp. Kurstaki strain BMP123 + SX, Bacillus thuringiensis subsp. Kurstaki strain CCT1306) + SX, Bacillus thuringiensis subsp. Kurstaki strain EG2348 + SX, Bacillus thuringiensis subsp. Kurstaki strain EG7841 + SX, Bacillus thuringiensis subsp. Kurstaki strain EVB113-19 + SX, Bacillus thuringiensis subsp. Kurstaki strain F810 + SX, Bacillus thuringiensis subsp. Kurstaki strain HD-1 + SX, Bacillus thuringiensis subsp. Kurstaki strain PB54 + SX, Bacillus thuringiensis subsp. Kurstaki strain SA-11 + SX, Bacillus thuringiensis subsp. Kurstaki strain SA-12 + SX,Bacillus thuringiensis subsp. Tenebriosis strain NB176 + SX, Bacillus thuringiensis subsp. Thuringiensis strain MPPL002 + SX, Bacillus thuringiensis subsp. morrisoni + SX, Bacillus thuringiensis var. colmeri + SX, Bacillus thuringiensis var. darmstadiensis strain 24-91 + SX, Bacillus thuringiensis var. dendrolimus + SX, Bacillus thuringiensis var. galleriae + SX, Bacillus thuringiensis var. israelensis strain BMP144 + SX, Bacillus thuringiensis var. israelensis serotype strain H-14 + SX, Bacillus thuringiensis var. japonensis strain buibui + SX, Bacillus thuringiensis var. san diego strain M-7 + SX, Bacillus thuringiensis var. 7216 + SX, Bacillus thuringiensis var. aegypti + SX, Bacillus thuringiensis var. T36 + SX, Beauveria bassiana strain ANT-03 + SX, Beauveria bassiana strain ATCC74040 + SX, Beauveria bassiana strain GHA + SX, Beauveria brongniartii + SX, Burkholderia rinogensis strain A396 + SX, Chromobacterium subtsugae strain PRAA4-1T + SX, Dactyllela ellipsospora + SX,Dectylaria thaumasia + SX, Hirsutella minnesotensis + SX, Hirsutella rhossiliensis + SX, Hirsutella thompsonii + SX, Lagenidium giganteum + SX, Lecanicillium lecanii strain KV01 + SX, Lecanicillium lecanii conidia of strain DAOM198499 + SX, Lecanicillium lecanii conidia of strain DAOM216596 + SX, Lecanicillium muscarium strain Ve6 + SX, Metarhizium anisopliae strain F52 + SX, Metarhizium anisopliae var. acridum + SX, Metarhizium anisopliae var. anisopliae BIPESCO 5 / F52 + SX, Metarhizium flavoviride + SX, Monacrosporium phymatopagum + SX, Paecilomyces fumosoroseus Apopka strain 97 + SX, Paecilomyces lilacinus strain 251 + SX, Paecilomyces tenuipes strain T1 + SX, Paenibacillus popilliae + SX, Pasteuria nishizawae strain Pn1 + SX, Pasteuria penetrans + SX, Pasteuria usgae + SX, Pasteuria thornei + SX, Serratia entomophila + SX, Verticillium chlamydosporium + SX, Verticillium lecani strain NCIM1312 + SX, Wolbachia pipientis + SX。,

[0057] Combinations of the present ingredient of the above group (b) with the compound Z of the present invention: acibenzolar-S-methyl + SX, aldimorph + SX, ametoctradin + SX, aminopyrifen + SX, amisulbrom + SX, anilazine + SX, azaconazole + SX, azoxystrobin + SX, basic copper sulfate + SX, benalaxyl + SX, benalaxyl-M + SX, benodanil + SX, benomyl + SX, benthiavalicarb + SX, Benthiavalicarb-isopropyl + SX, benzovindiflupyr + SX, binapacryl + SX, biphenyl + SX, bitertanol + SX, bixafen + SX, blasticidin S + SX, Bordeaux mixture + SX, boscalid + SX, bromothalonil + SX, bromuconazole + SX, bupirimate + SX, captafol + SX, captan + SX, carbendazim + SX, carboxin + SX, carpropamid + SX, chinomethionate + SX, chitin + SX, chloroinconazide + SX, chloroneb + ​​SX,Chlorothalonil + SX, chlozolinate + SX, colletochlorin B + SX, copper(II) acetate + SX, copper(II) hydroxide + SX, copper oxychloride + SX, copper(II) sulfate + SX, coumoxystrobin + SX, cyazofamid + SX, cyflufenamid + SX, cymoxanil + SX, cyproconazole + SX, cyprodinil + SX, dichlobentiazox + SX, Dichlofluanid + SX, diclocymet + SX, diclomezine + SX, dicloran + SX, diethofencarb + SX, difenoconazole + SX, diflumetorim + SX, dimethachlone + SX, dimethirimol + SX, dimethomorph + SX, dimoxystrobin + SX, diniconazole + SX, diniconazole-M + SX, dinocap + SX, dipotassium hydrogenphosphite + SX, dipymetitrone + SX, dithianon + SX,Dodecylbenzenesulphonic acid bisethylenediamine copper(II) salt + SX, dodemorph + SX, dodine + SX, edifenphos + SX, enoxastrobin + SX, epoxiconazole + SX, etaconazole + SX, ethaboxam + SX, ethirimol + SX, etridiazole + SX, tea tree extract (Melaleuca alternifolia) + SX, extract of Reynoutria sachalinensis (Japanese knotweed) + SX, extract of the cotyledons of lupine plantlets ("BLAD") + SX, garlic extract (Allium sativum extract) + SX, horsetail extract (Equisetum arvense extract) + SX, nasturtium extract (Tropaeol majus extract) + SX, famoxadone + SX, fenamidone + SX, fenaminstrobin + SX, fenarimol + SX, fenbuconazole + SX, fenfuram + SX, fenhexamid + SX, fenoxanil + SX, fenpiclonil + SX, fenpicoxamid + SX, Fenpropidin + SX, Fenpropimorph + SX,Fenpyrazamine + SX, triphenyltin acetate + SX, triphenyltin chloride + SX, fentin hydroxide + SX, ferbam + SX, ferimzone + SX, florylpicoxamid + SX, fluazinam + SX, flubeneteram + SX, fludioxonil + SX, flufenoxadiazam + SX, flufenoxystrobin + SX, fluindapyr + SX, flumetylsulforim + SX, flumorph + SX, fluopicolide + SX, fluopyram + SX, fluopimomide + SX, fluoroimide + SX, fluoxapiprolin + SX, fluoxastrobin + SX, fluoxytioconazole + SX, fluquinconazole + SX, flusilazole + SX, flusulfamide + SX, flutianil + SX, flutolanil + SX, flutriafol + SX, fluxapyroxad + SX, folpet + SX, Fosetyl + SX, fosetyl-aluminium + SX, fuberidazole + SX, furalaxyl + SX, furametpyr + SX,Guazatine + SX, hexaconazole + SX, hymexazole + SX, imazalil + SX, imibenconazole + SX, iminoctadine + SX, iminoctadine triacetate + SX, inpyrfluxam + SX, iodocarb + SX, ipconazole + SX, ipfentrifluconazole + SX, ipflufenoquin + SX, iprobenfos + SX, iprodione + SX, iprovalicarb + SX Isofetamide + SX, isoflucipram + SX, isoprothiolane + SX, isopyrazam + SX, isotianil + SX, kasugamycin + SX, kresoxim-methyl + SX, laminarin + SX, oak leaves and bark of quercus + SX, mancozeb + SX, mandestrobin + SX, mandipropamid + SX, maneb + ​​SX, mefentrifluconazole + SX, mepanipyrim + SX, Mepronil + SX, meptyldinocap + SX, metalaxyl + SX, metalaxyl-M + SX, metarylpicoxamid + SX,Metconazole + SX, methasulfocarb + SX, metiram + SX, metominostrobin + SX, metrafenone + SX, metyltetraprole + SX, myclobutanil + SX, naftifine + SX, nuarimol + SX, octhilinone + SX, ofurace + SX, orysastrobin + SX, oxadixyl + SX, oxathiapiprolin + SX, oxine-copper + SX, oxolinic acid + SX, Oxpoconazole + SX, oxpoconazole fumarate + SX, oxycarboxin + SX, oxytetracycline + SX, pefurazoate + SX, penconazole + SX, pencycuron + SX, penflufen + SX, penthiopyrad + SX, phenamacril + SX, phosphorous acid + SX, phthalide + SX, picarbutrazox + SX, picoxystrobin + SX, piperalin + SX, polyoxins + SX, Potassium hydrogencarbonate + SX, potassium dihydrogenphosphite + SX,Probenazole + SX, prochloraz + SX, procymidone + SX, propamidine + SX, propamocarb + SX, propiconazole + SX, propineb + ​​SX, proquinazid + SX, prothiocarb + SX, prothioconazole + SX, pydiflumetofen + SX, pyraclostrobin + SX, pyrametostrobin + SX, pyraoxystrobin + SX, pyrapropoyne + SX, pyraziflumid + SX, Pyrazophos + SX, pyribencarb + SX, pyributicarb + SX, pyridaclomethyl + SX, pyrifenox + SX, pyrimethanil + SX, pyrimorph + SX, pyriophenone + SX, pyrisoxazole + SX, pyroquilon + SX, Quillaja extract + SX, quinconazole + SX, quinofumelin + SX, quinoxyfen + SX, quintozene + SX, quinoa saponins Chenopodium quinoa + SX, seboctylamine + SX, sedaxane + SX, silthiofam + SX,Simeconazole + SX, sodium hydrogencarbonate + SX, spiroxamine + SX, streptomycin + SX, sulfur + SX, tebuconazole + SX, tebufloquin + SX, teclofthalam + SX, tecnazene + SX, terbinafine + SX, tetraconazole + SX, thiabendazole + SX, thifluzamide + SX, thiophanate + SX, thiophanate-methyl + SX, thiram + SX, Thymol + SX, tiadinil + SX, tolclofos-methyl + SX, tolfenpyrad + SX, tolprocarb + SX, tolylfluanid + SX, triadimefon + SX, triadimenol + SX, triazoxide + SX, triclopyricarb + SX, tricyclazole + SX, tridemorph + SX, trifloxystrobin + SX, triflumizole + SX, triforine + SX, triticonazole + SX, Validamycin + SX, valifenalate + SX, vinclozolin + SX,マスタードパウダー(yellow mustard powder) + SX, zinc thiazole + SX, ジネブ(zineb) + SX, ジラム(ziram) + SX, ゾキサミド(zoxamide) + SX, N'-[4-({3-[(4-chlorophenyl)methyl]-1,2,4-thiadiazol-5-yl}oxy)-2,5-dimethylphenyl]-N-ethyl-N-methylmethanimidamide (1202781-91-6) + SX, N'-{4-[(4,5-dichlorothiazol-2-yl)oxy]-2,5-dimethylphenyl}-N-ethyl-N-methylmethanimidamide (929908-57-6) + SX, N'-(2,5-dimethyl-4-phenoxyphenyl)-N-ethyl-N-methylmethanimidamide (1052688-31-9) + SX, N'-[5-chloro-4-(2-fluorophenoxy)-2-methylphenyl]-N-ethyl-N-methylmethanimidamide (2055589-28-9) + SX, N'-[2-chloro-4-(2-fluorophenoxy)-5-methylphenyl]-N-ethyl-N-methylmethanimidamide (2055756-21-1) + SX, N'-(2-chloro-4-phenoxy-5-methylphenyl)-N-ethyl-N-methylmethanimidamide (2062599-39-5) + SX, N'-[4-(1-hydroxy-1-phenyl-2,2,2-trifluoroethyl)-2-methyl-5-methoxyphenyl]-N-isopropyl-N-methylmethanimidamide (2101814-55-3) + SX, N'-[5-bromo-6-(1-methyl-2-propoxyethoxy)-2-methylpyridin-3-yl]-N-ethyl-N-methylmethanimidamide (1817828-69-5) + SX,4-(2-bromo-4-fluorophenyl)-N-(2-chloro-6-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine (1362477-26-6) + SX, 2-[6-(3-fluoro-4-methoxyphenyl)-5-methylpyridin-2-yl]quinazoline (1257056-97-5) + SX, ethyl (2Z)-3-amino-2-cyano-3-phenylacrylate (39491-78-6) + SX, N-[(2-chlorothiazol-5-yl)methyl]-N-ethyl-6-methoxy-3-nitropyridin-2-amine (1446247-98-8) + SX, 5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentan-1-ol (1394057-11-4) + SX, (1R, 2S, 5S)-5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentan-1-ol (1801930-06-2) + SX, (1S, 2R, 5R)-5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentan-1-ol (1801930-07-3) + SX, 2-(chloromethyl)-5-(4-fluorobenzyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentan-1-ol (1394057-13-6) + SX, (1R, 2S, 5S)-2-(chloromethyl)-5-(4-fluorobenzyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentan-1-ol (1801930-08-4) + SX, (1S, 2R,5R)-2-(chloromethyl)-5-(4-fluorobenzyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentan-1-ol (1801930-09-5) + SX, methyl 3-[(4-chlorophenyl)methyl]-2-hydroxy-1-methyl-2-(1H-1,2,4-triazol-1-ylmethyl)cyclopentan-1-carboxylate (1791398-02-1) + SX, 1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)-1-[1-(4-bromo-2,6-difluorophenoxy)cyclopropyl]ethanol (2019215-86-0) + SX, 1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)-1-[1-(4-chloro-2,6-difluorophenoxy)cyclopropyl]ethanol (2019215-84-8) + SX, 1-[2-(1-chlorocyclopropyl)-3-(2-fluorophenyl)-2-hydroxypropyl]-1H-imidazole-5-carbonitrile (2018316-13-5) + SX, 1-[2-(1-chlorocyclopropyl)-3-(2,3-difluorophenyl)-2-hydroxypropyl]-1H-imidazole-5-carbonitrile (2018317-25-2) + SX, 2-[6-(4-bromophenoxy)-2-(trifluoromethyl)pyridin-3-yl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol (2082661-43-4) + SX, 2-[6-(4-chlorophenoxy)-2-(trifluoromethyl)pyridin-3-yl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol (2082660-27-1) + SX,methyl ({2-methyl-5-[1-(4-methoxy-2-methylphenyl)-1H-pyrazol-3-yl]phenyl}methyl)carbamate (1605879-98-8) + SX, 2-(difluoromethyl)-N-[1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]pyridine-3-carboxamide (1616239-21-4) + SX, 2-(difluoromethyl)-N-[3-ethyl-1,1-dimethyl-2,3-dihydro-1H-inden-4-yl]pyridine-3-carboxamide (1847460-02-9) + SX, 2-(difluoromethyl)-N-[3-propyl-1,1-dimethyl-2,3-dihydro-1H-inden-4-yl]pyridine-3-carboxamide (1847460-05-2) + SX, (2E,3Z)-5-{[1-(4-chlorophenyl)-1H-pyrazol-3-yl]oxy}-2-(methoxyimino)-N,3-dimethylpent-3-enamide (1445331-27-0) + SX, (2E,3Z)-5-{[1-(2,4-dichlorophenyl)-1H-pyrazol-3-yl]oxy}-2-(methoxyimino)-N,3-dimethylpent-3-enamide (1445331-54-3) + SX, 5-chloro-4-({2-[6-(4-chlorophenoxy)pyridin-3-yl]ethyl}amino)-6-methylpyrimidine (1605340-92-8) + SX, N-(1-benzyl-1,3-dimethylbutyl)-8-fluoroquinoline-3-carboxamide (2132414-04-9) + SX, N-(1-benzyl-3,3,3-trifluoro-1-methylpropyl)-8-fluoroquinoline-3-carboxamide (2132414-00-5) + SX, 4,4-dimethyl-2-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)isoxazolidin-3-one (2098918-25-1) + SX, 5,5-dimethyl-2-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)isoxazolidin-3-one (2098918-26-2) + SX, N-ethyl-2-methyl-N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propanamide + SX, N,2-dimethoxy-N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propanamide + SX, N-methoxy-N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)cyclopropanecarboxamide + SX, N-methoxy-N'-methyl-N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)urea + SX, N'-ethyl-N-methoxy-N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)urea + SX, N,N'-dimethoxy-N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)urea + SX, N-acetyl-2-(ethanesulfonyl)-N-[2-(methoxycarbonyl)-4-(trifluoromethoxy)phenyl]-4-(trifluoromethyl)benzamide (2043675-28-9) + SX,3-(4-bromo-7-fluoroindol-1-yl)butan-2-yl N-[(3-hydroxy-4-methoxypyridin-2-yl)carbonyl]-L-alaninate + SX, 3-(7-bromoindol-1-yl)butan-2-yl N-[(3-hydroxy-4-methoxypyridin-2-yl)carbonyl]-L-alaninate + SX, 3-(7-bromo-4-fluoroindol-1-yl)butan-2-yl N-[(3-hydroxy-4-methoxypyridin-2-yl)carbonyl]-L-alaninate + SX, 3-(3,5-dichloropyridin-2-yl)butan-2-yl N-[(3-hydroxy-4-methoxypyridin-2-yl)carbonyl]-L-alaninate + SX, 3-(3,5-dichloropyridin-2-yl)butan-2-yl N-{[3-(acetoxymethoxy)-4-methoxypyridin-2-yl]carbonyl}-L-alaninate + SX, (1S)-1-[1-(naphthalen-1-yl)cyclopropyl]ethyl N-[(3-hydroxy-4-methoxypyridin-2-yl)carbonyl]-L-alaninate + SX, (1S)-1-[1-(naphthalen-1-yl)cyclopropyl]ethyl N-[(3-acetoxy-4-methoxypyridin-2-yl)carbonyl]-L-alaninate + SX, (1S)-1-[1-(naphthalen-1-yl)cyclopropyl]ethyl N-{[3-(acetoxymethoxy)-4-methoxypyridin-2-yl]carbonyl}-L-alaninate + SX, N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)cyclopropanecarboxamide + SX, N-allyl-N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)acetamide + SX, N-allyl-N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propanamide + SX, N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propanamide + SX, 3,3,3-trifluoro-N-({2-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propanamide + SX, 3,3,3-trifluoro-N-({3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propanamide + SX, 3,3,3-trifluoro-N-({2,3-difluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propanamide + SX, N-({2,3-difluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)butanamide + SX, N-methoxy-N-methyl-N'-({ 4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)urea + SX, N,N-diethyl-N'-({ 4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)urea + SX, N-methyl-N'-({ 4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)urea + SX, 1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)pyrrolidin-2-one + SX,1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)piperidin-2-one + SX, 4-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)morpholin-3-one + SX, 2-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)isoxazolidin-3-one + SX, 3,3-dimethyl-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)piperidin-2-one + SX, 2-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)-1,2-oxazinan-3-one + SX, 1-({3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)azepan-2-one + SX, 4,4-dimethyl-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)pyrrolidin-2-one + SX, 5-methyl-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)pyrrolidin-2-one + SX, ethyl 1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)-1H-pyrazole-4-carboxylate + SX, N-methyl-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)-1H-pyrazole-4-carboxamide + SX, N-propyl-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)-1H-pyrazole-4-carboxamide + SX, N-methoxy-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)-1H-pyrazole-4-carboxamide + SX, N-methoxy-N-methyl-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)-1H-pyrazole-4-carboxamide + SX, N,N-dimethyl-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)-1H-1,2,4-triazol-3-amine + SX, N-methyl-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide + SX, methyl 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propanoate + SX, ethyl 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propanoate + SX, methyl 2-[2-(trifluoromethyl)-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propanoate + SX, 1-(2,3-dimethylpyridin-5-yl)-4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinoline + SX, 1-[2-(difluoromethyl)-3-methylpyridin-5-yl]-4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinoline + SX, 2,2-difluoro-N-[6-({[1-(1-methyl-1H-tetrazol-5-yl)benzimidazol-2-yl]oxy}methyl)pyridin-2-yl]-2-phenoxyacetamide + SX, 1-[2-(1-chlorocyclopropyl)-3-(3-chloro-2-fluorophenyl)-2-hydroxypropyl]-1H-imidazole-5-carbonitrile + SX, ethyl 1-[(4-{[2-(trifluoromethyl)-1,3-dioxolan-2-yl]methoxy}phenyl)methyl]-1H-pyrazole-4-carboxylate + SX, ethyl 1-[(4-{[(1Z)-2-ethoxy-3,3,3-trifluoro-1-propen-1-yl]oxy}phenyl)methyl]-1H-pyrazole-4-carboxylate + SX, 6-chloro-3-(3-cyclopropyl-2-fluorophenoxy)-N-[2-(2,4-dimethylphenyl)-2,2-difluoroethyl]-5-methylpyridazine-4-carboxamide + SX, 6-chloro-3-(3-cyclopropyl-2-fluorophenoxy)-N-[2-(3,4-dimethylphenyl)-2,2-difluoroethyl]-5-methylpyridazine-4-carboxamide + SX, 6-chloro-N-[2-(2-chloro-4-methylphenyl)-2,2-difluoroethyl]-3-(3-cyclopropyl-2-fluorophenoxy)-5-methylpyridazine-4-carboxamide + SX, 2-[cyano(2,6-difluoropyridin-4-yl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide + SX, 2-[cyano(2,6-difluoropyridin-4-yl)amino]-N-(spiro[3.4]octan-1-yl)-5-methylthiazole-4-carboxamide + SX, 2-[cyano(2,6-difluoropyridin-4-yl)amino]-N-hexyl-5-methylthiazole-4-carboxamide + SX, 2-[acetyl(2,6-difluoropyridin-4-yl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide + SX, 2-[(2-methoxyacetyl)(2,6-difluoropyridin-4-yl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide + SX, 2-[(2-methylpropanoyl)(2,6-difluoropyridin-4-yl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide + SX, 5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-N-[1-(2-fluorophenyl)ethyl]pyrimidin-2-amine + SX, 5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-N-[1-(2,6-difluorophenyl)ethyl]pyrimidin-2-amine + SX, 5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-N-[1-(3,5-difluorophenyl)ethyl]pyrimidin-2-amine + SX, 5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-N-[1-(6-chloropyridin-3-yl)ethyl]pyrimidin-2-amine + SX, 5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-N-[1-(2-fluorophenyl)cyclopropyl]pyrimidin-2-amine + SX, 5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-N-[1-(2,6-difluorophenyl)cyclopropyl]pyrimidin-2-amine + SX, 5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-N-[1-(2-fluoro-3-methoxyphenyl)cyclopropyl]pyrimidin-2-amine + SX, 5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-2-{[1-(2,6-difluorophenyl)cyclopropyl]oxy}pyrimidine + SX, 3-[3-(3-cyclopropyl-2-fluorophenoxy)-6-methylpyridazin-4-yl]-5-[(2,4-dimethylphenyl)methyl]-5,6-dihydro-4H-1,2,4-oxadiazine + SX, (5S)-3-[3-(3-cyclopropyl-2-fluorophenoxy)-6-methylpyridazin-4-yl]-5-[(2,4-dimethylphenyl)methyl]-5,6-dihydro-4H-1,2,4-oxadiazine + SX, 3-[3-(3-chloro-2-fluorophenoxy)-6-methylpyridazin-4-yl]-5-[(4-bromo-2-methylphenyl)methyl]-5,6-dihydro-4H-1,2,4-oxadiazine + SX, 3-[3-(3-chloro-2-fluorophenoxy)-6-methylpyridazin-4-yl]-5-[(2-chloro-4-methylphenyl)methyl]-5,6-dihydro-4H-1,2,4-oxadiazine + SX,(5S)-3-[3-(3-chloro-2-fluorophenoxy)-6-methylpyridazin-4-yl]-5-[(2-chloro-4-methylphenyl)methyl]-5,6-dihydro-4H-1,2,4-oxadiazine + SX, (5R)-3-[3-(3-chloro-2-fluorophenoxy)-6-methylpyridazin-4-yl]-5-[(2-chloro-4-methylphenyl)methyl]-5,6-dihydro-4H-1,2,4-oxadiazine + SX, N-((2S)-1-{3-[2-(5-fluoro-2-methoxyphenyl)-2-hydroxyethyl]-5-[(E)-1-(isopropoxyimino)ethyl]-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl}-3-methylbutan-2-yl)-2-methylpropanamide + SX, N-((2S)-1-{3-[2-(5-fluoro-2-methoxyphenyl)-2-hydroxyethyl]-5-[(E)-1-(isopropoxyimino)ethyl]-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl}-3-methylbutan-2-yl)-2,2-dimethylpropanamide + SX, N-((2S)-1-{3-[2-(5-fluoro-2-methoxyphenyl)-2-hydroxyethyl]-5-[(E)-1-(isopropoxyimino)ethyl]-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl}propan-2-yl)-2-methylpropanamide + SX, N-((2S)-1-{3-[2-(2-methoxyphenyl)-2-hydroxyethyl]-5-[(E)-1-(isopropoxyimino)ethyl]-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl}propan-2-yl)-2-methylpropanamide + SX,N-((2S)-1-{3-[2-(5-fluoro-2-methoxyphenyl)-2-(2-cyanoethoxy)ethyl]-5-[1-(isopropoxyimino)ethyl]-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl}propan-2-yl)-2-methylpropanamide + SX, Agrobacterium strain K1026 + SX, Agrobacterium strain K84 + SX amyloliquefaciens strain PTA-4838 (Aveo(TM) EZ Nematicide) + SX, Bacillus amyloliquefaciens strain AT332 + SX, Bacillus amyloliquefaciens strain B3 + SX, Bacillus amyloliquefaciens strain D747 + SX, Bacillus amyloliquefaciens strain DB101 + SX, Bacillus amyloliquefaciens strain DB102 + SX, Bacillus amyloliquefaciens strain GB03 + SX, Bacillus amyloliquefaciens strain FZB24 + SX, Bacillus amyloliquefaciens strain FZB42 + SX, Bacillus amyloliquefaciens strain IN937a + SX, Bacillus amyloliquefaciens strain MBI600 + SX, Bacillus amyloliquefaciens strain QST713 + SX, Bacillus amyloliquefaciens isolate strain B246 + SX, Bacillus amyloliquefaciens strain F727 + SX,Bacillus amyloliquefaciens subsp. plantarum strain D747 + SX, Bacillus licheniformis strain HB-2 + SX, Bacillus licheniformis strain SB3086 + SX, Bacillus pumilus strain AQ717 + SX, Bacillus pumilus strain BUF-33 + SX, Bacillus pumilus strain GB34 + SX, Bacillus pumilus strain QST2808 + SX, Bacillus simplex strain CGF2856 + SX, Bacillus subtilis strain AQ153 + SX, Bacillus subtilis strain AQ743 + SX, Bacillus subtilis strain BU1814 + SX, Bacillus subtilis strain D747 + SX, Bacillus subtilis strain DB101 + SX, Bacillus subtilis strain FZB24 + SX, Bacillus subtilis strain GB03 + SX, Bacillus subtilis strain HAI0404 + SX, Bacillus subtilis strain IAB / BS03 + SX, Bacillus subtilis strain MBI600 + SX, Bacillus subtilis strain QST30002 / AQ30002 + SX, Bacillus subtilis strain QST30004 / AQ30004 + SX, Bacillus subtilis strain QST713 + SX, Bacillus subtilis strain QST714 + SX, Bacillus subtilis var. Amyloliquefaciens strain FZB24 + SX, Bacillus subtilis strain Y1336 + SX, Burkholderia cepacia + SX,Burkholderia cepacia type Wisconsin strain J82 + SX, Burkholderia cepacia type Wisconsin strain M54 + SX, Candida oleophila strain O + SX, Candida saitoana + SX, Chaetomium cupreum + SX, Clonostachys rosea + SX, Coniothyrium minitans strain CGMCC8325 + SX, Coniothyrium minitans strain CON / M / 91-8 + SX, cryptococcus albidus + SX, Erwinia carotovora subsp. carotovora strain CGE234M403 + SX, Fusarium oxysporum strain Fo47 + SX, Gliocladium catenulatum strain J1446 + SX, Paenibacillus polymyxa strain AC-1 + SX, Paenibacillus polymyxa strain BS-0105 + SX, Pantoea agglomerans strain E325 + SX, Phlebiopsis gigantea strain VRA1992 + SX, Pseudomonas aureofaciens strain TX-1 + SX, Pseudomonas chlororaphis strain 63-28 + SX, Pseudomonas chlororaphis strain AFS009 + SX, Pseudomonas chlororaphis strain MA342 + SX, Pseudomonas fluorescens strain 1629RS + SX, Pseudomonas fluorescens strain A506 + SX, Pseudomonas fluorescens strain CL145A + SX, Pseudomonas fluorescens strain G7090 + SX,Pseudomonas sp. strain CAB-02 + SX, Pseudomonas syringae strain 742RS + SX, Pseudomonas syringae strain MA-4 + SX, Pseudozyma flocculosa strain PF-A22UL + SX, Pseudomonas rhodesiae strain HAI-0804 + SX, Pythium oligandrum strain DV74 + SX, Pythium oligandrum strain M1 + SX, Streptomyces griseoviridis strain K61 + SX, Streptomyces lydicus strain WYCD108US + SX, Streptomyces lydicus strain WYEC108 + SX, Talaromyces flavus strain SAY-Y-94-01 + SX, Talaromyces flavus strain V117b + SX, Trichoderma asperellum strain ICC012 + SX, Trichoderma asperellum SKT-1 + SX, Trichoderma asperellum strain T25 + SX, Trichoderma asperellum strain T34 + SX, Trichoderma asperellum strain TV1 + SX, Trichoderma atroviride strain CNCM 1-1237 + SX, Trichoderma atroviride strain LC52 + SX, Trichoderma atroviride strain IMI 206040 + SX, Trichoderma atroviride strain SC1 + SX, Trichoderma atroviride strain SKT-1 + SX, Trichoderma atroviride strain T11 + SX, Trichoderma gamsii strain ICC080 + SX,Trichoderma harzianum strain 21 + SX, Trichoderma harzianum strain DB104 + SX, Trichoderma harzianum strain DSM 14944 + SX, Trichoderma harzianum strain ESALQ-1303 + SX, Trichoderma harzianum strain ESALQ-1306 + SX, Trichoderma harzianum strain IIHR-Th-2 + SX, Trichoderma harzianum strain ITEM908 + SX, Trichoderma harzianum strain kd + SX, Trichoderma harzianum strain MO1 + SX, Trichoderma harzianum strain SF + SX, Trichoderma harzianum strain T22 + SX, Trichoderma harzianum strain T39 + SX, Trichoderma harzianum strain T78 + SX, Trichoderma harzianum strain TH35 + SX, Trichoderma polysporum strain IMI206039 + SX, trichoderma stromaticum + SX, Trichoderma virens strain G-41 + SX, Trichoderma virens strain GL-21 + SX, Trichoderma viride + SX, Variovorax paradoxus strain CGF4526 + SX, Harpin protein + SX。,

