Method for controlling resistant arthropods using heterocyclic compounds and compositions containing them

Abstract

The present invention provides a compound having excellent efficacy against resistant harmful arthropods, a composition containing the same, and a control method. 【Solution means】 Formula (I) [wherein, R 1 represents a C1-C6 chain hydrocarbon group or the like, R 2 represents a C1-C6 chain hydrocarbon group or the like, R 3 and R 7 represents a hydrogen atom or the like, R 4 and R 6 represents a hydrogen atom or the like, R 5 represents a hydrogen atom or the like, Q represents a group represented by formula Q1 or the like, # represents the bonding site with the pyridine ring, ● represents the bonding site with the benzene ring, A 1 represents a nitrogen atom or the like, A 2 represents a nitrogen atom or the like, A 3 represents a nitrogen atom or the like.]. The compound represented by this formula, or its N-oxide or their salts, has an excellent control effect against resistant harmful arthropods. TIFF2026136143000058.tif34118

Description

[Technical Field]

[0001] This patent application claims priority and interest under the Paris Convention based on Japanese Patent Application No. 2021-107328 (filed on 29 June 2021), and by reference herein the entire contents of the said application are incorporated herein by reference. The present invention relates to a method for controlling resistant arthropod pests using heterocyclic compounds and compositions containing the same. The present invention also relates to heterocyclic compounds and compositions containing the same for controlling resistant arthropod pests. [Background technology]

[0002] Various compounds have been investigated to date for the purpose of controlling harmful arthropods. For example, Patent Document 1 describes that certain compounds have pest control effects. [Prior art documents] [Patent Documents]

[0003] [Patent Document 1] Japanese Patent Publication No. 2002-114783 [Overview of the project] [Problems that the invention aims to solve]

[0004] The present invention aims to provide an excellent method for controlling resistant arthropod pests. The present invention also aims to provide a compound that exhibits excellent control efficacy against resistant arthropod pests. [Means for solving the problem]

[0005] The inventors of this invention, in an effort to find a control method that exhibits excellent control efficacy against resistant arthropods, have found that the compound represented by the following formula (I) and compositions containing it exhibit excellent control efficacy against resistant arthropods. The present invention is as follows: 〔1〕 Formula (I)

Chem.

Chemical formula

[10] Formula (IV) [ka] [During the ceremony, R 41 This represents a C1-C6 chain hydrocarbon group or a halogen atom which may be substituted with one or more halogen atoms. R 42 This represents a C1-C6 chain hydrocarbon group, a halogen atom, or a hydrogen atom, which may be substituted with one or more halogen atoms. R 43 , R 45 and R 47 These represent the same or different fluorine or hydrogen atoms. R 44 This represents a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, a C1-C6 alkoxy group which may be substituted with one or more halogen atoms, a halogen atom, or a hydrogen atom. R 46This represents a halogen atom or a hydrogen atom. A compound represented by formula (IV), or its N oxide, or a salt thereof (hereinafter, the compound represented by formula (IV), or its N oxide, or a salt thereof will be referred to as Compound C of the present invention).

[11] A composition containing a compound described in any of [6] to

[10] , or its N oxide or a salt thereof, and an inert carrier.

[12] A composition containing one or more components selected from the group consisting of group (a), group (b), group (c), and group (d), and a compound described in any of [6] to

[10] , or its N oxide or a salt thereof: Group (a): A group consisting of insecticidal components, acaricidal components, and nematicidal components; Group (b): Fungicidally active ingredients; Group (c): Plant growth regulating components; Group (d): Repellent components.

[13] A method for controlling resistant arthropods, comprising applying an effective amount of a compound described in any of [6] to

[10] , its N oxide, or a salt thereof, or an effective amount of the composition described in

[12] , to a resistant arthropod or to the habitat of a resistant arthropod.

[14] The method according to any one of [1] to [5] or

[13] , wherein the resistant harmful arthropod is a hemipteran pest.

[15] The method according to any one of [1] to [5] or

[13] , wherein the resistant harmful arthropod is an aphid, a planthopper, or a whitefly.

[16] Seeds or vegetative reproductive organs containing an effective amount of any of the compounds described in [6] to

[10] , or their N oxides or salts, or an effective amount of the composition described in

[12] . [Effects of the Invention]

[0006] This invention makes it possible to control resistant harmful arthropods. [Modes for carrying out the invention]

[0007] The substituents in this invention will now be described. Halogen atoms refer to fluorine atoms, chlorine atoms, bromine atoms, or iodine atoms. If a substituent is substituted with two or more halogen atoms or substituents, those halogen atoms or substituents may be the same or different. In this specification, the notation "CX-CY" means that the number of carbon atoms is X through Y. For example, the notation "C1-C6" means that the number of carbon atoms is 1 through 6. A chain-like hydrocarbon group refers to an alkyl group, an alkenyl group, or an alkynyl group. Examples of alkyl groups include methyl, ethyl, propyl, isopropyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, 1-ethylpropyl, butyl, sec-butyl, tert-butyl, pentyl, and hexyl groups. Examples of alkenyl groups include vinyl, 1-propenyl, 2-propenyl, 1-methyl-1-propenyl, 1-methyl-2-propenyl, 1,2-dimethyl-1-propenyl, 1-ethyl-2-propenyl, 3-butenyl, 4-pentenyl, and 5-hexenyl groups. Examples of alkynyl groups include ethynyl group, 1-propynyl group, 2-propynyl group, 1-methyl-2-propynyl group, 1,1-dimethyl-2-propynyl group, 1-ethyl-2-propynyl group, 2-butynyl group, 4-pentynyl group, and 5-hexynyl group. Examples of alkoxy groups include methoxy, ethoxy, propoxy, isopropoxy, butoxy, tert-butoxy, pentyloxy, and hexyloxy groups. Examples of alkenyloxy groups include the 2-propenyloxy group, the 2-butenyloxy group, and the 5-hexenyloxy group. Examples of alkynyloxy groups include 2-propynyloxy, 2-butynyloxy, and 5-hexynyloxy groups. Examples of alkylsulfanil groups include methylsulfanil, ethylsulfanil, isopropylsulfanil, and hexylsulfanil groups. Examples of alkylsulfinyl groups include methylsulfinyl groups, ethylsulfinyl groups, isopropylsulfinyl groups, and hexylsulfinyl groups. Examples of alkylsulfonyl groups include methylsulfonyl groups, ethylsulfonyl groups, isopropylsulfonyl groups, and hexylsulfonyl groups.

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

[0009] Examples of 3-7 membered non-aromatic heterocyclic groups include azilidinyl group, oxyranyl group, thyranyl group, azetidinyl group, oxetanyl group, thietanyl group, pyrrolidinyl group, tetrahydrofuranyl group, tetrahydrothienyl group, piperidyl group, pyranyl group, dihydropyranyl group, tetrahydropyranyl group, tetrahydrothiopyranyl group, azepanyl group, oxepanyl group, thiepanyl group, pyrazolinyl group, pyrazolidinyl group, imidazolinyl group, imidazolidinyl group, oxazolidinyl group, thiazolinyl group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, isoxazolidinyl group, isothiazolidinyl group, isothiazolidinyl group, dioxolyl group, dioxolanyl group, dioxanyl group, morpholinyl group, thiomorpholinyl group, and piperazinyl group. Examples of 5- or 6-membered aromatic heterocyclic groups include pyrrolyl, furyl, thienyl, pyrazolyl, imidazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, thiadiazolyl, pyridyl, pyridadinyl, pyrimidinyl, pyrazinyl, triazinyl, and tetradinyl groups.

[0010] Examples of N oxides of the compound represented by formula (I) include the compound shown in the following formula. [ka] [In the formula, the symbols have the same meaning as above.]

[0011] Compound AA, Compound A, Compound A2, Compound B, and Compound C of the present invention are referred to as the compounds of the present invention. This compound (including the compound of the present invention) may have one or more stereoisomers. Examples of stereoisomers include enantiomers, diastereomers, and geometric isomers. This compound contains each stereoisomer and a mixture of stereoisomers in any ratio.

[0012] The compound represented by formula (I) or its N oxide may form an acid addition salt. Examples of acids that form acid addition salts include inorganic acids such as hydrogen chloride, phosphoric acid, and sulfuric acid, and organic acids such as acetic acid, trifluoroacetic acid, benzoic acid, and p-toluenesulfonic acid. The acid addition salt can be obtained by mixing the compound represented by formula (I) or its N oxide with an acid.

[0013] Examples of the compound N include the following compounds.

[0014] [Aspect 1] In compound N, R 1However, C1-C6 chain hydrocarbon groups, C1-C6 alkoxy groups, C3-C7 cycloalkyl groups {the C1-C6 chain hydrocarbon groups, the C1-C6 alkoxy groups, and the C3-C7 cycloalkyl groups may be substituted with one or more halogen atoms}, nitro groups, S(O) m R 10 , or a halogen atom, R 2 However, C1-C6 chain hydrocarbon groups, C1-C6 alkoxy groups, C3-C7 cycloalkyl groups {the C1-C6 chain hydrocarbon groups, the C1-C6 alkoxy groups, and the C3-C7 cycloalkyl groups may be substituted with one or more halogen atoms}, nitro groups, S(O) n R 10a A compound that contains a halogen atom or a hydrogen atom. [Aspect 2] In compound N, R 1 is a halogen atom, R 2 However, it is a compound that contains a halogen atom or a hydrogen atom. [Aspect 3] In compound N, R 1 and R 2 A compound in which the atom is a chlorine atom. [Aspect 4] A compound in which Q is a group represented by formula Q1 or a group represented by formula Q4 in compound N. [Aspect 5] In compound N, Q is a group represented by formula Q1 or a group represented by formula Q4, and A 1 and A 3 is a nitrogen atom, and A 2 is an oxygen atom or NR 12 And R 12 A compound in which the C1-C6 chain hydrocarbon group may be substituted with one or more halogen atoms. [Aspect 6] In the compound N, Q is a group represented by formula Q1, and A 1 and A 3 is a nitrogen atom, and A 2 is an oxygen atom or NR 12 And R 12 A compound in which the C1-C6 chain hydrocarbon group may be substituted with one or more halogen atoms. [Aspect 7] In the compound N, Q is a group represented by formula Q1, and A 1 and A 3is a nitrogen atom, and A 2 A compound in which the atom is an oxygen atom. [Aspect 8] In compound N, Q is a group represented by formula Q1, and A 1 and A 3 is a nitrogen atom, and A 2 NR 12 And R 12 A compound in which the C1-C6 chain hydrocarbon group may be substituted with one or more halogen atoms. [Aspect 9] A compound in which Q is a group represented by formula Q1 or a group represented by formula Q4, in aspect 1. [Aspect 10] A compound in which Q is a group represented by formula Q1 or a group represented by formula Q4, in the manner of aspect 2. [Aspect 11] A compound in which Q is a group represented by formula Q1 or a group represented by formula Q4, in aspect 3. [Aspect 12] In aspect 1, Q is a group represented by formula Q1 or a group represented by formula Q4, and A 1 and A 3 is a nitrogen atom, and A 2 is an oxygen atom or NR 12 And R 12 A compound in which the C1-C6 chain hydrocarbon group may be substituted with one or more halogen atoms. [Aspect 13] In aspect 2, Q is a group represented by formula Q1 or a group represented by formula Q4, and A 1 and A 3 is a nitrogen atom, and A 2 is an oxygen atom or NR 12 And R 12 A compound in which the C1-C6 chain hydrocarbon group may be substituted with one or more halogen atoms. [Aspect 14] In aspect 3, Q is a group represented by formula Q1 or a group represented by formula Q4, and A 1 and A 3 is a nitrogen atom, and A 2 is an oxygen atom or NR 12 And R 12 A compound in which the C1-C6 chain hydrocarbon group may be substituted with one or more halogen atoms. [Aspect 15] In aspect 1, Q is a base represented by formula Q1, and A 1 and A3 is a nitrogen atom, and A 2 is an oxygen atom or NR 12 And R 12 A compound in which the C1-C6 chain hydrocarbon group may be substituted with one or more halogen atoms. [Aspect 16] In aspect 2, Q is a base represented by formula Q1, and A 1 and A 3 is a nitrogen atom, and A 2 is an oxygen atom or NR 12 And R 12 A compound in which the C1-C6 chain hydrocarbon group may be substituted with one or more halogen atoms. [Aspect 17] In aspect 3, Q is a base represented by formula Q1, and A 1 and A 3 is a nitrogen atom, and A 2 is an oxygen atom or NR 12 And R 12 A compound in which the C1-C6 chain hydrocarbon group may be substituted with one or more halogen atoms. [Aspect 18] In aspect 1, Q is a base represented by formula Q1, and A 1 and A 3 is a nitrogen atom, and A 2 A compound in which the atom is an oxygen atom. [Aspect 19] In aspect 2, Q is a base represented by formula Q1, and A 1 and A 3 is a nitrogen atom, and A 2 A compound in which the atom is an oxygen atom. [Aspect 20] In aspect 3, Q is a base represented by formula Q1, and A 1 and A 3 is a nitrogen atom, and A 2 A compound in which the atom is an oxygen atom. [Aspect 21] In aspect 1, Q is a base represented by formula Q1, and A 1 and A 3 is a nitrogen atom, and A 2 NR 12 And R 12 A compound in which the C1-C6 chain hydrocarbon group may be substituted with one or more halogen atoms. [Aspect 22] In aspect 2, Q is a base represented by formula Q1, and A1 and A 3 is a nitrogen atom, and A 2 NR 12 And R 12 A compound in which the C1-C6 chain hydrocarbon group may be substituted with one or more halogen atoms. [Aspect 23] In aspect 3, Q is a base represented by formula Q1, and A 1 and A 3 is a nitrogen atom, and A 2 NR 12 And R 12 A compound in which the C1-C6 chain hydrocarbon group may be substituted with one or more halogen atoms. [Aspect 24] In any of Aspects 1 to 23 or Compound N, R 3 and R 7 However, compounds that are identical or different in phase, and are either halogen atoms or hydrogen atoms. [Aspect 25] In any of aspects 1 to 23 or the present compound N, R 4 and R 6 However, they are the same or different C1-C6 chain hydrocarbon group, C1-C6 alkoxy group, C3-C6 cycloalkyl group {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, and the C3-C6 cycloalkyl group may be substituted with one or more halogen atoms}, cyano group, nitro group, halogen atom, or hydrogen atom, R 5 However, the compound is a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group (the C1-C6 chain hydrocarbon group and the C1-C6 alkoxy group may be substituted with one or more halogen atoms), a nitro group, a halogen atom, or a hydrogen atom. [Aspect 26] In any of Aspects 1 to 23 or Compound N, R 3 and R 7 However, they are the same or different, halogen atoms or hydrogen atoms, R 4 and R 6However, they are the same or different C1-C6 chain hydrocarbon group, C1-C6 alkoxy group, C3-C6 cycloalkyl group {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, and the C3-C6 cycloalkyl group may be substituted with one or more halogen atoms}, cyano group, nitro group, halogen atom, or hydrogen atom, R 5 However, the compound is a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group (the C1-C6 chain hydrocarbon group and the C1-C6 alkoxy group may be substituted with one or more halogen atoms), a nitro group, a halogen atom, or a hydrogen atom. [Aspect 27] In any of Aspects 1 to 23 or Compound N, R 3 and R 7 is a hydrogen atom, and R 4 and R 6 However, they are the same or different C1-C6 chain hydrocarbon group, C1-C6 alkoxy group, C3-C6 cycloalkyl group {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, and the C3-C6 cycloalkyl group may be substituted with one or more halogen atoms}, cyano group, nitro group, halogen atom, or hydrogen atom, R 5 However, the compound is a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group (the C1-C6 chain hydrocarbon group and the C1-C6 alkoxy group may be substituted with one or more halogen atoms), a nitro group, a halogen atom, or a hydrogen atom. [Aspect 28] In any of Aspects 1 to 23 or Compound N, R 4 , R 5 , and R 6 A compound comprising, either identical or different in phase, a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group (the C1-C6 chain hydrocarbon group and the C1-C6 alkoxy group may be substituted with one or more halogen atoms), a halogen atom, or a hydrogen atom. [Aspect 29] In any of Aspects 1 to 23 or Compound N, R 3 and R 7 However, they are the same or different, halogen atoms or hydrogen atoms, R 4 , R 5 , and R 6A compound comprising, either identical or different in phase, a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group (the C1-C6 chain hydrocarbon group and the C1-C6 alkoxy group may be substituted with one or more halogen atoms), a halogen atom, or a hydrogen atom. [Aspect 30] In any of aspects 1 to 23 or the present compound N, R 3 and R 7 is a hydrogen atom, and R 4 , R 5 , and R 6 A compound comprising, either identical or different in phase, a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group (the C1-C6 chain hydrocarbon group and the C1-C6 alkoxy group may be substituted with one or more halogen atoms), a halogen atom, or a hydrogen atom. [Aspect 31] In any of aspects 1 to 23 or the present compound N, R 4 and R 6 However, it is a C1-C6 chain hydrocarbon group or hydrogen atom that is the same or different in phase and may be substituted with one or more halogen atoms, R 5 However, it is a compound that contains a halogen atom or a hydrogen atom. [Aspect 32] In any of aspects 1 to 23 or the present compound N, R 3 and R 7 However, they are the same or different, halogen atoms or hydrogen atoms, R 4 and R 6 However, it is a C1-C6 chain hydrocarbon group or hydrogen atom that is the same or different in phase and may be substituted with one or more halogen atoms, R 5 However, it is a compound that contains a halogen atom or a hydrogen atom. [Aspect 33] In any of aspects 1 to 23 or the present compound N, R 3 and R 7 is a hydrogen atom, and R 4 and R 6 However, it is a C1-C6 chain hydrocarbon group or hydrogen atom that is the same or different in phase and may be substituted with one or more halogen atoms, R 5 However, it is a compound that contains a halogen atom or a hydrogen atom. [Aspect 34] In any of aspects 1 to 23 or the present compound N, R 4 and R6 However, it is a C1-C6 alkoxy group which may be the same or different in phase and may be substituted with one or more halogen atoms, R 5 However, it is a compound that contains a halogen atom or a hydrogen atom. [Aspect 35] In any of aspects 1 to 23 or the present compound N, R 3 and R 7 However, they are the same or different, halogen atoms or hydrogen atoms, R 4 and R 6 However, it is a C1-C6 alkoxy group which may be the same or different in phase and may be substituted with one or more halogen atoms, R 5 However, it is a compound that contains a halogen atom or a hydrogen atom. [Aspect 36] In any of aspects 1 to 23 or the present compound N, R 3 and R 7 is a hydrogen atom, and R 4 and R 6 However, it is a C1-C6 alkoxy group which may be the same or different in phase and may be substituted with one or more halogen atoms, R 5 However, it is a compound that contains a halogen atom or a hydrogen atom. [Aspect 37] In any of aspects 1 to 23 or the present compound N, R 4 , R 5 , and R 6 However, compounds that are identical or different in phase, and are either halogen atoms or hydrogen atoms. [Aspect 38] In any of aspects 1 to 23 or the present compound N, R 3 and R 7 However, they are the same or different, halogen atoms or hydrogen atoms, R 4 , R 5 , and R 6 However, compounds that are identical or different in phase, and are either halogen atoms or hydrogen atoms. [Aspect 39] In any of Aspects 1 to 23 or Compound N, R 3 and R 7 is a hydrogen atom, and R 4 , R 5 , and R 6 However, compounds that are identical or different in phase, and are either halogen atoms or hydrogen atoms.

[0015] [Aspect N1] In compound N, R 1 However, C1-C6 chain hydrocarbon groups, C1-C6 alkoxy groups, C3-C7 cycloalkyl groups {the C1-C6 chain hydrocarbon groups, the C1-C6 alkoxy groups, and the C3-C7 cycloalkyl groups may be substituted with one or more halogen atoms}, S(O) m R 10 , or a halogen atom, R 2 However, C1-C6 alkoxy group, C3-C7 cycloalkyl group {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, and the C3-C7 cycloalkyl group may be substituted with one or more halogen atoms}, S(O) n R 10a A compound that contains a halogen atom or a hydrogen atom. [Aspect N2] In compound N, R 1 is a C1-C4 alkoxy group, a cyclopropyl group {the C1-C4 alkoxy group and the cyclopropyl group may be substituted with one or more halogen atoms}, S(O) m R 10 , or a halogen atom, R 2 However, it is a halogen atom or a hydrogen atom, R 10 A compound in which the C1-C4 chain hydrocarbon group may be substituted with one or more halogen atoms. [Aspect N3] In compound N, R 1 is a C1-C4 alkoxy group, a C1-C4 alkylsulfanyl group {the C1-C4 alkoxy group and the C1-C4 alkylsulfanyl group may be substituted with one or more halogen atoms}, or a halogen atom, R 2 However, it is a compound that contains a halogen atom or a hydrogen atom. [Aspect N4] In compound N, R 1 is a C1-C4 alkoxy group, a C1-C4 alkylsulfanyl group {the C1-C4 alkoxy group and the C1-C4 alkylsulfanyl group may be substituted with one or more halogen atoms}, or a halogen atom, R 2 A compound that is either a chlorine atom or a hydrogen atom. [Aspect N5] In compound N, R 1is a C1-C4 alkoxy group, a C1-C4 alkylsulfanyl group, or a chlorine atom, R 2 A compound that is either a chlorine atom or a hydrogen atom. [Aspect N6] In compound N, R 1 is a C1-C4 alkoxy group, a C1-C4 alkylsulfanyl group, or a chlorine atom, R 2 However, it is a compound that contains a chlorine atom. [Aspect N7] In compound N, R 1 is a C1-C4 alkoxy group or a chlorine atom, R 2 However, it is a compound that contains a chlorine atom. [Aspect N8] In compound N, Q is a group represented by formula Q1 or a group represented by formula Q4, and A 1 and A 3 is a nitrogen atom, and A 2 is an oxygen atom or NR 12 And R 12 A compound in which the methyl group may be substituted with one or more halogen atoms. [Aspect N9] In compound N, Q is a group represented by formula Q1, and A 1 and A 3 is a nitrogen atom, and A 2 is an oxygen atom or NR 12 And R 12 A compound in which the methyl group may be substituted with one or more halogen atoms. [Aspect N10] In aspect N1, Q is a group represented by formula Q1 or a group represented by formula Q4, and A 1 and A 3 is a nitrogen atom, and A 2 is an oxygen atom or NR 12 And R 12 A compound in which the group is a methyl group or a hydrogen atom which may be substituted with one or more halogen atoms. [Aspect N11] In aspect N2, Q is a group represented by formula Q1 or a group represented by formula Q4, and A 1 and A 3 is a nitrogen atom, and A 2 is an oxygen atom or NR 12 And R 12A compound in which the group is a methyl group or a hydrogen atom which may be substituted with one or more halogen atoms. [Aspect N12] In aspect N3, Q is a group represented by formula Q1 or a group represented by formula Q4, and A 1 and A 3 is a nitrogen atom, and A 2 is an oxygen atom or NR 12 And R 12 A compound in which the group is a methyl group or a hydrogen atom which may be substituted with one or more halogen atoms. [Aspect N13] In aspect N4, Q is a group represented by formula Q1 or a group represented by formula Q4, and A 1 and A 3 is a nitrogen atom, and A 2 is an oxygen atom or NR 12 And R 12 A compound in which the group is a methyl group or a hydrogen atom which may be substituted with one or more halogen atoms. [Aspect N14] In aspect N5, Q is a group represented by formula Q1 or a group represented by formula Q4, and A 1 and A 3 is a nitrogen atom, and A 2 is an oxygen atom or NR 12 And R 12 A compound in which the group is a methyl group or a hydrogen atom which may be substituted with one or more halogen atoms. [Aspect N15] In aspect N6, Q is a group represented by formula Q1 or a group represented by formula Q4, and A 1 and A 3 is a nitrogen atom, and A 2 is an oxygen atom or NR 12 And R 12 A compound in which the group is a methyl group or a hydrogen atom which may be substituted with one or more halogen atoms. [Aspect N16] In aspect N7, Q is a group represented by formula Q1 or a group represented by formula Q4, and A 1 and A 3 is a nitrogen atom, and A 2 is an oxygen atom or NR 12 And R 12 A compound in which the group is a methyl group or a hydrogen atom which may be substituted with one or more halogen atoms. [Aspect N17] In aspect N1, Q is a base represented by formula Q1, and A 1 and A 3 is a nitrogen atom, and A 2 is an oxygen atom or NR 12 And R 12 A compound in which the group is a methyl group or a hydrogen atom which may be substituted with one or more halogen atoms. [Aspect N18] In aspect N2, Q is a base represented by formula Q1, and A 1 and A 3 is a nitrogen atom, and A 2 is an oxygen atom or NR 12 And R 12 A compound in which the group is a methyl group or a hydrogen atom which may be substituted with one or more halogen atoms. [Aspect N19] In aspect N3, Q is a base represented by formula Q1, and A 1 and A 3 is a nitrogen atom, and A 2 is an oxygen atom or NR 12 And R 12 A compound in which the group is a methyl group or a hydrogen atom which may be substituted with one or more halogen atoms. [Aspect N20] In aspect N4, Q is a base represented by formula Q1, and A 1 and A 3 is a nitrogen atom, and A 2 is an oxygen atom or NR 12 And R 12 A compound in which the group is a methyl group or a hydrogen atom which may be substituted with one or more halogen atoms. [Aspect N21] In aspect N5, Q is a base represented by formula Q1, and A 1 and A 3 is a nitrogen atom, and A 2 is an oxygen atom or NR 12 And R 12 A compound in which the group is a methyl group or a hydrogen atom which may be substituted with one or more halogen atoms. [Aspect N22] In aspect N6, Q is a base represented by formula Q1, and A 1 and A 3 is a nitrogen atom, and A 2 is an oxygen atom or NR 12 And R12 A compound in which the group is a methyl group or a hydrogen atom which may be substituted with one or more halogen atoms. [Aspect N23] In aspect N7, Q is a base represented by formula Q1, and A 1 and A 3 is a nitrogen atom, and A 2 is an oxygen atom or NR 12 And R 12 A compound in which the group is a methyl group or a hydrogen atom which may be substituted with one or more halogen atoms. [Aspect N24] In aspect N1, Q is a base represented by formula Q1, and A 1 and A 3 is a nitrogen atom, and A 2 A compound in which the atom is an oxygen atom. [Aspect N25] In aspect N2, Q is a base represented by formula Q1, and A 1 and A 3 is a nitrogen atom, and A 2 A compound in which the atom is an oxygen atom. [Aspect N26] In aspect N3, Q is a base represented by formula Q1, and A 1 and A 3 is a nitrogen atom, and A 2 A compound in which the atom is an oxygen atom. [Aspect N27] In aspect N4, Q is a base represented by formula Q1, and A 1 and A 3 is a nitrogen atom, and A 2 A compound in which the atom is an oxygen atom. [Aspect N28] In aspect N5, Q is a base represented by formula Q1, and A 1 and A 3 is a nitrogen atom, and A 2 A compound in which the atom is an oxygen atom. [Aspect N29] In aspect N6, Q is a base represented by formula Q1, and A 1 and A 3 is a nitrogen atom, and A 2 A compound in which the atom is an oxygen atom. [Aspect N30] In aspect N7, Q is a base represented by formula Q1, and A 1 and A 3 is a nitrogen atom, and A 2 A compound in which the atom is an oxygen atom. [Aspect N31] In any of Aspects 1 to 23, Aspects N1 to N30, or Compound N, R 3 and R 7 However, compounds that are identical or different in phase, and consist of a methyl group, a halogen atom, or a hydrogen atom. [Aspect N32] In any of Aspects 1 to 23, Aspects N1 to N30, or Compound N, R 3 is a methyl group, a chlorine atom, or a hydrogen atom, and R 7 A compound in which the atom is a hydrogen atom. [Aspect N33] In any of Aspects 1 to 23, Aspects N1 to N30, or Compound N, R 3 and R 7 A compound in which the atom is a hydrogen atom. [Aspect N34] In any of Aspects 1 to 23, Aspects N1 to N30, or Compound N, R 4 and R 6 A compound which is the same or different in phase, comprising a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C1-C6 alkylsulfanyl group {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, and the C1-C6 alkylsulfanyl group may be substituted with one or more halogen atoms}, a cyano group, a nitro group, a halogen atom, or a hydrogen atom. [Aspect N35] In any of Aspects 1 to 23, Aspects N1 to N30, or Compound N, R 5 However, the compound is a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group (the C1-C6 chain hydrocarbon group and the C1-C6 alkoxy group may be substituted with one or more halogen atoms), a nitro group, a halogen atom, or a hydrogen atom. [Aspect N36] In any of Aspects 1 to 23, Aspects N1 to N30, or Compound N, R 4 and R 6 However, the same or different C1-C6 chain hydrocarbon group, C1-C6 alkoxy group, C1-C6 alkylsulfanyl group {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, and the C1-C6 alkylsulfanyl group may be substituted with one or more halogen atoms}, cyano group, nitro group, halogen atom, or hydrogen atom, R 5However, the compound is a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group (the C1-C6 chain hydrocarbon group and the C1-C6 alkoxy group may be substituted with one or more halogen atoms), a halogen atom, or a hydrogen atom. [Aspect N37] In any of Aspects 1 to 23, Aspects N1 to N30, or Compound N, R 4 and R 6 However, they are the same or different C1-C4 alkyl group, C1-C4 alkoxy group, C1-C4 alkylsulfanyl group {the C1-C4 alkyl group, the C1-C4 alkoxy group, and the C1-C4 alkylsulfanyl group may be substituted with one or more halogen atoms}, cyano group, nitro group, halogen atom, or hydrogen atom, R 5 However, the compound is a C1-C4 alkyl group, a C1-C4 alkoxy group (the C1-C4 alkyl group and the C1-C4 alkoxy group may be substituted with one or more halogen atoms), a halogen atom, or a hydrogen atom. [Aspect N38] In any of Aspects 1 to 23, Aspects N1 to N30, or Compound N, R 3 is a methyl group, a chlorine atom, or a hydrogen atom, and R 4 and R 6 However, the same or different C1-C6 chain hydrocarbon group, C1-C6 alkoxy group, C1-C6 alkylsulfanyl group {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, and the C1-C6 alkylsulfanyl group may be substituted with one or more halogen atoms}, cyano group, nitro group, halogen atom, or hydrogen atom, R 7 A compound in which the atom is a hydrogen atom. [Aspect N39] In any of Aspects 1 to 23, Aspects N1 to N30, or Compound N, R 3 is a methyl group, a chlorine atom, or a hydrogen atom, and R 5 However, R is a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group {the C1-C6 chain hydrocarbon group and the C1-C6 alkoxy group may be substituted with one or more halogen atoms}, a nitro group, a halogen atom, or a hydrogen atom. 7 A compound in which the atom is a hydrogen atom. [Aspect N40] In any of Aspects 1 to 23, Aspects N1 to N30, or Compound N, R 3 is a methyl group, a chlorine atom, or a hydrogen atom, and R 4 and R 6 However, the same or different C1-C6 chain hydrocarbon group, C1-C6 alkoxy group, C1-C6 alkylsulfanyl group {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, and the C1-C6 alkylsulfanyl group may be substituted with one or more halogen atoms}, cyano group, nitro group, halogen atom, or hydrogen atom, R 5 However, R is a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group {the C1-C6 chain hydrocarbon group and the C1-C6 alkoxy group may be substituted with one or more halogen atoms}, a halogen atom, or a hydrogen atom. 7 A compound in which the atom is a hydrogen atom. [Aspect N41] In any of Aspects 1 to 23, Aspects N1 to N30, or Compound N, R 3 is a methyl group, a chlorine atom, or a hydrogen atom, and R 4 and R 6 However, they are the same or different C1-C4 alkyl group, C1-C4 alkoxy group, C1-C4 alkylsulfanyl group {the C1-C4 alkyl group, the C1-C4 alkoxy group, and the C1-C4 alkylsulfanyl group may be substituted with one or more halogen atoms}, cyano group, nitro group, halogen atom, or hydrogen atom, R 5 However, it is a C1-C4 alkyl group, a C1-C4 alkoxy group {the C1-C4 alkyl group and the C1-C4 alkoxy group may be substituted with one or more halogen atoms}, a halogen atom, or a hydrogen atom, R 7 A compound in which the atom is a hydrogen atom. [Aspect N42] In any of Aspects 1 to 23, Aspects N1 to N30, or Compound N, R 3 and R 7 is a hydrogen atom, and R 4 and R 6A compound which is the same or different in phase, comprising a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C1-C6 alkylsulfanyl group {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, and the C1-C6 alkylsulfanyl group may be substituted with one or more halogen atoms}, a cyano group, a nitro group, a halogen atom, or a hydrogen atom. [Aspect N43] In any of Aspects 1 to 23, Aspects N1 to N30, or Compound N, R 3 and R 7 is a hydrogen atom, and R 5 However, the compound is a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group (the C1-C6 chain hydrocarbon group and the C1-C6 alkoxy group may be substituted with one or more halogen atoms), a nitro group, a halogen atom, or a hydrogen atom. [Aspect N44] In any of Aspects 1 to 23, Aspects N1 to N30, or Compound N, R 3 and R 7 is a hydrogen atom, and R 4 and R 6 However, the same or different C1-C6 chain hydrocarbon group, C1-C6 alkoxy group, C1-C6 alkylsulfanyl group {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, and the C1-C6 alkylsulfanyl group may be substituted with one or more halogen atoms}, cyano group, nitro group, halogen atom, or hydrogen atom, R 5 However, the compound is a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group (the C1-C6 chain hydrocarbon group and the C1-C6 alkoxy group may be substituted with one or more halogen atoms), a halogen atom, or a hydrogen atom. [Aspect N45] In any of Aspects 1 to 23, Aspects N1 to N30, or Compound N, R 3 and R 7 is a hydrogen atom, and R 4 and R 6However, they are the same or different C1-C4 alkyl group, C1-C4 alkoxy group, C1-C4 alkylsulfanyl group {the C1-C4 alkyl group, the C1-C4 alkoxy group, and the C1-C4 alkylsulfanyl group may be substituted with one or more halogen atoms}, cyano group, nitro group, halogen atom, or hydrogen atom, R 5 However, the compound is a C1-C4 alkyl group, a C1-C4 alkoxy group (the C1-C4 alkyl group and the C1-C4 alkoxy group may be substituted with one or more halogen atoms), a halogen atom, or a hydrogen atom. [Aspect N46] In any of Aspects 1 to 23, Aspects N1 to N30, or Compound N, R 4 , R 5 , and R 6 A compound which is the same or different C1-C4 alkyl group, a C1-C4 alkoxy group (the C1-C4 alkyl group and the C1-C4 alkoxy group may be substituted with one or more halogen atoms), a halogen atom, or a hydrogen atom. [Aspect N47] In any of Aspects 1 to 23, Aspects N1 to N30, or Compound N, R 3 is a methyl group, a chlorine atom, or a hydrogen atom, and R 4 , R 5 , and R 6 However, the C1-C4 alkyl group, the C1-C4 alkoxy group (the C1-C4 alkyl group and the C1-C4 alkoxy group may be substituted with one or more halogen atoms), a halogen atom, or a hydrogen atom, R 7 A compound in which the atom is a hydrogen atom. [Aspect N48] In any of Aspects 1 to 23, Aspects N1 to N30, or Compound N, R 3 and R 7 is a hydrogen atom, and R 4 , R 5 , and R 6 A compound which is the same or different C1-C4 alkyl group, a C1-C4 alkoxy group (the C1-C4 alkyl group and the C1-C4 alkoxy group may be substituted with one or more halogen atoms), a halogen atom, or a hydrogen atom. [Aspect N49] In any of Aspects 1 to 23, Aspects N1 to N30, or Compound N, R 3 and R 7 is a hydrogen atom, and R 4 , R 5 , and R 6 A compound which is the same or different C1-C4 alkyl group, a C1-C4 alkoxy group (the C1-C4 alkyl group and the C1-C4 alkoxy group may be substituted with one or more halogen atoms), a halogen atom, or a hydrogen atom. [Aspect N50] In any of Aspects 1 to 23, Aspects N1 to N30, or Compound N, R 3 and R 7 is a hydrogen atom, and R 4 and R 5 However, the C1-C4 alkyl group, the C1-C4 alkoxy group (the C1-C4 alkyl group and the C1-C4 alkoxy group may be substituted with one or more halogen atoms), a halogen atom, or a hydrogen atom, R 6 A compound in which the atom is a hydrogen atom. [Aspect N51] In any of Aspects 1 to 23, Aspects N1 to N30, or Compound N, R 3 and R 7 is a hydrogen atom, and R 4 is a C1-C4 alkyl group, a C1-C4 alkoxy group {the C1-C4 alkyl group and the C1-C4 alkoxy group may be substituted with one or more halogen atoms}, a halogen atom, or a hydrogen atom, R 5 is a halogen atom or a hydrogen atom, and R 6 A compound in which the atom is a hydrogen atom.

