Plant disease control method

Abstract

The invention provides an excellent control method for plant diseases. (In the formula, n represents 1 or 2, R1 represents a C3-C10 alicyclic hydrocarbon group or the like, Q represents a group represented by Q1 or the like, Z represents a C2-C6 chain hydrocarbon group or the like, the group represented by Q1 represents a group represented by the following formula (# represents a bonding site to R1 and represents a bonding site to a sulfur atom), R2 and R3 are the same or different from each other, and R1 represents a hydrogen atom or the like. ), 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. 2023-164815, 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 aryl sulfide compounds.

[0004] Existing technical documents Patent documents Patent Document 1: Description of Chinese Patent Application Publication No. 112724092 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 Z) or its N oxide or their salt (hereinafter referred to as compound W) [Chemical Formula 1] In the formula, n represents 1 or 2, R 1This refers to C3-C10 alicyclic hydrocarbon groups, 3-10 membered non-aromatic heterocyclic groups {where the C3-C10 alicyclic hydrocarbon group and the 3-10 membered non-aromatic heterocyclic group can be substituted by one or more substituents selected from group A, and any atom among the atoms constituting the C3-C10 alicyclic hydrocarbon group and the 3-10 membered non-aromatic heterocyclic group that is not bonded to Q can act as a spiro atom to form a C3-C7 alicyclic hydrocarbon or a 3-7 membered non-aromatic heterocycle}, and 5-7 membered aromatic heterocyclic groups that can be substituted by one or more substituents selected from group B1 (where Q is the group shown in Q6). The following (excluding 1H-pyrazol-3-yl) {wherein, if Q is the group shown in Q6, excluding 1H-pyrazol-3-yl) any two adjacent atoms not bonded to Q can form another benzene ring, C4-C7 alicyclic hydrocarbon, 4-7 non-aromatic heterocycle, or 5-7 aromatic heterocycle containing the two adjacent atoms {the benzene ring, the C4-C7 alicyclic hydrocarbon, the 4-7 non-aromatic heterocycle, and the 5-7 aromatic heterocycle can be substituted by one or more halogen atoms}, or -C≡CR 13 , Q represents the group shown in Q1, Q2, Q3, Q4, Q5, or Q6. Z represents 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, a 3-8 membered non-aromatic heterocyclic group {the C3-C8 alicyclic hydrocarbon group and the 3-8 membered non-aromatic heterocyclic group can be substituted with one or more substituents selected from group C}, a 5-10 membered aromatic heterocyclic group substituted with one or more substituents selected from group D, or NR. 14 R 15 , The groups shown in Q1, Q2, Q3, Q4, Q5, and Q6 represent the groups shown in the following formula (# indicates a group related to R). 1 The bonding sites (● indicates bonding sites with sulfur atoms). [Chemical Formula 2] R 2 R 3 R 4 R 5 R 6 and R 7 The same or different from each other indicates hydrogen atoms or fluorine atoms. X 1 Indicates CR 12 Or nitrogen atoms, X 2Indicates CR 16 Or nitrogen atoms, X 3 Indicates CR 17 Or nitrogen atoms, X 4 Indicates CR 18 Or nitrogen atoms (wherein, excluding X) 1 For CR 12 X 2 For CR 16 X 3 For CR 17 X 4 For CR 18 (situation) R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 The same or different from each other indicates that the methyl, halogen, or hydrogen atom can be substituted by one or more fluorine atoms. R 13 This indicates a C1-C6 chain hydrocarbon group, a C3-C10 alicyclic hydrocarbon group, a 3-10 membered non-aromatic heterocyclic group {the C3-C10 alicyclic hydrocarbon group and the 3-10 membered non-aromatic heterocyclic group can be substituted by one or more substituents selected from group E}, a phenyl group, or a 5-7 membered aromatic heterocyclic group {the phenyl group and the 5-7 membered aromatic heterocyclic group can be substituted by one or more substituents selected from group D}. R 14 and R 15 Same or different from each other, indicating C1-C6 alkyl, methyl substituted with one or more fluorine atoms, or C1-C2 alkyl {the C1-C2 alkyl is substituted with methoxy or ethoxy}.

[0009] 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 E}, a hydroxyl group, a halogen atom and a cyano group.

[0010] Group B1: The group consisting of C3-C10 alicyclic hydrocarbon groups that can be substituted by one or more substituents selected from Group D, methyl groups that can be substituted by one or more substituents selected from Group F, C2-C6 chain hydrocarbon groups that can be substituted by one or more substituents selected from Group E, C1-C6 alkoxy groups, C1-C6 alkylthioalkyl groups, C1-C6 alkylsulfinyl groups, C1-C6 alkylsulfonyl groups {the C1-C6 alkoxy group, the C1-C6 alkylthioalkyl group, the C1-C6 alkylsulfinyl group and the C1-C6 alkylsulfonyl group can be substituted by one or more halogen atoms}, hydroxyl groups, halogen atoms and cyano groups.

[0011] Group C: 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 E}, oxo group, thio group, hydroxyl group, halogen atom and cyano group.

[0012] Group D: 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 E}, a halogen atom and a cyano group.

[0013] Group E: Group consisting of C1-C3 alkoxy groups, halogen atoms, and cyano groups.

[0014] Group F: Group consisting of a methoxy group, a chlorine atom, and a cyano group. [2] The plant disease control method as described in [1], wherein the compound W is the following compound (hereinafter referred to as compound N) or its N oxide or their salt (hereinafter, compound N or its N oxide or their salt are referred to as compound), wherein the compound, R 1 The group is a C3-C10 alicyclic hydrocarbon group or a 3-10 membered non-aromatic heterocyclic group {the C3-C10 alicyclic hydrocarbon group and the 3-10 membered non-aromatic heterocyclic group can be substituted by one or more substituents selected from group A, and any atom among the atoms constituting the C3-C10 alicyclic hydrocarbon group and the 3-10 membered non-aromatic heterocyclic group that is not bonded to Q can act as a spiro atom to form a C3-C7 alicyclic hydrocarbon or a 3-7 membered non-aromatic heterocycle}, and can be substituted by one or more substituents selected from group B. A 5-7 membered aromatic heterocyclic group (where Q is the group shown in Q6, excluding 1H-pyrazole-3-yl) {any two adjacent atoms of the atoms constituting the 5-7 membered aromatic heterocyclic group (where Q is the group shown in Q6, excluding 1H-pyrazole-3-yl) that are not bonded to Q can form another C4-C7 alicyclic hydrocarbon, a 4-7 membered non-aromatic heterocycle, or a 5-7 membered aromatic heterocycle containing those two adjacent atoms}, or -C≡CR 13 , Group B: The group consisting of methyl groups that may be substituted by one or more substituents selected from Group F, C2-C6 chain hydrocarbon groups that may be substituted by one or more substituents selected from Group E, C1-C6 alkoxy groups, C1-C6 alkylthioalkyl groups, C1-C6 alkylsulfinyl groups, C1-C6 alkylsulfonyl groups {the C1-C6 alkoxy group, the C1-C6 alkylthioalkyl group, the C1-C6 alkylsulfinyl group and the C1-C6 alkylsulfonyl group may be substituted by one or more halogen atoms}, hydroxyl groups, halogen atoms and cyano groups.

[0015] [3] The plant disease control method as described in [1], wherein the compound W is one of the following compounds or its N oxide or salts, wherein the compound, Q represents the group shown in Q1, Q2, Q5, or Q6. R 1 This indicates that a C3-C10 alicyclic hydrocarbon group or a 3-10 membered non-aromatic heterocyclic group (wherein Q is the group shown in Q2, the carbon atom constituting the 3-10 membered non-aromatic heterocyclic group is bonded to the group shown in Q2) {the C3-C10 alicyclic hydrocarbon group or the 3-10 membered non-aromatic heterocyclic group (wherein Q is the group shown in Q2, the carbon atom constituting the 3-10 membered non-aromatic heterocyclic group is bonded to the group shown in Q2) can be substituted by one or more substituents selected from group A, and any atom among the atoms constituting the C3-C10 alicyclic hydrocarbon group or the 3-10 membered non-aromatic heterocyclic group (wherein Q is the group shown in Q2, the carbon atom constituting the 3-10 membered non-aromatic heterocyclic group is bonded to the group shown in Q2) that is not bonded to Q can act as a spiro atom to form a C3-C7 alicyclic hydrocarbon or a 3-7 membered non-aromatic heterocycle}, and can be substituted by one or more substituents selected from group B1. A 5-7 membered aromatic heterocyclic group with substituted radical (wherein, if Q is the group shown in Q6, excluding 1H-pyrazole-3-yl; if Q is the group shown in Q2, the carbon atom constituting the 5-7 membered aromatic heterocyclic group is bonded to the group shown in Q2) {The 5-7 membered aromatic heterocyclic group constituting the 5-7 membered aromatic heterocyclic group (wherein, if Q is the group shown in Q6, excluding 1H-pyrazole-3-yl; if Q is the group shown in Q2, constituting the 5-7 membered aromatic heterocyclic group ... In a monocyclic aromatic heterocycle (where the carbon atom of the group is bonded to the group shown in Q2), any two adjacent atoms not bonded to Q can form another benzene ring, C4-C7 alicyclic hydrocarbon, 4-7 membered non-aromatic heterocycle, or 5-7 membered aromatic heterocycle {where the benzene ring, the C4-C7 alicyclic hydrocarbon, the 4-7 membered non-aromatic heterocycle, and the 5-7 membered aromatic heterocycle can be substituted by one or more halogen atoms}, or -C≡CR 13 , Z is a C2-C6 chain hydrocarbon group, a 5-6 membered aromatic heterocyclic group that can be substituted by one or more substituents selected from group D, or NR. 14 R 15 , R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 and R 12 It is a hydrogen atom. X 2 and X 4 For CH, X 3 For nitrogen atoms, R 13 It is a C1-C6 chain hydrocarbon group or a phenyl group. R 14 and R 15 They may be the same or different from each other, and are C1-C6 alkyl groups.

[0016] [4] The compound shown in formula (II) (hereinafter referred to as compound Z of the present invention) or its N oxide or salt thereof (hereinafter referred to as compound W of the present invention). [Chemical Formula 3] In the formula, na represents 1 or 2. X 1a Represents CH or nitrogen atom, R 1a This indicates a C3-C10 alicyclic hydrocarbon group or a 3-7 membered non-aromatic heterocyclic group {the C3-C10 alicyclic hydrocarbon group and the 3-7 membered non-aromatic heterocyclic group can be selected from group A} a If one or more substituents are substituted, any atom in the C3-C10 alicyclic hydrocarbon group and the 3-7 membered non-aromatic heterocyclic group that is not bonded to pyridine or pyrazine can act as a spiro atom to form a C3-C7 alicyclic hydrocarbon or a 3-7 membered non-aromatic heterocycle, or a 5-7 membered aromatic heterocyclic group {the 5-7 membered aromatic heterocyclic group can be selected from group B1} aIf one or more substituents are substituted, any two adjacent atoms of the atoms constituting the 5-7 membered aromatic heterocyclic group that are not bonded to pyridine or pyrazine can form another benzene ring, C4-C7 alicyclic hydrocarbon, 4-7 membered non-aromatic heterocycle, or 5-7 membered aromatic heterocycle containing the two adjacent atoms {the benzene ring, the C4-C7 alicyclic hydrocarbon, the 4-7 membered non-aromatic heterocycle, and the 5-7 membered aromatic heterocycle can be substituted by one or more halogen atoms}. Z a It represents a C2-C6 chain hydrocarbon group, which can be selected from the group C a The C3-C8 alicyclic hydrocarbon group substituted with one or more substituents, or a 5-10 membered aromatic heterocyclic group {the 5-10 membered aromatic heterocyclic group can be selected from group D} a Substitution of one or more substituents in the middle.

[0017] Group A a : Composed of a C1-C6 chain hydrocarbon group and a C1-C6 alkoxy group {the C1-C6 chain hydrocarbon group and the C1-C6 alkoxy group can be selected from group E} a The group consisting of one or more substituents, hydroxyl groups, halogen atoms, and cyano groups.

[0018] Group B1 a : can be selected from group D a A C3-C10 alicyclic hydrocarbon group substituted with one or more substituents, which can be selected from group F a The methyl group with one or more substituents can be selected from group E a The group consisting of C2-C6 chain hydrocarbons, C1-C6 alkoxy groups, C1-C6 alkylthioalkyl groups, C1-C6 alkylsulfinyl groups, C1-C6 alkylsulfonyl groups {where the C1-C6 alkoxy group, the C1-C6 alkylthioalkyl group, the C1-C6 alkylsulfinyl group and the C1-C6 alkylsulfonyl group may be substituted with one or more halogen atoms}, hydroxyl groups, halogen atoms and cyano groups.

[0019] Group C a : Composed of a C1-C6 chain hydrocarbon group and a C1-C6 alkoxy group {the C1-C6 chain hydrocarbon group and the C1-C6 alkoxy group can be selected from group E} a The group consisting of one or more substituents, oxo groups, thio groups, hydroxyl groups, halogen atoms, and cyano groups.

[0020] Group D a : Composed of a C1-C6 chain hydrocarbon group and a C1-C6 alkoxy group {the C1-C6 chain hydrocarbon group and the C1-C6 alkoxy group can be selected from group E} a The group consisting of one or more substituents, halogen atoms, and cyano groups.

[0021] Group Ea : A group consisting of C1-C3 alkoxy groups, halogen atoms, and cyano groups.

[0022] Group F a [A group consisting of a methoxy group, a chlorine atom, and a cyano group.] [5] The compound as described in [4] (hereinafter referred to as compound N of the present invention) or its N oxide or salt thereof (hereinafter, compound N of the present invention or its N oxide or salt thereof is referred to as compound of the present invention), wherein, R 1a It is a 3-7 membered non-aromatic heterocyclic group {this 3-7 membered non-aromatic heterocyclic group can be selected from group A} a If one or more substituents are substituted, any atom among the atoms constituting the 3-7 membered non-aromatic heterocyclic group that is not bonded to pyridine or pyrazine can act as a spiro atom to form a C3-C7 alicyclic hydrocarbon or a 3-7 membered non-aromatic heterocycle, or a 5-7 membered aromatic heterocyclic group {the 5-7 membered aromatic heterocyclic group can be selected from group B} a If one or more substituents are substituted, any two adjacent atoms of the atoms constituting the 5-7 membered aromatic heterocyclic group that are not bonded to pyridine or pyrazine can form another C4-C7 alicyclic hydrocarbon, a 4-7 membered non-aromatic heterocycle, or a 5-7 membered aromatic heterocycle containing those two adjacent atoms. Group B a : can be selected from group F a The methyl group with one or more substituents can be selected from group E a The group consisting of C2-C6 chain hydrocarbons, C1-C6 alkoxy groups, C1-C6 alkylthioalkyl groups, C1-C6 alkylsulfinyl groups, C1-C6 alkylsulfonyl groups {where the C1-C6 alkoxy group, the C1-C6 alkylthioalkyl group, the C1-C6 alkylsulfinyl group and the C1-C6 alkylsulfonyl group may be substituted with one or more halogen atoms}, hydroxyl groups, halogen atoms and cyano groups.

[0023] [6] The compound as described in [4] or its N oxide or salt thereof, wherein, R 1a It is a C3-C10 alicyclic hydrocarbon group that can be substituted by one or more C1-C6 chain hydrocarbon groups, or a 3-7 membered non-aromatic heterocyclic group {the 3-7 membered non-aromatic heterocyclic group can be selected from group A}. a If one or more substituents in section 2 are substituted, any atom among the atoms constituting the 3-7 membered non-aromatic heterocyclic group that is not bonded to pyridine or pyrazine can act as a spiro atom to form a C3-C7 alicyclic hydrocarbon, or a 5-7 membered aromatic heterocyclic group {the 5-7 membered aromatic heterocyclic group can be selected from group B2} aIf one or more substituents are substituted, any two adjacent atoms of the atoms constituting the 5-7 membered aromatic heterocyclic group that are not bonded to pyridine or pyrazine can form another benzene ring or a C4-C7 alicyclic hydrocarbon containing those two adjacent atoms. Z a It is a C2-C6 chain hydrocarbon group or a 5-10 membered aromatic heterocyclic group {the 5-10 membered aromatic heterocyclic group can be selected from group D} a Substitution of one or more substituents in the middle. Group A a 2: Group consisting of C1-C3 alkyl groups and halogen atoms.

[0024] Group B2 a : A group composed of C3-C6 alicyclic hydrocarbon groups, C1-C6 chain hydrocarbon groups and halogen atoms.

[0025] [7] A composition comprising an inactive support and any one of [4] to [6] a compound or its N oxide or a salt thereof.

[0026] [8] A composition comprising one or more ingredients selected from the groups (a), (b), (c) and (d), and any one of [4] to [6], or an N oxide thereof or a 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.

[0027] [9] A method for controlling plant diseases, which is carried out by treating the soil of plants or cultivated plants with an effective amount of any one of the compounds of [4] to [6] or their N oxides or salts or an effective amount of the composition of [8].

[0028] The use of any compound or its N oxide or salt thereof, or any combination thereof, as described in

[10] [4] to [6], for the control of plant diseases.

[0029]

[11] A seed or vegetative reproductive organ that retains an effective amount of any one of [4] to [6], or its N oxide or salt thereof, or an effective amount of the composition described in [8].

[0030] Invention Effects This invention enables the prevention and control of plant diseases. Detailed Implementation

[0031] The substituents in this invention will be explained.

[0032] Halogen atoms refer to fluorine, chlorine, bromine, or iodine atoms.

[0033] When a substituent is replaced by two or more halogen atoms or substituents, these halogen atoms or substituents may be the same or different.

[0034] Regarding the phrase "can be substituted by one or more substituents selected from group X" in this specification (X refers to A, B, B1, C, D, E, F, A2, A...), a B a B1 a B2 a C a D a E a F a and A 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.

[0035] 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.

[0036] The term "chain hydrocarbon group" refers to alkyl, alkenyl, or alkynyl groups.

[0037] Examples of alkyl groups include methyl, ethyl, propyl, isopropyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, butyl, sec-butyl, tert-butyl, pentyl, and hexyl.

[0038] 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.

[0039] 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.

[0040] Examples of alkoxy groups include methoxy, ethoxy, propoxy, isopropoxy, butoxy, tert-butoxy, pentoxy, and hexyloxy.

[0041] Examples of alkylthioalkyl groups include methylthioalkyl, ethylthioalkyl, isopropylthioalkyl, and hexylthioalkyl.

[0042] Examples of alkyl sulfinyl groups include methyl sulfinyl, ethyl sulfinyl, isopropyl sulfinyl, and hexyl sulfinyl.

[0043] Examples of alkyl sulfonyl groups include methanesulfonyl, ethanesulfonyl, isopropanesulfonyl, and hexanesulfonyl.

[0044] Examples of alicyclic hydrocarbons include cyclobutene ring, cyclopentene ring, cyclopentadiene ring, cyclohexene ring, cyclohexadiene ring, and cycloheptene ring.

[0045] Examples of alicyclic hydrocarbon groups include cycloalkyl or cycloalkenyl groups.

[0046] Examples of cycloalkyl groups include cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl.

[0047] Examples of cycloalkenyl groups include cyclopentenyl and cyclohexenyl.

[0048] Examples of non-aromatic heterocycles include dihydrofuran rings, dihydrothiophene rings, dihydropyrrole rings, 1,3-dioxocyclopentane rings, pyran rings, and dihydropyran rings.

[0049] 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.

[0050] 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.

[0051] 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.

[0052] This compound W, or the compound W of this invention, sometimes contains more than one stereoisomer. Examples of stereoisomers include enantiomers, diastereomers, transisomers, and geometric isomers. This invention includes each stereoisomer and mixtures of stereoisomers in any ratio.

[0053] 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.

[0054] 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.

[0055] Examples of compounds Z can be cited below.

[0056] [Method Z1] In this compound Z, Q is a compound in which Q is the group represented by Q1.

[0057] [Method Z2] In this compound Z, Q is the group shown in Q1, R 2 and R 3 Compounds containing hydrogen atoms.

[0058] [Method Z3] In this compound Z, Q is a compound in which Q is the group shown in Q2.

[0059] [Method Z4] In this compound Z, Q is the group shown in Q2, R 4 and R 5 Compounds containing hydrogen atoms.

[0060] [Method Z5] In this compound Z, Q is a compound in which Q is the group shown in Q3.

[0061] [Method Z6] In this compound Z, Q is the group shown in Q3, R 6 Compounds containing hydrogen atoms.

[0062] [Method Z7] In this compound Z, Q is a compound in which Q is the group shown in Q4.

[0063] [Method Z8] In this compound Z, Q is the group shown in Q4, R 7 Compounds containing hydrogen atoms.

[0064] [Method Z9] In this compound Z, Q is a compound in which Q is the group shown in Q5.

[0065] [Method Z10] In this compound Z, Q is the group shown in Q5, X 2 For CH, X 4 Compounds that are CH.

[0066] [Method Z11] In this compound Z, Q is the group shown in Q5, X 1 For CH, X 2 For CH, X 3 X is a nitrogen atom.4 Compounds that are CH.

[0067] [Method Z12] In this compound Z, Q is the group shown in Q5, X 1 X is a nitrogen atom. 2 For CH, X 3 X is a nitrogen atom. 4 Compounds that are CH.

[0068] [Method Z13] In this compound Z, Q is a compound in which Q is the group shown in Q6.

[0069] [Method Z14] In this compound Z, Q is the group shown in Q6, R 8 R 9 R 10 and R 11 Compounds containing hydrogen atoms.

[0070] [Method Z15] In this compound Z, Q is a compound in which Q is a group represented by Q1, Q2, Q5 or Q6.

[0071] [Method Z16] In this compound Z, Q is a group represented by Q1, Q2, Q5 or Q6, and R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0072] [Method Z17] In this compound Z, Q is the group shown in Q1 or Q2, R 2 R 3 R 4 and R 5 Compounds containing hydrogen atoms.

[0073] [Method Z18] In this compound Z, Q is a group represented by Q5 or Q6, R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0074] [Scheme Z19] In this compound Z or any of Schemes Z1 to Z18, Z is a C2-C6 chain hydrocarbon group, a 5-6 membered aromatic heterocyclic group that can be substituted by one or more substituents selected from group D, or NR. 14 R 15 R 1 The following are substituted groups: C3-C10 alicyclic hydrocarbon groups that can be substituted by one or more C1-C6 chain hydrocarbon groups; 3-7 membered non-aromatic heterocyclic groups {the 3-7 membered non-aromatic heterocyclic group can be substituted by one or more substituents selected from group A2, and any atom among the atoms constituting the 3-7 membered non-aromatic heterocyclic group that is not bonded to Q can act as a spiro atom to form a C3-C7 alicyclic hydrocarbon}; and 5-7 membered aromatic heterocyclic groups that can be substituted by one or more substituents selected from group B2 (wherein, if Q is the group shown in Q6, excluding 1H-pyrazol-3-yl) {any two adjacent atoms among the atoms constituting the 5-7 membered aromatic heterocyclic group (wherein, if Q is the group shown in Q6, excluding 1H-pyrazol-3-yl) that are not bonded to Q can form another benzene ring containing the two adjacent atoms, or a C4-C7 alicyclic hydrocarbon}, or -C≡CR 13 Compounds.

[0075] Group A2: Group consisting of C1-C3 alkyl and halogen atoms.

[0076] Group B2: A group consisting of C3-C6 alicyclic hydrocarbon groups, C1-C6 chain hydrocarbon groups, and halogen atoms.

[0077] [Scheme Z20] In this compound Z or any of Schemes Z1 to Z18, Z is a C2-C6 chain hydrocarbon group, a 5-6 membered aromatic heterocyclic group that can be substituted by one or more substituents selected from group A2, or NR. 14 R 15 R 1 This can be a C3-C10 alicyclic hydrocarbon group that can be substituted by one or more C1-C6 chain hydrocarbon groups, a 3-7 membered non-aromatic heterocyclic group {the 3-7 membered non-aromatic heterocyclic group can be substituted by one or more substituents selected from group A2, and any atom among the atoms constituting the 3-7 membered non-aromatic heterocyclic group that is not bonded to Q can act as a spiro atom to form a C3-C7 alicyclic hydrocarbon}, or a 5-6 membered aromatic heterocyclic group that can be substituted by one or more substituents selected from group B2 (wherein, if Q is the group shown in Q6, excluding 1H-pyrazol-3-yl) {any two adjacent atoms among the atoms constituting the 5-6 membered aromatic heterocyclic group (wherein, if Q is the group shown in Q6, excluding 1H-pyrazol-3-yl) that are not bonded to Q can form another benzene ring containing the two adjacent atoms, or a C4-C7 alicyclic hydrocarbon}, or -C≡CR 13 R 14 and R 15They are the same or different from each other, and are C1-C6 alkyl groups, R 13 Compounds that are C1-C6 chain hydrocarbon groups or phenyl groups.

[0078] [Rule Z21] In this compound Z or any of routes Z3, Z4, Z15, Z16 or Z17, R 1 The C3-C10 alicyclic hydrocarbon group and the 3-10 membered non-aromatic heterocyclic group (wherein, if Q is the group shown in Q2, the carbon atom constituting the 3-10 membered non-aromatic heterocyclic group is bonded to the group shown in Q2) {The C3-C10 alicyclic hydrocarbon group and the 3-10 membered non-aromatic heterocyclic group (wherein, if Q is the group shown in Q2, the carbon atom constituting the 3-10 membered non-aromatic heterocyclic group is bonded to the group shown in Q2) can be selected Any atom not bonded to Q among the atoms constituting the C3-C10 alicyclic hydrocarbon group and the 3-10 membered non-aromatic heterocyclic group (wherein Q is the group shown in Q2, the carbon atom constituting the 3-10 membered non-aromatic heterocyclic group is bonded to the group shown in Q2) can act as a spiro atom to form a C3-C7 alicyclic hydrocarbon or a 3-7 membered non-aromatic heterocyclic ring; and a 5-7 membered aromatic heterocyclic group that can be substituted by one or more substituents selected from group B1 (wherein Q is the group shown in Q6, excluding 1H-pyrazole-3-yl; where Q is the group shown in Q2, the carbon atom constituting the 5-7 membered aromatic heterocyclic group is bonded to the group shown in Q2) {wherein Q is the group shown in Q6, excluding 1H-pyrazole-3-yl; where Q is the group shown in Q2, the carbon atom constituting the 5-7 membered aromatic heterocyclic group is bonded to the group shown in Q2) {wherein Q is the group shown in Q6, excluding 1H-pyrazole-3-yl; where Q is the group shown in Q2, the carbon atom constituting the 5-7 membered aromatic heterocyclic group is bonded to the group shown in Q2} In a monocyclic aromatic heterocycle (where the carbon atom of the group is bonded to the group shown in Q2), any two adjacent atoms not bonded to Q can form another benzene ring, C4-C7 alicyclic hydrocarbon, 4-7 membered non-aromatic heterocycle, or 5-7 membered aromatic heterocycle {where the benzene ring, the C4-C7 alicyclic hydrocarbon, the 4-7 membered non-aromatic heterocycle, and the 5-7 membered aromatic heterocycle can be substituted by one or more halogen atoms}, or -C≡CR 13 Compounds.

