Plant disease control method

Abstract

The present invention provides a control method effective against plant diseases. The compound represented by formula (1) (wherein n represents 0, 1, or 2, a combination of X3 and Z is a combination in which X3 is CR3 and Z is a C2–C6 chain hydrocarbon group or the like, or a combination in which X3 is a nitrogen atom Z is a C2–C6 chain hydrocarbon group or the like, X1 represents CR1 or a nitrogen atom, X2 represents CR2 or a nitrogen atom, and X4 represents CR4 or a nitrogen atom (the number of nitrogen atoms in X1, X2, X3, and X4 being 0, 1, or 2), R1, R2, R3, and R4 are the same or different and represent a methyl group or the like which may be substituted with one or more fluorine atoms) or an N-oxide thereof or a salt thereof can be used for controlling plant diseases.

Description

Plant disease control method

[0001] This application claims priority to and the benefit of Japanese Patent Application No. 2023-164816, filed on September 27, 2023, the entire contents of which are incorporated herein by reference. The present invention relates to a method for controlling plant diseases.

[0002] Patent Document 1 describes a 3-arylphenyl sulfide compound.

[0003] WO 99 / 55668

[0004] An object of the present invention is to provide an excellent method for controlling plant diseases.

[0005] The present inventors have conducted studies to find an excellent method for controlling plant diseases and have found that a compound represented by the following formula (I) has excellent control activity against plant diseases.

[0006] [1] Formula (I) [wherein n represents 0, 1, or 2; X 3 The combination of X and Z is 3 is CR 3 and Z is a C2-C6 chain hydrocarbon group, a methyl group substituted with one or more fluorine atoms, a C1-C2 alkyl group (the C1-C2 alkyl group is substituted with a methoxy group or an ethoxy group), a C3-C8 alicyclic hydrocarbon group optionally substituted with one or more substituents selected from Group A, a 3- to 8-membered non-aromatic heterocyclic group (the 3- to 8-membered non-aromatic heterocyclic group in which the carbon atoms constituting the ring are S(O) n and optionally substituted with one or more substituents selected from Group A}, or a 5- to 10-membered aromatic heterocyclic group {the 5- to 10-membered aromatic heterocyclic group is one in which the carbon atoms constituting the ring are S(O) n and optionally substituted with one or more substituents selected from group B; or 3is a nitrogen atom, Z is a C2-C6 chain hydrocarbon group, a methyl group substituted with one or more fluorine atoms, a C1-C2 alkyl group (the C1-C2 alkyl group is substituted with a methoxy group or an ethoxy group), a C3-C8 alicyclic hydrocarbon group optionally substituted with one or more substituents selected from Group A, a 3- to 8-membered non-aromatic heterocyclic group (the 3- to 8-membered non-aromatic heterocyclic group is one in which the carbon atoms constituting the ring are S(O) n and optionally substituted with one or more substituents selected from Group A}, a phenyl group optionally substituted with one or more substituents selected from Group B, or a 5- to 10-membered aromatic heterocyclic group {the 5- to 10-membered aromatic heterocyclic group is one in which the carbon atoms constituting the ring are S(O) n and is optionally substituted with one or more substituents selected from group B; 1 is CR 1 or a nitrogen atom, X 2 is CR 2 or a nitrogen atom, X 4 is CR 4 or a nitrogen atom (provided that X 1 , X 2 , X 3 , and X 4 The number of nitrogen atoms is 0, 1 or 2) 1 , R 2 , R 3 , and R 4are the same or different and represent a methyl group optionally substituted with one or more fluorine atoms, a halogen atom, or a hydrogen atom. Group A: a group consisting of C1-C6 chain hydrocarbon groups, C1-C6 alkoxy groups (the C1-C6 chain hydrocarbon groups and the C1-C6 alkoxy groups may be substituted with one or more substituents selected from Group C), an oxo group, a thioxo group, a hydroxy group, a halogen atom, and a cyano group. Group B: a group consisting of C1-C6 chain hydrocarbon groups, C1-C6 alkoxy groups (the C1-C6 chain hydrocarbon groups and the C1-C6 alkoxy groups may be substituted with one or more substituents selected from Group C), a halogen atom, and a cyano group. Group C: a group consisting of C1-C3 alkoxy groups, a halogen atom, and a cyano group. [2] A method for controlling plant diseases, which comprises treating a plant or soil in which the plant is grown with a compound represented by formula (I) (hereinafter referred to as the present compound N) or an N-oxide thereof, or a salt thereof (hereinafter the compound represented by formula (I) or an N-oxide thereof, or a salt thereof, will be referred to as the present compound). 3 The combination of X and Z is 3 is CH, Z is a C2-C6 chain hydrocarbon group or a 5- to 10-membered aromatic heterocyclic group {the 5- to 10-membered aromatic heterocyclic group is a group in which the carbon atoms constituting the ring are S(O) n and optionally substituted with one or more substituents selected from group B; or 3 is a nitrogen atom, Z is a C2-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group optionally substituted with one or more substituents selected from Group A, a 3- to 8-membered non-aromatic heterocyclic group {the 3- to 8-membered non-aromatic heterocyclic group is one in which the carbon atoms constituting the ring are S(O) n and optionally substituted with one or more substituents selected from Group A}, a phenyl group optionally substituted with one or more substituents selected from Group B, or a 5- to 10-membered aromatic heterocyclic group {the 5- to 10-membered aromatic heterocyclic group is one in which the carbon atoms constituting the ring are S(O) n and is optionally substituted with one or more substituents selected from group B; 1 is CH or a nitrogen atom, and X 2 and X 4[3] The plant disease control method according to [1], wherein the compound is a compound represented by formula (II) [wherein na represents 1 or 2; X 1a is CR 1a or a nitrogen atom, X 3a and Z a The combination of 3a is CR 3a and Z a C2-C6 chain hydrocarbon group, C1-C2 alkyl group (the C1-C2 alkyl group is substituted with a methoxy group or an ethoxy group), Group A a a C3-C8 alicyclic hydrocarbon group optionally substituted with one or more substituents selected from the group consisting of a 3- to 8-membered non-aromatic heterocyclic group (a 3- to 8-membered non-aromatic heterocyclic group in which the carbon atoms constituting the ring are S(O) na and is bonded to Group A a or a 5- to 10-membered aromatic heterocyclic group {the 5- to 10-membered aromatic heterocyclic group is a group in which the carbon atoms constituting the ring are S(O) na and group B a or a combination in which X is optionally substituted with one or more substituents selected from the following: 3a is a nitrogen atom, and Z a C2-C6 chain hydrocarbon group, C1-C2 alkyl group (the C1-C2 alkyl group is substituted with a methoxy group or an ethoxy group), Group A a a C3-C8 alicyclic hydrocarbon group optionally substituted with one or more substituents selected from the group consisting of a 3- to 8-membered non-aromatic heterocyclic group (a 3- to 8-membered non-aromatic heterocyclic group in which the carbon atoms constituting the ring are S(O) na and is bonded to Group A a and optionally substituted with one or more substituents selected from the following group: a a phenyl group which may be substituted with one or more substituents selected from the group consisting of: a phenyl group which may be substituted with one or more substituents selected from the group consisting of: a 5- to 10-membered aromatic heterocyclic group {the 5- to 10-membered aromatic heterocyclic group in which the carbon atoms constituting the ring are S(O) na and group B a R represents a combination of 1a and R3a are the same or different and represent a methyl group optionally substituted with one or more fluorine atoms, a halogen atom, or a hydrogen atom. a C1-C4 chain hydrocarbon group, C1-C6 alkoxy group {the C1-C4 chain hydrocarbon group and the C1-C6 alkoxy group are selected from the group C a Group B: a group consisting of an oxo group, a thioxo group, a halogen atom, and a cyano group, each of which may be substituted with one or more substituents selected from the group consisting of: a C1-C6 chain hydrocarbon group, C1-C6 alkoxy group {the C1-C6 chain hydrocarbon group and the C1-C6 alkoxy group are selected from the group C a Group C: The group consisting of a halogen atom, a cyano group, and a substituted or unsubstituted alkyl group, each of which may be substituted with one or more substituents selected from the group consisting of a halogen atom, a halogen atom, a cyano group, a substituted or unsubstituted alkyl ... a a group consisting of a C1-C3 alkoxy group, a halogen atom, and a cyano group.] (excluding 2-chloro-4,6-dimethyl-3-[(2-methylphenyl)sulfonyl]-5-phenylpyridine, 3-[(1-methylethyl)sulfonyl]-1,1'-biphenyl, and 4-methyl-3-[(1-methylethyl)sulfonyl]-1,1'-biphenyl) (hereinafter referred to as compound N of the present invention), or an N-oxide thereof, or a salt thereof (hereinafter, the compound represented by formula (II) or an N-oxide thereof, or a salt thereof will be referred to as compound of the present invention). [4] X 1a is CH or a nitrogen atom, and X 3a and Z a The combination of 3a is CH, and Z a is a C2-C6 chain hydrocarbon group or a 5- to 10-membered aromatic heterocyclic group {the 5- to 10-membered aromatic heterocyclic group is a group in which the carbon atoms constituting the ring are S(O) na and group B a or a combination in which X is optionally substituted with one or more substituents selected from the following: 3a is a nitrogen atom, and Z a However, a C2-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, a 3- to 8-membered non-aromatic heterocyclic group (the 3- to 8-membered non-aromatic heterocyclic group is one in which the carbon atoms constituting the ring are S(O) na and is bonded to Group A aand optionally substituted with one or more substituents selected from the following group: a a phenyl group which may be substituted with one or more substituents selected from the group consisting of: a phenyl group which may be substituted with one or more substituents selected from the group consisting of: a 5- to 10-membered aromatic heterocyclic group {the 5- to 10-membered aromatic heterocyclic group in which the carbon atoms constituting the ring are S(O) na and group B a

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[0099] [ [8] Use of the compound according to [3] or [4], its N-oxide, or a salt thereof, or the composition according to [6] for controlling plant diseases. [9] A seed or a vegetative reproductive organ bearing an effective amount of the compound according to [3] or [4], its N-oxide, or a salt thereof, or an effective amount of the composition according to [6].

[0007] According to the present invention, plant diseases can be controlled.

[0008] Substituents in the present invention will be explained. A halogen atom means a fluorine atom, a chlorine atom, a bromine atom, or an iodine atom. When a substituent is substituted with two or more halogen atoms or substituents, these halogen atoms or substituents may be the same or different. In the present specification, the term "optionally substituted with one or more substituents selected from group X" (X is A, B, C, B2, A a , B a , B a 2, and C aIn the notation "CX-CY," when two or more substituents selected from group X are present, the substituents may be the same or different. In this specification, the notation "CX-CY" means that the number of carbon atoms is X to Y. For example, the notation "C1-C6" means that the number of carbon atoms is 1 to 6. The chain hydrocarbon group represents an alkyl group, an alkenyl group, or an alkynyl group. Examples of the alkyl group include a methyl group, an ethyl group, a propyl group, an isopropyl group, a 1,1-dimethylpropyl group, a 1,2-dimethylpropyl group, a butyl group, a sec-butyl group, a tert-butyl group, a pentyl group, and a hexyl group. Examples of the alkenyl group include a vinyl group, a 1-propenyl group, a 2-propenyl group, a 1-methyl-1-propenyl group, a 1-methyl-2-propenyl group, a 1,2-dimethyl-1-propenyl group, a 3-butenyl group, a 4-pentenyl group, and a 5-hexenyl group. Examples of alkynyl groups include ethynyl, 1-propynyl, 2-propynyl, 1-methyl-2-propynyl, 1,1-dimethyl-2-propynyl, 2-butynyl, 4-pentynyl, and 5-hexynyl groups. Examples of alkoxy groups include methoxy, ethoxy, propoxy, isopropoxy, butoxy, tert-butoxy, pentyloxy, and hexyloxy groups. Examples of alicyclic hydrocarbons include cyclobutene, cyclopentene, cyclopentadiene, cyclohexene, cyclohexadiene, and cycloheptene rings. Examples of alicyclic hydrocarbon groups include cycloalkyl groups and cycloalkenyl groups. Examples of cycloalkyl groups include cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl groups. Examples of cycloalkenyl groups include cyclopentenyl and cyclohexenyl groups. Examples of non-aromatic heterocycles include a dihydrofuran ring, a dihydrothiophene ring, a dihydropyrrole ring, a 1,3-dioxole ring, a pyran ring, and a dihydropyran ring.Examples of aromatic heterocyclic groups include furan rings, thiophene rings, pyrrole rings, pyrazole rings, imidazole rings, oxazole rings, isoxazole rings, thiazole rings, isothiazole rings, triazole rings, oxadiazole rings, thiadiazole rings, pyridine rings, pyridazine rings, pyrimidine rings, and pyrazine rings. Examples of aromatic heterocyclic groups include 5-membered aromatic heterocyclic groups such as pyrrolyl group, furanyl group, thienyl group, pyrazolyl group, imidazolyl group, triazolyl group, tetrazolyl group, oxazolyl group, isoxazolyl group, thiazolyl group, isothiazolyl group, oxadiazolyl group, and thiadiazolyl group; and 6-membered aromatic heterocyclic groups such as pyridyl group, pyridazinyl group, pyrimidinyl group, pyrazinyl group, triazinyl group, and tetrazinyl group. Examples of non-aromatic heterocyclic groups include aziridinyl, oxiranyl, thiiranyl, azetidinyl, oxetanyl, thietanyl, pyrrolidinyl, tetrahydrofuranyl, tetrahydrothienyl, pyrazolinyl, pyrazolidinyl, imidazolinyl, imidazolidinyl, oxazolinyl, thiazolinyl, oxazolidinyl, thiazolidinyl, isoxazolinyl, isoxazolidinyl, isothiazolinyl, isothiazolidinyl, dioxolanyl, dioxanyl, piperidyl, piperazinyl, morpholinyl, thiomorpholinyl, pyranyl, dihydropyranyl, tetrahydropyranyl, tetrahydrothiopyranyl, azepanyl, oxepanyl, and thiepanyl groups.

[0009] 2-Chloro-4,6-dimethyl-3-[(2-methylphenyl)sulfonyl]-5-phenylpyridine is a compound represented by the following formula:

[0010] 3-[(1-methylethyl)sulfonyl]-1,1'-biphenyl is a compound represented by the following formula:

[0011] 4-Methyl-3-[(1-methylethyl)sulfonyl]-1,1'-biphenyl is a compound represented by the following formula:

[0012] The present compound or the compound of the present invention may exist in one or more stereoisomers. Stereoisomers include enantiomers, diastereomers, atropisomers, and geometric isomers. The present invention includes each stereoisomer and a mixture of stereoisomers in any ratio.

[0013] The N-oxide of the compound represented by formula (I) or formula (II) means a structure in which at least one nitrogen atom contained in the compound represented by formula (I) or formula (II) is substituted with an oxo group.

[0014] The compound represented by formula (I) or formula (II) or an N-oxide thereof may form an acid addition salt such as a hydrochloride, a sulfate, a nitrate, a phosphate, an acetate, or a benzoate when mixed with an acid such as hydrochloric acid, sulfuric acid, nitric acid, phosphoric acid, acetic acid, or benzoic acid.

[0015] The following compounds are examples of the present compound N.

[0016] [Aspect 1] A compound of the present compound N, wherein Z is a C2-C6 chain hydrocarbon group. [Aspect 2] A compound of the present compound N, wherein Z is a C2-C6 alkyl group. [Aspect 3] A compound of the present compound N, wherein Z is an ethyl group or a propyl group. [Aspect 4] A compound of the present compound N, wherein Z is a methyl group substituted with one or more fluorine atoms. [Aspect 5] A compound of the present compound N, wherein Z is a trifluoromethyl group. [Aspect 6] A compound of the present compound N, wherein Z is a C1-C2 alkyl group (the C1-C2 alkyl group is substituted with a methoxy group or an ethoxy group). [Aspect 7] A compound of the present compound N, wherein Z is a 2-methoxyethyl group or a 2-ethoxyethyl group. [Aspect 8] A compound of the present compound N, wherein Z is a C3-C8 alicyclic hydrocarbon group optionally substituted with one or more substituents selected from Group A. [Aspect 9] The compound N, wherein Z is a C3-C8 alicyclic hydrocarbon group. [Aspect 10] The compound N, wherein Z is a cyclopropyl group, a cyclopentyl group, or a cyclohexyl group. [Aspect 11] The compound N, wherein Z is a 3-8 membered non-aromatic heterocyclic group {the 3-8 membered non-aromatic heterocyclic group in which the carbon atoms constituting the ring are S(O) nand optionally substituted with one or more substituents selected from Group A. [Aspect 12] The compound N, wherein Z is a ring-constituting carbon atom that is S(O) n and a 3- to 8-membered non-aromatic heterocyclic group bonded to the ring. [Aspect 13] A compound of the present compound N, wherein Z is a 3-tetrahydrofuranyl group or a 3-tetrahydrothienyl group. [Aspect 14] A compound of the present compound N, wherein Z is a 5- to 10-membered aromatic heterocyclic group {the 5- to 10-membered aromatic heterocyclic group in which the carbon atoms constituting the ring are S(O) n and optionally substituted with one or more substituents selected from Group B. [Aspect 15] A compound of the present invention, wherein Z is a 5-membered aromatic heterocyclic group {the 5-membered aromatic heterocyclic group is one in which the carbon atoms constituting the ring are S(O) n and optionally substituted with one or more substituents selected from Group B2}. Group B2: a group consisting of C1-C6 chain hydrocarbon groups and halogen atoms. [Aspect 16] A compound of the present compound N, wherein Z is a 2-furyl group, a 3-furyl group, a 2-thienyl group, or a 3-thienyl group. [Aspect 17] A compound of the present compound N, wherein Z is a 6-membered aromatic heterocyclic group {the 6-membered aromatic heterocyclic group is one in which the carbon atoms constituting the ring are S(O) n and optionally substituted with one or more substituents selected from group B2. [Aspect 18] A compound of the present compound N, wherein Z is a 2-pyridyl group, a 3-pyridyl group, a 4-pyridyl group, a 2-pyrimidinyl group, or a 2-pyrazinyl group. [Aspect 19] A compound of the present compound N, wherein Z is a 5- or 6-membered aromatic heterocyclic group {the 5- or 6-membered aromatic heterocyclic group is one in which the carbon atoms constituting the ring are S(O) n and optionally substituted with one or more substituents selected from group B2. [Aspect 20] A compound of the present compound N, wherein Z is a 2-furyl group, a 3-furyl group, a 2-thienyl group, a 3-thienyl group, a 2-pyridyl group, a 3-pyridyl group, a 4-pyridyl group, a 2-pyrimidinyl group, or a 2-pyrazinyl group. [Aspect 21] A compound of the present compound N, wherein Z is a C2-C6 alkyl group or a 5- or 6-membered aromatic heterocyclic group {the 5- or 6-membered aromatic heterocyclic group is a group in which the carbon atoms constituting the ring are S(O) nand optionally substituted with one or more substituents selected from group B2. [Aspect 22] A compound of the present compound N, wherein Z is an ethyl group, a propyl group, a 2-furyl group, a 3-furyl group, a 2-thienyl group, a 3-thienyl group, a 2-pyridyl group, a 3-pyridyl group, a 4-pyridyl group, a 2-pyrimidinyl group, or a 2-pyrazinyl group. [Aspect 23] A compound of the present compound N, wherein Z is a C2-C6 alkyl group or a 5-membered aromatic heterocyclic group {the 5-membered aromatic heterocyclic group is one in which the carbon atoms constituting the ring are S(O) n and optionally substituted with one or more substituents selected from group B2. [Aspect 24] A compound of the present compound N, wherein Z is an ethyl group, a propyl group, a 2-furyl group, a 3-furyl group, a 2-thienyl group, or a 3-thienyl group. [Aspect 25] A compound of the present compound N, wherein Z is a C2-C6 alkyl group or a 6-membered aromatic heterocyclic group {the 6-membered aromatic heterocyclic group is such that the carbon atoms constituting the ring are S(O) n and optionally substituted with one or more substituents selected from group B2. [Aspect 26] A compound of the present compound N, wherein Z is an ethyl group, a propyl group, a 2-pyridyl group, a 3-pyridyl group, a 4-pyridyl group, a 2-pyrimidinyl group, or a 2-pyrazinyl group. [Aspect 27] A compound of the present compound N, wherein Z is a C2-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, or a 5- or 6-membered aromatic heterocyclic group {the 5- or 6-membered aromatic heterocyclic group is one in which the carbon atoms constituting the ring are S(O) n and optionally substituted with one or more substituents selected from group B2. [Aspect 28] Compound N, wherein Z is a C2-C6 alkyl group, a C3-C8 alicyclic hydrocarbon group, or a 5- or 6-membered aromatic heterocyclic group {the 5- or 6-membered aromatic heterocyclic group is a group in which the carbon atoms constituting the ring are S(O) nand optionally substituted with one or more substituents selected from Group B2. [Aspect 29] A compound of the present compound N, wherein Z is an ethyl group, a propyl group, a cyclopropyl group, a cyclopentyl group, a cyclohexyl group, a 2-furyl group, a 3-furyl group, a 2-thienyl group, a 3-thienyl group, a 2-pyridyl group, a 3-pyridyl group, a 4-pyridyl group, a 2-pyrimidinyl group, or a 2-pyrazinyl group. [Aspect 30] A compound of the present compound N, wherein Z is a phenyl group optionally substituted with one or more substituents selected from Group B, and X 3 is a nitrogen atom. [Aspect 31] In the compound N, Z is a phenyl group optionally substituted with one or more substituents selected from Group B2, and X 3 [Aspect 32] In the compound N, Z is a phenyl group, and X is a nitrogen atom. 3 is a nitrogen atom. [Embodiment 33] In the compound N, X 3 and Z are X 3 is CR 3 Z is a C2-C6 chain hydrocarbon group or a 5- to 10-membered aromatic heterocyclic group {the 5- to 10-membered aromatic heterocyclic group is a group in which the carbon atoms constituting the ring are S(O) n and optionally substituted with one or more substituents selected from group B); or 3 is a nitrogen atom, Z is a C2-C6 chain hydrocarbon group, a 5- to 10-membered aromatic heterocyclic group {the 5- to 10-membered aromatic heterocyclic group is a group in which the carbon atoms constituting the ring are S(O) n and is bonded to, and may be substituted with one or more substituents selected from Group B}, or a phenyl group optionally substituted with one or more substituents selected from Group B. [Embodiment 34] In the compound N, X 3 and Z are X 3 is CR 3 Z is a C2-C6 alkyl group or a 5- or 6-membered aromatic heterocyclic group {the 5- or 6-membered aromatic heterocyclic group is such that the carbon atoms constituting the ring are S(O) n and optionally substituted with one or more substituents selected from group B2); or 3is a nitrogen atom, Z is a C2-C6 alkyl group, a 5- or 6-membered aromatic heterocyclic group {the 5- or 6-membered aromatic heterocyclic group is a group in which the carbon atoms constituting the ring are S(O) n and is bonded to, and may be substituted with one or more substituents selected from Group B2}, or a phenyl group optionally substituted with one or more substituents selected from Group B2. [Aspect 35] In the compound N, X 3 and Z are X 3 is CR 3 and Z is an ethyl group, a propyl group, a 2-furyl group, a 3-furyl group, a 2-thienyl group, a 3-thienyl group, a 2-pyridyl group, a 3-pyridyl group, a 4-pyridyl group, a 2-pyrimidinyl group, or a 2-pyrazinyl group; or X 3 is a nitrogen atom, and Z is an ethyl group, a propyl group, a 2-furyl group, a 3-furyl group, a 2-thienyl group, a 3-thienyl group, a 2-pyridyl group, a 3-pyridyl group, a 4-pyridyl group, a 2-pyrimidinyl group, a 2-pyrazinyl group, or a phenyl group. 3 and Z are X 3 is CR 3 Z is a C2-C6 alkyl group or a 5-membered aromatic heterocyclic group {the 5-membered aromatic heterocyclic group is one in which the carbon atoms constituting the ring are S(O) n and optionally substituted with one or more substituents selected from group B2); or 3 is a nitrogen atom, Z is a C2-C6 alkyl group, a 5-membered aromatic heterocyclic group {the 5-membered aromatic heterocyclic group is a group in which the carbon atoms constituting the ring are S(O) n and is bonded to, and may be substituted with one or more substituents selected from Group B2}, or a phenyl group optionally substituted with one or more substituents selected from Group B2. [Aspect 37] In the compound N, X 3 and Z are X 3 is CR 3 and Z is an ethyl group, a propyl group, a 2-pyridyl group, a 3-pyridyl group, a 4-pyridyl group, a 2-pyrimidinyl group, or a 2-pyrazinyl group; or X 3is a nitrogen atom, and Z is an ethyl group, a propyl group, a 2-furyl group, a 3-furyl group, a 2-thienyl group, a 3-thienyl group, or a phenyl group. 3 and Z are X 3 is CR 3 Z is a 6-membered aromatic heterocyclic group {the 6-membered aromatic heterocyclic group is one in which the carbon atoms constituting the ring are S(O) n and optionally substituted with one or more substituents selected from group B2); or 3 is a nitrogen atom, Z is a C2-C6 alkyl group, a 6-membered aromatic heterocyclic group {the 6-membered aromatic heterocyclic group is a group in which the carbon atoms constituting the ring are S(O) n and is bonded to, and may be substituted with one or more substituents selected from Group B2}, or a phenyl group optionally substituted with one or more substituents selected from Group B2. [Embodiment 39] In the compound N, X 3 and Z are X 3 is CR 3 and Z is an ethyl group, a propyl group, a 2-pyridyl group, a 3-pyridyl group, a 4-pyridyl group, a 2-pyrimidinyl group, or a 2-pyrazinyl group; or X 3 is a nitrogen atom, and Z is an ethyl group, a propyl group, a 2-pyridyl group, a 3-pyridyl group, a 4-pyridyl group, a 2-pyrimidinyl group, a 2-pyrazinyl group, or a phenyl group. 3 and Z are X 3 is CR 3 Z is a 5-membered aromatic heterocyclic group {the 5-membered aromatic heterocyclic group is one in which the carbon atoms constituting the ring are S(O) n and optionally substituted with one or more substituents selected from group B2); or 3 is a nitrogen atom, Z is a 5-membered aromatic heterocyclic group {the 5-membered aromatic heterocyclic group is a group in which the carbon atoms constituting the ring are S(O) nand is bonded to, and may be substituted with one or more substituents selected from Group B2}, or a phenyl group optionally substituted with one or more substituents selected from Group B2. [Embodiment 41] In the compound N, X 3 and Z are X 3 is CR 3 and Z is a 2-pyridyl group, a 3-pyridyl group, a 4-pyridyl group, a 2-pyrimidinyl group, or a 2-pyrazinyl group; or X 3 is a nitrogen atom, and Z is a 2-furyl group, a 3-furyl group, a 2-thienyl group, a 3-thienyl group, or a phenyl group. 3 and Z are X 3 is CR 3 Z is a 6-membered aromatic heterocyclic group {the 6-membered aromatic heterocyclic group is one in which the carbon atoms constituting the ring are S(O) n and optionally substituted with one or more substituents selected from group B2); or 3 is a nitrogen atom, Z is a C2-C6 alkyl group, a 6-membered aromatic heterocyclic group {the 6-membered aromatic heterocyclic group is a group in which the carbon atoms constituting the ring are S(O) n and optionally substituted with one or more substituents selected from Group B2}, or a phenyl group optionally substituted with one or more substituents selected from Group B2. [Aspect 43] In the compound N, X 3 and Z are X 3 is CR 3 and Z is a 2-pyridyl group, a 3-pyridyl group, a 4-pyridyl group, a 2-pyrimidinyl group, or a 2-pyrazinyl group; or X 3 is a nitrogen atom, and Z is a 2-pyridyl group, a 3-pyridyl group, a 4-pyridyl group, a 2-pyrimidinyl group, a 2-pyrazinyl group, or a phenyl group. 3 and Z are X 3 is CR 3 Z is a 5- or 6-membered aromatic heterocyclic group {the 5- or 6-membered aromatic heterocyclic group is a group in which the carbon atoms constituting the ring are S(O) nand optionally substituted with one or more substituents selected from group B2); or 3 is a nitrogen atom, Z is a 5- or 6-membered aromatic heterocyclic group {the 5- or 6-membered aromatic heterocyclic group is a group in which the carbon atoms constituting the ring are S(O) n and is bonded to, and may be substituted with one or more substituents selected from Group B2}, or a phenyl group optionally substituted with one or more substituents selected from Group B2. [Aspect 45] In the compound N, X 3 and Z are X 3 is CR 3 and Z is a 2-furyl group, a 3-furyl group, a 2-thienyl group, a 3-thienyl group, a 2-pyridyl group, a 3-pyridyl group, a 4-pyridyl group, a 2-pyrimidinyl group, or a 2-pyrazinyl group; or X 3 is a nitrogen atom, and Z is a 2-furyl group, a 3-furyl group, a 2-thienyl group, a 3-thienyl group, a 2-pyridyl group, a 3-pyridyl group, a 4-pyridyl group, a 2-pyrimidinyl group, a 2-pyrazinyl group, or a phenyl group.

