Heterocyclic compound and noxious arthropod-controlling composition containing same

Abstract

Provided is a compound having excellent controlling efficacy against noxious arthropods. A compound represented by formula (I) [in formula (I), the symbols have the same meanings as those set forth in the description] or an N-oxide thereof has excellent controlling efficacy against noxious arthropods.

Description

Heterocyclic compound and pest control composition containing the same

[0001] This patent application claims priority under the Paris Convention to and the benefit of Japanese Patent Application No. 2023-088493 (filed May 30, 2023) and Japanese Patent Application No. 2023-218891 (filed December 6, 2023), the entire contents of which are incorporated herein by reference. The present invention relates to heterocyclic compounds and pest arthropod control compositions containing the same.

[0002] Various compounds have been investigated so far for the purpose of controlling harmful arthropods. For example, Patent Documents 1 and 2 disclose that certain compounds have pest control effects.

[0003] International Publication No. WO 2013 / 191041 International Publication No. WO 2015 / 117912

[0004] An object of the present invention is to provide a compound having excellent control activity against harmful arthropods.

[0005] The present invention is as follows: [1] A compound represented by formula (I) [In formula (I), Q represented by the following formula: represents a group represented by formula Q1, a group represented by formula Q2, a group represented by formula Q3, a group represented by formula Q4, a group represented by formula Q5, a group represented by formula Q6, or a group represented by formula Q7 (# represents a bonding site to the sulfur atom, and ● represents a bonding site to the carbon atom to which W is bonded), A 1 is a nitrogen atom or CR 3c represents, 2 represents an oxygen atom, a sulfur atom, or NR 6 represents, 3 represents an oxygen atom or a sulfur atom; 1 is a nitrogen atom or CR 10a represents 2 is a nitrogen atom or CR 10b represents 3 is a nitrogen atom or CR 10c represents 4 is a nitrogen atom or CR10d represents R 3a , R 3b , R 3c , R 3d , R 3f , R 3g , R 3i , R 3k , R 10a , R 10b , R 10c , and R 10d are the same or different and each represent a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from Group B, a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from Group K, a phenyl group optionally substituted with one or more substituents selected from Group M, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from Group M, OR 12 , N.R. 11 R 12 , N.R. 11a R 12a , N.R. 19 NR 11 R 12 , N.R. 19 OR 11 , N.R. 11 C(O)R 13 , N.R. 19 NR 11 C(O)R 13 , N.R. 11 C(O)OR 14 , N.R. 19 NR 11 C(O)OR 14 , N.R. 11 C(O)NR 21 R 22 , N.R. 19 NR 11 C(O)NR 21 R 22 , N=CHNR 21 R 22 , N=S(O) p R 15 R 16 , C(O)R 13 , C(O)OR 17 , C(O)NR 21 R 22 , C(O)NR 11 S(O)2R 18 , C.R. 20= NOR 17 , N.R. 11 CR 19 = NOR 17 , S(O) m R 18 , a cyano group, a nitro group, a hydrogen atom, or a halogen atom (provided that Q is a group represented by the formula Q1, and A 1 is CR 3c If 3a , R 3b , R 3c , and R 3d Not all of R represent hydrogen atoms), 3e and R 3h are the same or different and represent a C1-C6 alkyl group optionally substituted with one or more halogen atoms, or a phenyl group optionally substituted with one or more substituents selected from group M, and when Q is a group represented by formula Q1, R 3a , R 3b and R 3d two adjacent substituents among the above may, together with the two carbon atoms to which they are bonded, form a benzene ring, a pyrrole ring, a furan ring, a thiophene ring, a pyrazole ring, an imidazole ring, an oxazole ring, an isoxazole ring, a thiazole ring, an isothiazole ring, an oxadiazole ring, a thiadiazole ring, a pyridine ring, a pyridazine ring, a pyrimidine ring or a pyrazine ring {the benzene ring, the pyrrole ring, the furan ring, the thiophene ring, the pyrazole ring, the imidazole ring, the oxazole ring, the isoxazole ring, the thiazole ring, the isothiazole ring, the pyridine ring, the pyridazine ring, the pyrimidine ring and the pyrazine ring are optionally substituted with one or more substituents selected from group M} or a triazole ring optionally substituted with one or more substituents selected from group P, p represents 0 or 1, m represents 0, 1 or 2, R 20 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a halogen atom, OR 23 , N.R. 24 R 25 or a hydrogen atom, R 17represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a phenyl group optionally substituted with one or more substituents selected from Group J, or a hydrogen atom; R 12 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from Group L, a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from Group T, a C3-C7 cycloalkenyl group optionally substituted with one or more substituents selected from Group T, a phenyl group optionally substituted with one or more substituents selected from Group J, a 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from Group J, a hydrogen atom, or S(O)R 18 represents R 18 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a phenyl group optionally substituted with one or more substituents selected from Group J, R 11a and R 12a R together with the nitrogen atom to which they are bonded represent a 3- to 7-membered non-aromatic heterocyclic group optionally substituted with one or more substituents selected from group K; 13 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a (C3-C6 cycloalkyl)C1-C3 alkyl group optionally substituted with one or more halogen atoms, a phenyl group optionally substituted with one or more substituents selected from Group J, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from Group J, or a hydrogen atom; R 14 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a (C3-C6 cycloalkyl)C1-C3 alkyl group optionally substituted with one or more halogen atoms, or a phenyl C1-C3 alkyl group (the phenyl moiety in the phenyl C1-C3 alkyl group optionally substituted with one or more substituents selected from Group J), R 15 and R 16are the same or different and represent a C1-C6 alkyl group optionally substituted with one or more halogen atoms; R 21 represents a C1-C6 alkyl group optionally substituted with one or more halogen atoms, or a hydrogen atom; R 22 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from Group L, a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from Group T, or a hydrogen atom; R 23 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, R 11 , R 19 , R 24 and R 25 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; W represents an oxygen atom or a sulfur atom; R 1 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from Group D, a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from Group E, C(O)R 4 , C(O)OR 4 , or C(O)NR 4 R 5 represents R 4 and R 5 are the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a phenyl group optionally substituted with one or more substituents selected from group F, a 5- or 6-membered heterocyclic group optionally substituted with one or more substituents selected from group F, or a hydrogen atom; R 2 represents a C1-C6 alkyl group optionally substituted by one or more halogen atoms, a cyclopropyl group, or a cyclopropylmethyl group, n represents 0, 1, or 2, Het represents a group represented by formula Het1, a group represented by formula Het2, a group represented by formula Het3, a group represented by formula Het4, a group represented by formula Het5, or a group represented by formula Het6, X 1a and X 1b are the same or different, NR 7a , an oxygen atom or a sulfur atom; X4 is NR 7b , an oxygen atom or a sulfur atom; X 2a and X 2b are the same or different and represent a nitrogen atom or CR 8a represents X 3a , X 3b , X 3c and X 3d are the same or different and represent a nitrogen atom or CR 8b represents X 5a , X 5b and X 5c are the same or different and represent a nitrogen atom or CR 8c represents R 7a and R 7b are the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a (C3-C7 cycloalkyl)C1-C6 alkyl group optionally substituted with one or more halogen atoms, or a hydrogen atom; R 8a , R 8b and R 8c are the same or different, and group B 2 a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from group K 2 a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from the group M 2 a phenyl group optionally substituted with one or more substituents selected from the group M 2 a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from the group consisting of OR 32 , N.R. 31 R 32 , N.R. 31a R 32a , N.R. 39 NR 31 R 32 , N.R. 39 OR 31 , N.R. 31 C(O)R 33 , N.R. 39 NR 31 C(O)R 33 , N.R.31 C(O)OR 34 , N.R. 39 NR 31 C(O)OR 34 , N.R. 31 C(O)NR 41 R 42 , N.R. 39 NR 31 C(O)NR 41 R 42 , N=CHNR 41 R 42 , N=S(O) k R 35 R 36 , C(O)R 33 , C(O)OR 37 , C(O)NR 41 R 42 , C(O)NR 31 S(O)2R 38 , C.R. 40 = NOR 37 , N.R. 31 CR 39 = NOR 37 , S(O) t R 38 , a cyano group, a nitro group, a hydrogen atom, or a halogen atom; k represents 0 or 1; t represents 0, 1, or 2; R 40 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a halogen atom, OR 43 , N.R. 44 R 45 or a hydrogen atom, R 37 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms; 2 R represents a phenyl group which may be substituted with one or more substituents selected from the group consisting of: 32 is the group L 2 a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from the group T 2 a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from the group T 2 a C3-C7 cycloalkenyl group optionally substituted by one or more substituents selected from Group J 2a phenyl group optionally substituted with one or more substituents selected from group J 2 a 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from the group consisting of a hydrogen atom and S(O)R 38 represents R 38 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a group J 2 R represents a phenyl group which may be substituted with one or more substituents selected from the group consisting of 31a and R 32a together with the nitrogen atom to which they are attached, form group K 2 R represents a 3- to 7-membered non-aromatic heterocyclic group optionally substituted with one or more substituents selected from the group consisting of 33 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a (C3-C6 cycloalkyl)C1-C3 alkyl group optionally substituted with one or more halogen atoms, Group J 2 a phenyl group optionally substituted with one or more substituents selected from group J 2 R represents a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from the group consisting of: 34 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a (C3-C6 cycloalkyl)C1-C3 alkyl group optionally substituted with one or more halogen atoms, or a phenyl C1-C3 alkyl group {the phenyl moiety in the phenyl C1-C3 alkyl group is selected from the group J 2 R may be substituted with one or more substituents selected from the following 35 and R 36 are the same or different and represent a C1-C6 alkyl group optionally substituted with one or more halogen atoms; R 41 represents a C1-C6 alkyl group optionally substituted with one or more halogen atoms, or a hydrogen atom; R 42 is the group L 2 a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from the group T2 R represents a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from the group consisting of: 43 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, R 31 , R 39 , R 44 and R 45 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; Z 1 is a nitrogen atom or CR 9a represents Z 2 is a nitrogen atom or CR 9b represents Z 3 is a nitrogen atom or CR 9c represents Z 4 is a nitrogen atom or CR 9d represents Z 5 is a nitrogen atom or CR 9e represents R 9a , R 9d and R 9e are the same or different, and group B 3 a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from group K 3 a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from the group M 3 a phenyl group optionally substituted with one or more substituents selected from the group M 3 a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from the group consisting of OR 52 , N.R. 51 R 52 , N.R. 51a R 52a , N.R. 59 NR 51 R 52 , N.R. 59 OR 51 , N.R. 51 C(O)R 53 , N.R. 59 NR 51 C(O)R 53 , N.R. 51 C(O)OR 54 , N.R. 59 NR51 C(O)OR 54 , N.R. 51 C(O)NR 51 R 52 , N.R. 59 NR 51 C(O)NR 61 R 62 , N=CHNR 61 R 62 , N=S(O) q R 55 R 56 , C(O)R 53 , C(O)OR 57 , C(O)NR 61 R 62 , C(O)NR 51 S(O)2R 58 , C.R. 60 = NOR 57 , N.R. 51 CR 59 = NOR 57 , S(O) v R 58 , a cyano group, a nitro group, a hydrogen atom, or a halogen atom; q represents 0 or 1; v represents 0, 1, or 2; R 9b and R 9c are the same or different, and group B 3 a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from group K 3 a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from the group M 3 a phenyl group optionally substituted with one or more substituents selected from the group M 3 a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from the group consisting of OR 72 , N.R. 71 R 72 , N.R. 71a R 72a , N.R. 79 NR 71 R 72 , N.R. 79 OR 71 , N.R. 71 C(O)R 73 , N.R. 79 NR 71 C(O)R 73 , N.R. 71C(O)OR 74 , N.R. 79 NR 71 C(O)OR 74 , N.R. 71 C(O)NR 71 R 72 , N.R. 79 NR 71 C(O)NR 81 R 82 , N=CHNR 81 R 82 , N=S(O) u R 75 R 76 , C(O)R 73 , C(O)OR 77 , C(O)NR 81 R 82 , C(O)NR 71 S(O)2R 78 , C.R. 80 = NOR 77 , N.R. 71 CR 79 = NOR 77 , S(O) w R 78 , a cyano group, a nitro group, a hydrogen atom, or a halogen atom; u represents 0 or 1; w represents 0, 1, or 2; R 60 and R 80 are the same or different and are each a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a halogen atom, OR 63 , N.R. 64 R 65 or a hydrogen atom, R 57 and R 77 are the same or different C1-C6 chain hydrocarbon groups optionally substituted with one or more halogen atoms; 3 R represents a phenyl group which may be substituted with one or more substituents selected from the group consisting of: 52 is the group L 3 a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from the group T 3 a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from the group T 3 a C3-C7 cycloalkenyl group optionally substituted by one or more substituents selected from Group J3 a phenyl group optionally substituted with one or more substituents selected from group J 3 a 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from the group consisting of a hydrogen atom and S(O)R 58 represents R 72 is the group L 3 a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from the group T 3 a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from the group T 3 a C3-C7 cycloalkenyl group optionally substituted with one or more substituents selected from the group consisting of a hydrogen atom and S(O)R 78 represents R 58 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a group J 3 R represents a phenyl group which may be substituted with one or more substituents selected from the group consisting of 78 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, R 51a and R 52a together with the nitrogen atom to which they are attached, form group K 3 R represents a 3- to 7-membered non-aromatic heterocyclic group optionally substituted with one or more substituents selected from the group consisting of 71a and R 72a together with the nitrogen atom to which they are attached, form group K 3 R represents a 3- to 7-membered non-aromatic heterocyclic group optionally substituted with one or more substituents selected from the group consisting of 53 and R 73 are the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a (C3-C6 cycloalkyl)C1-C3 alkyl group optionally substituted with one or more halogen atoms, Group J 3 a phenyl group optionally substituted with one or more substituents selected from group J 3 R represents a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from the group consisting of: 54 and R 74are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a (C3-C6 cycloalkyl)C1-C3 alkyl group optionally substituted with one or more halogen atoms, or a phenyl C1-C3 alkyl group {the phenyl moiety in the phenyl C1-C3 alkyl group is a group selected from Group J 3 R may be substituted with one or more substituents selected from the following 55 , R 56 , R 75 and R 76 are the same or different and represent a C1-C6 alkyl group optionally substituted with one or more halogen atoms; R 61 and R 81 are the same or different and represent a C1-C6 alkyl group optionally substituted with one or more halogen atoms, or a hydrogen atom; R 62 and R 82 are the same or different, and the group L 3 a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from the group T 3 R represents a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from the group consisting of: 63 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, R 51 , R 59 , R 64 , R 65 , R 71 and R 79are the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a hydrogen atom. Group D: a group consisting of a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from the group consisting of a halogen atom and a C1-C3 alkyl group, a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfanyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfinyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally substituted with one or more halogen atoms, a C2-C6 alkylcarbonyl group optionally substituted with one or more halogen atoms, a C2-C6 alkoxycarbonyl group optionally substituted with one or more halogen atoms, a phenyl group optionally substituted with one or more substituents selected from Group F, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from Group F, a hydroxy group, a cyano group, and a halogen atom. Group E: a group consisting of C1-C6 alkyl groups optionally substituted with one or more halogen atoms, C1-C6 alkoxy groups optionally substituted with one or more halogen atoms, C1-C6 alkylsulfanyl groups optionally substituted with one or more halogen atoms, C1-C6 alkylsulfinyl groups optionally substituted with one or more halogen atoms, C1-C6 alkylsulfonyl groups optionally substituted with one or more halogen atoms, cyano groups, and halogen atoms.Group F: a group consisting of a C1-C6 alkyl group optionally substituted with one or more halogen atoms, a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfanyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfinyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylamino group optionally substituted with one or more halogen atoms, a di(C1-C6 alkyl optionally substituted with one or more halogen atoms)amino group, a C2-C6 alkylcarbonyl group optionally substituted with one or more halogen atoms, a C2-C6 alkoxycarbonyl group optionally substituted with one or more halogen atoms, a hydroxy group, a sulfanyl group, an amino group, a cyano group, a nitro group, and a halogen atom. Group B: a group consisting of C1-C6 alkoxy groups optionally substituted with one or more halogen atoms, C3-C6 alkenyloxy groups optionally substituted with one or more halogen atoms, C3-C6 alkynyloxy groups optionally substituted with one or more halogen atoms, C1-C6 alkylsulfanyl groups optionally substituted with one or more halogen atoms, C1-C6 alkylsulfinyl groups optionally substituted with one or more halogen atoms, C1-C6 alkylsulfonyl groups optionally substituted with one or more halogen atoms, C3-C6 cycloalkyl groups optionally substituted with one or more halogen atoms, cyano groups, hydroxy groups, and halogen atoms. Group G: a group consisting of C1-C6 chain hydrocarbon groups optionally substituted with one or more halogen atoms, C1-C6 alkoxy groups optionally substituted with one or more halogen atoms, C3-C6 alkenyloxy groups optionally substituted with one or more halogen atoms, C3-C6 alkynyloxy groups optionally substituted with one or more halogen atoms, and halogen atoms.Group J: a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a hydroxy group, a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a C3-C6 alkenyloxy group optionally substituted with one or more halogen atoms, a C3-C6 alkynyloxy group optionally substituted with one or more halogen atoms, a sulfanyl group, a C1-C6 alkylsulfanyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfinyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally substituted with one or more halogen atoms, an amino group, and NHR. 91 , N.R. 91 R 92 , C(O)R 91 , O.C.(O.)R 91 , C(O)OR 91 , a cyano group, a nitro group, and a halogen atom. 91 and R 92 are the same or different and represent a C1-C6 alkyl group optionally substituted with one or more halogen atoms. Group K: a group consisting of a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a C3-C6 alkenyloxy group optionally substituted with one or more halogen atoms, a C3-C6 alkynyloxy group optionally substituted with one or more halogen atoms, a halogen atom, an oxo group, a hydroxy group, a cyano group, and a nitro group. Group L: a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a phenyl group optionally substituted with one or more substituents selected from Group J, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from Group J, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a 3- to 7-membered non-aromatic heterocyclic group optionally substituted with one or more substituents selected from Group G, an amino group, NHR 91 , N.R. 91 R 92 , a halogen atom, and a cyano group. Group M: a C1-C6 alkyl group optionally substituted with one or more halogen atoms, OR 94 , N.R. 93 R94 , C(O)R 94 , C(O)NR 93 R 94 , O.C.(O.)R 93 , OC(O)OR 93 , N.R. 94 C(O)R 93 , N.R. 94 C(O)OR 93 , C(O)OR 94 , a halogen atom, a nitro group, a cyano group, an amino group, and a 5- or 6-membered aromatic heterocyclic group. 93 represents a C1-C6 alkyl group optionally substituted with one or more halogen atoms, or a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, R 94 represents a C1-C6 alkyl group optionally substituted with one or more halogen atoms, a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, or a hydrogen atom. Group P: a group consisting of a C2-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, a phenyl group optionally substituted with one or more substituents selected from Group J, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from Group J, a C2-C6 alkylcarbonyl group optionally substituted with one or more halogen atoms, a C2-C6 alkoxycarbonyl group optionally substituted with one or more halogen atoms, an aminocarbonyl group, a (C1-C6 alkyl)aminocarbonyl group optionally substituted with one or more halogen atoms, a methyl group, and a di(C1-C4 alkyl)aminocarbonyl group optionally substituted with one or more halogen atoms. Group T: a group consisting of a C1-C6 alkyl group optionally substituted with one or more halogen atoms, a halogen atom, and a cyano group. Group B 2Group G: a group consisting of a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a C3-C6 alkenyloxy group optionally substituted with one or more halogen atoms, a C3-C6 alkynyloxy group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfanyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfinyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally substituted with one or more halogen atoms, a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, a cyano group, a hydroxy group, and a halogen atom. 2 Group J: a group consisting of C1-C6 chain hydrocarbon groups optionally substituted with one or more halogen atoms, C1-C6 alkoxy groups optionally substituted with one or more halogen atoms, C3-C6 alkenyloxy groups optionally substituted with one or more halogen atoms, C3-C6 alkynyloxy groups optionally substituted with one or more halogen atoms, and halogen atoms. 2 : a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a hydroxy group, a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a C3-C6 alkenyloxy group optionally substituted with one or more halogen atoms, a C3-C6 alkynyloxy group optionally substituted with one or more halogen atoms, a sulfanyl group, a C1-C6 alkylsulfanyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfinyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally substituted with one or more halogen atoms, an amino group, NHR 95 , N.R. 95 R 96 , C(O)R 95 , O.C.(O.)R 95 , C(O)OR 95 , a cyano group, a nitro group, and a halogen atom. 95 and R 96 are the same or different and represent a C1-C6 alkyl group optionally substituted with one or more halogen atoms. 2Group L: a group consisting of a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a C3-C6 alkenyloxy group optionally substituted with one or more halogen atoms, a C3-C6 alkynyloxy group optionally substituted with one or more halogen atoms, a halogen atom, an oxo group, a hydroxy group, a cyano group, and a nitro group. 2 Group J: a C1-C6 alkoxy group optionally substituted with one or more halogen atoms 2 a phenyl group optionally substituted with one or more substituents selected from group J 2 a 5- or 6-membered aromatic heterocyclic group optionally substituted by one or more substituents selected from the group consisting of a C3-C7 cycloalkyl group optionally substituted by one or more halogen atoms; 2 a 3- to 7-membered non-aromatic heterocyclic group optionally substituted with one or more substituents selected from the group consisting of an amino group, NHR 95 , N.R. 95 R 96 , a halogen atom, and a cyano group. 2 : a C1-C6 alkyl group optionally substituted with one or more halogen atoms, OR 98 , N.R. 97 R 98 , C(O)R 98 , C(O)NR 97 R 98 , O.C.(O.)R 97 , OC(O)OR 97 , N.R. 98 C(O)R 97 , N.R. 98 C(O)OR 97 , C(O)OR 98 , a halogen atom, a nitro group, a cyano group, an amino group, and a 5- or 6-membered aromatic heterocyclic group. 97 represents a C1-C6 alkyl group optionally substituted with one or more halogen atoms, or a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, R 98 represents a C1-C6 alkyl group optionally substituted with one or more halogen atoms, a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, or a hydrogen atom.2 Group B: A group consisting of a C1-C6 alkyl group optionally substituted with one or more halogen atoms, a halogen atom, and a cyano group. 3 Group G: a group consisting of a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a C3-C6 alkenyloxy group optionally substituted with one or more halogen atoms, a C3-C6 alkynyloxy group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfanyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfinyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally substituted with one or more halogen atoms, a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, a cyano group, a hydroxy group, and a halogen atom. 3 Group J: a group consisting of C1-C6 chain hydrocarbon groups optionally substituted with one or more halogen atoms, C1-C6 alkoxy groups optionally substituted with one or more halogen atoms, C3-C6 alkenyloxy groups optionally substituted with one or more halogen atoms, C3-C6 alkynyloxy groups optionally substituted with one or more halogen atoms, and halogen atoms. 3 : a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a hydroxy group, a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a C3-C6 alkenyloxy group optionally substituted with one or more halogen atoms, a C3-C6 alkynyloxy group optionally substituted with one or more halogen atoms, a sulfanyl group, a C1-C6 alkylsulfanyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfinyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally substituted with one or more halogen atoms, an amino group, NHR 99 , N.R. 99 R 100 , C(O)R 99 , O.C.(O.)R 99 , C(O)OR 99 , a cyano group, a nitro group, and a halogen atom. 99 and R 100are the same or different and represent a C1-C6 alkyl group optionally substituted with one or more halogen atoms. 3 Group L: a group consisting of a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a C3-C6 alkenyloxy group optionally substituted with one or more halogen atoms, a C3-C6 alkynyloxy group optionally substituted with one or more halogen atoms, a halogen atom, an oxo group, a hydroxy group, a cyano group, and a nitro group. 3 Group J: a C1-C6 alkoxy group optionally substituted with one or more halogen atoms 3 a phenyl group optionally substituted with one or more substituents selected from group J 3 a 5- or 6-membered aromatic heterocyclic group optionally substituted by one or more substituents selected from the group consisting of a C3-C7 cycloalkyl group optionally substituted by one or more halogen atoms; 3 a 3- to 7-membered non-aromatic heterocyclic group optionally substituted with one or more substituents selected from the group consisting of an amino group, NHR 99 , N.R. 99 R 100 , a halogen atom, and a cyano group. 3 : a C1-C6 alkyl group optionally substituted with one or more halogen atoms, OR 102 , N.R. 101 R 102 , C(O)R 102 , C(O)NR 101 R 102 , O.C.(O.)R 101 , OC(O)OR 101 , N.R. 102 C(O)R 101 , N.R. 102 C(O)OR 101 , C(O)OR 102 , a halogen atom, a nitro group, a cyano group, an amino group, and a 5- or 6-membered aromatic heterocyclic group. 101 represents a C1-C6 alkyl group optionally substituted with one or more halogen atoms, or a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, R 102represents a C1-C6 alkyl group optionally substituted with one or more halogen atoms, a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, or a hydrogen atom. 3

[0022] A compound represented by the formula (I) or an N-oxide thereof (hereinafter, the compound represented by the formula (I) or an N-oxide thereof will be referred to as the compound of the present invention). [2] A compound represented by the formula (I) or an N-oxide thereof according to the formula (I), wherein Q is a group represented by the formula Q1 or a group represented by the formula Q5. [3] A compound represented by the formula (I), wherein A is a group represented by the formula Q1, and A is an N-oxide thereof. 1 [4] The compound according to [1], wherein Q is a group represented by formula Q5, and G is an N-oxide thereof. 1 is CR 10a and G 2 is CR 10b and G 3 is CR 10c and G 4 is a nitrogen atom or CR 10d [5] The compound according to [1] or an N-oxide thereof, wherein Q is a group represented by the formula Q5, and G 1 is CR 10a and G 2 is CR 10b and G 3 is CR 10c and G 4 is CR 10d [6] The compound according to [1] or an N-oxide thereof, wherein Het is a group represented by the formula Het1, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is CR 9c and Z 4 is CR 9d [7] The compound or N-oxide thereof according to any one of [1] to [5], wherein Het is a group represented by the formula Het2, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is CR 9cand Z 4 is CR 9d [8] The compound according to any one of [1] to [5], or an N-oxide thereof, wherein R 2 is an ethyl group. [9] The compound or N-oxide thereof according to any one of [1] to [8], wherein W is an oxygen atom.