[0058] Combinations of the present component of the above group (c) with compound Z of the present invention: 1-methylcyclopropene + SX, 1,3-diphenylurea + SX, 2,3,5-triiodobenzoic acid + SX, (1H-indol-3-yl)acetic acid (IAA) + SX, 4-(1H-indol-3-yl)butyric acid (IBA) + SX, 2-(4-chloro-2-methylphenoxy)acetic acid (MCPA) + SX, 4-(4-chloro-2-methylphenoxy)butyric acid (MCPB) + SX, 4-chlorophenoxyacetic acid (4-CPA) + SX, 5-aminolevulinic acid hydrochloride + SX, 6-benzylaminopurine + SX, abscisic acid + SX, AVG (aminoethoxyvinylglycine) + SX, anisiflupurin + SX, ancymidol + SX, butralin + SX, calcium carbonate + SX, calcium chloride + SX, calcium formate + SX, calcium peroxide + SX, calcium polysulfide + SX, calcium sulfate + SX, chlormequat chloride + SX, chlorpropham + SX, choline chloride + SX, cloprop + SX, cyanamide + SX, Cyclanilide + SX,Daminozide + SX, decan-1-ol + SX, dichlorprop + SX, dikegulac + SX, dimethipin + SX, diquat + SX, ethephon + SX, ethychlozate + SX, flumetralin + SX, flurprimidol + SX, forchlorfenuron + SX, formononetin + SX, gibberellin A + SX, gibberellin A3 + SX, inabenfide + SX, Kinetin + SX, lipochitooligosaccharide SP104 + SX, maleic hydrazide + SX, mefluidide + SX, mepiquat chloride + SX, oxidized glutathione + SX, paclobutrazol + SX, pendimethalin + SX, prohexadione calcium + SX, prohydrojasmon + SX, pyraflufen-ethyl + SX, sintophen + SX, sodium 1-naphthaleneacetate + SX, sodium cyanate + SX, Thidiazuron + SX, triapenthenol + SX, tribufos + SX, trinexapac-ethyl + SX,Uniconazole-P + SX, 2-(naphthalen-1-yl)acetamide + SX, [4-oxo-4-(2-phenylethyl)amino]butyric acid + SX, Methyl 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylate + SX, 3-[(6-chloro-4-phenylquinazolin-2-yl)amino]propan-1-ol + SX, Claroideoglomus etunicatum + SX, Claroideoglomus claroideum + SX, Funneliformis mosseae + SX, Gigaspora margarita + SX, Gigaspora rosea + SX, Glomus aggregatum + SX, Glomus deserticola + SX, Glomus monosporum + SX, Paraglomus brasillianum + SX, Rhizophagus clarus + SX, Rhizophagus intraradices RTI-801 + SX, Rhizophagus irregularis DAOM 197198 + SX, Azorhizobium caulinodans + SX, Azospirillum amazonense + SX, Azospirillum brasilense XOH + SX, Azospirillum brasilense Ab-V5 + SX, Azospirillum brasilense Ab-V6 + SX, Azospirillum caulinodans + SX, Azospirillum halopraeferens + SX, Azospirillum irakense + SX, Azospirillum lipoferum + SX, Bradyrhizobium elkanii SEMIA 587 + SX, Bradyrhizobium elkanii SEMIA 5019 + SX, Bradyrhizobium japonicum TA-11 + SX,Bradyrhizobium japonicum USDA 110 + SX, Bradyrhizobium liaoningense + SX, Bradyrhizobium lupini + SX, Delftia acidovorans RAY209 + SX, Mesorhizobium ciceri + SX, Mesorhizobium huakii + SX, Mesorhizobium loti + SX, Rhizobium etli + SX, Rhizobium galegae + SX, Rhizobium leguminosarum bv. Phaseoli + SX, Rhizobium leguminosarum bv. Trifolii + SX, Rhizobium leguminosarum bv. Viciae + SX, Rhizobium trifolii + SX, Rhizobium tropici + SX, Sinorhizobium fredii + SX, Sinorhizobium meliloti + SX, Zucchini Yellow Mosaik Virus weak strain + SX. ,

[0059] Combinations of the present component of the above group (d) with the compound Z of the present invention: anthraquinone + SX, deet + SX, icaridin + SX.

[0060] The ratio of compound Z of the present invention to this component is not particularly limited, and examples thereof include a weight ratio (compound of the present invention:this component) of 1000:1 to 1:1000, 500:1 to 1:500, 100:1 to 1:100, 50:1, 20:1, 10:1, 9:1, 8:1, 7:1, 6:1, 5:1, 4:1, 3:1, 2:1, 1:1, 1:2, 1:3, 1:4, 1:5, 1:6, 1:7, 1:8, 1:9, 1:10, 1:20, 1:50, and the like.

[0061] The present compound, the present compound Y, the compound of the present invention, the compound Z of the present invention, or composition A can control plant diseases caused by plant pathogenic microorganisms such as fungi, oomycetes, Phytomyxea, and bacteria. Examples of fungi include Ascomycota, Basidiomycota, Blasocladiomycota, Chytridiomycota, Mucoromycota, and Olpidiomycota. Specific examples include the following: The scientific name of the plant pathogenic microorganism that causes each disease is shown in parentheses.

[0062] Rice diseases: blast (Pyricularia oryzae), sesame leaf blight (Cochliobolus miyabeanus), sheath blight (Rhizoctonia solani), bakanae disease (Gibberella fujikuroi), yellowing and withering disease (Sclerophthora macrospora), false blast and panicle blight (Epicoccum nigrum), seedling blight (Trichoderma viride, Rhizopus oryzae), suspected sheath blight (red sclerotium pathogen (Waitea circinata), brown sclerotium pathogen (Ceratobasidium setariae), brown sheath blight pathogen (Thanatephorus cucumeris)), false smut (Ustilaginoidea virens), black kernel smut (Tilletia horrida, Tilletia barclayana);Wheat diseases: Powdery mildew (Blumeria graminis), head blight (Fusarium graminearum, Fusarium avenaceum, Fusarium culmorum, Microdochium nivale), yellow rust (Puccinia striiformis), black rust (Puccinia graminis), red rust (Puccinia recondita), pink snow blight (Microdochium nivale, Microdochium majus), small snow blight (Typhula incarnata, Typhula ishikariensis), large snow blight (Sclerotinia borealis), brown snow blight (Pythium spp.), naked smut (Ustilago tritici), grass smut (Tilletia caries, Tilletia controversa), eyespot (Pseudocercosporella herpotrichoides), leaf blight (Septoria tritici), rotten blight (Stagonospora nodorum), yellow spot (Pyrenophora tritici-repentis), seedling damping off caused by Rhizoctonia fungi (Rhizoctonia solani), damping off (Gaeumannomyces graminis), rice blast (Pyricularia graminis-tritici);Barley diseases: powdery mildew (Blumeria graminis), head blight (Fusarium graminearum, Fusarium avenaceum, Fusarium culmorum, Microdochium nivale), yellow rust (Puccinia striiformis), black rust (Puccinia graminis), small rust (Puccinia hordei), ear bunt (Ustilago nuda), scald (Rhynchosporium secalis), net blotch (Pyrenophora teres), leaf spot (Cochliobolus sativus), leaf spot (Pyrenophora graminea), leaf spot (Ramularia collo-cygni), seedling damping-off (Rhizoctonia solani); corn diseases: rust (Puccinia sorghi), southern rust (Puccinia polysora), sooty blight (Setosphaeria turcica), tropical rust (Physopella zeae), southern leaf blight (Cochliobolus heterostrophus), anthracnose (Colletotrichum graminicola), gray leaf spot (Cercospora zeae-maydis), brown spot (Kabatiella zeae), Phaeosphaeria leaf spot (Phaeosphaeria maydis), Diplodia disease (Stenocarpella maydis, Stenocarpella macrospora), stalk rot (Fusarium graminearum, Fusarium verticilioides, Colletotrichum graminicola), smut (Ustilago maydis), Physoderma maydis, tar spot (Phyllachora maydis);Cotton diseases: anthracnose (Colletotrichum gossypii), white mold (Ramularia areola), black spot (Alternaria macrospora, Alternaria gossypii), black root rot (Thielaviopsis basicola); coffee diseases: rust (Hemileia vastatrix), leaf spot (Cercospora coffeicola); rapeseed diseases: sclerotinia sclerotiorum, black spot (Alternaria brassicae), root rot (Phoma lingam), light leaf spot (Pyrenopeziza brassicae); sugarcane diseases: rust (Puccinia melanocephela, Puccinia kuehnii), smut (Ustilago scitaminea); sunflower diseases: rust (Puccinia helianthi), downy mildew (Plasmopara Citrus diseases: black spot (Diaporthe citri), scab (Elsinoe fawcetti), green mold (Penicillium digitatum), blue mold (Penicillium italicum), late blight (Phytophthora parasitica, Phytophthora citrophthora), aspergillus niger;Apple diseases: Monilinia mali, canker (Valsa ceratosperma), powdery mildew (Podosphaera leucotricha), leaf spot (Alternaria alternata apple pathotype), black spot (Venturia inaequalis), anthracnose (Glomerella cingulata, Colletotrichum acutatum), brown spot (Diplocarpon mali), ring spot (Botryosphaeria berengeriana), late blight (Phytophtora cactorum), red spot (Gymnosporangium juniperi-virginianae, Gymnosporangium yamadae); Pear diseases: black spot (Venturia nashicola, Venturia pirina), black spot (Alternaria alternata Japanese pear pathotype), red spot (Gymnosporangium haraeanum); Peach diseases: brown rot (Monilinia fructicola), black scab (Cladosporium carpophilum), Phomopsis rot (Phomopsis sp.), leaf crinkle (Taphrina deformans), powdery mildew (Podosphaera leucotricha); Grape diseases: black rot (Elsinoe ampelina), late rot (Glomerella cingulata, Colletotrichum acutatum), powdery mildew (Uncinula necator), rust (Neophysopella sp.), black rot (Guignardia bidwellii), downy mildew (Plasmopara viticola), brown spot (Pseudocercospora vitis), white rot (Coniella castaneicola);Persimmon diseases: anthracnose (Gloeosporium kaki, Colletotrichum acutatum), leaf spot (Cercospora kaki, Mycosphaerella nawae), brown spot (Pseudocercospora vitis), white rot (Coniella castaneicola), powdery mildew (Phyllactinia kakicola); Fig diseases: rust (Phakopsora nishidana); Cucurbit diseases: anthracnose (Colletotrichum lagenarium), powdery mildew (Sphaerotheca fuliginea), vine blight (Didymella bryoniae), brown spot (Corynespora cassiicola), vine wilt (Fusarium oxysporum), downy mildew (Pseudoperonospora cubensis), late blight (Phytophthora capsici), seedling damping-off (Pythium Diseases of tomato: ring spot (Alternaria solani), leaf mold (Cladosporium fulvum), leaf mildew (Pseudocercospora fuligena), late blight (Phytophthora infestans), powdery mildew (Leveillula taurica); Diseases of eggplant: brown spot (Phomopsis vexans), powdery mildew (Erysiphe cichoracearum), black blight (Corynespora melongenae), leaf mildew (Mycovellosiella nattrassii), brown spot (Thanatephorus cucumeris); Diseases of cruciferous vegetables: black spot (Alternaria japonica), white spot (Cercosporella brassicae), clubroot (Plasmodiophora brassicae), downy mildew (Peronospora parasitica), white rust (Albugo candida), black sooty mold (Alternaria brassicicola);Diseases of green onions: rust (Puccinia allii), black spot (Alternaria porri), black rot (Sclerotium cepivorum), small sclerotial rot (Botrytis squamosa), leaf blight (Stemphylium vesicarium, Stemphylium botryosum), white blight (Sclerotium rolfsii), white spotted leaf blight (Botrytis squamosa); Diseases of soybeans: purple spot (Cercospora kikuchii), black rot (Elsinoe glycines), black spot (Diaporthe phaseolorum var. sojae), rust (Phakopsora pachyrhizi), brown ring spot (Corynespora cassiicola), anthracnose (Colletotrichum glycines, Colletotrichum truncatum), leaf rot (Rhizoctonia solani), brown spot (Septoria glycines), Cercospora sojina, Sclerotinia sclerotiorum, Microsphaera diffusa, Phytophthora sojae, Peronospora manshurica, Fusarium virguliforme, Calonectria ilicicola), Diaporthe / Phomopsis complex (Diaporthe longicolla, Diaporthe phaseolorum, Phomopsis longicolla); Diseases of kidney beans: Sclerotinia sclerotiorum, Uromyces appendiculatus, Phaeoisariopsis griseola, Colletotrichum lindemuthianum), root rot (Fusarium solani);Peanut diseases: black leaf spot (Cercospora personata), brown spot (Cercospora arachidicola), southern blight (Sclerotium rolfsii), black root rot (Calonectria ilicicola); Pea diseases: powdery mildew (Erysiphe pisi), root rot (Fusarium solani); Potato diseases: summer blight (Alternaria solani), late blight (Phytophthora infestans), scarlet rot (Phytophthora erythroseptica), powdery scab (Spongospora subterranea f. sp. subterranea), verticillium wilt (Verticillium albo-atrum, Verticillium dahliae, Verticillium nigrescens), dry rot (Fusarium solani), canker (Synchytrium endobioticum); Strawberry diseases: powdery mildew (Sphaerotheca humuli), anthracnose (Glomerella cingulata, Colletotrichum acutatum); Tea diseases: net blight (Exobasidium reticulatum), white spot (Elsinoe leucospila), ring spot (Pestalotiopsis sp.), anthracnose (Colletotrichum theae-sinensis); Tobacco diseases: red spot (Alternaria longipes), anthracnose (Colletotrichum tabacum), downy mildew (Peronospora tabacina), late blight (Phytophthora nicotianae); Sugar beet diseases: brown spot (Cercospora beticola), leaf rot (Thanatephorus cucumeris), root rot (Thanatephorus cucumeris), black root rot (Aphanomyces cochlioides), rust (Uromyces betae); Rose diseases: black spot (Diplocarpon rosae), powdery mildew (Sphaerotheca pannosa);Chrysanthemum diseases: brown spot (Septoria chrysanthemi-indici), white rust (Puccinia horiana); onion diseases: white spot leaf blight (Botrytis cinerea, Botrytis byssoidea, Botrytis squamosa), gray rot (Botrytis allii), small sclerotial rot (Botrytis squamosa); various crop diseases: gray mold (Botrytis cinerea), sclerotinia sclerotiorum, black rot (Sclerotium cepivorum), southern blight (Sclerotium rolfsii), damping-off (Pythium aphanidermatum, Pythium irregulare, Pythium ultimum); radish diseases: black spot (Alternaria brassicicola); sweet potato diseases: fusarium wilt (Fusarium oxysporum) f. sp. batatas), root rot (Diaporthe destruens), black spot (Ceratocystis fimbriata); Turfgrass diseases: dollar spot (Sclerotinia homoeocarpa), brown patch, large patch (Rhizoctonia solani), red blight (Pythium aphanidermatum), anthracnose (Colletotrichum caudatum); Banana diseases: Sigatoka (Mycosphaerella fijiensis, Mycosphaerella musicola); Lentil diseases: Ascochyta (Ascochyta lentis); Chickpea diseases: Ascochyta (Ascochyta rabiei); Bell pepper diseases: anthracnose (Colletotrichum scovillei), powdery mildew (Leveillula taurica), southern blight (Sclerotium rolfsii); Mango diseases: Anthracnose (Colletotrichum acutatum); Sweet potato diseases: Root rot (Diaporthe destruens);Diseases of fruit trees: white root rot (Rosellinia necatrix), purple root rot (Helicobasidium mompa); diseases of post-harvest apples, pears, and other fruits: mucor rot (Mucor piriformis); seed diseases or diseases in the early stages of growth caused by species of the genera Aspergillus, Penicillium, Fusarium, Gibberella, Tricoderma, Thielaviopsis, Rhizopus, Mucor, Corticium, Phoma, Rhizoctonia, and Diplodia; viral diseases: big vein disease of lettuce transmitted by Olpidium brassicae, and viral diseases of various crops transmitted by the genus Polymyxa (e.g., Polymyxa betae and Polymyxa graminis);Diseases caused by bacteria: Bacterial seedling blight of rice (Burkholderia plantarii), brown leach disease of rice (Pantoea ananatis), bacterial leaf blight of rice (Xanthomonas oryzae pv. oryzae.), bacterial spot of cucumber (Pseudomonas syringae pv. lachrymans), bacterial wilt of eggplant (Ralstonia solanacearum), citrus canker (Xanthomonas citri), soft rot of Chinese cabbage (Erwinia carotovora), common scab of potato (Streptomyces scabiei), black leg disease of potato (Pectobacterium carotovorum, Dickeya sp.), bacterial hole of peach (Pseudomona syringae, Erwinia nigrifluens, Xanthomonas campestris), plum canker (Pseudomonas syringae pv. morsprunorum, Erwinia sp.), corn Goss's wilt (Clavibacter michiganensis), grape, olive, peach, etc. Pierce's disease (Xylella fastidiosa), and Rosaceae plants such as apple, peach, and cherry (Agrobacterium tumefaciens).

[0063] The soybean rust fungus with the F129L amino acid substitution in the mitochondrial cytochrome b protein is a soybean rust fungus (scientific name: Phakopsora pachyrhizi) that has a mutation in the mitochondrial cytochrome b gene that encodes the mitochondrial cytochrome protein, resulting in the F129L amino acid substitution, and is therefore resistant to QoI fungicides.

[0064] The method for controlling plant diseases of the present invention is carried out by applying an effective amount of the present compound, the present compound Y, the present compound Z, or composition A to plants or the soil in which plants are grown. Examples of the treatment method include foliage treatment, soil treatment, and seed treatment.

[0065] The present compound, the present compound Y, the compound of the present invention, the compound Z of the present invention, or composition A is typically mixed with an inert carrier such as a solid carrier or a liquid carrier and a surfactant, and formulation adjuvants such as binders, dispersants, and stabilizers are added as needed to formulate the compound into an aqueous suspension, oil suspension, oil solution, emulsifiable concentrate, emulsion, microemulsion, microcapsule, wettable powder, water dispersible granule, dust, granule, or other formulation. The compound is not limited to these formulations, and can also be formulated into the dosage forms described in "Manual on development and use of FAO and WHO Specifications for pesticides," FAO Plant Production and Protection Papers-271 to 276, prepared by the FAO / WHO Joint Meeting on Pesticide Specifications, 2016, ISSN:0259-2517. These formulations typically contain 0.0001 to 99% by weight of the present compound, the present compound Y, the compound of the present invention, the compound Z of the present invention, or composition A.

[0066] Examples of solid carriers include clay (pyrophyllite clay, kaolin clay, etc.), talc, calcium carbonate, diatomaceous earth, zeolite, bentonite, acid clay, attapulgite, white carbon, ammonium sulfate, vermiculite, perlite, pumice, silica sand, fine powder and granular chemical fertilizers (ammonium sulfate, ammonium phosphate, ammonium nitrate, urea, ammonium chloride, etc.), and resins (polyethylene, polypropylene, polyester, polyurethane, polyamide, polyvinyl chloride, etc.).

[0067] Examples of liquid carriers include water, alcohols (ethanol, cyclohexanol, benzyl alcohol, propylene glycol, polyethylene glycol, etc.), ketones (acetone, cyclohexanone, etc.), aromatic hydrocarbons (xylene, phenylxylylethane, methylnaphthalene, etc.), aliphatic hydrocarbons (hexane, cyclohexane, etc.), esters (ethyl acetate, methyl oleate, propylene carbonate, etc.), nitriles (acetonitrile, etc.), ethers (ethylene glycol dimethyl ether, etc.), amides (N,N-dimethylformamide, N,N-dimethyloctanamide, etc.), sulfoxides (dimethyl sulfoxide, etc.), lactams (N-methylpyrrolidone, N-octylpyrrolidone, etc.), fatty acids (oleic acid, etc.), and vegetable oils (soybean oil, etc.).

[0068] Examples of surfactants include nonionic surfactants (polyoxyethylene alkyl ethers, polyoxyethylene alkylaryl ethers, polyethylene glycol fatty acid esters, etc.) and anionic surfactants (alkyl sulfonates, alkylaryl sulfonates, alkyl sulfates, etc.).

[0069] Other formulation adjuvants include binders, dispersants, colorants, stabilizers, etc., and specific examples include polysaccharides (starch, gum arabic, cellulose derivatives, alginic acid, etc.), lignin derivatives, synthetic water-soluble polymers (polyvinyl alcohol, polyvinylpyrrolidone, polyacrylic acids, etc.), acid isopropyl phosphate, and dibutylhydroxytoluene.

[0070] Furthermore, an adjuvant can be used as a component that enhances or supports the efficacy of the present compound, the present compound Y, the compound of the present invention, the compound Z of the present invention, or composition A. Specific examples of such adjuvants include Nimbus (registered trademark), Assist (registered trademark), Aureo (registered trademark), Iharol (registered trademark), Silwet L-77 (registered trademark), BreakThru (registered trademark), Sundance II (registered trademark), Induce (registered trademark), Penetrator (registered trademark), AgriDex (registered trademark), Lutensol A8 (registered trademark), NP-7 (registered trademark), Triton (registered trademark), Nufilm (registered trademark), Emulgator NP7 (registered trademark), Emulad (registered trademark), TRITON X 45 (registered trademark), AGRAL 90 (registered trademark), AGROTIN (registered trademark), ARPON (registered trademark), EnSpray N (registered trademark), and BANOLE (registered trademark).

[0071] In the present invention, plants include whole plants and specific parts of plants, such as stems, leaves, flowers, spikes, fruits, trunks, branches, crowns, seeds, vegetative reproductive organs, and seedlings.

[0072] Vegetative reproductive organs refer to plant roots, stems, leaves, and other parts that can grow when separated from the main body and placed in soil. Examples of vegetative reproductive organs include tuberous roots, creeping roots, bulbs, corms (or solid bulbs), tubers, rhizomes, stolons, rhizophores, cane cuttings, propagules, and vine cuttings. Stolons are sometimes called runners, and propagules are also called bulbils and are divided into broad buds and bulbils. Vines refer to shoots (a collective term for leaves and stems) of plants such as sweet potatoes and Japanese yams. Bulbs, corms, tubers, rhizomes, stem fragments, rhizophores, and tuberous roots are collectively called bulbils. Potato cultivation begins by planting tubers in the soil, and the tubers used are generally called seed potatoes.

[0073] Seedlings include seedlings and saplings.

[0074] Examples of the method for controlling plant diseases by applying an effective amount of the present compound, the present compound Y, the compound of the present invention, the compound Z of the present invention, or composition A to soil include a method of applying an effective amount of the present compound, the present compound Y, the compound of the present invention, the compound Z of the present invention, or composition A to soil before or after planting a plant. More specifically, for example, planting hole treatment (spraying in planting holes, mixing in planting hole treatment soil), plant base treatment (spraying in planting holes, mixing in plant base soil, plant base irrigation, plant base treatment in the latter half of the seedling raising period), planting furrow treatment (spraying in planting furrows, mixing in planting furrow soil), row treatment (row spraying, row soil mixing, row spraying in the growing season), row treatment at sowing (row spraying at sowing, mixing in row soil at sowing), overall treatment (overall soil spraying, overall soil mixing), side row treatment, water surface treatment (water surface application, water surface application after flooding), other soil spray treatments (foliar spraying of granules during the growing season, spraying under the crown or around the main trunk, soil surface spraying, soil surface mixing, seeding hole spraying, furrow surface spraying, spraying between plants), and others. Other irrigation treatments include soil irrigation, seedling irrigation, chemical injection treatment, ground level irrigation, chemical drip irrigation, chemigation), seedling tray treatments (seedling tray spraying, seedling tray irrigation, seedling tray flooding), seedling tray treatments (seedling tray spraying, seedling tray irrigation, seedling tray flooding), seedling bed treatments (seedling bed spraying, seedling bed irrigation, water seedling bed spraying, seedling immersion), bed soil mixing treatments (bed soil mixing, bed soil mixing before sowing, spraying before soil covering at sowing, spraying after soil covering at sowing, covering soil mixing), and other treatments (hilling soil mixing, plowing in, topsoil mixing, rain-drop soil mixing, planting position treatment, granular inflorescence spraying, paste fertilizer mixing).

[0075] Seed treatments include, for example, treatment of seeds or vegetative reproductive organs with the present compound, Compound Y, the compound of the present invention, Compound Z, or Composition A. More specifically, examples include spray treatments in which a suspension of the present compound, Compound Y, the compound of the present invention, Compound Z, or Composition A is sprayed onto the surface of seeds or vegetative reproductive organs; smear treatments in which the present compound, Compound Y, the compound of the present invention, Compound Z, or Composition A is applied to seeds or vegetative reproductive organs; immersion treatments in which seeds or vegetative reproductive organs are immersed in a solution of the present compound, Compound Y, the compound of the present invention, Compound Z, or Composition A for a certain period of time; and methods of coating seeds or vegetative reproductive organs with a carrier containing the present compound, Compound Y, the compound of the present invention, Compound Z, or Composition A (film coating treatment, pellet coating treatment, etc.). Seed potatoes are particularly examples of the above-mentioned vegetative reproductive organs. In the present invention, seeds or vegetative reproductive organs carrying the present compound, Compound Y, the compound of the present invention, Compound Z, or Composition A refer to seeds or vegetative reproductive organs to which the present compound, Compound Y, the compound of the present invention, Compound Z, or Composition A is attached. The seeds or vegetative reproductive organs carrying the present compound, compound Y, the compound of the present invention, compound Z, or composition A may have materials other than the present compound, compound Y, the compound of the present invention, compound Z, or composition A applied to them before or after the application of the present compound, compound Y, the compound of the present invention, compound Z, or composition A to the seeds or vegetative reproductive organs. When composition A is applied to the surface of the seeds or vegetative reproductive organs in the form of a layer, the layer may consist of one layer or multiple layers. When the layer consists of multiple layers, each layer may contain one or more active ingredients, or may consist of a layer containing one or more active ingredients and a layer containing no active ingredients. The seeds or vegetative reproductive organs carrying the present compound, compound Y, the compound of the present invention, compound Z, or composition A can be obtained, for example, by applying a formulation containing the present compound, compound Y, the compound of the present invention, compound Z, or composition A to the seeds or vegetative reproductive organs by the seed treatment method described above.

