Pest control agents

Abstract

To provide: an amidine compound exhibiting excellent activity for controlling various pests, or a salt thereof, or their N-oxide; and a pest control agent containing the same as an active ingredient.SOLUTION: The invention provides a compound represented by formula (1) or a salt thereof, or their N-oxide.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to a compound represented by formula (1), a salt thereof, or an N-oxide thereof, and a pest control agent containing the same as an active ingredient. [Background technology]

[0002] Various compounds have been investigated and put into practical use for the purpose of controlling harmful arthropods. For example, Patent Documents 1, 2, and 3 disclose condensed heterocyclic compounds as insecticides. Patent Documents 4 and 5 disclose certain amide compounds, and Patent Document 6 discloses certain amidine compounds. However, there is a need to create compounds that have high pest control activity and are highly practical. [Prior art documents] [Patent Documents]

[0003] [Patent Document 1] International Publication No. 2009 / 131237 [Patent Document 2] International Publication No. 2013 / 180194 [Patent Document 3] International Publication No. 2016 / 129684 [Patent Document 4] International Publication No. 2014 / 021468 [Patent Document 5] International Publication No. 2015 / 068719 [Patent Document 6] International Publication No. 2020 / 054712 [Overview of the Initiative] [Problems that the invention aims to solve]

[0004] The present invention aims to provide amidine compounds or salts thereof, or their N-oxides, that exhibit excellent control activity against various pests, and pest control agents containing them as active ingredients.

Means for Solving the Problem

[0005] As a result of intensive studies, the present inventors have found that the compound represented by the formula (1) has high pest control activity, and have completed the present invention.

[0006] <Invention 1> A compound represented by the formula (1), a salt thereof, or an N-oxide thereof:

Chemical formula

Chemical formula

[0007] <Invention 2> Compounds represented by formula (1) or their salts or their N-oxides: [ka] [In formula (1), A represents a structure represented by A-1, A-2, A-3, A-4, A-5, A-6, A-7, A-8, A-9, A-10, A-11, A-12, or A-13, [ka] R 1 , R 2 , R 3 , R 4 and R 5 Each of them operates independently. At least one of them is a halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 This represents a group selected from the group consisting of, Other R 1 , R 2 , R 3 , R 4 and R 5 Each of these independently represents a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C3-C6) cycloalkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C2-C6) alkenyl, halo(C2-C6) alkenyl, halo(C2-C6) alkenyloxy, (C2-C6) alkynyl, halo(C1-C6) alkylthio, halo(C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfonyl, cyano, hydroxy, and nitro. Y 1 , and Y 2represents a group selected from the group consisting of a hydrogen atom, (C1-C3) alkyl, and halo(C1-C3) alkyl, n represents any one of 0, 1, and 2, R A represents (C1-C3) alkyl, R B and R D each independently represent a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, halo(C1-C3) alkyl, cyclopropyl, (C1-C3) alkoxy, halo(C1-C3) alkoxy, cyano, and NY 3 Y 4 represents a group selected from the group consisting of, R C is R[[ID=2*]] C -1, R C -2, R C -3, R C -4, R C -5, R C -6, R C -7, R C -8, R C -9, or R C -10, and represents a structure represented by,

Chemical formula

[0008] <Invention 3> R 1 , R 2 , R 3 , R 4 and R 5 Each of them operates independently. At least one of the groups is selected from the group consisting of halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, and halo(C1-C6)alkylsulfonyl. Other R 1 , R 2 , R 3 , R 4 and R 5 Each of these groups is independently selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C3-C6) cycloalkyl, (C1-C6) alkoxy, and halo(C1-C6) alkoxy. R B and R D This is a group selected from the group consisting of hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and halo(C1-C3)alkyl groups. R E , R F , R G , R H , R I And Z is at least one -B-(CR J R K ) p A group having a cyano group represented by -CN, Other R E , R F , R G , R H , R I And Z are, independently, hydrogen atoms, halogen atoms, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 A group selected from the group consisting of, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D is a group selected from the group consisting of hydroxyl and (C1-C6) alkoxys which may be substituted with T. E represents a group selected from the group consisting of a hydrogen atom, a T-substituted (C1-C6) alkyl group, a T-substituted (C1-C6) alkylcarbonyl group, and a T-substituted (C1-C6) alkoxycarbonyl group. The T substitution may be made by multiple T atoms, each independently of a halogen atom, (C1-C3)alkoxy, halo(C1-C3)alkoxy, (C1-C3)alkylthio, halo(C1-C3)alkylthio, (C1-C3)alkylsulfinyl, halo(C1-C3)alkylsulfinyl, (C1-C3)alkylsulfonyl, halo(C1-C3)alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 This represents a group selected from the group consisting of, Y 3 and Y 4 Each of these groups is independently selected from the group consisting of a hydrogen atom, (C1-C3) alkyl, and halo(C1-C3) alkyl. The compounds described in Invention 1 or 2, their salts, or their N-oxides.

[0009] <Invention 4> R c R c A compound or salt thereof, or an N-oxide thereof, according to Invention 1 or 2, which is -1. [ka]

[0010] <Invention 5> A is a compound or salt thereof according to Invention 2, or an N-oxide thereof, having a structure represented by A-1, A-2, A-3, or A-4. [ka]

[0011] <Invention 6> A is a structure represented by A-1, A-2, or A-3, [ka] R 1 , R 2 , R 3 , R 4 and R 5 Each of them operates independently. At least one of the groups is selected from the group consisting of halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, halo(C1-C6)alkoxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, and halo(C1-C6)alkylsulfonyl. Other R 1 , R 2 , R 3 , R 4 and R 5 Each of these groups is independently selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C3-C6) cycloalkyl, (C1-C6) alkoxy, and halo(C1-C6) alkoxy. R B and R D It is a hydrogen atom, R c However, R c -1, [ka] XE C(R E ) and X F C(R F ) and X G C(R G ) and X H C(R H ) and X I C(R I ) and R E , R F , R G , R H , and R I At least one is -B-(CR J R K ) p A group having a cyano group represented by -CN, Other R E , R F , R G , R H , and R I Each of these groups is independently selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, and halo(C1-C6) alkoxy. The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D is a hydroxyl group or an alkoxy group (C1-C6) which may be substituted with T. The T substitution may be made by multiple T groups, each T being independently selected from the group consisting of halogen atoms, (C1-C3)alkoxy, halo(C1-C3)alkoxy, cyano, and hydroxy. The compound described in Invention 2, or a salt thereof, or its N-oxide.

[0012] <Invention 7> A pest control agent containing the compound or salt thereof described in invention 1 or 2, or its N-oxide. [Effects of the Invention]

[0013] The compound of the present invention represented by formula (1), its salt, or its N-oxide exhibits extremely excellent control effects against harmful organisms and is useful as a pest control agent. [Modes for carrying out the invention]

[0014] In this specification, the definitions and meanings of the following terms are as follows:

[0015] Compounds included in the present invention may have optically active forms due to the presence of one or more chiral carbon atoms or chiral sulfur atoms or axial chirality, but the present invention includes all optically active forms or racemates.

[0016] Compounds included in the present invention may have tautomers depending on the type of substituent, but the present invention encompasses all tautomers or mixtures of tautomers containing any proportion.

[0017] Compounds included in this invention may have geometric isomers due to imino groups, but this invention encompasses all geometric isomers or mixtures of geometric isomers containing them in any proportion. Furthermore, compounds included in the present invention may have tautomers due to the amidine group as shown below, but the present invention includes all tautomers or mixtures of tautomers containing any proportion. In the formula, RA ~R D , X E ~X I , and D are the same as above, Het indicates a heterocycle, and n is 0, 1, or 2. [ka]

[0018] The compounds included in this invention include salts formed by conventional methods. For example, these include salts of hydrohalogen acids such as hydrofluoric acid, hydrochloric acid, hydrobromic acid, and hydroiodic acid; salts of inorganic acids such as nitric acid, sulfuric acid, phosphoric acid, chloric acid, and perchloric acid; salts of sulfonic acids such as methanesulfonic acid, ethanesulfonic acid, trifluoromethanesulfonic acid, benzenesulfonic acid, and p-toluenesulfonic acid; salts of carboxylic acids such as formic acid, acetic acid, propionic acid, trifluoroacetic acid, fumaric acid, tartaric acid, oxalic acid, maleic acid, malic acid, succinic acid, benzoic acid, mandelic acid, ascorbic acid, lactic acid, gluconic acid, and citric acid; salts of amino acids such as glutamic acid and aspartic acid; salts of alkali metals such as lithium, sodium, and potassium; salts of alkaline earth metals such as calcium, barium, and magnesium; salts of aluminum; and quaternary ammonium salts such as tetramethylammonium salt, tetrabutylammonium salt, and benzyltrimethylammonium salt.