[0079] [Style Z22] In this compound Z or any of schemes Z3, Z4, Z15, Z16 or Z17, Z is a C2-C6 chain hydrocarbon group, a 5-6 membered aromatic heterocyclic group that can be substituted by one or more substituents selected from group D, or NR. 14 R 15 R 1A C3-C10 alicyclic hydrocarbon group or a 3-7 membered non-aromatic heterocyclic group (where Q is the group shown in Q2, the carbon atom constituting the 3-7 membered non-aromatic heterocyclic group is bonded to the group shown in Q2) can be replaced by one or more substituents selected from group A2. Any atom among the atoms constituting the 3-7 membered non-aromatic heterocyclic group (where Q is the group shown in Q2, the carbon atom constituting the 3-7 membered non-aromatic heterocyclic group is bonded to the group shown in Q2) that is not bonded to Q can serve as a spiro atom to form C3. -C7 alicyclic hydrocarbon}, a 5-7 membered aromatic heterocyclic group that can be substituted by one or more substituents selected from group B2 (wherein, if Q is the group shown in Q6, excluding 1H-pyrazole-3-yl, and if Q is the group shown in Q2, the carbon atom constituting the 5-7 membered aromatic heterocyclic group is bonded to the group shown in Q2) {where any two adjacent atoms not bonded to Q in the atoms constituting the 5-7 membered aromatic heterocyclic group (wherein, if Q is the group shown in Q6, excluding 1H-pyrazole-3-yl, and if Q is the group shown in Q2, the carbon atom constituting the 5-7 membered aromatic heterocyclic group is bonded to the group shown in Q2) can form another benzene ring containing the two adjacent atoms, or a C4-C7 alicyclic hydrocarbon}, or -C≡CR 13 Compounds.

[0080] [Style Z23] In this compound Z or any of schemes Z3, Z4, Z15, Z16 or Z17, Z is a C2-C6 chain hydrocarbon group, a 5-6 membered aromatic heterocyclic group that can be substituted by one or more substituents selected from group A2, or NR. 14 R 15 R 1A C3-C10 alicyclic hydrocarbon group or a 3-7 membered non-aromatic heterocyclic group (where Q is the group shown in Q2, the carbon atom constituting the 3-7 membered non-aromatic heterocyclic group is bonded to the group shown in Q2) can be replaced by one or more substituents selected from group A2. Any atom among the atoms constituting the 3-7 membered non-aromatic heterocyclic group (where Q is the group shown in Q2, the carbon atom constituting the 3-7 membered non-aromatic heterocyclic group is bonded to the group shown in Q2) that is not bonded to Q can serve as a spiro atom to form a C3- C7 alicyclic hydrocarbon}, or a 5-6 membered aromatic heterocyclic group that can be substituted by one or more substituents selected from group B2 (wherein, if Q is the group shown in Q6, excluding 1H-pyrazole-3-yl, and if Q is the group shown in Q2, the carbon atom constituting the 5-6 membered aromatic heterocyclic group is bonded to the group shown in Q2) {where any two adjacent atoms of the atoms constituting the 5-6 membered aromatic heterocyclic group (wherein, if Q is the group shown in Q6, excluding 1H-pyrazole-3-yl, and if Q is the group shown in Q2, the carbon atom constituting the 5-6 membered aromatic heterocyclic group is bonded to the group shown in Q2) that are not bonded to Q can form another benzene ring containing the two adjacent atoms, or a C4-C7 alicyclic hydrocarbon}, or -C≡CR 13 R 14 and R 15 They are the same or different from each other, and are C1-C6 alkyl groups, R 13 Compounds that are C1-C6 chain hydrocarbon groups or phenyl groups.

[0081] Examples of compounds N can be cited as a form of this compound N.

[0082] [Method 1] In this compound N, Z is a C2-C6 chain hydrocarbon group.

[0083] [Method 2] In this compound N, Z is a C2-C6 alkyl compound.

[0084] [Method 3] In this compound N, Z is an ethyl or propyl compound.

[0085] [Method 4] In this compound N, Z is a methyl group that is substituted with one or more fluorine atoms.

[0086] [Method 5] In this compound N, Z is a trifluoromethyl compound.

[0087] [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}.

[0088] [Method 7] In this compound N, Z is a compound of 2-methoxyethyl or 2-ethoxyethyl.

[0089] [Method 8] In this compound N, Z is a compound with a C3-C8 alicyclic hydrocarbon group.

[0090] [Method 9] In this compound N, Z is a compound of cyclopropyl, cyclopentyl or cyclohexyl.

[0091] [Method 10] In this compound N, Z is a 3-8 membered non-aromatic heterocyclic group.

[0092] [Method 11] In this compound N, Z is a compound of 3-tetrahydrofuranyl or 3-tetrahydrothiophenyl.

[0093] [Method 12] In this compound N, Z is a 5-10 membered aromatic heterocyclic group that can be substituted by one or more substituents selected from group D.

[0094] [Method 13] In this compound N, Z is a compound of a 5-membered aromatic heterocyclic group that can be substituted by one or more substituents selected from group D.

[0095] [Method 14] In this compound N, Z is a compound of a 6-membered aromatic heterocyclic group that can be substituted by one or more substituents selected from group D.

[0096] [Method 15] In this compound N, Z is a compound of 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl or 2-pyrazinyl.

[0097] [Method 16] In this compound N, Z is a compound of 2-furanyl, 3-furanyl, 2-thienyl or 3-thienyl.

[0098] [Method 17] In this compound N, Z is NR. 14 R 15 Compounds.

[0099] [Method 18] In this compound N, Z is a dimethylamino compound.

[0100] [Method 19] In this compound N, Z is a 5-6 membered aromatic heterocyclic group.

[0101] [Method 20] In this compound N, Z is a C2-C6 chain hydrocarbon group or a 5-6 membered aromatic heterocyclic group.

[0102] [Method 21] In this compound N, Z is a C2-C6 alkyl or 5-membered aromatic heterocyclic group.

[0103] [Method 22] In this compound N, Z is a C2-C6 alkyl or a 6-membered aromatic heterocyclic group.

[0104] [Method 23] In this compound N, Z is a compound of ethyl, propyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl, 2-pyrazinyl, 2-furanyl, 3-furanyl, 2-thiophenyl or 3-thiophenyl.

[0105] [Method 24] In this compound N, Q is a compound in which Q is the group represented by Q1.

[0106] [Method 25] In this compound N, Q is the group shown in Q1, R 2 and R 3 Compounds containing hydrogen atoms.

[0107] [Method 26] In Method 1, Q is the group shown in Q1, R 2 and R 3 Compounds containing hydrogen atoms.

[0108] [Method 27] In Method 2, Q is the group shown in Q1, R 2 and R 3 Compounds containing hydrogen atoms.

[0109] [Method 28] In Method 3, Q is the group shown in Q1, R 2 and R 3 Compounds containing hydrogen atoms.

[0110] [Method 29] In Method 12, Q is the group shown in Q1, R 2 and R 3 Compounds containing hydrogen atoms.

[0111] [Method 30] In Method 13, Q is the group shown in Q1, R 2 and R 3 Compounds containing hydrogen atoms.

[0112] [Method 31] In Method 14, Q is the group shown in Q1, R 2 and R 3 Compounds containing hydrogen atoms.

[0113] [Method 32] In Method 15, Q is the group shown in Q1, R 2 and R 3 Compounds containing hydrogen atoms.

[0114] [Method 33] In Method 16, Q is the group shown in Q1, R 2 and R 3 Compounds containing hydrogen atoms.

[0115] [Method 34] In Method 19, Q is the group shown in Q1, R 2 and R 3 Compounds containing hydrogen atoms.

[0116] [Method 35] In Method 20, Q is the group shown in Q1, R 2 and R 3 Compounds containing hydrogen atoms.

[0117] [Method 36] In Method 21, Q is the group shown in Q1, R 2 and R 3 Compounds containing hydrogen atoms.

[0118] [Method 37] In Method 22, Q is the group shown in Q1, R 2 and R 3 Compounds containing hydrogen atoms.

[0119] [Method 38] In Method 23, Q is the group shown in Q1, R 2 and R 3 Compounds containing hydrogen atoms.

[0120] [Method 39] In this compound N, Q is a compound in which Q is the group represented by Q2.

[0121] [Method 40] In this compound N, Q is the group shown in Q2, R 4 and R 5 Compounds containing hydrogen atoms.

[0122] [Method 41] In this compound N, Q is a compound in which Q is the group represented by Q3.

[0123] [Method 42] In this compound N, Q is the group shown in Q3, R 6 Compounds containing hydrogen atoms.

[0124] [Method 43] In this compound N, Q is a compound in which Q is the group represented by Q4.

[0125] [Method 44] In this compound N, Q is the group shown in Q4, R 7 Compounds containing hydrogen atoms.

[0126] [Method 45] In this compound N, Q is a compound in which Q is the group shown in Q5.

[0127] [Method 46] In this compound N, Q is the group shown in Q5, X 2 For CR 16 X 4 For CR 18 Compounds.

[0128] [Method 47] In this compound N, Q is the group shown in Q5, X 2 For CR 16 X 4 For CR 18 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0129] [Method 48] In Method 1, Q is the group shown in Q5, X 2 For CR 16 X 4 For CR 18 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0130] [Method 49] In Method 2, Q is the group shown in Q5, X 2 For CR 16 X 4 For CR 18 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0131] [Method 50] In Method 3, Q is the group shown in Q5, X 2 For CR 16 X 4 For CR 18 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0132] [Method 51] In Method 12, Q is the group shown in Q5, X 2 For CR 16 X 4 For CR 18 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0133] [Method 52] In Method 13, Q is the group shown in Q5, X 2 For CR 16 X 4 For CR 18 R 12 R 16R 17 and R 18 Compounds containing hydrogen atoms.

[0134] [Method 53] In Method 14, Q is the group shown in Q5, X 2 For CR 16 X 4 For CR 18 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0135] [Method 54] In Method 15, Q is the group shown in Q5, X 2 For CR 16 X 4 For CR 18 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0136] [Method 55] In Method 16, Q is the group shown in Q5, X 2 For CR 16 X 4 For CR 18 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0137] [Method 56] In Method 19, Q is the group shown in Q5, X 2 For CR 16 X 4 For CR 18 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0138] [Method 57] In Method 20, Q is the group shown in Q5, X 2 For CR 16 X 4 For CR 18 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0139] [Method 58] In Method 21, Q is the group shown in Q5, X 2 For CR16 X 4 For CR 18 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0140] [Method 59] In Method 22, Q is the group shown in Q5, X 2 For CR 16 X 4 For CR 18 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0141] [Method 60] In Method 23, Q is the group shown in Q5, X 2 For CR 16 X 4 For CR 18 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0142] [Method 61] In this compound N, Q is the group shown in Q5, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0143] [Method 62] In Method 1, Q is the group shown in Q5, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0144] [Method 63] In Method 2, Q is the group shown in Q5, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18Compounds containing hydrogen atoms.

[0145] [Method 64] In Method 3, Q is the group shown in Q5, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0146] [Method 65] In Method 12, Q is the group shown in Q5, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0147] [Method 66] In Method 13, Q is the group shown in Q5, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0148] [Method 67] In Method 14, Q is the group shown in Q5, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0149] [Method 68] In Method 15, Q is the group shown in Q5, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0150] [Method 69] In Method 16, Q is the group shown in Q5, X 2 For CR 16 X3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0151] [Method 70] In Method 19, Q is the group shown in Q5, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0152] [Method 71] In Method 20, Q is the group shown in Q5, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0153] [Method 72] In Method 21, Q is the group shown in Q5, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0154] [Method 73] In Method 22, Q is the group shown in Q5, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0155] [Method 74] In Method 23, Q is the group shown in Q5, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18Compounds containing hydrogen atoms.

[0156] [Method 75] In this compound N, Q is the group shown in Q5, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0157] [Method 76] In Method 1, Q is the group shown in Q5, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0158] [Method 77] In Method 2, Q is the group shown in Q5, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0159] [Method 78] In Method 3, Q is the group shown in Q5, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0160] [Method 79] In Method 12, Q is the group shown in Q5, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4For CR 18 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0161] [Method 80] In Method 13, Q is the group shown in Q5, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0162] [Method 81] In Method 14, Q is the group shown in Q5, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0163] [Method 82] In Method 15, Q is the group shown in Q5, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0164] [Method 83] In Method 16, Q is the group shown in Q5, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0165] [Method 84] In Method 19, Q is the group shown in Q5, X 1 For CR 12X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0166] [Method 85] In Method 20, Q is the group shown in Q5, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0167] [Method 86] In Method 21, Q is the group shown in Q5, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0168] [Method 87] In Method 22, Q is the group shown in Q5, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0169] [Method 88] In Method 23, Q is the group shown in Q5, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0170] [Method 89] In this compound N, Q is a compound in which Q is the group represented by Q6.

[0171] [Method 90] In this compound N, Q is the group shown in Q6, R 8 R 9 R 10 and R 11 Compounds containing hydrogen atoms.

[0172] [Method 91] In Method 1, Q is the group shown in Q6, R 8 R 9 R 10 and R 11 Compounds containing hydrogen atoms.

[0173] [Method 92] In Method 2, Q is the group shown in Q6, R 8 R 9 R 10 and R 11 Compounds containing hydrogen atoms.

[0174] [Method 93] In Method 3, Q is the group shown in Q6, R 8 R 9 R 10 and R 11 Compounds containing hydrogen atoms.

[0175] [Method 94] In Method 12, Q is the group shown in Q6, R 8 R 9 R 10 and R 11 Compounds containing hydrogen atoms.

[0176] [Method 95] In Method 13, Q is the group shown in Q6, R 8 R 9 R 10 and R 11 Compounds containing hydrogen atoms.

[0177] [Method 96] In Method 14, Q is the group shown in Q6, R 8 R 9 R 10 and R 11 Compounds containing hydrogen atoms.

[0178] [Method 97] In Method 15, Q is the group shown in Q6, R 8 R 9 R 10 and R 11 Compounds containing hydrogen atoms.

[0179] [Method 98] In Method 16, Q is the group shown in Q6, R 8 R 9 R 10 and R 11 Compounds containing hydrogen atoms.

[0180] [Method 99] In Method 19, Q is the group shown in Q6, R 8 R 9 R 10 and R 11 Compounds containing hydrogen atoms.

[0181] [Method 100] In Method 20, Q is the group shown in Q6, R 8 R 9 R 10 and R 11 Compounds containing hydrogen atoms.

[0182] [Method 101] In Method 21, Q is the group shown in Q6, R 8 R 9 R 10 and R 11 Compounds containing hydrogen atoms.

[0183] [Method 102] In Method 22, Q is the group shown in Q6, R 8 R 9 R 10 and R 11 Compounds containing hydrogen atoms.

[0184] [Method 103] In Method 23, Q is the group shown in Q6, R 8 R 9 R 10 and R 11 Compounds containing hydrogen atoms.

[0185] [Method 104] In this compound N, Q is a compound in which Q is a group represented by Q1 or a group represented by Q2.

[0186] [Method 105] In this compound N, Q is the group shown in Q1 or the group shown in Q2, R 2 R 3 R 4 and R 5 Compounds containing hydrogen atoms.

[0187] [Method 106] In this compound N, Q is a compound in which Q is a group represented by Q2, Q3 or Q4.

[0188] [Method 107] In this compound N, Q is the group shown in Q2, the group shown in Q3, or the group shown in Q4, R4 R 5 R 6 and R 7 Compounds containing hydrogen atoms.

[0189] [Method 108] In this compound N, Q is the group shown in Q3 or the group shown in Q4, R 6 and R 7 Compounds containing hydrogen atoms.

[0190] [Method 109] In this compound N, Q is a group represented by Q5 or a group represented by Q6.

[0191] [Method 110] In this compound N, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 Compounds.

[0192] [Method 111] In this compound N, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0193] [Method 112] In Method 1, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0194] [Method 113] In Method 2, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 8 R 9 R 10R 11 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0195] [Method 114] In Method 3, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0196] [Method 115] In Method 12, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0197] [Method 116] In Method 13, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0198] [Method 117] In Method 14, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 8 R 9 R 10 R 11R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0199] [Method 118] In Method 15, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0200] [Method 119] In Method 16, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0201] [Method 120] In Method 19, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0202] [Method 121] In Method 20, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 8 R 9 R 10 R 11 R 12R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0203] [Method 122] In Method 21, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0204] [Method 123] In Method 22, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0205] [Method 124] In Method 23, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0206] [Method 125] In this compound N, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R12 R 16 and R 18 Compounds containing hydrogen atoms.

[0207] [Method 126] In Method 1, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0208] [Method 127] In Method 2, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0209] [Method 128] In Method 3, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0210] [Method 129] In Method 12, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R12 R 16 and R 18 Compounds containing hydrogen atoms.

[0211] [Method 130] In Method 13, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0212] [Method 131] In Method 14, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0213] [Method 132] In Method 15, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0214] [Method 133] In Method 16, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0215] [Method 134] In Method 19, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0216] [Method 135] In Method 20, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0217] [Method 136] In Method 21, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0218] [Method 137] In Method 22, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R11 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0219] [Method 138] In Method 23, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0220] [Method 139] In this compound N, Q is the group shown in Q5 or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0221] [Method 140] In Method 1, Q is the group shown in Q5 or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0222] [Method 141] In Method 2, Q is the group shown in Q5 or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0223] [Method 142] In Method 3, Q is the group shown in Q5 or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0224] [Method 143] In Method 12, Q is the group shown in Q5 or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0225] [Method 144] In Method 13, Q is the group shown in Q5 or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18Compounds containing hydrogen atoms.

[0226] [Method 145] In Method 14, Q is the group shown in Q5 or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0227] [Method 146] In Method 15, Q is the group shown in Q5 or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0228] [Method 147] In Method 16, Q is the group shown in Q5 or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0229] [Method 148] In Method 19, Q is the group shown in Q5 or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom.4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0230] [Method 149] In Method 20, Q is the group shown in Q5 or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0231] [Method 150] In Method 21, Q is the group shown in Q5 or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0232] [Method 151] In Method 22, Q is the group shown in Q5 or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0233] [Method 152] In Method 23, Q is the group shown in Q5 or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0234] [Method 153] In this compound N, Q is a compound in which Q is a group represented by Q1, Q2, Q5 or Q6.

[0235] [Method 154] In this compound N, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0236] [Method 155] In Method 1, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0237] [Method 156] In Method 2, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0238] [Method 157] In Method 3, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0239] [Method 158] In Method 12, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0240] [Method 159] In Method 13, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0241] [Method 160] In Method 14, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0242] [Method 161] In Method 15, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0243] [Method 162] In Method 16, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0244] [Method 163] In Method 19, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0245] [Method 164] In Method 20, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0246] [Method 165] In Method 21, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0247] [Method 166] In Method 22, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0248] [Method 167] In Method 23, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 Compounds containing hydrogen atoms.

[0249] [Method 168] In this compound N, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0250] [Method 169] In Method 1, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0251] [Method 170] In Method 2, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R12 R 16 and R 18 Compounds containing hydrogen atoms.

[0252] [Method 171] In Method 3, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0253] [Method 172] In Method 12, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0254] [Method 173] In Method 13, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 2 R 3 R 4 R5 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0255] [Method 174] In Method 14, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0256] [Method 175] In Method 15, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0257] [Method 176] In Method 16, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom.4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0258] [Method 177] In Method 19, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0259] [Method 178] In Method 20, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0260] [Method 179] In Method 21, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0261] [Method 180] In Method 22, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0262] [Method 181] In Method 23, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 Compounds containing hydrogen atoms.

[0263] [Method 182] In this compound N, n is 1.

[0264] [Method 183] In this compound N, n is 2.

[0265] [Method 184] In this compound N, Q is the group shown in Q1, and n is 2.

[0266] [Method 185] In this compound N, Q is the group shown in Q1, R 2 and R 3 A compound with hydrogen atoms and n = 2.

[0267] [Method 186] In Method 1, Q is the group shown in Q1, R 2 and R 3 A compound with hydrogen atoms and n = 2.

[0268] [Method 187] In Method 2, Q is the group shown in Q1, R 2 and R 3 A compound with hydrogen atoms and n = 2.

[0269] [Method 188] In Method 3, Q is the group shown in Q1, R 2 and R 3 A compound with hydrogen atoms and n = 2.

[0270] [Method 189] In Method 12, Q is the group shown in Q1, R 2 and R 3 A compound with hydrogen atoms and n = 2.

[0271] [Method 190] In Method 13, Q is the group shown in Q1, R 2 and R 3 A compound with hydrogen atoms and n = 2.

[0272] [Scheme 191] In Scheme 14, Q is the group shown in Q1, R 2 and R 3 A compound with hydrogen atoms and n = 2.

[0273] [Scheme 192] In Scheme 15, Q is the group shown in Q1, R 2 and R 3 A compound with hydrogen atoms and n = 2.

[0274] [Scheme 193] In Scheme 16, Q is the group shown in Q1, R 2 and R 3 A compound with hydrogen atoms and n = 2.

[0275] [Scheme 194] In Scheme 19, Q is the group shown in Q1, R 2 and R 3 A compound with hydrogen atoms and n = 2.

[0276] [Scheme 195] In Scheme 20, Q is the group shown in Q1, R 2 and R 3 A compound with hydrogen atoms and n = 2.

[0277] [Method 196] In Method 21, Q is the group shown in Q1, R 2 and R 3 A compound with hydrogen atoms and n = 2.

[0278] [Scheme 197] In Scheme 22, Q is the group shown in Q1, R 2 and R 3 A compound with hydrogen atoms and n = 2.

[0279] [Method 198] In Method 23, Q is the group shown in Q1, R 2 and R 3 A compound with hydrogen atoms and n = 2.

[0280] [Method 199] In this compound N, Q is the group represented by Q2, and n is 2.

[0281] [Method 200] In this compound N, Q is the group shown in Q2, R 4 and R 5 A compound with hydrogen atoms and n = 2.

[0282] [Method 201] In this compound N, Q is the group shown in Q3, and n is 2.

[0283] [Method 202] In this compound N, Q is the group shown in Q3, R 6 A compound with hydrogen atoms and n = 2.

[0284] [Method 203] In this compound N, Q is the group shown in Q4, and n is 2.

[0285] [Method 204] In this compound N, Q is the group shown in Q4, R 7 A compound with hydrogen atoms and n = 2.

[0286] [Method 205] In this compound N, Q is the group shown in Q5, and n is 2.

[0287] [Method 206] In this compound N, Q is the group shown in Q5, X 2 For CR 16 X 4For CR 18 Compounds where n is 2.

[0288] [Method 207] In this compound N, Q is the group shown in Q5, X 2 For CR 16 X 4 For CR 18 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0289] [Method 208] In Method 1, Q is the group shown in Q5, X 2 For CR 16 X 4 For CR 18 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0290] [Method 209] In Method 2, Q is the group shown in Q5, X 2 For CR 16 X 4 For CR 18 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0291] [Method 210] In Method 3, Q is the group shown in Q5, X 2 For CR 16 X 4 For CR 18 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0292] [Method 211] In Method 12, Q is the group shown in Q5, X 2 For CR 16 X 4 For CR 18 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0293] [Method 212] In Method 13, Q is the group shown in Q5, X 2For CR 16 X 4 For CR 18 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0294] [Method 213] In Method 14, Q is the group shown in Q5, X 2 For CR 16 X 4 For CR 18 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0295] [Method 214] In Method 15, Q is the group shown in Q5, X 2 For CR 16 X 4 For CR 18 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0296] [Method 215] In Method 16, Q is the group shown in Q5, X 2 For CR 16 X 4 For CR 18 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0297] [Method 216] In Method 19, Q is the group shown in Q5, X 2 For CR 16 X 4 For CR 18 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0298] [Method 217] In Method 20, Q is the group shown in Q5, X 2 For CR 16 X 4 For CR 18 R 12 R 16 R17 and R 18 A compound with hydrogen atoms and n = 2.

[0299] [Method 218] In Method 21, Q is the group shown in Q5, X 2 For CR 16 X 4 For CR 18 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0300] [Method 219] In Method 22, Q is the group shown in Q5, X 2 For CR 16 X 4 For CR 18 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0301] [Method 220] In Method 23, Q is the group shown in Q5, X 2 For CR 16 X 4 For CR 18 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0302] [Method 221] In this compound N, Q is the group shown in Q5, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0303] [Method 222] In Method 1, Q is the group shown in Q5, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0304] [Method 223] In Method 2, Q is the group shown in Q5, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0305] [Method 224] In Method 3, Q is the group shown in Q5, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0306] [Method 225] In Method 12, Q is the group shown in Q5, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0307] [Method 226] In Method 13, Q is the group shown in Q5, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0308] [Method 227] In Method 14, Q is the group shown in Q5, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0309] [Method 228] In Method 15, Q is the group shown in Q5, X 2 For CR 16 X 3X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0310] [Method 229] In Method 16, Q is the group shown in Q5, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0311] [Method 230] In Method 19, Q is the group shown in Q5, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0312] [Method 231] In Method 20, Q is the group shown in Q5, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0313] [Method 232] In Method 21, Q is the group shown in Q5, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0314] [Method 233] In Method 22, Q is the group shown in Q5, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16and R 18 A compound with hydrogen atoms and n = 2.

[0315] [Method 234] In Method 23, Q is the group shown in Q5, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0316] [Method 235] In this compound N, Q is the group shown in Q5, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0317] [Method 236] In Method 1, Q is the group shown in Q5, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0318] [Method 237] In Method 2, Q is the group shown in Q5, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0319] [Method 238] In Method 3, Q is the group shown in Q5, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom.4 For CR 18 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0320] [Method 239] In Method 12, Q is the group shown in Q5, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0321] [Method 240] In Method 13, Q is the group shown in Q5, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0322] [Method 241] In Method 14, Q is the group shown in Q5, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0323] [Method 242] In Method 15, Q is the group shown in Q5, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0324] [Method 243] In Method 16, Q is the group shown in Q5, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0325] [Method 244] In Method 19, Q is the group shown in Q5, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0326] [Method 245] In Method 20, Q is the group shown in Q5, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0327] [Method 246] In Method 21, Q is the group shown in Q5, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0328] [Method 247] In Method 22, Q is the group shown in Q5, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR18 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0329] [Method 248] In Method 23, Q is the group shown in Q5, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0330] [Method 249] In this compound N, Q is the group shown in Q6, and n is 2.

[0331] [Method 250] In this compound N, Q is the group shown in Q6, R 8 R 9 R 10 and R 11 A compound with hydrogen atoms and n = 2.

[0332] [Method 251] In Method 1, Q is the group shown in Q6, R 8 R 9 R 10 and R 11 A compound with hydrogen atoms and n = 2.

[0333] [Method 252] In Method 2, Q is the group shown in Q6, R 8 R 9 R 10 and R 11 A compound with hydrogen atoms and n = 2.