[0076] The application rate of the present compound, the present compound Y, the present compound Z or composition A varies depending on weather conditions, formulation form, application time, application method, application location, target disease, target crop, etc., but in the case of foliar application or soil application, the application rate is 1000 ml 2 In the case of seed treatment, the amount of the present compound, the present compound Y, the compound of the present invention, the compound Z of the present invention or composition A is usually 0.001 to 100 g per kg of seeds. When the present compound, the present compound Y, the compound of the present invention, the compound Z of the present invention or composition A is formulated as an emulsifiable concentrate, a wettable powder, a flowable concentrate or the like, it is usually applied after being diluted with water to an active ingredient concentration of 0.01 to 10,000 ppm, and dusts, granules and the like are usually applied as they are.

[0077] The present compound, the present compound Y, the present compound Z or composition A can be used as an agent for controlling plant diseases in agricultural lands such as fields, paddy fields, lawns, orchards, etc. Examples of plants include the following.

[0078] Corn (horse-tooth, hard grain, soft grain, explosive, glutinous, sweet, field corn), rice (long grain, short grain, medium grain, japonica, tropical japonica, indica, javanica, paddy rice, upland rice, floating rice, direct-seeded rice, transplanted rice, glutinous rice), wheat (bread wheat (hard, soft, medium, red wheat, white wheat), durum wheat, spelt wheat, club wheat, each winter wheat type, spring wheat type), barley (two-row barley (= beer barley), six-row barley, naked barley, waxy barley, each winter barley type, spring barley type), rye (winter rye type, spring rye type), triticale (winter triticale type, spring triticale type), oats (winter oat type, spring oat type), sorghum, cotton (upland type, pima type), soybean (fully harvested seed varieties, edamame varieties, green-harvested varieties, indeterminate, determinate, semi-determinate types), peanuts, buckwheat, sugar beet (sugar production, animal feed, root vegetable, leafy vegetable, fuel), rapeseed (winter rapeseed type, spring rapeseed type), canola (winter canola type, spring canola type), sunflower (oil production, food, ornamental), sugarcane, tobacco, tea plant, mulberry, solanaceous vegetables (eggplant, tomato, bell pepper, chili pepper) , potatoes, etc.), Cucurbitaceae vegetables (cucumber, pumpkin, zucchini, watermelon, melon, etc.), Cruciferous vegetables (radish, turnip, horseradish, kohlrabi, Chinese cabbage, cabbage, mustard greens, broccoli, cauliflower, etc.), Asteraceae vegetables (burdock, garland chrysanthemum, artichoke, lettuce, etc.), Liliaceae vegetables (leeks, onions, garlic, asparagus, etc.), Umbelliferae vegetables (carrots, parsley, celery, parsley, etc.), Chenopodiaceae vegetables (spinach, Swiss chard, etc.), Lamiaceae vegetables (perilla, mint, basil, etc.), strawberries, sweet potatoes, yams, scallions, Sweet potatoes, pome fruits (apples, European pears, Japanese pears, Chinese pears, quince, quince, etc.), stone fruits (peaches, plums, nectarines, plums, cherries, apricots, prunes, etc.), citrus fruits (Satsuma mandarins, oranges, lemons, limes, grapefruits, etc.), nuts (chestnuts, walnuts, hazelnuts, almonds, pistachios, cashew nuts, macadamia nuts, etc.), berries (blueberries, cranberries, blackberries, raspberries, etc.), grapes, persimmons, figs, olives, loquats, bananas, coffee, dates, coconuts, ornamental plants, forest plants,Turfgrass, pasture grass,

[0079] The above-mentioned plants are not particularly limited as long as they are varieties that are commonly cultivated, and include plants that can be produced by natural crossbreeding, plants that can be generated by mutation, F1 hybrid plants, and genetically modified crops. Examples of genetically modified crops include plants that have been conferred resistance to herbicides such as HPPD (4-hydroxyphenylpyruvate dioxygenase enzyme) inhibitors such as isoxaflutole, ALS (acetolactate synthase) inhibitors such as imazethapyr and thifensulfuron methyl, EPSP (5-enolpyruvylshikimate-3-phosphate synthase) inhibitors, glutamine synthetase inhibitors, PPO (protoporphyrinogen oxidase) inhibitors, bromoxynil, or dicamba; plants that are capable of synthesizing selective toxins known to be found in the genus Bacillus, such as Bacillus thuringiensis; and plants that can be conferred specific insecticidal activity by synthesizing gene fragments that partially match endogenous genes derived from harmful insects and inducing gene silencing (RNAi; RNA interference) in the target harmful insect.

[0080] The present invention will be explained in more detail below by showing Production Examples, Reference Production Examples, Formulation Examples and Test Examples, but the present invention is not limited to these examples.

[0081] In this specification, Me represents a methyl group, Et represents an ethyl group, Pr represents a propyl group, i-Pr represents an isopropyl group, c-Pr represents a cyclopropyl group, Bu represents a butyl group, i-Bu represents an isobutyl group, s-Bu represents a sec-butyl group, c-Pn represents a cyclopentyl group, Ph represents a phenyl group, and Bn represents a benzyl group. If Ph has a substituent, the substituent is indicated before the symbol along with the substitution position. For example, 4-F-Ph represents a 4-fluorophenyl group, and 4-MeO-Ph represents a 4-methoxyphenyl group.

[0082] When the physical properties of a compound are measured by liquid chromatography / mass spectrometry (hereinafter referred to as LCMS), the measured molecular ion value [M+H] + or [M-H]- The time and retention time (hereinafter referred to as RT) are also recorded. The conditions for liquid chromatography (hereinafter referred to as LC) and mass spectrometry (hereinafter referred to as MS) are as follows. [LC conditions] Column: L-column2 ODS, inner diameter 4.6 mm, length 30 mm, particle size 3 μm (Chemicals Evaluation and Research Institute, Japan) UV measurement wavelength: 254 nm Mobile phase: Solution A: 0.1% formic acid aqueous solution, Solution B: 0.1% formic acid acetonitrile Flow rate: 2.0 mL / min Pump: Two LC-20AD pumps (Shimadzu Corporation) (high-pressure gradient) Gradient conditions: Solution was delivered at the concentration gradient shown in [Table LC1].

[0083] [MS conditions] Detector: LCMS-2020 (Shimadzu Corporation) Ionization method: DUIS

[0084] When the physical properties of a compound are measured by gas chromatography (GC) / mass spectrometry (MS) (hereinafter referred to as GCMS), the measured molecular ion value [M] + and retention time (hereinafter referred to as RT). The GC and MS conditions are as follows. [GC analysis conditions] Instrument: HP 7890A (Agilent Technologies) Column: HP-5MS (0.25 μm × 0.25 mm × 30 m) (Agilent Technologies) Injection port temperature: 250°C Control mode: linear velocity, pressure: 14.7 psi, linear velocity: 23.98 cm / sec Carrier gas: helium Flow rate: 1 mL / min Injection volume: 1.0 μL (split ratio 200:1) Oven temperature: 70°C (2 min) → 15°C / min → 300°C (2.67 min) [MS analysis conditions] Detector: 5975C inert XL MSD (Agilent) Ionization method: EI Ionization voltage: 69.9 eV, ion source temperature: 230°C

[0085] First, a production example of the present compound Y (including the present compound, the present compound and the present compound Z) will be shown.

[0086] Production Example 1 To a mixture of 0.50 g of 2-chloro-4-(3-fluoro-4-methylphenyl)pyrimidine, 0.62 g of potassium carbonate, and 5 mL of DMF, 0.22 mL of 1-propanethiol was added at 0°C, and the mixture was stirred at room temperature for 5 hours. Water was added to the resulting mixture, and the mixture was extracted with ethyl acetate. The resulting organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography (hexane:ethyl acetate=6:4) to obtain 0.55 g of Compound 1 represented by the following formula: This compound 1: 1 H-NMR (CDCl3) δ: 8.53 (1H, d), 7.80-7.72 (2H, m), 7.33-7.27 (2H, m), 3.21 (2H, t), 2.35 (3H, d), 1.89-1.77 (2H, m), 1.09 (3H, t).

[0087] Preparation Example 1-1 The compound prepared in accordance with Preparation Example 1 and its physical properties are shown below. Formula (IA-1) In the compound represented by the formula (hereinafter referred to as compound (IA-1)), n, X 1 , X 2 , X 3 , X 4 , R 1 , R 2 , R 3 , R 4A , R 4B , and R 4C A compound in which any of the combinations described in [Table A-1] is present.

[0088]

[0089] This compound 2: 1 H-NMR (CDCl3) δ: 8.01-7.95 (2H, m), 7.53 (1H, t), 7.46-7.36 (3H, m), 7.11 (1H, dd), 3.28 (2H, q), 1.44 (3H, t). Compound 3: 1H-NMR (CDCl3) δ: 8.45 (1H, dd), 7.34 (1H, dd), 7.31-7.24 (3H, m), 7.14 (1H, dd), 3.19 (2H, t), 2.33 (3H, d), 1.82-1.71 (2H, m), 1.06 (3H, t). Compound 67: 1 H-NMR (CDCl3) δ: 8.96 (1H, d), 7.78-7.68 (2H, m), 7.52 (1H, d), 7.32 (1H, t), 3.06 (2H, t), 2.35 (3H, d), 1.88-1.76 (2H, m), 1.12 (3H, t).

[0090] Preparation Example 2 A mixture of 0.50 g of 2-bromo-4-(propylthio)pyridine, 0.39 g of 3-fluoro-4-methylphenylboronic acid, 0.15 g of {1,1'-bis(diphenylphosphino)ferrocene}dichloropalladium(II), 0.91 g of tripotassium phosphate, 9 mL of DME, and 1 mL of water was stirred under reflux for 5 hours. Water was added to the resulting mixture, and the mixture was extracted with ethyl acetate. The resulting organic layer was concentrated under reduced pressure, and the resulting residue was subjected to silica gel column chromatography (hexane:ethyl acetate=10:1) to obtain 0.53 g of Compound 4 represented by the following formula: This compound 4: 1 H-NMR (CDCl3) δ: 8.45 (1H, dd), 7.66-7.60 (2H, m), 7.48 (1H, dd), 7.29-7.24 (1H, m), 7.05 (1H, dd), 3.01 (2H, t), 2.33 (3H, d), 1.84-1.72 (2H, m), 1.09 (3H, t).

[0091] Preparation Example 2-1 Compounds prepared according to Preparation Example 2 and their physical properties are shown below. 1 , X 2 , X 3 , X 4 , R 1 , R 2 , R 3 , R 4A , R 4B , and R4C The compounds described in [Table A-2], [Table A-2A] and [Table A-2B] are combination compounds.

[0092]

[0093]

[0094]

[0095] This compound 5: 1 H-NMR (CDCl3) δ: 8.98 (1H, d), 7.74-7.69 (2H, m), 7.51 (1H, d), 7.30 (1H, t), 2.62 (3H, s), 2.34 (3H, d). Compound 6: 1 H-NMR (CDCl3) δ: 8.56 (2H, t), 7.75 (1H, t), 7.23-7.18 (1H, m), 6.53-6.47 (1H, m), 2.99 (2H, t), 1.77-1.68 (2H, m), 1.07 (3H, t). Compound 7: 1 H-NMR (CDCl3) δ: 8.59 (1H, d), 8.52 (1H, d), 7.77 (1H, t), 7.33-7.20 (3H, m), 2.97 (2H, t), 2.33 (3H, d), 1.78-1.66 (2H, m), 1.05 (3H, t). Compound 8: 1 H-NMR (CDCl3) δ: 8.60 (1H, s), 8.35 (1H, s), 7.74-7.67 (2H, m), 7.33-7.27 (1H, m), 3.25 (2H, t), 2.35 (3H, d), 1.86-1.76 (2H, m), 1.09 (3H, t). Compound 9: 1 H-NMR (CDCl3) δ: 8.80 (1H, d), 8.58 (1H, d), 7.36-7.27 (3H, m), 3.55 (2H, q), 2.35 (3H, d), 1.35 (3H, t). Compound 68: 1H-NMR (CDCl3) δ: 8.96 (1H, d), 7.76-7.68 (2H, m), 7.52 (1H, d), 7.35-7.30 (1H, m), 3.06 (2H, t), 2.36 (3H, d), 1.87-1.78 (2H, m), 1.12 (3H, t). Compound 69: LCMS: 300 [M+H] + , RT = 1.753 % Compound 70: LCMS: 296 [M+H] + , RT = 1.841 min Compound 71: LCMS: 296 [M+H] + , RT = 1.857 % Compound 72: LCMS: 316 [M+H] + , RT = 1.855 min Compound 73: LCMS: 284 [M+H] + , RT = 1.642 Compound 74: LCMS: 280 [M+H] + , RT = 1.729 Compound 75: LCMS: 276 [M+H] + , RT = 1.798 Compound 76: LCMS: 302 [M+H] + , RT = 1.712 Compound 77: LCMS: 266 [M+H] + , RT = 1.584 % Compound 78: LCMS: 282 [M+H] + , RT = 1.724 % Compound 79: LCMS: 262 [M+H] + , RT = 1.692 min Compound 80: LCMS: 280 [M+H] + , RT = 1.724 % Compound 81: LCMS: 266 [M+H] + , RT = 1.599 min Compound 82: LCMS: 282 [M+H] + , RT = 1.716 Compound 83: LCMS: 278 [M+H] + , RT = 1.569 % Compound 84: LCMS: 293 [M+H] + , RT = 1.547 Compound 85: LCMS: 262 [M+H] +, RT = 1.600 Compound 86: LCMS: 287 [M+H] + , RT = 1.846 Compound 87: LCMS: 288 [M+H] + , RT = 1.860 Compound 88: LCMS: 262 [M+H] + , RT = 1.695 min Compound 89: LCMS: 344 [M+H] + , RT = 1.778 min Compound 90: LCMS: 282 [M+H] + , RT = 1.666 min Compound 91: LCMS: 294 [M+H] + , RT = 1.859 % Compound 92: LCMS: 291 [M+H] + , RT = 1.568 Compound 93: LCMS: 316 [M+H] + , RT = 1.891 min Compound 94: LCMS: 276 [M+H] + , RT = 1.815 min Compound 95: LCMS: 273 [M+H] + , RT = 1.466 Compound 96: LCMS: 298 [M+H] + , RT = 1.791 min Compound 97: LCMS: 278 [M+H] + , RT = 1.593 Compound 98: LCMS: 291 [M+H] + , RT = 1.451 % Compound 99: LCMS: 294 [M+H] + , RT = 1.711 points of this compound 100: 1 H-NMR (CDCl3) δ: 9.08 (1H, d), 9.04 (1H, d), 8.34 (1H, t), 7.55-7.52 (2H, m), 7.35-7.32 (2H, m), 3.18-3.13 (2H, m), 2.44 (3H, s), 1.86-1.77 (2H, m), 1.04 (3H, t). Compound 101: 1H-NMR (CDCl3) δ: 9.07-9.04 (2H, m), 8.31 (1H, t), 7.47-7.39 (2H, m), 7.16 (1H, t), 3.18-3.14 (2H, m), 2.38 (3H, d), 1.87-1.77 (2H, m), 1.05 (3H, t). Compound 102: 1 H-NMR (CDCl3) δ: 9.12 (1H, d), 9.03 (1H, d), 8.28 (1H, t), 7.29-7.25 (2H, m), 3.19-3.15 (2H, m), 1.88-1.77 (2H, m), 1.06 (3H, t). Compound 103: 1 H-NMR (CDCl3) δ: 9.11 (1H, d), 9.06 (1H, d), 8.32 (1H, t), 7.60-7.55 (1H, m), 7.43 (1H, dd), 7.39-7.35 (1H, m), 3.19-3.15 (2H, m), 1.88-1.77 (2H, m), 1.06 (3H, t). Compound 104: 1 H-NMR (CDCl3) δ: 9.01 (1H, d), 8.96 (1H, d), 8.19 (1H, t), 7.37-7.27 (3H, m), 2.81 (6H, s), 2.36 (3H, d). Compound 105: 1 H-NMR (CDCl3) δ: 9.01 (1H, d), 8.97 (1H, d), 8.15 (1H, t), 7.28-7.23 (2H, m), 2.82 (6H, s). Compound 106: 1 H-NMR (CDCl3) δ: 8.99 (1H, d), 8.96 (1H, d), 8.20 (1H, t), 7.36-7.25 (3H, m), 3.20 (2H, q), 2.83 (3H, s), 2.35 (3H, d), 1.19 (3H, t). Compound 107: 1H-NMR (CDCl3) δ: 9.01 (1H, d), 8.94 (1H, d), 8.16 (1H, t), 7.26-7.22 (2H, m), 3.21 (2H, q), 2.84 (3H, s), 1.20 (3H, t). Compound 108: 1 H-NMR (CDCl3) δ: 9.16 (1H, d), 9.07 (1H, d), 8.41 (1H, t), 7.80-7.72 (3H, m), 7.52 (1H, dd), 6.85 (1H, dd), 3.23 (2H, q), 1.38 (3H, t). Compound 109: 1 H-NMR (CDCl3) δ: 9.30 (1H, s), 9.26 (1H, s), 8.34-8.29 (2H, m), 7.43 (1H, t), 3.46-3.42 (2H, m), 1.94-1.84 (2H, m), 1.09 (3H, t). This compound 110: 1 H-NMR (CDCl3) δ: 9.24 (1H, s), 9.21 (1H, s), 7.86-7.83 (2H, m), 7.26-7.23 (1H, m), 3.45-3.41 (2H, m), 1.93-1.83 (2H, m), 1.08 (3H, t). This compound 111: 1 H-NMR (CDCl3) δ: 9.26 (1H, s), 9.21 (1H, s), 7.78-7.75 (2H, m), 3.45-3.41 (2H, m), 1.91-1.84 (2H, m), 1.09 (3H, t). Compound 112: 1 H-NMR (CDCl3) δ: 9.32 (1H, s), 9.25 (1H, s), 8.19 (2H, d), 7.71 (2H, d), 6.74 (1H, t), 3.47-3.43 (2H, m), 1.93-1.84 (2H, m), 1.08 (3H, t). Compound 113: 1H-NMR (CDCl3) δ: 9.28 (1H, s), 9.25 (1H, s), 7.78-7.73 (2H, m), 3.46-3.42 (2H, m), 1.93-1.84 (2H, m), 1.09 (3H, t). Compound 114: LCMS: 303 [M+H] + , RT = 1.942 Compound 115: LCMS: 355 [M+H] + , RT = 2.044 % Compound 116: LCMS: 320 [M+H] + , RT = 1.578 % Compound 117: LCMS: 277 [M+H] + , RT = 1.841 for compound 118: 1 H-NMR (CDCl3) δ: 9.09 (1H, d), 9.05 (1H, d), 8.31 (1H, t), 7.19-7.10 (2H, m), 3.19-3.15 (2H, m), 2.27 (3H, d), 1.89-1.77 (2H, m), 1.06 (3H, t). This compound 119: 1 H-NMR (CDCl3) δ: 9.24-9.21 (2H, m), 7.64-7.57 (2H, m), 3.47-3.42 (2H, m), 2.29 (3H, t), 1.93-1.83 (2H, m), 1.09 (3H, t). This compound 120: 1 H-NMR (CDCl3) δ: 8.61 (1H, d), 8.50 (1H, d), 7.62 (1H, t), 7.28-7.24 (1H, m), 7.22-7.08 (4H, m), 6.86-6.80 (2H, m), 4.10 (2H, s), 3.79 (3H, s), 2.32 (3H, d). This compound 160: 1 H-NMR (CDCl3) δ: 9.10 (1H, d), 9.05 (1H, d), 8.30 (1H, t), 7.48-7.43 (1H, m), 7.38-7.31 (2H, m), 3.19-3.15 (2H, m), 1.89-1.76 (2H, m), 1.06 (3H, t). This compound 161: 1H-NMR (CDCl3) δ: 9.08 (1H, d), 9.03 (1H, d), 8.34 (1H, t), 7.43-7.35 (2H, m), 7.31-7.27 (1H, m), 3.21-3.12 (2H, m), 2.36 (3H, s), 2.34 (3H, s), 1.88-1.76 (2H, m), 1.04 (3H, t). Compound 162: 1 H-NMR (CDCl3) δ: 9.09-9.06 (2H, m), 8.32 (1H, t), 7.62 (1H, d), 7.45-7.37 (2H, m), 3.20-3.12 (2H, m), 2.46 (3H, s), 1.88-1.76 (2H, m), 1.05 (3H, t). Compound 169: 1 H-NMR (CDCl3) δ: 9.13 (1H, d), 9.07 (1H, d), 8.32 (1H, t), 7.20-7.13 (2H, m), 6.98-6.91 (1H, m), 3.20-3.14 (2H, m), 1.89-1.77 (2H, m), 1.06 (3H, t). This compound 170: 1 H-NMR (CDCl3) δ: 9.09 (1H, d), 9.04 (1H, d), 8.34 (1H, t), 7.56-7.51 (2H, m), 7.36-7.31 (2H, m), 3.22-3.12 (2H, m), 2.44 (3H, s), 1.80-1.72 (2H, m), 1.49-1.38 (2H, m), 0.92 (3H, t). Compound 171: 1 H-NMR (CDCl3) δ: 9.10 (1H, d), 9.05 (1H, d), 8.30 (1H, t), 7.50-7.42 (1H, m), 7.40-7.30 (2H, m), 3.22-3.13 (2H, m), 1.82-1.71 (2H, m), 1.51-1.38 (2H, m), 0.93 (3H, t). Compound 172: 1H-NMR (CDCl3) δ: 9.07 (2H, d), 8.32 (1H, t), 7.38-7.27 (3H, m), 3.21-3.12 (2H, m), 2.36 (3H, d), 1.82-1.70 (2H, m), 1.50-1.38 (2H, m), 0.93 (3H, t). Compound 173: 1 H-NMR (CDCl3) δ: 9.07 (2H, t), 8.32 (1H, t), 7.62 (1H, d), 7.45-7.37 (2H, m), 3.22-3.15 (2H, m), 2.45 (3H, s), 1.82-1.71 (2H, m), 1.50-1.38 (2H, m), 0.93 (3H, t). Compound 174: 1 H-NMR (CDCl3) δ: 9.07 (1H, d), 9.03 (1H, d), 8.34 (1H, t), 7.56-7.51 (2H, m), 7.36-7.31 (2H, m), 3.62-3.50 (1H, m), 2.44 (3H, s), 2.18-2.07 (2H, m), 2.00-1.88 (2H, m), 1.88-1.76 (2H, m), 1.70-1.61 (2H, m). Compound 175: 1 H-NMR (CDCl3) δ: 9.09 (1H, d), 9.03 (1H, d), 8.30 (1H, t), 7.49-7.42 (1H, m), 7.39-7.30 (2H, m), 3.62-3.49 (1H, m), 2.21-2.06 (2H, m), 2.00-1.76 (4H, m), 1.74-1.61 (2H, m). Compound 176: 1 H-NMR (CDCl3) δ: 9.06 (1H, d), 9.05 (1H, d), 8.32 (1H, t), 7.37-7.27 (3H, m), 3.61-3.50 (1H, m), 2.36 (3H, d), 2.18-2.07 (2H, m), 2.01-1.89 (2H, m), 1.88-1.77 (2H, m), 1.72-1.61 (2H, m). Compound 177: 1H-NMR (CDCl3) δ: 9.06 (1H, d), 9.05 (1H, d), 8.32 (1H, t), 7.62 (1H, d), 7.45-7.37 (2H, m), 3.63-3.49 (1H, m), 2.45 (3H, s), 2.19-2.05 (2H, m), 2.00-1.89 (2H, m), 1.87-1.78 (2H, m), 1.73-1.61 (2H, m). Compound 178: 1 H-NMR (CDCl3) δ: 9.11 (1H, d), 8.99 (1H, d), 8.39 (1H, t), 7.79 (1H, dd), 7.72 (1H, dd), 7.52-7.47 (2H, m), 7.35-7.30 (2H, m), 7.14 (1H, dd), 2.43 (3H, s). Compound 179: 1 H-NMR (CDCl3) δ: 9.12 (1H, d), 8.96 (1H, d), 8.36 (1H, t), 7.79 (1H, dd), 7.73 (1H, dd), 7.44-7.35 (2H, m), 7.18-7.11 (2H, m), 2.37 (3H, d). This compound 180: 1 H-NMR (CDCl3) δ: 9.16 (1H, d), 8.95 (1H, d), 8.35 (1H, t), 7.80 (1H, dd), 7.74 (1H, dd), 7.45-7.39 (1H, m), 7.36-7.30 (2H, m), 7.16 (1H, dd). This compound 181: 1 H-NMR (CDCl3) δ: 9.15 (1H, s), 8.63 (1H, s), 7.55 (1H, t), 7.13 (1H, dd), 7.07-7.02 (1H, m), 3.23-3.15 (2H, m), 2.59 (3H, s), 1.92-1.79 (2H, m), 1.07 (3H, t). Compound 182: 1H-NMR (CDCl3) δ: 9.11 (1H, s), 8.64 (1H, s), 7.33-7.28 (2H, m), 7.21-7.15 (2H, m), 3.23-3.14 (2H, m), 2.59 (3H, s), 2.44 (3H, s), 1.90-1.78 (2H, m), 1.07 (3H, t). Compound 183: LCMS: 296[M+H] + , RT =1.844 min Compound 184: LCMS: 280[M+H] + , RT =1.723 min Compound 185: LCMS: 336[M+H] + , RT =1.966 min Compound 186: LCMS: 320[M+H] + , RT =1.850 points Compound 187: 1 H-NMR (CDCl3) δ: 9.09 (1H, d), 9.08 (1H, d), 8.34 (1H, t), 7.70-7.64 (2H, m), 7.54-7.46 (2H, m), 3.22 (2H, q), 1.36 (3H, t). Compound 188: LCMS: 332[M+H] + , RT =1.915 points Compound 189: 1 H-NMR (CDCl3) δ: 9.11 (1H, d), 8.94 (1H, d), 8.33 (1H, t), 8.04-7.99 (2H, m), 7.70-7.53 (3H, m), 7.46-7.38 (1H, m), 7.35-7.30 (2H, m). This compound 190: 1 H-NMR (CDCl3) δ: 9.13 (1H, d), 8.92 (1H, d), 8.30 (1H, t), 8.04-7.98 (2H, m), 7.69-7.55 (3H, m), 7.25-7.19 (2H, m). This compound 191: 1H-NMR (CDCl3) δ: 9.12 (1H, d), 8.95 (1H, d), 8.34 (1H, t), 8.04-7.99 (2H, m), 7.67-7.62 (1H, m), 7.61-7.53 (3H, m), 7.41-7.30 (2H, m). Compound 192: LCMS: 330[M+H] + , RT =1.992min Compound 193: LCMS: 314[M+H] + , RT =1.863min Compound 194: LCMS: 310[M+H] + , RT =1.965min Compound 195: LCMS: 330[M+H] + , RT =1.980min Compound 196: LCMS: 314[M+H] + , RT =1.872min Compound 197: LCMS: 348[M+H] + , RT =1.987min Compound 198: LCMS: 314[M+H] + , RT =1.857 minutes

[0096] Preparation Example 3: To a mixture of 0.41 g of Compound 4 and 6 mL of chloroform, 0.53 g of mCPBA (75% purity, 25% water content) was added at 0°C and stirred at room temperature for 1 hour. To the resulting mixture, 10 mL of saturated aqueous sodium thiosulfate solution and 10 mL of saturated aqueous sodium bicarbonate solution were added, and the mixture was stirred for 1 hour, followed by extraction with chloroform. The resulting organic layer was washed with saturated brine, dried over sodium sulfate, and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography (hexane:ethyl acetate=1:1) to obtain 0.18 g of Compound 10 and 0.22 g of Compound 11, which are represented by the following formulas: This compound 10: 1 H-NMR (CDCl3) δ: 8.93 (1H, dd), 8.13 (1H, dd), 7.80-7.72 (2H, m), 7.67 (1H, dd), 7.32 (1H, t), 3.16-3.11 (2H, m), 2.35 (3H, d), 1.86-1.75 (2H, m), 1.04 (3H, t).

[0097] This compound 11: 1 H-NMR (CDCl3) δ: 8.79 (1H, d), 7.98-7.95 (1H, m), 7.79-7.72 (2H, m), 7.38 (1H, dd), 7.30 (1H, t), 2.89-2.83 (2H, m), 2.34 (3H, d), 1.98-1.86 (1H, m), 1.77-1.66 (1H, m), 1.09 (3H, t).

[0098] Preparation Example 3-1 Compounds prepared according to Preparation Example 3 and their physical properties are shown below. 1 , X 2 , X 3 , X 4 , R 1 , R 2 , R 3 , R 4A , R 4B , and R 4C A compound in which any of the combinations described in [Table A-3] is present.

[0099]

[0100]

[0101] Here, the mark "*" next to the compound number of the compound shown in Table A-3 above means that it is an N-oxide. Specifically, it is a compound with the following structure.