[0017] [Embodiment 46] In the compound N, X 1 is CR 1 and X 2 is CR 2 and X 3 is CR 3 and X 4 is CR 4 [Embodiment 47] In the compound N, X 1 is CR 1 and X 2 is CR 2 and X 3 is CR 3 and X 4 is CR 4 and R 1 , R 2 , R 3 , and R 4 is a hydrogen atom. [Aspect 48] In aspect 1, X 1 is CR 1 and X 2 is CR 2 and X 3 is CR3 and X 4 is CR 4 and R 1 , R 2 , R 3 , and R 4 is a hydrogen atom. [Aspect 49] In aspect 2, X 1 is CR 1 and X 2 is CR 2 and X 3 is CR 3 and X 4 is CR 4 and R 1 , R 2 , R 3 , and R 4 is a hydrogen atom. [Aspect 50] In aspect 3, X 1 is CR 1 and X 2 is CR 2 and X 3 is CR 3 and X 4 is CR 4 and R 1 , R 2 , R 3 , and R 4 is a hydrogen atom. [Aspect 51] In aspect 4, X 1 is CR 1 and X 2 is CR 2 and X 3 is CR 3 and X 4 is CR 4 and R 1 , R 2 , R 3 , and R 4 is a hydrogen atom. [Aspect 52] In aspect 5, X 1 is CR 1 and X 2 is CR 2 and X 3 is CR 3 and X 4 is CR 4 and R 1 , R 2 , R 3 , and R4 is a hydrogen atom. [Aspect 53] In aspect 6, X 1 is CR 1 and X 2 is CR 2 and X 3 is CR 3 and X 4 is CR 4 and R 1 , R 2 , R 3 , and R 4 is a hydrogen atom. [Aspect 54] In aspect 7, X 1 is CR 1 and X 2 is CR 2 and X 3 is CR 3 and X 4 is CR 4 and R 1 , R 2 , R 3 , and R 4 is a hydrogen atom. [Aspect 55] In aspect 8, X 1 is CR 1 and X 2 is CR 2 and X 3 is CR 3 and X 4 is CR 4 and R 1 , R 2 , R 3 , and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 3 is CR 3 and X 4 is CR 4 and R 1 , R 2 , R 3 , and R 4 is a hydrogen atom. [Aspect 57] In aspect 10, X 1 is CR 1 and X 2 is CR 2and X 3 is CR 3 and X 4 is CR 4 and R 1 , R 2 , R 3 , and R 4 is a hydrogen atom. [Aspect 58] In aspect 11, X 1 is CR 1 and X 2 is CR 2 and X 3 is CR 3 and X 4 is CR 4 and R 1 , R 2 , R 3 , and R 4 is a hydrogen atom. [Aspect 59] In aspect 12, X 1 is CR 1 and X 2 is CR 2 and X 3 is CR 3 and X 4 is CR 4 and R 1 , R 2 , R 3 , and R 4 is a hydrogen atom. [Aspect 60] In aspect 13, X 1 is CR 1 and X 2 is CR 2 and X 3 is CR 3 and X 4 is CR 4 and R 1 , R 2 , R 3 , and R 4 is a hydrogen atom. [Aspect 61] In aspect 14, X 1 is CR 1 and X 2 is CR 2 and X 3 is CR 3 and X 4 is CR 4 and R 1 , R 2, R 3 , and R 4 is a hydrogen atom. [Aspect 62] In aspect 15, X 1 is CR 1 and X 2 is CR 2 and X 3 is CR 3 and X 4 is CR 4 and R 1 , R 2 , R 3 , and R 4 is a hydrogen atom. [Aspect 63] In aspect 16, X 1 is CR 1 and X 2 is CR 2 and X 3 is CR 3 and X 4 is CR 4 and R 1 , R 2 , R 3 , and R 4 is a hydrogen atom. [Aspect 64] In aspect 17, X 1 is CR 1 and X 2 is CR 2 and X 3 is CR 3 and X 4 is CR 4 and R 1 , R 2 , R 3 , and R 4 is a hydrogen atom. [Aspect 65] In aspect 18, X 1 is CR 1 and X 2 is CR 2 and X 3 is CR 3 and X 4 is CR 4 and R 1 , R 2 , R 3 , and R 4 is a hydrogen atom. 1 is CR 1 and X2 is CR 2 and X 3 is CR 3 and X 4 is CR 4 and R 1 , R 2 , R 3 , and R 4 is a hydrogen atom. [Aspect 67] In aspect 20, X 1 is CR 1 and X 2 is CR 2 and X 3 is CR 3 and X 4 is CR 4 and R 1 , R 2 , R 3 , and R 4 is a hydrogen atom. [Aspect 68] In aspect 21, X 1 is CR 1 and X 2 is CR 2 and X 3 is CR 3 and X 4 is CR 4 and R 1 , R 2 , R 3 , and R 4 is a hydrogen atom. [Aspect 69] In aspect 22, X 1 is CR 1 and X 2 is CR 2 and X 3 is CR 3 and X 4 is CR 4 and R 1 , R 2 , R 3 , and R 4 is a hydrogen atom. [Aspect 70] In aspect 23, X 1 is CR 1 and X 2 is CR 2 and X 3 is CR 3 and X 4 is CR 4 and R1 , R 2 , R 3 , and R 4 is a hydrogen atom. [Aspect 71] In aspect 24, X 1 is CR 1 and X 2 is CR 2 and X 3 is CR 3 and X 4 is CR 4 and R 1 , R 2 , R 3 , and R 4 is a hydrogen atom. [Aspect 72] In aspect 25, X 1 is CR 1 and X 2 is CR 2 and X 3 is CR 3 and X 4 is CR 4 and R 1 , R 2 , R 3 , and R 4 is a hydrogen atom. [Aspect 73] In aspect 26, X 1 is CR 1 and X 2 is CR 2 and X 3 is CR 3 and X 4 is CR 4 and R 1 , R 2 , R 3 , and R 4 is a hydrogen atom. [Aspect 74] In aspect 27, X 1 is CR 1 and X 2 is CR 2 and X 3 is CR 3 and X 4 is CR 4 and R 1 , R 2 , R 3 , and R 4 is a hydrogen atom. [Aspect 75] In aspect 28, X 1is CR 1 and X 2 is CR 2 and X 3 is CR 3 and X 4 is CR 4 and R 1 , R 2 , R 3 , and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 3 is CR 3 and X 4 is CR 4 and R 1 , R 2 , R 3 , and R 4 A compound in which is a hydrogen atom.

[0018] [Embodiment 77] In the compound N, X 1 is a nitrogen atom, and X 2 is CR 2 and X 3 is CR 3 and X 4 is CR 4 [Embodiment 78] In the compound N, X 1 is a nitrogen atom, and X 2 is CR 2 and X 3 is CR 3 and X 4 is CR 4 and R 2 , R 3 , and R 4 is a hydrogen atom. [Embodiment 79] In the compound N, X 1 is CR 1 and X 2 is a nitrogen atom, and X 3 is CR 3 and X 4 is CR 4 [Aspect 80] In the compound N, X 1 is CR 1 and X 2is a nitrogen atom, and X 3 is CR 3 and X 4 is CR 4 and R 1 , R 3 , and R 4 is a hydrogen atom. [Embodiment 81] In the compound N, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 82] In the compound N, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom. [Aspect 84] In aspect 2, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom. [Aspect 85] In aspect 3, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR4 and R 1 , R 2 , and R 4 is a hydrogen atom. [Aspect 86] In aspect 4, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom. [Aspect 87] In aspect 5, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom. [Aspect 88] In aspect 6, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom. [Aspect 90] In aspect 8, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4and R 1 , R 2 , and R 4 is a hydrogen atom. [Aspect 91] In aspect 9, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom. [Aspect 92] In aspect 10, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom. [Aspect 93] In aspect 11, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom. [Aspect 94] In aspect 12, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom. [Aspect 95] In aspect 13, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R1 , R 2 , and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom. [Aspect 100] In aspect 18, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R1 , R 2 , and R 4 is a hydrogen atom. [Aspect 101] In aspect 19, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom. [Aspect 102] In aspect 20, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom. [Aspect 103] In aspect 21, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom. [Aspect 104] In aspect 22, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom. [Aspect 105] In aspect 23, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R1 , R 2 , and R 4 is a hydrogen atom. [Aspect 106] In aspect 24, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom. [Aspect 107] In aspect 25, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom. [Aspect 108] In aspect 26, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom. [Aspect 109] In aspect 27, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R1 , R 2 , and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R1 , R 2 , and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R1 , R 2 , and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom. [Aspect 125] In aspect 43, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R1 , R 2 , and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 A compound in which is a hydrogen atom.

[0019] [Embodiment 128] In the compound N, X 1 is CR 1 and X 2 is CR 2 and X 3 is CR 3 and X 4 is a nitrogen atom. [Embodiment 129] In the compound N, X 1 is CR 1 and X 2 is CR 2 and X 3 is CR 3 and X 4 is a nitrogen atom, and R 1 , R 2 , and R 3 is a hydrogen atom. [Embodiment 130] In the compound N, X 1 is a nitrogen atom, and X 2 is a nitrogen atom, and X 3 is CR 3 and X 4 is CR 4 [Embodiment 131] In the compound N, X 1is a nitrogen atom, and X 2 is a nitrogen atom, and X 3 is CR 3 and X 4 is CR 4 and R 3 and R 4 is a hydrogen atom. [Embodiment 132] In the compound N, X 1 is a nitrogen atom, and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 133] In the compound N, X 1 is a nitrogen atom, and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 2 and R 4 is a hydrogen atom. [Embodiment 134] In the compound N, X 1 is a nitrogen atom, and X 2 is CR 2 and X 3 is CR 3 and X 4 is a nitrogen atom. [Embodiment 135] In the compound N, X 1 is a nitrogen atom, and X 2 is CR 2 and X 3 is CR 3 and X 4 is a nitrogen atom, and R 2 and R 3 is a hydrogen atom. [Embodiment 136] In the compound N, X 1 is CR 1 and X 2 is a nitrogen atom, and X 3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 137] In the compound N, X 1 is CR 1 and X 2 is a nitrogen atom, and X 3 is a nitrogen atom, and X4 is CR 4 and R 1 and R 4 is a hydrogen atom. [Embodiment 138] In the compound N, X 1 is CR 1 and X 2 is a nitrogen atom, and X 3 is CR 3 and X 4 is a nitrogen atom. [Embodiment 139] In the compound N, X 1 is CR 1 and X 2 is a nitrogen atom, and X 3 is CR 3 and X 4 is a nitrogen atom, and R 1 and R 3 is a hydrogen atom. [Embodiment 140] In the compound N, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is a nitrogen atom. [Embodiment 141] In the compound N, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is a nitrogen atom, and R 1 and R 2 A compound in which is a hydrogen atom.

[0020] [Embodiment 142] In the compound N, X 2 is CR 2 and X 4 is CR 4 [Aspect 143] In aspect 1, the compound 2 is CR 2 and X 4 is CR 4 [Aspect 144] In aspect 2, the compound 2 is CR 2 and X 4 is CR 4 [Aspect 145] In aspect 3, the compound2 is CR 2 and X 4 is CR 4 [Embodiment 146] In embodiment 4, X 2 is CR 2 and X 4 is CR 4 [Aspect 147] In aspect 5, the compound 2 is CR 2 and X 4 is CR 4 [Aspect 148] In aspect 6, the compound 2 is CR 2 and X 4 is CR 4 [Aspect 149] In aspect 7, the compound 2 is CR 2 and X 4 is CR 4 [Aspect 150] In aspect 8, the compound 2 is CR 2 and X 4 is CR 4 [Aspect 151] In aspect 9, the compound 2 is CR 2 and X 4 is CR 4 [Embodiment 152] In embodiment 10, X 2 is CR 2 and X 4 is CR 4 [Embodiment 153] In embodiment 11, X 2 is CR 2 and X 4 is CR 4 [Embodiment 154] In embodiment 12, X 2 is CR 2 and X 4 is CR 4 [Aspect 155] In aspect 13, the compound 2 is CR 2 and X 4 is CR 4 [Aspect 156] In aspect 14, the compound 2 is CR 2 and X4 is CR 4 [Aspect 157] In aspect 15, the compound 2 is CR 2 and X 4 is CR 4 [Aspect 158] In aspect 16, the compound 2 is CR 2 and X 4 is CR 4 [Aspect 159] In aspect 17, the compound 2 is CR 2 and X 4 is CR 4 [Aspect 160] In aspect 18, the compound 2 is CR 2 and X 4 is CR 4 [Aspect 161] In aspect 19, the compound 2 is CR 2 and X 4 is CR 4 [Aspect 162] In aspect 20, the compound 2 is CR 2 and X 4 is CR 4 [Aspect 163] In aspect 21, the compound 2 is CR 2 and X 4 is CR 4 [Aspect 164] In aspect 22, the compound 2 is CR 2 and X 4 is CR 4 [Aspect 165] In aspect 23, the compound 2 is CR 2 and X 4 is CR 4 [Aspect 166] In aspect 24, the compound 2 is CR 2 and X 4 is CR 4 [Embodiment 167] In embodiment 25, X 2 is CR 2 and X 4 is CR 4[Aspect 168] In aspect 26, the compound 2 is CR 2 and X 4 is CR 4 [Embodiment 169] In embodiment 27, X 2 is CR 2 and X 4 is CR 4 [Embodiment 170] In embodiment 28, X 2 is CR 2 and X 4 is CR 4 [Embodiment 171] In embodiment 29, X 2 is CR 2 and X 4 is CR 4 [Embodiment 172] In embodiment 33, X 2 is CR 2 and X 4 is CR 4 [Embodiment 173] In embodiment 34, X 2 is CR 2 and X 4 is CR 4 [Embodiment 174] In embodiment 35, X 2 is CR 2 and X 4 is CR 4 [Embodiment 175] In embodiment 36, X 2 is CR 2 and X 4 is CR 4 [Embodiment 176] In embodiment 37, X 2 is CR 2 and X 4 is CR 4 [Embodiment 177] In embodiment 38, X 2 is CR 2 and X 4 is CR 4 [Embodiment 178] In embodiment 39, X 2 is CR 2 and X 4 is CR 4 [Embodiment 179] In embodiment 40, X2 is CR 2 and X 4 is CR 4 [Aspect 180] In aspect 41, the compound 2 is CR 2 and X 4 is CR 4 [Aspect 181] In aspect 42, the compound 2 is CR 2 and X 4 is CR 4 [Aspect 182] In aspect 43, the compound 2 is CR 2 and X 4 is CR 4 [Embodiment 183] In embodiment 44, X 2 is CR 2 and X 4 is CR 4 [Embodiment 184] In embodiment 45, X 2 is CR 2 and X 4 is CR 4 [Embodiment 185] In the compound N, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom.2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. [Aspect 190] In aspect 5, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 2 is CR 2 and X 4 is CR 4and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. [Embodiment 195] In embodiment 10, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R4 is a hydrogen atom. 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. [Aspect 203] In aspect 18, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. [Aspect 204] In aspect 19, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. [Aspect 205] In aspect 20, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. [Aspect 207] In aspect 22, X 2 is CR2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 2 is CR 2 and X 4 is CR 4 and R1 , R 2 , R 3 and R 4 is a hydrogen atom. 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4is a hydrogen atom. 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 2 is CR 2and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 A compound in which is a hydrogen atom.

[0021] [Embodiment 228] In the compound N, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 229] In embodiment 1, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Aspect 230] In aspect 2, the compound 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 231] In embodiment 3, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 232] In embodiment 4, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 233] In embodiment 5, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 234] In embodiment 6, X 2 is CR 2and X 3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 235] In embodiment 7, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 236] In embodiment 8, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 237] In embodiment 9, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 238] In embodiment 10, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 239] In embodiment 11, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 240] In embodiment 12, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 241] In embodiment 13, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 242] In embodiment 14, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 243] In embodiment 15, X 2 is CR 2 and X3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 244] In embodiment 16, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 245] In embodiment 17, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 246] In embodiment 18, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 247] In embodiment 19, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 248] In embodiment 20, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Aspect 249] In aspect 21, the compound 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Aspect 250] In aspect 22, the compound 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 251] In embodiment 23, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Aspect 252] In aspect 24, the compound 2 is CR 2 and X3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 253] In embodiment 25, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 254] In embodiment 26, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 255] In embodiment 27, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Aspect 256] In aspect 28, the compound 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 257] In embodiment 29, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Aspect 258] In aspect 30, the compound 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Aspect 259] In aspect 31, the compound 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 260] In embodiment 32, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Aspect 261] In aspect 33, the compound is 2 is CR 2 and X3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 262] In embodiment 34, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 263] In embodiment 35, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 264] In embodiment 36, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 265] In embodiment 37, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 266] In embodiment 38, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 267] In embodiment 39, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 268] In embodiment 40, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 269] In embodiment 41, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 270] In embodiment 42, X 2 is CR 2 and X3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 271] In embodiment 43, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 272] In embodiment 44, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 273] In embodiment 45, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 [Embodiment 274] In the compound N, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R1 , R 2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. [Aspect 304] In aspect 30, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. [Aspect 305] In aspect 31, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom. 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4A compound in which is a hydrogen atom.

[0022] [Embodiment 320] In the compound N, X 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 [Embodiment 321] In the compound N, X 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1, R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom.1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom. 1 is CR 1 and X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 A compound in which is a hydrogen atom.

[0023] [Aspect 364] The compound N, wherein n is 0. [Aspect 365] The compound N, wherein n is 1. [Aspect 366] The compound N, wherein n is 2. [Aspect 367] The compound N, wherein n is 1 or 2.

[0024] [Embodiment 368] In embodiment 1, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 369] In embodiment 2, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 370] In embodiment 3, X 1 is CR 1 and X2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 371] In embodiment 4, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 372] In embodiment 5, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 373] In embodiment 6, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 374] In embodiment 7, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 375] In embodiment 8, X1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 376] In embodiment 9, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 377] In embodiment 10, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 378] In embodiment 11, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 379] In embodiment 12, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4is a hydrogen atom and n is 2. [Embodiment 380] In embodiment 13, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 381] In embodiment 14, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 382] In embodiment 15, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 383] In embodiment 16, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 384] In embodiment 17, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1, R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 385] In embodiment 18, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 386] In embodiment 19, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 387] In embodiment 20, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 388] In embodiment 21, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 389] In embodiment 22, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 390] In embodiment 23, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 391] In embodiment 24, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 392] In embodiment 25, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 393] In embodiment 26, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 394] In embodiment 27, X 1 is CR 1 and X 2 is CR 2 and X3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 395] In embodiment 28, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 396] In embodiment 29, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 397] In embodiment 30, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 398] In embodiment 31, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 399] In embodiment 32, X 1 is CR 1 and X2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 400] In embodiment 33, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 401] In embodiment 34, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 402] In embodiment 35, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Aspect 403] In aspect 36, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 404] In embodiment 37, X1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 405] In embodiment 38, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 406] In embodiment 39, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Aspect 407] In aspect 40, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Aspect 408] In aspect 41, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4is a hydrogen atom and n is 2. [Aspect 409] In aspect 42, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Aspect 410] In aspect 43, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 411] In embodiment 44, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 412] In embodiment 45, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 , and R 4 is a hydrogen atom and n is 2. [Embodiment 413] In embodiment 82, X 1 is CR 1 and X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1, R 2 , and R 4 is a hydrogen atom and n is 2.

[0025] [Embodiment 414] In embodiment 1, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom and n is 2. [Embodiment 415] In embodiment 2, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom and n is 2. [Embodiment 416] In embodiment 3, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom and n is 2. [Embodiment 417] In embodiment 4, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom and n is 2. [Embodiment 418] In embodiment 5, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom and n is 2. [Embodiment 419] In embodiment 6, X 2 is CR 2 and X 4 is CR 4 and R 1 , R2 , R 3 and R 4 is a hydrogen atom and n is 2. [Embodiment 420] In embodiment 7, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom and n is 2. [Embodiment 421] In embodiment 8, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom and n is 2. [Embodiment 422] In embodiment 9, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom and n is 2. [Embodiment 423] In embodiment 10, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom and n is 2. [Embodiment 424] In embodiment 11, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom and n is 2. [Embodiment 425] In embodiment 12, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R3 and R 4 is a hydrogen atom and n is 2. [Embodiment 426] In embodiment 13, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom and n is 2. [Embodiment 427] In embodiment 14, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom and n is 2. [Embodiment 428] In embodiment 15, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom and n is 2. [Embodiment 429] In embodiment 16, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom and n is 2. [Embodiment 430] In embodiment 17, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom and n is 2. [Embodiment 431] In embodiment 18, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R4 is a hydrogen atom and n is 2. [Embodiment 432] In embodiment 19, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom and n is 2. [Embodiment 433] In embodiment 20, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom and n is 2. [Embodiment 434] In embodiment 21, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom and n is 2. [Embodiment 435] In embodiment 22, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom and n is 2. [Embodiment 436] In embodiment 23, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom and n is 2. [Embodiment 437] In embodiment 24, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4is a hydrogen atom and n is 2. [Embodiment 438] In embodiment 25, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom and n is 2. [Embodiment 439] In embodiment 26, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom and n is 2. [Embodiment 440] In embodiment 27, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom and n is 2. [Embodiment 441] In embodiment 28, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom and n is 2. [Embodiment 442] In embodiment 29, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom and n is 2. [Embodiment 443] In embodiment 33, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4is a hydrogen atom and n is 2. [Embodiment 444] In embodiment 34, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom and n is 2. [Embodiment 445] In embodiment 35, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom and n is 2. [Aspect 446] In aspect 36, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom and n is 2. [Embodiment 447] In embodiment 37, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom and n is 2. [Embodiment 448] In embodiment 38, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom and n is 2. [Embodiment 449] In embodiment 39, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4is a hydrogen atom and n is 2. [Aspect 450] In aspect 40, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom and n is 2. [Aspect 451] In aspect 41, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom and n is 2. [Aspect 452] In aspect 42, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom and n is 2. [Aspect 453] In aspect 43, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom and n is 2. [Aspect 454] In aspect 44, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom and n is 2. [Aspect 455] In aspect 45, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4is a hydrogen atom and n is 2. [Embodiment 456] In embodiment 185, X 2 is CR 2 and X 4 is CR 4 and R 1 , R 2 , R 3 and R 4 is a hydrogen atom and n is 2.

[0026] [Aspect 457] In aspect 1, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 458] In embodiment 2, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 459] In embodiment 3, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 460] In embodiment 4, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Aspect 461] In aspect 5, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 462] In embodiment 6, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 463] In embodiment 7, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 464] In embodiment 8, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 465] In embodiment 9, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 466] In embodiment 10, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 467] In embodiment 11, X 2 is CR 2 and X 3 is a nitrogen atom, and X4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 468] In embodiment 12, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 469] In embodiment 13, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 470] In embodiment 14, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 471] In embodiment 15, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 472] In embodiment 16, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 473] In embodiment 17, X 2 is CR 2and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 474] In embodiment 18, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 475] In embodiment 19, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 476] In embodiment 20, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 477] In embodiment 21, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 478] In embodiment 22, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4is a hydrogen atom and n is 2. [Embodiment 479] In embodiment 23, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 480] In embodiment 24, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 481] In embodiment 25, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 482] In embodiment 26, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 483] In embodiment 27, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 484] In embodiment 28, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1, R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 485] In embodiment 29, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 486] In embodiment 30, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 487] In embodiment 31, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 488] In embodiment 32, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 489] In embodiment 33, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 490] In embodiment 34, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 491] In embodiment 35, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 492] In embodiment 36, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 493] In embodiment 37, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 494] In embodiment 38, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 495] In embodiment 39, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 496] In embodiment 40, X 2 is CR 2 and X3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 497] In embodiment 41, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 498] In embodiment 42, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 499] In embodiment 43, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 500] In embodiment 44, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 501] In embodiment 45, X 2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 502] In embodiment 274, X2 is CR 2 and X 3 is a nitrogen atom, and X 4 is CR 4 and R 1 , R 2 and R 4 is a hydrogen atom and n is 2. [Embodiment 503] In the compound N, X 3 is CR 3 [Embodiment 504] In the compound N, X 3 A compound in which the nitrogen atom is

[0027] The following compounds are examples of the compound N of the present invention.

[0028] [Aspect C1] In the compound N of the present invention, Z a is a C2-C6 chain hydrocarbon group. [Aspect C2] Compound N of the present invention, a is a C2-C6 alkyl group. [Aspect C3] Compound N of the present invention, a is an ethyl group or a propyl group. [Aspect C4] In the compound N of the present invention, Z a is a C1-C2 alkyl group (the C1-C2 alkyl group is substituted with a methoxy group or an ethoxy group). a is a 2-methoxyethyl group or a 2-ethoxyethyl group. [Aspect C6] Compound N of the present invention, a But Group A a [Aspect C7] In the compound N of the present invention, Z is a C3-C8 alicyclic hydrocarbon group optionally substituted with one or more substituents selected from the following. a is a C3-C8 alicyclic hydrocarbon group. [Aspect C8] Compound N of the present invention, a is a cyclopropyl group, a cyclopentyl group, or a cyclohexyl group. a However, a 3-8 membered non-aromatic heterocyclic group {the 3-8 membered non-aromatic heterocyclic group in which the carbon atoms constituting the ring are S(O) na and is bonded to Group A a[Aspect C10] In the compound N of the present invention, Z a However, the carbon atoms that make up the ring are S(O). na [Aspect C11] In the compound N of the present invention, Z is a 3- to 8-membered non-aromatic heterocyclic group bonded to a is a 3-tetrahydrofuranyl group or a 3-tetrahydrothienyl group. [Aspect C12] In Compound N of the present invention, Z a However, a 5- to 10-membered aromatic heterocyclic group {the 5- to 10-membered aromatic heterocyclic group is one in which the carbon atoms constituting the ring are S(O) na and group B a [Aspect C13] In the compound N of the present invention, Z a a 5-membered aromatic heterocyclic group {the 5-membered aromatic heterocyclic group is one in which the carbon atoms constituting the ring are S(O) na and group B a 2, each of which may be substituted with one or more substituents selected from the following: a 2: A group consisting of a C1-C6 chain hydrocarbon group and a halogen atom. [Aspect C14] In the compound N of the present invention, Z a is a 2-furyl group, a 3-furyl group, a 2-thienyl group, or a 3-thienyl group. [Aspect C15] In compound N of the present invention, Z a However, a 6-membered aromatic heterocyclic group {the 6-membered aromatic heterocyclic group is one in which the carbon atoms constituting the ring are S(O) na and group B a and optionally substituted with one or more substituents selected from the group consisting of 1 and 2. [Aspect C16] In Compound N of the present invention, Z a is a 2-pyridyl group, a 3-pyridyl group, a 4-pyridyl group, a 2-pyrimidinyl group, or a 2-pyrazinyl group. [Aspect C17] In Compound N of the present invention, Z a However, a 5-6 membered aromatic heterocyclic group {the 5-6 membered aromatic heterocyclic group is one in which the carbon atoms constituting the ring are S(O) na and group B a and optionally substituted with one or more substituents selected from the group consisting of 1 and 2. [Aspect C18] In Compound N of the present invention, Za is a 2-furyl group, a 3-furyl group, a 2-thienyl group, a 3-thienyl group, a 2-pyridyl group, a 3-pyridyl group, a 4-pyridyl group, a 2-pyrimidinyl group, or a 2-pyrazinyl group. [Aspect C19] Compound N of the present invention, wherein Z a is a C2-C6 chain hydrocarbon group or a 5- to 10-membered aromatic heterocyclic group {the 5- to 10-membered aromatic heterocyclic group is a group in which the carbon atoms constituting the ring are S(O) na and group B a [Aspect C20] In the compound N of the present invention, Z a is a C2-C6 alkyl group, or a 5- or 6-membered aromatic heterocyclic group {the 5- or 6-membered aromatic heterocyclic group is one in which the carbon atoms constituting the ring are S(O) na and group B a and optionally substituted with one or more substituents selected from the group consisting of 1 and 2. [Aspect C21] In Compound N of the present invention, Z a is an ethyl group, a propyl group, a 2-furyl group, a 3-furyl group, a 2-thienyl group, a 3-thienyl group, a 2-pyridyl group, a 3-pyridyl group, a 4-pyridyl group, a 2-pyrimidinyl group, or a 2-pyrazinyl group. [Aspect C22] In compound N of the present invention, Z a is a C2-C6 alkyl group, or a 5-membered aromatic heterocyclic group {the 5-membered aromatic heterocyclic group is one in which the carbon atoms constituting the ring are S(O) na and group B a and optionally substituted with one or more substituents selected from the group consisting of 1 and 2. [Aspect C23] In Compound N of the present invention, Z a is an ethyl group, a propyl group, a 2-furyl group, a 3-furyl group, a 2-thienyl group, or a 3-thienyl group. [Aspect C24] In compound N of the present invention, Z a is a C2-C6 alkyl group or a 6-membered aromatic heterocyclic group {the 6-membered aromatic heterocyclic group is one in which the carbon atoms constituting the ring are S(O) na and group B a and optionally substituted with one or more substituents selected from the group consisting of 1 and 2. [Aspect C25] In Compound N of the present invention, Z ais an ethyl group, a propyl group, a 2-pyridyl group, a 3-pyridyl group, a 4-pyridyl group, a 2-pyrimidinyl group, or a 2-pyrazinyl group. [Aspect C26] Compound N of the present invention, wherein Z a is a C2-C6 alkyl group, a C3-C8 alicyclic hydrocarbon group, or a 5- or 6-membered aromatic heterocyclic group {the 5- or 6-membered aromatic heterocyclic group is one in which the carbon atoms constituting the ring are S(O) na and group B a and optionally substituted with one or more substituents selected from the group consisting of 1 and 2. [Aspect C27] In Compound N of the present invention, Z a is an ethyl group, a propyl group, a cyclopropyl group, a cyclopentyl group, a cyclohexyl group, a 2-furyl group, a 3-furyl group, a 2-thienyl group, a 3-thienyl group, a 2-pyridyl group, a 3-pyridyl group, a 4-pyridyl group, a 2-pyrimidinyl group, or a 2-pyrazinyl group. [Aspect C28] In compound N of the present invention, Z a But Group B a is a phenyl group optionally substituted with one or more substituents selected from the group consisting of 3a is a nitrogen atom. [Aspect C29] In the compound N of the present invention, Z a But Group B a 2, and X is a phenyl group optionally substituted with one or more substituents selected from 3a is a nitrogen atom. [Aspect C30] In the compound N of the present invention, Z a is a phenyl group, and X 3a is a nitrogen atom. [Aspect C31] In the compound N of the present invention, X 3a and Z a The combination of 3a is CR 3a and Z a is a C2-C6 chain hydrocarbon group or a 5- to 10-membered aromatic heterocyclic group {the 5- to 10-membered aromatic heterocyclic group is a group in which the carbon atoms constituting the ring are S(O) na and group B a or a combination of X 3a is a nitrogen atom, and Z aC2-C6 chain hydrocarbon group, 5-10 membered aromatic heterocyclic group {the 5-10 membered aromatic heterocyclic group is a group in which the carbon atoms constituting the ring are S(O) na and group B a and optionally substituted with one or more substituents selected from the following group: a [Aspect C32] In compound N of the present invention, X is a phenyl group optionally substituted with one or more substituents selected from the following: 3a and Z a The combination of 3a is CR 3a and Z a is a C2-C6 alkyl group, or a 5- or 6-membered aromatic heterocyclic group {the 5- or 6-membered aromatic heterocyclic group is one in which the carbon atoms constituting the ring are S(O) na and group B a 2 may be substituted with one or more substituents selected from the group consisting of: 3a is a nitrogen atom, and Z a However, a C2-C6 alkyl group, a 5- or 6-membered aromatic heterocyclic group (the 5- or 6-membered aromatic heterocyclic group is a group in which the carbon atoms constituting the ring are S(O) na and group B a 2}, or Group B a A combination compound in which X is a phenyl group optionally substituted with one or more substituents selected from the group consisting of phenyl, ... 3a and Z a The combination of 3a is CR 3a and Z a is an ethyl group, a propyl group, a 2-furyl group, a 3-furyl group, a 2-thienyl group, a 3-thienyl group, a 2-pyridyl group, a 3-pyridyl group, a 4-pyridyl group, a 2-pyrimidinyl group, or a 2-pyrazinyl group; or 3a is a nitrogen atom, and Z a is an ethyl group, a propyl group, a 2-furyl group, a 3-furyl group, a 2-thienyl group, a 3-thienyl group, a 2-pyridyl group, a 3-pyridyl group, a 4-pyridyl group, a 2-pyrimidinyl group, a 2-pyrazinyl group, or a phenyl group. [Aspect C34] In Compound N of the present invention, X 3aand Z a The combination of 3a is CR 3a and Z a is a C2-C6 alkyl group, or a 5-membered aromatic heterocyclic group {the 5-membered aromatic heterocyclic group is one in which the carbon atoms constituting the ring are S(O) na and group B a 2 may be substituted with one or more substituents selected from the group consisting of: 3a is a nitrogen atom, and Z a However, a C2-C6 alkyl group, a 5-membered aromatic heterocyclic group (the 5-membered aromatic heterocyclic group is one in which the carbon atoms constituting the ring are S(O) na and group B a 2}, or Group B a A combination compound in which X is a phenyl group optionally substituted with one or more substituents selected from the group consisting of phenyl, ... 3a and Z a The combination of 3a is CR 3a and Z a is an ethyl group, a propyl group, a 2-furyl group, a 3-furyl group, a 2-thienyl group, or a 3-thienyl group; or 3a is a nitrogen atom, and Z a is an ethyl group, a propyl group, a 2-furyl group, a 3-furyl group, a 2-thienyl group, a 3-thienyl group, or a phenyl group. [Aspect C36] In Compound N of the present invention, X 3a and Z a The combination of 3a is CR 3a and Z a is a C2-C6 alkyl group or a 6-membered aromatic heterocyclic group {the 6-membered aromatic heterocyclic group is one in which the carbon atoms constituting the ring are S(O) na and group B a 2 may be substituted with one or more substituents selected from the group consisting of: 3a is a nitrogen atom, and Z a However, a C2-C6 alkyl group, a 6-membered aromatic heterocyclic group {the 6-membered aromatic heterocyclic group is one in which the carbon atoms constituting the ring are S(O) na and group Ba 2}, or Group B a A combination compound in which X is a phenyl group optionally substituted with one or more substituents selected from the group consisting of phenyl, ... 3a and Z a The combination of 3a is CR 3a and Z a is an ethyl group, a propyl group, a 2-pyridyl group, a 3-pyridyl group, a 4-pyridyl group, a 2-pyrimidinyl group, or a 2-pyrazinyl group; or X 3a is a nitrogen atom, and Z a is an ethyl group, a propyl group, a 2-pyridyl group, a 3-pyridyl group, a 4-pyridyl group, a 2-pyrimidinyl group, a 2-pyrazinyl group, or a phenyl group. [Aspect C38] In Compound N of the present invention, X 3a and Z a The combination of 3a is CR 3a and Z a However, a 5-6 membered aromatic heterocyclic group {the 5-6 membered aromatic heterocyclic group is one in which the carbon atoms constituting the ring are S(O) na and group B a 2 may be substituted with one or more substituents selected from the group consisting of: 3a is a nitrogen atom, and Z a However, a 5-6 membered aromatic heterocyclic group {the 5-6 membered aromatic heterocyclic group is one in which the carbon atoms constituting the ring are S(O) na and group B a 2}, or Group B a 2. [Aspect C39] In compound N of the present invention, X is a phenyl group optionally substituted with one or more substituents selected from the group consisting of phenyl, ... 3a and Z a The combination of 3a is CR 3a and Z a is a 2-furyl group, a 3-furyl group, a 2-thienyl group, a 3-thienyl group, a 2-pyridyl group, a 3-pyridyl group, a 4-pyridyl group, a 2-pyrimidinyl group, or a 2-pyrazinyl group; or 3ais a nitrogen atom, and Z a is a 2-furyl group, a 3-furyl group, a 2-thienyl group, a 3-thienyl group, a 2-pyridyl group, a 3-pyridyl group, a 4-pyridyl group, a 2-pyrimidinyl group, a 2-pyrazinyl group, or a phenyl group. [Aspect C40] In Compound N of the present invention, X 3a and Z a The combination of 3a is CR 3a and Z a a 5-membered aromatic heterocyclic group {the 5-membered aromatic heterocyclic group is one in which the carbon atoms constituting the ring are S(O) na and group B a 2 may be substituted with one or more substituents selected from the group consisting of: 3a is a nitrogen atom, and Z a a 5-membered aromatic heterocyclic group {the 5-membered aromatic heterocyclic group is one in which the carbon atoms constituting the ring are S(O) na and group B a 2}, or Group B a 2. [Aspect C41] In compound N of the present invention, X 3a and Z a The combination of 3a is CR 3a and Z a is a 2-furyl group, a 3-furyl group, a 2-thienyl group, or a 3-thienyl group; or X 3a is a nitrogen atom, and Z a is a 2-furyl group, a 3-furyl group, a 2-thienyl group, a 3-thienyl group, or a phenyl group. [Aspect C42] In compound N of the present invention, X 3a and Z a The combination of 3a is CR 3a and Z a However, a 6-membered aromatic heterocyclic group {the 6-membered aromatic heterocyclic group is one in which the carbon atoms constituting the ring are S(O) na and group B a 2 may be substituted with one or more substituents selected from the group consisting of: 3ais a nitrogen atom, and Z a However, a 6-membered aromatic heterocyclic group {the 6-membered aromatic heterocyclic group is one in which the carbon atoms constituting the ring are S(O) na and group B a 2}, or Group B a A combination compound in which X is a phenyl group optionally substituted with one or more substituents selected from the group consisting of phenyl, ... 3a and Z a The combination of 3a is CR 3a and Z a is a 2-pyridyl group, a 3-pyridyl group, a 4-pyridyl group, a 2-pyrimidinyl group, or a 2-pyrazinyl group; or 3a is a nitrogen atom, and Z a is a 2-pyridyl group, a 3-pyridyl group, a 4-pyridyl group, a 2-pyrimidinyl group, a 2-pyrazinyl group, or a phenyl group.