[0334] [Method 253] In Method 3, Q is the group shown in Q6, R 8 R 9 R 10 and R 11 A compound with hydrogen atoms and n = 2.

[0335] [Method 254] In Method 12, Q is the group shown in Q6, R 8 R 9 R 10 and R 11 A compound with hydrogen atoms and n = 2.

[0336] [Method 255] In Method 13, Q is the group shown in Q6, R8 R 9 R 10 and R 11 A compound with hydrogen atoms and n = 2.

[0337] [Method 256] In Method 14, Q is the group shown in Q6, R 8 R 9 R 10 and R 11 A compound with hydrogen atoms and n = 2.

[0338] [Method 257] In Method 15, Q is the group shown in Q6, R 8 R 9 R 10 and R 11 A compound with hydrogen atoms and n = 2.

[0339] [Method 258] In Method 16, Q is the group shown in Q6, R 8 R 9 R 10 and R 11 A compound with hydrogen atoms and n = 2.

[0340] [Method 259] In Method 19, Q is the group shown in Q6, R 8 R 9 R 10 and R 11 A compound with hydrogen atoms and n = 2.

[0341] [Method 260] In Method 20, Q is the group shown in Q6, R 8 R 9 R 10 and R 11 A compound with hydrogen atoms and n = 2.

[0342] [Method 261] In Method 21, Q is the group shown in Q6, R 8 R 9 R 10 and R 11 A compound with hydrogen atoms and n = 2.

[0343] [Method 262] In Method 22, Q is the group shown in Q6, R 8 R 9 R 10 and R 11 A compound with hydrogen atoms and n = 2.

[0344] [Method 263] In Method 23, Q is the group shown in Q6, R 8 R 9 R10 and R 11 A compound with hydrogen atoms and n = 2.

[0345] [Method 264] In this compound N, Q is a group represented by Q1 or Q2, and n is 2.

[0346] [Method 265] In this compound N, Q is the group shown in Q1 or the group shown in Q2, R 2 R 3 R 4 and R 5 A compound with hydrogen atoms and n = 2.

[0347] [Method 266] In this compound N, Q is a group represented by Q2, Q3 or Q4, and n is 2.

[0348] [Method 267] In this compound N, Q is the group shown in Q2, the group shown in Q3, or the group shown in Q4, R 4 R 5 R 6 and R 7 A compound with hydrogen atoms and n = 2.

[0349] [Method 268] In this compound N, Q is the group shown in Q3 or the group shown in Q4, R 6 and R 7 A compound with hydrogen atoms and n = 2.

[0350] [Method 269] In this compound N, Q is a group represented by Q5 or Q6, and n is 2.

[0351] [Method 270] In this compound N, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 Compounds where n is 2.

[0352] [Method 271] In this compound N, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0353] [Method 272] In Method 1, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0354] [Method 273] In Method 2, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0355] [Method 274] In Method 3, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0356] [Method 275] In Method 12, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0357] [Method 276] In Method 13, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0358] [Method 277] In Method 14, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0359] [Method 278] In Method 15, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0360] [Method 279] In Method 16, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18A compound with hydrogen atoms and n = 2.

[0361] [Method 280] In Method 19, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0362] [Method 281] In Method 20, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0363] [Method 282] In Method 21, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0364] [Method 283] In Method 22, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R18 A compound with hydrogen atoms and n = 2.

[0365] [Method 284] In Method 23, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0366] [Method 285] In this compound N, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0367] [Method 286] In Method 1, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0368] [Method 287] In Method 2, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R16 and R 18 A compound with hydrogen atoms and n = 2.

[0369] [Method 288] In Method 3, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0370] [Method 289] In Method 12, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0371] [Method 290] In Method 13, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0372] [Method 291] In Method 14, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0373] [Method 292] In Method 15, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0374] [Method 293] In Method 16, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0375] [Method 294] In Method 19, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0376] [Method 295] In Method 20, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0377] [Method 296] In Method 21, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0378] [Method 297] In Method 22, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0379] [Method 298] In Method 23, Q is the group shown in Q5 or the group shown in Q6, X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0380] [Method 299] In this compound N, Q is the group shown in Q5 or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0381] [Method 300] In Method 1, Q is the group shown in Q5 or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0382] [Method 301] In Method 2, Q is the group shown in Q5 or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0383] [Method 302] In Method 3, Q is the group shown in Q5 or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0384] [Method 303] In Method 12, Q is the group shown in Q5 or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0385] [Method 304] In Method 13, Q is the group shown in Q5 or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0386] [Method 305] In Method 14, Q is the group shown in Q5 or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0387] [Method 306] In Method 15, Q is the group shown in Q5 or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0388] [Method 307] In Method 16, Q is the group shown in Q5 or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0389] [Method 308] In Method 19, Q is the group shown in Q5 or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0390] [Method 309] In Method 20, Q is the group shown in Q5 or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0391] [Method 310] In Method 21, Q is the group shown in Q5 or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0392] [Method 311] In Method 22, Q is the group shown in Q5 or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0393] [Method 312] In Method 23, Q is the group shown in Q5 or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0394] [Method 313] In this compound N, Q is a group represented by Q1, Q2, Q5 or Q6, and n is 2.

[0395] [Method 314] In this compound N, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X2 For CR 16 X 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0396] [Method 315] In Method 1, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0397] [Method 316] In Method 2, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0398] [Method 317] In Method 3, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 2 For CR16 X 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0399] [Method 318] In Method 12, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0400] [Method 319] In Method 13, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0401] [Method 320] In Method 14, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 2 For CR 16 X4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0402] [Method 321] In Method 15, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0403] [Method 322] In Method 16, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0404] [Method 323] In Method 19, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 2 For CR 16 X 4 For CR18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0405] [Method 324] In Method 20, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0406] [Method 325] In Method 21, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0407] [Method 326] In Method 22, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0408] [Method 327] In Method 23, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 2 For CR 16 X 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 A compound with hydrogen atoms and n = 2.

[0409] [Method 328] In this compound N, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0410] [Method 329] In Method 1, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 1 For CR 12 X 2 For CR16 X 3 X is a nitrogen atom. 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0411] [Method 330] In Method 2, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0412] [Method 331] In Method 3, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0413] [Method 332] In Method 12, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0414] [Method 333] In Method 13, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0415] [Method 334] In Method 14, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0416] [Method 335] In Method 15, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0417] [Method 336] In Method 16, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0418] [Method 337] In Method 19, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 2 R 3 R4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0419] [Method 338] In Method 20, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0420] [Method 339] In Method 21, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0421] [Method 340] In Method 22, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 1 For CR 12 X 2 For CR 16X 3 X is a nitrogen atom. 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0422] [Method 341] In Method 23, Q is the group shown in Q1, the group shown in Q2, the group shown in Q5, or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 A compound with hydrogen atoms and n = 2.

[0423] [Method 342] In this compound N, R 1 A compound consisting of a C3-C10 alicyclic hydrocarbon group {the C3-C10 alicyclic hydrocarbon group may be substituted by one or more substituents selected from group A2, and any atom among the atoms constituting the C3-C10 alicyclic hydrocarbon group that is not bonded to Q may serve as a spiro atom to form a C3-C7 alicyclic hydrocarbon or a 3-7 membered non-aromatic heterocycle}.

[0424] Group A2: Group consisting of C1-C3 alkyl and halogen atoms.

[0425] [Method 343] In this compound N, R 1 It is a compound of C5-C7 alicyclic hydrocarbon group that can be substituted by one or more substituents selected from group A2.

[0426] [Method 344] In this compound N, R 1 Compounds that are cyclopropyl, cyclohexyl, 1-cyclopentenyl, 1-cyclohexenyl, or 4,4-dimethyl-1-cyclohexen-1-yl.

[0427] [Method 345] In this compound N, R 1 A compound consisting of a 3-10 member non-aromatic heterocyclic group {the 3-10 member non-aromatic heterocyclic group may be substituted by one or more substituents selected from group A2, and any atom among the atoms constituting the 3-10 member non-aromatic heterocyclic group that is not bonded to Q may serve as a spiro atom to form a C3-C7 alicyclic hydrocarbon or a 3-7 member non-aromatic heterocycle}.

[0428] [Method 346] In this compound N, R 1 It is a compound of a 5-7 membered non-aromatic heterocyclic group that can be substituted by one or more substituents selected from group A2.

[0429] [Method 347] In this compound N, R 1 Compounds that are 1-piperidinyl or 1-azacycloheptyl.

[0430] [Method 348] In this compound N, R 1 A compound having a C3-C10 alicyclic hydrocarbon group or a 3-10 membered non-aromatic heterocyclic group {the C3-C10 alicyclic hydrocarbon group and the 3-10 membered non-aromatic heterocyclic group may be substituted by one or more substituents selected from group A2, and any atom among the atoms constituting the C3-C10 alicyclic hydrocarbon group and the 3-10 membered non-aromatic heterocyclic group that is not bonded to Q may serve as a spiro atom to form a C3-C7 alicyclic hydrocarbon or a 3-7 membered non-aromatic heterocycle}.

[0431] [Method 349] In this compound N, R 1 A compound having a C5-C7 alicyclic hydrocarbon group or a 5-7 membered non-aromatic heterocyclic group {the C5-C7 alicyclic hydrocarbon group and the 5-7 membered non-aromatic heterocyclic group may be substituted by one or more substituents selected from group A2}.

[0432] [Method 350] In this compound N, R 1 A compound is a 5-7 membered aromatic heterocyclic group (where Q is the group shown in Q6, excluding 1H-pyrazol-3-yl) whose atoms can be substituted by one or more substituents selected from group B. {Any two adjacent atoms of the atoms constituting the 5-7 membered aromatic heterocyclic group (where Q is the group shown in Q6, excluding 1H-pyrazol-3-yl) that are not bonded to Q can form another C4-C7 alicyclic hydrocarbon, a 4-7 membered non-aromatic heterocycle, or a 5-7 membered aromatic heterocycle containing the two adjacent atoms}.

[0433] [Method 351] In this compound N, R 1 It is a compound of a 5-6 membered aromatic heterocyclic group that can be substituted by one or more substituents selected from group A2.

[0434] [Method 352] In this compound N, R 1 It is a compound of 2-pyridinyl, 3-pyridinyl, 4-pyridinyl, 5-chloro-6-fluoropyridin-3-yl, 6-chloro-5-methylpyridin-3-yl, 6-chloro-5-fluoropyridin-3-yl, 5-fluoro-6-methylpyridin-2-yl, 5-fluoro-4-methylpyridin-2-yl or 6-fluoro-5-methylpyridin-3-yl.

[0435] [Method 353] In this compound N, R 1 A compound comprising 1H-pyrazole-1-yl, 1H-pyrazole-3-yl, 1H-pyrazole-4-yl, 2-thienyl, 2-pyridyl, 3-pyridyl or 4-pyridyl {the 1H-pyrazole-1-yl, the 1H-pyrazole-3-yl, the 1H-pyrazole-4-yl, the 2-thienyl, the 2-pyridyl, the 3-pyridyl and the 4-pyridyl may be substituted by one or more substituents selected from group A2}.

[0436] [Method 354] In this compound N, R 1 It is a compound of a 5-membered aromatic heterocyclic group that can be substituted by one or more substituents selected from group A2.

[0437] [Method 355] In this compound N, R 1 It is a compound of a 6-membered aromatic heterocyclic group that can be substituted by one or more substituents selected from group A2.

[0438] [Method 356] In this compound N, R 1 -C≡CR 13 Compounds.

[0439] [Method 357] In this compound N, R 1 -C≡CR 13 R 13 Compounds that are C1-C6 chain hydrocarbon groups or C3-C7 alicyclic hydrocarbon groups.

[0440] [Method 358] In this compound N, R 1 Compounds that are 3,3-dimethyl-1-butyn-1-yl, 1-cyclohexen-1-yl, or 1-cyclopenten-1-yl.

[0441] [Method 359] In this compound N, R 1 It is a 3-10 membered non-aromatic heterocyclic group {this 3-10 membered non-aromatic heterocyclic group can be substituted by one or more substituents selected from group A2, and any atom among the atoms constituting the 3-10 membered non-aromatic heterocyclic group that is not bonded to Q can act as a spiro atom to form a C3-C7 alicyclic hydrocarbon or a 3-7 membered non-aromatic heterocycle}, a 5-7 membered aromatic heterocyclic group that can be substituted by one or more substituents selected from group B, or -C≡CR 13Compounds.

[0442] [Method 360] In this compound N, R 1 It is a 5-7 membered non-aromatic heterocyclic group that can be substituted by one or more substituents selected from group A2, a 5-7 membered aromatic heterocyclic group that can be substituted by one or more substituents selected from group A2, or -C≡CR 13 R 13 Compounds that are C1-C6 chain hydrocarbon groups or C3-C7 alicyclic hydrocarbon groups.

[0443] [Method 361] In this compound N, R 1 The 1-cyclopenten-1-yl, 1-cyclohexen-1-yl, 4,4-dimethyl-1-cyclohexen-1-yl, 1H-pyrazol-1-yl, 2-pyridyl, 3-pyridyl, 4-pyridyl {the 1H-pyrazol-1-yl, the 2-pyridyl, the 3-pyridyl, and the 4-pyridyl may be substituted by one or more substituents selected from group A2}, or -C≡CR 13 R 13 Compounds that are 3,3-dimethyl-1-butyn-1-yl, 1-cyclohexen-1-yl, or 1-cyclopenten-1-yl.

[0444] [Method 362] In this compound N, Z is a C2-C6 chain hydrocarbon group, or a 5-6 membered aromatic heterocyclic group that can be substituted by one or more substituents selected from group D; Q is the group shown in Q5 or the group shown in Q6; X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 For hydrogen atoms, R 1 Compounds that are 3-10 membered non-aromatic heterocyclic groups {the 3-10 membered non-aromatic heterocyclic group may be substituted by one or more substituents selected from group A2, and any atom among the atoms constituting the 3-10 membered non-aromatic heterocyclic group that is not bonded to Q may serve as a spiro atom to form a C3-C7 alicyclic hydrocarbon or a 3-7 membered non-aromatic heterocycle}, or compounds that are substituted by one or more substituents selected from group B and are 5-7 membered aromatic heterocyclic groups.

[0445] [Method 363] In this compound N, Z is a C2-C6 alkyl or a 5-6 membered aromatic heterocyclic group, Q is the group shown in Q5 or the group shown in Q6, X 1 For CR 12 X 2 For CR16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 For hydrogen atoms, R 1 It is a compound of a 5-7 membered non-aromatic heterocyclic group that can be substituted by one or more substituents selected from group A2, or a 5-6 membered aromatic heterocyclic group that can be substituted by one or more substituents selected from group A2.

[0446] [Method 364] In this compound N, Z is ethyl, propyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl, 2-pyrazinyl, 2-furanyl, 3-furanyl, 2-thienyl, or 3-thienyl; Q is the group shown in Q5 or Q6; X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 For hydrogen atoms, R 1 It is a compound of 3-bromo-1H-pyrazole-1-yl, 4-chloro-3-methyl-1H-pyrazole-1-yl, 4-bromo-3-methyl-1H-pyrazole-1-yl, 5-chloro-6-fluoropyridin-3-yl, 6-chloro-5-methylpyridin-3-yl, 6-chloro-5-fluoropyridin-3-yl, 5-fluoro-6-methylpyridin-2-yl, 5-fluoro-4-methylpyridin-2-yl, or 6-fluoro-5-methylpyridin-3-yl, where n is 2.

[0447] [Method 365] In this compound N, Z is ethyl, propyl, or 2-thiophene, Q is the group shown in Q5 or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R12 R 16 and R 18 For hydrogen atoms, R 1 Compounds that are 1H-pyrazol-1-yl, 2-pyridinyl or 3-pyridinyl {the 1H-pyrazol-1-yl, the 2-pyridinyl or the 3-pyridinyl may be substituted by one or more substituents selected from group A2}.

[0448] [Method 366] In this compound N, Z is ethyl, propyl, 2-furanyl, 3-furanyl, or 2-thienyl, Q is the group shown in Q5 or the group shown in Q6, X 1 For CR 12 X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 For hydrogen atoms, R 1 Compounds comprising 1-piperidinyl, 4-methyl-piperidin-1-yl, 4,4-dimethyl-piperidin-1-yl, 1-azacycloheptyl, 1H-pyrazol-1-yl, 2-pyridinyl or 3-pyridinyl {the 1H-pyrazol-1-yl, the 2-pyridinyl and the 3-pyridinyl may be substituted by one or more substituents selected from group A2}.

[0449] [Method 367] In Method 365, the compound in which n is 2.

[0450] [Method 368] In Method 365, Q is the group shown in Q5, and n is 2.

[0451] [Method 369] In Method 366, the compound with n being 2.

[0452] [Scheme 370] In Scheme 366, Q is the group shown in Q5, and n is 2.

[0453] [Method 371] In this compound N, Z is a C2-C6 chain hydrocarbon group, or a 5-6 membered aromatic heterocyclic group that can be substituted by one or more substituents selected from group D; Q is the group shown in Q1, Q2, Q5, or Q6; X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 2 R 3R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 For hydrogen atoms, R 1 Compounds that are 3-10 membered non-aromatic heterocyclic groups {the 3-10 membered non-aromatic heterocyclic group may be substituted by one or more substituents selected from group A2, and any atom among the atoms constituting the 3-10 membered non-aromatic heterocyclic group that is not bonded to Q may serve as a spiro atom to form a C3-C7 alicyclic hydrocarbon or a 3-7 membered non-aromatic heterocycle}, or compounds that are substituted by one or more substituents selected from group B and are 5-7 membered aromatic heterocyclic groups.

[0454] [Scheme 372] In compound N or any of Schemes 1 to 341, R 1 The C3-C10 alicyclic hydrocarbon group and the 3-10 membered non-aromatic heterocyclic group (wherein, if Q is the group shown in Q2, the carbon atom constituting the 3-10 membered non-aromatic heterocyclic group is bonded to the group shown in Q2) {The C3-C10 alicyclic hydrocarbon group and the 3-10 membered non-aromatic heterocyclic group (wherein, if Q is the group shown in Q2, the carbon atom constituting the 3-10 membered non-aromatic heterocyclic group is bonded to the group shown in Q2) can be substituted by one or more substituents selected from group A, and any atom among the atoms constituting the C3-C10 alicyclic hydrocarbon group and the 3-10 membered non-aromatic heterocyclic group (wherein, if Q is the group shown in Q2, the carbon atom constituting the 3-10 membered non-aromatic heterocyclic group is bonded to the group shown in Q2) that is not bonded to Q can serve as a spiro atom to form a C3-C7 alicyclic hydrocarbon or 3-7 membered non-aromatic heterocycles, 5-7 membered aromatic heterocyclic groups that can be substituted by one or more substituents selected from group B (wherein, if Q is the group shown in Q6, excluding 1H-pyrazole-3-yl, and if Q is the group shown in Q2, the carbon atom constituting the 5-7 membered aromatic heterocyclic group is bonded to the group shown in Q2) {where any two adjacent atoms of the atoms constituting the 5-7 membered aromatic heterocyclic group (wherein, if Q is the group shown in Q6, excluding 1H-pyrazole-3-yl, and if Q is the group shown in Q2, the carbon atom constituting the 5-7 membered aromatic heterocyclic group is bonded to the group shown in Q2) that are not bonded to Q can form another C4-C7 alicyclic hydrocarbon, 4-7 membered non-aromatic heterocycle, or 5-7 membered aromatic heterocycle containing the two adjacent atoms}, or -C≡CR 13 Compounds.

[0455] [Method 373] In this compound N, R 1A compound consisting of a 3-10 nucleotide nonaromatic heterocyclic group (wherein, if Q is the group shown in Q2, the carbon atom constituting the 3-10 nucleotide nonaromatic heterocyclic group is bonded to the group shown in Q2) {the 3-10 nucleotide nonaromatic heterocyclic group (wherein, if Q is the group shown in Q2, the carbon atom constituting the 3-10 nucleotide nonaromatic heterocyclic group is bonded to the group shown in Q2) can be substituted by one or more substituents selected from group A2, and any atom among the atoms constituting the 3-10 nucleotide nonaromatic heterocyclic group (wherein, if Q is the group shown in Q2, the carbon atom constituting the 3-10 nucleotide nonaromatic heterocyclic group is bonded to the group shown in Q2) that is not bonded to Q can serve as a spiro atom to form a C3-C7 alicyclic hydrocarbon or a 3-7 nucleotide nonaromatic heterocycle}.

[0456] [Method 374] In this compound N, R 1 A compound that is a 5-7 member non-aromatic heterocyclic group that can be substituted by one or more substituents selected from group A2 (wherein, if Q is the group shown in Q2, the carbon atom constituting the 5-7 member non-aromatic heterocyclic group is bonded to the group shown in Q2).

[0457] [Method 375] In this compound N, Q is the group shown in Q1, Q3, Q4, Q5, or Q6, and R 1 Compounds that are 1-piperidinyl or 1-azacycloheptyl.

[0458] [Method 376] In this compound N, R 1 A compound consisting of a C3-C10 alicyclic hydrocarbon group or a 3-10 membered non-aromatic heterocyclic group (wherein, if Q is the group shown in Q2, the carbon atom constituting the 3-10 membered non-aromatic heterocyclic group is bonded to the group shown in Q2) {the C3-C10 alicyclic hydrocarbon group and the 3-10 membered non-aromatic heterocyclic group (wherein, if Q is the group shown in Q2, the carbon atom constituting the 3-10 membered non-aromatic heterocyclic group is bonded to the group shown in Q2) can be substituted by one or more substituents selected from group A2, and any atom among the atoms constituting the C3-C10 alicyclic hydrocarbon group and the 3-10 membered non-aromatic heterocyclic group (wherein, if Q is the group shown in Q2, the carbon atom constituting the 3-10 membered non-aromatic heterocyclic group is bonded to the group shown in Q2) that is not bonded to Q can serve as a spiro atom to form a C3-C7 alicyclic hydrocarbon or a 3-7 membered non-aromatic heterocycle}.

[0459] [Method 377] In this compound N, R 1A compound that is a C5-C7 alicyclic hydrocarbon group or a 5-7 membered non-aromatic heterocyclic group (wherein, if Q is the group shown in Q2, the carbon atom constituting the 5-7 membered non-aromatic heterocyclic group is bonded to the group shown in Q2) {the C5-C7 alicyclic hydrocarbon group and the 5-7 membered non-aromatic heterocyclic group (wherein, if Q is the group shown in Q2, the carbon atom constituting the 5-7 membered non-aromatic heterocyclic group is bonded to the group shown in Q2) can be substituted by one or more substituents selected from group A2}.

[0460] [Method 378] In this compound N, R 1 A compound is a 5-7 membered aromatic heterocyclic group (wherein Q is the group shown in Q6, excluding 1H-pyrazole-3-yl; where Q is the group shown in Q2, the carbon atom constituting the 5-7 membered aromatic heterocyclic group is bonded to the group shown in Q2) whose atoms are not bonded to Q, and which can form another C4-C7 alicyclic hydrocarbon, 4-7 membered non-aromatic heterocycle, or 5-7 membered aromatic heterocycle containing the two adjacent atoms.

[0461] [Method 379] In this compound N, R 1 A compound that is a 5-6 membered aromatic heterocyclic group that can be substituted by one or more substituents selected from group A2 (wherein, if Q is the group shown in Q6, excluding 1H-pyrazol-3-yl, and if Q is the group shown in Q2, the carbon atom constituting the 5-6 membered aromatic heterocyclic group is bonded to the group shown in Q2).

[0462] [Method 380] In this compound N, Q is the group shown in Q1, Q3, Q4, Q5, or Q6, and R 1 A compound comprising 1H-pyrazole-1-yl, 1H-pyrazole-3-yl, 1H-pyrazole-4-yl, 2-thienyl, 2-pyridyl, 3-pyridyl or 4-pyridyl {the 1H-pyrazole-1-yl, the 1H-pyrazole-3-yl, the 1H-pyrazole-4-yl, the 2-thienyl, the 2-pyridyl, the 3-pyridyl and the 4-pyridyl may be substituted by one or more substituents selected from group A2}.

[0463] [Method 381] In this compound N, R 1A compound that is a 5-membered aromatic heterocyclic group that can be substituted by one or more substituents selected from group A2 (wherein, if Q is the group shown in Q6, excluding 1H-pyrazol-3-yl, and if Q is the group shown in Q2, the carbon atom constituting the 5-membered aromatic heterocyclic group is bonded to the group shown in Q2).

[0464] [Method 382] In this compound N, R 1 A compound that is a 6-membered aromatic heterocyclic group that can be substituted by one or more substituents selected from group A2 (wherein, if Q is the group shown in Q2, the carbon atom constituting the 6-membered aromatic heterocyclic group is bonded to the group shown in Q2).

[0465] [Method 383] In this compound N, R 1 A 3-10 member non-aromatic heterocyclic group (wherein, if Q is the group shown in Q2, the carbon atom constituting the 3-10 member non-aromatic heterocyclic group is bonded to the group shown in Q2) {This 3-10 member non-aromatic heterocyclic group (wherein, if Q is the group shown in Q2, the carbon atom constituting the 3-10 member non-aromatic heterocyclic group is bonded to the group shown in Q2) may be substituted by one or more substituents selected from group A2 to form the 3-10 member non-aromatic heterocyclic group (wherein, if Q is the group shown in Q2, the carbon atom constituting the 3-10 member non-aromatic heterocyclic group is bonded to the group shown in Q2) Any atom not bonded to Q among the atoms of a 10-membered non-aromatic heterocyclic group (where the carbon atom of the 10-membered non-aromatic heterocyclic group is bonded to the group shown in Q2) can serve as a spiroatom to form a C3-C7 alicyclic hydrocarbon or a 3-7-membered non-aromatic heterocycle; a 5-7-membered aromatic heterocyclic group that can be substituted by one or more substituents selected from group B (wherein, if Q is the group shown in Q6, excluding 1H-pyrazol-3-yl; if Q is the group shown in Q2, the carbon atom constituting the 5-7-membered aromatic heterocyclic group is bonded to the group shown in Q2); or -C≡CR 13 Compounds.

[0466] [Method 384] In this compound N, R 1 It is a 5-7 membered non-aromatic heterocyclic group that can be substituted by one or more substituents selected from group A2 (wherein, if Q is the group shown in Q2, the carbon atom constituting the 5-7 membered non-aromatic heterocyclic group is bonded to the group shown in Q2), a 5-7 membered aromatic heterocyclic group that can be substituted by one or more substituents selected from group A2 (wherein, if Q is the group shown in Q6, excluding 1H-pyrazole-3-yl, and if Q is the group shown in Q2, the carbon atom constituting the 5-7 membered aromatic heterocyclic group is bonded to the group shown in Q2), or -C≡CR 13 R 13 Compounds that are C1-C6 chain hydrocarbon groups or C3-C7 alicyclic hydrocarbon groups.

