Plant disease control method

Abstract

The invention provides an excellent control method for plant diseases. Formula (I) (In the formula, n represents 0, 1 or 2, and a combination of X3 and Z represents: X3 represents CR3, Z represents a combination of a C2-C6 chain hydrocarbon group or the like; alternatively, X3 is a nitrogen atom, Z is a combination of a C2-C6 chain hydrocarbon group or the like, X1 represents CR1 or a nitrogen atom, X2 represents CR2 or a nitrogen atom, X4 represents CR4 or a nitrogen atom (wherein the number of nitrogen atoms among X1, X2, X3 and X4 is 0, 1 or 2), and R1, R2, R3 and R4 are the same or different from each other and represent a methyl group which may be substituted by one or more fluorine atoms, or the like), or an N-oxide thereof, or a salt thereof, can be used for controlling plant diseases.

Description

Technical Field

[0001] This application claims priority and interest in Japanese Patent Application No. 2023-164816, filed on September 27, 2023, the entire contents of which are incorporated herein by reference.

[0002] This invention relates to methods for the prevention and control of plant diseases. Background Technology

[0003] Patent document 1 describes a 3-arylphenyl sulfide compound.

[0004] Existing technical documents Patent documents Patent Document 1: International Publication No. 99 / 55668 Summary of the Invention

[0005] The problem that the invention aims to solve The subject of this invention is to provide excellent methods for the prevention and control of plant diseases.

[0006] Methods for solving problems The inventors of this application conducted research in order to find an excellent method for controlling plant diseases, and found that the compound shown in the following formula (I) has excellent control efficacy against plant diseases.

[0007] That is, the present invention is as follows.

[0008] [1] A method for controlling plant diseases, which is implemented by treating the plant or the soil of cultivated plants with a compound of formula (I) (hereinafter referred to as compound N) or its N oxide or their salt (hereinafter, the compound of formula (I) or its N oxide or their salt is referred to as compound). [Chemical Formula 1] In the formula, n represents 0, 1, or 2. X 3 The combination of Z and Z is represented as follows: X 3 For 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 methoxy or ethoxy}, a C3-C8 alicyclic hydrocarbon group substituted with one or more substituents selected from group A, or a 3-8 membered non-aromatic heterocyclic group {in the 3-8 membered non-aromatic heterocyclic group, the carbon atoms constituting the ring are substituted with S (O)}. nThe bond can be substituted by one or more substituents selected from group A, or by a 5-10 membered aromatic heterocyclic group {in which the carbon atom constituting the ring is bonded to S (O)}. n Bonding can be a combination of one or more substituents selected from group B; or, X 3 For nitrogen atoms, 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 methoxy or ethoxy}, a C3-C8 alicyclic hydrocarbon group substituted with one or more substituents selected from group A, or a 3-8 membered non-aromatic heterocyclic group {in the 3-8 membered non-aromatic heterocyclic group, the carbon atoms constituting the ring are substituted with S (O)}. n The bond can be substituted by one or more substituents selected from group A, or by one or more substituents selected from group B, or by a 5-10 membered aromatic heterocyclic group {in which the carbon atom constituting the ring is bonded to S (O)}. n Bonding, a combination that can be substituted by one or more substituents selected from group B. X 1 Indicates CR 1 Or nitrogen atoms, X 2 Indicates CR 2 Or nitrogen atoms, X 4 Indicates CR 4 Or nitrogen atoms (where X) 1 X 2 X 3 and X 4 The number of nitrogen atoms is 0, 1, or 2. R 1 R 2 R 3 and R 4 "Same or different from each other" indicates a methyl, halogen, or hydrogen atom that can be replaced by one or more fluorine atoms.

[0009] Group A: The group consisting of C1-C6 chain hydrocarbon group, C1-C6 alkoxy group {the C1-C6 chain hydrocarbon group and the C1-C6 alkoxy group may be substituted by one or more substituents selected from Group C}, oxo group, thio group, hydroxyl group, halogen atom and cyano group.

[0010] Group B: The group consisting of a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group {the C1-C6 chain hydrocarbon group and the C1-C6 alkoxy group may be substituted by one or more substituents selected from Group C}, a halogen atom and a cyano group.

[0011] Group C: A group composed of C1-C3 alkoxy groups, halogen atoms, and cyano groups. [2] The plant disease control method as described in [1], wherein the compound is one of the following compounds or its N oxide or salts, wherein the compound, X 3 The combination of Z is: X 3 For CH, Z is a C2-C6 chain hydrocarbon group or a 5-10 membered aromatic heterocyclic group {in this 5-10 membered aromatic heterocyclic group, the carbon atoms constituting the ring are related to S (O)} n Bonding can be a combination of one or more substituents selected from group B; or, X 3 For nitrogen atoms, Z is a C2-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group that can be substituted by one or more substituents selected from group A, or a 3-8 membered non-aromatic heterocyclic group {in this 3-8 membered non-aromatic heterocyclic group, the carbon atoms constituting the ring are related to S (O)} n The bond can be substituted by one or more substituents selected from group A, or by one or more substituents selected from group B, or by a 5-10 membered aromatic heterocyclic group {in which the carbon atom constituting the ring is bonded to S (O)}. n Bonding, a combination that can be substituted by one or more substituents selected from group B. X 1 It is CH or nitrogen atom, X 2 and X 4 For CH.

[0012] [3] The compound shown in formula (II) (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 its N oxide or salt thereof (hereinafter, the compound shown in formula (II) or its N oxide or salt thereof is referred to as compound of the present invention). [Chemical Formula 2] In the formula, na represents 1 or 2. X 1a Indicates CR 1a Or nitrogen atoms, X 3a and Z a Combinatorial representation: X 3a For CR 3a , Z a It is a C2-C6 chain hydrocarbon group, a C1-C2 alkyl group {the C1-C2 alkyl group is substituted with methoxy or ethoxy}, and can be selected from group A. a C3-C8 alicyclic hydrocarbon groups and 3-8 membered non-aromatic heterocyclic groups substituted with one or more substituents {in the 3-8 membered non-aromatic heterocyclic group, the carbon atoms constituting the ring are S (O) na Bonding can be selected from group A a Substitution by one or more substituents, or 5-10 membered aromatic heterocyclic groups {in which the carbon atom constituting the ring is S(O)} na Bonding can be selected from group B a A combination of more than one substituent in the group; or, X 3a For nitrogen atoms, Z a It is a C2-C6 chain hydrocarbon group, a C1-C2 alkyl group {the C1-C2 alkyl group is substituted with methoxy or ethoxy}, and can be selected from group A. a C3-C8 alicyclic hydrocarbon groups and 3-8 membered non-aromatic heterocyclic groups substituted with one or more substituents {in the 3-8 membered non-aromatic heterocyclic group, the carbon atoms constituting the ring are S (O) na Bonding can be selected from group A a One or more substituents in the group can be substituted, and the group can be selected from group B. a A phenyl group substituted with one or more substituents, or a 5-10 membered aromatic heterocyclic group {in which the carbon atom constituting the ring is S (O)} na Bonding can be selected from group B a A combination of more than one substituent in the group. R 1a and R 3a "Same or different from each other" indicates a methyl, halogen, or hydrogen atom that can be replaced by one or more fluorine atoms.

[0013] Group A a : Composed of C1-C4 chain hydrocarbon groups and C1-C6 alkoxy groups {the C1-C4 chain hydrocarbon group and the C1-C6 alkoxy group can be selected from group C} a The group consisting of one or more substituents, oxo groups, thio groups, halogen atoms, and cyano groups.

[0014] Group B a : Composed of C1-C6 chain hydrocarbon groups and C1-C6 alkoxy groups {the C1-C6 chain hydrocarbon groups and the C1-C6 alkoxy groups can be selected from group C} aThe group consisting of one or more substituents, halogen atoms, and cyano groups.

[0015] Group C a [A group consisting of C1-C3 alkoxy groups, halogen atoms, and cyano groups.] [4] The compound as described in [3] or its N oxide or salt thereof, wherein, X 1a It is CH or nitrogen atom, X 3a and Z a The combination is: X 3a For CH, Z a It is a C2-C6 chain hydrocarbon group or a 5-10 membered aromatic heterocyclic group {in this 5-10 membered aromatic heterocyclic group, the carbon atoms constituting the ring are S (O)} na Bonding can be selected from group B a A combination of more than one substituent in the group; or, X 3a For nitrogen atoms, Z a It can be a C2-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, or a 3-8 membered non-aromatic heterocyclic group {in this 3-8 membered non-aromatic heterocyclic group, the carbon atoms constituting the ring are related to S (O)} na Bonding can be selected from group A a One or more substituents in the group can be substituted, and the group can be selected from group B. a A phenyl group substituted with one or more substituents, or a 5-10 membered aromatic heterocyclic group {in which the carbon atom constituting the ring is S (O)} na Bonding can be selected from group B a A combination of one or more substituents in the group.

[0016] [5] A composition comprising an inactive support and the compound described in [3] or [4] or its N oxide or salt thereof.

[0017] [6] A composition comprising one or more ingredients selected from the group consisting of group (a), group (b), group (c) and group (d), and the compound described in [3] or [4] or its N oxide or salt thereof. Group (a): A group consisting of insecticidal, acaricidal, and nematicidal active ingredients; Group (b): Bactericidal active ingredients; Group (c): Plant growth regulators; Group (d): Repellent component.

[0018] [7] A method for controlling plant diseases, which is carried out by treating the soil of plants or cultivated plants with an effective amount of the compound described in [3] or [4] or its N oxide or salt thereof or an effective amount of the composition described in [6].

[0019] [8] The use of the compound described in [3] or [4] or its N oxide or salt thereof or the composition described in [6] for the control of plant diseases.

[0020] [9] A seed or vegetative reproductive organ that retains an effective amount of the compound described in [3] or [4] or its N oxide or salt thereof or an effective amount of the composition described in [6].

[0021] Invention Effects This invention enables the prevention and control of plant diseases. Detailed Implementation

[0022] The substituents in this invention will be explained.

[0023] Halogen atoms refer to fluorine, chlorine, bromine, or iodine atoms.

[0024] When a substituent is replaced by two or more halogen atoms or substituents, these halogen atoms or substituents may be the same or different.

[0025] Regarding the phrase "can be substituted by one or more substituents selected from group X" in this specification (X refers to A, B, C, B2, A...), a B a B a 2 and C a The statement that "any one of the substituents in group X" means that, in the presence of more than two substituents selected from group X, these substituents may be the same or different.

[0026] In this specification, expressions such as "CX-CY" refer to carbon atoms ranging from X to Y. For example, expressions such as "C1-C6" refer to carbon atoms ranging from 1 to 6.

[0027] The term "chain hydrocarbon group" refers to alkyl, alkenyl, or alkynyl groups.

[0028] Examples of alkyl groups include methyl, ethyl, propyl, isopropyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, butyl, sec-butyl, tert-butyl, pentyl, and hexyl.

[0029] Examples of alkenyl groups include vinyl, 1-propenyl, 2-propenyl, 1-methyl-1-propenyl, 1-methyl-2-propenyl, 1,2-dimethyl-1-propenyl, 3-butenyl, 4-pentenyl, and 5-hexenyl.

[0030] 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.

[0031] Examples of alkoxy groups include methoxy, ethoxy, propoxy, isopropoxy, butoxy, tert-butoxy, pentoxy, and hexyloxy.

[0032] Examples of alicyclic hydrocarbons include cyclobutene ring, cyclopentene ring, cyclopentadiene ring, cyclohexene ring, cyclohexadiene ring, and cycloheptene ring.

[0033] Examples of alicyclic hydrocarbon groups include cycloalkyl or cycloalkenyl groups.

[0034] Examples of cycloalkyl groups include cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl.

[0035] Examples of cycloalkenyl groups include cyclopentenyl and cyclohexenyl.

[0036] Examples of non-aromatic heterocycles include dihydrofuran rings, dihydrothiophene rings, dihydropyrrole rings, 1,3-dioxocyclopentane rings, pyran rings, and dihydropyran rings.

[0037] Examples of aromatic heterocycles 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.

[0038] Examples of aromatic heterocyclic groups include 5-membered aromatic heterocyclic groups such as pyrroleyl, furanyl, thiophenyl, pyrazolyl, imidazoleyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, and thiazolyl; and 6-membered aromatic heterocyclic groups such as pyridyl, pyridinyl, pyrimidinyl, pyrazinyl, triazinyl, and tetraazinyl.

[0039] Examples of non-aromatic heterocyclic groups include acridinel, oxadiazolyl, thiohexacyclopropane, aziridine, oxadiazolyl, thiohexacyclobutane, pyrrolidinyl, tetrahydrofuranyl, tetrahydrothiophenyl, pyrazolinyl, pyrazolinyl, imidazolinyl, imidazolinyl, oxazolinyl, thiazolinyl, oxazolinyl, thiazolinyl, isoxazolinyl, isoxazolinyl, isothiazolinyl, isothiazolinyl, isothiazolinyl, dioxadiazolinyl, dioxadiazolinyl, piperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, pyranyl, dihydropyranyl, tetrahydropyranyl, tetrahydrothiaranyl, aziridine, oxadiazolinyl, and thiohexacyclohexacyclobutane.

[0040] 2-Chloro-4,6-dimethyl-3-[(2-methylphenyl)sulfonyl]-5-phenylpyridine is a compound shown in the following formula.

[0041] [Chemical Formula 3] 3-[(1-methylethyl)sulfonyl]-1,1'-biphenyl is a compound represented by the following formula.

[0042] [Chemical Formula 4] 4-Methyl-3-[(1-methylethyl)sulfonyl]-1,1'-biphenyl is a compound represented by the following formula.

[0043] [Chemical Formula 5] This compound or the compound of the present invention may sometimes contain more than one stereoisomer. Examples of stereoisomers include enantiomers, diastereomers, transisomers, and geometric isomers. The present invention includes each stereoisomer and mixtures of stereoisomers in any ratio.

[0044] The N oxide of the compound represented by formula (I) or formula (II) refers to the structure obtained by substituting at least one nitrogen atom contained in the compound represented by formula (I) or formula (II) with an oxo group.

[0045] The compounds shown in formula (I) or formula (II) or their N oxides sometimes form acid addition salts such as hydrochloric acid, sulfuric acid, nitric acid, phosphoric acid, acetic acid, and benzoic acid by mixing with acids such as hydrochloric acid, sulfuric acid, nitric acid, phosphoric acid, acetic acid, and benzoic acid.

[0046] Examples of compounds N can be cited as a form of this compound N.

[0047] [Method 1] In this compound N, Z is a C2-C6 chain hydrocarbon group.

[0048] [Method 2] In this compound N, Z is a C2-C6 alkyl compound.

[0049] [Method 3] In this compound N, Z is an ethyl or propyl compound.

[0050] [Method 4] In this compound N, Z is a methyl group that is substituted with one or more fluorine atoms.

[0051] [Method 5] In this compound N, Z is a trifluoromethyl compound.

[0052] [Method 6] In this compound N, Z is a C1-C2 alkyl compound {the C1-C2 alkyl group is substituted with a methoxy or ethoxy group}.

[0053] [Method 7] In this compound N, Z is a compound of 2-methoxyethyl or 2-ethoxyethyl.

[0054] [Method 8] In this compound N, Z is a C3-C8 alicyclic hydrocarbon group that can be substituted by one or more substituents selected from group A.

[0055] [Method 9] In this compound N, Z is a C3-C8 alicyclic hydrocarbon group.

[0056] [Method 10] In this compound N, Z is a compound of cyclopropyl, cyclopentyl, or cyclohexyl.

[0057] [Method 11] In this compound N, Z is a 3-8 membered non-aromatic heterocyclic group {in this 3-8 membered non-aromatic heterocyclic group, the carbon atom constituting the ring is related to S (O)} n A compound that is bonded and can be substituted by one or more substituents selected from group A.

[0058] [Method 12] In this compound N, Z is the carbon atom constituting the ring and S (O). n Compounds with bonded 3-8 membered non-aromatic heterocyclic groups.

[0059] [Method 13] In this compound N, Z is a compound of 3-tetrahydrofuranyl or 3-tetrahydrothiophenyl.

[0060] [Method 14] In this compound N, Z is a 5-10 membered aromatic heterocyclic group {in this 5-10 membered aromatic heterocyclic group, the carbon atom constituting the ring is related to S (O)} n A compound that is bonded and can be substituted by one or more substituents selected from group B.

[0061] [Method 15] In this compound N, Z is a 5-membered aromatic heterocyclic group {in this 5-membered aromatic heterocyclic group, the carbon atom constituting the ring is related to S (O)} n A compound that is bonded and can be substituted by one or more substituents selected from group B2.

[0062] Group B2: A group consisting of C1-C6 chain hydrocarbon groups and halogen atoms.

[0063] [Method 16] In this compound N, Z is a compound of 2-furanyl, 3-furanyl, 2-thienyl or 3-thienyl.

[0064] [Method 17] In this compound N, Z is a 6-membered aromatic heterocyclic group {in this 6-membered aromatic heterocyclic group, the carbon atom constituting the ring is related to S (O)} n A compound that is bonded and can be substituted by one or more substituents selected from group B2.

[0065] [Method 18] In this compound N, Z is a compound of 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl or 2-pyrazinyl.

[0066] [Method 19] In this compound N, Z is a 5-6 membered aromatic heterocyclic group {in this 5-6 membered aromatic heterocyclic group, the carbon atom constituting the ring is related to S (O)} n A compound that is bonded and can be substituted by one or more substituents selected from group B2.

[0067] [Method 20] In this compound N, Z is a compound of 2-furanyl, 3-furanyl, 2-thienyl, 3-thienyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl or 2-pyrazinyl.

[0068] [Method 21] In this compound N, Z is a C2-C6 alkyl group or a 5-6 membered aromatic heterocyclic group {in this 5-6 membered aromatic heterocyclic group, the carbon atom constituting the ring is related to S (O)} n A compound that is bonded and can be substituted by one or more substituents selected from group B2.

[0069] [Method 22] In this compound N, Z is a compound of ethyl, propyl, 2-furanyl, 3-furanyl, 2-thienyl, 3-thienyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl or 2-pyrazinyl.

[0070] [Method 23] In this compound N, Z is a C2-C6 alkyl or a 5-membered aromatic heterocyclic group {in this 5-membered aromatic heterocyclic group, the carbon atom constituting the ring is related to S (O)} n A compound that is bonded and can be substituted by one or more substituents selected from group B2.

[0071] [Method 24] In this compound N, Z is a compound of ethyl, propyl, 2-furanyl, 3-furanyl, 2-thienyl or 3-thienyl.

[0072] [Method 25] In this compound N, Z is a C2-C6 alkyl or a 6-membered aromatic heterocyclic group {in this 6-membered aromatic heterocyclic group, the carbon atom constituting the ring is related to S (O)} n A compound that is bonded and can be substituted by one or more substituents selected from group B2.

[0073] [Method 26] In this compound N, Z is a compound of ethyl, propyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl or 2-pyrazinyl.

[0074] [Method 27] In this compound N, Z is a C2-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, or a 5-6 membered aromatic heterocyclic group {in this 5-6 membered aromatic heterocyclic group, the carbon atom constituting the ring is related to S (O)} n A compound that is bonded and can be substituted by one or more substituents selected from group B2.

[0075] [Method 28] In this compound N, Z is a C2-C6 alkyl, C3-C8 alicyclic hydrocarbon group, or a 5-6 membered aromatic heterocyclic group {in this 5-6 membered aromatic heterocyclic group, the carbon atom constituting the ring is related to S (O)} n A compound that is bonded and can be substituted by one or more substituents selected from group B2.

[0076] [Method 29] In this compound N, Z is a compound of ethyl, propyl, cyclopropyl, cyclopentyl, cyclohexyl, 2-furanyl, 3-furanyl, 2-thienyl, 3-thienyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl or 2-pyrazinyl.

[0077] [Method 30] In this compound N, Z is a phenyl group that can be substituted by one or more substituents selected from group B, X 3 Compounds containing nitrogen atoms.

[0078] [Method 31] In this compound N, Z is a phenyl group that can be substituted by one or more substituents selected from group B2, X 3 Compounds containing nitrogen atoms.

[0079] [Method 32] In this compound N, Z is phenyl, X 3 Compounds containing nitrogen atoms.

[0080] [Method 33] In this compound N, X 3 The combination of X and Z is: 3 For CR 3 Z is a C2-C6 chain hydrocarbon group or a 5-10 membered aromatic heterocyclic group {in this 5-10 membered aromatic heterocyclic group, the carbon atoms constituting the ring are related to S (O)} n Bonding, a combination of groups selected from group B whose members are substituted with one or more substituents; or, X 3 Z is a nitrogen atom, and Z is a C2-C6 chain hydrocarbon group or a 5-10 membered aromatic heterocyclic group {in this 5-10 membered aromatic heterocyclic group, the carbon atom constituting the ring is related to S (O)}. n A compound that is bonded and can be substituted by one or more substituents selected from group B, or a combination of phenyl groups that can be substituted by one or more substituents selected from group B.

[0081] [Method 34] In this compound N, X 3 The combination of X and Z is: 3 For CR 3 Z is a C2-C6 alkyl or a 5-6 membered aromatic heterocyclic group {in this 5-6 membered aromatic heterocyclic group, the carbon atoms constituting the ring are related to S (O)} n Bonding, a combination of groups selected from group B2 that can be substituted by one or more substituents; or, X 3Z is a nitrogen atom, and Z is a C2-C6 alkyl, 5-6 membered aromatic heterocyclic group {in this 5-6 membered aromatic heterocyclic group, the carbon atom constituting the ring is related to S (O)} n A compound that is bonded and can be substituted by one or more substituents selected from group B2, or a combination of phenyl groups that can be substituted by one or more substituents selected from group B2.

[0082] [Method 35] In this compound N, X 3 The combination of X and Z is: 3 For CR 3 Z is a combination of ethyl, propyl, 2-furanyl, 3-furanyl, 2-thienyl, 3-thienyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl, or 2-pyrazinyl; or, X 3 A compound in which is a nitrogen atom and Z is a combination of ethyl, propyl, 2-furanyl, 3-furanyl, 2-thienyl, 3-thienyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl, 2-pyrazinyl or phenyl.

[0083] [Method 36] In this compound N, X 3 The combination of X and Z is: 3 For CR 3 Z is a C2-C6 alkyl or a 5-membered aromatic heterocyclic group {in this 5-membered aromatic heterocyclic group, the carbon atoms constituting the ring are related to S (O)} n Bonding, a combination of groups selected from group B2 that can be substituted by one or more substituents; or, X 3 Z is a nitrogen atom, and Z is a C2-C6 alkyl, 5-membered aromatic heterocyclic group {in this 5-membered aromatic heterocyclic group, the carbon atom constituting the ring is related to S (O)} n A compound that is bonded and can be substituted by one or more substituents selected from group B2, or a combination of phenyl groups that can be substituted by one or more substituents selected from group B2.

[0084] [Method 37] In this compound N, X 3 The combination of X and Z is: 3 For CR 3 Z is a combination of ethyl, propyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl, or 2-pyrazinyl; or, X 3 Compounds in which is a nitrogen atom and Z is a combination of ethyl, propyl, 2-furanyl, 3-furanyl, 2-thienyl, 3-thienyl or phenyl.

[0085] [Method 38] In this compound N, X 3 The combination of X and Z is: 3 For CR 3 Z is a 6-membered aromatic heterocyclic group {in this 6-membered aromatic heterocyclic group, the carbon atoms constituting the ring are related to S (O)} nBonding, a combination of groups selected from group B2 that can be substituted by one or more substituents; or, X 3 Z is a nitrogen atom, and Z is a C2-C6 alkyl, 6-membered aromatic heterocyclic group {in this 6-membered aromatic heterocyclic group, the carbon atom constituting the ring is related to S (O)} n A compound that is bonded and can be substituted by one or more substituents selected from group B2, or a combination of phenyl groups that can be substituted by one or more substituents selected from group B2.

[0086] [Method 39] In this compound N, X 3 The combination of X and Z is: 3 For CR 3 Z is a combination of ethyl, propyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl, or 2-pyrazinyl; or, X 3 Compounds in which is a nitrogen atom and Z is a combination of ethyl, propyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl, 2-pyrazinyl or phenyl.

[0087] [Method 40] In this compound N, X 3 The combination of X and Z is: 3 For CR 3 Z is a 5-membered aromatic heterocyclic group {in this 5-membered aromatic heterocyclic group, the carbon atoms constituting the ring are related to S (O)} n Bonding, a combination of groups selected from group B2 that can be substituted by one or more substituents; or, X 3 Z is a nitrogen atom, and Z is a 5-membered aromatic heterocyclic group {in this 5-membered aromatic heterocyclic group, the carbon atom constituting the ring interacts with S (O)}. n A compound that is bonded and can be substituted by one or more substituents selected from group B2, or a combination of phenyl groups that can be substituted by one or more substituents selected from group B2.

[0088] [Method 41] In this compound N, X 3 The combination of X and Z is: 3 For CR 3 Z is a combination of 2-pyridinyl, 3-pyridinyl, 4-pyridinyl, 2-pyrimidinyl, or 2-pyrazinyl; or, X 3 Compounds in which nitrogen atom is present and Z is a combination of 2-furanyl, 3-furanyl, 2-thienyl, 3-thienyl or phenyl.