[10] A composition for controlling arthropod pests, comprising the compound or N-oxide thereof according to any one of [1] to [9] and an inert carrier.

[11] A composition comprising one or more components selected from the group consisting of Group (a), Group (b), Group (c), and Group (d), and the compound or N-oxide thereof according to any one of [1] to [9]: Group (a): a group consisting of insecticidal active components, acaricidal active components, and nematicidal active components; Group (b): fungicidal active components; Group (c): plant growth regulator components; Group (d): repellent components.

[12] A method for controlling arthropod pests, comprising applying an effective amount of the compound or N-oxide thereof according to any one of [1] to [9], or an effective amount of the composition according to

[11] , to arthropod pests or to a habitat of arthropod pests.

[13] A seed or a vegetative reproductive organ carrying an effective amount of the compound according to any one of [1] to [9] or an N-oxide thereof, or an effective amount of the composition according to

[11] .

[0006] According to the present invention, arthropod pests can be controlled.

[0007] The substituents used in the present invention will be explained. A halogen atom refers to a fluorine atom, chlorine atom, bromine atom, or 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 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 alkyl groups include a methyl group, an ethyl group, a propyl group, an isopropyl group, a 1,1-dimethylpropyl group, a 1,2-dimethylpropyl group, a 1-ethylpropyl group, a butyl group, a sec-butyl group, a tert-butyl group, a pentyl group, and a hexyl group. Examples of alkenyl groups include vinyl, 1-propenyl, 2-propenyl, 1-methyl-1-propenyl, 1-methyl-2-propenyl, 1,2-dimethyl-1-propenyl, 1-ethyl-2-propenyl, 3-butenyl, 4-pentenyl, and 5-hexenyl. Examples of alkynyl groups include ethynyl, 1-propynyl, 2-propynyl, 1-methyl-2-propynyl, 1,1-dimethyl-2-propynyl, 1-ethyl-2-propynyl, 2-butynyl, 4-pentynyl, and 5-hexynyl. Examples of alkoxy groups include methoxy, ethoxy, propoxy, isopropoxy, butoxy, tert-butoxy, pentyloxy, and hexyloxy. Examples of alkenyloxy groups include 2-propenyloxy groups, 2-butenyloxy groups, and 5-hexenyloxy groups. Examples of alkynyloxy groups include 2-propynyloxy groups, 2-butynyloxy groups, and 5-hexynyloxy groups.

[0008] Examples of cycloalkyl groups include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, and cycloheptyl groups. Examples of cycloalkenyl groups include cyclopropenyl, cyclobutenyl, cyclopentenyl, cyclohexenyl, and cycloheptenyl groups.

[0009] Examples of the 3- to 7-membered non-aromatic heterocyclic group include an aziridinyl group, an oxiranyl group, a thiiranyl group, an azetidinyl group, an oxetanyl group, a thietanyl group, a pyrrolidinyl group, a tetrahydrofuranyl group, a tetrahydrothienyl group, a piperidyl group, a pyranyl group, a dihydropyranyl group, a tetrahydropyranyl group, a tetrahydrothiopyranyl group, an azepanyl group, an oxepanyl group, a thiepanyl group, a pyrazolinyl group, a pyrazolidinyl group, an imidazolinyl group, an imidazolidinyl group, an oxazolinyl group, a thiazolinyl group, an oxazolidinyl group, a thiazolidinyl group, an isoxazolinyl group, an isoxazolidinyl group, an isothiazolinyl group, an isothiazolidinyl group, a dioxolyl group, a dioxolanyl group, a dioxanyl group, a morpholinyl group, a thiomorpholinyl group, and a piperazinyl group. Examples of 5- or 6-membered aromatic heterocyclic groups include pyrrolyl, furyl, thienyl, pyrazolyl, imidazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, thiadiazolyl, pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl, triazinyl, and tetrazinyl groups. Examples of 6-membered aromatic heterocyclic groups include pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl, triazinyl, and tetrazinyl groups. Examples of (C3-C6 cycloalkyl)C1-C3 alkyl groups optionally substituted with one or more halogen atoms include cyclopropylmethyl, (2-fluorocyclopropyl)methyl, cyclopropyl(fluoro)methyl, and (2-fluorocyclopropyl)(fluoro)methyl groups. An example of a C3-C7 cycloalkyl group optionally substituted with one or more cyano groups is a 1-cyano-cyclopropyl group.The (C3-C7 cycloalkyl)C1-C6 alkyl group optionally substituted with one or more halogen atoms refers to a group in which the (C3-C7 cycloalkyl) and / or (C1-C6 alkyl) is optionally substituted with one or more halogen atoms, and examples thereof include a (2,2-difluorocyclopropyl)methyl group, a 2-cyclopropyl-1,1,2,2-tetrafluoroethyl group, a 2-(2,2-difluorocyclopropyl)-1,1,2,2-tetrafluoroethyl group, a (2,2-difluorocyclopropyl)propyl group, a (2,2-difluorocyclopropyl)butyl group, a (2,2-difluorocyclopropyl)pentyl group, and a (2,2-difluorocyclopropyl)hexyl group. Examples of alkylsulfanyl groups include a methylsulfanyl group, an ethylsulfanyl group, a propylsulfanyl group, and an isopropylsulfanyl group. Examples of alkylsulfinyl groups include methylsulfinyl groups, ethylsulfinyl groups, propylsulfinyl groups, and isopropylsulfinyl groups. Examples of alkylsulfonyl groups include methylsulfonyl groups, ethylsulfonyl groups, propylsulfonyl groups, and isopropylsulfonyl groups. Examples of alkylamino groups include methylamino groups, ethylamino groups, isopropylamino groups, and hexylamino groups. Examples of dialkylamino groups include dimethylamino groups, ethylmethylamino groups, isopropylmethylamino groups, and dihexylamino groups. Examples of alkylcarbonyl groups include acetyl groups, propanoyl groups, 2-methylpropanoyl groups, and hexanoyl groups. Examples of alkoxycarbonyl groups include methoxycarbonyl groups, ethoxycarbonyl groups, isopropoxycarbonyl groups, and pentyloxycarbonyl groups. Examples of (C1-C6 alkyl)aminocarbonyl groups include methylaminocarbonyl groups, isopropylaminocarbonyl groups, and hexylaminocarbonyl groups. Examples of di(C1-C4 alkyl)aminocarbonyl groups include dimethylaminocarbonyl groups, methylethylaminocarbonyl groups, and isopropylmethylaminocarbonyl groups.

[0010] Examples of the N-oxide of the compound of formula (I) include the compounds of the following formula: (wherein the symbols have the same meanings as defined above.)

[0011] The compound of the present invention may exist in one or more stereoisomers. Examples of stereoisomers include enantiomers, diastereomers, and geometric isomers. The compound of the present invention includes each stereoisomer and a mixture of stereoisomers in any ratio.

[0012] The compound of the present invention may form an acid addition salt. Examples of acids that form acid addition salts include inorganic acids such as hydrogen chloride, phosphoric acid, and sulfuric acid, and organic acids such as acetic acid, trifluoroacetic acid, benzoic acid, and p-toluenesulfonic acid. The acid addition salt can be obtained by mixing the compound of the present invention with an acid.