[0019] In the compounds of the present invention, N-oxide refers to a compound in which the nitrogen atom of a tertiary amine or a nitrogen atom constituting a ring on a heterocycle has been oxidized. Examples of heterocycles that can form N-oxides include pyridine rings, pyridazine rings, pyrimidine rings, pyrazine rings, and fused rings containing the aforementioned nitrogen-containing heterocycles.

[0020] Next, specific examples of each substituent shown herein are given below. Here, n- means normal, i- means iso, s- or sec- means secondary, t- or tert- means tertiary, and c- means cyclo. Also, Me means methyl group, Et means ethyl group, Pr means propyl group, nPr means n-propyl group, i-Pr means i-propyl group, cPr means cyclopropyl group, Bu means butyl group, cBu means cyclobutyl group, cPn means cyclopentyl group, and cHex means cyclohexyl group. Also, MOM means methoxymethyl group and MTM means thiomethoxymethyl group.

[0021] In this specification, "halogen atoms" include fluorine atoms, chlorine atoms, bromine atoms, and iodine atoms. The term "halo" in this specification also refers to these halogen atoms.

[0022] In this specification, "C a ~C b The notation "alkyl" refers to a linear or branched hydrocarbon group consisting of a to b carbon atoms. Examples include methyl group, ethyl group, n-propyl group, i-propyl group, n-butyl group, i-butyl group, s-butyl group, tert-butyl group, n-pentyl group, 1,1-dimethylpropyl group, and n-hexyl group, each selected within a specified range of carbon atoms.

[0023] In this specification, "halo(C) a ~C b The notation "alkyl" represents a linear or branched hydrocarbon group having a to b carbon atoms, in which hydrogen atoms bonded to carbon atoms are arbitrarily substituted by halogen atoms. In this case, if two or more halogen atoms are substituted, these halogen atoms may be identical or distinct from each other. For example, fluoromethyl group, chloromethyl group, bromomethyl group, iodomethyl group, difluoromethyl group, dichloromethyl group, trifluoromethyl group, chlorodifluoromethyl group, trichloromethyl group, bromodifluoromethyl group, 1-fluoroethyl group, 2-fluoroethyl group, 2-chloroethyl group, 2-bromoethyl group, 2,2-difluoroethyl group, 2,2,2-trifluoroethyl group, 2-chloro-2,2-difluoroethyl group, 2,2,2-trichloroethyl group, 2-bromo-2,2-difluoroethyl group, 1,1,2,2-tetrafluoroethyl group, 2-chloro-1,1,2,2-trifluoroethyl group, 2-chloro-1,1,2,2-tetrafluoroethyl group, pentafluoroethyl group, 2,2 Specific examples include the difluoropropyl group, 3,3,3-trifluoropropyl group, 3-bromo-3,3-difluoropropyl group, 2,2,3,3-tetrafluoropropyl group, 2,2,3,3,3-pentafluoropropyl group, 1,1,2,3,3,3-hexafluoropropyl group, heptafluoropropyl group, 2,2,2-trifluoro-1-(methyl)ethyl group, 2,2,2-trifluoro-1-(trifluoromethyl)ethyl group, 1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl group, 2,2,3,4,4,4-hexafluorobutyl group, 2,2,3,3,4,4,4-heptafluorobutyl group, nonafluorobutyl group, etc., and each is selected within the specified range of carbon atoms.

[0024] In this specification, "(C a ~C b The notation "cycloalkyl" represents a cyclic hydrocarbon group having a to b carbon atoms, and represents a monocyclic or composite ring structure ranging from a 3-membered ring to a 6-membered ring. Furthermore, each ring may be arbitrarily substituted with alkyl groups within the specified range of carbon atoms. For example, cyclopropyl group, 1-methylcyclopropyl group, 2-methylcyclopropyl group, 2,2-dimethylcyclopropyl group, cyclobutyl group, cyclopentyl group, and cyclohexyl group are listed as specific examples, and each is selected within the specified range of carbon atoms.

[0025] In this specification, "halo(C)a ~C b The notation "cycloalkyl" represents a cyclic hydrocarbon group having a to b carbon atoms, in which hydrogen atoms bonded to carbon atoms are optionally substituted by halogen atoms, and represents a monocyclic or composite ring structure ranging from 3-membered to 6-membered rings. Furthermore, each ring may be optionally substituted by alkyl groups within a specified range of carbon atoms. For example, 1-fluorocyclopropyl group, 2-fluorocyclopropyl group, 1-chlorocyclopropyl group, 1-bromocyclopropyl group, 1-iodocyclopropyl group, 2,2-dichlorocyclopropyl group, 1-fluorocyclobutyl group, 1-chlorocyclopentyl group, 1-bromocyclohexyl group, etc., are listed as specific examples and are selected within the specified range of carbon atoms for each group.

[0026] In this specification, "(C a ~C b The notation "alkoxy" represents an alkyl-O- group having a to b carbon atoms, as described above. For example, methoxy group, ethoxy group, n-propyloxy group, i-propyloxy group, n-butyloxy group, i-butyloxy group, s-butyloxy group, tert-butyloxy group, 2-ethylhexyloxy group, etc., are given as specific examples and are selected within the specified range of carbon atoms for each.

[0027] In this specification, "halo(C) a ~C b The notation "alkoxy" represents a haloalkyl-O- group consisting of a to b carbon atoms, as described above. For example, difluoromethoxy group, trifluoromethoxy group, chlorodifluoromethoxy group, bromodifluoromethoxy group, 2-fluoroethoxy group, 2-chloroethoxy group, 2,2,2-trifluoroethoxy group, 1,1,2,2-tetrafluoroethoxy group, 2-chloro-1,1,2-trifluoroethoxy group, 1,1,2,3,3,3-hexafluoropropyloxy group, etc. are given as specific examples and are selected within the specified range of carbon atoms for each.

[0028] In this specification, "(C a ~C b The notation "cycloalkoxy" represents a cycloalkyl-O- group having a to b carbon atoms, as described above. For example, cyclopropyloxy group, 1-methylcyclopropyloxy group, 2-methylcyclopropyloxy group, 2,2-dimethylcyclopropyloxy group, cyclobutyloxy group, cyclopentyloxy group, cyclohexyloxy group, etc., are given as specific examples and are selected within the specified range of carbon atoms for each.

[0029] In this specification, "(C a ~C b The notation "alkenyl" represents an unsaturated hydrocarbon group that has a linear or branched chain with a to b carbon atoms and contains one or more double bonds within the molecule. For example, vinyl group, 1-propenyl group, 2-propenyl group, 1-methylethenyl group, 2-butenyl group, 2-methyl-2-propenyl group, 3-methyl-2-butenyl group, 1,1-dimethyl-2-propenyl group, etc. are given as specific examples and are selected within the specified range of carbon atoms for each.

[0030] In this specification, "halo(C) a ~C b The notation "alkenyl" represents an unsaturated hydrocarbon group having a to b carbon atoms, in a linear or branched chain configuration, and containing one or more double bonds within the molecule, where hydrogen atoms bonded to carbon atoms are arbitrarily substituted by halogen atoms. In this case, if two or more halogen atoms are substituted, these halogen atoms may be identical or distinct from each other. For example, specific examples include 2,2-dichlorovinyl group, 2-fluoro-2-propenyl group, 2-chloro-2-propenyl group, 2-bromo-2-propenyl group, 3,3-difluoro-2-propenyl group, 2,3-dichloro-2-propenyl group, 3,3-dichloro-2-propenyl group, 2,3,3-trifluoro-2-propenyl group, 2,3,3-trichloro-2-propenyl group, 1-(trifluoromethyl)ethenyl group, 4,4-difluoro-3-butenyl group, 3,4,4-trifluoro-3-butenyl group, and 3-chloro-4,4,4-trifluoro-2-butenyl group, each selected within the specified range of carbon atoms.

[0031] In this specification, "(C a ~C b The notation "alkenyloxy" represents an alkenyl-O- group having a to b carbon atoms, as described above. For example, vinyloxy group, 1-propenyloxy group, 2-propenyloxy group, 1-methylethenyloxy group, 2-butenyloxy group, 2-methyl-2-propenyloxy group, 3-methyl-2-butenyloxy group, 1,1-dimethyl-2-propenyloxy group, etc. are listed as specific examples and are selected within the specified range of carbon atoms for each.

[0032] In this specification, "halo(C) a ~C b The notation "alkenyloxy" represents a haloalkenyl-O- group, which has a to b carbon atoms, as described above. For example, specific examples include 2,2-dichlorovinyloxy group, 2-fluoro-2-propenyloxy group, 2-chloro-2-propenyloxy group, 2-bromo-2-propenyloxy group, 3,3-difluoro-2-propenyloxy group, 2,3-dichloro-2-propenyloxy group, 3,3-dichloro-2-propenyloxy group, 2,3,3-trifluoro-2-propenyloxy group, 2,3,3-trichloro-2-propenyloxy group, 1-(trifluoromethyl)ethenyloxy group, 4,4-difluoro-3-butenyloxy group, 3,4,4-trifluoro-3-butenyloxy group, and 3-chloro-4,4,4-trifluoro-2-butenyloxy group, each selected within the specified range of carbon atoms.