[0089] [Method 42] In this compound N, X 3 The combination of X and Z is: 3 For CR 3 Z is a 6-membered aromatic heterocyclic group {in this 6-membered aromatic heterocyclic group, the carbon atoms constituting the ring are related to S (O)} n Bonding, a combination of groups selected from group B2 that can be substituted by one or more substituents; or, X3 Z is a nitrogen atom, and Z is a C2-C6 alkyl, 6-membered aromatic heterocyclic group {in this 6-membered aromatic heterocyclic group, the carbon atom constituting the ring is related to S (O)} n A compound that is bonded and can be substituted by one or more substituents selected from group B2, or a combination of phenyl groups that can be substituted by one or more substituents selected from group B2.

[0090] [Method 43] In this compound N, X 3 The combination of X and Z is: 3 For CR 3 Z is a combination of 2-pyridinyl, 3-pyridinyl, 4-pyridinyl, 2-pyrimidinyl, or 2-pyrazinyl; or, X 3 Compounds in which is a nitrogen atom and Z is a combination of 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl, 2-pyrazinyl or phenyl.

[0091] [Method 44] In this compound N, X 3 The combination of X and Z is: 3 For CR 3 Z is a 5-6 membered aromatic heterocyclic group {in this 5-6 membered aromatic heterocyclic group, the carbon atoms constituting the ring are related to S (O)} n Bonding, a combination of groups selected from group B2 that can be substituted by one or more substituents; or, X 3 Z is a nitrogen atom, and Z is a 5-6 membered aromatic heterocyclic group {in this 5-6 membered aromatic heterocyclic group, the carbon atom constituting the ring is related to S (O)} n A compound that is bonded and can be substituted by one or more substituents selected from group B2, or a combination of phenyl groups that can be substituted by one or more substituents selected from group B2.

[0092] [Method 45] In this compound N, X 3 The combination of X and Z is: 3 For CR 3 Z is a combination of 2-furanyl, 3-furanyl, 2-thienyl, 3-thienyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl, or 2-pyrazinyl; or, X 3 Compounds in which Z is a nitrogen atom and is a combination of 2-furanyl, 3-furanyl, 2-thienyl, 3-thienyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl, 2-pyrazinyl or phenyl.

[0093] [Method 46] In this compound N, X 1 For CR 1 X 2 For CR 2 X 3 For CR 3 X 4 For CR4 Compounds.

[0094] [Method 47] In this compound N, X 1 For CR 1 X 2 For CR 2 X 3 For CR 3 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0095] [Method 48] In Method 1, X 1 For CR 1 X 2 For CR 2 X 3 For CR 3 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0096] [Method 49] In Method 2, X 1 For CR 1 X 2 For CR 2 X 3 For CR 3 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0097] [Method 50] In Method 3, X 1 For CR 1 X 2 For CR 2 X 3 For CR 3 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0098] [Method 51] In Method 4, X 1 For CR 1X 2 For CR 2 X 3 For CR 3 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0099] [Method 52] In Method 5, X 1 For CR 1 X 2 For CR 2 X 3 For CR 3 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0100] [Method 53] In Method 6, X 1 For CR 1 X 2 For CR 2 X 3 For CR 3 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0101] [Method 54] In Method 7, X 1 For CR 1 X 2 For CR 2 X 3 For CR 3 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0102] [Method 55] In Method 8, X 1 For CR 1 X 2 For CR 2 X 3 For CR 3 X 4 For CR4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0103] [Method 56] In Method 9, X 1 For CR 1 X 2 For CR 2 X 3 For CR 3 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0104] [Method 57] In Method 10, X 1 For CR 1 X 2 For CR 2 X 3 For CR 3 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0105] [Method 58] In Method 11, X 1 For CR 1 X 2 For CR 2 X 3 For CR 3 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0106] [Method 59] In Method 12, X 1 For CR 1 X 2 For CR 2 X 3 For CR 3 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0107] [Method 60] In Method 13, X 1 For CR 1 X 2 For CR 2 X 3 For CR 3 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0108] [Method 61] In Method 14, X 1 For CR 1 X 2 For CR 2 X 3 For CR 3 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0109] [Method 62] In Method 15, X 1 For CR 1 X 2 For CR 2 X 3 For CR 3 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0110] [Method 63] In Method 16, X 1 For CR 1 X 2 For CR 2 X 3 For CR 3 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0111] [Method 64] In Method 17, X 1 For CR 1 X 2For CR 2 X 3 For CR 3 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0112] [Method 65] In Method 18, X 1 For CR 1 X 2 For CR 2 X 3 For CR 3 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0113] [Method 66] In Method 19, X 1 For CR 1 X 2 For CR 2 X 3 For CR 3 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0114] [Method 67] In Method 20, X 1 For CR 1 X 2 For CR 2 X 3 For CR 3 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0115] [Method 68] In Method 21, X 1 For CR 1 X 2 For CR 2 X 3 For CR 3 X 4 For CR 4 R1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0116] [Method 69] In Method 22, X 1 For CR 1 X 2 For CR 2 X 3 For CR 3 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0117] [Method 70] In Method 23, X 1 For CR 1 X 2 For CR 2 X 3 For CR 3 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0118] [Method 71] In Method 24, X 1 For CR 1 X 2 For CR 2 X 3 For CR 3 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0119] [Method 72] In Method 25, X 1 For CR 1 X 2 For CR 2 X 3 For CR 3 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0120] [Method 73] In Method 26, X 1 For CR 1 X 2 For CR 2 X 3 For CR 3 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0121] [Method 74] In Method 27, X 1 For CR 1 X 2 For CR 2 X 3 For CR 3 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0122] [Method 75] In Method 28, X 1 For CR 1 X 2 For CR 2 X 3 For CR 3 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0123] [Method 76] In Method 29, X 1 For CR 1 X 2 For CR 2 X 3 For CR 3 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0124] [Method 77] In this compound N, X 1 X is a nitrogen atom. 2 For CR 2 X3 For CR 3 X 4 For CR 4 Compounds.

[0125] [Method 78] In this compound N, X 1 X is a nitrogen atom. 2 For CR 2 X 3 For CR 3 X 4 For CR 4 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0126] [Method 79] In this compound N, X 1 For CR 1 X 2 X is a nitrogen atom. 3 For CR 3 X 4 For CR 4 Compounds.

[0127] [Method 80] In this compound N, X 1 For CR 1 X 2 X is a nitrogen atom. 3 For CR 3 X 4 For CR 4 R 1 R 3 and R 4 Compounds containing hydrogen atoms.

[0128] [Method 81] In this compound N, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0129] [Method 82] In this compound N, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0130] [Method 83] In Method 1, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0131] [Method 84] In Method 2, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0132] [Method 85] In Method 3, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0133] [Method 86] In Method 4, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0134] [Method 87] In Method 5, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0135] [Method 88] In Method 6, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0136] [Method 89] In Method 7, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0137] [Method 90] In Method 8, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0138] [Method 91] In Method 9, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0139] [Method 92] In Method 10, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4Compounds containing hydrogen atoms.

[0140] [Method 93] In Method 11, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0141] [Method 94] In Method 12, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0142] [Method 95] In Method 13, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0143] [Method 96] In Method 14, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0144] [Method 97] In Method 15, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2and R 4 Compounds containing hydrogen atoms.

[0145] [Method 98] In Method 16, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0146] [Method 99] In Method 17, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0147] [Method 100] In Method 18, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0148] [Method 101] In Method 19, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0149] [Method 102] In Method 20, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1R 2 and R 4 Compounds containing hydrogen atoms.

[0150] [Method 103] In Method 21, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0151] [Method 104] In Method 22, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0152] [Method 105] In Method 23, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0153] [Method 106] In Method 24, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0154] [Method 107] In Method 25, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0155] [Method 108] In Method 26, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0156] [Method 109] In Method 27, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0157] [Method 110] In Method 28, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0158] In Method 29, X (Method 111) 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0159] [Method 112] In Method 30, X 1 For CR 1 X 2 For CR 2 X 3X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0160] [Method 113] In Method 31, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0161] [Method 114] In Method 32, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0162] [Method 115] In Method 33, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0163] [Method 116] In Method 34, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0164] [Method 117] In Method 35, X 1 For CR 1 X 2 For CR2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0165] [Method 118] In Method 36, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0166] [Method 119] In Method 37, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0167] [Method 120] In Method 38, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0168] In Method 39, X (Method 121) 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0169] [Method 122] In Method 40, X 1 For CR 1X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0170] [Method 123] In Method 41, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0171] [Method 124] In Method 42, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0172] [Method 125] In Method 43, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0173] [Method 126] In Method 44, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0174] [Method 127] In Method 45, X1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0175] [Method 128] In this compound N, X 1 For CR 1 X 2 For CR 2 X 3 For CR 3 X 4 Compounds containing nitrogen atoms.

[0176] [Method 129] In this compound N, X 1 For CR 1 X 2 For CR 2 X 3 For CR 3 X 4 For nitrogen atoms, R 1 R 2 and R 3 Compounds containing hydrogen atoms.

[0177] [Method 130] In this compound N, X 1 X is a nitrogen atom. 2 X is a nitrogen atom. 3 For CR 3 X 4 For CR 4 Compounds.

[0178] [Method 131] In this compound N, X 1 X is a nitrogen atom. 2 X is a nitrogen atom. 3 For CR 3 X 4 For CR 4 R 3 and R 4 Compounds containing hydrogen atoms.

[0179] [Method 132] In this compound N, X 1 X is a nitrogen atom. 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0180] [Method 133] In this compound N, X 1 X is a nitrogen atom. 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 2 and R 4 Compounds containing hydrogen atoms.

[0181] [Method 134] In this compound N, X 1 X is a nitrogen atom. 2 For CR 2 X 3 For CR 3 X 4 Compounds containing nitrogen atoms.

[0182] [Method 135] In this compound N, X 1 X is a nitrogen atom. 2 For CR 2 X 3 For CR 3 X 4 For nitrogen atoms, R 2 and R 3 Compounds containing hydrogen atoms.

[0183] [Method 136] In this compound N, X 1 For CR 1 X 2 X is a nitrogen atom. 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0184] [Method 137] In this compound N, X 1 For CR 1 X 2 X is a nitrogen atom. 3 X is a nitrogen atom. 4 For CR 4 R 1 and R 4 Compounds containing hydrogen atoms.

[0185] [Method 138] In this compound N, X 1 For CR 1 X 2 X is a nitrogen atom. 3 For CR 3 X 4 Compounds containing nitrogen atoms.

[0186] [Method 139] In this compound N, X1 For CR 1 X 2 X is a nitrogen atom. 3 For CR 3 X 4 For nitrogen atoms, R 1 and R 3 Compounds containing hydrogen atoms.

[0187] [Method 140] In this compound N, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 Compounds containing nitrogen atoms.

[0188] [Method 141] In this compound N, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For nitrogen atoms, R 1 and R 2 Compounds containing hydrogen atoms.

[0189] [Method 142] In this compound N, X 2 For CR 2 X 4 For CR 4 Compounds.

[0190] [Method 143] In Method 1, X 2 For CR 2 X 4 For CR 4 Compounds.

[0191] [Method 144] In Method 2, X 2 For CR 2 X 4 For CR 4 Compounds.

[0192] [Method 145] In Method 3, X 2 For CR 2 X 4 For CR 4 Compounds.

[0193] [Method 146] In Method 4, X 2 For CR 2 X 4 For CR 4 Compounds.

[0194] [Method 147] In Method 5, X 2 For CR 2 X 4 For CR 4 Compounds.

[0195] [Method 148] In Method 6, X 2 For CR 2 X 4 For CR 4 Compounds.

[0196] [Method 149] In Method 7, X 2 For CR 2 X 4 For CR 4 Compounds.

[0197] [Method 150] In Method 8, X 2 For CR 2 X 4 For CR 4 Compounds.

[0198] [Method 151] In Method 9, X 2 For CR 2 X 4 For CR 4 Compounds.

[0199] [Method 152] In Method 10, X 2 For CR 2 X 4 For CR 4 Compounds.

[0200] [Method 153] In Method 11, X 2 For CR 2 X 4 For CR 4 Compounds.

[0201] [Method 154] In Method 12, X 2 For CR 2 X 4 For CR 4 Compounds.

[0202] [Method 155] In Method 13, X 2 For CR 2 X 4 For CR 4 Compounds.

[0203] [Method 156] In Method 14, X 2 For CR 2 X4 For CR 4 Compounds.

[0204] [Method 157] In Method 15, X 2 For CR 2 X 4 For CR 4 Compounds.

[0205] [Method 158] In Method 16, X 2 For CR 2 X 4 For CR 4 Compounds.

[0206] [Method 159] In Method 17, X 2 For CR 2 X 4 For CR 4 Compounds.

[0207] [Method 160] In Method 18, X 2 For CR 2 X 4 For CR 4 Compounds.

[0208] [Method 161] In Method 19, X 2 For CR 2 X 4 For CR 4 Compounds.

[0209] [Method 162] In Method 20, X 2 For CR 2 X 4 For CR 4 Compounds.

[0210] [Method 163] In Method 21, X 2 For CR 2 X 4 For CR 4 Compounds.

[0211] [Method 164] In Method 22, X 2 For CR 2 X 4 For CR 4 Compounds.

[0212] [Method 165] In Method 23, X 2 For CR 2 X 4 For CR 4 Compounds.

[0213] [Method 166] In Method 24, X 2 For CR 2 X 4 For CR 4 Compounds.

[0214] [Method 167] In Method 25, X 2 For CR 2 X 4 For CR 4 Compounds.

[0215] [Method 168] In Method 26, X 2 For CR 2 X 4 For CR 4 Compounds.

[0216] [Method 169] In Method 27, X 2 For CR 2 X 4 For CR 4 Compounds.

[0217] [Method 170] In Method 28, X 2 For CR 2 X 4 For CR 4 Compounds.

[0218] [Method 171] In Method 29, X 2 For CR 2 X 4 For CR 4 Compounds.

[0219] In Method 33, X (Method 172) 2 For CR 2 X 4 For CR 4 Compounds.

[0220] In Method 34, X (Method 173) 2 For CR 2 X 4 For CR 4 Compounds.

[0221] In Method 35, X (Method 174) 2 For CR 2 X 4 For CR 4 Compounds.

[0222] In Method 36, X (Method 175) 2 For CR 2 X 4For CR 4 Compounds.

[0223] In Method 37, X (Method 176) 2 For CR 2 X 4 For CR 4 Compounds.

[0224] In Method 38, X (Method 177) 2 For CR 2 X 4 For CR 4 Compounds.

[0225] In Method 39, [Method 178], X 2 For CR 2 X 4 For CR 4 Compounds.

[0226] [Method 179] In Method 40, X 2 For CR 2 X 4 For CR 4 Compounds.

[0227] In Method 41, X (Method 180) 2 For CR 2 X 4 For CR 4 Compounds.

[0228] In Method 42, X (Method 181) 2 For CR 2 X 4 For CR 4 Compounds.

[0229] In method 43, X (method 182) 2 For CR 2 X 4 For CR 4 Compounds.

[0230] In Method 44, X (Method 183) 2 For CR 2 X 4 For CR 4 Compounds.

[0231] In Method 45, X (Method 184) 2 For CR 2 X 4 For CR 4 Compounds.

[0232] [Method 185] In this compound N, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0233] [Method 186] In Method 1, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0234] [Method 187] In Method 2, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0235] [Method 188] In Method 3, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0236] [Method 189] In Method 4, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0237] [Method 190] In Method 5, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0238] [Method 191] In Method 6, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0239] [Method 192] In Method 7, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0240] [Method 193] In Method 8, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0241] [Method 194] In Method 9, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0242] [Method 195] In Method 10, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0243] [Method 196] In Method 11, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0244] [Method 197] In Method 12, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0245] [Method 198] In Method 13, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0246] [Method 199] In Method 14, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0247] [Method 200] In Method 15, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0248] [Method 201] In Method 16, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0249] [Method 202] In Method 17, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4Compounds containing hydrogen atoms.

[0250] [Method 203] In Method 18, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0251] [Method 204] In Method 19, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0252] [Method 205] In Method 20, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0253] [Method 206] In Method 21, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0254] [Method 207] In Method 22, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0255] [Method 208] In Method 23, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R4 Compounds containing hydrogen atoms.

[0256] [Method 209] In Method 24, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0257] [Method 210] In Method 25, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0258] [Method 211] In Method 26, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0259] [Method 212] In Method 27, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0260] [Method 213] In Method 28, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0261] [Method 214] In Method 29, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R3 and R 4 Compounds containing hydrogen atoms.

[0262] [Method 215] In Method 33, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0263] [Method 216] In Method 34, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0264] [Method 217] In Method 35, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0265] [Method 218] In Method 36, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0266] [Method 219] In Method 37, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0267] In Method 38, X (Method 220) 2 For CR 2 X 4 For CR 4 R 1 R2 R 3 and R 4 Compounds containing hydrogen atoms.

[0268] In method 39, X (method 221) 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0269] [Method 222] In Method 40, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0270] [Method 223] In Method 41, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0271] [Method 224] In Method 42, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0272] [Method 225] In Method 43, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0273] [Method 226] In Method 44, X 2 For CR 2 X 4 For CR 4 R1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0274] [Method 227] In Method 45, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0275] [Method 228] In this compound N, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0276] [Method 229] In Method 1, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0277] [Method 230] In Method 2, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0278] [Method 231] In Method 3, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0279] [Method 232] In Method 4, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0280] [Method 233] In Method 5, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0281] [Method 234] In Method 6, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0282] [Method 235] In Method 7, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0283] [Method 236] In Method 8, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0284] [Method 237] In Method 9, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0285] [Method 238] In Method 10, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0286] [Method 239] In Method 11, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0287] [Method 240] In Method 12, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0288] [Method 241] In Method 13, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0289] [Method 242] In Method 14, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0290] [Method 243] In Method 15, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0291] [Method 244] In Method 16, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0292] [Method 245] In Method 17, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0293] [Method 246] In Method 18, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0294] [Method 247] In Method 19, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0295] [Method 248] In Method 20, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0296] [Method 249] In Method 21, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0297] [Method 250] In Method 22, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0298] [Method 251] In Method 23, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0299] [Method 252] In Method 24, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0300] [Method 253] In Method 25, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0301] [Method 254] In Method 26, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0302] [Method 255] In Method 27, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0303] [Method 256] In Method 28, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0304] [Method 257] In Method 29, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0305] [Method 258] In Method 30, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0306] [Method 259] In Method 31, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0307] [Method 260] In Method 32, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0308] [Method 261] In Method 33, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0309] In method 34, X (method 262) 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0310] [Method 263] In Method 35, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0311] [Method 264] In Method 36, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0312] In Method 37, X (Method 265) 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0313] In Method 38, X (Method 266) 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0314] [Method 267] In Method 39, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0315] [Method 268] In Method 40, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0316] [Method 269] In Method 41, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0317] [Method 270] In Method 42, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0318] [Method 271] In Method 43, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0319] [Method 272] In Method 44, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0320] [Method 273] In Method 45, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 Compounds.

[0321] [Method 274] In this compound N, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0322] [Method 275] In Method 1, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0323] [Method 276] In Method 2, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0324] [Method 277] In Method 3, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0325] [Method 278] In Method 4, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0326] [Method 279] In Method 5, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4Compounds containing hydrogen atoms.

[0327] [Method 280] In Method 6, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0328] [Method 281] In Method 7, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0329] [Method 282] In Method 8, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0330] [Method 283] In Method 9, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0331] [Method 284] In Method 10, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0332] [Method 285] In Method 11, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R1 R 2 and R 4 Compounds containing hydrogen atoms.

[0333] [Method 286] In Method 12, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0334] [Method 287] In Method 13, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0335] [Method 288] In Method 14, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0336] [Method 289] In Method 15, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0337] [Method 290] In Method 16, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0338] [Method 291] In Method 17, X 2 For CR 2 X 3X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0339] [Method 292] In Method 18, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0340] [Method 293] In Method 19, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0341] [Method 294] In Method 20, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0342] [Method 295] In Method 21, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0343] [Method 296] In Method 22, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0344] [Method 297] In Method 23, X2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0345] [Method 298] In Method 24, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0346] [Method 299] In Method 25, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0347] [Method 300] In Method 26, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0348] [Method 301] In Method 27, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0349] [Method 302] In Method 28, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0350] [Method 303] In Method 29, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0351] [Method 304] In Method 30, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0352] [Method 305] In Method 31, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0353] [Method 306] In Method 32, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0354] [Method 307] In Method 33, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0355] [Method 308] In Method 34, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R2 and R 4 Compounds containing hydrogen atoms.

[0356] [Method 309] In Method 35, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0357] [Method 310] In Method 36, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0358] [Method 311] In Method 37, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0359] [Method 312] In Method 38, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0360] [Method 313] In Method 39, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0361] [Method 314] In Method 40, X 2 For CR 2 X 3 X is a nitrogen atom. 4For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0362] [Method 315] In Method 41, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0363] In method 42, X (method 316) 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0364] [Method 317] In Method 43, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0365] In method 44, X (method 318) 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0366] In Method 45, X (Method 319) 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 Compounds containing hydrogen atoms.

[0367] [Method 320] In this compound N, X 1 For CR1 X 2 For CR 2 X 4 For CR 4 Compounds.

[0368] [Method 321] In this compound N, X 1 For CR 1 X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0369] [Method 322] In Method 1, X 1 For CR 1 X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0370] [Method 323] In Method 2, X 1 For CR 1 X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0371] [Method 324] In Method 3, X 1 For CR 1 X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0372] [Method 325] In Method 4, X 1 For CR 1 X 2 For CR 2 X 4 For CR4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0373] [Method 326] In Method 5, X 1 For CR 1 X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0374] [Method 327] In Method 6, X 1 For CR 1 X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0375] [Method 328] In Method 7, X 1 For CR 1 X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0376] [Method 329] In Method 8, X 1 For CR 1 X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0377] [Method 330] In Method 9, X 1 For CR 1 X 2 For CR 2 X 4 For CR4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0378] [Method 331] In Method 10, X 1 For CR 1 X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0379] [Method 332] In Method 11, X 1 For CR 1 X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0380] [Method 333] In Method 12, X 1 For CR 1 X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0381] [Method 334] In Method 13, X 1 For CR 1 X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0382] [Method 335] In Method 14, X 1 For CR 1 X 2 For CR 2 X 4 For CR4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0383] [Method 336] In Method 15, X 1 For CR 1 X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0384] [Method 337] In Method 16, X 1 For CR 1 X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0385] [Method 338] In Method 17, X 1 For CR 1 X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0386] [Method 339] In Method 18, X 1 For CR 1 X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0387] [Method 340] In Method 19, X 1 For CR 1 X 2 For CR 2 X 4 For CR4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0388] [Method 341] In Method 20, X 1 For CR 1 X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0389] [Method 342] In Method 21, X 1 For CR 1 X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0390] [Method 343] In Method 22, X 1 For CR 1 X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0391] [Method 344] In Method 23, X 1 For CR 1 X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0392] [Method 345] In Method 24, X 1 For CR 1 X 2 For CR 2 X 4 For CR4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0393] [Method 346] In Method 25, X 1 For CR 1 X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0394] [Method 347] In Method 26, X 1 For CR 1 X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0395] [Method 348] In Method 27, X 1 For CR 1 X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0396] [Method 349] In Method 28, X 1 For CR 1 X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0397] [Method 350] In Method 29, X 1 For CR 1 X 2 For CR 2 X 4 For CR4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0398] [Method 351] In Method 33, X 1 For CR 1 X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0399] [Method 352] In Method 34, X 1 For CR 1 X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0400] [Method 353] In Method 35, X 1 For CR 1 X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0401] [Method 354] In Method 36, X 1 For CR 1 X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0402] [Method 355] In Method 37, X 1 For CR 1 X 2 For CR 2 X 4 For CR4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0403] [Method 356] In Method 38, X 1 For CR 1 X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0404] [Method 357] In Method 39, X 1 For CR 1 X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0405] [Method 358] In Method 40, X 1 For CR 1 X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0406] In method 41, X (method 359) 1 For CR 1 X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0407] In Method 42, X (Method 360) 1 For CR 1 X 2 For CR 2 X 4 For CR4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0408] [Method 361] In Method 43, X 1 For CR 1 X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0409] In method 44, X (method 362) 1 For CR 1 X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0410] In method 45, X (method 363) 1 For CR 1 X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 Compounds containing hydrogen atoms.

[0411] [Method 364] Compounds in which n is 0 in this compound N.

[0412] [Method 365] In this compound N, n is 1.

[0413] [Method 366] In this compound N, n is 2.

[0414] [Method 367] In this compound N, n is 1 or 2.

[0415] [Method 368] In Method 1, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom.4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0416] [Method 369] In Method 2, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0417] [Method 370] In Method 3, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0418] [Method 371] In Method 4, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0419] [Method 372] In Method 5, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0420] [Method 373] In Method 6, X 1 For CR 1 X 2 For CR2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0421] [Method 374] In Method 7, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0422] [Method 375] In Method 8, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0423] [Method 376] In Method 9, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0424] [Method 377] In Method 10, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0425] [Method 378] In Method 11, X 1For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0426] [Method 379] In Method 12, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0427] [Method 380] In Method 13, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0428] [Method 381] In Method 14, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0429] [Method 382] In Method 15, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0430] [Method 383] In Method 16, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0431] [Method 384] In Method 17, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0432] [Method 385] In Method 18, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0433] [Method 386] In Method 19, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0434] [Method 387] In Method 20, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R4 A compound with hydrogen atoms and n = 2.