[0467] [Method 385] In this compound N, Q is the group shown in Q1, Q3, Q4, Q5, or Q6, and R 1 The 1-cyclopenten-1-yl, 1-cyclohexen-1-yl, 4,4-dimethyl-1-cyclohexen-1-yl, 1H-pyrazol-1-yl, 2-pyridyl, 3-pyridyl, 4-pyridyl {the 1H-pyrazol-1-yl, the 2-pyridyl, the 3-pyridyl, and the 4-pyridyl may be substituted by one or more substituents selected from group A2}, or -C≡CR 13 R 13 Compounds that are 3,3-dimethyl-1-butyn-1-yl, 1-cyclohexen-1-yl, or 1-cyclopenten-1-yl.

[0468] [Method 386] In this compound N, Z is a C2-C6 chain hydrocarbon group, or a 5-6 membered aromatic heterocyclic group that can be substituted by one or more substituents selected from group D; Q is the group shown in Q1, Q2, Q5, or Q6; X 2 For CR 16 X 3 X is a nitrogen atom. 4 For CR 18 R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 R 12 R 16 and R 18 For hydrogen atoms, R 1 A compound consisting of a 3-10 nucleotide nonaromatic heterocyclic group (wherein Q is the group shown in Q2, the carbon atom constituting the 3-10 nucleotide nonaromatic heterocyclic group is bonded to the group shown in Q2) {wherein Q is the group shown in Q2, the carbon atom constituting the 3-10 nucleotide nonaromatic heterocyclic group is bonded to the group shown in Q2) can be substituted by one or more substituents selected from group A2, and any atom among the atoms constituting the 3-10 nucleotide nonaromatic heterocyclic group (wherein Q is the group shown in Q2, the carbon atom constituting the 3-10 nucleotide nonaromatic heterocyclic group is bonded to the group shown in Q2) that is not bonded to Q can serve as a spiro atom to form a C3-C7 alicyclic hydrocarbon or a 3-7 nucleotide nonaromatic heterocycle}, or a 5-7 nucleotide aromatic heterocyclic group that can be substituted by one or more substituents selected from group B.

[0469] Examples of compounds Z in this invention include the following compounds.

[0470] [Method CZ1] In compound Z of the present invention, Z a Compounds with C2-C6 chain hydrocarbon groups.

[0471] [Method CZ2] In compound Z of the present invention, Z a Compounds that are C2-C6 alkyl groups.

[0472] [Method CZ3] In compound Z of the present invention, Z a Compounds that are ethyl or propyl.

[0473] [Method CZ4] In compound Z of the present invention, Z a Compounds with C3-C8 alicyclic hydrocarbon groups.

[0474] [Method CZ5] In compound Z of the present invention, Z a Compounds that are cyclopropyl, cyclopentyl, or cyclohexyl.

[0475] [Method CZ6] In compound Z of the present invention, Z a For can be selected from group D a Compounds of 5-10 membered aromatic heterocyclic groups substituted with one or more substituents.

[0476] [Method CZ7] In compound Z of the present invention, Z a It is a compound with a 5-membered aromatic heterocyclic group.

[0477] [Method CZ8] In compound Z of the present invention, Z a Compounds that are 2-furanyl, 3-furanyl, 2-thienyl or 3-thienyl.

[0478] [Method CZ9] In compound Z of the present invention, Z a It is a compound with a 6-membered aromatic heterocyclic group.

[0479] [Method CZ10] In compound Z of the present invention, Z a It is a compound of 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl or 2-pyrazinyl.

[0480] [Method CZ11] In compound Z of the present invention, Z a Compounds consisting of 5-6 membered aromatic heterocyclic groups.

[0481] [Method CZ12] In compound Z of the present invention, Z a Compounds that are C2-C6 alkyl or 5-6 membered aromatic heterocyclic groups.

[0482] [Method CZ13] In compound Z of the present invention, Z aIt 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.

[0483] [Method CZ14] In compound Z of the present invention, Z a Compounds that are ethyl, propyl, or 2-thienyl.

[0484] [Method CZ15] In compound Z of the present invention, X 1a Compounds that are CH.

[0485] [Method CZ16] In compound Z of the present invention, X 1a Compounds containing nitrogen atoms.

[0486] [Method CZ17] In compound Z of the present invention, R 1a It is a 3-7 membered non-aromatic heterocyclic group {this 3-7 membered non-aromatic heterocyclic group can be selected from group A} a The substitution of one or more substituents in the 3-7 membered non-aromatic heterocyclic group allows any atom not bonded to pyridine or pyrazine to act as a spiro atom to form a compound of C3-C7 alicyclic hydrocarbon or 3-7 membered non-aromatic heterocycle.

[0487] [Method CZ18] In compound Z of the present invention, R 1a For can be selected from group A a Compounds of 5-7 membered nonaromatic heterocyclic groups substituted with one or more substituents in section 2.

[0488] Group A a 2: Group consisting of C1-C3 alkyl groups and halogen atoms.

[0489] [Method CZ19] In compound Z of the present invention, R 1a Compounds that are 1-piperidinyl, 4-methyl-piperidin-1-yl, 4,4-dimethyl-piperidin-1-yl, or 1-azacycloheptyl.

[0490] [Method CZ20] In compound Z of the present invention, R 1a It is a 5-7 membered aromatic heterocyclic group {this 5-7 membered aromatic heterocyclic group can be selected from group B1} a A compound in which one or more substituents are substituted, such that any two adjacent atoms of the atoms constituting the 5-7 membered aromatic heterocyclic group that are not bonded to pyridine or pyrazine can form another benzene ring, C4-C7 alicyclic hydrocarbon, 4-7 membered non-aromatic heterocycle, or 5-7 membered aromatic heterocycle {the benzene ring, the C4-C7 alicyclic hydrocarbon, the 4-7 membered non-aromatic heterocycle, and the 5-7 membered aromatic heterocycle can be substituted by one or more halogen atoms}.

[0491] [Method CZ21] In compound Z of the present invention, R 1a For can be selected from group A a Compounds of 5-membered aromatic heterocyclic groups substituted with one or more substituents in section 2 {any two adjacent atoms of the atoms constituting the 5-membered aromatic heterocycle that are not bonded to pyridine or pyrazine may form another benzene ring or a C4-C7 alicyclic hydrocarbon containing the two adjacent atoms {the benzene ring and the C4-C7 alicyclic hydrocarbon may be substituted with one or more halogen atoms}}.

[0492] [Method CZ22] In compound Z of the present invention, R 1a It is 1H-pyrazole-1-yl, 1H-pyrazole-3-yl, or 1H-pyrazole-4-yl {the 1H-pyrazole-1-yl, 1H-pyrazole-3-yl, and 1H-pyrazole-4-yl can be selected from group A} a Compounds in section 2 that are substituted with one or more substituents.

[0493] [Method CZ23] In compound Z of the present invention, R 1a For can be selected from group A a Compounds in which one or more substituents of the 1H-pyrazole-1- group are substituted.

[0494] [Method CZ24] In compound Z of the present invention, R 1a For can be selected from group A a Compounds in which one or more of the substituents in section 2 are substituted with a 6-membered aromatic heterocyclic group.

[0495] [Method CZ25] In compound Z of the present invention, R 1a It is 2-pyridyl, 3-pyridyl, or 4-pyridyl {the 2-pyridyl, 3-pyridyl, and 4-pyridyl can be selected from group A} a 2 with one or more substituents substituted} [Method CZ26] In compound Z of the present invention, R 1a For can be selected from group A a Compounds of 5-6 membered aromatic heterocyclic groups substituted with one or more substituents in section 2 {any two adjacent atoms of the atoms constituting the 5-6 membered aromatic heterocyclic group that are not bonded to pyridine or pyrazine may form another benzene ring or C4-C7 alicyclic hydrocarbon containing the two adjacent atoms {the benzene ring and the C4-C7 alicyclic hydrocarbon may be substituted with one or more halogen atoms}}.

[0496] [Method CZ27] In compound Z of the present invention, R 1aThe 1H-pyrazole-1-yl, 1H-pyrazole-3-yl, 1H-pyrazole-4-yl, 2-pyridyl, 3-pyridyl, or 4-pyridyl group can be selected from group A. a Compounds in section 2 that are substituted with one or more substituents.

[0497] [Method CZ28] The compound Z of the present invention, wherein na is 1.

[0498] [Method CZ29] Compound Z of the present invention, wherein na is 2.

[0499] [CZ30] In CZ15, the compound in which na is 1.

[0500] [Rule CZ31] In Rule CZ16, the compound in which na is 1.

[0501] [CZ32] In CZ15, the compound in which na is 2.

[0502] [Rule CZ33] In Rule CZ16, the compound in which na is 2.

[0503] [Method CZ34] In compound Z of the present invention, Z a It is a C2-C6 alkyl or a 5-membered aromatic heterocyclic group, R 1a It is a 6-7 membered non-aromatic heterocyclic group or a 5-6 membered aromatic heterocyclic group {the 6-7 membered non-aromatic heterocyclic group and the 5-6 membered aromatic heterocyclic group can be selected from group A} a Compounds in section 2 that are substituted with one or more substituents.

[0504] [Method CZ35] In Method CZ34, na is 2, X 1a Compounds that are CH.

[0505] [Method CZ36] In compound Z of the present invention, Z a It is ethyl, propyl, or 2-thienyl, R 1a The 1-piperidinyl, 4-methyl-piperidin-1-yl, 4,4-dimethyl-piperidin-1-yl, 1-azacycloheptyl, 1H-pyrazole-1-yl, 1H-pyrazole-3-yl, 1H-pyrazole-4-yl, 2-pyridinyl, 3-pyridinyl, or 4-pyridinyl {the 1H-pyrazole-1-yl, 1H-pyrazole-3-yl, 1H-pyrazole-4-yl, 2-pyridinyl, 3-pyridinyl, and 4-pyridinyl can be selected from group A} a Compounds in section 2 that are substituted with one or more substituents.

[0506] [Method CZ37] In Method CZ36, na is 2, X 1a Compounds that are CH.

[0507] [Method CZ38] In compound Z of the present invention, Z a It is a C2-C6 alkyl or a 5-membered aromatic heterocyclic group, R 1a It is a 6-7 membered non-aromatic heterocyclic group or a 6 membered aromatic heterocyclic group {the 6-7 membered non-aromatic heterocyclic group and the 6 membered aromatic heterocyclic group can be selected from group A} a Compounds in section 2 that are substituted with one or more substituents.

[0508] [Method CZ39] In compound Z of the present invention, Z a It is ethyl, propyl, or 2-thienyl, R 1a The 2-pyridinyl, 3-pyridinyl, or 4-pyridinyl groups are selected from group A. a Compounds in section 2 that are substituted with one or more substituents.

[0509] In method CZ38, na is 2, and X is 2. 1a Compounds that are CH.

[0510] In method CZ39, na is 2, and X is 2. 1a Compounds that are CH.

[0511] Examples of compounds N in this invention include the following compounds.

[0512] [Method C1] In compound N of the present invention, Z a Compounds with C2-C6 chain hydrocarbon groups.

[0513] [Method C2] In compound N of the present invention, Z a Compounds that are C2-C6 alkyl groups.

[0514] [Method C3] In compound N of the present invention, Z a Compounds that are ethyl or propyl.

[0515] [Method C4] In compound N of the present invention, Z a Compounds with C3-C8 alicyclic hydrocarbon groups.

[0516] [Method C5] In compound N of the present invention, Z a Compounds that are cyclopropyl, cyclopentyl, or cyclohexyl.

[0517] [Method C6] In compound N of the present invention, Za For can be selected from group D a Compounds of 5-10 membered aromatic heterocyclic groups substituted with one or more substituents.

[0518] [Method C7] In compound N of the present invention, Z a It is a compound with a 5-membered aromatic heterocyclic group.

[0519] [Method C8] In compound N of the present invention, Z a Compounds that are 2-furanyl, 3-furanyl, 2-thienyl or 3-thienyl.

[0520] [Method C9] In compound N of the present invention, Z a It is a compound with a 6-membered aromatic heterocyclic group.

[0521] [Method C10] 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.

[0522] [Method C11] In compound N of the present invention, Z a Compounds consisting of 5-6 membered aromatic heterocyclic groups.

[0523] [Method C12] In compound N of the present invention, Z a Compounds that are C2-C6 alkyl or 5-6 membered aromatic heterocyclic groups.

[0524] [Method C13] 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.

[0525] [Method C14] In compound N of the present invention, Z a Compounds that are ethyl, propyl, or 2-thienyl.

[0526] [Method C15] In compound N of the present invention, X 1a Compounds that are CH.

[0527] [Method C16] In compound N of the present invention, X 1a Compounds containing nitrogen atoms.

[0528] [Method C17] In compound N of the present invention, R 1a It is a 3-7 membered non-aromatic heterocyclic group {this 3-7 membered non-aromatic heterocyclic group can be selected from group A} aThe substitution of one or more substituents in the 3-7 membered non-aromatic heterocyclic group allows any atom not bonded to pyridine or pyrazine to act as a spiro atom to form a compound of C3-C7 alicyclic hydrocarbon or 3-7 membered non-aromatic heterocycle.

[0529] [Method C18] In compound N of the present invention, R 1a For can be selected from group A a Compounds of 5-7 membered nonaromatic heterocyclic groups substituted with one or more substituents in section 2.

[0530] Group A a 2: Group consisting of C1-C3 alkyl groups and halogen atoms.

[0531] [Method C19] In compound N of the present invention, R 1a Compounds that are 1-piperidinyl, 4-methyl-piperidin-1-yl, 4,4-dimethyl-piperidin-1-yl, or 1-azacycloheptyl.

[0532] [Method C20] In compound N of the present invention, R 1a It is a 5-7 membered aromatic heterocyclic group {this 5-7 membered aromatic heterocyclic group can be selected from group B} a If one or more substituents are substituted, any two adjacent atoms of the atoms constituting the 5-7 membered aromatic heterocyclic group that are not bonded to pyridine or pyrazine can form another C4-C7 alicyclic hydrocarbon, a 4-7 membered non-aromatic heterocycle, or a 5-7 membered aromatic heterocycle containing the two adjacent atoms.

[0533] [Method C21] In compound N of the present invention, R 1a For can be selected from group A a Compounds in which one or more of the substituents in 2 are substituted with a 5-membered aromatic heterocyclic group.

[0534] [Method C22] In compound N of the present invention, R 1a It is 1H-pyrazole-1-yl, 1H-pyrazole-3-yl, or 1H-pyrazole-4-yl {the 1H-pyrazole-1-yl, 1H-pyrazole-3-yl, and 1H-pyrazole-4-yl can be selected from group A} a Compounds in section 2 that are substituted with one or more substituents.

[0535] [Method C23] In compound N of the present invention, R 1a For can be selected from group A a Compounds in which one or more substituents of the 1H-pyrazole-1- group are substituted.

[0536] [Method C24] In compound N of the present invention, R 1a For can be selected from group A aCompounds in which one or more of the substituents in section 2 are substituted with a 6-membered aromatic heterocyclic group.

[0537] [Method C25] In compound N of the present invention, R 1a It is 2-pyridyl, 3-pyridyl, or 4-pyridyl {the 2-pyridyl, 3-pyridyl, and 4-pyridyl can be selected from group A} a Compounds in section 2 that are substituted with one or more substituents.

[0538] [Method C26] In compound N of the present invention, R 1a For can be selected from group A a Compounds of 5-6 membered aromatic heterocyclic groups substituted with one or more substituents in 2.

[0539] [Method C27] In compound N of the present invention, R 1a The 1H-pyrazole-1-yl, 1H-pyrazole-3-yl, 1H-pyrazole-4-yl, 2-pyridyl, 3-pyridyl, or 4-pyridyl group can be selected from group A. a Compounds in section 2 that are substituted with one or more substituents.

[0540] [Method C28] A compound in which na is 1 in compound N of the present invention.

[0541] [Method C29] Compound N of the present invention, wherein na is 2.

[0542] [Scheme C30] In scheme C15, the compound in which na is 1.

[0543] [Scheme C31] In scheme C16, the compound in which na is 1.

[0544] [Scheme C32] In scheme C15, the compound in which na is 2.

[0545] [Scheme C33] In scheme C16, the compound in which na is 2.

[0546] [Method C34] In compound N of the present invention, Z a It is a C2-C6 alkyl or a 5-membered aromatic heterocyclic group, R 1a It is a 6-7 membered non-aromatic heterocyclic group or a 5-6 membered aromatic heterocyclic group {the 6-7 membered non-aromatic heterocyclic group and the 5-6 membered aromatic heterocyclic group can be selected from group A} a Compounds in section 2 that are substituted with one or more substituents.

[0547] [Method C35] In Method C34, na is 2, X 1a Compounds that are CH.

[0548] [Method C36] In compound N of the present invention, Z a It is ethyl, propyl, or 2-thienyl, R 1a The 1-piperidinyl, 4-methyl-piperidin-1-yl, 4,4-dimethyl-piperidin-1-yl, 1-azacycloheptyl, 1H-pyrazole-1-yl, 1H-pyrazole-3-yl, 1H-pyrazole-4-yl, 2-pyridinyl, 3-pyridinyl, or 4-pyridinyl {the 1H-pyrazole-1-yl, 1H-pyrazole-3-yl, 1H-pyrazole-4-yl, 2-pyridinyl, 3-pyridinyl, and 4-pyridinyl can be selected from group A} a Compounds in section 2 that are substituted with one or more substituents.

[0549] [Method C37] In Method C36, na is 2, X 1a Compounds that are CH.

[0550] [Method C38] In compound N of the present invention, Z a It is a C2-C6 alkyl or a 5-membered aromatic heterocyclic group, R 1a It is a 6-7 membered non-aromatic heterocyclic group or a 6 membered aromatic heterocyclic group {the 6-7 membered non-aromatic heterocyclic group and the 6 membered aromatic heterocyclic group can be selected from group A} a Compounds in section 2 that are substituted with one or more substituents.

[0551] [Method C39] In compound N of the present invention, Z a It is ethyl, propyl, or 2-thienyl, R 1a The 2-pyridinyl, 3-pyridinyl, or 4-pyridinyl groups are selected from group A. a Compounds in section 2 that are substituted with one or more substituents.

[0552] [Method C40] In Method C38, na is 2, X 1a Compounds that are CH.

[0553] [Method C41] In Method C39, na is 2, X 1a Compounds that are CH.

[0554] [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.

[0555] [Method A2] A method for controlling soybean rust fungus, which is carried out by treating soybeans or the soil in which soybeans are cultivated with this compound W.

[0556] [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.

[0557] [Method AC2] Seeds or vegetative reproductive organs that retain an effective amount of this compound.

[0558] [Method AC3] 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 W of the present invention.

[0559] [Method AC4] Seeds or vegetative reproductive organs that retain an effective amount of this compound W.

[0560] Next, the method for manufacturing this compound W (including compound W of the present invention) will be described.

[0561] 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.

[0562] [Chemical Formula 4] [In the formula, QA represents the group shown in Q2, Q3, Q4, Q5, or Q6, and Z...] 51 The symbols represent C2-C6 chain hydrocarbon groups, methyl groups substituted with one or more fluorine atoms, C1-C2 alkyl groups {where the C1-C2 alkyl group is substituted with a methoxy or ethoxy group}, C3-C8 alicyclic hydrocarbon groups, 3-8 membered non-aromatic heterocyclic groups {where the C3-C8 alicyclic hydrocarbon group and the 3-8 membered non-aromatic heterocyclic group can be substituted with one or more substituents selected from group C}, or 5-10 membered aromatic heterocyclic groups substituted with one or more substituents selected from group D. Other symbols have the same meaning as above. First, the method for producing compound (Ib) from compound (Ia) is described.

[0563] 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.

[0564] Examples of oxidizing agents used in the reaction include sodium periodate, m-chloroperbenzoic acid (hereinafter referred to as mCPBA), and hydrogen peroxide.

[0565] When using hydrogen peroxide as an oxidant, an alkali or catalyst can be added as needed.

[0566] 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).

[0567] 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).

[0568] In the reaction, the oxidant is usually used in a ratio of 1 to 1.2 moles relative to 1 mole of compound (Ia).

[0569] 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.

[0570] 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).

[0571] Next, a method for producing compound (Ic) from compound (Ib) is described.

[0572] 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.

[0573] Examples of oxidizing agents used in the reaction include mCPBA and hydrogen peroxide.

[0574] When using hydrogen peroxide as an oxidant, an alkali or catalyst can be added as needed.

[0575] 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).

[0576] 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).

[0577] In the reaction, the oxidant is usually used in a ratio of 1 to 2 moles relative to 1 mole of compound (Ib).

[0578] 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.

[0579] 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).

[0580] Alternatively, compound (Ic) can also be produced in a one-step reaction (one-pot process) by reacting compound (Ia) with an oxidizing agent.

[0581] 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).

[0582] Manufacturing method B The compound represented by formula (Id) (hereinafter referred to as compound (Id)) can be prepared by reacting the compound represented by formula (B1) (hereinafter referred to as compound (B1)) with the compound represented by formula (M1) (hereinafter referred to as compound (M1)) in the presence of a base.

[0583] [Chemical Formula 5] [In the formula, X] 51 This represents a chlorine atom or OS(O)₂Z; other symbols have the same meaning as described 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; esters such as methyl acetate and ethyl acetate; nitriles; water; and mixtures of two or more of these.

[0584] Examples of bases used in reactions 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); alkali metal hydroxides such as lithium hydroxide, sodium hydroxide, potassium hydroxide, and cesium hydroxide (hereinafter referred to as alkali metal hydroxides); alkali metal hydrides such as lithium hydride and sodium hydride (hereinafter referred to as alkali metal hydrides); and alkali metal alkoxides such as sodium tert-butoxide and potassium tert-butoxide (hereinafter referred to as alkali metal alkoxides).

[0585] 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.

[0586] The reaction temperature is typically in the range of -20 to 150°C. The reaction time is typically in the range of 0.1 to 120 hours.

[0587] After the reaction is complete, the reaction mixture is mixed with water and then extracted with an organic solvent. The organic layer is then dried, concentrated, and other post-processing operations to obtain the compound (Id).

[0588] Compound (M1) is a commercially available compound or can be manufactured using known methods.

[0589] Manufacturing method B-1 The compound represented by formula (IdA) (hereinafter referred to as compound (IdA)) can be prepared by reacting compound (B1) with the compound represented by formula (M1-A) (hereinafter referred to as compound (M1-A)) in the presence of a base.

[0590] [Chemical Formula 6] [In the formula, the symbols have the same meaning as in the preceding text.] The reaction can be carried out using compound (M1-A) instead of compound (M1) according to manufacturing method B.

[0591] The compound (M1-A) is a commercially available compound or can be manufactured using known methods, such as those described in Synthesis, 1987, 1, 72-73.

[0592] Manufacturing method C Compound (Ia) can be prepared by reacting the compound of formula (B2) (hereinafter referred to as compound (B2)) with the compound of formula (M2) (hereinafter referred to as compound (M2)) in the presence of a base.

[0593] [Chemical Formula 7] [In the formula, X] 52 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, hydrocarbons, amides, water, and mixtures of two or more of them.

[0594] Examples of bases used in reactions include alkali metal hydrides, alkali metal carbonates, organic bases, sodium hydride, and tripotassium phosphate.

[0595] X 52 In the case of bromine atoms, iodine atoms, or trifluoromethanesulfonyloxy groups, metal catalysts and / or ligands may be added as needed.

[0596] 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 (B2).

[0597] 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 (B2).

[0598] In the reaction, the compound (M2) is usually used in a ratio of 1 to 10 moles relative to 1 mole of the compound (B2), and the base is usually used in a ratio of 1 to 10 moles.

[0599] 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.

[0600] 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).

[0601] The compound (M2) is known or can be manufactured using known methods.

[0602] Manufacturing method D Compound (Ic) can also be produced by reacting compound (B2) with the compound shown in formula (M3) (hereinafter referred to as compound (M3)).

[0603] [Chemical Formula 8] [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, dimethyl sulfoxide (hereinafter referred to as DMSO), water, and mixtures of two or more of them.

[0604] In the reaction, compound (M3) is usually used in a ratio of 1 to 3 moles relative to 1 mole of compound (B2).

[0605] 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.

[0606] 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 (Ic).

[0607] The compound (M3) is known or can be manufactured using known methods.

[0608] Manufacturing method E Compound (Ia) can also be prepared by reacting the compound shown in formula (B3) (hereinafter referred to as compound (B3)) with the compound shown in formula (M4) (hereinafter referred to as compound (M4)) in the presence of a base.

[0609] [Chemical Formula 9] [In the formula, X] 53 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, ethers, halogenated hydrocarbons, amides, esters, nitriles, water, and mixtures of two or more of them.

[0610] Examples of bases used in reactions include organic bases, alkali metal carbonates, alkali metal bicarbonates, sodium hydride, and tripotassium phosphate.

[0611] Metal catalysts and / or ligands may also be used in the reaction, depending on the requirements.

[0612] Examples of metal catalysts used in the reaction 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 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 (B3).

[0613] 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, 1,10-phenanthroline, trans-1,2-cyclohexanediamine, trans-N,N'-dimethylcyclohexane-1,2-diamine, N,N'-dimethylethylenediamine, and N,N-dimethylglycine hydrochloride. When a ligand is used in the reaction, it is typically used in a ratio of 0.01 to 1 mole relative to 1 mole of compound (B3).

[0614] In the reaction, compound (M4) is usually used in a ratio of 1 to 10 moles relative to 1 mole of compound (B3), and the base is usually used in a ratio of 1 to 10 moles.

[0615] 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.

[0616] 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).

[0617] The compound (M4) is known or can be manufactured using known methods.

[0618] Manufacturing method F The compound shown in formula (Ie) (hereinafter referred to as compound (Ie)) can be prepared by reacting the compound shown in formula (B4) (hereinafter referred to as compound (B4)) with the compound shown in formula (M5) (hereinafter referred to as compound (M5)) in the presence of a base.

[0619] [Chemical Formula 10] In the formula, R 14X and R 15X Same or different from each other, indicating C1-C6 alkyl, methyl substituted with one or more fluorine atoms, or C1-C2 alkyl {the C1-C2 alkyl is substituted with methoxy or ethoxy}, or R 14X and R 15X They can form 3-8 membered non-aromatic heterocycles together with the nitrogen atoms they are bonded to {the 3-8 membered non-aromatic heterocycle can be substituted by one or more substituents selected from group C}, or 5-10 membered aromatic heterocycles can be substituted by one or more substituents selected from group D, other symbols having 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, water, and mixtures of two or more of them.

[0620] Examples of bases used in reactions include organic bases, alkali metal carbonates, alkali metal bicarbonates, sodium hydride, and tripotassium phosphate.

[0621] In the reaction, compound (M5) 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.

[0622] 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.

[0623] 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 (Ie).

[0624] The compound (M5) is known or can be manufactured using known methods.