[0102] This compound 126

[0103] This compound 159

[0104] This compound 12: 1 H-NMR (CDCl3) δ: 8.06-7.91 (5H, m), 7.52-7.46 (2H, m), 3.52 (2H, q), 1.36 (3H, t). Compound 13: 1H-NMR (CDCl3) δ: 8.03-7.92 (4H, m), 7.78 (1H, d), 7.49-7.43 (2H, m), 3.31-3.18 (1H, m), 3.05-2.96 (1H, m), 1.29-1.23 (3H, m). Compound 14: 1 H-NMR (CDCl3) δ: 9.07 (2H, d), 8.32 (1H, t), 7.37-7.27 (3H, m), 3.19-3.12 (2H, m), 2.36 (3H, d), 1.89-1.76 (2H, m), 1.05 (3H, t). Compound 15: 1 H-NMR (CDCl3) δ: 8.93 (1H, s), 8.69 (1H, s), 8.22 (1H, t), 7.35-7.29 (3H, m), 2.96-2.84 (2H, m), 2.35 (3H, d), 1.95-1.82 (1H, m), 1.79-1.69 (1H, m), 1.10 (3H, t). Compound 16: 1 H-NMR (CDCl3) δ: 8.77 (1H, dd), 8.28 (1H, dd), 7.71 (1H, dd), 7.42-7.32 (3H, m), 3.46-3.39 (2H, m), 2.36 (3H, d), 1.87-1.77 (2H, m), 1.05 (3H, t). Compound 17: 1 H-NMR (CDCl3) δ: 8.65 (1H, d), 8.19 (1H, t), 7.55-7.52 (1H, m), 7.47-7.37 (2H, m), 7.35-7.29 (1H, m), 3.18-3.07 (1H, m), 2.98-2.87 (1H, m), 2.35 (3H, s), 2.03-1.88 (1H, m), 1.73-1.62 (1H, m), 1.08 (3H, t). Compound 18: 1 H-NMR (CDCl3) δ: 9.36 (1H, d), 8.34 (1H, d), 7.93-7.82 (2H, m), 7.37 (1H, t), 3.31 (3H, s), 2.38 (3H, d). Compound 19: 1H-NMR (CDCl3) δ: 9.21 (1H, s), 8.40 (1H, s), 7.95-7.87 (2H, m), 7.35 (1H, t), 2.95 (3H, s), 2.37 (3H, d). This compound 20: 1 H-NMR (CDCl3) δ: 9.13 (1H, d), 9.06 (1H, d), 8.34 (1H, t), 7.33-7.25 (2H, m), 3.22-3.15 (2H, m), 1.88-1.78 (2H, m), 1.06 (3H, t). Compound 21: 1 H-NMR (CDCl3) δ: 8.91 (1H, d), 8.74 (1H, d), 8.25 (1H, t), 7.33-7.27 (2H, m), 2.97-2.81 (2H, m), 1.97-1.84 (1H, m), 1.80-1.67 (1H, m), 1.11 (3H, t). Compound 22: 1 H-NMR (CDCl3) δ: 9.24 (1H, s), 9.19 (1H, s), 7.81-7.74 (2H, m), 7.41-7.34 (1H, m), 3.48-3.41 (2H, m), 2.38 (3H, d), 1.94-1.82 (2H, m), 1.08 (3H, t). Compound 23: 1 H-NMR (CDCl3) δ: 9.10 (1H, s), 9.09 (1H, s), 7.75-7.69 (2H, m), 7.35 (1H, t), 3.24-3.12 (1H, m), 3.08-2.98 (1H, m), 2.37 (3H, d), 2.07-1.95 (1H, m), 1.79-1.66 (1H, m), 1.10 (3H, t). Compound 121: 1 H-NMR (CDCl3) δ: 9.12 (1H, d), 9.03 (1H, d), 8.90 (2H, dd), 8.35 (1H, t), 7.84 (2H, dd), 7.38-7.22 (3H, m), 2.35 (3H, d). Compound 122: 1H-NMR (CDCl3) δ: 8.94-8.89 (1H, m), 8.84-8.81 (1H, m), 8.80-8.75 (2H, m), 8.17-8.13 (1H, m), 7.63-7.60 (2H, m), 7.37-7.20 (3H, m), 2.33 (3H, s). Compound 123: 1 H-NMR (CDCl3) δ: 9.09 (1H, d), 8.99 (1H, d), 8.33 (1H, t), 7.83-7.79 (1H, m), 7.73-7.69 (1H, m), 7.59-7.53 (1H, m), 7.36-7.22 (4H, m), 2.35 (3H, d). Compound 124: 1 H-NMR (CDCl3) δ: 8.88 (1H, d), 8.74 (1H, d), 8.16 (1H, t), 7.51-7.45 (3H, m), 7.33-7.17 (4H, m), 2.33 (3H, d). Compound 125: 1 H-NMR (CDCl3) δ: 9.14 (1H, d), 9.02 (1H, d), 8.40 (1H, t), 7.61 (1H, dd), 7.38-7.24 (4H, m), 6.56 (1H, dd), 2.35 (3H, d). Compound 126: 1 H-NMR (CDCl3) δ: 8.66 (1H, t), 8.50 (1H, t), 7.91 (1H, t), 7.67 (1H, dd), 7.38-7.32 (2H, m), 7.26-7.20 (2H, m), 6.61 (1H, dd), 2.35 (3H, d). Compound 127: 1 H-NMR (CDCl3) δ: 9.11 (1H, d), 9.01 (1H, d), 8.35 (1H, t), 8.12 (1H, dd), 7.51 (1H, t), 7.36-7.23 (3H, m), 6.68 (1H, dd), 2.35 (3H, d). Compound 128: 1H-NMR (CDCl3) δ: 8.92 (1H, d), 8.68 (1H, d), 8.23 ​​(1H, t), 7.96 (1H, t), 7.51 (1H, t), 7.36-7.27 (3H, m), 6.45 (1H, dd), 2.34 (3H, d). Compound 129: 1 H-NMR (CDCl3) δ: 9.13 (1H, d), 8.98 (1H, d), 8.37 (1H, t), 7.80 (1H, dd), 7.73 (1H, dd), 7.35-7.24 (3H, m), 7.15 (1H, dd), 2.34 (3H, d). This compound 130: 1 H-NMR (CDCl3) δ: 8.91 (1H, d), 8.70 (1H, d), 8.28 (1H, t), 7.69-7.67 (2H, m), 7.34-7.27 (3H, m), 7.15-7.12 (1H, m), 2.34 (3H, d). This compound 131: 1 H-NMR (CDCl3) δ: 9.10 (1H, d), 8.98 (1H, d), 8.35 (1H, t), 8.21 (1H, dd), 7.46 (1H, dd), 7.40 (1H, dd), 7.35-7.23 (3H, m), 2.35 (3H, d). Compound 132: 1 H-NMR (CDCl3) δ: 8.89 (1H, d), 8.68 (1H, d), 8.21 (1H, t), 7.92 (1H, dd), 7.47 (1H, dd), 7.34-7.25 (3H, m), 7.15 (1H, dd), 2.34 (3H, d). Compound 133: 1 H-NMR (CDCl3) δ: 9.19 (1H, d), 9.02 (1H, d), 8.71-8.69 (1H, m), 8.52 (1H, t), 8.28-8.25 (1H, m), 7.99 (1H, td), 7.54-7.50 (1H, m), 7.36-7.28 (3H, m), 2.34 (3H, d). Compound 134: 1H-NMR (CDCl3) δ: 9.07 (1H, d), 9.04 (1H, d), 8.30 (1H, t), 7.38-7.27 (3H, m), 3.33-3.23 (1H, m), 2.36 (3H, d), 1.37 (6H, d). Compound 135: 1 H-NMR (CDCl3) δ: 9.45 (1H, d), 9.21 (1H, d), 9.05 (1H, d), 8.83 (1H, d), 8.67 (1H, dd), 8.50 (1H, t), 7.38-7.27 (3H, m), 2.35 (3H, d). Compound 136: 1 H-NMR (CDCl3) δ: 8.05-7.98 (2H, m), 7.96-7.91 (1H, m), 7.78-7.68 (2H, m), 7.31 (1H, t), 3.53 (2H, q), 2.35 (3H, d), 1.37 (3H, t). Compound 137: 1 H-NMR (CDCl3) δ: 8.00-7.91 (2H, m), 7.79-7.64 (3H, m), 7.29 (1H, t), 3.28-3.21 (1H, m), 3.05-2.98 (1H, m), 2.34 (3H, d), 1.25 (3H, t). Compound 138: 1 H-NMR (CDCl3) δ: 8.15-7.97 (5H, m), 7.59-7.49 (2H, m), 3.52 (2H, q), 3.16 (3H, s), 3.02 (3H, s), 1.35 (3H, t). Compound 139: 1 H-NMR (CDCl3) δ: 8.12-7.93 (4H, m), 7.85-7.79 (1H, m), 7.56-7.47 (2H, m), 3.31-3.20 (1H, m), 3.16 (3H, s), 3.07-2.96 (4H, m), 1.25 (3H, t). This compound 140: 1H-NMR (CDCl3) δ: 9.52 (1H, d), 8.22 (1H, d), 7.91 (1H, d), 7.83 (1H, d), 7.40 (1H, t), 3.22-3.18 (2H, m), 2.39 (3H, s), 1.89-1.79 (2H, m), 1.08 (3H, t). This compound 141: 1 H-NMR (CDCl3) δ: 9.17 (1H, d), 8.21 (1H, d), 7.92 (1H, dd), 7.84 (1H, dd), 7.37 (1H, t), 3.02-2.85 (2H, m), 2.38 (3H, d), 2.04-1.89 (1H, m), 1.80-1.66 (1H, m), 1.12 (3H, t). Compound 142: LCMS: 295 [M+H] + , RT = 1.804 for compound 143: 1 H-NMR (CDCl3) δ: 9.19 (1H, d), 8.21-8.20 (1H, m), 7.93-7.82 (2H, m), 7.37 (1H, t), 3.03-2.87 (2H, m), 2.37 (3H, s), 2.03-1.88 (1H, m), 1.80-1.64 (1H, m), 1.15-1.08 (3H, m). Compound 144: 1 H-NMR (CDCl3) δ: 8.93 (1H, d), 7.88-7.82 (3H, m), 7.36 (1H, t), 3.61-3.56 (2H, m), 2.38 (3H, d), 2.02-1.92 (2H, m), 1.12 (3H, t). Compound 145: 1 H-NMR (CDCl3) δ: 8.90 (1H, d), 7.88-7.81 (2H, m), 7.71 (1H, d), 7.35 (1H, t), 3.22-3.08 (2H, m), 2.37 (3H, d), 2.10-1.96 (1H, m), 1.83-1.68 (1H, m), 1.10 (3H, t). Compound 158: 1H-NMR (CDCl3) δ: 9.08 (1H, d), 8.96 (1H, d), 8.34 (1H, t), 8.03-8.00 (2H, m), 7.66-7.61 (1H, m), 7.59-7.52 (2H, m), 7.34-7.28 (2H, m), 7.24-7.22 (1H, m), 2.34 (3H, d). Compound 159: 1 H-NMR (CDCl3) δ: 8.59 (1H, t), 8.45 (1H, t), 8.01-8.00 (1H, m), 7.99-7.98 (1H, m), 7.85 (1H, t), 7.71-7.67 (1H, m), 7.62-7.58 (2H, m), 7.38-7.30 (1H, m), 7.24-7.18 (2H, m), 2.35 (3H, d). Compound 163: 1 H-NMR (CDCl3) δ: 9.17 (1H, d), 9.06 (1H, dd), 8.97 (1H, d), 8.83 (1H, t), 8.41 (1H, t), 8.26-8.22 (1H, m), 8.07-7.98 (2H, m), 7.58 (1H, dd), 7.34-7.22 (3H, m), 2.34 (3H, d). Compound 164: 1 H-NMR (CDCl3) δ: 9.08 (1H, d), 9.02 (1H, d), 8.36 (1H, t), 8.11 (1H, dd), 7.52-7.49 (3H, m), 7.33 (2H, d), 6.67 (1H, dd), 2.43 (3H, s). Compound 165: 1 H-NMR (CDCl3) δ: 9.08 (1H, d), 9.00 (1H, d), 8.37 (1H, t), 8.20 (1H, dd), 7.53-7.48 (2H, m), 7.46-7.43 (1H, m), 7.41-7.38 (1H, m), 7.35-7.31 (2H, m), 2.43 (3H, s). Compound 166: 1H-NMR (CDCl3) δ: 9.12 (1H, d), 9.01 (1H, d), 8.36 (1H, t), 8.12 (1H, dd), 7.57-7.48 (5H, m), 6.68 (1H, dd). Compound 167: 1 H-NMR (CDCl3) δ: 9.12 (1H, d), 8.99 (1H, d), 8.37 (1H, t), 8.21 (1H, dd), 7.56-7.45 (5H, m), 7.41 (1H, dd).

[0105] Preparation Example 4 A mixture of 0.21 g of 2-chloro-4-(ethylsulfonyl)pyrimidine, 0.17 g of 4-chlorophenylboronic acid, 0.07 g of {1,1'-bis(diphenylphosphino)ferrocene}dichloropalladium(II), 0.64 g of tripotassium phosphate, and 4 mL of DME was stirred under reflux for 5 hours. Water was added to the resulting mixture, and the mixture was extracted with ethyl acetate. The resulting organic layer was concentrated under reduced pressure, and the resulting residue was subjected to silica gel column chromatography (hexane:ethyl acetate=4:1) to obtain 0.01 g of Compound 24 represented by the following formula: This compound 24: 1 H-NMR (CDCl3) δ: 9.14 (1H, d), 8.44 (2H, dt), 7.89 (1H, d), 7.50 (2H, dt), 3.55 (2H, q), 1.41 (3H, t).

[0106] Preparation Example 5: A mixture of 0.40 g of Intermediate 14, 0.24 mL of 3-bromofluorobenzene, 0.02 g of palladium acetate, 0.11 g of Xantphos, 0.35 g of sodium tert-butoxide, and 5 mL of toluene was stirred under reflux for 7 hours. Ethyl acetate was added to the resulting mixture, and the mixture was filtered through Celite. The filtrate was concentrated under reduced pressure, and the resulting residue was subjected to silica gel column chromatography (hexane:ethyl acetate=2:1) ​​to obtain 0.53 g of Compound 146 represented by the following formula: This compound 146: 1H-NMR (CDCl3) δ: 8.72 (1H, d), 8.56 (1H, d), 7.83 (1H, t), 7.35-7.26 (2H, m), 7.24-7.17 (2H, m), 7.16-7.12 (1H, m), 7.07-7.02 (1H, m), 7.01-6.95 (1H, m), 2.32 (3H, d).

[0107] Preparation Example 5-1 The compound prepared in accordance with Preparation Example 5 and its physical properties are shown below. 1 , X 2 , X 3 , X 4 , R 1 , R 2 , R 3 , R 4A , R 4B , and R 4C A compound in which any of the combinations described in [Table A-9] is present.

[0108] This compound 147: LCMS: 347 [M+H] + , RT = 1.954 min Compound 148: 1 H-NMR (CDCl3) δ: 8.88 (1H, d), 8.71 (1H, d), 8.42 (2H, dd), 8.02 (1H, t), 7.34-7.22 (3H, m), 7.02 (2H, dd), 2.34 (3H, d). Compound 149: 1 H-NMR (CDCl3) δ: 8.60 (1H, d), 8.39 (1H, d), 7.63-7.59 (2H, m), 7.29-7.23 (1H, m), 7.22-7.13 (2H, m), 6.82 (1H, dd), 6.50 (1H, dd), 2.31 (3H, d). Compound 150: 1 H-NMR (CDCl3) δ: 8.57 (1H, d), 8.40 (1H, d), 7.59 (1H, t), 7.52 (1H, d), 7.37-7.34 (1H, m), 7.30-7.08 (4H, m), 2.31 (3H, d). This compound 151: 1H-NMR (CDCl3) δ: 8.57 (1H, d), 8.41 (1H, d), 7.69-7.68 (1H, m), 7.61 (1H, t), 7.56-7.54 (1H, m), 7.30-7.23 (1H, m), 7.21-7.13 (2H, m), 6.48 (1H, dd), 2.32 (3H, d). Compound 152: 1 H-NMR (CDCl3) δ: 8.58 (1H, d), 8.40 (1H, d), 7.61 (1H, t), 7.50 (1H, dd), 7.43 (1H, dd), 7.29-7.23 (1H, m), 7.20-7.13 (2H, m), 7.09 (1H, dd), 2.31 (3H, d). Compound 153: 1 H-NMR (CDCl3) δ: 8.70 (1H, d), 8.66 (1H, d), 8.56-8.53 (2H, m), 7.79 (1H, t), 7.72-7.68 (1H, m), 7.30-7.26 (2H, m), 7.22-7.16 (2H, m), 2.32 (3H, d). Compound 168: 1 H-NMR (CDCl3) δ: 8.61 (1H, d), 8.39 (1H, d), 7.64 (1H, t), 7.48 (1H, dd), 7.44-7.38 (3H, m), 7.29-7.24 (2H, m), 7.09 (1H, dd), 2.40 (3H, s).

[0109] Preparation Example 6: To a mixture of 0.20 g of Intermediate 14, 0.14 mL of 2-propanol, and 3 mL of chloroform, 0.49 g of N-chlorosuccinimide was added at 0°C and stirred at room temperature for 4 hours. Aqueous sodium sulfite and saturated aqueous sodium bicarbonate were added to the resulting mixture, and the mixture was extracted with chloroform. The resulting organic layer was dried over sodium sulfate and concentrated under reduced pressure. To a mixture of the resulting residue, 5 mL of chloroform, and 0.19 mL of triethylamine, 0.11 mL of pyrrolidine was added at 0°C and stirred at room temperature for 2 hours. Aqueous sodium sulfite was added to the resulting mixture, and the mixture was extracted with chloroform. The resulting organic layer was washed with saturated brine, dried over sodium sulfate, and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography (hexane:ethyl acetate=1:1) to obtain 0.23 g of Compound 154, represented by the following formula: This compound 154: 1 H-NMR (CDCl3) δ: 9.02-8.99 (2H, m), 8.25 (1H, t), 7.37-7.26 (3H, m), 3.37-3.29 (4H, m), 2.35 (3H, d), 1.87-1.80 (4H, m).

[0110] Preparation Example 6-1 Compounds prepared according to Preparation Example 6 and their physical properties are shown below. 1 , X 2 , X 3 , X 4 , R 1 , R 2 , R 3 , R 4A , R 4B , and R 4C A compound in which the combination is described in [Table A-10].

[0111] This compound 199: 1 H-NMR (CDCl3) δ: 9.05 (1H, d), 9.01 (1H, d), 8.29 (1H, t), 7.60-7.48 (4H, m), 4.56 (1H, d), 2.78 (3H, d).

[0112] Production Example 7 A mixture of 0.10 g of intermediate 14, 0.05 mL of 2-chloropyrazine, 0.22 g of cesium carbonate, and 2 mL of NMP was stirred at 80°C for 2 hours. Water was added to the resulting mixture, and the mixture was extracted with ethyl acetate. The resulting organic layer was dried over sodium sulfate and concentrated under reduced pressure, and the resulting residue was subjected to silica gel column chromatography (hexane:ethyl acetate=1:1) to obtain 0.12 g of compound 155 represented by the following formula. This compound 155: 1 H-NMR (CDCl3) δ: 8.85 (1H, d), 8.74 (1H, d), 8.44 (1H, d), 8.35 (1H, dd), 8.32 (1H, d), 8.08 (1H, t), 7.33-7.22 (3H, m), 2.34 (3H, d).

[0113] Preparation Example 7-1 The compound prepared according to Preparation Example 7 and its physical properties are shown below. 1 , X 2 , X 3 , X 4 , R 1 , R 2 , R 3 , R 4A , R 4B , and R 4C A compound in which any of the combinations described in [Table A-8] is present.

[0114] This compound 156: 1 H-NMR (CDCl3) δ: 8.81 (1H, d), 8.72 (1H, d), 8.46-8.41 (1H, m), 8.06 (1H, t), 7.54 (1H, td), 7.33-7.21 (3H, m), 7.13-7.05 (2H, m), 2.33 (3H, d). Compound 157: 1 H-NMR (CDCl3) δ: 8.66 (1H, d), 8.59 (1H, d), 7.86 (1H, t), 7.32-7.21 (3H, m), 3.49-3.39 (1H, m), 2.33 (3H, d), 1.34 (6H, d).

[0115] Preparation Example 8: Under a nitrogen atmosphere, 2.4 mL of an isopropylmagnesium chloride lithium chloride complex solution (1.3 M, THF solution) was added to a mixture of 0.5 g of 5-bromo-1,3-difluoro-2-methylbenzene and 5.5 mL of tetrahydrofuran at 0°C, and the mixture was stirred at room temperature for 2 hours. 4 mL of the resulting mixture was added dropwise to a mixture of 0.3 g of Intermediate 12, 27 mg of nickel(II) chloride, 96 mg of zinc(II) chloride, and 3 mL of THF at room temperature, and the mixture was stirred at 60°C for 4.5 hours. Aqueous ammonium chloride solution was added to the resulting mixture, and the mixture was extracted with ethyl acetate. The resulting organic layer was concentrated under reduced pressure, and the resulting residue was subjected to silica gel column chromatography (hexane:ethyl acetate=1:1) to obtain Compound 96 represented by the following formula: Compound 96: LCMS: 298 [M+H] + , RT = 1.791 minutes

[0116] The compounds produced according to the above production methods and production examples and their physical properties are shown below. 1 , X 2 , X 3 , X 4 , R 1 , R 2 , R 3 , R 4A , R 4B , and R 4C is any combination described in [Table A-4], [Table A-5], [Table A-6], and [Table A-7].

[0117]

[0118]

[0119]

[0120] This compound 26: 1 H-NMR (CDCl3) δ: 9.07 (2H, t), 8.32 (1H, t), 7.64-7.58 (2H, m), 7.26-7.20 (2H, m), 3.22 (2H, q), 1.36 (3H, t). Compound 28: LCMS: 367 [M+H] +, RT = 2.486 min Compound 29: LCMS: 323 [M+H] + , RT = 2.414 min Compound 30: LCMS: 327 [M+H] + , RT = 2.316 min Compound 31: LCMS: 365 [M+H] + , RT = 2.402 % Compound 32: LCMS: 387 [M+H] + , RT = 2.444 % Compound 33: LCMS: 433 [M+H] + , RT = 2.452 % Compound 34: LCMS: 339 [M+H] + , RT = 2.322 min Compound 36: LCMS: 305 [MH] - , RT = 1.574 % Compound 37: LCMS: 323 [MH] - , RT = 1.873 Compound 39: LCMS: 233 [M+H] + , RT = 1.919 Compound 40: LCMS: 331 [M+H] + , RT = 1.934 % Compound 41: LCMS: 295 [M+H] + , RT = 1.837 % Compound 42: LCMS: 295 [M+H] + , RT = 1.846 % Compound 43: LCMS: 329 [M+H] + , RT = 1.997 % Compound 44: LCMS: 262 [M+H] + , RT = 2.065 Compound 45: LCMS: 262 [M+H] + , RT = 2.077 Compound 46: LCMS: 295 [M+H] + , RT = 2.068 Compound 47: LCMS: 335 [M+H] + , RT = 1.882 % Compound 48: LCMS: 306 [M+H] + , RT = 1.317 min Compound 50: LCMS: 349 [M+H] + , RT = 1.862 Compound 52: LCMS: 381 [M+H] +, RT = 2.481 min Compound 53: LCMS: 377 [M+H] + , RT = 2.352 min Compound 54: LCMS: 377 [M+H] + , RT = 2.470 min Compound 55: LCMS: 369 [M+H] + , RT = 2.235 min Compound 56: LCMS: 319 [M+H] + , RT = 2.213 min Compound 57: LCMS: 331 [M+H] + , RT = 2.135 min Compound 58: LCMS: 233 [M+H] + , RT = 1.917 min Compound 59: LCMS: 383 [M+H] + , RT = 2.801 min Compound 60: LCMS: 281 [M+H] + , RT = 2.118 min Compound 61: LCMS: 347 [M+H] + , RT = 2.520 min Compound 62: LCMS: 381 [M+H] + , RT = 2.473 min Compound 63: LCMS: 267 [M+H] + , RT = 1.913 min Compound 64: LCMS: 285 [M+H] + , RT = 2.258 min Compound 65: LCMS: 403 [M+H] + , RT = 1.240 minutes

[0121] Reference Production Example 1 A mixture of 1.0 g of 2,4-dichloropyrimidine, 1.1 g of 3-fluoro-4-methylphenylboronic acid, 0.24 g of {1,1'-bis(diphenylphosphino)ferrocene}dichloropalladium(II), 2.9 g of tripotassium phosphate, 20 mL of DME, and 2 mL of water was stirred under reflux for 7 hours. Water was added to the resulting mixture, and the mixture was extracted with ethyl acetate. The resulting organic layer was concentrated under reduced pressure, and the resulting residue was subjected to silica gel column chromatography (hexane:ethyl acetate=2:1) ​​to obtain 1.03 g of Intermediate 1 represented by the following formula: Intermediate 1: 1H-NMR (CDCl3) δ: 8.64 (1H, d), 7.82-7.74 (2H, m), 7.60 (1H, d), 7.33 (1H, t), 2.36 (3H, d).

[0122] Reference Production Example 1-1 The intermediate produced in accordance with Reference Production Example 1 is shown below. Formula (IB-1) In the compound represented by the formula (hereinafter referred to as compound (IB-1)), X 1 , X 2 , X 3 , X 4 , X 5 , R 2 , R 3 , R 4A , R 4B , and R 4C A compound in which any of the combinations described in [Table B-1] is present.

[0123] Intermediate 2: 1 H-NMR (CDCl3) δ: 8.26 (1H, d), 7.38-7.35 (1H, m), 7.34-7.27 (3H, m), 7.11-7.09 (1H, m), 2.35 (3H, d). Intermediate 3: 1 H-NMR (CDCl3) δ: 9.15 (1H, d), 7.84 (1H, d), 7.79 (1H, dd), 7.73 (1H, dd), 7.35 (1H, t), 2.37 (3H, d).

[0124] Reference Production Example 2 Under a nitrogen atmosphere, 0.50 mL of 1-propanethiol was added to a mixture of 0.31 g of sodium hydride (oil, 60%) and 10 mL of DMF at 0°C, and the mixture was stirred at room temperature for 30 minutes. 1.0 g of 2-bromo-4-chloropyridine was added to the resulting mixture, and the mixture was stirred at room temperature for 2 hours. Water was added to the resulting mixture, and the mixture was extracted with ethyl acetate. The resulting organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography (hexane:ethyl acetate=3:1) to obtain 1.1 g of intermediate 4 represented by the following formula: Intermediate 4: 1H-NMR (CDCl3) δ: 8.12 (1H, d), 7.26 (1H, d), 7.04 (1H, dd), 2.95 (2H, t), 1.81-1.71 (2H, m), 1.08 (3H, t).

[0125] Reference Production Example 2-1 The intermediate produced in accordance with Reference Production Example 2 is shown below. Formula (IB-2) In the compound represented by the formula (hereinafter referred to as compound (IB-2)), X 1 , X 2 , X 3 , X 4 , X 6 , and R 1 A compound in which any of the combinations described in [Table B-2] is present.

[0126] Intermediate 5: 1 H-NMR (CDCl3) δ: 8.40 (1H, d), 8.35 (1H, d), 7.59 (1H, t), 2.93 (2H, t), 1.76-1.65 (2H, m), 1.05 (3H, t). Intermediate 6: 1 H-NMR (CDCl3) δ: 8.34 (1H, s), 8.27 (1H, s), 3.15 (2H, t), 1.80-1.70 (2H, m), 1.05 (3H, t). Intermediate 7: 1 H-NMR (CDCl3) δ: 8.88 (1H, d), 7.21 (1H, d), 3.00 (2H, t), 1.85-1.75 (2H, m), 1.11 (3H, t). Intermediate 9: 1 H-NMR (CDCl3) δ: 8.32 (1H, s), 8.18 (1H, s), 3.16 (2H, t), 1.81-1.70 (2H, m), 1.05 (3H, t). Intermediate 10: 1 H-NMR (CDCl3) δ: 8.46 (1H, d), 8.39 (1H, d), 7.68 (1H, t), 7.21-7.16 (2H, m), 6.86-6.81 (2H, m), 4.08 (2H, s), 3.79 (3H, s). Intermediate 15: 1H-NMR (CDCl3) δ: 8.44 (1H, d), 8.43 (1H, d), 7.74 (1H, t), 2.94 (2H, t), 1.70-1.61 (2H, m), 1.51-1.41 (2H, m), 0.94 (3H, t). Intermediate 16: 1 H-NMR (CDCl3) δ: 8.47-8.44 (2H, m), 7.78 (1H, t), 3.66-3.56 (1H, m), 2.18-2.05 (2H, m), 1.86-1.73 (2H, m), 1.71-1.56 (4H, m). Intermediate 17: 1 H-NMR (CDCl3) δ: 8.47 (1H, d), 8.39 (1H, d), 7.63 (1H, t), 7.47-7.36 (5H, m). Intermediate 18: 1 H-NMR (CDCl3) δ: 8.43 (1H, d), 8.33 (1H, d), 7.56 (1H, dd), 7.53 (1H, t), 7.35 (1H, dd), 7.13 (1H, dd). Intermediate 19: 1 H-NMR (CDCl3) δ: 8.48 (1H, s), 8.36 (1H, s), 2.90 (2H, t), 2.50 (3H, s), 1.75-1.63 (2H, m), 1.05 (3H, t).