[0435] [Method 388] In Method 21, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0436] [Method 389] In Method 22, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0437] [Method 390] In Method 23, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0438] [Method 391] In Method 24, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0439] [Method 392] In Method 25, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0440] [Method 393] In Method 26, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0441] [Method 394] In Method 27, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0442] [Method 395] In Method 28, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0443] [Method 396] In Method 29, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0444] [Method 397] In Method 30, X 1 For CR 1 X 2 For CR 2X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0445] [Method 398] In Method 31, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0446] [Method 399] In Method 32, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0447] [Method 400] In Method 33, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0448] [Method 401] In Method 34, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0449] [Method 402] In Method 35, X 1 For CR1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0450] [Method 403] In Method 36, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0451] [Method 404] In Method 37, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0452] [Method 405] In Method 38, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0453] [Method 406] In Method 39, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0454] [Method 407] In Method 40, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0455] [Method 408] In Method 41, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0456] [Method 409] In Method 42, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0457] [Method 410] In Method 43, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0458] [Method 411] In Method 44, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R4 A compound with hydrogen atoms and n = 2.

[0459] [Method 412] In Method 45, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0460] [Method 413] In Method 82, X 1 For CR 1 X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0461] [Method 414] In Method 1, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0462] [Method 415] In Method 2, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0463] [Method 416] In Method 3, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0464] [Method 417] In Method 4, X2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0465] [Method 418] In Method 5, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0466] [Method 419] In Method 6, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0467] [Method 420] In Method 7, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0468] [Method 421] In Method 8, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0469] [Method 422] In Method 9, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0470] [Method 423] In Method 10, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0471] [Method 424] In Method 11, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0472] [Method 425] In Method 12, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0473] [Method 426] In Method 13, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0474] [Method 427] In Method 14, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0475] [Method 428] In Method 15, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R3 and R 4 A compound with hydrogen atoms and n = 2.

[0476] [Method 429] In Method 16, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0477] [Method 430] In Method 17, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0478] [Method 431] In Method 18, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0479] [Method 432] In Method 19, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0480] [Method 433] In Method 20, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0481] [Method 434] In Method 21, X 2 For CR 2 X 4 For CR4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0482] [Method 435] In Method 22, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0483] [Method 436] In Method 23, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0484] [Method 437] In Method 24, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0485] [Method 438] In Method 25, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0486] [Method 439] In Method 26, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0487] [Method 440] In Method 27, X 2For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0488] [Method 441] In Method 28, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0489] [Method 442] In Method 29, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0490] [Method 443] In Method 33, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0491] [Method 444] In Method 34, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0492] [Method 445] In Method 35, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0493] [Method 446] In Method 36, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0494] [Method 447] In Method 37, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0495] [Method 448] In Method 38, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0496] [Method 449] In Method 39, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0497] [Method 450] In Method 40, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0498] [Method 451] In Method 41, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R4 A compound with hydrogen atoms and n = 2.

[0499] [Method 452] In Method 42, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0500] [Method 453] In Method 43, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0501] [Method 454] In Method 44, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0502] [Method 455] In Method 45, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0503] [Method 456] In Method 185, X 2 For CR 2 X 4 For CR 4 R 1 R 2 R 3 and R 4 A compound with hydrogen atoms and n = 2.

[0504] [Method 457] In Method 1, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0505] [Method 458] In Method 2, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0506] [Method 459] In Method 3, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0507] [Method 460] In Method 4, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0508] [Method 461] In Method 5, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0509] [Method 462] In Method 6, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0510] [Method 463] In Method 7, X 2For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0511] [Method 464] In Method 8, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0512] [Method 465] In Method 9, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0513] [Method 466] In Method 10, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0514] [Method 467] In Method 11, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0515] [Method 468] In Method 12, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4A compound with hydrogen atoms and n = 2.

[0516] [Method 469] In Method 13, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0517] [Method 470] In Method 14, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0518] [Method 471] In Method 15, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0519] [Method 472] In Method 16, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0520] [Method 473] In Method 17, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0521] [Method 474] In Method 18, X 2 For CR 2 X 3 X is a nitrogen atom. 4For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0522] [Method 475] In Method 19, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0523] [Method 476] In Method 20, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0524] [Method 477] In Method 21, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0525] [Method 478] In Method 22, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0526] [Method 479] In Method 23, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0527] [Method 480] In Method 24, X2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0528] [Method 481] In Method 25, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0529] [Method 482] In Method 26, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0530] [Method 483] In Method 27, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0531] [Method 484] In Method 28, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0532] [Method 485] In Method 29, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R4 A compound with hydrogen atoms and n = 2.

[0533] [Method 486] In Method 30, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0534] [Method 487] In Method 31, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0535] [Method 488] In Method 32, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0536] [Method 489] In Method 33, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0537] [Method 490] In Method 34, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0538] [Method 491] In Method 35, X 2 For CR 2 X 3 X is a nitrogen atom.4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0539] [Method 492] In Method 36, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0540] [Method 493] In Method 37, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0541] [Method 494] In Method 38, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0542] [Method 495] In Method 39, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0543] [Method 496] In Method 40, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0544] [Method 497] In Method 41, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0545] [Method 498] In Method 42, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0546] [Method 499] In Method 43, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0547] [Method 500] In Method 44, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0548] [Method 501] In Method 45, X 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R 2 and R 4 A compound with hydrogen atoms and n = 2.

[0549] In Method 274, X (Method 502) 2 For CR 2 X 3 X is a nitrogen atom. 4 For CR 4 R 1 R2 and R 4 A compound with hydrogen atoms and n = 2.

[0550] [Method 503] In this compound N, X 3 For CR 3 Compounds.

[0551] [Method 504] In this compound N, X 3 Compounds containing nitrogen atoms.

[0552] Examples of compounds N in this invention include the following compounds.

[0553] [Method C1] In compound N of the present invention, Z a Compounds with C2-C6 chain hydrocarbon groups.

[0554] [Method C2] In compound N of the present invention, Z a Compounds that are C2-C6 alkyl groups.

[0555] [Method C3] In compound N of the present invention, Z a Compounds that are ethyl or propyl.

[0556] [Method C4] In compound N of the present invention, Z a Compounds that are C1-C2 alkyl groups {where the C1-C2 alkyl group is substituted with a methoxy or ethoxy group}.

[0557] [Method C5] In compound N of the present invention, Z a Compounds that are 2-methoxyethyl or 2-ethoxyethyl.

[0558] [Method C6] In compound N of the present invention, Z a For can be selected from group A a Compounds in which one or more substituents are substituted C3-C8 alicyclic hydrocarbon groups.

[0559] [Method C7] In compound N of the present invention, Z a Compounds with C3-C8 alicyclic hydrocarbon groups.

[0560] [Method C8] In compound N of the present invention, Z a Compounds that are cyclopropyl, cyclopentyl, or cyclohexyl.

[0561] [Method C9] In compound N of the present invention, Z a It is a 3-8 membered non-aromatic heterocyclic group {in this 3-8 membered non-aromatic heterocyclic group, the carbon atoms constituting the ring are S (O)} na Bonding can be selected from group A a Compounds in which one or more substituents are substituted.

[0562] [Method C10] In compound N of the present invention, Z a For the carbon atoms that form the ring and S(O) na Compounds with bonded 3-8 membered non-aromatic heterocyclic groups.

[0563] [Method C11] In compound N of the present invention, Z a Compounds that are 3-tetrahydrofuranyl or 3-tetrahydrothiophenyl.

[0564] [Method C12] In compound N of the present invention, Z a It is a 5-10 membered aromatic heterocyclic group {in this 5-10 membered aromatic heterocyclic group, the carbon atom constituting the ring is related to S (O)} na Bonding can be selected from group B a Compounds in which one or more substituents are substituted.

[0565] [Method C13] In compound N of the present invention, Z a It is a 5-membered aromatic heterocyclic group {in this 5-membered aromatic heterocyclic group, the carbon atoms constituting the ring are S (O)} na Bonding can be selected from group B a Compounds in section 2 that are substituted with one or more substituents.

[0566] Group B a 2: A group consisting of C1-C6 chain hydrocarbon groups and halogen atoms.

[0567] [Method C14] In compound N of the present invention, Z a Compounds that are 2-furanyl, 3-furanyl, 2-thienyl or 3-thienyl.

[0568] [Method C15] In compound N of the present invention, Z a It is a 6-membered aromatic heterocyclic group {in this 6-membered aromatic heterocyclic group, the carbon atoms constituting the ring are S (O)} na Bonding can be selected from group B a Compounds in section 2 that are substituted with one or more substituents.

[0569] [Method C16] In compound N of the present invention, Z a It is a compound of 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl or 2-pyrazinyl.

[0570] [Method C17] In compound N of the present invention, Z a It is a 5-6 membered aromatic heterocyclic group {in this 5-6 membered aromatic heterocyclic group, the carbon atoms constituting the ring are S (O)} na Bonding can be selected from group B a Compounds in section 2 that are substituted with one or more substituents.

[0571] [Method C18] In compound N of the present invention, Z a It is a compound of 2-furanyl, 3-furanyl, 2-thienyl, 3-thienyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl or 2-pyrazinyl.

[0572] [Method C19] In compound N of the present invention, Z a It is a C2-C6 chain hydrocarbon group or a 5-10 membered aromatic heterocyclic group {in this 5-10 membered aromatic heterocyclic group, the carbon atoms constituting the ring are S (O)} na Bonding can be selected from group B a Compounds in which one or more substituents are substituted.

[0573] [Method C20] In compound N of the present invention, Z a It is a C2-C6 alkyl or a 5-6 membered aromatic heterocyclic group {in this 5-6 membered aromatic heterocyclic group, the carbon atoms constituting the ring are S (O)} na Bonding can be selected from group B a Compounds in section 2 that are substituted with one or more substituents.

[0574] [Method C21] In compound N of the present invention, Z a It is a compound of ethyl, propyl, 2-furanyl, 3-furanyl, 2-thienyl, 3-thienyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl, or 2-pyrazinyl.

[0575] [Method C22] In compound N of the present invention, Z a It is a C2-C6 alkyl or 5-membered aromatic heterocyclic group {in this 5-membered aromatic heterocyclic group, the carbon atoms constituting the ring are S (O)} na Bonding can be selected from group B a Compounds in section 2 that are substituted with one or more substituents.

[0576] [Method C23] In compound N of the present invention, Z a It is a compound of ethyl, propyl, 2-furanyl, 3-furanyl, 2-thienyl or 3-thienyl.

[0577] [Method C24] In compound N of the present invention, Z a It is a C2-C6 alkyl or 6-membered aromatic heterocyclic group {in this 6-membered aromatic heterocyclic group, the carbon atoms constituting the ring are S (O)} na Bonding can be selected from group B a Compounds in section 2 that are substituted with one or more substituents.

[0578] [Method C25] In compound N of the present invention, Z aIt is a compound of ethyl, propyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl, or 2-pyrazinyl.

[0579] [Method C26] In compound N of the present invention, Z a It is a C2-C6 alkyl, C3-C8 alicyclic hydrocarbon group, or a 5-6 membered aromatic heterocyclic group {in this 5-6 membered aromatic heterocyclic group, the carbon atoms constituting the ring are S (O)} na Bonding can be selected from group B a Compounds in section 2 that are substituted with one or more substituents.

[0580] [Method C27] In compound N of the present invention, Z a It is a compound of ethyl, propyl, cyclopropyl, cyclopentyl, cyclohexyl, 2-furanyl, 3-furanyl, 2-thienyl, 3-thienyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl, or 2-pyrazinyl.

[0581] [Method C28] In compound N of the present invention, Z a For can be selected from group B a A phenyl group substituted with one or more substituents, X 3a Compounds containing nitrogen atoms.

[0582] [Method C29] In compound N of the present invention, Z a For can be selected from group B a 2. Phenyl group substituted with one or more substituents, X 3a Compounds containing nitrogen atoms.

[0583] [Method C30] In compound N of the present invention, Z a For phenyl, X 3a Compounds containing nitrogen atoms.

[0584] [Method C31] In compound N of the present invention, X 3a and Z a The combination is: X 3a For CR 3a Z a It is a C2-C6 chain hydrocarbon group or a 5-10 membered aromatic heterocyclic group {in this 5-10 membered aromatic heterocyclic group, the carbon atoms constituting the ring are S (O)} na Bonding can be selected from group B a A combination of one or more substituents in X; or, X 3a For nitrogen atoms, Z a It is a C2-C6 chain hydrocarbon group, a 5-10 membered aromatic heterocyclic group {in this 5-10 membered aromatic heterocyclic group, the carbon atoms constituting the ring are related to S (O)} na Bonding can be selected from group B aOne or more substituents are substituted in the group B, or the substituents may be selected from group B. a Compounds consisting of a combination of phenyl groups substituted with one or more substituents.

[0585] [Method C32] In compound N of the present invention, X 3a and Z a The combination is: X 3a For CR 3a Z a It is a C2-C6 alkyl or a 5-6 membered aromatic heterocyclic group {in this 5-6 membered aromatic heterocyclic group, the carbon atoms constituting the ring are S (O)} na Bonding can be selected from group B a Combinations of one or more substituents in 2; or, X 3a For nitrogen atoms, Z a It is a C2-C6 alkyl, 5-6 membered aromatic heterocyclic group {in this 5-6 membered aromatic heterocyclic group, the carbon atoms constituting the ring are S (O)} na Bonding can be selected from group B a 2 can be substituted with one or more substituents, or can be selected from group B. a Compounds consisting of a combination of phenyl groups substituted with one or more substituents in 2.

[0586] [Method C33] In compound N of the present invention, X 3a and Z a The combination is: X 3a For CR 3a Z a It is a combination of ethyl, propyl, 2-furanyl, 3-furanyl, 2-thienyl, 3-thienyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl, or 2-pyrazinyl; or, X 3a For nitrogen atoms, Z a Compounds that are combinations of ethyl, propyl, 2-furanyl, 3-furanyl, 2-thienyl, 3-thienyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl, 2-pyrazinyl or phenyl.

[0587] [Method C34] In compound N of the present invention, X 3a and Z a The combination is: X 3a For CR 3a Z a It is a C2-C6 alkyl or 5-membered aromatic heterocyclic group {in this 5-membered aromatic heterocyclic group, the carbon atoms constituting the ring are S (O)} na Bonding can be selected from group B a Combinations of one or more substituents in 2; or, X 3a For nitrogen atoms, Z aIt is a C2-C6 alkyl, 5-membered aromatic heterocyclic group {in this 5-membered aromatic heterocyclic group, the carbon atoms constituting the ring are S (O)} na Bonding can be selected from group B a 2 can be substituted with one or more substituents, or can be selected from group B. a Compounds consisting of a combination of phenyl groups substituted with one or more substituents in 2.

[0588] [Method C35] In compound N of the present invention, X 3a and Z a The combination is: X 3a For CR 3a Z a It is a combination of ethyl, propyl, 2-furanyl, 3-furanyl, 2-thienyl, or 3-thienyl; or, X 3a For nitrogen atoms, Z a Compounds that are combinations of ethyl, propyl, 2-furanyl, 3-furanyl, 2-thienyl, 3-thienyl or phenyl.

[0589] [Method C36] In compound N of the present invention, X 3a and Z a The combination is: X 3a For CR 3a Z a It is a C2-C6 alkyl or 6-membered aromatic heterocyclic group {in this 6-membered aromatic heterocyclic group, the carbon atoms constituting the ring are S (O)} na Bonding can be selected from group B a Combinations of one or more substituents in 2; or, X 3a For nitrogen atoms, Z a It is a C2-C6 alkyl, 6-membered aromatic heterocyclic group {in this 6-membered aromatic heterocyclic group, the carbon atoms constituting the ring are S (O)} na Bonding can be selected from group B a 2 can be substituted with one or more substituents, or can be selected from group B. a Compounds consisting of a combination of phenyl groups substituted with one or more substituents in 2.

[0590] [Method C37] In compound N of the present invention, X 3a and Z a The combination is: X 3a For CR 3a Z a It is a combination of ethyl, propyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl, or 2-pyrazinyl; or, X 3a For nitrogen atoms, Z a Compounds that are combinations of ethyl, propyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl, 2-pyrazinyl or phenyl.

[0591] [Method C38] In compound N of the present invention, X 3a and Z a The combination is: X 3a For CR 3a Z a It is a 5-6 membered aromatic heterocyclic group {in this 5-6 membered aromatic heterocyclic group, the carbon atoms constituting the ring are S (O)} na Bonding can be selected from group B a Combinations of one or more substituents in 2; or, X 3a For nitrogen atoms, Z a It is a 5-6 membered aromatic heterocyclic group {in this 5-6 membered aromatic heterocyclic group, the carbon atoms constituting the ring are S (O)} na Bonding can be selected from group B a 2 can be substituted with one or more substituents, or can be selected from group B. a Compounds consisting of a combination of phenyl groups substituted with one or more substituents in 2.

[0592] [Method C39] In compound N of the present invention, X 3a and Z a The combination is: X 3a For CR 3a Z a It is a combination of 2-furanyl, 3-furanyl, 2-thienyl, 3-thienyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl, or 2-pyrazinyl; or, X 3a For nitrogen atoms, Z a Compounds that are combinations of 2-furanyl, 3-furanyl, 2-thienyl, 3-thienyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl, 2-pyrazinyl or phenyl.

[0593] [Method C40] In compound N of the present invention, X 3a and Z a The combination is: X 3a For CR 3a Z a It is a 5-membered aromatic heterocyclic group {in this 5-membered aromatic heterocyclic group, the carbon atoms constituting the ring are S (O)} na Bonding can be selected from group B a Combinations of one or more substituents in 2; or, X 3a For nitrogen atoms, Z a It is a 5-membered aromatic heterocyclic group {in this 5-membered aromatic heterocyclic group, the carbon atoms constituting the ring are S (O)} na Bonding can be selected from group B a 2 can be substituted with one or more substituents, or can be selected from group B. aCompounds consisting of a combination of phenyl groups substituted with one or more substituents in 2.

[0594] [Method C41] In compound N of the present invention, X 3a and Z a The combination is: X 3a For CR 3a Z a It is a combination of 2-furanyl, 3-furanyl, 2-thienyl, or 3-thienyl; or, X 3a For nitrogen atoms, Z a Compounds that are combinations of 2-furanyl, 3-furanyl, 2-thienyl, 3-thienyl or phenyl.

[0595] [Method C42] In compound N of the present invention, X 3a and Z a The combination is: X 3a For CR 3a Z a It is a 6-membered aromatic heterocyclic group {in this 6-membered aromatic heterocyclic group, the carbon atoms constituting the ring are S (O)} na Bonding can be selected from group B a Combinations of one or more substituents in 2; or, X 3a For nitrogen atoms, Z a It is a 6-membered aromatic heterocyclic group {in this 6-membered aromatic heterocyclic group, the carbon atoms constituting the ring are S (O)} na Bonding can be selected from group B a 2 can be substituted with one or more substituents, or can be selected from group B. a Compounds consisting of a combination of phenyl groups substituted with one or more substituents in 2.

[0596] [Method C43] In compound N of the present invention, X 3a and Z a The combination is: X 3a For CR 3a Z a It is a combination of 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl, or 2-pyrazinyl; or, X 3a For nitrogen atoms, Z a Compounds that are combinations of 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl, 2-pyrazinyl or phenyl.

[0597] [Method C44] In compound N of the present invention, X 1a For CR 1a X 3a For CR 3a Compounds.

[0598] [Method C45] In compound N of the present invention, X1a For CR 1a X 3a For CR 3a R 1a and R 3a Compounds containing hydrogen atoms.

[0599] [Method C46] In compound N of the present invention, X 1a X is a nitrogen atom. 3a For CR 3a Compounds.

[0600] [Method C47] In compound N of the present invention, X 1a X is a nitrogen atom. 3a For CR 3a R 3a Compounds containing hydrogen atoms.

[0601] [Method C48] In compound N of the present invention, X 1a For CR 1a X 3a Compounds containing nitrogen atoms.

[0602] [Method C49] In Method C1, X 1a For CR 1a X 3a Compounds containing nitrogen atoms.

[0603] [Method C50] In Method C2, X 1a For CR 1a X 3a Compounds containing nitrogen atoms.

[0604] [Method C51] In Method C3, X 1a For CR 1a X 3a Compounds containing nitrogen atoms.

[0605] [Method C52] In Method C12, X 1a For CR 1a X 3a Compounds containing nitrogen atoms.

[0606] [Method C53] In Method C13, X 1a For CR 1a X 3a Compounds containing nitrogen atoms.

[0607] [Method C54] In Method C14, X 1a For CR 1a X 3a Compounds containing nitrogen atoms.

[0608] [Method C55] In Method C15, X 1a For CR 1a X 3a Compounds containing nitrogen atoms.

[0609] [Method C56] In Method C16, X 1a For CR 1a X 3a Compounds containing nitrogen atoms.

[0610] [Method C57] In Method C17, X 1a For CR 1a X 3a Compounds containing nitrogen atoms.

[0611] [Method C58] In Method C18, X 1a For CR 1a X 3a Compounds containing nitrogen atoms.

[0612] [Method C59] In Method C19, X 1a For CR 1a X 3a Compounds containing nitrogen atoms.

[0613] [Method C60] In Method C20, X 1a For CR 1a X 3a Compounds containing nitrogen atoms.

[0614] [Method C61] In Method C21, X 1a For CR 1a X 3a Compounds containing nitrogen atoms.

[0615] [Method C62] In Method C22, X 1a For CR 1a X 3a Compounds containing nitrogen atoms.

[0616] [Method C63] In Method C23, X 1a For CR 1a X 3a Compounds containing nitrogen atoms.

[0617] [Method C64] In Method C24, X 1a For CR 1a X 3a Compounds containing nitrogen atoms.

[0618] [Method C65] In Method C25, X 1a For CR 1a X 3aCompounds containing nitrogen atoms.

[0619] [Method C66] In Method C26, X 1a For CR 1a X 3a Compounds containing nitrogen atoms.

[0620] [Method C67] In Method C27, X 1a For CR 1a X 3a Compounds containing nitrogen atoms.

[0621] [Method C68] In Method C28, X 1a For CR 1a X 3a Compounds containing nitrogen atoms.

[0622] [Method C69] In Method C29, X 1a For CR 1a X 3a Compounds containing nitrogen atoms.

[0623] [Method C70] In Method C30, X 1a For CR 1a X 3a Compounds containing nitrogen atoms.

[0624] [Method C71] In Method C31, X 1a For CR 1a X 3a Compounds containing nitrogen atoms.

[0625] [Method C72] In Method C32, X 1a For CR 1a X 3a Compounds containing nitrogen atoms.

[0626] [Method C73] In Method C33, X 1a For CR 1a X 3a Compounds containing nitrogen atoms.

[0627] [Method C74] In Method C34, X 1a For CR 1a X 3a Compounds containing nitrogen atoms.

[0628] [Method C75] In Method C35, X 1a For CR 1a X 3a Compounds containing nitrogen atoms.

[0629] [Method C76] In Method C36, X 1aFor CR 1a X 3a Compounds containing nitrogen atoms.

[0630] [Method C77] In Method C37, X 1a For CR 1a X 3a Compounds containing nitrogen atoms.

[0631] [Method C78] In Method C38, X 1a For CR 1a X 3a Compounds containing nitrogen atoms.

[0632] [Method C79] In Method C39, X 1a For CR 1a X 3a Compounds containing nitrogen atoms.

[0633] [Method C80] In Method C40, X 1a For CR 1a X 3a Compounds containing nitrogen atoms.

[0634] [Method C81] In Method C41, X 1a For CR 1a X 3a Compounds containing nitrogen atoms.

[0635] [Method C82] In Method C42, X 1a For CR 1a X 3a Compounds containing nitrogen atoms.

[0636] [Method C83] In Method C43, X 1a For CR 1a X 3a Compounds containing nitrogen atoms.

[0637] [Method C84] In compound N of the present invention, X 1a For CR 1a X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0638] [Method C85] In Method C1, X 1a For CR 1a X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0639] [Method C86] In Method C2, X 1a For CR 1a X3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0640] [Method C87] In Method C3, X 1a For CR 1a X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0641] [Method C88] In Method C12, X 1a For CR 1a X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0642] [Method C89] In Method C13, X 1a For CR 1a X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0643] [Method C90] In Method C14, X 1a For CR 1a X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0644] [Method C91] In Method C15, X 1a For CR 1a X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0645] [Method C92] In Method C16, X 1a For CR 1a X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0646] [Method C93] In Method C17, X 1a For CR 1a X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0647] [Method C94] In Method C18, X 1a For CR 1a X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0648] [Method C95] In Method C19, X 1a For CR1a X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0649] [Method C96] In Method C20, X 1a For CR 1a X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0650] [Method C97] In Method C21, X 1a For CR 1a X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0651] [Method C98] In Method C22, X 1a For CR 1a X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0652] [Method C99] In Method C23, X 1a For CR 1a X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0653] In method C24, X (method C100) 1a For CR 1a X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0654] [Method C101] In Method C25, X 1a For CR 1a X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0655] In method C26, X (method C102) 1a For CR 1a X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0656] In method C27, X (method C103) 1a For CR 1a X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0657] In method C28, X (method C104) 1a For CR 1a X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0658] In method C29, X (method C105) 1a For CR 1a X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0659] [Method C106] In Method C30, X 1a For CR 1a X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0660] [Method C107] In Method C31, X 1a For CR 1a X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0661] [Method C108] In Method C32, X 1a For CR 1a X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0662] [Method C109] In Method C33, X 1a For CR 1a X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0663] In method C34, X (method C110) 1a For CR 1a X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0664] [Method C111] In Method C35, X 1a For CR 1a X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0665] In method C36, X (method C112) 1a For CR 1a X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0666] In method C37, X (method C113) 1a For CR 1a X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0667] In method C38, X (method C114) 1a For CR 1a X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0668] In method C39, X (method C115) 1a For CR 1a X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0669] [Method C116] In Method C40, X 1a For CR 1a X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0670] [Method C117] In Method C41, X 1a For CR 1a X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0671] [Method C118] In Method C42, X 1a For CR 1a X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0672] [Method C119] In Method C43, X 1a For CR 1a X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0673] [Method C120] In compound N of the present invention, X 1a X is a nitrogen atom. 3a Compounds containing nitrogen atoms.