[0625] Manufacturing method F-1 The compound shown in formula (IeA) (hereinafter referred to as compound (IeA)) can be manufactured by a process (hereinafter referred to as process (1)) of reacting compound (B3) with an oxidizing agent to obtain the compound shown in formula (B3-A) (hereinafter referred to as compound (B3-A)) and a process (hereinafter referred to as process (2)) of reacting compound (B3-A) with compound (M5) in the presence of a base.

[0626] [Chemical Formula 11] [In the formula, the symbols have the same meaning as in the preceding text.] The procedure (1) can be performed according to, for example, the method described in International Publication No. 2016 / 204096, the method described in Tetrahedron Letters, 2017, 58, 2244-2247, the method described in Synthesis, 1987, 1, 72-73, the method described in Organic Letter, 2019, 21, 1484-1487, or the method described in Bioorganic & Medicinal Chemistry Letter, 2013, 23, 3723-3727.

[0627] Process (2) can be performed by using compound (B3-A) instead of compound (B4) in accordance with manufacturing method F.

[0628] Manufacturing method G The compound represented by formula (If) (hereinafter referred to as compound (If)) can be prepared by reacting the compound represented by formula (B5) (hereinafter referred to as compound (B5)) with the compound represented by formula (M6) (hereinafter referred to as compound (M6)) in the presence of a palladium catalyst and a base.

[0629] [Chemical Formula 12] [In the formula, QB represents the group shown in Q1, the group shown in Q3, the group shown in Q4, the group shown in Q5, or the group shown in Q6, X] 54 Met represents a chlorine atom, bromine atom, iodine atom, or trifluoromethanesulfonyloxy group. 1 It represents B(OH)₂ or 4,4,5,5-tetramethyl-1,3,2-dioxacyclopentaborane-2-yl, R 1XThis indicates a C3-C10 alicyclic hydrocarbon group or a 3-10 membered non-aromatic heterocyclic group {the C3-C10 alicyclic hydrocarbon group and the 3-10 membered non-aromatic heterocyclic group can be substituted by one or more substituents selected from group A, and none of the atoms constituting the C3-C10 alicyclic hydrocarbon group and the 3-10 membered non-aromatic heterocyclic group are substituted with Met.} 1 Any atom bonded to QB can form a C3-C7 alicyclic hydrocarbon or a 3-7 membered non-aromatic heterocycle as a spiro atom, or a 5-7 membered aromatic heterocyclic group that can be substituted by one or more substituents selected from group B1 (wherein, if QB is the group shown in Q6, excluding 1H-pyrazole-3-yl) {the atoms constituting the 5-7 membered aromatic heterocyclic group (wherein, if QB is the group shown in Q6, excluding 1H-pyrazole-3-yl) are not bonded to Met 1 Or any two adjacent atoms in a QB bond can form another benzene ring, C4-C7 alicyclic hydrocarbon, 4-7 membered non-aromatic heterocycle, or 5-7 membered aromatic heterocycle containing those two adjacent atoms} (where R 1X In the middle, with Met 1 (Or, the atom in the QB bond is a carbon atom), 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, DMSO, water, and mixtures of two or more of them.

[0630] Examples of palladium catalysts used in the reaction include palladium(II) acetate and [1,1'-bis(diphenylphosphino)ferrocene]palladium(II) dichloride.

[0631] Examples of bases used in reactions include organic bases, alkali metal carbonates, alkali metal bicarbonates, sodium fluoride, and tripotassium phosphate.

[0632] In the reaction, compound (M6) is typically used in a ratio of 0.5 to 2 moles relative to 1 mole of compound (B5), palladium catalyst is typically used in a ratio of 0.01 to 0.3 moles, and base is typically used in a ratio of 1 to 10 moles.

[0633] 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.

[0634] 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 the compound (If).

[0635] The compound (M6) is known or can be manufactured using known methods.

[0636] Manufacturing method H Compound (If) can also be prepared by reacting the compound shown in formula (B6) (hereinafter referred to as compound (B6)) with the compound shown in formula (M7) (hereinafter referred to as compound (M7)) in the presence of a palladium catalyst and a base.

[0637] [Chemical Formula 13] In the formula, R 1Z This indicates a C3-C10 alicyclic hydrocarbon group or a 3-10 membered non-aromatic heterocyclic group {the C3-C10 alicyclic hydrocarbon group and the 3-10 membered non-aromatic heterocyclic group can be substituted by one or more substituents selected from group A, and none of the atoms constituting the C3-C10 alicyclic hydrocarbon group and the 3-10 membered non-aromatic heterocyclic group are substituted with X} 54 Any atom bonded to QB can form a C3-C7 alicyclic hydrocarbon or a 3-7 membered non-aromatic heterocycle as a spiro atom, or a 5-7 membered aromatic heterocyclic group that can be substituted by one or more substituents selected from group B1 (wherein, if QB is the group shown in Q6, excluding 1H-pyrazol-3-yl) {the atoms constituting the 5-7 membered aromatic heterocyclic group that are not bonded to X} 54 Or any two adjacent atoms in a QB bond can form another benzene ring, C4-C7 alicyclic hydrocarbon, 4-7 membered non-aromatic heterocycle, or 5-7 membered aromatic heterocycle containing those two adjacent atoms} (where R 1Z In, with X 54 (Or, the atom in the QB bond is a carbon atom), other symbols have the same meaning as above. The reaction can be carried out using compound (M7) instead of compound (B5) and compound (B6) instead of compound (M6) according to manufacturing method G.

[0638] The compound (M7) is known or can be manufactured using known methods.

[0639] Manufacturing Method I The compound shown in formula (Ig) (hereinafter referred to as compound (Ig)) can be prepared by reacting the compound shown in formula (B7) (hereinafter referred to as compound (B7)) with the compound shown in formula (M8) (hereinafter referred to as compound (M8)) in the presence of a base.

[0640] [Chemical Formula 14] In the formula, R 1WThis indicates a C3-C10 alicyclic hydrocarbon group or a 3-10 membered non-aromatic heterocyclic group {the C3-C10 alicyclic hydrocarbon group and the 3-10 membered non-aromatic heterocyclic group can be substituted by one or more substituents selected from group A, and none of the atoms constituting the C3-C10 alicyclic hydrocarbon group and the 3-10 membered non-aromatic heterocyclic group are substituted with X} 52 The pyrazole-bonded atom shown in the compound (Ig) can form a C3-C7 alicyclic hydrocarbon or a 3-7 membered non-aromatic heterocycle as a spiro atom, or a 5-7 membered aromatic heterocyclic group that can be substituted by one or more substituents selected from group B1 {the atoms constituting the 5-7 membered aromatic heterocyclic group that are not substituted with X} 52 Or, any two adjacent atoms of the pyrazole bond shown in the compound (Ig) can form another benzene ring, C4-C7 alicyclic hydrocarbon, 4-7 membered non-aromatic heterocycle, or 5-7 membered aromatic heterocycle containing those two adjacent atoms} (wherein, R 1W In, with X 52 (Or, in the compound (Ig), the pyrazole bonded atom is a carbon atom; other symbols have the same meaning as above.) The reaction can be carried out by using compound (B7) instead of compound (M2) and compound (M8) instead of compound (B2) in accordance with manufacturing method C.

[0641] The compound (M8) is known or can be manufactured using known methods.

[0642] Manufacturing Method J The compound represented by formula (Ih) (hereinafter referred to as compound (Ih)) can be prepared by reacting the compound represented by formula (B8) (hereinafter referred to as compound (B8)) with the compound represented by formula (M9) (hereinafter referred to as compound (M9)) in the presence of a base.

[0643] [Chemical Formula 15] In the formula, R 1YThis refers to a 3-10 membered non-aromatic heterocyclic group that can be substituted by one or more substituents selected from Group A {any atom in the atoms constituting the 3-10 membered non-aromatic heterocyclic group that is not bonded to the hydrogen atom or QB shown in compound (M9) can act as a spiro atom to form a C3-C7 alicyclic hydrocarbon or a 3-7 membered non-aromatic heterocycle}, or a 5-7 membered aromatic heterocyclic group that can be substituted by one or more substituents selected from Group B1 (wherein, if QB is the group shown in Q6, excluding 1H-pyrazol-3-yl) {any two adjacent atoms in the atoms constituting the 5-7 membered aromatic heterocyclic group that are not bonded to the hydrogen atom or QB shown in compound (M9) can form another benzene ring, a C4-C7 alicyclic hydrocarbon, a 4-7 membered non-aromatic heterocycle, or a 5-7 membered aromatic heterocycle containing the two adjacent atoms} (wherein, R 1Y In this context, the atom bonded to the hydrogen atom or QB shown in compound (M9) is a nitrogen atom; other symbols have the same meaning as above. The reaction can be carried out using compound (B8) instead of compound (B2) and compound (M9) instead of compound (M2), in accordance with manufacturing method C.

[0644] The compound (M9) is known or can be manufactured using known methods.

[0645] Manufacturing method K The compound shown in formula (Ii) (hereinafter referred to as compound (Ii)) can be prepared by reacting compound (B5) with the compound shown in formula (M10) (hereinafter referred to as compound (M10)) in the presence of a palladium catalyst and a base.

[0646] [Chemical Formula 16] [In the formula, X] 55 Represents oxygen or sulfur atoms, RB 1 and RB 2 "Same" or "different" indicates that the substituent or hydrogen atom is selected from group B1. RB 1 and RB 2 They can form benzene rings, C4-C7 alicyclic hydrocarbons, 4-7 membered non-aromatic heterocycles, or 5-7 membered aromatic heterocycles together with the carbon atoms they are bonded to. Other symbols have the same meaning as above. The reaction can be carried out using compound (M10) instead of compound (M6) according to manufacturing method G.

[0647] The compound (M10) is known or can be manufactured using known methods.

[0648] Manufacturing method L The compound shown in formula (Ij) (hereinafter referred to as compound (Ij)) can be prepared by reacting compound (B5) with the compound shown in formula (M11) (hereinafter referred to as compound (M11)) in the presence of a metal catalyst and a base.

[0649] [Chemical Formula 17] [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, esters, nitriles, and mixtures of two or more of them.

[0650] Examples of metal catalysts used in the reaction include bis(triphenylphosphine)palladium(II) chloride.

[0651] During the reaction, metal catalysts such as copper iodide (I) may be added as needed.

[0652] Examples of bases used in reactions include organic bases.

[0653] In the reaction, relative to 1 mole of compound (B5), compound (M11) is usually used in a ratio of 1 to 10 moles, metal catalyst is usually used in a ratio of 0.01 to 1 mole, and base is usually used in a ratio of 1 to 10 moles.

[0654] 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.

[0655] After the reaction is complete, compound (Ij) can be obtained by performing post-processing operations such as concentration and drying.

[0656] The compound (M11) is known or can be manufactured using known methods.

[0657] Manufacturing method M The compound shown in formula (B7-2) (hereinafter referred to as compound (B7-2)) can be manufactured by a step (hereinafter referred to as step (B7-1)) of reacting compound (B7) with hydroxylamine-O-sulfonic acid to obtain the compound shown in formula (B7-1) (hereinafter referred to as compound (B7-1)), and a step (hereinafter referred to as step (B7-2)) of reacting compound (B7-1) with compound (B7-3) in the presence of a base.

[0658] [Chemical Formula 18] [In the formula, nx represents an integer from 1 to 8, and other symbols have the same meaning as before.] The process (B7-1) can be performed according to, for example, the methods described in Journal of Organic Chemistry, 2021, 86(19), 13465-13474, Organic & Biomolecular Chemistry, 2003, 1(23), 4268-4274, or Organic Letters, 2018, 20(9), 2628-2631.

[0659] Step (B7-2) is typically carried out in a solvent. Examples of solvents used in the reaction include hydrocarbons, ethers, halogenated hydrocarbons, amides, esters, nitriles, water, and mixtures of two or more of these.

[0660] Examples of bases used in reactions include organic bases, alkali metal carbonates, alkali metal bicarbonates, sodium hydride, and tripotassium phosphate.

[0661] In the reaction, compound (B7-3) is usually used in a ratio of 1 to 10 moles relative to 1 mole of compound (B7-1), and the base is usually used in a ratio of 1 to 10 moles.

[0662] 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.

[0663] 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 (B7-2).

[0664] Compound (B7-3) is a commercially available compound or can be manufactured using known methods.

[0665] Manufacturing method N The compound shown in formula (B7-4) (hereinafter referred to as compound (B7-4)) can be prepared by reacting compound (B7) with the compound shown in formula (B7-5) (hereinafter referred to as compound (B7-5)) in the presence of a metal catalyst and a base.

[0666] [Chemical Formula 19] [In the formula, X] 56 This symbol represents a chlorine, bromine, or iodine atom; other symbols have the same meaning as described above. The reaction can be carried out according to, for example, the methods described in Synthesis, 2011, 5, 816-820 or Journal of Organic Chemistry, 2010, 75, 3, 980-983.

[0667] Reference manufacturing method A The compound shown in formula (B1-a) (hereinafter referred to as compound (B1-a)) can be produced by reacting the compound shown in formula (C1) (hereinafter referred to as compound (C1)) with hydrazine.

[0668] [Chemical Formula 20] [In the formula, X] 61 [This symbol represents hydroxyl, dimethylamino, or diethylamino; other symbols have the same meaning as above.] The reaction can be carried out according to the methods described, for example, in Bioorganic and Medicinal Chemistry, 2014, 22, 4189, or J. Med. Chem., 2003, 46, 5416.

[0669] Reference manufacturing method B The compound shown in formula (C1-a) (hereinafter referred to as compound (C1-a)) can be produced by reacting the compound shown in formula (C2) (hereinafter referred to as compound (C2)) with the compound shown in formula (M21) (hereinafter referred to as compound (M21)).

[0670] [Chemical Formula 21] [In the formula, X] 62 and X 63 The same or different from each other indicates methyl or ethyl, X 64 and X 65 The same or different symbols indicate C1-C4 alkyl or benzyl groups; other symbols have the same meaning as above. The reaction can be carried out according to, for example, the method described in the European Journal of Medicinal Chemistry, 2011, 46, 5817.

[0671] Compounds (C2) and (M21) are commercially available compounds or can be manufactured using known methods.

[0672] Reference manufacturing method C The compound shown in formula (C1-b) (hereinafter referred to as compound (C1-b)) can be prepared by reacting compound (C2) with the compound shown in formula (M22) (hereinafter referred to as compound (M22)) in the presence of a base.

[0673] [Chemical Formula 22] [In the formula, the symbols have the same meaning as in the preceding text.] The reaction can be carried out according to, for example, the method described in J. Am. Chem. Soc., 2017, 139, 2421.

[0674] The compound (M22) is a commercially available compound or can be manufactured using known methods.

[0675] Reference manufacturing method D The compound shown in formula (B2-a) (hereinafter referred to as compound (B2-a)) can be prepared by reacting the compound shown in formula (C3) (hereinafter referred to as compound (C3)) with the compound shown in formula (M23) (hereinafter referred to as compound (M23)) in the presence of a palladium catalyst and a base.

[0676] [Chemical Formula 23] [In the formula, QC represents the group shown in Q3, the group shown in Q4, the group shown in Q5, or the group shown in Q6, R] 1XA This indicates a C3-C10 alicyclic hydrocarbon group or a 3-10 membered non-aromatic heterocyclic group {the C3-C10 alicyclic hydrocarbon group and the 3-10 membered non-aromatic heterocyclic group can be substituted by one or more substituents selected from group A, and none of the atoms constituting the C3-C10 alicyclic hydrocarbon group and the 3-10 membered non-aromatic heterocyclic group are substituted with Met.} 1 Any atom bonded to QC can form a C3-C7 alicyclic hydrocarbon or a 3-7 membered non-aromatic heterocycle as a spiro atom, or a 5-7 membered aromatic heterocyclic group that can be substituted by one or more substituents selected from group B1 (wherein, if QC is the group shown in Q6, excluding 1H-pyrazol-3-yl) {the atoms constituting the 5-7 membered aromatic heterocyclic group that are not bonded to Met} 1 Or any two adjacent atoms in a QC bond can form another benzene ring, C4-C7 alicyclic hydrocarbon, 4-7 membered non-aromatic heterocycle, or 5-7 membered aromatic heterocycle containing those two adjacent atoms} (where R 1XA In the middle, with Met 1 (Or, the atom in the QC bond is a carbon atom), other symbols have the same meaning as above. The reaction can be carried out by replacing compound (B5) with compound (C3) and compound (M6) with compound (M23) according to manufacturing method G.

[0677] Compound (C3) and compound (M23) are known or can be manufactured by known methods.

[0678] Reference manufacturing method E The compound shown in formula (B2-b) (hereinafter referred to as compound (B2-b)) can be prepared by reacting the compound shown in formula (C4) (hereinafter referred to as compound (C4)) with the compound shown in formula (M24) (hereinafter referred to as compound (M24)) in the presence of a palladium catalyst and a base.

[0679] [Chemical Formula 24] In the formula, R 1XB This indicates a C3-C10 alicyclic hydrocarbon group or a 3-10 membered non-aromatic heterocyclic group {the C3-C10 alicyclic hydrocarbon group and the 3-10 membered non-aromatic heterocyclic group can be substituted by one or more substituents selected from group A, and none of the atoms constituting the C3-C10 alicyclic hydrocarbon group and the 3-10 membered non-aromatic heterocyclic group are substituted with X} 54 Any atom bonded to QC can form a C3-C7 alicyclic hydrocarbon or a 3-7 membered non-aromatic heterocycle as a spiro atom, or a 5-7 membered aromatic heterocyclic group that can be substituted by one or more substituents selected from group B1 (wherein, if QC is the group shown in Q6, excluding 1H-pyrazol-3-yl) {the atoms constituting the 5-7 membered aromatic heterocyclic group that are not bonded to X} 54 Or any two adjacent atoms in a QC bond can form another benzene ring, C4-C7 alicyclic hydrocarbon, 4-7 membered non-aromatic heterocycle, or 5-7 membered aromatic heterocycle containing those two adjacent atoms} (where R 1XB In, with X 54 (Or, the atom in the QC bond is a carbon atom), other symbols have the same meaning as above. The reaction can be carried out using compound (M24) instead of compound (B5) and compound (C4) instead of compound (M6) according to manufacturing method G.

[0680] Compound (C4) and compound (M24) are known or can be manufactured by known methods.

[0681] Reference manufacturing method E-1 The compound shown in formula (B2-c) (hereinafter referred to as compound (B2-c)) can be prepared by reacting the compound shown in formula (C3-A) (hereinafter referred to as compound (C3-A)) with compound (M8) in the presence of a base.

[0682] [Chemical Formula 25] [In the formula, the symbols have the same meaning as in the preceding text.] The reaction can be carried out using compound (C3-A) instead of compound (M2) and compound (M8) instead of compound (B2), according to manufacturing method C.

[0683] Reference manufacturing method F Compound (B3) can be produced by reacting compound (B2) with a sulfiding agent in the presence of a base.

[0684] [Chemical Formula 26] [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 (M2), according to manufacturing method C.

[0685] Reference manufacturing method G Compound (B4) can be made from the compound shown in formula (C5) (hereinafter referred to as compound (C5)).

[0686] [Chemical Formula 27] [In the formula, X] 64 This represents SH or S(O)₂OH; other symbols have the same meaning as described above. The reaction can be carried out according to, for example, the methods described in International Publication No. 2016 / 204096, or the methods described in Tetrahedron Letters, 2017, 58, 2244-2247.

[0687] The compound (C5) is known or can be manufactured using known methods.

[0688] Reference manufacturing method H The compound shown in formula (B8-a) (hereinafter referred to as compound (B8-a)) can be prepared by reacting compound (C3) with compound (M2) in the presence of a base.

[0689] [Chemical Formula 28] [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 (B2), following manufacturing method C.

[0690] Reference Manufacturing Method I The compound represented by formula (B8-b) (hereinafter referred to as compound (B8-b)) or the compound represented by formula (B8-c) (hereinafter referred to as compound (B8-c)) can be prepared by reacting compound (B8-a) with an oxidizing agent.

[0691] [Chemical Formula 29] [In the formula, the symbols have the same meaning as in the preceding text.] The reaction can be carried out by using compound (B8-a) instead of compound (Ia) and compound (B8-b) instead of compound (Ib), in accordance with manufacturing method A.

[0692] Reference Manufacturing Method J The compound shown in formula (B6-a) (hereinafter referred to as compound (B6-a)) can be prepared by reacting compound (B5) with bis(pinacol)diboron in the presence of a base and a palladium catalyst.

[0693] [Chemical Formula 30] [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 (M6) according to manufacturing method G.

[0694] Reference manufacturing method K The compound represented by formula (B7-a) (hereinafter referred to as compound (B7-a)) can be manufactured by performing the following steps: Step 1, reacting the compound represented by formula (C6) (hereinafter referred to as compound (C6)) with butyllithium or isopropylmagnesium chloride, and then reacting it with a disulfide or thiosulfonate to obtain the compound represented by formula (C7) (hereinafter referred to as compound (C7)); and Step 2, reacting compound (C7) with an acid such as hydrochloric acid or trifluoroacetic acid, or a base such as potassium hydroxide or sodium methoxide.

[0695] [Chemical Formula 31] [In the formula, the symbols have the same meaning as in the preceding text.] These reactions can be carried out according to the methods described in International Publication No. 2008 / 129054 or in J. Med. Chem., 2016, 59, 2760.

[0696] The compound (C6) is a commercially available compound or can be manufactured according to the method described in J. Med. Chem., 2016, 59, 2760.

[0697] Reference manufacturing method M The compound represented by formula (B7-c) (hereinafter referred to as compound (B7-c)) or the compound represented by formula (B7-b) (hereinafter referred to as compound (B7-b)) can be prepared by reacting compound (B7-a) with an oxidizing agent.

[0698] [Chemical Formula 32] [In the formula, the symbols have the same meaning as in the preceding text.] The reaction can be carried out using compound (B7-a) instead of compound (Ia) and compound (B7-b) instead of compound (Ib), in accordance with manufacturing method A.

[0699] Reference manufacturing method N The compound shown in formula (B8-A) (hereinafter referred to as compound (B8-A)) can be prepared by reacting the compound shown in formula (B1-A) (hereinafter referred to as compound (B1-A)) with the compound shown in formula (M1-A2) (hereinafter referred to as compound (M1-A2)) in the presence of a base.

[0700] [Chemical Formula 33] [In the formula, the symbols have the same meaning as in the preceding text.] The reaction can be carried out using compound (M1-A2) instead of compound (M1) according to manufacturing method B.

[0701] Compound (M1-A2) is a commercially available compound, or it can be manufactured according to the method for manufacturing compound (M1-A).

[0702] Compound (B1-A) is a commercially available compound or can be manufactured using known methods.

[0703] The compound of the present invention or the compound W 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.

[0704] The aforementioned combination or use refers to using the compound of the present invention or the compound W of the present invention with the ingredient simultaneously, separately or at intervals.

[0705] When the compound of the present invention or compound W of the present invention is used simultaneously with the ingredient, the compound of the present invention or compound W of the present invention and the ingredient may be contained in separate formulations or in the same formulation.

[0706] One aspect of the present invention is a composition comprising one or more ingredients selected from groups (a), (b), (c) and (d) (i.e., the ingredient itself) and the compounds of the present invention.

[0707] One aspect of the present invention is a composition comprising one or more components selected from groups (a), (b), (c) and (d) (i.e., the component itself) and compound W of the present invention (hereinafter referred to as composition A).

[0708] 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.

[0709] 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.

[0710] Group (c) is a group of plant growth regulators (including mycorrhizal fungi and rhizobia).

[0711] Group (d) is the group containing the repellent component.

[0712] The following describes examples of combinations of this component with compound W of the present invention. For example, alanycarb + SX refers to the combination of alanycarb and SX.

[0713] It should be noted that the abbreviation SX refers to compound W of the present invention selected from any of the compound groups SX1 to SX2159. 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 microorganisms, these ingredients can also be obtained from microbial depositories. It should be noted that the numbers in parentheses indicate CAS RN (registered trademark).

[0714] The combination of the component of group (a) above with compound W 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.

[0715] The combination of the component of group (b) above with compound W 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.

[0716] The combination of the component of group (c) above with compound W 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.

[0717] The combination of the component of group (d) above with compound W of the present invention: Anthraquinone + SX, DEET + SX, Icaridin + SX.

[0718] The ratio of compound W to the present component is not particularly limited, but examples of weight ratios (compound W: the present component) of 1000:1 to 1:1000, 500:1 to 1:500, 100:1 to 1:100, 50:1, 20:1, 10:1, 9:1, 8:1, 7:1, 6:1, 5:1, 4:1, 3:1, 2:1, 1:1, 1:2, 1:3, 1:4, 1:5, 1:6, 1:7, 1:8, 1:9, 1:10, 1:20, 1:50, etc.

[0719] Compound W, the compound W of this invention, or composition A 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, the following examples can be cited. The scientific names of the plant pathogenic microorganisms causing each disease are shown in parentheses.

[0720] 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)

[0721] 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.

[0722] 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 compound, compound W, the compound of the present invention, compound W of the present invention, or composition A. Examples of treatment methods include foliar treatment, soil treatment, and seed treatment.

[0723] With regard to this compound, compound W, 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 aqueous suspensions, oil suspensions, oils, emulsions, microemulsions, microcapsules, wettable powders, water-dispersible granules, powders, granules, etc. for use. 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.

[0724] These formulations typically contain 0.0001% to 99% by weight of the present compound, the present compound W, the compound of the present invention, the compound of the present invention, or composition A.

[0725] 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.).

[0726] 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.).

[0727] 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.).

[0728] 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.

[0729] Furthermore, adjuvants may be used as components that enhance or assist the efficacy of this compound, this compound W, 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).

[0730] 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.

[0731] 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.

[0732] Seedlings include seedlings and saplings.

[0733] As a method for preventing plant diseases by applying an effective amount of the present compound, the present compound W, the present invention compound W, or composition A to the soil, examples include applying an effective amount of the present compound, the present compound W, the present invention compound W, or composition A to the soil before or after transplanting the plants. More specifically, examples include: planting hole treatment (planting hole distribution, planting hole 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), and other soil distribution treatments (growing season granule foliar distribution, distribution under the canopy or around the trunk, soil surface distribution, soil surface mixing, planting 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).

[0734] Examples of seed treatment include treatments of seeds or vegetative reproductive organs by means of this compound, compound W, the compound of the present invention, compound W of the present invention, or composition A. More specifically, examples include: spraying treatment by atomizing a suspension of this compound, compound W, the compound of the present invention, compound W 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, compound W, the compound of the present invention, compound W 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, compound W, the compound of the present invention, compound W 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, compound W, the compound of the present invention, compound W 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.

[0735] In this invention, "seeds or vegetative reproductive organs that retain this compound, compound W, compound W of this invention, or composition A" refers to seeds or vegetative reproductive organs in a state where this compound, compound W, compound W of this invention, compound W of this invention, or composition A is attached to the surface of the seed or vegetative reproductive organ. Regarding the aforementioned seeds or vegetative reproductive organs that retain this compound, compound W, compound W of this invention, or composition A, materials other than this compound, compound W, compound W of this invention, compound W of this invention, or composition A may be attached before or after attaching this compound, compound W, compound W of this invention, compound W of this invention, or composition A to the seed or vegetative reproductive organ.