[0016] Examples of the compound AA of the present invention include the following compounds. [Aspect AA1] In compound AA of the present invention, R 21 is a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, S(O) n R 28 , or a halogen atom, R 22 is a chlorine atom or a hydrogen atom, R 28 A compound in which the group is a C1-C6 chain hydrocarbon group. [Aspect AA2] In compound AA of the present invention, R 21 is a C1-C4 alkyl group, a C1-C4 alkoxy group, a C1-C4 alkylsulfanyl group, or a chlorine atom, and R 22 A compound in which one of the atoms is a chlorine atom or a hydrogen atom. [Aspect AA3] In compound AA of the present invention, R 23 and R 27 A compound in which the atom is a hydrogen atom. [Aspect AA4] In Aspect AA1, R 23 and R 27 A compound in which the atom is a hydrogen atom. [Aspect AA5] In Aspect AA2, R 23 and R 27 A compound in which the atom is a hydrogen atom. [Aspect AA6] In any of aspects AA1 to AA5 or compound AA of the present invention, R 24 R is a C1-C4 alkoxy group or fluorine atom substituted with one or more halogen atoms, 25 A compound in which one of the atoms is a fluorine atom or a hydrogen atom. [Aspect AA7] In any of aspects AA1 to AA5 or compound AA of the present invention, R 24 R is a C1-C4 alkoxy group or fluorine atom substituted with one or more fluorine atoms, 25 A compound in which one of the atoms is a fluorine atom or a hydrogen atom. [Aspect AA8] In any of aspects AA1 to AA5 or compound AA of the present invention, R 24 R is a C1-C2 alkoxy group or fluorine atom substituted with one or more fluorine atoms, 25 A compound in which one of the atoms is a fluorine atom or a hydrogen atom. [Aspect AA9] In any of aspects AA1 to AA5 or compound AA of the present invention, R 24 R is a methoxy group or fluorine atom substituted with one or more fluorine atoms, 25 A compound in which one of the atoms is a fluorine atom or a hydrogen atom. [Aspect AA10] In any of aspects AA1 to AA5 or compound AA of the present invention, R 24 R is a methoxy group or fluorine atom substituted with one or more fluorine atoms,25 A compound in which the atom is a hydrogen atom.

[0017] Examples of the compound A2 of the present invention include the following compounds. [Aspect A2-1] In compound A2 of the present invention, R 21a is a C1-C4 alkoxy group or a C1-C4 alkylsulfanyl group, R 22a is a chlorine atom, R 23a and R 27a is a hydrogen atom, and R 24a is a C1-C4 alkyl group, a C1-C4 alkoxy group {the C1-C4 alkyl group and the C1-C4 alkoxy group may be substituted with one or more halogen atoms}, or a halogen atom, R 25a A compound in which one of the atoms is a fluorine atom or a hydrogen atom.

[0018] Examples of the compound B of the present invention include the following compounds. [Aspect B1] In compound B of the present invention, R 31 and R 32 is a chlorine atom, R 33 , R 35 and R 37 is a hydrogen atom, and R 34 R is a C1-C4 alkoxy group substituted with one or more halogen atoms, 36 is a halogen atom, R 38 A compound in which the group is either a methyl group or a hydrogen atom. [Aspect B2] In compound B of the present invention, R 31 and R 32 is a chlorine atom, R 33 , R 35 and R 37 is a hydrogen atom, and R 34 R is a C1-C4 alkoxy group substituted with one or more fluorine atoms, 36 is a fluorine atom, R 38 A compound in which the group is either a methyl group or a hydrogen atom.

[0019] Examples of embodiments of compound C of the present invention include the following compounds. [Aspect C1] In compound C of the present invention, R41 and R 42 is a chlorine atom, R 43 and R 47 A compound in which the atom is a hydrogen atom. [Aspect C2] In Aspect C1, R 44 is a halogen atom or a hydrogen atom, and R 45 is a fluorine atom or a hydrogen atom, R 46 is a halogen atom or a hydrogen atom, and R 43 and R 47 A compound in which the atom is a hydrogen atom.

[0020] Next, a method for producing the present compound (including the compound of the present invention) will be described.

[0021] Manufacturing method 1 The compound represented by formula (I-1) (hereinafter referred to as compound (I-1)) can be produced by reacting the compound represented by formula (M-1) (hereinafter referred to as compound (M-1)) and the compound represented by formula (M-2) (hereinafter referred to as compound (M-2)) in the presence of a base and a catalyst. [ka] [In the formula, Q5 represents the group shown in formula Q1, the group shown in formula Q3, or the group shown in formula Q4, X 1 The symbols represent chlorine, bromine, or iodine atoms, and the other symbols have the same meaning as above. The reaction is carried out in or without a solvent. Examples of solvents include ethers such as tetrahydrofuran (hereinafter referred to as THF), 1,4-dioxane, 1,2-dimethoxyethane (hereinafter referred to as DME), methyl tert-butyl ether (hereinafter referred to as MTBE), and diethyl ether (hereinafter referred to as ethers); halogenated hydrocarbons such as dichloromethane and chloroform (hereinafter referred to as halogenated hydrocarbons); hydrocarbons such as hexane, toluene, and xylene (hereinafter referred to as hydrocarbons); aprotic polar solvents such as N,N-dimethylformamide (hereinafter referred to as DMF), N-methylpyrrolidone, and dimethyl sulfoxide (hereinafter referred to as DMSO) (hereinafter referred to as aprotic polar solvents); nitriles such as acetonitrile (hereinafter referred to as nitriles); water and mixtures thereof. Examples of bases used in the reaction include organic bases such as triethylamine, diisopropylethylamine, pyridine, and 4-(dimethylamino)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 hydroxides such as sodium hydroxide and potassium hydroxide (hereinafter referred to as alkali metal hydroxides); alkali metal fluorides such as sodium fluoride, potassium fluoride, and cesium fluoride; and alkali metal phosphates such as tripotassium phosphate (hereinafter referred to as alkali metal phosphates). Examples of catalysts used in the reaction include palladium(II) acetate, dichlorobis(triphenylphosphine)palladium(II), and bis(diphenylphosphineferrocenyl)palladium(II) dichloride. The reaction typically involves using compound (M-2) in a ratio of 1 to 10 moles, a base in a ratio of 1 to 10 moles, and a catalyst in a ratio of 0.0001 to 1 mole per mole of compound (M-1). Ligands may be used in the reaction as needed. Examples of ligands include triphenylphosphine, 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (hereinafter referred to as Xantphos), 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl, 1,1'-bis(diphenylphosphino)ferrocene, 2-dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl, 2-dicyclohexylphosphino-2',6'-dimethoxybiphenyl, 1,2-bis(diphenylphosphino)ethane, 2,2'-bipyridine, 2-aminoethanol, 8-hydroxyquinoline, 1,10-phenanthroline, trans-1,2-cyclohexanediamine, trans-N,N'-dimethylcyclohexane-1,2-diamine, and N,N'-dimethylethylenediamine. When ligands are used in a reaction, typically 0.01 to 0.5 moles of ligand are used per mole of compound (M-1). The reaction temperature is typically in the range of 0°C to 150°C. The reaction time is typically in the range of 0.1 to 24 hours. After the reaction is complete, compound (I-1) can be obtained by adding water to the reaction mixture, extracting with an organic solvent, and performing post-treatment operations such as drying and concentrating the organic layer. Compound (M-2) is either a commercially available compound or can be produced by known methods.

[0022] Manufacturing method 2 The compound represented by formula (I-2) (hereinafter referred to as compound (I-2)) can be produced by reacting the compound represented by formula (M-3) (hereinafter referred to as compound (M-3)) and the compound represented by formula (M-4) (hereinafter referred to as compound (M-4)) in the presence of a base. [ka] [In the formula, X 2 The symbol represents a fluorine atom or a chlorine atom, and the other symbols have the same meaning as above. The reaction is usually carried out in a solvent. Examples of solvents include ethers, halogenated hydrocarbons, hydrocarbons, aprotic polar solvents, nitriles, and mixtures thereof. Examples of bases used in the reaction include organic bases, alkali metal carbonates, alkali metal hydroxides, and alkali metal phosphates. In the reaction, compound (M-4) is typically used in a ratio of 1 to 10 moles per mole of compound (M-3), and the base is also typically used in a ratio of 1 to 10 moles. A metal catalyst may be used in the reaction as needed. Examples of metal catalysts include copper catalysts such as copper(I) iodide, copper(I) bromide, copper(I) chloride, copper(I) oxide, copper(I) trifluoromethanesulfonate benzene complex, tetrakis(acetonitrile) copper(I) hexafluorophosphate, and copper(I) 2-thiophenecarboxylate; nickel catalysts such as bis(cyclooctadiene)nickel(O) and nickel(II) chloride; and palladium catalysts such as palladium(II) acetate, tetrakis(triphenylphosphine)palladium(O), and tris(dibenzylideneacetone)dipalladium(II). When a metal catalyst is used in the reaction, it is usually used in a ratio of 0.01 to 0.5 moles of metal catalyst per mole of compound (M-3). Ligands may be used in the reaction as needed. Examples of ligands include triphenylphosphine, 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (hereinafter referred to as Xantphos), 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl, 1,1'-bis(diphenylphosphino)ferrocene, 2-dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl, 2-dicyclohexylphosphino-2',6'-dimethoxybiphenyl, 1,2-bis(diphenylphosphino)ethane, 2,2'-bipyridine, 2-aminoethanol, 8-hydroxyquinoline, 1,10-phenanthroline, trans-1,2-cyclohexanediamine, trans-N,N'-dimethylcyclohexane-1,2-diamine, and N,N'-dimethylethylenediamine. When ligands are used in a reaction, typically 0.01 to 0.5 moles of ligand are used per mole of compound (M-3). The reaction temperature is typically in the range of 0°C to 150°C. The reaction time is typically in the range of 0.5 to 24 hours. After the reaction is complete, compound (I-2) can be obtained by adding water to the reaction mixture, extracting it with an organic solvent, and performing post-treatment operations such as drying and concentrating the organic layer. Compounds (M-3) and (M-4) are either commercially available compounds or can be produced by known methods.

[0023] Manufacturing method 3 The compound represented by formula (I-3) (hereinafter referred to as compound (I-3)) can be produced by reacting the compound represented by formula (M-5) (hereinafter referred to as compound (M-5)) and the compound represented by formula (M-6) (hereinafter referred to as compound (M-6)) in the presence of a base. [ka] [In the formula, the symbols have the same meaning as above.] The reaction is usually carried out in a solvent. Examples of solvents include ethers, halogenated hydrocarbons, hydrocarbons, aprotic polar solvents, nitriles, and mixtures thereof. Examples of bases used in the reaction include organic bases, alkali metal carbonates, alkali metal hydroxides, and alkali metal phosphates. In the reaction, compound (M-6) is typically used in a ratio of 1 to 10 moles per mole of compound (M-5), and the base is also typically used in a ratio of 1 to 10 moles. The reaction temperature is typically in the range of 0°C to 150°C. The reaction time is typically in the range of 0.5 to 24 hours. After the reaction is complete, compound (I-3) can be obtained by adding water to the reaction mixture, extracting it with an organic solvent, and performing post-treatment operations such as drying and concentrating the organic layer. Compound (M-6) is either a commercially available compound or can be produced by known methods.

[0024] Manufacturing method 4 The compound represented by formula (I-4) (hereinafter referred to as compound (I-4)) can be produced by reacting the compound represented by formula (M-7) (hereinafter referred to as compound (M-7)) in the presence of an acid. [ka] [In the formula, the symbols have the same meaning as above.] The reaction is usually carried out in a solvent. Examples of solvents include ethers, halogenated hydrocarbons, hydrocarbons, aprotic polar solvents, nitriles, and mixtures thereof. An example of an acid used in the reaction is p-toluenesulfonyl chloride. In the reaction, the acid is typically used in a ratio of 0.1 to 10 moles per mole of compound (M-7). The reaction temperature is typically in the range of 0°C to 150°C. The reaction time is typically in the range of 0.5 to 24 hours. After the reaction is complete, compound (I-4) can be obtained by adding water to the reaction mixture, extracting it with an organic solvent, and performing post-treatment operations such as drying and concentrating the organic layer.

[0025] Manufacturing method 5 The compound represented by formula (I-5) (hereinafter referred to as compound (I-5)) can be produced by reacting the compound represented by formula (M-8) (hereinafter referred to as compound (M-8)) and the compound represented by formula (M-9) (hereinafter referred to as compound (M-9)) in the presence of a base. [ka] [In the formula, the symbols have the same meaning as above.] The reaction can be carried out in accordance with Manufacturing Method 3, using compound (M-9) instead of compound (M-5) and compound (M-8) instead of compound (M-6). Compound (M-8) is either a commercially available compound or can be manufactured according to known methods.

[0026] Manufacturing method 6 The compound represented by formula (I-6) (hereinafter referred to as compound (I-6)) can be produced by reacting the compound represented by formula (M-10) (hereinafter referred to as compound (M-10)) with hydrazine. [ka] [In the formula, the symbols have the same meaning as above.] The reaction is usually carried out in a solvent. Examples of solvents include ethers, halogenated hydrocarbons, hydrocarbons, aprotic polar solvents, nitriles, and mixtures thereof. As the hydrazine, hydrazine monohydrate; or hydrazine acid addition salts such as hydrazine hydrochloride or hydrazine sulfate can also be used. In the reaction, hydrazine is typically used in a ratio of 0.5 to 10 moles per mole of compound (M-10). The reaction temperature is typically in the range of 0°C to 150°C. The reaction time is typically in the range of 0.5 to 24 hours. After the reaction is complete, compound (I-6) can be obtained by adding water to the reaction mixture, extracting it with an organic solvent, and performing post-treatment operations such as drying and concentrating the organic layer. Compound (M-10) can be prepared in accordance with the method described in International Publication No. 2012 / 098416.

[0027] Manufacturing method 7 The compound represented by formula (I-7) (hereinafter referred to as compound (I-7)) can be produced by reacting compound (I-6) and the compound represented by formula (M-11) (hereinafter referred to as compound (M-11)) in the presence of a base. [ka] [In the formula, the symbols have the same meaning as above.] The reaction is usually carried out in a solvent. Examples of solvents include ethers, halogenated hydrocarbons, hydrocarbons, aprotic polar solvents, nitriles, and mixtures thereof. Examples of bases used in the reaction include organic bases, alkali metal carbonates, alkali metal hydroxides, and alkali metal phosphates. The reaction typically uses 0.5 to 10 moles of compound (M-11) and 0.5 to 10 moles of base per mole of compound (I-6). The reaction temperature is typically in the range of 0°C to 150°C. The reaction time is typically in the range of 0.5 to 24 hours. After the reaction is complete, compound (I-7) can be obtained by adding water to the reaction mixture, extracting it with an organic solvent, and performing post-treatment operations such as drying and concentrating the organic layer. Compound (M-11) is either a commercially available compound or can be manufactured according to known methods.

[0028] Manufacturing method 8 The N oxide of the compound represented by formula (I) can be produced by reacting the compound represented by formula (I) with an oxidizing agent. The reaction can be carried out, for example, in accordance with the method described in U.S. Patent Application Publication No. 2018 / 0009778 or International Publication No. 2016 / 121970.

[0029] Reference manufacturing method 1 Compound (M-5) can be produced by reacting the compound represented by formula (M-5S) (hereinafter referred to as compound (M-5S)) with hydroxylamine. [ka] [In the formula, the symbols have the same meaning as above.] The reaction is usually carried out in a solvent. Examples of solvents include alcohols such as methanol and ethanol (hereinafter referred to as alcohols); ethers; halogenated hydrocarbons; hydrocarbons; aprotic polar solvents; nitriles; and mixtures thereof. As the hydroxylamine, hydroxylamine addition salts such as hydrochloride and sulfate can also be used. In the reaction, hydroxylamine is typically used in a ratio of 0.5 to 10 moles per mole of compound (M-5S). Acids may be used in the reaction as needed. Examples of acids include inorganic acids such as hydrogen chloride, phosphoric acid, and sulfuric acid; and organic acids such as acetic acid, trifluoroacetic acid, benzoic acid, and p-toluenesulfonic acid. When an acid is used in the reaction, it is usually used in a ratio of 0.01 to 0.5 moles of acid per mole of compound (M-5S). The reaction temperature is typically in the range of 0°C to 150°C. The reaction time is typically in the range of 0.5 to 24 hours. After the reaction is complete, the reaction mixture can be mixed with water, extracted with an organic solvent, and the organic layer can be dried and concentrated to obtain compound (M-5). Compound (M-5S) is either a commercially available compound or can be manufactured according to known methods.

[0030] Reference manufacturing method 2 Compound (M-9) can be produced by reacting the compound represented by formula (M-9S) (hereinafter referred to as compound (M-9S)) with hydroxylamine. [ka] [In the formula, the symbols have the same meaning as above.] The reaction can be carried out in accordance with Reference Manufacturing Method 1, using compound (M-9S) instead of compound (M-5S). Compound (M-9S) is either a commercially available compound or can be manufactured according to known methods.

[0031] Reference manufacturing method 3 Compound (M-7) can be produced by reacting compound (M-8) with the compound represented by formula (M-7S) (hereinafter referred to as compound (M-7S)) in the presence of a base. [ka] The reaction is carried out in or without a solvent. Examples of solvents include ethers, halogenated hydrocarbons, hydrocarbons, nitriles, nitrogen-containing aromatic compounds, aprotic polar solvents, and mixtures thereof. Examples of bases include organic bases; alkali metal carbonates; and alkali metal hydrides such as sodium hydride and potassium hydride. The reaction typically involves using compound (M-7S) in a ratio of 0.5 to 1.5 moles and base in a ratio of 1 mole of compound (M-8). The reaction temperature is typically in the range of -20°C to 150°C. The reaction time is typically in the range of 0.5 to 24 hours. After the reaction is complete, the reaction mixture can be mixed with water, extracted with an organic solvent, and the organic layer can be dried and concentrated to obtain compound (M-7). The compound (M-7S) is either a commercially available compound or can be manufactured using known methods.

[0032] The compound of the present invention can be mixed with or used in combination with one or more components selected from the group consisting of the following groups (a), (b), (c), and (d) (hereinafter referred to as "the component"). The aforementioned mixing or combined use means using the compound of the present invention and the component simultaneously, separately, or at intervals of time. When the compound of the present invention and the component are used simultaneously, the compound of the present invention and the component may be contained in separate formulations, or they may be contained in a single formulation. One aspect of the present invention is a composition (hereinafter referred to as Composition A) containing one or more components selected from the group consisting of group (a), group (b), group (c), and group (d) (i.e., the component of the present invention), and the compound of the present invention.

[0033] Group (a) includes acetylcholinesterase inhibitors (e.g., carbamate insecticides, organophosphate insecticides), GABAergic chloride channel blockers (e.g., phenylpyrazole insecticides), sodium channel modulators (e.g., pyrethroid insecticides), nicotinic acetylcholine receptor competitive modulators (e.g., neonicotinoid insecticides), nicotinic acetylcholine receptor allosteric modulators, glutamate-gated chloride channel allosteric modulators (e.g., macrolide insecticides), juvenile hormone mimics, multisite inhibitors, string organ TRPV channel modulators, mite growth inhibitors, microbial insect midgut membrane disruptors, mitochondrial ATP synthase inhibitors, oxidative phosphorylation uncoupling agents, nicotinic acetylcholine receptor channel blockers (e.g., nereistoxin insecticides), chitin biosynthesis inhibitors, molting inhibitors, ecdysone receptor agonists, octopamine receptor agonists, mitochondrial electron transport chain complexes I and II, This group consists of inhibitors of III and IV, voltage-gated sodium channel blockers, acetyl-CoA carboxylase inhibitors, ryanodine receptor modulators (e.g., diamide insecticides), chordal organ modulators, microbial insecticides, and other insecticidal, acaricidal, and nematicidal components. These are described in the IRAC classification based on the mechanism of action.

[0034] Group (b) consists of nucleic acid synthesis inhibitors (e.g., phenylamide fungicides, acyl amino acid fungicides), cell division and cytoskeleton inhibitors (e.g., MBC fungicides), respiratory inhibitors (e.g., QoI fungicides, QiI fungicides), amino acid and protein synthesis inhibitors (e.g., anilinopyridine fungicides), signaling inhibitors, lipid 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 are described in the FRAC classification based on mechanism of action.

[0035] Group (c) is a group of plant growth regulating components (including mycorrhizal fungi and rhizobia).

[0036] Group (d) is the group of repellent components.

[0037] Examples of combinations of this component and the compounds of the present invention are listed below. For example, alanycarb + SX means a combination of alanycarb and SX. The abbreviation SX refers to any one of the compounds of this invention selected from the compound group SX1 to SX1397. Furthermore, all of the components described below are known components and can be obtained from commercially available formulations or manufactured by known methods. If the component is a microorganism, it can also be obtained from a microbial depositary. The numbers in parentheses represent CAS RN(registered trademark).