[0127] Reference Production Example 3: To a mixture of 1.49 g of 2,4-dichloropyrimidine and 20 mL of DMSO, 1.16 g of sodium ethanesulfinate was added and stirred at room temperature for 8 hours. 20 mL of saturated brine was added to the resulting mixture, which was then extracted with MTBE. The resulting organic layer was dried over sodium sulfate and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography (hexane:ethyl acetate=1:1) to obtain 0.76 g of intermediate 8 represented by the following formula: Intermediate 8: 1 H-NMR (CDCl3) δ: 9.00 (1H, d), 7.97 (1H, d), 3.51 (2H, q), 1.39 (3H, t).

[0128] Reference Production Example 4: To a mixture of 18.5 g of 2-chloro-6-(propylthio)pyrazine and 250 mL of chloroform, 48.8 g of mCPBA (75% purity, 25% water content) was added at 0°C, and the mixture was stirred at room temperature for 2 hours. 1.43 g of mCPBA (75% purity, 25% water content) was added to the resulting mixture, and the mixture was allowed to stand overnight. 400 mL of saturated aqueous sodium bicarbonate solution was added to the resulting mixture, and the mixture was stirred for 1 hour, followed by extraction with chloroform. The resulting organic layer was washed with saturated brine, dried over sodium sulfate, and concentrated under reduced pressure to obtain 24.7 g of Intermediate 11. Intermediate 11: 1 H-NMR (CDCl3) δ: 9.18 (1H, s), 8.86 (1H, s), 3.39 (2H, q), 1.85 (2H, m), 1.08 (3H, t).

[0129] Reference Production Example 4-1 The intermediate produced in accordance with Reference Production Example 4 is shown below. Formula (IB-3) In the compound represented by the formula (hereinafter referred to as compound (IB-3)), X 1 , X 2 , X 3 , X 4 , X 6 , and R 1 A compound in which any of the combinations described in [Table B-3] is present.

[0130] Intermediate 12: 1 H-NMR (CDCl3) δ: 9.02 (1H, d), 8.95 (1H, d), 8.34 (1H, t), 3.22-3.17 (2H, q), 1.35 (3H, t). Intermediate 13: 1 H-NMR (CDCl3) δ: 9.01 (1H, d), 8.94 (1H, d), 8.33 (1H, t), 3.16-3.11 (2H, m), 1.85-1.75 (2H, m), 1.05 (3H, t). Intermediate 20: 1H-NMR (CDCl3) δ: 9.02 (1H, d), 8.95 (1H, d), 8.34 (1H, t), 3.20-3.12 (2H, m), 1.81-1.67 (2H, m), 1.51-1.38 (2H, m), 0.93 (3H, t). Intermediate 21: 1 H-NMR (CDCl3) δ: 9.01 (1H, d), 8.93 (1H, d), 8.33 (1H, t), 3.57-3.49 (1H, m), 2.15-2.03 (2H, m), 1.99-1.77 (4H, m), 1.73-1.59 (2H, m). Intermediate 22: 1 H-NMR (CDCl3) δ: 9.03 (1H, d), 8.83 (1H, d), 8.34 (1H, t), 8.00-7.96 (2H, m), 7.69-7.63 (1H, m), 7.62-7.55 (2H, m). Intermediate 23: 1 H-NMR (CDCl3) δ: 9.08 (1H, d), 8.85 (1H, d), 8.37 (1H, t), 7.80-7.74 (2H, m), 7.19-7.14 (1H, m). Intermediate 24: 1 H-NMR (CDCl3) δ: 9.05 (1H, s), 8.91 (1H, s), 3.18-3.12 (2H, m), 2.79 (3H, s), 1.85-1.75 (2H, m), 1.05 (3H, t).

[0131] Reference Preparation Example 5: To a mixture of 0.7 g of the present compound 120 and 10 mL of toluene, 0.41 g of aluminum chloride was added at room temperature, and the mixture was stirred overnight at room temperature. The resulting mixture was added dropwise to ice water, and 5% aqueous sodium hydroxide solution was added. The resulting mixture was stirred at room temperature for 1 hour, neutralized with 1 M hydrochloric acid, and then extracted with ethyl acetate. The resulting organic layer was washed with saturated brine, dried over sodium sulfate, and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography (hexane:ethyl acetate=1:3) to obtain 0.38 g of intermediate 14 represented by the following formula: Intermediate 14: 1H-NMR (CDCl3) δ: 8.59 (1H, d), 8.48 (1H, d), 7.76 (1H, t), 7.33-7.18 (3H, m), 3.49 (1H, s), 2.33 (3H, d).

[0132] Reference Production Example 5-1 The intermediate produced in accordance with Reference Production Example 5 is shown below. Formula (IB-4) In the compound represented by the formula (hereinafter referred to as compound (IB-4)), X 1 , X 2 , X 3 , X 4 , R ２ , R ３ , R ４Ａ , R ４Ｂ , and R ４Ｃ A compound in which any of the combinations described in [Table B-4] is present.

[0133] Intermediate 25: 1 H-NMR (CDCl3) δ: 8.59 (1H, d), 8.50 (1H, d), 7.76 (1H, t), 7.51-7.44 (4H, m), 3.50 (1H, s). Intermediate 26: 1 H-NMR (CDCl3) δ: 8.61 (1H, d), 8.46 (1H, d), 7.78 (1H, t), 7.47-7.43 (2H, m), 7.31-7.27 (2H, m), 3.48 (1H, s), 2.41 (3H, s).

[0134] The present compounds and examples of the present compounds produced according to the above-mentioned production methods and production examples are shown below. In the compound shown in the formula (hereinafter referred to as compound (A-1)), n is 0, and R 6 , R 7 , and R 8 are each a hydrogen atom, and R 1 , R 4A , R 4B , R 4C , R 2 and R 3 The combination of the above is any one of the combinations described in Combination A (hereinafter referred to as compound group SX1).

[0135] Combination A consists of substituent numbers A1 to A1863. Substituent numbers A1 to A1863 refer to R in the compounds represented by formula (A-1), (A-2), (A-3), (A-4), (A-5), (A-6), (A-7), (A-8), (A-9), and (A-10). 1 , R 4A , R 4B , R 4C , R 2 and R 3 The following represents a combination of [Substituent Number; R 1 , R 4A , R 4B , R 4C , R 2 , R 3 For example, the substituent number A5 is R 1 is an ethyl group, and R 4A , R 4B , and R 4C are each a methyl group, and R 2 and R 3 represents a combination in which the atom is a hydrogen atom.