[0033] In this specification, "(C a ~C b The notation "alkynyl" represents an unsaturated hydrocarbon group that has a to b carbon atoms, is linear or branched, and has one or more triple bonds within the molecule. For example, ethynyl group, propargyl group, 2-butynyl group, 1-pentynyl group, 1-hexynyl group, 4,4,4-trifluoro-2-butynyl group, etc., are given as specific examples and are selected within the specified range of carbon atoms for each.

[0034] In this specification, "(C a ~C b The notation "alkylthio" represents an alkyl-S- group consisting of a to b carbon atoms, as described above. For example, methylthio group, ethylthio group, n-propylthio group, i-propylthio group, n-butylthio group, i-butylthio group, s-butylthio group, tert-butylthio group, etc., are given as specific examples and are selected within the specified range of carbon atoms for each.

[0035] In this specification, "halo(C) a ~C b The notation "alkylthio" represents a haloalkyl-S- group consisting of a to b carbon atoms, as described above. For example, difluoromethylthio group, trifluoromethylthio group, chlorodifluoromethylthio group, bromodifluoromethylthio group, 2,2,2-trifluoroethylthio group, 1,1,2,2-tetrafluoroethylthio group, 2-chloro-1,1,2-trifluoroethylthio group, pentafluoroethylthio group, 1,1,2,3,3,3-hexafluoropropylthio group, heptafluoropropylthio group, 1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethylthio group, nonafluorobutylthio group, etc. are given as specific examples and are selected within the specified range of carbon atoms for each.

[0036] In this specification, "(C a ~C b The notation "alkylsulfinyl" represents an alkyl-S(O)- group consisting of a to b carbon atoms, as described above. For example, methyl sulfinyl group, ethyl sulfinyl group, n-propyl sulfinyl group, i-propyl sulfinyl group, n-butyl sulfinyl group, i-butyl sulfinyl group, s-butyl sulfinyl group, tert-butyl sulfinyl group, etc., are given as specific examples and are selected within the specified range of carbon atoms for each.

[0037] In this specification, "halo(C) a ~C b The notation "alkylsulfinyl" represents a haloalkyl-S(O)- group having a to b carbon atoms, as described above. For example, difluoromethylsulfinyl group, trifluoromethylsulfinyl group, chlorodifluoromethylsulfinyl group, bromodifluoromethylsulfinyl group, 2,2,2-trifluoroethylsulfinyl group, 1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethylsulfinyl group, nonafluorobutylsulfinyl group, etc., are given as specific examples and are selected within the specified range of carbon atoms for each.

[0038] In this specification, "(C a ~C bThe notation "alkylsulfonyl" represents an alkyl-SO2- group having a to b carbon atoms, as described above. For example, methylsulfonyl group, ethylsulfonyl group, n-propylsulfonyl group, i-propylsulfonyl group, n-butylsulfonyl group, i-butylsulfonyl group, s-butylsulfonyl group, tert-butylsulfonyl group, etc., are given as specific examples and are selected within the specified range of carbon atoms for each.

[0039] In this specification, "halo(C) b ~C b The notation "alkylsulfonyl" represents a haloalkyl-SO2- group consisting of a to b carbon atoms, as described above. For example, difluoromethylsulfonyl group, trifluoromethylsulfonyl group, chlorodifluoromethylsulfonyl group, bromodifluoromethylsulfonyl group, 2,2,2-trifluoroethylsulfonyl group, 1,1,2,2-tetrafluoroethylsulfonyl group, 2-chloro-1,1,2-trifluoroethylsulfonyl group, etc., are given as specific examples and are selected within the specified range of carbon atoms for each.

[0040] In this specification, "(C a ~C b The notation "alkylcarbonyl" represents an alkyl-C(=O)- group having a number of carbon atoms from a to b, as described above. For example, acetyl groups, propionyl groups, butyryl groups, isobutyryl groups, valeryl groups, isovaleryl groups, 2-methylbutanoyl groups, pivaloyl groups, hexanoyl groups, heptanolyl groups, etc., are given as specific examples and are selected within the specified range of carbon atoms for each.

[0041] In this specification, "(C a ~C b The notation "cycloalkylcarbonyl" represents a cycloalkyl-C(=O)- group having a number of carbon atoms from a to b, as described above. For example, cyclopropylcarbonyl group, cyclobutylcarbonyl group, cyclopentylcarbonyl group, and cyclohexylcarbonyl group are given as specific examples, and each is selected within the specified range of carbon atoms.

[0042] In this specification, "(C a ~C b The notation "alkoxycarbonyl" represents an alkyl-OC(=O)- group having a to b carbon atoms, as described above. For example, specific examples include methoxycarbonyloxy group, ethoxycarbonyl group, n-propyloxycarbonyl group, i-propyloxycarbonyl group, n-butoxycarbonyl group, i-butoxycarbonyl group, s-butoxycarbonyl group, tert-butoxycarbonyl group, and 2-ethylhexyloxycarbonyl group, which are selected within the specified range of carbon atoms.

[0043] In this specification, "may be substituted (C a ~C b The notation "(C)alkyl" represents an alkyl group having a to b carbon atoms, in which hydrogen atoms bonded to carbon atoms are arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. a ~C b When there are two or more substituents on an alkyl group, each substituent may be the same or different from the others.

[0044] In this specification, "may be substituted (C a ~C b The notation "(C)cycloalkyl" represents a cycloalkyl group having a to b carbon atoms, in which hydrogen atoms bonded to carbon atoms are arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. In this case, each (C a ~C b When there are two or more substituents on the cycloalkyl group, each substituent may be the same or different from the others.

[0045] In this specification, "may be substituted (C a ~C b The notation "(alkoxy)" represents an alkoxy group having a to b carbon atoms, in which hydrogen atoms bonded to carbon atoms are arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. In this case, each (C a ~C b When there are two or more substituents on the alkoxy group, each substituent may be the same or different from the others.

[0046] In this specification, "may be substituted for cyclo(C) a ~C b The notation "(C)alkoxy" represents a cycloalkoxy group having a to b carbon atoms, in which hydrogen atoms bonded to carbon atoms are arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. In this case, each cyclo(C) a ~C b When there are two or more substituents on the alkoxy group, each substituent may be the same or different from the others.

[0047] In this specification, "may be substituted (C a ~C b The notation "(alkylcarbonyl)" represents an alkylcarbonyl group having a to b carbon atoms, in which hydrogen atoms bonded to carbon atoms are arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. a ~C b When there are two or more substituents on the alkylcarbonyl group, each substituent may be the same or different from the others.

[0048] In this specification, "may be substituted (C a ~C bThe notation "(C) cycloalkylcarbonyl" represents a cycloalkylcarbonyl group having a to b carbon atoms, in which hydrogen atoms bonded to carbon atoms are arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. a ~C b When there are two or more substituents on the cycloalkylcarbonyl group, each substituent may be the same or different from the others.

[0049] In this specification, "may be substituted (C a ~C b The notation "(alkoxycarbonyl)" represents an alkoxycarbonyl group having a to b carbon atoms, in which hydrogen atoms bonded to carbon atoms are arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. In this case, each (C a ~C b When there are two or more substituents on the alkoxycarbonyl group, each substituent may be the same or different from the others.

[0050] In a compound represented by formula (1), a salt thereof, or an N-oxide thereof, part A is a group having a pyridine ring, pyridazine ring, pyrimidine ring, or pyrazine ring, as indicated by A-1 to A-13. Preferably, it is a group containing a nitrogen-containing heterocycle, as indicated by A-1, A-2, A-3, A-4, A-5, A-6, A-7, A-8, or A-9 of the formula. More preferably, it is A-1, A-2, A-3, or A-4. Even more preferably, it is A-1, A-2, or A-3.