[0013] The following compounds are examples of the compound N of the present invention. [Aspect 1] A compound of the present invention N, in which Q is a group represented by formula Q1 or a group represented by formula Q5. [Aspect 2] A compound of the present invention N, in which Q is a group represented by formula Q1 or a group represented by formula Q5, and G 1 is a nitrogen atom or CR 10a and G 2 is CR 10b and G 3 is CR 10c and G 4 is CR 10d and R 3a , R 3b , R 3c , R 3d , R 10a , R 10b , R 10c , and R 10d are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from Group B, a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from Group K, a phenyl group optionally substituted with one or more substituents selected from Group M, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from Group M, OR 12 , C.R. 20 = NOR17 , a hydrogen atom, or a halogen atom (provided that Q is a group represented by the formula Q1, and A 1 is CR 3c If 3a , R 3b , R 3c , and R 3d Not all of R represent hydrogen atoms), 17 and R 20 are the same or different and are C1-C6 chain hydrocarbon groups optionally substituted with one or more halogen atoms, R 12 is a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from Group L, a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from Group T, a C3-C7 cycloalkenyl group optionally substituted with one or more substituents selected from Group T, a phenyl group optionally substituted with one or more substituents selected from Group J, or a 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from Group J. [Aspect 3] A compound N of the present invention, wherein Q is a group represented by formula Q1 or a group represented by formula Q5, and R 3a , R 3c , R 10a and R 10d is a hydrogen atom, and R 3b , R 3d , R 10b and R 10c are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a phenyl group optionally substituted with one or more halogen atoms, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more halogen atoms, OR 12 , a hydrogen atom, or a halogen atom; R 12 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 4] In compound N of the present invention, Q is a group represented by formula Q1 or a group represented by formula Q5, and R 3a , R 3c , R 10a and R 10d is a hydrogen atom, and R 3b , R 3d, R 10b and R 10c are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a hydrogen atom, or a halogen atom. [Embodiment 5] A compound of the present invention, wherein Q is a group represented by formula Q1 or a group represented by formula Q5, and A 1 is a nitrogen atom, and R 3a , R 3d , R 10a , R 10c and R 10d is a hydrogen atom, and R 3b is a phenyl group optionally substituted with one or more substituents selected from the group consisting of a halogen atom and a cyano group, a hydrogen atom, or a halogen atom, and R 10b is a halogen atom. [Aspect 6] A compound of the present invention, in which Q is a group represented by formula Q1. [Aspect 7] A compound of the present invention, in which Q is a group represented by formula Q1, and R 3a , R 3b , and R 3d are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from Group B, a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from Group K, a phenyl group optionally substituted with one or more substituents selected from Group M, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from Group M, OR 12 , C.R. 20 = NOR 17 , a hydrogen atom, or a halogen atom (provided that Q is a group represented by the formula Q1, and A 1 is CR 3c If 3a , R 3b , R 3c , and R 3d Not all of R represent hydrogen atoms), 17 and R 20 are the same or different and are C1-C6 chain hydrocarbon groups optionally substituted with one or more halogen atoms, R 12is a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from Group B, a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from Group K, a phenyl group optionally substituted with one or more substituents selected from Group M, or a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from Group M. [Embodiment 8] A compound of the present invention N, wherein Q is a group represented by formula Q1, and R 3a is a hydrogen atom, and R 3b and R 3d are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a phenyl group optionally substituted with one or more halogen atoms, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more halogen atoms, OR 12 , a hydrogen atom, or a halogen atom; R 12 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 9] In the compound N of the present invention, Q is a group represented by the formula Q1, and R 3a is a hydrogen atom, and R 3b and R 3d and R are the same or different and are a phenyl group optionally substituted with one or more halogen atoms, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more halogen atoms, a hydrogen atom, or a halogen atom. 3a is a hydrogen atom, and R 3b and R 3d are the same or different and are a phenyl group optionally substituted with one or more halogen atoms, a pyrazolyl group optionally substituted with one or more halogen atoms, an imidazolyl group optionally substituted with one or more halogen atoms, a triazolyl group optionally substituted with one or more halogen atoms, a pyridyl group optionally substituted with one or more halogen atoms, a pyrimidinyl group optionally substituted with one or more halogen atoms, a hydrogen atom, or a halogen atom. [Embodiment 11] A compound of the present invention N, wherein Q is a group represented by the formula Q1, and A 1is a nitrogen atom, and R 3a and R 3d is a hydrogen atom, and R 3b is a phenyl group optionally substituted with one or more substituents selected from the group consisting of a halogen atom and a cyano group, a hydrogen atom, or a halogen atom. [Aspect 12] A compound of the present invention N, in which Q is a group represented by formula Q5. [Aspect 13] A compound of the present invention N, in which Q is a group represented by formula Q5, and G 1 is a nitrogen atom or CR 10a and G 2 is CR 10b and G 3 is CR 10c and G 4 is CR 10d and R 10a , R 10b , R 10c , and R 10d are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from Group B, a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from Group K, a phenyl group optionally substituted with one or more substituents selected from Group M, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from Group M, OR 12 , C.R. 20 = NOR 17 , a hydrogen atom, or a halogen atom; R 17 and R 20 are the same or different and are C1-C6 chain hydrocarbon groups optionally substituted with one or more halogen atoms, R 12 is a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from Group L, a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from Group T, a C3-C7 cycloalkenyl group optionally substituted with one or more substituents selected from Group T, a phenyl group optionally substituted with one or more substituents selected from Group J, or a 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from Group J. [Embodiment 14] A compound of the present invention N, wherein Q is a group represented by formula Q5, and G 1 is a nitrogen atom or CR 10a and G2 is CR 10b and G 3 is CR 10c and G 4 is CR 10d and R 10a and R 10d is a hydrogen atom, and R 10b and R 10c are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a phenyl group optionally substituted with one or more halogen atoms, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more halogen atoms, OR 12 , a hydrogen atom, or a halogen atom; R 12 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 15] A compound N of the present invention, wherein Q is a group represented by formula Q5, and G 1 is a nitrogen atom or CR 10a and G 2 is CR 10b and G 3 is CR 10c and G 4 is CR 10d and R 10a and R 10d is a hydrogen atom, and R 10b and R 10c are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a hydrogen atom, or a halogen atom. [Embodiment 16] A compound of the present invention N, wherein Q is a group represented by formula Q5, and G 1 is CR 10a and G 2 is CR 10b and G 3 is CR 10c and G 4 is CR 10d and R 10a , R 10c and R 10d is a hydrogen atom, and R 10b is a halogen atom. [Embodiment 17] In the compound N of the present invention, R 2is an ethyl group. [Embodiment 18] In the compound N of the present invention, R 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. [Aspect 19] A compound of the present invention, in which W is an oxygen atom. [Aspect 20] A compound of the present invention, in which X 1a NR 7a and X 2a is CR 8a and R 7a is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a (C3-C7 cycloalkyl)C1-C6 alkyl group optionally substituted with one or more halogen atoms, or a hydrogen atom, and R 8a is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a cyano group, a nitro group, a hydrogen atom, or a halogen atom. 1a NR 7a and X 2a is a nitrogen atom, and R 7a is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a (C3-C7 cycloalkyl)C1-C6 alkyl group optionally substituted with one or more halogen atoms, or a hydrogen atom. [Embodiment 22] In compound N of the present invention, X 1a is an oxygen atom, and X 2a is CR 8a and R 8a is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a cyano group, a nitro group, a hydrogen atom, or a halogen atom. 1a is an oxygen atom, and X 2a is a nitrogen atom. [Embodiment 24] In the compound N of the present invention, X 1a is a sulfur atom, and X 2a is CR 8aand R 8a is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a cyano group, a nitro group, a hydrogen atom, or a halogen atom. 1a is a sulfur atom, and X 2a is a nitrogen atom. [Embodiment 26] In the compound N of the present invention, X 2b is CR 8a and X 3a is CR 8b and R 8a and R 8b are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a cyano group, a nitro group, a hydrogen atom, or a halogen atom. [Embodiment 27] In compound N of the present invention, X 2b is a nitrogen atom, and X 3a is CR 8b and R 8b is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a cyano group, a nitro group, a hydrogen atom, or a halogen atom. 2b is CR 8a and X 3a is a nitrogen atom, and R 8a is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a cyano group, a nitro group, a hydrogen atom, or a halogen atom. 2b is a nitrogen atom, and X 3a is a nitrogen atom. [Embodiment 30] In the compound N of the present invention, X 1a NR 7a and X 2a is CR 8a and R 7a is a methyl group, and R 8ais a methyl group, a hydrogen atom, or a halogen atom. 1a NR 7a and X 2a is a nitrogen atom, and R 7a is a methyl group. [Embodiment 32] In the compound N of the present invention, X 1a is an oxygen atom, and X 2a is CR 8a and R 8a is a methyl group, a hydrogen atom, or a halogen atom. 1a is a sulfur atom, and X 2a is CR 8a and R 8a is a methyl group, a hydrogen atom, or a halogen atom. 2b is CR 8a and X 3a is a nitrogen atom, and R 8a is a methyl group, a hydrogen atom, or a halogen atom. 2b is CR 8a and X 3a is CR 8b and R 8a and R 8b are the same or different and are a methyl group, a hydrogen atom, or a halogen atom. 2b is a nitrogen atom, and X 3a is CR 8b and R 8b is a methyl group, a hydrogen atom, or a halogen atom. 1a NR 7a , an oxygen atom or a sulfur atom, and X 2a is a nitrogen atom, and R 7ais a C1-C6 alkyl group. [Aspect 38] A compound in which, in Compound N of the present invention, Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 39] A compound in which, in Compound N of the present invention, Het is a group represented by formula Het1. [Aspect 40] A compound in which, in Compound N of the present invention, Het is a group represented by formula Het2. [Aspect 41] A compound in which, in Aspect 1, R 2 is an ethyl group. 2 is an ethyl group. 2 is an ethyl group. [Aspect 44] A compound according to aspect 4, wherein R 2 is an ethyl group. 2 is an ethyl group. 2 is an ethyl group. 2 is an ethyl group. 2 is an ethyl group. 2 is an ethyl group. 2 is an ethyl group. 2 is an ethyl group. 2 is an ethyl group. 2 is an ethyl group. 2 is an ethyl group. 2 is an ethyl group. 2 is an ethyl group. 2 is an ethyl group. 2 is an ethyl group. 2 is an ethyl group. 2is an ethyl group. 2 is an ethyl group. 2 is an ethyl group. 2 is an ethyl group. 2 is an ethyl group. 2 is an ethyl group. 2 is an ethyl group. 2 is an ethyl group. 2 is an ethyl group. 2 is an ethyl group. 2 is an ethyl group. 2 is an ethyl group. 2 is an ethyl group. 2 is an ethyl group. 2 is an ethyl group. 2 is an ethyl group. 2 is an ethyl group. 2 is an ethyl group. 2 is an ethyl group. 2 is an ethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group.1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group.1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1 is a methyl group, an ethyl group, or a cyclopropylmethyl group. 1is a methyl group, an ethyl group, or a cyclopropylmethyl group. [Aspect 157] A compound in Aspect 1, in which W is an oxygen atom. [Aspect 158] A compound in Aspect 2, in which W is an oxygen atom. [Aspect 159] A compound in Aspect 3, in which W is an oxygen atom. [Aspect 160] A compound in Aspect 4, in which W is an oxygen atom. [Aspect 161] A compound in Aspect 5, in which W is an oxygen atom. [Aspect 162] A compound in Aspect 6, in which W is an oxygen atom. [Aspect 163] A compound in Aspect 7, in which W is an oxygen atom. [Aspect 164] A compound in Aspect 8, in which W is an oxygen atom. [Aspect 165] A compound in Aspect 9, in which W is an oxygen atom. [Aspect 166] A compound in Aspect 10, in which W is an oxygen atom. [Aspect 167] A compound in Aspect 11, in which W is an oxygen atom. [Aspect 168] A compound in Aspect 12, in which W is an oxygen atom. [Aspect 169] A compound in Aspect 13, wherein W is an oxygen atom. [Aspect 170] A compound in Aspect 14, wherein W is an oxygen atom. [Aspect 171] A compound in Aspect 15, wherein W is an oxygen atom. [Aspect 172] A compound in Aspect 16, wherein W is an oxygen atom. [Aspect 173] A compound in Aspect 20, wherein W is an oxygen atom. [Aspect 174] A compound in Aspect 21, wherein W is an oxygen atom. [Aspect 175] A compound in Aspect 22, wherein W is an oxygen atom. [Aspect 176] A compound in Aspect 23, wherein W is an oxygen atom. [Aspect 177] A compound in Aspect 24, wherein W is an oxygen atom. [Aspect 178] A compound in Aspect 25, wherein W is an oxygen atom. [Aspect 179] A compound in Aspect 26, wherein W is an oxygen atom. [Aspect 180] A compound in Aspect 27, wherein W is an oxygen atom. [Aspect 181] A compound in Aspect 28, wherein W is an oxygen atom. [Aspect 182] A compound in Aspect 29, wherein W is an oxygen atom. [Aspect 183] A compound in Aspect 30, wherein W is an oxygen atom. [Aspect 184] A compound in Aspect 31, wherein W is an oxygen atom. [Aspect 185] A compound in Aspect 32, wherein W is an oxygen atom. [Aspect 186] A compound in Aspect 33, wherein W is an oxygen atom. [Aspect 187] A compound in Aspect 34, wherein W is an oxygen atom. [Aspect 188] A compound in Aspect 35, wherein W is an oxygen atom.[Aspect 189] A compound in Aspect 36, wherein W is an oxygen atom. [Aspect 190] A compound in Aspect 37, wherein W is an oxygen atom. [Aspect 191] A compound in Aspect 38, wherein W is an oxygen atom. [Aspect 192] A compound in Aspect 39, wherein W is an oxygen atom. [Aspect 193] A compound in Aspect 40, wherein W is an oxygen atom. [Aspect 194] A compound in Aspect 41, wherein W is an oxygen atom. [Aspect 195] A compound in Aspect 42, wherein W is an oxygen atom. [Aspect 196] A compound in Aspect 43, wherein W is an oxygen atom. [Aspect 197] A compound in Aspect 44, wherein W is an oxygen atom. [Aspect 198] A compound in Aspect 45, wherein W is an oxygen atom. [Aspect 199] A compound in Aspect 46, wherein W is an oxygen atom. [Aspect 200] A compound in Aspect 47, wherein W is an oxygen atom. [Aspect 201] A compound in Aspect 48, wherein W is an oxygen atom. [Aspect 202] A compound in Aspect 49, wherein W is an oxygen atom. [Aspect 203] A compound in Aspect 50, wherein W is an oxygen atom. [Aspect 204] A compound in Aspect 51, wherein W is an oxygen atom. [Aspect 205] A compound in Aspect 52, wherein W is an oxygen atom. [Aspect 206] A compound in Aspect 53, wherein W is an oxygen atom. [Aspect 207] A compound in Aspect 54, wherein W is an oxygen atom. [Aspect 208] A compound in Aspect 55, wherein W is an oxygen atom. [Aspect 209] A compound in Aspect 56, wherein W is an oxygen atom. [Aspect 210] A compound in Aspect 57, wherein W is an oxygen atom. [Aspect 211] A compound in Aspect 58, wherein W is an oxygen atom. [Aspect 212] A compound in Aspect 59, wherein W is an oxygen atom. [Aspect 213] A compound in Aspect 60, wherein W is an oxygen atom. [Aspect 214] A compound in Aspect 61, wherein W is an oxygen atom. [Aspect 215] A compound in Aspect 62, wherein W is an oxygen atom. [Aspect 216] A compound in Aspect 63, wherein W is an oxygen atom. [Aspect 217] A compound in Aspect 64, wherein W is an oxygen atom. [Aspect 218] A compound in Aspect 65, wherein W is an oxygen atom. [Aspect 219] A compound in Aspect 66, wherein W is an oxygen atom. [Aspect 220] A compound in Aspect 67, wherein W is an oxygen atom. [Aspect 221] A compound in Aspect 68, wherein W is an oxygen atom.[Aspect 222] A compound in Aspect 69, wherein W is an oxygen atom. [Aspect 223] A compound in Aspect 70, wherein W is an oxygen atom. [Aspect 224] A compound in Aspect 71, wherein W is an oxygen atom. [Aspect 225] A compound in Aspect 72, wherein W is an oxygen atom. [Aspect 226] A compound in Aspect 73, wherein W is an oxygen atom. [Aspect 227] A compound in Aspect 74, wherein W is an oxygen atom. [Aspect 228] A compound in Aspect 75, wherein W is an oxygen atom. [Aspect 229] A compound in Aspect 76, wherein W is an oxygen atom. [Aspect 230] A compound in Aspect 77, wherein W is an oxygen atom. [Aspect 231] A compound in Aspect 78, wherein W is an oxygen atom. [Aspect 232] A compound in Aspect 79, wherein W is an oxygen atom. [Aspect 233] A compound in Aspect 80, wherein W is an oxygen atom. [Aspect 234] A compound in Aspect 81, wherein W is an oxygen atom. [Aspect 235] A compound in Aspect 82, wherein W is an oxygen atom. [Aspect 236] A compound in Aspect 83, wherein W is an oxygen atom. [Aspect 237] A compound in Aspect 84, wherein W is an oxygen atom. [Aspect 238] A compound in Aspect 85, wherein W is an oxygen atom. [Aspect 239] A compound in Aspect 86, wherein W is an oxygen atom. [Aspect 240] A compound in Aspect 87, wherein W is an oxygen atom. [Aspect 241] A compound in Aspect 88, wherein W is an oxygen atom. [Aspect 242] A compound in Aspect 89, wherein W is an oxygen atom. [Aspect 243] A compound in Aspect 90, wherein W is an oxygen atom. [Aspect 244] A compound in Aspect 91, wherein W is an oxygen atom. [Aspect 245] A compound in Aspect 92, wherein W is an oxygen atom. [Aspect 246] A compound in Aspect 93, wherein W is an oxygen atom. [Aspect 247] A compound in Aspect 94, wherein W is an oxygen atom. [Aspect 248] A compound in Aspect 95, wherein W is an oxygen atom. [Aspect 249] A compound in Aspect 96, wherein W is an oxygen atom. [Aspect 250] A compound in Aspect 97, wherein W is an oxygen atom. [Aspect 251] A compound in Aspect 98, wherein W is an oxygen atom. [Aspect 252] A compound in Aspect 99, wherein W is an oxygen atom. [Aspect 253] A compound in Aspect 100, wherein W is an oxygen atom. [Aspect 254] A compound in Aspect 101, wherein W is an oxygen atom.[Aspect 255] A compound in Aspect 102, wherein W is an oxygen atom. [Aspect 256] A compound in Aspect 103, wherein W is an oxygen atom. [Aspect 257] A compound in Aspect 104, wherein W is an oxygen atom. [Aspect 258] A compound in Aspect 105, wherein W is an oxygen atom. [Aspect 259] A compound in Aspect 106, wherein W is an oxygen atom. [Aspect 260] A compound in Aspect 107, wherein W is an oxygen atom. [Aspect 261] A compound in Aspect 108, wherein W is an oxygen atom. [Aspect 262] A compound in Aspect 109, wherein W is an oxygen atom. [Aspect 263] A compound in Aspect 110, wherein W is an oxygen atom. [Aspect 264] A compound in Aspect 111, wherein W is an oxygen atom. [Aspect 265] A compound in Aspect 112, wherein W is an oxygen atom. [Aspect 266] A compound in Aspect 113, wherein W is an oxygen atom. [Aspect 267] A compound in Aspect 114, wherein W is an oxygen atom. [Aspect 268] A compound in Aspect 115, wherein W is an oxygen atom. [Aspect 269] A compound in Aspect 116, wherein W is an oxygen atom. [Aspect 270] A compound in Aspect 117, wherein W is an oxygen atom. [Aspect 271] A compound in Aspect 118, wherein W is an oxygen atom. [Aspect 272] A compound in Aspect 119, wherein W is an oxygen atom. [Aspect 273] A compound in Aspect 120, wherein W is an oxygen atom. [Aspect 274] A compound in Aspect 121, wherein W is an oxygen atom. [Aspect 275] A compound in Aspect 122, wherein W is an oxygen atom. [Aspect 276] A compound in Aspect 123, wherein W is an oxygen atom. [Aspect 277] A compound in Aspect 124, wherein W is an oxygen atom. [Aspect 278] A compound in Aspect 125, wherein W is an oxygen atom. [Aspect 279] A compound in Aspect 126, wherein W is an oxygen atom. [Aspect 280] A compound in Aspect 127, wherein W is an oxygen atom. [Aspect 281] A compound in Aspect 128, wherein W is an oxygen atom. [Aspect 282] A compound in Aspect 129, wherein W is an oxygen atom. [Aspect 283] A compound in Aspect 130, wherein W is an oxygen atom. [Aspect 284] A compound in Aspect 131, wherein W is an oxygen atom. [Aspect 285] A compound in Aspect 132, wherein W is an oxygen atom. [Aspect 286] A compound in Aspect 133, wherein W is an oxygen atom.[Aspect 287] A compound in Aspect 134, wherein W is an oxygen atom. [Aspect 288] A compound in Aspect 135, wherein W is an oxygen atom. [Aspect 289] A compound in Aspect 136, wherein W is an oxygen atom. [Aspect 290] A compound in Aspect 137, wherein W is an oxygen atom. [Aspect 291] A compound in Aspect 138, wherein W is an oxygen atom. [Aspect 292] A compound in Aspect 139, wherein W is an oxygen atom. [Aspect 293] A compound in Aspect 140, wherein W is an oxygen atom. [Aspect 294] A compound in Aspect 141, wherein W is an oxygen atom. [Aspect 295] A compound in Aspect 142, wherein W is an oxygen atom. [Aspect 296] A compound in Aspect 143, wherein W is an oxygen atom. [Aspect 297] A compound in Aspect 144, wherein W is an oxygen atom. [Aspect 298] A compound in Aspect 145, wherein W is an oxygen atom. [Aspect 299] A compound in Aspect 146, wherein W is an oxygen atom. [Aspect 300] A compound in Aspect 147, wherein W is an oxygen atom. [Aspect 301] A compound in Aspect 148, wherein W is an oxygen atom. [Aspect 302] A compound in Aspect 149, wherein W is an oxygen atom. [Aspect 303] A compound in Aspect 150, wherein W is an oxygen atom. [Aspect 304] A compound in Aspect 151, wherein W is an oxygen atom. [Aspect 305] A compound in Aspect 152, wherein W is an oxygen atom. [Aspect 306] A compound in Aspect 153, wherein W is an oxygen atom. [Aspect 307] A compound in Aspect 154, wherein W is an oxygen atom. [Aspect 308] A compound in Aspect 155, wherein W is an oxygen atom. [Aspect 309] A compound in Aspect 156, wherein W is an oxygen atom. [Aspect 310] A compound in Aspect 1, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 311] A compound in Aspect 2, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 312] A compound in Aspect 3, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 313] A compound in Aspect 4, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 314] A compound in Aspect 5, wherein Het is a group represented by formula Het1 or a group represented by formula Het2.[Aspect 315] A compound in Aspect 6, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 316] A compound in Aspect 7, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 317] A compound in Aspect 8, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 318] A compound in Aspect 9, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 319] A compound in Aspect 10, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 320] A compound in Aspect 11, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 321] A compound in Aspect 12, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 322] A compound in Aspect 13, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 323] A compound in Aspect 14, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 324] A compound in Aspect 15, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 325] A compound in Aspect 16, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 326] A compound in Aspect 17, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 327] A compound in Aspect 18, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 328] A compound in Aspect 19, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 329] A compound in Aspect 20, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 330] A compound in Aspect 21, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 331] A compound in Aspect 22, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 332] A compound in Aspect 23, wherein Het is a group represented by formula Het1 or a group represented by formula Het2.[Aspect 333] A compound in Aspect 24, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 334] A compound in Aspect 25, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 335] A compound in Aspect 26, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 336] A compound in Aspect 27, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 337] A compound in Aspect 28, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 338] A compound in Aspect 29, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 339] A compound in Aspect 30, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 340] A compound in Aspect 31, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 341] A compound in Aspect 32, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 342] A compound in Aspect 33, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 343] A compound in Aspect 34, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 344] A compound in Aspect 35, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 345] A compound in Aspect 36, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 346] A compound in Aspect 37, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 347] A compound in Aspect 1, wherein Het is a group represented by the formula Het1. [Aspect 348] A compound in Aspect 2, wherein Het is a group represented by the formula Het1. [Aspect 349] A compound in Aspect 3, wherein Het is a group represented by the formula Het1. [Aspect 350] A compound in Aspect 4, wherein Het is a group represented by the formula Het1. [Aspect 351] A compound in Aspect 5, wherein Het is a group represented by the formula Het1. [Aspect 352] A compound in Aspect 6, wherein Het is a group represented by the formula Het1.[Aspect 353] A compound in Aspect 7, wherein Het is a group represented by formula Het1. [Aspect 354] A compound in Aspect 8, wherein Het is a group represented by formula Het1. [Aspect 355] A compound in Aspect 9, wherein Het is a group represented by formula Het1. [Aspect 356] A compound in Aspect 10, wherein Het is a group represented by formula Het1. [Aspect 357] A compound in Aspect 11, wherein Het is a group represented by formula Het1. [Aspect 358] A compound in Aspect 12, wherein Het is a group represented by formula Het1. [Aspect 359] A compound in Aspect 13, wherein Het is a group represented by formula Het1. [Aspect 360] A compound in Aspect 14, wherein Het is a group represented by formula Het1. [Aspect 361] A compound in Aspect 15, wherein Het is a group represented by formula Het1. [Aspect 362] A compound in Aspect 16, wherein Het is a group represented by formula Het1. [Aspect 363] A compound in Aspect 17, wherein Het is a group represented by formula Het1. [Aspect 364] A compound in Aspect 18, wherein Het is a group represented by formula Het1. [Aspect 365] A compound in Aspect 19, wherein Het is a group represented by formula Het1. [Aspect 366] A compound in Aspect 20, wherein Het is a group represented by formula Het1. [Aspect 367] A compound in Aspect 21, wherein Het is a group represented by formula Het1. [Aspect 368] A compound in Aspect 22, wherein Het is a group represented by formula Het1. [Aspect 369] A compound in Aspect 23, wherein Het is a group represented by formula Het1. [Aspect 370] A compound in Aspect 24, wherein Het is a group represented by formula Het1. [Aspect 371] A compound in Aspect 25, wherein Het is a group represented by formula Het1. [Aspect 372] A compound in Aspect 30, wherein Het is a group represented by formula Het1. [Aspect 373] A compound in Aspect 31, wherein Het is a group represented by formula Het1. [Aspect 374] A compound in Aspect 32, wherein Het is a group represented by formula Het1. [Aspect 375] A compound in Aspect 33, wherein Het is a group represented by formula Het1. [Aspect 376] A compound in Aspect 37, wherein Het is a group represented by formula Het1. [Aspect 377] A compound in Aspect 1, wherein Het is a group represented by formula Het2.[Aspect 378] A compound in Aspect 2, wherein Het is a group represented by formula Het2. [Aspect 379] A compound in Aspect 3, wherein Het is a group represented by formula Het2. [Aspect 380] A compound in Aspect 4, wherein Het is a group represented by formula Het2. [Aspect 381] A compound in Aspect 5, wherein Het is a group represented by formula Het2. [Aspect 382] A compound in Aspect 6, wherein Het is a group represented by formula Het2. [Aspect 383] A compound in Aspect 7, wherein Het is a group represented by formula Het2. [Aspect 384] A compound in Aspect 8, wherein Het is a group represented by formula Het2. [Aspect 385] A compound in Aspect 9, wherein Het is a group represented by formula Het2. [Aspect 386] A compound in Aspect 10, wherein Het is a group represented by formula Het2. [Aspect 387] A compound in Aspect 11, wherein Het is a group represented by formula Het2. [Aspect 388] A compound in Aspect 12, wherein Het is a group represented by formula Het2. [Aspect 389] A compound in Aspect 13, wherein Het is a group represented by formula Het2. [Aspect 390] A compound in Aspect 14, wherein Het is a group represented by formula Het2. [Aspect 391] A compound in Aspect 15, wherein Het is a group represented by formula Het2. [Aspect 392] A compound in Aspect 16, wherein Het is a group represented by formula Het2. [Aspect 393] A compound in Aspect 17, wherein Het is a group represented by formula Het2. [Aspect 394] A compound in Aspect 18, wherein Het is a group represented by formula Het2. [Aspect 395] A compound in Aspect 19, wherein Het is a group represented by formula Het2. [Aspect 396] A compound in Aspect 26, wherein Het is a group represented by formula Het2. [Aspect 397] A compound in Aspect 27, wherein Het is a group represented by formula Het2. [Aspect 398] A compound in Aspect 28, wherein Het is a group represented by formula Het2. [Aspect 399] A compound in Aspect 29, wherein Het is a group represented by formula Het2. [Aspect 400] A compound in Aspect 34, wherein Het is a group represented by formula Het2. [Aspect 401] A compound in Aspect 35, wherein Het is a group represented by formula Het2. [Aspect 402] A compound in Aspect 36, wherein Het is a group represented by formula Het2.[Embodiment 403] The compound according to embodiment 37, wherein Het is a group represented by the formula Het2. [Embodiment 404] In embodiment 1, R. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom.2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. [Embodiment 441] In embodiment 1, Het is a group represented by the formula Het1, and R 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. [Embodiment 442] In embodiment 2, Het is a group represented by the formula Het1, and R 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. [Embodiment 443] In embodiment 3, Het is a group represented by the formula Het1, and R 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. [Embodiment 444] In embodiment 4, Het is a group represented by the formula Het1, and R 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. [Embodiment 445] In embodiment 5, Het is a group represented by the formula Het1, and R 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. [Aspect 446] In aspect 6, Het is a group represented by the formula Het1, and R 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. [Embodiment 447] In embodiment 7, Het is a group represented by the formula Het1, and R 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. [Embodiment 448] In embodiment 8, Het is a group represented by the formula Het1, and R 2 is an ethyl group, and R 1is a methyl group or an ethyl group, and W is an oxygen atom. [Aspect 449] In aspect 9, Het is a group represented by the formula Het1, and R 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. [Embodiment 457] In embodiment 20, Het is a group represented by the formula Het1, and R 2 is an ethyl group, and R 1is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. [Embodiment 461] In embodiment 24, Het is a group represented by the formula Het1, and R 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1is a methyl group or an ethyl group, and W is an oxygen atom. 2 is an ethyl group, and R 1 is a methyl group or an ethyl group, and W is an oxygen atom. [Embodiment 468] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by formula Het1 or a group represented by formula Het2, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is CR 9c and Z 4 is CR 9d and R 9a and R 9d are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a hydrogen atom, or a halogen atom, and R 9b and R 9c are the same or different, and are C1-C6 chain hydrocarbon groups optionally substituted with one or more halogen atoms, OR 72 , S(O) w R 78 , a cyano group, a nitro group, a hydrogen atom, or a halogen atom; R 72 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkenyl group optionally substituted with one or more halogen atoms, a hydrogen atom, or S(O)R 78 where w is 0, 1 or 2, and R 78is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 469] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by formula Het1 or a group represented by formula Het2, and Z 1 is a nitrogen atom, and Z 2 is CR 9b and Z 3 is CR 9c and Z 4 is CR 9d and R 9d is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a hydrogen atom, or a halogen atom; R 9b and R 9c are the same or different, and are C1-C6 chain hydrocarbon groups optionally substituted with one or more halogen atoms, OR 72 , S(O) w R 78 , a cyano group, a nitro group, a hydrogen atom, or a halogen atom; R 72 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkenyl group optionally substituted with one or more halogen atoms, a hydrogen atom, or S(O)R 78 where w is 0, 1 or 2, and R 78 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 470] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by formula Het1 or a group represented by formula Het2, and Z 1 is CR 9a and Z2 is CR 9b and Z 3 is CR 9c and Z 4 is a nitrogen atom, and R 9a is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a hydrogen atom, or a halogen atom; R 9b and R 9c are the same or different, and are C1-C6 chain hydrocarbon groups optionally substituted with one or more halogen atoms, OR 72 , S(O) w R 78 , a cyano group, a nitro group, a hydrogen atom, or a halogen atom; R 72 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkenyl group optionally substituted with one or more halogen atoms, a hydrogen atom, or S(O)R 78 where w is 0, 1 or 2, and R 78 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 471] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by formula Het1 or a group represented by formula Het2, and Z 1 is CR 9a and Z 2 is a nitrogen atom, and Z 3 is CR 9c and Z 4 is CR 9d and R 9a and R 9d are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a hydrogen atom, or a halogen atom, and R 9cis a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, OR 72 , S(O) w R 78 , a cyano group, a nitro group, a hydrogen atom, or a halogen atom; R 72 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkenyl group optionally substituted with one or more halogen atoms, a hydrogen atom, or S(O)R 78 where w is 0, 1 or 2, and R 78 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 472] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by formula Het1 or a group represented by formula Het2, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is a nitrogen atom, and Z 4 is CR 9d and R 9a and R 9d are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a hydrogen atom, or a halogen atom, and R 9b is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, OR 72 , S(O) w R 78 , a cyano group, a nitro group, a hydrogen atom, or a halogen atom; R 72is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkenyl group optionally substituted with one or more halogen atoms, a hydrogen atom, or S(O)R 78 where w is 0, 1 or 2, and R 78 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 473] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by formula Het1 or a group represented by formula Het2, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is CR 9c and Z 4 is CR 9d and R 9a and R 9d are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 9b and R 9c are the same or different, and are C1-C6 chain hydrocarbon groups optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 72 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 474] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by formula Het1 or a group represented by formula Het2, and Z 1 is a nitrogen atom, and Z2 is CR 9b and Z 3 is CR 9c and Z 4 is CR 9d and R 9d is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 9b and R 9c are the same or different, and are C1-C6 chain hydrocarbon groups optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 72 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 475] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by formula Het1 or a group represented by formula Het2, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is CR 9c and Z 4 is a nitrogen atom, and R 9a is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 9b and R 9c are the same or different, and are C1-C6 chain hydrocarbon groups optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 72is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 476] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by formula Het1 or a group represented by formula Het2, and Z 1 is CR 9a and Z 2 is a nitrogen atom, and Z 3 is CR 9c and Z 4 is CR 9d and R 9a and R 9d are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 9c is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 72 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 477] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by formula Het1 or a group represented by formula Het2, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is a nitrogen atom, and Z 4 is CR 9d and R 9a and R 9dare the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 9b is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 72 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 478] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by formula Het1 or a group represented by formula Het2, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is CR 9c and Z 4 is CR 9d and R 9a and R 9d are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 9b and R 9c are the same or different and are a methyl group, a trifluoromethyl group, a difluoromethyl group, a methoxy group, a trifluoromethoxy group, a difluoromethoxy group, a hydrogen atom, or a halogen atom. [Embodiment 479] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by formula Het1 or a group represented by formula Het2, and Z 1 is a nitrogen atom, and Z2 is CR 9b and Z 3 is CR 9c and Z 4 is CR 9d and R 9d is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 9b and R 9c are the same or different and are a methyl group, a trifluoromethyl group, a difluoromethyl group, a methoxy group, a trifluoromethoxy group, a difluoromethoxy group, a hydrogen atom, or a halogen atom. [Embodiment 480] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by formula Het1 or a group represented by formula Het2, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is CR 9c and Z 4 is a nitrogen atom, and R 9a is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 9b and R 9care the same or different and are a methyl group, a trifluoromethyl group, a difluoromethyl group, a methoxy group, a trifluoromethoxy group, a difluoromethoxy group, a hydrogen atom, or a halogen atom. [Embodiment 481] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het1 or a group represented by the formula Het2, and Z 1 is CR 9a and Z 2 is a nitrogen atom, and Z 3 is CR 9c and Z 4 is CR 9d and R 9a and R 9d are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 9c is a methyl group, a trifluoromethyl group, a difluoromethyl group, a methoxy group, a trifluoromethoxy group, a difluoromethoxy group, a hydrogen atom, or a halogen atom. [Embodiment 482] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by formula Het1 or a group represented by formula Het2, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is a nitrogen atom, and Z 4 is CR 9d and R 9a and R 9dare the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 9b is a methyl group, a trifluoromethyl group, a difluoromethyl group, a methoxy group, a trifluoromethoxy group, a difluoromethoxy group, a hydrogen atom, or a halogen atom. [Embodiment 483] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by formula Het1 or a group represented by formula Het2, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is CR 9c and Z 4 is CR 9d and R 9a and R 9d are the same or different and are a hydrogen atom or a halogen atom, and R 9b and R 9c are the same or different and are a methyl group, a trifluoromethyl group, a difluoromethyl group, a methoxy group, a trifluoromethoxy group, a difluoromethoxy group, a hydrogen atom, or a halogen atom. [Embodiment 484] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het1 or a group represented by the formula Het2, and Z 1 is a nitrogen atom, and Z 2 is CR 9b and Z 3 is CR 9c and Z 4 is CR 9d and R 9d is a hydrogen atom or a halogen atom, and R9b and R 9c are the same or different and are a methyl group, a trifluoromethyl group, a difluoromethyl group, a methoxy group, a trifluoromethoxy group, a difluoromethoxy group, a hydrogen atom, or a halogen atom. [Embodiment 485] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het1 or a group represented by the formula Het2, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is CR 9c and Z 4 is a nitrogen atom, and R 9a is a hydrogen atom or a halogen atom, and R 9b and R 9c are the same or different and are a methyl group, a trifluoromethyl group, a difluoromethyl group, a methoxy group, a trifluoromethoxy group, a difluoromethoxy group, a hydrogen atom, or a halogen atom. [Embodiment 486] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het1 or a group represented by the formula Het2, and Z 1 is CR 9a and Z 2 is a nitrogen atom, and Z 3 is CR 9c and Z 4 is CR 9d and R 9a and R 9d are the same or different and are a hydrogen atom or a halogen atom, and R 9cis a methyl group, a trifluoromethyl group, a difluoromethyl group, a methoxy group, a trifluoromethoxy group, a difluoromethoxy group, a hydrogen atom, or a halogen atom. [Embodiment 487] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by formula Het1 or a group represented by formula Het2, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is a nitrogen atom, and Z 4 is CR 9d and R 9a and R 9d are the same or different and are a hydrogen atom or a halogen atom, and R 9b is a methyl group, a trifluoromethyl group, a difluoromethyl group, a methoxy group, a trifluoromethoxy group, a difluoromethoxy group, a hydrogen atom, or a halogen atom. [Embodiment 488] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het1, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is CR 9c and Z 4 is CR 9d and R 9a and R 9d are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a hydrogen atom, or a halogen atom, and R 9b and R 9care the same or different, and are C1-C6 chain hydrocarbon groups optionally substituted with one or more halogen atoms, OR 72 , S(O) w R 78 , a cyano group, a nitro group, a hydrogen atom, or a halogen atom; R 72 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkenyl group optionally substituted with one or more halogen atoms, a hydrogen atom, or S(O)R 78 where w is 0, 1 or 2, and R 78 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 489] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het1, and Z 1 is a nitrogen atom, and Z 2 is CR 9b and Z 3 is CR 9c and Z 4 is CR 9d and R 9d is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a hydrogen atom, or a halogen atom; R 9b and R 9c are the same or different, and are C1-C6 chain hydrocarbon groups optionally substituted with one or more halogen atoms, OR 72 , S(O) w R 78 , a cyano group, a nitro group, a hydrogen atom, or a halogen atom; R 72 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkenyl group optionally substituted with one or more halogen atoms, a hydrogen atom, or S(O)R78 where w is 0, 1 or 2, and R 78 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 490] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het1, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is CR 9c and Z 4 is a nitrogen atom, and R 9a is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a hydrogen atom, or a halogen atom, and R 9b and R 9c are the same or different, and are C1-C6 chain hydrocarbon groups optionally substituted with one or more halogen atoms, OR 72 , S(O) w R 78 , a cyano group, a nitro group, a hydrogen atom, or a halogen atom; R 72 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkenyl group optionally substituted with one or more halogen atoms, a hydrogen atom, or S(O)R 78 where w is 0, 1 or 2, and R 78 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 491] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het1, and Z 1 is CR9a and Z 2 is a nitrogen atom, and Z 3 is CR 9c and Z 4 is CR 9d and R 9a and R 9d are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a hydrogen atom, or a halogen atom, and R 9c is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, OR 72 , S(O) w R 78 , a cyano group, a nitro group, a hydrogen atom, or a halogen atom; R 72 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkenyl group optionally substituted with one or more halogen atoms, a hydrogen atom, or S(O)R 78 where w is 0, 1 or 2, and R 78 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 492] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het1, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is a nitrogen atom, and Z 4 is CR 9d and R 9a and R 9d are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a hydrogen atom, or a halogen atom, and R 9bis a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, OR 72 , S(O) w R 78 , a cyano group, a nitro group, a hydrogen atom, or a halogen atom; R 72 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkenyl group optionally substituted with one or more halogen atoms, a hydrogen atom, or S(O)R 78 where w is 0, 1 or 2, and R 78 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 493] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het1, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is CR 9c and Z 4 is CR 9d and R 9a and R 9d are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 9b and R 9c are the same or different, and are C1-C6 chain hydrocarbon groups optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 72is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 494] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het1, and Z 1 is a nitrogen atom, and Z 2 is CR 9b and Z 3 is CR 9c and Z 4 is CR 9d and R 9d is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 9b and R 9c are the same or different, and are C1-C6 chain hydrocarbon groups optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 72 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 495] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het1, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is CR 9c and Z 4 is a nitrogen atom, and R 9a is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R9b and R 9c are the same or different, and are C1-C6 chain hydrocarbon groups optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 72 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 496] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het1, and Z 1 is CR 9a and Z 2 is a nitrogen atom, and Z 3 is CR 9c and Z 4 is CR 9d and R 9a and R 9d are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 9c is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 72 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 497] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het1, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is a nitrogen atom, and Z 4 is CR 9d and R9a and R 9d are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 9b is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 72 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 498] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het1, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is CR 9c and Z 4 is CR 9d and R 9a and R 9d are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 9b and R 9c are the same or different and are a methyl group, a trifluoromethyl group, a difluoromethyl group, a methoxy group, a trifluoromethoxy group, a difluoromethoxy group, a hydrogen atom, or a halogen atom, and R 72is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 499] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het1, and Z 1 is a nitrogen atom, and Z 2 is CR 9b and Z 3 is CR 9c and Z 4 is CR 9d and R 9d is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 9b and R 9c are the same or different and are a methyl group, a trifluoromethyl group, a difluoromethyl group, a methoxy group, a trifluoromethoxy group, a difluoromethoxy group, a hydrogen atom, or a halogen atom, and R 72 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 500] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het1, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is CR 9c and Z 4 is a nitrogen atom, and R 9a is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R9b and R 9c are the same or different and are a methyl group, a trifluoromethyl group, a difluoromethyl group, a methoxy group, a trifluoromethoxy group, a difluoromethoxy group, a hydrogen atom, or a halogen atom, and R 72 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 501] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het1, and Z 1 is CR 9a and Z 2 is a nitrogen atom, and Z 3 is CR 9c and Z 4 is CR 9d and R 9a and R 9d are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 9c is a methyl group, a trifluoromethyl group, a difluoromethyl group, a methoxy group, a trifluoromethoxy group, a difluoromethoxy group, a hydrogen atom, or a halogen atom, and R 72 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 502] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het1, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is a nitrogen atom, and Z 4 is CR 9dand R 9a and R 9d are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 9b is a methyl group, a trifluoromethyl group, a difluoromethyl group, a methoxy group, a trifluoromethoxy group, a difluoromethoxy group, a hydrogen atom, or a halogen atom, and R 72 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 503] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het1, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is CR 9c and Z 4 is CR 9d and R 9a and R 9d are the same or different and are a hydrogen atom or a halogen atom, and R 9b and R 9c are the same or different and are a methyl group, a trifluoromethyl group, a difluoromethyl group, a methoxy group, a trifluoromethoxy group, a difluoromethoxy group, a hydrogen atom, or a halogen atom. [Embodiment 504] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het1, and Z 1 is a nitrogen atom, and Z 2 is CR 9b and Z 3 is CR 9c and Z4 is CR 9d and R 9d is a hydrogen atom or a halogen atom, and R 9b and R 9c are the same or different and are a methyl group, a trifluoromethyl group, a difluoromethyl group, a methoxy group, a trifluoromethoxy group, a difluoromethoxy group, a hydrogen atom, or a halogen atom. [Embodiment 505] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het1, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is CR 9c and Z 4 is a nitrogen atom, and R 9a is a hydrogen atom or a halogen atom, and R 9b and R 9c are the same or different and are a methyl group, a trifluoromethyl group, a difluoromethyl group, a methoxy group, a trifluoromethoxy group, a difluoromethoxy group, a hydrogen atom, or a halogen atom. [Embodiment 506] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het1, and Z 1 is CR 9a and Z 2 is a nitrogen atom, and Z 3 is CR 9c and Z 4 is CR 9d and R 9a and R 9d are the same or different and are a hydrogen atom or a halogen atom, and R 9cis a methyl group, a trifluoromethyl group, a difluoromethyl group, a methoxy group, a trifluoromethoxy group, a difluoromethoxy group, a hydrogen atom, or a halogen atom. [Embodiment 507] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het1, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is a nitrogen atom, and Z 4 is CR 9d and R 9a and R 9d are the same or different and are a hydrogen atom or a halogen atom, and R 9b is a methyl group, a trifluoromethyl group, a difluoromethyl group, a methoxy group, a trifluoromethoxy group, a difluoromethoxy group, a hydrogen atom, or a halogen atom. [Embodiment 508] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het2, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is CR 9c and Z 4 is CR 9d and R 9a and R 9d are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a hydrogen atom, or a halogen atom, and R 9b and R 9c are the same or different, and are C1-C6 chain hydrocarbon groups optionally substituted with one or more halogen atoms, OR72 , S(O) w R 78 , a cyano group, a nitro group, a hydrogen atom, or a halogen atom; R 72 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkenyl group optionally substituted with one or more halogen atoms, a hydrogen atom, or S(O)R 78 where w is 0, 1 or 2, and R 78 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 509] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het2, and Z 1 is a nitrogen atom, and Z 2 is CR 9b and Z 3 is CR 9c and Z 4 is CR 9d and R 9d is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a hydrogen atom, or a halogen atom; R 9b and R 9c are the same or different, and are C1-C6 chain hydrocarbon groups optionally substituted with one or more halogen atoms, OR 72 , S(O) w R 78 , a cyano group, a nitro group, a hydrogen atom, or a halogen atom; R 72 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkenyl group optionally substituted with one or more halogen atoms, a hydrogen atom, or S(O)R 78 where w is 0, 1 or 2, and R 78is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 510] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het2, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is CR 9c and Z 4 is a nitrogen atom, and R 9a is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a hydrogen atom, or a halogen atom; R 9b and R 9c are the same or different, and are C1-C6 chain hydrocarbon groups optionally substituted with one or more halogen atoms, OR 72 , S(O) w R 78 , a cyano group, a nitro group, a hydrogen atom, or a halogen atom; R 72 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkenyl group optionally substituted with one or more halogen atoms, a hydrogen atom, or S(O)R 78 where w is 0, 1 or 2, and R 78 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 511] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het2, and Z 1 is CR 9a and Z 2 is a nitrogen atom, and Z3 is CR 9c and Z 4 is CR 9d and R 9a and R 9d are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a hydrogen atom, or a halogen atom, and R 9c is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, OR 72 , S(O) w R 78 , a cyano group, a nitro group, a hydrogen atom, or a halogen atom; R 72 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkenyl group optionally substituted with one or more halogen atoms, a hydrogen atom, or S(O)R 78 where w is 0, 1 or 2, and R 78 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 512] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het2, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is a nitrogen atom, and Z 4 is CR 9d and R 9a and R 9d are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a hydrogen atom, or a halogen atom, and R 9b is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, OR 72, S(O) w R 78 , a cyano group, a nitro group, a hydrogen atom, or a halogen atom; R 72 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkenyl group optionally substituted with one or more halogen atoms, a hydrogen atom, or S(O)R 78 where w is 0, 1 or 2, and R 78 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 513] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het2, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is CR 9c and Z 4 is CR 9d and R 9a and R 9d are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 9b and R 9c are the same or different, and are C1-C6 chain hydrocarbon groups optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 72is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 514] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het2, and Z 1 is a nitrogen atom, and Z 2 is CR 9b and Z 3 is CR 9c and Z 4 is CR 9d and R 9d is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 9b and R 9c are the same or different, and are C1-C6 chain hydrocarbon groups optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 72 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 515] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het2, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is CR 9c and Z 4 is a nitrogen atom, and R 9a is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R9b and R 9c are the same or different, and are C1-C6 chain hydrocarbon groups optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 72 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 516] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het2, and Z 1 is CR 9a and Z 2 is a nitrogen atom, and Z 3 is CR 9c and Z 4 is CR 9d and R 9a and R 9d are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 9c is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 72 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 517] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het2, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is a nitrogen atom, and Z 4 is CR 9d and R9a and R 9d are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 9b is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 72 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 518] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het2, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is CR 9c and Z 4 is CR 9d and R 9a and R 9d are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 9b and R 9c are the same or different and are a methyl group, a trifluoromethyl group, a difluoromethyl group, a methoxy group, a trifluoromethoxy group, a difluoromethoxy group, a hydrogen atom, or a halogen atom, and R 72is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 519] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het2, and Z 1 is a nitrogen atom, and Z 2 is CR 9b and Z 3 is CR 9c and Z 4 is CR 9d and R 9d is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 9b and R 9c are the same or different and are a methyl group, a trifluoromethyl group, a difluoromethyl group, a methoxy group, a trifluoromethoxy group, a difluoromethoxy group, a hydrogen atom, or a halogen atom, and R 72 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 520] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het2, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is CR 9c and Z 4 is a nitrogen atom, and R 9a is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R9b and R 9c are the same or different and are a methyl group, a trifluoromethyl group, a difluoromethyl group, a methoxy group, a trifluoromethoxy group, a difluoromethoxy group, a hydrogen atom, or a halogen atom, and R 72 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 521] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het2, and Z 1 is CR 9a and Z 2 is a nitrogen atom, and Z 3 is CR 9c and Z 4 is CR 9d and R 9a and R 9d are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 9c is a methyl group, a trifluoromethyl group, a difluoromethyl group, a methoxy group, a trifluoromethoxy group, a difluoromethoxy group, a hydrogen atom, or a halogen atom, and R 72 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 522] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het2, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is a nitrogen atom, and Z 4 is CR 9dand R 9a and R 9d are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, OR 72 , a hydrogen atom, or a halogen atom; R 9b is a methyl group, a trifluoromethyl group, a difluoromethyl group, a methoxy group, a trifluoromethoxy group, a difluoromethoxy group, a hydrogen atom, or a halogen atom, and R 72 is a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms. [Embodiment 523] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het2, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is CR 9c and Z 4 is CR 9d and R 9a and R 9d are the same or different and are a hydrogen atom or a halogen atom, and R 9b and R 9c are the same or different and are a methyl group, a trifluoromethyl group, a difluoromethyl group, a methoxy group, a trifluoromethoxy group, a difluoromethoxy group, a hydrogen atom, or a halogen atom. [Embodiment 524] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het2, and Z 1 is a nitrogen atom, and Z 2 is CR 9b and Z 3 is CR 9c and Z4 is CR 9d and R 9d is a hydrogen atom or a halogen atom, and R 9b and R 9c are the same or different and are a methyl group, a trifluoromethyl group, a difluoromethyl group, a methoxy group, a trifluoromethoxy group, a difluoromethoxy group, a hydrogen atom, or a halogen atom. [Embodiment 525] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het2, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is CR 9c and Z 4 is a nitrogen atom, and R 9a is a hydrogen atom or a halogen atom, and R 9b and R 9c are the same or different and are a methyl group, a trifluoromethyl group, a difluoromethyl group, a methoxy group, a trifluoromethoxy group, a difluoromethoxy group, a hydrogen atom, or a halogen atom. [Embodiment 526] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het2, and Z 1 is CR 9a and Z 2 is a nitrogen atom, and Z 3 is CR 9c and Z 4 is CR 9d and R 9a and R 9d are the same or different and are a hydrogen atom or a halogen atom, and R 9cis a methyl group, a trifluoromethyl group, a difluoromethyl group, a methoxy group, a trifluoromethoxy group, a difluoromethoxy group, a hydrogen atom, or a halogen atom. [Embodiment 527] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het2, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is a nitrogen atom, and Z 4 is CR 9d and R 9a and R 9d are the same or different and are a hydrogen atom or a halogen atom, and R 9b is a methyl group, a trifluoromethyl group, a difluoromethyl group, a methoxy group, a trifluoromethoxy group, a difluoromethoxy group, a hydrogen atom, or a halogen atom. [Embodiment 528] In any one of Embodiments 1 to 37, Embodiments 41 to 76, Embodiments 80 to 114, Embodiments 118 to 153, Embodiments 157 to 190, Embodiments 194 to 229, Embodiments 233 to 267, Embodiments 271 to 306, Embodiments 310 to 437, Embodiments 441 to 467, Embodiments 529 to 619, or Compound N of the present invention, Het is a group represented by the formula Het1, and Z 1 is CR 9a and Z 2 is CR 9b and Z 3 is CR 9c and Z 4 is CR 9d and R 9a and R 9d are the same or different and are a hydrogen atom or a halogen atom, and R 9b and R 9c are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a hydrogen atom, or a halogen atom. [Embodiment 530] In compound N of the present invention, Q is a group represented by formula Q1 or a group represented by formula Q5, and R 3a, R 3c , R 10a and R 10d is a hydrogen atom, and R 3b , R 3d , R 10b and R 10c are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more cyano groups, a C3-C7 cycloalkyl group optionally substituted with one or more cyano groups, a hydrogen atom, or a halogen atom. [Embodiment 531] Compound N of the present invention, wherein Q is a group represented by the formula Q1, and R 3a and R 3c is a hydrogen atom, and R 3b and R 3d and A are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more cyano groups, a C3-C7 cycloalkyl group optionally substituted with one or more cyano groups, a hydrogen atom, or a halogen atom. 1 is a nitrogen atom, and R 3a , R 3c and R 3d is a hydrogen atom, and R 3b is a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from the group consisting of a halogen atom and a cyano group, a hydrogen atom, or a halogen atom. 1 is a nitrogen atom or CR 10a and G 2 is CR 10b and G 3 is CR 10c and G 4 is CR 10d and R 10a and R 10d is a hydrogen atom, and R 10b and R 10c are the same or different and are a C1-C6 chain hydrocarbon group optionally substituted with one or more cyano groups, a C3-C7 cycloalkyl group optionally substituted with one or more cyano groups, a hydrogen atom, or a halogen atom.1 is CR 10a and G 2 is CR 10b and G 3 is CR 10c and G 4 is CR 10d and R 10a , R 10c and R 10d is a hydrogen atom, and R 10b is a C3-C7 cycloalkyl group optionally substituted with one or more cyano groups, or a halogen atom. ２ is an ethyl group. ２ is an ethyl group. ２ is an ethyl group. ２ is an ethyl group. ２ is an ethyl group. １ is a methyl group, an ethyl group, or a cyclopropylmethyl group. １ is a methyl group, an ethyl group, or a cyclopropylmethyl group. １ is a methyl group, an ethyl group, or a cyclopropylmethyl group. １ is a methyl group, an ethyl group, or a cyclopropylmethyl group. １ is a methyl group, an ethyl group, or a cyclopropylmethyl group. １ is a methyl group, an ethyl group, or a cyclopropylmethyl group. １ is a methyl group, an ethyl group, or a cyclopropylmethyl group. １is a methyl group, an ethyl group, or a cyclopropylmethyl group. １ is a methyl group, an ethyl group, or a cyclopropylmethyl group. １is a methyl group, an ethyl group, or a cyclopropylmethyl group. [Embodiment 558] A compound in embodiment 530, wherein W is an oxygen atom. [Embodiment 559] A compound in embodiment 531, wherein W is an oxygen atom. [Embodiment 560] A compound in embodiment 532, wherein W is an oxygen atom. [Embodiment 561] A compound in embodiment 533, wherein W is an oxygen atom. [Embodiment 563] A compound in embodiment 535, wherein W is an oxygen atom. [Embodiment 565] A compound in embodiment 537, wherein W is an oxygen atom. [Embodiment 566] A compound in embodiment 538, wherein W is an oxygen atom. [Embodiment 567] A compound in embodiment 539, wherein W is an oxygen atom. [Embodiment 568] A compound in embodiment 540, wherein W is an oxygen atom. [Embodiment 570] A compound in embodiment 542, wherein W is an oxygen atom. [Embodiment 572] A compound in embodiment 544, wherein W is an oxygen atom. [Aspect 573] A compound in aspect 545, wherein W is an oxygen atom. [Aspect 574] A compound in aspect 546, wherein W is an oxygen atom. [Aspect 575] A compound in aspect 547, wherein W is an oxygen atom. [Aspect 577] A compound in aspect 549, wherein W is an oxygen atom. [Aspect 578] A compound in aspect 550, wherein W is an oxygen atom. [Aspect 579] A compound in aspect 551, wherein W is an oxygen atom. [Aspect 580] A compound in aspect 552, wherein W is an oxygen atom. [Aspect 581] A compound in aspect 553, wherein W is an oxygen atom. [Aspect 582] A compound in aspect 554, wherein W is an oxygen atom. [Aspect 583] A compound in aspect 555, wherein W is an oxygen atom. [Aspect 584] A compound in aspect 556, wherein W is an oxygen atom. [Aspect 586] The compound of Aspect 530, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 587] The compound of Aspect 531, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 588] The compound of Aspect 532, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 589] The compound of Aspect 533, wherein Het is a group represented by formula Het1 or a group represented by formula Het2. [Aspect 591] The compound of Aspect 535, wherein Het is a group represented by formula Het1 or a group represented by formula Het2.[Aspect 593] A compound in aspect 530, wherein Het is a group represented by formula Het1. [Aspect 594] A compound in aspect 531, wherein Het is a group represented by formula Het1. [Aspect 595] A compound in aspect 532, wherein Het is a group represented by formula Het1. [Aspect 596] A compound in aspect 533, wherein Het is a group represented by formula Het1. [Aspect 598] A compound in aspect 535, wherein Het is a group represented by formula Het1. [Aspect 600] A compound in aspect 530, wherein Het is a group represented by formula Het2. [Aspect 601] A compound in aspect 531, wherein Het is a group represented by formula Het2. [Aspect 602] A compound in aspect 532, wherein Het is a group represented by formula Het2. [Aspect 603] A compound in aspect 533, wherein Het is a group represented by formula Het2. [Embodiment 605] In embodiment 535, Het is a group represented by the formula Het2. [Embodiment 607] In embodiment 530, R. ２ is an ethyl group, and R １ is a methyl group or an ethyl group, and W is an oxygen atom. ２ is an ethyl group, and R １ is a methyl group or an ethyl group, and W is an oxygen atom. ２ is an ethyl group, and R １ is a methyl group or an ethyl group, and W is an oxygen atom. ２ is an ethyl group, and R １ is a methyl group or an ethyl group, and W is an oxygen atom. ２ is an ethyl group, and R １ is a methyl group or an ethyl group, and W is an oxygen atom. ２ is an ethyl group, and R １ is a methyl group or an ethyl group, and W is an oxygen atom. ２is an ethyl group, and R １ is a methyl group or an ethyl group, and W is an oxygen atom. ２ is an ethyl group, and R １ is a methyl group or an ethyl group, and W is an oxygen atom. ２ is an ethyl group, and R １ is a methyl group or an ethyl group, and W is an oxygen atom. ２ is an ethyl group, and R １ is a methyl group or an ethyl group, and W is an oxygen atom.