[0674] [Method C121] In compound N of the present invention, X 1a For CR 1a Compounds.

[0675] [Method C122] In Method C1, X1a For CR 1a Compounds.

[0676] [Method C123] In Method C2, X 1a For CR 1a Compounds.

[0677] [Method C124] In Method C3, X 1a For CR 1a Compounds.

[0678] [Method C125] In Method C12, X 1a For CR 1a Compounds.

[0679] [Method C126] In Method C13, X 1a For CR 1a Compounds.

[0680] [Method C127] In Method C14, X 1a For CR 1a Compounds.

[0681] [Method C128] In Method C15, X 1a For CR 1a Compounds.

[0682] [Method C129] In Method C16, X 1a For CR 1a Compounds.

[0683] [Method C130] In Method C17, X 1a For CR 1a Compounds.

[0684] [Method C131] In Method C18, X 1a For CR 1a Compounds.

[0685] [Method C132] In Method C19, X 1a For CR 1a Compounds.

[0686] [Method C133] In Method C20, X 1a For CR 1a Compounds.

[0687] [Method C134] In Method C21, X 1a For CR 1a Compounds.

[0688] [Method C135] In Method C22, X 1a For CR1a Compounds.

[0689] [Method C136] In Method C23, X 1a For CR 1a Compounds.

[0690] [Method C137] In Method C24, X 1a For CR 1a Compounds.

[0691] [Method C138] In Method C25, X 1a For CR 1a Compounds.

[0692] [Method C139] In Method C26, X 1a For CR 1a Compounds.

[0693] In method C140, X 1a For CR 1a Compounds.

[0694] [Method C141] In Method C28, X 1a For CR 1a Compounds.

[0695] [Method C142] In Method C29, X 1a For CR 1a Compounds.

[0696] [Method C143] In Method C30, X 1a For CR 1a Compounds.

[0697] [Method C144] In Method C31, X 1a For CR 1a Compounds.

[0698] [Method C145] In Method C32, X 1a For CR 1a Compounds.

[0699] [Method C146] In Method C33, X 1a For CR 1a Compounds.

[0700] [Method C147] In Method C34, X 1a For CR 1a Compounds.

[0701] [Method C148] In Method C35, X 1a For CR 1aCompounds.

[0702] [Method C149] In Method C36, X 1a For CR 1a Compounds.

[0703] [Method C150] In Method C37, X 1a For CR 1a Compounds.

[0704] [Method C151] In Method C38, X 1a For CR 1a Compounds.

[0705] [Method C152] In Method C39, X 1a For CR 1a Compounds.

[0706] [Method C153] In Method C40, X 1a For CR 1a Compounds.

[0707] [Method C154] In Method C41, X 1a For CR 1a Compounds.

[0708] [Method C155] In Method C42, X 1a For CR 1a Compounds.

[0709] [Method C156] In Method C43, X 1a For CR 1a Compounds.

[0710] [Method C157] In compound N of the present invention, X 1a For CR 1a R 1a Compounds containing hydrogen atoms.

[0711] [Method C158] In Method C1, X 1a For CR 1a R 1a Compounds containing hydrogen atoms.

[0712] [Method C159] In Method C2, X 1a For CR 1a R 1a Compounds containing hydrogen atoms.

[0713] [Method C160] In Method C3, X 1a For CR 1a R 1a Compounds containing hydrogen atoms.

[0714] [Method C161] In Method C12, X 1a For CR 1a R 1a Compounds containing hydrogen atoms.

[0715] [Method C162] In Method C13, X 1a For CR 1a R 1a Compounds containing hydrogen atoms.

[0716] [Method C163] In Method C14, X 1a For CR 1a R 1a Compounds containing hydrogen atoms.

[0717] [Method C164] In Method C15, X 1a For CR 1a R 1a Compounds containing hydrogen atoms.

[0718] [Method C165] In Method C16, X 1a For CR 1a R 1a Compounds containing hydrogen atoms.

[0719] In method C17, X (method C166) 1a For CR 1a R 1a Compounds containing hydrogen atoms.

[0720] [Method C167] In Method C18, X 1a For CR 1a R 1a Compounds containing hydrogen atoms.

[0721] In method C19, X (method C168) 1a For CR 1a R 1a Compounds containing hydrogen atoms.

[0722] [Method C169] In Method C20, X 1a For CR 1a R 1a Compounds containing hydrogen atoms.

[0723] In method C170, X 1a For CR 1a R 1a Compounds containing hydrogen atoms.

[0724] In method C171 and method C22, X 1aFor CR 1a R 1a Compounds containing hydrogen atoms.

[0725] In method C172, X 1a For CR 1a R 1a Compounds containing hydrogen atoms.

[0726] In method C173 and method C24, X 1a For CR 1a R 1a Compounds containing hydrogen atoms.

[0727] In method C174, X 1a For CR 1a R 1a Compounds containing hydrogen atoms.

[0728] In method C175, X 1a For CR 1a R 1a Compounds containing hydrogen atoms.

[0729] In method C176, X 1a For CR 1a R 1a Compounds containing hydrogen atoms.

[0730] In method C177, X 1a For CR 1a R 1a Compounds containing hydrogen atoms.

[0731] In method C178 and method C29, X 1a For CR 1a R 1a Compounds containing hydrogen atoms.

[0732] [Method C179] In Method C30, X 1a For CR 1a R 1a Compounds containing hydrogen atoms.

[0733] [Method C180] In Method C31, X 1a For CR 1a R 1a Compounds containing hydrogen atoms.

[0734] In method C181, X 1a For CR 1a R 1a Compounds containing hydrogen atoms.

[0735] In method C182, X 1a For CR 1a R 1a Compounds containing hydrogen atoms.

[0736] In method C183, X 1a For CR 1a R 1a Compounds containing hydrogen atoms.

[0737] In method C184, X 1a For CR 1a R 1a Compounds containing hydrogen atoms.

[0738] In method C36, X (method C185) 1a For CR 1a R 1a Compounds containing hydrogen atoms.

[0739] In method C37, X (method C186) 1a For CR 1a R 1a Compounds containing hydrogen atoms.

[0740] In method C187, X 1a For CR 1a R 1a Compounds containing hydrogen atoms.

[0741] In method C39, X (method C188) 1a For CR 1a R 1a Compounds containing hydrogen atoms.

[0742] [Method C189] In Method C40, X 1a For CR 1a R 1a Compounds containing hydrogen atoms.

[0743] [Method C190] In Method C41, X 1a For CR 1a R 1a Compounds containing hydrogen atoms.

[0744] In method C191, X 1a For CR 1a R 1a Compounds containing hydrogen atoms.

[0745] In method C192, X 1a For CR1a R 1a Compounds containing hydrogen atoms.

[0746] [Method C193] In compound N of the present invention, X 3a Compounds containing nitrogen atoms.

[0747] [Method C194] In Method C1, X 3a Compounds containing nitrogen atoms.

[0748] [Method C195] In Method C2, X 3a Compounds containing nitrogen atoms.

[0749] [Method C196] In Method C3, X 3a Compounds containing nitrogen atoms.

[0750] [Method C197] In Method C12, X 3a Compounds containing nitrogen atoms.

[0751] [Method C198] In Method C13, X 3a Compounds containing nitrogen atoms.

[0752] [Method C199] In Method C14, X 3a Compounds containing nitrogen atoms.

[0753] [Method C200] In Method C15, X 3a Compounds containing nitrogen atoms.

[0754] [Method C201] In Method C16, X 3a Compounds containing nitrogen atoms.

[0755] [Method C202] In Method C17, X 3a Compounds containing nitrogen atoms.

[0756] [Method C203] In Method C18, X 3a Compounds containing nitrogen atoms.

[0757] [Method C204] In Method C19, X 3a Compounds containing nitrogen atoms.

[0758] [Method C205] In Method C20, X 3a Compounds containing nitrogen atoms.

[0759] [Method C206] In Method C21, X 3a Compounds containing nitrogen atoms.

[0760] [Method C207] In Method C22, X 3a Compounds containing nitrogen atoms.

[0761] [Method C208] In Method C23, X 3a Compounds containing nitrogen atoms.

[0762] [Method C209] In Method C24, X 3a Compounds containing nitrogen atoms.

[0763] [Method C210] In Method C25, X 3a Compounds containing nitrogen atoms.

[0764] [Method C211] In Method C26, X 3a Compounds containing nitrogen atoms.

[0765] [Method C212] In Method C27, X 3a Compounds containing nitrogen atoms.

[0766] [Method C213] In Method C31, X 3a Compounds containing nitrogen atoms.

[0767] [Method C214] In Method C32, X 3a Compounds containing nitrogen atoms.

[0768] [Method C215] In Method C33, X 3a Compounds containing nitrogen atoms.

[0769] In method C216, X 3a Compounds containing nitrogen atoms.

[0770] [Method C217] In Method C35, X 3a Compounds containing nitrogen atoms.

[0771] [Method C218] In Method C36, X 3a Compounds containing nitrogen atoms.

[0772] In method C219, X 3a Compounds containing nitrogen atoms.

[0773] In method C220, X 3a Compounds containing nitrogen atoms.

[0774] In method C221, X 3a Compounds containing nitrogen atoms.

[0775] [Method C222] In Method C40, X 3a Compounds containing nitrogen atoms.

[0776] In method C223, X3a Compounds containing nitrogen atoms.

[0777] [Method C224] In Method C42, X 3a Compounds containing nitrogen atoms.

[0778] In method C225, X 3a Compounds containing nitrogen atoms.

[0779] [Method C226] In compound N of the present invention, X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0780] [Method C227] In Method C1, X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0781] [Method C228] In Method C2, X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0782] [Method C229] In Method C3, X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0783] [Method C230] In Method C12, X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0784] [Method C231] In Method C13, X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0785] [Method C232] In Method C14, X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0786] [Method C233] In Method C15, X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0787] [Method C234] In Method C16, X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0788] [Method C235] In Method C17, X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0789] [Method C236] In Method C18, X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0790] [Method C237] In Method C19, X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0791] [Method C238] In Method C20, X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0792] [Method C239] In Method C21, X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0793] [Method C240] In Method C22, X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0794] [Method C241] In Method C23, X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0795] [Method C242] In Method C24, X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0796] [Method C243] In Method C25, X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0797] In method C26, X (method C244) 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0798] [Method C245] In Method C27, X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0799] [Method C246] In Method C31, X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0800] [Method C247] In Method C32, X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0801] [Method C248] In Method C33, X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0802] [Method C249] In Method C34, X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0803] [Method C250] In Method C35, X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0804] In method C251, X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0805] In method C252, X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0806] In method C253, X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0807] In method C254, X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0808] [Method C255] In Method C40, X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0809] [Method C256] In Method C41, X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0810] [Method C257] In Method C42, X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0811] [Method C258] In Method C43, X 3a For nitrogen atoms, R 1a Compounds containing hydrogen atoms.

[0812] [Method C259] A compound in which na is 1 in compound N of the present invention.

[0813] [Method C260] Compound N of the present invention, wherein na is 2.

[0814] [Method C261] In compound N of the present invention, X 1a For CR 1a X 3a For nitrogen atoms, R 1a A compound containing hydrogen atoms and 2 na.

[0815] [Method C262] In Method C1, X 1a For CR 1a X 3a For nitrogen atoms, R 1a A compound containing hydrogen atoms and 2 na.

[0816] [Method C263] In Method C2, X 1a For CR 1a X 3a For nitrogen atoms, R 1a A compound containing hydrogen atoms and 2 na.

[0817] [Method C264] In Method C3, X 1a For CR 1a X 3a For nitrogen atoms, R 1a A compound containing hydrogen atoms and 2 na.

[0818] [Method C265] In Method C12, X 1a For CR 1a X 3a For nitrogen atoms, R 1a A compound containing hydrogen atoms and 2 na.

[0819] [Method C266] In Method C13, X 1a For CR 1a X 3a For nitrogen atoms, R 1a A compound containing hydrogen atoms and 2 na.

[0820] [Method C267] In Method C14, X 1a For CR 1a X 3a For nitrogen atoms, R 1a A compound containing hydrogen atoms and 2 na.

[0821] [Method C268] In Method C15, X 1a For CR 1a X 3a For nitrogen atoms, R 1a A compound containing hydrogen atoms and 2 na.

[0822] [Method C269] In Method C16, X1a For CR 1a X 3a For nitrogen atoms, R 1a A compound containing hydrogen atoms and 2 na.

[0823] [Method C270] In Method C17, X 1a For CR 1a X 3a For nitrogen atoms, R 1a A compound containing hydrogen atoms and 2 na.

[0824] [Method C271] In Method C18, X 1a For CR 1a X 3a For nitrogen atoms, R 1a A compound containing hydrogen atoms and 2 na.

[0825] [Method C272] In Method C19, X 1a For CR 1a X 3a For nitrogen atoms, R 1a A compound containing hydrogen atoms and 2 na.

[0826] [Method C273] In Method C20, X 1a For CR 1a X 3a For nitrogen atoms, R 1a A compound containing hydrogen atoms and 2 na.

[0827] [Method C274] In Method C21, X 1a For CR 1a X 3a For nitrogen atoms, R 1a A compound containing hydrogen atoms and 2 na.

[0828] [Method C275] In Method C22, X 1a For CR 1a X 3a For nitrogen atoms, R 1a A compound containing hydrogen atoms and 2 na.

[0829] [Method C276] In Method C23, X 1a For CR 1a X 3a For nitrogen atoms, R 1a A compound containing hydrogen atoms and 2 na.

[0830] [Method C277] In Method C24, X 1a For CR 1a X 3a For nitrogen atoms, R1a A compound containing hydrogen atoms and 2 na.

[0831] [Method C278] In Method C25, X 1a For CR 1a X 3a For nitrogen atoms, R 1a A compound containing hydrogen atoms and 2 na.

[0832] [Method C279] In Method C26, X 1a For CR 1a X 3a For nitrogen atoms, R 1a A compound containing hydrogen atoms and 2 na.

[0833] [Method C280] In Method C27, X 1a For CR 1a X 3a For nitrogen atoms, R 1a A compound containing hydrogen atoms and 2 na.

[0834] [Method C281] In Method C28, X 1a For CR 1a X 3a For nitrogen atoms, R 1a A compound containing hydrogen atoms and 2 na.

[0835] [Method C282] In Method C29, X 1a For CR 1a X 3a For nitrogen atoms, R 1a A compound containing hydrogen atoms and 2 na.

[0836] [Method C283] In Method C30, X 1a For CR 1a X 3a For nitrogen atoms, R 1a A compound containing hydrogen atoms and 2 na.

[0837] [Method C284] In Method C31, X 1a For CR 1a X 3a For nitrogen atoms, R 1a A compound containing hydrogen atoms and 2 na.

[0838] [Method C285] In Method C32, X 1a For CR 1a X 3a For nitrogen atoms, R 1a A compound containing hydrogen atoms and 2 na.

[0839] [Method C286] In Method C33, X 1a For CR 1a X 3a For nitrogen atoms, R 1a A compound containing hydrogen atoms and 2 na.

[0840] [Method C287] In Method C34, X 1a For CR 1a X 3a For nitrogen atoms, R 1a A compound containing hydrogen atoms and 2 na.

[0841] [Method C288] In Method C35, X 1a For CR 1a X 3a For nitrogen atoms, R 1a A compound containing hydrogen atoms and 2 na.

[0842] [Method C289] In Method C36, X 1a For CR 1a X 3a For nitrogen atoms, R 1a A compound containing hydrogen atoms and 2 na.

[0843] In method C290, X 1a For CR 1a X 3a For nitrogen atoms, R 1a A compound containing hydrogen atoms and 2 na.

[0844] [Method C291] In Method C38, X 1a For CR 1a X 3a For nitrogen atoms, R 1a A compound containing hydrogen atoms and 2 na.

[0845] [Method C292] In Method C39, X 1a For CR 1a X 3a For nitrogen atoms, R 1a A compound containing hydrogen atoms and 2 na.

[0846] [Method C293] In Method C40, X 1a For CR 1a X 3a For nitrogen atoms, R 1a A compound containing hydrogen atoms and 2 na.

[0847] [Method C294] In Method C41, X 1a For CR 1a X3a For nitrogen atoms, R 1a A compound containing hydrogen atoms and 2 na.

[0848] [Method C295] In Method C42, X 1a For CR 1a X 3a For nitrogen atoms, R 1a A compound containing hydrogen atoms and 2 na.

[0849] [Method C296] In Method C43, X 1a For CR 1a X 3a For nitrogen atoms, R 1a A compound containing hydrogen atoms and 2 na.

[0850] [Method C297] In compound N of the present invention, X 1a For CR 1a R 1a A compound containing hydrogen atoms and 2 na.

[0851] [Method C298] In Method C1, X 1a For CR 1a R 1a A compound containing hydrogen atoms and 2 na.

[0852] [Method C299] In Method C2, X 1a For CR 1a R 1a A compound containing hydrogen atoms and 2 na.

[0853] [Method C300] In Method C3, X 1a For CR 1a R 1a A compound containing hydrogen atoms and 2 na.

[0854] [Method C301] In Method C12, X 1a For CR 1a R 1a A compound containing hydrogen atoms and 2 na.

[0855] [Method C302] In Method C13, X 1a For CR 1a R 1a A compound containing hydrogen atoms and 2 na.

[0856] [Method C303] In Method C14, X 1a For CR 1a R 1a A compound containing hydrogen atoms and 2 na.

[0857] [Method C304] In Method C15, X 1a For CR 1a R 1a A compound containing hydrogen atoms and 2 na.

[0858] [Method C305] In Method C16, X 1a For CR 1a R 1a A compound containing hydrogen atoms and 2 na.

[0859] [Method C306] In Method C17, X 1a For CR 1a R 1a A compound containing hydrogen atoms and 2 na.

[0860] In method C307, X 1a For CR 1a R 1a A compound containing hydrogen atoms and 2 na.

[0861] In method C19, X (method C308) 1a For CR 1a R 1a A compound containing hydrogen atoms and 2 na.

[0862] [Method C309] In Method C20, X 1a For CR 1a R 1a A compound containing hydrogen atoms and 2 na.

[0863] [Method C310] In Method C21, X 1a For CR 1a R 1a A compound containing hydrogen atoms and 2 na.

[0864] In method C311, X 1a For CR 1a R 1a A compound containing hydrogen atoms and 2 na.

[0865] In method C23, X (method C312) 1a For CR 1a R 1a A compound containing hydrogen atoms and 2 na.

[0866] In method C24, X (method C313) 1a For CR 1a R 1a A compound containing hydrogen atoms and 2 na.

[0867] In method C314, X 1a For CR 1a R 1a A compound containing hydrogen atoms and 2 na.

[0868] In method C315, X 1a For CR 1a R 1a A compound containing hydrogen atoms and 2 na.

[0869] In method C316 and method C27, X 1a For CR 1a R 1a A compound containing hydrogen atoms and 2 na.

[0870] In method C317, X 1a For CR 1a R 1a A compound containing hydrogen atoms and 2 na.

[0871] In method C318 and method C29, X 1a For CR 1a R 1a A compound containing hydrogen atoms and 2 na.

[0872] [Method C319] In Method C30, X 1a For CR 1a R 1a A compound containing hydrogen atoms and 2 na.

[0873] [Method C320] In Method C31, X 1a For CR 1a R 1a A compound containing hydrogen atoms and 2 na.

[0874] [Method C321] In Method C32, X 1a For CR 1a R 1a A compound containing hydrogen atoms and 2 na.

[0875] In method C322, X 1a For CR 1a R 1a A compound containing hydrogen atoms and 2 na.

[0876] In method C323, X 1a For CR 1a R 1a A compound containing hydrogen atoms and 2 na.

[0877] In method C35, X (method C324) 1a For CR 1a R 1a A compound containing hydrogen atoms and 2 na.

[0878] In method C325, X 1a For CR 1a R 1a A compound containing hydrogen atoms and 2 na.

[0879] In method C326, X 1a For CR 1a R 1a A compound containing hydrogen atoms and 2 na.

[0880] In method C327, X 1a For CR 1a R 1a A compound containing hydrogen atoms and 2 na.

[0881] In method C328 and method C39, X 1a For CR 1a R 1a A compound containing hydrogen atoms and 2 na.

[0882] In method C329, X 1a For CR 1a R 1a A compound containing hydrogen atoms and 2 na.

[0883] In method C330, X 1a For CR 1a R 1a A compound containing hydrogen atoms and 2 na.

[0884] In method C331, X 1a For CR 1a R 1a A compound containing hydrogen atoms and 2 na.

[0885] In method C332, X 1a For CR 1a R 1a A compound containing hydrogen atoms and 2 na.

[0886] [Method C333] In compound N of the present invention, X 3a For CR 3a Compounds.

[0887] [Method C334] In compound N of the present invention, X 3a Compounds containing nitrogen atoms.

[0888] [Method A1] A method for controlling soybean rust fungus, which is implemented by treating soybeans or the soil in which soybeans are cultivated with this compound.

[0889] [Method A2] Seeds or vegetative reproductive organs that retain an effective amount of this compound.

[0890] [Method AC1] A method for controlling soybean rust fungus, which is carried out by treating soybeans or the soil in which soybeans are cultivated with the compound of the present invention.

[0891] Next, the method for manufacturing this compound (including the compound of the present invention) will be described.

[0892] Manufacturing Method A The compound shown in formula (Ib) (hereinafter referred to as compound (Ib)) or the compound shown in formula (Ic) (hereinafter referred to as compound (Ic)) can be prepared by reacting the compound shown in formula (Ia) (hereinafter referred to as compound (Ia)) with an oxidizing agent.

[0893] [Chemical Formula 6] [In the formula, the symbols have the same meaning as in the preceding text.] First, the method for producing compound (Ib) from compound (Ia) is described.

[0894] 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; nitriles such as acetonitrile and propionitrile; alcohols such as methanol and ethanol; acetic acid; water; and mixtures of two or more of these.

[0895] Examples of oxidizing agents used in the reaction include sodium periodate, m-chloroperbenzoic acid (hereinafter referred to as mCPBA), and hydrogen peroxide.

[0896] When using hydrogen peroxide as an oxidant, an alkali or catalyst can be added as needed.

[0897] Examples of bases used in reactions include sodium carbonate. When a base is used in a reaction, it is typically used in a ratio of 0.01 to 1 mole relative to 1 mole of compound (Ia).

[0898] Examples of catalysts used in the reaction include sodium tungstate. When a catalyst is used in the reaction, it is typically used in a ratio of 0.01 to 0.5 moles relative to 1 mole of compound (Ia).

[0899] In the reaction, the oxidant is usually used in a ratio of 1 to 1.2 moles relative to 1 mole of compound (Ia).

[0900] 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.

[0901] After the reaction is complete, water is added to the reaction mixture, and extraction is performed using an organic solvent. The organic layer is washed with an aqueous solution of a reducing agent (e.g., sodium sulfite, sodium thiosulfate) and an aqueous solution of an alkali (e.g., sodium bicarbonate), as needed. The organic layer is then dried and concentrated to obtain compound (Ib).

[0902] Next, a method for producing compound (Ic) from compound (Ib) is described.

[0903] The reaction is usually 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 them.

[0904] Examples of oxidizing agents used in the reaction include mCPBA and hydrogen peroxide.

[0905] When using hydrogen peroxide as an oxidant, an alkali or catalyst can be added as needed.

[0906] Examples of bases used in reactions include sodium carbonate. When a base is used in a reaction, it is typically used in a ratio of 0.01 to 1 mole relative to 1 mole of compound (Ib).

[0907] Examples of catalysts used in the reaction include sodium tungstate. When a catalyst is used in the reaction, it is typically used in a ratio of 0.01 to 0.5 moles relative to 1 mole of compound (Ib).

[0908] In the reaction, the oxidant is usually used in a ratio of 1 to 2 moles relative to 1 mole of compound (Ib).

[0909] The reaction temperature is typically in the range of -20 to 120°C. The reaction time is typically in the range of 0.1 to 12 hours.

[0910] After the reaction is complete, water is added to the reaction mixture, and extraction is performed using an organic solvent. The organic layer is washed with an aqueous solution of a reducing agent (e.g., sodium sulfite, sodium thiosulfate) and an aqueous solution of an alkali (e.g., sodium bicarbonate), as needed. The organic layer is then dried and concentrated to obtain compound (Ic).

[0911] Alternatively, compound (Ic) can also be produced in a one-step reaction (one-pot process) by reacting compound (Ia) with an oxidizing agent.