[0136] Combination A [A1;Et,Me,H,H,H,H], [A2;Et,H,Me,H,H,H], [A3;Et,Me,Me,H,H,H], [A4;Et,Me,H,Me,H,H], [A5;Et,Me,Me,Me,H,H], [A6;Et,F,H,H,H,H], [A7;Et,H,F,H,H,H], [A8;Et,F,F,H,H,H], [A9;Et,F,H,F,H,H], [A10;Et,F,F,H,H], [A11;Et,Cl,H,H,H], [A12;Et,H,Cl,H,H,H], [A13;Et,Cl,Cl,H,H ,H] [A14;Et,Cl,H,Cl,H,H] [A15;Et,Cl,Cl,Cl,H,H] [A16;Et,Br,H,H,H,H] [A17;Et,H,Br,H,H,H] [A18;Et,Br,Br,H,H,H] [A19;Et,Br,H,Br H,H] [A20;Et,Br,Br,Br,H,H] [A21;Et,I,H,H,H,H] [A22;Et,H,I,H,H,H] [A23;Et,I,I,H,H,H] [A24;Et,I,H,I,H,H] [A25;Et,I,I,I,H,H] [A 26;Et,Et,H,H,H,H] [A27;Et,H,Et,H,H,H] [A28;Et,Et,H,Et,H,H] [A29;Et,CF3,H,H,H,H] [A30;Et,H,CF3,H,H,H] [A31;Et,CF3,H,CF3,H,H]、 [A32;Et,c-Pr,H,H,H,H] [A33;Et,H,c-Pr,H,H,H] [A34;Et,OMe,H,H,H,H] [A35;Et,H,OMe,H,H,H] [A36;Et,OMe,H,OMe,H,H] [A37;Et,SMe,H,H ,H,H]. .Et,H,CN,H,H,H]、[A49;Et,NO2,H,H,H,H]、[A50;Et,H,NO2,H,H,H]、[A51;Et,NH2,H,H,H,H]、[A52;Et,H,NH2,H,H,H]、[A53;Et,NMe2,H,H,H,H]、[A54;Et,H,NMe2,H,H,H]、[A55;Et,Ph,H,H,H,H]、[A56;Et,H,Ph,H,H,H]、[A57;Et,OPh,H,H,H,H]、[A58;Et,H,OPh,H,H,H]、[A59;Et,Me,F,H,H,H]、[A60;Et,Me,H,F,H,H]、[A61;Et,Me,F,F,H,H]、[A62;Et,Me,Cl,H,H,H]、[A63;Et,Me,H,Cl,H,H]、[A64;Et,Me,Cl,Cl,H,H]、[A65;Et,Me,Br,H,H,H]、[A66;Et,Me,H,Br,H,H]、[A67;Et,Me,Br,Br,H,H]、[A68;Et,Me,I,H,H,H]、[A69;Et,Me,H,I,H,H]、[A70;Et,Me,I,I,H,H]、[A71;Et,Me,F,Me,H,H]、[A72;Et,Me,Cl,Me,H,H]、[A73;Et,Me,Br,Me,H,H]、[A74;Et,Me,I,Me,H,H]、[A75;Et,Me,Me,F,H,H]、[A76;Et,Me,Me,Cl,H,H]、[A77;Et,Me,Me,Br,H,H]、[A78;Et,Me,Me,I,H,H]、[A79;Et,F,Me,H,H,H]、[A80;Et,F,Me,F,H,H]、[A81;Et,Cl,Me,H,H,H]、[A82;Et,Cl,Me,Cl,H,H]、[A83;Et,Br,Me,H,H,H]、[A84;Et,Br,Me,Br,H,H]、[A85;Et,I,Me,H,H,H]、[A86;Et,I,Me,I,H,H]、[A87;Et,F,Cl,H,H,H]、[A88;Et,F,H,Cl,H,H]、[A89;Et,F,Cl,Cl,H,H]、[A90;Et,F,Br,H,H,H]、[A91;Et,F,H,Br,H,H]、[A92;Et,F,Br,Br,H,H]、[A93;Et,F,I,H,H,H]、[A94;Et,F,H,I,H,H]、[A95;Et,F,I,I,H,H]、[A96;Et,F,F,F,H,H]、[A97;Et,F,Cl,F,H,H]、[A98;Et,F,Br,F,H,H]、[A99;Et,F,I,F,H,H]、[A100;Et,F,F,Cl,H,H]、[A101;Et,F,F,Br,H,H]、[A102;Et,F,F,I,H,H]、[A103;Et,Cl,F,H,H,H]、[A104;Et,Cl,F,Cl,H,H]、[A105;Et,Br,F,H,H,H]、[A106;Et,Br,F,Br,H,H]、[A107;Et,I,F,H,H,H]、[A108;Et,I,F,I,H,H]、[A109;Et,Cl,Br,H,H,H]、[A110;Et,Cl,H,Br,H,H]、[A111;Et,Cl,Br,Br,H,H]、[A112;Et,Cl,I,H,H,H]、[A113;Et,Cl,H,I,H,H]、[A114;Et,Cl,I,I,H,H]、[A115;Et,Br,Cl,H,H,H]、[A116;Et,Br,Cl,Br,H,H]、[A117;Et,I,Cl,H,H,H]、[A118;Et,I,Cl,I,H,H]、[A119;Et,Cl,Cl,Br,H,H]、[A120;Et,Cl,Cl,I,H,H]、[A121;Et,Cl,Br,Cl,H,H]、[A122;Et,Cl,I,Cl,H,H]、[A123;Et,Br,I,H,H,H]、[A124;Et,Br,H,I,H,H]、[A125;Et,Br,I,I,H,H]、[A126;Et,Br,Br,I,H,H]、[A127;Et,Br,I,Br,H,H]、[A128;Et,Me,Me,H,F,H]、[A129;Et,Me,H,Me,F,H]、[A130;Et,Me,Me,Me,F,H]、[A131;Et,F,F,H,F,H]、[A132;Et,F,H,F,F,H]、[A133;Et,Cl,Cl,H,F,H]、[A134;Et,Cl,H,Cl,F,H]、[A135;Et,Br,Br,H,F,H]、[A136;Et,Br,H,Br,F,H]、[A137;Et,I,I,H,F,H]、[A138;Et,I,H,I,F,H]、[A139;Et,F,Me,F,F,H]、[A140;Et,F,F,F,F,H]、[A141;Et,F,Cl,F,F,H]、[A142;Et,F,Br,F,F,H]、[A143;Et,F,I,F,F,H]、[A144;Pr,Me,H,H,H,H]、[A145;Pr,H,Me,H,H,H]、[A146;Pr,Me,Me,H,H,H]、[A147;Pr,Me,H,Me,H,H]、[A148;Pr,Me,Me,Me,H,H]、[A149;Pr,F,H,H,H,H]、[A150;Pr,H,F,H,H,H]、[A151;Pr,F,F,H,H,H]、[A152;Pr,F,H,F,H,H]、[A153;Pr,F,F,F,H,H]、[A154;Pr,Cl,H,H,H,H]、[A155;Pr,H,Cl,H,H,H]、[A156;Pr,Cl,Cl,H,H,H]、[A157;Pr,Cl,H,Cl,H,H]、[A158;Pr,Cl,Cl,Cl,H,H]、[A159;Pr,Br,H,H,H,H]、[A160;Pr,H,Br,H,H,H]、[A161;Pr,Br,Br,H,H,H]、[A162;Pr,Br,H,Br,H,H]、[A163;Pr,Br,Br,Br,H,H]、[A164;Pr,I,H,H,H,H]、[A165;Pr,H,I,H,H,H]、[A166;Pr,I,I,H,H,H]、[A167;Pr,I,H,I,H,H]、[A168;Pr,I,I,I,H,H]、[A169;Pr,Et,H,H,H,H]、[A170;Pr,H,Et,H,H,H]、[A171;Pr,Et,H,Et,H,H]、[A172;Pr,CF3,H,H,H,H]、[A173;Pr,H,CF3,H,H,H]、[A174;Pr,CF3,H,CF3,H,H]、[A175;Pr,c-Pr,H,H,H,H]、[A176;Pr,H,c-Pr,H,H,H]、[A177;Pr,OMe,H,H,H,H]、[A178;Pr,H,OMe,H,H,H]、[A179;Pr,OMe,H,OMe,H,H]、[A180;Pr,SMe,H,H,H,H]、[A181;Pr,H,SMe,H,H,H]、[A182;Pr,S(O)Me,H,H,H,H]、[A183;Pr,H,S(O)Me,H,H,H]、[A184;Pr,S(O)2Me,H,H,H,H]、[A185;Pr,H,S(O)2Me,H,H,H]、[A186;Pr,C(O)OMe,H,H,H,H]、[A187;Pr,H,C(O)OMe,H,H,H]、[A188;Pr,C(O)Me,H,H,H,H]、[A189;Pr,H,C(O)Me,H,H,H]、[A190;Pr,CN,H,H,H,H]、[A191;Pr,H,CN,H,H,H]、[A192;Pr,NO2,H,H,H,H]、[A193;Pr,H,NO2,H,H,H]、[A194;Pr,NH2 ,H,H,H,H]、[A195;Pr,H,NH2,H,H,H]、[A196;Pr,NMe2,H,H,H,H]、[A197;Pr,H,NMe2,H,H,H]、[A198;Pr,Ph,H,H,H,H]、[A199;Pr,H,Ph,H,H,H]、[A200;Pr,OPh,H,H,H,H]、 [A201;Pr,H,OPh,H,H,H]、[A202;Pr,Me,F,H,H,H]、[A203;Pr,Me,H,F,H,H]、[A204;Pr,Me,F,F,H,H]、[A205;Pr,Me,Cl,H,H,H]、[A206;Pr,Me,H,Cl,H,H]、[A207;Pr,Me,Cl,Cl,H,H]、[A208;Pr,Me,Br,H,H,H]、[A 209;Pr,Me,H,Br,H,H]、[A210;Pr,Me,Br,Br,H,H]、[A211;Pr,Me,I,H,H,H]、[A212;Pr,Me,H,I,H,H]、[A213;Pr,Me,I,I,H,H]、[A214;Pr,Me,F,Me,H,H]、[A215;Pr,Me,Cl,Me,H,H]、[A216;Pr,Me,Br,Me,H,H]、[A2 17;Pr,Me,I,Me,H,H]、[A218;Pr,Me,Me,F,H,H]、[A219;Pr,Me,Me,Cl,H,H]、[A220;Pr,Me,Me,Br,H,H]、[A221;Pr,Me,Me,I,H,H]、[A222;Pr,F,Me,H,H,H]、[A223;Pr,F,Me,F,H,H]、[A224;Pr,Cl,Me,H,H,H]、[A2 25;Pr,Cl,Me,Cl,H,H] [A226;Pr,Br,Me,H,H,H] [A227;Pr,Br,Me,Br,H,H] [A228;Pr,I,Me,H,H,H] [A 229;Pr,I,Me,I,H,H] [A230;Pr,F,Cl,H,H,H] [A231;Pr,F,H,Cl,H,H] [A232;Pr,F,Cl,Cl,H,H] [A233;Pr,F,Br,H,H,H]、[A234;Pr,F,H,Br,H,H]、[A235;Pr,F,Br,Br,H,H]、[A236;Pr,F,I,H,H,H]、[A237;Pr,F,H,I,H,H]、[A238;Pr,F,I,I,H,H]、[A239;Pr,F,F,F,H,H]、[A240;Pr,F,Cl,F,H,H]、[A241;Pr,F,Br,F,H,H]、[A242;Pr,F,I,F,H,H]、[A243;Pr,F,F,Cl,H,H]、[A244;Pr,F,F,Br,H,H]、[A245;Pr,F,F,I,H,H]、[A246;Pr,Cl,F,H,H,H]、[A247;Pr,Cl,F,Cl,H,H]、[A248;Pr,Br,F,H,H,H]、[A249;Pr,Br,F,Br,H,H]、[A250;Pr,I,F,H,H,H]、[A251;Pr,I,F,I,H,H]、[A252;Pr,Cl,Br,H,H,H]、[A253;Pr,Cl,H,Br,H,H]、[A254;Pr,Cl,Br,Br,H,H]、[A255;Pr,Cl,I,H,H,H]、[A256;Pr,Cl,H,I,H,H]、[A257;Pr,Cl,I,I,H,H]、[A258;Pr,Br,Cl,H,H,H]、[A259;Pr,Br,Cl,Br,H,H]、[A260;Pr,I,Cl,H,H,H]、[A261;Pr,I,Cl,I,H,H]、[A262;Pr,Cl,Cl,Br,H,H]、[A263;Pr,Cl,Cl,I,H,H]、[A264;Pr,Cl,Br,Cl,H,H]、[A265;Pr,Cl,I,Cl,H,H]、[A266;Pr,Br,I,H,H,H]、[A267;Pr,Br,H,I,H,H]、[A268;Pr,Br,I,I,H,H]、[A269;Pr,Br,Br,I,H,H]、[A270;Pr,Br,I,Br,H,H]、[A271;Pr,Me,Me,H,F,H]、[A272;Pr,Me,H,Me,F,H]、[A273;Pr,Me,Me,Me,F,H]、[A274;Pr,F,F,H,F,H]、[A275;Pr,F,H,F,F,H]、[A276;Pr,Cl,Cl,H,F,H]、[A277;Pr,Cl,H,Cl,F,H]、[A278;Pr,Br,Br,H,F,H]、[A279;Pr,Br,H,Br,F,H]、[A280;Pr,I,I,H,F,H]、[A281;Pr,I,H,I,F,H]、[A282;Pr,F,Me,F,F,H]、[A283;Pr,F,F,F,F,H]、[A284;Pr,F,Cl,F,F,H]、[A285;Pr,F,Br,F,F,H]、[A286;Pr,F,I,F,F,H]、[A287;CH=CH2,Me,Me,H,H,H]、[A288;CH=CH2,Me,H,Me,H,H]、[A289;CH=CH; 2,Me,Me,Me,H,H]、[A290;CH=CH2,F,F,H,H,H]、[A291;CH=CH2,F,H,F,H,H]、[A292;CH=CH2,Cl,Cl,H,H,H]、[A293;CH=CH2,Cl,H,Cl,H,H]、[A294;CH=CH2,Br,Br,H,H,H]、[A295;CH=CH2,Br,H,Br,H,H]、[A296;CH=CH2,I,I,H,H,H]、[A297;CH=CH2,I,H,I,H,H]、[A298;CH=CH2,F,Me,F,H,H]、[A299;CH=CH2,F,F,F,H,H]、[A300;CH=CH2,F,Cl,F,H,H]、[A301;CH=CH2,F,Br,F,H,H]、[A302;CH=CH2,F,I,F,H,H]、[A303;CH=CH2,F,Me,H,H,H]、[A304;CH=CHCH3,Me,Me,H,H,H]、[A305;CH=CHCH3,Me,H,Me,H,H]、[A306;CH=CHCH3,Me,Me,Me,H,H]、[A307;CH=CHCH3,F,F,H,H,H]、[A308;CH=CHCH3,F,H,F,H,H]、[A309;CH=CHCH3,Cl,Cl,H,H,H]、[A310;CH=CHCH3,Cl,H,Cl,H,H]、[A311;CH=CHCH3,Br,Br,H,H,H]、[A312;CH=CHCH3,Br,H,Br,H,H]、[A313;CH=CHCH3,I,I,H,H,H]、[A314;CH=CHCH3,I,H,I,H,H]、[A315;CH=CHCH3,F,Me,F,H,H]、[A316;CH=CHCH3,F,F,F,H,H]、[A317;CH=CHCH3,F,Cl,F,H,H]、[A318;CH=CHCH3,F,Br,F,H,H]、[A319;CH=CHCH3,F,I,F,H,H]、[A320;CH=CHCH3,F,Me,H,H,H]、[A321;CH2CH=CH2,Me,Me,H,H,H]、[A322;CH2CH=CH2,Me,H,Me,H,H]、[A323;CH2CH=CH2,Me,Me,Me,H,H]、[A324;CH2CH=CH2,F,F,H,H,H]、[A325;CH2CH=CH2,F,H,F,H,H]、[A326;CH2CH=CH2,Cl,Cl,H,H,H]、[A327;CH2CH=CH2,Cl,H,Cl,H,H]、[A328;CH2CH=CH2,Br,Br,H,H,H]、[A329;CH2CH=CH2,Br,H,Br,H,H]、[A330;CH2CH=CH2,I,I,H,H,H]、[A331;CH2CH=CH2,I,H,I,H,H]、[A332;CH2CH=CH2,F,Me,F,H,H]、[A333;CH2CH=CH2,F,F,F,H,H]、[A334;CH2CH=CH2,F,Cl,F,H,H]、[A335;CH2CH=CH2,F,Br,F,H,H]、[A336;CH2CH=CH2,F,I,F,H,H]、[A337;CH2CH=CH2,F,Me,H,H,H]、[A338;i-Pr,Me,Me,H,H,H]、[A339;i-Pr,Me,H,Me,H,H]、[A340;i-Pr,Me,Me,Me,H,H]、[A341;i-Pr,F,F,H,H,H]、[A342;i-Pr,F,H,F,H,H]、[A343;i-Pr,Cl,Cl,H,H,H]、[A344;i-Pr,Cl,H,Cl,H,H]、[A345;i-Pr,Br,Br,H,H,H]、[A346;i-Pr,Br,H,Br,H,H]、[A347;i-Pr,I,I,H,H,H]、[A348;i-Pr,I,H,I,H,H]、[A349;i-Pr,F,Me,F,H,H]、[A350;i-Pr,F,F,F,H,H]、[A351;i-Pr,F,Cl,F,H,H]、[A352;i-Pr,F,Br,F,H,H]、[A353;i-Pr,F,I,F,H,H]、[A354;i-Pr,F,Me,H,H,H]、[A355;Bu,Me,Me,H,H,H]、[A356;Bu,Me,H,Me,H,H]、[A357;Bu,Me,Me,Me,H,H]、[A358;Bu,F,F,H,H,H]、[A359;Bu,F,H,F,H,H]、[A360;Bu,Cl,Cl,H,H,H]、[A361;Bu,Cl,H,Cl,H,H]、[A362;Bu,Br,Br,H,H,H]、[A363;Bu,Br,H,Br,H,H]、[A364;Bu,I,I,H,H,H]、[A365;Bu,I,H,I,H,H]、[A366;Bu,F,Me,F,H,H]、[A367;Bu,F,F,F,H,H]、[A368;Bu,F,Cl,F,H,H]、[A369;Bu,F,Br,F,H,H]、[A370;Bu,F,I,F,H,H]、[A371;Bu,F,Me,H,H,H]、[A372;i-Bu,Me,Me,H,H,H]、[A373;i-Bu,Me,H,Me,H,H]、[A374;i-Bu,Me,Me,Me,H,H]、[A375;i-Bu,F,F,H,H,H]、[A376;i-Bu,F,H,F,H,H]、[A377;i-Bu,Cl,Cl,H,H,H]、[A378;i-Bu,Cl,H,Cl,H,H]、[A379;i-Bu,Br,Br,H,H,H]、[A380;i-Bu,Br,H,Br,H,H]、[A381;i-Bu,I,I,H,H,H]、[A382;i-Bu,I,H,I,H,H]、[A383;i-Bu,F,Me,F,H,H]、[A384;i-Bu,F,F,F,H,H]、[A385;i-Bu,F,Cl,F,H,H]、[A386;i-Bu,F,Br,F,H,H]、[A387;i-Bu,F,I,F,H,H]、[A388;i-Bu,F,Me,H,H,H]、[A389;s-Bu,Me,Me,H,H,H]、[A390;s-Bu,Me,H,Me,H,H]、[A391;s-Bu,Me,Me,Me,H,H]、[A392;s-Bu,F,F,H,H,H]、[A393;s-Bu,F,H,F,H,H]、[A394;s-Bu,Cl,Cl,H,H,H]、[A395;s-Bu,Cl,H,Cl,H,H]、[A396;s-Bu,Br,Br,H,H,H]、[A397;s-Bu,Br,H,Br,H,H]、[A398;s-Bu,I,I,H,H,H]、[A399;s-Bu,I,H,I,H,H]、[A400;s-Bu,F,Me,F,H,H]、 [A401;s-Bu,F,F,F,H,H]、[A402;s-Bu,F,Cl,F,H,H]、[A403;s-Bu,F,Br,F,H,H]、[A404;s-Bu,F,I,F,H,H]、[A405;s-Bu,F,Me,H,H,H]、[A406;c-Pr,Me,Me,H,H,H]、[A407;c-Pr,Me,H,Me,H,H]、[A408;c-Pr,Me,Me,Me,H,H]、[A409;c-Pr,F,F,H,H,H]、[A410;c-Pr,F,H,F,H,H]、[A411;c-Pr,Cl,Cl,H,H,H]、[A412;c-Pr,Cl,H,Cl,H,H]、[A413;c-Pr,Br,Br,H,H,H]、[A414;c-Pr,Br,H,Br,H,H]、[A415;c-Pr,I,I,H,H,H]、[A416;c-Pr,I,H,I,H,H]、[A417;c-Pr,F,Me,F,H,H]、[A418;c-Pr,F,F,F,H,H]、[A419;c-Pr,F,Cl,F,H,H]、[A420;c-Pr,F,Br,F,H,H]、[A421;c-Pr,F,I,F,H,H]、[A422;c-Pr,F,Me,H,H,H]、[A423;CH2(c-Pr),Me,Me,H,H,H]、[A424;CH2(c-Pr),Me,H,Me,H,H]、[A425;CH2(c-Pr),Me,Me,Me,H,H]、[A426;CH2(c-Pr),F,F,H,H,H]、[A427;CH2(c-Pr),F,H,F,H,H]、[A428;CH2(c-Pr),Cl,Cl,H,H,H]、[A429;CH2(c-Pr),Cl,H,Cl,H,H]、[A430;CH2(c-Pr),Br,Br,H,H,H]、[A431;CH2(c-Pr),Br,H,Br,H,H]、[A432;CH2(c-Pr),I,I,H,H,H]、[A433;CH2(c-Pr),I,H,I,H,H]、[A434;CH2(c-Pr),F,Me,F,H,H]、[A435;CH2(c-Pr),F,F,F,H,H]、[A436;CH2(c-Pr),F,Cl,F,H,H]、[A437;CH2(c-Pr),F,Br,F,H,H]、[A438;CH2(c-Pr),F,I,F,H,H]、[A439;CH2(c-Pr),F,Me,H,H,H]、[A440;Bn,Me,Me,H,H,H]、[A441;Bn,Me,H,Me,H,H]、[A442;Bn,Me,Me,Me,H,H]、[A443;Bn,F,F,H,H,H]、[A444;Bn,F,H,F,H,H]、[A445;Bn,Cl,Cl,H,H,H]、[A446;Bn,Cl,H,Cl,H,H]、[A447;Bn,Br,Br,H,H,H]、[A448;Bn,Br,H,Br,H,H]、[A449;Bn,I,I,H,H,H]、[A450;Bn,I,H,I,H,H]、[A451;Bn,F,Me,F,H,H]、[A452;Bn,F,F,F,H,H]、[A453;Bn,F,Cl,F,H,H]、[A454;Bn,F,Br,F,H,H]、[A455;Bn,F,I,F,H,H]、[A456;Bn,F,Me,H,H,H]、[A457;Me,Me,H,H,H,H]、[A458;Me,H,Me,H,H,H]、[A459;Me,Me,Me,H,H,H]、[A460;Me,Me,H,Me,H,H]、[A461;Me,Me,Me,Me,H,H]、[A462;Me,F,H,H,H,H]、[A463;Me,H,F,H,H,H]、[A464;Me,F,F,H,H,H]、[A465;Me,F,H,F,H,H]、[A466;Me,F,F,F,H,H]、[A467;Me,Cl,H,H,H,H]、[A468;Me,H,Cl,H,H,H]、[A469;Me,Cl,Cl,H,H,H]、[A470;Me,Cl,H,Cl,H,H]、[A471;Me,Cl,Cl,Cl,H,H]、[A472;Me,Br,H,H,H,H]、[A473;Me,H,Br,H,H,H]、[A474;Me,Br,Br,H,H,H]、[A475;Me,Br,H,Br,H,H]、[A476;Me,Br,Br,Br,H,H]、[A477;Me,I,H,H,H,H]、[A478;Me,H,I,H,H,H]、[A479;Me,I,I,H,H,H]、[A480;Me,I,H,I,H,H]、[A481;Me,I,I,I,H,H]、[A482;Me,Et,H,H,H,H]、[A483;Me,H,Et,H,H,H]、[A484;Me,Et,H,Et,H,H]、[A485;Me,CF3,H,H,H,H]、[A486;Me,H, CF3,H,H,H]、[A487;Me,CF3,H,CF3,H,H]、[A488;Me,c-Pr,H,H,H,H]、[A489;Me,H,c-Pr,H,H,H]、[A490;Me,OMe,H,H,H,H]、[A491;Me,H,OMe,H,H,H]、[A492;Me,OMe,H,OMe,H,H]、[A493;Me,SMe,H,H,H,H]、[A494;Me,H,SMe,H,H,H]、[A495;Me,S(O)Me,H,H,H,H]、[A496;Me,H,S(O)Me,H,H,H]、[A497;Me,S(O)2Me,H,H,H,H]、[A498;Me,H,S(O)2Me,H,H,H]、[A499;Me,C(O)OMe,H,H,H,H]、[A500;Me,H,C(O)OMe,H,H,H]、[A501;Me,C(O)Me,H,H,H,H]、[A502;Me,H,C(O)Me,H,H,H]、[A503;Me,CN,H,H,H,H]、[A504;Me,H,CN,H,H,H]、[A505;Me,NO2,H,H,H,H]、[A506;Me,H,NO2,H,H,H]、[A507;Me,NH2,H,H,H,H]、[A508;Me,H,NH2,H,H,H]、[A509;Me,NMe2,H,H,H,H]、[A510;Me,H,NMe2,H,H,H]、[A511;Me,Ph,H,H,H,H]、[A512;Me,H,Ph,H,H,H]、[A513;Me,OPh,H,H,H,H]、[A514;Me,H,OPh,H,H,H]、[A515;Me,Me,F,H,H,H]、[A516;Me,Me,H,F,H,H]、[A517;Me,Me,F,F,H,H]、[A518;Me,Me,Cl,H,H,H]、[A519;Me,Me,H,Cl,H,H]、[A520;Me,Me,Cl,Cl,H,H]、[A521;Me,Me,Br,H,H,H]、[A522;Me,Me,H,Br,H,H]、[A523;Me,Me,Br,Br,H,H]、[A524;Me,Me,I,H,H,H]、[A525;Me,Me,H,I,H,H]、[A526;Me,Me,I,I,H,H]、[A527;Me,Me,F,Me,H,H]、[A528;Me,Me,Cl,Me,H,H]、[A529;Me,Me,Br,Me,H,H]、[A530;Me,Me,I,Me,H,H]、[A531;Me,Me,Me,F,H,H]、[A532;Me,Me,Me,Cl,H,H]、[A533;Me,Me,Me,Br,H,H]、[A534;Me,Me,Me,I,H,H]、[A535;Me,F,Me,H,H,H]、[A536;Me,F,Me,F,H,H]、[A537;Me,Cl,Me,H,H,H]、[A538;Me,Cl,Me,Cl,H,H]、[A539;Me,Br,Me,H,H,H]、[A540;Me,Br,Me,Br,H,H]、[A541;Me,I,Me,H,H,H]、[A542;Me,I,Me,I,H,H]、[A543;Me,F,Cl,H,H,H]、[A544;Me,F,H,Cl,H,H]、[A545;Me,F,Cl,Cl,H,H]、[A546;Me,F,Br,H,H,H]、[A547;Me,F,H,Br,H,H]、[A548;Me,F,Br,Br,H,H]、[A549;Me,F,I,H,H,H]、[A550;Me,F,H,I,H,H]、[A551;Me,F,I,I,H,H]、[A552;Me,F,F,F,H,H]、[A553;Me,F,Cl,F,H,H]、[A554;Me,F,Br,F,H,H]、[A555;Me,F,I,F,H,H]、[A556;Me,F,F,Cl,H,H]、[A557;Me,F,F,Br,H,H]、[A558;Me,F,F,I,H,H]、[A559;Me,Cl,F,H,H,H]、[A560;Me,Cl,F,Cl,H,H]、[A561;Me,Br,F,H,H,H]、[A562;Me,Br,F,Br,H,H]、[A563;Me,I,F,H,H,H]、[A564;Me,I,F,I,H,H]、[A565;Me,Cl,Br,H,H,H]、[A566;Me,Cl,H,Br,H,H]、[A567;Me,Cl,Br,Br,H,H]、[A568;Me,Cl,I,H,H,H]、[A569;Me,Cl,H,I,H,H]、[A570;Me,Cl,I,I,H,H]、[A571;Me,Br,Cl,H,H,H]、[A572;Me,Br,Cl,Br,H,H]、[A573;Me,I,Cl,H,H,H]、[A574;Me,I,Cl,I,H,H]、[A575;Me,Cl,Cl,Br,H,H]、[A576;Me,Cl,Cl,I,H,H]、[A577;Me,Cl,Br,Cl,H,H]、[A578;Me,Cl,I,Cl,H,H]、[A579;Me,Br,I,H,H,H]、[A580;Me,Br,H,I,H,H]、[A581;Me,Br,I,I,H,H]、[A582;Me,Br,Br,I,H,H]、[A583;Me,Br,I,Br,H,H]、[A584;Me,Me,Me,H,F,H]、[A585;Me,Me,H,Me,F,H]、[A586;Me,Me,Me,Me,F,H]、[A587;Me,F,F,H,F,H]、[A588;Me,F,H,F,F,H]、[A589;Me,Cl,Cl,H,F,H]、[A590;Me,Cl,H,Cl,F,H]、[A591;Me,Br,Br,H,F,H]、[A592;Me,Br,H,Br,F,H]、[A593;Me,I,I,H,F,H]、[A594;Me,I,H,I,F,H]、[A595;Me,F,Me,F,F,H]、[A596;Me,F,F,F,F,H]、[A597;Me,F,Cl,F,F,H]、[A598;Me,F,Br,F,F,H]、[A599;Me,F,I,F,F,H]、[A600;Me,H,OCH2CH2CH3,H,H,H]、 [A601;Me,H,OCH2CH=CH2,H,H,H]、[A602;Me,H,OCH2(4-F-Ph),H,H,H]、[A603;Me,OMe,OMe,H,H,H]、[A604;Me,H,OH,H,H,H]、[A605;Me,H,Me,H,Me,H]、[A606;Me,OMe,Cl,H,F,H]、[A607;Me,SMe,H,H,F,H]、[A608;Me,NHS(O)2Et,CN,H,F,H]、[A609;Et,H,OCH2CH2CH3,H,H,H]、[A610;Et,H,OCH2CH=CH2,H,H,H]、[A611;Et,H,OCH2(4-F-Ph),H,H,H]、[A612;Et,OMe,OMe,H,H,H]、[A613;Et,H,OH,H,H,H]、[A614;Et,H,Me,H,Me,H]、[A615;Et,OMe,Cl,H,F,H]、[A616;Et,SMe,H,H,F,H]、[A617;Et,NHS(O)2Et,CN,H,F,H]、[A618;Pr,H,OCH2CH2CH3,H,H,H]、[A619;Pr,H,OCH2CH=CH2,H,H,H]、[A620;Pr,H,OCH2(4-F-Ph),H,H,H]、[A621;Pr,OMe,OMe,H,H,H]、[A622;Pr,H,OH,H,H,H]、[A623;Pr,H,Me,H,Me,H]、[A624;Pr,OMe,Cl,H,F,H]、[A625;Pr,SMe,H,H,F,H]、[A626;Pr,NHS(O)2Et,CN,H,F,H]、[A627;Ph,F,H,H,H,H]、[A628;Ph,H,F,H,H,H]、[A629;Ph,Cl,H,H,H,H]、[A630;Ph,H,Cl,H,H,H]、[A631;Ph,Br,H,H,H,H]、[A632;Ph,H,Br,H,H,H]、[A633;Ph,I,H,H,H,H]、[A634;Ph,H,I,H,H,H]、[A635;Ph,Me,H,H,H,H]、[A636;Ph,H,Me,H,H,H]、[A637;Ph,CF3,H,H,H,H]、[A638;Ph,H,CF3,H,H,H]、[A639;Ph,CHF2,H,H,H,H]、[A640;Ph,H,CHF2,H,H,H]、[A641;Ph,c-Pr,H,H,H,H]、[A642;Ph,H,c-Pr,H,H,H]、[A643;Ph,F,F,H,H,H]、[A644;Ph,F,Cl,H,H,H]、[A645;Ph,F,Br,H,H,H]、[A646;Ph,F,I,H,H,H]、[A647;Ph,F,Me,H,H,H]、[A648;Ph,Cl,F,H,H,H]、[A649;Ph,Cl,Cl,H,H,H]、[A650;Ph,Cl,Br,H,H,H]、[A651;Ph,Cl,I,H,H,H]、[A652;Ph,Cl,Me,H,H,H]、[A653;Ph,Me,F,H,H,H]、[A654;Ph,Me,Cl,H,H,H]、[A655;Ph,Me,Br,H,H,H]、[A656;Ph,Me,I,H,H,H]、[A657;Ph,Me,Me,H,H,H]、[A658;Ph,F,H,F,H,H]、[A659;Ph,F,F,F,H,H]、[A660;Ph,F,Cl,F,H,H]、[A661;Ph,F,Br,F,H,H]、[A662;Ph,F,I,F,H,H]、[A663;Ph,F,Me,F,H,H]、[A664;Ph,Cl,H,Cl,H,H]、[A665;Ph,Cl,F,Cl,H,H]、[A666;Ph,Cl,Cl,Cl,H,H]、[A667;Ph,Cl,Me,Cl,H,H]、[A668;Ph,Me,H,Me,H,H]、[A669;Ph,Me,F,Me,H,H]、[A670;Ph,Me,Cl,Me,H,H]、[A671;2-F-Ph,F,H,H,H,H]、[A672;2-F-Ph,H,F,H,H,H]、[A673;2-F-Ph,Cl,H,H,H,H]、[A674;2-F-Ph,H,Cl,H,H,H]、[A675;2-F-Ph,Br,H,H,H,H]、[A676;2-F-Ph,H,Br,H,H,H]、[A677;2-F-Ph,I,H,H,H,H]、[A678;2-F-Ph,H,I,H,H,H]、[A679;2-F-Ph,Me,H,H,H,H]、[A680;2-F-Ph,H,Me,H,H,H]、[A681;2-F-Ph,F,F,H,H,H]、[A682;2-F-Ph,F,Cl,H,H,H]、[A683;2-F-Ph,F,Br,H,H,H]、[A684;2-F-Ph,F,I,H,H,H]、[A685;2-F-Ph,F,Me,H,H,H]、[A686;2-F-Ph,Cl,F,H,H,H]、[A687;2-F-Ph,Cl,Cl,H,H,H]、[A688;2-F-Ph,Cl,Me,H,H,H]、[A689;2-F-Ph,Me,F,H,H,H]、[A690;2-F-Ph,Me,Cl,H,H,H]、[A691;2-F-Ph,Me,Me,H,H,H]、[A692;2-F-Ph,F,H,F,H,H]、[A693;2-F-Ph,F,F,F,H,H]、[A694;2-F-Ph,F,Cl,F,H,H]、[A695;2-F-Ph,F,Br,F,H,H]、[A696;2-F-Ph,F,I,F,H,H]、[A697;2-F-Ph,F,Me,F,H,H]、[A698;3-F-Ph,F,H,H,H,H]、[A699;3-F-Ph,H,F,H,H,H]、[A700;3-F-Ph,Cl,H,H,H,H]、[A701;3-F-Ph,H,Cl,H,H,H]、[A702;3-F-Ph,Br,H,H,H,H]、[A703;3-F-Ph,H,Br,H,H,H]、[A704;3-F-Ph,I,H,H,H,H]、[A705;3-F-Ph,H,I,H,H,H]、[A706;3-F-Ph,Me,H,H,H,H]、[A707;3-F-Ph,H,Me,H,H,H]、[A708;3-F-Ph,F,F,H,H,H]、[A709;3-F-Ph,F,Cl,H,H,H]、[A710;3-F-Ph,F,Br,H,H,H]、[A711;3-F-Ph,F,I,H,H,H]、[A712;3-F-Ph,F,Me,H,H,H]、[A713;3-F-Ph,Cl,F,H,H,H]、[A714;3-F-Ph,Cl,Cl,H,H,H]、[A715;3-F-Ph,Cl,Me,H,H,H]、[A716;3-F-Ph,Me,F,H,H,H]、[A717;3-F-Ph,Me,Cl,H,H,H]、[A718;3-F-Ph,Me,Me,H,H,H]、[A719;3-F-Ph,F,H,F,H,H]、[A720;3-F-Ph,F,F,F,H,H]、[A721;3-F-Ph,F,Cl,F,H,H]、[A722;3-F-Ph,F,Br,F,H,H]、[A723;3-F-Ph,F,I,F,H,H]、[A724;3-F-Ph,F,Me,F,H,H]、[A725;4-F-Ph,F,H,H,H,H]、[A726;4-F-Ph,H,F,H,H,H]、[A727;4-F-Ph,Cl,H,H,H,H]、[A728;4-F-Ph,H,Cl,H,H,H]、[A729;4-F-Ph,Br,H,H,H,H]、[A730;4-F-Ph,H,Br,H,H,H]、[A731;4-F-Ph,I,H,H,H,H]、[A732;4-F-Ph,H,I,H,H,H]、[A733;4-F-Ph,Me,H,H,H,H]、[A734;4-F-Ph,H,Me,H,H,H]、[A735;4-F-Ph,F,F,H,H,H]、[A736;4-F-Ph,F,Cl,H,H,H]、[A737;4-F-Ph,F,Br,H,H,H]、[A738;4-F-Ph,F,I,H,H,H]、[A739;4-F-Ph,F,Me,H,H,H]、[A740;4-F-Ph,Cl,F,H,H,H]、[A741;4-F-Ph,Cl,Cl,H,H,H]、[A742;4-F-Ph,Cl,Me,H,H,H]、[A743;4-F-Ph,Me,F,H,H,H]、[A744;4-F-Ph,Me,Cl,H,H,H]、[A745;4-F-Ph,Me,Me,H,H,H]、[A746;4-F-Ph,F,H,F,H,H]、[A747;4-F-Ph,F,F,F,H,H]、[A748;4-F-Ph,F,Cl,F,H,H]、[A749;4-F-Ph,F,Br,F,H,H]、[A750;4-F-Ph,F,I,F,H,H]、[A751;4-F-Ph,F,Me,F,H,H]、[A752;2-Cl-Ph,F,H,H,H,H]、[A753;2-Cl-Ph,H,F,H,H,H]、[A754;2-Cl-Ph,Cl,H,H,H,H]、[A755;2-Cl-Ph,H,Cl,H,H,H]、[A756;2-Cl-Ph,Br,H,H,H,H]、[A757;2-Cl-Ph,H,Br,H,H,H]、[A758;2-Cl-Ph,I,H,H,H,H]、[A759;2-Cl-Ph,H,I,H,H,H]、[A760;2-Cl-Ph,Me,H,H,H,H]、[A761;2-Cl-Ph,H,Me,H,H,H]、[A762;2-Cl-Ph,F,F,H,H,H]、[A763;2-Cl-Ph,F,Cl,H,H,H]、[A764;2-Cl-Ph,F,Br,H,H,H]、[A765;2-Cl-Ph,F,I,H,H,H]、[A766;2-Cl-Ph,F,Me,H,H,H]、[A767;2-Cl-Ph,Cl,F,H,H,H]、[A768;2-Cl-Ph,Cl,Cl,H,H,H]、[A769;2-Cl-Ph,Cl,Me,H,H,H]、[A770;2-Cl-Ph,Me,F,H,H,H]、[A771;2-Cl-Ph,Me,Cl,H,H,H]、[A772;2-Cl-Ph,Me,Me,H,H,H]、[A773;2-Cl-Ph,F,H,F,H,H]、[A774;2-Cl-Ph,F,F,F,H,H]、[A775;2-Cl-Ph,F,Cl,F,H,H]、[A776;2-Cl-Ph,F,Br,F,H,H]、[A777;2-Cl-Ph,F,I,F,H,H]、[A778;2-Cl-Ph,F,Me,F,H,H]、[A779;3-Cl-Ph,F,H,H,H,H]、[A780;3-Cl-Ph,H,F,H,H,H]、[A781;3-Cl-Ph,Cl,H,H,H,H]、[A782;3-Cl-Ph,H,Cl,H,H,H]、[A783;3-Cl-Ph,Br,H,H,H,H]、[A784;3-Cl-Ph,H,Br,H,H,H]、[A785;3-Cl-Ph,I,H,H,H,H]、[A786;3-Cl-Ph,H,I,H,H,H]、[A787;3-Cl-Ph,Me,H,H,H,H]、[A788;3-Cl-Ph,H,Me,H,H,H]、[A789;3-Cl-Ph,F,F,H,H,H]、[A790;3-Cl-Ph,F,Cl,H,H,H]、[A791;3-Cl-Ph,F,Br,H,H,H]、[A792;3-Cl-Ph,F,I,H,H,H]、[A793;3-Cl-Ph,F,Me,H,H,H]、[A794;3-Cl-Ph,Cl,F,H,H,H]、[A795;3-Cl-Ph,Cl,Cl,H,H,H]、[A796;3-Cl-Ph,Cl,Me,H,H,H]、[A797;3-Cl-Ph,Me,F,H,H,H]、[A798;3-Cl-Ph,Me,Cl,H,H,H]、[A799;3-Cl-Ph,Me,Me,H,H,H]、[A800;3-Cl-Ph,F,H,F,H,H]、 [A801;3-Cl-Ph,F,F,F,H,H]、[A802;3-Cl-Ph,F,Cl,F,H,H]、[A803;3-Cl-Ph,F,Br,F,H,H]、[A804;3-Cl-Ph,F,I,F,H,H]、[A805;3-Cl-Ph,F,Me,F,H,H]、[A806;4-Cl-Ph,F,H,H,H,H]、[A807;4-Cl-Ph,H,F,H,H,H]、[A808;4-Cl-Ph,Cl,H,H,H,H]、[A809;4-Cl-Ph,H,Cl,H,H,H]、[A810;4-Cl-Ph,Br,H,H,H,H]、[A811;4-Cl-Ph,H,Br,H,H,H]、[A812;4-Cl-Ph,I,H,H,H,H]、[A813;4-Cl-Ph,H,I,H,H,H]、[A814;4-Cl-Ph,Me,H,H,H,H]、[A815;4-Cl-Ph,H,Me,H,H,H]、[A816;4-Cl-Ph,F,F,H,H,H]、[A817;4-Cl-Ph,F,Cl,H,H,H]、[A818;4-Cl-Ph,F,Br,H,H,H]、[A819;4-Cl-Ph,F,I,H,H,H]、[A820;4-Cl-Ph,F,Me,H,H,H]、[A821;4-Cl-Ph,Cl,F,H,H,H]、[A822;4-Cl-Ph,Cl,Cl,H,H,H]、[A823;4-Cl-Ph,Cl,Me,H,H,H]、[A824;4-Cl-Ph,Me,F,H,H,H]、[A825;4-Cl-Ph,Me,Cl,H,H,H]、[A826;4-Cl-Ph,Me,Me,H,H,H]、[A827;4-Cl-Ph,F,H,F,H,H]、[A828;4-Cl-Ph,F,F,F,H,H]、[A829;4-Cl-Ph,F,Cl,F,H,H]、[A830;4-Cl-Ph,F,Br,F,H,H]、[A831;4-Cl-Ph,F,I,F,H,H]、[A832;4-Cl-Ph,F,Me,F,H,H]、[A833;2-Me-Ph,F,H,H,H,H]、[A834;2-Me-Ph,H,F,H,H,H]、[A835;2-Me-Ph,Cl,H,H,H,H]、[A836;2-Me-Ph,H,Cl,H,H,H]、[A837;2-Me-Ph,Br,H,H,H,H]、[A838;2-Me-Ph,H,Br,H,H,H]、[A839;2-Me-Ph,I,H,H,H,H]、[A840;2-Me-Ph,H,I,H,H,H]、[A841;2-Me-Ph,Me,H,H,H,H]、[A842;2-Me-Ph,H,Me,H,H,H]、[A843;2-Me-Ph,F,F,H,H,H]、[A844;2-Me-Ph,F,Cl,H,H,H]、[A845;2-Me-Ph,F,Br,H,H,H]、[A846;2-Me-Ph,F,I,H,H,H]、[A847;2-Me-Ph,F,Me,H,H,H]、[A848;2-Me-Ph,Cl,F,H,H,H]、[A849;2-Me-Ph,Cl,Cl,H,H,H]、[A850;2-Me-Ph,Cl,Me,H,H,H]、[A851;2-Me-Ph,Me,F,H,H,H]、[A852;2-Me-Ph,Me,Cl,H,H,H]、[A853;2-Me-Ph,Me,Me,H,H,H]、[A854;2-Me-Ph,F,H,F,H,H]、[A855;2-Me-Ph,F,F,F,H,H]、[A856;2-Me-Ph,F,Cl,F,H,H]、[A857;2-Me-Ph,F,Br,F,H,H]、[A858;2-Me-Ph,F,I,F,H,H]、[A859;2-Me-Ph,F,Me,F,H,H]、[A860;3-Me-Ph,F,H,H,H,H]、[A861;3-Me-Ph,H,F,H,H,H]、[A862;3-Me-Ph,Cl,H,H,H,H]、[A863;3-Me-Ph,H,Cl,H,H,H]、[A864;3-Me-Ph,Br,H,H,H,H]、[A865;3-Me-Ph,H,Br,H,H,H]、[A866;3-Me-Ph,I,H,H,H,H]、[A867;3-Me-Ph,H,I,H,H,H]、[A868;3-Me-Ph,Me,H,H,H,H]、[A869;3-Me-Ph,H,Me,H,H,H]、[A870;3-Me-Ph,F,F,H,H,H]、[A871;3-Me-Ph,F,Cl,H,H,H]、[A872;3-Me-Ph,F,Br,H,H,H]、[A873;3-Me-Ph,F,I,H,H,H]、[A874;3-Me-Ph,F,Me,H,H,H]、[A875;3-Me-Ph,Cl,F,H,H,H]、[A876;3-Me-Ph,Cl,Cl,H,H,H]、[A877;3-Me-Ph,Cl,Me,H,H,H]、[A878;3-Me-Ph,Me,F,H,H,H]、[A879;3-Me-Ph,Me,Cl,H,H,H]、[A880;3-Me-Ph,Me,Me,H,H,H]、[A881;3-Me-Ph,F,H,F,H,H]、[A882;3-Me-Ph,F,F,F,H,H]、[A883;3-Me-Ph,F,Cl,F,H,H]、[A884;3-Me-Ph,F,Br,F,H,H]、[A885;3-Me-Ph,F,I,F,H,H]、[A886;3-Me-Ph,F,Me,F,H,H]、[A887;4-Me-Ph,F,H,H,H,H]、[A888;4-Me-Ph,H,F,H,H,H]、[A889;4-Me-Ph,Cl,H,H,H,H]、[A890;4-Me-Ph,H,Cl,H,H,H]、[A891;4-Me-Ph,Br,H,H,H,H]、[A892;4-Me-Ph,H,Br,H,H,H]、[A893;4-Me-Ph,I,H,H,H,H]、[A894;4-Me-Ph,H,I,H,H,H]、[A895;4-Me-Ph,Me,H,H,H,H]、[A896;4-Me-Ph,H,Me,H,H,H]、[A897;4-Me-Ph,F,F,H,H,H]、[A898;4-Me-Ph,F,Cl,H,H,H]、[A899;4-Me-Ph,F,Br,H,H,H]、[A900;4-Me-Ph,F,I,H,H,H]、[A901;4-Me-Ph,F,Me,H,H,H]、[A902;4-Me-Ph,Cl,F,H,H,H]、[A903;4-Me-Ph,Cl,Cl,H,H,H]、[A904;4-Me-Ph,Cl,Me,H,H,H]、[A905;4-Me-Ph,Me,F,H,H,H]、[A906;4-Me-Ph,Me,Cl,H,H,H]、[A907;4-Me-Ph,Me,Me,H,H,H]、[A908;4-Me-Ph,F,H,F,H,H]、[A909;4-Me-Ph,F,F,F...