[0014] Next, the method for producing the compound of the present invention will be described.

[0015] Production Method 1 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, the symbols have the same meanings as defined above.]

[0016] 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 and chloroform (hereinafter referred to as halogenated hydrocarbons); nitriles such as acetonitrile (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 tungstic acid and 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).

[0017] 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 in the range of -20 to 120°C. The reaction time is typically in the range of 0.1 to 12 hours. After the reaction is complete, water is added to the reaction mixture, which is then extracted with an organic solvent. The organic layer is washed 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) as needed. Compound (I-c) can be obtained by drying and concentrating the organic layer.

[0018] 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).

[0019] Production Method 2 The compound represented by formula (I-1-A) (hereinafter referred to as compound (I-1-A)) can be produced by reacting a compound represented by formula (M1-1-A) (hereinafter referred to as compound (M1-1-A)) with a compound represented by formula (M2-1) (hereinafter referred to as compound (M2-1)) in the presence of a condensing agent.

[0020] [In the formula, R1arepresents a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from Group D, or a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from Group E, 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 ethers (hereinafter referred to as ethers) such as tetrahydrofuran (hereinafter referred to as THF), methyl tert-butyl ether (hereinafter referred to as MTBE), and 1,2-dimethoxyethane; halogenated hydrocarbons; aromatic hydrocarbons (hereinafter referred to as aromatic hydrocarbons) such as toluene and xylene; esters (hereinafter referred to as esters) such as ethyl acetate and butyl acetate; nitriles; aprotic polar solvents (hereinafter referred to as aprotic polar solvents) such as N-methylpyrrolidone (hereinafter referred to as NMP), N,N-dimethylformamide (hereinafter referred to as DMF), and dimethyl sulfoxide (hereinafter referred to as DMSO); nitrogen-containing aromatic compounds (hereinafter referred to as nitrogen-containing aromatic compounds) such as pyridine, picoline, lutidine, and quinoline; and mixtures of two or more of these. Condensing agents used in the reaction include, for example, carbodiimides such as 1-ethyl-3-[3-(dimethylamino)propyl]carbodiimide hydrochloride and 1,3-dicyclohexylcarbodiimide. A catalyst can be used in the reaction, if necessary. An example of a catalyst used in the reaction is 1-hydroxybenzotriazole. 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 (M1-1-A). A base can be used in the reaction, if necessary. Examples of bases used in the reaction include organic bases such as triethylamine, N,N-diisopropylethylamine, pyridine, and 4-(dimethylamino)pyridine (hereinafter referred to as organic bases). When a base is used in the reaction, the base is typically used in a ratio of 1 to 2 moles per mole of compound (M1-1-A). In the reaction, compound (M2-1) is usually used in a ratio of 1 to 2 moles and a condensing agent is usually used in a ratio of 1 to 2 moles per mole of compound (M1-1-A). The reaction temperature is usually in the range of 0 to 200°C. The reaction time is usually in the range of 0.1 to 12 hours.After the reaction is complete, compound (I-1-A) 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 (M1-1-A) and compound (M2-1) are commercially available compounds or can be produced using known methods.

[0021] Production Method 3 Compound (I-1-A) can also be produced by reacting a compound represented by formula (M1-2-A) (hereinafter referred to as compound (M1-2-A)) with compound (M2-1). [In the formula, the symbols have the same meanings as above.] The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include ethers; aliphatic hydrocarbons such as hexane, heptane, and octane (hereinafter referred to as aliphatic hydrocarbons); aromatic hydrocarbons; halogenated hydrocarbons; esters; nitriles; aprotic polar solvents, and mixtures of two or more of these. A base can be used in the reaction as needed. Examples of bases used in the reaction include alkali metal carbonates such as sodium carbonate, potassium carbonate, and cesium carbonate (hereinafter referred to as alkali metal carbonates); alkali metal hydroxides such as sodium hydroxide and potassium hydroxide (hereinafter referred to as alkali metal hydroxides); alkali metal hydrides such as sodium hydride (hereinafter referred to as alkali metal hydrides); and organic bases. When a base is used in the reaction, the base is usually used in a ratio of 1 to 2 moles per mole of compound (M1-2-A). In the reaction, compound (M2-1) is typically used in a ratio of 0.8 to 1.2 moles per mole of compound (M1-2-A). The reaction temperature is typically in the range of -20 to 200°C. The reaction time is typically in the range of 0.1 to 24 hours. After completion of the reaction, compound (I-1-A) can be obtained 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 (M1-2-A) is a commercially available compound or can be produced using known methods.

[0022] Production Method 4 A compound represented by formula (I-1-B) (hereinafter referred to as compound (I-1-B)) can be produced by reacting a compound represented by formula (M1-3-A) (hereinafter referred to as compound (M1-3-A)) with a compound represented by formula (R-1) (hereinafter referred to as compound (R-1)) in the presence of a base. [In the formula, L represents a leaving group such as a chlorine atom, a bromine atom, or an iodine atom, 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 ethers, aromatic hydrocarbons, nitriles, aprotic polar solvents, and mixtures of two or more of these. Examples of bases used in the reaction include alkali metal hydrides, alkali metal carbonates, and organic bases. For the reaction, compound (R-1) is usually used in a ratio of 1 to 5 moles and a base is usually used in a ratio of 1 to 2 moles per mole of compound (M1-3-A). The reaction temperature is usually in the range of 0 to 100°C. The reaction time is usually in the range of 0.1 to 24 hours. After completion of the reaction, compound (I-1-B) can be obtained by post-treatment, such as adding water to the reaction mixture, extracting with an organic solvent, and drying and concentrating the organic layer. Compound (R-1) is a commercially available compound or can be produced using known methods.

[0023] Production Method 5 Compound (I-1-B) can also be produced by reacting a compound represented by formula (M1-4-A) (hereinafter referred to as compound (M1-4-A)) with a compound represented by formula (R-2) (hereinafter referred to as compound (R-2)). [In the formula, V 1 represents a halogen atom, and the other symbols have the same meanings as above.] V 1When R is a fluorine atom, compound (I-1-B) can be produced by reacting compound (M1-4-A) with compound (R-2) in the presence of a base. The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include ethers, aromatic hydrocarbons, nitriles, aprotic polar solvents, water, and mixtures of two or more of these. Examples of bases used in the reaction include alkali metal carbonates and alkali metal hydrides. For the reaction, compound (R-2) is usually used in a ratio of 0.8 to 1.2 moles and a base is usually used in a ratio of 1 to 2 moles per mole of compound (M1-4-A). The reaction temperature is usually in the range of 0 to 200°C. The reaction time is usually in the range of 0.5 to 24 hours. After completion of the reaction, compound (I-1-B) can be obtained by adding water to the reaction mixture, extracting it with an organic solvent, and performing post-treatment operations such as drying and concentrating the organic layer.

[0024] V 1When R is a chlorine atom, bromine atom, or iodine atom, compound (I-1-B) can be produced by reacting compound (M1-4-A) with compound (R-2) in the presence of a base and a metal catalyst. The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include ethers, aromatic hydrocarbons, nitriles, aprotic polar solvents, water, and mixtures of two or more of these. Examples of bases used in the reaction include alkali metal carbonates; phosphates such as trisodium phosphate and tripotassium phosphate; alkali metal hydrides; organic bases; and cyclic amines such as 1,4-diazabicyclo[2.2.2]octane and diazabicycloundecene. Examples of metal catalysts used in the reaction include copper catalysts and palladium catalysts. Examples of copper catalysts include copper(I) iodide, copper(I) bromide, copper(I) chloride, and copper(I) oxide. When a copper catalyst is used in the reaction, the copper catalyst is typically used in a ratio of 0.01 to 0.5 moles per mole of compound (M1-4-A). Examples of palladium catalysts include palladium(II) acetate and tris(dibenzylideneacetone)dipalladium(0). When a palladium catalyst is used in the reaction, the palladium catalyst is typically used in a ratio of 0.01 to 0.2 moles per mole of compound (M1-4-A). A ligand can be used in the reaction, if necessary. Examples of ligands that can be used in the reaction include acetylacetone, salen, phenanthroline, triphenylphosphine, and 4,5'-bis(diphenylphosphino)-9,9'-dimethylxanthene. When a ligand is used in the reaction, the ligand is typically used in a ratio of 0.01 to 0.5 moles per mole of compound (M1-4-A). In the reaction, compound (R-2) is usually used in a ratio of 0.8 to 1.2 moles and base is usually used in a ratio of 1 to 2 moles per mole of compound (M1-4-A). The reaction temperature is usually in the range of 0 to 200°C. The reaction time is usually in the range of 0.5 to 24 hours. After completion of the reaction, compound (I-1-B) can be obtained 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 (R-2) is a commercially available compound or can be produced using known methods.