[0912] The reaction can be carried out by using an oxidizing agent, typically in a ratio of 2 to 5 moles relative to 1 mole of compound (Ia), to produce compound (Ic) from compound (Ib).

[0913] Manufacturing method B Compound (Ia) can be prepared by reacting the compound of formula (B1) (hereinafter referred to as compound (B1)) with the compound of formula (M1) (hereinafter referred to as compound (M1)) in the presence of a base.

[0914] [Chemical Formula 7] [In the formula, X] 51 This indicates a chlorine atom, bromine atom, iodine atom, methanesulfonyloxy group, or trifluoromethanesulfonyloxy group; other symbols have the same meaning 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; ethers such as methyl tert-butyl ether (MTBE), tetrahydrofuran (THF), and dimethoxyethane (DME); halogenated hydrocarbons; amides such as dimethylformamide (DMF) and N-methylpyrrolidone (NMP); esters such as methyl acetate and ethyl acetate; nitriles; water; and mixtures of two or more of these.

[0915] Examples of bases 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 bicarbonates such as sodium bicarbonate and potassium bicarbonate (hereinafter referred to as alkali metal bicarbonates); sodium hydride and tripotassium phosphate.

[0916] Metal catalysts and / or ligands may also be used in the reaction, depending on the requirements.

[0917] Examples of metal catalysts include copper catalysts such as copper iodide (I), copper bromide (I), copper chloride (I), copper oxide (I), copper trifluoromethanesulfonate (I) benzene complex, tetra(acetonitrile)copper hexafluorophosphate (I), and copper 2-thiophenecarboxylate (I); nickel catalysts such as bis(cyclooctadiene)nickel (O) and nickel chloride (II); and palladium catalysts such as palladium acetate, tris(dibenzylacetone)palladium (O), tetra(triphenylphosphine)palladium (O), and [1,1'-bis(diphenylphosphine)ferrocene]palladium dichloride (II). When a metal catalyst is used in the reaction, it is typically used in a ratio of 0.01 to 1 mole relative to 1 mole of compound (B1).

[0918] Examples of ligands 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 using ligands in a reaction, the ligand is typically used in a ratio of 0.01 to 1 mole relative to 1 mole of compound (B1).

[0919] In the reaction, compound (M1) is usually used in a ratio of 1 to 10 moles relative to 1 mole of compound (B1), and the base is usually used in a ratio of 1 to 10 moles.

[0920] The reaction temperature is typically in the range of 0–150°C. The reaction time is typically in the range of 0.1–48 hours.

[0921] After the reaction is complete, water is added to the reaction mixture, and extraction is performed using an organic solvent. Post-processing operations such as drying and concentrating the organic layer are then carried out, thereby separating compound (Ia).

[0922] The compound (M1) is known or can be manufactured using known methods.

[0923] Manufacturing method C The compound shown in formula (I) can be prepared by reacting the compound shown in formula (B2) (hereinafter referred to as compound (B2)) with the compound shown in formula (M2) (hereinafter referred to as compound (M2)) in the presence of a palladium catalyst and a base.

[0924] [Chemical Formula 8] [In the formula, X] 52 M represents a chlorine atom, bromine atom, iodine atom, or trifluoromethanesulfonyloxy group. 1 This represents B(OH)₂ or 4,4,5,5-tetramethyl-1,3,2-dioxane-2-yl; other symbols have the same meaning 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 them.

[0925] Examples of palladium catalysts used in the reaction include palladium(II) acetate and [1,1'-bis(diphenylphosphino)ferrocene]palladium(II) chloride.

[0926] Examples of bases used in reactions include organic bases, alkali metal carbonates, alkali metal bicarbonates, sodium fluoride, and tripotassium phosphate.

[0927] In the reaction, relative to 1 mole of compound (B2), compound (M2) is usually used in a ratio of 0.5 to 2 moles, palladium catalyst is usually used in a ratio of 0.01 to 0.3 moles, and base is usually used in a ratio of 1 to 10 moles.

[0928] The reaction temperature is typically in the range of 0–150°C. The reaction time is typically in the range of 0.1–120 hours.

[0929] After the reaction is complete, water is added to the reaction mixture, and extraction is performed using an organic solvent. Post-processing operations such as drying and concentrating the organic layer are then carried out, thereby separating the compound represented by formula (I).

[0930] The compound (M2) is a commercially available compound, or it can be manufactured using known methods.

[0931] Manufacturing method D The compound shown in formula (I) can also be prepared by reacting the compound shown in formula (B3) (hereinafter referred to as compound (B3)) with the compound shown in formula (M3) (hereinafter referred to as compound (M3)) in the presence of a palladium catalyst and a base.

[0932] [Chemical Formula 9] [In the formula, the symbols have the same meaning as in the preceding text.] The reaction can be carried out using compound (M3) instead of compound (B2) and compound (B3) instead of compound (M2) according to manufacturing method C.

[0933] The compound (M3) is known or can be manufactured using known methods.

[0934] Manufacturing method E Compound (Ia) can also be prepared by reacting the compound of formula (B4) (hereinafter referred to as compound (B4)) with the compound of formula (M4) (hereinafter referred to as compound (M4)) in the presence of a base.

[0935] [Chemical Formula 10] [In the formula, X] 53 This indicates a halogen atom, methanesulfonyloxy group, or trifluoromethanesulfonyloxy group; other symbols have the same meaning as above. The reaction is usually carried out in a solvent. Examples of solvents used in the reaction include alcohols, nitriles, ethers, aromatic hydrocarbons, amides, water, and mixtures of two or more of them.

[0936] Examples of bases used in reactions include alkali metal hydrides such as lithium hydride and sodium hydride, alkali metal carbonates, organic bases, sodium hydride, and tripotassium phosphate.

[0937] X 53 In the case of bromine atoms, iodine atoms, or trifluoromethanesulfonyloxy groups, metal catalysts and ligands may be added as needed.

[0938] Examples of metal catalysts 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(O) 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, it is typically used in a ratio of 0.01 to 1 mole relative to 1 mole of compound (B4).

[0939] Examples of ligands 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 using ligands in the reaction, the ligand is typically used in a ratio of 0.01 to 1 mole relative to 1 mole of compound (B4).

[0940] In the reaction, compound (M4) is usually used in a ratio of 1 to 10 moles relative to 1 mole of compound (B4), and the base is usually used in a ratio of 1 to 10 moles.

[0941] The reaction temperature is typically in the range of -20℃ to 200℃. The reaction time is typically in the range of 0.1 to 72 hours.

[0942] After the reaction is complete, water is added to the reaction mixture, and extraction is performed using an organic solvent. Post-processing operations such as drying and concentrating the organic layer are then carried out to obtain compound (Ia).

[0943] The compound (M4) is known or can be manufactured using known methods.

[0944] Manufacturing method F Compound (Ic) can be produced by reacting compound (B4) with the compound shown in formula (M5) (hereinafter referred to as compound (M5)).

[0945] [Chemical Formula 11] [In the formula, the symbols have the same meaning as in the preceding text.] 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 them.

[0946] In the reaction, compound (M5) is usually used in a ratio of 1 to 3 moles relative to 1 mole of compound (B4).

[0947] The reaction temperature is typically in the range of 0–150°C. The reaction time is typically in the range of 0.1–48 hours.

[0948] After the reaction is complete, water is added to the reaction mixture, and extraction is performed using an organic solvent. Post-processing operations such as drying and concentrating the organic layer are then carried out, thereby separating the compound (Ic).

[0949] The compound (M5) is known or can be manufactured using known methods.

[0950] Reference manufacturing method A Compound (B1) can be produced by reacting compound (B4) with a sulfurizing agent.

[0951] [Chemical Formula 12] [In the formula, the symbols have the same meaning as in the preceding text.] The reaction can be carried out using a sulfiding agent such as hydrogen sulfide instead of compound (M4), according to manufacturing method E.

[0952] Reference manufacturing method B Compound (B4) can be prepared by reacting the compound of formula (C1) (hereinafter referred to as compound (C1)) with compound (M2) in the presence of a palladium catalyst and a base.

[0953] [Chemical Formula 13] [In the formula, the symbols have the same meaning as in the preceding text.] The reaction can be carried out using compound (C1) instead of compound (B2), following manufacturing method C.

[0954] The compound (C1) is known or can be manufactured using known methods.

[0955] Reference manufacturing method C The compound represented by formula (C3) (hereinafter referred to as compound (C3)) can be prepared by reacting the compound represented by formula (C2) (hereinafter referred to as compound (C2)) with compound (M1) in the presence of a base.

[0956] [Chemical Formula 14] [In the formula, X] 54 [This represents a chlorine atom, bromine atom, iodine atom, trifluoromethanesulfonyloxy group, or 4,4,5,5-tetramethyl-1,3,2-dioxaneborane-2-yl group; other symbols have the same meaning as above.] The reaction can be carried out using compound (C2) instead of compound (B1) according to manufacturing method B.

[0957] The compound (C2) is known or can be manufactured using known methods.

[0958] Reference manufacturing method D The compound represented by formula (C4) (hereinafter referred to as compound (C4)) or the compound represented by formula (C5) (hereinafter referred to as compound (C5)) can be produced by reacting compound (C3) with an oxidizing agent.

[0959] [Chemical Formula 15] [In the formula, the symbols have the same meaning as in the preceding text.] The reaction can be carried out using compound (C3) instead of compound (Ia) and compound (C4) instead of compound (Ib), in accordance with manufacturing method A.

[0960] Reference manufacturing method E The compound shown in formula (C6) (hereinafter referred to as compound (C6)) can be prepared by reacting compound (B2) with bis(pinacol)diboron in the presence of a base and a palladium catalyst.

[0961] [Chemical Formula 16] [In the formula, the symbols have the same meaning as in the preceding text.] The reaction can be carried out using bis(pinacol)diboron instead of compound (M2) according to manufacturing method C.

[0962] The compounds of the present invention may be used in combination or in combination with one or more components (hereinafter referred to as the component) selected from the group consisting of group (a), group (b), group (c) and group (d) below.

[0963] The aforementioned combination or use refers to using the compound of the present invention and the ingredient simultaneously, separately, or at intervals.

[0964] When the compound of the present invention and the ingredient are used simultaneously, the compound of the present invention and the ingredient may be contained in separate formulations or in the same formulation.

[0965] One aspect of the present invention is a composition comprising one or more components selected from groups (a), (b), (c) and (d) of the present invention (i.e., the component itself) and the compound of the present invention (hereinafter referred to as composition A).

[0966] Group (a) comprises acetylcholinesterase inhibitors (e.g., carbamate insecticides, organophosphate insecticides), GABA-gated 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 hormones, multisite inhibitors, chordal organ TRPV channel modulators, mite growth inhibitors, and insect midgut membrane disruption derived from microorganisms. This group comprises insecticides, mitochondrial ATP synthase inhibitors, oxidative phosphorylation uncoupling agents, nicotinic acetylcholine receptor channel blockers (e.g., nereistoxin-based insecticides), chitin biosynthesis inhibitors, ecdysone inhibitors, ecdysone receptor agonists, octopamine receptor agonists, inhibitors of mitochondrial electron transport chain complexes I, II, III, and IV, voltage-dependent sodium channel blockers, acetyl-CoA carboxylase inhibitors, ranotin receptor modulators (e.g., diamide-based insecticides), string organ modulators, microbial insecticides, and other insecticidal, acaricidal, and nematicidal active ingredients. These ingredients are described according to their IRAC-based mechanisms of action.

[0967] Group (b) comprises nucleic acid synthesis inhibitors (e.g., phenylamide fungicides, acyl amino acid fungicides), cell division and cytoskeleton inhibitors (e.g., MBC fungicides), respiration inhibitors (e.g., QoI fungicides, QiI fungicides), amino acid and protein synthesis inhibitors (e.g., aniline pyrimidine 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, multi-point contact active fungicides, microbial fungicides, and other fungicidal active ingredients. These ingredients are described according to the classification based on FRAC-based mechanisms of action.

[0968] Group (c) is a group of plant growth regulators (including mycorrhizal fungi and rhizobia).

[0969] Group (d) is the group containing the repellent component.

[0970] Examples of combinations of this component with the compounds of the present invention are described below. For example, alanycarb + SX refers to the combination of alanycarb and SX.

[0971] It should be noted that the abbreviation SX refers to the compound of the present invention selected from any of the compound groups SX1 to SX21. Furthermore, all the ingredients described below are known ingredients and can be obtained from commercially available formulations or manufactured by known methods. In the case of a microorganism, it can also be obtained from a microbial depository. It should be noted that the numbers in parentheses represent CAS RN (registered trademark).

[0972] The combination of the component of group (a) above with the compounds of the present invention: Abamectin + SX, acephate + SX, acequinocyl + SX, acetamiprid + SX, acetoprole + SX, acridine lactate + SX, acynonapyr + SX, afidopyropen + SX, afoxolaner + SX, alanycarb + SX, aldicarb + SX, allethrin + SX, alpha-cypermethrin + SX, alpha-endosulfan + SX, aluminum phosphide Phosphide + SX, Amitraz + SX, Azadirachtin + SX, Azamethiphos + SX, Azinphos-ethyl + SX, Azinphos-methyl + SX, Azocyclotin + SX, Bark of Celastrus angulatus + SX, bendiocarb + SX, benfluthrin + SX, benfuracarb + SX, bensultap + SX, bentioflumin + SX, benzoximate + SX, benzpyrimoxan + SX, beta-cyfluthrin + SX, beta-cypermethrin + SX, bifenazate + SX, bifenthrin + SX, bioallethrin + SX, bioresmethrin + SX, bistrifluron + SX, bisulflufen + SX, borax + SX, boric acid acid) + SX, broflanilide + SX, bromopropylate + SX, buprofezin + SX, butocarboxim + SX, butoxycarboxim + SX, cadusafos + SX, calcium phosphidePhosphide + SX, Carbaryl + SX, Carbofuran + SX, Carbosulfan + SX, Cartap hydrochloride Hydrochloride + SX, Cartap + SX, Chinomethionat + SX, Chlorantraniliprole + SX, Chlordane + SX, Chlorethoxyfos + SX, Chlorfenapyr + SX, Chlorfenvinphos + SX, Chlorfluazuron + SX, Chlormephos + SX, Chlorpicrin + SX, Chlorpyrifos + SX, Chlorpyrifos-methyl + SX, Chlorafenozide + SX, Clofentezine + SX, Clothianidin + SX, Concanavalin AA) + 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, Cyproterone cyproflanilide + SX, cyromazine + SX, dazomet + SX, deltamethrin + SX, demeton-S-methyl + SX, diafenthiuron + SX, diazinon + SX, dichlorvos + SX, dichlorvos + SX, dichlorvos + SX, trichlorfon + SX icofol + 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 European scaly fernDryopterisfilix-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, etiprole + SX, ethoprophos + SX, etofenprox + SX, etoxazole + SX, extract of Artemisia absinthium + SX, Azadirachtaindica extract + SX, Cassia nigricans extract + SX, Butterfly pea extract + SX, Symphytum officinale extract + SX, Chenopodium ambrosioides extract + SX, Tanacetum vulgare extract + SX, Urtica dioica extract + SX, Viscum album extract + SX, famphur + SX, fenamiphos + SX, fenazaquin + SX, fenbutatinoxide) + SX, fenitrothion + SX, fenmezoditiaz + SX, fenobucarb + SX, fenoxycarb + SX, fenpropathrin + SX, fenpyroximate + SX, fenthion + SX, fenvalerate + SX, fipronil + SX, fometoquin + SX, flonicamid + SX, fluacrypyrim + SX, fluazaindolizine + SX, fluazuron + SX, flubendiamide + SX, fluchlordiniliprole + SX, flucycloxuron + SX, flucythrinat e) +SX, fluensulfone +SX, flufenoprox +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 (GS-omega / kappa HXTX-Hv1a peptide) + SX, Halfenprox + SX, Halofenozide + SX, Heptafluthrin + SX, Heptenophos + SX, Hexaflumuron + SX, Hexythiazox + SX, Potassium salt of hop betaacid) +SX, hydramethylnon +SX, hydroprene +SX, imicafos +SX, imidacloprid +SX, imidaclothiz +SX, imiprothrin +SX, indazapyroxamet +SX, indoxacarb +SX, isocycloseram +SX, isofenphos +SX, isoflurane +SX, isoflurane +SX, isoprocarb +SX, isopropyl-O-(methoxyaminothiophosphoryl)salicylic acid isopropyl ester 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 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 bromidebromide + SX, metofluthrin + SX, metolcarb + SX, metoxadiazone + SX, mevinphos + SX, milbemectin + SX, milbemycin oxime + SX, mivorilaner + SX, modoflaner + SX, momfluorothrin + SX, monocotophos + SX, moxidectin + SX, naled + SX, nicofluprole + SX, nicotine + SX, nicotine-sulfate + SX, nitenpyram + SX, novaluron + SX, noviflumuron + SX, Chenopodium anthelminticum seed oil (oil of the seeds of Chenopodium) Anthelminticum + 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 + S X, phosphine + SX, phoxim + SX, piocarbamate + SX, piperflanilide + SX, pirimicarb + SX, pirimitosophos-methyl + SX, prallethrin + SX, profenofos + SX, profluthrin + SX, propargite + SX, propetamphos + SX, propoxur + SX, propylene glycol alginatealginate + SX, prothiofos + SX, pyflubumide + SX, pymetrozine + SX, piraclofos + SX, pyrethrins + SX, pyridaben + SX, pyridalyl + SX, pyridaphenthion + SX, pyrifluquinazone + SX, pyrimidifen + SX, pyrimin ostrobin + SX, pyriprole + SX, pyriproxyfen + SX, quinalphos + SX, resmethrin + SX, rotenone + SX, ryanodine + SX, sarolaner + SX, selamectin + SX, sigma-cypermethrin + SX, silafluofen + SX, sodium borate Sodium metaborate + SX, spidoxamat + SX, spintoram + SX, spinosad + SX, spirobudifen + SX, spirodiclofen + SX, spiromesifen + SX, spiropidion + SX, spirotetramat + SX, sulfiflumin + SX, sulfluramid + SX, sulfotep + SX, sulfoxaflor + SX, sulfur + SX, sulfuryl fluoride fluoride + SX, tartaremetic + SX, tau-fluvalinate + SX, tebufenozide + SX, tebufenpyrad + SX, tebupirimfos + SX, teflubenzuron + SX, tefluthrin + SX, temephos + SX, terbufos + SX, terpene components extracted from *Euphorbia milii*.The constituents of the extract of chenopodium ambrosioides (nearambrosioides) + SX, tetrachlorantraniliprole + SX, tetrachlorvinphos + SX, tetradifon + SX, tetramethrin + SX, tetramethylfluthrin + SX, tetraliprole + SX, theta-cypermethrin + SX, thiacloprid + SX, thiamethoxam + SX, thiocyclam + SX, thiodicarb + SX, thiofanox + SX, thiometon + SX, thiosultap-disodium + SX, and thiosultap-monosodi m)+SX, tiapyrachlor+SX, tigolaner+SX, tiorantraniliprole+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, wood extract of the magnesia tree (wood extract of Quassia amara) + SX, XMC (3,5-dimethylphenyl N-methylcarbamate) + SX, xylylcarb + SX, zeta-cypermethrin + SX, zinc phosphide (zinc)phosphide) + SX, 4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-2-methyl-N-(1-oxothiohexacyclobutane-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)propionamide (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-pyrazole-4-yl]-2-(methanesulfonyl)propionamide (2396747-83-2) + SX, N-[4-chloro-2-(pyridin-3-yl)-1,3-thiazolyl-5-yl]-N-ethyl-3-(methanesulfonyl)propionamide + SX, 1,4-dimethyl-2-[2-(pyridin-3-yl)-2H-indazole-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)pyrrolidine-1-yl]phenyl}methyl)cyclopropanecarboxamide+SX, 7-fluoro-N-[1-(methylthioalkyl)-2-methylpropane-2-yl]-2-(pyridin-3-yl)-2H-indazole-4-carboxamide+SX, 7-fluoro-N-[1-(methanethionyl)-2-methylpropane-2-yl]-2-(pyridin-3-yl)-2H-indazole-4-carboxamide+SX, 7-fluoro-N-[1-(methanethionyl)-2-methylpropane-2-yl]-2-(pyridin-3-yl)-2H-indazole-4-carboxamide+SX, 2H-indazole-4-carboxamide + SX, 7-fluoro-N-[1-(methanesulfonyl)-2-methylpropane-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]pyridolo[2,3-b][1,4]oxazazepone-10-one (2607927-97-7) + SX, Cry1Ab protein from Bacillus thuringiensis (Bacillus Cry1Ab protein from Bacillus thuringiensis + SX, and Cry1Ac protein from Bacillus thuringiensis (Bacillus thuringiensis Cry1Ac).The following proteins were found in Bacillus thuringiensis: Cry1Fa protein +SX, Cry1A.105 protein +SX, Cry2Ab protein +SX, Vip3A protein +SX, mCry3A protein +SX, Cry3Ab protein +SX, and Cry3Bb protein +SX. The following proteins were tested: * **Bacillus thuringiensis Cry34Ab1 / Cry35Ab1 protein (protein) + SX*; *Adoxophyes orana GV (granulovirus) strain BV-0001 (tea leafroller granulovirus) + SX*; *Anticarsia gemmatalis MNPV (multiple nucleocapsid nucleopolyhedrovirus)*; *Autographa californica MNPV* (alfalfa silver-striped leafroller nucleopolyhedrovirus) + SX*; *Cydia pomonella GV strain V15 (codile apple moth granulovirus) + SX*; *Cydia pomonella GV strain V22 (codile apple moth granulovirus) + SX*; *Cryptophlebia leucotreta* (apple leafroller granulovirus) + SX*. GV)+SX, Dendrolimus punctatus cypovirus+SX, Helicoverpa armigera NPV strain BV-0003 (Helicoverpa armigera NPV strain)BV-0003) + SX, Corn borer nucleopolyhedrovirus (Helicoverpazea NPV) + SX, Gypsy moth nucleopolyhedrovirus (Lymantria dispar NPV) + SX, Cabbage cutworm nucleopolyhedrovirus (Mamestra brassicae NPV) + SX, Bride's cutworm nucleopolyhedrovirus (Mamestra configurata NPV) + SX, Balsam fir sawfly nucleopolyhedrovirus (Neodiprion abietis NPV) + SX, Red pine sawfly nucleopolyhedrovirus (Neodiprion lecontei NPV) + SX, Pine yellow sawfly nucleopolyhedrovirus (Neodiprionsertifer NPV) + SX, Locust microsporidia (Nosema locustae) + SX, Yellow fir tussock moth nucleopolyhedrovirus (Orgyia pseudotsugata NPV) + SX, Cabbage white butterfly granulovirus (Pieris rapae) GV+SX, Plodia interpunctella GV+SX, Spodopteraexigua MNPV+SX, Spodoptera littoralis MNPV+SX, Spodoptera litura NPV+SX, Arthrobotrysdactyloides+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 AQ175) + SX, Bacillus sp. strain AQ177 + SX, Bacillus sp. strain AQ178 + SX, Bacillus sphaericus strain 2362 serotype H5a5b + SX, Bacillus sphaericus strain ABTS1743The following strains of Bacillus thuringiensis were tested: strain ABTS1743 + SX, strain AQ52 + SX, strain BD#32 + SX, strain CR-371 + SX, strain ABTS-1857 + SX, strain AM65-52 + SX, and strain GC-91. 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 CCT1306) + SX, Bacillus thuringiensis subsp. Kurstaki strain EG2348 + SX, Bacillus thuringiensis subsp. Kurstaki strain EG7841EG7841)+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 The following strains are listed: * Bacillus thuringiensis subsp. Kurstaki strain SA-12* + 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, and * Bacillus thuringiensis var. pine*. dendrolimus) + SX, Bacillus thuringiensis var. galleriae + SX, Bacillus thuringiensis var. israelensis BMP144 strainstrain 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 ANT-03 strain strain ANT-03) + SX, Beauveria bassiana strain ATCC74040 + SX, Beauveria bassiana strain GHA + SX, Beauveria brongniartii + SX, Burkholderia rinojensis strain A396 + SX, Chromobacterium subtsugae strain PRAA4-1T + SX, Dactyllela ellipsospora + SX, Decylaria thaumasia + SX, Hirsutella minnesotensis + SX, Hirsutella rhossiliensis + SX, Hirsutella thompsonii + SX, Lagenidium giganteum) + SX, Lecanicillium lecanii strain KV01 + SX, conidia of Lecanicillium lecanii strain DAOM198499The following strains of bacteria were tested: DAOM198499 + SX, conidia of strain DAOM216596 (Lecanicillium lecanii), strain Ve6 of Lecanicillium muscarium, strain F52 of Metarhizium anisopliae + SX, strain var. acridum of Metarhizium anisopliae + SX, strain BIPESCO 5 / F52 of Metarhizium anisopliae + SX, strain flavoviride of Metarhizium flavoviride + SX, strain Monacrosporium phymatopagum + SX, and strain Apopka97 of Paecilomyces fumosoroseus. 97) +SX, Paecilomyces lilacinus strain 251 +SX, Paecilomyces tenuipes strain T1 +SX, Paenibacillus popilliae +SX, Pasteuria nishizawaestrain 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.