Claims

1. Equation (I) 【Chemistry 1】 [During the ceremony, n represents 0, 1, or 2. R 1 This includes C1-C6 alkyl groups, C2-C6 alkynyl groups {the C1-C6 alkyl group and the C2-C6 alkynyl group may have one or more substituents selected from group A}, C2-C6 alkenyl groups which may have one or more substituents selected from group C, C3-C8 alicyclic hydrocarbon groups, 3-8 membered non-aromatic heterocyclic groups {the C3-C8 alicyclic hydrocarbon group and the 3-8 membered non-aromatic heterocyclic group may have one or more substituents selected from group B}, C6-C10 aryl groups which may have one or more substituents selected from group F, 5-10 membered aromatic heterocyclic groups which may have one or more substituents selected from group D, or NR 33 R 34 This represents, R 2 and R 3 are the same or different and each represents a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, a C3-C8 alicyclic hydrocarbon group which may have one or more substituents selected from Group B, OR 9 SR 10 S(O)R 11 S(O) 2 R 12 NR 13 R 14 C(O)R 15 a nitro group, a cyano group, a halogen atom, or a hydrogen atom, and R 4 This includes a C1-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, a 3-8 member non-aromatic heterocyclic group (the C3-C8 alicyclic hydrocarbon group and the 3-8 member non-aromatic heterocyclic group may have one or more substituents selected from group B), a phenyl group, a 5-6 member aromatic heterocyclic group (the phenyl group and the 5-6 member aromatic heterocyclic group may have one or more substituents selected from group D), OR 16 , SR 17 S(O)R 18 , S(O) 2 R 19 , NR 20 R 21 , C(O)R 22 , C(R 23 ) = NOR 24 , represents a cyano group, nitro group, amino group, hydroxyl group, or halogen atom, q represents 1, 2, or 3. If q is 2 or 3, then R is 2 or 3. 4 They may be the same or different. X 1 , X 2 , X 3 , and X 4 The combination is, X 1 CR 5 X 2 CR 6 X 3 CR 7 X 4 Combinations in which the atom is nitrogen; X 1 CR 5 X 2 CR 6 X 3 X is a nitrogen atom, 4 CR 8 The combinations that are; X 1 CR 5 X 2 X is a nitrogen atom, 3 CR 7A X 4 CR 8 The combinations that are; X 1 X is a nitrogen atom, 2 CR 6 X 3 CR 7B X 4 CR 8 The combinations that are; X 1 X is a nitrogen atom, 2 X is a nitrogen atom, 3 CR 7C X 4 Combinations where CH; X 1 X is a nitrogen atom, 2 X is a nitrogen atom, 3 CH is, X 4 CR 8 The combinations that are; X 1 X is a nitrogen atom, 2 CR 6 X 3 X is a nitrogen atom, 4 CR 8 The combinations that are; X 1 X is a nitrogen atom, 2 CR 6 X 3 CR 7 X 4 Combinations in which the atom is nitrogen; X 1 CR 5 X 2 X is a nitrogen atom, 3 X is a nitrogen atom, 4 CR 8 The combinations that are; X 1 is CR 5 and X 2 is a nitrogen atom, and X 3 is CH, and X 4 is a combination where it is a nitrogen atom; X 1 CH is, X 2 X is a nitrogen atom, 3 CR 7D X 4 A combination in which is a nitrogen atom; or, X 1 is CR 5 and X 2 is CR 6 and X 3 is a nitrogen atom, and X 4 represents a combination where it is a nitrogen atom, R 5 , R 6 , R 7 , and R 8 This includes C1-C6 chain hydrocarbon groups which may be identical or different and substituted with one or more halogen atoms, C3-C8 alicyclic hydrocarbon groups which may have one or more substituents selected from group B, OR 25 , SR 26 S(O)R 27 , S(O) 2 R 28 , NR 29 R 30 , C(O)R 31 , represents a nitro group, a cyano group, a halogen atom, or a hydrogen atom, R 9 , R 10 , R 13 , and R 29 This represents a C1-C6 chain hydrocarbon group, which may be the same or different in phase and may be substituted with one or more halogen atoms, or a hydrogen atom. R 7A This is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, a C3-C8 alicyclic hydrocarbon group which may have one or more substituents selected from group B, OR 25 , SR 26 S(O)R 27 , S(O) 2 R 28 , NR 29 R 32 , C(O)R 31 , represents a nitro group, a cyano group, a halogen atom, or a hydrogen atom, R 7B This is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, a C3-C8 alicyclic hydrocarbon group which may have one or more substituents selected from group B, OR 25 , NR 29 R 30 , C(O)R 31 , represents a nitro group, a cyano group, a halogen atom, or a hydrogen atom, R 7C This is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, a C3-C8 alicyclic hydrocarbon group which may have one or more substituents selected from group B, OR 25 , NR 29 R 30 , C(O)R 31 , represents a nitro group, a cyano group, or a halogen atom, R 7D This is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, a C3-C8 alicyclic hydrocarbon group which may have one or more substituents selected from group B, OR 25 S(O)R 27 , S(O) 2 R 28 , NR 29 R 30 , C(O)R 31 , represents a nitro group, a cyano group, a fluorine atom, a chlorine atom, or an iodine atom, R 11 , R 12 , R 25 , R 26 , R 27 , and R 28 This represents a C1-C6 chain hydrocarbon group that is identical or different in phase and may be substituted with one or more halogen atoms. R 14 and R 30 This represents a C1-C6 chain hydrocarbon group, a (C1-C6 alkyl) carbonyl group, a (C1-C6 alkoxy) carbonyl group {the (C1-C6 alkyl) carbonyl group and the (C1-C6 alkoxy) carbonyl group may be substituted with one or more halogen atoms}, or a hydrogen atom. R 15 , R 22 , and R 31 This represents a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C1-C6 alkylamino group, or a C2-C8 dialkylamino group, which may be the same or different in phase. R 16 This may have one or more substituents selected from group A: a C1-C6 chain hydrocarbon group, a C1-C6 alkylsulfonyl group, a (C1-C6 alkyl)carbonyl group, a (C1-C6 alkoxy)carbonyl group, a (C1-C6 alkylamino)carbonyl group, a (C2-C8 dialkylamino)carbonyl group {the C1-C6 alkylsulfonyl group, the (C1-C6 alkyl)carbonyl group, the (C1-C6 alkoxy)carbonyl group, the (C1-C6 alkylamino)carbonyl group , and the (C2-C8 dialkylamino)carbonyl group may be substituted with one or more halogen atoms}, C3-C8 alicyclic hydrocarbon group, 3-8 membered non-aromatic heterocyclic group {the C3-C8 alicyclic hydrocarbon group and the 3-8 membered non-aromatic heterocyclic group may have one or more substituents selected from group B}, phenyl group, 5-6 membered aromatic heterocyclic group {the phenyl group and the 5-6 membered aromatic heterocyclic group may have one or more substituents selected from group D}, or represent a hydrogen atom, R 17 , R 18 , R 19 , and R 24 This represents a C1-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, a 3-8 member non-aromatic heterocyclic group {the C3-C8 alicyclic hydrocarbon group and the 3-8 member non-aromatic heterocyclic group may have one or more substituents selected from group B}, a phenyl group, or a 5-6 member aromatic heterocyclic group {the phenyl group and the 5-6 member aromatic heterocyclic group may have one or more substituents selected from group D}, which may be identical or different and may have one or more substituents selected from group A. R 20 This represents a C1-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, a 3-8 member non-aromatic heterocyclic group (the C3-C8 alicyclic hydrocarbon group and the 3-8 member non-aromatic heterocyclic group may have one or more substituents selected from group B), a phenyl group, a 5-6 member aromatic heterocyclic group (the phenyl group and the 5-6 member aromatic heterocyclic group may have one or more substituents selected from group D), a (C1-C6 alkyl)carbonyl group, a (C1-C6 alkoxy)carbonyl group, or a C1-C6 alkylsulfonyl group (the (C1-C6 alkyl)carbonyl group, the (C1-C6 alkoxy)carbonyl group, and the C1-C6 alkylsulfonyl group may be substituted with one or more halogen atoms), R 21 and R 23 This represents a C1-C6 chain hydrocarbon group, which may have one or more substituents selected from group A, either identical or distinct, or a hydrogen atom. R 32 This represents a C1-C6 chain hydrocarbon group, a (C1-C6 alkyl)carbonyl group, or a (C1-C6 alkoxy)carbonyl group which may be substituted with one or more halogen atoms {the (C1-C6 alkyl)carbonyl group and the (C1-C6 alkoxy)carbonyl group may be substituted with one or more halogen atoms}, R 33 and R 34 This represents a C1-C6 chain hydrocarbon group which may have one or more substituents selected from group G, a C3-C6 alicyclic hydrocarbon group which may have one or more halogen atoms, or a hydrogen atom, either identical or different in phase. Adjacent R 2 and R 4 These may, together with the carbon atoms to which they are bonded, form a C5-C6 alicyclic hydrocarbon, a 5-6 membered non-aromatic heterocycle {the C5-C6 alicyclic hydrocarbon and the 5-6 membered non-aromatic heterocycle may have one or more substituents selected from group B}, a benzene ring, or a 5-6 membered aromatic heterocycle {the benzene ring and the 5-6 membered aromatic heterocycle may have one or more substituents selected from group E}, Two adjacent R 4 and R 4 These may, together with the carbon atoms to which they are bonded, form a C5-C6 alicyclic hydrocarbon, a 5-6 membered non-aromatic heterocycle {the C5-C6 alicyclic hydrocarbon and the 5-6 membered non-aromatic heterocycle may have one or more substituents selected from group B}, a benzene ring, or a 5-6 membered aromatic heterocycle {the benzene ring and the 5-6 membered aromatic heterocycle may have one or more substituents selected from group E}. Group A: A group consisting of C1-C6 alkoxy groups, C1-C6 alkylsulfanyl groups, C1-C6 alkylsulfinyl groups, C1-C6 alkylsulfonyl groups {the C1-C6 alkoxy groups, C1-C6 alkylsulfanyl groups, C1-C6 alkylsulfinyl groups, and C1-C6 alkylsulfonyl groups may be substituted with one or more halogen atoms}, C3-C8 alicyclic hydrocarbon groups, 3-8 membered non-aromatic heterocyclic groups {the C3-C8 alicyclic hydrocarbon groups and the 3-8 membered non-aromatic heterocyclic groups may be substituted with one or more substituents selected from Group B}, phenyl groups, 5-6 membered aromatic heterocyclic groups {the phenyl groups and the 5-6 membered aromatic heterocyclic groups may be substituted with one or more substituents selected from Group D}, halogen atoms, cyano groups, nitro groups, hydroxyl groups, and sulfanyl groups. Group B: A group consisting of oxo groups, thioxo groups, C1-C6 chain hydrocarbon groups, C1-C6 alkoxy groups, C1-C6 alkylsulfanyl groups, C1-C6 alkylsulfinyl groups, C1-C6 alkylsulfonyl groups {the C1-C6 chain hydrocarbon groups, the C1-C6 alkoxy groups, the C1-C6 alkylsulfanyl groups, the C1-C6 alkylsulfinyl groups, and the C1-C6 alkylsulfonyl groups may be substituted with one or more halogen atoms}, hydroxyl groups, sulfanyl groups, halogen atoms, and cyano groups. Group C: A group consisting of C1-C6 alkoxy groups, C1-C6 alkylsulfanyl groups, C1-C6 alkylsulfinyl groups, C1-C6 alkylsulfonyl groups {the C1-C6 alkoxy groups, C1-C6 alkylsulfanyl groups, C1-C6 alkylsulfinyl groups, and C1-C6 alkylsulfonyl groups may be substituted with one or more halogen atoms}, C3-C8 alicyclic hydrocarbon groups, 3-8 membered non-aromatic heterocyclic groups {the C3-C8 alicyclic hydrocarbon groups and the 3-8 membered non-aromatic heterocyclic groups may be substituted with one or more substituents selected from Group B}, phenyl groups, 5-6 membered aromatic heterocyclic groups {the phenyl groups and the 5-6 membered aromatic heterocyclic groups may be substituted with one or more substituents selected from Group D}, chlorine atoms, bromine atoms, iodine atoms, cyano groups, nitro groups, hydroxyl groups, and sulfanyl groups. Group D: C1-C6 chain hydrocarbon group, C1-C6 alkoxy group, C1-C6 alkylsulfanyl group, C1-C6 alkylsulfinyl group, C1-C6 alkylsulfonyl group, C1-C6 alkylamino group, C2-C8 dialkylamino group, (C1-C6 alkyl)carbonyl group, (C1-C6 alkoxy)carbonyl group, (C1-C6 alkylamino)carbonyl group, (C2-C8 dialkylamino)carbonyl group, (C1-C6 alkyl)carbonylamino group, (C1-C6 alkoxy)carbonylamino group {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group A group consisting of a nyl group, a C1-C6 alkylsulfonyl group, a C1-C6 alkylamino group, a C2-C8 dialkylamino group, a (C1-C6 alkyl)carbonyl group, a (C1-C6 alkoxy)carbonyl group, a (C1-C6 alkylamino)carbonyl group, a (C2-C8 dialkylamino)carbonyl group, a (C1-C6 alkyl)carbonylamino group, and a (C1-C6 alkoxy)carbonylamino group, which may be substituted with one or more halogen atoms, an amino group, a nitro group, a cyano group, a hydroxyl group, a sulfanyl group, and a halogen atom, which may have one or more substituents selected from group B. Group E: A group consisting of C1-C6 chain hydrocarbon groups, C1-C6 alkoxy groups, C1-C6 alkylsulfanyl groups, C1-C6 alkylsulfinyl groups, C1-C6 alkylsulfonyl groups {the C1-C6 chain hydrocarbon groups, the C1-C6 alkoxy groups, the C1-C6 alkylsulfanyl groups, the C1-C6 alkylsulfinyl groups, and the C1-C6 alkylsulfonyl groups may be substituted with one or more halogen atoms}, hydroxyl groups, sulfanyl groups, halogen atoms, and cyano groups. Group F: C1-C6 chain hydrocarbon group, C1-C6 alkoxy group, C1-C6 alkylsulfanyl group, C1-C6 alkylsulfinyl group, C1-C6 alkylsulfonyl group, C1-C6 alkylamino group, C2-C8 dialkylamino group, (C1-C6 alkyl)carbonyl group, (C1-C6 alkoxy)carbonyl group, (C1-C6 alkylamino)carbonyl group, (C2-C8 dialkylamino)carbonyl group, (C1-C6 alkyl)carbonylamino group, (C1-C6 alkoxy)carbonylamino group {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkyls A group consisting of a ruffinyl group, a C1-C6 alkylsulfonyl group, a C1-C6 alkylamino group, a C2-C8 dialkylamino group, a (C1-C6 alkyl)carbonyl group, a (C1-C6 alkoxy)carbonyl group, a (C1-C6 alkylamino)carbonyl group, a (C2-C8 dialkylamino)carbonyl group, a (C1-C6 alkyl)carbonylamino group, and a (C1-C6 alkoxy)carbonylamino group, which may be substituted with one or more halogen atoms, a C3-C8 alicyclic hydrocarbon group, an amino group, a cyano group, a hydroxyl group, a sulfanyl group, and a halogen atom, which may have one or more substituents selected from group B. Group G: A group consisting of C3-C6 cycloalkyl groups, C1-C3 alkoxy groups, C1-C3 alkylthio groups {the C3-C6 cycloalkyl group, the C1-C3 alkoxy group, and the C1-C3 alkylthio group may be substituted with one or more halogen atoms}, halogen atoms, and cyano groups. A method for controlling plant diseases by treating plants or the soil in which plants are cultivated with a compound represented by [the formula], its N oxide, or a salt thereof.

2. In claim 1, the compound represented by formula (I) or its N oxide or a salt thereof is R 1 The method for controlling plant diseases according to claim 1, wherein the compound is a C1-C6 alkyl group, a C2-C6 alkynyl group (the C1-C6 alkyl group and the C2-C6 alkynyl group may have one or more substituents selected from group A), a C2-C6 alkenyl group which may have one or more substituents selected from group C, or a C3-C8 alicyclic hydrocarbon group (the C3-C8 alicyclic hydrocarbon group may have one or more substituents selected from group B), or an N oxide thereof, or a salt thereof.

3. In claim 2, the compound represented by formula (I) or its N oxide, or a salt thereof, is X 1 , X 2 , X 3 , and X 4 The combination is X 1 CR 5 X 2 CR 6 X 3 CR 7 X 4 A combination in which the atom is nitrogen; X 1 CR 5 X 2 CR 6 X 3 X is a nitrogen atom, 4 CR 8 The combination is X 1 CR 5 X 2 X is a nitrogen atom, 3 CR 7A X 4 CR 8 The combination is X 1 X is a nitrogen atom, 2 CR 6 X 3 CR 7B X 4 CR 8 The combination is X 1 X is a nitrogen atom, 2 CR 6 X 3 X is a nitrogen atom, 4 CR 8 The combination is X 1 CR 5 X 2 X is a nitrogen atom, 3 X is a nitrogen atom, 4 CR 8 A combination that is X 1 CR 5 X 2 CR 6 X 3 X is a nitrogen atom, 4 The method according to claim 2, wherein the combination is a compound or its N oxide, or a salt thereof.

4. In claim 2 or claim 3, the compound represented by formula (I) or its N oxide, or a salt thereof, is R 1 The method according to claim 2 or 3, wherein the compound is a C2-C6 alkyl group, a C2-C6 alkynyl group (the C2-C6 alkyl group and the C2-C6 alkynyl group may have one or more substituents selected from group A), a methyl group having one or more substituents selected from group C, or a C3-C8 alicyclic hydrocarbon group (the C3-C8 alicyclic hydrocarbon group may have one or more substituents selected from group B), or an N oxide thereof, or a salt thereof.

5. Formula (II) 【Chemistry 2】 [During the ceremony, na represents 0, 1, or 2. qa represents 1, 2, or 3. If qa is 2 or 3, then R is 2 or 3. 4a They may be the same or different. R 1a C2-C6 alkyl group, C2-C6 alkynyl group {The C2-C6 alkyl group and the C2-C6 alkynyl group are from group A a Group F a C2-C6 alkenyl groups, group B, which may have one or more more selected substituents. a C3-C8 alicyclic hydrocarbon groups, group C, which may have one or more more selected substituents. a A methyl group having one or more more selected substituents, or group G a Represents a 5-6 member aromatic heterocyclic group which may have one or more more selected substituents, R 8a This is a C1-C6 chain hydrocarbon group, which may be substituted with one or more halogen atoms, Group B a A C3-C8 alicyclic hydrocarbon group, OR which may have one or more more selected substituents. 7a , SR 9a S(O)R 10a , S(O) 2 R 11a , NR 12a R 13a , C(O)R 14a , represents a nitro group, a cyano group, a halogen atom, or a hydrogen atom, R 2a and R 3a C1-C6 chain hydrocarbon groups, group B, which may be the same or different in phase and may be substituted with one or more halogen atoms. a A C3-C8 alicyclic hydrocarbon group, OR which may have one or more more selected substituents. 15a , SR 16a S(O)R 17a , S(O) 2 R 18a , NR 19a R 20a , C(O)R 21a , represents a nitro group, a cyano group, a halogen atom, or a hydrogen atom, X a , R 4a , and R 6a The combination is, X a This is a nitrogen atom, R 4a However, Group A a A C1-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, or a 3-8 membered non-aromatic heterocyclic group which may have one or more substituents selected from group B. a It may have one or more substituents selected from group D}, phenyl group, 5-6 member aromatic heterocyclic group {The phenyl group and the 5-6 member aromatic heterocyclic group are from group D}. a It may have one or more more selected substituents, OR 23a , SR 24a S(O)R 25a , S(O) 2 R 26a , NR 27a R 28a , C(O)R 29a , C(R 30a ) = NOR 31a , cyano group, nitro group, amino group, hydroxyl group, or halogen atom, R 6a However, C1-C6 chain hydrocarbon groups, group B, which may be substituted with one or more halogen atoms. a A C3-C8 alicyclic hydrocarbon group, OR which may have one or more more selected substituents. 7a , SR 9a S(O)R 10a , S(O) 2 R 11a , NR 12a R 13a , C(O)R 14a , a combination of a nitro group, a cyano group, a halogen atom, or a hydrogen atom; or, X a CR 5a And, R 4a However, group F a A methyl group which may have one or more more selected substituents, CH 2 F group, CHF 2 group, group A a A C2-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, or a 3-8 membered non-aromatic heterocyclic group which may have one or more substituents selected from group B. a It may have one or more substituents selected from group D}, phenyl group, 5-6 member aromatic heterocyclic group {The phenyl group and the 5-6 member aromatic heterocyclic group are from group D}. a It may have one or more more selected substituents, OR 23a , SR 24a S(O)R 25a , S(O) 2 R 22a , NR 27a R 28a , C(O)R 29a , C(R 30a ) = NOR 31a , cyano group, nitro group, amino group, hydroxyl group, or halogen atom, R 6a However, C1-C6 chain hydrocarbon groups, group B, which may be substituted with one or more halogen atoms. a A C3-C8 alicyclic hydrocarbon group, OR which may have one or more more selected substituents. 7a This represents a combination of a nitro group, a fluorine atom, a bromine atom, an iodine atom, or a hydrogen atom. R 5a This is a C1-C6 chain hydrocarbon group, which may be substituted with one or more halogen atoms, Group B a A C3-C8 alicyclic hydrocarbon group, OR which may have one or more more selected substituents. 7a , SR 9a S(O)R 10a , S(O) 2 R 11a , NR 12a R 13a , C(O)R 14a , represents a nitro group, a cyano group, a halogen atom, or a hydrogen atom, R 7a , R 9a , R 10a , R 11a , R 15a , R 16a , R 17a , and R 18a This represents a C1-C6 chain hydrocarbon group that is identical or different in phase and may be substituted with one or more halogen atoms. R 12a and R 19a This represents a C1-C6 chain hydrocarbon group, which may be the same or different in phase and may be substituted with one or more halogen atoms, or a hydrogen atom. R 13a and R 20a This represents a C1-C6 chain hydrocarbon group, a (C1-C6 alkyl) carbonyl group, a (C1-C6 alkoxy) carbonyl group {the (C1-C6 alkyl) carbonyl group and the (C1-C6 alkoxy) carbonyl group may be substituted with one or more halogen atoms}, or a hydrogen atom. R 14a , R 21a , and R 29a This represents a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C1-C6 alkylamino group, or a C2-C8 dialkylamino group, which may be the same or different in phase. R 23a Group A a A C1-C6 chain hydrocarbon group, a C1-C6 alkylsulfonyl group, a (C1-C6 alkyl)carbonyl group, a (C1-C6 alkoxy)carbonyl group, a (C1-C6 alkylamino)carbonyl group, a (C2-C8 dialkylamino)carbonyl group {the C1-C6 alkylsulfonyl group, the (C1-C6 alkyl)carbonyl group, the (C1-C6 alkoxy)carbonyl group, the (C1-C6 alkylamino)carbonyl group, and the (C2-C8 dialkylamino)carbonyl group may be substituted with one or more halogen atoms}, a C3-C8 alicyclic hydrocarbon group, a 3-8 membered non-aromatic heterocyclic group {the C3-C8 alicyclic hydrocarbon group and the 3-8 membered non-aromatic heterocyclic group belong to group B a It may have one or more substituents selected from group D}, phenyl group, 5-6 member aromatic heterocyclic group {The phenyl group and the 5-6 member aromatic heterocyclic group are from group D}. a It may have one or more substituents that are more selected, or it represents a hydrogen atom, R 22a , R 24a , R 25a , and R 31a These are the same or different, Group A a A C1-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, or a 3-8 membered non-aromatic heterocyclic group which may have one or more substituents selected from group B. a A phenyl group or a 5-6 membered aromatic heterocyclic group {The phenyl group and the 5-6 membered aromatic heterocyclic group are from group D} which may have one or more substituents selected from group D a This represents} which may have one or more substituents that are more selected, R 26a Group A a A methyl group having one or more more selected substituents, Group A a A C2-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, or a 3-8 membered non-aromatic heterocyclic group which may have one or more substituents selected from group B. a A phenyl group or a 5-6 membered aromatic heterocyclic group {The phenyl group and the 5-6 membered aromatic heterocyclic group are from group D} which may have one or more substituents selected from group D a This represents} which may have one or more substituents that are more selected, R 27a Group A a A C1-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, or a 3-8 membered non-aromatic heterocyclic group which may have one or more substituents selected from group B. a It may have one or more substituents selected from group D}, phenyl group, 5-6 member aromatic heterocyclic group {The phenyl group and the 5-6 member aromatic heterocyclic group are from group D}. a This represents a (C1-C6 alkyl)carbonyl group, a (C1-C6 alkoxy)carbonyl group, or a C1-C6 alkylsulfonyl group {the (C1-C6 alkyl)carbonyl group, the (C1-C6 alkoxy)carbonyl group, and the C1-C6 alkylsulfonyl group may be substituted with one or more halogen atoms}, R 28a and R 30a These are the same or different, Group A a A C1-C6 chain hydrocarbon group or a hydrogen atom may have one or more substituents selected from among them. Adjacent R 2a and R 4a Together with the carbon atoms to which they are bonded, they form C5-C6 alicyclic hydrocarbons and 5-6 membered non-aromatic heterocycles {the C5-C6 alicyclic hydrocarbons and the 5-6 membered non-aromatic heterocycles belong to group B}. a A benzene ring or a 5-6 membered aromatic heterocycle {The benzene ring and the 5-6 membered aromatic heterocycle are from group E} which may have one or more substituents selected from group E a It may also form a configuration having one or more more selected substituents, Two adjacent R 4a and R 4a Together with the carbon atoms to which they are bonded, they form C5-C6 alicyclic hydrocarbons and 5-6 membered non-aromatic heterocycles {the C5-C6 alicyclic hydrocarbons and the 5-6 membered non-aromatic heterocycles belong to group B}. a A benzene ring or a 5-6 membered aromatic heterocycle {The benzene ring and the 5-6 membered aromatic heterocycle are from group E} which may have one or more substituents selected from group E a It may form a configuration having one or more more selected substituents. Group A a : C1-C6 alkoxy group, C1-C6 alkylsulfanyl group, C1-C6 alkylsulfinyl group, C1-C6 alkylsulfonyl group {The C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group may be substituted with one or more halogen atoms}, C3-C8 alicyclic hydrocarbon group, 3-8 membered non-aromatic heterocyclic group {The C3-C8 alicyclic hydrocarbon group and the 3-8 membered non-aromatic heterocyclic group belong to group B a } which may be substituted with one or more substituents selected from group D}, phenyl group, 5-6 member aromatic heterocyclic group {the phenyl group and the 5-6 member aromatic heterocyclic group are from group D} a A group consisting of halogen atoms, cyano groups, nitro groups, hydroxyl groups, and sulfanyl groups, which may be substituted with one or more more selected substituents. Group B a : A group consisting of an oxo group, a thioxo group, a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group may be substituted with one or more halogen atoms}, a hydroxyl group, a sulfanyl group, a halogen atom, and a cyano group. Group C a : C1-C6 alkoxy group, C1-C6 alkylsulfanyl group, C1-C6 alkylsulfinyl group, C1-C6 alkylsulfonyl group {The C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group may be substituted with one or more halogen atoms}, C3-C8 alicyclic hydrocarbon group, 3-8 membered non-aromatic heterocyclic group {The C3-C8 alicyclic hydrocarbon group and the 3-8 membered non-aromatic heterocyclic group belong to group B a } which may be substituted with one or more more selected substituents} and a 5-6 member aromatic heterocyclic group {the 5-6 member aromatic heterocyclic group is from group D a A group consisting of {which may be substituted with one or more more selected substituents}. Group D a : C1-C6 chain hydrocarbon group, C1-C6 alkoxy group, C1-C6 alkylsulfanyl group, C1-C6 alkylsulfinyl group, C1-C6 alkylsulfonyl group, C1-C6 alkylamino group, C2-C8 dialkylamino group, (C1-C6 alkyl)carbonyl group, (C1-C6 alkoxy)carbonyl group, (C1-C6 alkylamino)carbonyl group, (C2-C8 dialkylamino)carbonyl group, (C1-C6 alkyl)carbonylamino group, (C1-C6 alkoxy)carbonylamino group {the C1-C6 chain hydrocarbon group, the C1-C6 The alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, the C1-C6 alkylsulfonyl group, the C1-C6 alkylamino group, the C2-C8 dialkylamino group, the (C1-C6 alkyl)carbonyl group, the (C1-C6 alkoxy)carbonyl group, the (C1-C6 alkylamino)carbonyl group, the (C2-C8 dialkylamino)carbonyl group, the (C1-C6 alkyl)carbonylamino group, and the (C1-C6 alkoxy)carbonylamino group may be substituted with one or more halogen atoms. Group B a A group consisting of a C3-C8 alicyclic hydrocarbon group, an amino group, a nitro group, a cyano group, a hydroxyl group, a sulfanyl group, and a halogen atom, which may have one or more more selected substituents. Group E a : A group consisting of a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group may be substituted with one or more halogen atoms}, a hydroxyl group, a sulfanyl group, a halogen atom, and a cyano group. Group F a : C1-C6 alkoxy group, C1-C6 alkylsulfanyl group, C1-C6 alkylsulfinyl group, C1-C6 alkylsulfonyl group {The C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group may be substituted with one or more halogen atoms}, C3-C8 alicyclic hydrocarbon group, 3-8 membered non-aromatic heterocyclic group {The C3-C8 alicyclic hydrocarbon group and the 3-8 membered non-aromatic heterocyclic group belong to group B a } which may be substituted with one or more substituents selected from group D}, phenyl group, 5-6 member aromatic heterocyclic group {the phenyl group and the 5-6 member aromatic heterocyclic group are from group D} a The group consisting of a chlorine atom, a bromine atom, an iodine atom, a cyano group, a nitro group, a hydroxyl group, and a sulfanyl group, which may be substituted with one or more more selected substituents. Group G a : A group consisting of a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group, a C1-C6 alkylamino group, a C2-C8 dialkylamino group {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, the C1-C6 alkylsulfonyl group, the C1-C6 alkylamino group, and the C2-C8 dialkylamino group may be substituted with one or more halogen atoms}, a C3-C8 alicyclic hydrocarbon group which may have one or more substituents selected from group B, an amino group, a nitro group, a cyano group, a hydroxyl group, a sulfanyl group, and a halogen atom. The compounds shown, their N oxides, or salts thereof.