[0025] Production Method 6 Compound (Ia) can be produced according to the following scheme. [In the formula, X a represents a chlorine atom, a bromine atom, or an iodine atom; X b is SR 2 or a hydrogen atom, and other symbols have the same meanings as above.] First, a step (hereinafter referred to as step 6-A) for producing a compound represented by formula (M2-2-A) (hereinafter referred to as compound (M2-2-A)) from a compound represented by formula (M2-1-A) (hereinafter referred to as compound (M2-1-A)) will be described. Compound (M2-2-A) can be produced by reacting compound (M2-1-A) with a halogenating agent. The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include alcohols, nitriles, ethers, aromatic hydrocarbons, aprotic polar solvents, halogenated hydrocarbons, water, and mixtures of two or more of these. Examples of halogenating agents include chlorine, bromine, iodine, N-chlorosuccinimide, N-bromosuccinimide, and N-iodosuccinimide. In the reaction, the halogenating agent is typically used in a ratio of 1 to 20 moles per mole of compound (M2-1-A). The reaction temperature is typically in the range of -20°C to 200°C. The reaction time is typically in the range of 0.1 to 72 hours. After completion of the reaction, compound (M2-2-A) can be obtained 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 (M2-1-A) is a commercially available compound or can be produced using known methods.

[0026] Next, the process for producing compound (I-a) from compound (M2-2-A) will be described. Compound (I-a) can be produced by reacting compound (M2-2-A) with a compound represented by formula (R-3) (hereinafter referred to as compound (R-3)) in the presence of a metal catalyst and a base. The reaction is usually carried out in a solvent. Examples of the solvent used in the reaction include alcohols, nitriles, ethers, aromatic hydrocarbons, aprotic polar solvents, water, and mixtures of two or more of these. Examples of metal catalysts used in the reaction include palladium catalysts such as tetrakis(triphenylphosphine)palladium(0), [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (hereinafter referred to as PdCl(dPPf)), tris(dibenzylideneacetone)dipalladium(0), and palladium(II) acetate; nickel catalysts such as bis(cyclooctadiene)nickel(0) and nickel(II) chloride; and copper catalysts such as copper(I) iodide and copper(I) chloride. Examples of bases used in the reaction include alkali metal hydrides, alkali metal carbonates, and organic bases. A ligand can also be used in the reaction. 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, etc. 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 (M2-2-A). In the reaction, compound (R-3) is usually used in a ratio of 1 to 20 moles, a metal catalyst is usually used in a ratio of 0.01 to 0.5 moles, and a base is usually used in a ratio of 0.1 to 5 moles, relative to 1 mole of compound (M2-2-A). 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 the reaction is complete, compound (I-a) 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 (R-3) is a commercially available compound or can be produced by a known method.

[0027] Next, the process for producing compound (I-a) from compound (M2-1-A) will be described. Compound (I-a) can also be produced by reacting compound (M2-1-A) with compound (R-3) in the presence of a halogenating agent. The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include alcohols, nitriles, ethers, aromatic hydrocarbons, aprotic polar solvents, water, and mixtures of two or more of these. Examples of halogenating agents include bromine, iodine, sodium bromide, potassium bromide, sodium iodide, and potassium iodide. An oxidizing agent can be used in the reaction as needed. Examples of oxidizing agents used in the reaction include hydrogen peroxide, tert-butyl hydroperoxide, and DMSO. When an oxidizing agent is used in the reaction, the oxidizing agent is usually used in a ratio of 1 to 20 moles per mole of compound (M2-1-A). In the reaction, compound (R-3) is usually used in a ratio of 0.5 to 10 moles and the halogenating agent is usually used in a ratio of 0.05 to 10 moles per mole of compound (M2-1-A). The reaction temperature is usually in the range of 0°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 adding water to the reaction mixture, extracting with an organic solvent, and performing post-treatment operations such as drying and concentrating the organic layer.

[0028] Production Method 7 The compound represented by formula (I-2-A) (hereinafter referred to as compound (I-2-A)) can be produced by reacting compound (I-1-A) with a sulfating agent. [In the formula, the symbols have the same meanings as defined above.] The reaction is carried out in a solvent or in the absence of a solvent. Examples of solvents include ethers, halogenated hydrocarbons, aromatic hydrocarbons, nitriles, nitrogen-containing aromatic compounds, and mixtures of two or more of these. Examples of sulfurizing agents include diphosphorus pentasulfide and Lawesson's reagent (2,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane-2,4-disulfide). In the reaction, the sulfurizing agent is usually used in a ratio of 1 mole to 3 moles per mole of compound (I-1-A). The reaction temperature is usually in the range of 0°C to 200°C. The reaction time is usually in the range of 1 to 24 hours. After completion of the reaction, compound (I-2-A) can be obtained by adding water to the reaction mixture, extracting it with an organic solvent, and performing post-treatment operations such as drying and concentrating the organic layer.

[0029] Production Method 8 A compound represented by formula (I-2-C) (hereinafter referred to as compound (I-2-C)) can be produced by reacting a compound represented by formula (I-1-C) (hereinafter referred to as compound (I-1-C)) with a compound represented by formula (R-4) (hereinafter referred to as compound (R-4)) or a compound represented by formula (R-5) (hereinafter referred to as compound (R-5)) in the presence of a metal catalyst and a base. [In the formula, R 3m represents a chlorine atom, a bromine atom, or an iodine atom; R 3nrepresents a substituent selected from Group M, y represents 0, 1, 2, 3, 4, or 5, 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 ethers, aromatic hydrocarbons, nitriles, aprotic polar solvents, water, and mixtures of two or more of these. Examples of bases used in the reaction include alkali metal hydrides, alkali metal carbonates, organic bases, and phosphates. Examples of metal catalysts used in the reaction include nickel catalysts such as bis(cyclooctadiene)nickel(0) and nickel(II) chloride; and palladium catalysts such as palladium(II) acetate, tetrakis(triphenylphosphine)palladium(0), tris(dibenzylideneacetone)dipalladium(0), and PdCl2(dPPf). The reaction can also be carried out using a ligand, if necessary. 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, and N,N'-dimethylethylenediamine. When a ligand is used in the reaction, the ligand is usually used in a ratio of 0.01 to 0.5 moles per mole of compound (I-1-C). In the reaction, compound (R-4) or compound (R-5) is usually used in a ratio of 1 to 5 moles, a metal catalyst is usually used in a ratio of 0.01 to 0.5 moles, and a base is usually used in a ratio of 1 to 3 moles, relative to 1 mole of compound (I-1-C). The reaction temperature is usually in the range of -20°C to 150°C. The reaction time is usually in the range of 0.5 to 24 hours. After completion of the reaction, compound (I-2-C) can be obtained 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.

[0030] Production Method 9 The compound represented by formula (I-2-D) (hereinafter referred to as compound (I-2-D)) can be produced according to the following scheme. [wherein y represents 0, 1, 2, or 3; A １ａ is CR １ｎ or a nitrogen atom, A １ｂ is CR １ｎ or a nitrogen atom, R １ｎ represents a substituent selected from group M; V ３ represents a halogen atom, and the other symbols have the same meanings as above.]

[0031] The compound represented by formula (I-1-D) (hereinafter referred to as compound (I-1-D)) can be produced by reacting compound (I-1-C) with bis(pinacolato)diboron in the presence of a metal catalyst and a base. The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include ethers, aromatic hydrocarbons, nitriles, aprotic polar solvents, and mixtures of two or more of these. Examples of bases used in the reaction include organic bases, alkali metal carbonates, alkali metal hydrides, and phosphates. Examples of metal catalysts used in the reaction include palladium catalysts such as [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II). In the reaction, bis(pinacolato)diboron is usually used in a ratio of 1 to 3 moles, the metal catalyst is usually used in a ratio of 0.01 to 0.5 moles, and the base is usually used in a ratio of 1 to 5 moles, relative to 1 mole of compound (I-1-C). The reaction temperature is usually in the range of -20°C to 150°C. The reaction time is usually in the range of 0.5 to 24 hours. After completion of the reaction, compound (I-1-D) can be obtained 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.

[0032] The compound represented by formula (I-2-D) (hereinafter referred to as compound (I-2-D)) can be produced by reacting compound (I-1-D) with a compound represented by formula (R-6) (hereinafter referred to as compound (R-6)) in the presence of a metal catalyst and a base. The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include ethers, aromatic hydrocarbons, nitriles, aprotic polar solvents, water, and mixtures of two or more of these. Examples of bases used in the reaction include organic bases, alkali metal carbonates, alkali metal hydrides, and phosphates. Examples of metal catalysts used in the reaction include palladium catalysts such as palladium(II) acetate, tetrakis(triphenylphosphine)palladium(0), tris(dibenzylideneacetone)dipalladium(0), and PdCl2(dPPf). The reaction can also be carried out using a ligand, if necessary. 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, and N,N'-dimethylethylenediamine. When a ligand is used in the reaction, the ligand is usually used in a ratio of 0.01 to 0.5 moles per mole of compound (I-1-D). In the reaction, compound (R-6) is usually used in a ratio of 1 to 5 moles, a metal catalyst is usually used in a ratio of 0.01 to 0.5 moles, and a base is usually used in a ratio of 1 to 5 moles, relative to 1 mole of compound (I-1-D). The reaction temperature is usually in the range of -20°C to 150°C. The reaction time is usually in the range of 0.5 to 24 hours. After completion of the reaction, compound (I-2-D) can be obtained 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 (R-6) is a commercially available compound or can be prepared using known methods.

[0033] Production Method 10 A compound represented by formula (I-2-E) (hereinafter referred to as compound (I-2-E)) can be produced by reacting a compound represented by formula (I-1-E) (hereinafter referred to as compound (I-1-E)) with a compound represented by formula (R-7) (hereinafter referred to as compound (R-7)) in the presence of a base. [In the formula, A ３ is CR ４ｍ or a nitrogen atom, R ４ｍ represents a substituent selected from group M; V ４ represents a fluorine atom or a chlorine atom, 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 ethers, aromatic hydrocarbons, nitriles, aprotic polar solvents, and mixtures of two or more of these. Examples of bases used in the reaction include organic bases, alkali metal carbonates, alkali metal hydrides, and phosphates. The reaction typically involves the use of 1 to 5 moles of compound (R-7) and 1 to 5 moles of base per mole of compound (I-1-E). The reaction temperature is usually in the range of -20°C to 150°C. The reaction time is usually in the range of 0.5 to 24 hours. After completion of the reaction, compound (I-2-E) can be obtained by adding water to the reaction mixture, extracting with an organic solvent, and performing post-treatments such as drying and concentrating the organic layer. Compound (R-7) is a commercially available compound or can be produced using known methods.

[0034] Production Method 11 A compound represented by formula (I-2-F) (hereinafter referred to as compound (I-2-F)) can be produced by reacting compound (I-1-E) with a compound represented by formula (R-8) (hereinafter referred to as compound (R-8)) in the presence of a base. [In the formula, the symbols have the same meanings as above.] The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include ethers, aromatic hydrocarbons, nitriles, aprotic polar solvents, and mixtures of two or more of these. Examples of bases used in the reaction include organic bases, alkali metal carbonates, alkali metal hydrides, and phosphates. In the reaction, compound (R-8) is usually used in a ratio of 1 to 5 moles and a base is usually used in a ratio of 1 to 5 moles per mole of compound (I-1-E). The reaction temperature is usually in the range of -20°C to 150°C. The reaction time is usually in the range of 0.5 to 24 hours. After completion of the reaction, compound (I-2-F) can be obtained 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 (R-8) is a commercially available compound or can be produced using known methods.

[0035] Production Method 12 The compound represented by formula (I-2-G) (hereinafter referred to as compound (I-2-G)) can be produced by reacting compound (I-1-C) with a compound represented by formula (R-9) (hereinafter referred to as compound (R-9)) in the presence of a metal catalyst and a base. [In the formula, the symbols have the same meanings as above.] The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include ethers, aromatic hydrocarbons, nitriles, aprotic polar solvents, and mixtures of two or more of these. Examples of bases used in the reaction include organic bases, alkali metal carbonates, alkali metal hydrides, and phosphates. Examples of metal catalysts used in the reaction include palladium catalysts such as palladium acetate(II), tetrakis(triphenylphosphine)palladium(0), tris(dibenzylideneacetone)dipalladium(0), and PdCl2(dPPf). The reaction can also be carried out using a ligand, if necessary. 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, and N,N'-dimethylethylenediamine. When a ligand is used in the reaction, the ligand is usually used in a ratio of 0.01 to 0.5 moles per mole of compound (I-1-C). In the reaction, compound (R-9) is typically used in a ratio of 1 to 5 moles, a metal catalyst typically in a ratio of 0.01 to 0.5 moles, and a base typically in a ratio of 1 to 5 moles per mole of compound (I-1-C). The reaction temperature is typically in the range of -20°C to 150°C. The reaction time is typically in the range of 0.5 to 24 hours. After completion of the reaction, compound (I-2-G) can be obtained 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 (R-9) is a commercially available compound or can be produced using known methods.

[0036] Reference Production Method 1 Compound (M-3-A) can be produced by reacting compound (M1-1-A) with a compound represented by formula (M2-2) (hereinafter referred to as compound (M2-2)) in the presence of a condensing agent. [In the formula, the symbols have the same meanings as defined above.] The reaction can be carried out using compound (M2-2) instead of compound (M2-1) according to the method described in Production Method 2. Compound (M2-2) is a commercially available compound or can be produced using known methods.

[0037] Reference Production Method 2 The compound (M1-3-A) can also be produced by reacting the compound (M1-2-A) with the compound (M2-2). [wherein the symbols have the same meanings as defined above.] The reaction can be carried out according to the method described in Production Method 3, except that compound (M2-2) is used in place of compound (M2-1).

[0038] Reference Production Method 3 Compound (M1-4-A) can be produced by reacting compound (M1-1-A) with a compound represented by formula (M2-3) (hereinafter referred to as compound (M2-3)) in the presence of a condensing agent.

[0039] [In the formula, the symbols have the same meanings as defined above.] The reaction can be carried out using compound (M2-3) instead of compound (M2-1) according to the method described in Production Method 2. Compound (M2-3) is a commercially available compound, or can be produced using known methods.

[0040] Reference Production Method 4 The compound (M1-4-A) can also be produced by reacting the compound (M1-2-A) with the compound (M2-3). [wherein the symbols have the same meanings as defined above.] The reaction can be carried out according to the method described in Production Method 3, except that compound (M2-3) is used in place of compound (M2-1).

[0041] Reference Production Method 5 The compound represented by formula (M2-2-A) (hereinafter referred to as compound (M2-2-A)) can be produced by reacting a compound represented by formula (M3-1-A) (hereinafter referred to as compound (M3-1-A)) with a thiocyanate salt in the presence of a halogenating agent. [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 alcohols, nitriles, ethers, aromatic hydrocarbons, aprotic polar solvents, halogenated hydrocarbons, water, and mixtures of two or more of these. Examples of thiocyanates used in the reaction include sodium thiocyanate, potassium thiocyanate, and ammonium thiocyanate. Examples of halogenating agents used in the reaction include chlorine, bromine, N-chlorosuccinimide, N-bromosuccinimide, phenyltrimethylammonium tribromide, 1,3-dichloro-5,5-dimethylhydantoin, and 1,3-dibromo-5,5-dimethylhydantoin. In the reaction, 1 to 5 moles of thiocyanate and 1 to 5 moles of halogenating agent are usually used per mole of compound (M3-1-A). The reaction temperature is usually in the range of -20°C to 150°C. The reaction time is usually in the range of 0.5 to 24 hours. After the reaction is complete, compound (M2-2-A) can be obtained by post-treatment such as adding water to the reaction mixture, extracting with an organic solvent, and drying and concentrating the organic layer. Compound (M3-1-A) is a commercially available compound or can be produced by a known method.

[0042] Reference Production Method 6 The compound represented by formula (M2-1-A) (hereinafter referred to as compound (M2-1-A)) can be produced according to the following scheme. [In the formula, the symbols have the same meanings as defined above.]

[0043] The compound represented by formula (M3-2-A) (hereinafter referred to as compound (M3-2-A)) can be produced by reacting a compound represented by formula (M3-1-A) (hereinafter referred to as compound (M3-1-A)) with a compound represented by formula (M4-1) (hereinafter referred to as compound (M4-1)). The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include alcohols, nitriles, ethers, aromatic hydrocarbons, aprotic polar solvents, water, and mixtures of two or more of these. The reaction is usually carried out in a ratio of 1 to 5 moles of compound (M4-1) per mole of compound (M3-1-A). The reaction temperature is usually in the range of -20°C to 150°C. The reaction time is usually in the range of 0.5 to 24 hours. After completion of the reaction, compound (M3-2-A) can be obtained 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. The compound (M4-1) is a commercially available compound or can be prepared using known methods.

[0044] Compound (M2-1-A) can be produced by reacting compound (M3-2-A) in the presence of a halogenating agent. The reaction is typically carried out in a solvent. Examples of solvents used in the reaction include alcohols, nitriles, ethers, aromatic hydrocarbons, aprotic polar solvents, halogenated hydrocarbons, water, and mixtures of two or more of these. Examples of halogenating agents used in the reaction include chlorine, bromine, N-chlorosuccinimide, N-bromosuccinimide, phenyltrimethylammonium tribromide, 1,3-dichloro-5,5-dimethylhydantoin, and 1,3-dibromo-5,5-dimethylhydantoin. The halogenating agent is typically used in a ratio of 1 to 5 moles per mole of compound (M3-2-A). The reaction temperature is typically within the range of -20°C to 150°C. The reaction time is typically within the range of 0.5 to 24 hours. After the reaction is complete, the compound (M2-1-A) can be obtained by adding water to the reaction mixture, extracting with an organic solvent, and performing post-treatments such as drying and concentrating the organic layer.

[0045] Reference Production Method 7 The compound represented by formula (M2-1-B) (hereinafter referred to as compound (M2-1-B)) can be produced according to the following scheme. [In the formula, V ２ represents a halogen atom, and the other symbols have the same meanings as above.]

[0046] The compound represented by formula (M3-2-B) (hereinafter referred to as compound (M3-2-B)) can be produced by reacting a compound represented by formula (M3-1-B) (hereinafter referred to as compound (M3-1-B)) with compound (M4-1). The reaction can be carried out in accordance with the method described in Reference Production Method 6, using compound (M3-1-B) instead of compound (M3-1-A). Compound (M3-1-B) is a commercially available compound or can be produced using known methods.

[0047] V ２ When is a fluorine atom or a chlorine atom, compound (M2-1-B) can be produced by reacting compound (M3-2-B) in the presence of a base. The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include alcohols, ethers, aromatic hydrocarbons, aprotic polar solvents, water, and mixtures of two or more of these. Examples of bases used in the reaction include alkali metal hydrides, alkali metal carbonates, organic bases, and phosphates. The reaction is usually carried out in a ratio of 1 to 5 moles of base per mole of compound (M3-2-B). The reaction temperature is usually in the range of -20°C to 150°C. The reaction time is usually in the range of 0.5 to 24 hours. After completion of the reaction, compound (M2-1-B) can be obtained by adding water to the reaction mixture, extracting it with an organic solvent, and performing post-treatment operations such as drying and concentrating the organic layer.

[0048] V ２When is a chlorine atom, a bromine atom, or an iodine atom, compound (M2-1-B) can be produced by reacting compound (M3-2-B) in the presence of a metal catalyst and a base. The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include ethers, aromatic hydrocarbons, nitriles, aprotic polar solvents, water, and mixtures of two or more of these. Examples of bases used in the reaction include alkali metal carbonates, organic bases, and phosphates. Examples of metal catalysts used in the reaction include nickel catalysts such as bis(cyclooctadiene)nickel(0) and nickel(II) chloride; palladium catalysts such as palladium(II) acetate, tetrakis(triphenylphosphine)palladium(0), tris(dibenzylideneacetone)dipalladium(0), and PdCl2(dPPf); and copper catalysts such as copper(I) iodide and copper(I) chloride. The reaction can also be carried out using a ligand, if necessary. 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, and N,N'-dimethylethylenediamine. When a ligand is used in the reaction, the ligand is typically used in a ratio of 0.01 to 0.5 moles per mole of compound (M3-2-B). In the reaction, a metal catalyst is typically used in a ratio of 0.01 to 0.5 moles and a base is typically used in a ratio of 1 to 3 moles per mole of compound (M3-2-B). The reaction temperature is typically in the range of -20°C to 150°C. The reaction time is typically in the range of 0.5 to 24 hours. After completion of the reaction, compound (M2-1-B) can be obtained 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.

[0049] The compound 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 and the present component are used simultaneously, separately, or with a time interval. When the compound of the present invention and the present component are used simultaneously, the compound 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 (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 the compound of the present invention.

[0050] 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.

[0051] 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.

[0052] Group (c) is a group of plant growth regulators (including mycorrhizal fungi and rhizobia).

[0053] Group (d) is a group of repellent ingredients.

[0054] Examples of combinations of the present ingredient and the compound of the present invention are described below. For example, alanycarb + SX refers to a combination of alanycarb and SX. The abbreviation SX refers to any one of the present compounds selected from the compound group SX1 to SX1371. The present ingredients described below are all known ingredients and can be obtained from commercially available preparations or produced by known methods. When the present ingredient is a microorganism, it can also be obtained from a bacterial depository. The number in parentheses indicates the CAS RN (registered trademark).

[0055] Combinations of the present ingredient of the above group (a) with the compound 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, bisulfufen + 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 + 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, ethiofencarb + 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, isoflualanam + 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 Pioxaniliprole + SX, piperflanilide + 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-) + SX, Bacillus thuringiensis-derived Cry1Ab protein + SX, Bacillus thuringiensis-derived Cry1Ac protein + SX,Cry1Fa protein from Bacillus thuringiensis (Bacillus thuringiensis Cry1Fa protein) + SX, Cry1A.105 protein from Bacillus thuringiensis (Bacillus thuringiensis Cry1A.105 protein) + SX, Cry2Ab protein from Bacillus thuringiensis (Bacillus thuringiensis Cry2Ab protein) + SX, Vip3A protein from Bacillus thuringiensis (Bacillus thuringiensis Vip3A protein) + SX, mCry3A protein from Bacillus thuringiensis (Bacillus thuringiensis mCry3A protein) + SX, Cry3Ab protein from Bacillus thuringiensis (Bacillus thuringiensis Cry3Ab protein) + SX, Bacillus Bacillus thuringiensis Cry3Bb protein + SX, Bacillus thuringiensis Cry34Ab1 / Cry35Ab1 protein + SX, Adoxophyes orana GV (granulovirus) strain BV-0001 + SX, Anticarsia gemmatalis MNPV (multiple nucleocapsid nucleopolyhedrovirus) + SX, Autographa californica MNPV + SX, and Cydia pomonella GV (Granulovirus) strain V15 + SX. strain V15) + SX,Cydia pomonella granulosis virus V22 (GV strain V22) + SX, Cryptophlebia leucotreta granulosis virus (GV) + SX, Dendrolimus punctatus cypovirus + SX, Helicoverpa armigera nucleopolyhedrovirus (NPV) strain BV-0003 + SX, Helicoverpa zea nucleopolyhedrovirus (NPV) + SX, Lymantria dispar nucleopolyhedrovirus (NPV) + SX, Mamestra brassicae nucleopolyhedrovirus (NPV) + SX, Mamestra configurata nucleopolyhedrosis virus (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 MNPV + SX, Spodoptera littoralis MNPV + SX, Spodoptera litura 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, Dactylaria 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。,

[0056] Combinations of the present ingredient of the above group (b) with the compound 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, garlic extract (Allium sativum) + SX, extract of the cotyledons of lupine plantlets (BLAD) + SX, horsetail extract (Equisetum arvense) + SX SX, tea tree extract (Melaleuca alternifolia) + SX, giant knotweed extract (Reynoutria sachalinensis) + SX, nasturtium extract (Tropaeolus majus) + 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, 2-[(2,6-difluoropyridin-4-yl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide + SX, 2-{[(oxetan-3-yl)carbonyl](2,6-difluoropyridin-4-yl)amino}-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide + SX, 2-{[(oxolan-3-yl)carbonyl](2,6-difluoropyridin-4-yl)amino}-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide + SX, 2-{[(oxan-4-yl)carbonyl](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, methyl ({5-[1-(2,6-difluoro-4-isopropylphenyl)-1H-pyrazol-3-yl]-2-methylphenyl}methyl)carbamate + SX, methyl ({5-[1-(2,6-difluoro-4-cyclopropylphenyl)-1H-pyrazol-3-yl]-2-methylphenyl}methyl)carbamate + SX, methyl ({5-[1-(2,6-difluoro-4-methoxyphenyl)-1H-pyrazol-3-yl]-2-methylphenyl}methyl)carbamate + SX, methyl (Z)-2-(5-cyclopentyl-2-methylphenoxy)-3-methoxyprop-2-enoate + SX, methyl (Z)-2-(5-cyclohexyl-2-methylphenoxy)-3-methoxyprop-2-enoate + SX,methyl (Z)-2-[(3-isopropyl-1H-pyrazol-1-yl)-2-methylphenoxy]-3-methoxyprop-2-enoate + SX, 1-(4,5-dimethyl-1H-benzimidazol-1-yl)-4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinoline + SX, 1-(4,5-dimethyl-1H-benzimidazol-1-yl)-4,4,5-trifluoro-3,3-dimethyl-3,4-dihydroisoquinoline + SX, 1-(pyrazolo[1,5-a]pyridin-3-yl)-4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinoline + SX, 1-(6,7-dimethylpyrazolo[1,5-a]pyridin-3-yl)-6-fluoro-3,3-dimethylisoquinolin-4(3H)-one + SX, methyl (2Z)-3-methoxy-2-[(4-methyl[1,1'-biphenyl]-3-yl)oxy]prop-2-enoate + SX, Agrobacterium radiobactor strain K1026 + SX, Agrobacterium radiobactor strain K84 + SX, Bacillus amyloliquefaciens strain PTA-4838 (Aveo(Trademark) 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。,

[0057] Combinations of the present ingredient in group (c) above with the compound 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. ,

[0058] Combinations of the present component of the above group (d) with the compound of the present invention: anthraquinone + SX, deet + SX, icaridin + SX.