[0029] [Aspect C44] In the compound N of the present invention, X 1a is CR 1a and X 3a is CR 3a [Aspect C45] In the compound N of the present invention, X 1a is CR 1a and X 3a is CR 3a and R 1a and R 3a is a hydrogen atom. [Aspect C46] In compound N of the present invention, X 1a is a nitrogen atom, and X 3a is CR 3a [Aspect C47] In the compound N of the present invention, X 1a is a nitrogen atom, and X 3a is CR 3a and R 3a A compound in which is a hydrogen atom.

[0030] [Aspect C48] In the compound N of the present invention, X 1a is CR 1a and X 3a is a nitrogen atom. [Aspect C49] In Aspect C1, X1a is CR 1a and X 3a is a nitrogen atom. [Aspect C50] In Aspect C2, X 1a is CR 1a and X 3a is a nitrogen atom. [Aspect C51] A compound according to Aspect C3, wherein X 1a is CR 1a and X 3a is a nitrogen atom. [Aspect C52] In Aspect C12, X 1a is CR 1a and X 3a is a nitrogen atom. [Aspect C53] In Aspect C13, X 1a is CR 1a and X 3a is a nitrogen atom. [Aspect C54] In Aspect C14, X 1a is CR 1a and X 3a is a nitrogen atom. [Aspect C55] In Aspect C15, X 1a is CR 1a and X 3a is a nitrogen atom. [Aspect C56] In Aspect C16, X 1a is CR 1a and X 3a is a nitrogen atom. [Aspect C57] In Aspect C17, X 1a is CR 1a and X 3a is a nitrogen atom. [Aspect C58] In Aspect C18, X 1a is CR 1a and X 3a is a nitrogen atom. [Aspect C59] In Aspect C19, X 1a is CR 1a and X 3a is a nitrogen atom. [Aspect C60] A compound according to Aspect C20, wherein X 1a is CR 1a and X 3a is a nitrogen atom. [Aspect C61] In Aspect C21, X 1a is CR 1a and X 3ais a nitrogen atom. [Aspect C62] In Aspect C22, X 1a is CR 1a and X 3a is a nitrogen atom. [Aspect C63] In Aspect C23, X 1a is CR 1a and X 3a is a nitrogen atom. [Aspect C64] In Aspect C24, X 1a is CR 1a and X 3a is a nitrogen atom. [Aspect C65] In Aspect C25, X 1a is CR 1a and X 3a is a nitrogen atom. [Aspect C66] In Aspect C26, X 1a is CR 1a and X 3a is a nitrogen atom. [Aspect C67] In Aspect C27, X 1a is CR 1a and X 3a is a nitrogen atom. [Aspect C68] In Aspect C28, X 1a is CR 1a and X 3a is a nitrogen atom. [Aspect C69] In Aspect C29, X 1a is CR 1a and X 3a is a nitrogen atom. [Aspect C70] A compound according to Aspect C30, wherein X 1a is CR 1a and X 3a is a nitrogen atom. [Aspect C71] In Aspect C31, X 1a is CR 1a and X 3a is a nitrogen atom. [Aspect C72] In Aspect C32, X 1a is CR 1a and X 3a is a nitrogen atom. [Aspect C73] In Aspect C33, X 1a is CR 1a and X 3a is a nitrogen atom. [Aspect C74] In Aspect C34, X 1a is CR 1a and X3a is a nitrogen atom. [Aspect C75] In Aspect C35, X 1a is CR 1a and X 3a is a nitrogen atom. [Aspect C76] In Aspect C36, X 1a is CR 1a and X 3a is a nitrogen atom. [Aspect C77] In Aspect C37, X 1a is CR 1a and X 3a is a nitrogen atom. [Aspect C78] In Aspect C38, X 1a is CR 1a and X 3a is a nitrogen atom. [Aspect C79] In Aspect C39, X 1a is CR 1a and X 3a is a nitrogen atom. [Aspect C80] In Aspect C40, X 1a is CR 1a and X 3a is a nitrogen atom. [Aspect C81] In Aspect C41, X 1a is CR 1a and X 3a is a nitrogen atom. [Aspect C82] In Aspect C42, X 1a is CR 1a and X 3a is a nitrogen atom. [Aspect C83] In Aspect C43, X 1a is CR 1a and X 3a is a nitrogen atom. [Aspect C84] In the compound N of the present invention, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C85] In Aspect C1, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C86] In Aspect C2, X 1a is CR 1a and X 3ais a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C87] In Aspect C3, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C88] In Aspect C12, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C89] In Aspect C13, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C90] In Aspect C14, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C91] In Aspect C15, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C92] In Aspect C16, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C93] In Aspect C17, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C94] In Aspect C18, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C95] In Aspect C19, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C96] In Aspect C20, X 1a is CR 1a and X3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C97] In Aspect C21, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C98] In Aspect C22, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C99] In Aspect C23, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C100] In Aspect C24, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C101] In Aspect C25, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C102] In Aspect C26, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C103] In Aspect C27, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C104] In Aspect C28, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C105] In Aspect C29, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C106] In Aspect C30, X 1a is CR1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C107] In Aspect C31, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C108] In Aspect C32, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C109] In Aspect C33, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C110] In Aspect C34, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C111] In Aspect C35, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C112] In Aspect C36, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C113] In Aspect C37, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C114] In Aspect C38, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C115] In Aspect C39, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1ais a hydrogen atom. [Aspect C116] In Aspect C40, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C117] In Aspect C41, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C118] In Aspect C42, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C119] In Aspect C43, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C120] In compound N of the present invention, X 1a is a nitrogen atom, and X 3a A compound in which the nitrogen atom is

[0031] [Aspect C121] In the compound N of the present invention, X 1a is CR 1a [Aspect C122] In aspect C1, the compound 1a is CR 1a [Aspect C123] In aspect C2, the compound 1a is CR 1a [Aspect C124] In Aspect C3, the compound is 1a is CR 1a [Aspect C125] In aspect C12, the compound 1a is CR 1a [Aspect C126] In the aspect C13, X 1a is CR 1a [Aspect C127] In aspect C14, the compound 1a is CR 1a [Aspect C128] In the aspect C15, the compound 1a is CR 1a [Aspect C129] In the aspect C16, X 1a is CR1a [Aspect C130] In aspect C17, the compound 1a is CR 1a [Aspect C131] In aspect C18, the compound 1a is CR 1a [Aspect C132] In the aspect C19, X 1a is CR 1a [Aspect C133] In aspect C20, the compound 1a is CR 1a [Aspect C134] In the aspect C21, X 1a is CR 1a [Aspect C135] In aspect C22, the compound 1a is CR 1a [Aspect C136] In the aspect C23, X 1a is CR 1a [Aspect C137] In Aspect C24, the compound is 1a is CR 1a [Aspect C138] In aspect C25, the compound 1a is CR 1a [Aspect C139] In aspect C26, the compound 1a is CR 1a [Aspect C140] In aspect C27, the compound 1a is CR 1a [Aspect C141] In aspect C28, the compound 1a is CR 1a [Aspect C142] In the aspect C29, the compound 1a is CR 1a [Aspect C143] In Aspect C30, the compound 1a is CR 1a [Aspect C144] In Aspect C31, the compound is 1a is CR 1a [Aspect C145] In aspect C32, the compound 1a is CR 1a [Aspect C146] In the aspect C33, X 1a is CR 1a [Aspect C147] In Aspect C34, the compound is 1ais CR 1a [Aspect C148] In Aspect C35, the compound is 1a is CR 1a [Aspect C149] In aspect C36, the compound 1a is CR 1a [Aspect C150] In aspect C37, the compound 1a is CR 1a [Aspect C151] In aspect C38, the compound 1a is CR 1a [Aspect C152] In the aspect C39, the compound 1a is CR 1a [Aspect C153] In Aspect C40, the compound is 1a is CR 1a [Aspect C154] In the aspect C41, X 1a is CR 1a [Aspect C155] In aspect C42, the compound 1a is CR 1a [Aspect C156] In the aspect C43, X 1a is CR 1a [Aspect C157] In the compound N of the present invention, X 1a is CR 1a and R 1a is a hydrogen atom. [Aspect C158] In Aspect C1, X 1a is CR 1a and R 1a is a hydrogen atom. [Aspect C159] In Aspect C2, X 1a is CR 1a and R 1a is a hydrogen atom. [Aspect C160] In Aspect C3, X 1a is CR 1a and R 1a is a hydrogen atom. [Aspect C161] In Aspect C12, X 1a is CR 1a and R 1a is a hydrogen atom. [Aspect C162] In Aspect C13, X 1a is CR 1a and R 1ais a hydrogen atom. [Aspect C163] In Aspect C14, X 1a is CR 1a and R 1a is a hydrogen atom. [Aspect C164] In Aspect C15, X 1a is CR 1a and R 1a is a hydrogen atom. [Aspect C165] In Aspect C16, X 1a is CR 1a and R 1a is a hydrogen atom. [Aspect C166] In Aspect C17, X 1a is CR 1a and R 1a is a hydrogen atom. [Aspect C167] In Aspect C18, X 1a is CR 1a and R 1a is a hydrogen atom. [Aspect C168] In Aspect C19, X 1a is CR 1a and R 1a is a hydrogen atom. [Aspect C169] In Aspect C20, X 1a is CR 1a and R 1a is a hydrogen atom. [Aspect C170] In Aspect C21, X 1a is CR 1a and R 1a is a hydrogen atom. [Aspect C171] In Aspect C22, X 1a is CR 1a and R 1a is a hydrogen atom. [Aspect C172] In Aspect C23, X 1a is CR 1a and R 1a is a hydrogen atom. [Aspect C173] In Aspect C24, X 1a is CR 1a and R 1a is a hydrogen atom. [Aspect C174] In Aspect C25, X 1a is CR 1a and R 1a is a hydrogen atom. [Aspect C175] In Aspect C26, X 1a is CR1a and R 1a is a hydrogen atom. [Aspect C176] In Aspect C27, X 1a is CR 1a and R 1a is a hydrogen atom. [Aspect C177] In Aspect C28, X 1a is CR 1a and R 1a is a hydrogen atom. [Aspect C178] In Aspect C29, X 1a is CR 1a and R 1a is a hydrogen atom. [Aspect C179] In Aspect C30, X 1a is CR 1a and R 1a is a hydrogen atom. [Aspect C180] In Aspect C31, X 1a is CR 1a and R 1a is a hydrogen atom. [Aspect C181] In Aspect C32, X 1a is CR 1a and R 1a is a hydrogen atom. [Aspect C182] In Aspect C33, X 1a is CR 1a and R 1a is a hydrogen atom. [Aspect C183] In Aspect C34, X 1a is CR 1a and R 1a is a hydrogen atom. [Aspect C184] In Aspect C35, X 1a is CR 1a and R 1a is a hydrogen atom. [Aspect C185] In Aspect C36, X 1a is CR 1a and R 1a is a hydrogen atom. [Aspect C186] In Aspect C37, X 1a is CR 1a and R 1a is a hydrogen atom. [Aspect C187] In Aspect C38, X 1a is CR 1a and R 1ais a hydrogen atom. [Aspect C188] In Aspect C39, X 1a is CR 1a and R 1a is a hydrogen atom. [Aspect C189] In Aspect C40, X 1a is CR 1a and R 1a is a hydrogen atom. [Aspect C190] In Aspect C41, X 1a is CR 1a and R 1a is a hydrogen atom. [Aspect C191] In Aspect C42, X 1a is CR 1a and R 1a is a hydrogen atom. [Aspect C192] In Aspect C43, X 1a is CR 1a and R 1a A compound in which is a hydrogen atom.

[0032] [Embodiment C193] In the compound N of the present invention, X 3a is a nitrogen atom. [Aspect C194] In Aspect C1, X 3a is a nitrogen atom. [Aspect C195] In Aspect C2, X 3a is a nitrogen atom. [Aspect C196] In Aspect C3, X 3a is a nitrogen atom. [Aspect C197] In Aspect C12, X 3a is a nitrogen atom. [Aspect C198] In Aspect C13, X 3a is a nitrogen atom. [Aspect C199] In Aspect C14, X 3a is a nitrogen atom. [Aspect C200] In Aspect C15, X 3a is a nitrogen atom. [Aspect C201] In Aspect C16, X 3a is a nitrogen atom. [Aspect C202] In Aspect C17, X 3a is a nitrogen atom. [Aspect C203] In Aspect C18, X 3a is a nitrogen atom. [Aspect C204] In Aspect C19, X 3a is a nitrogen atom. [Aspect C205] In Aspect C20, X3a is a nitrogen atom. [Aspect C206] In Aspect C21, X 3a is a nitrogen atom. [Aspect C207] In Aspect C22, X 3a is a nitrogen atom. [Aspect C208] In Aspect C23, X 3a is a nitrogen atom. [Aspect C209] In Aspect C24, X 3a is a nitrogen atom. [Aspect C210] In Aspect C25, X 3a is a nitrogen atom. [Aspect C211] In Aspect C26, X 3a is a nitrogen atom. [Aspect C212] In Aspect C27, X 3a is a nitrogen atom. [Aspect C213] In Aspect C31, X 3a is a nitrogen atom. [Aspect C214] In Aspect C32, X 3a is a nitrogen atom. [Aspect C215] In Aspect C33, X 3a is a nitrogen atom. [Aspect C216] In Aspect C34, X 3a is a nitrogen atom. [Aspect C217] In Aspect C35, X 3a is a nitrogen atom. [Aspect C218] In Aspect C36, X 3a is a nitrogen atom. [Aspect C219] In Aspect C37, X 3a is a nitrogen atom. [Aspect C220] In Aspect C38, X 3a is a nitrogen atom. [Aspect C221] In Aspect C39, X 3a is a nitrogen atom. [Aspect C222] In Aspect C40, X 3a is a nitrogen atom. [Aspect C223] In Aspect C41, X 3a is a nitrogen atom. [Aspect C224] In Aspect C42, X 3a is a nitrogen atom. [Aspect C225] In Aspect C43, X 3a is a nitrogen atom. [Embodiment C226] In compound N of the present invention, X 3a is a nitrogen atom, and R 1ais a hydrogen atom. [Aspect C227] In Aspect C1, X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C228] In Aspect C2, X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C229] In Aspect C3, X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C230] In Aspect C12, X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C231] In Aspect C13, X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C232] In Aspect C14, X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C233] In Aspect C15, X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C234] In Aspect C16, X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C235] In Aspect C17, X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C236] In Aspect C18, X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C237] In Aspect C19, X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C238] In Aspect C20, X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C239] In Aspect C21, X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C240] In Aspect C22, X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C241] In Aspect C23, X 3ais a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C242] In Aspect C24, X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C243] In Aspect C25, X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C244] In Aspect C26, X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C245] In Aspect C27, X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C246] In Aspect C31, X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C247] In Aspect C32, X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C248] In Aspect C33, X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C249] In Aspect C34, X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C250] In Aspect C35, X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C251] In Aspect C36, X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C252] In Aspect C37, X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C253] In Aspect C38, X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C254] In Aspect C39, X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C255] In Aspect C40, X 3a is a nitrogen atom, and R 1ais a hydrogen atom. [Aspect C256] In Aspect C41, X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C257] In Aspect C42, X 3a is a nitrogen atom, and R 1a is a hydrogen atom. [Aspect C258] In Aspect C43, X 3a is a nitrogen atom, and R 1a A compound in which is a hydrogen atom.

[0033] [Aspect C259] A compound of the present invention N, wherein n a is 1. [Aspect C260] A compound of the present invention N, wherein n a is 2. [Aspect C261] A compound of the present invention N, wherein X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom and n a is 2. [Aspect C262] In aspect C1, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom and n a is 2. [Aspect C263] In Aspect C2, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom and n a is 2. [Aspect C264] In Aspect C3, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom and n a is 2. [Aspect C265] In Aspect C12, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom and n a is 2. [Aspect C266] In Aspect C13, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom and n a is 2. [Aspect C267] In Aspect C14, X 1a is CR1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom and n a is 2. [Aspect C268] In Aspect C15, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom and n a is 2. [Aspect C269] In Aspect C16, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom and n a is 2. [Aspect C270] In Aspect C17, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom and n a is 2. [Aspect C271] In Aspect C18, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom and n a is 2. [Aspect C272] In Aspect C19, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom and n a is 2. [Aspect C273] In Aspect C20, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom and n a is 2. [Aspect C274] In Aspect C21, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom and n a is 2. [Aspect C275] In Aspect C22, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom and n a is 2. [Aspect C276] In Aspect C23, X 1a is CR 1aand X 3a is a nitrogen atom, and R 1a is a hydrogen atom and n a is 2. [Aspect C277] In Aspect C24, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom and n a is 2. [Aspect C278] In Aspect C25, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom and n a is 2. [Aspect C279] In Aspect C26, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom and n a is 2. [Aspect C280] In Aspect C27, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom and n a is 2. [Aspect C281] In Aspect C28, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom and n a is 2. [Aspect C282] In Aspect C29, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom and n a is 2. [Aspect C283] In Aspect C30, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom and n a is 2. [Aspect C284] In Aspect C31, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom and n a is 2. [Aspect C285] In Aspect C32, X 1a is CR 1a and X3a is a nitrogen atom, and R 1a is a hydrogen atom and n a is 2. [Aspect C286] In Aspect C33, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom and n a is 2. [Aspect C287] In Aspect C34, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom and n a is 2. [Aspect C288] In Aspect C35, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom and n a is 2. [Aspect C289] In Aspect C36, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom and n a is 2. [Aspect C290] In Aspect C37, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom and n a is 2. [Aspect C291] In Aspect C38, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom and n a is 2. [Aspect C292] In Aspect C39, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom and n a is 2. [Aspect C293] In Aspect C40, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom and n a is 2. [Aspect C294] In Aspect C41, X 1a is CR 1a and X 3ais a nitrogen atom, and R 1a is a hydrogen atom and n a is 2. [Aspect C295] In Aspect C42, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a is a hydrogen atom and n a is 2. [Aspect C296] In Aspect C43, X 1a is CR 1a and X 3a is a nitrogen atom, and R 1a A compound in which is a hydrogen atom and n a is 2.

[0034] [Embodiment C297] In the compound N of the present invention, X 1a is CR 1a and R 1a is a hydrogen atom and n a is 2. [Aspect C298] In aspect C1, X 1a is CR 1a and R 1a is a hydrogen atom and n a is 2. [Aspect C299] In Aspect C2, X 1a is CR 1a and R 1a is a hydrogen atom and n a is 2. [Aspect C300] In aspect C3, X 1a is CR 1a and R 1a is a hydrogen atom and n a is 2. [Aspect C301] In Aspect C12, X 1a is CR 1a and R 1a is a hydrogen atom and n a is 2. [Aspect C302] In Aspect C13, X 1a is CR 1a and R 1a is a hydrogen atom and n a is 2. [Aspect C303] In Aspect C14, X 1a is CR 1a and R 1a is a hydrogen atom and n a is 2. [Aspect C304] In Aspect C15, X 1a is CR 1a and R 1ais a hydrogen atom and n a is 2. [Aspect C305] In Aspect C16, X 1a is CR 1a and R 1a is a hydrogen atom and n a is 2. [Aspect C306] In Aspect C17, X 1a is CR 1a and R 1a is a hydrogen atom and n a is 2. [Aspect C307] In Aspect C18, X 1a is CR 1a and R 1a is a hydrogen atom and n a is 2. [Aspect C308] In Aspect C19, X 1a is CR 1a and R 1a is a hydrogen atom and n a is 2. [Aspect C309] In Aspect C20, X 1a is CR 1a and R 1a is a hydrogen atom and n a is 2. [Aspect C310] In aspect C21, X 1a is CR 1a and R 1a is a hydrogen atom and n a is 2. [Aspect C311] In aspect C22, X 1a is CR 1a and R 1a is a hydrogen atom and n a is 2. [Aspect C312] In Aspect C23, X 1a is CR 1a and R 1a is a hydrogen atom and n a is 2. [Aspect C313] In Aspect C24, X 1a is CR 1a and R 1a is a hydrogen atom and n a is 2. [Aspect C314] In Aspect C25, X 1a is CR 1a and R 1a is a hydrogen atom and n a is 2. [Aspect C315] In aspect C26, X 1a is CR 1a and R 1a is a hydrogen atom and n a is 2. [Aspect C316] In aspect C27, X1a is CR 1a and R 1a is a hydrogen atom and n a is 2. [Aspect C317] In aspect C28, X 1a is CR 1a and R 1a is a hydrogen atom and n a is 2. [Aspect C318] In Aspect C29, X 1a is CR 1a and R 1a is a hydrogen atom and n a is 2. [Aspect C319] In Aspect C30, X 1a is CR 1a and R 1a is a hydrogen atom and n a is 2. [Aspect C320] In Aspect C31, X 1a is CR 1a and R 1a is a hydrogen atom and n a is 2. [Aspect C321] In Aspect C32, X 1a is CR 1a and R 1a is a hydrogen atom and n a is 2. [Aspect C322] In Aspect C33, X 1a is CR 1a and R 1a is a hydrogen atom and n a is 2. [Aspect C323] In Aspect C34, X 1a is CR 1a and R 1a is a hydrogen atom and n a is 2. [Aspect C324] In Aspect C35, X 1a is CR 1a and R 1a is a hydrogen atom and n a is 2. [Aspect C325] In aspect C36, X 1a is CR 1a and R 1a is a hydrogen atom and n a is 2. [Aspect C326] In Aspect C37, X 1a is CR 1a and R 1a is a hydrogen atom and n a is 2. [Aspect C327] In aspect C38, X 1a is CR 1a and R 1ais a hydrogen atom and n a is 2. [Aspect C328] In Aspect C39, X 1a is CR 1a and R 1a is a hydrogen atom and n a is 2. [Aspect C329] In Aspect C40, X 1a is CR 1a and R 1a is a hydrogen atom and n a is 2. [Aspect C330] In Aspect C41, X 1a is CR 1a and R 1a is a hydrogen atom and n a is 2. [Aspect C331] In Aspect C42, X 1a is CR 1a and R 1a is a hydrogen atom and n a is 2. [Aspect C332] In Aspect C43, X 1a is CR 1a and R 1a is a hydrogen atom and n a is 2. [Aspect C333] In compound N of the present invention, X 3a is CR 3a [Aspect C334] In the compound N of the present invention, X 3a A compound in which the nitrogen atom is

[0035] [Aspect A1] A method for controlling soybean rust fungi by applying the present compound to soybeans or soil in which soybeans are grown. [Aspect A2] Seeds or vegetative reproductive organs carrying an effective amount of the present compound. [Aspect AC1] A method for controlling soybean rust fungi by applying the present compound to soybeans or soil in which soybeans are grown.

[0036] Next, the method for producing the present compound (including the compound of the present invention) will be described.

[0037] Production Method A A compound represented by formula (I-b) (hereinafter referred to as compound (I-b)) or a compound represented by formula (I-c) (hereinafter referred to as compound (I-c)) can be produced by reacting a compound represented by formula (I-a) (hereinafter referred to as compound (I-a)) with an oxidizing agent. [In the formula, the symbols have the same meanings as above.] First, a method for producing compound (I-b) from compound (I-a) will be described. The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include halogenated hydrocarbons such as dichloromethane, chloroform, and chlorobenzene (hereinafter referred to as halogenated hydrocarbons); nitriles such as acetonitrile and propionitrile (hereinafter referred to as nitriles); alcohols such as methanol and ethanol (hereinafter referred to as alcohols); acetic acid; water; and mixtures of two or more of these. Examples of oxidizing agents used in the reaction include sodium periodate, m-chloroperbenzoic acid (hereinafter referred to as mCPBA), and hydrogen peroxide. When hydrogen peroxide is used as the oxidizing agent, a base or catalyst may be added as necessary. Examples of bases used in the reaction include sodium carbonate. When a base is used in the reaction, the base is usually used in a ratio of 0.01 to 1 mole per mole of compound (I-a). Examples of catalysts used in the reaction include sodium tungstate. When a catalyst is used in the reaction, the catalyst is typically used in a ratio of 0.01 to 0.5 moles per mole of compound (I-a). In the reaction, the oxidizing agent is typically used in a ratio of 1 to 1.2 moles per mole of compound (I-a). The reaction temperature is typically in the range of -20 to 80°C. The reaction time is typically in the range of 0.1 to 12 hours. After completion of the reaction, water is added to the reaction mixture, followed by extraction with an organic solvent. The organic layer is washed, as necessary, with an aqueous solution of a reducing agent (e.g., sodium sulfite, sodium thiosulfate) and an aqueous solution of a base (e.g., sodium bicarbonate). The organic layer is dried and concentrated to obtain compound (I-b).

[0038] Next, a method for producing compound (I-c) from compound (I-b) will be described. The reaction is typically carried out in a solvent. Examples of solvents used in the reaction include halogenated hydrocarbons, nitriles, alcohols, acetic acid, water, and mixtures of two or more of these. Examples of oxidizing agents used in the reaction include mCPBA and hydrogen peroxide. When hydrogen peroxide is used as the oxidizing agent, a base or catalyst may be added as necessary. Examples of bases used in the reaction include sodium carbonate. When a base is used in the reaction, the base is typically used in a ratio of 0.01 to 1 mole per mole of compound (I-b). Examples of catalysts used in the reaction include sodium tungstate. When a catalyst is used in the reaction, the catalyst is typically used in a ratio of 0.01 to 0.5 moles per mole of compound (I-b). The oxidizing agent is typically used in a ratio of 1 to 2 moles per mole of compound (I-b). The reaction temperature is typically within the range of -20 to 120°C. The reaction time is usually in the range of 0.1 to 12 hours. After completion of the reaction, water is added to the reaction mixture, which is then extracted with an organic solvent. The organic layer is washed, if necessary, with an aqueous solution of a reducing agent (e.g., sodium sulfite or sodium thiosulfate) and an aqueous solution of a base (e.g., sodium bicarbonate). The organic layer is dried and concentrated to obtain compound (I-c).

[0039] 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).

[0040] Production Method B Compound (I-a) can be produced by reacting a compound represented by formula (B1) (hereinafter referred to as compound (B1)) with a compound represented by formula (M1) (hereinafter referred to as compound (M1)) in the presence of a base. [In the formula, X 51represents a chlorine atom, a bromine atom, an iodine atom, a mesyloxy group, or a triflyloxy group, and other symbols have the same meanings as above.] The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include hydrocarbons such as hexane, toluene, and xylene (hereinafter referred to as hydrocarbons); ethers such as methyl tert-butyl ether (hereinafter referred to as MTBE), tetrahydrofuran (hereinafter referred to as THF), and dimethoxyethane (hereinafter referred to as DME) (hereinafter referred to as ethers); halogenated hydrocarbons; amides such as dimethylformamide (hereinafter referred to as DMF) and N-methylpyrrolidone (hereinafter referred to as NMP) (hereinafter referred to as amides); esters such as methyl acetate and ethyl acetate (hereinafter referred to as esters); nitriles; water; and mixtures of two or more of these. Examples of the base include organic bases such as triethylamine and pyridine (hereinafter referred to as organic bases); alkali metal carbonates such as sodium carbonate and potassium carbonate (hereinafter referred to as alkali metal carbonates); alkali metal hydrogencarbonates such as sodium hydrogencarbonate and potassium hydrogencarbonate (hereinafter referred to as alkali metal hydrogencarbonates); sodium hydride and tripotassium phosphate. A metal catalyst and / or a ligand may be used in the reaction, if necessary. Examples of the metal catalyst include copper catalysts such as copper(I) iodide, copper(I) bromide, copper(I) chloride, copper(I) oxide, copper(I) trifluoromethanesulfonate benzene complex, tetrakis(acetonitrile)copper(I) hexafluorophosphate, and copper(I) 2-thiophenecarboxylate; nickel catalysts such as bis(cyclooctadiene)nickel(0) and nickel(II) chloride; and palladium catalysts such as palladium acetate, tris(dibenzylideneacetone)dipalladium(0), tetrakis(triphenylphosphine)palladium(0), and [1,1'-bis(diphenylphosphino)ferrocene]palladium(II) dichloride. When a metal catalyst is used in the reaction, the metal catalyst is usually used in a ratio of 0.01 to 1 mole per mole of compound (B1).Examples of the ligand include triphenylphosphine, xantphos, 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl, 1,1'-bis(diphenylphosphino)ferrocene, 2-dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl, 2-dicyclohexylphosphino-2',6'-dimethoxybiphenyl, 1,2-bis(diphenylphosphino)ethane, 2,2'-bipyridine, 2-aminoethanol, 8-hydroxyquinoline, 1,10-phenanthroline, trans-1,2-cyclohexanediamine, trans-N,N'-dimethylcyclohexane-1,2-diamine, N,N'-dimethylethylenediamine, and N,N-dimethylglycine hydrochloride. When a ligand is used in the reaction, the ligand is usually used in a ratio of 0.01 to 1 mole per mole of compound (B1). In the reaction, compound (M1) is usually used in a ratio of 1 to 10 moles and base is usually used in a ratio of 1 to 10 moles per mole of compound (B1). The reaction temperature is usually in the range of 0 to 150°C. The reaction time is usually in the range of 0.1 to 48 hours. After completion of the reaction, compound (I-a) can be isolated by adding water to the reaction mixture, extracting with an organic solvent, and performing post-treatment operations such as drying and concentrating the organic layer. Compound (M1) is known or can be produced according to known methods.