[0051] R in section A 1 , R 2 , R 3 , R 4 and R 5Each of these is independently at least one of the following: halo(C1~C6)alkyl, halo(C3~C6)cycloalkyl, (C1~C6)alkoxy, halo(C1~C6)alkoxy, halo(C2~C6)alkenyl, halo(C2~C6)alkenyloxy, halo(C1~C6)alkylthio, halo(C1~C6)alkylsulfinyl, halo(C1~C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the following, and the others represent groups selected from the group consisting of hydrogen atoms, halogen atoms, (C1-C3) alkyl, halo(C1-C6) alkyl, (C3-C6) cycloalkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C2-C6) alkenyl, halo(C2-C6) alkenyl, halo(C2-C6) alkenyloxy, (C2-C6) alkynyl, halo(C1-C6) alkylthio, halo(C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfonyl, cyano, hydroxy, and nitro. R 1 , R 2 , R 3 , R 4 and R 5 The other groups in the above, aside from the essential substituents, are preferably selected from hydrogen atoms, halogen atoms, and (C1-C3) alkyl groups, with hydrogen atoms being more preferred. R 1 , R 2 , R 3 , R 4 and R 5More preferred specific examples of substituents other than hydrogen atoms or halogen atoms in the compound include trifluoromethyl, pentafluoroethyl, heptafluoroisopropyl, trifluoromethoxy, 2,2,2-trifluoroethoxy, trifluoromethylthio, 2,2,2-trifluoroethylthio, pentafluoroethylthio, trifluoromethylsulfinyl, 2,2,2-trifluoroethylsulfinyl, pentafluoroethylsulfinyl, trifluoromethylsulfonyl, 2,2,2-trifluoroethylsulfonyl, pentafluoroethylsulfonyl, 1,2,2-trifluorovinyl, 1,2,2-trifluorovinyloxy, and (2,2,2-trifluoroethyl)carbamoyl. More preferably, trifluoromethyl, pentafluoroethyl, heptafluoroisopropyl, trifluoromethoxy, trifluoromethylthio, trifluoromethylsulfinyl, and trifluoromethylsulfonyl are used. Preferably, R 1 , R 2 , R 3 , R 4 and R 5 Each of these is preferably independently of any one substituent being substituted with a halogen atom, R 1 , R 2 , R 3 , R 4 and R 5 Each of the groups is independently a group having at least one halogen atom selected from the group consisting of halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, and halo(C1-C6)alkylsulfonyl, while each of the other groups is independently a hydrogen atom, a halogen atom, and a group selected from the group consisting of (C1-C6)alkyl, halo(C1-C6)alkyl, (C3-C6)cycloalkyl, (C1-C6)alkoxy, and halo(C1-C6)alkoxy. Comfortable, R 1 , R 2 , R 3 , R 4 and R5 Each of the groups is independently a group having at least one halogen atom selected from the group consisting of halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, halo(C1-C6)alkoxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, and halo(C1-C6)alkylsulfonyl, while each of the other groups is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C6)alkyl, halo(C1-C6)alkyl, (C3-C6)cycloalkyl, (C1-C6)alkoxy, and halo(C1-C6)alkoxy. More preferably, R 1 , R 2 , R 3 , R 4 and R 5 Each of the groups is independently a group having at least one halogen atom selected from the group consisting of halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, halo(C1-C6)alkoxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, and halo(C1-C6)alkylsulfonyl, and each of the others is independently a group selected from a hydrogen atom, a halogen atom, and (C1-C3)alkyl. 1 , R 2 , R 3 , R 4 and R 5 In the above, hydrogen atoms are more preferred.

[0052] R A The group is a C1-C3 alkyl group. For example, it is a methyl group, an ethyl group, an n-propyl group, or an i-propyl group, and is preferably an ethyl group.

[0053] R B and R D These are, independently, hydrogen atoms, halogen atoms, (C1-C3) alkyl, halo(C1-C3) alkyl, cyclopropyl, (C1-C3) alkoxy, halo(C1-C3) alkoxy, cyano, and -NY. 3 Y 4This represents a group selected from the group consisting of the following. Preferably, each is independently a hydrogen atom, a methyl group, or a halogen atom, and more preferably, each is independently a hydrogen atom or a methyl group.

[0054] R C This is the aforementioned R C -1, R C -2, R C -3, R C -4, R C -5, R C -6, R C -7, R C -8, R C -9, or R C -B-(CR J R K ) p -CN is a 5 or 6-membered ring structure group having a cyano group. Here, B, R J , R K And p are synonymous with the above. R c Preferably R C -1, R C -3, R C -6, or R C A 5 or 6-membered ring structural group selected from the group consisting of -7. More preferably R C -1 or R C -3, and more preferably R C It is -1.

[0055] R c R C -1 represents at least one of the -B-(CR J R K ) p A phenyl group or a 6-membered nitrogen-containing heterocyclic group having a cyano group represented by -CN, X E is a nitrogen atom or C(R E ), X F is a nitrogen atom or C(R F ), X G is a nitrogen atom or C(R G ), X H is a nitrogen atom or C(R H ), XI is a nitrogen atom or C(R I ) is X E ~X I The nitrogen atoms contained are preferably 0, 1, or 2, and are phenyl, pyridyl, pyridadino, pyrazino, or pyrimidino groups. More preferably X E ~X I The nitrogen atoms contained are 0, and R C -1 is a phenyl group. Preferably, X E ~X I The following are (i) to (vi): (i)X E is C(R E ), X F is C(R F ), X G is C(R G ), X H is C(R H ), X I is C(R I A phenyl group. (ii)X E X is a nitrogen atom. F is C(R F ), X G is C(R G ), X H is C(R H ), X I is C(R I ) is a 2-pyridyl group. (iii)X E is C(R E ), X F X is a nitrogen atom. G is C(R G ), X H is C(R H ), X I is C(R I ) is a 3-pyridyl group. (iv)X E X is a nitrogen atom. F X is a nitrogen atom. G is C(R G ), X H is C(R H ), X I is C(R I ) is a 3-pyridadino group. (v)X E X is a nitrogen atom. F is C(R F ), X G is C(R G ), X H X is a nitrogen atom. I is C(R I ) a 2-pyrazino group. (vi)X E X is a nitrogen atom. F is C(R F ), X G is C(R G ), X H is C(R H ), X I The 2-pyrimidino group is a nitrogen atom. More preferably (i), (ii), (iii), or (v) above, and even more preferably (i).

[0056] R C R at -1 E , R F , R G , R H , and R I At least one of them is the aforementioned -B-(CR J R K ) p -CN is a group having a cyano group. In this group, p represents 0, 1, 2, or 3, and B represents a linking group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom. However, if p is 0, B is a direct bond. That is, if p is 0, the group is a cyano group; if p is 1, it is a cyano group via linking group B and a methylene group; if p is 2, it is a cyano group via linking group B and an ethylene group; and if p is 3, it is a cyano group via linking group B and a propylene group. R is a substituent on a carbon atom. J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R KThis represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded.

[0057] R J and R K These are, independently, a hydrogen atom, a halogen atom, a methyl group, an ethyl group, an n-propyl group, an isopropyl group, a chloromethyl group, a fluoromethyl group, a difluoromethyl group, a dichloromethyl group, a trifluoromethyl group, a chlorodifluoromethyl group, a trichloromethyl group, a 1-fluoroethyl group, a 2-fluoroethyl group, a 2-chloroethyl group, a 2,2-difluoroethyl group, a 2,2,2-trifluoroethyl group, a 2-chloro-2,2-difluoroethyl group, a 2,2,2-trichloroethyl group, and a 2-bromo-2,2-difluoroethyl group. Luoroethyl group, 1,1,2,2-tetrafluoroethyl group, 2-chloro-1,1,2-trifluoroethyl group, 2-chloro-1,1,2,2-tetrafluoroethyl group, pentafluoroethyl group, 2,2-difluoropropyl group, 3,3,3-trifluoropropyl group, 3-bromo-3,3-difluoropropyl group, 2,2,3,3-tetrafluoropropyl group, 2,2,3,3,3-pentafluoropropyl group, 1,1,2,3,3,3-hexafluoropropyl group, heptafluoropropyl group, or R J and R K Specific examples include cyclopropyl groups, cyclobutyl groups, cyclopentyl groups, or cyclohexyl groups that are formed integrally with the carbon atom to which they are bonded.