[0059] The ratio of the compound of the present invention to the present component is not particularly limited, and examples thereof include a weight ratio (compound of the present invention:present 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.

[0060] The compound of the present invention is effective against harmful arthropods such as harmful insects and harmful mites, harmful nematodes, and harmful mollusks. Examples of harmful arthropods, harmful nematodes, and harmful mollusks include the following.

[0061] Hemiptera: Small brown planthopper (Laodelphax striatellus), Brown planthopper (Nilaparvata lugens), White-backed planthopper (Sogatella furcifera), Corn planthopper (Peregrinus maidis), Yellow leafhopper (Javesella pellucida), Black horned planthopper (Perkinsiella saccharicida), Tagosodes orizicolus, Stenocranus pacificus and other Delphacidae; Green rice leafhopper (Nephotettix cincticeps), Taiwan green rice leafhopper (Nephotettix virescens), Black-striped green rice leafhopper (Nephotettix nigropictus), Lightning leafhopper (Recilia dorsalis), Tea green leafhopper (Empoasca Cicadellidae, such as the potato leafhopper (Empoasca fabae), the corn leafhopper (Dalbulus maidis), the white giant leafhopper (Cofana spectra), and Amrasca biguttula biguttula; Aphrophoridae, such as the European spittlebug (Philaenus spumarius); Cercopidae, such as Mahanarva posticata and Mahanarva fimbriolata;Black bean aphid (Aphis fabae), soybean aphid (Aphis glycines), cotton aphid (Aphis gossypii), European apple aphid (Aphis pomi), willow aphid (Aphis spiraecola), green peach aphid (Myzus persicae), strawberry aphid (Brachycaudus helichrysi), radish aphid (Brevicoryne brassicae), rosy apple aphid (Dysaphis plantaginea), false radish aphid (Lipaphis erysimi), tulip aphid (Macrosiphum euphorbiae), potato aphid (Aulacorthum solani), lettuce aphid (Nasonovia ribisnigri), wheat collar aphid (Rhopalosiphum padi), corn aphid (Rhopalosiphum maidis), citrus black aphid (Toxoptera citricida), peach butterbur aphid (Hyalopterus pruni), barnyard millet aphid (Melanaphis sacchari), Japanese black aphid (Tetraneura nigriabdominalis), cotton aphid (Ceratovacuna lanigera), apple aphid (Eriosoma lanigerum), English grain aphid (Sitobion avenae), etc. Aphididae; grape aphid (Daktulosphaira vitifoliae), pecan phylloxera (Phylloxera devastatrix), pecan leaf phylloxera (Phylloxera notabilis), southern pecan leaf phylloxera (Phylloxera Phylloxeridae, such as (Russelae);Adelgidae, such as the Japanese hemlock aphid (Adelges tsugae), the balsam woolly aphid (Adelges piceae), and the small brown aphid (Aphrastasia pectinatae); Scotinophara lurida, Scotinophara coarctata, Nezara antennata, Eysarcoris aeneus, Eysarcoris lewisi, Eysarcoris ventralis, Eysarcoris annamita, Halyomorpha halys, and Nezara Pentatomidae, such as the brown stink bug (Euschistus heros), the red-banded stink bug (Piezodorus guildinii), Oebalus pugnax, Dichelops melacanthus, and the spotted stink bug (Piezodorus hybneri); Cydnidae, such as the narrow-banded stink bug (Riptortus clavatus), the spider stink bug (Leptocorisa chinensis), and the narrow-banded stink bug (Leptocorisa acuta); Cletus punctiger, Leptoglossus Coreidae, such as Cavelerius saccharivorus, Togo hemipterus, and Blissus leucopterus; Lygaeidae, such as Cavelerius saccharivorus, Togo hemipterus, and Blissus leucopterus;Miridae (Miridae) such as the red-bearded green rice bug (Trigonotylus caelestialium), the red-striped rice bug (Stenotus rubrovittatus), the long-spined wheat rice bug (Stenodema calcarata), and the rusty rice bug (Lygus lineolaris); Aleyrodidae (Aleyrodidae) such as the greenhouse whitefly (Trialeurodes vaporariorum), the tobacco whitefly (Bemisia tabaci), the citrus whitefly (Dialeurodes citri), the citrus spine whitefly (Aleurocanthus spiniferus), the tea spine whitefly (Aleurocanthus camelliae), and the Japanese oak leaf butterflies (Pealius euryae); cyanophylli), red scale (Aonidiella aurantii), pear scale (Diaspidiotus perniciosus), mulberry scale (Pseudaulacaspis pentagona), Yanon scale (Unaspis yanonensis), false Yanon scale (Unaspis citri) and other scale insects (Diaspididae); Coccidae such as ruby ​​scale (Ceroplastes rubens); Margarodidae such as Icerya purchasi and yellow cotton scale (Icerya seychellarum);Pseudococcidae, such as the eggplant mealybug (Phenacoccus solani), the sable mealybug (Phenacoccus solenopsis), the wisteria mealybug (Planococcus kraunhiae), the mulberry mealybug (Pseudococcus comstocki), the citrus mealybug (Planococcus citri), the moth mealybug (Pseudococcus calceolariae), the long-legged mealybug (Pseudococcus longispinus), and the tuttlemey bug (Brevennia rehi); the citrus psyllid (Diaphorina citri), the citrus psyllid (Trioza erytreae), the pear psyllid (Cacopsylla pyrisuga), and the Chinese pear psyllid (Cacopsylla Psyllidae, such as the Japanese chinensis, the potato psyllid (Bactericera cockerelli), and the cacopsylla (Cacopsylla pyricola); Tingidae, such as the plane tree earworm (Corythucha ciliata), the goldenrod earworm (Corythucha marmorata), the Japanese pear earworm (Stephanitis nashi), and the azalea earworm (Stephanitis pyrioides); Cimicidae, such as the bedbug (Cimex lectularius) and the netted whitefly (Cimex hemipterus); Cicadidae, such as the Quesada gigas; Triatoma infestans, Triatoma rubrofasciata, and Triatoma Reduviidae, such as the Venezuelan assassin bug (Rhodonius prolixus);

[0062] Lepidoptera: Chilo suppressalis, Dark-headed stem borer, Chilo polychrysus, White stem borer, Scirpophaga innotata, Scirpophaga incertulas, Rupela albina, Rice leaf borer, Cnaphalocrocis medinalis, Marasmia patnalis, Rice casino borer, Marasmia exigua, Cotton borer, Notarcha derogata, European corn borer, Ostrinia furnacalis, European corn borer, Hellula undalis, Black-spotted corn borer, Herpetogramma luctuosale, Rice stalk moth, Nymphula Crambidae, such as the Japanese corn moth (Elasmopalpus lignosellus), the Indian meal moth (Plodia interpunctella), the Japanese two-spotted moth (Euzophera batangensis), and the Japanese striped moth (Cadra cautella);Common cutworm (Spodoptera litura), beet armyworm (Spodoptera exigua), armyworm (Mythimna separata), armyworm (Mamestra brassicae), rice armyworm (Sesamia inferens), white armyworm (Spodoptera mauritia), two-banded cutworm (Naranga aenescens), leaf fall armyworm (Spodoptera frugiperda), African armyworm (Spodoptera exempta), Spodoptera cosmioides, semi-tropical armyworm (Spodoptera eridania), red cutworm (Agrotis ipsilon), turnip cutworm (Agrotis segetum), red rice looper (Autographa nigrisigna), rice yellow looper (Plusia festucae), soybean Heliothis spp. such as the cotton bollworm (Chrysodeixis includens), Trichoplusia spp., and Heliothis spp. such as the false tobacco budworm (Heliothis virescens), Helicoverpa spp. such as the cotton bollworm (Helicoverpa armigera) and the corn earworm (Helicoverpa zea), Noctuidae such as the velvet bean caterpillar (Anticarsia gemmatalis), the cotton leafworm (Alabama argillacea), and the hop wine borer (Hydraecia immanis); Pieridae such as the cabbage white butterfly (Pieris rapae);Pear fruit moth (Grapholita molesta), plum fruit moth (Grapholita dimorpha), bean fruit moth (Leguminivora glycinivorella), adzuki bean pea moth (Matsumuraeses azukivora), apple smaller tortrix (Adoxophyes orana fasciata), tea smaller tortrix (Adoxophyes honmai), tea tortrix (Homona magnanima), green tea tortrix (Archips fuscocupreanus), codling moth (Cydia pomonella), citrus fruit borer (Tetramoera schistaceana), bean shoot borer (Epinotia aporema), citrus fruit borer (Citripestis sagittiferella), European grape wine moth (Lobesia Tortricidae such as Caloptilia theivora and Phyllonorycter ringoniella; Gracilariae such as Carposinidae; Leucoptera coffeella, Lyonetiidae such as Lyonetia clerkella, Lyonetia prunifoliella; Lymantria spp. such as Lymantria dispar, Euproctis spp. such as Euproctis pseudoconspersa; Plutella xylostella Plutellidae, such as Plutellidae (Plutella xylostella);Gelechiidae (Gelechiidae) such as the peach leaf moth (Anarsia lineatella), the potato leaf moth (Helcystogramma triannulella), the red bollworm moth (Pectinophora gossypiella), the potato tuber moth (Pthorimaea operculella), and the tomato leaf moth (Tuta absoluta); Arctiidae (Arctiidae) such as the American fall webworm (Hyphantria cunea); Castniidae (Castniidae) such as the giant sugarcane borer (Telchin licus); Cossidae (Cossidae) such as the small box moth (Cossus insularis); Geometridae (Geometridae) such as the mugwort geometrid (Ascotis selenaria); Parasa Limacodidae such as Stathmopodidae (Stathmopoda masinissa) and the like; Sphingidae such as Acherontia lachesis (Sphingidae); Sesiidae such as Nokona feralis (Nokona feralis), Synanthedon hector (Synanthedon tenuis) and the like; Hesperiidae such as Parnara guttata (Parnara guttata); Tineidae such as Tinea translucens (Tineola bisselliella) and the like.

[0063] Thysanoptera: Thripidae such as Frankliniella occidentalis, Thrips palmi, Scirtothrips dorsalis, Thrips tabaci, Frankliniella intonsa, Stenchaetothrips biformis, Echinothrips americanus, and Scirtothrips perseae; Phlaeothripidae such as Haplothrips aculeatus.

[0064] Diptera: Anthomyiidae such as Delia platura, Delia antiqua, and Pegomya cunicularia; Ulidiidae such as Tetanops myopaeformis; Agromyzidae such as Agromyza oryzae, Liriomyza sativae, Liriomyza trifolii, and Chromatomyia horticola; Chloropidae such as Chlorops oryzae; Bactrocera Tephritidae, such as the Oriental fruit fly (Bactrocera dorsalis), the eggplant fly (Bactrocera latifrons), the olive fruit fly (Bactrocera oleae), the Queensland fruit fly (Bactrocera tryoni), the Mediterranean fruit fly (Ceratitis capitata), the apple maggot (Rhagoletis pomonella), and the cherry fruit fly (Rhacochlaena japonica); Ephydridae, such as the rice leafminer (Hydrellia griseola), the Asian rice leafminer (Hydrellia philippina), and the rice leafminer (Hydrellia sasakii); Drosophila suzukii Drosophilidae, such as Drosophila melanogaster (Drosophila suzukii) and Drosophila melanogaster; Phoridae, such as Megaselia spiracularis; Psychodidae, such as Clogmia albipunctata;Sciaridae (Sciaridae) such as Bradysia difformis and Bradysia odoriphaga; Cecidomyiidae (Cecidomyiidae) such as Mayetiola destructor and Orseolia oryzae; Diopsidae (Diopsis macrophthalma); Glossinidae (Tsetse flies) such as Glossina palpalis and Glossina morsitans; Simuliidae (Simuliidae) such as Simulium japonicum and Simulium damnosum; Phlebotominae (Phlebotominae); Tipula aino (Craned fly), Tipula oleracea (Common crane fly), and Tipula Tipulidae such as Culex pipiens pallens, Culex tritaeniorhynchus, Culex pipiens f. molestus, Culex quinquefasciatus, Culex pipiens pipiens, Culex vishnui, Aedes albopictus, Aedes aegypti, Anopheles sinensis, Anopheles gambiae, Anopheles stephensi, Anopheles coluzzii, Anopheles albimanus, Anopheles sundaicus, Anopheles mosquito family (Culicidae) such as arabiensis, Anopheles funestus, Anopheles darlingi, Anopheles farauti, Anopheles minimus;Simulidae (Family Simuliidae) such as Prosimulium yezoensis and Simulium ornatum; Tabanidae (Family Tabanus trigonus) and other such flies; Muscidae (Family Musca domestica), Muscina stabulans, Stomoxys calcitrans, Haematobia irritans and other such flies; Calliphoridae (Family Sarcophagidae); Chironomidae (Family Chironomidae) such as Chironomus plumosus, Chironomus yoshimatsui, Glyptotendipes tokunagai and other such flies; Fannidae (Family Fannidae);

[0065] Coleoptera: Diabrotica spp. (e.g., Western corn rootworm (Diabrotica virgifera virgifera), Southern corn rootworm (Diabrotica undecimpunctata howardi), Northern corn rootworm (Diabrotica barberi), Mexican corn rootworm (Diabrotica virgifera zeae), Banded cucumber beetle (Diabrotica balteata), Cucumber beetle (Diabrotica speciosa), etc.), Bean leaf beetle (Cerotoma trifurcata), Red-necked leaf beetle (Oulema melanopus), Cucumber leaf beetle (Aulacophora femoralis), Striped flea beetle (Phyllotreta striolata), Cabbage leaf beetle (Phyllotreta cruciferae), Western black leaf beetle (Phyllotreta pusilla, cabbage stem beetle (Psylliodes chrysocephala), hop beetle (Psylliodes punctulata), Colorado potato beetle (Leptinotarsa ​​decemlineata), rice leaf beetle (Oulema oryzae), grape colaspis (Colaspis brunnea), corn beetle (Chaetocnema pulicaria), sweet potato leaf beetle (Chaetocnema confinis), potato beetle (Epitrix cucumeris), rice spur beetle (Dicladispa armigera), southern corn leaf beetle (Myochrous denticollis), four-spotted tortoise beetle (Laccoptera quadrimaculata), tobacco flea beetle (Epitrix hirtipennis), radish leaf beetle (Phaedon Chrysomelidae, such as the two-striped leaf beetle (Medythia nigrobilineata);Carabidae beetles such as the seed corn beetle (Stenolophus lecontei) and the slender seed corn beetle (Clivina impressifrons); Phyllophaga spp. such as the cuprea beetle (Anomala cuprea), the rufocuprea beetle (Anomala rufocuprea), the green beetle (Anomala albopilosa), the Japanese beetle (Popillia japonica), the long-legged beetle (Heptophylla picea), the European chafer (Rhizotrogus majalis), the black marsh beetle (Tomarus gibbosus), the black beetle (Holotrichia spp.), and the June beetle (Phyllophaga crinita); Diloboderus spp. such as Diloboderus abderus. Scarabaeidae (Scarabaeidae) such as Araecerus coffeae (Boll weevil); Anthriibidae (Anthriibidae) such as Cylas formicarius (Sweet potato weevil); Bruchidae (Brachiidae) such as Zabrotes subfasciatus (Brazilian bean weevil); Scolytidae (Scolytidae) such as Tomicus piniperda (Pine bark beetle), Hypothenemus hampei (Coffee berry borer);Potato weevil (Euscepes postfasciatus), alfalfa weevil (Hypera postica), maize weevil (Sitophilus zeamais), rice weevil (Sitophilus oryzae), granaria weevil (Sitophilus granarius), rice weevil (Echinocnemus squameus), rice water weevil (Lissorhoptrus oryzophilus), white grain weevil (Rhabdoscelus lineaticollis), boll weevil (Anthonomus grandis), grass band weevil (Sphenophorus venatus), southern cornbill bug (Sphenophorus callosus), soybean stalk weevil (Sternechus subsignatus), sugarcane weevil (Sphenophorus levis), rust gourd weevil (Scepticus The Aracanthus spp. (Aracanthus spp.) such as Aracanthus griseus, Scepticus uniformis, Aracanthus mourei, and the cotton root borer (Eutinobothrus brasiliensis) are also included in the Curculionidae family; the Tenebrionidae (Tenebrionidae) such as Tribolium castaneum, Tribolium confusum, and Alphitobius diaperinus are also included in the Coccinellidae family; the Flat-headed Ladybird (Lyctus brunneus), the Rhizopertha dominica); Ptinidae; Cerambycidae, such as Anoplophora malasiaca, Migdolus fryanus, and Aromia bungii;Elateridae beetles such as the Okinawan wireworm beetle (Melanotus okinawensis), the brown-headed wireworm beetle (Agriotes fuscicollis), the comb beetle (Melanotus legatus), the foot-striped wireworm beetle (Anchastus spp.), the Conoderus spp., the Ctenicera spp., the Limonius spp., and the Aeolus spp.; Staphylinidae beetles such as the blue-leaf rove beetle (Paederus fuscipes); the small-leaved weevils (Anthrenus verbasci) and the white-striped weevils (Dermestes Dermestidae such as Trogoderma granarium (Trogoderma maculates) and the like; Anobiidae such as Lasioderma serricorne (tobacco beetle) and Stegobium paniceum (Anobiidae); Laemophloeidae such as Cryptolestes ferrugineus (Laemophloeidae); Silvanidae such as Oryzaephilus surinamensis (Silvanidae); Nitidulidae such as Brassicogethes aeneus (Blossom beetle).

[0066] Orthoptera: Migratory locust (Locusta migratoria), Moroccan locust (Dociostaurus maroccanus), Australian locust (Chortoicetes terminifera), Red locust (Nomadacris septemfasciata), Brown locust (Locustana pardalina), Tree locust (Anacridium melanorhodon), Italian locust (Calliptamus italicus), Differential grasshopper (Melanoplus differentialis), Two-striped grasshopper (Melanoplus bivittatus), Migratory grasshopper (Melanoplus sanguinipes), Red-legged grasshopper (Melanoplus femurrubrum), Clear-winged grasshopper (Camnula pellucida), Desert grasshopper (Schistocerca The grasshoppers (Acrididae) include the common locust (Oxya gregaria), yellow-winged locust (Gastrimargus musicus), sparse-throated locust (Austracris guttulosa), oriental grasshopper (Oxya yezoensis), long-winged locust (Oxya japonica), and Taiwan grasshopper (Patanga succincta); the grasshoppers (Gryllotalpidae) include the common house cricket (Gryllotalpa orientalis); the crickets (Gryllidae) include the European house cricket (Acheta domestica) and the field cricket (Teleogryllus emma); and the katydids (Tettigoniidae) include the Mormon cricket (Anabrus simplex).

[0067] Hymenoptera: Tenthredinidae such as Athalia rosae and Athalia japonica; Solenopsis spp. such as Solenopsis invicta and Solenopsis geminata, Atta spp. such as Atta capiguara, Acromyrmex spp., Paraponera clavata, Ochetellus glaber, Monomorium pharaonis, Linepithema humile, Formica japonica, Pristomyrmex punctutus, Pheidole Camponotus spp. such as Camponotus noda, Pheidole megacephala, Camponotus japonicus, Camponotus obscuripes, Pogonomyrmex spp. such as Pogonomyrmex occidentalis, Wasmania spp. such as Wasmania auropunctata, Formicidae such as Anoplolepis gracilipes; Vespa mandarinia, Vespa simillima, Vespa analis, Vespa Vespidae, such as Polistes velutina and Polistes jokahamae; Siricidae, such as Urocerus gigas; and Bethylidae.

[0068] Blattodea: Ectobiidae, such as the German cockroach (Blattella germanica); Blattidae, such as the American cockroach (Periplaneta fuliginosa), the American cockroach (Periplaneta americana), the American cockroach (Periplaneta australasiae), the brown cockroach (Periplaneta brunnea), and the Asian cockroach (Blatta orientalis); Reticulitermes speratus, Coptotermes formosanus, Incisitermes minor, Cryptotermes domesticus, Odontotermes formosanus, and Neotermes Termites of the family Termitidae, such as the Satsuma termite (Glyptotermes satsumensis), Nakajima termite (Glyptotermes nakajimai), Katan termite (Glyptotermes fuscus), Hodotermopsis sjostedti, Koshu termite (Coptotermes guangzhouensis), Amami termite (Reticulitermes amamianus), Miyatake termite (Reticulitermes miyatakei), Formosan termite (Reticulitermes kanmonensis), Takasago termite (Nasutitermes takasagoensis), Snocapritermes nitobei, Sinocapritermes mushae, and Cornitermes cumulans.

[0069] Order Siphonaptera: Family Pulicidae such as human flea (Pulex irritans), cat flea (Ctenocephalides felis), dog flea (Ctenocephalides canis), rat flea (Xenopsylla cheopis), chicken flea (Echidnophaga gallinacea), etc.; Family Hectopsyllidae such as sand flea (Tunga penetrans); Family Ceratophyllidae such as European rat flea (Nosopsyllus fasciatus).

[0070] Psocodae: Pediculidae, such as head louse (Pediculus humanus capitis); Pthiridae, such as pubic louse (Pthirus pubis); Haematopinidae, such as cow louse (Haematopinus eurysternus) and pig louse (Haematopinus suis); Linognathidae, such as cow louse (Linognathus vituli), sheep trunk louse (Linognathus ovillus), and woolly cow louse (Solenopotes capillatus); Bovicola bovis, sheep louse (Bovicola ovis), Bovicola breviceps, Damalinia Bovicoliidae, such as Trichodectes canis and Felicola subrostratus; Menoponidae, such as Menopon gallinae, Menacanthus stramineus, and Trinoton spp.; Trimenoponidae, such as Cummingsia spp.; Trogiidae, such as Trogium pulsatorium; Liposcelis corrodens and Liposcelis Liposcelidae or Liposcelididae, such as Liposcelis bostrychophila, Liposcelis pearmani, and Liposcelis entomophila.

[0071] Thysanura: Family Lepismatidae, including the Japanese silverfish (Ctenolepisma villosa) and the European silverfish (Lepisma saccharina).

[0072] Acari: Tetranychidae such as Tetranychus urticae, Tetranychus kanzawai, Tetranychus evansi, Panonychus citri, Panonychus ulmi, Oligonychus spp.; Aculops pelekassi, Aculops citri, Aculops lycopersici, Calacarus carinatus, Acaphylla theavagrans, Eriophyes chibaensis, Aculops spp. Eriophyidae such as Aceria diospyri, Aceria tosichella, and Shevtchenkella sp.; Tarsonemidae such as Polyphagotarsonemus latus; Tenuipalpidae such as Brevipalpus phoenicis; Tuckerellidae;Haemaphysalis longicornis, Haemaphysalis flava, Haemaphysalis japonica, Haemaphysalis campanulata, Dermacentor variabilis, Dermacentor taiwanensis, Rocky Mountain wood tick (Dermacentor andersoni), Dermacentor reticulatus, Ixodes ovatus, Ixodes persulcatus, Black-legged tick (Ixodes scapularis), Western black-legged tick (Ixodes pacificus), Ixodes holocyclus, Ixodes ricinus, Lone star tick (Amblyomma Ixodidae ticks such as Amblyomma americanum, Amblyomma maculatum, Rhipicephalus microplus, Rhipicephalus annulatus, Rhipicephalus sanguineus, Rhipicephalus appendiculatus, and Rhipicephalus decoloratus; Argasidae ticks such as Argas persicus, Ornithodoros hermsi, and Ornithodoros turicata; Acaridae ticks such as Tyrophagus putrescentiae and Tyrophagus similis; Dermatophagoides farinae and Dermatophagoides pteronyssinus. Pyroglyphidae, such as Pteronyssinus;Cheyletidae such as Cheyletus eruditus, Cheyletus malaccensis, Chelacaropsis moorei, and Cheyletiella yasguri; Psoroptidae such as Psoroptes ovis, Psoroptes equi, Knemidocoptes mutans, Otodectes cynotis, and Chorioptes spp.; Notoedres cati, Notoedres muris, and Sarcoptes Sarcoptidae such as (Scabiei); Listrophoridae such as (Listrophorus gibbus); Dermanyssidae such as (Dermanyssus gallinae); Macronyssidae such as (Ornithonyssus sylviarum) and (Ornithonyssus bacoti); Varroa destructor such as (Varroa jacobsoni); Demodicidae such as (Demodex canis) and (Demodex cati); Leptotrombidium akamushi and (Leptotrombidium Trombiculidae, such as Leptotrombidium scutellare, Leptotrombidium pallidum, and Leptotrombidium scutellare.

[0073] Araneae: Eutichuridae, such as Cheiracanthium japonicum; Theridiidae, such as Latrodectus hasseltii. Polydesmida: Paradoxosomatidae, such as Oxidus gracilis and Nedyopus tambanus. Isopoda: Armadillidiidae, such as Armadillidium vulgare. Chilopoda: Scutigeridae such as Thereuonema hilgendorfi; Scolopendridae such as Scolopendra subspinipes; Ethopolyidae such as Bothropolys rugosus. Class Gastropoda: Family Limacidae such as the brown slug (Limax marginatus) and the yellow slug (Limax flavus); Family Philomycidae such as the slug (Meghimatium bilineatum); Family Ampullariidae such as the apple snail (Pomacea canaliculata); Family Lymnaeidae such as the lymnae snail (Austropeplea ollula).