[0041] Production Method C The compound represented by formula (I) can be produced by reacting a compound represented by formula (B2) (hereinafter referred to as compound (B2)) with a compound represented by formula (M2) (hereinafter referred to as compound (M2)) in the presence of a palladium catalyst and a base. [In the formula, X 52 represents a chlorine atom, a bromine atom, an iodine atom, or a triflyloxy group; M 1represents B(OH)2 or a 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl group, and the other symbols have the same meanings as above.] The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include hydrocarbons, ethers, halogenated hydrocarbons, amides, esters, nitriles, dimethyl sulfoxide (hereinafter referred to as DMSO), water, and mixtures of two or more of these. Examples of palladium catalysts used in the reaction include palladium(II) acetate and [1,1'-bis(diphenylphosphino)ferrocene]palladium(II) dichloride. Examples of bases used in the reaction include organic bases, alkali metal carbonates, alkali metal hydrogencarbonates, sodium fluoride, and tripotassium phosphate. In the reaction, compound (M2) is typically used in a ratio of 0.5 to 2 moles, palladium catalyst typically in a ratio of 0.01 to 0.3 moles, and base typically in a ratio of 1 to 10 moles per mole of compound (B2). The reaction temperature is typically in the range of 0 to 150°C. The reaction time is typically in the range of 0.1 to 120 hours. After completion of the reaction, the compound represented by formula (I) can be isolated by post-treatment procedures such as adding water to the reaction mixture, extracting with an organic solvent, and drying and concentrating the organic layer. Compound (M2) is a commercially available compound or can also be produced according to known methods.

[0042] Production Method D The compound represented by formula (I) can also be produced by reacting a compound represented by formula (B3) (hereinafter referred to as compound (B3)) with a compound represented by formula (M3) (hereinafter referred to as compound (M3)) in the presence of a palladium catalyst and a base. [In the formula, the symbols have the same meanings as defined above.] The reaction can be carried out in accordance with Production Method C, using compound (M3) instead of compound (B2) and compound (B3) instead of compound (M2). Compound (M3) is known or can be produced in accordance with a known method.

[0043] Production Method E Compound (I-a) can also be produced by reacting a compound represented by formula (B4) (hereinafter referred to as compound (B4)) with a compound represented by formula (M4) (hereinafter referred to as compound (M4)) in the presence of a base. [In the formula, X 53 represents a halogen atom, a mesyloxy group, or a triflyloxy group, and the other symbols have the same meanings as above.] The reaction is usually carried out in a solvent. Examples of the solvent used in the reaction include alcohols, nitriles, ethers, aromatic hydrocarbons, amides, water, and mixtures of two or more of these. Examples of the base used in the reaction include alkali metal hydrides such as lithium hydride and sodium hydride, alkali metal carbonates, organic bases, sodium hydride, and tripotassium phosphate. X 53When is a bromine atom, an iodine atom, or a triflyloxy group, a metal catalyst and a ligand may be added as necessary. Examples of the metal catalyst used in the reaction include palladium catalysts such as palladium(II) acetate and [1,1'-bis(diphenylphosphino)ferrocene]palladium(II) dichloride; nickel catalysts such as bis(cyclooctadiene)nickel(0) and nickel(II) chloride; and copper catalysts such as copper(I) iodide and copper(I) chloride. When a metal catalyst is used in the reaction, the metal catalyst is usually used in a ratio of 0.01 to 1 mole per mole of compound (B4). Examples of the ligand used in the reaction include triphenylphosphine, xantphos, 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl, 1,1'-bis(diphenylphosphino)ferrocene, 2-dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl, 2-dicyclohexylphosphino-2',6'-dimethoxybiphenyl, 1,2-bis(diphenylphosphino)ethane, 2,2'-bipyridine, 2-aminoethanol, 8-hydroxyquinoline, and 1,10-phenanthroline. When a ligand is used in the reaction, the ligand is typically used in a ratio of 0.01 to 1 mole per mole of compound (B4). In the reaction, compound (M4) is typically used in a ratio of 1 to 10 moles, and a base is typically used in a ratio of 1 to 10 moles per mole of compound (B4). The reaction temperature is usually in the range of -20°C to 200°C. The reaction time is usually in the range of 0.1 to 72 hours. After completion of the reaction, compound (I-a) can be obtained by post-treatment operations such as adding water to the reaction mixture, extracting with an organic solvent, and drying and concentrating the organic layer. Compound (M4) is known or can be produced according to known methods.

[0044] Production Method F Compound (Ic) can be produced by reacting compound (B4) with a compound represented by formula (M5) (hereinafter referred to as compound (M5)). [In the formula, the symbols have the same meanings as defined above.] The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include hydrocarbons, ethers, halogenated hydrocarbons, amides, nitriles, DMSO, water, and mixtures of two or more of these. In the reaction, compound (M5) is usually used in a ratio of 1 to 3 moles per mole of compound (B4). The reaction temperature is usually in the range of 0 to 150°C. The reaction time is usually in the range of 0.1 to 48 hours. After completion of the reaction, compound (I-c) can be isolated by post-treatment such as adding water to the reaction mixture, extracting with an organic solvent, and drying and concentrating the organic layer. Compound (M5) is either known or can be produced according to a known method.

[0045] Reference Production Method A Compound (B1) can be produced by reacting compound (B4) with a sulfiding agent. [wherein the symbols have the same meanings as defined above.] The reaction can be carried out according to Production Method E, except that a sulfurizing agent such as hydrogen sulfide is used in place of compound (M4).

[0046] Reference Production Method B Compound (B4) can be produced by reacting a compound represented by formula (C1) (hereinafter referred to as compound (C1)) with compound (M2) in the presence of a palladium catalyst and a base. [In the formula, the symbols have the same meanings as defined above.] The reaction can be carried out using compound (C1) instead of compound (B2) in accordance with Production Method C. Compound (C1) is known or can be produced in accordance with a known method.

[0047] Reference Production Method C A compound represented by formula (C3) (hereinafter referred to as compound (C3)) can be produced by reacting a compound represented by formula (C2) (hereinafter referred to as compound (C2)) with compound (M1) in the presence of a base. [In the formula, X 54represents a chlorine atom, a bromine atom, an iodine atom, a triflyloxy group, or a 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl group, and other symbols have the same meanings as above.] The reaction can be carried out using compound (C2) instead of compound (B1) in accordance with Production Method B. Compound (C2) is known or can be produced in accordance with a known method.

[0048] Reference Production Method D A compound represented by formula (C4) (hereinafter referred to as compound (C4)) or a compound represented by formula (C5) (hereinafter referred to as compound (C5)) can be produced by reacting compound (C3) with an oxidizing agent. [In the formula, the symbols have the same meanings as defined above.] The reaction can be carried out according to Production Method A, except that compound (C3) is used in place of compound (I-a) and compound (C4) is used in place of compound (I-b).

[0049] Reference Production Method E The compound represented by formula (C6) (hereinafter referred to as compound (C6)) can be produced by reacting compound (B2) with bis(pinacolato)diboron in the presence of a base and a palladium catalyst. [wherein the symbols have the same meanings as defined above.] The reaction can be carried out according to Production Method C, except that bis(pinacolato)diboron is used in place of Compound (M2).

[0050] 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.

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

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

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

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

[0055] Examples of combinations of the present 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 groups SX1 to SX21. 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).

[0056] 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, bentiofluormin + SX, benzoximate + SX, benzpyrimoxan + SX, beta-cyfluthrin + SX 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, cybenzoxasulfyl + 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, Mistletoe extract (extract of Viscum album) + 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 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, tiapyrachlor + 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, vadescana + SX, vamidothion + SX, Quassia amara wood extract + SX, 3,5-dimethylphenyl N-methylcarbamate (XMC) + SX, xylylcarb + SX, zeta-cypermethrin + SX, zinc phosphide + SX, 4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-2-methyl-N-(1-oxothietan-3-yl)benzamide (1241050-20-3) + SX, 3-methoxy-N-(5-{5-(trifluoromethyl)-5-[3-(trifluoromethyl)phenyl]-4,5-dihydro-1,2-oxazol-3-yl}indan-1-yl)propanamide (1118626-57-5) + SX, N-{4-chloro-3-[(1-cyanocyclopropyl)carbamoyl]phenyl}-1-methyl-4-(methanesulfonyl)-3-(1,1,2,2,2-pentafluoroethyl)-1H-pyrazole-3-carboxamide (1400768-21-9) + SX, N-[3-chloro-1-(pyridin-3-yl)-1H-pyrazol-4-yl]-2-(methanesulfonyl)propanamide (2396747-83-2) + SX, N-[4-chloro-2-(pyridin-3-yl)-1,3-thiazol-5-yl]-N-ethyl-3-(methanesulfonyl)propanamide + SX, 1,4-dimethyl-2-[2-(pyridin-3-yl)-2H-indazol-5-yl]-1,2,4-triazolidine-3,5-dione (2171099-09-3) + SX, 2-isopropyl-5-[(3,4,4-trifluoro-3-buten-1-yl)sulfonyl]-1,3,4-thiadiazole (2058052-95-0) + SX, N-({2-fluoro-4-[(2S,3S)-2-hydroxy-3-(3,4,5-trichlorophenyl)-3-(trifluoromethyl)pyrrolidin-1-yl]phenyl}methyl)cyclopropanecarboxamide + SX, 7-fluoro-N-[1-(methylsulfanyl)-2-methylpropan-2-yl]-2-(pyridin-3-yl)-2H-indazole-4-carboxamide + SX, 7-fluoro-N-[1-(methanesulfinyl)-2-methylpropan-2-yl]-2-(pyridin-3-yl)-2H-indazole-4-carboxamide + SX, 7-fluoro-N-[1-(methanesulfonyl)-2-methylpropan-2-yl]-2-(pyridin-3-yl)-2H-indazole-4-carboxamide + SX, N-[1-(difluoromethyl)cyclopropyl]-2-(pyridin-3-yl)-2H-indazole-4-carboxamide + SX, 2,9-dihydro-9-(methoxymethyl)-2-(pyridin-3-yl)-10H-pyrazolo[3,4-f]pyrido[2,3-b][1,4]oxazepin-10-one (2607927-97-7) + SX, Bacillus thuringiensis-derived Cry1Ab protein + SX,Cry1Ac protein from Bacillus thuringiensis (Bacillus thuringiensis 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 thuringiensis Cry3Ab protein + SX, 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, Cydia pomonella GV strain V15 + SX, Cydia pomonella GV strain V22 + SX, Cryptophlebia leucotreta GV + SX, Dendrolimus punctatus cypovirus + SX, Helicoverpa armigera nucleopolyhedrovirus BV-0003 + SX, Helicoverpa zea ... NPV) + SX, Lymantria dispar NPV + SX, Mamestra brassicae NPV + SX, Mamestra configurata NPV + SX, Neodiprion abietis NPV + SX, Neodiprion lecontei NPV + SX, Neodiprion sertifer NPV + SX, Nosema locustae NPV + SX, Orgyia pseudotsugata NPV + SX, Pieris rapae granulosis virus (GV) + SX, Plodia interpunctella granulosis virus (GV) + SX, Spodoptera exigua MNPV + SX,Spodoptera littoralis MNPV + SX, Spinach squid (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。,

[0057] 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, feneptamidoquin + SX, fenfuram + SX, fenhexamid + SX, fenopyramide + 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-aluminum + SX,Fuberidazole + SX, furalaxyl + SX, furametpyr + SX, galquin + 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, isofleucine + 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 (Chenopodiaceae) + 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,トリチコナゾール(triticonazole) + SX, バリダマイシン(validamycin) + SX, バリフェナレート(valifenalate) + SX, ビンクロゾリン(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, 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-difluorop henyl)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™ EZ Nematicide) + SX, Bacillus amyloliquefaciens strain AT332 + SX, Bacillus amyloliquefaciens strain B3 + SX, Bacillus amyloliquefaciens strain D747 + SX, Bacillus amyloliquefaciens strain DB101 + SX, Bacillus amyloliquefaciens strain DB102 + SX, Bacillus amyloliquefaciens strain GB03 + SX, Bacillus amyloliquefaciens strain FZB24 + SX, Bacillus amyloliquefaciens strain FZB42 + SX, Bacillus amyloliquefaciens strain IN937a + SX,Bacillus amyloliquefaciens strain MBI600 + SX, Bacillus amyloliquefaciens strain QST713 + SX, Bacillus amyloliquefaciens isolate strain B246 + SX, Bacillus amyloliquefaciens strain F727 + SX, Bacillus amyloliquefaciens subsp. plantarum strain D747 + SX, Bacillus licheniformis strain HB-2 + SX, Bacillus licheniformis strain SB3086 + SX, Bacillus pumilus strain AQ717 + SX, Bacillus pumilus strain BUF-33 + SX, Bacillus pumilus strain GB34 + SX, Bacillus pumilus strain QST2808 + SX, Bacillus simplex strain CGF2856 + SX, Bacillus subtilis strain AQ153 + SX, Bacillus subtilis strain AQ743 + SX, Bacillus subtilis strain BU1814 + SX, Bacillus subtilis strain D747 + SX, Bacillus subtilis strain DB101 + SX, Bacillus subtilis strain FZB24 + SX, Bacillus subtilis strain GB03 + SX, Bacillus subtilis strain HAI0404 + SX, Bacillus subtilis strain IAB / BS03 + SX, Bacillus subtilis strain MBI600 + SX, Bacillus subtilis strain QST30002 / AQ30002 + SX, Bacillus subtilis strain QST30004 / AQ30004 + SX,Bacillus subtilis strain QST713 + SX, Bacillus subtilis strain QST714 + SX, Bacillus subtilis var. Amyloliquefaciens strain FZB24 + SX, Bacillus subtilis strain Y1336 + SX, Burkholderia cepacia + SX, Burkholderia cepacia type Wisconsin strain J82 + SX, Burkholderia cepacia type Wisconsin strain M54 + SX, Candida oleophila strain O + SX, Candida saitoana + SX, Chaetomium cupreum + SX, Clonostachys rosea + SX, Coniothyrium minitans strain CGMCC8325 + SX, Coniothyrium minitans strain CON / M / 91-8 + SX, cryptococcus albidus + SX, Erwinia carotovora subsp. carotovora strain CGE234M403 + SX, Fusarium oxysporum strain Fo47 + SX, Gliocladium catenulatum strain J1446 + SX, Paenibacillus polymyxa strain AC-1 + SX, Paenibacillus polymyxa strain BS-0105 + SX, Pantoea agglomerans strain E325 + SX, Phlebiopsis gigantea strain VRA1992 + SX, Pseudomonas aureofaciens strain TX-1 + SX, Pseudomonas chlororaphis strain 63-28 + SX, Pseudomonas chlororaphis strain AFS009 + SX,Pseudomonas chlororaphis strain MA342 + SX, Pseudomonas fluorescens strain 1629RS + SX, Pseudomonas fluorescens strain A506 + SX, Pseudomonas fluorescens strain CL145A + SX, Pseudomonas fluorescens strain G7090 + SX, Pseudomonas sp. strain CAB-02 + SX, Pseudomonas syringae strain 742RS + SX, Pseudomonas syringae strain MA-4 + SX, Pseudozyma flocculosa strain PF-A22UL + SX, Pseudomonas rhodesiae strain HAI-0804 + SX, Pythium oligandrum strain DV74 + SX, Pythium oligandrum strain M1 + SX, Streptomyces griseoviridis strain K61 + SX, Streptomyces lydicus strain WYCD108US + SX, Streptomyces lydicus strain WYEC108 + SX, Talaromyces flavus strain SAY-Y-94-01 + SX, Talaromyces flavus strain V117b + SX, Trichoderma asperellum strain ICC012 + SX, Trichoderma asperellum SKT-1 + SX, Trichoderma asperellum strain T25 + SX, Trichoderma asperellum strain T34 + SX, Trichoderma asperellum strain TV1 + SX, Trichoderma atroviride strain CNCM 1-1237 + SX, Trichoderma atroviride strain LC52 + SX,Trichoderma atroviride strain IMI 206040 + SX, Trichoderma atroviride strain SC1 + SX, Trichoderma atroviride strain SKT-1 + SX, Trichoderma atroviride strain T11 + SX, Trichoderma gamsii strain ICC080 + SX, Trichoderma harzianum strain 21 + SX, Trichoderma harzianum strain DB104 + SX, Trichoderma harzianum strain DSM 14944 + SX, Trichoderma harzianum strain ESALQ-1303 + SX, Trichoderma harzianum strain ESALQ-1306 + SX, Trichoderma harzianum strain IIHR-Th-2 + SX, Trichoderma harzianum strain ITEM908 + SX, Trichoderma harzianum strain kd + SX, Trichoderma harzianum strain MO1 + SX, Trichoderma harzianum strain SF + SX, Trichoderma harzianum strain T22 + SX, Trichoderma harzianum strain T39 + SX, Trichoderma harzianum strain T78 + SX, Trichoderma harzianum strain TH35 + SX, Trichoderma polysporum strain IMI206039 + SX, trichoderma stromaticum + SX, Trichoderma virens strain G-41 + SX, Trichoderma virens strain GL-21 + SX, Trichoderma viride + SX,Variovorax paradoxus strain CGF4526 + SX, Harpin protein + SX。,

[0058] Combinations of the present 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. ,

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

[0060] 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.

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

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

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

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

[0065] The present compound, the compound of the present invention, or Composition A is typically formulated into an aqueous suspension, oil suspension, oil concentrate, emulsifiable concentrate, emulsion, microemulsion, microcapsule, wettable powder, water dispersible granule, dust, granule, or other formulation by mixing an inert carrier such as a solid carrier or a liquid carrier with a surfactant, and optionally adding formulation adjuvants such as a binder, dispersant, or stabilizer. In addition to these formulations, the present compound, the compound of the present invention, or Composition A can also be formulated into a dosage form described in "Manual on development and use of FAO and WHO Specifications for pesticides," FAO Plant Production and Protection Papers-271 to 276, prepared by the FAO / WHO Joint Meeting on Pesticide Specifications, 2016, ISSN:0259-2517. These formulations typically contain 0.0001% to 99% by weight of the present compound, the compound of the present invention, or Composition A.

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

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

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

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

[0070] Furthermore, an adjuvant can be used as a component that enhances or supports the efficacy of the present compound, the compound of the present invention, or Composition A. 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).

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

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

[0073] Seedlings include seedlings and saplings.

[0074] Examples of methods for controlling plant diseases by applying an effective amount of the present compound, the compound of the present invention, or Composition A to soil include methods of applying an effective amount of the present compound, 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).

[0075] Seed treatments include, for example, treatment of seeds or vegetative reproductive organs with the present compound, the compound of the present invention, or Composition A. More specifically, examples include spray treatments in which a suspension of the present compound, the compound of the present invention, or Composition A is sprayed onto the surface of seeds or vegetative reproductive organs; smear treatments in which the present compound, 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 present compound, 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 present compound, the compound of the present invention, or Composition A (film coating treatment, pellet coating treatment, etc.). The above-mentioned vegetative reproductive organs particularly include seed potatoes. In the present invention, the term "seeds or vegetative reproductive organs carrying the present compound, the compound of the present invention, or Composition A" refers to seeds or vegetative reproductive organs in which the present compound, the compound of the present invention, or Composition A is attached to the surface of the seeds or vegetative reproductive organs. The above-mentioned seeds or vegetative reproductive organs carrying the present compound, the compound of the present invention, or Composition A may have materials other than the present compound, the compound of the present invention, or Composition A attached to them before or after the application of the present compound, the compound of the present invention, or Composition A to the seeds or vegetative reproductive organs. Furthermore, when composition A is attached to the surface of a seed or vegetative reproductive organ in the form of a layer, the layer may consist of one layer or multiple layers. Furthermore, when it 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 bearing the present compound, the compound of the present invention, or composition A can be obtained, for example, by applying a formulation containing the present compound, the compound of the present invention, or composition A to seeds or vegetative reproductive organs by the seed treatment method described above.

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

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

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

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

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

[0081] In this specification, Me represents a methyl group, Et represents an ethyl group, Pr represents a propyl group, i-Pr represents an isopropyl group, c-Pr represents a cyclopropyl group, Bu represents a butyl group, Ph represents a phenyl group, 2-Thie represents a 2-thienyl group, 3-Thie represents a 3-thienyl group, 2-Fura represents a 2-furanyl group, 3-Fura represents a 3-furanyl group, 2-Py represents a 2-pyridyl group, 3-Py represents a 3-pyridyl group, 4-Py represents a 4-pyridyl group, 2-Pyrazin represents a pyrazin-2-yl group, 2-Pyrimid represents a pyrimidin-2-yl group, 4-Pyrimid represents a pyrimidin-4-yl group, c-Pen represents a cyclopentyl group, and 2-Me-3-Tet-fura represents a 2-methyl-tetrahydrofuran-3-yl group. If these groups have a substituent, the substituent is written in front of the symbol for the group along with the position of substitution. For example, 4-OMe-Ph represents a 4-methoxyphenyl group, and 3,5-Me2-Ph represents a 3,5-dimethylphenyl group.

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

[0083]

[0084] [MS conditions] Detector: LCMS-2020 (manufactured by Shimadzu Corporation) Ionization method: DUIS (ESI, APCI)

[0085] First, examples of the preparation of the present compounds (including the compounds of the present invention) will be shown.

[0086] Preparation Example 1 A mixture of 0.40 g of Intermediate 1, 0.25 g of phenylboronic acid, 0.10 g of {1,1'-bis(diphenylphosphino)ferrocene}dichloropalladium(II), 0.85 g of tripotassium phosphate, 4 mL of DME, and 0.02 mL of water was stirred under reflux for 5 hours. The resulting mixture was allowed to cool to room temperature, and then water was added and extracted with ethyl acetate. The resulting organic layer was concentrated under reduced pressure, and the resulting residue was subjected to silica gel column chromatography (hexane:ethyl acetate=1:1) to obtain 0.30 g of Compound 1 represented by the following formula: This compound 1: 1 H-NMR (CDCl3) δ: 8.70 (1H, dq), 8.28 (1H, t), 8.24 (1H, dt), 8.05 (1H, dq), 7.94 (1H, td), 7.83 (1H, dq), 7.63-7.59 (3H, m), 7.49-7.45 (3H, m), 7.42-7.38 (1H, m).

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

[0088] This compound 2: 1 H-NMR (CDCl3) δ: 9.18 (1H, dd), 8.80 (1H, dd), 8.25 (1H, ddd), 8.18 (1H, t), 7.96-7.93 (1H, m), 7.84-7.81 (1H, m), 7.64-7.56 (3H, m), 7.51-7.40 (4H, m). Compound 3: LC / MS [M+H]+= 296, RT= 1.84min Compound 4: 1H-NMR (CDCl3) δ: 9.42 (1H, d), 8.78 (1H, d), 8.66 (1H, dd), 8.29 (1H, t), 8.06 (1H, dt), 7.88 (1H, dt), 7.67-7.59 (3H, m), 7.50-7.40 (3H, m). Compound 5: LC / MS: 248[M+H] + , RT= 1.60 min. Compound 6: 1 H-NMR (CDCl3) δ: 8.85 (1H, d), 8.73 (1H, d), 8.46-8.42 (1H, m), 8.10 (1H, t), 7.63-7.58 (2H, m), 7.56-7.46 (3H, m), 7.45-7.40 (1H, m), 7.10-7.04 (2H, m). Compound 7: 1 H-NMR (CDCl3) δ: 8.89 (1H, d), 8.75 (1H, d), 8.43 (1H, d), 8.36-8.35 (1H, m), 8.32 (1H, d), 8.12 (1H, t), 7.62-7.59 (2H, m), 7.52-7.48 (2H, m), 7.46-7.42 (1H, m). Compound 32: 1 H-NMR (CDCl3) δ: 9.09 (1H, d), 9.00 (1H, d), 8.38 (1H, t), 8.05-7.97 (2H, m), 7.68-7.44 (8H, m).

[0089] Preparation Example 2: To a mixture of 0.4 g of Compound 6 and 5 mL of chloroform, 0.56 g of mCPBA (75% purity, 25% water content) was added at 0°C and stirred at room temperature for 3 hours. 5 mL of saturated aqueous sodium thiosulfate solution and 5 mL of saturated aqueous sodium bicarbonate solution were added to the resulting mixture, which was stirred for 1 hour and then extracted with chloroform. The resulting organic layer was washed with saturated brine and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography (hexane:ethyl acetate=1:1) to obtain 0.11 g of Compound 8 represented by the following formula and 0.19 g of Compound 9.

[0090] This compound 8: 1H-NMR (CDCl3) δ: 9.20 (1H, d), 9.05 (1H, d), 8.70 (1H, d), 8.56 (1H, t), 8.26 (1H, d), 7.98 (1H, td), 7.63-7.61 (2H, m), 7.54-7.45 (4H, m).

[0091] This compound 9: 1 H-NMR (CDCl3) δ: 8.99 (1H, d), 8.90 (1H, d), 8.61-8.59 (1H, m), 8.32-8.31 (1H, m), 8.08 (1H, d), 7.92 (1H, td), 7.60-7.58 (2H, m), 7.51-7.41 (3H, m), 7.37-7.34 (1H, m).

[0092] Preparation Example 2-1 Compounds prepared according to Preparation Example 2 and their physical properties are shown below. b , X 1b , X 2b , X 3b , X 4b and a compound in which the combination of nb is any of the combinations described in [Table A-2].

[0093]

[0094] This compound 10: 1 H-NMR (CDCl3) δ: 9.45 (1H, d), 9.22 (1H, d), 9.09 (1H, d), 8.83 (1H, d), 8.67 (1H, t), 8.54 (1H, t), 7.66-7.60 (2H, m), 7.56-7.45 (3H, m). Compound 11: 1 H-NMR (CDCl3) δ:9.29 (1H, s), 9.00-8.92 (2H, m), 8.69 (1H, d), 8.57 (1H, t), 8.33 (1H, t), 7.64-7.59 (2H, m), 7.53-7.43 (3H, m). This compound 12: 1H-NMR (CDCl3) δ: 9.10 (1H, d), 9.08 (1H, d), 8.36 (1H, t), 7.65-7.62 (2H, m), 7.56-7.47 (3H, m), 3.18-3.14 (2H, m), 1.87-1.78 (2H, m), 1.05 (3H, t). Compound 13: 1 H-NMR (CDCl3) δ: 9.14 (1H, d), 9.01 (1H, d), 8.41 (1H, t), 7.79 (1H, dd), 7.72 (1H, dd), 7.62-7.59 (2H, m), 7.55-7.46 (3H, m), 7.14 (1H, dd). Compound 14: 1 H-NMR (CDCl3) δ: 8.95 (1H, d), 8.72 (1H, d), 8.31 (1H, t), 7.68-7.67 (2H, m), 7.65-7.62 (2H, m), 7.54-7.44 (3H, m), 7.13 (1H, dd). Compound 15: 1 H-NMR (CDCl3) δ: 9.10 (1H, d), 9.07 (1H, d), 8.36 (1H, t), 7.65-7.62 (2H, m), 7.56-7.46 (3H, m), 3.20-3.16 (2H, m), 1.80-1.73 (2H, m), 1.49-1.40 (2H, m), 0.92 (3H, t). Compound 16: 1 H-NMR (CDCl3) δ: 9.08 (1H, d), 9.07 (1H, d), 8.36 (1H, t), 7.64-7.61 (2H, m), 7.56-7.46 (3H, m), 3.60-3.52 (1H, m), 2.17-2.08 (2H, m), 1.99-1.90 (2H, m), 1.87-1.78 (2H, m), 1.70-1.60 (2H, m). This compound 20: 1H-NMR (CDCl3) δ: 9.28 (1H, s), 9.20 (1H, s), 8.10-8.08 (2H, m), 7.58-7.56 (3H, m), 3.47-3.43 (2H, m), 1.93-1.83 (2H, m), 1.08 (3H, t). Compound 21: 1 H-NMR (CDCl3) δ: 9.26 (1H, s), 9.20 (1H, s), 8.06-8.04 (2H, m), 7.92 (1H, dd), 7.80 (1H, dd), 7.55-7.51 (3H, m), 7.18 (1H, dd). Compound 24: LC / MS: 288[M+H] + , RT= 1.37min.

[0095] Production Example 2-2 In Production Example 2, the chemical compound and the physical properties of the chemical compound are as follows. This compound 17: 1 H-NMR (CDCl3) δ: 8.62-8.59 (2H, m), 7.86 (1H, t), 7.60-7.52 (5H, m), 3.20-3.16 (2H, m), 1.81-1.73 (2H, m), 1.51-1.41 (2H, m), 0.94 (3H, t).

[0096] This compound 18: 1 H-NMR (CDCl3) δ: 8.61 (1H, t), 8.58 (1H, t), 7.86 (1H, t), 7.59-7.52 (5H, m), 3.60-3.51 (1H, m), 2.14-2.07 (2H, m), 2.02-1.94 (2H, m), 1.87-1.83 (2H, m), 1.73-1.65 (2H, m).

[0097] This compound 22: 1H-NMR (CDCl3) δ: 9.12 (1H, d), 9.08 (1H, d), 8.36 (1H, t), 7.65-7.62 (2H, m), 7.57-7.48 (3H, m), 4.45-4.38 (1H, m), 4.00-3.95 (1H, m), 3.83-3.77 (1H, m), 3.38-3.33 (1H, m), 2.45-2.38 (1H, m), 2.28-2.17 (1H, m), 1.32 (3H, d).

[0098] This compound 23: 1 H-NMR (CDCl3) δ: 9.10 (1H, d), 9.08 (1H, d), 8.36 (1H, t), 7.64-7.62 (2H, m), 7.57-7.49 (3H, m), 4.40-4.33 (1H, m), 4.15-4.10 (1H, m), 3.80-3.66 (2H, m), 2.51-2.42 (1H, m), 2.16-2.08 (1H, m), 1.66 (3H, d). Compounds 22 and 23 are racemic mixtures.

[0099] Production Example 3 A mixture of 1.00 g of 3-fluoro-5-phenylpyridine, 0.79 mL of 2-methyltetrahydrofuran-3-thiol, 0.82 g of cesium carbonate, and 10 mL of DMF was stirred at room temperature for 7 hours. Water was added to the resulting mixture, and the mixture was extracted with an ethyl acetate / hexane mixed solution. The resulting organic layer was washed with saturated brine and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography (hexane:ethyl acetate=1:1) to obtain 0.32 g of Compound 25 represented by the following formula and 0.91 g of Compound 26. This compound 25: 1H-NMR (CDCl3) δ: 8.71 (1H, d), 8.61 (1H, d), 7.91 (1H, t), 7.59-7.56 (2H, m), 7.52-7.48 (2H, m), 7.46-7.41 (1H, m), 4.01-3.96 (1H, m), 3.90-3.80 (2H, m), 3.32-3.26 (1H, m), 2.50-2.41 (1H, m), 2.03-1.95 (1H, m), 1.30 (3H, d).