[0058] -B-(CR J R K ) pThe groups having a cyano group represented by -CN are preferably a cyano group, a cyanomethyl group, a 1-cyano-1-ethyl group, a 2-cyano-2-propyl group, a cyano-fluoromethyl group, a cyano-difluoromethyl group, a cyano-chloromethyl group, a cyano-dichloromethyl group, a 1-cyano-2,2,2-trifluoro-1-ethyl group, a 2-cyano-1,1,1,3,3,3-hexafluoro-2-propyl group, a 2-cyano-1-ethyl group, a 3-cyano-1-propyl group, a 1-cyano-cyclopropyl group, a 1-cyano-cyclobutyl group, a 1-cyano-cyclopentyl group, a 1-cyano-cyclohexyl group, Cyanomethyl-oxy group, 1-cyano-1-ethyl-oxy group, 2-cyano-2-propyl-oxy group, cyano-fluoromethyl-oxy group, cyano-difluoromethyl-oxy group, cyano-chloromethyl-oxy group, cyano-dichloromethyl-oxy group, 1-cyano-2,2,2-trifluoro-1-ethyl-oxy group, 2-cyano-1,1,1,3,3,3-hexafluoro-2-propyl-oxy group, 2-cyano-1-ethyl-oxy group, 3-cyano-1-propyl-oxy group, Examples include cyanomethyl-thio group, 1-cyano-1-ethyl-thio group, 2-cyano-2-propyl-thio group, cyano-fluoromethyl-thio group, cyano-difluoromethyl-thio group, cyano-chloromethyl-thio group, cyano-dichloromethyl-thio group, 1-cyano-2,2,2-trifluoro-1-ethyl-thio group, 2-cyano-1,1,1,3,3,3-hexafluoro-2-propyl-thio group, 2-cyano-1-ethyl-thio group, 3-cyano-1-propyl-thio group, and the like. Groups with p = 0 or 1 are preferred, including cyano group, cyanomethyl group, 1-cyano-1-ethyl group, 2-cyano-2-propyl group, cyano-fluoromethyl group, cyano-difluoromethyl group, cyano-chloromethyl group, cyano-dichloromethyl group, 1-cyano-2,2,2-trifluoro-1-ethyl group, 2-cyano-1,1,1,3,3,3-hexafluoro-2-propyl group, 1-cyano-cyclopropyl group, 1-cyano-cyclobutyl group, cyanomethyl-oxy group, 1-cyano-1-ethyl-oxy group, cyano- Examples include ruoromethyl-oxy group, cyano-difluoromethyl-oxy group, 1-cyano-2,2,2-trifluoro-1-ethyl-oxy group, 2-cyano-1,1,1,3,3,3-hexafluoro-2-propyl-oxy group, cyanomethyl-thio group, 1-cyano-1-ethyl-thio group, cyanofluoromethyl-thio group, cyano-difluoromethyl-thio group, 1-cyano-2,2,2-trifluoro-1-ethyl-thio group, and 2-cyano-1,1,1,3,3,3-hexafluoro-2-propyl-thio group.

[0059] R C R at -1 E , R F , R G , R H , and R I At least one of them is the aforementioned -B-(CR J R K ) p -CN is a group having a cyano group, and other R E , R F , R G , R H , and R I Each of these groups is preferably one or more groups selected independently from a hydrogen atom, a halogen atom, a (C1-C6)alkyl, halo(C1-C6)alkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, (C1-C6)alkylthio, halo(C1-C6)alkylthio, (C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfinyl, (C1-C6)alkylsulfonyl, halo(C1-C6)alkylsulfonyl, and cyano. -B-(CR J R K )p Other groups besides the cyano group represented by -CN are more preferably one or more substituents selected from a hydrogen atom, a halogen atom, (C1-C6)alkyl, halo(C1-C6)alkyl, (C1-C6)alkoxy, and halo(C1-C6)alkoxy, and even more preferably one or more substituents selected from a hydrogen atom, a halogen atom, (C1-C6)alkyl, and halo(C1-C6)alkyl.

[0060] R c R C -2~R C At least one of the -B-(CR) represented by -10 J R K ) p This includes embodiments in which the group having a cyano group represented by -CN is a five-membered cyclic nitrogen-containing heterocyclic group. R C -2~R C At -10, substituent Z is at least one of the -B-(CR J R K ) p The group having a cyano group represented by -CN, and the other Z is independently preferably one or more groups selected from a hydrogen atom, a halogen atom, (C1-C6)alkyl, halo(C1-C6)alkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, (C1-C6)alkylthio, halo(C1-C6)alkylthio, (C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfinyl, (C1-C6)alkylsulfonyl, halo(C1-C6)alkylsulfonyl, and cyano. More preferably the other Z is one or more substituents selected from a hydrogen atom, a halogen atom, (C1-C6)alkyl, halo(C1-C6)alkyl, (C1-C6)alkoxy, and even more preferably one or more substituents selected from a hydrogen atom, a halogen atom, (C1-C6)alkyl, and halo(C1-C6)alkyl.

[0061] D is a hydroxyl group, an alkoxy group which may be substituted with T (C1-C6), or a cycloalkoxy group which may be substituted with T (C3-C6). Preferably, D is a hydroxyl group or an alkoxy group which may be substituted with T (C1-C6). In other words, in the present invention, oxime derivatives or O-alkyloxime derivatives can be cited as preferred embodiments of the amidine derivative.

[0062] The compound of the present invention represented by formula (1), its salt, or its N-oxide can be produced, for example, by the following manufacturing method, but the present invention is not limited to these.

[0063] Process a [ka]

[0064] Amide compounds represented by formulas (4), (6), (15), or (16) can be produced by reacting an amine compound represented by formula (2) or (14) with a compound represented by formula (3) or (5) with a reagent in the presence of an inert solvent and optionally a base. In the formulas, (Het) represents a group containing a nitrogen-containing heterocycle as shown in formulas (2-1) to (2-8) below, and (Ph) represents a benzene ring as shown in formula (14-1) below, and R in the formulas A ~R D and R 1 ~R 5 This represents the same thing as above, X 1 n represents a chlorine atom, a bromine atom, or an iodine atom, and n is 0, 1, or 2.

[0065] [ka]

[0066] [ka]

[0067] Examples of reagents that can be used in this invention include dicyclohexylcarbodiimide, 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride, HATU, PyBroP, and Mukaiyama reagents, but the reagents that can be used in this reaction are not limited to these. The amount of reagent used should be appropriately selected within the range of approximately 1 to 3 times the molar amount of the compound represented by formula (2), formula (14), or formula (3) or formula (5).

[0068] Examples of bases that can be used in the present invention include triethylamine, N,N-diisopropylethylamine, and pyridine. The amount used can be appropriately selected in the range of approximately 1 to 5 molars relative to the compound represented by formula (2), formula (14), or formula (3) or formula (5).

[0069] Any inert solvent that does not significantly inhibit the reaction can be used in this reaction. Examples include aromatic hydrocarbons such as benzene, toluene, and xylene; halogenated solvents such as dichloromethane and 1,2-dichloroethane; polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, and 1,3-dimethyl-2-imidazolinone; and ether-based solvents such as tetrahydrofuran and diethyl ether. These inert solvents can be used individually or in combination of two or more.

[0070] The reaction temperature for this reaction can typically be anywhere from approximately -78°C to the boiling point of the solvent used. The reaction time can be appropriately selected depending on the scale of the reaction, the reaction temperature, etc., for example, from a few minutes to 48 hours. The amino compound represented by formula (2) or formula (14) is typically used in a range of approximately 0.3 to 3 times the molar amount of the compound represented by formula (3) or formula (5). This reaction can also be carried out under an inert gas atmosphere, such as nitrogen or argon. After the reaction is complete, the target product can be isolated from the reaction system by conventional methods, and if necessary, purified by recrystallization, column chromatography, etc., to produce the target product. The crude product containing the target product may be used in the next step without isolation.

[0071] Process b [ka]

[0072] Amide compounds represented by formulas (4), (6), (17), or (18) can be produced by reacting an amine compound represented by formula (2) or (14) with a compound represented by formula (7) or (8) in the presence of an inert solvent and optionally a base. (Het), (Ph), R A ~R D This represents the same thing as above, X 1 n represents a chlorine atom, a bromine atom, or an iodine atom, and n is 0, 1, or 2. The compounds represented by formula (7) or formula (8) can be produced by reacting the compounds represented by formula (3) or formula (5) with a chlorinating agent in accordance with known methods described in the literature.

[0073] Examples of bases that can be used in the present invention include triethylamine, N,N-diisopropylethylamine, and pyridine. The amount used can be appropriately selected in the range of approximately 1 to 5 molars relative to the compound represented by formula (2), formula (14), or formula (7) or formula (8).

[0074] Any inert solvent that does not significantly inhibit the reaction can be used in this reaction. Examples include aromatic hydrocarbons such as benzene, toluene, and xylene; halogenated solvents such as dichloromethane and 1,2-dichloroethane; and ether-based solvents such as tetrahydrofuran and diethyl ether. These inert solvents can be used individually or in combination of two or more.

[0075] The reaction temperature for this reaction can typically be anywhere from approximately -78°C to the boiling point of the solvent used. The reaction time can be appropriately selected depending on the scale of the reaction, the reaction temperature, etc., for example, from a few minutes to 48 hours. The amino compound represented by formula (2) is typically used in a range of approximately 0.3 to 3 molar times the amount of the compound represented by formula (7) or formula (8). This reaction can also be carried out under an inert gas atmosphere, such as nitrogen or argon. After the reaction is complete, the target product can be isolated from the reaction system by conventional methods, and if necessary, purified by recrystallization, column chromatography, etc., to produce the target product. The crude product containing the target product may be used in the next step without isolation.