[0973] The combination of this component of group (b) above with the compounds 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 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 mixture) + SX, boscalid + SX, bromothalonil + SX, bromuconazole + SX, bupirimate + SX, captafol + SX, captan + SX, carbendazim + SX, carboxin + SX, carpropamid + SX, chinomethionat + SX, chitin + SX, chloroinconazide + SX, chloroneb + ​​SX, chlorothalonil + SX, chlozolinate + SX, colletochlorin B + SX, copper(II) acetate + SX, copper(II) hydroxide + SX, basic copper chloride oxychloride) + SX, copper(II) sulfate + SX, coumoxystrobin + SX, cyazofamid + SX, cyflufenamid + SX,Cymoxanil + SX, Cyproconazole + SX, Cyprodinil + SX, Dichlobentiazox + SX, Dichlofluanid + SX, Diclomezine + SX, Dicloran + SX, Diethofencarb + SX, Difenoconazole + SX, Diflumetorim + SX, Dimethachlone + SX, Dimethirimol + SX, Dimethomorph + SX, Dimoxystrobin + SX, Diiconazole + SX, Diiconazole-M + SX, Dinocap + SX, Dipotassium Hydrogenphosphite + SX, Dipymetitrone + SX, Dithianon + SX, Dodecylbenzenesulphonic acidbisethylenediamine copper(II) salt + SX, Dodemorph + SX, Dodine + SX, Edifenphos + SX, Enoxastrobin + SX, Epixaconazole + SX, Etaconazole + SX, Ethaboxam + SX, Ethirimol + SX, Etridiazole + SX, Allium sativum extract + SX, Lupine cotyledon extract (“BLAD”) + SX, Equisetum extract Arvense) + SX, Melaleuca alternifolia extract + SX, Reynoutria sachalinensis extract + SX, Tropaeolum majus extract + SX,Famoxadone + SX, Fenamidone + SX, Fenaminstrobin + SX, Fenarimol + SX, Fenbuconazole + SX, Feneptamidoquin + SX, Fenfuram + SX, Fenhexamid + SX, Fenopyramid + SX, Fenoxanil + SX, Fenpiclonil + SX, Fenpicoxamid + SX, Fenpropidin + SX, Fenpropimorph + SX, Fenpyrazamine + SX, Fentin acetate + SX, Fentin chloride + SX, Fentin hydroxide + SX 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 + S X, fluoxapiprolin + SX, fluoxastrobin + SX, fluoxytioconazole + SX, fluquinconazole + SX, flusilazole + SX, flusulfamide + SX, flutianil + SX, flutolanil + SX, flutriafol + SX, fluxapyroxad + SX, folpet + SX, fosetyl + SX, fosetyl-aluminium + SX, furacilide + SX, furalaxyl + SXFuramepyr + SX, galquin + SX, guazatine + SX, hexaconazole + SX, hymexazole + SX, imazalil + SX, imibenconazole + SX, iminoctadine + SX, iminoctadine triacetate Triacetate + SX, inpyrfluxam + SX, iodocarb + SX, ipconazole + SX, ipfentrifluconazole + SX, ipflufenoquin + SX, iprobenfos + SX, iprodione + SX, iprovalicarb + SX, isofetamid + SX, isoflucypram + SX, isoprethiolane + SX, isopyrazam + SX, isothiazine + SX, kasugamycin + SX, kresoxim-methyl + SX, laminarin + SX, leaves and bark of oak trees Quercus + SX, Mancozeb + SX, Mandestrobin + SX, Mandipropamid + SX, Maneb + ​​SX, Mefentrifluconazole + SX, Mepanipyrim + SX, Mepronil + SX, Meptyldinocap + SX, Metalaxyl + SX, Metalaxyl-M + SX, Metrilpicox Amid+SX, Metconazole+SX, Methasulfocarb+SX, Metiram+SX, Metominostrobin+SX, Metrafenone+SX, Metyltetraprole+SX, Myclobutanil+SX, Naftifine+SX, Nuarimol+SX, Octhilinone+SX, Ofurase+SXOrysastrobin + SX, oxadixyl + SX, oxathiapiprolin + SX, oxine-copper + SX, oxolinic acid + SX, oxpoconazole + SX, oxpoconazolefumarate + SX, oxycarboxin + SX, oxytetracycline + SX, pefurazoate + SX, penconazole + SX, pencycuron + SX, penflufen + SX, penthiophanate-methyl + SX, phenamacril + SX, phosphorous acid acid) + SX, phthalide + SX, picarbutrazox + SX, picoxystrobin + SX, piperalin + SX, polyoxins + SX, potassium hydrogencarbonate + SX, potassium dihydrogen phosphite + SX, probenazole + SX, prochloraz + SX, procymidone + SX, propamidine + SX, propamocarb + SX, propiconazole + SX, propineb + ​​SX, proquinazid + SX, prothiocarb + SX, prothioconazole + SX, pydififluzamide Umetofen + SX, Pyraclostrobin + SX, Pyrametostrobin + SX, Pyraoxystrobin + SX, Pyrapropoyne + SX, Pyraziflumid + SX, Pyrazophos + SX, Pyribencarb + SX, Pyributicarb + SX, Pyridachlometyl + SX, Pyrifenox + SX, Pyrimethanil + SXPyrimorph + SX, pyriofenone + SX, pyrisoxazole + SX, pyroquilon + SX, Quillaja extract + SX, quinconazole + SX, quinofumelin + SX, quinoxyfen + SX, quintozene + SX, saponins of Chenopodium quinoa + SX, seboctylamine + SX, sedaxane + SX, silthiofam + SX, simeconazole + SX, sodium bicarbonate Hydrogencarbonate + SX, Spiroxamine + SX, Streptomycin + SX, Sulfur + SX, Tebuconazole + SX, Tebufloquin + SX, Teclofthalam + SX, Tecnazene + SX, Terbinafine + SX, Tetraconazole + SX, Thiabendazole + SX, Thifluzamide + SX, Thioprazan + SX, Thioprazan-methyl + SX, Thiram + SX, Thymol + SX, Thiaziclomefone (t The following fungicides are listed: iadinil + SX, tolclofos-methyl + SX, tolfenpyrad + SX, tolprocarb + SX, tolylfluanid + SX, triadimefon + SX, triadimenol + SX, triazoxide + SX, trilopyricarb + SX, tricyclazole + SX, triridemorph + SX, trifloxystrobin + SX, triflumizole + SX, triforine + SX, triticonazole + SX, validamycin + SX.Valifenalate + SX, vinclozolin + SX, yellow mustard powder + SX, zinc thiamethoxam + SX, zineb + ​​SX, ziram + SX, zoxamide + SX, N'-[4-({3-[(4-chlorophenyl)methyl]-1,2,4-thiadiazol-5-yl}oxy)-2,5-dimethylphenyl]-N-ethyl-N-methylformamidin (1202781-91-6) + SX, N'-{4-[(4,5-dichlorothiazol-2-yl)oxy]-2,5-dimethylphenyl}-N-ethyl-N-methylformamidin (929908-57-6) + SX, N'- (2,5-Dimethyl-4-phenoxyphenyl)-N-ethyl-N-methylformamidinium (1052688-31-9)+SX, N'-[5-chloro-4-(2-fluorophenoxy)-2-methylphenyl]-N-ethyl-N-methylformamidinium (2055589-28-9)+SX, N'-[2-chloro-4-(2-fluorophenoxy)-5-methylphenyl]-N-ethyl-N-methylformamidinium (2055756-21-1)+SX, N'-(2-chloro-4-phenoxy-5-methylphenyl)-N-ethyl-N-methylformamidinium (2062599-39-5)+SX, N' -[4-(1-hydroxy-1-phenyl-2,2,2-trifluoroethyl)-2-methyl-5-methoxyphenyl]-N-isopropyl-N-methylformamidinium (2101814-55-3)+SX, N'-[5-bromo-6-(1-methyl-2-propoxyethoxy)-2-methylpyridin-3-yl]-N-ethyl-N-methylformamidinium (1817828-69-5)+SX, 4-(2-bromo-4-fluorophenyl)-N-(2-chloro-6-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine (1362477-26-6)+SX, 2-[6-(3-fluoro- 4-Methoxyphenyl)-5-methylpyridin-2-yl]quinazolin (1257056-97-5)+SX, (2Z)-3-amino-2-cyano-3-phenyl acrylate ethyl ester (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, 3-[(4-chlorophenyl)methyl]-2-hydroxy-1-methyl-2-(1H-1,2,4-triazol-1-ylmethyl)cyclopentan-1-carboxylic acid methyl ester (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-imidazol-5-carboxynitrile (201831) 6-13-5)+SX, 1-[2-(1-chlorocyclopropyl)-3-(2,3-difluorophenyl)-2-hydroxypropyl]-1H-imidazol-5-carboxynitrile (2018317-25-2)+SX, 2-[6-(4-bromophenoxy)-2-(trifluoromethyl)pyridin-3-yl]-1-(1H-1,2,4-triazol-1-yl)propane-2-ol (2082661-43-4)+SX, 2-[6-(4-chlorophenoxy)-2-(trifluoromethyl)pyridin-3-yl]-1-(1H-1,2,4-triazol-1-yl)propane-2-ol (2082661-43-4)+SX, 2-[6-(4-chlorophenoxy)-2-(trifluoromethyl)pyridin-3-yl] ]-1-(1H-1,2,4-triazol-1-yl)propane-2-ol (2082660-27-1)+SX, ({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-indene-4-yl]pyridine-3-carboxamide (1847460-02-9)+SX, 2-(difluoromethyl)-N-[3-propyl-1,1-dimethyl-2,3-dihydro-1H-indene-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 (1445331-27-0)+SX, (2E,3Z)-5-{[1-(2,4-dichlorophenyl)-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 (1445331-27-0)+SX, ]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)isoxazolin-3-one (2098918-25-1)+SX, 5,5-dimethyl-2-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)isoxazolin-3-one (2098918-26-2)+SX, N-Ethyl-2-methyl-N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propionamide + SX, N,2-dimethoxy-N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propionamide + SX, N-methoxy-N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)cyclopropionamide + SX, N-methoxy-N'-methyl-N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)urea + SX, N'-ethyl-N-methoxy ... 3-[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, N-[(3-hydroxy-4-methoxypyridin-2-yl)carbonyl]-L-alanine 3-(4-bromo-7-fluoroindole-1-yl)but-2-yl ester+SX, N-[(3-hydroxy-4-methoxypyridin-2-yl)carbonyl]-L-alanine 3-(7-bromoindole-1-yl)but-2-yl ester+SX,N-[(3-hydroxy-4-methoxypyridin-2-yl)carbonyl]-L-alanine 3-(7-bromo-4-fluoroindole-1-yl)but-2-yl ester +SX, N-[(3-hydroxy-4-methoxypyridin-2-yl)carbonyl]-L-alanine 3-(3,5-dichloropyridin-2-yl)but-2-yl ester +SX, N-{[3-(acetoxymethoxy)-4-methoxypyridin-2-yl]carbonyl}-L-alanine 3-(3,5-dichloropyridin-2-yl)but-2-yl ester +SX, N-[(3-hydroxy-4-methoxypyridin-2-yl)carbonyl]-L-alanine (1S)-1-[1-(naphthalen-1-yl)cyclopropyl]ethyl ester ((1S)-1-[1-(naphthalen-1-yl)cyclopropyl]ethyl N-[(3-hydroxy-4-methoxypyridin-2-yl)carbonyl]-L-alaninate)+SX, N-[(3-acetoxy-4-methoxypyridin-2-yl)carbonyl]-L-alanine (1S)-1-[1-(naphthalen-1-yl)cyclopropyl]ethyl ester ((1S)-1-[1-(naphthalen-1-yl)cyclopropyl]ethyl N-[(3-acetoxy-4-methoxypyridin-2-yl)carbonyl]-L-alanine (1S)-1-[1-(naphthalen-1-yl)cyclopropyl]ethyl ester ((1S)-1-[1-(naphthalen-1-yl)cyclopropyl]ethyl ester) N-{[3-(acetoxymethoxy)-4-methoxypyridin-2-yl]carbonyl}-L-alaninate)+SX, N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)cyclopropanediamide+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)acetamide+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)acetamide+SX, N-albumin 3,3,3-trifluoro-N-({2-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propionamide +SX, N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propionamide +SX, 3,3,3-trifluoro-N-({3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propionamide +SX,3,3,3-Trifluoro-N-({2,3-difluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propionamide + SX, N-({2,3-difluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)butyramide + 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, N-methyl-N'-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]phenyl}methyl)urea+SX, 1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)pyrrolidone-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)isoxazolin-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-oxazinane-3-one + SX, 1-({3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)azacycloheptane-2-one + SX, 4,4-dimethyl-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)pyrrolidine-2-one + SX, 5-methyl-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)pyrrolidine-2-one + SX, 1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)-1 H-Pyrazole-4-carboxylic acid ethyl ester + 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)propionate +SX, ethyl 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propionate +SX, ethyl 2-[2-(trifluoromethyl)-4-(4-chlorophenoxy)phenyl]-2- methyl hydroxy-3-(1H-1,2,4-triazol-1-yl)propionate +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-imidazolium -5-Formonitrile +SX, 1-[(4-{[2-(trifluoromethyl)-1,3-dioxolane-2-yl]methoxy}phenyl)methyl]-1H-pyrazole-4-carboxylic acid ethyl ester +SX, 1-[(4-{[(1Z)-2-ethoxy-3,3,3-trifluoro-1-propen-1-yl]oxy}phenyl)methyl]-1H-pyrazole-4-carboxylic acid ethyl ester +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-3-(3-cyclopropyl-2-fluorophenoxy)-N-[2-(3,4-dimethylphenyl)-2,2-difluoro [Ethyl]-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-methylthiazol-4-carboxamide +SX, 2-[cyano(2,6-difluoropyridin-4-yl)amino]-N-(spiro[3,4]oct-1-yl)-5-methylthiazol-4-carboxamide +SX, 2-[cyano(2,6-difluoropyridin-4-yl)amino]-N-hexyl-5-methylthiazol-4-carboxamide +SX,2-[acetyl(2,6-difluoropyridin-4-yl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazol-4-carboxamide +SX, 2-[(2-methoxyacetyl)(2,6-difluoropyridin-4-yl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazol-4-carboxamide +SX, 2-[(2-methylpropionyl)(2,6-difluoropyridin-4-yl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazol-4-carboxamide +SX, 2-[(2,6-difluoropyridin-4-yl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazol-4-carboxamide +SX, 2-{[( 2-{[(oxacyclobutane-3-yl)carbonyl](2,6-difluoropyridin-4-yl)amino}-N-(2,2-dimethylcyclobutyl)-5-methylthiazol-4-carboxamide+SX, 2-{[(oxacyclopentane-3-yl)carbonyl](2,6-difluoropyridin-4-yl)amino}-N-(2,2-dimethylcyclobutyl)-5-methylthiazol-4-carboxamide+SX, 2-{[(oxacyclobutyl)carbonyl](2,6-difluoropyridin-4-yl)amino}-N-(2,2-dimethylcyclobutyl)-5-methylthiazol-4-carboxamide+SX, 5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-N-[1-(2-fluorophenyl)ethyl]pyrimidin Pyridin-2-amine + SX, 5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-N-[1-(2,6-difluorophenyl)ethyl]pyrimidin-2-amine + SX, 5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-N-[1-(3,5-difluorophenyl)ethyl]pyrimidin-2-amine + SX, 5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-N-[1-(6-chloropyridin-3-yl)ethyl]pyrimidin-2-amine + SX, 5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-N-[1-(2-fluorophenyl)cyclopropyl ... [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}pyrimidin +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, (5S)-3-[3-(3-chloro-2-fluoro...] [(2-chloro-4-methylpyridazine-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-methylpyridazine-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-methylbutane-2-yl)-2-methylpropionamide +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-methylbutane-2-yl)-2,2-dimethylpropionamide +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}propane-2-yl)-2-methylpropionamide +SX, N-((2S)-1-{3-[2-(2-methoxy... [2-(5-fluoro-2-methoxyphenyl)-2-(2-cyanoethoxy)ethyl]-5-[1-(isopropoxyimino)ethyl]-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl}propane-2-yl)-2-methylpropionamide +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}propane-2-yl)-2-methylpropionamide +SX, ({5-[1-(2,6-difluoro-4-isopropylphenyl)-1H-pyrazol-3-yl]-2-methylphenyl}methyl)carbamate +SX,({5-[1-(2,6-difluoro-4-cyclopropylphenyl)-1H-pyrazole-3-yl]-2-methylphenyl}methyl)carbamate +SX, ({5-[1-(2,6-difluoro-4-methoxyphenyl)-1H-pyrazole-3-yl]-2-methylphenyl}methyl)carbamate +SX, (Z)-2-(5-cyclopentyl-2-methylphenoxy)-3-methoxy-2-acrylate +SX, (Z)-2-(5-cyclohexyl-2-methylphenoxy)-3-methoxy-2-acrylate +SX, (Z)-2-[(3-isopropyl-1H-pyrazole-1-yl)-2-methylphenoxy]-3-methoxy-2-acrylate +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-dimethylisoquinoline-4(3H)-one + SX, (2Z)-3-methoxy-2-[(4-methyl[1,1'-biphenyl]-3-yl)oxy]-2-methyl acrylate + SX, Agrobacterium radiobacterium strain K1026 strains K1026 and SX, Agrobacterium radiobactorstrain K84 and SX, Bacillus amyloliquefaciens strain PTA-4838 (Aveo EZ Nematicide) and SX, Bacillus amyloliquefaciens strain AT332 and SX, Bacillus amyloliquefaciens strain B3 and SX, Bacillus amyloliquefaciens strain D747 and SX, Bacillus amyloliquefaciens strain DB101 and SX, and Bacillus amyloliquefaciens strain DB102. 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 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. simplexstrain 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 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 FZB24) + SX, Bacillus subtilis strain Y1336 + SX, Burkholderia cepacia + SX, Burkholderia cepacia type Wisconsin strain J82 + SX, Burkholderia cepacia type Wisconsin strain M54 + SX,Biocontrol yeast strain O (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 Fo47) + SX, Gliocladium catenulatum strain J1446 + SX, Paenibacillus polymyxastrain 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 aureofaciens strain AFS009 chlororaphisstrain 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 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 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, Trichodermagamsii strain ICC080 + SX, Trichoderma harzianum strain 21 + SX, Trichoderma DB104 + 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 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, Trichodermaviride + SX, Variovorax paradoxus strain CGF4526 + SX, Harpin protein + SX.

[0974] The combination of the component of group (c) above with the compounds of the present invention: 1-Methylcyclopropene + SX, 1,3-diphenylurea + SX, 2,3,5-triiodobenzoic acid + SX, IAA ((1H-indol-3-yl)acetic acid) + SX, IBA (4-(1H-indol-3-yl)butyric acid) + SX, MCPA (2-(4-chloro-2-methylphenoxy)acetic acid) + SX, MCPB (4-(4-chloro-2-methylphenoxy)butyric acid) + SX, 4-CPA (4-chlorophenoxyacetic acid) Acid + 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 chloridechloride) + 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 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, Sintofen + SX, Sodium 1-naphthaleneacetate + SX, Sodium cyanate 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]propane-1-ol + SX, Claroideoglomusetunicatum) + SX, Claroideoglomus claroideum + SX, Funneliformis mosseae + SX, Giaspora margarita + SX, Giaspora rosea + SX, Glomus aggregatum + SX, Glomus deserticola + SX, Glomus monosporum + SX, Paraglomus brasillianum + SX, Rhizophagus clarus + SX, Rhizophagus intraradices RTI-801 strain + SX, Rhizophagus irregularis DAOM Azospirillum 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 strain + SX, Bradyrhizobium japonicum TA-11 strain + SX, Bradyrhizobium japonicum USDA 110 strain + SX, Bradyrhizobium liaoningense strain + SX, Bradyrhizobium lupini strain + SX, Delftia acidovorans RAY209 strain + SX, Mesorhizobium ciceri strain + SX, MesorhizobiumRhizobium 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 mosaic virus (attenuated strain) YellowMosaik Virus weak strain)+SX.

[0975] The combination of the component of group (d) above with the compounds of the present invention: Anthraquinone + SX, DEET + SX, Icaridin + SX.

[0976] The ratio of the compound to the component of this invention is not particularly limited, but examples of weight ratios (compound of this invention: component of this invention) 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, etc.

[0977] This compound, or the compound or composition A of this invention, can prevent and control plant diseases caused by plant pathogenic microorganisms such as fungi, oomycetes, phytomyxea, and bacteria. Examples of fungi include, for example, Ascomycota, Basidiomycota, Blastodactyla, Chytridiomycota, Mucoromycota, and Olpidiomycota. Specifically, examples include, for instance, the following. The scientific names of the plant pathogenic microorganisms causing each disease are shown in parentheses.