[0100] This compound 26: 1 H-NMR (CDCl3) δ: 8.68 (1H, d), 8.58 (1H, d), 7.88 (1H, t), 7.59-7.56 (2H, m), 7.52-7.47 (2H, m), 7.45-7.41 (1H, m), 4.29-4.22 (1H, m), 4.10-4.04 (1H, m), 3.90-3.85 (1H, m), 3.84-3.78 (1H, m), 2.48-2.39 (1H, m), 2.11-2.03 (1H, m), 1.35 (3H, d). Compounds 25 and 26 are racemic mixtures.

[0101] Preparation Example 3-1 Compounds prepared according to Preparation Example 3 and their physical properties are shown below. b , X 1b , X 2b , X 3b , X 4b and a compound in which the combination of nb is any of the combinations described in [Table A-3].

[0102] This compound 27: 1 H-NMR (CDCl3) δ: 8.63 (1H, d), 8.53 (1H, d), 7.81 (1H, t), 7.59-7.56 (2H, m), 7.51-7.47 (2H, m), 7.44-7.40 (1H, m), 2.97 (2H, t), 1.76-1.67 (2H, m), 1.05 (3H, t). Compound 28: 1H-NMR (CDCl3) δ: 8.63 (1H, d), 8.53 (1H, d), 7.81 (1H, t), 7.58-7.55 (2H, m), 7.50-7.46 (2H, m), 7.44-7.39 (1H, m), 2.99 (2H, t), 1.71-1.63 (2H, m), 1.52-1.43 (2H, m), 0.94 (3H, t). Compound 29: 1 H-NMR (CDCl3) δ: 8.64 (1H, d), 8.56 (1H, d), 7.85 (1H, t), 7.58-7.56 (2H, m), 7.50-7.46 (2H, m), 7.41 (1H, tt), 3.69-3.62 (1H, m), 2.13-2.04 (2H, m), 1.86-1.75 (2H, m), 1.70-1.61 (4H, m). Compound 30: 1 H-NMR (CDCl3) δ: 8.65 (1H, s), 8.36 (1H, s), 8.04-8.01 (2H, m), 7.53-7.44 (3H, m), 3.26 (2H, t), 1.86-1.77 (2H, m), 1.09 (3H, t). This compound 31: 1 H-NMR (CDCl3) δ: 8.72 (1H, s), 8.11 (1H, s), 7.98-7.96 (2H, m), 7.63 (1H, dd), 7.50-7.45 (3H, m), 7.42 (1H, dd), 7.18 (1H, dd).

[0103] Reference Production Example 1: To a mixture of 3.50 g of Intermediate 7 and 35 mL of chloroform, 7.13 g of mCPBA (70% purity, 30% water content) was added at 0°C and stirred at room temperature for 1 hour. 10 mL of saturated aqueous sodium thiosulfate solution and 10 mL of saturated aqueous sodium bicarbonate solution were added to the resulting mixture, and the mixture was stirred for 1 hour and then extracted with chloroform. The resulting organic layer was washed with saturated brine, dried over sodium sulfate, and concentrated under reduced pressure to obtain 3.94 g of Intermediate 1 represented by the following formula: Intermediate 1: 1H-NMR (CDCl3) δ: 8.70 (1H, dq), 8.22-8.20 (2H, m), 8.02 (1H, dq), 7.96 (1H, td), 7.74 (1H, dq), 7.50 (1H, ddd), 7.42 (1H, t).

[0104] Reference Production Example 1-1 The compound produced in accordance with Reference Production Example 1 and its physical properties are shown below. Formula (IB-1) In the compound represented by the formula (hereinafter referred to as compound (IB-1)), Z b , X 1b , X 3b and a compound in which the combination of nb is any of the combinations described in [Table A-6].

[0105] Intermediate 2: 1 H-NMR (CDCl3) δ: 9.15 (1H, dd), 8.83 (1H, dd), 8.22 (1H, ddd), 8.11 (1H, t), 7.91 (1H, dq), 7.74 (1H, dq), 7.49 (1H, ddd), 7.43 (1H, t). Intermediate 3: 1 H-NMR (CDCl3) δ: 8.87 (2H, dd), 8.10 (1H, t), 7.90 (1H, dq), 7.78-7.75 (3H, m), 7.44 (1H, t). Intermediate 4: 1 H-NMR (CDCl3) δ: 8.93 (2H, d), 8.28 (1H, t), 8.07 (1H, dq), 7.80 (1H, dq), 7.52 (1H, t), 7.46 (1H, t). Intermediate 5: 1 H-NMR (CDCl3) δ: 9.33 (1H, d), 9.10 (1H, d), 8.21 (1H, t), 8.13 (1H, dd), 8.03 (1H, dq), 7.82 (1H, dq), 7.47 (1H, t). Intermediate 6: 1H-NMR (CDCl3) δ: 9.40 (1H, d), 8.81 (1H, d), 8.67 (1H, dd), 8.22 (1H, t), 8.03 (1H, dq), 7.79 (1H, dq), 7.46 (1H, t).

[0106] Reference Production Example 2 A mixture of 5.69 g of 2-iodopyridine, 5.00 g of 3-bromothiophenol, 0.11 g of copper (I) oxide, 10.77 g of cesium carbonate, and 25 mL of DMSO was stirred at 110°C for 3 hours. The resulting mixture was allowed to cool to room temperature, and then water was added and extracted with ethyl acetate. The resulting organic layer was washed with saturated brine, dried over sodium sulfate, and concentrated under reduced pressure to obtain 7.46 g of intermediate 7 represented by the following formula: Intermediate 7: 1 H-NMR (CDCl3) δ: 8.45 (1H, dq), 7.73 (1H, t), 7.54-7.49 (3H, m), 7.29 (1H, t), 7.07-7.03 (1H, m), 7.00 (1H, dt).

[0107] Reference Production Example 2-1 Compounds prepared according to Reference Production Example 2 and their physical properties are shown below. b , X 1b , X 3b and a compound in which the combination of nb is any of the combinations described in [Table A-7].

[0108] Intermediate 8: 1 H-NMR (CDCl3) δ: 8.61 (1H, s), 8.54 (1H, d), 7.67 (1H, ddd), 7.45 (1H, t), 7.40 (1H, dq), 7.29-7.23 (2H, m), 7.18 (1H, t). Intermediate 9: 1 H-NMR (CDCl3) δ: 8.39 (2H, dd), 7.70 (1H, t), 7.59 (1H, dq), 7.48 (1H, dq), 7.33 (1H, t), 6.98 (2H, dd).

[0109] Reference Production Example 3: To a mixture of 3.00 g of 3-bromothiophenol, 0.76 g of sodium hydride (60% oil), and 30 mL of DMF, 1.82 g of 2-chloropyrimidine was added and stirred at room temperature for 2 hours. Water was added to the resulting mixture, and the mixture was extracted with ethyl acetate. The resulting organic layer was dried over sodium sulfate and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography (hexane:ethyl acetate=7:3) to obtain 3.00 g of intermediate 10 represented by the following formula: Intermediate 10: 1 H-NMR (CDCl3) δ: 8.51 (2H, d), 7.80 (1H, t), 7.58-7.55 (2H, m), 7.31 (1H, t), 7.00 (1H, t).

[0110] Reference Production Example 3-1 Compounds prepared according to Reference Production Example 3 and their physical properties are shown below. b , X 1b , X 3b and a compound in which the combination of nb is any of the combinations described in [Table A-8].

[0111] Intermediate 11: 1 H-NMR (CDCl3) δ: 8.92 (1H, d), 8.39 (1H, d), 7.78 (1H, t), 7.64 (1H, dq), 7.55 (1H, dq), 7.37 (1H, t), 6.86 (1H, dd). Intermediate 12: 1 H-NMR (CDCl3) δ: 8.37 (1H, dd), 8.30 (2H, dd), 7.76 (1H, t), 7.59-7.52 (2H, m), 7.32 (1H, t).

[0112] Reference Production Example 4 A mixture of 1.0 g of 3-fluoro-5-bromopyridine, 0.66 g of 2-mercaptopyridine, 1.6 g of cesium carbonate, and 7 mL of DMF was stirred at 70°C for 4 hours, and then stirred at 100°C for 30 minutes. The resulting mixture was allowed to cool to room temperature, and water was added, followed by extraction with ethyl acetate. The resulting organic layer was dried over sodium sulfate and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography (hexane:ethyl acetate=7:3) to obtain 0.70 g of intermediate 13 represented by the following formula: Intermediate 13: LC / MS: 267[M+H] + , RT= 1.69 min.

[0113] Reference Production Example 4-1 Compounds prepared according to Reference Production Example 4 and their physical properties are shown below. b , X 1b , X 3b and a compound in which the combination of nb is a combination described in [Table A-9].

[0114] Intermediate 14: LC / MS: 268[M+H] + , RT= 1.53 min.

[0115] Examples of the present compounds and compounds of the present invention produced according to the above-mentioned production methods and production examples are shown below. In the compound represented by the formula (hereinafter referred to as compound (A-1)), n is 0, and Z, R 8X , R 9X , R 10X and R 11X The combination of the above is any one of the combinations described in Combination A (hereinafter referred to as compound group SX1).

[0116] Combination A consists of substituent numbers A1 to A527. Substituent numbers A1 to A527 refer to Z, R 8X , R 9X , R 10X and R 11X The following represents a combination of [substituent number; Z, R 8X ,R 9X ,R 10X ,R 11XFor example, in the case of the substituent number A5, Z is an ethyl group and R 8X , R 9X and R 10X are each a hydrogen atom, and R 11X represents a combination in which each of the groups is a fluorine atom.

[0117] Combination A: [A1; Et, H, H, H, H], [A2; Et, F, H, H, H], [A3; Et, H, F, H, H], [A4; Et, H, H, F, H], [A5; Et, H, H, H, F], [A6; Et, Cl, H, H, H], [A7; Et, H, Cl, H, H], [A8; Et, H, H, Cl, H], [A9; Et, H, H, H, Cl], [A10; Et, Me, H, H, H], [A11; Et, H, Me, H, H], [A12; Et, H, H, Me, H], [A13; Et, H, H, H, Me], [A14; Et, F, F, H, H], [A15; Et, F, H, F, H], [A16; Et, F, H, H, F], [A17; Et, H, F, F, H], [A18; Et, H, F, H, F], [A19; Et, H, H, F, F], [A20; Et, Cl, Cl, H, H], [A21; Et, Cl, H, Cl, H], [A22; Et, Cl, H, H, Cl], [A23; Et, H, Cl, Cl, H], [A24; Et, H, Cl, H, Cl], [A25; Et, H, H, Cl, Cl], [A26; Et, Me, Me, H, H], [A27; Et, Me, H, Me, H], [A28; Et, Me, H, H, Me], [A29; Et, H, Me, Me, H], [A30; Et, H, Me, H, Me], [A31; Et, H, H, Me, Me], [A32; Pr, H, H, H, H], [A33; Pr, F, H, H, H], [A34; Pr, H, F, H, H], [A35; Pr, H, H, F, H], [A36; Pr, H, H, H, F], [A37; Pr, Cl, H, H, H], [A38; Pr, H, Cl, H, H], [A39; Pr, H, H, Cl, H], [A40; Pr, H, H, H, Cl], [A41; Pr, Me, H, H, H], [A42; Pr, H, Me, H, H], [A43; Pr, H, H, Me, H], [A44; Pr, H, H, H, Me], [A45; Pr, F, F, H, H], [A46; Pr, F, H, F, H], [A47; Pr, F, H, H, F], [A48; Pr, H, F, F, H], [A49; Pr, H, F, H, F], [A50; Pr, H, H, F, F], [A51; Pr, Cl, Cl, H, H], [A52; Pr, Cl, H, Cl, H], [A53; Pr, Cl, H, H, Cl], [A54; Pr, H, Cl, Cl, H], [A55; Pr, H, Cl, H, Cl], [A56;Pr,H,H,Cl,Cl]、[A57;Pr,Me,Me,H,H]、[A58;Pr,Me,H,Me,H]、[A59;Pr,Me,H,H,Me]、[A60;Pr,H,Me,Me,H]、[A61;Pr,H,Me,H,Me]、[A62;Pr,H,H,Me,Me]、[A63;i-Pr,H,H,H,H]、[A64;i-Pr,F,H,H,H]、[A65;i-Pr,H,F,H,H]、[A66;i-Pr,H,H,F,H]、[A67;i-Pr,H,H,H,F]、[A68;i-Pr,Cl,H,H,H]、[A69;i-Pr,H,Cl,H,H]、[A70;i-Pr,H,H,Cl,H]、[A71;i-Pr,H,H,H,Cl]、[A72;i-Pr,Me,H,H,H]、[A73;i-Pr,H,Me,H,H]、[A74;i-Pr,H,H,Me,H]、[A75;i-Pr,H,H,H,Me]、[A76;i-Pr,F,F,H,H]、[A77;i-Pr,F,H,F,H]、[A78;i-Pr,F,H,H,F]、[A79;i-Pr,H,F,F,H]、[A80;i-Pr,H,F,H,F]、[A81;i-Pr,H,H,F,F]、[A82;i-Pr,Cl,Cl,H,H]、[A83;i-Pr,Cl,H,Cl,H]、[A84;i-Pr,Cl,H,H,Cl]、[A85;i-Pr,H,Cl,Cl,H]、[A86;i-Pr,H,Cl,H,Cl]、[A87;i-Pr,H,H,Cl,Cl]、[A88;i-Pr,Me,Me,H,H]、[A89;i-Pr,Me,H,Me,H]、[A90;i-Pr,Me,H,H,Me]、[A91;i-Pr,H,Me,Me,H]、[A92;i-Pr,H,Me,H,Me]、[A93;i-Pr,H,H,Me,Me]、[A94;CH=CHCH3,H,H,H,H]、[A95;CH=CHCH3,F,H,H,H]、[A96;CH=CHCH3,H,F,H,H]、[A97;CH=CHCH3,H,H,F,H]、[A98;CH=CHCH3,H,H,H,F]、[A99;CH=CHCH3,Cl,H,H,H]、[A100;CH=CHCH3,H,Cl,H,H]、[A101;CH=CHCH3,H,H,Cl,H]、[A102;CH=CHCH3,H,H,H,Cl]、[A103;CH=CHCH3,Me,H,H,H]、[A104;CH=CHCH3,H,Me,H,H]、[A105;CH=CHCH3,H,H,Me,H]、[A106;CH=CHCH3,H,H,H,Me]、[A107;CH=CHCH3,F,F,H,H]、[A108;CH=CHCH3,F,H,F,H]、[A109;CH=CHCH3,F,H,H,F]、[A110;CH=CHCH3,H,F,F,H]、[A111;CH=CHCH3,H,F,H,F]、[A112;CH=CHCH3,H,H,F,F]、[A113;CH=CHCH3,Cl,Cl,H,H]、[A114;CH=CHCH3,Cl,H,Cl,H]、[A115;CH=CHCH3,Cl,H,H,Cl]、[A116;CH=CHCH3,H,Cl,Cl,H]、[A117;CH=CHCH3,H,Cl,H,Cl]、[A118;CH=CHCH3,H,H,Cl,Cl]、[A119;CH=CHCH3,Me,Me,H,H]、[A120;CH=CHCH3,Me,H,Me,H]、[A121;CH=CHCH3,Me,H,H,Me]、[A122;CH=CHCH3,H,Me,Me,H]、[A123;CH=CHCH3,H,Me,H,Me]、[A124;CH=CHCH3,H,H,Me,Me]、[A125;CH2CH=CH2,H,H,H,H]、[A126;CH2CH=CH2,F,H,H,H]、[A127;CH2CH=CH2,H,F,H,H]、[A128;CH2CH=CH2,H,H,F,H]、[A129;CH2CH=CH2,H,H,H,F]、[A130;CH2CH=CH2,Cl,H,H,H]、[A131;CH2CH=CH2,H,Cl,H,H]、[A132;CH2CH=CH2,H,H,Cl,H]、[A133;CH2CH=CH2,H,H,H,Cl]、[A134;CH2CH=CH2,Me,H,H,H]、[A135;CH2CH=CH2,H,Me,H,H]、[A136;CH2CH=CH2,H,H,Me,H]、[A137;CH2CH=CH2,H,H,H,Me]、[A138;CH2CH=CH2,F,F,H,H]、[A139;CH2CH=CH2,F,H,F,H]、[A140;CH2CH=CH2,F,H,H,F]、[A141;CH2CH=CH2,H,F,F,H]、[A142;CH2CH=CH2,H,F,H,F]、[A143;CH2CH=CH2,H,H,F,F]、[A144;CH2CH=CH2,Cl,Cl,H,H]、[A145;CH2CH=CH2,Cl,H,Cl,H]、[A146;CH2CH=CH2,Cl,H,H,Cl]、[A147;CH2CH=CH2,H,Cl,Cl,H]、[A148;CH2CH=CH2,H,Cl,H,Cl]、[A149;CH2CH=CH2,H,H,Cl,Cl]、[A150;CH2CH=CH2,Me,Me,H,H]、[A151;CH2CH=CH2,Me,H,Me,H]、[A152;CH2CH=CH2,Me,H,H,Me]、[A153;CH2CH=CH2,H,Me,Me,H]、[A154;CH2CH=CH2,H,Me,H,Me]、[A155;CH2CH=CH2,H,H,Me,Me]、[A156;Bu,H,H,H,H]、[A157;Bu,F,H,H,H]、[A158;Bu,H,F,H,H]、[A159;Bu,H,H,F,H]、[A160;Bu,H,H,H,F]、[A161;Bu,Cl,H,H,H]、[A162;Bu,H,Cl,H,H]、[A163;Bu,H,H,Cl,H]、[A164;Bu,H,H,H,Cl]、[A165;Bu,Me,H,H,H]、[A166;Bu,H,Me,H,H]、[A167;Bu,H,H,Me,H]、[A168;Bu,H,H,H,Me]、[A169;Bu,F,F,H,H]、[A170;Bu,F,H,F,H]、[A171;Bu,F,H,H,F]、[A172;Bu,H,F,F,H]、[A173;Bu,H,F,H,F]、[A174;Bu,H,H,F,F]、[A175;Bu,Cl,Cl,H,H]、[A176;Bu,Cl,H,Cl,H]、[A177;Bu,Cl,H,H,Cl]、[A178;Bu,H,Cl,Cl,H]、[A179;Bu,H,Cl,H,Cl]、[A180;Bu,H,H,Cl,Cl]、[A181;Bu,Me,Me,H,H]、[A182;Bu,Me,H,Me,H]、[A183;Bu,Me,H,H,Me]、[A184;Bu,H,Me,Me,H]、[A185;Bu,H,Me,H,Me]、[A186;Bu,H,H,Me,Me]、[A187;c-Pr,H,H,H,H]、[A188;c-Pr,F,H,H,H]、[A189;c-Pr,H,F,H,H]、[A190;c-Pr,H,H,F,H]、[A191;c-Pr,H,H,H,F]、[A192;c-Pr,Cl,H,H,H]、[A193;c-Pr,H,Cl,H,H]、[A194;c-Pr,H,H,Cl,H]、[A195;c-Pr,H,H,H,Cl]、[A196;c-Pr,Me,H,H,H]、[A197;c-Pr,H,Me,H,H]、[A198;c-Pr,H,H,Me,H]、[A199;c-Pr,H,H,H,Me]、[A200;c-Pr,F,F,H,H]、[A201;c-Pr,F,H,F,H]、[A202;c-Pr,F,H,H,F]、[A203;c-Pr,H,F,F,H]、[A204;c-Pr,H,F,H,F]、[A205;c-Pr,H,H,F,F]、[A206;c-Pr,Cl,Cl,H,H]、[A207;c-Pr,Cl,H,Cl,H]、[A208;c-Pr,Cl,H,H,Cl]、[A209;c-Pr,H,Cl,Cl,H]、[A210;c-Pr,H,Cl,H,Cl]、[A211;c-Pr,H,H,Cl,Cl]、[A212;c-Pr,Me,Me,H,H]、[A213;c-Pr,Me,H,Me,H]、[A214;c-Pr,Me,H,H,Me]、[A215;c-Pr,H,Me,Me,H]、[A216;c-Pr,H,Me,H,Me]、[A217;c-Pr,H,H,Me,Me]、[A218;2-Thie,H,H,H,H]、[A219;2-Thie,F,H,H,H]、[A220;2-Thie,H,F,H,H]、[A221;2-Thie,H,H,F,H]、[A222;2-Thie,H,H,H,F]、[A223;2-Thie,Cl,H,H,H]、[A224;2-Thie,H,Cl,H,H]、[A225;2-Thie,H,H,Cl,H]、[A226;2-Thie,H,H,H,Cl]、[A227;2-Thie,Me,H,H,H]、[A228;2-Thie,H,Me,H,H]、[A229;2-Thie,H,H,Me,H]、[A230;2-Thie,H,H,H,Me]、[A231;2-Thie,F,F,H,H]、[A232;2-Thie,F,H,F,H]、[A233;2-Thie,F,H,H,F]、[A234;2-Thie,H,F,F,H]、[A235;2-Thie,H,F,H,F]、[A236;2-Thie,H,H,F,F]、[A237;2-Thie,Cl,Cl,H,H]、[A238;2-Thie,Cl,H,Cl,H]、[A239;2-Thie,Cl,H,H,Cl]、[A240;2-Thie,H,Cl,Cl,H]、[A241;2-Thie,H,Cl,H,Cl]、[A242;2-Thie,H,H,Cl,Cl]、[A243;2-Thie,Me,Me,H,H]、[A244;2-Thie,Me,H,Me,H]、[A245;2-Thie,Me,H,H,Me]、[A246;2-Thie,H,Me,Me,H]、[A247;2-Thie,H,Me,H,Me]、[A248;2-Thie,H,H,Me,Me]、[A249;3-Thie,H,H,H,H]、[A250;3-Thie,F,H,H,H]、[A251;3-Thie,H,F,H,H]、[A252;3-Thie,H,H,F,H]、[A253;3-Thie,H,H,H,F]、[A254;3-Thie,Cl,H,H,H]、[A255;3-Thie,H,Cl,H,H]、[A256;3-Thie,H,H,Cl,H]、[A257;3-Thie,H,H,H,Cl]、[A258;3-Thie,Me,H,H,H]、[A259;3-Thie,H,Me,H,H]、[A260;3-Thie,H,H,Me,H]、[A261;3-Thie,H,H,H,Me]、[A262;3-Thie,F,F,H,H]、[A263;3-Thie,F,H,F,H]、[A264;3-Thie,F,H,H,F]、[A265;3-Thie,H,F,F,H]、[A266;3-Thie,H,F,H,F]、[A267;3-Thie,H,H,F,F]、[A268;3-Thie,Cl,Cl,H,H]、[A269;3-Thie,Cl,H,Cl,H]、[A270;3-Thie,Cl,H,H,Cl]、[A271;3-Thie,H,Cl,Cl,H]、[A272;3-Thie,H,Cl,H,Cl]、[A273;3-Thie,H,H,Cl,Cl]、[A274;3-Thie,Me,Me,H,H]、[A275;3-Thie,Me,H,Me,H]、[A276;3-Thie,Me,H,H,Me]、[A277;3-Thie,H,Me,Me,H]、[A278;3-Thie,H,Me,H,Me]、[A279;3-Thie,H,H,Me,Me]、[A280;2-Fura,H,H,H,H]、[A281;2-Fura,F,H,H,H]、[A282;2-Fura,H,F,H,H]、[A283;2-Fura,H,H,F,H]、[A284;2-Fura,H,H,H,F]、[A285;2-Fura,Cl,H,H,H]、[A286;2-Fura,H,Cl,H,H]、[A287;2-Fura,H,H,Cl,H]、[A288;2-Fura,H,H,H,Cl]、[A289;2-Fura,Me,H,H,H]、[A290;2-Fura,H,Me,H,H]、[A291;2-Fura,H,H,Me,H]、[A292;2-Fura,H,H,H,Me]、[A293;2-Fura,F,F,H,H]、[A294;2-Fura,F,H,F,H]、[A295;2-Fura,F,H,H,F]、[A296;2-Fura,H,F,F,H]、[A297;2-Fura,H,F,H,F]、[A298;2-Fura,H,H,F,F]、[A299;2-Fura,Cl,Cl,H,H]、[A300;2-Fura,Cl,H,Cl,H]、[A301;2-Fura,Cl,H,H,Cl]、[A302;2-Fura,H,Cl,Cl,H]、[A303;2-Fura,H,Cl,H,Cl]、[A304;2-Fura,H,H,Cl,Cl]、[A305;2-Fura,Me,Me,H,H]、[A306;2-Fura,Me,H,Me,H]、[A307;2-Fura,Me,H,H,Me]、[A308;2-Fura,H,Me,Me,H]、[A309;2-Fura,H,Me,H,Me]、[A310;2-Fura,H,H,Me,Me]、[A311;3-Fura,H,H,H,H]、[A312;3-Fura,F,H,H,H]、[A313;3-Fura,H,F,H,H]、[A314;3-Fura,H,H,F,H]、[A315;3-Fura,H,H,H,F]、[A316;3-Fura,Cl,H,H,H]、[A317;3-Fura,H,Cl,H,H]、[A318;3-Fura,H,H,Cl,H]、[A319;3-Fura,H,H,H,Cl]、[A320;3-Fura,Me,H,H,H]、[A321;3-Fura,H,Me,H,H]、[A322;3-Fura,H,H,Me,H]、[A323;3-Fura,H,H,H,Me]、[A324;3-Fura,F,F,H,H]、[A325;3-Fura,F,H,F,H]、[A326;3-Fura,F,H,H,F]、[A327;3-Fura,H,F,F,H]、[A328;3-Fura,H,F,H,F]、[A329;3-Fura,H,H,F,F]、[A330;3-Fura,Cl,Cl,H,H]、[A331;3-Fura,Cl,H,Cl,H]、[A332;3-Fura,Cl,H,H,Cl]、[A333;3-Fura,H,Cl,Cl,H]、[A334;3-Fura,H,Cl,H,Cl]、[A335;3-Fura,H,H,Cl,Cl]、[A336;3-Fura,Me,Me,H,H]、[A337;3-Fura,Me,H,Me,H]、[A338;3-Fura,Me,H,H,Me]、[A339;3-Fura,H,Me,Me,H]、[A340;3-Fura,H,Me,H,Me]、[A341;3-Fura,H,H,Me,Me]、[A342;2-Py,H,H,H,H]、[A343;2-Py,F,H,H,H]、[A344;2-Py,H,F,H,H]、[A345;2-Py,H,H,F,H]、[A346;2-Py,H,H,H,F]、[A347;2-Py,Cl,H,H,H]、[A348;2-Py,H,Cl,H,H]、[A349;2-Py,H,H,Cl,H]、[A350;2-Py,H,H,H,Cl]、[A351;2-Py,Me,H,H,H]、[A352;2-Py,H,Me,H,H]、[A353;2-Py,H,H,Me,H]、[A354;2-Py,H,H,H,Me]、[A355;2-Py,F,F,H,H]、[A356;2-Py,F,H,F,H]、[A357;2-Py,F,H,H,F]、[A358;2-Py,H,F,F,H]、[A359;2-Py,H,F,H,F]、[A360;2-Py,H,H,F,F]、[A361;2-Py,Cl,Cl,H,H]、[A362;2-Py,Cl,H,Cl,H]、[A363;2-Py,Cl,H,H,Cl]、[A364;2-Py,H,Cl,Cl,H]、[A365;2-Py,H,Cl,H,Cl]、[A366;2-Py,H,H,Cl,Cl]、[A367;2-Py,Me,Me,H,H]、[A368;2-Py,Me,H,Me,H]、[A369;2-Py,Me,H,H,Me]、[A370;2-Py,H,Me,Me,H]、[A371;2-Py,H,Me,H,Me]、[A372;2-Py,H,H,Me,Me]、[A373;3-Py,H,H,H,H]、[A374;3-Py,F,H,H,H]、[A375;3-Py,H,F,H,H]、[A376;3-Py,H,H,F,H]、[A377;3-Py,H,H,H,F]、[A378;3-Py,Cl,H,H,H]、[A379;3-Py,H,Cl,H,H]、[A380;3-Py,H,H,Cl,H]、[A381;3-Py,H,H,H,Cl]、[A382;3-Py,Me,H,H,H]、[A383;3-Py,H,Me,H,H]、[A384;3-Py,H,H,Me,H]、[A385;3-Py,H,H,H,Me]、[A386;3-Py,F,F,H,H]、[A387;3-Py,F,H,F,H]、[A388;3-Py,F,H,H,F]、[A389;3-Py,H,F,F,H]、[A390;3-Py,H,F,H,F]、[A391;3-Py,H,H,F,F]、[A392;3-Py,Cl,Cl,H,H]、[A393;3-Py,Cl,H,Cl,H]、[A394;3-Py,Cl,H,H,Cl]、[A395;3-Py,H,Cl,Cl,H]、[A396;3-Py,H,Cl,H,Cl]、[A397;3-Py,H,H,Cl,Cl]、[A398;3-Py,Me,Me,H,H]、[A399;3-Py,Me,H,Me,H]、[A400;3-Py,Me,H,H,Me]、[A401;3-Py,H,Me,Me,H]、[A402;3-Py,H,Me,H,Me]、[A403;3-Py,H,H,Me,Me]、[A404;4-Py,H,H,H,H]、[A405;4-Py,F,H,H,H]、[A406;4-Py,H,F,H,H]、[A407;4-Py,H,H,F,H]、[A408;4-Py,H, H,H,F]、[A409;4-Py,Cl,H,H,H]、[A410;4-Py,H,Cl,H,H]、[A411;4-Py,H,H,Cl,H]、[A412;4-Py,H,H,H,Cl]、[A413;4-Py,Me,H,H,H]、[A414;4-Py,H,Me,H,H]、[A415;4-Py,H,H,Me,H]、[A416;4-Py,H,H,H,Me]、[A417;4-Py,F,F,H,H]、[A418;4-Py,F,H,F,H]、[A419;4-Py,F,H,H,F]、[A420;4-Py,H,F,F,H]、[A421;4-Py,H,F,H,F]、[A422;4-Py,H,H,F,F]、[A423;4-Py,Cl,Cl,H,H]、[A424;4-Py,Cl,H,Cl,H]、[A425;4-Py,Cl,H,H,Cl]、[A426;4-Py,H,Cl,Cl,H]、[A427;4-Py,H,Cl,H,Cl]、[A428;4-Py,H,H,Cl,Cl]、[A429;4-Py,Me,Me,H,H]、[A430;4-Py,Me,H,Me,H]、[A431;4-Py,Me,H,H,Me]、[A432;4-Py,H,Me,Me,H]、[A433;4-Py,H,Me,H,Me]、[A434;4-Py,H,H,Me,Me]、[A435;2-Pyrimid,H,H,H,H]、[A436;2-Pyrimid,F,H,H,H]、[A437;2-Pyrimid,H,F,H,H]、[A438;2-Pyrimid,H,H,F,H]、[A439;2-Pyrimid,H,H,H,F]、[A440;2-Pyrimid,Cl,H,H,H]、[A441;2-Pyrimid,H,Cl,H,H]、[A442;2-Pyrimid,H,H,Cl,H]、[A443;2-Pyrimid,H,H,H,Cl]、[A444;2-Pyrimid,Me,H,H,H]、[A445;2-Pyrimid,H,Me,H,H]、[A446;2-Pyrimid,H,H,Me,H]、[A447;2-Pyrimid,H,H,H,Me]、[A448;2-Pyrimid,F,F,H,H]、[A449;2-Pyrimid,F,H,F,H]、[A450;2-Pyrimid,F,H,H,F]、[A451;2-Pyrimid,H,F,F,H]、[A452;2-Pyrimid,H,F,H,F]、[A453;2-Pyrimid,H,H,F,F]、[A454;2-Pyrimid,Cl,Cl,H,H]、[A455;2-Pyrimid,Cl,H,Cl,H]、[A456;2-Pyrimid,Cl,H,H,Cl]、[A457;2-Pyrimid,H,Cl,Cl,H]、[A458;2-Pyrimid,H,Cl,H,Cl]、[A459;2-Pyrimid,H,H,Cl,Cl]、[A460;2-Pyrimid,Me,Me,H,H]、[A461;2-Pyrimid,Me,H,Me,H]、[A462;2-Pyrimid,Me,H,H,Me]、[A463;2-Pyrimid,H,Me,Me,H]、[A464;2-Pyrimid,H,Me,H,Me]、[A465;2-Pyrimid,H,H,Me,Me]、[A466;4-Pyrimid,H,H,H,H]、[A467;4-Pyrimid,F,H,H,H]、[A468;4-Pyrimid,H,F,H,H]、[A469;4-Pyrimid,H,H,F,H]、[A470;4-Pyrimid,H,H,H,F]、[A471;4-Pyrimid,Cl,H,H,H]、[A472;4-Pyrimid,H,Cl,H,H]、[A473;4-Pyrimid,H,H,Cl,H]、[A474;4-Pyrimid,H,H,H,Cl]、[A475;4-Pyrimid,Me,H,H,H]、[A476;4-Pyrimid,H,Me,H,H]、[A477;4-Pyrimid,H,H,Me,H]、[A478;4-Pyrimid,H,H,H,Me]、[A479;4-Pyrimid,F,F,H,H]、[A480;4-Pyrimid,F,H,F,H]、[A481;4-Pyrimid,F,H,H,F]、[A482;4-Pyrimid,H,F,F,H]、[A483;4-Pyrimid,H,F,H,F]、[A484;4-Pyrimid,H,H,F,F]、[A485;4-Pyrimid,Cl,Cl,H,H]、[A486;4-Pyrimid,Cl,H,Cl,H]、[A487;4-Pyrimid,Cl,H,H,Cl]、[A488;4-Pyrimid,H,Cl,Cl,H]、[A489;4-Pyrimid,H,Cl,H,Cl]、[A490;4-Pyrimid,H,H,Cl,Cl]、[A491;4-Pyrimid,Me,Me,H,H]、[A492;4-Pyrimid,Me,H,Me,H]、[A493;4-Pyrimid,Me,H,H,Me]、[A494;4-Pyrimid,H,Me,Me,H], [A495; 4-Pyrimid,H,Me,H,Me], [A496; 4-Pyrimid,H,H,Me,Me], [A497; 2-Pyrazin,H,H,H,H], [A498; 2-Pyrazin,F,H,H,H], [A499; 2-Pyrazin,H,F,H,H], [A500; 2-Pyrazin,H,H,F,H], [A501; 2-Pyrazin,H,H,H,F], [A502; 2-Pyrazin,Cl,H,H,H], [A503; 2-Pyrazin,H,Cl,H,H], [A504; 2-Pyrazin,H,H,Cl,H], [A505; 2-Pyrazin,H,H,H,Cl], [A506; 2-Pyrazin,Me,H,H,H], [A507; 2-Pyrazin,H,Me,H,H], [A508; 2-Pyrazin,H,H,Me,H], [A509; 2-Pyrazin,H,H,H,Me], [A510; 2-Pyrazin,F,F,H,H], [A511; 2-Pyrazin,F,H,F,H], [A512; 2-Pyrazin,F,H,H,F], [A513; 2-Pyrazin,H,F,F,H], [A514; 2-Pyrazin,H,F,H,F], [A515; 2-Pyrazin,H,H,F,F], [A516; 2-Pyrazin,Cl,Cl,H,H], [A517; 2-Pyrazin,Cl,H,Cl,H], [A518; 2-Pyrazin,Cl,H,H,Cl], [A519; 2-Pyrazin,H,Cl,Cl,H], [A520; 2-Pyrazin,H,Cl,H,Cl], [A521; 2-Pyrazin,H,H,Cl,Cl], [A522; 2-Pyrazin,Me,Me,H,H], [A523; 2-Pyrazin,Me,H,Me,H], [A524; 2-Pyrazin,Me,H,H,Me], [A525; 2-Pyrazin,H,Me,Me,H], [A526; 2-Pyrazin,H,Me,H,Me], [A527; 2-Pyrazin,H,H,Me,Me];

[0118] In the compound (A-1), n is 1, and Z, R 8X , R 9X , R 10X and R 11XIn the compound (A-1), n ​​is 2, and Z, R are any of the combinations described in Combination A (hereinafter referred to as Compound Group SX2). 8X , R 9X , R 10X and R 11X The combination of the above is any one of the combinations described in Combination A (hereinafter referred to as compound group SX3).