[0076] Process c [ka]

[0077] An amide compound represented by formula (4) or formula (17) can be produced by reacting an amide compound represented by formula (6) or formula (18) with a reactant in the presence of an inert solvent, a catalyst, and optionally a base. In the formulas, (Het), (Ph), and R are used. A ~R D This represents the same thing as above, X 1 n represents a chlorine atom, a bromine atom, or an iodine atom, and n is 0, 1, or 2.

[0078] Examples of reactants that can be used in the present invention include aromatic or nitrogen-containing heterocyclic boronic acids having a cyano group, such as 4-cyanophenylboronic acid, 3-cyanophenylboronic acid, 2-cyanophenylboronic acid, and 2-cyano-5-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, as well as their boronic acid esters. The amount used should be appropriately selected within the range of approximately 1 to 5 times the molar equivalent of the compound represented by formula (6) or formula (18).

[0079] Any inert solvent that does not significantly inhibit the reaction can be used in this reaction. Examples include aromatic hydrocarbons such as benzene, toluene, and xylene; halogenated solvents such as dichloromethane and 1,2-dichloroethane; and ether-based solvents such as tetrahydrofuran and dioxane. These inert solvents can be used individually or in combination of two or more.

[0080] Examples of catalysts that can be used in the present invention include palladium catalysts such as tetrakistriphenylphosphine palladium (0), bis(triphenylphosphine)palladium(II) dichloride, palladium(II) acetate, tris(dibenzylideneacetone)dipalladium(0), and [1,1'-bis(diphenylphosphineno)ferrocene]palladium(II) dichloride dichloromethane adduct. The amount used should be appropriately selected within the range of approximately 0.001 to 1 molar equivalent relative to the compound represented by formula (6) or formula (18).

[0081] Examples of bases that can be used in the present invention include sodium carbonate, potassium carbonate, sodium phosphate, potassium phosphate, sodium acetate, potassium acetate, and cesium carbonate. The amount used should be appropriately selected in the range of approximately 1 to 20 molars relative to the compound represented by formula (6) or formula (18).

[0082] The reaction temperature for this reaction can typically be anywhere from approximately -78°C to the boiling point of the solvent used. The reaction time can be appropriately selected depending on the scale of the reaction, the reaction temperature, etc., for example, from a few minutes to 48 hours. Furthermore, this reaction can also be carried out under the atmosphere of an inert gas, such as nitrogen or argon. After the reaction is complete, the target product can be isolated from the reaction system by conventional methods, and if necessary, purified by recrystallization, column chromatography, etc., to produce the target product. The crude product containing the target product may be used in the next step without isolation.

[0083] Process d [ka]

[0084] Compounds represented by formula (9) or formula (19) can be produced by reacting a compound represented by formula (4) or formula (17) with a reactant in the presence of an inert solvent. (Het), (Ph), R A ~R D This represents the same thing as above, X 2 represents a halogen atom, and n is 0, 1, or 2.

[0085] Examples of reagents that can be used in this invention include phosphorus oxychloride, phosphorus pentachloride, and carbon tetrachloride-triphenylphosphine, but the reagents that can be used in this reaction are not limited to these. The amount of reagent used can be appropriately selected within the range of approximately 1 to 10 times the molar equivalent of the compound represented by formula (4) or formula (17). Furthermore, by adding reagents such as phosphorus oxychloride in excess, the reaction can be carried out without a solvent.

[0086] Any inert solvent that does not significantly inhibit the reaction can be used in this reaction. Examples include aromatic hydrocarbons such as benzene, toluene, and xylene; halogenated solvents such as dichloromethane and 1,2-dichloroethane; and polar solvents such as acetonitrile. These inert solvents can be used individually or in combination of two or more.

[0087] The reaction temperature for this reaction can typically be anywhere from approximately -78°C to the boiling point of the solvent used. The reaction time can be appropriately selected depending on the scale of the reaction, the reaction temperature, etc. For example, it can be selected within a range of a few minutes to 48 hours. Furthermore, this reaction can also be carried out under the atmosphere of an inert gas, such as nitrogen or argon. After the reaction is complete, the target product can be isolated from the reaction system by conventional methods, and if necessary, purified by recrystallization, column chromatography, etc., to produce the target product. The crude product containing the target product may be used in the next step without isolation.

[0088] Process e [ka]

[0089] Compounds represented by formula (9) or formula (19) can be reacted with a reagent in the presence of an inert solvent and a base to produce compounds represented by formula (10) or formula (20). (Het), (Ph), R A ~R D D represents the same thing as above, X 2 represents a halogen atom, and n is 0, 1, or 2.

[0090] Examples of reagents that can be used in this invention include hydroxylamines such as hydroxylamine, O-methylhydroxylamine, and O-ethylhydroxylamine, and their acid addition salts, but the reagents that can be used in this reaction are not limited to these. The amount of reagent used should be appropriately selected within the range of approximately 1 to 20 molar equivalents relative to the compound represented by formula (9) or formula (19).

[0091] Examples of bases that can be used in the present invention include triethylamine, N,N-diisopropylethylamine, pyridine, sodium carbonate, potassium carbonate, cesium carbonate, etc., and the amount used can be appropriately selected in the range of approximately 1 to 20 molars relative to the compound represented by formula (9).

[0092] Any inert solvent that does not significantly inhibit the reaction can be used in this reaction. Examples include linear or cyclic ethers such as diethyl ether, tetrahydrofuran, and dioxane; aromatic hydrocarbons such as benzene, toluene, and xylene; polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, and 1,3-dimethyl-2-imidazolinone; and halogenated solvents such as dichloromethane and 1,2-dichloroethane. These inert solvents can be used individually or in combination of two or more.

[0093] The reaction temperature for this reaction can typically be anywhere from approximately -78°C to the boiling point of the solvent used. The reaction time can be appropriately selected depending on the scale of the reaction, the reaction temperature, etc. For example, it can be selected within a range of a few minutes to 48 hours. Furthermore, this reaction can also be carried out under the atmosphere of an inert gas, such as nitrogen or argon. After the reaction is complete, the target product can be isolated from the reaction system by conventional methods, and if necessary, purified by recrystallization, column chromatography, etc., to produce the target product. The crude product containing the target product may be used in the next step without isolation.

[0094] process f [ka]

[0095] Compounds represented by formula (10) or formula (20) can be produced by reacting a compound represented by formula (11) or formula (21) with a reagent in the presence of an inert solvent and a base. (Het), (Ph), R A ~R D D represents the same as above, and n is 0, 1, or 2. However, D is not hydroxyl.

[0096] Examples of reagents that can be used in the present invention include alkylating agents such as methyl iodide, ethyl iodide, 1,1,1-trifluoro-2-iodoethane, dimethyl sulfate, chloromethyl methyl ether, chloromethyl ethyl ether, chloroacetonitrile, bromoacetonitrile, and chloromethyl methyl sulfide, but the reagents that can be used in this reaction are not limited to these. The amount of reagent used should be appropriately selected within the range of approximately 1 to 20 molar equivalents relative to the compound represented by formula (11) or formula (21).

[0097] Examples of bases that can be used in the present invention include triethylamine, N,N-diisopropylethylamine, pyridine, sodium carbonate, potassium carbonate, cesium carbonate, sodium hydride, etc., and the amount used can be appropriately selected in the range of approximately 1 to 20 molars relative to the compound represented by formula (11) or formula (21).

[0098] Any inert solvent that does not significantly inhibit the reaction can be used in this reaction. Examples include linear or ether-based solvents such as diethyl ether, tetrahydrofuran, and dioxane; aromatic hydrocarbons such as benzene, toluene, and xylene; polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, and 1,3-dimethyl-2-imidazolinone; and halogenated solvents such as dichloromethane and 1,2-dichloroethane. These inert solvents can be used individually or in combination of two or more.

[0099] The reaction temperature for this reaction can typically be anywhere from approximately -78°C to the boiling point of the solvent used. The reaction time can be appropriately selected depending on the scale of the reaction, the reaction temperature, etc. For example, it can be selected within a range of a few minutes to 48 hours. Furthermore, this reaction can also be carried out under the atmosphere of an inert gas, such as nitrogen or argon. After the reaction is complete, the target product can be isolated from the reaction system by conventional methods, and if necessary, purified by recrystallization, column chromatography, etc., to produce the target product. The crude product containing the target product may be used in the next step without isolation.

[0100] Process g [ka]

[0101] By reacting an amidine compound represented by formula (10) or formula (20) or its isomer with a reactant in the presence of an inert solvent, an amidine compound represented by formula (12) or its isomer, in which E is introduced in part A of formula (1), can be produced. In the formula, A, (Het), (Ph), R A ~R D D and E represent the same elements as described above, and n is 0, 1, or 2. However, D may be hydroxyl, and E is not hydrogen.