[0736] 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.

[0737] Seeds or vegetative reproductive organs containing this compound, this compound W, the compound of the present invention, or composition A can be obtained, for example, by applying a preparation containing this compound, this compound W, the compound of the present invention, or composition A to the seeds or vegetative reproductive organs using the aforementioned seed treatment method.

[0738] Although the application rate of this compound, compound W, 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, this compound W, the compound of the present invention, or composition A is typically 0.001g to 100g relative to 1kg of seeds. When this compound, this compound W, the compound of the present invention, or composition A is formulated into emulsions, wettable powders, aqueous suspensions, etc., it is typically applied by diluting with water to a concentration of 0.01ppm to 10000ppm of active ingredient; powders, granules, etc., are typically applied directly.

[0739] This compound, compound W, the compound of the present invention, compound W of the present invention, or composition A 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.

[0740] 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.

[0741] 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.

[0742] 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.

[0743] In this specification, Me represents methyl, Et represents ethyl, Pr represents propyl, i-Pr represents isopropyl, c-Pr represents cyclopropyl, Bu represents butyl, t-Bu represents tert-butyl, 2-Thie represents 2-thienyl, 3-Thie represents 3-thienyl, 2-Fura represents 2-furanyl, 3-Fura represents 3-furanyl, 2-Py represents 2-pyridinyl, 3-Py represents 3-pyridinyl, 4-Py represents 4-pyridinyl, 1-Pyraz represents pyrazol-1-yl, 3-Pyraz represents pyrazol-3-yl, 4-Pyraz represents pyrazol-4-yl, 5-Pyraz represents pyrazol-5-yl, 2-Thiaz represents thiazol-2-yl, 5-Thiaz represents thiazol-5-yl, 2-Imidaz represents imidazole-2-yl, 4-Imidaz represents imidazole-4-yl, and 2-Pyrazin represents pyrazin-2-yl. When these groups have substituents, the substituents are listed together with their substitution positions before the symbol of these groups. For example, 5-OMe-2-Pyrazin represents 5-methoxypyrazin-2-yl, 5-Br-2-Py represents 5-bromo-2-pyridyl, and 1,5-Me2-3-Pyraz represents 1,5-dimethylpyrazol-3-yl.

[0744] 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.

[0745] [LC conditions] Column: InertSustain C18, inner diameter 2.1 mm, length 50 mm, particle size 2 μm (manufactured by GL Sciences Inc.) Mobile phase: Solution A: 5mM ammonium acetate aqueous solution; Solution B: methanol Flow rate: 0.3 mL / min Pumps: 2 units of LC-30AD (manufactured by Shimadzu Corporation) (high pressure gradient) Gradient conditions: The solution is delivered using the concentration gradient described in [Table LC1].

[0746] [Table 1] [MS conditions] Detector: LCMS-8030 (manufactured by Shimadzu Corporation) Ionization method: ESI method First, examples of manufacturing this compound (including the compound of the present invention) are shown.

[0747] Manufacturing Example 1 Under a nitrogen atmosphere, 0.14 g of intermediate 1, 0.17 mL of triethylamine, and 2 mL of THF were mixed with 0.12 mL of ethanesulfonyl chloride, and the mixture was stirred at room temperature for 2 hours. The resulting mixture was subjected to silica gel column chromatography (hexane:ethyl acetate = 1:1) to give 0.23 g of compound 1 as shown below.

[0748] [Chemical Formula 34] Compound 1: LC / MS [M+H] + =241, RT=3.31min Manufacturing Example 1-1 The following shows the compounds manufactured according to Manufacturing Example 1 and their physical properties.

[0749] [Chemical Formula 35] In the compound represented by formula (IA-1) (hereinafter referred to as compound (IA-1)), Z b and R 1b The combination is any combination of compounds listed in [Table A-1].

[0750] [Table 2] Manufacturing Example 2 A mixture of 0.17 g of 3-pyridineboronic acid, 0.30 g of 3-bromo-5-(ethanesulfonyl)pyridine, 0.04 g of {1,1'-bis(diphenylphosphino)ferrocene} palladium(II) dichloride, 0.51 g of tripotassium phosphate, 4 mL of DME, and 0.04 mL of water was stirred under reflux for 5 hours. Water was added to the resulting mixture, and 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 = 1:9) to give 0.17 g of compound 17 as shown below.

[0751] [Chemical Formula 36] Compound 17: LC / MS [M+H] + =249, RT=3.07min Manufacturing Example 2-1 The following shows the compounds manufactured according to Manufacturing Example 2 and their physical properties.

[0752] In compound (IA-1), Z b and R 1b The combination is any combination of compounds listed in [Table A-2].

[0753] [Table 3] Compound 18: LC / MS [M+H] + =268, RT=3.96min Compound 19: LC / MS [M+H] + =268, RT=3.73min Compound 20: 1 H-NMR (CDCl3) δ: 8.14 (1H, d), 7.91 (1H, dd), 7.84-7.82(1H, m), 7.79-7.77 (1H, m), 7.74 (1H, dd), 7.67 (1H, d), 7.38-7.33 (2H, m),7.13 (1H, dd), 6.73 (1H, d). Compound 21: 1H-NMR (CDCl3) δ: 8.14 (1H, d), 7.92-7.91 (1H, m), 7.77-7.73 (2H, m), 7.61 (1H, s), 7.43 (1H, dd), 7.15-7.11 (2H, m), 6.72 (1H, d). Compound 22: 1 H-NMR (CDCl3) δ: 8.69 (1H, t), 8.18 (1H, d), 7.91 (1H,dd), 7.76 (1H, dd), 7.64 (4H, dt), 7.15 (1H, dd), 6.71 (1H, d). Compound 23: 1 H-NMR (CDCl3) δ: 8.39 (1H, s), 8.16 (1H, d), 8.14-8.11(1H, m), 7.90 (1H, dd), 7.76 (1H, dd), 7.14 (1H, dd), 6.72 (1H, d), 2.34 (3H,s). Manufacturing Example 2-2 The following shows the compounds manufactured according to Manufacturing Example 2 and their physical properties.

[0754] [Chemical Formula 37] In the compound represented by formula (IA-2) (hereinafter referred to as compound (IA-2)), nb and Z b and R 1b The combination is any combination of compounds listed in [Table A-3].

[0755] [Table 4] This compound 106: 1 H-NMR (CDCl3) δ: 9.45 (1H, d), 9.28 (1H, d), 8.89-8.87(1H, m), 7.82-7.81 (1H, m), 7.74 (1H, dd), 7.16-7.14 (1H, m), 2.71 (3H, d). Compound 107: 1H-NMR (CDCl3) δ: 9.51 (1H, d), 9.31 (1H, d), 8.94 (1H,t), 8.88 (1H, s), 7.83 (1H, dd), 7.75 (1H, dd), 7.16 (1H, dd). This compound 108: 1 H-NMR (CDCl3) δ: 9.54 (1H, d), 9.22 (1H, d), 8.84 (1H,t), 3.19-3.15 (2H, m), 2.72 (3H, s), 1.87-1.77 (2H, m), 1.05 (3H, t). This compound 109: 1 H-NMR (CDCl3) δ: 9.41 (1H, d), 8.92 (1H, d), 8.64 (1H,t), 2.97-2.85 (2H, m), 2.71 (3H, s), 1.95-1.86 (1H, m), 1.78-1.66 (1H, m),1.10 (3H, t). This compound 110: 1 H-NMR (CDCl3) δ: 9.60 (1H, d), 9.25 (1H, d), 8.90-8.89(2H, m), 3.20-3.16 (2H, m), 1.88-1.78 (2H, m), 1.06 (3H, t). This compound 111: 1 H-NMR (CDCl3) δ: 9.46 (1H, d), 8.93 (1H, d), 8.87 (1H,s), 8.70 (1H, dd), 2.98-2.85 (2H, m), 1.97-1.84 (1H, m), 1.80-1.69 (1H, m),1.10 (3H, t). Manufacturing Example 2-3 The following shows the compounds manufactured according to Manufacturing Example 2 and their physical properties.

[0756] [Chemical Formula 38] In the compound represented by formula (IA-6) (hereinafter referred to as compound (IA-6)), Z b and R 1b The combination is any combination of compounds listed in [Table A-15].

[0757] [Table 5] Compound 112: 1 H-NMR (CDCl3) δ: 8.92 (1H, t), 8.76 (1H, t), 8.35 (1H,t), 7.84-7.80 (2H, m), 7.19 (1H, dd), 2.70 (3H, s). This compound 113: 1 H-NMR (CDCl3) δ: 8.98 (1H, t), 8.89 (1H, s), 8.79 (1H,t), 8.40 (1H, t), 7.83 (2H, ddd), 7.20 (1H, dd). [Chemical Formula 39] In the compound represented by formula (IA-7) (hereinafter referred to as compound (IA-7)), Z b and R 1b The combination is any combination of compounds listed in [Table A-16].

[0758] [Table 6] Compound 115: 1 H-NMR (CDCl3) δ: 9.27 (2H, d), 8.72 (1H, d), 8.35-8.32(1H, m), 3.45-3.41 (2H, m), 2.43 (3H, s), 1.93-1.83 (2H, m), 1.09 (3H, t). This compound 116: 1 H-NMR (CDCl3) δ: 9.48 (1H, s), 9.12 (1H, s), 7.47 (1H,d), 7.00 (1H, d), 4.03 (3H, s), 3.44-3.40 (2H, m), 1.92-1.81 (2H, m), 1.07(3H, t). [Chemical Formula 40] This compound 119: 1H-NMR (CDCl3) δ: 7.89 (1H, s), 7.71-7.68 (2H, m), 7.56 (1H, t), 7.17 (1H, d), 6.94 (1H, d), 2.75 (6H, s). [Chemical Formula 41] This compound 120: 1 H-NMR (CDCl3) δ: 7.95 (1H, t), 7.75-7.72 (1H, m), 7.70-7.68 (1H, m), 7.54 (1H, t), 7.18 (1H, d), 6.94 (1H, d), 3.30-3.26 (4H, m),1.80-1.78 (4H, m). Manufacturing Example 3 0.46 g of mCPBA (75% purity, containing 25% water) was added to a mixture of 0.32 g of intermediate 2 and 15 mL of chloroform at 0 °C, and the mixture was stirred at room temperature for 2 hours. 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 over sodium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (hexane:ethyl acetate = 1:1) to give 0.19 g of compound 39 (shown by formula) and 0.13 g of compound 40.

[0759] [Chemical Formula 42] Compound 39: LC / MS [M+H] + =265, RT=4.03min [Chemical Formula 43] Compound 40: LC / MS [M+H] + =249, RT=4.01min Manufacturing Example 3-1 The following shows the compound manufactured according to manufacturing example 3 and its physical properties.

[0760] [Chemical Formula 44] In the compound represented by formula (IA-3) (hereinafter referred to as compound (IA-3)), Z b and R 1bThe combination is any combination of compounds listed in [Table A-4].

[0761] [Table 7] Manufacturing Example 3-2 The following shows the compound manufactured according to manufacturing example 3 and its physical properties.

[0762] [Chemical Formula 45] In the compound represented by formula (IA-5) (hereinafter referred to as compound (IA-5)), X b Z b and R 1b The combination is any combination of compounds listed in [Table A-5].

[0763] [Table 8] [Chemical Formula 46] In the compound represented by formula (IA-8) (hereinafter referred to as compound (IA-8)), n and Z b and R 1b The combination is any combination of compounds listed in [Table A-17].

[0764] [Table 9] [Table A-17] Compound 117: 1 H-NMR (CDCl3) δ: 8.30 (1H, s), 8.05 (1H, dd), 7.92 (1H,d), 7.86 (1H, dd), 7.72 (1H, dd), 7.14 (1H, dd), 7.03 (1H, d), 2.38 (3H, d). This compound 118: 1 H-NMR (CDCl3) δ: 8.31 (1H, t), 8.02 (1H, ddd), 7.97 (1H,d), 7.68 (1H, dd), 7.65 (1H, dd), 7.13 (1H, dd), 6.96 (1H, d), 2.37 (3H, s). Manufacturing Example 4 0.16 g of N-chlorosuccinimide was added to a mixture of 0.20 g of compound 87 and 5 mL of acetonitrile at room temperature, and the mixture was stirred at 50 °C for 4 hours. The resulting mixture was cooled to room temperature, and 5 mL of saturated sodium thiosulfate aqueous solution and 5 mL of saturated sodium bicarbonate aqueous solution were added. After stirring at room temperature for 1 hour, the mixture was extracted with ethyl acetate. 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 0.18 g of compound 58 as shown below.

[0765] [Chemical Formula 47] Compound 58: LC / MS [M+H] + =314, RT=4.57min Manufacturing Example 4-1 The following shows the compounds manufactured according to Manufacturing Example 4 and their physical properties.

[0766] In compound (IA-5), X b Z b and R 1b The combination is any combination of compounds listed in [Table A-6].

[0767] [Table 10] Manufacturing Example 5 0.25 g of compound 39 and 5 mL of chloroform were mixed with 0.22 g of N-bromosuccinimide, and the mixture was stirred at room temperature for 1 hour. 5 mL of saturated sodium thiosulfate aqueous solution and 5 mL of saturated sodium bicarbonate aqueous solution were added to the resulting mixture, and the mixture was stirred for 1 hour. Extraction was then performed using ethyl acetate. The resulting organic layer was washed with saturated brine, dried over sodium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (hexane:ethyl acetate = 1:1) to give 0.28 g of compound 62 as shown below.

[0768] [Chemical Formula 48] Compound 62: LC / MS [M+H] + =343, RT=4.53min Manufacturing Example 5-1 The following shows the compounds manufactured according to Manufacturing Example 5 and their physical properties.

[0769] In compound (IA-2), nb and Z b and R 1bThe combination is any combination of compounds listed in [Table A-7].

[0770] [Table 11] Manufacturing Example 5-2 The following shows the compounds manufactured according to Manufacturing Example 5 and their physical properties.

[0771] In compound (IA-1), Z b and R 1b The combination is any combination of compounds listed in [Table A-8].

[0772] [Table 12] Manufacturing Example 6 0.25 g of compound 39 and 5 mL of acetonitrile were mixed with 0.32 g of N-iodosuccinimide, and the mixture was stirred at 60 °C for 4 hours. The resulting mixture was cooled to room temperature, and 5 mL of saturated sodium thiosulfate aqueous solution and 5 mL of saturated sodium bicarbonate aqueous solution were added. After stirring for 1 hour, the mixture was extracted with ethyl acetate. The resulting organic layer was washed with saturated brine, dried over sodium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (hexane:ethyl acetate = 1:1) to give 0.26 g of compound 70 as shown below.

[0773] [Chemical Formula 49] Compound 70: LC / MS [M+H] + =391, RT=4.55min Manufacturing Example 6-1 The following shows the compounds manufactured according to Manufacturing Example 6 and their physical properties.

[0774] In compound (IA-2), nb and Z b and R 1b The combination is any combination of compounds listed in [Table A-9].

[0775] [Table 13] Manufacturing Example 7 Under a nitrogen atmosphere, a mixture of 0.40 g of 3-bromo-5-(propanesulfonyl)pyridine, 0.11 g of bis(triphenylphosphine)palladium(II) dichloride, 0.56 mL of tert-butylacetylene, 4.5 mL of tetrabutylammonium fluoride (1 mol / L THF solution), and 4 mL of THF was stirred at 70 °C for 7 hours. The resulting mixture was cooled to room temperature, and then extracted with ethyl acetate by adding a saturated aqueous sodium bicarbonate solution. The resulting organic layer was dried over sodium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (ethyl acetate:hexane = 1:2) to give 0.34 g of compound 73 as shown below.

[0776] [Chemical Formula 50] Compound 73: LC / MS [M+H] + =266, RT=4.63min Manufacturing Example 7-1 The following shows the compounds manufactured according to Manufacturing Example 7 and their physical properties.

[0777] In compound (IA-2), nb and Z b and R 1b The combination is any combination of compounds listed in [Table A-10].

[0778] [Table 14] Manufacturing Example 8 Under a nitrogen atmosphere, a mixture of 0.30 g of 3-bromo-5-(ethanesulfonyl)pyridine, 0.17 mL of 4-methylpiperidine, 0.054 g of tris(dibenzylacetone)dipalladium(0), 0.030 g of 2-dicyclohexylphosphino-2',6'-dimethoxybiphenyl, 0.23 g of sodium tert-butoxide, and 3 mL of toluene was stirred under reflux for 4 hours. 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 = 1:1) to give 0.13 g of compound 76 as shown below.

[0779] [Chemical Formula 51] Compound 76: LC / MS [M+H] + =269, RT=4.14min Manufacturing Example 8-1 The following shows the compounds manufactured according to Manufacturing Example 8 and their physical properties.

[0780] In compound (IA-2), nb and Z b and R 1b The combination is any combination of compounds listed in [Table A-11].

[0781] [Table 15] Manufacturing Example 9 Under a nitrogen atmosphere, a mixture of 0.16 g of benzoxazole, 0.30 g of 3-bromo-5-(propanesulfonyl)pyridine, 0.017 g of palladium(II) acetate, 0.046 g of copper(II) acetate monohydrate, 0.15 g of triphenylphosphine, 0.32 g of potassium carbonate, and 5 mL of toluene was stirred under reflux for 3 hours. The resulting mixture was cooled to room temperature, and ethyl acetate was added. The mixture was filtered using Celite (trademark). The filtrate was washed with water and saturated brine, dried over sodium sulfate, and concentrated under reduced pressure. The solid was washed with methanol and hexane to give 0.20 g of compound 83 as shown below.

[0782] [Chemical Formula 52] Compound 83: LC / MS [M+H] + =303, RT=4.36min Manufacturing Example 9-1 The following shows the compounds manufactured according to Manufacturing Example 9 and their physical properties.

[0783] In compound (IA-2), nb and Z b and R 1b The combination is any combination of compounds listed in [Table A-12].

[0784] [Table 16] Manufacturing Example 10 A mixture of 0.30 g of 3-bromo-5-(propanesulfonyl)pyridine, 0.13 g of 3,4-dimethylpyrazole, 0.11 g of copper iodide (I), 0.1 mL of N,N'-dimethylcyclohexane-1,2-diamine, 0.32 g of potassium carbonate, and 5 mL of DMF was stirred at 100 °C for 6 hours. The resulting mixture was cooled to room temperature, and water was added. Extraction was performed using ethyl acetate. 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 0.16 g of compound 86 as shown below.

[0785] [Chemical Formula 53] Compound 86: LC / MS [M+H] + =280, RT=4.09min Manufacturing Example 10-1 The following shows the compounds manufactured according to manufacturing example 10 and their physical properties.

[0786] In compound (IA-2), nb and Z b and R 1b The combination is any combination of compounds listed in [Table A-13].

[0787] [Table 17] Manufacturing Example 10-2 The following shows the compounds manufactured according to manufacturing example 10 and their physical properties.

[0788] [Chemical Formula 54] In the compound represented by formula (IA-4) (hereinafter referred to as compound (IA-4)), Z b and R 1b The combination is any combination of compounds listed in [Table A-14].

[0789] [Table 18] Reference Manufacturing Example 1 A mixture of 1.1 g of 1-(1-methyl-1H-pyrazol-3-yl)acetone, 5.9 mL of N,N-dimethylformamide dimethyl acetal, and 3 mL of DMF was stirred under reflux for 6 hours. The resulting mixture was cooled to room temperature, and water was added. Extraction was performed using chloroform. The resulting organic layer was washed with saturated brine, dried over sodium sulfate, and concentrated under reduced pressure. 2 mL of ethanol and 0.12 mL of hydrazine monohydrate were added sequentially to the solid, and the mixture was stirred at room temperature for 8 hours. The resulting mixture was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 0.14 g of intermediate 1 as shown in the formula below.

[0790] [Chemical Formula 55] Intermediate 1: 1 H-NMR (CDCl3) δ: 7.60 (1H, d), 7.38 (1H, d), 6.59 (1H, d), 6.53 (1H, d), 3.95 (3H, s). Refer to manufacturing example 1-1 The following shows the compounds manufactured according to Reference Manufacturing Example 1 and their physical properties.

[0791] [Chemical Formula 56] In the compound represented by formula (IB-1) (hereinafter referred to as compound (IB-1)), R 1b It refers to any compound listed in [Table B-1].

[0792] [Table 19] Intermediate 4: 1 H-NMR (CDCl3) δ: 7.58 (1H, d), 6.53 (1H, d), 6.30 (1H, s), 3.81 (3H, s), 2.31 (3H, s). Intermediate 5: 1 H-NMR (CDCl3) δ: 7.60 (1H, d), 7.34 (1H, dd), 7.27 (1H, dd), 7.07 (1H, dd), 6.54 (1H, d). Intermediate 6: 1 H-NMR (CDCl3) δ: 7.60 (1H, d), 7.46 (1H, dd), 6.66 (1H, d), 6.55 (1H, d), 6.48 (1H, dd). Intermediate 7: 1 H-NMR (CDCl3) δ: 10.34 (1H, br s), 7.58 (1H, d), 7.20 (1H,d), 7.00 (1H, d), 6.49 (1H, d). Intermediate 8: 1 H-NMR (CDCl3) δ: 8.92 (1H, s), 8.03 (1H, br s), 7.98 (1H,dd), 7.65 (1H, d), 7.21 (1H, d), 6.65 (1H, d), 2.60 (3H, s). Intermediate 9: 1 H-NMR (CDCl3) δ: 8.66 (1H, d), 7.88-7.85 (1H, m), 7.69-7.65(2H, m), 6.82 (1H, d). Intermediate 10: 1H-NMR (CDCl3) δ: 10.32 (1H, br s), 8.79 (1H, d), 7.99 (1H,dd), 7.67 (1H, d), 7.53 (1H, d), 6.68 (1H, d). Intermediate 11: 1 H-NMR (CDCl3) δ: 10.33 (1H, br s), 8.81 (1H, d), 8.09 (1H,dd), 7.67 (1H, d), 7.38 (1H, d), 6.68 (1H, d). Intermediate 12: 1 H-NMR (CDCl3) δ: 8.59 (1H, s), 8.23 ​​(1H, t), 7.66 (1H, d), 6.77 (1H, s), 4.01 (3H, s). Intermediate 13: 1 H-NMR (CDCl3) δ: 7.81-7.75 (2H, m), 7.63-7.60 (1H, m), 7.40-7.36 (2H, m), 7.11 (1H, d). Reference Manufacturing Example 2 A mixture of 2.0 g of 1-bromo-3-(propanethio)benzene, 0.84 mL of 3-methylpyrazole, 0.84 g of copper iodide (I), 0.8 mL of N,N'-dimethylcyclohexane-1,2-diamine, 2.4 g of potassium carbonate, and 40 mL of DMF was stirred at 120 °C for 8 hours. Water was added to the resulting mixture, 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. The residue was subjected to silica gel column chromatography (hexane:ethyl acetate = 2:1) to give 1.43 g of intermediate 2 and 0.29 g of intermediate 3 as shown below.

[0793] [Chemical Formula 57] Intermediate 2: LC / MS [M+H] + =233, RT=4.96min [Chemical Formula 58] Intermediate 3: LC / MS [M+H] + =233, RT=4.78min Refer to manufacturing example 2-1 The following shows the compounds manufactured according to Reference Manufacturing Example 2 and their physical properties.

[0794] [Chemical Formula 59] Intermediate 14: LC / MS [M+H] + =255, RT=4.30min [Chemical Formula 60] Intermediate 15: LC / MS [M+H] + =261, RT=5.28min Reference Manufacturing Example 3 The following shows the compounds manufactured according to Manufacturing Example 2 and their physical properties.

[0795] [Chemical Formula 61] In the compound represented by formula (IB-2) (hereinafter referred to as compound (IB-2)), Z b and R 1b The combination is any combination of compounds listed in [Table B-2].

[0796] [Table 20] Refer to manufacturing example 4 Under an argon atmosphere, a mixture of 10.0 g of 1-bromo-3-(propylthioalkyl)benzene, 1.6 g of [1,1'-bis(diphenylphosphino)ferrocene]palladium(II) dichloride, 13.2 g of bis(pinacolyl)diboron, 8.5 g of potassium acetate, and 100 mL of DMSO was stirred at 90 °C for 8 hours. The resulting mixture was cooled to room temperature, water was added, and the mixture was filtered. MTBE was added to the filtrate, and the mixture was washed successively with water and saturated brine. The resulting organic layer was dried with anhydrous sodium sulfate, concentrated under reduced pressure, and the residue was subjected to silica gel column chromatography (hexane:ethyl acetate = 20:1) to give 10.2 g of intermediate 16 as shown below.

[0797] [Chemical Formula 62] Intermediate 16: 1H-NMR (CDCl3) δ: 7.77 (1H, br s), 7.60 (1H, ddd), 7.42 (1H,ddd), 7.29 (1H, dd), 2.92 (2H, t), 1.66 (2H, td), 1.34 (12H, s), 1.02 (3H,t). Examples of the present invention compound W and compound W manufactured according to the above manufacturing method and manufacturing example are shown below.

[0798] [Chemical Formula 63] In the compound represented by formula (A-1) (hereinafter referred to as compound (A-1)), Z is ethyl, G is ethyl, and G is ethyl. A The groups represented and G A The substituent R in the represented group X7 R X8 R X9 and R X10 The compound is any combination of compounds recorded in combination A (hereinafter referred to as compound group SX1).

[0799] G1 to G40 each represent the groups shown in the formulas G1 to G40 below.

[0800] [Chemical Formula 64] [Chemical Formula 65] G41 through G74 each refer to the groups defined below. For example, G43 represents cyclopentyl.

[0801] G41: Cyclopropyl, G42: Cyclobutyl, G43: Cyclopentyl, G44: Cyclohexyl, G45: Cycloheptyl, G46: Cyclopenten-1-yl, G47: Cyclohexen-1-yl, G48: Cyclohepten-1-yl, G49: Pyrrolidine-1-yl, G50: Piperidin-1-yl, G51: 4-Methylpiperidin-1-yl, G52: 4,4-Dimethylpiperidin-1-yl, G53: 4,4-Dimethyl-1,4-azasilane-1-yl, G54: Azacycloheptane-4-yl, G55: Morpholin-4-yl, G56: 1,3-Dioxolane-2-yl, G57: Tetrahydrofuran-2-yl, G58: Tetrahydrofuran-3-yl G59: prop-1-yn-1-yl, G60: but-1-yn-1-yl, G61: penta-1-yn-1-yl, G62: 3-methylbut-1-yn-1-yl, G63: hex-1-yn-1-yl, G64: 4-methylpenta-1-yn-1-yl, G65: 3-methylpenta-1-yn-1-yl, G66: 3,3-dimethylbut-1-yn-1-yl, G67: hepta-1-yn-1-yl, G68: octa-1-yn-1-yl, G69: cyclopropylethynyl, G70: cyclobutylethynyl, G71: cyclopentylethynyl, G72: cyclohexylethynyl, G73: cycloheptylethynyl, G74: phenylethynyl Combination A consists of substituents numbered A1 to A1035. Substituents numbered A1 to A1035 refer to: compounds (A-1), compounds shown in formula (A-3), compounds shown in formula (A-4), compounds shown in formula (A-5), compounds shown in formula (A-6), compounds shown in formula (A-7), compounds shown in formula (A-8), compounds shown in formula (A-9), and compounds shown in formula (A-10), specifically the substituent G. A The groups represented and G A The substituent R in the represented group X7 R X8 R X9 and R X10 The combination of [substituent number; G] is hereinafter referred to as [substituent number; G] A ,R X7 ,R X8 ,R X9 ,R X10 ].