6. R 1a However, C2-C6 alkyl groups, C2-C6 alkynyl groups {The C2-C6 alkyl group and the C2-C6 alkynyl group are from group A a Group F a C2-C6 alkenyl groups, group B, which may have one or more more selected substituents. a A C3-C8 alicyclic hydrocarbon group, or group C, which may have one or more more selected substituents. a The compound according to claim 5, or its N oxide, or a salt thereof, which is a methyl group having one or more more selected substituents.

7. X a However, it is a nitrogen atom, R 4a However, Group A a A C1-C6 chain hydrocarbon group, OR which may have one or more more selected substituents. 23a , NR 27a R 28a The compound according to claim 6, or its N oxide, or a salt thereof, which is a cyano group, a nitro group, a hydroxyl group, or a halogen atom.

8. X a However, CR 5a And R 4a However, methyl group, group A a A C2-C6 chain hydrocarbon group, OR which may have one or more more selected substituents. 23a , SR 24a S(O)R 25a , S(O) 2 R 22a , NR 27a R 28a The compound according to claim 6, or its N oxide, or a salt thereof, which is a cyano group, a nitro group, a hydroxyl group, or a halogen atom.

9. R 6a However, the compound according to claim 5, or its N oxide, or a salt thereof, is a hydrogen atom.

10. Formula (III) 【Transformation 3】 [During the ceremony, nb represents 0, 1, or 2. qb represents 1, 2, or 3. If qb is 2 or 3, then R is 2 or 3. 4b They may be the same or different. R 1b Group G b Represents a phenyl group which may have one or more more selective substituents, R 8b This is a C1-C6 chain hydrocarbon group, which may be substituted with one or more halogen atoms, Group B b A C3-C8 alicyclic hydrocarbon group, OR which may have one or more more selected substituents. 7b , SR 9b S(O)R 10b , S(O) 2 R 11b , NR 12b R 13b , C(O)R 14b , represents a nitro group, a cyano group, a halogen atom, or a hydrogen atom, R 2b and R 3b C1-C6 chain hydrocarbon groups, group B, which may be the same or different in phase and may be substituted with one or more halogen atoms. b A C3-C8 alicyclic hydrocarbon group, OR which may have one or more more selected substituents. 15b , SR 16b S(O)R 17b , S(O) 2 R 18b , NR 19b R 20b , C(O)R 21b , represents a nitro group, a cyano group, a halogen atom, or a hydrogen atom, X b , R 4b , and R 6b The combination is, X b This is a nitrogen atom, R 4b However, group F b A methyl group which may have one or more more selected substituents, CH 2 F group, CHF 2 group, group A b A C2-C3 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, or a 3-8 membered non-aromatic heterocyclic group which may have one or more substituents selected from group B. b It may have one or more substituents selected from group D}, phenyl group, 5-6 member aromatic heterocyclic group {The phenyl group and the 5-6 member aromatic heterocyclic group are from group D}. b It may have one or more more selected substituents, OR 23b , SR 24b S(O)R 25b , S(O) 2 R 22b , NR 27b R 28b , C(O)R 29b , C(R 30b ) = NOR 31b , cyano group, nitro group, hydroxyl group, amino group, or halogen atom, R 6b However, C1-C6 chain hydrocarbon groups, group B, which may be substituted with one or more halogen atoms. b A C3-C8 alicyclic hydrocarbon group, OR which may have one or more more selected substituents. 7b , SR 9b S(O)R 10b , S(O) 2 R 11b , NR 12b R 13b , C(O)R 14b , a combination of a nitro group, a halogen atom, or a hydrogen atom; or, X b CR 5b And, R 4b However, group F b A methyl group which may have one or more more selected substituents, CH 2 F group, CHF 2 group, group A b A C2-C3 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, or a 3-8 membered non-aromatic heterocyclic group which may have one or more substituents selected from group B. b It may have one or more substituents selected from group D}, phenyl group, 5-6 member aromatic heterocyclic group {The phenyl group and the 5-6 member aromatic heterocyclic group are from group D}. b It may have one or more more selected substituents, OR 32b , SR 24b S(O)R 25b , S(O) 2 R 22b , NR 27b R 28b , C(O)R 29b , C(R 30b ) = NOR 31b , a cyano group, a nitro group, a hydroxyl group, or a halogen atom, R 6b However, C1-C6 chain hydrocarbon groups, group B, which may be substituted with one or more halogen atoms. b A C3-C8 alicyclic hydrocarbon group, OR which may have one or more more selected substituents. 7b This represents a combination of a nitro group, a fluorine atom, a bromine atom, an iodine atom, or a hydrogen atom. R 5b This is a C1-C6 chain hydrocarbon group, which may be substituted with one or more halogen atoms, Group B b A C3-C8 alicyclic hydrocarbon group, OR which may have one or more more selected substituents. 7b , SR 9b S(O)R 10b , S(O) 2 R 11b , NR 12b R 13b , C(O)R 14b , represents a nitro group, a cyano group, a halogen atom, or a hydrogen atom, R 7b , R 9b , R 10b , R 11b , R 15b , R 16b , R 17b , and R 18b This represents a C1-C6 chain hydrocarbon group that is identical or different in phase and may be substituted with one or more halogen atoms. R 12b and R 19b This represents a C1-C6 chain hydrocarbon group, which may be the same or different in phase and may be substituted with one or more halogen atoms, or a hydrogen atom. R 13b and R 20b This represents a C1-C6 chain hydrocarbon group, a (C1-C6 alkyl) carbonyl group, a (C1-C6 alkoxy) carbonyl group {the (C1-C6 alkyl) carbonyl group and the (C1-C6 alkoxy) carbonyl group may be substituted with one or more halogen atoms}, or a hydrogen atom. R 14b , R 21b , and R 29b This represents a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C1-C6 alkylamino group, or a C2-C8 dialkylamino group, which may be the same or different in phase. R 23b Group A b A C1-C6 chain hydrocarbon group, a C1-C6 alkylsulfonyl group, a (C1-C6 alkyl)carbonyl group, a (C1-C6 alkoxy)carbonyl group, a (C1-C6 alkylamino)carbonyl group, a (C2-C8 dialkylamino)carbonyl group {the C1-C6 alkylsulfonyl group, the (C1-C6 alkyl)carbonyl group, the (C1-C6 alkoxy)carbonyl group, the (C1-C6 alkylamino)carbonyl group, and the (C2-C8 dialkylamino)carbonyl group may be substituted with one or more halogen atoms}, a C3-C8 alicyclic hydrocarbon group, a 3-8 membered non-aromatic heterocyclic group {the C3-C8 alicyclic hydrocarbon group and the 3-8 membered non-aromatic heterocyclic group belong to group B b It may have one or more substituents selected from group D}, phenyl group, 5-6 member aromatic heterocyclic group {The phenyl group and the 5-6 member aromatic heterocyclic group are from group D}. b It may have one or more substituents that are more selected, or it represents a hydrogen atom, R 22b , R 24b , R 25b , and R 31b These are the same or different, Group A b A C1-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, or a 3-8 membered non-aromatic heterocyclic group which may have one or more substituents selected from group B. b A phenyl group or a 5-6 membered aromatic heterocyclic group {The phenyl group and the 5-6 membered aromatic heterocyclic group are from group D} which may have one or more substituents selected from group D b This represents} which may have one or more substituents that are more selected, R 27b Group A b A C1-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, or a 3-8 membered non-aromatic heterocyclic group which may have one or more substituents selected from group B. b It may have one or more substituents selected from group D}, phenyl group, 5-6 member aromatic heterocyclic group {The phenyl group and the 5-6 member aromatic heterocyclic group are from group D}. b This represents a (C1-C6 alkyl)carbonyl group, a (C1-C6 alkoxy)carbonyl group, or a C1-C6 alkylsulfonyl group {the (C1-C6 alkyl)carbonyl group, the (C1-C6 alkoxy)carbonyl group, and the C1-C6 alkylsulfonyl group may be substituted with one or more halogen atoms}, R 28b and R 30b These are the same or different, Group A b A C1-C6 chain hydrocarbon group or a hydrogen atom may have one or more substituents selected from among them. R 32b Group A b A methyl group having one or more more selected substituents, Group A b A C2-C6 chain hydrocarbon group, a C1-C6 alkylsulfonyl group, a (C1-C6 alkyl)carbonyl group, a (C1-C6 alkoxy)carbonyl group, a (C1-C6 alkylamino)carbonyl group, a (C2-C8 dialkylamino)carbonyl group {the C1-C6 alkylsulfonyl group, the (C1-C6 alkyl)carbonyl group, the (C1-C6 alkoxy)carbonyl group, the (C1-C6 alkylamino)carbonyl group, and the (C2-C8 dialkylamino)carbonyl group may be substituted with one or more halogen atoms}, a C3-C8 alicyclic hydrocarbon group, a 3-8 membered non-aromatic heterocyclic group {the C3-C8 alicyclic hydrocarbon group and the 3-8 membered non-aromatic heterocyclic group belong to group B b It may have one or more substituents selected from group D}, phenyl group, 5-6 member aromatic heterocyclic group {The phenyl group and the 5-6 member aromatic heterocyclic group are from group D}. b It may have one or more substituents that are more selected, or it represents a hydrogen atom, Adjacent R 2b and R 4b Together with the carbon atoms to which they are bonded, they form C5-C6 alicyclic hydrocarbons and 5-6 membered non-aromatic heterocycles {the C5-C6 alicyclic hydrocarbons and the 5-6 membered non-aromatic heterocycles belong to group B}. b A benzene ring or a 5-6 membered aromatic heterocycle {The benzene ring and the 5-6 membered aromatic heterocycle are from group E} which may have one or more substituents selected from group E b It may also form a configuration having one or more more selected substituents, Two adjacent R 4b and R 4b Together with the carbon atoms to which they are bonded, they form C5-C6 alicyclic hydrocarbons and 5-6 membered non-aromatic heterocycles {the C5-C6 alicyclic hydrocarbons and the 5-6 membered non-aromatic heterocycles belong to group B}. b A benzene ring or a 5-6 membered aromatic heterocycle {The benzene ring and the 5-6 membered aromatic heterocycle are from group E} which may have one or more substituents selected from group E b It may form a configuration having one or more more selected substituents. Group A b : C1-C6 alkoxy group, C1-C6 alkylsulfanyl group, C1-C6 alkylsulfinyl group, C1-C6 alkylsulfonyl group {The C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group may be substituted with one or more halogen atoms}, C3-C8 alicyclic hydrocarbon group, 3-8 membered non-aromatic heterocyclic group {The C3-C8 alicyclic hydrocarbon group and the 3-8 membered non-aromatic heterocyclic group belong to group B b } which may be substituted with one or more substituents selected from group D}, phenyl group, 5-6 member aromatic heterocyclic group {the phenyl group and the 5-6 member aromatic heterocyclic group are from group D} b A group consisting of halogen atoms, cyano groups, nitro groups, hydroxyl groups, and sulfanyl groups, which may be substituted with one or more more selected substituents. Group B b : A group consisting of an oxo group, a thioxo group, a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group may be substituted with one or more halogen atoms}, a hydroxyl group, a sulfanyl group, a halogen atom, and a cyano group. Group D b : C1-C6 chain hydrocarbon group, C1-C6 alkoxy group, C1-C6 alkylsulfanyl group, C1-C6 alkylsulfinyl group, C1-C6 alkylsulfonyl group, C1-C6 alkylamino group, C2-C8 dialkylamino group, (C1-C6 alkyl)carbonyl group, (C1-C6 alkoxy)carbonyl group, (C1-C6 alkylamino)carbonyl group, (C2-C8 dialkylamino)carbonyl group, (C1-C6 alkyl)carbonylamino group, (C1-C6 alkoxy)carbonylamino group {the C1-C6 chain hydrocarbon group, the C1-C6 The alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, the C1-C6 alkylsulfonyl group, the C1-C6 alkylamino group, the C2-C8 dialkylamino group, the (C1-C6 alkyl)carbonyl group, the (C1-C6 alkoxy)carbonyl group, the (C1-C6 alkylamino)carbonyl group, the (C2-C8 dialkylamino)carbonyl group, the (C1-C6 alkyl)carbonylamino group, and the (C1-C6 alkoxy)carbonylamino group may be substituted with one or more halogen atoms. Group B b A group consisting of a C3-C8 alicyclic hydrocarbon group, an amino group, a nitro group, a cyano group, a hydroxyl group, a sulfanyl group, and a halogen atom, which may have one or more more selected substituents. Group E b : A group consisting of a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group may be substituted with one or more halogen atoms}, a hydroxyl group, a sulfanyl group, a halogen atom, and a cyano group. Group F b : C1-C6 alkoxy group, C1-C6 alkylsulfanyl group, C1-C6 alkylsulfinyl group, C1-C6 alkylsulfonyl group {The C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group may be substituted with one or more halogen atoms}, C3-C8 alicyclic hydrocarbon group, 3-8 membered non-aromatic heterocyclic group {The C3-C8 alicyclic hydrocarbon group and the 3-8 membered non-aromatic heterocyclic group belong to group B b } which may be substituted with one or more substituents selected from group D}, phenyl group, 5-6 member aromatic heterocyclic group {the phenyl group and the 5-6 member aromatic heterocyclic group are from group D} b The group consisting of a chlorine atom, a bromine atom, an iodine atom, a cyano group, a nitro group, a hydroxyl group, and a sulfanyl group, which may be substituted with one or more more selected substituents. Group G b : C1-C6 chain hydrocarbon group, C1-C6 alkoxy group, C1-C6 alkylsulfanyl group, C1-C6 alkylsulfinyl group, C1-C6 alkylsulfonyl group, C1-C6 alkylamino group, C2-C8 dialkylamino group, (C1-C6 alkyl)carbonyl group, (C1-C6 alkoxy)carbonyl group, (C1-C6 alkylamino)carbonyl group, (C2-C8 dialkylamino)carbonyl group, (C1-C6 alkyl)carbonylamino group, (C1-C6 alkoxy)carbonylamino group {the C1-C6 chain hydrocarbon group, the C1-C6 The alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, the C1-C6 alkylsulfonyl group, the C1-C6 alkylamino group, the C2-C8 dialkylamino group, the (C1-C6 alkyl)carbonyl group, the (C1-C6 alkoxy)carbonyl group, the (C1-C6 alkylamino)carbonyl group, the (C2-C8 dialkylamino)carbonyl group, the (C1-C6 alkyl)carbonylamino group, and the (C1-C6 alkoxy)carbonylamino group may be substituted with one or more halogen atoms. Group B b A group consisting of a C3-C8 alicyclic hydrocarbon group, an amino group, a cyano group, a hydroxyl group, a sulfanyl group, and a halogen atom, which may have one or more more selected substituents. The compounds shown, their N oxides, or salts thereof.

11. Formula (IV) 【Chemistry 4】 [During the ceremony, nc represents 0, 1, or 2. qc represents 1, 2, or 3. If qc is 2 or 3, then R is 2 or 3. 4c They may be the same or different. X c is a nitrogen atom, or CR 5c This represents, R 1c Group B c A 3-8 member non-aromatic heterocyclic group which may have one or more more selected substituents, or NR 33c R 34c This represents, R 8c This is a C1-C6 chain hydrocarbon group, which may be substituted with one or more halogen atoms, Group B c A C3-C8 alicyclic hydrocarbon group, OR which may have one or more more selected substituents. 7c , SR 9c S(O)R 10c , S(O) 2 R 11c , NR 12c R 13c , C(O)R 14c , represents a nitro group, a cyano group, a halogen atom, or a hydrogen atom, R 2c and R 3c C1-C6 chain hydrocarbon groups, group B, which may be the same or different in phase and may be substituted with one or more halogen atoms. c A C3-C8 alicyclic hydrocarbon group, OR which may have one or more more selected substituents. 15c , SR 16c S(O)R 17c , S(O) 2 R 18c , NR 19c R 20c , C(O)R 21c , represents a nitro group, a cyano group, a halogen atom, or a hydrogen atom, R 4c Group A c A C1-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, or a 3-8 membered non-aromatic heterocyclic group which may have one or more substituents selected from group B. c } which may have one or more substituents selected from group D}, a 5-6 member aromatic heterocyclic group {the 5-6 member aromatic heterocyclic group is from group D}. c It may have one or more more selected substituents, OR 23c , SR 24c S(O)R 25c , S(O) 2 R 22c , NR 27c R 28c , C(O)R 29c , C(R 30c ) = NOR 31c , cyano group, nitro group, amino group, hydroxyl group, or halogen atom, R 6c This is a C1-C6 chain hydrocarbon group, which may be substituted with one or more halogen atoms, Group B c A C3-C8 alicyclic hydrocarbon group, OR which may have one or more more selected substituents. 7c , SR 9c S(O)R 10c , S(O) 2 R 11c , NR 12c R 13c , C(O)R 14c , represents a nitro group, a cyano group, a halogen atom, or a hydrogen atom, R 5c This is a C1-C6 chain hydrocarbon group, which may be substituted with one or more halogen atoms, Group B c A C3-C8 alicyclic hydrocarbon group, OR which may have one or more more selected substituents. 7c , SR 9c S(O)R 10c , S(O) 2 R 11c , NR 12c R 13c , C(O)R 14c , represents a nitro group, a cyano group, a halogen atom, or a hydrogen atom, R 7c , R 9c , R 10c , R 11c , R 15c , R 16c , R 17c , and R 18c This represents a C1-C6 chain hydrocarbon group that is identical or different in phase and may be substituted with one or more halogen atoms. R 12c and R 19c This represents a C1-C6 chain hydrocarbon group, which may be the same or different in phase and may be substituted with one or more halogen atoms, or a hydrogen atom. R 13c and R 20c This represents a C1-C6 chain hydrocarbon group, a (C1-C6 alkyl) carbonyl group, a (C1-C6 alkoxy) carbonyl group {the (C1-C6 alkyl) carbonyl group and the (C1-C6 alkoxy) carbonyl group may be substituted with one or more halogen atoms}, or a hydrogen atom. R 14c , R 21c , and R 29c This represents a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C1-C6 alkylamino group, or a C2-C8 dialkylamino group, which may be the same or different in phase. R 23c Group A c A C1-C6 chain hydrocarbon group, a C1-C6 alkylsulfonyl group, a (C1-C6 alkyl)carbonyl group, a (C1-C6 alkoxy)carbonyl group, a (C1-C6 alkylamino)carbonyl group, a (C2-C8 dialkylamino)carbonyl group {the C1-C6 alkylsulfonyl group, the (C1-C6 alkyl)carbonyl group, the (C1-C6 alkoxy)carbonyl group, the (C1-C6 alkylamino)carbonyl group, and the (C2-C8 dialkylamino)carbonyl group may be substituted with one or more halogen atoms}, a C3-C8 alicyclic hydrocarbon group, a 3-8 membered non-aromatic heterocyclic group {the C3-C8 alicyclic hydrocarbon group and the 3-8 membered non-aromatic heterocyclic group belong to group B c It may have one or more substituents selected from group D}, phenyl group, 5-6 member aromatic heterocyclic group {The phenyl group and the 5-6 member aromatic heterocyclic group are from group D}. c It may have one or more substituents that are more selected, or it represents a hydrogen atom, R 22c , R 24c , R 25c , and R 31c These are the same or different, Group A c A C1-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, or a 3-8 membered non-aromatic heterocyclic group which may have one or more substituents selected from group B. c A phenyl group or a 5-6 membered aromatic heterocyclic group {The phenyl group and the 5-6 membered aromatic heterocyclic group are from group D} which may have one or more substituents selected from group D c This represents} which may have one or more substituents that are more selected, R 27c Group A c A C1-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, or a 3-8 membered non-aromatic heterocyclic group which may have one or more substituents selected from group B. c It may have one or more substituents selected from group D}, phenyl group, 5-6 member aromatic heterocyclic group {The phenyl group and the 5-6 member aromatic heterocyclic group are from group D}. c This represents a (C1-C6 alkyl)carbonyl group, a (C1-C6 alkoxy)carbonyl group, or a C1-C6 alkylsulfonyl group {the (C1-C6 alkyl)carbonyl group, the (C1-C6 alkoxy)carbonyl group, and the C1-C6 alkylsulfonyl group may be substituted with one or more halogen atoms}, R 28c and R 30c These are the same or different, Group A c A C1-C6 chain hydrocarbon group or a hydrogen atom may have one or more substituents selected from among them. R 33c Group G c A C1-C6 chain hydrocarbon group which may have one or more substituents, a C3-C6 cycloalkyl group which may have one or more halogen atoms, or a hydrogen atom, R 34c Group G c This represents a C1-C6 chain hydrocarbon group which may have one or more substituents, or a C3-C6 cycloalkyl group which may have one or more halogen atoms. Adjacent R 2c and R 4c Together with the carbon atoms to which they are bonded, they form C5-C6 alicyclic hydrocarbons and 5-6 membered non-aromatic heterocycles {the C5-C6 alicyclic hydrocarbons and the 5-6 membered non-aromatic heterocycles belong to group B}. c A benzene ring or a 5-6 membered aromatic heterocycle {The benzene ring and the 5-6 membered aromatic heterocycle are from group E} which may have one or more substituents selected from group E c It may also form a configuration having one or more more selected substituents, Two adjacent R 4c and R 4c Together with the carbon atoms to which they are bonded, they form group B c C5-C6 alicyclic hydrocarbons, group C, which may have one or more more selected substituents. c A 5-6 member non-aromatic heterocycle, benzene ring, or 5-6 member aromatic heterocycle which may have one or more substituents selected from group E c It may form a configuration having one or more more selected substituents. Group A c : C1-C6 alkoxy group, C1-C6 alkylsulfanyl group, C1-C6 alkylsulfinyl group, C1-C6 alkylsulfonyl group {The C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group may be substituted with one or more halogen atoms}, C3-C8 alicyclic hydrocarbon group, 3-8 membered non-aromatic heterocyclic group {The C3-C8 alicyclic hydrocarbon group and the 3-8 membered non-aromatic heterocyclic group belong to group B c } which may be substituted with one or more substituents selected from group D}, phenyl group, 5-6 member aromatic heterocyclic group {the phenyl group and the 5-6 member aromatic heterocyclic group are from group D} c A group consisting of halogen atoms, cyano groups, nitro groups, hydroxyl groups, and sulfanyl groups, which may be substituted with one or more more selected substituents. Group B c : A group consisting of an oxo group, a thioxo group, a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group may be substituted with one or more halogen atoms}, a hydroxyl group, a sulfanyl group, a halogen atom, and a cyano group. Group C c : A group consisting of a thioxo group, a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group may be substituted with one or more halogen atoms}, a hydroxyl group, a sulfanyl group, a halogen atom, and a cyano group. Group D c : C1-C6 chain hydrocarbon group, C1-C6 alkoxy group, C1-C6 alkylsulfanyl group, C1-C6 alkylsulfinyl group, C1-C6 alkylsulfonyl group, C1-C6 alkylamino group, C2-C8 dialkylamino group, (C1-C6 alkyl)carbonyl group, (C1-C6 alkoxy)carbonyl group, (C1-C6 alkylamino)carbonyl group, (C2-C8 dialkylamino)carbonyl group, (C1-C6 alkyl)carbonylamino group, (C1-C6 alkoxy)carbonylamino group {the C1-C6 chain hydrocarbon group, the C1-C6 The alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, the C1-C6 alkylsulfonyl group, the C1-C6 alkylamino group, the C2-C8 dialkylamino group, the (C1-C6 alkyl)carbonyl group, the (C1-C6 alkoxy)carbonyl group, the (C1-C6 alkylamino)carbonyl group, the (C2-C8 dialkylamino)carbonyl group, the (C1-C6 alkyl)carbonylamino group, and the (C1-C6 alkoxy)carbonylamino group may be substituted with one or more halogen atoms. Group B c A group consisting of a C3-C8 alicyclic hydrocarbon group, an amino group, a nitro group, a cyano group, a hydroxyl group, a sulfanyl group, and a halogen atom, which may have one or more more selected substituents. Group E c : A group consisting of a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group may be substituted with one or more halogen atoms}, a hydroxyl group, a sulfanyl group, a halogen atom, and a cyano group. Group F c : C1-C6 alkoxy group, C1-C6 alkylsulfanyl group, C1-C6 alkylsulfinyl group, C1-C6 alkylsulfonyl group {The C1-C6 alkoxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group may be substituted with one or more halogen atoms}, C3-C8 alicyclic hydrocarbon group, 3-8 membered non-aromatic heterocyclic group {The C3-C8 alicyclic hydrocarbon group and the 3-8 membered non-aromatic heterocyclic group belong to group B c } which may be substituted with one or more substituents selected from group D}, phenyl group, 5-6 member aromatic heterocyclic group {the phenyl group and the 5-6 member aromatic heterocyclic group are from group D} c The group consisting of a chlorine atom, a bromine atom, an iodine atom, a cyano group, a nitro group, a hydroxyl group, and a sulfanyl group, which may be substituted with one or more more selected substituents. Group G c : A group consisting of a C3-C6 cycloalkyl group, a C1-C3 alkoxy group, a C1-C3 alkylthio group {the C3-C6 cycloalkyl group, the C1-C3 alkoxy group, and the C1-C3 alkylthio group may be substituted with one or more halogen atoms}, a halogen atom, and a cyano group. The compounds shown, their N oxides, or salts thereof.

12. A pesticide composition containing the compound according to any one of claims 5 to 11, its N oxide, or a salt thereof, and an inert carrier.

13. A composition containing one or more components selected from the group consisting of group (a), group (b), group (c), and group (d), and the compound or its N oxide or salt thereof as described in claim 5: Group (a): A group consisting of insecticidal components, acaricidal components, and nematicidal components; Group (b): bactericidal active ingredient; Group (c): plant growth regulating ingredients; Group (d): Repellent components.

14. A method for controlling plant diseases by treating a plant or soil in which a plant is cultivated with an effective amount of a compound according to any one of claims 5 to 11, its N oxide, or a salt thereof, or an effective amount of the composition according to claim 13.

15. Use of the compound according to any one of claims 5 to 11, its N oxide, or a salt thereof, or the composition according to claim 13, for the control of plant diseases.

16. Seeds or vegetative reproductive organs containing an effective amount of the compound according to any one of claims 5 to 11, its N oxide, or a salt thereof, or an effective amount of the composition according to claim 13.

17. Formula (V) 【Transformation 5】 [During the ceremony, R １ｄ These are C2-C4 chain hydrocarbon groups, C3-C6 alicyclic hydrocarbon groups, or 5-6 membered aromatic heterocyclic groups {the 5-6 membered aromatic heterocyclic groups are from group V}. １ This represents} which may be substituted with one or more more selected substituents, X ｄ This represents a chlorine atom or a bromine atom. X １ｄ The combinations of , and nd are, X １ｄ A combination where is CH and nd is 0, 1, or 2; or, X １ｄ This represents a combination where is a nitrogen atom and nd is either 1 or 2. Group V １ : A group consisting of a C1-C4 alkyl group, a C1-C4 alkoxy group (the C1-C4 alkyl group and the C1-C4 alkoxy group may be substituted with one or more halogen atoms), and a halogen atom. Compounds shown (However, 3-chloro-5-(ethylthio)pyridine, 3-bromo-5-(ethylthio)pyridine, 3-Chloro-5-(ethylsulfonyl)pyridine, 3-bromo-5-(ethylsulfonyl)pyridine, 3-Chloro-5-(propylthio)pyridine, 3-Chloro-5-[(1-methylethyl)thio]pyridine, 3-bromo-5-[(1-methylethyl)thio]pyridine, 3-Chloro-5-[(1-methylethyl)sulfonyl]pyridine, 3-bromo-5-[(1-methylethyl)sulfonyl]pyridine, 3-Chloro-5-[(1,1-dimethylethyl)thio]pyridine, 3-bromo-5-[(1,1-dimethylethyl)thio]pyridine, 3-Chloro-5-[(1,1-dimethylethyl)sulfonyl]pyridine, 3-bromo-5-[(1,1-dimethylethyl)sulfonyl]pyridine, 3-Chloro-5-(cyclohexylsulfonyl)pyridine, 3-bromo-5-(cyclopropylthio)pyridine, 3-bromo-5-(cyclopropylsulfonyl)pyridine, 5-[(5-bromo-3-pyridinyl)thio]-2-methylpyridine, 5-[(5-bromo-3-pyridinyl)sulfonyl]-2-methylpyridine, and Excluding 3,3'-sulfonylbis(5-bromopyridine).

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