[0102] Examples of reagents that can be used in the present invention include alkylating agents such as methyl iodide, ethyl iodide, 1,1,1-trifluoro-2-iodoethane, dimethyl sulfate, chloromethyl methyl ether, chloromethyl ethyl ether, chloroacetonitrile, bromoacetonitrile, and chloromethyl methyl sulfide, but the reagents that can be used in this reaction are not limited to these. The amount of reagent used should be appropriately selected within the range of approximately 1 to 5 molars relative to the compound represented by formula (10) or formula (20).

[0103] Examples of bases that can be used in the present invention include alkali metal hydrides such as lithium hydride, sodium hydride, potassium hydride, and calcium hydride, n-butyllithium, sodium bis(trimethylsilyl)amide, lithium bis(trimethylsilyl)amide, potassium bis(trimethylsilyl)amide, and lithium diisopropylamine. The amount used can be appropriately selected in the range of approximately 1 to 5 molars relative to the compound represented by formula (10) or formula (20).

[0104] Any inert solvent that does not significantly inhibit the reaction can be used in this reaction. Examples include linear or ether-based solvents such as diethyl ether, tetrahydrofuran, and dioxane; aromatic hydrocarbons such as benzene, toluene, and xylene; and polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, and 1,3-dimethyl-2-imidazolinone. These inert solvents can be used individually or in combination of two or more.

[0105] The reaction temperature for this reaction can typically be anywhere from approximately -78°C to the boiling point of the solvent used. The reaction time can be appropriately selected depending on the scale of the reaction, the reaction temperature, etc. For example, it can be selected within a range of a few minutes to 48 hours. Furthermore, this reaction can also be carried out under the atmosphere of an inert gas, such as nitrogen or argon. After the reaction is complete, the target product can be isolated from the reaction system by conventional methods, and if necessary, purified by recrystallization, column chromatography, etc., to produce the target product. The crude product containing the target product may be used in the next step without isolation.

[0106] Process h [ka]

[0107] An amidine compound represented by formula (13) or its isomer can be reacted with a reactant in the presence of an inert solvent to produce an amidine compound represented by formula (12) or its isomer. In the formula, A, R A ~R D , X E ~X I D and E represent the same elements as above, and n is 1 or 2. However, D may be hydroxyl and E may be hydrogen.

[0108] Examples of reagents that can be used in this invention include oxidizing agents such as 3-chloroperbenzoic acid and hydrogen peroxide, but the reagents that can be used in this reaction are not limited to these. The amount of reagent used should be appropriately selected within the range of approximately 1 to 10 times the molar equivalent of the compound represented by formula (13).

[0109] Any inert solvent that does not significantly inhibit the reaction can be used in this reaction. Examples include aromatic hydrocarbons such as benzene, toluene, and xylene; halogenated solvents such as dichloromethane and 1,2-dichloroethane; carboxylic acids such as acetic acid; and alcoholic solvents such as methanol, ethanol, and isopropanol. These inert solvents can be used individually or in combination of two or more.

[0110] The reaction temperature for this reaction can typically be anywhere from approximately -78°C to the boiling point of the solvent used. The reaction time can be appropriately selected depending on the scale of the reaction, the reaction temperature, etc. For example, it can be selected within a range of a few minutes to 48 hours. Furthermore, this reaction can also be carried out under the atmosphere of an inert gas, such as nitrogen or argon. After the reaction is complete, the target product can be isolated from the reaction system by conventional methods, and if necessary, purified by recrystallization, column chromatography, etc., to produce the target product. The crude product containing the target product may be used in the next step without isolation.

[0111] The compounds or salts thereof according to the present invention, or their N-oxides, are useful as active ingredients in pest control agents for the insecticidal and control of harmful insects in agriculture and horticulture. In this invention, the insect species targeted for control (insect species for which the compound represented by formula (1) shows control effects) are not particularly limited and can be used to control a wide range of harmful insects in agriculture and horticulture. Preferred target insect species include, for example, the following:

[0112] Lepidoptera pests {For example, rice stem borer (Chilo suppressalis), darkheaded stem borer (Chilo polychrysus), white stem borer (Scirpophaga innotata), one-spot stem borer (Scirpophaga incertulas), Rupela albina, rice leaf borer (Cnaphalocrocis medinalis), Marasmia patnalis, rice leaf borer (Marasmia exigua), cotton leaf borer (Notarcha derogata), corn leaf borer (Ostrinia furnacalis), European corn borer (Ostrinia nubilalis), diamondback moth (Hellula undalis), black leaf borer (Herpetogramma luctuosale), sod webworm (Pediasia teterrellus), rice case worm (Nymphula depunctalis), sugarcane Crambidae family, including borers (Diatraea saccharalis); Pyralidae moths such as Elasmopalpus lignosellus and Plodia interpunctella; Spodoptera litura, Spodoptera exigua, Mythimna separata, Mamestra brassicae, Sesamia inferens, Spodoptera mauritia, Naranga aenescens, Spodoptera frugiperda, Spodoptera exempta, Agrotis ipsilon, Autographa nigrisigna, Plusia festucae, Soybean looper (Chrysodeixis includens), Trichoplusia spp., Heliothis This includes species such as Heliothis spp. (including Heliothis virescens), Helicoverpa spp. (including Helicoverpa armigera and Helicoverpa zea), and Noctuidae (including Anticarsia gemmatalis, Alabama argillacea, and Hydraecia immanis); The family Pieridae, including the cabbage white butterfly (Pieris rapae); Tortricidae moths such as the pear fruit moth (Grapholita molesta), plum fruit moth (Grapholita dimorpha), bean fruit moth (Leguminivora glycinivorella), adzuki bean pod moth (Matsumuraeses azukivora), apple leaf roller moth (Adoxophyes orana fasciata), tea leaf roller moth (Adoxophyes honmai), tea leaf roller moth (Homona magnanima), variegated leaf roller moth (Archips fuscocupreanus), codling moth (Cydia pomonella), citrus fruit leaf roller moth (Tetramoera schistaceana), bean shoot bore moth (Epinotia aporema), and citrus fruit borer (Ecdytolopha aurantiana); The family Gracilidae includes species such as Caloptilia theivora and Phyllonorycter ringoniella.

[0113] The family Carposinidae, including the peach fruit moth (Carposina sasakii); The family Lyonetiidae includes species such as the coffee leaf miner (Leucoptera coffeella), the peach leaf miner (Lyonetia clerkella), and the silver leaf miner (Lyonetia prunifoliella); The Lymantriidae family includes the genus Lymantria (such as the gypsy moth, Lymantria dispar) and the genus Euproctis (such as the brown-tail moth, Euproctis pseudoconspersa); Diamondback moths (Plutella xylostella), etc., belong to the family Pluteliidae; Gelechiidae moths such as Anarsia lineatella, Helcystogramma triannulella, Pectinophora gossypiella, Phthorimaea operculella, and Tuta absoluta; The Arctiidae family includes the fall webworm (Hyphantria cunea); Castniidae, such as Giant Sugarcane borer (Telchin licus); Cossidae moths, including the dwarf moth (Cossus insularis); Geometridae moths such as Ascotis selenaria; Limacodidae family, including species like Parasa lepida; Species such as *Stathmopoda masinissa*, belonging to the family *Stathmopodidae*; Sphingidae moths such as Acherontia lachesis; The family Sesiidae, including species such as Nokona feralis; Hesperiidae butterflies such as the rice leaf beetle (Parnara guttata).

[0114] Hemiptera pests {For example, the Delphacidae family includes species such as Laodelphax striatellus, Nilaparvata lugens, Sogatella furcifera, Peregrinus maidis, Javesella pellucida, Perkinsiella saccharicida, and Tagosodes orizicolus; Cicadellidae family, including species such as Nephotettix cincticeps, Nephotettix virescens, Nephotettix nigropictus, Recilia dorsalis, Empoasca onukii, Empoasca fabae, Dalbulus maidis, and Cofana spectra; The family Cercopidae includes species such as Mahanarva posticata and Mahanarva fimbriolata. Bean aphid (Aphis fabae), soybean aphid (Aphis glycines), cotton aphid (Aphis gossypii), European apple aphid (Aphis pomi), spirea aphid (Aphis spiraecola), peach aphid (Myzus persicae), straw chrysanthemum aphid (Brachycaudus helichrysi), radish aphid (Brevicoryne brassicae), rosy apple aphid (Dysaphis plantaginea), false radish aphid (Lipaphis erysimi), tulip aphid (Macrosiphum euphorbiae), potato aphid (Aulacorthum solani), lettuce aphid (Nasonovia ribisnigri), wheat aphid (Rhopalosiphum) Aphids include species of the family Aphididae, such as the corn aphid (Rhopalosiphum maidis), the citrus aphid (Toxoptera citricida), the peach aphid (Hyalopterus pruni), the barnyard aphid (Melanaphis sacchari), the rice aphid (Tetraneura nigriabdominalis), the straw cotton aphid (Ceratovacuna lanigera), and the apple cotton aphid (Eriosoma lanigerum); Aphids belonging to the family Phylloxeridae, including grape aphids (Daktulosphaira vitifoliae), pecan phylloxera (Phylloxera devastatrix), pecan leaf phylloxera (Phylloxera notabilis), and Southern pecan leaf phylloxera (Phylloxera russellae); Aphids belonging to the family Adelgidae, including Adelges tsugae, Adelges piceae, and Aphrastasia pectinatae;