[0802] For example, substituent number A5 refers to: G A For G1, R X7 R X8 and R X9 Each is a hydrogen atom, R X10 It is a combination of fluorine atoms.

[0803] Combination A: [A1; G1, H, H, H, H], [A2; G1, F, H, H, H], [A3; G1, H, F, H, H], [A4; G1, H, H, F, H], [A5; G1, H, H, H, F], [A6; G1, Cl, H, H, H], [A7; G1, H, Cl, H, H], [A8; G1, H, H, Cl, H], [A9; G1, H, H, H, Cl], [A10; G1, Me, H, H, H], [A11; G1, H, Me, H, H], [A12; G1, H, H, Me, H], [A13; G1, H, H, H, Me], [A14; G1, F, F, H, H], [A15; G1, F, H, F, H], [A16; G1, F, H, H, F], [A17; G1, F, Cl, H, H], [A18; G1, F, H, Cl, H], [A19; G1, F, H, H, Cl], [A20; G1, F, Me, H, H], [A21; G1, F, H, Me, H], [A22; G1, F, H, H, Me], [A23; G1, Cl, F, H, H], [A24; G1, Cl, H, F, H], [A25; G1, Cl, H, H, F], [A26; G1, Cl, Cl, H, H], [A27; G1, Cl, H, Cl, H], [A28; G1, Cl, H, H, Cl], [A29; G1, Cl, Me, H, H], [A30; G1, Cl, H, Me, H], [A31; G1, Cl, H, H, Me], [A32; G1, Me, F, H, H], [A33; G1, Me, H, F, H], [A34; G1, Me, H, H, F], [A35; G1, Me, Cl, H, H], [A36; G1, Me, H, Cl, H], [A37; G1, Me, H, H, Cl], [A38; G1, Me, Me, H, H], [A39; G1, Me, H, Me, H], [A40; G1, Me, H, H, Me], [A41; G1, H, F, F, H], [A42; G1, H, Cl, F, H], [A43; G1, H, Me, F, H], [A44; G1, H, F, Cl, H], [A45; G1, H, Cl, Cl, H], [A46; G1, H, Me, Cl, H], [A47; G1, H, F, Me, H], [A48; G1, H, Cl, Me, H], [A49; G1, H, Me, Me, H], [A50; G2, H, H, H, H], [A51; G2, F, H, H, H], [A52; G2, H, F, H, H], [A53; G2, H, H, F, H], [A54; G2, H, H, H, F], [A55; G2, Cl, H, H, H], [A56;G2,H,Cl,H,H]、[A57;G2,H,H,Cl,H]、[A58;G2,H,H,H,Cl]、[A59;G2,Me,H,H,H]、[A60;G2,H,Me,H,H]、[A61;G2,H,H,Me,H]、[A62;G2,H,H,H,Me]、[A63;G2,F,F,H,H]、[A64;G2,F,H,F,H]、[A65;G2,F,H,H,F]、[A66;G2,F,Cl,H,H]、[A67;G2,F,H,Cl,H]、[A68;G2,F,H,H,Cl]、[A69;G2,F,Me,H,H]、[A70;G2,F,H,Me,H]、[A71;G2,F,H,H,Me]、[A72;G2,Cl,F,H,H]、[A73;G2,Cl,H,F,H]、[A74;G2,Cl,H,H,F]、[A75;G2,Cl,Cl,H,H]、[A76;G2,Cl,H,Cl,H]、[A77;G2,Cl,H,H,Cl]、[A78;G2,Cl,Me,H,H]、[A79;G2,Cl,H,Me,H]、[A80;G2,Cl,H,H,Me]、[A81;G2,Me,F,H,H]、[A82;G2,Me,H,F,H]、[A83;G2,Me,H,H,F]、[A84;G2,Me,Cl,H,H]、[A85;G2,Me,H,Cl,H]、[A86;G2,Me,H,H,Cl]、[A87;G2,Me,Me,H,H]、[A88;G2,Me,H,Me,H]、[A89;G2,Me,H,H,Me]、[A90;G2,H,F,F,H]、[A91;G2,H,Cl,F,H]、[A92;G2,H,Me,F,H]、[A93;G2,H,F,Cl,H]、[A94;G2,H,Cl,Cl,H]、[A95;G2,H,Me,Cl,H]、[A96;G2,H,F,Me,H]、[A97;G2,H,Cl,Me,H]、[A98;G2,H,Me,Me,H]、[A99;G3,H,H,H,H]、[A100;G3,F,H,H,H]、[A101;G3,H,F,H,H]、[A102;G3,H,H,F,H]、[A103;G3,H,H,H,F]、[A104;G3,Cl,H,H,H]、[A105;G3,H,Cl,H,H]、[A106;G3,H,H,Cl,H]、[A107;G3,H,H,H,Cl]、[A108;G3,Me,H,H,H]、[A109;G3,H,Me,H,H]、[A110;G3,H,H,Me,H]、[A111;G3,H,H,H,Me]、[A112;G3,F,F,H,H]、[A113;G3,F,H ,F,H]、[A114;G3,F,H,H,F]、[A115;G3,F,Cl,H,H]、[A116;G3,F,H,Cl,H]、 [A117;G3,F,H,H,Cl]、[A118;G3,F,Me,H,H]、[A119;G3,F,H,Me,H]、[A120 ;G3,F,H,H,Me]、[A121;G3,Cl,F,H,H]、[A122;G3,Cl,H,F,H]、[A123;G3,C l,H,H,F]、[A124;G3,Cl,Cl,H,H]、[A125;G3,Cl,H,Cl,H]、[A126;G3,Cl,H ,H,Cl]、[A127;G3,Cl,Me,H,H]、[A128;G3,Cl,H,Me,H]、[A129;G3,Cl,H,H ,Me]、[A130;G3,Me,F,H,H]、[A131;G3,Me,H,F,H]、[A132;G3,Me,H,H,F]、 [A133;G3,Me,Cl,H,H]、[A134;G3,Me,H,Cl,H]、[A135;G3,Me,H,H,Cl]、[A1 36;G3,Me,Me,H,H]、[A137;G3,Me,H,Me,H]、[A138;G3,Me,H,H,Me]、[A139 ;G3,H,F,F,H]、[A140;G3,H,Cl,F,H]、[A141;G3,H,Me,F,H]、[A142;G3,H, F,Cl,H]、[A143;G3,H,Cl,Cl,H]、[A144;G3,H,Me,Cl,H]、[A145;G3,H,F,M e,H]、[A146;G3,H,Cl,Me,H]、[A147;G3,H,Me,Me,H]、[A148;G4,H,H,H,-] 、[A149;G4,F,H,H,-]、[A150;G4,H,F,H,-]、[A151;G4,H,H,F,-]、[A152;G 4,Cl,H,H,-]、[A153;G4,H,Cl,H,-]、[A154;G4,H,H,Cl,-]、[A155;G4,Me, H,H,-]、[A156;G4,H,Me,H,-]、[A157;G4,H,H,Me,-]、[A158;G4,F,F,H,-] 、[A159;G4,F,H,F,-]、[A160;G4,F,Cl,H,-]、[A161;G4,F,H,Cl,-]、[A162;G4,F,Me,H,-]、[A163;G4,F,H,Me,-]、[A164;G4,Cl,F,H,-]、[A165;G4,Cl,H,F,-]、[A166;G4,Cl,Cl,H,-]、[A167;G4,Cl,H,Cl,-]、[A168;G4,Cl,Me,H,-]、[A169;G4,Cl,H,Me,-]、[A170;G4,Me,F,H,-]、[A171;G4,Me,H,F,-]、[A172;G4,Me,Cl,H,-]、[A173;G4,Me,H,Cl,-]、[A174;G4,Me,Me,H,-]、[A175;G4,Me,H,Me,-]、[A176;G4,H,F,F,-]、[A177;G4,H,Cl,F,-]、[A178;G4,H,Me,F,-]、[A179;G4,H,F,Cl,-]、[A180;G4,H,Cl,Cl,-]、[A181;G4,H,Me,Cl,-]、[A182;G4,H,F,Me,-]、[A183;G4,H,Cl,Me,-]、[A184;G4,H,Me,Me,-]、[A185;G5,H,H,H,-]、[A186;G5,F,H,H,-]、[A187;G5,H,F,H,-]、[A188;G5,H,H,F,-]、[A189;G5,Cl,H,H,-]、[A190;G5,H,Cl,H,-]、[A191;G5,H,H,Cl,-]、[A192;G5,Me,H,H,-]、[A193;G5,H,Me,H,-]、[A194;G5,H,H,Me,-]、[A195;G5,F,F,H,-]、[A196;G5,F,H,F,-]、[A197;G5,F,Cl,H,-]、[A198;G5,F,H,Cl,-]、[A199;G5,F,Me,H,-]、[A200;G5,F,H,Me,-]、[A201;G5,Cl,F,H,-]、[A202;G5,Cl,H,F,-]、[A203;G5,Cl,Cl,H,-]、[A204;G5,Cl,H,Cl,-]、[A205;G5,Cl,Me,H,-]、[A206;G5,Cl,H,Me,-]、[A207;G5,Me,F,H,-]、[A208;G5,Me,H,F,-]、[A209;G5,Me,Cl,H,-]、[A210;G5,Me,H,Cl,-]、[A211;G5,Me,Me,H,-]、[A212;G5,Me,H,Me,-]、[A213;G5,H,F,F,-]、[A214;G5,H,Cl,F,-]、[A215;G5,H,Me,F,-]、[A216;G5,H,F,Cl,-]、[A217;G5,H,Cl,Cl,-]、[A218;G5,H,Me,Cl,-]、[A219;G5,H,F,Me,-]、[A220;G5,H,Cl,Me,-]、[A221;G5,H,Me,Me,-]、[A222;G6,H,H,H,-]、[A223;G6,F,H,H,-]、[A224;G6,H,F,H,-]、[A225;G6,H,H,F,-]、[A226;G6,Cl,H,H,-]、[A227;G6,H,Cl,H,-]、[A228;G6,H,H,Cl,-]、[A229;G6,Me,H,H,-]、[A230;G6,H,Me,H,-]、[A231;G6,H,H,Me,-]、[A232;G6,F,F,H,-]、[A233;G6,F,H,F,-]、[A234;G6,F,Cl,H,-]、[A235;G6,F,H,Cl,-]、[A236;G6,F,Me,H,-]、[A237;G6,F,H,Me,-]、[A238;G6,Cl,F,H,-]、[A239;G6,Cl,H,F,-]、[A240;G6,Cl,Cl,H,-]、[A241;G6,Cl,H,Cl,-]、[A242;G6,Cl,Me,H,-]、[A243;G6,Cl,H,Me,-]、[A244;G6,Me,F,H,-]、[A245;G6,Me,H,F,-]、[A246;G6,Me,Cl,H,-]、[A247;G6,Me,H,Cl,-]、[A248;G6,Me,Me,H,-]、[A249;G6,Me,H,Me,-]、[A250;G6,H,F,F,-]、[A251;G6,H,Cl,F,-]、[A252;G6,H,Me,F,-]、[A253;G6,H,F,Cl,-]、[A254;G6,H,Cl,Cl,-]、[A255;G6,H,Me,Cl,-]、[A256;G6,H,F,Me,-]、[A257;G6,H,Cl,Me,-]、[A258;G6,H,Me,Me,-]、[A259;G7,H,H,H,-]、[A260;G7,F,H,H,-]、[A261;G7,H,F,H,-]、[A262;G7,H,H,F,-]、[A263;G7,Cl,H,H,-]、[A264;G7,H,Cl,H,-]、[A265;G7,H,H,Cl,-]、[A266;G7,Me,H,H,-]、[A267;G7,H,Me,H,-]、[A268;G7,H,H,Me,-]、[A269;G7,F,F,H,-]、[A270;G7,F,H,F,-]、[A271;G7,F,Cl,H,-]、[A272;G7,F,H,Cl,-]、[A273;G7,F,Me,H,-]、[A274;G7,F,H,Me,-]、[A275;G7,Cl,F,H,-]、[A276;G7,Cl,H,F,-]、[A277;G7,Cl,Cl,H,-]、[A278;G7,Cl,H,Cl,-]、[A279;G7,Cl,Me,H,-]、[A280;G7,Cl,H,Me,-]、[A281;G7,Me,F,H,-]、[A282;G7,Me,H,F,-]、[A283;G7,Me,Cl,H,-]、[A284;G7,Me,H,Cl,-]、[A285;G7,Me,Me,H,-]、[A286;G7,Me,H,Me,-]、[A287;G7,H,F,F,-]、[A288;G7,H,Cl,F,-]、[A289;G7,H,Me,F,-]、[A290;G7,H,F,Cl,-]、[A291;G7,H,Cl,Cl,-]、[A292;G7,H,Me,Cl,-]、[A293;G7,H,F,Me,-]、[A294;G7,H,Cl,Me,-]、[A295;G7,H,Me,Me,-]、[A296;G8,H,H,H,-]、[A297;G8,F,H,H,-]、[A298;G8,H,F,H,-]、[A299;G8,H,H,F,-]、[A300;G8,Cl,H,H,-]、[A301;G8,H,Cl,H,-]、[A302;G8,H,H,Cl,-]、[A303;G8,Me,H,H,-]、[A304;G8,H,Me,H,-]、[A305;G8,H,H,Me,-]、[A306;G8,F,F,H,-]、[A307;G8,F,H,F,-]、[A308;G8,F,Cl,H,-]、[A309;G8,F,H,Cl,-]、[A310;G8,F,Me,H,-]、[A311;G8,F,H,Me,-]、[A312;G8,Cl,F,H,-]、[A313;G8,Cl,H,F,-]、[A314;G8,Cl,Cl,H,-]、[A315;G8,Cl,H,Cl,-]、[A316;G8,Cl,Me,H,-]、[A317;G8,Cl,H,Me,-]、[A318;G8,Me,F,H,-]、[A319;G8,Me,H,F,-]、[A320;G8,Me,Cl,H,-]、[A321;G8,Me,H,Cl,-]、[A322;G8,Me,Me,H,-]、[A323;G8,Me,H,Me,-]、[A324;G8,H,F,F,-]、[A325;G8,H,Cl,F,-]、[A326;G8,H,Me,F,-]、[A327;G8,H,F,Cl,-]、[A328;G8,H,Cl,Cl,-]、[A329;G8,H,Me,Cl,-]、[A330;G8,H,F,Me,-]、[A331;G8,H,Cl,Me,-]、[A332;G8,H,Me,Me,-]、[A333;G9,H,H,H,-]、[A334;G9,F,H,H,-]、[A335;G9,H,F,H,-]、[A336;G9,H,H,F,-]、[A337;G9,Cl,H,H,-]、[A338;G9,H,Cl,H,-]、[A339;G9,H,H,Cl,-]、[A340;G9,Me,H,H,-]、[A341;G9,H,Me,H,-]、[A342;G9,H,H,Me,-]、[A343;G9,F,F,H,-]、[A344;G9,F,H,F,-]、[A345;G9,F,Cl,H,-]、[A346;G9,F,H,Cl,-]、[A347;G9,F,Me,H,-]、[A348;G9,F,H,Me,-]、[A349;G9,Cl,F,H,-]、[A350;G9,Cl,H,F,-]、[A351;G9,Cl,Cl,H,-]、[A352;G9,Cl,H,Cl,-]、[A353;G9,Cl,Me,H,-]、[A354;G9,Cl,H,Me,-]、[A355;G9,Me,F,H,-]、[A356;G9,Me,H,F,-]、[A357;G9,Me,Cl,H,-]、[A358;G9,Me,H,Cl,-]、[A359;G9,Me,Me,H,-]、[A360;G9,Me,H,Me,-]、[A361;G9,H,F,F,-]、[A362;G9,H,Cl,F,-]、[A363;G9,H,Me,F,-]、[A364;G9,H,F,Cl,-]、[A365;G9,H,Cl,Cl,-]、[A366;G9,H,Me,Cl,-]、[A367;G9,H,F,Me,-]、[A368;G9,H,Cl,Me,-]、[A369;G9,H,Me,Me,-]、[A370;G10,H,H,H,-]、[A371;G10,F,H,H,-]、[A372;G10,H,F,H,-]、[A373;G10,H,H,F,-]、[A374;G10,Cl,H,H,-]、[A375;G10,H,Cl,H,-]、[A376;G10,H,H,Cl,-]、[A377;G10,Me,H,H,-]、[A378;G10,H,Me,H,-]、[A379;G10,H,H,Me,-]、[A380;G10,F,F,H,-]、[A381;G10,F,H,F,-]、[A382;G10,F,Cl,H,-]、[A383;G10,F,H,Cl,-]、[A384;G10,F,Me,H,-]、[A385;G10,F,H,Me,-]、[A386;G10,Cl,F,H,-]、[A387;G10,Cl,H,F,-]、[A388;G10,Cl,Cl,H,-]、[A389;G10,Cl,H,Cl,-]、[A390;G10,Cl,Me,H,-]、[A391;G10,Cl,H,Me,-]、[A392;G10,Me,F,H,-]、[A393;G10,Me,H,F,-]、[A394;G10,Me,Cl,H,-]、[A395;G10,Me,H,Cl,-]、[A396;G10,Me,Me,H,-]、[A397;G10,Me,H,Me,-]、[A398;G10,H,F,F,-]、[A399;G10,H,Cl,F,-]、[A400;G10,H,Me,F,-]、[A401;G10,H,F,Cl,-]、[A402;G10,H,Cl,Cl,-]、[A403;G10,H,Me,Cl,-]、[A404;G10,H,F,Me,-]、[A405;G10,H,Cl,Me,-]、[A406;G10,H,Me,Me,-]、[A407;G11,H,H,H,-]、[A408;G11,F,H,H,-]、[A409;G11,H,F,H,-]、[A410;G11,H,H,F,-]、[A411;G11,Cl,H,H,-]、[A412;G11,H,Cl,H,-]、[A413;G11,H,H,Cl,-]、[A414;G11,Me,H,H,-]、[A415;G11,H,Me,H,-]、[A416;G11,H,H,Me,-]、[A417;G11,F,F,H,-]、[A418;G11,F,H,F,-]、[A419;G11,F,Cl,H,-]、[A420;G11,F,H,Cl,-]、[A421;G11,F,Me,H,-]、[A422;G11,F,H,Me,-]、[A423;G11,Cl,F,H,-]、[A424;G11,Cl,H,F,-]、[A425;G11,Cl,Cl,H,-]、[A426;G11,Cl,H,Cl,-]、[A427;G11,Cl,Me,H,-]、[A428;G11,Cl,H,Me,-]、[A429;G11,Me,F,H,-]、[A430;G11,Me,H,F,-]、[A431;G11,Me,Cl,H,-]、[A432;G11,Me,H,Cl,-]、[A433;G11,Me,Me,H,-]、[A434;G11,Me,H,Me,-]、[A435;G11,H,F,F,-]、[A436;G11,H,Cl,F,-]、[A437;G11,H,Me,F,-]、[A438;G11,H,F,Cl,-]、[A439;G11,H,Cl,Cl,-]、[A440;G11,H,Me,Cl,-]、[A441;G11,H,F,Me,-]、[A442;G11,H,Cl,Me,-]、[A443;G11,H,Me,Me,-]、[A444;G12,H,H,H,-]、[A445;G12,F,H,H,-]、[A446;G12,H,F,H,-]、[A447;G12,H,H,F,-]、[A448;G12,Cl,H,H,-]、[A449;G12,H,Cl,H,-]、[A450;G12,H,H,Cl,-]、[A451;G12,Me,H,H,-]、[A452;G12,H,Me,H,-]、[A453;G12,H,H,Me,-]、[A454;G12,F,F,H,-]、[A455;G12,F,H,F,-]、[A456;G12,F,Cl,H,-]、[A457;G12,F,H,Cl,-]、[A458;G12,F,Me,H,-]、[A459;G12,F,H,Me,-]、[A460;G12,Cl,F,H,-]、[A461;G12,Cl,H,F,-]、[A462;G12,Cl,Cl,H,-]、[A463;G12,Cl,H,Cl,-]、[A464;G12,Cl,Me,H,-]、[A465;G12,Cl,H,Me,-]、[A466;G12,Me,F,H,-]、[A467;G12,Me,H,F,-]、[A468;G12,Me,Cl,H,-]、[A469;G12,Me,H,Cl,-]、[A470;G12,Me,Me,H,-]、[A471;G12,Me,H,Me,-]、[A472;G12,H,F,F,-]、[A473;G12,H,Cl,F,-]、[A474;G12,H,Me,F,-]、[A475;G12,H,F,Cl,-]、[A476;G12,H,Cl,Cl,-]、[A477;G12,H,Me,Cl,-]、[A478;G12,H,F,Me,-]、[A479;G12,H,Cl,Me,-]、[A480;G12,H,Me,Me,-]、[A481;G13,H,H,H,-]、[A482;G13,F,H,H,-]、[A483;G13,H,F,H,-]、[A484;G13,H,H,F,-]、[A485;G13,Cl,H,H,-]、[A486;G13,H,Cl,H,-]、[A487;G13,H,H,Cl,-]、[A488;G13,Me,H,H,-]、[A489;G13,H,Me,H,-]、[A490;G13,H,H,Me,-]、[A491;G13,F,F,H,-]、[A492;G13,F,H,F,-]、[A493;G13,F,Cl,H,-]、[A494;G13,F,H,Cl,-]、[A495;G13,F,Me,H,-]、[A496;G13,F,H,Me,-]、[A497;G13,Cl,F,H,-]、[A498;G13,Cl,H,F,-]、[A499;G13,Cl,Cl,H,-]、[A500;G13,Cl,H,Cl,-]、[A501;G13,Cl,Me,H,-]、[A502;G13,Cl,H,Me,-]、[A503;G13,Me,F,H,-]、[A504;G13,Me,H,F,-]、[A505;G13,Me,Cl,H,-]、[A506;G13,Me,H,Cl,-]、[A507;G13,Me,Me,H,-]、[A508;G13,Me,H,Me,-]、[A509;G13,H,F,F,-]、[A510;G13,H,Cl,F,-]、[A511;G13,H,Me,F,-]、[A512;G13,H,F,Cl,-]、[A513;G13,H,Cl,Cl,-]、[A514;G13,H,Me,Cl,-]、[A515;G13,H,F,Me,-]、[A516;G13,H,Cl,Me,-]、[A517;G13,H,Me,Me,-]、[A518;G14,Me,H,H,-]、[A519;G14,Me,F,H,-]、[A520;G14,Me,H,F,-]、[A521;G14,Me,Cl,H,-]、[A522;G14,Me,H,Cl,-]、[A523;G14,Me,Me,H,-]、[A524;G14,Me,H,Me,-]、[A525;G14,Me,F,F,-]、[A526;G14,Me,F,Cl,-]、[A527;G14,Me,F,Me,-]、[A528;G14,Me,Cl,F,-]、[A529;G14,Me,Cl,Cl,-]、[A530;G14,Me,Cl,Me,-]、[A531;G14,Me,Me,F,-]、[A532;G14,Me,Me,Cl,-]、[A533;G14,Me,Me,Me,-]、[A534;G15,Me,H,H,-]、[A535;G15,Me,F,H,-]、[A536;G15,Me,H,F,-]、[A537;G15,Me,Cl,H,-]、[A538;G15,Me,H,Cl,-]、[A539;G15,Me,Me,H,-]、[A540;G15,Me,H,Me,-]、[A541;G15,Me,F,F,-]、[A542;G15,Me,F,Cl,-]、[A543;G15,Me,F,Me,-]、[A544;G15,Me,Cl,F,-]、[A545;G15,Me,Cl,Cl,-]、[A546;G15,Me,Cl,Me,-]、[A547;G15,Me,Me,F,-]、[A548;G15,Me,Me,Cl,-]、[A549;G15,Me,Me,Me,-]、[A550;G16,Me,H,H,-]、[A551;G16,Me,F,H,-]、[A552;G16,Me,H,F,-]、[A553;G16,Me,Cl,H,-]、[A554;G16,Me,H,Cl,-]、[A555;G16,Me,Me,H,-]、[A556;G16,Me,H,Me,-]、[A557;G16,Me,F,F,-]、[A558;G16,Me,F,Cl,-]、[A559;G16,Me,F,Me,-]、[A560;G16,Me,Cl,F,-]、[A561;G16,Me,Cl,Cl,-]、[A562;G16,Me,Cl,Me,-]、[A563;G16,Me,Me,F,-]、[A564;G16,Me,Me,Cl,-]、[A565;G16,Me,Me,Me,-]、[A566;G17,Me,H,H,-]、[A567;G17,Me,F,H,-]、[A568;G17,Me,H,F,-]、[A569;G17,Me,Cl,H,-]、[A570;G17,Me,H,Cl,-]、[A571;G17,Me,Me,H,-]、[A572;G17,Me,H,Me,-]、[A573;G17,Me,F,F,-]、[A574;G17,Me,F,Cl,-]、[A575;G17,Me,F,Me,-]、[A576;G17,Me,Cl,F,-]、[A577;G17,Me,Cl,Cl,-]、[A578;G17,Me,Cl,Me,-]、[A579;G17,Me,Me,F,-]、[A580;G17,Me,Me,Cl,-]、[A581;G17,Me,Me,Me,-]、[A582;G18,Me,H,H,-]、[A583;G18,Me,F,H,-]、[A584;G18,Me,H,F,-]、[A585;G18,Me,Cl,H,-]、[A586;G18,Me,H,Cl,-]、[A587;G18,Me,Me,H,-]、[A588;G18,Me,H,Me,-]、[A589;G18,Me,F,F,-]、[A590;G18,Me,F,Cl,-]、[A591;G18,Me,F,Me,-]、[A592;G18,Me,Cl,F,-]、[A593;G18,Me,Cl,Cl,-]、[A594;G18,Me,Cl,Me,-]、[A595;G18,Me,Me,F,-]、[A596;G18,Me,Me,Cl,-]、[A597;G18,Me,Me,Me,-]、[A598;G19,H,H,-,-]、[A599;G19,F,H,-,-]、[A600;G19,H,F,-,-]、[A601;G19,Cl,H,-,-]、[A602;G19,H,Cl,-,-]、[A603;G19,Me,H,-,-]、[A604;G19,H,Me,-,-]、[A605;G19,F,F,-,-]、[A606;G19,F,Cl,-,-]、[A607;G19,F,Me,-,-]、[A608;G19,Cl,F,-,-]、[A609;G19,Cl,Cl,-,-]、[A610;G19,Cl,Me,-,-]、[A611;G19,Me,F,-,-]、[A612;G19,Me,Cl,-,-]、[A613;G19,Me,Me,-,-]、[A614;G20,H,H,-,-]、[A615;G20,F,H,-,-]、[A616;G20,H,F,-,-]、[A617;G20,Cl,H,-,-]、[A618;G20,H,Cl,-,-]、[A619;G20,Me,H,-,-]、[A620;G20,H,Me,-,-]、[A621;G20,F,F,-,-]、[A622;G20,F,Cl,-,-]、[A623;G20,F,Me,-,-]、[A624;G20,Cl,F,-,-]、[A625;G20,Cl,Cl,-,-]、[A626;G20,Cl,Me,-,-]、[A627;G20,Me,F,-,-]、[A628;G20,Me,Cl,-,-]、[A629;G20,Me,Me,-,-]、[A630;G21,H,H,-,-]、[A631;G21,F,H,-,-]、[A632;G21,H,F,-,-]、[A633;G21,Cl,H,-,-]、[A634;G21,H,Cl,-,-]、[A635;G21,Me,H,-,-]、[A636;G21,H,Me,-,-]、[A637;G21,F,F,-,-]、[A638;G21,F,Cl,-,-]、[A639;G21,F,Me,-,-]、[A640;G21,Cl,F,-,-]、[A641;G21,Cl,Cl,-,-]、[A642;G21,Cl,Me,-,-]、[A643;G21,Me,F,-,-]、[A644;G21,Me,Cl,-,-]、[A645;G21,Me,Me,-,-]、[A646;G22,H,H,-,-]、[A647;G22,F,H,-,-]、[A648;G22,H,F,-,-]、[A649;G22,Cl,H,-,-]、[A650;G22,H,Cl,-,-]、[A651;G22,Me,H,-,-]、[A652;G22,H,Me,-,-]、[A653;G22,F,F,-,-]、[A654;G22,F,Cl,-,-]、[A655;G22,F,Me,-,-]、[A656;G22,Cl,F,-,-]、[A657;G22,Cl,Cl,-,-]、[A658;G22,Cl,Me,-,-]、[A659;G22,Me,F,-,-]、[A660;G22,Me,Cl,-,-]、[A661;G22,Me,Me,-,-]、[A662;G23,H,H,-,-]、[A663;G23,F,H,-,-]、[A664;G23,H,F,-,-]、[A665;G23,Cl,H,-,-]、[A666;G23,H,Cl,-,-]、[A667;G23,Me,H,-,-]、[A668;G23,H,Me,-,-]、[A669;G23,F,F,-,-]、[A670;G23,F,Cl,-,-]、[A671;G23,F,Me,-,-]、[A672;G23,Cl,F,-,-]、[A673;G23,Cl,Cl,-,-]、[A674;G23,Cl,Me,-,-]、[A675;G23,Me,F,-,-]、[A676;G23,Me,Cl,-,-]、[A677;G23,Me,Me,-,-]、[A678;G24,H,H,-,-]、[A679;G24,F,H,-,-]、[A680;G24,H,F,-,-]、[A681;G24,Cl,H,-,-]、[A682;G24,H,Cl,-,-]、[A683;G24,Me,H,-,-]、[A684;G24,H,Me,-,-]、[A685;G24,F,F,-,-]、[A686;G24,F,Cl,-,-]、[A687;G24,F,Me,-,-]、[A688;G24,Cl,F,-,-]、[A689;G24,Cl,Cl,-,-]、[A690;G24,Cl,Me,-,-]、[A691;G24,Me,F,-,-]、[A692;G24,Me,Cl,-,-]、[A693;G24,Me,Me,-,-]、[A694;G25,H,H,-,-]、[A695;G25,F,H,-,-]、[A696;G25,H,F,-,-]、[A697;G25,Cl,H,-,-]、[A698;G25,H,Cl,-,-]、[A699;G25,Me,H,-,-]、[A700;G25,H,Me,-,-]、[A701;G25,F,F,-,-]、[A702;G25,F,Cl,-,-]、[A703;G25,F,Me,-,-]、[A704;G25,Cl,F,-,-]、[A705;G25,Cl,Cl,-,-]、[A706;G25,Cl,Me,-,-]、[A707;G25,Me,F,-,-]、[A708;G25,Me,Cl,-,-]、[A709;G25,Me,Me,-,-]、[A710;G26,H,H,-,-]、[A711;G26,F,H,-,-]、[A712;G26,H,F,-,-]、[A713;G26,Cl,H,-,-]、[A714;G26,H,Cl,-,-]、[A715;G26,Me,H,-,-]、[A716;G26,H,Me,-,-]、[A717;G26,F,F,-,-]、[A718;G26,F,Cl,-,-]、[A719;G26,F,Me,-,-]、[A720;G26,Cl,F,-,-]、[A721;G26,Cl,Cl,-,-]、[A722;G26,Cl,Me,-,-]、[A723;G26,Me,F,-,-]、[A724;G26,Me,Cl,-,-]、[A725;G26,Me,Me,-,-]、[A726;G27,H,H,-,-]、[A727;G27,F,H,-,-]、[A728;G27,H,F,-,-]、[A729;G27,Cl,H,-,-]、[A730;G27,H,Cl,-,-]、[A731;G27,Me,H,-,-]、[A732;G27,H,Me,-,-]、[A733;G27,F,F,-,-]、[A734;G27,F,Cl,-,-]、[A735;G27,F,Me,-,-]、[A736;G27,Cl,F,-,-]、[A737;G27,Cl,Cl,-,-]、[A738;G27,Cl,Me,-,-]、[A739;G27,Me,F,-,-]、[A740;G27,Me,Cl,-,-]、[A741;G27,Me,Me,-,-]、[A742;G28,H,H,-,-]、[A743;G28,F,H,-,-]、[A744;G28,H,F,-,-]、[A745;G28,Cl,H,-,-]、[A746;G28,H,Cl,-,-]、[A747;G28,Me,H,-,-]、[A748;G28,H,Me,-,-]、[A749;G28,F,F,-,-]、[A750;G28,F,Cl,-,-]、[A751;G28,F,Me,-,-]、[A752;G28,Cl,F,-,-]、[A753;G28,Cl,Cl,-,-]、[A754;G28,Cl,Me,-,-]、[A755;G28,Me,F,-,-]、[A756;G28,Me,Cl,-,-]、[A757;G28,Me,Me,-,-]、[A758;G29,H,H,-,-]、[A759;G29,F,H,-,-]、[A760;G29,H,F,-,-]、[A761;G29,Cl,H,-,-]、[A762;G29,H,Cl,-,-]、[A763;G29,Me,H,-,-]、[A764;G29,H,Me,-,-]、[A765;G29,F,F,-,-]、[A766;G29,F,Cl,-,-]、[A767;G29,F,Me,-,-]、[A768;G29,Cl,F,-,-]、[A769;G29,Cl,Cl,-,-]、[A770;G29,Cl,Me,-,-]、[A771;G29,Me,F,-,-]、[A772;G29,Me,Cl,-,-]、[A773;G29,Me,Me,-,-]、[A774;G30,H,H,-,-]、[A775;G30,F,H,-,-]、[A776;G30,H,F,-,-]、[A777;G30,Cl,H,-,-]、[A778;G30,H,Cl,-,-]、[A779;G30,Me,H,-,-]、[A780;G30,H,Me,-,-]、[A781;G30,F,F,-,-]、[A782;G30,F,Cl,-,-]、[A783;G30,F,Me,-,-]、[A784;G30,Cl,F,-,-]、[A785;G30,Cl,Cl,-,-]、[A786;G30,Cl,Me,-,-]、[A787;G30,Me,F,-,-]、[A788;G30,Me,Cl,-,-]、[A789;G30,Me,Me,-,-]、[A790;G31,H,-,-,-]、[A791;G31,F,-,-,-]、[A792;G31,Cl,-,-,-]、[A793;G31,Me,-,-,-]、[A794;G31,OMe,-,-,-]、[A795;G32,H,-,-,-]、[A796;G32,F,-,-,-]、[A797;G32,Cl,-,-,-]、[A798;G32,Me,-,-,-]、[A799;G32,OMe,-,-,-]、[A800;G33,H,-,-,-]、[A801;G33,F,-,-,-]、[A802;G33,Cl,-,-,-]、[A803;G33,Me,-,-,-]、[A804;G33,OMe,-,-,-]、[A805;G34,H,-,-,-]、[A806;G34,F,-,-,-]、[A807;G34,Cl,-,-,-]、[A808;G34,Me,-,-,-]、[A809;G34,OMe,-,-,-]、[A810;G35,H,-,-,-]、[A811;G35,F,-,-,-]、[A812;G35,Cl,-,-,-]、[A813;G35,Me,-,-,-]、[A814;G35,OMe,-,-,-]、[A815;G36,H,-,-,-]、[A816;G36,F,-,-,-]、[A817;G36,Cl,-,-,-]、[A818;G36,Me,-,-,-]、[A819;G36,OMe,-,-,-]、[A820;G37,H,H,H,-]、[A821;G37,F,H,H,-]、[A822;G37,H,F,H,-]、[A823;G37,H,H,F,-]、[A824;G37,Cl,H,H,-]、[A825;G37,H,Cl,H,-]、[A826;G37,H,H,Cl,-]、[A827;G37,Me,H,H,-]、[A828;G37,H,Me,H,-]、[A829;G37,H,H,Me,-]、[A830;G37,F,F,H,-]、[A831;G37,F,H,F,-]、[A832;G37,F,Cl,H,-]、[A833;G37,F,H,Cl,-]、[A834;G37,F,Me,H,-]、[A835;G37,F,H,Me,-]、[A836;G37,Cl,F,H,-]、[A837;G37,Cl,H,F,-]、[A838;G37,Cl,Cl,H,-]、[A839;G37,Cl,H,Cl,-]、[A840;G37,Cl,Me,H,-]、[A841;G37,Cl,H,Me,-]、[A842;G37,Me,F,H,-]、[A843;G37,Me,H,F,-]、[A844;G37,Me,Cl,H,-]、[A845;G37,Me,H,Cl,-]、[A846;G37,Me,Me,H,-]、[A847;G37,Me,H,Me,-]、[A848;G37,H,F,F,-]、[A849;G37,H,Cl,F,-]、[A850;G37,H,Me,F,-]、[A851;G37,H,F,Cl,-]、[A852;G37,H,Cl,Cl,-]、[A853;G37,H,Me,Cl,-]、[A854;G37,H,F,Me,-]、[A855;G37,H,Cl,Me,-]、[A856;G37,H,Me,Me,-]、[A857;G37,Br,F,H,-]、[A858;G37,Br,Cl,H,-]、[A859;G37,Br,Br,H,-]、[A860;G37,Br,I,H,-]、[A861;G37,Br,Me,H,-]、[A862;G37,Br,Et,H,-]、[A863;G37,I,F,H,-]、[A864;G37,I,Cl,H,-]、[A865;G37,I,Br,H,-]、[A866;G37,I,I,H,-]、[A867;G37,I,Me,H,-]、[A868;G37,I,Et,H,-]、[A869;G37,Et,F,H,-]、[A870;G37,Et,Cl,H,-]、[A871;G37,Et,Br,...