[0038] Combinations of the main component from group (a) above and the compound of the present invention: Abamectin + SX, Acephate + SX, Acequinocyl + SX, Acetamiprid + SX, Acetoprole + SX, Acrinathrin + SX, Acynonapyr + SX, Afidopyropen + SX, Afoxolaner + SX, Alanicarb + SX, Aldicarb + SX, Allethrin + SX, Alpha-cypermethrin + SX, Alpha-endosulfan + SX, Aluminum phosphide + SX, Amitraz + SX, Azadirachtin + SX, Azamethiphos + SX, Azinphos-ethyl + SX, Azinphos-methyl + SX, Azocyclotin + SX, Bark of Celastrus angulatus + SX, Bendiocarb + SX, Benfluthrin + SX, Benfuracarb + SX, Bensultap + SX, Benzoximate + SX, Benzpyrimoxan + SX, Beta-cyfluthrin + SX, Beta-cypermethrin + SX, Bifenazate + SX, Bifenthrin + SX, Bioallethrin + SX, Bioresmethrin + SX,Bistrifluron + SX, Borax + SX, Boric acid + SX, Broflanilide + SX, Bromopropylate + SX, Buprofezin + SX, Butocarboxim + SX, Butoxycarboxim + SX, Cadusafos + SX, Calcium phosphide + SX, Carbaryl + SX, Carbofuran + SX, Carbosulfan + SX, Cartap hydrochloride + SX, Cartap + SX, Chinomethionate + SX, Chlorantraniliprole + SX, Chlordane + SX, Chlorethoxyfos + SX, Chlorfenapyr + SX, Chlorfenvinphos + SX, Chlorfluazuron + SX, Chlormephos + SX, Chloropicrin + SX, Chlorpyrifos + SX, Chlorpyrifos-methyl + SX, Chromafenozide + SX, Clofentezine + SX, Clothianidin + SX, Concanamycin A + SX, Coumaphos + SX, Cryolite + SX, Cyanophos + SX, Cyantraniliprole + SX, Cyclaniliprole + SX,Cyclobrifluram + SX, Cycloprothrin + SX, Cycloxaprid + SX, Cyenopyrafen + SX, Cyetpyrafen + SX, Cyflumetofen + SX, Cyfluthrin + SX, Cyhalodiamide + SX, Cyhalothrin + SX, Cyhexatin + SX, Cypermethrin + SX, Cyphenothrin + SX, Cyproflanilide + SX, Cyromazine + SX, Dazomet + SX, Deltamethrin + SX, Demeton-S-methyl + SX, Diafenthiuron + SX, Diazinon + SX, Dichlorvos + SX, Dichloromezotiaz + SX, Dicofol + SX, Diclotophos + SX, Diflovidazin + SX, Diflubenzuron + SX, Dimefluthrin + SX, Dimethoate + SX, Dimethylvinphos + SX, Dimpropyridaz + SX, Dinotefuran + SX, Disodium octaborate + SX, Disulfoton + SX, DNOC (2-methyl-4,6-dinitrophenol) + SX, Doramectin + SX,Dried leaves of Dryopteris filix-mas + SX, emamectin-benzoate + SX, empenthrin + SX, endosulfan + SX, EPN (O-ethyl O-(4-nitrophenyl) phenylphosphonothioate) + SX, epsilon-metofluthrin + SX, epsilon-momfluorothrin + SX, esfenvalerate + SX, ethiofencarb + SX, ethion + SX, ethiprole + SX, etoprophos + SX, etofenprox + SX, Ethoxazole + SX, Artemisia absinthium extract + SX, Azadirachta indica extract + SX, Cassia nigricans extract + SX, Clitoria ternatea extract + SX, Symphytum officinale extract + SX, Chenopodium ambrosioides extract (or simulated blend) + SX, Tansy extract + SX, Urtica dioica extract + SX, Viscum album extract + SX, Fanhur + SX, Fenamiphos + SX, fenazaquin + SX,Fenbutatin oxide + SX, fenitrothion + SX, fenmezoditiaz + SX, fenobucarb + SX, fenoxycarb + SX, fenpropathrin + SX, fenpyroximate + SX, fenthion + SX, fenvalerate + SX, fipronil + SX, flometoquin + SX, flonicamid + SX, fluacrypyrim + SX, fluazaindolizine + SX, fluazuron + SX, Flubendiamide + SX, Fluchlordiniliprole + SX, Flucycloxuron + SX, Flucythrinate + SX, Fluensulfone + SX, Flufenoprox + SX, Flufenoxuron + SX, Flufiprole + SX, Flumethrin + SX, Flupentiofenox + SX, Flupyradifurone + SX, Flupyrimin + SX, Fluralaner + SX, Fluvalinate + SX, Fluxametamide + SX, formetanate + SX, fosthiazate + SX, furamethrin + SX, furathiocarb + SX,Gamma-cyhalothrin + SX, GS-omega / kappa HXTX-Hv1a peptide + SX, halfenprox + SX, halofenozide + SX, heptafluthrin + SX, heptenophos + SX, hexaflumuron + SX, hexythiazox + SX, potassium salt of hop beta acid + SX, hydramethylnon + SX, hydroprene + SX, imicyaphos + SX, imidacloprid + SX, imidaclothiz + SX, imiprothrin + SX, indazapyroxamet + SX, indoxacarb + SX, isocycloseram + SX, isofenphos + SX, isoprocarb + SX, isopropyl-O-(methoxyaminothiophosphoryl) salicylate + SX, isoxathion + SX, ivermectin + SX, kadethrin + SX, kappa-tefluthrin + SX, kappa-bifenthrin + SX, Kinoprene + SX, lambda-cyhalothrin + SX, lenoremycin + SX, lepimectin + SX, lime sulfur + SX,Lotilaner + SX, Lufenuron + SX, Machine oil + SX, Malathion + SX, Mecarbam + SX, Meperfluthrin + SX, Metaflumizone + SX, Metam + SX, Methamidophos + SX, Methidathion + SX, Methiocarb + SX, Methomyl + SX, Methoprene + SX, Methoxychlor + SX, Methoxyfenozide + SX, Methyl bromide + SX, Metofluthrin + SX, Metolcarb + SX, Methoxadiazone + SX, Mevinphos + SX, Milbemectin + SX, Milbemycin oxime + SX, Momfluorothrin + SX, Monocrotophos + SX, Moxidectin + SX, Naled + SX, Nicofluprole + SX, Nicotine + SX, Nicotine-sulfate + SX, Nitenpyram + SX, Novaluron + SX, Noviflumuron + SX, 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 + SX, Phosphine + SX, Phoxim + SX, Pirimicarb + SX, Pirimiphos-methyl + SX, Prallethrin + SX, Profenofos + SX, Profluthrin + SX, Propargite + SX, Propetamphos + SX, Propoxur + SX, Polypropylene glycol alginate + SX, Prothiofos + SX, Pyflubumide + SX, Pymetrozine + SX, Pyraclofos + SX, Pyrethrins + SX, Pyridaben + SX, Pyridalyl + SX, Pyridaphenthion + SX, Pyrifluquinazone + SX, Pyrimidifen + SX, Pyriminostrobin + SX, Pyriprole + SX, pyriproxyfen + SX, quinalphos + SX, resmethrin + SX, rotenone + SX,ryanodine + SX, sarolaner + SX, selamectin + SX, sigma-cypermethrin + SX, silafluofen + SX, sodium borate + SX, sodium metaborate + SX, spidoxamat + SX, spinetoram + SX, spinosad + SX, spirobudifen + SX, spirodiclofen + SX, Spiromesifen + SX, Spiropidion + SX, Spirotetramat + SX, Sulfuramide + SX, Sulfotep + SX, Sulfoxaflor + SX, Sulfur + SX, Sulfuryl fluoride + SX, Tartar emetic + SX, Tau-fluvalinate + SX, Tebufenozide + SX, Tebufenpyrad + SX, Tebupirimfos + SX, Teflubenzuron + SX, Tefluthrin + SX, temephos + SX, terbufos + SX, terpene constituents of the extract of chenopodium ambrosioides near ambrosioides + SX, tetrachlorantraniliprole + SX, tetrachlorvinphos + SX, tetradifon + SX, tetramethrin + SX, tetramethylfluthrin + SX, tetraniliprole + SX, theta-cypermethrin + SX, thiacloprid + SX, thiamethoxam + SX, thiocyclam + SX, Thiodicarb + SX, Thiofanox + SX, Thiometon + SX,Thiosultap disodium + SX, Thiosultap monosodium + SX, Thiorantraniliprole + SX, Thioxazafen + SX, Tolfenpyrad + SX, Tralomethrin + SX, Transfluthrin + SX, Triazamate + SX, Triazophos + SX, Trichlorfon + SX, Trifluenfuronate + SX, Triflumezopyrim + SX, Triflumuron + SX, Trimethacarb + SX, Tyclopyrazoflor + SX, Vamidothion + SX, Wood extract of Quassia amara + SX, XMC (3,5-dimethylphenyl N-methylcarbamate) + SX, Xylylcarb + SX, Zeta-cypermethrin + SX, Zinc phosphide + SX, 4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-2-methyl-N-(1-oxothietan-3-yl)benzamide (1241050-20-3) + SX, 3-methoxy-N-(5-{5-(trifluoromethyl)-5-[3-(trifluoromethyl)phenyl]-4,5-dihydro-1,2-oxazol-3-yl}indan-1-yl)propanamide (1118626-57-5) + SX, 2-({2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl)sulfinyl]phenyl}imino)-3-(2,2,2-trifluoroethyl)-1,3-thiazolidin-4-one (1445683-71-5) + SX, (2Z)-2-({2-fluoro-4-methyl-5-[(R)-(2,2,2-trifluoroethyl)sulfinyl]phenyl}imino)-3-(2,2,2-trifluoroethyl)-1,3-thiazolidin-4-one (2377084-09-6) + SX, N-{4-chloro-3-[(1-cyanocyclopropyl)carbamoyl]phenyl}-1-methyl-4-(methanesulfonyl)-3-(1,1,2,2,2-pentafluoroethyl)-1H-pyrazole-3-carboxamide (1400768-21-9) + SX, N-[3-chloro-1-(pyridin-3-yl)-1H-pyrazol-4-yl]-2-(methanesulfonyl)propanamide (2396747-83-2) + SX, 1,4-dimethyl-2-[2-(pyridin-3-yl)-2H-indazol-5-yl]-1,2,4-triazolidine-3,5-dione (2171099-09-3) + SX, 2-isopropyl-5-[(3,4,4-trifluoro-3-buten-1-yl)sulfonyl]-1,3,4-thiadiazole (2058052-95-0) + SX, N-({2-fluoro-4-[(2S,3S)-2-hydroxy-3-(3,4,5-trichlorophenyl)-3-(trifluoromethyl)pyrrolidin-1-yl]phenyl}methyl)cyclopropanecarboxamide + SX, 7-fluoro-N-[1-(methylsulfanyl)-2-methylpropan-2-yl]-2-(pyridin-3-yl)-2H-indazole-4-carboxamide + SX,7-fluoro-N-[1-(methanesulfinyl)-2-methylpropan-2-yl]-2-(pyridin-3-yl)-2H-indazole-4-carboxamide + SX, 7-fluoro-N-[1-(methanesulfonyl)-2-methylpropan-2-yl]-2-(pyridin-3-yl)-2H-indazole-4-carboxamide + SX, N-[1-(difluoromethyl)cyclopropyl]-2-(pyridin-3-yl)-2H-indazole-4-carboxamide + SX, 2,9-dihydro-9-(methoxymethyl)-2-(pyridin-3-yl)-10H-pyrazolo[3,4-f]pyrido[2,3-b][1,4]oxazepin-10-one (2607927-97-7) + SX, BT crop protein Cry1Ab + SX, BT crop protein Cry1Ac + SX, BT crop protein Cry1Fa + SX, BT crop protein Cry1A.105 + SX, BT crop protein Cry2Ab + SX, BT crop protein Vip3A + SX, BT crop protein mCry3A + SX, BT crop protein Cry3Ab + SX, BT crop protein Cry3Bb + SX, BT crop protein Cry34Ab1 / Cry35Ab1 (BT crop protein Cry34Ab1 / Cry35Ab1) + SX, Adoxophyes orana granulosis virus strain BV-0001 + SX,Anticarsia gemmatalis mNPV + SX, Autographa californica mNPV + SX, Cydia pomonella GV strain V15 + SX, Cydia pomonella GV strain V22 + SX, Cryptophlebia leucotreta GV + SX, Dendrolimus punctatus cytoplasmic polyhedron virus + SX, Helicoverpa armigera NPV strain BV-0003 + SX, Helicoverpa zea NPV + SX, Lymantria dispar NPV + SX, Mamestra brassicae NPV + SX, Mamestra configurata NPV + SX, Neodiprion abietis NPV + SX, Neodiprion lecontei NPV + SX, Neodiprion sertifer NPV + SX, Nosema locustae + SX, Orgyia pseudotsugata NPV + SX, Pieris rapae GV + SX, Plodia interpunctella GV + SX,Spodoptera exigua mNPV + SX, Spodoptera littoralis mNPV + SX, Spotaceous strain of rhinoceros strain (Spodoptera litura NPV) + SX, Arthrobotrys dactyloides + SX, Bacillus firmus strain GB-126 + SX, Bacillus firmus strain I-1582 + SX, Bacillus firmus strain NCIM2637 + SX, Bacillus megaterium + SX, Bacillus sp. strain AQ175 + SX, Bacillus sp. strain AQ177 + SX, Bacillus sp. strain AQ178 + SX, Bacillus sphaericus strain 2362 serotype H5a5b + SX, Bacillus sphaericus strain ABTS1743 + SX, Bacillus thuringiensis strain AQ52 + SX, Bacillus thuringiensis strain BD#32 + SX, Bacillus thuringiensis strain BD#32 + SX CR-371 + SX, Bacillus thuringiensis subsp. Aizawai strain ABTS-1857 + SX, Bacillus thuringiensis subsp. Aizawai strain AM65-52 + SX, Bacillus thuringiensis subsp. Aizawai strain GC-91 + SX, Bacillus thuringiensis subsp. Aizawai strain NB200 + SX, Bacillus thuringiensis subsp. Aizawai Serotype strain H-7 + SX, Bacillus thuringiensis subsp. Kurstaki strain ABTS351 + SX,Bacillus thuringiensis subsp. Kurstaki strain BMP123 + SX, Bacillus thuringiensis subsp. Kurstaki strain CCT1306) + SX, Bacillus thuringiensis subsp. Kurstaki strain EG2348 + SX, Bacillus thuringiensis subsp. Kurstaki strain EG7841 + SX, Bacillus thuringiensis subsp. Kurstaki strain EVB113-19 + SX, Bacillus thuringiensis subsp. Kurstaki strain F810 + SX, Bacillus thuringiensis subsp. Kurstaki strain HD-1 + SX, Bacillus thuringiensis subsp. Kurstaki strain PB54 + SX, Bacillus thuringiensis subsp. Kurstaki strain SA-11 + SX, Bacillus thuringiensis subsp. Kurstaki strain SA-12 + SX, Bacillus thuringiensis subsp. Tenebriosis strain NB176 + SX, Bacillus thuringiensis subsp. Thuringiensis strain MPPL002 + SX, Bacillus thuringiensis subsp. morrisoni + SX, Bacillus thuringiensis var. colmeri + SX, Bacillus thuringiensis var. darmstadiensis strain 24-91 + SX, Bacillus thuringiensis var. dendrolimus + SX, Bacillus thuringiensis var. galleriae + SX,Bacillus thuringiensis var. israelensis strain BMP144 + SX, Bacillus thuringiensis var. israelensis serotype strain H-14 + SX, Bacillus thuringiensis var. japonensis strain buibui + SX, Bacillus thuringiensis var. san diego strain M-7 + SX, Bacillus thuringiensis var. 7216 + SX, Bacillus thuringiensis var. aegypti + SX, Bacillus thuringiensis var. T36 + SX, Beauveria bassiana strain ANT-03 + SX, Beauveria bassiana strain ATCC74040 + SX, Beauveria bassiana strain GHA + SX, Beauveria brongniartii + SX, Burkholderia rinogensis strain A396 + SX, Chromobacterium subtsugae strain PRAA4-1T + SX, Dactyllela ellipsospora + SX, Dactylaria thaumasia + SX, Hirsutella minnesotensis + SX, Hirsutella rhossiliensis + SX, Hirsutella thompsonii + SX, Lagenidium giganteum + SX, Lecanicillium lecanii strain KV01 + SX, Lecanicillium lecanii conidia of strain DAOM198499 + SX, Lecanicillium lecanii conidia of strain DAOM216596 + SX, Lecanicillium muscarium strain Ve6 + SX,Metarhizium anisopliae strain F52 + SX, Metarhizium anisopliae var. acridum + SX, Metarhizium anisopliae var. anisopliae BIPESCO 5 / F52 + SX, Metarhizium flavoviride + SX, Monacrosporium phymatopagum + SX, Paecilomyces fumosoroseus Apopka strain 97 + SX, Paecilomyces lilacinus strain 251 + SX, Paecilomyces tenuipes strain + SX, Paecilomyces tenuipes + SX popilliae + SX, Pasteuria nishizawae strain Pn1 + SX, Pasteuria penetrans + SX, Pasteuria usgae + SX, Pasteuria thornei + SX, Serratia entomophila + SX, Verticillium chlamydosporium + SX, Verticillium lecani strain NCIM1312 + SX, SX

[0039] Form (b) on the right side of the table: Acibenzolar-S-methyl + SX, Aldimorph + SX, Ametoctradin + SX, Aminopyrifen + SX, Amisulbrom + SX, Anilazine + SX, Azaconazole + SX, Azoxystrobin + SX, Basic copper sulfate + SX, Benalaxyl + SX, Benalaxyl-M + SX, Benodanil + SX, Benomyl + SX, Benthiavalicarb + SX, Benthiavalicarb-isopropyl + SX, Benzovindiflupyr + SX, Binapacryl + SX, Biphenyl + SX, Bitertanol + SX, Bixafen + SX, Blastoicidin-S + SX, Bordeaux mixture + SX, Boscalid + SX, Bromothalonil + SX, Bromuconazole + SX, Bupirimate + SX, Captafol + SX, Captan + SX, Carbendazim + SX, Carboxin + SX, Carpropamid + SX, chinomethionate + SX, chitin + SX, chloroinconazide + SX, chloroneb + ​​SX, chlorothalonil + SX,Chlozolinate + SX, Colletochlorin B + SX, Copper(II) acetate + SX, Copper(II) hydroxide + SX, Basic copper chloride + SX, Copper(II) sulfate + SX, Coumoxystrobin + SX, Cyazofamide + SX, Cyflufenamid + SX, Cymoxanil + SX, Cyproconazole + SX, Cyprodinil + SX, Diclobentiazox + SX, Dichlofluanid + SX, Diclocymet + SX, Diclomezine + SX, Dichloran + SX, Dietofencarb + SX, Difenoconazole + SX, Diflumetrim + SX, Dimethachlone + SX, Dimethirimol + SX, Dimethomorph + SX, Dimoxystrobin + SX, Diniconazole + SX, Diniconazole-M + SX, Dinocap + SX, Dipotassium hydrogen phosphite + SX, Dipymetitrone + SX, dithianon + SX, dodecylbenzenesulfonic acid bisethylenediamine copper(II) complex salt + SX,Dodemorph + SX, Dodine + SX, Edifenphos + SX, Enoxastrobin + SX, Epoxiconazole + SX, Etaconazole + SX, Ethaboxam + SX, Ethirimol + SX, Etridiazole + SX, Tea tree extract (Melaleuca alternifolia) + SX, Japanese knotweed extract (Reynoutria sachalinensis) + SX, Extract of the cotyledons of lupine plantlets ("BLAD") + SX, Garlic extract (Allium sativum) + SX, Horsetail extract (Equisetum arvense) + SX, Extract of Tropaeolum majus + SX, Famoxadone + SX, Fenamidone + SX, Fenaminstrobin + SX, Fenarimol + SX, Fenbuconazole + SX, Fenfuram + SX, Fenhexamid + SX, Fenoxanil + SX, Fenpiclonil + SX, Fenpicoxamid + SX, Fenpropidin + SX, Fenpropimorph + SX, Fenpyrazamine + SX, fentin acetate + SX, fentin chloride + SX,Triphenyltin hydroxide (fentin hydroxide) + SX, Ferbam + SX, Ferimzone + SX, Florylpicoxamide + SX, Fluazinam + SX, Flubeneteram + SX, Fludioxonil + SX, Flufenoxadiazam + SX, Flufenoxystrobin + SX, Fluindapyr + SX, Flumetylsulforim + SX, Flumorph + SX, Fluopicolide + SX, Fluopyram + SX, Fluopimomide + SX, fluoroimide + SX, fluoxapiprolin + SX, fluoxastrobin + SX, fluoxytioconazole + SX, fluquinconazole + SX, flusilazole + SX, flusulfamide + SX, flutianil + SX, flutolanil + SX, flutriafol + SX, fluxapyroxad + SX, folpet + SX, fosetyl + SX, fosetyl-aluminium + SX, fuberidazole + SX, furalaxyl + SX, furametpyr + SX, guazatine + SX, hexaconazole + SX, hymexazole + SX,Imazalil + SX, Imibenconazole + SX, Iminoctadine + SX, Iminoctadine triacetate + SX, Inpyrfluxam + SX, Iodocarb + SX, Ipconazole + SX, Ipfentrifluconazole + SX, Ipflufenoquin + SX, Iprobenfos + SX, Iprodione + SX, Iprovalicarb + SX, Isofetamide + SX, Isoflucypram + SX, Isoprothiolane + SX, Isopyrazam + SX, isotianil + SX, kasugamycin + SX, kresoxim-methyl + SX, laminarin + SX, leaves and bark of Quercus + SX, mancozeb + SX, mandestrobin + SX, mandipropamid + SX, maneb + ​​SX, mefentrifluconazole + SX, mepanipyrim + SX, mepronil + SX, meptyldinocap + SX, metalaxyl + SX, Metalaxyl-M + SX, metarylpicoxamide + SX, metconazole + SX, methasulfocarb + SX, metiram + SX,Metominostrobin + SX, Metrafenone + SX, Methyltetraprole + SX, Myclobutanil + SX, Naftifine + SX, Nuarimol + SX, Octylinone + SX, Ofurace + SX, Orysastrobin + SX, Oxadixyl + SX, Oxathiapiprolin + SX, Oxine-copper + SX, Oxolinic acid + SX, Oxpoconazole + SX, Oxpoconazole fumarate + SX, Oxycarboxin + SX, oxytetracycline + SX, pefurazoate + SX, penconazole + SX, pencycuron + SX, penflufen + SX, penthiopyrad + SX, phenamacril + SX, phosphorous acid + SX, phthalide + SX, picarbutrazox + SX, picoxystrobin + SX, piperalin + SX, polyoxins + SX, potassium hydrogencarbonate + SX, potassium dihydrogen phosphite + SX, probenazole + SX, Prochloraz + SX, Procymidone + SX,Propamidine + SX, Propamocarb + SX, Propiconazole + SX, Propineb + ​​SX, Proquinazid + SX, Prothiocarb + SX, Prothioconazole + SX, Pydiflumetofen + SX, Pyraclostrobin + SX, Pyrametostrobin + SX, Pyraoxystrobin + SX, Pyrapropoyne + SX, Pyraziflumid + SX, Pyrazophos + SX, Pyribencarb + SX, Pyributicarb + SX, pyridaclomethyl + SX, pyrifenox + SX, pyrimethanil + SX, pyrimorph + SX, pyrifenone + SX, pyrisoxazole + SX, pyroquilon + SX, quillaya extract + SX, quinconazole + SX, quinofumelin + SX, quinoxyfen + SX, quintozene + SX, saponins of Chenopodium quinoa + SX, seboctylamine + SX, sedaxane + SX, Silthiofam + SX, Simeconazole + SX, Sodium hydrogencarbonate + SX,Spiroxamine + SX, Streptomycin + SX, Sulfur + SX, Tebuconazole + SX, Tebufloquin + SX, Teclofthalam + SX, Tecnazene + SX, Terbinafine + SX, Tetraconazole + SX, Thiabendazole + SX, Tifluzamide + SX, Thiophanate + SX, Thiophanate-methyl + SX, Thiram + SX, Thymol + SX, Thiadinil + SX, Tolclofos-methyl + SX, Tolfenpyrad + SX, Tolprocarb + SX, Tolylfluanid + SX, Triadimefon + SX, Triadimenol + SX, Triazoxide + SX, Triclopyricarb + SX, Tricyclazole + SX, Tridemorph + SX, Trifloxystrobin + SX, Triflumizole + SX, Triforine + SX, Triticonazole + SX, Validamycin + SX, Valifenalate + SX, vinclozolin + SX, yellow mustard powder + SX, zinc thiazole + SX, zineb + ​​SX, ziram + SX,ゾキサミド(zoxamide) + SX, N'-[4-({3-[(4-chlorophenyl)methyl]-1,2,4-thiadiazol-5-yl}oxy)-2,5-dimethylphenyl]-N-ethyl-N-methylmethanimidamide (1202781-91-6) + SX, N'-{4-[(4,5-dichlorothiazol-2-yl)oxy]-2,5-dimethylphenyl}-N-ethyl-N-methylmethanimidamide (929908-57-6) + SX, N'-(2,5-dimethyl-4-phenoxyphenyl)-N-ethyl-N-methylmethanimidamide (1052688-31-9) + SX, N, '-[5-chloro-4-(2-fluorophenoxy)-2-methylphenyl]-N-ethyl-N-methylmethanimidamide (2055589-28-9) + SX, N'-[2-chloro-4-(2-fluorophenoxy)-5-methylphenyl]-N-ethyl-N-methylmethanimidamide (2055756-21-1) + SX, N'-(2-chloro-4-phenoxy-5-methylphenyl)-N-ethyl-N-methylmethanimidamide (2062599-39-5) + SX, N'-[4-(1-hydroxy-1-phenyl-2,2,2-trifluoroethyl)-2-methyl-5-methoxyphenyl]-N-isopropyl-N-methylmethanimidamide (2101814-55-3) + SX, N'-[5-bromo-6-(1-methyl-2-propoxyethoxy)-2-methylpyridin-3-yl]-N-ethyl-N-methylmethanimidamide (1817828-69-5) + SX, 4-(2-bromo-4-fluorophenyl)-N-(2-chloro-6-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine (1362477-26-6) + SX, 2-[6-(3-fluoro-4-methoxyphenyl)-5-methylpyridin-2-yl]quinazoline (1257056-97-5) + SX, ethyl (2Z)-3-amino-2-cyano-3-phenylacrylate (39491-78-6) + SX, N-[(2-chlorothiazol-5-yl)methyl]-N-ethyl-6-methoxy-3-nitropyridin-2-amine (1446247-98-8) + SX, 5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentan-1-ol (1394057-11-4) + SX, (1R, 2S, 5S)-5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentan-1-ol (1801930-06-2) + SX, (1S, 2R, 5R)-5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentan-1-ol (1801930-07-3) + SX, 2-(chloromethyl)-5-(4-fluorobenzyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentan-1-ol (1394057-13-6) + SX, (1R, 2S, 5S)-2-(chloromethyl)-5-(4-fluorobenzyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentan-1-ol (1801930-08-4) + SX, (1S, 2R, 5R)-2-(chloromethyl)-5-(4-fluorobenzyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentan-1-ol (1801930-09-5) + SX, methyl 3-[(4-chlorophenyl)methyl]-2-hydroxy-1-methyl-2-(1H-1,2,4-triazol-1-ylmethyl)cyclopentan-1-carboxylate (1791398-02-1) + SX, 1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)-1-[1-(4-bromo-2,6-difluorophenoxy)cyclopropyl]ethanol (2019215-86-0) + SX, 1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)-1-[1-(4-chloro-2,6-difluorophenoxy)cyclopropyl]ethanol (2019215-84-8) + SX, 1-[2-(1-chlorocyclopropyl)-3-(2-fluorophenyl)-2-hydroxypropyl]-1H-imidazole-5-carbonitrile (2018316-13-5) + SX, 1-[2-(1-chlorocyclopropyl)-3-(2,3-difluorophenyl)-2-hydroxypropyl]-1H-imidazole-5-carbonitrile (2018317-25-2) + SX, 2-[6-(4-bromophenoxy)-2-(trifluoromethyl)pyridin-3-yl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol (2082661-43-4) + SX, 2-[6-(4-chlorophenoxy)-2-(trifluoromethyl)pyridin-3-yl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol (2082660-27-1) + SX, methyl ({2-methyl-5-[1-(4-methoxy-2-methylphenyl)-1H-pyrazol-3-yl]phenyl}methyl)carbamate (1605879-98-8) + SX, 2-(difluoromethyl)-N-[1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]pyridine-3-carboxamide (1616239-21-4) + SX, 2-(difluoromethyl)-N-[3-ethyl-1,1-dimethyl-2,3-dihydro-1H-inden-4-yl]pyridine-3-carboxamide (1847460-02-9) + SX, 2-(difluoromethyl)-N-[3-propyl-1,1-dimethyl-2,3-dihydro-1H-inden-4-yl]pyridine-3-carboxamide (1847460-05-2) + SX, (2E,3Z)-5-{[1-(4-chlorophenyl)-1H-pyrazol-3-yl]oxy}-2-(methoxyimino)-N,3-dimethylpent-3-enamide (1445331-27-0) + SX, (2E,3Z)-5-{[1-(2,4-dichlorophenyl)-1H-pyrazol-3-yl]oxy}-2-(methoxyimino)-N,3-dimethylpent-3-enamide (1445331-54-3) + SX, 5-chloro-4-({2-[6-(4-chlorophenoxy)pyridin-3-yl]ethyl}amino)-6-methylpyrimidine (1605340-92-8) + SX, N-(1-benzyl-1,3-dimethylbutyl)-8-fluoroquinoline-3-carboxamide (2132414-04-9) + SX, N-(1-benzyl-3,3,3-trifluoro-1-methylpropyl)-8-fluoroquinoline-3-carboxamide (2132414-00-5) + SX, 4,4-dimethyl-2-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)isoxazolidin-3-one (2098918-25-1) + SX, 5,5-dimethyl-2-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)isoxazolidin-3-one (2098918-26-2) + SX, N-ethyl-2-methyl-N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propanamide + SX, N,2-dimethoxy-N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propanamide + SX, N-methoxy-N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)cyclopropanecarboxamide + SX, N-methoxy-N'-methyl-N-({ 4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)urea + SX, N'-ethyl-N-methoxy-N-({ 4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)urea + SX, N,N'-dimethoxy-N-({ 4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)urea + SX, N-acetyl-2-(ethanesulfonyl)-N-[2-(methoxycarbonyl)-4-(trifluoromethoxy)phenyl]-4-(trifluoromethyl)benzamide (2043675-28-9) + SX, 3-(4-bromo-7-fluoroindol-1-yl)butan-2-yl N-[(3-hydroxy-4-methoxypyridin-2-yl)carbonyl]-L-alaninate + SX, 3-(7-bromoindol-1-yl)butan-2-yl N-[(3-hydroxy-4-methoxypyridin-2-yl)carbonyl]-L-alaninate + SX, 3-(7-bromo-4-fluoroindol-1-yl)butan-2-yl N-[(3-hydroxy-4-methoxypyridin-2-yl)carbonyl]-L-alaninate + SX, 3-(3,5-dichloropyridin-2-yl)butan-2-yl N-[(3-hydroxy-4-methoxypyridin-2-yl)carbonyl]-L-alaninate + SX, 3-(3,5-dichloropyridin-2-yl)butan-2-yl N-{[3-(acetoxymethoxy)-4-methoxypyridin-2-yl]carbonyl}-L-alaninate + SX,(1S)-1-[1-(naphthalen-1-yl)cyclopropyl]ethyl N-[(3-hydroxy-4-methoxypyridin-2-yl)carbonyl]-L-alaninate + SX, (1S)-1-[1-(naphthalen-1-yl)cyclopropyl]ethyl N-[(3-acetoxy-4-methoxypyridin-2-yl)carbonyl]-L-alaninate + SX, (1S)-1-[1-(naphthalen-1-yl)cyclopropyl]ethyl N-{[3-(acetoxymethoxy)-4-methoxypyridin-2-yl]carbonyl}-L-alaninate + SX, N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)cyclopropanecarboxamide + SX, N-allyl-N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)acetamide + SX, N-allyl-N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propanamide + SX, N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propanamide + SX, 3,3,3-trifluoro-N-({2-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propanamide + SX, 3,3,3-trifluoro-N-({3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propanamide + SX, 3,3,3-trifluoro-N-({2,3-difluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propanamide + SX,N-({2,3-difluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)butanamide + SX, N-methoxy-N-methyl-N'-({ 4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)urea + SX, N,N-diethyl-N'-({ 4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)urea + SX, N-methyl-N'-({ 4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)urea + SX, 1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)pyrrolidin-2-one + SX, 1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)piperidin-2-one + SX, 4-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)morpholin-3-one + SX, 2-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)isoxazolidin-3-one + SX, 3,3-dimethyl-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)piperidin-2-one + SX, 2-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)-1,2-oxazinan-3-one + SX, 1-({3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)azepan-2-one + SX, 4,4-dimethyl-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)pyrrolidin-2-one + SX, 5-methyl-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)pyrrolidin-2-one + SX, ethyl 1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)-1H-pyrazole-4-carboxylate + SX, N-methyl-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)-1H-pyrazole-4-carboxamide + SX, N-propyl-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)-1H-pyrazole-4-carboxamide + SX, N-methoxy-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)-1H-pyrazole-4-carboxamide + SX, N-methoxy-N-methyl-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)-1H-pyrazole-4-carboxamide + SX, N,N-dimethyl-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)-1H-1,2,4-triazol-3-amine + SX, N-methyl-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide + SX, methyl 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propanoate + SX,ethyl 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propanoate + SX, methyl 2-[2-(trifluoromethyl)-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propanoate + SX, 1-(2,3-dimethylpyridin-5-yl)-4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinoline + SX, 1-[2-(difluoromethyl)-3-methylpyridin-5-yl]-4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinoline + SX, 2,2-difluoro-N-[6-({[1-(1-methyl-1H-tetrazol-5-yl)benzimidazol-2-yl]oxy}methyl)pyridin-2-yl]-2-phenoxyacetamide + SX, 1-[2-(1-chlorocyclopropyl)-3-(3-chloro-2-fluorophenyl)-2-hydroxypropyl]-1H-imidazole-5-carbonitrile + SX, ethyl 1-[(4-{[2-(trifluoromethyl)-1,3-dioxolan-2-yl]methoxy}phenyl)methyl]-1H-pyrazole-4-carboxylate + SX, ethyl 1-[(4-{[(1Z)-2-ethoxy-3,3,3-trifluoro-1-propen-1-yl]oxy}phenyl)methyl]-1H-pyrazole-4-carboxylate + SX, 6-chloro-3-(3-cyclopropyl-2-fluorophenoxy)-N-[2-(2,4-dimethylphenyl)-2,2-difluoroethyl]-5-methylpyridazine-4-carboxamide + SX,6-chloro-3-(3-cyclopropyl-2-fluorophenoxy)-N-[2-(3,4-dimethylphenyl)-2,2-difluoroethyl]-5-methylpyridazine-4-carboxamide + SX, 6-chloro-N-[2-(2-chloro-4-methylphenyl)-2,2-difluoroethyl]-3-(3-cyclopropyl-2-fluorophenoxy)-5-methylpyridazine-4-carboxamide + SX, 2-[cyano(2,6-difluoropyridin-4-yl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide + SX, 2-[cyano(2,6-difluoropyridin-4-yl)amino]-N-(spiro[3.4]octan-1-yl)-5-methylthiazole-4-carboxamide + SX, 2-[cyano(2,6-difluoropyridin-4-yl)amino]-N-hexyl-5-methylthiazole-4-carboxamide + SX, 2-[acetyl(2,6-difluoropyridin-4-yl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide + SX, 2-[(2-methoxyacetyl)(2,6-difluoropyridin-4-yl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide + SX, 2-[(2-methylpropanoyl)(2,6-difluoropyridin-4-yl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide + SX, 5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-N-[1-(2-fluorophenyl)ethyl]pyrimidin-2-amine + SX,5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-N-[1-(2,6-difluorophenyl)ethyl]pyrimidin-2-amine + SX, 5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-N-[1-(3,5-difluorophenyl)ethyl]pyrimidin-2-amine + SX, 5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-N-[1-(6-chloropyridin-3-yl)ethyl]pyrimidin-2-amine + SX, 5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-N-[1-(2-fluorophenyl)cyclopropyl]pyrimidin-2-amine + SX, 5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-N-, [1-(2,6-difluorophenyl)cyclopropyl]pyrimidin-2-amine + SX, 5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-N-[1-(2-fluoro-3-methoxyphenyl)cyclopropyl]pyrimidin-2-amine + SX, 5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-2-{[1-(2,6-difluorophenyl)cyclopropyl]oxy}pyrimidine + SX, 3-[3-(3-cyclopropyl-2-fluorophenoxy)-6-methylpyridazin-4-yl]-5-[(2,4-dimethylphenyl)methyl]-5,6-dihydro-4H-1,2,4-oxadiazine + SX, (5S)-3-[3-(3-cyclopropyl-2-fluorophenoxy)-6-methylpyridazin-4-yl]-5-[(2,4-dimethylphenyl)methyl]-5,6-dihydro-4H-1,2,4-oxadiazine + SX, 3-[3-(3-chloro-2-fluorophenoxy)-6-methylpyridazin-4-yl]-5-[(4-bromo-2-methylphenyl)methyl]-5,6-dihydro-4H-1,2,4-oxadiazine + SX, 3-[3-(3-chloro-2-fluorophenoxy)-6-methylpyridazin-4-yl]-5-[(2-chloro-4-methylphenyl)methyl]-5,6-dihydro-4H-1,2,4-oxadiazine + SX, (5S)-3-[3-(3-chloro-2-fluorophenoxy)-6-methylpyridazin-4-yl]-5-[(2-chloro-4-methylphenyl)methyl]-5,6-dihydro-4H-1,2,4-oxadiazine + SX,(5R)-3-[3-(3-chloro-2-fluorophenoxy)-6-methylpyridazin-4-yl]-5-[(2-chloro-4-methylphenyl)methyl]-5,6-dihydro-4H-1,2,4-oxadiazine + SX, Agrobacterium radiobactor strain K1026 + SX, Agrobacterium radiobactor strain K84 + SX, Bacillus amyloliquefaciens strain PTA-4838 (Aveo(TM) EZ) Nematicide) + SX, Bacillus amyloliquefaciens strain AT332 + SX, Bacillus amyloliquefaciens strain B3 + SX, Bacillus amyloliquefaciens strain D747 + SX, Bacillus amyloliquefaciens strain DB101 + SX, Bacillus amyloliquefaciens strain DB102 + SX, Bacillus amyloliquefaciens strain GB03 + SX, Bacillus amyloliquefaciens strain FZB24 + SX, Bacillus amyloliquefaciens strain FZB42 + SX amyloliquefaciens strain IN937a + SX, Bacillus amyloliquefaciens strain MBI600 + SX, Bacillus amyloliquefaciens strain QST713 + SX, Bacillus amyloliquefaciens isolate strain B246 + SX, Bacillus amyloliquefaciens strain F727 + SX, Bacillus amyloliquefaciens subsp. plantarum strain D747 + SX,Bacillus licheniformis strain HB-2 + SX, Bacillus licheniformis strain SB3086 + SX, Bacillus pumilus strain AQ717 + SX, Bacillus pumilus strain BUF-33 + SX, Bacillus pumilus strain GB34 + SX, Bacillus pumilus strain QST2808 + SX, Bacillus simplex strain CGF2856 + SX, Bacillus subtilis strain AQ153 + SX, Bacillus subtilis strain AQ743 + SX, Bacillus subtilis strain BU1814 + SX, Bacillus subtilis strain D747 + SX, Bacillus subtilis strain DB101 + SX, Bacillus subtilis strain FZB24 + SX, Bacillus subtilis strain GB03 + SX, Bacillus subtilis strain HAI0404 + SX, Bacillus subtilis strain IAB / BS03 + SX, Bacillus subtilis strain MBI600 + SX, Bacillus subtilis strain QST30002 / AQ30002 + SX, Bacillus subtilis strain QST30004 / AQ30004 + SX, Bacillus subtilis strain QST713 + SX, Bacillus subtilis strain QST714 + SX, Bacillus subtilis var. Amyloliquefaciens strain FZB24 + SX, Bacillus subtilis strain Y1336 + SX, Burkholderia cepacia + SX, Burkholderia cepacia type Wisconsin strain J82 + SX,Burkholderia cepacia type Wisconsin strain M54 + SX, Candida oleophila strain O + SX, Candida saitoana + SX, Chaetomium cupreum + SX, Clonostachys rosea + SX, Coniothyrium minitans strain CGMCC8325 + SX, Coniothyrium minitans strain CON / M / 91-8 + SX, cryptococcus albidus + SX, Erwinia carotovora subsp. carotovora strain CGE234M403 + SX, Fusarium oxysporum strain Fo47 + SX, Gliocladium catenulatum strain J1446 + SX, Paenibacillus polymyxa strain AC-1 + SX, Paenibacillus polymyxa strain BS-0105 + SX, Pantoea agglomerans strain E325 + SX, Phlebiopsis gigantea strain VRA1992 + SX, Pseudomonas aureofaciens strain TX-1 + SX, Pseudomonas chlororaphis strain 63-28 + SX, Pseudomonas chlororaphis strain AFS009 + SX, Pseudomonas chlororaphis strain MA342 + SX, Pseudomonas fluorescens strain 1629RS + SX, Pseudomonas fluorescens strain A506 + SX, Pseudomonas fluorescens strain CL145A + SX, Pseudomonas fluorescens strain G7090 + SX, Pseudomonas sp. strain CAB-02 + SX,Pseudomonas syringae strain 742RS + SX, Pseudomonas syringae strain MA-4 + SX, Pseudozyma flocculosa strain PF-A22UL + SX, Pseudomonas rhodesiae strain HAI-0804 + SX, Pythium oligandrum strain DV74 + SX, Pythium oligandrum strain M1 + SX, Streptomyces griseoviridis strain K61 + SX, Streptomyces lydicus strain WYCD108US + SX, Streptomyces lydicus strain WYEC108 + SX, Talaromyces flavus strain SAY-Y-94-01 + SX, Talaromyces flavus strain V117b + SX, Trichoderma asperellum strain ICC012 + SX, Trichoderma asperellum SKT-1 + SX, Trichoderma asperellum strain T25 + SX, Trichoderma asperellum strain T34 + SX, Trichoderma asperellum strain TV1 + SX, Trichoderma atroviride strain CNCM 1-1237 + SX, Trichoderma atroviride strain LC52 + SX, Trichoderma atroviride strain IMI 206040 + SX, Trichoderma atroviride strain SC1 + SX, Trichoderma atroviride strain SKT-1 + SX, Trichoderma atroviride strain T11 + SX, Trichoderma gamsii strain ICC080 + SX, Trichoderma harzianum strain 21 + SX,Trichoderma harzianum strain DB104 + SX, Trichoderma harzianum strain DSM 14944 + SX, Trichoderma harzianum strain ESALQ-1303 + SX, Trichoderma harzianum strain ESALQ-1306 + SX, Trichoderma harzianum strain IIHR-Th-2 + SX, Trichoderma harzianum strain ITEM908 + SX, Trichoderma harzianum strain kd + SX, Trichoderma harzianum strain MO1 + SX, Trichoderma harzianum strain SF + SX, Trichoderma harzianum strain T22 + SX, Trichoderma harzianum strain T39 + SX, Trichoderma harzianum strain T78 + SX, Trichoderma harzianum strain TH35 + SX, Trichoderma polysporum strain IMI206039 + SX, trichoderma stromaticum + SX, Trichoderma virens strain G-41 + SX, Trichoderma virens strain GL-21 + SX, Trichoderma viride + SX, Variovorax paradoxus strain CGF4526 + SX, Harpin protein + SX。,