[0074] Nematoda: Aphelenchoididae, such as the rice root-lesion nematode (Aphelenchoides besseyi); Pratylenchidae, such as Pratylenchus coffeae, Pratylenchus brachyurus, Pratylenchus neglectus, and Radopholus similis; Meloidogyne javanica, Meloidogyne incognita, guava root-knot nematodes (Meloidogyne enterolobii), Meloidogyne hapla, soybean cyst nematode (Heterodera glycines), potato cyst nematode (Globodera Heteroderidae such as Globodera rostochiensis, potato white cyst nematode (Globodera pallida), and Colombian root-knot nematode (Meloidogyne chitwoodi); Hoplolaimidae such as Rotylenchulus reniformis; Anguinidae such as Nothotylenchus acris and Ditylenchus dipsaci; Tylenchulidae such as Tylenchulus semipenetrans; Longidoridae such as Xiphinema index; Trichodoridae; Parasitaphelenchidae such as Bursaphelenchus xylophilus.

[0075] The harmful insects, harmful arthropods such as harmful mites, harmful mollusks, and harmful nematodes may be harmful insects, harmful arthropods such as harmful mites, harmful mollusks, and harmful nematodes that have reduced chemical sensitivity or have developed chemical resistance to insecticides, acaricides, molluscicides, and nematodes.

[0076] The method for controlling arthropod pests of the present invention is carried out by applying an effective amount of the compound of the present invention or composition A directly to the arthropod pests and / or to the habitat of the arthropod pests (plants, soil, houses, animals, etc.). Examples of the method for controlling arthropod pests of the present invention include foliage treatment, soil treatment, root treatment, shower treatment, fumigation treatment, water surface treatment, and seed treatment.

[0077] The compound of the present invention or Composition A is typically formulated into aqueous suspensions, oil suspensions, oil solutions, emulsifiable concentrates, emulsions, microemulsions, microcapsule formulations, wettable powders, water dispersible granules, dusts, granules, tablets, aerosols, resin formulations, etc. by mixing an inert carrier such as a solid carrier, liquid carrier, or gaseous carrier with a surfactant, and optionally adding formulation adjuvants such as binders, dispersants, and stabilizers. In addition to these formulations, the compound of the present invention or Composition A can also be formulated into dosage forms described in the 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 compound of the present invention or Composition A.

[0078] 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.).

[0079] 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.).

[0080] Examples of gaseous carriers include fluorocarbons, butane gas, LPG (liquefied petroleum gas), dimethyl ether, nitrogen, and carbon dioxide gas.

[0081] 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.).

[0082] 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.

[0083] In addition, adjuvants can be used as components that enhance or support the efficacy of the compound of the present invention. Specific examples 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).

[0084] In the present invention, the plant includes the whole plant, stems and leaves, flowers, spikes, fruits, trunks, branches, crowns, seeds, vegetative reproductive organs, and seedlings.

[0085] 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.

[0086] Examples of the method for controlling harmful arthropods by applying an effective amount of the compound of the present invention or composition A to soil include a method of applying an effective amount of the compound 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).

[0087] Seed treatments include, for example, treatment of seeds or vegetative reproductive organs with the compound of the present invention or Composition A. More specifically, examples include spray treatments in which a suspension of the compound of the present invention or Composition A is sprayed onto the surface of seeds or vegetative reproductive organs in a mist; smear treatments in which the compound of the present invention 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 compound of the present invention or Composition A for a certain period of time; and methods of coating seeds or vegetative reproductive organs with a carrier containing the compound of the present invention or Composition A (film coating treatment, pellet coating treatment, etc.). Seed potatoes are particularly examples of the vegetative reproductive organs mentioned above. When applying Composition A to seeds or vegetative reproductive organs, Composition A can be applied to the seeds or vegetative reproductive organs as a single formulation, or different formulations of Composition A can be applied to the seeds or vegetative reproductive organs in multiple separate applications. Examples of methods for treating seeds or vegetative reproductive organs with multiple different formulations of Composition A include a method of treating seeds or vegetative reproductive organs with a formulation containing only the compound of the present invention as an active ingredient, air-drying the seeds or vegetative reproductive organs, and then treating with a formulation containing this ingredient; and a method of treating seeds or vegetative reproductive organs with a formulation containing both the compound of the present invention and this ingredient as active ingredients, air-drying the seeds or vegetative reproductive organs, and then treating with a formulation containing a component other than the component already treated. In the present invention, "seeds or vegetative reproductive organs carrying the compound of the present invention or Composition A" refers to seeds or vegetative reproductive organs to which the compound of the present invention or Composition A is attached. The seeds or vegetative reproductive organs carrying the compound of the present invention or Composition A may have materials other than the compound of the present invention or Composition A attached to them before or after the compound of the present invention or Composition A is attached to the seeds or vegetative reproductive organs. Furthermore, when Composition A is attached to the surface of the seeds or vegetative reproductive organs in layers, the layers may consist of one layer or multiple layers. Furthermore, 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. Seeds or vegetative reproductive organs carrying the compound of the present invention or Composition A can be obtained, for example, by applying a formulation containing the compound of the present invention or Composition A to seeds or vegetative reproductive organs by the seed treatment method described above.

[0088] When the compound of the present invention or composition A is used for controlling harmful arthropods in the agricultural field, the application amount is 10,000 m 2 The amount of the compound of the present invention is usually 1 to 10,000 g per kg of seed or vegetative reproductive organ. When treating seeds or vegetative reproductive organs, the compound of the present invention is usually applied in an amount within the range of 0.001 to 100 g per kg of seed or vegetative reproductive organ. When the compound of the present invention or Composition A is formulated as an emulsifiable concentrate, wettable powder, flowable concentrate, etc., it is usually applied after being diluted with water to an active ingredient concentration of 0.01 to 10,000 ppm, and granules, dusts, etc. are usually applied as is.

[0089] The compound of the present invention or composition A can also be applied by wrapping a resin preparation in the form of a sheet or string around the crop, stretching it near the crop, or spreading it on the soil around the base of the plant.

[0090] When the compound of the present invention or composition A is used to control harmful arthropods living in houses, the application amount is 1 / 2 m / day for surface treatment. 2 The amount of the compound of the present invention per square meter is usually 0.01 to 1,000 mg. 3 When the compound of the present invention or Composition A is formulated as an emulsifiable concentrate, wettable powder, flowable concentrate or the like, it is usually applied after diluting with water so that the active ingredient concentration becomes 0.1 to 10,000 ppm, whereas oil solutions, aerosols, fumigants, poison baits and the like are applied as they are.

[0091] When the compound of the present invention or Composition A is used to control ectoparasites in livestock such as cattle, horses, pigs, sheep, goats, and chickens, or small animals such as dogs, cats, rats, and mice, it can be administered to animals by methods known in veterinary medicine. Specific methods of administration include, for example, administration by tablet, incorporation into feed, suppository, or injection (intramuscular, subcutaneous, intravenous, intraperitoneal, etc.) for systemic control, and administration by methods such as spraying an oil or aqueous liquid, pour-on application, spot-on application, washing the animal with a shampoo formulation, or attaching a resin formulation to the animal as a collar or ear tag. When administered to animals, the amount of the compound of the present invention or Composition A is usually in the range of 0.1 to 1000 mg per kg of the animal's body weight.

[0092] The compound of the present invention or Composition A can be used as an agent for controlling harmful arthropods in agricultural lands such as fields, paddy fields, lawns, orchards, etc. Examples of plants include the following.

[0093] 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,

[0094] 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.

[0095] Hereinafter, the present invention will be described in more detail with reference to Production Examples, Formulation Examples, Test Examples, etc., but the present invention is not limited to these examples. In this specification, Me represents a methyl group, Et represents an ethyl group, Pr represents a propyl group, i-Pr represents an isopropyl group, t-Bu represents a tert-butyl group, c-Pr represents a cyclopropyl group, c-Bu represents a cyclobutyl group, Ph represents a phenyl group, Bn represents a benzyl group, Py2 represents a 2-pyridyl group, Py3 represents a 3-pyridyl group, and Py4 represents a 4-pyridyl group. When the groups represented by c-Pr, c-Bu, Ph, Py2, Py3, Py4, and Het are substituted with a substituent, the substituent and the substitution position are written before the symbol. For example, 1-CN-c-Pr represents a 1-cyanocyclopropyl group, 3,4-F2-Ph represents a 3,4-difluorophenyl group, 4-S(O)2CF3-Ph represents a 4-(trifluoromethanesulfonyl)phenyl group, 3,4-(OCF3)2-Ph represents a 3,4-bis(trifluoromethoxy)phenyl group, 3-SCF3-4-OCF3-Ph represents a 3-[(trifluoromethyl)thio]-4-(trifluoromethoxy)phenyl group, and 4-CF3-Py2 represents a 4-(trifluoromethyl)-2-pyridyl group.

[0096] First, examples of the preparation of the compounds of the present invention and their intermediates will be shown.

[0097] 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] - and retention time (hereinafter referred to as RT). The conditions for liquid chromatography (hereinafter referred to as LC) are as follows.

[0098] [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 Gradient conditions: Solution is delivered at the concentration gradient shown in [Table LC1].

[0099]

[0100] To a mixture of 0.3 g of sodium hydride and 40 mL of THF, 0.63 g of 2-amino-5,6,7-trifluorobenzothiazole was added under ice cooling and stirred for 30 minutes. Thereafter, 1.1 g of 3-(ethylthio)-6-iodoimidazopyridine-2-carboxylic acid chloride was added and stirred at room temperature for 4 hours. Water was added to the resulting mixture, and the precipitated solid was filtered and dried to obtain 0.72 g of Intermediate 15. Intermediate 15: LCMS: 535[M+H]+, RT=2.419 min

[0101] Reference Production Example 1-1 The compound produced in accordance with Reference Production Example 1 and its physical properties are shown below. Formula (A-1) In the compound represented by the formula 9a , R 9b , R 9c , R 9d , R 10b , and X 1a A compound in which the combination of is any of the combinations described in [Table A-1].

[0102] Intermediate 1: 1 H-NMR (CDCl3) δ: 10.90 (1H, s), 8.82 (1H, dd), 7.63 (1H, dd), 7.57 (1H, dd), 7.46-7.43 (1H, m), 7.42-7.38 (1H, m), 7.07-7.02 (1H, m), 3.08 (2H, q), 1.25 (3H, t). Intermediate 2: 1 H-NMR (CDCl3) δ: 8.82 (1H, s), 7.77 (1H, dd), 7.58-7.53 (2H, m), 7.44 (1H, d), 7.19 (1H, td), 3.07 (2H, q), 1.25 (3H, t). Intermediate 3: LCMS:499[M+H]+, RT=2.290 min Intermediate 4: LCMS:499[M+H]+, RT=2.239 min Intermediate 5: 1H-NMR (CDCl3) δ: 8.82 (1H, dd), 8.14 (1H, s), 7.91 (1H, d), 7.70 (1H, d), 7.59-7.57 (1H, m), 7.45 (1H, dd), 3.07 (2H, q), 1.25 (3H, t). Intermediate 6: LCMS:515[M+H]+, RT=2.438 min Intermediate 7: LCMS:515[M+H]+, RT=2.386 min Intermediate 8: LCMS:515[M+H]+, RT=2.385 min Intermediate 9: LCMS:561[M+H]+, RT=2.459 min Intermediate 10: LCMS:481[M+H]+, RT=2.209 min Intermediate 11: LCMS:495[M+H]+, RT=2.319 min Intermediate 12: LCMS:517[M+H]+, RT=2.358 min Intermediate 13: LCMS:517[M+H]+, RT=2.292 min Intermediate 14: LCMS:517[M+H]+, RT=2.291 min Intermediate 16: LCMS:549[M+H]+, RT=2.508 min Intermediate 17: LCMS:551[M+H]+, RT=2.532 min Intermediate 18: LCMS:483[M+H]+, RT=2.094 min Intermediate 19: LCMS:483[M+H]+, RT=1.966 min Intermediate 20: LCMS:499[M+H]+, RT=2.090 min Intermediate 21: 1 H-NMR (CDCl3) δ: 10.30 (1H, s), 8.82 (1H, s), 7.57 (1H, dd), 7.47 (1H, dd), 7.43 (1H, dd), 7.36 (1H, dd), 3.12 (2H, q), 1.23 (3H, t).

[0103] Preparation Example 1: To a mixture of 0.72 g of Intermediate 15 and 30 mL of N,N-dimethylformamide, 1.3 g of cesium carbonate and 0.17 mL of iodomethane were added under ice cooling, and the mixture was stirred at 0° C. for 7 hours. Water was added to the resulting mixture, and the precipitated solid was filtered off and dried. The resulting residue was subjected to silica gel column chromatography to obtain 0.21 g of the present compound 15. Compound 15 of the present invention: 1H-NMR (CDCl3) δ: 8.81 (1H, dd), 7.58 (1H, dd), 7.48 (2H, dd), 3.91 (3H, s), 2.96 (2H, q), 1.24 (3H, t).

[0104] Preparation Example 1-1 The compound prepared in accordance with Preparation Example 1 and its physical properties are shown below. Formula (A-2) In the compound represented by the formula 9a , R 9b , R 9c , R 9d , R 10b , and X 1a A compound in which the combination of is any of the combinations described in [Table A-2].

[0105] Compound 1 of the present invention: 1 H-NMR (CDCl3) δ: 8.81 (1H, dd), 7.70 (1H, d), 7.57 (1H, dd), 7.48 (1H, t), 7.44-7.39 (1H, m), 7.05 (1H, t), 3.92 (3H, s), 2.96 (2H, q), 1.25 (3H, t). Compound 2 of the present invention: 1 H-NMR (CDCl3) δ: 8.79 (1H, dd), 7.83 (1H, dd), 7.57 (1H, dd), 7.52 (1H, dd), 7.48 (1H, dd), 7.18 (1H, td), 3.89 (3H, s), 2.94 (2H, q), 1.23 (3H, t). Compound 3 of the present invention: 1 H-NMR (CDCl3) δ: 8.79 (1H, s), 7.76 (1H, dd), 7.60-7.55 (2H, m), 7.48 (1H, t), 7.10 (1H, td), 3.90 (3H, s), 2.94 (2H, q), 1.23 (3H, t). Compound 4 of the present invention: 1H-NMR (CDCl3) δ: 8.80 (1H, dd), 7.61 (1H, dd), 7.57 (1H, dd), 7.49 (1H, dd), 7.31-7.27 (1H, m), 7.17 (1H, ddd), 3.94 (3H, s), 2.93 (2H, q), 1.23 (3H, t). Compound 5 of the present invention: 1 H-NMR (CDCl3) δ: 8.80 (1H, s), 8.12 (1H, s), 7.95 (1H, d), 7.69 (1H, d), 7.57 (1H, d), 7.47 (1H, d), 3.93 (3H, s), 2.95 (2H, q), 1.24 (3H, t). Compound 6 of the present invention: 1 H-NMR (CDCl3) δ: 8.80 (1H, d), 7.78 (1H, t), 7.57 (1H, dd), 7.48 (1H, d), 7.40 (1H, t), 7.32 (1H, t), 3.91 (3H, s), 2.96 (2H, q), 1.24 (3H, t). Compound 7 of the present invention: 1 H-NMR (CDCl3) δ: 8.80 (1H, dd), 7.80-7.79 (2H, m), 7.57 (1H, dd), 7.48 (1H, dd), 7.41 (1H, dd), 3.90 (3H, s), 2.94 (2H, q), 1.24 (3H, t). Compound 8 of the present invention: LCMS: 529 [M+H]+, RT = 2.388. Compound 9 of the present invention: 1 H-NMR (CDCl3) δ: 8.80 (1H, s), 7.82 (1H, t), 7.57 (1H, dd), 7.47 (2H, t), 7.34 (1H, t), 3.91 (3H, s), 2.96 (2H, q), 1.24 (3H, t). Compound 10 of the present invention: LCMS: 495 [M+H]+, RT = 2.208. Compound 11 of the present invention: 1H-NMR (CDCl3) δ: 8.79 (1H, dd), 7.78 (1H, d), 7.64-7.62 (1H, m), 7.56 (1H, dd), 7.47 (1H, dd), 7.28 (1H, d), 3.88 (3H, s), 2.93 (2H, q), 2.49 (3H, s), 1.23 (3H, t). Compound 12 of the present invention: LCMS: 531 [M+H]+, RT = 2.357 points. Compound 13 of the present invention: 1 H-NMR (CDCl3) δ: 8.80 (1H, dd), 7.66-7.59 (3H, m), 7.48 (1H, dd), 3.89 (3H, s), 2.94 (2H, q), 1.23 (3H, t). Compound 14 of the present invention: LCMS: 531 [M+H]+, RT = 2.291 minutes. Compound 16 of the present invention: 1 H-NMR (CDCl3) δ: 8.80 (1H, dd), 7.97 (1H, s), 7.90 (1H, s), 7.58 (1H, dd), 7.48 (1H, dd), 3.90 (3H, s), 2.95 (2H, q), 1.24 (3H, t). Compound 17 of the present invention: 1 H-NMR (CDCl3) δ: 8.81-8.78 (1H, m), 7.71 (1H, d), 7.57-7.56 (1H, m), 7.50-7.48 (2H, m), 3.95 (3H, s), 2.93 (2H, q), 1.23 (3H, t). Compound 18 of the present invention: 1 H-NMR (CDCl3) δ: 8.74 (1H, s), 7.40 (1H, dd), 7.32 (1H, dd), 7.21-7.17 (1H, m), 7.16-7.13 (1H, m), 6.98-6.93 (1H, m), 3.73 (3H, s), 2.95 (2H, q), 1.25 (3H, t). Compound 19 of the present invention: LCMS: 497 [M+H]+, RT=2.007 minutes Compound 20 of the present invention: LCMS: 513 [M+H]+, RT=2.130 minutes Compound 21 of the present invention: 1H-NMR (CDCl3) δ: 8.75 (1H, s), 7.41 (1H, dd), 7.34 (1H, dd), 7.14 (1H, d), 7.10 (1H, dd), 3.69 (3H, s), 2.96 (2H, q), 1.25 (3H, t).

[0106] Preparation Example 2: To a mixture of 0.21 g of the present compound 15 and 10 mL of chloroform, 0.24 g of m-chloroperbenzoic acid was added under ice-cooling and stirred at room temperature for 4 hours. Sodium thiosulfate and a saturated aqueous solution of sodium bicarbonate were added to the resulting mixture, which was then extracted with chloroform. The resulting organic layer was dried over magnesium sulfate and concentrated under reduced pressure to give 0.17 g of the present compound 36. Compound 36 of the present invention: 1 H-NMR (CDCl3) δ: 9.24 (1H, s), 7.77 (1H, dd), 7.60 (1H, d), 7.52-7.49 (1H, m), 3.77 (3H, s), 3.55 (2H, q), 1.43 (3H, t).

[0107] Preparation Example 2-1 The compound prepared in accordance with Preparation Example 2 and its physical properties are shown below. Formula (A-3) In the compound represented by the formula 9a , R 9b , R 9c , R 9d , R 10b , and X 1a A compound in which the combination of is any of the combinations described in [Table A-3].

[0108] Compound 22 of the present invention: 1 H-NMR (CDCl3) δ: 9.25 (1H, dd), 7.77 (1H, dd), 7.70 (1H, dd), 7.60 (1H, dd), 7.45-7.32 (1H, m), 7.09-7.04 (1H, m), 3.80 (3H, s), 3.56 (2H, q), 1.42 (3H, t). Compound 23 of the present invention: 1H-NMR (CDCl3) δ: 9.24 (1H, s), 7.83 (1H, dd), 7.76 (1H, t), 7.59 (1H, d), 7.54-7.49 (1H, m), 7.20 (1H, ddt), 3.77 (3H, s), 3.55 (2H, q), 1.41 (3H, t). Compound 24 of the present invention: 1 H-NMR (CDCl3) δ: 9.24 (1H, d), 7.78-7.74 (2H, m), 7.60-7.57 (2H, m), 7.12 (1H, dd), 3.78 (3H, s), 3.55 (2H, q), 1.41 (3H, t). Compound 25 of the present invention: 1 H-NMR (CDCl3) δ: 9.24 (1H, dd), 7.76 (1H, dd), 7.62-7.59 (2H, m), 7.33-7.29 (1H, m), 7.18 (1H, t), 3.83 (3H, s), 3.55 (2H, q), 1.42 (3H, t). Compound 26 of the present invention: 1 H-NMR (CDCl3) δ: 9.24 (1H, s), 8.12 (1H, s), 7.97 (1H, d), 7.77 (1H, t), 7.71 (1H, d), 7.60 (1H, d), 3.81 (3H, s), 3.56 (2H, q), 1.42 (3H, t). Compound 27 of the present invention: 1 H-NMR (CDCl3) δ: 9.25 (1H, t), 7.81-7.74 (2H, m), 7.60 (1H, d), 7.41 (1H, t), 7.33 (1H, t), 3.79 (3H, s), 3.57 (2H, q), 1.42 (3H, t). Compound 28 of the present invention: 1 H-NMR (CDCl3) δ: 9.24 (1H, s), 7.80-7.76 (3H, m), 7.59 (1H, d), 7.42 (1H, dd), 3.78 (3H, s), 3.55 (2H, q), 1.42 (3H, t). Compound 29 of the present invention: 1H-NMR (CDCl3) δ: 9.24 (1H, s), 7.89 (1H, d), 7.76-7.75 (2H, m), 7.60 (1H, d), 7.32 (1H, dd), 3.78 (3H, s), 3.55 (2H, q), 1.42 (3H, t). Compound 30 of the present invention: 1 H-NMR (CDCl3) δ: 9.25 (1H, s), 7.83 (1H, d), 7.76 (1H, dd), 7.60 (1H, d), 7.47 (1H, d), 7.35 (1H, t), 3.78 (3H, s), 3.57 (2H, q), 1.42 (3H, t). Compound 31 of the present invention: 1 H-NMR (CDCl3) δ: 9.25 (1H, dd), 7.90 (1H, d), 7.84 (1H, d), 7.76 (1H, dd), 7.59 (1H, d), 7.48-7.46 (1H, m), 7.37-7.34 (1H, m), 3.80 (3H, s), 3.56 (2H, q), 1.41 (3H, t). Compound 32 of the present invention: 1 H-NMR (CDCl3) δ: 9.25 (1H, s), 7.78-7.75 (2H, m), 7.61-7.59 (2H, m), 7.30-7.28 (1H, m), 3.78 (3H, s), 3.56 (2H, q), 2.49 (3H, s), 1.41 (3H, t). Compound 33 of the present invention: 1 H-NMR (CDCl3) δ: 9.24 (1H, s), 7.77 (1H, dd), 7.64-7.59 (2H, m), 7.32-7.30 (1H, m), 3.77 (3H, s), 3.56 (2H, q), 1.43 (3H, t). Compound 34 of the present invention: 1 H-NMR (CDCl3) δ: 9.24 (1H, s), 7.77 (1H, dd), 7.68 (1H, dd), 7.61-7.59 (2H, m), 3.76 (3H, s), 3.55 (2H, q), 1.42 (3H, t). Compound 35 of the present invention: 1H-NMR (CDCl3) δ: 9.23 (1H, s), 7.77 (1H, dd), 7.60 (1H, d), 7.33 (1H, d), 6.99 (1H, t), 3.80 (3H, s), 3.54 (2H, q), 1.42 (3H, t). Compound 37 of the present invention: 1 H-NMR (CDCl3) δ: 9.24 (1H, t), 7.99 (1H, d), 7.89 (1H, d), 7.77 (1H, dd), 7.59 (1H, d), 3.77 (3H, s), 3.55 (2H, q), 1.42 (3H, t). Compound 38 of the present invention: 1 H-NMR (CDCl3) δ: 9.23 (1H, s), 7.76-7.75 (1H, m), 7.71 (1H, d), 7.60 (1H, d), 7.49 (1H, d), 3.82 (3H, s), 3.54 (2H, q), 1.41 (3H, t). Compound 39 of the present invention: 1 H-NMR (CDCl3) δ: 9.26 (1H, dd), 7.64 (1H, dd), 7.36 (1H, d), 7.29 (1H, d), 7.17 (1H, td), 6.95 (1H, t), 3.75 (3H, s), 3.58 (2H, q), 1.40 (3H, t). Compound 40 of the present invention: 1 H-NMR (CDCl3) δ: 9.28 (1H, s), 7.63 (1H, dd), 7.46-7.44 (1H, m), 7.34 (1H, d), 7.01-6.99 (2H, m), 3.72 (3H, s), 3.62 (2H, q), 1.41 (3H, t). Compound 41 of the present invention: 1 H-NMR (CDCl3) δ: 9.27 (1H, s), 7.64 (1H, dd), 7.48 (1H, t), 7.35 (1H, d), 7.16 (2H, d), 3.73 (3H, s), 3.61 (2H, q), 1.41 (3H, t). Compound 42 of the present invention: 1H-NMR (CDCl3) δ: 9.28 (1H, s), 7.64 (1H, dd),...