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 1 or 2, R 1 This indicates a C3-C10 alicyclic hydrocarbon group, a 3-10 membered non-aromatic heterocyclic group {the C3-C10 alicyclic hydrocarbon group and the 3-10 membered non-aromatic heterocyclic group can be substituted by one or more substituents selected from group A, and any atom among the atoms constituting the C3-C10 alicyclic hydrocarbon group and the 3-10 membered non-aromatic heterocyclic group that is not bonded to Q can act as a spiro atom to form a C3-C7 alicyclic hydrocarbon or a 3-7 membered non-aromatic heterocycle}, and a 5-7 membered aromatic heterocyclic group that can be substituted by one or more substituents selected from group B1 (wherein, in the case where Q is the group shown in Q6, excluding 1H-pyrazol-3-yl) {the 5-7 membered aromatic heterocyclic group (wherein, When Q is the group shown in Q6, any two adjacent atoms not bonded to Q (excluding 1H-pyrazol-3-yl) can form another benzene ring, C4-C7 alicyclic hydrocarbon, 4-7 membered non-aromatic heterocycle, or 5-7 membered aromatic heterocycle {the benzene ring, the C4-C7 alicyclic hydrocarbon, the 4-7 membered non-aromatic heterocycle, and the 5-7 membered aromatic heterocycle can be substituted by one or more halogen atoms}, or -C≡CR 13 , Q represents the group shown in Q1, Q2, Q3, Q4, Q5, or Q6. Z represents 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, a 3-8 membered non-aromatic heterocyclic group {the C3-C8 alicyclic hydrocarbon group and the 3-8 membered non-aromatic heterocyclic group can be substituted with one or more substituents selected from group C}, a 5-10 membered aromatic heterocyclic group substituted with one or more substituents selected from group D, or NR. 14 R 15 , The groups shown in Q1, Q2, Q3, Q4, Q5, and Q6 represent the groups shown in the following formula (# indicates a group related to R). 1 The bonding sites (● indicates bonding sites with sulfur atoms). [Chemical Formula 2] R 2 R 3 R 4 R 5 R 6 and R 7 The same or different from each other indicates hydrogen atoms or fluorine atoms. X 1 Indicates CR 12 Or nitrogen atoms, X 2 Indicates CR 16 Or nitrogen atoms, X 3 Indicates CR 17 Or nitrogen atoms, X 4 Indicates CR 18 Or nitrogen atoms (wherein, excluding X) 1 For CR 12 X 2 For CR 16 X 3 For CR 17 X 4 For CR 18 (situation) R 8 R 9 R 10 R 11 R 12 R 16 R 17 and R 18 The same or different from each other indicates that the methyl, halogen, or hydrogen atom can be substituted by one or more fluorine atoms. R 13 This indicates a C1-C6 chain hydrocarbon group, a C3-C10 alicyclic hydrocarbon group, a 3-10 membered non-aromatic heterocyclic group {the C3-C10 alicyclic hydrocarbon group and the 3-10 membered non-aromatic heterocyclic group can be substituted by one or more substituents selected from group E}, a phenyl group, or a 5-7 membered aromatic heterocyclic group {the phenyl group and the 5-7 membered aromatic heterocyclic group can be substituted by one or more substituents selected from group D}. R 14 and R 15 The same or different from each other indicates C1-C6 alkyl, methyl substituted with one or more fluorine atoms, or C1-C2 alkyl {the C1-C2 alkyl is substituted with methoxy or ethoxy}. 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 E}, a hydroxyl group, a halogen atom, and a cyano group. Group B1: The group consisting of C3-C10 alicyclic hydrocarbon groups that can be substituted by one or more substituents selected from Group D, methyl groups that can be substituted by one or more substituents selected from Group F, C2-C6 chain hydrocarbon groups that can be substituted by one or more substituents selected from Group E, C1-C6 alkoxy groups, C1-C6 alkylthioalkyl groups, C1-C6 alkylsulfinyl groups, C1-C6 alkylsulfonyl groups {where the C1-C6 alkoxy group, the C1-C6 alkylthioalkyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group can be substituted by one or more halogen atoms}, hydroxyl groups, halogen atoms, and cyano groups. Group C: 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 E}, an oxo group, a thio group, a hydroxyl group, a halogen atom, and a cyano group. Group D: 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 E}, a halogen atom, and a cyano group. Group E: A group composed of C1-C3 alkoxy groups, halogen atoms, and cyano groups. Group F: Group consisting of methoxy, chlorine, 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, R 1 The following are C3-C10 alicyclic hydrocarbon groups, 3-10 membered non-aromatic heterocyclic groups {the C3-C10 alicyclic hydrocarbon group and the 3-10 membered non-aromatic heterocyclic group can be substituted by one or more substituents selected from group A, and any atom among the atoms constituting the C3-C10 alicyclic hydrocarbon group and the 3-10 membered non-aromatic heterocyclic group that is not bonded to Q can act as a spiro atom to form a C3-C7 alicyclic hydrocarbon or a 3-7 membered non-aromatic heterocycle}, and 5-7 membered aromatic heterocyclic groups that can be substituted by one or more substituents selected from group B (wherein, When Q is the group shown in Q6 (excluding 1H-pyrazol-3-yl), any two adjacent atoms of the atoms constituting the 5-7 membered aromatic heterocyclic group (where Q is the group shown in Q6, excluding 1H-pyrazol-3-yl) that are not bonded to Q can form another C4-C7 alicyclic hydrocarbon, a 4-7 membered non-aromatic heterocycle, or a 5-7 membered aromatic heterocycle containing those two adjacent atoms}, or -C≡CR. 13 , Group B: The group consisting of methyl groups that may be substituted by one or more substituents selected from Group F, C2-C6 chain hydrocarbon groups that may be substituted by one or more substituents selected from Group E, C1-C6 alkoxy groups, C1-C6 alkylthioalkyl groups, C1-C6 alkylsulfinyl groups, C1-C6 alkylsulfonyl groups {the C1-C6 alkoxy group, the C1-C6 alkylthioalkyl group, the C1-C6 alkylsulfinyl group and the C1-C6 alkylsulfonyl group may be substituted by one or more halogen atoms}, hydroxyl groups, halogen atoms and cyano groups.

3. 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, Q represents the group shown in Q1, Q2, Q5, or Q6. R 1 This indicates that a C3-C10 alicyclic hydrocarbon group or a 3-10 membered non-aromatic heterocyclic group (wherein Q is the group shown in Q2, the carbon atom constituting the 3-10 membered non-aromatic heterocyclic group is bonded to the group shown in Q2) {the C3-C10 alicyclic hydrocarbon group or the 3-10 membered non-aromatic heterocyclic group (wherein Q is the group shown in Q2, the carbon atom constituting the 3-10 membered non-aromatic heterocyclic group is bonded to the group shown in Q2) can be substituted by one or more substituents selected from group A, and any atom among the atoms constituting the C3-C10 alicyclic hydrocarbon group or the 3-10 membered non-aromatic heterocyclic group (wherein Q is the group shown in Q2, the carbon atom constituting the 3-10 membered non-aromatic heterocyclic group is bonded to the group shown in Q2) that is not bonded to Q can act as a spiro atom to form a C3-C7 alicyclic hydrocarbon or a 3-7 membered non-aromatic heterocycle}, and can be substituted by one or more substituents selected from group B1. A 5-7 membered aromatic heterocyclic group with substituted radical (wherein, if Q is the group shown in Q6, excluding 1H-pyrazole-3-yl; if Q is the group shown in Q2, the carbon atom constituting the 5-7 membered aromatic heterocyclic group is bonded to the group shown in Q2) {The 5-7 membered aromatic heterocyclic group constituting the 5-7 membered aromatic heterocyclic group (wherein, if Q is the group shown in Q6, excluding 1H-pyrazole-3-yl; if Q is the group shown in Q2, constituting the 5-7 membered aromatic heterocyclic group ... In a monocyclic aromatic heterocycle (where the carbon atom of the group is bonded to the group shown in Q2), any two adjacent atoms not bonded to Q can form another benzene ring, C4-C7 alicyclic hydrocarbon, 4-7 membered non-aromatic heterocycle, or 5-7 membered aromatic heterocycle {where the benzene ring, the C4-C7 alicyclic hydrocarbon, the 4-7 membered non-aromatic heterocycle, and the 5-7 membered aromatic heterocycle can be substituted by one or more halogen atoms}, or -C≡CR 13 , Z is a C2-C6 chain hydrocarbon group, a 5-6 membered aromatic heterocyclic group that can be substituted by one or more substituents selected from group D, or NR. 14 R 15 , R 2 R 3 R 4 R 5 R 8 R 9 R 10 R 11 and R 12 It is a hydrogen atom. X 2 and X 4 For CH, X 3 For nitrogen atoms, R 13 It is a C1-C6 chain hydrocarbon group or a phenyl group. R 14 and R 15 They may be the same or different from each other, and are C1-C6 alkyl groups.

4. The compound shown in formula (II) or its N oxide or salt thereof, [Chemical Formula 3] In formula (II), na represents 1 or 2. X 1a Represents CH or nitrogen atom, R 1a This indicates a C3-C10 alicyclic hydrocarbon group or a 3-7 membered non-aromatic heterocyclic group {the C3-C10 alicyclic hydrocarbon group and the 3-7 membered non-aromatic heterocyclic group can be selected from group A} a If one or more substituents are substituted, any atom in the C3-C10 alicyclic hydrocarbon group and the 3-7 membered non-aromatic heterocyclic group that is not bonded to pyridine or pyrazine can act as a spiro atom to form a C3-C7 alicyclic hydrocarbon or a 3-7 membered non-aromatic heterocycle, or a 5-7 membered aromatic heterocyclic group {the 5-7 membered aromatic heterocyclic group can be selected from group B1} a If one or more substituents are substituted, any two adjacent atoms of the atoms constituting the 5-7 membered aromatic heterocyclic group that are not bonded to pyridine or pyrazine can form another benzene ring, C4-C7 alicyclic hydrocarbon, 4-7 membered non-aromatic heterocycle, or 5-7 membered aromatic heterocycle containing the two adjacent atoms {the benzene ring, the C4-C7 alicyclic hydrocarbon, the 4-7 membered non-aromatic heterocycle, and the 5-7 membered aromatic heterocycle can be substituted by one or more halogen atoms}. Z a It represents a C2-C6 chain hydrocarbon group, which can be selected from the group C a The C3-C8 alicyclic hydrocarbon group substituted with one or more substituents, or a 5-10 membered aromatic heterocyclic group {the 5-10 membered aromatic heterocyclic group can be selected from group D} a Substitution of one or more substituents in the middle. Group A a : Composed of a C1-C6 chain hydrocarbon group and a C1-C6 alkoxy group {the C1-C6 chain hydrocarbon group and the C1-C6 alkoxy group can be selected from group E} a The group consisting of one or more substituents, hydroxyl groups, halogen atoms, and cyano groups. Group B1 a : can be selected from group D a A C3-C10 alicyclic hydrocarbon group substituted with one or more substituents, which can be selected from group F a The methyl group with one or more substituents can be selected from group E a The group consisting of C2-C6 chain hydrocarbon groups, C1-C6 alkoxy groups, C1-C6 alkylthioalkyl groups, C1-C6 alkylsulfinyl groups, C1-C6 alkylsulfonyl groups {where the C1-C6 alkoxy group, the C1-C6 alkylthioalkyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group may be substituted with one or more halogen atoms}, hydroxyl groups, halogen atoms, and cyano groups. Group C a : Composed of a C1-C6 chain hydrocarbon group and a C1-C6 alkoxy group {the C1-C6 chain hydrocarbon group and the C1-C6 alkoxy group can be selected from group E} a The group consisting of one or more substituents, oxo groups, thio groups, hydroxyl groups, halogen atoms, and cyano groups. Group D a : Composed of a C1-C6 chain hydrocarbon group and a C1-C6 alkoxy group {the C1-C6 chain hydrocarbon group and the C1-C6 alkoxy group can be selected from group E} a The group consisting of one or more substituents, halogen atoms, and cyano groups. Group E a The group consisting of C1-C3 alkoxy groups, halogen atoms, and cyano groups. Group F a : A group composed of methoxy groups, chlorine atoms, and cyano groups.

5. The compound of claim 4, or its N oxide or salt thereof, wherein, R 1a It is a 3-7 membered non-aromatic heterocyclic group {this 3-7 membered non-aromatic heterocyclic group can be selected from group A} a If one or more substituents are substituted, any atom among the atoms constituting the 3-7 membered non-aromatic heterocyclic group that is not bonded to pyridine or pyrazine can act as a spiro atom to form a C3-C7 alicyclic hydrocarbon or a 3-7 membered non-aromatic heterocycle, or a 5-7 membered aromatic heterocyclic group {the 5-7 membered aromatic heterocyclic group can be selected from group B} a If one or more substituents are substituted, any two adjacent atoms of the atoms constituting the 5-7 membered aromatic heterocyclic group that are not bonded to pyridine or pyrazine can form another C4-C7 alicyclic hydrocarbon, a 4-7 membered non-aromatic heterocycle, or a 5-7 membered aromatic heterocycle containing those two adjacent atoms. Group B a : can be selected from group F a The methyl group with one or more substituents can be selected from group E a The group consisting of C2-C6 chain hydrocarbons, C1-C6 alkoxy groups, C1-C6 alkylthioalkyl groups, C1-C6 alkylsulfinyl groups, C1-C6 alkylsulfonyl groups {where the C1-C6 alkoxy group, the C1-C6 alkylthioalkyl group, the C1-C6 alkylsulfinyl group and the C1-C6 alkylsulfonyl group may be substituted with one or more halogen atoms}, hydroxyl groups, halogen atoms and cyano groups.

6. The compound of claim 4, or its N oxide or salt thereof, wherein, R 1a It is a C3-C10 alicyclic hydrocarbon group that can be substituted by one or more C1-C6 chain hydrocarbon groups, or a 3-7 membered non-aromatic heterocyclic group {the 3-7 membered non-aromatic heterocyclic group can be selected from group A}. a If one or more substituents in section 2 are substituted, any atom among the atoms constituting the 3-7 membered non-aromatic heterocyclic group that is not bonded to pyridine or pyrazine can act as a spiro atom to form a C3-C7 alicyclic hydrocarbon, or a 5-7 membered aromatic heterocyclic group {the 5-7 membered aromatic heterocyclic group can be selected from group B2} a If one or more substituents are substituted, any two adjacent atoms of the atoms constituting the 5-7 membered aromatic heterocyclic group that are not bonded to pyridine or pyrazine can form another benzene ring or a C4-C7 alicyclic hydrocarbon containing those two adjacent atoms. Z a It is a C2-C6 chain hydrocarbon group or a 5-10 membered aromatic heterocyclic group {the 5-10 membered aromatic heterocyclic group can be selected from group D} a Substitution of one or more substituents in the middle. Group A a 2: A group consisting of C1-C3 alkyl groups and halogen atoms. Group B2 a : A group composed of C3-C6 alicyclic hydrocarbon groups, C1-C6 chain hydrocarbon groups and halogen atoms.

7. A composition comprising an inactive support and the compound of any one of claims 4 to 6, or its N oxide or salt thereof.

8. A composition comprising one or more ingredients selected from the group consisting of (a), (b), (c), and (d), and the compound or its N oxide or salt thereof as described in any one of claims 4 to 6. 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.

9. A method for controlling plant diseases, which is carried out by treating the soil of a plant or a cultivated plant with an effective amount of the compound of any one of claims 4 to 6 or its N oxide or salt thereof or an effective amount of the composition of claim 8.

10. Use of the compound of any one of claims 4 to 6, or its N oxide, or its salt, or the composition of claim 8, for the control of plant diseases.

11. A seed or vegetative reproductive organ containing an effective amount of any one of claims 4 to 6, or its N oxide or salt thereof, or an effective amount of the composition of claim 8.

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