[0119] Formula (A-2) In the compound represented by the formula (hereinafter referred to as compound (A-2)), n is 0, and Z, R 8X , R 9X and R 10X is any one of the combinations described in Combination B (hereinafter referred to as Compound Group SX4).

[0120] Combination B consists of substituent numbers B1 to B323. Substituent numbers B1 to B323 refer to Z, R in compound (A-2), compound represented by formula (A-3), compound represented by formula (A-4), and compound represented by formula (A-5). 8X , R 9X and R 10X The following represents a combination of [substituent number; Z, R 8X ,R 9X ,R 10X For example, the substituent number B5 is a group in which Z is an ethyl group and R 8X is a chlorine atom, and R 9X and R 10X represents a combination in which each is a hydrogen atom.

[0121] CombinationB:[B1;Et,H,H,H] [B2;Et,F,H,H] [B3;Et,H,F,H] [B4;Et,H,H,F] [B5;Et,Cl,H,H] [B6;Et,H,Cl,H] [B7;Et,H,H,Cl] [B8;Et,Me,H,H] [B 9;Et,H,Me,H] [B10;Et,H,H,Me] [B11;Et,F,F,H] [B12;Et,F,H,F] [B13;Et,H,F,F] [B14;Et,Cl,Cl,H] [B15;Et,Cl,H,Cl] [B16;Et,H,Cl,Cl] , [B17;Et,Me,Me,H] [B18;Et,Me,H,Me] [B19;Et,H,Me,Me] [B20;Pr,H,H,H] [B21;Pr,F,H,H] [B22;Pr,H,F,H] [B23;Pr,H,H,F] [B24;Pr,Cl,H ,H]、[B25;Pr,H,Cl,H]、[B26;Pr,H,H,Cl]、[B27;Pr,Me,H,H]、[B28;Pr,H,Me,H]、[B29;Pr,H,H,Me]、[B30;Pr,F,F,H]、[B31;Pr,F,H,F]、[B32;Pr,H, F,F]、[B33;Pr,Cl,Cl,H]、[B34;Pr,Cl,H,Cl]、[B35;Pr,H,Cl,Cl]、[B36;Pr,Me,Me,H]、[B37;Pr,Me,H,Me]、[B38;Pr,H,Me,Me]、[B39;i-Pr,H,H,H] [B40;i-Pr,F,H,H] [B41;i-Pr,H,F,H] [B42;i-Pr,H,H,F] [B43;i-Pr,Cl,H,H] [B44;i-Pr,H,Cl,H] [B45;i-Pr,H,H,Cl] [B46;i-Pr,Me,H,H]、 [B47;i-Pr,H,Me,H] [B48;i-Pr,H,H,Me] [B49;i-Pr,F,F,H] [B50;i-Pr,F,H,F] [B51;i-Pr,H,F,F] [B52;i-Pr,Cl,Cl,H] [B53;i-Pr,Cl,H,Cl] , [B54;i-Pr,H,Cl,Cl] [B55;i-Pr,Me,Me,H] [B56;i-Pr,Me,H,Me] [B57;i-Pr,H,Me,Me] [B58;CH=CHCH3,H,H,H] [B59;CH=CHCH3,F,H,H] [B60;CH=CHCH3,H,F,H]、[B61;CH=CHCH3,H,H,F]、[B62;CH=CHCH3,Cl,H,H]、[B63;CH=CHCH3,H,Cl,H]、[B64;CH=CHCH3,H,H,Cl]、[B65;CH=CHCH3,Me,H,H]、[B66;CH=CHCH3,H,Me,H]、[B67;CH=CHCH3,H,H,Me]、[B68;CH=CHCH3,F,F,H]、[B69;CH=CHCH3,F,H,F]、[B70;CH=CHCH3,H,F,F]、[B71;CH=CHCH3,Cl,Cl,H]、[B72;CH=CHCH3,Cl,H,Cl]、[B73;CH=CHCH3,H,Cl,Cl]、[B74;CH=CHCH3,Me,Me,H]、[B75;CH=CHCH3,Me,H,Me]、[B76;CH=CHCH3,H,Me,Me]、[B77;CH2CH=CH2,H,H,H]、[B78;CH2CH=CH2,F,H,H]、[B79;CH2CH=CH2,H,F,H]、[B80;CH2CH=CH2,H,H,F]、[B81;CH2CH=CH2,Cl,H,H]、[B82;CH2CH=CH2,H,Cl,H]、[B83;CH2CH=CH2,H,H,Cl]、[B84;CH2CH=CH2,Me,H,H]、[B85;CH2CH=CH2,H,Me,H]、[B86;CH2CH=CH2,H,H,Me]、[B87;CH2CH=CH2,F,F,H]、[B88;CH2CH=CH2,F,H,F]、[B89;CH2CH=CH2,H,F,F]、[B90;CH2CH=CH2,Cl,Cl,H]、[B91;CH2CH=CH2,Cl,H,Cl]、[B92;CH2CH=CH2,H,Cl,Cl]、[B93;CH2CH=CH2,Me,Me,H]、[B94;CH2CH=CH2,Me,H,Me]、[B95;CH2CH=CH2,H,Me,Me]、[B96;Bu,H,H,H]、[B97;Bu,F,H,H]、[B98;Bu,H,F,H]、[B99;Bu,H,H,F]、[B100;Bu,Cl,H,H]、[B101;Bu,H,Cl,H]、[B102;Bu,H,H,Cl]、[B103;Bu,Me,H,H]、[B104;Bu,H,Me,H]、[B105;Bu,H,H,Me]、[B106;Bu,F,F,H]、[B107;Bu,F,H,F]、[B108;Bu,H,F,F]、[B109;Bu,Cl,Cl,H]、[B110;Bu,Cl,H,Cl]、[B111;Bu,H,Cl,Cl]、[B112;Bu,Me,Me,H]、[B113;Bu,Me,H,Me]、[B114;Bu,H,Me,Me]、[B115;c-Pr,H,H,H]、[B116;c-Pr,F,H,H]、[B117;c-Pr,H,F,H]、[B118;c-Pr,H,H,F]、[B119;c-Pr,Cl,H,H]、[B120;c-Pr,H,Cl,H]、[B121;c-Pr,H,H,Cl]、[B122;c-Pr,Me,H,H]、[B123;c-Pr,H,Me,H]、[B124;c-Pr,H,H,Me]、[B125;c-Pr,F,F,H]、[B126;c-Pr,F,H,F]、[B127;c-Pr,H,F,F]、[B128;c-Pr,Cl,Cl,H]、[B129;c-Pr,Cl,H,Cl]、[B130;c-Pr,H,Cl,Cl]、[B131;c-Pr,Me,Me,H]、[B132;c-Pr,Me,H,Me]、[B133;c-Pr,H,Me,Me]、[B134;2-Thie,H,H,H]、[B135;2-Thie,F,H,H]、[B136;2-Thie,H,F,H]、[B137;2-Thie,H,H,F]、[B138;2-Thie,Cl,H,H]、[B139;2-Thie,H,Cl,H]、[B140;2-Thie,H,H,Cl]、[B141;2-Thie,Me,H,H]、[B142;2-Thie,H,Me,H]、[B143;2-Thie,H,H,Me]、[B144;2-Thie,F,F,H]、[B145;2-Thie,F,H,F]、[B146;2-Thie,H,F,F]、[B147;2-Thie,Cl,Cl,H]、[B148;2-Thie,Cl,H,Cl]、[B149;2-Thie,H,Cl,Cl]、[B150;2-Thie,Me,Me,H]、[B151;2-Thie,Me,H,Me]、[B152;2-Thie,H,Me,Me]、[B153;3-Thie,H,H,H]、[B154;3-Thie,F,H,H]、[B155;3-Thie,H,F,H]、[B156;3-Thie,H,H,F]、[B157;3-Thie,Cl,H,H]、[B158;3-Thie,H,Cl,H]、[B159;3-Thie,H,H,Cl]、[B160;3-Thie,Me,H,H]、[B161;3-Thie,H,Me,H]、[B162;3-Thie,H,H,Me]、[B163;3-Thie,F,F,H]、[B164;3-Thie,F,H,F]、[B165;3-Thie,H,F,F]、[B166;3-Thie,Cl,Cl,H]、[B167;3-Thie,Cl,H,Cl]、[B168;3-Thie,H,Cl,Cl]、[B169;3-Thie,Me,Me,H]、[B170;3-Thie,Me,H,Me]、[B171;3-Thie,H,Me,Me]、[B172;2-Fura,H,H,H]、[B173;2-Fura,F,H,H]、[B174;2-Fura,H,F,H]、[B175;2-Fura,H,H,F]、[B176;2-Fura,Cl,H,H]、[B177;2-Fura,H,Cl,H]、[B178;2-Fura,H,H,Cl]、[B179;2-Fura,Me,H,H]、[B180;2-Fura,H,Me,H]、[B181;2-Fura,H,H,Me]、[B182;2-Fura,F,F,H]、[B183;2-Fura,F,H,F]、[B184;2-Fura,H,F,F]、[B185;2-Fura,Cl,Cl,H]、[B186;2-Fura,Cl,H,Cl]、[B187;2-Fura,H,Cl,Cl]、[B188;2-Fura,Me,Me,H]、[B189;2-Fura,Me,H,Me]、[B190;2-Fura,H,Me,Me]、[B191;3-Fura,H,H,H]、[B192;3-Fura,F,H,H]、[B193;3-Fura,H,F,H]、[B194;3-Fura,H,H,F]、[B195;3-Fura,Cl,H,H]、[B196;3-Fura,H,Cl,H]、[B197;3-Fura,H,H,Cl]、[B198;3-Fura,Me,H,H]、[B199;3-Fura,H,Me,H]、[B200;3-Fura,H,H,Me]、[B201;3-Fura,F,F,H]、[B202;3-Fura,F,H,F]、[B203;3-Fura,H,F,F]、[B204;3-Fura,Cl,Cl,H]、[B205;3-Fura,Cl,H,Cl]、[B206;3-Fura,H,Cl,Cl]、[B207;3-Fura,Me,Me,H]、[B208;3-Fura,Me,H,Me]、[B209;3-Fura,H,Me,Me]、[B210;2-Py,H,H,H]、[B211;2-Py,F,H,H]、[B212;2-Py,H,F,H]、[B213;2-Py,H,H,F]、[B214;2-Py,Cl,H,H]、[B215;2-Py,H,Cl,H]、[B216;2-Py,H,H,Cl]、[B217;2-Py,Me,H,H]、[B218;2-Py,H,Me,H]、[B219;2-Py,H,H,Me]、[B220;2-Py,F,F,H]、[B221;2-Py,F,H,F]、[B222;2-Py,H,F,F]、[B223;2-Py,Cl,Cl,H]、[B224;2-Py,Cl,H,Cl]、[B225;2-Py,H,Cl,Cl]、[B226;2-Py,Me,Me,H]、[B227;2-Py,Me,H,Me]、[B228;2-Py,H,Me,Me]、[B229;3-Py,H,H,H]、[B230;3-Py,F,H,H]、[B231;3-Py,H,F,H]、[B232;3-Py,H,H,F]、[B233;3-Py,Cl,H,H]、[B234;3-Py,H,Cl,H]、[B235;3-Py,H,H,Cl]、[B236;3-Py,Me,H,H]、[B237;3-Py,H,Me,H]、[B238;3-Py,H,H,Me]、[B239;3-Py,F,F,H]、[B240;3-Py,F,H,F]、[B241;3-Py,H,F,F]、[B242;3-Py,Cl,Cl,H]、[B243;3-Py,Cl,H,Cl]、[B244;3-Py,H,Cl,Cl]、[B245;3-Py,Me,Me,H]、[B246;3-Py,Me,H,Me]、[B247;3-Py,H,Me,Me]、[B248;4-Py,H,H,H]、[B249;4-Py,F,H,H]、[B250;4-Py,H,F,H]、[B251;4-Py,H,H,F]、[B252;4-Py,Cl,H,H]、[B253;4-Py,H,Cl,H]、[B254;4-Py,H,H,Cl]、[B255;4-Py,Me,H,H]、[B256;4-Py,H,Me,H]、[B257;4-Py,H,H,Me]、[B258;4-Py,F,F,H]、[B259;4-Py,F,H,F]、[B260;4-Py,H,F,F]、[B261;4-Py,Cl,Cl,H]、[B262;4-Py,Cl,H,Cl]、[B263;4-Py,H,Cl,Cl]、[B264;4-Py,Me,Me,H]、[B265;4-Py,Me,H,Me]、[B266;4-Py,H,Me,Me]、[B267;2-Pyrimid,H,H,H]、[B268;2-Pyrimid,F,H,H]、[B269;2-Pyrimid,H,F,H]、[B270;2-Pyrimid,H,H,F]、[B271;2-Pyrimid,Cl,H,H]、[B272;2-Pyrimid,H,Cl,H]、[B273;2-Pyrimid,H,H,Cl]、[B274;2-Pyrimid,Me,H,H]、[B275;2-Pyrimid,H,Me,H]、[B276;2-Pyrimid,H,H,Me]、[B277;2-Pyrimid,F,F,H]、[B278;2-Pyrimid,F,H,F]、[B279;2-Pyrimid,H,F,F]、[B280;2-Pyrimid,Cl,Cl,H]、[B281;2-Pyrimid,Cl,H,Cl]、[B282;2-Pyrimid,H,Cl,Cl]、[B283;2-Pyrimid,Me,Me,H]、[B284;2-Pyrimid,Me,H,Me]、[B285;2-Pyrimid,H,Me,Me]、[B286;4-Pyrimid,H,H,H]、[B287;4-Pyrimid,F,H,H]、[B288;4-Pyrimid,H,F,H]、[B289;4-Pyrimid,H,H,F]、[B290;4-Pyrimid,Cl,H,H]、[B291;4-Pyrimid,H,Cl,H]、[B292;4-Pyrimid,H,H,Cl]、[B293;4-Pyrimid,Me,H,H]、[B294;4-Pyrimid,H,Me,H]、[B295;4-Pyrimid,H,H,Me]、[B296;4-Pyrimid,F,F,H]、[B297;4-Pyrimid,F,H,F]、[B298;4-Pyrimid,H,F,F]、[B299;4-Pyrimid,Cl,Cl,H]、[B300;4-Pyrimid,Cl,H,Cl], [B301;4-Pyrimid,H,Cl,Cl], [B302;4-Pyrimid,Me,Me,H], [B303;4-Pyrimid,Me,H,Me], [B304;4-Pyrimid,H,Me,Me], [B305;2-Pyrazin,H,H,H], [ B306;2-Pyrazin,F,H,H], [B307;2-Pyrazin,H,F,H], [B308;2-Pyrazin,H,H,F], [B30 9;2-Pyrazin,Cl,H,H], [B310;2-Pyrazin,H,Cl,H], [B311;2-Pyrazin,H,H,Cl], [B31 2;2-Pyrazin,Me,H,H], [B313;2-Pyrazin,H,Me,H], [B314;2-Pyrazin,H,H,Me], [B3 15;2-Pyrazin,F,F,H], [B316;2-Pyrazin,F,H,F], [B317;2-Pyrazin,H,F,F], [B318; 2-Pyrazin,Cl,Cl,H], [B319;2-Pyrazin,Cl,H,Cl], [B320;2-Pyrazin,H,Cl,Cl], [B321;2-Pyrazin,Me,Me,H], [B322;2-Pyrazin,Me,H,Me], [B323;2-Pyrazin,H,Me,Me];

[0122] In the compound (A-2), n is 1, and Z, R 8X , R 9X and R 10X In the compound (A-2), n is 2, and Z, R are any of the combinations described in Combination B (hereinafter referred to as Compound Group SX5). 8X , R 9X and R 10X is any one of the combinations described in Combination B (hereinafter referred to as Compound Group SX6).

[0123] Formula (A-3) In the compound represented by the formula (hereinafter referred to as compound (A-3)), n is 0, and Z, R 8X , R 9X and R 10XIn the compound (A-3), n is 1, and Z, R are any of the combinations described in Combination B (hereinafter referred to as Compound Group SX7). 8X , R 9X and R 10X In the compound (A-3), n is 2, and Z, R are any of the combinations described in Combination B (hereinafter referred to as Compound Group SX8). 8X , R 9X and R 10X is any one of the combinations described in Combination B (hereinafter referred to as Compound Group SX9).

[0124] Formula (A-4) In the compound represented by the formula (hereinafter referred to as compound (A-4)), n is 0, and Z, R 8X , R 9X and R 10X In the compound (A-4), n is 1, and Z, R are any of the combinations described in Combination B (hereinafter referred to as Compound Group SX10). 8X , R 9X and R 10X In the compound (A-4), n is 2, and Z, R are any of the combinations described in Combination B (hereinafter referred to as Compound Group SX11). 8X , R 9X and R 10X In the compound (A-4), n is 0, and Z, R 8X , R 9X and R 10X is any one of the combinations described in Combination D (hereinafter referred to as compound group SX13).

[0125] Combination D consists of substituent numbers D1 to D532. Substituent numbers D1 to D532 refer to Z, R 8X , R 9X and R 10X The following represents a combination of [substituent number; Z, R 8X ,R 9X ,R 10XFor example, in the case of the substituent number D5, Z is a phenyl group, and R 8X is a chlorine atom, and R 9X and R 10X represents a combination in which each is a hydrogen atom.