[0040] Combination of the present component of group (c) and the compound 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) + SX, 5-aminolevulinic acid hydrochloride + SX, 6-benzylaminopurine + SX, abscisic acid + SX, AVG (aminoethoxyvinylglycine) + SX, anisiflupurin + SX, ancymidol + SX, butralin + SX, calcium carbonate + SX, calcium chloride + SX, calcium formate + SX, calcium peroxide + SX, calcium polysulfide + SX, calcium sulfate + SX, chlormequat-chloride + SX, chlorpropham + SX, choline chloride + SX, cloprop + SX, cyanamide + SX, cyclanilide + SX, Daminozide + SX,Decan-1-ol + SX, Dichlorprop + SX, Dikegulac + SX, Dimethipin + SX, Diquat + SX, Ethephon + SX, Ethychlozate + SX, Flumetralin + SX, Flurprimidol + SX, Forchlorfenuron + SX, Formononetin + SX, Gibberellin A + SX, Gibberellin A3 + SX, Inabenfide + SX, Kinetin + SX, Lipochitooligosaccharide SP104 + SX, maleic hydrazide + SX, mefluidide + SX, mepiquat-chloride + SX, oxidized glutathione + SX, paclobutrazol + SX, pendimethalin + SX, prohexadione-calcium + SX, prohydrojasmon + SX, pyraflufen-ethyl + SX, sintofen + SX, sodium 1-naphthaleneacetate + SX, sodium cyanate + SX, thidiazuron + SX, Tripenthenol + SX, Tribufos + SX, Trinexapac-ethyl + SX, Uniconazole-P + SX,2-(naphthalen-1-yl)acetamide + SX, [4-oxo-4-(2-phenylethyl)amino]butyric acid + SX, 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylate methyl + SX, 3-[(6-chloro-4-phenylquinazolin-2-yl)amino]propan-1-ol + SX, Claroideoglomus etunicatum + SX, Claroideoglomus claroideum + SX, Funneliformis mosseae + SX, Gigaspora margarita + SX, Gigaspora rosea + SX, Glomus aggregatum + SX, Glomus deserticola + SX, Glomus monosporum + SX, Paraglomus brasillianum + SX, Rhizophagus clarus + SX, Rhizophagus intraradices RTI-801 + SX, Rhizophagus irregularis DAOM 197198 + SX, Azorhizobium caulinodans + SX, Azospirillum amazonense + SX, Azospirillum brasilense XOH + SX, Azospirillum brasilense Ab-V5 + SX, Azospirillum brasilense Ab-V6 + SX, Azospirillum caulinodans + SX, Azospirillum halopraeferens + SX, Azospirillum irakense + SX, Azospirillum lipoferum + SX, Bradyrhizobium elkanii SEMIA 587 + SX, Bradyrhizobium elkanii SEMIA 5019 + SX, Bradyrhizobium japonicum TA-11 + SX, Bradyrhizobium japonicum USDA 110 + SX,Bradyrhizobium liaoningense + SX, Bradyrhizobium lupini + SX, Delftia acidovorans RAY209 + SX, Mesorhizobium ciceri + SX, Mesorhizobium huakii + SX, Mesorhizobium loti + SX, Rhizobium etli + SX, Rhizobium galegae + SX, Rhizobium leguminosarum bv. Phaseoli + SX, Rhizobium leguminosarum bv. Trifolii + SX, Rhizobium leguminosarum bv. Viciae + SX, Rhizobium trifolii + SX, Rhizobium tropici + SX, Sinorhizobium fredii + SX, Sinorhizobium meliloti + SX, Zucchini Yellow Mosaik Virus weak strain + SX. ,

[0041] Combinations of the main component from group (d) above and the compound of the present invention: Anthraquinone + SX, DEET + SX, Icaridin + SX.

[0042] The ratio of the compound of the present invention to the component of this invention is not particularly limited, but examples of weight ratios (compound of the present invention:component of this invention) include 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.

[0043] The present compound or the compound of the present invention is effective against harmful arthropods (hereinafter referred to as resistant harmful arthropods), harmful mollusks, and harmful nematodes that have reduced susceptibility (also referred to as resistance) to specific insecticides, acaricides, mollusks, and nematodes. Examples of the insecticides, acaricides, mollusks, and nematodes include groups a1 to a26. Group a1: Acetylcholinesterase inhibitors Group 1A carbamate compounds and Group 1B organophosphorus compounds according to the IRAC classification of action, for example, alanicarb, aldicarb, bendiocarb, benfuracarb, butocarboxim, butoxycarboxim, carbaryl (NAC), carbofuran, carbosulfan, ethiofencarb (eth iofencarb), fenobucarb (BPMC), formetanate, furathiocarb, isoprocarb (MIPC), methiocarb, methomyl, methoxychlor, metolcarb, oxamyl, pirimicarb, promecarb, propoxur (PHC) ), thiodicarb, thiofanox, trizamate, trimethacarb, xylylcarb; acephate, azamethiphos, azinphos-ethyl, azinphos-methyl, cadusaphos, chlorethoxyfos, chlorfenbinphos (chlo rfenvinphos), chlormephos, chlorpyrifos, chlorpyrifos-methyl, coumaphos, cyanophos (CYAP), demeton, demeton-S-methyl, diazinon, dichlorvos (DDVP), diclotophos, dimethoate,Dimethylvinphos, disulfoton, EPN, ethion, etoprophos, fanphur, fenamiphos, fenchlorphos, fenitrothion (MEP), fenthion (MPP), fosthiazate, heptenophos, imicyaphos, isof Isofenphos, isopropyl-O-(methoxyaminothiophosphoryl)salicylate, isoxathion, malathion, mecarbam, methamidophos, methidathion (DMTP), mevinphos, monocrotophos, nared (Na led (BRP), omethoate, oxydemeton-methyl, parathion, parathion-methyl, phenthoate (PAP), phorate, phosalone, phosmet (PMP), phosphamidone, phoxim, pirimiphos-methyl, profenophos enofos), propetamphos, prothiofos, pyraclofos, pyrazophos, pyridaphenthion, quinalphos, sulfotep, sulprofos, tebupirimfos, temephos, terbufos, tetrachlorvinphos,A group consisting of thiometon, toxaphene, triazophos, trichlorfon (DEP), and vamidothion. Group a2: GABAergic chloride ion channel blockers The group consisting of Group 2A cyclic diene organochlorine compounds and Group 2B phenylpyrazole compounds according to the IRAC classification of action, such as chlordane, endosulfan, dieldrin, ethiprole, fipronil, flufiprole, and pyriprole. Group a3: Sodium channel modulator Group 3A pyrethroids and Group 3B compounds according to the IRAC classification of action, for example, acrinathrin, allethrin, bifenthrin, kappa-bifenthrin, bioallethrin, bioresmethrin, cycloprothrin, cyfluthrin, beta-cyfluthrin, cyhalothrin, gamma-cyhalothrin, lambda-cyhalothrin (la MBDA-cyhalothrin, cypermethrin, alpha-cypermethrin, beta-cypermethrin, theta-cypermethrin, zeta-cypermethrin, sigma-cypermethrin, cyphenothrin, deltamethrin, empenthrin, esfenvalerate, etofenproxfenpropathrin, fenvalerate, flucythrinate, flumethrin, fluvalinate, tau-fluvalinate, halfenprox, heptafluthrin, imiprothrin, kadethrin, meperfluthrin, momfluorothrin, permethrin, phenothrin, prallethrin, pyrethrins, resmethrin, silafluofen, tefluthrin, kappatefluthrin The group consists of tefluthrin, tetramethrin, tetramethylfluthrin, tralomethrin, transfluthrin, benfluthrin, flufenoprox, flumethrin, furamethrin, metofluthrin, profluthrin, dimefluthrin, and DDT. Group a4: Competitive modulators of nicotinic acetylcholine receptors The IRAC classification of drugs by action includes groups 4A (neonicotinoids), 4B (nicotine), 4C (sulfoximines), 4D (butenolides), and 4E (mesoionics), such as acetamiprid, clothianidin, dinotefuran, imidacloprid, nitenpyram, thiacloprid, thiamethoxam, flupyradifurone, sulfoxaflor, cycloxaprid, triflumezopyrim, dichloromesothiaz, and flupyrim. Group a5: Nicotinic acetylcholine receptor allosteric modulators According to the IRAC classification of action, Group 5 consists of spinosin derivatives, such as spinosad and spinetram. Group a6: Glutamate-gated chloride ion channel allosteric modulator According to the IRAC classification of action, Group 6 consists of abamectin-based and milbemycin-based drugs, such as abamectin, emamectin-benzoate, lepimectin, milbemectin, dimadectin, doramectin, eprinomectin, ivermectin, latidectin, selamectin, milbemycin D, moxidectin, and nemadectin. Group a7: Juvenile hormone mimic The IRAC classification of hormones by action includes Group 7A (juvenile hormone analogs), Group 7B (phenoxycarb), and Group 7C (pyriproxyfen), such as hydroprene, kinoprene, methoprene, phenoxycarb, and pyriproxyfen. Group a8: String organ TRPV channel modulator Group 9 of the classification of action by IRAC consists of pyridineazomethine derivatives, such as pymetrozine and pyrifluquinazon. Group a9: Microbial-derived insect midgut endometrial disruptors According to the IRAC classification of activity, Bacillus thuringiensis is group 11A and Bacillus sphaericus is group 11B. For example, Bacillus sphaericus, Bacillus thuringiensis strain BD#32, Bacillus thuringiensis strain AQ52, Bacillus thuringiensis subsp. aizawai strain ABTS-1857, Bacillus thuringiensis subsp. kurstaki strain HD-1, Bacillus thuringiensis subsp. kurstaki strain BMP123. BMP123), Bacillus thuringiensis subsp. Tenebriosis strain NB176, Bacillus thuringiensis var. israelensis, Bacillus thuringiensis var. aegypti, Bacillus thuringiensis var. colmeri, Bacillus thuringiensis var. darmstadiensis, Bacillus thuringiensis var. dendrolimus Bacillus thuringiensis var. galleriae, Bacillus thuringiensis var. japonensisBacillus thuringiensis var. san diego, Bacillus thuringiensis subsp. Thuringiensis strain MPPL002, Bacillus thuringiensis var. 7216, Bacillus thuringiensis var. T36 T36), delta-endotoxins that confer resistance to lepidopteran insects (e.g., Cry1A, Cry1Ab, modified Cry1Ab (partially deficient Cry1Ab), Cry1Ac, Cry1Ab-Ac (hybrid protein in which Cry1Ab and Cry1Ac are fused), Cry1C, Cry1F, Cry1Fa2 (modified cry1F), moCry1F (modified Cry1F), Cry1A.105 (Cry1Ab, Cry1Ac, C This group consists of hybrid proteins fused with ry1F, Cry2Ab2, Cry2Ae, Cry9C, Vip3A, Vip3Aa20, delta-endotoxins that confer resistance to Coleopteran insects (e.g., Cry3A, mCry3A (modified Cry3A), Cry3Bb1, Cry34Ab1, Cry35Ab1), and delta-endotoxins that have insecticidal activity against Culicidae (e.g., Cry1A, Cry4A, Cry4B, Cry11A). Group a10: Oxidative phosphorylation uncoupling agents that disrupt the proton gradient. This group consists of 13 compounds classified by IRAC based on their action, such as chlorfenapyr and sulfuramide. Group a11: Nicotinic acetylcholine receptor channel blockers According to the IRAC classification of action, Group 14 consists of nereistoxin analogs, such as bensultap, cartap, cartap hydrochloride, thiocyclam, thiosultap-disodium, and thiosultap-monosodium. Group a12: Chitin biosynthesis inhibitors The group consisting of Group 15 benzoylurea drugs and Group 16 buprofezin drugs according to the IRAC classification of action, such as bistrifluron, chlorfluazuron, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, nobiflumuron, teflubenzuron, triflumuron, and buprofezin. Group a13: Molting inhibitors A group consisting of 17 compounds classified by IRAC based on their action, such as cyromazine. Group a14: Ecdysone receptor agonists According to the IRAC classification of action, group 18 consists of diacylhydrazines, such as chromafenozide, halofenozide, methoxyfenozide, and tebufenozide. Group a15: Voltage-gated sodium channel blockers In the IRAC classification of action, this group consists of Group 22A oxadiazines and Group 22B semicarbazones, such as indoxacarb and metaflumizone. Group a16: Acetyl-CoA carboxylase inhibitors Group 23 of the classification of action by IRAC consists of tetronic acid and tetramic acid derivatives, such as spirodiclofen, spiromesifen, and spirotetramat. Group a17: Rianodine receptor modulators The IRAC classification of diamides is Group 28, consisting of, for example, chlorantraniliprole, cyantraniliprole, cycloniliprole, flubendiamide, tetraniliprole, cyhalodiamide, and tetrachlorantraniliprole. Group a18: String organ modulator agent A group consisting of 29 compounds classified by IRAC based on their action, such as flonicamids. Group a19: Mite growth inhibitors This group consists of 10 compounds classified by IRAC based on their mechanism of action, such as etoxozole, clofentezine, and hexythiazox. Group A20: Octopamine receptor agonist A group consisting of 19 compounds classified by IRAC based on their activity, such as amitraz. Group a21: Mitochondrial electron transport chain complex IV inhibitors A group consisting of 24 compounds classified by IRAC based on their action, such as phosphine. Group a22: A group consisting of isoxazoline compounds, such as afoxolaner, fluralaner, sarolaner, and lotilaner. Group a23: Mitochondrial ATP synthase inhibitors A group consisting of 12 compounds classified by IRAC based on their action, such as diafenthiuron. Group a24: Mitochondrial electron transport chain complex III inhibitors This group consists of 20 compounds classified by IRAC based on their action, such as acequinocyl and bifenazate. Group a25: Mitochondrial electron transport chain complex I inhibitors (METIs) This group consists of 21 compounds classified by IRAC based on their activity, such as pyridaben and fenpyroximate. Group a26: A group consisting of azadiractin and pyridalyl.

[0044] Factors contributing to decreased sensitivity include [1] amino acid substitution of the target protein, [2] decrease in the target protein, [3] increased metabolism, [4] decreased skin permeability, and [5] enhanced elimination function by membrane transporters. In [1], the target protein may have one or more amino acid substitutions. Increased metabolism in [3] refers to increased activity of metabolic enzymes (also called detoxification enzymes) such as cytochrome P450, carboxylesterase, and glutathione-S-transferase. Furthermore, factors contributing to decreased sensitivity may include one or more of the following: [1] amino acid substitution of the target protein, [2] decrease in the target protein, [3] increased metabolism, [4] decreased skin permeability, and [5] enhanced elimination function by membrane transporters.