[0978] Rice diseases: Blight (Pyricularia oryzae), Sesame leaf blight (Cochliobolus miyabeanus), Sheath blight (Rhizoctonia solani), Bakanae disease (Gibberella fujikuroi), Yellowing and stunting disease (Sclerophthora macrospora), False rice blast and panicle blight (Epicoccum nigrum), Seedling damping-off (Trichodermaviride, Rhizopus oryzae), False sheath blight (Waiteacircinata), Brown sclerotinia (Ceratobasidium setariae), Brown sheath blight (Thanatephorus) Rice smut (Ustilaginoidea virens), grain smut (Tilletia horrida, Tilletia barclayana). Wheat diseases: Powdery mildew (Blumeria graminis), Fusarium head blight (Fusarium graminearum, Fusarium avenaceum, Fusarium culmorum, Microdochium nivale), Yellow rust (Puccinia striiformis), Black rust (Puccinia graminis), Red rust (Puccinia recondita), Red snow rot (Microdochium nivale, Microdochium majus), Small sclerotium rot (Typhula incarnata, Typhula ishikariensis), Large sclerotium rot (Sclerotinia northernis) (borelis)), brown root rot (Pythium spp.)), loose smut (Ustilago tritici)), smut (Tilletia caries, Tilletia controversa)), eye spot (Pseudocercosporella herpotrichoides)), leaf blight (Septoria tritici)), glume blight (Stagonospora nodorum)), yellow spot (Pyrenophora tritici-repentis)), seedling damping-off (Rhizoctonia solani) caused by Rhizoctonia spp.), damping-off (Gaeumannomyces graminis)), and blast disease (Pyricularia graminis-tritici). Barley diseases: Powdery mildew (Blumeria graminis), Fusarium head blight (Fusarium graminearum, Fusarium avenaceum, Fusarium culmorum, Microdochium nivale), Yellow rust (Puccinia striiformis), Black rust (Puccinia graminis), Barley stalk rust (Puccinia hordei), Loose smut (Ustilago nuda), Cloud blight (Rhynchosporium secalis), Net blight (Pyrenophora teres), Leaf spot (Cochliobolus sativus), Leaf stripe (Pyrenophora teres). Ramularia collo-cygni leaf spot disease, and Rhizoctonia solani seedling blight caused by Rhizoctonia spp. Corn diseases: Rust (Puccinia sorghi), Southern rust (Puccinia polysora), Large leaf spot (Setosphaeria turcica), Tropical rust (Physopella zeae), Sesame leaf blight (Cochliobolus heterostrophus), Anthracnose (Colletotrichum graminicola), Gray leaf spot (Cercospora zeae-maydis), Brown spot (Kabatiella zeae), Phaeosphaeria maydis, Stenocarpella maydis, Stenocarpellamacrospora, Stem rot (Fusarium graminii). graminearum, Fusarium verticilioides, Colletotrichum graminicola, Ustilago maydis (corn smut), Physoderma maydis (corn stalk rot), and Phyllachora maydis (corn black spore causal agent). Cotton diseases: Anthracnose (Colletotrichum gossypii), White mold (Ramularia areola), Black spot (Alternaria macrospora, Alternariagossypii), Root black rot (Thielaviopsis basicola). Coffee diseases: Rust (Hemileia vastatrix) and leaf spot (Cercospora coffeicola). Diseases of rapeseed: Sclerotinia sclerotiorum, Alternaria brassicae, Phona lingam, Pyrenopeziza brassicae. Sugarcane diseases: Rust (Puccinia melanocephela, Pucciniakuehnii), Smut (Ustilago scitaminea); Sunflower diseases: Rust (Puccinia helianthi), downy mildew (Plasmopara halstedii); Citrus diseases: black spot (Diaporthe citri), scab (Elsinoe fawcetti), green mold (Penicillium digitatum), penicillium italicum, blight (Phytophthora parasitica, Phytophthora citrophthora), aspergillus niger, white mold (Geotrichum candidum var. citri-aurantii), sooty mold (Cladosporium cladosporioides). Apple diseases: Blossom blight (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 rot (Botryosphaeria berengeriana), blight (Phytophthora racactorum), red spot (Gymnosporangium). juniperi-virginianae), Gymnosporangium yamadae); Pear diseases: Black spot (Venturia nashicola, Venturiapirina), Black spot (Alternaria alternata Japanese pearpathotype), Gymnosporangium haraeanum (Gymnosporangium haraeanum). Peach diseases: Gray spot (Monilinia fructicola), Black spot (Cladosporium carpophilum), Brown spot (Phomopsis sp.), Leaf curl (Taphrina deformans), Powdery mildew (Podosphaeraleucotricha). Grape diseases: Black rot (Elsinoe ampelina), Late rot (Glomerella cingulata, Colletotrichum acutatum), Powdery mildew (Uncinula necator), Rust (Neophysopella sp.), Black rot (Guignardiabidwellii), Downy mildew (Plasmopara viticola), Brown spot (Pseudocercospora vitis), White rot (Coniella castaneicola). Diseases of persimmon: Anthracnose (Gloeosporium kaki, Colletotrichum acutatum) , Leaf spot (Cercospora kaki, Mycosphaerella nawae) , Powdery mildew (Phyllactinia kakicola) ; Fig diseases: Rust (Phakopsora nishidana)); Diseases of gourds: Anthracnose (Colletotrichum lagenarium), Powdery mildew (Sphaerotheca fuliginea), Anthracnose (Didymella bryoniae), Brown spot (Corynespora cassiicola), Fusarium wilt (Fusarium oxysporum), Downy mildew (Pseudoperonospora cubensis), Phytophthora capsici, Damping-off (Pythium sp.), Phomopsis sp. root rot. Tomato diseases: ring rot (Alternaria solani)), leaf mold (Cladosporium fulvum)), sooty mold (Pseudocercospora fuligena)), blight (Phytophthora infestans)), powdery mildew (Leveillula taurica)); Eggplant diseases: Brown spot (Phomopsis vexans) , powdery mildew (Erysiphe cichoracearum) , black rot (Corynespora melongenae) , leaf mold (Mycovellosiella nattrassii) , brown spot (Thanatephorus cucumeris) ; Diseases of cruciferous vegetables: Black spot (Alternaria japonica), White spot (Cercosporella brassicae), Clubroot (Plasmodiophorabrassicae), Downy mildew (Peronospora parasitica), White rust (Albugocandida), Black spot (Alternaria brassicicola); Diseases of onions: Rust (Puccinia allii), Black spot (Alternaria porri), Black rot (Sclerotium cepivorum), Sclerotium neck rot (Botrytis squamosa), Leaf blight (Stemphylium vesicarium, Stemphylium botryosum), White mold (Sclerotium rolfsii), White spot leaf blight (Botrytis squamosa). Soybean diseases: Purple blotch (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), Damping-off (Rhizoctonia solani), Brown spot (Septoria glycines), Spot disease (Cercospora sojina), Sclerotinia rot (Sclerotinia sclerotiorum). Sclerrotiorum), powdery mildew (Microsphaeradiffusa), stem blight (Phytophthora sojae), downy mildew (Peronospora manshurica), sudden death syndrome (Fusarium virguliforme), red crown rot (Calonectria ilicicola), Diaporthe / Phomopsis complex (Diaporthe longicolla, Diaporthe phaseolorum, Phopsis longicolla), and pod anomalies caused by various pathogens. Diseases of common beans: Sclerotinia sclerotiorum, rust (Uromyces appendiculatus), angular leaf spot (Phaeoisariopsis griseola), anthracnose (Colletotrichum lindemuthianum), and root rot (Fusarium solani). Peanut diseases: Black spot (Cercospora personata) , Brown spot (Cercospora arachidicola) , White rot (Sclerotium rolfsii) , Red crown rot (Calonectria ilicicola) . Pea diseases: powdery mildew (Erysiphe pisi) and root rot (Fusarium solani). Potato diseases: Early blight (Alternaria solani), 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 cake disease (Exobasidium reticulatum), white star disease (Elsinoe leucospila), gray blight (Pestalotiopsis sp.), anthracnose (Colletotrichum theae-sinensis). Tobacco diseases: Red spot disease (Alternaria longipes), anthracnose (Colletotrichum tabacum), downy mildew (Peronospora tabacina), blight (Phytophthora nicotianae). Diseases of sugar beets: Brown spot (Cercospora beticola) , Leaf blight (Thanatephorus cucumeris) , Root rot (Thanatephorus cucumeris) , Black root disease (Aphanomyces cochlioides) , Rust (Uromyces betae) ; Rose diseases: Black spot (Diplocarpon rosae) and powdery mildew (Sphaerotheca pannosa). Chrysanthemum diseases: Brown spot (Septoria chrysanthemi-indici) and white rust (Puccinia horiana). Onion diseases: White spot leaf blight (Botrytis cinerea, Botrytis byssoidea, Botrytis squamosa), gray rot (Botrytis allii), and sclerotium neck rot (Botrytis squamosa). Diseases of various crops: gray mold (Botrytis cinerea), sclerotinia sclerotiorum, black rot (Sclerotium cepivorum), white mold (Sclerotium rolfsii), seedling blight (Pythium aphanidermatum, Pythium irregulare, Pythium ultimum). Radish diseases: Black spot (Alternaria brassicicola). Sweet potato diseases: vine rot (Fusarium oxysporum f. sp. batatas), basal rot (Diaporthedestruens), black spot (Ceratocystis fimbriata). Diseases of turfgrass: Coin spot (Sclerotinia homoeocarpa), brown patch, large patch (Rhizoctonia solani), Pythium wilt (Pythium aphandidermatum), anthracnose (Colletotrichum caudatum). Banana diseases: Banana leaf spot (Sigatoka disease) (Mycosphaerella fijiensis, Mycosphaerella musicola)); Diseases of lentils: Ascochyta disease (Ascochyta lentis); Chickpea diseases: Ascochyta rabiei (blight of the chickpea plant) Diseases of green peppers: Anthracnose (Colletotrichum scovillei) , Powdery mildew (Leveillula taurica) , White mold (Sclerotium rolfsii) ; Mango diseases: Anthracnose (Colletotrichum acutatum); Diseases of cocoa: witches' broom disease (Moniliophthora perniciosa), pod rot (Moniliophthora roreri); Diseases of thin-shelled pecans: Black spot disease (Venturia effusa). Diseases of litchi: downy mildew (Peronophythora litchii) and anthracnose (Colletotrichum siemense). Fruit tree diseases: White root rot (Rosellinia necatrix) and Purple root rot (Helicobasidium mompa)); Post-harvest diseases of fruits such as apples and pears: Mucor rot diseases (Mucorpiriformis); Seed diseases or diseases in the early stages of growth caused by fungi such as Aspergillus, Penicillium, Fusarium, Gibberella, Tricoderma, Thieviopsis, Rhizopus, Mucor, Corticium, Phona, Rhizoctonia, and Diplodia; Viral diseases: Giant vein disease of lettuce mediated by Olpidium brassicae; and various viral diseases of crops mediated by Polymyxa species (such as Polymyxa betae and Polymyxa graminis). Diseases caused by bacteria: Rice bacterial damping-off (Burkholderia plantarii), rice inner glume browning (Pantoea ananatis), rice bacterial leaf blight (Xanthomonas oryzae pv. oryzae.), cucumber bacterial angular leaf spot (Pseudomonas syringae pv. lachrymans), eggplant bacterial wilt (Ralstonia solanacearum), citrus canker (Xanthomonas citri), Chinese cabbage soft rot (Erwinia carotovora), potato scab (Streptomyces cabbiei), potato black shank (Pectobacterium soft rot). Bacterial leaf spot of peach (Pseudomonas syringae, Erwinianigrifluens, Xanthomonas campestris)), bacterial canker of plum (Pseudomonas syringae pv. morsprunorum, Erwinia sp.)), corn wilt (Clavibacter michiganensis), crown gall of grape, olive, peach, etc. (Xylella fastidiosa)), root nodule of Rosaceae plants such as apple, peach, cherry, etc. (Agrobacterium tumefaciens)

[0979] The soybean rust fungus with the F129L amino acid substitution in the mitochondrial cytochrome b protein is the following soybean rust fungus (scientific name: Phakopsora pachyrhizi): It has a mutation in the mitochondrial cytochrome b gene that encodes the mitochondrial cytochrome protein. As a result of this mutation, the F129L amino acid substitution has occurred, thereby showing resistance to QoI fungicide.

[0980] The plant disease control method of the present invention can be implemented by treating the plant or the soil of the cultivated plant with an effective amount of the present invention compound, the present invention compound, or composition A. Examples of treatment methods include foliar treatment, soil treatment, and seed treatment.

[0981] With respect to this compound, the compound of the present invention, or composition A, it is generally mixed with inactive carriers such as solid carriers and liquid carriers, and surfactants, and formulation adjuvants such as binders, dispersants, and stabilizers are added as needed to formulate it into aqueous suspensions, oil suspensions, oils, emulsions, microemulsions, microcapsules, wettable powders, water-dispersible granules, powders, granules, etc. It is not limited to these formulations and can be formulated into the formulations described in the Manual on development and use of FAO and WHO Specifications for pesticides, FAO Plant Production and Protection Papers-271~276, prepared by the FAO / WHO Joint Meeting on Pesticide Specifications, 2016, ISSN:0259-2517.

[0982] These formulations typically contain 0.0001% to 99% of the present compound, the compound of the present invention, or composition A by weight.

[0983] Examples of solid carriers include clay (pyrophyllite clay, kaolinite clay, etc.), talc, calcium carbonate, diatomite, zeolite, bentonite, acid clay, palygorskite, silica, ammonium sulfate, vermiculite, perlite, pumice, silica sand, chemical fertilizers (ammonium sulfate, ammonium phosphate, ammonium nitrate, urea, ammonium chloride, etc.) in powder and granular form, as well as resins (polyethylene, polypropylene, polyester, polyurethane, polyamide, polyvinyl chloride, etc.).

[0984] Examples of liquid carriers include water, alcohols (ethanol, cyclohexanol, benzyl alcohol, propylene glycol, polyethylene glycol, etc.), ketones (acetone, cyclohexanone, etc.), aromatic hydrocarbons (xylene, phenylxyl ethane, 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-dimethyloctylamide, etc.), sulfoxides (dimethyl sulfoxide, etc.), lactams (N-methylpyrrolidone, N-octylpyrrolidone, etc.), fatty acids (oleic acid, etc.), and vegetable oils (soybean oil, etc.).

[0985] Examples of surfactants include nonionic surfactants (polyoxyethylene alkyl ethers, polyoxyethylene alkyl aryl ethers, polyethylene glycol fatty acid esters, etc.) and anionic surfactants (alkyl sulfonates, alkyl aryl sulfonates, alkyl sulfates, etc.).

[0986] Examples of adjuvants used in other formulations include binders, dispersants, colorants, and stabilizers. Specifically, examples include polysaccharides (starch, gum arabic, cellulose derivatives, alginic acid, etc.), lignin derivatives, synthetic water-soluble polymers (polyvinyl alcohol, polyvinylpyrrolidone, polyacrylic acid, etc.), isopropyl phosphate, and butylated hydroxytoluene.

[0987] Furthermore, adjuvants may be used as components that enhance or assist the efficacy of this compound, the compound of the present invention, or composition A. Specifically, examples include Nimbus (registered trademark), Assist (registered trademark), Aureo (registered trademark), Iharol (registered trademark), Silwet L-77 (registered trademark), BreakThru (registered trademark), SundanceII (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).

[0988] In this invention, "plant" includes the plant as a whole and specific parts of the plant. Examples of specific parts of a plant include, for example, stems and leaves, flowers, spikes, fruits, trunks, branches, crowns, seeds, vegetative reproductive organs, and seedlings.

[0989] Vegetative reproductive organs refer to the parts of a plant, such as roots, stems, and leaves, that have the ability to grow when separated from the main body and placed in the 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. It should be noted that stolons are sometimes also called runners, and propagules are also called bulbils, which are divided into broad buds and bulbils. Vine cuttings refer to the shoots (a general term for leaves and stems, without roots) of plants such as sweet potatoes and Japanese yam. Bulbs, corms, tubers, rhizomes, stem cuttings, rootstocks, or tuberous roots are collectively referred to as bulbs. The cultivation of tubers begins by planting tubers into the soil, but the tubers used are usually called seed tubers.

[0990] Seedlings include seedlings and saplings.

[0991] As a method for controlling plant diseases by applying an effective amount of the present invention, its compound, or composition A to the soil, examples include applying an effective amount of the present invention, its compound, or composition A to the soil before or after transplanting. More specifically, examples include planting hole treatment (planting hole distribution, planting hole treatment soil mixing), root treatment (root distribution, root soil mixing, root irrigation, late seedling stage root treatment), planting furrow treatment (planting furrow distribution, planting furrow soil mixing), ridge furrow treatment (ridge furrow distribution, ridge furrow soil mixing, growing season ridge furrow distribution), sowing furrow treatment (sowing season ridge furrow distribution, sowing season ridge furrow soil mixing), comprehensive treatment (whole soil distribution, whole soil mixing), ridge planting lateral treatment, water surface treatment (water surface application, water surface application after water storage), other soil distribution treatments (growing season granule foliar distribution, distribution under the canopy or around the trunk, soil surface distribution, soil surface mixing, sowing hole distribution, ridge surface distribution). Distribute, interplant distribution), other irrigation treatments (soil irrigation, seedling irrigation, pesticide injection, basal irrigation, drip irrigation, chemical solution irrigation), seedling box treatment (seedling box distribution, seedling box irrigation, seedling box pesticide accumulation), seedling tray treatment (seedling tray distribution, seedling tray irrigation, seedling tray pesticide accumulation), seedbed treatment (seedbed distribution, seedbed irrigation, seedling bed distribution, seedling soaking), bed soil mixing treatment (bed soil mixing, pre-sowing bed soil mixing, distribution before sowing and covering with soil, distribution after sowing and covering with soil, soil mixing), and other treatments (cultivated soil mixing, turning in, topsoil mixing, rainwater drip soil mixing, planting location treatment, granular calyx distribution, paste fertilizer mixing).

[0992] Examples of seed treatment include treatments of seeds or vegetative reproductive organs by means of this compound, the compound of the present invention, or composition A. More specifically, examples include: spraying treatment by atomizing a suspension of this compound, the compound of the present invention, or composition A and spraying it onto the surface of the seed or vegetative reproductive organ; coating treatment by applying this compound, the compound of the present invention, or composition A onto the seed or vegetative reproductive organ; immersion treatment by immersing the seed or vegetative reproductive organ in a solution of this 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 using a carrier containing this compound, the compound of the present invention, or composition A (coating treatment, granule coating treatment, etc.). Seed potatoes are a particularly good example of the aforementioned vegetative reproductive organ.

[0993] In this invention, "seeds or vegetative reproductive organs retaining this compound, or compound A of this invention, refer to seeds or vegetative reproductive organs in a state where this compound, or compound A of this invention, is attached to the surface of the seed or vegetative reproductive organ. For the aforementioned seeds or vegetative reproductive organs retaining this compound, or compound A of this invention, other materials besides this compound, or composition A may be attached before or after attaching this compound, or compound A of this invention, to the seed or vegetative reproductive organ.

[0994] Furthermore, when composition A adheres to the surface of a seed or vegetative reproductive organ by forming a layer, this layer is formed of one or more layers. Additionally, when multiple layers are formed, each layer may contain one or more active ingredients, or it may be formed of a layer containing one or more active ingredients and a layer not containing any active ingredient.

[0995] Seeds or vegetative reproductive organs containing this compound, the compound of the present invention, or composition A can be obtained, for example, by applying a preparation containing this compound, the compound of the present invention, or composition A to the seeds or vegetative reproductive organs using the aforementioned seed treatment method.

[0996] Although the application rate of this compound, the compound of the present invention, or composition A varies depending on meteorological conditions, formulation form, application time, application method, application location, target disease, target crop, etc., in the case of foliar or soil treatment, the application rate is generally 1000 m³ / h. 2 The amount of plant cultivation material is typically 1g to 500g. In the case of seed treatment, the amount of this compound, the compound of the present invention, or composition A is typically 0.001g to 100g relative to 1kg of seeds. When this compound, the compound of the present invention, or composition A is formulated into emulsions, wettable powders, aqueous suspensions, etc., it is usually applied by diluting with water to a concentration of 0.01ppm to 10000ppm of active ingredient; powders, granules, etc., are usually applied directly.

[0997] This compound, or the compound or composition A of this invention, can be used as a control agent for plant diseases in farmland such as dry fields, paddy fields, lawns, and orchards. Examples of plants include the following.

[0998] Maize (dent, flint, soft, popcorn, glutinous, sweet, non-sweet maize), Rice (long-grain, short-grain, medium-grain, Japanese (japonica), tropical Japanese, Indian (indica), Javanese, paddy rice, upland rice, floating rice, direct seeding, transplanting, glutinous rice), Wheat (bread wheat (dull, soft, medium, red, white), durum wheat, spelt wheat, dense-eared wheat, each winter wheat type, spring wheat type), Barley (two-row barley (=brewing barley), six-row barley, naked barley, sticky barley, each...) Winter barley type, spring barley type), rye (winter rye type, spring rye type), black wheat (winter black wheat type, spring black wheat type), oats (winter oat type, spring oat type), sorghum, cotton (land-grown variety, Pima variety), soybean (mature seed harvest variety, edamame variety, green-harvested variety, each with indeterminate, determinate, and semi-determinate growth types), peanut, buckwheat, sugar beet (for sugar production, feed, root vegetable, leafy vegetable, fuel), rapeseed (winter rapeseed type, spring rapeseed type), Canada rapeseed (winter Canada rapeseed type, spring Canada rapeseed type), sunflower (for oil extraction, food). Vegetables used for both medicinal and ornamental purposes include sugarcane, tobacco, tea trees, mulberries, nightshade vegetables (eggplant, tomato, green pepper, chili pepper, potato, etc.), cucurbitaceous vegetables (cucumber, pumpkin, zucchini, watermelon, cantaloupe, etc.), cruciferous vegetables (radish, turnip, horseradish, kohlrabi, cabbage, bok choy, mustard greens, broccoli, cauliflower, etc.), asteraceous vegetables (burdock, chrysanthemum, artichoke, lettuce, etc.), lilyaceous vegetables (scallions, onions, garlic, asparagus, etc.), umbelliferous vegetables (carrots, parsley, celery, parsnips, etc.), chenopodiaceae vegetables (spinach, sauvignon Blanc, etc.), and lamiaceae vegetables (perilla, mint). Basil, strawberries, sweet potatoes, Japanese yam, taro, pears (apples, European pears, Japanese pears, white pears, quince, quince, etc.), stone fruits (peach, plum, nectarine, green plum, cherry, apricot, plum, etc.), citrus fruits (Wenzhou mandarin oranges, oranges, lemons, limes, grapefruits, etc.), nuts (chestnuts, walnuts, hazelnuts, almonds, pistachios, cashews, macadamia nuts, etc.), berries (blueberries, cranberries, blackberries, raspberries, etc.), grapes, persimmons, figs, olives, loquats, bananas, coffee, dates, coconuts, ornamental plants, forest plants, turfgrass, and pasture grasses.

[0999] The above-mentioned plants are any commonly cultivated varieties, without any particular limitation. These plants also include plants produced through natural mating, plants produced through mutation, F1 hybrids, and recombinant crops. Examples of recombinant crops include, for instance, plants conferred resistance to herbicides such as isoxaflutole (HPPD inhibitors, imidazoline, ALS inhibitors, thifensulfuron-methyl inhibitors, EPSP inhibitors, glutamine synthase inhibitors, PPO inhibitors, bromobenzonitrile, or dicamba; plants capable of synthesizing known selective toxins from Bacillus species such as Bacillus thuringiensis; and plants conferred specific insecticidal activity by synthesizing gene fragments identical to endogenous genes from harmful insects and inducing gene silencing (RNAi; RNA interference) in target harmful insects.

[1000] Example The following examples, including manufacturing examples, reference manufacturing examples, formulation examples, and test examples, illustrate the present invention in more detail, but the present invention is not limited to these examples.

[1001] In this specification, Me represents methyl, Et represents ethyl, Pr represents propyl, i-Pr represents isopropyl, c-Pr represents cyclopropyl, Bu represents butyl, Ph represents phenyl, 2-Thie represents 2-thienyl, 3-Thie represents 3-thienyl, 2-Fura represents 2-furanyl, 3-Fura represents 3-furanyl, 2-Py represents 2-pyridyl, 3-Py represents 3-pyridyl, 4-Py represents 4-pyridyl, 2-Pyrazin represents pyrazin-2-yl, 2-Pyrimid represents pyrimidin-2-yl, 4-Pyrimid represents pyrimidin-4-yl, c-Pen represents cyclopentyl, and 2-Me-3-Tet-fura represents 2-methyl-tetrahydrofuran-3-yl. When these groups have substituents, the substituent and its position are listed before the symbol of the group. For example, 4-OMe-Ph represents 4-methoxyphenyl, and 3,5-Me2-Ph represents 3,5-dimethylphenyl.

[1002] When the physical properties of a compound are determined using liquid chromatography / mass spectrometry (hereinafter referred to as LC / MS), the measured molecular ion value [M+H] is recorded. + Or [MH] - Retention time (hereinafter referred to as RT). The conditions for liquid chromatography (hereinafter referred to as LC) and mass spectrometry (hereinafter referred to as MS) are as follows.

[1003] [LC conditions] Column: L-column2 ODS, inner diameter 4.6 mm, length 30 mm, particle size 3 μm (General Incorporated Chemical Substances Evaluation and Research Organization) UV measurement wavelength: 254nm Mobile phase: Solution A: 0.1% formic acid aqueous solution; Solution B: 0.1% formic acid acetonitrile Flow rate: 2.0 mL / min Pumps: 2 units of LC-20AD (manufactured by Shimadzu Corporation) (high pressure gradient) Gradient conditions: The solution is delivered using the concentration gradient described in [Table LC1].

[1004] [Table 1] [MS conditions] Detector: LCMS-2020 (manufactured by Shimadzu Corporation) Ionization method: DUIS (ESI, APCI) First, examples of manufacturing this compound (including the compound of the present invention) are shown.

[1005] Manufacturing 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} palladium(II) dichloride, 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 cooled to room temperature, and water was added. Extraction was performed using ethyl acetate. The resulting organic layer was concentrated under reduced pressure, and the residue was subjected to silica gel column chromatography (hexane:ethyl acetate = 1:1) to give 0.30 g of compound 1 as shown below.

[1006] [Chemical Formula 17] 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). Manufacturing Example 1-1 The following shows the compounds manufactured according to Manufacturing Example 1 and their physical properties.

[1007] [Chemical Formula 18] In the compound represented by formula (IA-1) (hereinafter referred to as compound (IA-1)), Z b X 1b X 2b X 3b X 4b The combination of nb is any combination of compounds listed in [Table A-1].

[1008] [Table 2] 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: 1 H-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: 1H-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). Manufacturing Example 2 At 0°C, 0.56 g of mCPBA (75% purity, containing 25% water) was added to a mixture of 0.4 g of compound 6 and 5 mL of chloroform, and the mixture was stirred at room temperature for 3 hours. 5 mL of saturated sodium thiosulfate aqueous solution and 5 mL of saturated sodium bicarbonate aqueous solution were added to the resulting mixture, and after stirring for 1 hour, extraction was performed using chloroform. The resulting organic layer was washed with saturated brine and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (hexane:ethyl acetate = 1:1) to give 0.11 g of compound 8 (shown by formula below) and 0.19 g of compound 9.

[1009] [Chemical Formula 19] Compound 8: 1 H-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). [Chemical Formula 20] 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). Manufacturing Example 2-1 The following shows the compounds manufactured according to Manufacturing Example 2 and their physical properties.

[1010] In compound (IA-1), Z b X 1b X 2b X 3b X 4b The combination of nb is any combination of compounds listed in [Table A-2].

[1011] [Table 3] 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). Compound 12: 1 H-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: 1H-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). Compound 20: 1 H-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. Manufacturing Example 2-2 The following shows the compounds manufactured according to Manufacturing Example 2 and their physical properties.

[1012] [Chemical Formula 21] 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). [Chemical Formula 22] 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). [Chemical Formula 23] Compound 22: 1 H-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). [Chemical Formula 24] Compound 23: 1H-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.

[1013] Manufacturing 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 extraction was performed using an ethyl acetate / hexane mixture. The resulting organic layer was washed with saturated brine and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (hexane:ethyl acetate = 1:1) to give 0.32 g of compound 25 and 0.91 g of compound 26 as shown below.

[1014] [Chemical Formula 25] Compound 25: 1 H-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). [Chemical Formula 26] Compound 26: 1H-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.

[1015] Manufacturing Example 3-1 The following shows the compound manufactured according to manufacturing example 3 and its physical properties.

[1016] In compound (IA-1), Z b X 1b X 2b X 3b X 4b The combination of nb is any combination of compounds listed in [Table A-3].

[1017] [Table 4] 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: 1 H-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: 1H-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). 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). Reference Manufacturing Example 1 7.13 g of mCPBA (70% purity, containing 30% water) was added to a mixture of 3.50 g of intermediate 7 and 35 mL of chloroform at 0 °C, and the mixture was stirred at room temperature for 1 hour. 10 mL of saturated sodium thiosulfate aqueous solution and 10 mL of saturated sodium bicarbonate aqueous solution were added to the resulting mixture, and after stirring for 1 hour, extraction was performed using chloroform. The resulting organic layer was washed with saturated brine, dried with sodium sulfate, and concentrated under reduced pressure to obtain 3.94 g of intermediate 1 as shown in the following formula.

[1018] [Chemical Formula 27] Intermediate 1: 1 H-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). Refer to manufacturing example 1-1 The following shows the compounds manufactured according to Reference Manufacturing Example 1 and their physical properties.

[1019] [Chemical Formula 28] In the compound represented by formula (IB-1) (hereinafter referred to as compound (IB-1)), Z b X 1b X 3b The combination of nb is any combination of compounds listed in [Table A-6].