[0126] Combination D: [D1; Ph, H, H, H], [D2; Ph, F, H, H], [D3; Ph, H, F, H], [D4; Ph, H, H, F], [D5; Ph, Cl, H, H], [D6; Ph, H, Cl, H], [D7; Ph, H, H, Cl], [D8; Ph, Me, H, H], [D9; Ph, H, Me, H], [D10; Ph, H, H, Me], [D11; Ph, F, F, H], [D12; Ph, F, H, F], [D13; Ph, H, F, F], [D14; Ph, Cl, Cl, H], [D15; Ph, Cl, H, Cl], [D16; Ph, H, Cl, Cl], [D17; Ph, Me, Me, H], [D18; Ph, Me, H, Me], [D19; Ph, H, Me, Me], [D20; 2-F-Ph, H, H, H], [D21; 2-F-Ph, F, H, H], [D22; 2-F-Ph, H, F, H], [D23; 2-F-Ph, H, H, F], [D24; 2-F-Ph, Cl, H, H], [D25; 2-F-Ph, H, Cl, H], [D26; 2-F-Ph, H, H, Cl], [D27; 2-F-Ph, Me, H, H], [D28; 2-F-Ph, H, Me, H], [D29; 2-F-Ph, H, H, Me], [D30; 2-F-Ph, F, F, H], [D31; 2-F-Ph, F, H, F], [D32; 2-F-Ph, H, F, F], [D33; 2-F-Ph, Cl, Cl, H], [D34; 2-F-Ph, Cl, H, Cl], [D35; 2-F-Ph, H, Cl, Cl], [D36; 2-F-Ph, Me, Me, H], [D37; 2-F-Ph, Me, H, Me], [D38; 2-F-Ph, H, Me, Me], [D39; 3-F-Ph, H, H, H], [D40; 3-F-Ph, F, H, H], [D41; 3-F-Ph, H, F, H], [D42; 3-F-Ph, H, H, F], [D43; 3-F-Ph, Cl, H, H], [D44; 3-F-Ph, H, Cl, H], [D45; 3-F-Ph, H, H, Cl], [D46; 3-F-Ph, Me, H, H], [D47; 3-F-Ph, H, Me, H], [D48; 3-F-Ph, H, H, Me], [D49; 3-F-Ph, F, F, H], [D50; 3-F-Ph, F, H, F], [D51; 3-F-Ph, H, F, F], [D52; 3-F-Ph, Cl, Cl, H], [D53; 3-F-Ph, Cl, H, Cl], [D54; 3-F-Ph, H, Cl, Cl], [D55;3-F-Ph,Me,Me,H]、[D56;3-F-Ph,Me,H,Me]、[D57;3-F-Ph,H,Me,Me]、[D58;4-F-Ph,H,H,H]、[D59;4-F-Ph,F,H,H]、[D60;4-F-Ph,H,F,H]、[D61;4-F-Ph,H,H,F]、[D62;4-F-Ph,Cl,H,H]、[D63;4-F-Ph,H,Cl,H]、[D64;4-F-Ph,H,H,Cl]、[D65;4-F-Ph,Me,H,H]、[D66;4-F-Ph,H,Me,H]、[D67;4-F-Ph,H,H,Me]、[D68;4-F-Ph,F,F,H]、[D69;4-F-Ph,F,H,F]、[D70;4-F-Ph,H,F,F]、[D71;4-F-Ph,Cl,Cl,H]、[D72;4-F-Ph,Cl,H,Cl]、[D73;4-F-Ph,H,Cl,Cl]、[D74;4-F-Ph,Me,Me,H]、[D75;4-F-Ph,Me,H,Me]、[D76;4-F-Ph,H,Me,Me]、[D77;2-Cl-Ph,H,H,H]、[D78;2-Cl-Ph,F,H,H]、[D79;2-Cl-Ph,H,F,H]、[D80;2-Cl-Ph,H,H,F]、[D81;2-Cl-Ph,Cl,H,H]、[D82;2-Cl-Ph,H,Cl,H]、[D83;2-Cl-Ph,H,H,Cl]、[D84;2-Cl-Ph,Me,H,H]、[D85;2-Cl-Ph,H,Me,H]、[D86;2-Cl-Ph,H,H,Me]、[D87;2-Cl-Ph,F,F,H]、[D88;2-Cl-Ph,F,H,F]、[D89;2-Cl-Ph,H,F,F]、[D90;2-Cl-Ph,Cl,Cl,H]、[D91;2-Cl-Ph,Cl,H,Cl]、[D92;2-Cl-Ph,H,Cl,Cl]、[D93;2-Cl-Ph,Me,Me,H]、[D94;2-Cl-Ph,Me,H,Me]、[D95;2-Cl-Ph,H,Me,Me]、[D96;3-Cl-Ph,H,H,H]、[D97;3-Cl-Ph,F,H,H]、[D98;3-Cl-Ph,H,F,H]、[D99;3-Cl-Ph,H,H,F]、[D100;3-Cl-Ph,Cl,H,H]、[D101;3-Cl-Ph,H,Cl,H]、[D102;3-Cl-Ph,H,H,Cl]、[D103;3-Cl-Ph,Me,H,H]、[D104;3-Cl-Ph,H,Me,H]、[D105;3-Cl-Ph,H,H,Me]、[D106;3-Cl-Ph,F,F,H]、[D107;3-Cl-Ph,F,H,F]、[D108;3-Cl-Ph,H,F,F]、[D109;3-Cl-Ph,Cl,Cl,H]、[D110;3-Cl-Ph,Cl,H,Cl]、[D111;3-Cl-Ph,H,Cl,Cl]、[D112;3-Cl-Ph,Me,Me,H]、[D113;3-Cl-Ph,Me,H,Me]、[D114;3-Cl-Ph,H,Me,Me]、[D115;4-Cl-Ph,H,H,H]、[D116;4-Cl-Ph,F,H,H]、[D117;4-Cl-Ph,H,F,H]、[D118;4-Cl-Ph,H,H,F]、[D119;4-Cl-Ph,Cl,H,H]、[D120;4-Cl-Ph,H,Cl,H]、[D121;4-Cl-Ph,H,H,Cl]、[D122;4-Cl-Ph,Me,H,H]、[D123;4-Cl-Ph,H,Me,H]、[D124;4-Cl-Ph,H,H,Me]、[D125;4-Cl-Ph,F,F,H]、[D126;4-Cl-Ph,F,H,F]、[D127;4-Cl-Ph,H,F,F]、[D128;4-Cl-Ph,Cl,Cl,H]、[D129;4-Cl-Ph,Cl,H,Cl]、[D130;4-Cl-Ph,H,Cl,Cl]、[D131;4-Cl-Ph,Me,Me,H]、[D132;4-Cl-Ph,Me,H,Me]、[D133;4-Cl-Ph,H,Me,Me]、[D134;2-Me-Ph,H,H,H]、[D135;2-Me-Ph,F,H,H]、[D136;2-Me-Ph,H,F,H]、[D137;2-Me-Ph,H,H,F]、[D138;2-Me-Ph,Cl,H,H]、[D139;2-Me-Ph,H,Cl,H]、[D140;2-Me-Ph,H,H,Cl]、[D141;2-Me-Ph,Me,H,H]、[D142;2-Me-Ph,H,Me,H]、[D143;2-Me-Ph,H,H,Me]、[D144;2-Me-Ph,F,F,H]、[D145;2-Me-Ph,F,H,F]、[D146;2-Me-Ph,H,F,F]、[D147;2-Me-Ph,Cl,Cl,H]、[D148;2-Me-Ph,Cl,H,Cl]、[D149;2-Me-Ph,H,Cl,Cl]、[D150;2-Me-Ph,Me,Me,H]、[D151;2-Me-Ph,Me,H,Me]、[D152;2-Me-Ph,H,Me,Me]、[D153;3-Me-Ph,H,H,H]、[D154;3-Me-Ph,F,H,H]、[D155;3-Me-Ph,H,F,H]、[D156;3-Me-Ph,H,H,F]、[D157;3-Me-Ph,Cl,H,H]、[D158;3-Me-Ph,H,Cl,H]、[D159;3-Me-Ph,H,H,Cl]、[D160;3-Me-Ph,Me,H,H]、[D161;3-Me-Ph,H,Me,H]、[D162;3-Me-Ph,H,H,Me]、[D163;3-Me-Ph,F,F,H]、[D164;3-Me-Ph,F,H,F]、[D165;3-Me-Ph,H,F,F]、[D166;3-Me-Ph,Cl,Cl,H]、[D167;3-Me-Ph,Cl,H,Cl]、[D168;3-Me-Ph,H,Cl,Cl]、[D169;3-Me-Ph,Me,Me,H]、[D170;3-Me-Ph,Me,H,Me]、[D171;4-Me-Ph,H,Me,Me]、[D172;4-Me-Ph,H,H,H]、[D173;4-Me-Ph,F,H,H]、[D174;4-Me-Ph,H,F,H]、[D175;4-Me-Ph,H,H,F]、[D176;4-Me-Ph,Cl,H,H]、[D177;4-Me-Ph,H,Cl,H]、[D178;4-Me-Ph,H,H,Cl]、[D179;4-Me-Ph,Me,H,H]、[D180;4-Me-Ph,H,Me,H]、[D181;4-Me-Ph,H,H,Me]、[D182;4-Me-Ph,F,F,H]、[D183;4-Me-Ph,F,H,F]、[D184;4-Me-Ph,H,F,F]、[D185;4-Me-Ph,Cl,Cl,H]、[D186;4-Me-Ph,Cl,H,Cl]、[D187;4-Me-Ph,H,Cl,Cl]、[D188;4-Me-Ph,Me,Me,H]、[D189;4-Me-Ph,Me,H,Me]、[D190;4-Me-Ph,H,Me,Me]、[D191;2-OMe-Ph,H,H,H]、[D192;2-OMe-Ph,F,H,H]、[D193;2-OMe-Ph,H,F,H]、[D194;2-OMe-Ph,H,H,F]、[D195;2-OMe-Ph,Cl,H,H]、[D196;2-OMe-Ph,H,Cl,H]、[D197;2-OMe-Ph,H,H,Cl]、[D198;2-OMe-Ph,Me,H,H]、[D199;2-OMe-Ph,H,Me,H]、[D200;2-OMe-Ph,H,H,Me]、[D201;2-OMe-Ph,F,F,H]、[D202;2-OMe-Ph,F,H,F]、[D203;2-OMe-Ph,H,F,F]、[D204;2-OMe-Ph,Cl,Cl,H]、[D205;2-OMe-Ph,Cl,H,Cl]、[D206;2-OMe-Ph,H,Cl,Cl]、[D207;2-OMe-Ph,Me,Me,H]、[D208;2-OMe-Ph,Me,H,Me]、[D209;3-OMe-Ph,H,Me,Me]、[D210;3-OMe-Ph,H,H,H]、[D211;3-OMe-Ph,F,H,H]、[D212;3-OMe-Ph,H,F,H]、[D213;3-OMe-Ph,H,H,F]、[D214;3-OMe-Ph,Cl,H,H]、[D215;3-OMe-Ph,H,Cl,H]、[D216;3-OMe-Ph,H,H,Cl]、[D217;3-OMe-Ph,Me,H,H]、[D218;3-OMe-Ph,H,Me,H]、[D219;3-OMe-Ph,H,H,Me]、[D220;3-OMe-Ph,F,F,H]、[D221;3-OMe-Ph,F,H,F]、[D222;3-OMe-Ph,H,F,F]、[D223;3-OMe-Ph,Cl,Cl,H]、[D224;3-OMe-Ph,Cl,H,Cl]、[D225;3-OMe-Ph,H,Cl,Cl]、[D226;3-OMe-Ph,Me,Me,H]、[D227;3-OMe-Ph,Me,H,Me]、[D228;3-OMe-Ph,H,Me,Me]、[D229;4-OMe-Ph,H,H,H]、[D230;4-OMe-Ph,F,H,H]、[D231;4-OMe-Ph,H,F,H]、[D232;4-OMe-Ph,H,H,F]、[D233;4-OMe-Ph,Cl,H,H]、[D234;4-OMe-Ph,H,Cl,H]、[D235;4-OMe-Ph,H,H,Cl]、[D236;4-OMe-Ph,Me,H,H]、[D237;4-OMe-Ph,H,Me,H]、[D238;4-OMe-Ph,H,H,Me]、[D239;4-OMe-Ph,F,F,H]、[D240;4-OMe-Ph,F,H,F]、[D241;4-OMe-Ph,H,F,F]、[D242;4-OMe-Ph,Cl,Cl,H]、[D243;4-OMe-Ph,Cl,H,Cl]、[D244;4-OMe-Ph,H,Cl,Cl]、[D245;4-OMe-Ph,Me,Me,H]、[D246;4-OMe-Ph,Me,H,Me]、[D247;4-OMe-Ph,H,Me,Me]、[D248;2-CN-Ph,H,H,H]、[D249;2-CN-Ph,F,H,H]、[D250;2-CN-Ph,H,F,H]、[D251;2-CN-Ph,H,H,F]、[D252;2-CN-Ph,Cl,H,H]、[D253;2-CN-Ph,H,Cl,H]、[D254;2-CN-Ph,H,H,Cl]、[D255;2-CN-Ph,Me,H,H]、[D256;2-CN-Ph,H,Me,H]、[D257;2-CN-Ph,H,H,Me]、[D258;2-CN-Ph,F,F,H]、[D259;2-CN-Ph,F,H,F]、[D260;2-CN-Ph,H,F,F]、[D261;2-CN-Ph,Cl,Cl,H]、[D262;2-CN-Ph,Cl,H,Cl]、[D263;2-CN-Ph,H,Cl,Cl]、[D264;2-CN-Ph,Me,Me,H]、[D265;2-CN-Ph,Me,H,Me]、[D266;2-CN-Ph,H,Me,Me]、[D267;3-CN-Ph,H,H,H]、[D268;3-CN-Ph,F,H,H]、[D269;3-CN-Ph,H,F,H]、[D270;3-CN-Ph,H,H,F]、[D271;3-CN-Ph,Cl,H,H]、[D272;3-CN-Ph,H,Cl,H]、[D273;3-CN-Ph,H,H,Cl]、[D274;3-CN-Ph,Me,H,H]、[D275;3-CN-Ph,H,Me,H]、[D276;3-CN-Ph,H,H,Me]、[D277;3-CN-Ph,F,F,H]、[D278;3-CN-Ph,F,H,F]、[D279;3-CN-Ph,H,F,F]、[D280;3-CN-Ph,Cl,Cl,H]、[D281;3-CN-Ph,Cl,H,Cl]、[D282;3-CN-Ph,H,Cl,Cl]、[D283;3-CN-Ph,Me,Me,H]、[D284;3-CN-Ph,Me,H,Me]、[D285;3-CN-Ph,H,Me,Me]、[D286;4-CN-Ph,H,H,H]、[D287;4-CN-Ph,F,H,H]、[D288;4-CN-Ph,H,F,H]、[D289;4-CN-Ph,H,H,F]、[D290;4-CN-Ph,Cl,H,H]、[D291;4-CN-Ph,H,Cl,H]、[D292;4-CN-Ph,H,H,Cl]、[D293;4-CN-Ph,Me,H,H]、[D294;4-CN-Ph,H,Me,H]、[D295;4-CN-Ph,H,H,Me]、[D296;4-CN-Ph,F,F,H]、[D297;4-CN-Ph,F,H,F]、[D298;4-CN-Ph,H,F,F]、[D299;4-CN-Ph,Cl,Cl,H]、[D300;4-CN-Ph,Cl,H,Cl]、[D301;4-CN-Ph,H,Cl,Cl]、[D302;4-CN-Ph,Me,Me,H]、[D303;4-CN-Ph,Me,H,Me]、[D304;4-CN-Ph,H,Me,Me]、[D305;2,3-F2-Ph,H,H,H]、[D306;2,3-F2-Ph,F,H,H]、[D307;2,3-F2-Ph,H,F,H]、[D308;2,3-F2-Ph,H,H,F]、[D309;2,3-F2-Ph,Cl,H,H]、[D310;2,3-F2-Ph,H,Cl,H]、[D311;2,3-F2-Ph,H,H,Cl]、[D312;2,3-F2-Ph,Me,H,H]、[D313;2,3-F2-Ph,H,Me,H]、[D314;2,3-F2-Ph,H,H,Me]、[D315;2,3-F2-Ph,F,F,H]、[D316;2,3-F2-Ph,F,H,F]、[D317;2,3-F2-Ph,H,F,F]、[D318;2,3-F2-Ph,Cl,Cl,H]、[D319;2,3-F2-Ph,Cl,H,Cl]、[D320;2,3-F2-Ph,H,Cl,Cl]、[D321;2,3-F2-Ph,Me,Me,H]、[D322;2,3-F2-Ph,Me,H,Me]、[D323;2,3-F2-Ph,H,Me,Me]、[D324;2,4-F2-Ph,H,H,H]、[D325;2,4-F2-Ph,F,H,H]、[D326;2,4-F2-Ph,H,F,H]、[D327;2,4-F2-Ph,H,H,F]、[D328;2,4-F2-Ph,Cl,H,H]、[D329;2,4-F2-Ph,H,Cl,H]、[D330;2,4-F2-Ph,H,H,Cl]、[D331;2,4-F2-Ph,Me,H,H]、[D332;2,4-F2-Ph,H,Me,H]、[D333;2,4-F2-Ph,H,H,Me]、[D334;2,4-F2-Ph,F,F,H]、[D335;2,4-F2-Ph,F,H,F]、[D336;2,4-F2-Ph,H,F,F]、[D337;2,4-F2-Ph,Cl,Cl,H]、[D338;2,4-F2-Ph,Cl,H,Cl]、[D339;2,4-F2-Ph,H,Cl,Cl]、[D340;2,4-F2-Ph,Me,Me,H]、[D341;2,4-F2-Ph,Me,H,Me]、[D342;2,4-F2-Ph,H,Me,Me]、[D343;2,5-F2-Ph,H,H,H]、[D344;2,5-F2-Ph,F,H,H]、[D345;2,5-F2-Ph,H,F,H]、[D346;2,5-F2-Ph,H,H,F]、[D347;2,5-F2-Ph,Cl,H,H]、[D348;2,5-F2-Ph,H,Cl,H]、[D349;2,5-F2-Ph,H,H,Cl]、[D350;2,5-F2-Ph,Me,H,H]、[D351;2,5-F2-Ph,H,Me,H]、[D352;2,5-F2-Ph,H,H,Me]、[D353;2,5-F2-Ph,F,F,H]、[D354;2,5-F2-Ph,F,H,F]、[D355;2,5-F2-Ph,H,F,F]、[D356;2,5-F2-Ph,Cl,Cl,H]、[D357;2,5-F2-Ph,Cl,H,Cl]、[D358;2,5-F2-Ph,H,Cl,Cl]、[D359;2,5-F2-Ph,Me,Me,H]、[D360;2,5-F2-Ph,Me,H,Me]、[D361;2,5-F2-Ph,H,Me,Me]、[D362;2,6-F2-Ph,H,H,H]、[D363;2,6-F2-Ph,F,H,H]、[D364;2,6-F2-Ph,H,F,H]、[D365;2,6-F2-Ph,H,H,F]、[D366;2,6-F2-Ph,Cl,H,H]、[D367;2,6-F2-Ph,H,Cl,H]、[D368;2,6-F2-Ph,H,H,Cl]、[D369;2,6-F2-Ph,Me,H,H]、[D370;2,6-F2-Ph,H,Me,H]、[D371;2,6-F2-Ph,H,H,Me]、[D372;2,6-F2-Ph,F,F,H]、[D373;2,6-F2-Ph,F,H,F]、[D374;2,6-F2-Ph,H,F,F]、[D375;2,6-F2-Ph,Cl,Cl,H]、[D376;2,6-F2-Ph,Cl,H,Cl]、[D377;2,6-F2-Ph,H,Cl,Cl]、[D378;2,6-F2-Ph,Me,Me,H]、[D379;2,6-F2-Ph,Me,H,Me]、[D380;2,6-F2-Ph,H,Me,Me]、[D381;3,4-F2-Ph,H,H,H]、[D382;3,4-F2-Ph,F,H,H]、[D383;3,4-F2-Ph,H,F,H]、[D384;3,4-F2-Ph,H,H,F]、[D385;3,4-F2-Ph,Cl,H,H]、[D386;3,4-F2-Ph,H,Cl,H]、[D387;3,4-F2-Ph,H,H,Cl]、[D388;3,4-F2-Ph,Me,H,H]、[D389;3,4-F2-Ph,H,Me,H]、[D390;3,4-F2-Ph,H,H,Me]、[D391;3,4-F2-Ph,F,F,H]、[D392;3,4-F2-Ph,F,H,F]、[D393;3,4-F2-Ph,H,F,F]、[D394;3,4-F2-Ph,Cl,Cl,H]、[D395;3,4-F2-Ph,Cl,H,Cl]、[D396;3,4-F2-Ph,H,Cl,Cl]、[D397;3,4-F2-Ph,Me,Me,H]、[D398;3,4-F2-Ph,Me,H,Me]、[D399;3,4-F2-Ph,H,Me,Me]、[D400;3,5-F2-Ph,H,H,H]、[D401;3, 5-F2-Ph,F,H,H]、[D402;3,5-F2-Ph,H,F,H]、[D403;3,5-F2-Ph,H,H,F]、[D404;3,5-F2-Ph,Cl,H,H]、[D405;3,5-F2-Ph,H,Cl,H]、[D406;3,5-F2-Ph,H,H,Cl]、[D407;3,5-F2-Ph,Me,H,H]、[D408;3,5-F2-Ph,H,Me,H]、[D409;3,5-F2-Ph,H,H,Me]、[D410;3,5-F2-Ph,F,F,H]、[D411;3,5-F2-Ph,F,H,F]、[D412;3,5-F2-Ph,H,F,F]、[D413;3,5-F2-Ph,Cl,Cl,H]、[D414;3,5-F2-Ph,Cl,H,Cl]、[D415;3,5-F2-Ph,H,Cl,Cl]、[D416;3,5-F2-Ph,Me,Me,H]、[D417;3,5-F2-Ph,Me,H,Me]、[D418;3,5-F2-Ph,H,Me,Me]、[D419;2,3-Me2-Ph,H,H,H]、[D420;2,3-Me2-Ph,F,H,H]、[D421;2,3-Me2-Ph,H,F,H]、[D422;2,3-Me2-Ph,H,H,F]、[D423;2,3-Me2-Ph,Cl,H,H]、[D424;2,3-Me2-Ph,H,Cl,H]、[D425;2,3-Me2-Ph,H,H,Cl]、[D426;2,3-Me2-Ph,Me,H,H]、[D427;2,3-Me2-Ph,H,Me,H]、[D428;2,3-Me2-Ph,H,H,Me]、[D429;2,3-Me2-Ph,F,F,H]、[D430;2,3-Me2-Ph,F,H,F]、[D431;2,3-Me2-Ph,H,F,F]、[D432;2,3-Me2-Ph,Cl,Cl,H]、[D433;2,3-Me2-Ph,Cl,H,Cl]、[D434;2,3-Me2-Ph,H,Cl,Cl]、[D435;2,3-Me2-Ph,Me,Me,H]、[D436;2,3-Me2-Ph,Me,H,Me]、[D437;2,3-Me2-Ph,H,Me,Me]、[D438;2,4-Me2-Ph,H,H,H]、[D439;2,4-Me2-Ph,F,H,H]、[D440;2,4-Me2-Ph,H,F,H]、[D441;2,4-Me2-Ph,H,H,F]、[D442;2,4-Me2-Ph,Cl,H,H]、[D443;2,4-Me2-Ph,H,Cl,H]、[D444;2,4-Me2-Ph,H,H,Cl]、[D445;2,4-Me2-Ph,Me,H,H]、[D446;2,4-Me2-Ph,H,Me,H]、[D447;2,4-Me2-Ph,H,H,Me]、[D448;2,4-Me2-Ph,F,F,H]、[D449;2,4-Me2-Ph,F,H,F]、[D450;2,4-Me2-Ph,H,F,F]、[D451;2,4-Me2-Ph,Cl,Cl,H]、[D452;2,4-Me2-Ph,Cl,H,Cl]、[D453;2,4-Me2-Ph,H,Cl,Cl]、[D454;2,4-Me2-Ph,Me,Me,H]、[D455;2,4-Me2-Ph,Me,H,Me]、[D456;2,4-Me2-Ph,H,Me,Me]、[D457;2,5-Me2-Ph,H,H,H]、[D458;2,5-Me2-Ph,F,H,H]、[D459;2,5-Me2-Ph,H,F,H]、[D460;2,5-Me2-Ph,H,H,F]、[D461;2,5-Me2-Ph,Cl,H,H]、[D462;2,5-Me2-Ph,H,Cl,H]、[D463;2,5-Me2-Ph,H,H,Cl]、[D464;2,5-Me2-Ph,Me,H,H]、[D465;2,5-Me2-Ph,H,Me,H]、[D466;2,5-Me2-Ph,H,H,Me]、[D467;2,5-Me2-Ph,F,F,H]、[D468;2,5-Me2-Ph,F,H,F]、[D469;2,5-Me2-Ph,H,F,F]、[D470;2,5-Me2-Ph,Cl,Cl,H]、[D471;2,5-Me2-Ph,Cl,H,Cl]、[D472;2,5-Me2-Ph,H,Cl,Cl]、[D473;2,5-Me2-Ph,Me,Me,H]、[D474;2,5-Me2-Ph,Me,H,Me]、[D475;2,5-Me2-Ph,H,Me,Me]、[D476;2,6-Me2-Ph,H,H,H]、[D477;2,6-Me2-Ph,F,H,H]、[D478;2,6-Me2-Ph,H,F,H]、[D479;2,6-Me2-Ph,H,H,F]、[D480;2,6-Me2-Ph,Cl,H,H]、[D481;2,6-Me2-Ph,H,Cl,H]、[D482;2,6-Me2-Ph,H,H,Cl]、[D483;2,6-Me2-Ph,Me,H,H]、[D484;2,6-Me2-Ph,H,Me,H]、[D485;2,6-Me2-Ph,H,H,Me]、[D486;2,6-Me2-Ph,F,F,H]、[D487;2,6-Me2-Ph,F,H,F]、[D488;2,6-Me2-Ph,H,F,F]、[D489;2,6-Me2-Ph,Cl,Cl,H]、[D490;2,6-Me2-Ph,Cl,H,Cl]、[D491;2,6-Me2-Ph,H,Cl,Cl]、[D492;2,6-Me2-Ph,Me,Me,H]、[D493;2,6-Me2-Ph,Me,H,Me]、[D494;2,6-Me2-Ph,H,Me,Me]、[D495;3,4-Me2-Ph,H,H,H]、[D496;3,4-Me2-Ph,F,H,H]、[D497;3,4-Me2-Ph,H,F,H]、[D498;3,4-Me2-Ph,H,H,F]、[D499;3,4-Me2-Ph,Cl,H,H]、[D500;3,4-Me2-Ph,H,Cl,H]、[D501;3,4-Me2-Ph,H,H,Cl]、[D502;3,4-Me2-Ph,Me,H,H]、[D503;3,4-Me2-Ph,H,Me,H]、[D504;3,4-Me2-Ph,H,H,Me]、[D505;3,4-Me2-Ph,F,F,H]、[D506;3,4-Me2-Ph,F,H,F]、[D507;3,4-Me2-Ph,H,F,F]、[D508;3,4-Me2-Ph,Cl,Cl,H]、[D509;3,4-Me2-Ph,Cl,H,Cl]、[D510;3,4-Me2-Ph,H,Cl,Cl]、[D511;3,4-Me2-Ph,Me,Me,H]、[D512;3,4-Me2-Ph,Me,H,Me]、[D513;3,4-Me2-Ph,H,Me,Me]、[D514;3,5-Me2-Ph,H,H,H]、[D515;3,5-Me2-Ph,F,H,H]、[D516;3,5-Me2-Ph,H,F,H]、[D517;3,5-Me2-Ph,H,H,F]、[D518;3,5-Me2-Ph,Cl,H,H]、[D519;3,5-Me2-Ph,H,Cl,H]、[D520;3,5-Me2-Ph,H,H,Cl]、[D521;3,5-Me2-Ph,Me,H,H]、[D522;3,5-Me2-Ph,H,Me,H]、[D523;3,5-Me2-Ph,H,H,Me]、[D524;3,5-Me2-Ph,F,F,H]、[D525;3,5-Me2-Ph,F,H,F]、[D526;3,5-Me2-Ph,H,F,F], [D527;3,5-Me2-Ph,Cl,Cl,H], [D528;3,5-Me2-Ph,Cl,H,Cl], [D529;3,5-Me2-Ph, H,Cl,Cl], [D530;3,5-Me2-Ph,Me,Me,H], [D531;3,5-Me2-Ph,Me,H,Me], [D532;3,5-Me2-Ph,H,Me,Me];

[0127] In the compound (A-4), n is 1, and Z, R 8X , R 9X and R 10X In the compound (A-4), n is 2, and Z, R are any of the combinations described in Combination D (hereinafter referred to as compound group SX14). 8X , R 9X and R 10X is any one of the combinations described in Combination D (hereinafter referred to as compound group SX15).

[0128] Formula (A-5) In the compound represented by the formula (hereinafter referred to as compound (A-5)), n is 0, and Z, R 8X , R 9X and R 10X In the compound (A-5), n is 1, and Z, R are any of the combinations described in Combination B (hereinafter referred to as compound group SX16). 8X , R 9X and R 10X In the compound (A-5), n is 2, and Z, R are any of the combinations described in Combination B (hereinafter referred to as compound group SX17). 8X , R 9X and R 10X is any one of the combinations described in Combination B (hereinafter referred to as compound group SX18).

[0129] Formula (A-6) In the compound represented by the formula (hereinafter referred to as compound (A-6)), n is 0, and Z, R 8X and R 9X is any one of the combinations described in Combination C (hereinafter referred to as compound group SX19).

[0130] Combination C consists of substituent numbers C1 to C450. Substituent numbers C1 to C450 refer to Z, R 8X and R 9X The following represents a combination of [substituent number; Z, R 8X , R 9X For example, the substituent number C5 is a group in which Z is an ethyl group and R 8X is a hydrogen atom, and R 9X represents a combination in which the atom is a chlorine atom.

[0131] Combination C: [C1; Et, H, H], [C2; Et, F, H], [C3; Et, H, F], [C4; Et, Cl, H], [C5; Et, H, Cl], [C6; Et, Me, H], [C7; Et, H, Me], [C8; Et, F, F], [C9; Et, Cl, Cl], [C10; Et, Me, Me], [C11; Pr, H, H], [C12; Pr, F, H], [C13; Pr, H, F], [C14; Pr, Cl, H], [C15; Pr, H, Cl], [C16; Pr, Me, H], [C17; Pr, H, Me], [C18; Pr, F, F], [C19; Pr, Cl, Cl], [C20; Pr, Me, Me], [C21; i-Pr, H, H], [C22; i-Pr, F, H], [C23; i-Pr, H, F], [C24; i-Pr, Cl, H], [C25; i-Pr, H, Cl], [C26; i-Pr, Me, H], [C27; i-Pr, H, Me], [C28; i-Pr, F, F], [C29; i-Pr, Cl, Cl], [C30; i-Pr, Me, Me], [C31; CH=CHCH3, H, H][C32; CH=CHCH3, F, H], [C33; CH=CHCH3, H, F], [C34; CH=CHCH3, Cl, H], [C35; CH=CHCH3, H, Cl], [C36; CH=CHCH3, Me, H], [C37; CH=CHCH3, H, Me], [C38; CH=CHCH3, F, F], [C39; CH=CHCH3, Cl, Cl], [C40; CH=CHCH3, Me, Me], [C41; CH2CH=CH2, H, H], [C42; CH2CH=CH2, F, H], [C43; CH2CH=CH2, H, F], [C44; CH2CH=CH2, Cl, H], [C45; CH2CH=CH2, H, Cl], [C46; CH2CH=CH2, Me, H], [C47; CH2CH=CH2, H, Me], [C48; CH2CH=CH2, F, F], [C49; CH2CH=CH2, Cl, Cl], [C50; CH2CH=CH2, Me, Me], [C51; Bu, H, H], [C52; Bu, F, H], [C53; Bu, H, F], [C54; Bu, Cl, H], [C55; Bu, H, Cl], [C56; Bu, Me, H], [C57; Bu, H, Me], [C58; Bu, F, F], [C59; Bu, Cl, Cl], [C60; Bu, Me, Me], [C61;c-Pr,H,H]、[C62;c-Pr,F,H]、[C63;c-Pr,H,F]、[C64;c-Pr,Cl,H]、[C65;c-Pr,H,Cl]、[C66;c-Pr,Me,H]、[C67;c-Pr,H,Me]、[C68;c-Pr,F,F]、[C69;c-Pr,Cl,Cl]、[C70;c-Pr,Me,Me]、[C71;2-Thie,H,H]、[C72;2-Thie,F,H]、[C73;2-Thie,H,F]、[C74;2-Thie,Cl,H]、[C75;2-Thie,H,Cl]、[C76;2-Thie,Me,H]、[C77;2-Thie,H,Me]、[C78;2-Thie,F,F]、[C79;2-Thie,Cl,Cl]、[C80;2-Thie,Me,Me]、[C81;3-Thie,H,H]、[C82;3-Thie,F,H]、[C83;3-Thie,H,F]、[C84;3-Thie,Cl,H]、[C85;3-Thie,H,Cl]、[C86;3-Thie,Me,H]、[C87;3-Thie,H,Me]、[C88;3-Thie,F,F]、[C89;3-Thie,Cl,Cl]、[C90;3-Thie,Me,Me]、[C91;2-Fura,H,H]、[C92;2-Fura,F,H]、[C93;2-Fura,H,F]、[C94;2-Fura,Cl,H]、[C95;2-Fura,H,Cl]、[C96;2-Fura,Me,H]、[C97;2-Fura,H,Me]、[C98;2-Fura,F,F]、[C99;2-Fura,Cl,Cl]、[C100;2-Fura,Me,Me]、[C101;3-Fura,H,H]、[C102;3-Fura,F,H]、[C103;3-Fura,H,F]、[C104;3-Fura,Cl,H]、[C105;3-Fura,H,Cl]、[C106;3-Fura,Me,H]、[C107;3-Fura,H,Me]、[C108;3-Fura,F,F]、[C109;3-Fura,Cl,Cl]、[C110;3-Fura,Me,Me]、[C111;2-Py,H,H]、[C112;2-Py,F,H]、[C113;2-Py,H,F]、[C114;2-Py,Cl,H]、[C115;2-Py,H,Cl]、[C116;2-Py,Me,H]、[C117;2-Py,H,Me]、[C118;2-Py,F,F]、[C119;2-Py,Cl,Cl]、[C120;2-Py,Me,Me]、[C121;3-Py,H,H]、[C122;3-Py,F,H]、[C123;3-Py,H,F]、[C124;3-Py,Cl,H]、[C125;3-Py,H,Cl]、[C126;3-Py,Me,H]、[C127;3-Py,H,Me]、[C128;3-Py,F,F]、[C129;3-Py,Cl,Cl]、[C130;3-Py,Me,Me]、[C131;4-Py,H,H]、[C132;4-Py,F,H]、[C133;4-Py,H,F]、[C134;4-Py,Cl,H]、[C135;4-Py,H,Cl]、[C136;4-Py,Me,H]、[C137;4-Py,H,Me]、[C138;4-Py,F,F]、[C139;4-Py,Cl,Cl]、[C140;4-Py,Me,Me]、[C141;2-Pyrimid,H,H]、[C142;2-Pyrimid,F,H]、[C143;2-Pyrimid,H,F]、[C144;2-Pyrimid,Cl,H]、[C145;2-Pyrimid,H,Cl]、[C146;2-Pyrimid,Me,H]、[C147;2-Pyrimid,H,Me]、[C148;2-Pyrimid,F,F]、[C149;2-Pyrimid,Cl,Cl]、[C150;2-Pyrimid,Me,Me]、[C151;4-Pyrimid,H,H]、[C152;4-Pyrimid,F,H]、[C153;4-Pyrimid,H,F]、[C154;4-Pyrimid,Cl,H]、[C155;4-Pyrimid,H,Cl]、[C156;4-Pyrimid,Me,H]、[C157;4-Pyrimid,H,Me]、[C158;4-Pyrimid,F,F]、[C159;4-Pyrimid,Cl,Cl]、[C160;4-Pyrimid,Me,Me]、[C161;2-Pyrazin,H,H]、[C162;2-Pyrazin,F,H]、[C163;2-Pyrazin,H,F]、[C164;2-Pyrazin,Cl,H]、[C165;2-Pyrazin,H,Cl]、[C166;2-Pyrazin,Me,H]、[C167;2-Pyrazin,H,Me]、[C168;2-Pyrazin,F,F]、[C169;2-Pyrazin,Cl,Cl]、[C170;2-Pyrazin,Me,Me] 、[C171;Ph,H,H]、[C172;Ph,F,H]、[C173;Ph,H,F]、[C174;Ph,Cl,H]、[C175;Ph,H,Cl]、[C176;Ph,Me,H]、[C177;Ph,H,Me]、[C178;Ph,F,F]、[C179;Ph,Cl,Cl]、[C180;Ph,Me,Me]、[C181;2-F-Ph,H,H]、[C182;2-F-Ph,F,H]、[C183;2-F-Ph,H,F]、[C184;2-F-Ph,Cl,H]、[C185;2-F-Ph,H,Cl]、[C186;2-F-Ph,Me,H]、[C187;2-F-Ph,H,Me]、[C188;2-F-Ph,F,F]、[C189;2-F-Ph,Cl,Cl]、[C190;2-F-Ph,Me,Me]、[C191;3-F-Ph,H,H]、[C192;3-F-Ph,F,H]、[C193;3-F-Ph,H,F]、[C194;3-F-Ph,Cl,H]、[C195;3-F-Ph,H,Cl]、[C196;3-F-Ph,Me,H]、[C197;3-F-Ph,H,Me]、[C198;3-F-Ph,F,F]、[C199;3-F-Ph,Cl,Cl]、[C200;3-F-Ph,Me,Me]、[C201;4-F-Ph,H,H]、[C202;4-F-Ph,F,H]、[C203;4-F-Ph,H,F]、[C204;4-F-Ph,Cl,H]、[C205;4-F-Ph,H,Cl]、[C206;4-F-Ph,Me,H]、[C207;4-F-Ph,H,Me]、[C208;4-F-Ph,F,F]、[C209;4-F-Ph,Cl,Cl]、[C210;4-F-Ph,Me,Me]、[C211;2-Cl-Ph,H,H]、[C212;2-Cl-Ph,F,H]、[C213;2-Cl-Ph,H,F]、[C214;2-Cl-Ph,Cl,H]、[C215;2-Cl-Ph,H,Cl]、[C216;2-Cl-Ph,Me,H]、[C217;2-Cl-Ph,H,Me]、[C218;2-Cl-Ph,F,F]、[C219;2-Cl-Ph,Cl,Cl]、[C220;2-Cl-Ph,Me,Me]、[C221;2-F-Ph,H,H]、[C222;3-Cl-Ph,F,H]、[C223;3-Cl-Ph,H,F]、[C224;3-Cl-Ph,Cl,H]、[C225;3-Cl-Ph,H,Cl]、[C226;3-Cl-Ph,Me,H]、[C227;3-Cl-Ph,H,Me]、[C228;3-Cl-Ph,F,F]、[C229;3-Cl-Ph,Cl,Cl]、[C230;3-Cl-Ph,Me,Me]、[C231;4-Cl-Ph,H,H]、[C232;4-Cl-Ph,F,H]、[C233;4-Cl-Ph,H,F]、[C234;4-Cl-Ph,Cl,H]、[C235;4-Cl-Ph,H,Cl]、[C236;4-Cl-Ph,Me,H]、[C237;4-Cl-Ph,H,Me]、[C238;4-Cl-Ph,F,F]、[C239;4-Cl-Ph,Cl,Cl]、[C240;4-Cl-Ph,Me,Me]、[C241;2-Me-Ph,H,H]、[C242;2-Me-Ph,F,H]、[C243;2-Me-Ph,H,F]、[C244;2-Me-Ph,Cl,H]、[C245;2-Me-Ph,H,Cl]、[C246;2-Me-Ph,Me,H]、[C247;2-Me-Ph,H,Me]、[C248;2-Me-Ph,F,F]、[C249;2-Me-Ph,Cl,Cl]、[C250;2-Me-Ph,Me,Me]、[C251;3-Me-Ph,H,H]、[C252;3-Me-Ph,F,H]、[C253;3-Me-Ph,H,F]、[C254;3-Me-Ph,Cl,H]、[C255;3-Me-Ph,H,Cl]、[C256;3-Me-Ph,Me,H]、[C257;3-Me-Ph,H,Me]、[C258;3-Me-Ph,F,F]、[C259;3-Me-Ph,Cl,Cl]、[C260;3-Me-Ph,Me,Me]、[C261;4-Me-Ph,H,H]、[C262;4-Me-Ph,F,H]、[C263;4-Me-Ph,H,F]、[C264;4-Me-Ph,Cl,H]、[C265;4-Me-Ph,H,Cl]、[C266;4-Me-Ph,Me,H]、[C267;4-Me-Ph,H,Me]、[C268;4-Me-Ph,F,F]、[C269;4-Me-Ph,Cl,Cl]、[C270;4-Me-Ph,Me,Me]、[C271;2-OMe-Ph,H,H]、[C272;2-OMe-Ph,F,H]、[C273;2-OMe-Ph,H,F]、[C274;2-OMe-Ph,Cl,H]、[C275;2-OMe-Ph,H,Cl]、[C276;2-OMe-Ph,Me,H]、[C277;2-OMe-Ph,H,Me]、[C278;2-OMe-Ph,F,F]、[C279;2-OMe-Ph,Cl,Cl]、[C280;2-OMe-Ph,Me,Me]、[C281;3-OMe-Ph,H,H]、[C282;3-OMe-Ph,F,H]、[C283;3-OMe-Ph,H,F]、[C284;3-OMe-Ph,Cl,H]、[C285;3-OMe-Ph,H,Cl]、[C286;3-OMe-Ph,Me,H]、[C287;3-OMe-Ph,H,Me]、[C288;3-OMe-Ph,F,F]、[C289;3-OMe-Ph,Cl,Cl]、[C290;3-OMe-Ph,Me,Me]、[C291;4-OMe-Ph,H,H]、[C292;4-OMe-Ph,F,H]、[C293;4-OMe-Ph,H,F]、[C294;4-OMe-Ph,Cl,H]、[C295;4-OMe-Ph,H,Cl]、[C296;4-OMe-Ph,Me,H]、[C297;4-OMe-Ph,H,Me]、[C298;4-OMe-Ph,F,F]、[C299;4-OMe-Ph,Cl,Cl]、[C300;4-OMe-Ph,Me,Me]、[C301;2-CN-Ph,H,H]、[C302;2-CN-Ph,F,H]、[C303;2-CN-Ph,H,F]、[C304;2-CN-Ph,Cl,H]、[C305;2-CN-Ph,H,Cl]、[C306;2-CN-Ph,Me,H]、[C307;2-CN-Ph,H,Me]、[C308;2-CN-Ph,F,F]、[C309;2-CN-Ph,Cl,Cl]、[C310;2-CN-Ph,Me,Me]、[C311;3-CN-Ph,H,H]、[C312;3-CN-Ph,F,H]、[C313;3-CN-Ph,H,F]、[C314;3-CN-Ph,Cl,H]、[C315;3-CN-Ph,H,Cl]、[C316;3-CN-Ph,Me,H]、[C317;3-CN-Ph,H,Me]、[C318;3-CN-Ph,F,F]、[C319;3-CN-Ph,Cl,Cl]、[C320;3-CN-Ph,Me,Me]、[C321;4-CN-Ph,H,H]、[C322;4-CN-Ph,F,H]、[C323;4-CN-Ph,H,F]、[C324;4-CN-Ph,Cl,H]、[C325;4-CN-Ph,H,Cl]、[C326;4-CN-Ph,Me,H]、[C327;4-CN-Ph,H,Me]、[C328;4-CN-Ph,F,F]、[C329;4-CN-Ph,Cl,Cl]、[C330;4-CN-Ph,Me,Me]、[C331;2,3-F2-Ph,H,H]、[C332;2,3-F2-Ph,F,H]、[C333;2,3-F2-Ph,H,F]、[C334;2,3-F2-Ph,Cl,H]、[C335;2,3-F2-Ph,H,Cl]、[C336;2,3-F2-Ph,Me,H]、[C337;2,3-F2-Ph,H,Me]、[C338;2,3-F2-Ph,F,F]、[C339;2,3-F2-Ph,Cl,Cl]、[C340;2,3-F2-Ph,Me,Me]、[C341;2,4-F2-Ph,H,H]、[C342;2,4-F2-Ph,F,H]、[C343;2,4-F2-Ph,H,F]、[C344;2,4-F2-Ph,Cl,H]、[C345;2,4-F2-Ph,H,Cl]、[C346;2,4-F2-Ph,Me,H]、[C347;2,4-F2-Ph,H,Me]、[C348;2,4-F2-Ph,F,F]、[C349;2,4-F2-Ph,Cl,Cl]、[C350;2,4-F2-Ph,Me,Me]、[C351;2,5-F2-Ph,H,H]、[C352;2,5-F2-Ph,F,H]、[C353;2,5-F2-Ph,H,F]、[C354;2,5-F2-Ph,Cl,H]、[C355;2,5-F2-Ph,H,Cl]、[C356;2,5-F2-Ph,Me,H]、[C357;2,5-F2-Ph,H,Me]、[C358;2,5-F2-Ph,F,F]、[C359;2,5-F2-Ph,Cl,Cl]、[C360;2,5-F2-Ph,Me,Me]、[C361;2,6-F2-Ph,H,H]、[C362;2,6-F2-Ph,F,H]、[C363;2,6-F2-Ph,H,F]、[C364;2,6-F2-Ph,Cl,H]、[C365;2,6-F2-Ph,H,Cl]、[C366;2,6-F2-Ph,Me,H]、[C367;2,6-F2-Ph,H,Me]、[C368;2,6-F2-Ph,F,F]、[C369;2,6-F2-Ph,Cl,Cl]、[C370;2,6-F2-Ph,Me,Me]、[C371;3,4-F2-Ph,H,H]、[C372;3,4-F2-Ph,F,H]、[C373;3,4-F2-Ph,H,F]、[C374;3,4-F2-Ph,Cl,H]、[C375;3,4-F2-Ph,H,Cl]、[C376;3,4-F2-Ph,Me,H]、[C377;3,4-F2-Ph,H,Me]、[C378;3,4-F2-Ph,F,F]、[C379;3,4-F2-Ph,Cl,Cl]、[C380;3,4-F2-Ph,Me,Me]、[C381;3,5-F2-Ph,H,H]、[C382;3,5-F2-Ph,F,H]、[C383;3,5-F2-Ph,H,F]、[C384;3,5-F2-Ph,Cl,H]、[C385;3,5-F2-Ph,H,Cl]、[C386;3,5-F2-Ph,Me,H]、[C387;3,5-F2-Ph,H,Me]、[C388;3,5-F2-Ph,F,F]、[C389;3,5-F2-Ph,Cl,Cl]、[C390;3,5-F2-Ph,Me,Me]、[C391;2,3-Me2-Ph,H,H]、[C392;2,3-Me2-Ph,F,H]、[C393;2,3-Me2-Ph,H,F]、[C394;2,3-Me2-Ph,Cl,H]、[C395;2,3-Me2-Ph,H,Cl]、[C396;2,3-Me2-Ph,Me,H]、[C397;2,3-Me2-Ph,H,Me]、[C398;2,3-Me2-Ph,F,F]、[C399;2,3-Me2-Ph,Cl,Cl]、[C400;2,3-Me2-Ph,Me,Me]、[C401;2,4-Me2-Ph,H,H]、[C402;2,4-Me2-Ph,F,H]、[C403;2,4-Me2-Ph,H,F]、[C404;2,4-Me2-Ph,Cl,H]、[C405;2,4-Me2-Ph,H,Cl]、[C406;2,4-Me2-Ph,Me,H]、[C407;2,4-Me2-Ph,H,Me]、[C408;2,4-Me2-Ph,F,F]、[C409;2,4-Me2-Ph,Cl,Cl]、[C410;2,4-Me2-Ph,Me,Me]、[C411;2,5-Me2-Ph,H,H]、[C412;[2,5 - Me2 - Ph,F,H], [C413;2,5 - Me2 - Ph,H,F], [C414;2,5 - Me2 - Ph,Cl,H], [C415;2,5 - Me2 - Ph,H,Cl], [C416;2,5 - Me2 - Ph,Me,H], [C417;2,5 - Me2 - Ph,H,Me], [C418;2,5 - Me2 - Ph,F,F], [C419;2,5 - Me2 - Ph,Cl,Cl], [C420;2,5 - Me2 - Ph,Me,Me], [C421;2,6 - Me2 - Ph,H,H], [C422;2,6 - Me2 - Ph,F,H], [C423;2,6 - Me2 - Ph,H,F], [C424;2,6 - Me2 - Ph,Cl,H], [C425;2,6 - Me2 - Ph,H,Cl], [C426;2,6 - Me2 - Ph,Me,H], [C427;2,6 - Me2 - Ph,H,Me], [C428;2,6 - Me2 - Ph,F,F], [C429;2,6 - Me2 - Ph,Cl,Cl], [C430;2,6 - Me2 - Ph,Me,Me], [C431;3,4 - Me2 - Ph,H,H], [C432;3,4 - Me2 - Ph,F,H], [C433;3,4 - Me2 - Ph,H,F], [C434;3,4 - Me2 - Ph,Cl,H], [C435;3,4 - Me2 - Ph,H,Cl], [C436;3,4 - Me2 - Ph,Me,H], [C437;3,4 - Me2 - Ph,H,Me], [C438;3,4 - Me2 - Ph,F,F], [C439;3,4 - Me2 - Ph,Cl,Cl], [C440;3,4 - Me2 - Ph,Me,Me], [C441;3,5 - Me2 - Ph,H,H], [C442;3,5 - Me2 - Ph,F,H], [C443;3,5 - Me2 - Ph,H,F], [C444;3,5 - Me2 - Ph,Cl,H], [C445;3,5 - Me2 - Ph,H,Cl], [C446;3,5 - Me2 - Ph,Me,H], [C447;3,5 - Me2 - Ph,H,Me], [C448;3,5 - Me2 - Ph,F,F], [C449;3,5 - Me2 - Ph,Cl,Cl], [C450;3,5 - Me2 - Ph,Me,Me];