[0045] Examples of harmful insects, harmful mites and other harmful arthropods, harmful mollusks and harmful nematodes with reduced susceptibility include the following: Hemiptera with reduced sensitivity to one or more compounds selected from group a2; Hemiptera with reduced sensitivity to one or more compounds selected from group a4; Hemiptera with reduced sensitivity to one or more compounds selected from group a8; Hemiptera with reduced sensitivity to one or more compounds selected from group a12; Hemiptera with reduced sensitivity to one or more compounds selected from group a2 and one or more compounds selected from group a4; Hemiptera with reduced sensitivity to one or more compounds selected from group a2 and one or more compounds selected from group a8; One or more compounds selected from group a2, and hemipterans with reduced sensitivity to buprofezin belonging to group a12; Hemiptera with reduced sensitivity to one or more compounds selected from group a4 and one or more compounds selected from group a8; One or more compounds selected from group a4, and hemipterans with reduced sensitivity to buprofezin belonging to group a12; One or more compounds selected from group a8, and hemipterans with reduced sensitivity to buprofezin belonging to group a12; Hemiptera with reduced sensitivity to one or more compounds selected from group a2, one or more compounds selected from group a4, and one or more compounds selected from group a8; One or more compounds selected from group a2, one or more compounds selected from group a4, and hemipterans with reduced susceptibility to buprofezin belonging to group a12; One or more compounds selected from group a2, one or more compounds selected from group a8, and hemipterans with reduced susceptibility to buprofezin belonging to group a12; One or more compounds selected from group a4, one or more compounds selected from group a8, and hemipterans with reduced susceptibility to buprofezin belonging to group a12; One or more compounds selected from group a2, one or more compounds selected from group a4, one or more compounds selected from group a8, and hemipterans with reduced susceptibility to buprofezin belonging to group a12; Planthoppers with reduced sensitivity to one or more compounds selected from group a2; Planthoppers with reduced sensitivity to one or more compounds selected from group a4; Planthoppers with reduced sensitivity to one or more compounds selected from group a8; Planthoppers with reduced sensitivity to one or more compounds selected from group a12; Planthoppers with reduced sensitivity to one or more compounds selected from group a2 and one or more compounds selected from group a4; One or more compounds selected from group a2, and planthoppers with reduced sensitivity to pyrometrozine belonging to group a8; One or more compounds selected from group a2, and planthoppers with reduced sensitivity to buprofezin belonging to group a12; One or more compounds selected from group a4, and planthoppers with reduced sensitivity to pyrometrozine belonging to group a8; One or more compounds selected from group a4, and planthoppers with reduced sensitivity to buprofezin belonging to group a12; One or more compounds selected from group a2, one or more compounds selected from group a4, and planthoppers with reduced sensitivity to pyrometrozine belonging to group a8; One or more compounds selected from group a2, one or more compounds selected from group a4, and planthoppers with reduced sensitivity to buprofezin belonging to group a12; One or more compounds selected from group a2, pyrometrozine belonging to group a8, and planthoppers with reduced sensitivity to buprofezin belonging to group a12; One or more compounds selected from group a4, pyrometrozine belonging to group a8, and planthoppers with reduced sensitivity to buprofezin belonging to group a12; Planthoppers with reduced sensitivity to one or more compounds selected from group a2, one or more compounds selected from group a4, pyrometrozine belonging to group a8, and buprofezin belonging to group a12; Brown planthopper, white-backed planthopper, or small brown planthopper with reduced sensitivity to one or more compounds selected from group a2; Brown planthopper, white-backed planthopper, or small brown planthopper with reduced sensitivity to one or more compounds selected from group a4; Brown planthopper, white-backed planthopper, or small brown planthopper with reduced sensitivity to one or more compounds selected from group a8; Brown planthopper, white-backed planthopper, or small brown planthopper with reduced sensitivity to one or more compounds selected from group a12; Brown planthopper, white-backed planthopper, or small brown planthopper with reduced sensitivity to one or more compounds selected from group a2 and one or more compounds selected from group a4; One or more compounds selected from group a2, and brown planthoppers, white-backed planthoppers, or small brown planthoppers with reduced sensitivity to pyrometrozine belonging to group a8; One or more compounds selected from group a2, and brown planthoppers, white-backed planthoppers, or small brown planthoppers with reduced sensitivity to buprofezin belonging to group a12; One or more compounds selected from group a4, and brown planthoppers, white-backed planthoppers, or small brown planthoppers with reduced sensitivity to pyrometrozine belonging to group a8; One or more compounds selected from group a4, and brown planthoppers, white-backed planthoppers, or small brown planthoppers with reduced sensitivity to buprofezin belonging to group a12; One or more compounds selected from group a2, one or more compounds selected from group a4, and brown planthoppers, white-backed planthoppers, or small brown planthoppers with reduced sensitivity to pymetrozine belonging to group a8; One or more compounds selected from group a2, one or more compounds selected from group a4, and brown planthoppers, white-backed planthoppers, or small brown planthoppers with reduced sensitivity to buprofezin belonging to group a12; One or more compounds selected from group a2, pyrometrozine belonging to group a8, and brown planthopper, white-backed planthopper, or small brown planthopper with reduced sensitivity to buprofezin belonging to group a12; One or more compounds selected from group a4, pyrometrozine belonging to group a8, and brown planthopper, white-backed planthopper, or small brown planthopper with reduced sensitivity to buprofezin belonging to group a12; One or more compounds selected from group a2, one or more compounds selected from group a4, pymetrozine belonging to group a8, and brown planthopper, white-backed planthopper, or small brown planthopper with reduced sensitivity to buprofezin belonging to group a12; Aphids with reduced sensitivity to one or more compounds selected from group a3; Aphids with reduced sensitivity to one or more compounds selected from group a8; Aphid species with reduced sensitivity to one or more compounds selected from group a3 and one or more compounds selected from group a4; Aphid species with reduced susceptibility to one or more compounds selected from group a3 and one or more compounds selected from group a8; Aphid species with reduced sensitivity to one or more compounds selected from group a4 and one or more compounds selected from group a8; Aphids with reduced susceptibility to one or more compounds selected from group a3, one or more compounds selected from group a4, and one or more compounds selected from group a8; Peach aphids with reduced susceptibility to one or more compounds selected from group a1; Cotton aphids or peach aphids with reduced sensitivity to one or more compounds selected from group a3; Cotton aphids or peach aphids with reduced sensitivity to one or more compounds selected from group a4; Cotton aphids or peach aphids with reduced susceptibility to one or more compounds selected from group a8; Cotton aphids or peach aphids with reduced susceptibility to one or more compounds selected from group a3 and one or more compounds selected from group a4; Cotton aphids or peach aphids with reduced susceptibility to one or more compounds selected from group a3 and one or more compounds selected from group a8; Cotton aphids or peach aphids with reduced susceptibility to one or more compounds selected from group a4 and one or more compounds selected from group a8; Cotton aphids or peach aphids with reduced susceptibility to one or more compounds selected from group a3, one or more compounds selected from group a4, and one or more compounds selected from group a8; Tobacco whiteflies with reduced susceptibility to one or more compounds selected from group a3; Tobacco whiteflies with reduced susceptibility to one or more compounds selected from group a4; Peach aphids with reduced susceptibility to one or more compounds selected from group a1; Cotton aphids with reduced susceptibility to carbamate compounds selected from group a1 and / or organophosphorus compounds selected from group a1; Brown planthoppers with reduced susceptibility to malathion, chlorpyrifos, diazinon, phenobucarb, carbofuran, ethiprole, fipronil, flufiprole, etofenprox, dinotefuran, imidacloprid, nitenpyram, sulfoxaflor, thiacloprid, thiamethoxam, pymetrozine, and / or buprofezin; White-backed planthoppers with reduced susceptibility to isoprocarb, chlorpyrifos, imidacloprid, and / or buprofezin; Amrasca biguttula biguttula with reduced sensitivity to imidacloprid, thiamethoxam, acetamiprid, thiacloprid, clothianidin, and / or dinotefuran; Cotton aphids with reduced susceptibility to pyrimicabe and / or organophosphorus compounds selected from group a1; Peach aphids with reduced susceptibility to triazamate, pyrimikab, endosulfan, deltamethrin, lambdasihalotrin, DDT, and / or imidacloprid; Lettuce aphids with reduced susceptibility to pyrimicab, methomyl, acephate, dieldrin, and / or endosulfan; English grain aphids with reduced sensitivity to lambdacihalosrin; One or more compounds selected from group a4, bifenthrin, and / or greenhouse whiteflies with reduced susceptibility to spiromesifen; Tobacco whiteflies with reduced susceptibility to pirimiphos-methyl, profenofos, endosulfan, fipronil, lambda-sihalotrin, bifenthrin, alpha-cypermethrin, cartap, buprofezin, spiromesifen, chlorantraniliprole, diafenthiuron, and / or azadirachtin; Citrus psyllids with reduced susceptibility to chlorpyrifos, bifenthrin, cypermethrin, acetamiprid, imidacloprid, thiamethoxam, nitenpyram, and / or chlorfenapyr; Brown stink bugs with reduced susceptibility to monoclotophos, methamidophos, acephate, endosulfan, beta-cyfluthrin, and / or imidacloprid; Lepidoptera with reduced sensitivity to one or more compounds selected from group a14; Lepidoptera with reduced sensitivity to one or more compounds selected from group a15; Lepidoptera with reduced sensitivity to one or more compounds selected from group a17; Lepidoptera with reduced sensitivity to one or more compounds selected from group a14 and one or more compounds selected from group a17; Diamondback moths with reduced sensitivity to one or more compounds selected from group a15; Diamondback moths with reduced sensitivity to one or more compounds selected from group a17; A type of leafroller moth with reduced sensitivity to one or more compounds selected from group a14; A type of leafroller moth with reduced sensitivity to one or more compounds selected from group a17; A type of leafroller moth with reduced sensitivity to one or more compounds selected from group a14 and one or more compounds selected from group a17; A false tobacco budworm with reduced sensitivity to one or more compounds selected from group a3; Hepatica nobilis, a type of tobacco budworm with reduced sensitivity to one or more compounds selected from group a9; Cone earworms with reduced sensitivity to one or more compounds selected from group a9; Tea tortrix with reduced sensitivity to one or more compounds selected from group a14; Tea tortrix with reduced sensitivity to one or more compounds selected from group a17; Tea tortrix moths with reduced sensitivity to one or more compounds selected from group a14; tea tortrix moths with reduced sensitivity to one or more compounds selected from group a17; tea tortrix moths with reduced sensitivity to one or more compounds selected from group a14 and one or more compounds selected from group a17; Diamondback moths with reduced sensitivity to one or more compounds selected from group a3; Tuta absoluta with reduced sensitivity to one or more compounds selected from group a17; The rice borer moth, which has reduced sensitivity to endosulfan, fipronil, and / or thiosultap monosodium salt; European corn borers with reduced sensitivity to deltamethrin and / or lambdacihalotrin; Sugarcane borers with reduced susceptibility to the delta-endotoxin Cry1Ab and / or Cry1Ac; Eggplant fruit borers with reduced sensitivity to profenofos, carbaryl, chlorpyrifos, endosulfan, deltamethrin, and / or fenvalerate; Spodoptera litura with reduced sensitivity to profenofos, chlorpyrifos, quinalfos, foxim, triazofos, methomyl, thiodicarb, endosulfan, fipronil, cypermethrin, deltamethrin, beta-cyfluthrin, spinosad, abamectin, emamectin benzoate, lufenuron, diflubenzuron, methoxyfenozide, and / or indoxacarb; Spodoptera litura with reduced sensitivity to chlorpyrifos, deltamethrin, cypermethrin, spinosad, abamectin, emamectin benzoate, lufenuron, indoxacarb, and / or methoxyfenozide; Armyworms with reduced susceptibility to the delta-endotoxins Cry1Ab, Cry1Ac, Cry2Ab2, Cry2Ae, and / or Cry1F; Reduced susceptibility of the false tobacco budworm to sulprofos, profenofos, monoclotophos, parathion-methyl, thiodicarb, methomyl, toxafen, endosulfan, cypermethrin, deltamethrin, DDT, and / or spinosad; Hepatica nobilis, which has reduced susceptibility to monoclotophos, chlorpyrifos, profenofos, methomyl, thiodicarb, toxafen, endosulfan, fenvalerate, deltamethrin, cypermethrin, DDT, indoxacarb, and / or chlorantraniliprole; Corn earworms with reduced sensitivity to parathion methyl, cypermethrin, endosulfan, and / or DDT; Codlingmos with reduced sensitivity to lambdacihalotrin, thiacloprid, and / or methoxyphenozide; European grape wine moss with reduced sensitivity to deltamethrin and / or indoxacarb; Diamondback moths with reduced susceptibility to methomyl, dieldrin, permethrin, fipronil, spinosad, abamectin, emamectin benzoate, delta-endotoxin Cry1C, lufenuron, indoxacarb, chlorantraniliprole, flubendiamide, and / or diafenthiuron; Thyrmoptera with reduced sensitivity to one or more compounds selected from group a2; Thyrmoptera with reduced sensitivity to one or more compounds selected from group a3; Thyreoptera with reduced sensitivity to one or more compounds selected from group a4; Thyrmoptera with reduced sensitivity to one or more compounds selected from group a9; Thyrmoptera with reduced sensitivity to one or more compounds selected from group a17; Onion thrips with reduced sensitivity to one or more compounds selected from group a3; Onion thrips with reduced susceptibility to profenofos, chlorpyrifos, deltamethrin and / or lambdasihalotrin; Citrus thrips with reduced susceptibility to methiocarb, methomyl, bendiocarb, formethaneate, carbofuran, malathion, chlorpyrifos, diazinon, methamidophos, dimethoate, dichlorvos, acephate, methidathion, toxafen, endosulfan, fipronil, acrinatrin, alpha-cypermethrin, bifenthrin, deltamethrin, esfenvalerate, permethrin, taufluvalinate, cypermethrin, fenvalerate, cyfluthrin, imidacloprid, spinosad, spinetram, abamectin, pyriproxyfen, and / or cyantranylprole; Diptera with reduced sensitivity to one or more compounds selected from group a2; Diptera with reduced sensitivity to one or more compounds selected from group a3; Diptera with reduced sensitivity to one or more compounds selected from group a4; Diptera with reduced sensitivity to one or more compounds selected from group a9; Diptera with reduced sensitivity to one or more compounds selected from group a17; Tomato leafminers with reduced susceptibility to permethrin and / or fenvalerate; bean leafminers with reduced susceptibility to methamidophos, parathion-methyl, pyrazophos, demeton, chlorpyrifos, triazophos, permethrin, cypermethrin, DDT, spinosad, abamectin, and / or cyromazine; Coleoptera with reduced sensitivity to one or more compounds selected from group a2; Coleoptera with reduced sensitivity to one or more compounds selected from group a3; Coleoptera with reduced sensitivity to one or more compounds selected from group a4; Coleoptera with reduced sensitivity to one or more compounds selected from group a9; Coleoptera with reduced sensitivity to one or more compounds selected from group a17; Coleoptera with reduced sensitivity to one or more compounds selected from group a2 and one or more compounds selected from group a4; Chrysomelidae with reduced sensitivity to one or more compounds selected from group a2; Chrysomelidae with reduced sensitivity to one or more compounds selected from group a3; Chrysomelidae with reduced sensitivity to one or more compounds selected from group a4; Chrysomelidae with reduced sensitivity to one or more compounds selected from group a9; Chrysomelidae with reduced sensitivity to one or more compounds selected from group a17; Chrysomelidae with reduced sensitivity to one or more compounds selected from group a2 and one or more compounds selected from group a4; Rice leaf beetles with reduced sensitivity to one or more compounds selected from group a2; Rice leaf beetles with reduced sensitivity to one or more compounds selected from group a4; Rice leaf beetles with reduced sensitivity to one or more compounds selected from group a2 and one or more compounds selected from group a4; Diablotica species exhibiting reduced sensitivity to one or more compounds selected from group a2; Diablotica species exhibiting reduced sensitivity to one or more compounds selected from group a3; Diablotica species exhibiting reduced sensitivity to one or more compounds selected from group a4; Diablotica species exhibiting reduced sensitivity to one or more compounds selected from group a9; Diablotica species exhibiting reduced sensitivity to one or more compounds selected from group a17; Western corn rootworms with reduced sensitivity to one or more compounds selected from group a2; Western corn rootworms with reduced sensitivity to one or more compounds selected from group a3; Western corn rootworms with reduced sensitivity to one or more compounds selected from group a4; Western corn rootworms with reduced sensitivity to one or more compounds selected from group a9; Western corn rootworms with reduced sensitivity to one or more compounds selected from group a17; Southern corn rootworms with reduced sensitivity to one or more compounds selected from group a2; Southern corn rootworms with reduced sensitivity to one or more compounds selected from group a3; Southern corn rootworms with reduced sensitivity to one or more compounds selected from group a4; Southern corn rootworms with reduced sensitivity to one or more compounds selected from group a9; Southern corn rootworms with reduced sensitivity to one or more compounds selected from group a17; Northern corn rootworms with reduced sensitivity to one or more compounds selected from group a2; Northern corn rootworms with reduced sensitivity to one or more compounds selected from group a3; Northern corn rootworms with reduced sensitivity to one or more compounds selected from group a4; Northern corn rootworms with reduced sensitivity to one or more compounds selected from group a9; Northern corn rootworms with reduced sensitivity to one or more compounds selected from group a17; Cucumber beetles with reduced sensitivity to one or more compounds selected from group a2; Cucumber beetles with reduced sensitivity to one or more compounds selected from group a3; Cucumber beetles with reduced sensitivity to one or more compounds selected from group a4; Cucumber beetles with reduced sensitivity to one or more compounds selected from group a9; Cucumber beetles with reduced sensitivity to one or more compounds selected from group a17; Colorado potato beetles with reduced sensitivity to one or more compounds selected from group a2; Colorado potato beetles with reduced sensitivity to one or more compounds selected from group a3; Colorado potato beetles with reduced sensitivity to one or more compounds selected from group a4; Colorado potato beetles with reduced sensitivity to one or more compounds selected from group a11; Colorado potato beetles with reduced sensitivity to one or more compounds selected from group a17; Flea beetles with reduced sensitivity to one or more compounds selected from group a3; Flea beetles with reduced sensitivity to one or more compounds selected from group a4; Flea beetles with reduced sensitivity to one or more compounds selected from group a17; Cabbage-free beetles with reduced sensitivity to one or more compounds selected from group a3; Cabbage-free beetles with reduced sensitivity to one or more compounds selected from group a4; Cabbage-free beetles with reduced sensitivity to one or more compounds selected from group a17; Western black free beetles with reduced sensitivity to one or more compounds selected from group a3; Western black free beetles with reduced sensitivity to one or more compounds selected from group a4; Western black free beetles with reduced sensitivity to one or more compounds selected from group a17; Cabbage stem-free beetles with reduced sensitivity to one or more compounds selected from group a3; Cabbage stem-free beetles with reduced sensitivity to one or more compounds selected from group a4; Cabbage stem-free beetles with reduced sensitivity to one or more compounds selected from group a17; Hop-free beetles with reduced sensitivity to one or more compounds selected from group a3; Hop-free beetles with reduced sensitivity to one or more compounds selected from group a4; Hop-free beetles with reduced sensitivity to one or more compounds selected from group a17; Weevils with reduced sensitivity to one or more compounds selected from group a2; Weevils with reduced sensitivity to one or more compounds selected from group a4; Weevils with reduced sensitivity to one or more compounds selected from group a2 and one or more compounds selected from group a4; Rice water weevils with reduced sensitivity to one or more compounds selected from group a2; Rice water weevils with reduced sensitivity to one or more compounds selected from group a4; Rice water weevils with reduced susceptibility to one or more compounds selected from group a2 and one or more compounds selected from group a4; Click beetles with reduced sensitivity to one or more compounds selected from group a2; Click beetles with reduced sensitivity to one or more compounds selected from group a3; Click beetles with reduced sensitivity to one or more compounds selected from group a4; Okinawa click beetle with reduced sensitivity to one or more compounds selected from group a2; Okinawa click beetle with reduced sensitivity to one or more compounds selected from group a3; Okinawa click beetle with reduced sensitivity to one or more compounds selected from group a4; A brown click beetle with reduced sensitivity to one or more compounds selected from group a2; A brown click beetle with reduced sensitivity to one or more compounds selected from group a3; A brown click beetle with reduced sensitivity to one or more compounds selected from group a4; Click beetles with reduced sensitivity to one or more compounds selected from group a2; Click beetles with reduced sensitivity to one or more compounds selected from group a3; Click beetles with reduced sensitivity to one or more compounds selected from group a4; A species of click beetle with reduced sensitivity to one or more compounds selected from group a2; A species of click beetle with reduced sensitivity to one or more compounds selected from group a3; A species of click beetle with reduced sensitivity to one or more compounds selected from group a4; Conoderus species exhibiting reduced sensitivity to one or more compounds selected from group a2; Conoderus species exhibiting reduced sensitivity to one or more compounds selected from group a3; Conoderus species exhibiting reduced sensitivity to one or more compounds selected from group a4; Ctenicella species with reduced sensitivity to one or more compounds selected from group a2; Ctenicella species with reduced sensitivity to one or more compounds selected from group a3; Ctenicella species with reduced sensitivity to one or more compounds selected from group a4; Limonius species exhibiting reduced sensitivity to one or more compounds selected from group a2; Limonius species exhibiting reduced sensitivity to one or more compounds selected from group a3; Limonius species exhibiting reduced sensitivity to one or more compounds selected from group a4; Aeolus species exhibiting reduced sensitivity to one or more compounds selected from group a2; Aeolus species with reduced sensitivity to one or more compounds selected from group a3; Aeolus species with reduced sensitivity to one or more compounds selected from group a4; Cabbage stem-free beetles with reduced sensitivity to lambdasihalothrin; Colorado leaf beetles with reduced susceptibility to carbosulfan, carbofuran, phosalon, chlorpyrifos, azinephosmethyl, cyhalothrin, lambdacyhalothrin, deltamethrin, permethrin, imidacloprid, dinotefuran, clothianidin, thiacloprid, thiamethoxam, and / or nitenpyram; Blossom beetles with reduced sensitivity to fosalon, lambda-cyhalothrin, cypermethrin, alpha-cypermethrin, zeta-cypermethrin, bifenthrin, beta-cyfluthrin, deltamethrin, esfenvalerate, taufluvalinate, and / or acetamiprid; Acaris with reduced susceptibility to one or more compounds selected from group a2; Acaridae with reduced susceptibility to one or more compounds selected from group a3; Acaridae with reduced susceptibility to one or more compounds selected from group a4; Acaris with reduced susceptibility to one or more compounds selected from group a9; Acaris with reduced susceptibility to one or more compounds selected from group a17; One or more compounds selected from group a19, bifenthrin, abamectin, milbemectin, acequinosyl and / or bifenazate-treated spider mites with reduced susceptibility; Apple spider mites with reduced susceptibility to fenpropathrin, spirodiclofen, clofentezine, hexythiazox, pyridaben, and / or fenpyroximate; Bed bugs with reduced susceptibility to one or more compounds selected from group a1; Bed bugs with reduced susceptibility to one or more compounds selected from group a2; Bed bugs with reduced susceptibility to one or more compounds selected from group a3; Bed bugs with reduced susceptibility to one or more compounds selected from group a4; Bed bugs with reduced susceptibility to one or more compounds selected from group a5; Bed bugs with reduced susceptibility to one or more compounds selected from group a10; Bed bugs with reduced susceptibility to bendiocarb, diazinon, dichlorvos, fenitrothion, phenobucarb, malathion, propoxul, dieldrin, fipronil, allethrin, bifenthrin, cyfluthrin, beta-cyfluthrin, lambda-cyhalothrin, cypermethrin, alpha-cypermethrin, deltamethrin, esfenvalerate, etofenprox, permethrin, phenothrin, pyrethrin, tetramethrin, DDT, acetamiprid, dinotefuran, imidacloprid, thiamethoxam, spinosad, and / or chlorfenapir; A type of lice with reduced susceptibility to one or more compounds selected from group a1; A type of lice with reduced susceptibility to one or more compounds selected from group a2; A type of lice with reduced susceptibility to one or more compounds selected from group a3; A type of lice with reduced susceptibility to one or more compounds selected from group a4; A type of lice with reduced susceptibility to one or more compounds selected from group a10; Tropical lice with reduced susceptibility to bendiocarb, diazinon, fenitrothion, phenobucarb, malathion, propoxul, dieldrin, fipronil, allethrin, bifenthrin, cyfluthrin, lambda-cyhalothrin, cypermethrin, alpha-cypermethrin, deltamethrin, esfenvalerate, etofenprox, permethrin, DDT, imidacloprid, and / or chlorfenapir; Houseflies with reduced susceptibility to one or more compounds selected from group a1; Houseflies with reduced susceptibility to one or more compounds selected from group a2; Houseflies with reduced susceptibility to one or more compounds selected from group a3; Houseflies with reduced susceptibility to one or more compounds selected from group a4; Houseflies with reduced susceptibility to one or more compounds selected from group a5; Houseflies with reduced susceptibility to one or more compounds selected from group a6; Houseflies with reduced susceptibility to one or more compounds selected from group a7; Houseflies with reduced susceptibility to one or more compounds selected from group a11; Houseflies with reduced susceptibility to one or more compounds selected from group a12; Houseflies with reduced susceptibility to one or more compounds selected from group a13; Houseflies with reduced susceptibility to one or more compounds selected from group a14; Houseflies with reduced susceptibility to one or more compounds selected from group a15; Azamethiphos, Azinphos-methyl, Chlorpyrifos, Chlorpyrifos-methyl, Diazinon, Dichlorvos, Dimethoate, Fenchlorfos, Fenitrothion, Methomyl, Methoxychlor, Nared, Parathion-methyl, Foxim, Profenofos, Propoxul, Tetrachlorvinfos, Triazophos, Trichlorfon, Dieldrin, Endosulfan, Fipronil, Bifenthrin, Cyfluthrin, Beta-Cyfluthrin, Lambda-Cyhalosrin, Cypermethrin, Be Houseflies with reduced susceptibility to tashipermethrin, cyphenothrin, deltamethrin, esfenvalerate, phenothrin, pyrethrin, resmethrin, DDT, acetamiprid, dinotefuran, imidacloprid, nitenpyram, thiamethoxam, spinosad, abamectin, emamectin benzoate, methoprene, pyriproxyfen, cartap, diflubenzuron, lufenuron, triflumulon, cyromazine, methoxyfenozide, and / or indoxacarb; Simulium damnosum with reduced sensitivity to one or more compounds selected from group a1; Simulium damnosum with reduced sensitivity to one or more compounds selected from group a3; Culex pipiens, a type of mosquito with reduced sensitivity to one or more compounds selected from group a2; Culex pipiens, a type of mosquito with reduced sensitivity to one or more compounds selected from group a3; Culex pipiens with reduced sensitivity to bifenthrin, beta-cyfluthrin, lambda-cyhalosrin, cypermethrin, deltamethrin, permethrin, and / or resmethrin; Culex pipiens with reduced sensitivity to one or more compounds selected from group a3; Culex pipiens with reduced sensitivity to deltamethrin, etofenprox, permethrin, and / or phenothrin; Tropic mosquitoes with reduced sensitivity to one or more compounds selected from group a1; Tropic mosquitoes with reduced sensitivity to one or more compounds selected from group a3; Tropical house mosquitoes with reduced susceptibility to temephos, bifenthrin, beta-cyfluthrin, lambda-cyhalosrin, cypermethrin, deltamethrin, permethrin, and / or resmethrin; Aedes aegypti mosquitoes with reduced susceptibility to one or more compounds selected from group a1; Aedes aegypti mosquitoes with reduced susceptibility to one or more compounds selected from group a3; Aedes aegypti mosquitoes with reduced susceptibility to one or more compounds selected from group a7; Aedes aegypti mosquitoes with reduced susceptibility to one or more compounds selected from group a9; Aedes aegypti mosquitoes with reduced susceptibility to chlorpyrifos, dichlorvos, fenitrothion, fenthion, malathion, pirimiphos-methyl, propoxul, temephos, allethrin, bifenthrin, cyfluthrin, lambda-cyhalosrin, cypermethrin, alpha-cypermethrin, deltamethrin, etofenprox, permethrin, phenothrin, DDT, and / or methoprene; Aedes aegypti mosquitoes with reduced susceptibility to the delta-endotoxins Cry4A and Cry4B; Anopheles gambier mosquitoes with reduced sensitivity to one or more compounds selected from group a1; Anopheles gambier mosquitoes with reduced sensitivity to one or more compounds selected from group a2; Anopheles gambier mosquitoes with reduced sensitivity to one or more compounds selected from group a3; Anopheles gambier moss with reduced susceptibility to bendiocarb, fenitrothion, pirimiphosmethyl, dieldrin, lambdacihalotrin, deltamethrin, permethrin, and / or DDT; Anopheles coluzzii with reduced sensitivity to one or more compounds selected from group a1; Anopheles coluzzii with reduced sensitivity to one or more compounds selected from group a2; Anopheles coluzzii with reduced sensitivity to one or more compounds selected from group a3; Anopheles coluzzii with reduced sensitivity to bendiocarb, fenitrothion, dieldrin, lambdacihalothrin, deltamethrin, permethrin, and / or DDT; Anopheles arabiensis with reduced sensitivity to one or more compounds selected from group a1; Anopheles arabiensis with reduced sensitivity to one or more compounds selected from group a2; Anopheles arabiensis with reduced sensitivity to one or more compounds selected from group a3; Anopheles arabiensis with reduced sensitivity to bendiocarb, malathion, dieldrin, lambdacihalothrin, deltamethrin, permethrin, and / or DDT; Anopheles funestus with reduced sensitivity to one or more compounds selected from group a2; Anopheles funestus with reduced sensitivity to one or more compounds selected from group a3; Anopheles funestus with reduced sensitivity to dieldrin, lambdacihalotrin, deltamethrin, permethrin, and / or DDT; Confused flour beetles with reduced sensitivity to one or more compounds selected from group a1; Confused flour beetles with reduced sensitivity to one or more compounds selected from group a3; Confused flour beetles with reduced sensitivity to one or more compounds selected from group a5; Confused flour beetles with reduced sensitivity to one or more compounds selected from group a21; Carbaryl, chlorpyrifos, chlorpyrifos-methyl, cyanofos, diazinon, dichlorvos, fenitrothion, malathion, foxim, pyrimifos-methyl, promecarb, propoxul, temefos, tetrachlorvinphos, violethmethrin, cyfluthrin, cyhalosrin, cypermethrin, deltamethrin, permethrin, phenothrin, pyrethrin, DDT, spinosad, and / or confused flour beetle with reduced sensitivity to phosphine; German cockroaches with reduced sensitivity to one or more compounds selected from group a1; German cockroaches with reduced susceptibility to one or more compounds selected from group a2; German cockroaches with reduced sensitivity to one or more compounds selected from group a3; German cockroaches with reduced susceptibility to one or more compounds selected from group a4; German cockroaches with reduced susceptibility to one or more compounds selected from group a6; German cockroaches with reduced susceptibility to chlorpyrifos, malathion, propoxul, fipronil, beta-cyfluthrin, cypermethrin, deltamethrin, permethrin, pyrethrin, DDT, imidacloprid, and / or abamectin; Cat fleas with reduced sensitivity to one or more compounds selected from group a1; Cat fleas with reduced sensitivity to one or more compounds selected from group a2; Cat fleas with reduced sensitivity to one or more compounds selected from group a3; Cat fleas with reduced sensitivity to one or more compounds selected from group a4; Cat fleas with reduced sensitivity to one or more compounds selected from group a5; Cat fleas with reduced susceptibility to bendiocarb, carbaryl, chlorfenbinfos, chlorpyrifos, diazinon, fenthion, isofenfos, propetamfos, propoxul, malathion, fipronil, cyfluthrin, cypermethrin, fluvalinate, permethrin, pyrethrin, imidacloprid, and / or spinosad; American dog ticks with reduced susceptibility to one or more compounds selected from group a3; American dog ticks with reduced susceptibility to DDT; Ixodes fulva ticks with reduced susceptibility to one or more compounds selected from group a1; Ixodes fulva ticks with reduced susceptibility to one or more compounds selected from group a2; Ixodes fulva ticks with reduced susceptibility to one or more compounds selected from group a3; Ixodes ventricosus ticks with reduced susceptibility to one or more compounds selected from group a6; Ixodes ventricles with reduced susceptibility to one or more compounds selected from group a20; Decreased susceptibility to carbaryl, chlorpyrifos, coumaphos, fipronil, pyriprole, cypermethrin, deltamethrin, flumethrin, permethrin, ivermectin, and / or amitraz ticks; Reddened red mites with reduced susceptibility to one or more compounds selected from group a1; Reddened red mites with reduced susceptibility to one or more compounds selected from group a3; Reddened red mites with reduced susceptibility to one or more compounds selected from group a20; Reddened brown ticks with reduced susceptibility to permethrin and / or amitraz;

[0046] Examples of harmful insects, harmful mites and other harmful arthropods, harmful mollusks and harmful nematodes whose susceptibility is reduced by the substitution of one or more amino acids in the target protein include the following: Cotton aphids possessing the R81T amino acid substitution in the β-subunit of the nicotinic acetylcholine receptor; The peach aphid has the R81T amino acid substitution in the β subunit of the nicotinic acetylcholine receptor; The diamondback moth has the G4946E amino acid substitution in its ryanodine receptor; Diamondback moth with amino acid substitutions F1845Y or V1848I in its sodium channel; A white-backed planthopper with an A2'N amino acid substitution in its GABAergic chloride ion channel; Cotton aphids having the amino acid substitution S431F and / or A302S in acetylcholinesterase; Tobacco whiteflies have the amino acid substitution L925I and / or T929V in their voltage-gated sodium channels; peach aphids have the amino acid substitution S431F in their acetylcholinesterase; Peach aphids having the amino acid substitutions L1014F, M918T, and / or TL932F in voltage-gated sodium channels; Peach aphids having GABAergic chloride ion channels with the amino acid substitutions A302S and / or A302G; The citrus thrips having the amino acid substitutions L1014F and / or M918T in its voltage-gated sodium channel; The citrus thrips (Thrips japonica) has the G275E amino acid substitution in the α6 subunit of the nicotinic acetylcholine receptor; Corn earworms having amino acid substitutions L1029H, V421M, V421A, V421G and / or I951V in voltage-gated sodium channels; Tobacco budworm having the amino acid substitutions L1029H, D1561V, E1565G, and / or V421M in its voltage-gated sodium channel; Colorado leaf beetle having acetylcholinesterase with the amino acid substitutions R30K, S291G, and / or I392T; Colorado leaf beetle with the L1014F amino acid substitution in voltage-gated sodium channels; The white-backed planthopper has the amino acid substitution S298P in acetylcholinesterase type 1; The two-spotted spider mite has the G323D amino acid substitution in the GluCl1 subunit of its glutamate receptor; The two-spotted spider mite has the G326E amino acid substitution in the GluCl3 subunit of its glutamate receptor; Onion thrips having amino acid substitutions M918T, M918L, T929I, V1010A, and / or L1014F in voltage-gated sodium channels; Greenhouse whiteflies having L925I and / or T929I amino acid substitutions in voltage-gated sodium channels; Tuta absoluta having the amino acid substitutions G4903V, G4903E, I4746T, and / or I4746M in the ryanodine receptor; The brown planthopper has the A301S amino acid substitution in its GABAergic chloride ion channel; The brown planthopper has the Y151S amino acid substitution in the α1 and α3 subunits of its nicotinic acetylcholine receptor; European cone borehole with the L1014F amino acid substitution in the voltage-gated sodium channel; Apple spider mite with F1538I amino acid substitution in voltage-gated sodium channel; Cabbage stem-free beetle with the L1014F amino acid substitution in voltage-gated sodium channels; English grain Aphids have the L1014F amino acid substitution in the voltage-gated sodium channel; Diamondback moths having GABAergic chloride ion channels with amino acid substitutions of A282S, A282G, and / or A302S; Diamondback moths having the amino acid substitutions M918I, T929I, and / or L1014F in voltage-gated sodium channels; Bed bugs having the amino acid substitutions V419L, L925I, and / or I936F in the α-subunit of their voltage-gated sodium channel; Houseflies having amino acid substitutions of V180L, V260L, G262A, G262V, G342A, G342V, G365A, F327Y, F407Y, and / or G445A in acetylcholinesterase; Houseflies having amino acid substitutions M918T, L1014F and / or L1014H in the α-subunit of voltage-gated sodium channels; Houseflies with the A302S amino acid substitution in GABAergic chloride ion channels; Culex pipiens, a type of moss, has the amino acid substitution L1014F and / or L1014S in its voltage-gated sodium channel; Culex pipiens, a mosquito species, has the A302S amino acid substitution in its GABAergic chloride ion channel. Culex pipiens has L1014F and / or L1014S amino acid substitutions in its voltage-gated sodium channel; The tropical moss Culex has L1014F and / or L1014S amino acid substitutions in its voltage-gated sodium channel; The tropical moss Culex has the G119S amino acid substitution in its acetylcholinesterase; Aedes aegypti mosquitoes having the following amino acid substitutions in their voltage-gated sodium channels: V410L, G923V, L982W, S989P, I1011M, I1011V, V1016I, V1016G, T1520I, F1534C, and / or D1763Y; Anopheles gambier, which has the L1014S and / or N1575Y amino acid substitutions in its voltage-gated sodium channel; Anopheles gambia, a mosquito with the G119S amino acid substitution in acetylcholinesterase; Anopheles coluzzii having the amino acid substitution L1014F and / or N1575Y in the voltage-gated sodium channel; Anopheles arabiensis, which has the L1014F amino acid substitution in its voltage-gated sodium channel; Anopheles funestus having the amino acid substitution A296S and / or V327I in its GABAergic chloride ion channel; Migratory flour beetle with the A302S amino acid substitution in its GABAergic chloride ion channel; German cockroaches having the amino acid substitutions D58G, E434K, C764R, L933F, and / or P1880L in their voltage-gated sodium channels; German cockroach with the A302S amino acid substitution in its GABAergic chloride ion channel; Cat fleas having the amino acid substitution T929V and / or L1014F in voltage-gated sodium channels; Cat fleas with the A302S amino acid substitution in GABAergic chloride ion channels; The tick *Haemaphysalis* has C190A and / or F1550I amino acid substitutions in its voltage-gated sodium channel.

[0047] Examples of harmful insects, harmful mites and other harmful arthropods, harmful mollusks and harmful nematodes that have reduced susceptibility due to a decrease in target proteins include the following: Houseflies with reduced expression levels of the α2 subunit of the nicotinic acetylcholine receptor.

[0048] Factors that increase the activity of metabolic enzymes include, for example, the overexpression of metabolic enzyme genes (also called quantitative mutation) and improved affinity of metabolic enzymes to drugs through amino acid substitution (also called qualitative mutation). A metabolic enzyme may possess one or more of these factors that increase its activity.

[0049] Examples of harmful insects, harmful mites, and other harmful arthropods, harmful mollusks, and harmful nematodes whose metabolic enzyme activity has increased due to overexpression of metabolic enzyme genes include the following: A brown planthopper overexpressing CYP6ER1 (a type of cytochrome P450 gene); Amrasca biguttula biguttula with overexpression of the glutathione-S-transferase gene; Cotton aphids overexpressing the cytochrome P450 monooxygenase gene; Tobacco whiteflies overexpressing CYP6CM1 (a type of cytochrome P450-dependent monooxygenase gene); Tobacco whiteflies overexpressing the cytochrome P450-dependent monoxygenase gene; The rice stem borer moth overexpressing the carboxylesterase gene and / or the microsomal-O-demethylase gene; Codlingmoss overexpressing the glutathione-S-transferase gene and / or the cytochrome P450 monooxygenase gene; Sugarcane borers with reduced expression of three aminopeptidase N genes (DsAPN1, DsAPN2, and DsAPN3) and / or DsCAD1 (a type of cadherin gene); A bean leafminer fly overexpressing the cytochrome P450 gene; Blossom beetle with overexpression of the cytochrome P450 gene; Peach aphids overexpressing CYP6CY3 (a type of cytochrome P450 gene); Peach aphids overexpressing the E4 gene, a type of carboxylesterase, and / or the FE4 gene, a type of carboxylesterase; Lettuce aphids with overexpression of the esterase gene; Lettuce aphids overexpressing the glutathione S-transferases gene; Brown stink bug with overexpression of the esterase gene; Brown stink bugs in which the gene for EST-2, a type of cholinesterase, and / or the gene for EST-4, a type of cholinesterase, are overexpressed; A citrus thrips with overexpression of the esterase gene; A citrus thrips (Platypleura stenophylla) exhibiting overexpression of the cytochrome P450 monooxygenase gene; A citrus thrips (Platypleura fuscipes) exhibiting overexpression of the glutathione S-transferases gene; The tobacco budworm expressing CYP337B3 (a type of cytochrome P450 gene); The tobacco budworm overexpressing the cytochrome P450 monooxygenases gene; The tobacco budworm overexpressing the glutathione S-transferases gene; The tobacco budworm overexpressing the esterase gene; A false tobacco budworm exhibiting overexpression of the glutathione-S-transferase gene; Tobacco budworm with overexpression of the esterase gene; A false tobacco budworm exhibiting overexpression of the cytochrome P450 gene; Colorado potato beetle overexpressing the glutathione-S-transferase gene; Colorado potato beetle with overexpression of the esterase gene; Colorado potato beetle overexpressing the cytochrome P450 gene; Two-spotted spider mites overexpressing TuGSTd14 (a type of glutathione-S-transferase gene); Whiteflies in which CYP6CM1 (a type of cytochrome P450 gene) is overexpressed; A confused flour beetle overexpressing the cytochrome P450 gene; Brown planthopper with reduced expression of CYP6AY1 (a type of cytochrome P450 gene); Brown planthopper with overexpression of the carboxylesterases gene; A brown planthopper in which the Nl-EST1 gene, a type of carboxylesterase, is overexpressed; Brown planthoppers overexpressing CYP6ER1, CYP6AY1, and / or CYP6FU1 (a type of cytochrome P450 gene); European corn borers with overexpression of the cytochrome P450 monooxygenase gene; European cornballer with overexpression of the glutathione-S-transferase gene; Apple spider mites overexpressing the cytochrome P450-dependent monoxygenase gene; Cabbage stem-free beetles with overexpression of the cytochrome P450 gene; Bed bugs overexpressing CYP397A1, CYP398A1, CYP6DN1, CYP4CM1, and / or CYP400A1 (all types of cytochrome P450 genes); Bed bugs overexpressing CE3959 and / or CE21331 (both carboxylesterase genes); Bed bugs that overexpress S1 (a type of glutathione-S-transferase gene); Houseflies overexpressing CYP6A1, CYP6A5v1, CYP6A5v2, CYP6A36, CYP6A40, CYP6D1, CYP6D1v1, CYP6D3, CYP6D8, CYP6G2, and / or CYP6G4 (all of which are types of cytochrome P450 genes); Azootropa mosquitoes overexpressing CYP9M10, CYP6AA7, and / or CYP4H34 (all types of cytochrome P450 genes); Aedes aegypti mosquito with overexpression of the esterase gene; Aedes aegypti mosquito with overexpression of the glutathione-S-transferase gene; Aedes aegypti mosquitoes overexpressing CYP4D24, CYP6BB2, CYP6F3, CYP6M11, CYP6N12, and / or CYP9M6 (all of which are types of cytochrome P450 genes); Aedes aegypti mosquito with overexpression of the carboxylesterase gene; Anopheles gambia mosquitoes overexpressing CYP4P16, CYP4P17, CYP6P3, CYP6Z1, CYP12F1, and / or CYP325A3 (all types of cytochrome P450 genes); Anopheles gambier mosquito overexpressing GSTE2 (a type of glutathione-S-transferase gene); Anopheles gambier mosquitoes overexpressing PX13A and / or PX13B (both types of peroxidase genes); Anopheles gambia mosquitoes overexpressing the esterase gene; Anopheles arabiensis with overexpression of CYP6P4 (a type of cytochrome P450 gene); Anopheles arabiensis with overexpression of the carboxylesterase gene; Anopheles arabiensis with overexpression of the beta-esterases gene; Anopheles funestus overexpressing CYP6P4 and / or CYP6P9 (both types of cytochrome P450 genes); A confused flour beetle overexpressing CYP6BQ9 (a type of cytochrome P450 gene); A confused flour beetle overexpressing the glutathione-S-transferase gene; A confused flour beetle overexpressing Epsilon (a type of glutathione-S-transferase gene); A German cockroach in which CYP4G19 (a type of cytochrome P450 gene) is overexpressed.

[0050] Examples of harmful insects, harmful mites, and other harmful arthropods, harmful mollusks, and harmful nematodes whose metabolic enzyme activity has been increased by improving affinity with drugs through amino acid substitution of metabolic enzymes include the following: Brown planthopper possessing CYP6ER1vA (a variant of CYP6ER1) with amino acid substitutions T318S, A375δ, and A376G; Brown planthopper possessing CYP6ER1vB (a variant of CYP6ER1) with amino acid substitutions T318S and A377δ; Houseflies having carboxyesterases with amino acid substitutions W251L and / or W251S; A type of flour beetle having a dihydrolipoamide dehydrogenase with the amino acid substitutions P45S and / or G131S.