[1020] [Table 5] 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: 1 H-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). Reference Manufacturing Example 2 A mixture of 5.69 g of 2-iodopyridine, 5.00 g of 3-bromothiophenol, 0.11 g of copper oxide (I), 10.77 g of cesium carbonate, and 25 mL of DMSO was stirred at 110 °C for 3 hours. The resulting mixture was cooled to room temperature, water was added, and extraction was performed using ethyl acetate. The resulting organic layer was washed with saturated brine, dried over sodium sulfate, and concentrated under reduced pressure to give 7.46 g of intermediate 7 as shown in the formula below.

[1021] [Chemical Formula 29] 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). Refer to manufacturing example 2-1 The following shows the compounds manufactured according to Reference Manufacturing Example 2 and their physical properties.

[1022] In compound (IB-1), Z b X 1b X 3b The combination of nb is any combination of compounds listed in [Table A-7].

[1023] [Table 6] 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). Reference Manufacturing Example 3 To a mixture of 3.00 g of 3-bromothiophenol, 0.76 g of sodium hydride (60% oily), and 30 mL of DMF, 1.82 g of 2-chloropyrimidine was added, and the mixture was stirred at room temperature for 2 hours. Water was added to the resulting mixture, and extraction was performed using ethyl acetate. The resulting organic layer was dried over sodium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (hexane:ethyl acetate = 7:3) to give 3.00 g of intermediate 10 as shown in the formula below.

[1024] [Chemical Formula 30] 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). Refer to manufacturing example 3-1 The following shows the compounds manufactured according to Reference Manufacturing Example 3 and their physical properties.

[1025] In compound (IB-1), Z b X 1b X 3b The combination of nb is any combination of compounds listed in [Table A-8].

[1026] [Table 7] 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). Refer to manufacturing 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, followed by stirring at 100 °C for 30 minutes. The resulting mixture was cooled to room temperature, and water was added. Extraction was performed using ethyl acetate. The resulting organic layer was dried over sodium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (hexane:ethyl acetate = 7:3) to give 0.70 g of intermediate 13 as shown in the formula below.

[1027] [Chemical Formula 31] Intermediate 13: LC / MS: 267 [M+H] + , RT=1.69 min. Refer to manufacturing example 4-1 The following shows the compounds manufactured according to Reference Manufacturing Example 4 and their physical properties.

[1028] In compound (IB-1), Z b X 1b X 3b The combination of nb is the compound of the combination recorded in [Table A-9].

[1029] [Table 8] Intermediate 14: LC / MS: 268 [M+H] + , RT=1.53 min. Examples of the compounds of this invention and the compounds of this invention manufactured in accordance with the above-described manufacturing method and manufacturing examples are shown below.

[1030] [Chemical Formula 32] In the compound shown in formula (A-1) (hereinafter referred to as compound (A-1)), n is 0, Z, R 8X R 9X R 10X and R 11X The combination is any combination of compounds recorded in combination A (hereinafter referred to as compound group SX1).

[1031] Combination A consists of substituents numbered A1 to A527. Substituents numbered A1 to A527 refer to: Z, R, ..., Z in compound (A-1). 8X R 9X R 10X and R 11X The combination of substituents is denoted as [substituent number; Z, R] below. 8X ,R 9X ,R10X ,R 11X ].

[1032] For example, substituent number A5 means: Z is ethyl, R 8X R 9X and R 10X Each is a hydrogen atom, R 11X It is a combination of fluorine atoms.

[1033] 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]; In compound (A-1), n is 1, Z, R 8X , R 9X , R 10X , and R 11XThe combination is any combination of compounds recorded in combination A (hereinafter referred to as compound group SX2).

[1034] In compound (A-1), n ​​is 2, Z, R 8X R 9X R 10X and R 11X The combination is any combination of compounds recorded in combination A (hereinafter referred to as compound group SX3).

[1035] [Chemical Formula 33] In the compound shown in formula (A-2) (hereinafter referred to as compound (A-2)), n is 0, Z, R 8X R 9X and R 10X The combination is any combination of compounds recorded in combination B (hereinafter referred to as compound group SX4).

[1036] Combination B consists of substituents numbered B1 to B323. Substituents numbered B1 to B323 refer to: Z, R in compounds (A-2), (A-3), (A-4), and (A-5). 8X R 9X and R 10X The combination of substituents is denoted as [substituent number; Z, R] below. 8X ,R 9X ,R 10X ].

[1037] For example, substituent number B5 means: Z is ethyl, R 8X R is a chlorine atom. 9X and R 10X A combination of individual hydrogen atoms.

[1038] Combination B: [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], [B9; 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], [BCH=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]; In compound (A-2), n is 1, Z, R 8X R 9X and R 10X The combination is any combination of compounds recorded in combination B (hereinafter referred to as compound group SX5).

[1039] In compound (A-2), n is 2, Z, R 8X R 9X and R 10X The combination is any combination of compounds recorded in combination B (hereinafter referred to as compound group SX6).

[1040] [Chemical Formula 34] In the compound shown in formula (A-3) (hereinafter referred to as compound (A-3)), n is 0, Z, R 8X R 9X and R 10X The combination is any combination of compounds recorded in combination B (hereinafter referred to as compound group SX7).

[1041] In compound (A-3), n is 1, Z, R 8X R 9X and R 10X The combination is any combination of compounds recorded in combination B (hereinafter referred to as compound group SX8).

[1042] In compound (A-3), n is 2, Z, R 8X R 9X and R 10X The combination is any combination of compounds recorded in combination B (hereinafter referred to as compound group SX9).

[1043] [Chemical Formula 35] In the compound shown in formula (A-4) (hereinafter referred to as compound (A-4)), n is 0, Z, R 8X R 9X and R 10X The combination is any combination of compounds recorded in combination B (hereinafter referred to as compound group SX10).

[1044] In compound (A-4), n is 1, Z, R 8X R 9X and R 10X The combination is any combination of compounds recorded in combination B (hereinafter referred to as compound group SX11).

[1045] In compound (A-4), n is 2, Z, R 8X R 9X and R 10X The combination is any combination of compounds recorded in combination B (hereinafter referred to as compound group SX12).

[1046] In compound (A-4), n is 0, Z, R 8X R 9X and R 10X The combination is any combination of compounds recorded in combination D (hereinafter referred to as compound group SX13).

[1047] Combination D consists of substituents numbered D1 to D532. Substituents numbered D1 to D532 refer to Z, R, and Z in compound (A-4). 8X R 9X and R 10X The combination of substituents is denoted as [substituent number; Z, R] below. 8X ,R 9X ,R 10X ].

[1048] For example, substituent number D5 means: Z is phenyl, R8X R is a chlorine atom. 9X and R 10X A combination of individual hydrogen atoms.

[1049] 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,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]; In compound (A-4), n is 1, Z, R 8X R 9X and R 10X The combination is any combination of compounds recorded in combination D (hereinafter referred to as compound group SX14).

[1050] In compound (A-4), n is 2, Z, R 8X R 9X and R 10X The combination is any combination of compounds recorded in combination D (hereinafter referred to as compound group SX15).

[1051] [Chemical Formula 36] In the compound shown in formula (A-5) (hereinafter referred to as compound (A-5)), n is 0, Z, R 8X R 9X and R 10X The combination is any combination of compounds recorded in combination B (hereinafter referred to as compound group SX16).

[1052] In compound (A-5), n is 1, Z, R 8X R 9X and R 10X The combination is any combination of compounds recorded in combination B (hereinafter referred to as compound group SX17).

[1053] In compound (A-5), n is 2, Z, R 8X R 9X and R 10X The combination is any combination of compounds recorded in combination B (hereinafter referred to as compound group SX18).

[1054] [Chemical Formula 37] In the compound shown in formula (A-6) (hereinafter referred to as compound (A-6)), n is 0, Z, R 8X and R 9X The combination is any combination of compounds recorded in combination C (hereinafter referred to as compound group SX19).

[1055] Combination C consists of substituents numbered C1 to C450. Substituents numbered C1 to C450 refer to: Z, R, and Z in compound (A-6). 8X and R 9X The combination of substituents is denoted as [substituent number; Z, R] below. 8X ,R 9X ].

[1056] For example, the substituent number C5 means: Z is ethyl, R is... 8X For hydrogen atoms, R 9X It is a combination of chlorine atoms.

[1057] 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], [C4 17;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-Me 2-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]; In compound (A-6), n is 1, Z, R 8X and R 9X The combination is any combination of compounds recorded in combination C (hereinafter referred to as compound group SX20).

[1058] In compound (A-6), n is 2, Z, R 8X and R 9X The combination is any combination of compounds recorded in combination C (hereinafter referred to as compound group SX21).

[1059] Next, examples of formulations are shown. It should be noted that parts refer to parts by weight. Furthermore, in this case, compound S refers to a compound described in compound groups SX1 to SX21.

[1060] Formulation Example 1 A mixture of 35 parts of polyoxyethylene alkyl ether ammonium sulfate and silica (weight ratio 1:1), 10 parts of any one of the compounds S, and 55 parts of water were mixed and then micronized using a wet pulverization method to obtain the formulation.

[1061] Formulation Example 2 The preparation is obtained by pulverizing and mixing 50 parts of any one of the compounds S, 3 parts of calcium lignosulfonate, 2 parts of sodium lauryl sulfate, and 45 parts of silicon dioxide.

[1062] Formulation Example 3 The formulation is obtained by mixing 5 parts of any one of the compounds S, 9 parts of polyoxyethylene styrene phenyl ether, 5 parts of polyoxyethylene decyl ether (ethylene oxide addition number: 5), 6 parts of calcium dodecylbenzenesulfonate, and 75 parts of xylene.

[1063] Formulation Example 4 Two parts of any one of the compounds S, one part of silicon dioxide, two parts of calcium lignosulfonate, 30 parts of bentonite, and 65 parts of kaolin clay are pulverized and mixed. An appropriate amount of water is added, and the mixture is kneaded, granulated using a granulator, and then dried to obtain the formulation.

[1064] Formulation Example 5 Mix 10 parts of any one of the compounds S into a mixture of 18 parts benzyl alcohol and 9 parts DMSO, add 6.3 parts of GERONOL (registered trademark) TE250, 2.7 parts of Ethylan (registered trademark) NS-500LQ, and 54 parts of solvent naphtha, and mix to obtain the formulation.

[1065] Next, we will show a test case.

[1066] In Test Example 15, the untreated orifice refers to an orifice prepared under the same conditions as described in the Test Examples, except that DMSO was dispensed instead of the DMSO diluent containing this compound. Similarly, in Test Example 7, the untreated impeller refers to an impeller prepared under the same conditions as described in the Test Examples, except that DMSO was dispensed instead of the DMSO diluent containing this compound. Furthermore, in Test Example 11, the untreated orifice refers to an orifice where the aqueous diluent containing this compound was not dispensed.

[1067] Experiment Example 1: Control Experiment against Septoria tritici, the pathogen that causes wheat leaf blight The compound was diluted with DMSO at a concentration of 150 ppm, and 1 μL was dispensed into a titration plate (96 wells). Then, 150 μL of YBG medium pre-inoculated with spores of *Wheat Leaf Blight* was dispensed. The plate was incubated at 18°C ​​for 3 days to allow *Wheat Leaf Blight* to proliferate. The absorbance at 550 nm was measured in each well of the titration plate, and this value was taken as the growth rate of *Wheat Leaf Blight*. The results showed that various compounds exhibited control effects against plant diseases.

[1068] Experiment Example 2: Control Experiment against Ustilago maydis, the causal agent of corn smut. The compound was diluted with DMSO at a concentration of 150 ppm, and 1 μL was dispensed into a titration plate (96 wells). Then, 150 μL of potato dextrose broth (PDB) medium pre-inoculated with spores of *Smutella bursa-pastoris* was dispensed. The plate was incubated at 18°C ​​for 4 days to allow *Smutella bursa-pastoris* to proliferate. The absorbance at 550 nm was measured in each well of the titration plate, and this value was taken as the growth rate of *Smutella bursa-pastoris*. The results showed that various compounds exhibited control effects against the plant disease.

[1069] Experiment Example 3: Control Experiment against Rhynchosporium secalis, the causal agent of barley cloud spot. The compound was diluted with DMSO at a concentration of 150 ppm, and 1 μL was dispensed into a titration plate (96 wells). Then, 150 μL of potato dextrose broth (PDB) medium pre-inoculated with spores of *Barley Cloud Marker* was dispensed. The plate was incubated at 18°C ​​for 7 days to allow *Barley Cloud Marker* to proliferate. The absorbance at 550 nm was measured in each well of the titration plate, and this value was taken as the growth rate of *Barley Cloud Marker*. The results showed that various compounds exhibited control effects against plant diseases.

[1070] Experiment Example 4: Control Experiment against Botrytis cinerea, the causal agent of cucumber gray mold. The compound was diluted with DMSO at a concentration of 150 ppm, and 1 μL was dispensed into a titration plate (96 wells). Then, 150 μL of complete culture medium pre-inoculated with spores of *Gycium cucumeris* was dispensed. The plate was incubated at 18°C ​​for 4 days to allow *Gycium cucumeris* to proliferate. The absorbance at 550 nm was measured in each well of the titration plate, and this value was used as the growth rate of *Gycium cucumeris*. The results showed that various compounds exhibited control effects against plant diseases.

[1071] Experiment 5: Control Experiment against Cladosporium carpophilum, the causal agent of peach black spot. The compound was diluted with DMSO at a concentration of 150 ppm, and 1 μL of each solution was dispensed into a titration plate (96 wells). Then, 150 μL of potato dextrose broth (PDB medium) pre-inoculated with spores of *Prunus serrulata* was dispensed into each well. After incubating the plate at 18°C ​​for 5 days to allow *Prunus serrulata* to proliferate, the absorbance of each well at 550 nm was measured, and this value was taken as the growth rate of *Prunus serrulata*. The results showed that various compounds exhibited control effects against plant diseases.

[1072] Experiment Example 6: Control Experiment Against Cochliobolus miyabeanus, the Pathogen of Rice and Ficus Leaf Blight The compound was diluted with DMSO at a concentration of 150 ppm, and 1 μL of each solution was dispensed into a titration plate (96 wells). Then, 150 μL of YB liquid medium pre-inoculated with spores of *Strombus oryzae* (the causal agent of rice leaf blight) was dispensed into each well. After incubating the plate at 23°C for 3 days to allow *Strombus oryzae* to proliferate, the absorbance of each well at 550 nm was measured, and this value was taken as the growth rate of *Strombus oryzae*. The results showed that various compounds exhibited control effects against plant diseases.

[1073] Experiment Example 7: Control Experiment for Soybean Rust (Phakopsora pachyrhizi) True leaves of soybean (variety: Black Chishi) were cut into 1 cm diameter sections to create leaf discs. 1 mL of agar medium (1.2% concentration) was dispensed into each well of a 24-well microplate, and one leaf disc was placed on the agar medium in each well. 20 μL of a DMSO solution containing 10000 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. The mixture was diluted with deionized water to prepare a mixture containing the specified concentration of the test compound. 10 μL of the mixture was distributed onto each leaf disc. One day later, an aqueous suspension (1.0 × 10⁻⁶) of spores of *Phakopsora pachyrhizi*, the soybean rust fungus with an amino acid substitution of F129L in its mitochondrial cytochrome b protein, was prepared. 5 The inoculation was carried out by spraying ( / mL) onto the leaf discs. After inoculation, the discs were placed in an artificial weather instrument (lights on for 18 hours, lights off for 6 hours, temperature 23℃, humidity 60%). After one day, the discs were allowed to air dry until the water droplets on the surface disappeared, and then placed in the artificial weather instrument again for 12 days. Subsequently, the lesion area of ​​soybean rust was investigated. The results showed that the lesion area of ​​leaf discs treated with any of the following compounds (1, 2, 4, 5, 6, 8, 9, 12, 13, 15, 16, 18, 20, 25, 27, 28, 29, 30, 31, or 32) at a specified concentration of 200 ppm was less than 30% of the lesion area of ​​untreated leaf discs.

[1074] Experiment Example 8: Control Trial Against Barley Net Spot Disease (Pyrenophora teres) Soil was filled into plastic pots, and barley (variety: NISHINOHOSHI) was sown into them and cultivated in a greenhouse for 7 days. The compound, formulated according to the method described in Formulation Example 1, was mixed with water at a concentration of 200 ppm. The resulting mixture was then foliar-distributed to ensure it adhered well to the barley leaves. After distributing, the barley was air-dried, and one day later, an aqueous suspension of barley net blotch spores was sprayed inoculated. After inoculation, the barley was placed in a greenhouse at high humidity (23°C during the day and 20°C at night) for 3 days, followed by 7 days of cultivation in the greenhouse. The area of ​​lesions was then assessed. The results showed that various compounds exhibited control effects against plant diseases.

[1075] Experiment Example 9: Control Experiment Against Wheat Red Rust (Puccinia recondita) Soil was filled into plastic pots, and wheat (variety: SHIROGANE) was sown in them and cultivated in a greenhouse for 9 days. The compound, formulated according to the method described in Formulation Example 1, was mixed with water at a concentration of 200 ppm. The resulting mixture was then foliar-distributed to ensure it adhered well to the leaves of the wheat. After distributing, the wheat was air-dried and cultivated at 20°C under illumination for 5–7 days. Spores of wheat rust fungus were then sown. After inoculation, the wheat was placed at 23°C in darkness with high humidity for 1 day, and then cultivated at 20°C under illumination for 8 days. The area of ​​lesions was then assessed. The results showed that various compounds exhibited control effects against plant diseases.

[1076] Experiment Example 10: Control Trial Against Wheat Leaf Blight (Septoria tritici) Soil was fille...

Claims

1. A method for controlling plant diseases, which is implemented by treating the plant or the soil of cultivated plants with a compound of formula (I) or its N oxide or salts. [Chemical Formula 1] In formula (I), n represents 0, 1, or 2. X 3 The combination of Z and Z is represented as follows: X 3 For 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 methoxy or ethoxy}, a C3-C8 alicyclic hydrocarbon group substituted with one or more substituents selected from group A, or a 3-8 membered non-aromatic heterocyclic group {in the 3-8 membered non-aromatic heterocyclic group, the carbon atoms constituting the ring are substituted with S (O)}. n The bond can be substituted by one or more substituents selected from group A, or by a 5-10 membered aromatic heterocyclic group {in which the carbon atom constituting the ring is bonded to S (O)}. n Bonding can be a combination of one or more substituents selected from group B; or, X 3 For nitrogen atoms, 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 methoxy or ethoxy}, a C3-C8 alicyclic hydrocarbon group substituted with one or more substituents selected from group A, or a 3-8 membered non-aromatic heterocyclic group {in the 3-8 membered non-aromatic heterocyclic group, the carbon atoms constituting the ring are substituted with S (O)}. n The bond can be substituted by one or more substituents selected from group A, or by one or more substituents selected from group B, or by a 5-10 membered aromatic heterocyclic group {in which the carbon atom constituting the ring is bonded to S (O)}. n Bonding, a combination that can be substituted by one or more substituents selected from group B. X 1 Indicates CR 1 Or nitrogen atoms, X 2 Indicates CR 2 Or nitrogen atoms, X 4 Indicates CR 4 or nitrogen atoms (where, X 1 X 2 X 3 and X 4 The number of nitrogen atoms is 0, 1, or 2. R 1 R 2 R 3 and R 4 The same or different from each other indicates that the methyl, halogen, or hydrogen atom can be substituted by one or more fluorine atoms. Group A: The group consisting of a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group {the C1-C6 chain hydrocarbon group and the C1-C6 alkoxy group may be substituted by one or more substituents selected from Group C}, an oxo group, a thio group, a hydroxyl group, a halogen atom, and a cyano group. Group B: The group consisting of a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group {the C1-C6 chain hydrocarbon group and the C1-C6 alkoxy group may be substituted by one or more substituents selected from Group C}, a halogen atom, and a cyano group. Group C: Group consisting of C1-C3 alkoxy groups, halogen atoms, and cyano groups.

2. The plant disease control method as described in claim 1, wherein, The compound represented by formula (I), or its N oxide or salt thereof, is a compound or its N oxide or salt thereof, wherein, X 3 The combination of Z is: X 3 For CH, Z is a C2-C6 chain hydrocarbon group or a 5-10 membered aromatic heterocyclic group {in this 5-10 membered aromatic heterocyclic group, the carbon atoms constituting the ring are related to S (O)} n Bonding can be a combination of one or more substituents selected from group B; or, X 3 For nitrogen atoms, Z is a C2-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group that can be substituted by one or more substituents selected from group A, or a 3-8 membered non-aromatic heterocyclic group {in this 3-8 membered non-aromatic heterocyclic group, the carbon atoms constituting the ring are related to S (O)} n The bond can be substituted by one or more substituents selected from group A, or by one or more substituents selected from group B, or by a 5-10 membered aromatic heterocyclic group {in which the carbon atom constituting the ring is bonded to S (O)}. n Bonding, a combination that can be substituted by one or more substituents selected from group B. X 1 It is CH or nitrogen atom, X 2 and X 4 For CH.

3. The compound represented by formula (II) (wherein, 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 their N oxides or salts thereof. [Chemical Formula 2] In formula (II), na represents 1 or 2. X 1a Indicates CR 1a Or nitrogen atoms, X 3a and Z a Combinatorial representation: X 3a For CR 3a , Z a It is a C2-C6 chain hydrocarbon group, a C1-C2 alkyl group {the C1-C2 alkyl group is substituted with methoxy or ethoxy}, and can be selected from group A. a C3-C8 alicyclic hydrocarbon groups and 3-8 membered non-aromatic heterocyclic groups substituted with one or more substituents {in the 3-8 membered non-aromatic heterocyclic group, the carbon atoms constituting the ring are S (O) na Bonding can be selected from group A a Substitution by one or more substituents, or 5-10 membered aromatic heterocyclic groups {in which the carbon atom constituting the ring is S(O)} na Bonding can be selected from group B a A combination of more than one substituent in the group; or, X 3a For nitrogen atoms, Z a It is a C2-C6 chain hydrocarbon group, a C1-C2 alkyl group {the C1-C2 alkyl group is substituted with methoxy or ethoxy}, and can be selected from group A. a C3-C8 alicyclic hydrocarbon groups and 3-8 membered non-aromatic heterocyclic groups substituted with one or more substituents {in the 3-8 membered non-aromatic heterocyclic group, the carbon atoms constituting the ring are S (O) na Bonding can be selected from group A a One or more substituents in the group can be substituted, and the group can be selected from group B. a A phenyl group substituted with one or more substituents, or a 5-10 membered aromatic heterocyclic group {in which the carbon atom constituting the ring is S (O)} na Bonding can be selected from group B a A combination of more than one substituent in the group. R 1a and R 3a The same or different from each other indicates that the methyl, halogen, or hydrogen atom can be substituted by one or more fluorine atoms. Group A a : Composed of C1-C4 chain hydrocarbon groups and C1-C6 alkoxy groups {the C1-C4 chain hydrocarbon group and the C1-C6 alkoxy group can be selected from group C} a The group consisting of one or more substituents, oxo groups, thio groups, halogen atoms, and cyano groups. Group B a : Composed of C1-C6 chain hydrocarbon groups and C1-C6 alkoxy groups {the C1-C6 chain hydrocarbon groups and the C1-C6 alkoxy groups can be selected from group C} a The group consisting of one or more substituents, halogen atoms, and cyano groups. Group C a : A group consisting of C1-C3 alkoxy groups, halogen atoms, and cyano groups.

4. The compound of claim 3 or its N oxide or salt thereof, wherein, X 1a It is CH or nitrogen atom, X 3a and Z a The combination is: X 3a For CH, Z a It is a C2-C6 chain hydrocarbon group or a 5-10 membered aromatic heterocyclic group {in this 5-10 membered aromatic heterocyclic group, the carbon atoms constituting the ring are S (O)} na Bonding can be selected from group B a A combination of more than one substituent in the group; or, X 3a For nitrogen atoms, Z a It can be a C2-C6 chain hydrocarbon group, a C3-C8 alicyclic hydrocarbon group, or a 3-8 membered non-aromatic heterocyclic group {in this 3-8 membered non-aromatic heterocyclic group, the carbon atoms constituting the ring are related to S (O)} na Bonding can be selected from group A a One or more substituents in the group can be substituted, and the group can be selected from group B. a A phenyl group substituted with one or more substituents, or a 5-10 membered aromatic heterocyclic group {in which the carbon atom constituting the ring is S (O)} na Bonding can be selected from group B a A combination of one or more substituents in the group.

5. A composition comprising an inactive support and the compound of claim 3 or 4, or its N oxide or salt thereof.

6. A composition comprising one or more ingredients selected from the group consisting of (a), (b), (c), and (d), and the compound of claim 3 or 4, or its N oxide or salt thereof. Group (a): A group consisting of insecticidal, acaricidal, and nematicidal active ingredients; Group (b): Bactericidal active ingredients; Group (c): Plant growth regulators; Group (d): Repellent component.

7. A method for controlling plant diseases, which is carried out by treating the plant or the soil of a cultivated plant with an effective amount of the compound of claim 3 or 4 or its N oxide or salt thereof or an effective amount of the composition of claim 6.

8. Use of the compound of claim 3 or 4, or its N oxide, or its salt, or the composition of claim 6, for the control of plant diseases.

9. A seed or vegetative reproductive organ containing an effective amount of the compound of claim 3 or 4 or its N oxide or salt thereof, or an effective amount of the composition of claim 6.

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