[0132] In compound (A - 6), n is 1, Z, R 8X and R 9XIn the compound (A-6), n is 2, and Z, R are any of the combinations described in Combination C (hereinafter referred to as compound group SX20). 8X and R 9X is any of the combinations described in Combination C (hereinafter referred to as Compound Group SX21).

[0133] Formulation examples are shown below. Note that "parts" refers to parts by weight. Compound S represents a compound described in compound groups SX1 to SX21.

[0134] Formulation Example 1 35 parts of a mixture of polyoxyethylene alkyl ether sulfate ammonium salt and silica (weight ratio 1:1), 10 parts of any one of the present compounds S, and 55 parts of water are mixed and finely pulverized by a wet pulverization method to obtain a formulation.

[0135] Formulation Example 2 50 parts of any one of the present compounds S, 3 parts of calcium lignosulfonate, 2 parts of sodium lauryl sulfate, and 45 parts of silica are ground and mixed to obtain a formulation.

[0136] Formulation Example 3: A formulation is obtained by mixing 5 parts of any one of the present compounds S, 9 parts of polyoxyethylene styrylphenyl ether, 5 parts of polyoxyethylene decyl ether (number of ethylene oxide added: 5), 6 parts of calcium dodecylbenzenesulfonate, and 75 parts of xylene.

[0137] Formulation Example 4: 2 parts of any one of the present compounds S, 1 part of silica, 2 parts of calcium lignosulfonate, 30 parts of bentonite, and 65 parts of kaolin clay are pulverized and mixed, and an appropriate amount of water is added and kneaded. The mixture is granulated in a granulator and then dried to obtain a formulation.

[0138] Formulation Example 5: 10 parts of any one of the present compounds S is mixed with a mixture of 18 parts of benzyl alcohol and 9 parts of DMSO, and 6.3 parts of GERONOL (registered trademark) TE250, 2.7 parts of Ethylan (registered trademark) NS-500LQ, and 54 parts of solvent naphtha are added thereto and mixed to obtain a formulation.

[0139] Next, test examples are shown. The untreated well in Test Example 15 refers to a well that was treated under the same conditions as those described in the test example, except that DMSO was dispensed instead of the DMSO diluted solution containing the present compound. The untreated leaf disk in Test Example 7 refers to a leaf disk that was treated under the same conditions as those described in the test example, except that DMSO was dispensed instead of the DMSO diluted solution containing the present compound. The untreated leaf disk in Test Example 11 refers to a leaf disk that was not sprayed with a water dilution of the formulation containing the present compound.

[0140] Test Example 1: Control test against wheat leaf blight fungus (Septoria tritici) The present compound was diluted with DMSO to contain 150 ppm, and 1 μL was dispensed into a titer plate (96 wells), followed by 150 μL of YBG medium inoculated with spores of the wheat leaf blight fungus. The plate was incubated at 18°C ​​for 3 days to allow the wheat leaf blight fungus to grow, after which the absorbance at 550 nm of each well of the titer plate was measured, and this value was taken as the growth rate of the wheat leaf blight fungus. As a result, each of the present compounds demonstrated plant disease control effects.

[0141] Test Example 2: Control test against Ustilago maydis (corn smut fungus). The present compound was diluted with DMSO to a concentration of 150 ppm, and 1 μL was dispensed into a titer plate (96 wells). Then, 150 μL of potato decoction liquid medium (PDB medium) previously inoculated with spores of Ustilago maydis was dispensed. The plate was incubated at 18°C ​​for 4 days to allow the Ustilago maydis fungus to grow. The absorbance at 550 nm of each well of the titer plate was then measured, and this value was used as the growth rate of Ustilago maydis. As a result, each of the present compounds demonstrated plant disease control effects.

[0142] Test Example 3: Control test against barley scald fungus (Rhynchosporium secalis) The present compound was diluted with DMSO to a concentration of 150 ppm, and 1 μL was dispensed into a titer plate (96 wells), followed by 150 μL of potato decoction liquid medium (PDB medium) previously inoculated with barley scald fungus spores. The plate was incubated at 18°C ​​for 7 days to allow the barley scald fungus to grow, after which the absorbance at 550 nm of each well of the titer plate was measured, and this value was taken as the growth rate of the barley scald fungus. As a result, each of the present compounds demonstrated plant disease control effects.

[0143] Test Example 4: Control test against cucumber gray mold fungus (Botrytis cinerea) The present compound was diluted with DMSO to contain 150 ppm, and 1 μL was dispensed into a titer plate (96 wells), followed by 150 μL of complete medium previously inoculated with spores of Botrytis cinerea. The plate was incubated at 18°C ​​for 4 days to allow the Botrytis cinerea fungus to grow, after which the absorbance at 550 nm of each well of the titer plate was measured, and this value was taken as the growth rate of Botrytis cinerea. As a result, each of the present compounds demonstrated plant disease control effects.

[0144] Test Example 5: Control test against peach scab fungus (Cladosporium carpophilum) Each compound was diluted with DMSO to a concentration of 150 ppm, and 1 μL was dispensed into a titer plate (96 wells). Then, 150 μL of potato decoction liquid medium (PDB medium) previously inoculated with peach scab fungus spores was dispensed into each well. The plate was incubated at 18° C. for 5 days to allow the peach scab fungus to grow. The absorbance at 550 nm of each well of the titer plate was then measured, and this value was used as the growth rate of the peach scab fungus. As a result, each compound exhibited plant disease control effects.

[0145] Test Example 6: Control test against Cochliobolus miyabeanus (rice leaf spot fungus) Each compound was diluted with DMSO to a concentration of 150 ppm, and 1 μL of each solution was dispensed into a titer plate (96 wells), followed by 150 μL of YB liquid medium inoculated with spores of Cochliobolus miyabeanus. The plate was incubated at 23°C for 3 days to allow the Cochliobolus miyabeanus to grow. After that, the absorbance at 550 nm of each well of the titer plate was measured, and this value was taken as the growth rate of Cochliobolus miyabeanus. As a result, each compound exhibited plant disease control effects.

[0146] Test Example 7: Control test against soybean rust (Phakopsora pachyrhizi) Leaf discs were prepared by cutting the true leaves of soybeans (cultivar: Kurosengoku) to a diameter of 1 cm. After dispensing 1 mL of agar medium (agar concentration 1.2%) into each well of a 24-well microplate, one leaf disc was placed on the agar medium in each well. 20 μL of a DMSO solution containing 10,000 ppm of the test compound was added to a mixture of 0.5 μL of Sorpol® 1200KX, 4.5 μL of DMSO, and 5 μL of xylene, and mixed. The resulting mixture was diluted with ion-exchanged water to prepare a mixture containing the test compound at the desired concentration. 10 μL of the resulting mixture was sprayed per leaf disc. After one day, a water suspension (1.0 × 10 5 1 / mL) was sprayed onto the leaf disks for inoculation. After inoculation, the disks were placed in a climate chamber (lights on for 18 hours, lights off for 6 hours, temperature 23°C, humidity 60%). After one day, the leaf disks were air-dried until all water droplets had disappeared from their surfaces, and then placed again in the climate chamber for 12 days. Thereafter, the lesion area of ​​soybean rust was investigated. As a result, the lesion area of ​​the leaf disks treated with any one of the present compounds 1, 2, 4, 5, 6, 8, 9, 12, 13, 15, 16, 18, 20, 25, 27, 28, 29, 30, 31, or 32 at a predetermined concentration of 200 ppm was 30% or less of the lesion area of ​​the untreated leaf disks.

[0147] Test Example 8: Control test against barley net blotch (Pyrenophora teres) Plastic pots were filled with soil, barley (variety: Nishinohoshi) was sown therein, and the pots were cultivated in a greenhouse for 7 days. The present compound, formulated according to the method described in Formulation Example 1, was mixed with water to a concentration of 200 ppm, and the resulting mixture was sprayed on the stems and leaves of the barley so that sufficient adhesion was achieved on the leaf surfaces. After spraying, the barley was air-dried, and one day later, an aqueous suspension of barley net blotch fungus spores was sprayed and inoculated. After inoculation, the barley was placed in a greenhouse at 23°C during the day and 20°C at night under humid conditions for 3 days, and then cultivated in the greenhouse for 7 days, after which the lesion area was examined. As a result, each of the present compounds demonstrated plant disease control effects.

[0148] Test Example 9: Control test against wheat leaf rust (Puccinia recondita) Plastic pots were filled with soil, wheat (cultivar: Shirogane) was sown therein, and the plants were grown in a greenhouse for 9 days. The present compound, formulated according to the method described in Formulation Example 1, was mixed with water to a concentration of 200 ppm, and the resulting mixture was sprayed on the stems and leaves of the wheat so that it adhered well to the leaf surface. After spraying, the wheat plants were air-dried and grown at 20°C under lighting for 5 to 7 days, after which they were inoculated with spores of the wheat leaf rust fungus. After inoculation, the wheat plants were left at 23°C under dark and humid conditions for 1 day, and then grown at 20°C under lighting for 8 days, and the lesion area was examined. As a result, each of the present compounds demonstrated plant disease control effects.

[0149] Test Example 10: Control test against wheat leaf blight (Septoria tritici) Plastic pots were filled with soil, wheat (cultivar: Apogee) seeds were sown therein, and the plants were grown in a greenhouse for 10 days. The present compound, formulated according to the method described in Formulation Example 1, was mixed with water to a concentration of 200 ppm, and the resulting mixture was sprayed on the stems and leaves of the wheat so that it adhered well to the leaf surface. After spraying, the wheat was air-dried, and after 4 days, an aqueous suspension containing spores of the wheat leaf blight fungus was sprayed and inoculated. After inoculation, the wheat was placed under 18°C ​​and high humidity for 3 days, and then grown under light for 14 to 18 days, after which the lesion area was examined. As a result, each of the present compounds demonstrated plant disease control effects.

[0150] Test Example 11: Control test against soybean rust (Phakopsora pachyrhizi) Soil was filled into plastic pots, soybeans (cultivar: Kurosengoku) were sown, and the plants were grown in a greenhouse for 10 to 14 days. Compounds 1, 2, 4, 5, 6, 8, 9, 10, 11, or 32, formulated according to the method described in Formulation Example 1, were mixed with water to a concentration of 200 ppm. The resulting mixture was sprayed on the soybeans so that sufficient adhesion to the leaf surface was achieved. After spraying, the soybeans were air-dried, and 2 to 5 days later, they were inoculated by spraying with an aqueous suspension of soybean rust spores. After inoculation, the soybeans were placed in a greenhouse at 23°C during the day and 20°C at night under humid conditions for 1 to 2 days, then grown in the greenhouse for 12 days, after which the lesion area was examined. The lesion area on the soybeans treated with each of the compounds was 30% or less of that on the untreated soybeans.

[0151] Test Example 12: Control test against soybean rust (Phakopsora pachyrhizi) Soil was filled into plastic pots, soybeans (cultivar: Kurosengoku) were sown, and the soybeans were grown in a greenhouse for 10 days. An aqueous suspension containing soybean rust spores was sprayed and inoculated. After inoculation, the soybeans were placed in a greenhouse at 23°C during the day and 20°C at night under humid conditions for 1 day. After cultivation in the greenhouse for 2 days, the present compound, formulated according to the method described in Formulation Example 1, was mixed with water to a concentration of 200 ppm, and the resulting mixture was sprayed on the stems and leaves of the soybeans so that it adhered well to the leaf surface. After spraying, the soybeans were air-dried and grown in the greenhouse for 8 days, after which the lesion area was examined. The results showed that each of the present compounds demonstrated plant disease control effects.

[0152] Test Example 13: Control test against soybean spot disease (Cercospora sojina) Soil was filled into plastic pots, soybeans (variety: Tachinagaha) were sown therein, and the plants were cultivated in a greenhouse for 13 days. The present compound, formulated according to the method described in Formulation Example 1, was mixed with water to a concentration of 200 ppm, and the resulting mixture was sprayed on the stems and leaves of the soybeans so that sufficient adhesion was achieved on the leaf surfaces. After spraying, the soybeans were air-dried, and one day later, they were inoculated by spraying with an aqueous suspension of spores of Cercospora sojina. After inoculation, the soybeans were placed in a greenhouse at 23°C during the day and 20°C at night under humid conditions for 3 days, and then cultivated in the greenhouse for 16 days, after which the lesion area was examined. As a result, each of the present compounds demonstrated plant disease control effects.

[0153] Test Example 14: Control test against tomato ring rot (Alternaria solani) Plastic pots were filled with soil, tomatoes (variety: Patio) were sown therein, and the pots were grown in a greenhouse for 20 days. The present compound formulated according to the method described in Formulation Example 1 was mixed with water to a concentration of 200 ppm, and the resulting mixture was sprayed on the stems and leaves of the tomatoes so that sufficient adhesion was achieved on the leaf surface. After spraying, the tomatoes were air-dried, and one day later, they were inoculated by spraying with an aqueous suspension of tomato ring rot spores. After inoculation, the tomatoes were left at 18°C ​​under humid conditions for 6 days, and the lesion area was then examined. As a result, each of the present compounds demonstrated plant disease control effects.

[0154] Test Example 15: Control test against soybean rust fungus (Phakopsora pachyrhizi) The present compound was diluted with DMSO to contain 150 ppm, and 1 μL was dispensed into a titer plate (96 wells). Then, a water suspension of soybean rust fungus spores (1.0 × 10 4 149 μL of a solution of 1 / mL of the soybean rust fungus was dispensed. After incubating the plate at 23° C. for several hours, germinated spores of the soybean rust fungus were counted. As a result, at a treatment concentration of 1 ppm, the number of germinated spores in wells containing any one of Compounds 1, 2, 3, 4, 5, 6, 7, 8, 9, 12, 13, 14, 15, 16, 20, 21, 27, 28, 29, and 32 as the test compound was 50% or less of the number of germinated spores in the untreated wells.

[0155] Test Example 16: Control test against soybean rust fungus (Phakopsora pachyrhizi) A test is carried out in the same manner as in Test Example 15, using the present compound as the test compound at a treatment concentration of 10 ppm. As a result, each of the present compounds shows a plant disease control effect.

[0156] The present compound has a controlling effect against plant diseases and can be used for controlling plant diseases.

Claims

1. Formula (I) [In the formula, n represents 0, 1, or 2; 3 The combination of X and Z is 3 is CR 3 Z is a C2-C6 chain hydrocarbon group, a methyl group substituted with one or more fluorine atoms, a C1-C2 alkyl group {the C1-C2 alkyl group is substituted with a methoxy group or an ethoxy group}, a C3-C8 alicyclic hydrocarbon group optionally substituted with one or more substituents selected from group A, a 3- to 8-membered non-aromatic heterocyclic group {the 3- to 8-membered non-aromatic heterocyclic group is one in which the carbon atom constituting the ring is S(O) n and may be substituted with one or more substituents selected from group A}, or a 5- to 10-membered aromatic heterocyclic group {the 5- to 10-membered aromatic heterocyclic group is a ring-constituting carbon atom that is S(O) n and optionally substituted with one or more substituents selected from group B; or 3 is a nitrogen atom, Z is a C2-C6 chain hydrocarbon group, a methyl group substituted with one or more fluorine atoms, a C1-C2 alkyl group {the C1-C2 alkyl group is substituted with a methoxy group or an ethoxy group}, a C3-C8 alicyclic hydrocarbon group optionally substituted with one or more substituents selected from group A, a 3- to 8-membered non-aromatic heterocyclic group {the 3- to 8-membered non-aromatic heterocyclic group is a ring-constituting carbon atom that is S(O) n and optionally substituted with one or more substituents selected from group A}, a phenyl group optionally substituted with one or more substituents selected from group B, or a 5- to 10-membered aromatic heterocyclic group {the 5- to 10-membered aromatic heterocyclic group is one in which the carbon atom constituting the ring is S(O) n and is optionally substituted with one or more substituents selected from group B; 1 is CR 1 or a nitrogen atom; X 2 is CR 2 or a nitrogen atom; X 4 is CR 4 or a nitrogen atom (provided that X 1 , X 2 , X 3 , and X 4 The number of nitrogen atoms is 0, 1 or 2. 1 , R 2 , R 3 , and R 4 are the same or different and represent a methyl group optionally substituted with one or more fluorine atoms, a halogen atom, or a hydrogen atom. Group A: a group consisting of a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group {the C1-C6 chain hydrocarbon group and the C1-C6 alkoxy group may be substituted with one or more substituents selected from Group C}, an oxo group, a thioxo group, a hydroxy group, a halogen atom, and a cyano group. Group B: a group consisting of a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group {the C1-C6 chain hydrocarbon group and the C1-C6 alkoxy group may be substituted with one or more substituents selected from Group C}, a halogen atom, and a cyano group. Group C: a group consisting of a C1-C3 alkoxy group, a halogen atom, and a cyano group. A method for controlling plant diseases, which comprises treating a plant or the soil in which a plant is grown with a compound represented by the formula (I) or an N-oxide thereof, or a salt thereof.

2. In claim 1, the compound represented by formula (I) or its N-oxide or salt thereof is 3 The combination of X and Z is 3 is CH, Z is a C2-C6 chain hydrocarbon group or a 5- to 10-membered aromatic heterocyclic group {the 5- to 10-membered aromatic heterocyclic group is a ring-constituting carbon atom is S(O) n and optionally substituted with one or more substituents selected from group B; or 3 is a nitrogen atom, Z is a C2-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group which may be substituted with one or more substituents selected from group A, a 3-8 membered non-aromatic heterocyclic group {the 3-8 membered non-aromatic heterocyclic group is a ring-constituting carbon atom which is S(O) n and optionally substituted with one or more substituents selected from group A}, a phenyl group optionally substituted with one or more substituents selected from group B, or a 5- to 10-membered aromatic heterocyclic group {the 5- to 10-membered aromatic heterocyclic group is one in which the carbon atom constituting the ring is S(O) n and optionally substituted with one or more substituents selected from group B; 1 is CH or a nitrogen atom, X 2 and X 4 The method for controlling plant diseases according to claim 1, wherein the compound is CH, an N-oxide thereof, or a salt thereof.

3. Formula (II) [In the formula, na represents 1 or 2; X 1a is CR 1a or a nitrogen atom; X 3a and Z a The combination of 3a is CR 3a And Z a C2-C6 chain hydrocarbon group, C1-C2 alkyl group {the C1-C2 alkyl group is substituted with a methoxy group or an ethoxy group}, Group A a a C3-C8 alicyclic hydrocarbon group which may be substituted by one or more substituents selected from the group consisting of a 3- to 8-membered non-aromatic heterocyclic group (the 3- to 8-membered non-aromatic heterocyclic group in which the carbon atom constituting the ring is S(O) na and is bonded to Group A a a 5- to 10-membered aromatic heterocyclic group {wherein the carbon atom constituting the ring is S(O) na and group B a or a combination in which X is optionally substituted with one or more substituents selected from 3a is a nitrogen atom; Z a C2-C6 chain hydrocarbon group, C1-C2 alkyl group {the C1-C2 alkyl group is substituted with a methoxy group or an ethoxy group}, Group A a a C3-C8 alicyclic hydrocarbon group which may be substituted by one or more substituents selected from the group consisting of a 3- to 8-membered non-aromatic heterocyclic group (the 3- to 8-membered non-aromatic heterocyclic group in which the carbon atom constituting the ring is S(O) na and is bonded to Group A a may be substituted with one or more substituents selected from the following group B a a phenyl group which may be substituted by one or more substituents selected from the following, or a 5- to 10-membered aromatic heterocyclic group {the 5- to 10-membered aromatic heterocyclic group is one in which the carbon atom constituting the ring is S(O) na and group B a R represents a combination in which R is optionally substituted with one or more substituents selected from 1a and R 3a are the same or different and each represents a methyl group optionally substituted with one or more fluorine atoms, a halogen atom, or a hydrogen atom. a C1-C4 chain hydrocarbon group, C1-C6 alkoxy group {the C1-C4 chain hydrocarbon group and the C1-C6 alkoxy group are each selected from group C a Group B is a group consisting of an oxo group, a thioxo group, a halogen atom, and a cyano group, and may be substituted with one or more substituents selected from the group consisting of: a C1-C6 chain hydrocarbon group, C1-C6 alkoxy group {the C1-C6 chain hydrocarbon group and the C1-C6 alkoxy group are each selected from group C a Group C: The group consisting of a halogen atom and a cyano group, each of which may be substituted with one or more substituents selected from the group consisting of a cyclic alkyl group, ... and a cyclic alkyl group. a : a group consisting of a C1-C3 alkoxy group, a halogen atom, and a cyano group.] (excluding 2-chloro-4,6-dimethyl-3-[(2-methylphenyl)sulfonyl]-5-phenylpyridine, 3-[(1-methylethyl)sulfonyl]-1,1'-biphenyl, and 4-methyl-3-[(1-methylethyl)sulfonyl]-1,1'-biphenyl), or an N-oxide thereof, or a salt thereof.

4. X 1a is CH or a nitrogen atom, X 3a and Z a The combination of X 3a is CH; Z a a C2-C6 chain hydrocarbon group, or a 5- to 10-membered aromatic heterocyclic group {the 5- to 10-membered aromatic heterocyclic group is one in which the carbon atom constituting the ring is S(O) na and group B a or a combination in which X is optionally substituted with one or more substituents selected from 3a is a nitrogen atom; Z a However, a C2-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, a 3-8 membered non-aromatic heterocyclic group (a 3-8 membered non-aromatic heterocyclic group in which the carbon atom constituting the ring is S(O) na and is bonded to Group A a may be substituted with one or more substituents selected from the following group B a a phenyl group which may be substituted by one or more substituents selected from the following, or a 5- to 10-membered aromatic heterocyclic group {the 5- to 10-membered aromatic heterocyclic group is one in which the carbon atom constituting the ring is S(O) na and group B a 4. The compound according to claim 3, or an N-oxide thereof, or a salt thereof, which is a combination of:

5. A composition comprising a compound according to claim 3 or 4, or an N-oxide thereof, or a salt thereof, and an inert carrier.

6. A composition containing one or more components selected from the group consisting of group (a), group (b), group (c) and group (d), and the compound or its N-oxide or salt thereof described in claim 3 or claim 4: Group (a): a group consisting of insecticidal active ingredients, acaricidal active ingredients and nematicidal active ingredients; Group (b): fungicidal active ingredients; Group (c): plant growth regulator ingredients; Group (d): repellent ingredients.

7. A method for controlling plant diseases which comprises applying an effective amount of the compound or N-oxide or salt thereof according to claim 3 or 4, or an effective amount of the composition according to claim 6 to a plant or the soil in which the plant is grown.

8. Use of a compound according to claim 3 or claim 4, or an N-oxide thereof, or a salt thereof, or a composition according to claim 6, for controlling plant diseases.

9. A seed or vegetative reproductive organ bearing an effective amount of a compound or N-oxide or salt thereof as defined in claim 3 or 4, or an effective amount of a composition as defined in claim 6.

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