[0051] Examples of harmful insects, harmful arthropods such as mites, harmful mollusks, and harmful nematodes that possess multiple factors contributing to increased metabolic enzyme activity include, for example, the brown planthopper, which, in addition to overexpression of CYP6ER1, also possesses CYP6ER1vA and CYP6ER1vB, resulting in reduced susceptibility to imidacloprid.

[0052] Examples of harmful insects, harmful mites, other harmful arthropods, harmful mollusks, and harmful nematodes whose susceptibility is reduced due to decreased skin permeability include the following: Tobacco budworm with reduced susceptibility to pyrethroids (e.g., cypermethrin, esfenvalerate, etc.) due to reduced cuticular penetration of the drug in the cuticle; Bed bugs with reduced susceptibility to pyrethroids (such as beta-cyfluthrin) due to overexpression of C2, C10, and / or C13 (all of which are presumed epidermal protein genes).

[0053] Examples of harmful insects, harmful arthropods such as mites, harmful mollusks, and harmful nematodes whose susceptibility has been reduced due to enhanced excretory function by membrane transporters include the following: Bed bugs that overexpress the ABC transporter genes Abc8, Abc9, Abc10, and / or Abc11.

[0054] Examples of aphid pests include the cotton aphid, the peach aphid, and the lettuce aphid. Examples of planthopper pests include the brown planthopper, the white-backed planthopper, and the small brown planthopper. Examples of whitefly pests include the tobacco whitefly and the greenhouse whitefly.

[0055] The present invention provides a method for controlling harmful arthropods by applying an effective amount of the present compound, the present invention compound, or composition A directly to the harmful arthropods and / or to their habitat (plants, soil, houses, animals, etc.). Examples of the present invention's method for controlling harmful arthropods include foliar treatment, soil treatment, root treatment, shower treatment, fumigation treatment, water surface treatment, and seed treatment.

[0056] This compound, the compound of the present invention, or composition A is typically used by mixing an inactivated carrier such as a solid carrier, liquid carrier, or gaseous carrier with a surfactant, and adding formulation aids such as binders, dispersants, and stabilizers as needed, to formulate it into aqueous suspensions, oily suspensions, oils, emulsions, microemulsions, microcapsules, wettable powders, granular wettable powders, powders, granules, tablets, aerosols, resin formulations, etc. However, it is not limited to these formulations and can be used in 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. These formulations typically contain the present compound, the compound of the present invention, or composition A in a weight ratio of 0.0001 to 99%.

[0057] Examples of solid carriers include clay (pyrophyllite clay, kaolin clay, etc.), talc, calcium carbonate, diatomaceous earth, zeolite, bentonite, acid clay, attapulgite, white carbon, ammonium sulfate, vermiculite, perlite, pumice, silica sand, fine powders and granules of chemical fertilizers (ammonium sulfate, ammonium phosphate, ammonium nitrate, urea, ammonium chloride, etc.), and resins (polypropylene, polyester, polyurethane, polyamide, polyvinyl chloride, etc.).

[0058] Examples of liquid carriers include water, alcohols (ethanol, cyclohexanol, benzyl alcohol, propylene glycol, polyethylene glycol, etc.), ketones (acetone, cyclohexanone, etc.), aromatic hydrocarbons (xylene, phenylxylethane, methylnaphthalene, etc.), aliphatic hydrocarbons (hexane, cyclohexane, etc.), esters (ethyl acetate, methyl oleate, propylene carbonate, etc.), nitriles (acetonitrile, etc.), ethers (ethylene glycol dimethyl ether, etc.), amides (N,N-dimethylformamide, N,N-dimethyloctanamide, etc.), sulfoxides (dimethyl sulfoxide, etc.), lactams (N-methylpyrrolidone, N-octylpyrrolidone, etc.), fatty acids (oleic acid, etc.), and vegetable oils (soybean oil, etc.).

[0059] Examples of gaseous carriers include fluorocarbons, butane gas, LPG (liquefied petroleum gas), dimethyl ether, nitrogen, and carbon dioxide.

[0060] Examples of surfactants include nonionic surfactants (polyoxyethylene alkyl ethers, polyoxyethylene alkylaryl ethers, polyethylene glycol fatty acid esters, etc.) and anionic surfactants (alkyl sulfonates, alkylaryl sulfonates, alkyl sulfates, etc.). 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).

[0061] Other pharmaceutical additives 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 acids, etc.), acidic isopropyl phosphate, and dibutylhydroxytoluene.

[0062] In the present invention, examples of plants include the whole plant, stems and leaves, flowers, spikes, fruits, trunks, branches, canopies, seeds, vegetative reproductive organs, and seedlings.

[0063] Vegetative reproductive organs refer to parts of a plant, such as roots, stems, and leaves, that have the ability to grow when separated from the main plant 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. Stolons are sometimes called runners, and propagules, also called bulbils, are divided into broad buds and bulbils. Vines refer to shoots (a general term for leaves and stems) of plants such as sweet potatoes and yams. Bulbs, corms, tubers, rhizomes, stem fragments, rhizomes, or tubers are collectively called bulbs. Potato cultivation begins with planting tubers in the soil, and the tubers used are generally called seed potatoes.

[0064] A method for controlling harmful arthropods by applying an effective amount of this compound, the compound of the present invention, or composition A to the soil includes, for example, applying an effective amount of this compound, the compound of the present invention, or composition A to the soil before or after planting plants. More specifically, for example, planting hole treatment (spraying in planting holes, mixing in planting hole treatment soil), base treatment (spraying in the base of the plant, mixing in the base of the plant, drenching in the base of the plant, base treatment in the latter half of the seedling stage), furrow treatment (spraying in planting furrows, mixing in planting furrow soil), furrow treatment (spraying in furrows, mixing in furrow soil, spraying in furrows during the growing season), furrow treatment at sowing (spraying in furrows at sowing, mixing in furrow soil at sowing), overall treatment (spraying in the overall soil, mixing in the overall soil), side-dressing treatment, water surface treatment (application in the water surface, application in the water surface after flooding), other soil spraying treatments (foliar application of granular fertilizer during the growing season, application under the tree canopy or around the main trunk, application on the soil surface, mixing in the soil surface, spraying in planting holes, application on the soil surface of ridges, application between plants), and so Other drenching treatments include soil drenching, seedling stage drenching, chemical injection treatment, drenching at the base of the plant, chemical drip irrigation, and chemigation. Seedling tray treatments include seedling tray spraying, seedling tray drenching, and seedling tray flooding with chemical solution. Seedling tray treatments include seedling tray spraying, seedling tray drenching, and seedling tray flooding with chemical solution. Seedling bed treatments include seedling bed spraying, seedling bed drenching, water seedling bed spraying, and seedling soaking. Seedling soil mixing treatments include seedling soil mixing, seedling soil mixing before sowing, spraying before covering with soil at sowing, spraying after covering with soil at sowing, and mixing with covering soil. Other treatments include growing soil mixing, tilling, topsoil mixing, soil mixing at the rainwater drainage area, planting location treatment, granular flower cluster spraying, and paste fertilizer mixing.

[0065] Seed treatments include, for example, treatment of seeds or vegetative reproductive organs with the present compound, the compound of the present invention, or composition A. More specifically, these include, for example, a spray treatment in which a suspension of the present compound, the compound of the present invention, or composition A is sprayed onto the surface of the seeds or vegetative reproductive organs in a mist form; a coating treatment in which the present compound, the compound of the present invention, or composition A is applied to the seeds or vegetative reproductive organs; an immersion treatment in which the seeds are immersed in a solution of the present compound, the compound of the present invention, or composition A for a certain period of time; and a method of coating the seeds or vegetative reproductive organs with a carrier containing the present compound, the compound of the present invention, or composition A (film coating treatment, pellet coating treatment, etc.). Seed potatoes are a particularly good example of the vegetative reproductive organs mentioned above. When treating seeds or vegetative reproductive organs with composition A, the seeds or vegetative reproductive organs may be treated with composition A as a single formulation, or the seeds or vegetative reproductive organs may be treated with composition A in multiple separate formulations in multiple stages. Examples of methods for treating seeds or vegetative reproductive organs in multiple separate formulations with composition A include treating the seeds or vegetative reproductive organs with a formulation containing only the present compound or the compound of the present invention as an active ingredient, air-drying the seeds or vegetative reproductive organs, and then treating the seeds or vegetative reproductive organs with a formulation containing the present compound or the compound of the present invention and the present ingredient as active ingredients, air-drying the seeds or vegetative reproductive organs, and then treating the seeds or vegetative reproductive organs with a formulation containing the present ingredient other than the one that has already been treated with the present ingredient. In the present invention, a seed or vegetative reproductive organ holding the present compound, the compound of the present invention, or composition A means a seed or vegetative reproductive organ in which the present compound, the compound of the present invention, or composition A is attached to its surface. The above-mentioned seed or vegetative reproductive organ holding the present compound, the compound of the present invention, or composition A may have other materials attached to it before or after the present compound, the compound of the present invention, or composition A is attached to it. Furthermore, if composition A is attached to the surface of a seed or vegetative reproductive organ in a layer, the layer consists of one or more layers. If it consists of multiple layers, each layer either contains one or more active ingredients, or consists of a layer containing one or more active ingredients and a layer not containing any active ingredients. Seeds or vegetative reproductive organs containing the present compound, the compound of the present invention, or composition A can be obtained, for example, by applying a formulation containing the present compound, the compound of the present invention, or composition A to the seeds or vegetative reproductive organs using the seed treatment method described above.

[0066] When this compound, the compound of the present invention, or composition A is used in the agricultural field for the control of harmful arthropods, the application rate is 10,000 m 2The amount of this compound or the compound of the present invention per unit is usually 1 to 10,000 g. When treating seeds or vegetative reproductive organs, the amount of this compound or the compound of the present invention is usually applied in the range of 0.001 to 100 g per 1 kg of seeds or vegetative reproductive organs. When this compound, the compound of the present invention, or composition A is formulated as an emulsion, wettable powder, flowable formulation, etc., it is usually diluted with water to an active ingredient concentration of 0.01 to 10,000 ppm before application, while granules, powders, etc., are usually applied as is.

[0067] Additionally, the treatment can be carried out by wrapping the resin preparation, processed into a sheet or string, around the crop, stretching it near the crop, or spreading it on the soil around the base of the plant.

[0068] When using this compound, the compound of the present invention, or composition A to control harmful arthropods inhabiting houses, the application rate is as follows: when applied to a surface, the treatment area is 1 m². 2 The amount of this compound or the compound of the present invention per unit is typically 0.01 to 1000 mg, and when treating a space, the treatment space is 1 m². 3 The amount of this compound or the compound of the present invention per unit is usually 0.01 to 500 mg. When this compound, the compound of the present invention, or composition A is formulated as an emulsion, wettable powder, flowable formulation, etc., it is usually diluted with water to an active ingredient concentration of 0.1 to 10000 ppm before application, while oil formulations, aerosol formulations, fumigants, poison baits, etc., are applied as is.

[0069] When this compound, the compound of the present invention, or composition A is used to control external parasites in livestock such as cattle, horses, pigs, sheep, goats, and chickens, and small animals such as dogs, cats, rats, and mice, it can be used on animals in veterinary medicine known methods. Specifically, for systemic suppression, it can be administered by means of tablets, feed mixture, suppositories, or injection (intramuscular, subcutaneous, intravenous, intraperitoneal, etc.), and for non-systemic suppression, it can be used by spraying an oily or aqueous solution, performing a pore-on or spot-on treatment, washing the animal with a shampoo formulation, or attaching a resin formulation to the animal as a collar or ear tag. The amount of this compound, the compound of the present invention, or composition A when administered to animals is usually in the range of 0.1 to 1000 mg per 1 kg of the animal's body weight.

[0070] This compound, the compound of the present invention, or composition A can be used as a control agent for harmful arthropods in agricultural land such as fields, paddy fields, lawns, and orchards. Examples of plants include the following:

[0071] Corn (Horsetail, hard-grain, soft-grain, popping, glutinous, sweet, field corn), rice (long-grain, short-grain, medium-grain, Japonica, tropical Japonica, Indica, Javanica, paddy rice, upland rice, floating rice, direct seeding, transplanting, glutinous rice), wheat (bread wheat (hard, soft, medium, red wheat, white wheat), durum wheat, spelt wheat, club wheat, winter wheat type, spring wheat type), barley (two-row barley (= malting barley), six-row barley, hulless barley, glutinous barley, winter barley type, spring barley type), rye (winter rye type, spring rye) Grown oats (winter type, spring type), Triticare oats (winter type, spring type), sorghum, cotton (Upland variety, Pima variety), soybeans (mature seed harvest varieties, edamame varieties, green-harvested varieties, each with infinite growth type, finite growth type, and semi-finite growth type), peanuts, buckwheat, sugar beets (for sugar production, animal feed, root vegetables, leafy vegetables, fuel), rapeseed (winter rapeseed type, spring rapeseed type), canola (winter canola type, spring canola type), sunflowers (for oil extraction, food, ornamental), sugarcane, tobacco, tea plants, mulberry, nightshade vegetables (eggplant, tomato, bell pepper, chili pepper, jasmine) Potatoes, etc.), Cucurbitaceae vegetables (cucumbers, pumpkins, zucchini, watermelons, melons, etc.), Brassicaceae vegetables (radishes, turnips, horseradish, kohlrabi, Chinese cabbage, cabbage, mustard greens, broccoli, cauliflower, etc.), Asteraceae vegetables (burdock, garland chrysanthemum, artichoke, lettuce, etc.), Liliaceae vegetables (leeks, onions, garlic, asparagus, etc.), Apiaceae vegetables (carrots, parsley, celery, angelica tree, etc.), Amaranthaceae vegetables (spinach, Swiss chard, etc.), Lamiaceae vegetables (perilla, mint, basil, etc.), strawberries, sweet potatoes, yams, taro, Pome fruits (apples, European pears, Japanese pears, Chinese pears, quince, marzipan, etc.), drupes (peaches, plums, nectarines, apricots, cherries, apricots, prunes, etc.), citrus fruits (Unshu mandarins, oranges, lemons, limes, grapefruit, 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, grasses,Grass. ,

[0072] The plants listed above are not limited to any commonly cultivated varieties. These include plants that can be produced through natural cross-pollination, plants that can arise from spontaneous mutation, F1 hybrid plants, and genetically modified crops. Examples of genetically modified crops include plants conferred with resistance to herbicides such as HPPD (4-hydroxyphenylpyruvate dioxygenase enzyme) inhibitors like isoxaflutol, ALS (acetolactate synthase) inhibitors like imazetapyr and thifensulfuron-methyl, EPSP (5-enolpyruvirshikimate-3-phosphate synthase) inhibitors, glutamine synthase inhibitors, PPO (protoporphyrinogen oxidase) inhibitors, bromoxynil, or dicamba; plants capable of synthesizing selective toxins known from the Bacillus genus, such as Bacillus thuringiensis; and plants that can be conferred with specific insecticidal activity by synthesizing gene fragments that partially match endogenous genes derived from harmful insects and inducing gene silencing (RNAi; RNA interference) within the target harmful insect. [Examples]

[0073] The present invention will be described in more detail below with reference to manufacturing examples, formulation examples, and test examples, but the present invention is not limited to these examples. In this specification, Me represents a methyl group, Et represents an ethyl group, Pr represents a propyl group, i-Pr represents an isopropyl group, t-Bu represents a tert-butyl group, c-Pr represents a cyclopropyl group, c-Bu represents a cyclobutyl group, c-Pen represents a cyclopentyl group, c-Hex represents a cyclohexyl group, CF3 represents a trifluoromethyl group, OCF3 represents a trifluoromethoxy group, OEt represents an ethoxy group, OPr represents a propoxy group, O(i-Pr) represents an isopropoxy group, Ph represents a phenyl group, Py2 represents a 2-pyridyl group, Py3 represents a 3-pyridyl group, Py4 represents a 4-pyridyl group, and Bn represents a benzyl group. If c-Pr, c-Bu, c-Pen, c-Hex, Ph, Py2, Py3, and Py4 have substituents, the substituents are indicated before the symbol along with their substitution positions. For example, 1-CN-c-Pr represents a 1-cyanocyclopropyl group, 3,4-F2-Ph represents a 3,4-difluorophenyl group, 4-CF3-Py2 represents a 4-(trifluoromethyl)-2-pyridyl group, and 5-OCH2CF2CF3-Py2 represents a 5-(2,2,3,3,3-pentafluoropropoxy)-2-pyridyl group.

[0074] First, an example of the preparation of this compound (including the compound of the present invention) is shown.

[0075] When the physical properties of a compound are measured by liquid chromatography / mass spectrometry (hereinafter referred to as LCMS), the measured molecular ion value [M+H] + or [MH] - The retention time (hereinafter referred to as RT) is also noted. The conditions for liquid chromatography (hereinafter referred to as LC) are as follows.

[0076] [LC conditions] Column: L-column2 ODS, inner diameter 4.6 mm, length 30 mm, particle size 3 μm (Chemicals Evaluation and Research Institute) UV measurement wavelength: 254nm Mobile phase: Solution A: 0.1% formic acid aqueous solution, Solution B: 0.1% formate acetonitrile Flow rate: 2.0mL / min Pumps: LC-20AD (Shimadzu Corporation) x 2 (high-pressure gradient) Gradient conditions: Deliver the liquid according to the concentration gradient described in [Table LC1].

[0077] [Table 1]

[0078] [MS conditions] Detector: LCMS-2020 (manufactured by Shimadzu Corporation) Ionization method: DUIS

[0079] Manufacturing Example 1 A mixture of 0.20 g of 3-chloro-N'-hydroxypyridine-4-carboximidoamide, prepared by the method described in Japanese Patent Application Publication No. 2002-114783, and 5 mL of DMF was mixed. 0.18 g of benzoyl chloride was added under ice cooling, and then 0.13 g of triethylamine was added dropwise under ice cooling. The mixture was stirred at 140°C for 6 hours. After cooling to room temperature, a saturated aqueous sodium bicarbonate solution was added to the resulting mixture, and it was extracted with ethyl acetate. The resulting organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography (ethyl acetate:hexane = 30:70) to obtain 0.31 g of compound 1, represented by the following formula. [ka] Compound 1: 1 H-NMR (CDCl3) δ: 8.81 (1H, s), 8.67 (1H, d), 8.22 (2H, d), 8.01 (1H, d), 7.65-7.55 (3H, m).

[0080] Manufacturing Example 1-1 The compounds produced according to Production Example 1 and their physical properties are shown below. Formula (B-1) [ka] In the compound shown, R 1 , R 2 , R3 R 4 R 5 R 6 andびR 7 The combination compounds are listed in [Table B-1] and [Table B-2].

[0081] Table 2

[0082] Table 3 Compound 2: 1 H-NMR (CDCl3) δ: 8.82 (1H, s), 8.67 (1H, d), 8.28-8.22 (2H, m), 7.99 (1H, d), 7.30-7.24 (2H, m). Compound 3: 1 H-NMR (CDCl3) δ: 8.83 (1H, s), 8.68 (1H, d), 8.24-8.18 (1H, m), 8.01 (1H, d), 7.13-7.07 (2H, m), 2.80 (3H, s). Compound 4: 1 H-NMR (CDCl3) δ: 8.67 (2H, s), 8.21 (2H, dd), 7.64-7.54 (3H, m). Compound 5: 1 H-NMR (CDCl3) δ: 8.60 (2H, s), 8.10 (1H, dd), 7.55-7.35 (3H, m). Compound 6: 1 H-NMR (CDCl3) δ: 8.69 (2H, s), 8.21 (1H, s), 8.11 (1H, d), 7.62 (1H, d), 7.53 (1H, t) This compound 7: 1 H-NMR (CDCl3) δ: 8.68 (2H, s), 8.16 (2H, d), 7.57 (2H, d). This compound 8: 1H-NMR (CDCl3) δ: 8.59 (2H, s), 8.09 (1H, d), 7.42 (1H, t), 7.29 (2H, d), 2.68 (3H, s). This compound 9: 1 H-NMR (CDCl3) δ: 8.68 (2H, s), 8.04 (1H, br s), 8.04-8.00 (1H, m), 7.46 (2H, d), 2.47 (3H, s). This compound 10: 1 H-NMR (CDCl3) δ: 8.68 (2H, s), 8.10 (2H, d), 7.38 (2H, d), 2.47 (3H, s). This compound 11: 1 H-NMR (CDCl3) δ: 8.68 (2H, s), 8.26-8.23 (2H, m), 7.31-7.24 (2H, m). This compound 12: 1 H-NMR (CDCl3) δ: 8.60 (2H, s), 8.08 (1H, d), 7.57 (1H, s), 7.39 (1H, d). Compound 13: 1 H-NMR (CDCl3) δ: 8.69 (2H, s), 8.14 (1H, d), 7.40 (1H, s), 7.38 (1H, d), 2.75 (3H, s). Compound 14: 1 H-NMR (CDCl3) δ: 8.69 (2H, s), 8.32 (1H, s), 8.05 (1H, d), 7.68 (1H, d). Compound 15: 1 H-NMR (CDCl3) δ: 8.69 (2H, s), 8.11 (2H, s), 7.64 (1H, s). Compound 16: 1 H-NMR (CDCl3) δ: 8.70 (2H, s), 8.52 (1H, br s), 8.45 (1H, dd), 7.94 (1H, dd), 7.75 (1H, t). Compound 17: 1H-NMR (CDCl3) δ: 9.08 (1H, br s), 8.70 (2H, s), 8.55 (2H, dt), 7.85 (1H, dt). This compound 18: 1 H-NMR (CDCl3) δ: 8.59 (2H, s), 7.72 (1H, dd), 7.61 (1H, t), 7.38 (1H, t), 7.08 (1H, dd), 3.81 (3H, s). This compound 19: 1 H-NMR (CDCl3) δ: 8.69 (2H, s), 8.09-8.01 (2H, m), 7.45-7.36 (1H, m). This compound 20: 1 H-NMR (CDCl3) δ: 8.72 (2H, s), 7.79-7.78 (2H, m), 7.15-7.13 (1H, m). This compound 21: 1 H-NMR (CDCl3) δ: 8.70 (2H, s), 8.51 (1H, br s), 8.42 (1H, d), 7.92 (1H, d), 7.76 (1H, t). This compound 22: 1 H-NMR (CDCl3) δ: 8.69 (2H, s), 8.17 (1H, d), 8.08 (1H, s), 7.66-7.64 (1H, m), 7.51 (1H, d). This compound 23: 1 H-NMR (CDCl3) δ: 8.96 (2H, s), 8.17-8.15 (1H, m), 8.04 (1H, s), 7.93 (1H, d). This compound 36: 1 H-NMR (CDCl3) δ: 8.84 (1H, s), 8.70 (1H, d), 8.19 (1H, d), 8.10 (1H, s), 8.01 (1H, d), 7.66 (1H, t), 7.52 (1H, d). This compound 37: 1H-NMR (CDCl3) δ: 8.84 (1H, s), 8.70 (1H, d), 8.54 (1H, s), 8.36 (1H, d), 8.02 (1H, d), 7.95 (1H, d), 7.69 (1H, t). This compound 38: 1 H-NMR (CDCl3) δ: 8.85 (1H, s), 8.71 (1H, d), 8.25-8.23 (1H, m), 8.13 (1H, d), 8.04-8.01 (1H, m), 7.66-7.62 (1H, m), 7.57-7.52 (1H, m). This compound 39: 1 H-NMR (CDCl3) δ: 8.85 (1H, s), 8.71 (1H, d), 8.06-8.05 (1H, m), 8.00 (1H, d), 7.87-7.83 (1H, m), 7.41-7.38 (1H, m). This compound 40: 1 H-NMR (CDCl3) δ: 8.70 (2H, s), 8.40-8.39 (1H, m), 8.17 (1H, d), 7.80 (1H, d), 7.48 (1H, t). Compound 41: 1 H-NMR (CDCl3) δ: 8.70 (2H, s), 8.60-8.58 (1H, m), 8.22-8.18 (1H, m), 8.01-7.98 (1H, m), 7.34 (1H, t). Compound 42: 1 H-NMR (CDCl3) δ: 8.68 (2H, s), 8.24 (1H, s), 8.04 (1H, d), 7.69 (1H, d), 7.52 (1H, t), 1.40 (9H, s). This compound 43: 1 H-NMR (CDCl3) δ: 8.70 (2H, s), 8.10 (1H, d), 8.00-7.98 (1H, m), 7.61 (1H, t), 7.46-7.43 (1H, m), 6.63 (1H, t). Compound 44: 1H-NMR (CDCl3) δ: 8.68 (2H, s), 7.85 (2H, s), 7.29 (1H, s), 2.43 (6H, s). Compound 45: 1 H-NMR (CDCl3) δ: 8.69 (2H, s), 8.34-8.30 (1H, m), 8.16-8.11 (1H, m), 7.37 (1H, t). This compound 46: 1 H-NMR (CDCl3) δ: 8.70 (2H, s), 8.06-8.04 (1H, m), 7.84 (1H, d), 7.40 (1H, d). This compound 47: 1 H-NMR (CDCl3) δ: 8.69 (2H, s), 8.49-8.46 (1H, m), 8.20-8.16 (1H, m), 7.34 (1H, t). This compound 48: 1 H-NMR (CDCl3) δ: 8.70 (2H, s), 8.20-8.19 (1H, m), 7.90-7.86 (1H, m), 7.57-7.53 (1H, m). This compound 49: 1 H-NMR (CDCl3) δ: 8.84 (2H, s), 8.52 (1H, s), 8.43 (1H, d), 7.93 (1H, d), 7.76 (1H, t). This compound 56: 1 H-NMR (CDCl3) δ: 8.70 (2H, s), 8.06-8.02 (1H, m), 7.96-7.91 (1H, m), 7.61-7.55 (1H, m), 7.40-7.34 (1H, m).

[0083] Manufacturing example 2 A mixture of 0.40 g of 3,5-dichloro-N-hydroxyisonicotinimidoyl chloride, prepared by the method described in International Publication No. 2002 / 081482, and 20 mL of tetrahydrofuran was added under ice cooling to 0.24 mL of 4-ethynyl-1,2-difluorobenzene. Then, under ice cooling, 0.55 mL of triethylamine was added dropwise, and the mixture was stirred at room temperature for 20 hours. Water was added to the resulting mixture, and it was extracted with ethyl acetate. The resulting organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography (ethyl acetate:hexane = 25:75) to obtain 0.30 g of compound 24, represented by the following formula. [ka] This compound 24: 1 H-NMR (CDCl3) δ: 8.66 (2H, s), 7.73-7.57 (2H, m), 7.37-7.28 (1H, m), 6.65 (1H, s).

[0084] Manufacturing Example 3 A mixture of 0.73 g of 3,5-dichloropyridine-4-carboxylic acid and 10 mL of toluene was mixed with 0.33 mL of thionyl chloride at room temperature, and the mixture was stirred under reflux for 3 hours. After cooling to room temperature, the toluene was removed by distillation, and 5 mL of DMF and 0.72 g of 3,4-difluorobenzohydrazide were added to the resulting residue and the mixture was stirred under reflux for 8 hours. 50 mL of saturated sodium bicarbonate aqueous solution was added to the resulting mixture and extracted with ethyl acetate. The resulting organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography (ethyl acetate:hexane = 1:1) to obtain 0.21 g of 3,5-dichloro-N'-(3,4-difluorobenzoyl)pyridine-4-carbohydrazide. To a mixture of 0.21 g of 3,5-dichloro-N'-(3,4-difluorobenzoyl)pyridine-4-carbohydrazide and 5 mL of acetonitrile, 0.17 g of p-toluenesulfonyl chloride and 0.35 mL of triethylamine were sequentially added at room temperature, and the mixture was stirred for 3 hours at room temperature. A saturated aqueous solution of sodium bicarbonate was added to the resulting mixture, and it was extracted with ethyl acetate. The resulting organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography (ethyl acetate:hexane = 1:10) to obtain 0.11 g of compound 25, represented by the following formula. [ka] Compound 25: 1 H-NMR (CDCl3) δ: 8.77 (2H, s), 8.04-7.95 (2H, m), 7.44-7.38 (1H, m).

[0085] Manufacturing Example 4 A mixture of 0.53 g of 3-methoxypyridine-4-carboxylic acid and 15 mL of toluene was mixed with 0.3 mL of thionyl chloride and 0.1 mL of DMF at room temperature, and the mixture was stirred under reflux for 3 hours. After cooling to room temperature, the toluene was removed by distillation, and 5 mL of THF was added to the resulting residue. A mixture of 0.4 g of 3,4-difluorobenzenecarboximidoamide and 10 mL of THF, and 0.86 mL of diazabicycloundecene were sequentially added to the resulting mixture at room temperature, and the mixture was stirred for 3 hours. A saturated aqueous solution of sodium bicarbonate was added to the resulting mixture, and it was extracted with ethyl acetate. The resulting organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography (ethyl acetate:hexane = 1:10) to obtain 0.24 g of compound 26, shown by the following formula. [ka] Compound 26: 1 H-NMR (CDCl3) δ: 8.65 (1H, s), 8.51 (1H, d), 8.08-7.99 (3H, m), 7.39-7.30 (1H, m), 4.18 (3H, s).

[0086] Manufacturing Example 5 A mixture of 900 mg of 3-(3,4-difluorophenyl)-1H-pyrazole, 910 mg of 3,4,5-trichloropyridine, 1.0 g of potassium carbonate, and 10 mL of DMF, prepared by the method described in International Publication No. 2020 / 043866, was stirred at 50°C for 8 hours. Water was added to the resulting mixture and extracted with ethyl acetate. The resulting organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography (ethyl acetate:hexane = 30:70) to obtain 1.0 g of compound 27 of the present invention, represented by the following formula. [ka] Compound 27 of the present invention: 1 H-NMR (CDCl3) δ: 8.70 (2H, s), 7.71-7.69 (2H, m), 7.59-7.58 (1H, m), 7.23-7.20 (1H, m), 6.80 (1H, d).

[0087] Manufacturing Example 6 A mixture of 2.2 g of 3,5-dichloropyridine-4-carbohydrazide, prepared by the method described in International Publication No. 2012 / 098416, 1.38 g of 4-chlorobenzonitrile, 1.38 g of potassium carbonate, and 20 mL of 1-butanol was stirred at 140°C for 6 hours. Water was added to the resulting mixture and extracted with ethyl acetate. The resulting organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography (ethyl acetate:hexane = 30:70) to obtain 390 mg of compound 28, represented by the following formula. [ka] Compound 28: LCMS: 325 [M+H] + , RT = 1.94 minutes

[0088] Manufacturing Example 6-1 The compounds produced according to Production Example 6 and their physical properties are shown below. [ka] This compound 33: 1 H-NMR (CDCl3) δ: 8.68 (2H, s), 8.38 (1H, s), 8.28 (1H, d), 7.76 (1H, d), 7.68-7.63 (1H, m).

[0089] [ka] Compound 34: 1 H-NMR (CDCl3) δ: 8.68 (2H, s), 7.83-7.79 (2H, m), 7.10-7.05 (1H, m).

[0090] Manufacturing example 7 A mixture of 390 mg of compound 28, 94 μL of methyl iodide, 492 mg of cesium carbonate, and 5 mL of DMF was stirred at room temperature for 6 hours. Water was added to the resulting mixture and extracted with ethyl acetate. The resulting organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography (ethyl acetate:hexane = 30:70) to obtain 50 mg of compound 29, represented by the following formula. [ka] Compound 29: 8.62 (2H, s), 7.73 (2H, d), 7.53 (2H, d), 4.12 (3H, s).

[0091] Manufacturing Example 8 The compounds produced according to Production Example 7 and their physical properties are shown below. [ka] This compound 30: 1 H-NMR (CDCl3) δ: 8.63 (2H, s), 7.74 (1H, d), 7.65-7.60 (2H, m), 7.41 (1H, d), 4.15 (3H, s).

[0092] [ka] Compound 31 of the present invention: 1 H-NMR (CDCl3) δ: 8.72 (2H, s), 7.85-7.80 (2H, m), 7.04-7.00 (1H, m), 3.83 (3H, s).

[0093] [ka] Compound 32: 1 H-NMR (CDCl3) δ: 8.63 (2H, s), 8.05-8.03 (1H, m), 7.86 (1H, m), 7.73(1H, s), 4.16 (3H, s).

[0094] [ka] Compound 35: 1 H-NMR (CDCl3) δ: 8.72 (2H, s), 8.43 (1H, s), 8.33 (1H, d), 7.70-7.67 (1H, m), 7.61-7.57 (1H, m), 3.83 (3H, s).