Claims

1. Formula (I) [In formula (I), Q represented by the following formula represents a group represented by formula Q1, a group represented by formula Q2, a group represented by formula Q3, a group represented by formula Q4, a group represented by formula Q5, a group represented by formula Q6, or a group represented by formula Q7 (# represents a bonding site to a sulfur atom, and ● represents a bonding site to a carbon atom to which W is bonded), A 1 is a nitrogen atom or CR 3c represents 2 is an oxygen atom, a sulfur atom, or NR 6 represents 3 represents an oxygen atom or a sulfur atom; 1 is a nitrogen atom or CR 10a represents 2 is a nitrogen atom or CR 10b represents 3 is a nitrogen atom or CR 10c represents 4 is a nitrogen atom or CR 10d represents 3a , R 3b , R 3c , R 3d , R 3f , R 3g , R 3i , R 3k , R 10a , R 10b , R 10c , and R 10d are the same or different and each represents a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from group B, a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from group K, a phenyl group optionally substituted with one or more substituents selected from group M, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from group M, OR 12 , N.R. 11 R 12 , N.R. 11a R 12a , N.R. 19 N.R. 11 R 12 , N.R. 19 OR 11 , N.R. 11 C(O)R 13 , N.R. 19 N.R. 11 C(O)R 13 , N.R. 11 C(O)OR 14 , N.R. 19 N.R. 11 C(O)OR 14 , N.R. 11 C(O)NR 21 R 22 , N.R. 19 N.R. 11 C(O)NR 21 R 22 , N=CHNR 21 R 22 , N=S(O) p R 15 R 16 , C(O)R 13 , C(O)OR 17 , C(O)NR 21 R 22 , C(O)NR 11 S(O)2R 18 , C.R. 20 = NOR 17 , N.R. 11 CR 19 = NOR 17 , S(O) m R 18 , a cyano group, a nitro group, a hydrogen atom, or a halogen atom (provided that Q is a group represented by the formula Q1, and A 1 is CR 3c If, then, there exists R 3a , R 3b , R 3c , and R 3d Not all of R represent hydrogen atoms), 3e and R 3h are the same or different and represent a C1-C6 alkyl group optionally substituted with one or more halogen atoms, or a phenyl group optionally substituted with one or more substituents selected from group M; when Q is a group represented by formula Q1, R 3a , R 3b and R 3d two adjacent substituents among the above may form, together with the two carbon atoms to which they are bonded, a benzene ring, a pyrrole ring, a furan ring, a thiophene ring, a pyrazole ring, an imidazole ring, an oxazole ring, an isoxazole ring, a thiazole ring, an isothiazole ring, an oxadiazole ring, a thiadiazole ring, a pyridine ring, a pyridazine ring, a pyrimidine ring, or a pyrazine ring {the benzene ring, the pyrrole ring, the furan ring, the thiophene ring, the pyrazole ring, the imidazole ring, the oxazole ring, the isoxazole ring, the thiazole ring, the isothiazole ring, the pyridine ring, the pyridazine ring, the pyrimidine ring, and the pyrazine ring may be substituted with one or more substituents selected from group M}, or a triazole ring which may be substituted with one or more substituents selected from group P, p represents 0 or 1, m represents 0, 1, or 2, R 20 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a halogen atom, OR 23 , N.R. 24 R 25 or a hydrogen atom; R 17 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a phenyl group optionally substituted with one or more substituents selected from group J, or a hydrogen atom; 12 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from group L, a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from group T, a C3-C7 cycloalkenyl group optionally substituted with one or more substituents selected from group T, a phenyl group optionally substituted with one or more substituents selected from group J, a 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from group J, a hydrogen atom, or S(O)R 18 represents 18 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a phenyl group optionally substituted with one or more substituents selected from group J; R 11a and R 12a R represents, together with the nitrogen atom to which they are bonded, a 3- to 7-membered non-aromatic heterocyclic group optionally substituted with one or more substituents selected from group K; 13 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a (C3-C6 cycloalkyl)C1-C3 alkyl group optionally substituted with one or more halogen atoms, a phenyl group optionally substituted with one or more substituents selected from group J, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from group J, or a hydrogen atom; 14 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a (C3-C6 cycloalkyl)C1-C3 alkyl group optionally substituted with one or more halogen atoms, or a phenyl C1-C3 alkyl group {the phenyl moiety in the phenyl C1-C3 alkyl group may be substituted with one or more substituents selected from group J}, R 15 and R 16 are the same or different and represent a C1-C6 alkyl group optionally substituted with one or more halogen atoms; R 21 represents a C1-C6 alkyl group optionally substituted with one or more halogen atoms, or a hydrogen atom; R 22 represents a C1-C6 chain hydrocarbon group which may be substituted with one or more substituents selected from group L, a C3-C7 cycloalkyl group which may be substituted with one or more substituents selected from group T, or a hydrogen atom; R 23 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms; R 11 , R 19 , R 24 and R 25 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; W represents an oxygen atom or a sulfur atom; R 1 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from group D, a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from group E, C(O)R 4 , C(O)OR 4 or C(O)NR 4 R 5 represents 4 and R 5 are the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a phenyl group optionally substituted with one or more substituents selected from group F, a 5- or 6-membered heterocyclic group optionally substituted with one or more substituents selected from group F, or a hydrogen atom; R 2 represents a C1-C6 alkyl group optionally substituted by one or more halogen atoms, a cyclopropyl group, or a cyclopropylmethyl group, n represents 0, 1 or 2, Het represents a group represented by formula Het1, a group represented by formula Het2, a group represented by formula Het3, a group represented by formula Het4, a group represented by formula Het5, or a group represented by formula Het6, X 1a and X 1b are the same or different, NR 7a , an oxygen atom or a sulfur atom; 4 is NR 7b , an oxygen atom or a sulfur atom; 2a and X 2b are the same or different and are a nitrogen atom or CR 8a represents 3a , X 3b , X 3c and X 3d are the same or different and are a nitrogen atom or CR 8b represents 5a , X 5b and X 5c are the same or different and are a nitrogen atom or CR 8c represents 7a and R 7b are the same or different and represent a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a (C3-C7 cycloalkyl)C1-C6 alkyl group optionally substituted with one or more halogen atoms, or a hydrogen atom; R 8a , R 8b and R 8c are the same or different, and group B 2 a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from group K 2 a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from the group M 2 a phenyl group which may be substituted with one or more substituents selected from the group M 2 a 5- or 6-membered aromatic heterocyclic group optionally substituted by one or more substituents selected from the group consisting of: OR 32 , N.R. 31 R 32 , N.R. 31a R 32a , N.R. 39 N.R. 31 R 32 , N.R. 39 OR 31 , N.R. 31 C(O)R 33 , N.R. 39 N.R. 31 C(O)R 33 , N.R. 31 C(O)OR 34 , N.R. 39 N.R. 31 C(O)OR 34 , N.R. 31 C(O)NR 41 R 42 , N.R. 39 N.R. 31 C(O)NR 41 R 42 , N=CHNR 41 R 42 , N=S(O) k R 35 R 36 , C(O)R 33 , C(O)OR 37 , C(O)NR 41 R 42 , C(O)NR 31 S(O)2R 38 , C.R. 40 = NOR 37 , N.R. 31 CR 39 = NOR 37 , S(O) t R 38 , a cyano group, a nitro group, a hydrogen atom, or a halogen atom; k represents 0 or 1; t represents 0, 1, or 2; R 40 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a halogen atom, OR 43 , N.R. 44 R 45 or a hydrogen atom; R 37 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms; 2 R represents a phenyl group which may be substituted with one or more substituents selected from the following, or a hydrogen atom; 32 is group L 2 a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from the group T 2 a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from the group T 2 a C3-C7 cycloalkenyl group optionally substituted by one or more substituents selected from group J 2 a phenyl group which may be substituted with one or more substituents selected from group J 2 a 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from the group consisting of a hydrogen atom and S(O)R 38 represents 38 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a group J 2 R represents a phenyl group which may be substituted with one or more substituents selected from 31a and R 32a together with the nitrogen atom to which they are attached, form group K 2 R represents a 3- to 7-membered non-aromatic heterocyclic group which may be substituted by one or more substituents selected from 33 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a (C3-C6 cycloalkyl)C1-C3 alkyl group optionally substituted with one or more halogen atoms, Group J 2 a phenyl group which may be substituted with one or more substituents selected from group J 2 R represents a 5- or 6-membered aromatic heterocyclic group which may be substituted with one or more substituents selected from the following, or a hydrogen atom; 34 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a (C3-C6 cycloalkyl)C1-C3 alkyl group optionally substituted with one or more halogen atoms, or a phenyl C1-C3 alkyl group {the phenyl moiety in the phenyl C1-C3 alkyl group is a group selected from the group J, 2 R may be substituted with one or more substituents selected from 35 and R 36 are the same or different and represent a C1-C6 alkyl group optionally substituted with one or more halogen atoms; R 41 represents a C1-C6 alkyl group optionally substituted with one or more halogen atoms, or a hydrogen atom; R 42 is group L 2 a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from the group T 2 R represents a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from the following, or a hydrogen atom; 43 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms; R 31 , R 39 , R 44 and R 45 are the same or different and each represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a hydrogen atom; Z 1 is a nitrogen atom or CR 9a represents 2 is a nitrogen atom or CR 9b represents 3 is a nitrogen atom or CR 9c represents 4 is a nitrogen atom or CR 9d represents 5 is a nitrogen atom or CR 9e represents 9a , R 9d and R 9e are the same or different, and group B 3 a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from group K 3 a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from the group M 3 a phenyl group which may be substituted with one or more substituents selected from the group M 3 a 5- or 6-membered aromatic heterocyclic group optionally substituted by one or more substituents selected from the group consisting of: OR 52 , N.R. 51 R 52 , N.R. 51a R 52a , N.R. 59 N.R. 51 R 52 , N.R. 59 OR 51 , N.R. 51 C(O)R 53 , N.R. 59 N.R. 51 C(O)R 53 , N.R. 51 C(O)OR 54 , N.R. 59 N.R. 51 C(O)OR 54 , N.R. 51 C(O)NR 51 R 52 , N.R. 59 N.R. 51 C(O)NR 61 R 62 , N=CHNR 61 R 62 , N=S(O) q R 55 R 56 , C(O)R 53 , C(O)OR 57 , C(O)NR 61 R 62 , C(O)NR 51 S(O)2R 58 , C.R. 60 = NOR 57 , N.R. 51 CR 59 = NOR 57 , S(O) v R 58 , a cyano group, a nitro group, a hydrogen atom, or a halogen atom; q represents 0 or 1; v represents 0, 1, or 2; R 9b and R 9c are the same or different, and group B 3 a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from group K 3 a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from the group M 3 a phenyl group which may be substituted with one or more substituents selected from the group M 3 a 5- or 6-membered aromatic heterocyclic group optionally substituted by one or more substituents selected from the group consisting of: OR 72 , N.R. 71 R 72 , N.R. 71a R 72a , N.R. 79 N.R. 71 R 72 , N.R. 79 OR 71 , N.R. 71 C(O)R 73 , N.R. 79 N.R. 71 C(O)R 73 , N.R. 71 C(O)OR 74 , N.R. 79 N.R. 71 C(O)OR 74 , N.R. 71 C(O)NR 71 R 72 , N.R. 79 N.R. 71 C(O)NR 81 R 82 , N=CHNR 81 R 82 , N=S(O) u R 75 R 76 , C(O)R 73 , C(O)OR 77 , C(O)NR 81 R 82 , C(O)NR 71 S(O)2R 78 , C.R. 80 = NOR 77 , N.R. 71 CR 79 = NOR 77 , S(O) w R 78 , a cyano group, a nitro group, a hydrogen atom, or a halogen atom; u represents 0 or 1; w represents 0, 1, or 2; R 60 and R 80 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 halogen atom, OR 63 , N.R. 64 R 65 or a hydrogen atom; R 57 and R 77 are the same or different, and each represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms; 3 R represents a phenyl group which may be substituted with one or more substituents selected from the following, or a hydrogen atom; 52 is group L 3 a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from the group T 3 a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from the group T 3 a C3-C7 cycloalkenyl group optionally substituted by one or more substituents selected from group J 3 a phenyl group which may be substituted with one or more substituents selected from group J 3 a 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from the group consisting of a hydrogen atom and S(O)R 58 represents 72 is group L 3 a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from the group T 3 a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from the group T 3 a C3-C7 cycloalkenyl group optionally substituted with one or more substituents selected from the group consisting of a hydrogen atom and S(O)R 78 represents 58 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, or a group J 3 R represents a phenyl group which may be substituted with one or more substituents selected from 78 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms; R 51a and R 52a together with the nitrogen atom to which they are attached, form group K 3 R represents a 3- to 7-membered non-aromatic heterocyclic group which may be substituted by one or more substituents selected from 71a and R 72a together with the nitrogen atom to which they are attached, form group K 3 R represents a 3- to 7-membered non-aromatic heterocyclic group which may be substituted by one or more substituents selected from 53 and R 73 are the same or different and each represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a (C3-C6 cycloalkyl)C1-C3 alkyl group optionally substituted with one or more halogen atoms, Group J 3 a phenyl group which may be substituted with one or more substituents selected from group J 3 R represents a 5- or 6-membered aromatic heterocyclic group which may be substituted with one or more substituents selected from the following, or a hydrogen atom; 54 and R 74 are the same or different and each represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a (C3-C6 cycloalkyl)C1-C3 alkyl group optionally substituted with one or more halogen atoms, or a phenyl C1-C3 alkyl group {the phenyl moiety in the phenyl C1-C3 alkyl group is a group selected from the group J, 3 R may be substituted with one or more substituents selected from 55 , R 56 , R 75 and R 76 are the same or different and represent a C1-C6 alkyl group optionally substituted with one or more halogen atoms; R 61 and R 81 are the same or different and each represents a C1-C6 alkyl group optionally substituted with one or more halogen atoms, or a hydrogen atom; R 62 and R 82 are the same or different, and the group L 3 a C1-C6 chain hydrocarbon group optionally substituted with one or more substituents selected from the group T 3 R represents a C3-C7 cycloalkyl group optionally substituted with one or more substituents selected from the following, or a hydrogen atom; 63 represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms; R 51 , R 59 , R 64 , R 65 , R 71 and R 79 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. Group D: a group consisting of a C3-C6 cycloalkyl group optionally substituted with one or more substituents selected from the group consisting of a halogen atom and a C1-C3 alkyl group, a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfanyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfinyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally substituted with one or more halogen atoms, a C2-C6 alkylcarbonyl group optionally substituted with one or more halogen atoms, a C2-C6 alkoxycarbonyl group optionally substituted with one or more halogen atoms, a phenyl group optionally substituted with one or more substituents selected from Group F, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from Group F, a hydroxy group, a cyano group, and a halogen atom. Group E: a group consisting of a C1-C6 alkyl group optionally substituted with one or more halogen atoms, a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfanyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfinyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally substituted with one or more halogen atoms, a cyano group, and a halogen atom.Group F: a group consisting of a C1-C6 alkyl group optionally substituted with one or more halogen atoms, a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfanyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfinyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylamino group optionally substituted with one or more halogen atoms, a di(C1-C6 alkyl optionally substituted with one or more halogen atoms)amino group, a C2-C6 alkylcarbonyl group optionally substituted with one or more halogen atoms, a C2-C6 alkoxycarbonyl group optionally substituted with one or more halogen atoms, a hydroxy group, a sulfanyl group, an amino group, a cyano group, a nitro group, and a halogen atom. Group B: a group consisting of a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a C3-C6 alkenyloxy group optionally substituted with one or more halogen atoms, a C3-C6 alkynyloxy group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfanyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfinyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally substituted with one or more halogen atoms, a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, a cyano group, a hydroxy group, and a halogen atom. Group G: a group consisting of a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a C3-C6 alkenyloxy group optionally substituted with one or more halogen atoms, a C3-C6 alkynyloxy group optionally substituted with one or more halogen atoms, and a halogen atom.Group J: a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a hydroxy group, a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a C3-C6 alkenyloxy group optionally substituted with one or more halogen atoms, a C3-C6 alkynyloxy group optionally substituted with one or more halogen atoms, a sulfanyl group, a C1-C6 alkylsulfanyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfinyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally substituted with one or more halogen atoms, an amino group, and NHR. 91 , N.R. 91 R 92 , C(O)R 91 , O.C.(O)R 91 , C(O)OR 91 , a cyano group, a nitro group, and a halogen atom. 91 and R 92 are the same or different and represent a C1-C6 alkyl group optionally substituted with one or more halogen atoms. Group K: a group consisting of a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a C3-C6 alkenyloxy group optionally substituted with one or more halogen atoms, a C3-C6 alkynyloxy group optionally substituted with one or more halogen atoms, a halogen atom, an oxo group, a hydroxy group, a cyano group, and a nitro group. Group L: a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a phenyl group optionally substituted with one or more substituents selected from Group J, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from Group J, a C3-C7 cycloalkyl group optionally substituted with one or more halogen atoms, a 3-7-membered non-aromatic heterocyclic group optionally substituted with one or more substituents selected from Group G, an amino group, NHR 91 , N.R. 91 R 92 , a halogen atom, and a cyano group. Group M: a C1-C6 alkyl group optionally substituted with one or more halogen atoms, OR 94 , N.R. 93 R 94 , C(O)R 94 , C(O)NR 93 R 94 , O.C.(O)R 93 , O C (O) O R 93 , N.R. 94 C(O)R 93 , N.R. 94 C(O)OR 93 , C(O)OR 94 , a halogen atom, a nitro group, a cyano group, an amino group, and a 5- or 6-membered aromatic heterocyclic group. 93 represents a C1-C6 alkyl group optionally substituted with one or more halogen atoms, or a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms; R 94 represents a C1-C6 alkyl group optionally substituted with one or more halogen atoms, a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, or a hydrogen atom. Group P: a group consisting of a C2-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, a phenyl group optionally substituted with one or more substituents selected from Group J, a 5- or 6-membered aromatic heterocyclic group optionally substituted with one or more substituents selected from Group J, a C2-C6 alkylcarbonyl group optionally substituted with one or more halogen atoms, a C2-C6 alkoxycarbonyl group optionally substituted with one or more halogen atoms, an aminocarbonyl group, a (C1-C6 alkyl)aminocarbonyl group optionally substituted with one or more halogen atoms, a methyl group, and a di(C1-C4 alkyl)aminocarbonyl group optionally substituted with one or more halogen atoms. Group T: a group consisting of a C1-C6 alkyl group optionally substituted with one or more halogen atoms, a halogen atom, and a cyano group. Group B 2 Group G: a group consisting of a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a C3-C6 alkenyloxy group optionally substituted with one or more halogen atoms, a C3-C6 alkynyloxy group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfanyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfinyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally substituted with one or more halogen atoms, a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, a cyano group, a hydroxy group, and a halogen atom. 2 Group J: the group consisting of a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a C3-C6 alkenyloxy group optionally substituted with one or more halogen atoms, a C3-C6 alkynyloxy group optionally substituted with one or more halogen atoms, and a halogen atom. 2 : a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a hydroxy group, a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a C3-C6 alkenyloxy group optionally substituted with one or more halogen atoms, a C3-C6 alkynyloxy group optionally substituted with one or more halogen atoms, a sulfanyl group, a C1-C6 alkylsulfanyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfinyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally substituted with one or more halogen atoms, an amino group, NHR 95 , N.R. 95 R 96 , C(O)R 95 , O.C.(O)R 95 , C(O)OR 95 , a cyano group, a nitro group, and a halogen atom. 95 and R 96 are the same or different and represent a C1-C6 alkyl group optionally substituted with one or more halogen atoms. 2 Group L: a group consisting of a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a C3-C6 alkenyloxy group optionally substituted with one or more halogen atoms, a C3-C6 alkynyloxy group optionally substituted with one or more halogen atoms, a halogen atom, an oxo group, a hydroxy group, a cyano group, and a nitro group. 2 Group J: a C1-C6 alkoxy group optionally substituted with one or more halogen atoms 2 a phenyl group which may be substituted with one or more substituents selected from group J 2 a 5- or 6-membered aromatic heterocyclic group optionally substituted by one or more substituents selected from the group consisting of a C3-C7 cycloalkyl group optionally substituted by one or more halogen atoms; 2 a 3- to 7-membered non-aromatic heterocyclic group optionally substituted with one or more substituents selected from the group consisting of an amino group, NHR 95 , N.R. 95 R 96 , a halogen atom, and a cyano group. 2 : a C1-C6 alkyl group optionally substituted with one or more halogen atoms, OR 98 , N.R. 97 R 98 , C(O)R 98 , C(O)NR 97 R 98 , O.C.(O)R 97 , O C (O) O R 97 , N.R. 98 C(O)R 97 , N.R. 98 C(O)OR 97 , C(O)OR 98 , a halogen atom, a nitro group, a cyano group, an amino group, and a 5- or 6-membered aromatic heterocyclic group. 97 represents a C1-C6 alkyl group optionally substituted with one or more halogen atoms, or a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms; R 98 represents a C1-C6 alkyl group which may be substituted with one or more halogen atoms, a C3-C6 cycloalkyl group which may be substituted with one or more halogen atoms, or a hydrogen atom. 2 Group B: A group consisting of a C1-C6 alkyl group optionally substituted with one or more halogen atoms, a halogen atom, and a cyano group. 3 Group G: a group consisting of a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a C3-C6 alkenyloxy group optionally substituted with one or more halogen atoms, a C3-C6 alkynyloxy group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfanyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfinyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally substituted with one or more halogen atoms, a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms, a cyano group, a hydroxy group, and a halogen atom. 3 Group J: the group consisting of a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a C3-C6 alkenyloxy group optionally substituted with one or more halogen atoms, a C3-C6 alkynyloxy group optionally substituted with one or more halogen atoms, and a halogen atom. 3 : a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a hydroxy group, a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a C3-C6 alkenyloxy group optionally substituted with one or more halogen atoms, a C3-C6 alkynyloxy group optionally substituted with one or more halogen atoms, a sulfanyl group, a C1-C6 alkylsulfanyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfinyl group optionally substituted with one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally substituted with one or more halogen atoms, an amino group, NHR 99 , N.R. 99 R 100 , C(O)R 99 , O.C.(O)R 99 , C(O)OR 99 , a cyano group, a nitro group, and a halogen atom. 99 and R 100 are the same or different and represent a C1-C6 alkyl group optionally substituted with one or more halogen atoms. 3 Group L: a group consisting of a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C1-C6 alkoxy group optionally substituted with one or more halogen atoms, a C3-C6 alkenyloxy group optionally substituted with one or more halogen atoms, a C3-C6 alkynyloxy group optionally substituted with one or more halogen atoms, a halogen atom, an oxo group, a hydroxy group, a cyano group, and a nitro group. 3 Group J: a C1-C6 alkoxy group optionally substituted with one or more halogen atoms 3 a phenyl group which may be substituted with one or more substituents selected from group J 3 a 5- or 6-membered aromatic heterocyclic group optionally substituted by one or more substituents selected from the group consisting of a C3-C7 cycloalkyl group optionally substituted by one or more halogen atoms; 3 a 3- to 7-membered non-aromatic heterocyclic group optionally substituted with one or more substituents selected from the group consisting of an amino group, NHR 99 , N.R. 99 R 100 , a halogen atom, and a cyano group. 3 : a C1-C6 alkyl group optionally substituted with one or more halogen atoms, OR 102 , N.R. 101 R 102 , C(O)R 102 , C(O)NR 101 R 102 , O.C.(O)R 101 , O C (O) O R 101 , N.R. 102 C(O)R 101 , N.R. 102 C(O)OR 101 , C(O)OR 102 , a halogen atom, a nitro group, a cyano group, an amino group, and a 5- or 6-membered aromatic heterocyclic group. 101 represents a C1-C6 alkyl group optionally substituted with one or more halogen atoms, or a C3-C6 cycloalkyl group optionally substituted with one or more halogen atoms; R 102 represents a C1-C6 alkyl group which may be substituted with one or more halogen atoms, a C3-C6 cycloalkyl group which may be substituted with one or more halogen atoms, or a hydrogen atom. 3 The group consisting of a C1-C6 alkyl group optionally substituted with one or more halogen atoms, a halogen atom, and a cyano group.] or an N-oxide thereof.

2. The compound according to claim 1, wherein Q is a group represented by the formula Q1 or a group represented by the formula Q5, or an N-oxide thereof.

3. Q is a group represented by the formula Q1, 1 The compound according to claim 1 , wherein is a nitrogen atom, or an N-oxide thereof.

4. Q is a group represented by formula Q5, and G 1 is CR 10a And G 2 is CR 10b And G 3 is CR 10c And G 4 is a nitrogen atom or CR 10d 2. The compound of claim 1, wherein:

5. Q is a group represented by formula Q5, and G 1 is CR 10a And G 2 is CR 10b And G 3 is CR 10c And G 4 is CR 10d 2. The compound of claim 1, wherein:

6. Het is a group represented by the formula Het1, and Z 1 is CR 9a And Z 2 is CR 9b And Z 3 is CR 9c And Z 4 is CR 9d 6. The compound according to claim 1, wherein:

7. Het is a group represented by the formula Het2, and Z 1 is CR 9a And Z 2 is CR 9b And Z 3 is CR 9c And Z 4 is CR 9d 6. The compound according to claim 1, wherein:

8. R 2 The compound or N-oxide thereof according to any one of claims 1 to 7, wherein is an ethyl group.

9. The compound or N-oxide thereof according to any one of claims 1 to 7, wherein W is an oxygen atom.

10. A composition for controlling arthropod pests, comprising the compound or N-oxide thereof according to any one of claims 1 to 9 and an inert carrier.

11. A composition containing one or more components selected from the group consisting of group (a), group (b), group (c) and group (d), and a compound or its N-oxide according to any one of claims 1 to 9: Group (a): a group consisting of insecticidal active components, acaricidal active components and nematicidal active components; Group (b): fungicidal active components; Group (c): plant growth regulator components; Group (d): repellent components.

12. A method for controlling harmful arthropods, which comprises applying an effective amount of the compound or N-oxide thereof according to any one of claims 1 to 9, or an effective amount of the composition according to claim 11, to harmful arthropods or to a habitat of harmful arthropods.

13. A seed or vegetative reproductive organ bearing an effective amount of a compound or N-oxide thereof according to any one of claims 1 to 9, or an effective amount of a composition according to claim 11.

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