[0095] Manufacturing Example 9 A mixture of 160 mg of compound 49, 65.8 mg of methylboronic acid, 52.7 mg of [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II), 469 mg of cesium carbonate, and 2 mL of DME was stirred under a nitrogen atmosphere at 80°C for 4 hours. Water was added to the resulting mixture and extracted with ethyl acetate. The resulting organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography to obtain 30 mg of compound 50, represented by the following formula. [ka] This compound 50: 1H-NMR (CDCl3) δ: 8.76 (1H, s), 8.54 (1H, s), 8.51 (1H, s), 8.42 (1H, d), 7.93-7.91 (1H, m), 7.78-7.73 (1H, m), 2.32 (3H, s).

[0096] Manufacturing Example 10 The compounds produced according to Production Example 9 and their physical properties are shown below. [ka] Compound 51 of the present invention: 1 H-NMR (CDCl3) δ: 8.72 (1H, s), 8.51 (1H, s), 8.43 (1H, d), 8.33 (1H, s), 7.93-7.90 (1H, m), 7.75 (1H, t), 1.87-1.79 (1H, m), 0.95-0.90 (2H, m), 0.82-0.78 (2H, m).

[0097] [ka] Compound 52 of the present invention: 1 H-NMR (CDCl3) δ: 8.52 (1H, s), 8.43 (1H, d), 8.25 (2H, s), 7.92-7.90 (1H, m), 7.75 (1H, t), 1.88-1.81 (2H, m), 0.90-0.83 (4H, m), 0.77-0.73 (4H, m).

[0098] Manufacturing Example 11 A mixture of 0.2 g of sodium hydride (oil, 60%), 180 mg of compound 21, and 2 mL of THF was mixed with 1 mL of methanol and stirred at 80°C for 4 hours. Water was added to the resulting mixture and extracted with ethyl acetate. The resulting organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography to obtain 90 mg of compound 53 of the present invention, represented by the following formula. [ka] Compound 53 of the present invention: 1 H-NMR (CDCl3) δ: 8.50 (1H, s), 8.45 (1H, s), 8.41 (1H, d), 8.38 (1H, s), 7.90 (1H, d), 7.73 (1H, t), 3.96 (3H, s).

[0099] Manufacturing Example 11-1 The compounds produced according to Production Example 11 and their physical properties are shown below. Formula (C-1) [ka] In the compound shown, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 and R 7 A compound whose combination is one of the combinations listed in [Table C-1] and [Table C-2].

[0100] [Table 4]

[0101] [Table 5] Compound 54 of the present invention: 1 H-NMR (CDCl3) δ: 8.50 (1H, s), 8.41 (2H, d), 8.36 (1H, s), 7.90 (1H, d), 7.73 (1H, t), 4.22 (2H, q), 1.36 (3H, t). Compound 55 of the present invention: 1 H-NMR (CDCl3) δ: 8.50 (1H, s), 8.43-8.32 (3H, m), 7.89 (1H, d), 7.73 (1H, t), 4.74-4.68 (1H, m), 1.32 (6H, d). Compound 57 of the present invention: 1H-NMR (CDCl3) δ: 8.45 (1H, s), 8.38 (1H, s), 8.04-8.01 (1H, m), 7.95-7.91 (1H, m), 7.60-7.53 (1H, m), 7.38-7.33 (1H, m), 3.96 (3H, s). This compound 58: 1 H-NMR (CDCl3) δ: 8.42 (1H, s), 8.35 (1H, s), 8.04-8.01 (1H, m), 7.94-7.90 (1H, m), 7.60-7.53 (1H, m), 7.38-7.32 (1H, m), 4.22 (2H, q), 1.36 (3H, t). This compound 59: 1 H-NMR (CDCl3) δ: 8.57 (1H, s), 8.53 (1H, s), 8.05-8.01 (1H, m), 7.95-7.91 (1H, m), 7.60-7.54 (1H, m), 7.38-7.33 (1H, m), 2.55 (3H, s). This compound 60: 1 H-NMR (CDCl3) δ: 8.45 (1H, s), 8.38 (1H, s), 8.24-8.22 (1H, m), 8.13-8.09 (1H, m), 7.64-7.60 (1H, m), 7.52 (1H, t), 3.95 (3H, s). This compound 61: 1 H-NMR (CDCl3) δ: 8.39 (1H, s), 8.37 (1H, s), 8.24-8.21 (1H, m), 8.13-8.10 (1H, m), 7.64-7.60 (1H, m), 7.53 (1H, t), 4.73-4.67 (1H, m), 1.33 (6H, d). This compound 62: 1 H-NMR (CDCl3) δ: 8.44 (1H, s), 8.36 (1H, s), 8.05 (1H, s), 8.03-8.00 (1H, m), 7.46-7.44 (2H, m), 3.95 (3H, s), 2.46 (3H, s). This compound 63: 1 H-NMR (CDCl3) δ: 8.41 (1H, s), 8.34 (1H, s), 8.05 (1H, s), 8.03-8.01 (1H, m), 7.46-7.44 (2H, m), 4.21 (2H, q), 2.46 (3H, s), 1.35 (3H, t). This compound 64: 1 H-NMR (CDCl3) δ: 8.43 (1H, s), 8.35 (1H, s), 7.84-7.82 (2H, m), 7.26-7.24 (1H, m), 3.93 (3H, s), 2.41 (6H, s). This compound 65: 1 H-NMR (CDCl3) δ: 8.42 (1H, s), 8.35 (1H, s), 8.19-8.16 (1H, m), 8.08 (1H, s), 7.63 (1H, t), 7.52-7.48 (1H, m), 4.22 (2H, q), 1.36 (3H, t). This compound 66: 1 H-NMR (CDCl3) δ: 8.69-8.66 (2H, m), 8.42-8.40 (1H, m), 8.14-8.09 (1H, m), 7.04-7.00 (1H, m), 4.22 (2H, q), 1.54 (3H, t). Compound 67: 1 H-NMR (CDCl3) δ: 8.42-8.41 (1H, m), 8.40 (1H, s), 8.33 (1H, s), 8.13-8.09 (1H, m), 7.01 (1H, d), 4.26-4.17 (4H, m), 1.53 (3H, t), 1.35 (3H, t). Compound 68: 1 H-NMR (CDCl3) δ: 8.39 (1H, s), 8.36 (1H, s), 7.53-7.51 (1H, m), 7.50-7.46 (1H, m), 6.87-6.83 (1H, m), 4.73-4.61 (2H, m), 1.39 (6H, d), 1.33 (6H, d). Compound 69 of the present invention: 1 H-NMR (CDCl3) δ: 8.58 (1H, s), 8.54 (1H, s), 8.52-8.50 (1H, m), 8.44-8.41 (1H, m), 7.93-7.90 (1H, m), 7.77-7.72 (1H, m), 2.56 (3H, s). Compound 70 of the present invention: 1 H-NMR (CDCl3) δ: 8.57 (1H, s), 8.53 (1H, s), 8.25-8.23 (1H, m), 8.14-8.10 (1H, m), 7.64-7.61 (1H, m), 7.53 (1H, t), 2.55 (3H, s). Compound 71 of the present invention: 1 H-NMR (CDCl3) δ: 8.45 (2H, s), 8.23 ​​(1H, s), 8.15-8.09 (1H, m), 7.65-7.58 (1H, m), 7.56-7.49 (1H, m), 2.52 (6H, s). Compound 77 of the present invention: 1 H-NMR (CDCl3) δ: 8.56 (1H, s), 8.53 (1H, s), 7.78-7.74 (2H, m), 7.13-7.07 (1H, m), 2.54 (3H, s). Compound 78 of the present invention: 1 H-NMR (CDCl3) δ: 8.55 (1H, s), 8.50 (1H, s), 7.84 (2H, s), 7.26 (1H, s), 2.53 (3H, s), 2.41 (6H, s).

[0102] Manufacturing Example 12 A mixture of 160 mg of the present invention compound 69, 2 mL of chloroform, and 212 mg of metachloroperbenzoic acid was stirred at room temperature for 2 hours. The resulting mixture was sequentially washed with aqueous sodium thiosulfate and then aqueous sodium bicarbonate. The resulting organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was subjected to silica gel chromatography to obtain 150 mg of the present invention compound 72, represented by the following formula. [ka] Compound 72 of the present invention: 1 H-NMR (CDCl3) δ: 9.30 (1H, s), 9.07 (1H, s), 8.48 (1H, s), 8.41 (1H, d), 7.92 (1H, d), 7.75 (1H, t), 3.36 (3H, s).

[0103] Manufacturing Example 13 A mixture of 360 mg of compound 21, 4 mL of chloroform, and 247 mg of metachloroperbenzoic acid was stirred at 70°C for 2 hours. The resulting mixture was sequentially washed with aqueous sodium thiosulfate solution and aqueous sodium bicarbonate solution. The resulting organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was subjected to silica gel chromatography to obtain 250 mg of compound 73, represented by the following formula. [ka] This compound 73: 1 H-NMR (CDCl3) δ: 8.49 (1H, s), 8.41 (1H, d), 8.32 (2H, s), 7.93 (1H, d), 7.75 (1H, t).

[0104] Manufacturing Example 14 A mixture of 50 mg of the present invention compound 69, 2 mL of chloroform, and 33 mg of metachloroperbenzoic acid was stirred at 0°C for 1 hour. The resulting mixture was sequentially washed with aqueous sodium thiosulfate and then aqueous sodium bicarbonate. The resulting organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was subjected to silica gel chromatography to obtain 40 mg of the present invention compound 74, represented by the following formula. [ka] Compound 74 of the present invention: 1H-NMR (CDCl3) δ: 9.32 (1H, s), 8.96 (1H, s), 8.47 (1H, s), 8.41 (1H, d), 7.95 (1H, d), 7.78 (1H, t), 3.07 (3H, s).

[0105] Manufacturing Example 15 The compounds produced according to Production Example 14 and their physical properties are shown below. [ka] Compound 75 of the present invention: 1 H-NMR (CDCl3) δ: 9.32 (1H, s), 8.96 (1H, s), 8.03-8.00 (1H, m), 7.92-7.88 (1H, m), 7.64-7.58 (1H, m), 7.43-7.38 (1H, m), 3.08 (3H, s).

[0106] [ka] Compound 76 of the present invention: 1 H-NMR (CDCl3) δ: 9.32 (1H, s), 8.96 (1H, s), 8.20-8.18 (1H, m), 8.12-8.08 (1H, m), 7.68-7.65 (1H, m), 7.58-7.54 (1H, m), 3.07 (3H, s).

[0107] Next, examples of the compound and the compound of the present invention produced according to either the production example described in the Examples or the production method described in this specification are shown below.

[0108] Formula (L-1) [ka] In the compound shown (hereinafter referred to as compound (L-1)), R 1 is a fluorine atom, R 2 is a hydrogen atom, and R 4 , R 5 , R6 , and R 7 is a hydrogen atom, and R 3 A compound in which is one of the substituents listed in [Table L1] (hereinafter referred to as compound group SX1).

[0109] [Table 6]

[0110] In compound (L-1), R 1 and R 2 is a fluorine atom, R 4 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 3 Compounds in which the substituent is one of those listed in [Table L1] (hereinafter referred to as compound group SX2). In compound (L-1), R 1 is a chlorine atom, R 2 is a hydrogen atom, and R 4 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 3 A compound in which is one of the substituents listed in [Table L1] (hereinafter referred to as compound group SX3). In compound (L-1), R 1 and R 2 is a chlorine atom, R 4 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 3 A compound in which is one of the substituents listed in [Table L1] (hereinafter referred to as compound group SX4). In compound (L-1), R 1 This is a bromine atom, and R 2 is a hydrogen atom, and R 4 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 3 A compound in which is one of the substituents listed in [Table L1] (hereinafter referred to as compound group SX5). In compound (L-1), R 1 and R 2 This is a bromine atom, and R 4 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 3 A compound in which is one of the substituents listed in [Table L1] (hereinafter referred to as compound group SX6). In compound (L-1), R 1 This is an iodine atom, and R 2 is a hydrogen atom, and R 4 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 3 A compound in which is one of the substituents listed in [Table L1] (hereinafter referred to as compound group SX7). In compound (L-1), R 1 and R 2 This is an iodine atom, and R 4 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 3 A compound in which is one of the substituents listed in [Table L1] (hereinafter referred to as compound group SX8). In compound (L-1), R 1 is a methyl group, R 2 is a hydrogen atom, and R 4 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 3 A compound in which is one of the substituents listed in [Table L1] (hereinafter referred to as compound group SX9). In compound (L-1), R 1 and R 2 is a methyl group, R 4 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 3 A compound in which is one of the substituents listed in [Table L1] (hereinafter referred to as compound group SX10). In compound (L-1), R 1 is an ethyl group, R2 is a hydrogen atom, and R 4 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 3 A compound in which is one of the substituents listed in [Table L1] (hereinafter referred to as compound group SX11). In compound (L-1), R 1 and R 2 is an ethyl group, R 4 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 3 A compound in which is one of the substituents listed in [Table L1] (hereinafter referred to as compound group SX12). In compound (L-1), R 1 is a propyl group, R 2 is a hydrogen atom, and R 4 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 3 A compound in which is one of the substituents listed in [Table L1] (hereinafter referred to as compound group SX13). In compound (L-1), R 1 and R 2 is a propyl group, R 4 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 3 A compound in which is one of the substituents listed in [Table L1] (hereinafter referred to as compound group SX14). In compound (L-1), R 1 is an isopropyl group, R 2 is a hydrogen atom, and R 4 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 3 A compound in which is one of the substituents listed in [Table L1] (hereinafter referred to as compound group SX15). In compound (L-1), R 1 and R 2 is an isopropyl group, R4 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 3 A compound in which is one of the substituents listed in [Table L1] (hereinafter referred to as compound group SX16). In compound (L-1), R 1 The group is a cyclopropyl group, and R 2 is a hydrogen atom, and R 4 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 3 A compound in which is one of the substituents listed in [Table L1] (hereinafter referred to as compound group SX17). In compound (L-1), R 1 and R 2 The group is a cyclopropyl group, and R 4 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 3 A compound in which is one of the substituents listed in [Table L1] (hereinafter referred to as compound group SX18). In compound (L-1), R 1 CF3 is R 2 is a hydrogen atom, and R 4 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 3 A compound in which is one of the substituents listed in [Table L1] (hereinafter referred to as compound group SX19). In compound (L-1), R 1 and R 2 CF3 is R 4 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 3 A compound in which is one of the substituents listed in [Table L1] (hereinafter referred to as compound group SX20).

[0111] In compound (L-1), R 1 is a chlorine atom, R 2This is a bromine atom, and R 4 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 3 A compound in which is one of the substituents listed in [Table L1] (hereinafter referred to as compound group SX21). In compound (L-1), R 1 is a chlorine atom, R 2 This is an iodine atom, and R 4 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 3 A compound in which is one of the substituents listed in [Table L1] (hereinafter referred to as compound group SX22). In compound (L-1), R 1 is a chlorine atom, R 2 is a methyl group, R 4 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 3 A compound in which is one of the substituents listed in [Table L1] (hereinafter referred to as compound group SX23). In compound (L-1), R 1 is a chlorine atom, R 2 is an ethyl group, R 4 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 3 A compound in which is one of the substituents listed in [Table L1] (hereinafter referred to as compound group SX24). In compound (L-1), R 1 is a chlorine atom, R 2 is a propyl group, R 4 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 3 A compound in which is one of the substituents listed in [Table L1] (hereinafter referred to as compound group SX25). In compound (L-1), R 1 is a chlorine atom, R 2 is an isopropyl group, R4 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 3 A compound in which is one of the substituents listed in [Table L1] (hereinafter referred to as compound group SX26). In compound (L-1), R 1 is a chlorine atom, R 2 The group is a cyclopropyl group, and R 4 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 3 A compound in which is one of the substituents listed in [Table L1] (hereinafter referred to as compound group SX27). In compound (L-1), R 1 is a chlorine atom, R 2 CF3 is R 4 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 3 A compound in which is one of the substituents listed in [Table L1] (hereinafter referred to as compound group SX28). In compound (L-1), R 1 This is a bromine atom, and R 2 This is an iodine atom, and R 4 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 3 A compound in which is one of the substituents listed in [Table L1] (hereinafter referred to as compound group SX29). In compound (L-1), R 1 This is a bromine atom, and R 2 is a methyl group, R 4 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 3 A compound in which is one of the substituents listed in [Table L1] (hereinafter referred to as compound group SX30). In compound (L-1), R 1 This is a bromine atom, and R 2 is an ethyl group, R 4, R 5 , R 6 , and R 7 is a hydrogen atom, and R 3 A compound in which is one of the substituents listed in [Table L1] (hereinafter referred to as compound group SX31). In compound (L-1), R 1 This is a bromine atom, and R 2 is a propyl group, R 4 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 3 A compound in which is one of the substituents listed in [Table L1] (hereinafter referred to as compound group SX32). In compound (L-1), R 1 This is a bromine atom, and R 2 is an isopropyl group, R 4 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 3 A compound in which is one of the substituents listed in [Table L1] (hereinafter referred to as compound group SX33). In compound (L-1), R 1 This is a bromine atom, and R 2 The group is a cyclopropyl group, and R 4 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 3 A compound in which is one of the substituents listed in [Table L1] (hereinafter referred to as compound group SX34). In compound (L-1), R 1 This is a bromine atom, and R 2 CF3 is R 4 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 3 A compound in which is one of the substituents listed in [Table L1] (hereinafter referred to as compound group SX35). In compound (L-1), R 1 is a methyl group, R 2 is an ethyl group, R 4 , R5 , R 6 , and R 7 is a hydrogen atom, and R 3 is any of the substituents described in [Table L1] (hereinafter referred to as compound group SX36). In compound (L-1), R 1 is a methyl group, R 2 is a propyl group, R 4 , R 5 , R 6 , and R 7 are hydrogen atoms, and R 3 is any of the substituents described in [Table L1] (hereinafter referred to as compound group SX37). In compound (L-1), R 1 is an ethyl group, R 2 is a propyl group, R 4 , R 5 , R 6 , and R 7 are hydrogen atoms, and R 3 is any of the substituents described in [Table L1] (hereinafter referred to as compound group SX38).

[0112] In compound (L-1), R 1 is a fluorine atom, R 2 is a hydrogen atom, R 3 , R 5 , R 6 , and R 7 are hydrogen atoms, and R 4 is any of the substituents described in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX39). In compound (L-1), R 1 and R 2 are fluorine atoms, R 3 , R 5 , R 6 , and R 7 are hydrogen atoms, and R 4 is any of the substituents described in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX40). In compound (L-1), R 1 is a chlorine atom, R 2is a hydrogen atom, R 3 R 5 R 6 and R 7 is a hydrogen atom, R 4 is any substituent described in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX41). In compound (L-1), R 1 and R 2 are chlorine atoms, R 3 R 5 R 6 and R 7 are hydrogen atoms, R 4 is any substituent described in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX42). In compound (L-1), R 1 is a bromine atom, R 2 is a hydrogen atom, R 3 R 5 R 6 and R 7 are hydrogen atoms, R 4 is any substituent described in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX43). In compound (L-1), R 1 and R 2 are bromine atoms, R 3 R 5 R 6 and R 7 are hydrogen atoms, R 4 is any substituent described in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX44). In compound (L-1), R 1 is an iodine atom, R 2 is a hydrogen atom, R 3 R 5 R 6 and R 7 are hydrogen atoms, R 4 is any substituent described in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX45). In compound (L-1), R1 and R 2 is an iodine atom, and R 3 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 4 is any substituent described in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX46). In compound (L-1), R 1 is a methyl group, and R 2 is a hydrogen atom, and R 3 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 4 is any substituent described in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX47). In compound (L-1), R 1 and R 2 are methyl groups, and R 3 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 4 is any substituent described in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX48). In compound (L-1), R 1 is an ethyl group, and R 2 is a hydrogen atom, and R 3 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 4 is any substituent described in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX49). In compound (L-1), R 1 and R 2 are ethyl groups, and R 3 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 4 is any substituent described in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX50). In compound (L-1), R 1 is a propyl group, R 2 is a hydrogen atom, and R 3 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX51). In compound (L-1), R 1 and R 2 is a propyl group, R 3 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX52). In compound (L-1), R 1 is an isopropyl group, R 2 is a hydrogen atom, and R 3 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX53). In compound (L-1), R 1 and R 2 is an isopropyl group, R 3 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX54). In compound (L-1), R 1 The group is a cyclopropyl group, and R 2 is a hydrogen atom, and R 3 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 4A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX55). In compound (L-1), R 1 and R 2 The group is a cyclopropyl group, and R 3 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX56). In compound (L-1), R 1 CF3 is R 2 is a hydrogen atom, and R 3 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX57). In compound (L-1), R 1 and R 2 CF3 is R 3 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX58).

[0113] In compound (L-1), R 1 is a chlorine atom, R 2 This is a bromine atom, and R 3 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX59). In compound (L-1), R 1 is a chlorine atom, R 2 This is an iodine atom, and R 3 , R 5, R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX60). In compound (L-1), R 1 is a chlorine atom, R 2 is a methyl group, R 3 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX61). In compound (L-1), R 1 is a chlorine atom, R 2 is an ethyl group, R 3 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX62). In compound (L-1), R 1 is a chlorine atom, R 2 is a propyl group, R 3 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX63). In compound (L-1), R 1 is a chlorine atom, R 2 is an isopropyl group, R 3 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX64). In compound (L-1), R 1 is a chlorine atom, R2 The group is a cyclopropyl group, and R 3 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX65). In compound (L-1), R 1 is a chlorine atom, R 2 CF3 is R 3 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX66). In compound (L-1), R 1 This is a bromine atom, and R 2 This is an iodine atom, and R 3 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX67). In compound (L-1), R 1 This is a bromine atom, and R 2 is a methyl group, R 3 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX68). In compound (L-1), R 1 This is a bromine atom, and R 2 is an ethyl group, R 3 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX69). In compound (L-1), R 1 This is a bromine atom, and R 2 is a propyl group, R 3 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX70). In compound (L-1), R 1 This is a bromine atom, and R 2 is an isopropyl group, R 3 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX71). In compound (L-1), R 1 This is a bromine atom, and R 2 The group is a cyclopropyl group, and R 3 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX72). In compound (L-1), R 1 This is a bromine atom, and R 2 CF3 is R 3 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX73). In compound (L-1), R 1 is a methyl group, R 2 is an ethyl group, R 3 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 4A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX74). In compound (L-1), R 1 is a methyl group, R 2 is a propyl group, R 3 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX75). In compound (L-1), R 1 is an ethyl group, R 2 is a propyl group, R 3 , R 5 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX76).

[0114] In compound (L-1), R 1 is a fluorine atom, R 2 is a hydrogen atom, and R 3 , R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX77). In compound (L-1), R 1 and R 2 is a fluorine atom, R 3 , R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX78). In compound (L-1), R 1 is a chlorine atom, R 2 is a hydrogen atom, and R 3 , R4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX79). In compound (L-1), R 1 and R 2 is a chlorine atom, R 3 , R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX80). In compound (L-1), R 1 This is a bromine atom, and R 2 is a hydrogen atom, and R 3 , R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX81). In compound (L-1), R 1 and R 2 This is a bromine atom, and R 3 , R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX82). In compound (L-1), R 1 This is an iodine atom, and R 2 is a hydrogen atom, and R 3 , R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX83). In compound (L-1), R 1 and R 2This is an iodine atom, and R 3 , R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX84). In compound (L-1), R 1 is a methyl group, R 2 is a hydrogen atom, and R 3 , R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L2] (hereinafter referred to as compound group SX85). In compound (L-1), R 1 and R 2 is a methyl group, R 3 , R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX86). In compound (L-1), R 1 is an ethyl group, R 2 is a hydrogen atom, and R 3 , R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX87). In compound (L-1), R 1 and R 2 is an ethyl group, R 3 , R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX88). In compound (L-1), R1 is a propyl group, R 2 is a hydrogen atom, and R 3 , R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX89). In compound (L-1), R 1 and R 2 is a propyl group, R 3 , R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX90). In compound (L-1), R 1 is an isopropyl group, R 2 is a hydrogen atom, and R 3 , R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX91). In compound (L-1), R 1 and R 2 is an isopropyl group, R 3 , R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX92). In compound (L-1), R 1 The group is a cyclopropyl group, and R 2 is a hydrogen atom, and R 3 , R 4 , R 6 , and R 7 is a hydrogen atom, and R 5A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX93). In compound (L-1), R 1 and R 2 The group is a cyclopropyl group, and R 3 , R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX94). In compound (L-1), R 1 CF3 is R 2 is a hydrogen atom, and R 3 , R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX95). In compound (L-1), R 1 and R 2 CF3 is R 3 , R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX96).

[0115] In compound (L-1), R 1 is a chlorine atom, R 2 This is a bromine atom, and R 3 , R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX97). In compound (L-1), R 1 is a chlorine atom, R 2 This is an iodine atom, and R 3 , R 4, R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX98). In compound (L-1), R 1 is a chlorine atom, R 2 is a methyl group, R 3 , R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX99). In compound (L-1), R 1 is a chlorine atom, R 2 is an ethyl group, R 3 , R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which is any of the substituents listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX100). In compound (L-1), R 1 is a chlorine atom, R 2 is a propyl group, R 3 , R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX101). In compound (L-1), R 1 is a chlorine atom, R 2 is an isopropyl group, R 3 , R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX102). In compound (L-1), R 1 is a chlorine atom, R2 The group is a cyclopropyl group, and R 3 , R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX103). In compound (L-1), R 1 is a chlorine atom, R 2 CF3 is R 3 , R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX104). In compound (L-1), R 1 This is a bromine atom, and R 2 This is an iodine atom, and R 3 , R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX105). In compound (L-1), R 1 This is a bromine atom, and R 2 is a methyl group, R 3 , R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX106). In compound (L-1), R 1 This is a bromine atom, and R 2 is an ethyl group, R 3 , R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX107). In compound (L-1), R 1 This is a bromine atom, and R 2 is a propyl group, R 3 , R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX108). In compound (L-1), R 1 This is a bromine atom, and R 2 is an isopropyl group, R 3 , R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX109). In compound (L-1), R 1 This is a bromine atom, and R 2 The group is a cyclopropyl group, and R 3 , R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX110). In compound (L-1), R 1 This is a bromine atom, and R 2 CF3 is R 3 , R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX111). In compound (L-1), R 1 is a methyl group, R 2 is an ethyl group, R 3 , R 4 , R 6 , and R 7 is a hydrogen atom, and R 5A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX112). In compound (L-1), R 1 is a methyl group, R 2 is a propyl group, R 3 , R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX113). In compound (L-1), R 1 is an ethyl group, R 2 is a propyl group, R 3 , R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX114).

[0116] In compound (L-1), R 1 is a fluorine atom, R 2 is a hydrogen atom, and R 3 is a fluorine atom, R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX115). In compound (L-1), R 1 is a fluorine atom, R 2 is a hydrogen atom, and R 3 is a chlorine atom, R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX116). In compound (L-1), R 1 is a fluorine atom, R 2is a hydrogen atom, and R 3 This is a bromine atom, and R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX117). In compound (L-1), R 1 is a fluorine atom, R 2 is a hydrogen atom, and R 3 This is an iodine atom, and R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX118). In compound (L-1), R 1 is a fluorine atom, R 2 is a hydrogen atom, and R 3 is a methyl group, R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX119). In compound (L-1), R 1 is a fluorine atom, R 2 is a hydrogen atom, and R 3 is a methoxy group, R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX120). In compound (L-1), R 1 is a fluorine atom, R 2 is a hydrogen atom, and R 3 CF3 is R 4 , R 6 , and R 7 is a hydrogen atom, and R 5A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX121). In compound (L-1), R 1 is a fluorine atom, R 2 is a hydrogen atom, and R 3 OCF3 is R 4 , R 6 , and R 7 is a hydrogen atom, and R 5 A compound in which the substituent is one of those listed in [Table L1] to [Table L2] (hereinafter referred to as compound group SX122). In compound (L-1), R 1 is a fluorine atom, R 2 is a hydrogen atom, and R 5 is a fluorine atom, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX123). In compound (L-1), R 1 is a fluorine atom, R 2 is a hydrogen atom, and R 5 is a chlorine atom, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX124). In compound (L-1), R 1 is a fluorine atom, R 2 is a hydrogen atom, and R 5 This is a bromine atom, and R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX125). In compound (L-1), R 1 is a fluorine atom, R 2 is a hydrogen atom, and R5 This is an iodine atom, and R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX126). In compound (L-1), R 1 is a fluorine atom, R 2 is a hydrogen atom, and R 5 is a methyl group, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX127). In compound (L-1), R 1 is a fluorine atom, R 2 is a hydrogen atom, and R 5 is a methoxy group, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX128). In compound (L-1), R 1 is a fluorine atom, R 2 is a hydrogen atom, and R 5 CF3 is R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX129). In compound (L-1), R 1 is a fluorine atom, R 2 is a hydrogen atom, and R 5 OCF3 is R 3 , R 6 , and R 7 is a hydrogen atom, and R 4A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX130). In compound (L-1), R 1 is a fluorine atom, R 2 is a hydrogen atom, and R 4 is a fluorine atom, R 3 , R 5 , and R 7 is a hydrogen atom, and R 6 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX131). In compound (L-1), R 1 is a fluorine atom, R 2 is a hydrogen atom, and R 4 is a chlorine atom, R 3 , R 5 , and R 7 is a hydrogen atom, and R 6 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX132). In compound (L-1), R 1 is a fluorine atom, R 2 is a hydrogen atom, and R 4 This is a bromine atom, and R 3 , R 5 , and R 7 is a hydrogen atom, and R 6 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX133). In compound (L-1), R 1 is a fluorine atom, R 2 is a hydrogen atom, and R 4 This is an iodine atom, and R 3 , R 5 , and R 7 is a hydrogen atom, and R 6 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX134). In compound (L-1), R 1 is a fluorine atom, R 2 is a hydrogen atom, and R4 is a methyl group, R 3 , R 5 , and R 7 is a hydrogen atom, and R 6 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX135). In compound (L-1), R 1 is a fluorine atom, R 2 is a hydrogen atom, and R 4 is a methoxy group, R 3 , R 5 , and R 7 is a hydrogen atom, and R 6 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX136). In compound (L-1), R 1 is a fluorine atom, R 2 is a hydrogen atom, and R 4 CF3 is R 3 , R 5 , and R 7 is a hydrogen atom, and R 6 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX137). In compound (L-1), R 1 is a fluorine atom, R 2 is a hydrogen atom, and R 4 OCF3 is R 3 , R 5 , and R 7 is a hydrogen atom, and R 6 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX138).

[0117] In compound (L-1), R 1 is a chlorine atom, R 2 is a hydrogen atom, and R 5 is a fluorine atom, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX139). In compound (L-1), R 1 is a chlorine atom, R 2 is a hydrogen atom, and R 5 is a chlorine atom, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX140). In compound (L-1), R 1 is a chlorine atom, R 2 is a hydrogen atom, and R 5 This is a bromine atom, and R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX141). In compound (L-1), R 1 is a chlorine atom, R 2 is a hydrogen atom, and R 5 This is an iodine atom, and R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX142). In compound (L-1), R 1 is a chlorine atom, R 2 is a hydrogen atom, and R 5 is a methyl group, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX143). In compound (L-1), R 1 is a chlorine atom, R 2 is a hydrogen atom, and R5 is a methoxy group, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX144). In compound (L-1), R 1 is a chlorine atom, R 2 is a hydrogen atom, and R 5 CF3 is R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX145). In compound (L-1), R 1 is a chlorine atom, R 2 is a hydrogen atom, and R 5 OCF3 is R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX146). In compound (L-1), R 1 is a chlorine atom, R 2 is a hydrogen atom, and R 4 is a fluorine atom, R 3 , R 5 , and R 7 is a hydrogen atom, and R 6 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX147). In compound (L-1), R 1 is a chlorine atom, R 2 is a hydrogen atom, and R 4 is a chlorine atom, R 3 , R 5 , and R 7 is a hydrogen atom, and R 6A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX148). In compound (L-1), R 1 is a chlorine atom, R 2 is a hydrogen atom, and R 4 This is a bromine atom, and R 3 , R 5 , and R 7 is a hydrogen atom, and R 6 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX149). In compound (L-1), R 1 is a chlorine atom, R 2 is a hydrogen atom, and R 4 This is an iodine atom, and R 3 , R 5 , and R 7 is a hydrogen atom, and R 6 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX150). In compound (L-1), R 1 is a chlorine atom, R 2 is a hydrogen atom, and R 4 is a methyl group, R 3 , R 5 , and R 7 is a hydrogen atom, and R 6 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX151). In compound (L-1), R 1 is a chlorine atom, R 2 is a hydrogen atom, and R 4 is a methoxy group, R 3 , R 5 , and R 7 is a hydrogen atom, and R 6 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX152). In compound (L-1), R 1 is a chlorine atom, R 2 is a hydrogen atom, and R4 CF3 is R 3 , R 5 , and R 7 is a hydrogen atom, and R 6 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX153). In compound (L-1), R 1 is a chlorine atom, R 2 is a hydrogen atom, and R 4 OCF3 is R 3 , R 5 , and R 7 is a hydrogen atom, and R 6 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX154).

[0118] In compound (L-1), R 1 This is a bromine atom, and R 2 is a hydrogen atom, and R 5 is a fluorine atom, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX155). In compound (L-1), R 1 This is a bromine atom, and R 2 is a hydrogen atom, and R 5 is a chlorine atom, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX156). In compound (L-1), R 1 This is a bromine atom, and R 2 is a hydrogen atom, and R 5 This is a bromine atom, and R 3 , R 6 , and R 7 is a hydrogen atom, and R 4A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX157). In compound (L-1), R 1 This is a bromine atom, and R 2 is a hydrogen atom, and R 5 This is an iodine atom, and R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX158). In compound (L-1), R 1 This is a bromine atom, and R 2 is a hydrogen atom, and R 5 is a methyl group, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX159). In compound (L-1), R 1 This is a bromine atom, and R 2 is a hydrogen atom, and R 5 is a methoxy group, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX160). In compound (L-1), R 1 This is a bromine atom, and R 2 is a hydrogen atom, and R 5 CF3 is R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX161). In compound (L-1), R 1 This is a bromine atom, and R 2 is a hydrogen atom, and R5 OCF3 is R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX162). In compound (L-1), R 1 This is a bromine atom, and R 2 is a hydrogen atom, and R 6 is a fluorine atom, R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX163). In compound (L-1), R 1 This is a bromine atom, and R 2 is a hydrogen atom, and R 6 is a chlorine atom, R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX164). In compound (L-1), R 1 This is a bromine atom, and R 2 is a hydrogen atom, and R 6 This is a bromine atom, and R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX165). In compound (L-1), R 1 This is a bromine atom, and R 2 is a hydrogen atom, and R 6 This is an iodine atom, and R 3 , R 5 , and R 7 is a hydrogen atom, and R 4A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX166). In compound (L-1), R 1 This is a bromine atom, and R 2 is a hydrogen atom, and R 6 is a methyl group, R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX167). In compound (L-1), R 1 This is a bromine atom, and R 2 is a hydrogen atom, and R 6 is a methoxy group, R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX168). In compound (L-1), R 1 This is a bromine atom, and R 2 is a hydrogen atom, and R 6 CF3 is R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX169). In compound (L-1), R 1 This is a bromine atom, and R 2 is a hydrogen atom, and R 6 OCF3 is R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX170).

[0119] In compound (L-1), R 1 This is an iodine atom, and R2 is a hydrogen atom, and R 5 is a fluorine atom, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX171). In compound (L-1), R 1 This is an iodine atom, and R 2 is a hydrogen atom, and R 5 is a chlorine atom, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX172). In compound (L-1), R 1 This is an iodine atom, and R 2 is a hydrogen atom, and R 5 This is a bromine atom, and R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX173). In compound (L-1), R 1 This is an iodine atom, and R 2 is a hydrogen atom, and R 5 This is an iodine atom, and R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX174). In compound (L-1), R 1 This is an iodine atom, and R 2 is a hydrogen atom, and R 5 is a methyl group, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX175). In compound (L-1), R 1 This is an iodine atom, and R 2 is a hydrogen atom, and R 5 is a methoxy group, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX176). In compound (L-1), R 1 This is an iodine atom, and R 2 is a hydrogen atom, and R 5 CF3 is R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX177). In compound (L-1), R 1 This is an iodine atom, and R 2 is a hydrogen atom, and R 5 OCF3 is R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX178). In compound (L-1), R 1 This is an iodine atom, and R 2 is a hydrogen atom, and R 6 is a fluorine atom, R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which any of the substituents listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX179). In compound (L-1), R 1 This is an iodine atom, and R 2 is a hydrogen atom, and R6 is a chlorine atom, R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX180). In compound (L-1), R 1 This is an iodine atom, and R 2 is a hydrogen atom, and R 6 This is a bromine atom, and R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX181). In compound (L-1), R 1 This is an iodine atom, and R 2 is a hydrogen atom, and R 6 This is an iodine atom, and R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX182). In compound (L-1), R 1 This is an iodine atom, and R 2 is a hydrogen atom, and R 6 is a methyl group, R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX183). In compound (L-1), R 1 This is an iodine atom, and R 2 is a hydrogen atom, and R 6 is a methoxy group, R 3 , R 5 , and R 7 is a hydrogen atom, and R 4A compound in which any of the substituents listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX184). In compound (L-1), R 1 This is an iodine atom, and R 2 is a hydrogen atom, and R 6 CF3 is R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which any of the substituents listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX185). In compound (L-1), R 1 This is an iodine atom, and R 2 is a hydrogen atom, and R 6 OCF3 is R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX186).

[0120] In compound (L-1), R 1 is a methyl group, R 2 is a hydrogen atom, and R 5 is a fluorine atom, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX187). In compound (L-1), R 1 is a methyl group, R 2 is a hydrogen atom, and R 5 is a chlorine atom, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX188). In compound (L-1), R 1 is a methyl group, R2 is a hydrogen atom, and R 5 This is a bromine atom, and R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX189). In compound (L-1), R 1 is a methyl group, R 2 is a hydrogen atom, and R 5 This is an iodine atom, and R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX190). In compound (L-1), R 1 is a methyl group, R 2 is a hydrogen atom, and R 5 is a methyl group, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX191). In compound (L-1), R 1 is a methyl group, R 2 is a hydrogen atom, and R 5 is a methoxy group, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX192). In compound (L-1), R 1 is a methyl group, R 2 is a hydrogen atom, and R 5 CF3 is R 3 , R 6 , and R 7 is a hydrogen atom, and R 4A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX193). In compound (L-1), R 1 is a methyl group, R 2 is a hydrogen atom, and R 5 OCF3 is R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which any of the substituents listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX194). In compound (L-1), R 1 is a methyl group, R 2 is a hydrogen atom, and R 6 is a fluorine atom, R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX195). In compound (L-1), R 1 is a methyl group, R 2 is a hydrogen atom, and R 6 is a chlorine atom, R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX196). In compound (L-1), R 1 is a methyl group, R 2 is a hydrogen atom, and R 6 This is a bromine atom, and R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX197). In compound (L-1), R 1 is a methyl group, R 2 is a hydrogen atom, and R6 This is an iodine atom, and R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX198). In compound (L-1), R 1 is a methyl group, R 2 is a hydrogen atom, and R 6 is a methyl group, R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX199). In compound (L-1), R 1 is a methyl group, R 2 is a hydrogen atom, and R 6 is a methoxy group, R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which is one of the substituents listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX200). In compound (L-1), R 1 is a methyl group, R 2 is a hydrogen atom, and R 6 CF3 is R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX201). In compound (L-1), R 1 is a methyl group, R 2 is a hydrogen atom, and R 6 OCF3 is R 3 , R 5 , and R 7 is a hydrogen atom, and R 4A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX202).

[0121] In compound (L-1), R 1 is an ethyl group, R 2 is a hydrogen atom, and R 5 is a fluorine atom, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX203). In compound (L-1), R 1 is an ethyl group, R 2 is a hydrogen atom, and R 5 is a chlorine atom, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX204). In compound (L-1), R 1 is an ethyl group, R 2 is a hydrogen atom, and R 5 This is a bromine atom, and R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX205). In compound (L-1), R 1 is an ethyl group, R 2 is a hydrogen atom, and R 5 This is an iodine atom, and R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX206). In compound (L-1), R 1 is an ethyl group, R2 is a hydrogen atom, and R 5 is a methyl group, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX207). In compound (L-1), R 1 is an ethyl group, R 2 is a hydrogen atom, and R 5 is a methoxy group, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX208). In compound (L-1), R 1 is an ethyl group, R 2 is a hydrogen atom, and R 5 CF3 is R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX209). In compound (L-1), R 1 is an ethyl group, R 2 is a hydrogen atom, and R 5 OCF3 is R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX210). In compound (L-1), R 1 is an ethyl group, R 2 is a hydrogen atom, and R 6 is a fluorine atom, R 3 , R 5 , and R 7 is a hydrogen atom, and R 4A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as the compound group SX211). In compound (L-1), R 1 is an ethyl group, R 2 is a hydrogen atom, and R 6 is a chlorine atom, R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as the compound group SX212). In compound (L-1), R 1 is an ethyl group, R 2 is a hydrogen atom, and R 6 This is a bromine atom, and R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX213). In compound (L-1), R 1 is an ethyl group, R 2 is a hydrogen atom, and R 6 This is an iodine atom, and R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX214). In compound (L-1), R 1 is an ethyl group, R 2 is a hydrogen atom, and R 6 is a methyl group, R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX215). In compound (L-1), R 1 is an ethyl group, R 2 is a hydrogen atom, and R6 is a methoxy group, R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as the compound group SX216). In compound (L-1), R 1 is an ethyl group, R 2 is a hydrogen atom, and R 6 CF3 is R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as the compound group SX217). In compound (L-1), R 1 is an ethyl group, R 2 is a hydrogen atom, and R 6 OCF3 is R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX218).

[0122] In compound (L-1), R 1 CF3 is R 2 is a hydrogen atom, and R 5 is a fluorine atom, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX219). In compound (L-1), R 1 CF3 is R 2 is a hydrogen atom, and R 5 is a chlorine atom, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX220). In compound (L-1), R 1 CF3 is R 2 is a hydrogen atom, and R 5 This is a bromine atom, and R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX221). In compound (L-1), R 1 CF3 is R 2 is a hydrogen atom, and R 5 This is an iodine atom, and R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX222). In compound (L-1), R 1 CF3 is R 2 is a hydrogen atom, and R 5 is a methyl group, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX223). In compound (L-1), R 1 CF3 is R 2 is a hydrogen atom, and R 5 is a methoxy group, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX224). In compound (L-1), R 1 CF3 is R 2 is a hydrogen atom, and R5 CF3 is R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX225). In compound (L-1), R 1 CF3 is R 2 is a hydrogen atom, and R 5 OCF3 is R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX226). In compound (L-1), R 1 CF3 is R 2 is a hydrogen atom, and R 6 is a fluorine atom, R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX227). In compound (L-1), R 1 CF3 is R 2 is a hydrogen atom, and R 6 is a chlorine atom, R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX228). In compound (L-1), R 1 CF3 is R 2 is a hydrogen atom, and R 6 This is a bromine atom, and R 3 , R 5 , and R 7 is a hydrogen atom, and R 4A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX229). In compound (L-1), R 1 CF3 is R 2 is a hydrogen atom, and R 6 This is an iodine atom, and R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX230). In compound (L-1), R 1 CF3 is R 2 is a hydrogen atom, and R 6 is a methyl group, R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX231). In compound (L-1), R 1 CF3 is R 2 is a hydrogen atom, and R 6 is a methoxy group, R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX232). In compound (L-1), R 1 CF3 is R 2 is a hydrogen atom, and R 6 CF3 is R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX233). In compound (L-1), R 1 CF3 is R 2 is a hydrogen atom, and R 6OCF3 is R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX234).

[0123] In compound (L-1), R 1 The group is a cyclopropyl group, and R 2 is a hydrogen atom, and R 5 is a fluorine atom, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX235). In compound (L-1), R 1 The group is a cyclopropyl group, and R 2 is a hydrogen atom, and R 5 is a chlorine atom, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX236). In compound (L-1), R 1 The group is a cyclopropyl group, and R 2 is a hydrogen atom, and R 5 This is a bromine atom, and R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as the compound group SX237). In compound (L-1), R 1 The group is a cyclopropyl group, and R 2 is a hydrogen atom, and R 5 This is an iodine atom, and R 3 , R 6 , and R 7 is a hydrogen atom, and R 4A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX238). In compound (L-1), R 1 The group is a cyclopropyl group, and R 2 is a hydrogen atom, and R 5 is a methyl group, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX239). In compound (L-1), R 1 The group is a cyclopropyl group, and R 2 is a hydrogen atom, and R 5 is a methoxy group, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX240). In compound (L-1), R 1 The group is a cyclopropyl group, and R 2 is a hydrogen atom, and R 5 CF3 is R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX241). In compound (L-1), R 1 The group is a cyclopropyl group, and R 2 is a hydrogen atom, and R 5 OCF3 is R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX242). In compound (L-1), R 1 The group is a cyclopropyl group, and R2 is a hydrogen atom, and R 6 is a fluorine atom, R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX243). In compound (L-1), R 1 The group is a cyclopropyl group, and R 2 is a hydrogen atom, and R 6 is a chlorine atom, R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX244). In compound (L-1), R 1 The group is a cyclopropyl group, and R 2 is a hydrogen atom, and R 6 This is a bromine atom, and R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX245). In compound (L-1), R 1 The group is a cyclopropyl group, and R 2 is a hydrogen atom, and R 6 This is an iodine atom, and R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX246). In compound (L-1), R 1 The group is a cyclopropyl group, and R 2 is a hydrogen atom, and R 6 is a methyl group, R 3 , R 5 , and R 7 is a hydrogen atom, and R 4A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX247). In compound (L-1), R 1 The group is a cyclopropyl group, and R 2 is a hydrogen atom, and R 6 is a methoxy group, R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX248). In compound (L-1), R 1 The group is a cyclopropyl group, and R 2 is a hydrogen atom, and R 6 CF3 is R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX249). In compound (L-1), R 1 The group is a cyclopropyl group, and R 2 is a hydrogen atom, and R 6 OCF3 is R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX250).

[0124] In compound (L-1), R 1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 5 is a fluorine atom, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX251). In compound (L-1), R1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 5 is a chlorine atom, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX252). In compound (L-1), R 1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 5 This is a bromine atom, and R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX253). In compound (L-1), R 1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 5 This is an iodine atom, and R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX254). In compound (L-1), R 1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 5 is a methyl group, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX255). In compound (L-1), R 1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 5 is a methoxy group, R 3 , R 6 , and R7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX256). In compound (L-1), R 1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 5 CF3 is R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX257). In compound (L-1), R 1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 5 OCF3 is R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX258). In compound (L-1), R 1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 6 is a fluorine atom, R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX259). In compound (L-1), R 1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 6 is a chlorine atom, R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX260). In compound (L-1), R 1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 6 This is a bromine atom, and R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX261). In compound (L-1), R 1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 6 This is an iodine atom, and R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX262). In compound (L-1), R 1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 6 is a methyl group, R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX263). In compound (L-1), R 1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 6 is a methoxy group, R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which any of the substituents listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX264). In compound (L-1), R 1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 6 CF3 is R 3 , R5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX265). In compound (L-1), R 1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 6 OCF3 is R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX266).

[0125] In compound (L-1), R 1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 7 CF is R 3 , R 5 , and R 6 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX267). In compound (L-1), R 1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 7 is C-Cl, and R 3 , R 5 , and R 6 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX268). In compound (L-1), R 1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 7 C-Br and R 3 , R 5 , and R 6 is a hydrogen atom, and R 4A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX269). In compound (L-1), R 1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 7 CI is R 3 , R 5 , and R 6 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX270). In compound (L-1), R 1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 7 is C-Me, and R 3 , R 5 , and R 6 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX271). In compound (L-1), R 1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 7 C-OMe is R 3 , R 5 , and R 6 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX272). In compound (L-1), R 1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 7 This is C-CF3, and R 3 , R 5 , and R 6 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX273). In compound (L-1), R 1is a methylsulfanyl group, R 2 is a hydrogen atom, and R 7 This is C-OCF3, and R 3 , R 5 , and R 6 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX274). In compound (L-1), R 1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 5 is a fluorine atom, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX275). In compound (L-1), R 1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 5 is a chlorine atom, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX276). In compound (L-1), R 1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 5 This is a bromine atom, and R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX277). In compound (L-1), R 1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 5 This is an iodine atom, and R 3 , R 6 , and R 7is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX278). In compound (L-1), R 1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 5 is a methyl group, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX279). In compound (L-1), R 1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 5 is a methoxy group, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX280). In compound (L-1), R 1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 5 CF3 is R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX281). In compound (L-1), R 1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 5 OCF3 is R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 Compounds in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX282). In compound (L-1), R1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 6 is a fluorine atom, R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX283). In compound (L-1), R 1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 6 is a chlorine atom, R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX284). In compound (L-1), R 1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 6 This is a bromine atom, and R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX285). In compound (L-1), R 1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 6 This is an iodine atom, and R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX286). In compound (L-1), R 1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 6 is a methyl group, R 3 , R 5 , and R7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX287). In compound (L-1), R 1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 6 is a methoxy group, R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX288). In compound (L-1), R 1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 6 CF3 is R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX289). In compound (L-1), R 1 is a methylsulfanyl group, R 2 is a hydrogen atom, and R 6 OCF3 is R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX290).

[0126] In compound (L-1), R 1 and R 2 is a fluorine atom, R 5 is a fluorine atom, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX291). In compound (L-1), R 1 and R 2 is a fluorine atom, R 5 is a chlorine atom, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX292). In compound (L-1), R 1 and R 2 is a fluorine atom, R 5 This is a bromine atom, and R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX293). In compound (L-1), R 1 and R 2 is a fluorine atom, R 5 This is an iodine atom, and R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX294). In compound (L-1), R 1 and R 2 is a fluorine atom, R 5 is a methyl group, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX295). In compound (L-1), R 1 and R 2 is a fluorine atom, R 5 is a methoxy group, R 3 , R 6 , and R 7 is a hydrogen atom, and R 4A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX296). In compound (L-1), R 1 and R 2 is a fluorine atom, R 5 CF3 is R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX297). In compound (L-1), R 1 and R 2 is a fluorine atom, R 5 OCF3 is R 3 , R 6 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in [Table L1] to [Table L3] (hereinafter referred to as compound group SX298). In compound (L-1), R 1 and R 2 is a fluorine atom, R 6 is a fluorine atom, R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX299). In compound (L-1), R 1 and R 2 is a fluorine atom, R 6 is a chlorine atom, R 3 , R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which is one of the substituents listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX300). In compound (L-1), R 1 and R 2 is a fluorine atom, R 6 This is a bromine atom, and R 3, R 5 , and R 7 is a hydrogen atom, and R 4 A compound in which the substituent is one of those listed in any of [Table L1] to [Table L3] (hereinafter referred to as compound group SX301). In compound (L-1), R 1 and R 2 is a fluorine atom, R 6 This is an iodine atom, and R 3 , R 5 , and R 7 is a hydrogen atom, and R ...

Claims

1. Equation (I) 【Chemistry 1】 [During the ceremony, R 1 C1-C6 chain hydrocarbon group, C1-C6 alkoxy group {the C1-C6 chain hydrocarbon group and the C1-C6 alkoxy group may be substituted with one or more substituents selected from group A}, C3-C7 cycloalkyl group, C3-C7 cycloalkenyl group, phenyl group, 3-7 member non-aromatic heterocyclic group, 5 or 6 member aromatic heterocyclic group {the C3-C7 cycloalkenyl group, the phenyl group, the 3-7 member non-aromatic heterocyclic group, and the 5 or 6 member aromatic heterocyclic group may be substituted with one or more substituents selected from group C}, nitro group, NR 8 R 9 , S(O) m R 10 , or representing a halogen atom, m represents 0, 1, or 2. R 2 is a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group {the C1-C6 chain hydrocarbon group and the C1-C6 alkoxy group may be substituted with one or more substituents selected from Group A}, a C3-C7 cycloalkyl group, a C3-C7 cycloalkenyl group, a phenyl group, a 3-7 member non-aromatic heterocyclic group, or a 5- or 6-member aromatic heterocyclic group {the C3-C7 cycloalkenyl group, the phenyl group, the 3-7 member non-aromatic heterocyclic group, and the 5- or 6-member aromatic heterocyclic group may be substituted with one or more substituents selected from Group C}, a nitro group, NR 8a R 9a 、S(O) n R 10a , a halogen atom, or a hydrogen atom, and n represents 0, 1, or 2. R 3 and R 7 This represents a C1-C6 chain hydrocarbon group, a halogen atom, or a hydrogen atom, which may be the same or different in phase and may be substituted with one or more halogen atoms. R 4 and R 6 This represents the same or different C1-C6 chain hydrocarbon group, C1-C6 alkoxy group, C3-C6 alkenyloxy group, C3-C6 alkynyloxy group, C1-C6 alkylsulfanyl group, C1-C6 alkylsulfinyl group, C1-C6 alkylsulfonyl group, C3-C6 cycloalkyl group, phenyl group, 5 or 6-membered aromatic heterocyclic group {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, the C3-C6 alkenyloxy group, the C3-C6 alkynyloxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfonyl group, the C3-C6 cycloalkyl group, the phenyl group, and the 5 or 6-membered aromatic heterocyclic group may be substituted with one or more halogen atoms}, cyano group, nitro group, halogen atom, or hydrogen atom. R 5 This represents a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C3-C6 alkenyloxy group, a C3-C6 alkynyloxy group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, or a C1-C6 alkylsulfonyl group {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, the C3-C6 alkenyloxy group, the C3-C6 alkynyloxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, and the C1-C6 alkylsulfonyl group may be substituted with one or more halogen atoms}, a nitro group, a halogen atom, or a hydrogen atom. R 8 and R 8a This represents a C1-C6 chain hydrocarbon group, or a hydrogen atom, which may be the same or different in phase and may be substituted with one or more halogen atoms. R 9 and R 9a These represent the same or different C1-C6 chain hydrocarbon group, C3-C7 cycloalkyl group, C3-C7 cycloalkenyl group {the C1-C6 chain hydrocarbon group, the C3-C7 cycloalkyl group, and the C3-C7 cycloalkenyl group may be substituted with one or more substituents selected from group C}, or a hydrogen atom. R 10 and R 10a This represents a C1-C6 chain hydrocarbon group that is identical or different in phase and may be substituted with one or more halogen atoms. Q represents the group shown in formula Q1, the group shown in formula Q2, the group shown in formula Q3, or the group shown in formula Q4 (# represents a bonding site with a pyridine ring, and ● represents a bonding site with a benzene ring), 【Chemistry 2】 A 1 is a nitrogen atom, or CR 11 This represents, A 2 is an oxygen atom, a sulfur atom, or NR 12 This represents, A 3 is a nitrogen atom, or CR 13 This represents, A 4 is a nitrogen atom, or CR 14 This represents, A 5 is a nitrogen atom, or CR 15 This represents, A 6 is a nitrogen atom, or CR 16 This represents, R 11 , R 13 , R 14 , R 15 and R 16 This represents a C1-C6 chain hydrocarbon group, a halogen atom, or a hydrogen atom, which may be the same or different in phase and may be substituted with one or more halogen atoms. R 12 This represents a C1-C6 chain hydrocarbon group that may be substituted with one or more halogen atoms, or a hydrogen atom. Group A: A group consisting of C1-C6 alkoxy groups, C3-C6 alkenyloxy groups, C3-C6 alkynyloxy groups, C1-C6 alkylsulfanyl groups, C1-C6 alkylsulfinyl groups, C1-C6 alkylsulfonyl groups, C3-C6 cycloalkyl groups {the C1-C6 alkoxy group, the C3-C6 alkenyloxy group, the C3-C6 alkynyloxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfonyl group, and the C3-C6 cycloalkyl group may be substituted with one or more halogen atoms}, cyano groups, and halogen atoms. Group B: A group consisting of C1-C6 chain hydrocarbon groups, C1-C6 alkoxy groups, C3-C6 alkenyloxy groups, C3-C6 alkynyloxy groups {the C1-C6 chain hydrocarbon groups, the C1-C6 alkoxy groups, the C3-C6 alkenyloxy groups, and the C3-C6 alkynyloxy groups may be substituted with one or more halogen atoms}, hydroxyl groups, cyano groups, nitro groups, and halogen atoms. Group C: A group consisting of C1-C6 alkyl groups, cyano groups, and halogen atoms, which may be substituted with one or more halogen atoms. A method for controlling resistant arthropods, comprising applying an effective amount of the compound indicated by, or its N oxide, or salt thereof, to a resistant arthropod or its habitat.

2. In a compound represented by formula (I), or its N oxide, or a salt thereof, Q is a group represented by formula Q1 or a group represented by formula Q4, A 1 and A 3 This is a nitrogen atom, A 2 is an oxygen atom or NR 12 And, R 1 However, C1-C6 chain hydrocarbon group, C1-C6 alkoxy group, C3-C7 cycloalkyl group {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, and the C3-C7 cycloalkyl group may be substituted with one or more halogen atoms}, nitro group, S(O) m R 10 , or a halogen atom, R 2 However, C1-C6 chain hydrocarbon group, C1-C6 alkoxy group, C3-C7 cycloalkyl group {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, and the C3-C7 cycloalkyl group may be substituted with one or more halogen atoms}, nitro group, S(O) n R 10a The method according to claim 1, wherein the atom is a halogen atom or a hydrogen atom.

3. In a compound represented by formula (I), or its N oxide, or a salt thereof, The method according to either claim 1 or 2, wherein Q is a group represented by the group represented by formula Q1.

4. In a compound represented by formula (I), or its N oxide, or a salt thereof, Q is a group represented by formula Q2 or formula Q3, A 4 CR 14 And, A 5 However, nitrogen atoms, or CR 15 And, A 6 This is a nitrogen atom, R 1 However, C1-C6 chain hydrocarbon group, C1-C6 alkoxy group, C3-C7 cycloalkyl group {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, and the C3-C7 cycloalkyl group may be substituted with one or more halogen atoms}, nitro group, S(O) m R 10 , or a halogen atom, R 2 However, C1-C6 chain hydrocarbon group, C1-C6 alkoxy group, C3-C7 cycloalkyl group {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, and the C3-C7 cycloalkyl group may be substituted with one or more halogen atoms}, nitro group, S(O) n R 10a The method according to claim 1, wherein the atom is a halogen atom or a hydrogen atom.

5. In a compound represented by formula (I), or its N oxide, or a salt thereof, The method according to any one of claims 1 or 4, wherein Q is a group represented by the group represented by formula Q2.

6. Formula (II) 【Transformation 3】 [During the ceremony, R 21 This is a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C3-C7 cycloalkyl group {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, and the C3-C7 cycloalkyl group may be substituted with one or more halogen atoms}, S(O) ｐ R 28 Or it represents a halogen atom, R 22 This is a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C3-C7 cycloalkyl group {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, and the C3-C7 cycloalkyl group may be substituted with one or more halogen atoms}, S(O) ｑ R 29 , represents a halogen atom or a hydrogen atom, R 23 , R 25 and R 27 These represent the same or different fluorine or hydrogen atoms. R 24 This represents a C1-C6 alkoxy group substituted with one or more halogen atoms, or a fluorine atom. R 26 This represents a halogen atom or a hydrogen atom. R 28 and R 29 This represents a C1-C6 chain hydrocarbon group that is identical or different in phase and may be substituted with one or more halogen atoms. p and q each independently represent 0, 1, or 2. Compounds represented by, or their N oxides or salts thereof.

7. R 21 However, it is a C1-C6 chain hydrocarbon group or halogen atom which may be substituted with one or more halogen atoms. R 22 However, it is a C1-C6 chain hydrocarbon group, a halogen atom, or a hydrogen atom which may be substituted with one or more halogen atoms. R 23 , R 25 and R 27 However, they are the same or different, fluorine atom or hydrogen atom, R 24 However, it is a C1-C6 alkoxy group substituted with one or more halogen atoms, or a fluorine atom. R 26 The compound according to claim 6, or its N oxide or salt thereof, wherein the N oxide is a halogen atom or a hydrogen atom.

8. Equation (II-a) 【Chemistry 4】 [During the ceremony, R 21a is a C1-C6 alkoxy group, a C3-C7 cycloalkyl group {the C1-C6 alkoxy group and the C3-C7 cycloalkyl group may be substituted with one or more halogen atoms}, or S(O) ｒ R 28a This represents, R 22a This is a C1-C6 alkoxy group, a C3-C7 cycloalkyl group {the C1-C6 alkoxy group and the C3-C7 cycloalkyl group may be substituted with one or more halogen atoms}, S(O) ｓ R 29a Or it represents a halogen atom, R 23a , R 25a and R 27a These represent the same or different halogen atoms or hydrogen atoms. R 24a represents a C1-C6 chain hydrocarbon group optionally substituted with one or more halogen atoms, a C1-C6 alkoxy group substituted with one or more halogen atoms, or a halogen atom, R 26a This represents a C1-C6 chain hydrocarbon group, a halogen atom, or a hydrogen atom, which may be substituted with one or more halogen atoms. R 28a and R 29a This represents a C1-C6 chain hydrocarbon group that is identical or different in phase and may be substituted with one or more halogen atoms. r and s each independently represent 0, 1, or 2. Compounds represented by, or their N oxides or salts thereof.

9. Formula (III) 【Transformation 5】 [During the ceremony, R 31 、R 32 、R 33 、R 34 、R 35 、R 36 、and R 37 's combinations are R 31 and R 32 is a chlorine atom, R 33 , R 35 and R 37 That is a hydrogen atom, R 34 It is a C1-C6 alkoxy group substituted with one or more halogen atoms, R 36 A combination in which is a halogen atom; or, R 31 This is a C1-C6 chain hydrocarbon group or bromine atom which may be substituted with one or more halogen atoms. R 32 This is a C1-C6 chain hydrocarbon group, a bromine atom, or a hydrogen atom, which may be substituted with one or more halogen atoms. R 33 , R 35 and R 37 However, they are the same or different, fluorine atom or hydrogen atom, R 34 This is a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, a C1-C6 alkoxy group which may be substituted with one or more halogen atoms, or a halogen atom. R 36 This represents a combination in which the atom is either a halogen atom or a hydrogen atom. R 38 This represents a C1-C6 chain hydrocarbon group, which may be substituted with one or more halogen atoms, or a hydrogen atom. Compounds represented by, or their N oxides or salts thereof.

10. Formula (IV) 【Transformation 6】 [During the ceremony, R 41 This represents a C1-C6 chain hydrocarbon group or a halogen atom which may be substituted with one or more halogen atoms. R 42 This represents a C1-C6 chain hydrocarbon group, a halogen atom, or a hydrogen atom, which may be substituted with one or more halogen atoms. R 43 , R 45 and R 47 These represent the same or different fluorine or hydrogen atoms. R 44 This represents a C1-C6 chain hydrocarbon group which may be substituted with one or more halogen atoms, a C1-C6 alkoxy group which may be substituted with one or more halogen atoms, a halogen atom, or a hydrogen atom. R 46 This represents a halogen atom or a hydrogen atom. Compounds represented by, or their N oxides or salts thereof.

11. A composition containing the compound according to any one of claims 6 to 10, or its N oxide or a salt thereof, and an inert carrier.

12. A composition containing one or more components selected from the group consisting of group (a), group (b), group (c), and group (d), and a compound according to any of claims 6 to 10, or its N oxide, or a salt thereof: Group (a): A group consisting of insecticidal components, acaricidal components, and nematicidal components; Group (b): bactericidal active ingredient; Group (c): plant growth regulating ingredients; Group (d): Repellent components.

13. A method for controlling resistant arthropods, comprising applying an effective amount of a compound according to any one of claims 6 to 10, or its N oxide or a salt thereof, or an effective amount of the composition according to claim 12, to a resistant arthropod or a habitat of a resistant arthropod.

14. The method according to any one of claims 1 to 5 or 13, wherein the resistant harmful arthropod is a hemipteran pest.

15. The method according to any one of claims 1 to 5 or 13, wherein the resistant harmful arthropod is an aphid pest, a planthopper pest, or a whitefly pest.

16. Seeds or vegetative reproductive organs containing an effective amount of the compound according to any one of claims 6 to 10, or its N oxide or salt thereof, or an effective amount of the composition according to claim 12.

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