[0115] The family Pentatomidae includes species such as the rice black bug (Scotinophara lurida), the Malayan rice black bug (Scotinophara coarctata), the green stink bug (Nezara antennata), the spiny white-spotted stink bug (Eysarcoris aeneus), the large spiny white-spotted stink bug (Eysarcoris lewisi), the white-spotted stink bug (Eysarcoris ventralis), the purple white-spotted stink bug (Eysarcoris annamita), the brown stink bug (Halyomorpha halys), the southern green stink bug (Nezara viridula), the brown stink bug (Euschistus heros), the red-banded stink bug (Piezodorus guildinii), Oebalus pugnax, and Dichelops melacanthus; Burrower brown bug (Scaptocoris castanea), etc., belonging to the family Cydnidae; The family Alydidae includes species such as Riptortus pedestris, Leptocorisa chinensis, and Leptocorisa acuta; Coreidae family, including species such as Cletus punctiger and Leptoglossus australis; Lygaeidae family, including species such as Caverelius saccharivorus, Togo hemipterus, and Blissus leucopterus; Miridae family, including species such as Trigonotylus caelestialium, Stenotus rubrovittatus, Stenodema calcarata, and Lygus lineolaris; Whiteflies of the family Aleyrodidae, including greenhouse whiteflies (Trialeurodes vaporariorum), tobacco whiteflies (Bemisia tabaci), citrus whiteflies (Dialeurodes citri), citrus spiny whiteflies (Aleurocanthus spiniferus), tea whiteflies (Aleurocanthus camelliae), and Eurya japonica whiteflies (Pealius euryae); The family Diaspididae includes species such as Abgrallaspis cyanophylli, Aonidiella aurantii, Diaspidiotus perniciosus, Pseudaulacaspis pentagona, Unaspis yanonensis, and Unaspis citri; Coccidae family, including the ruby ​​scale insect (Ceroplastes rubens); Icerya purchasi and Icerya seychellarum are examples of the Margarodidae family; Mealybugs of the family Pseudococcidae, including eggplant mealybug (Phenacoccus solani), black-spotted mealybug (Phenacoccus solenopsis), wisteria mealybug (Planococcus kraunhiae), mulberry mealybug (Pseudococcus comstocki), citrus mealybug (Planococcus citri), citrus mealybug (Pseudococcus calceolariae), long-tailed mealybug (Pseudococcus longispinus), and Tuttlemee's mealybug (Brevennia rehi); Psyllidae family, including species such as the citrus psyllid (Diaphorina citri), the citrus psyllid (Trioza erytreae), the pear psyllid (Cacopsylla pyrisuga), the Chinese pear psyllid (Cacopsylla chinensis), the potato psyllid (Bactericera cockerelli), and the pear psylla (Cacopsylla pyricola); Lace bugs of the family Corythucha, such as Corythucha ciliata, Corythucha marmorata, Stephanitis nashi, and Stephanitis pyrioides; Bed bugs (Cimex lectularius) and other members of the Cimicidae family, as well as giant cicadas (Quesada gigas) and other members of the Cicadidae family.

[0116] Coleoptera (beetle pests) {For example, Western corn rootworm (Diabrotica virgifera virgifera), Southern corn rootworm (Diabrotica undecimpunctata howardi), Northern corn rootworm (Diabrotica barberi), Mexican corn rootworm (Diabrotica virgifera zeae), Banded cucumber beetle (Diabrotica balteata), Cucurbit beetle (Diabrotica speciosa), Bean leaf beetle (Cerotoma trifurcata), Red-necked leaf beetle (Oulema melanopus), Cucumber beetle (Aulacophora femoralis), Striped flea beetle (Phyllotreta striolata), Cabbage flea beetle (Phyllotreta cruciferae), Western black flea beetle (Phyllotreta pusilla), Cabbage stem flea beetle (Psylliodes Chrysomelidae family, including species such as Chrysocephala, Colorado leaf beetle (Leptinotarsa ​​decemlineata), rice leaf beetle (Oulema oryzae), grape colaspis (Colaspis brunnea), corn flare beetle (Chaetocnema pulicaria), sweet potato leaf beetle (Chaetocnema confinis), potato flare beetle (Epitrix cucumeris), rice spine beetle (Dicladispa armigera), southern corn leaf beetle (Myochrous denticollis), four-spotted tortoise beetle (Laccoptera quadrimaculata), and tobacco flea beetle (Epitrix hirtipennis); Carabidae family, including seedcorn beetle (Stenolophus lecontei) and slender seedcorn beetle (Clivina impressifrons); Anomala cuprea, Anomala rufocuprea, Anomala albopilosa, Popillia japonica, Heptophylla picea, European chafer (Rhizotrogus majalis), Tomarus gibbosus, Holotrichia spp., Phyllophaga spp. including June beetle (Phyllophaga crinita), and Diloboderus spp. including Diloboderus abderus. Scarabaeidae (family Scarabaeidae, including spp.);

[0117] The cotton weevil (Araecerus coffeae), the ant weevil (Cylas formicarius), the sweet potato weevil (Euscepes postfasciatus), the alfalfa tadpole weevil (Hypera postica), the grain weevil (Sitophilus zeamais), the rice weevil (Echinocnemus squameus), the rice water weevil (Lissorhoptrus oryzophilus), the white-striped weevil (Rhabdoscelus lineatocollis), the cotton flower weevil (Anthonomus grandis), the grass weevil (Sphenophorus venatus), the Southern Corn Billbug (Sphenophorus callosus), the Soybean stalk weevil (Sternechus subsignatus), the Sugarcane weevil (Sphenophorus This includes species such as the levis, the rusty gourd weevil (Scepticus griseus), the brown gourd weevil (Scepticus uniformis), the Brazilian bean weevil (Zabrotes subfasciatus), the pine bark beetle (Tomicus piniperda), the coffee belly bore (Hypothenemus hampei), the Aracanthus genus (Aracanthus spp.) including Aracanthus mourei, and the cotton root bore (Eutinobothrus brasiliensis), among others belonging to the family Curculionidae; Tenebrionidae family, including species such as Tribolium castaneum and Tribolium confusum; Coccinellidae family, including the 28-spotted ladybug (Epilachna vigintioctopunctata); The family Bostrychidae, including the flat bark beetle (Lyctus brunneus); Family Ptinidae; Family Cerambycidae, including species such as Anoplophora malasiaca and Migdolus fryanus; Elateridae family, including genera such as Melanotus okinawensis, Agriotes fuscicollis, Melanotus legatus, Anchastus spp., Connoderus spp., Ctenicera spp., Limonius spp., and Aeolus spp.; Staphylinidae family, including species like Paederus fuscipes.

[0118] Thysanoptera pests {For example, the family Thripidae, such as Frankliniella occidentalis, Thrips palmi, Scirtothrips dorsalis, Thrips tabaci, Frankliniella intonsa, Stenchaetothrips biformis, and Echinothrips americanus; Phlaeothripidae, including Haplothrips aculeatus.

[0119] Diptera pests {For example, the Anthomyiidae family, such as the seed fly (Delia platura) and the onion fly (Delia antiqua); The family Ulidiidae, including the sugar beetroot maggot (Tetanops myopaeformis); The family Agromyzidae includes rice leafminers (Agromyza oryzae), tomato leafminers (Liriomyza sativae), bean leafminers (Liriomyza trifolii), and pea leafminers (Chromatomyia horticola); Chloropidae, including rice leafminer (Chlorops oryzae); Tephritidae family, including melon flies (Bactrocera cucurbitae), citrus fruit flies (Bactrocera dorsalis), eggplant fruit flies (Bactrocera latifrons), olive fruit flies (Bactrocera oleae), Queensland fruit flies (Bactrocera tryoni), Mediterranean fruit flies (Ceratitis capitata), etc. The family Ephydridae includes species such as Hydrellia griseola, Hydrellia philippina, and Hydrellia sasakii; Drosophila suzukii and other species of the Drosophilidae family; Phoridae family, including Megaselia spiracularis; Menthidae flies such as the moth fly (Clogmia albipunctata); Sciaridae family, including Bradysia difformis; Species belonging to the family Cecidomyiidae, such as the Hessian fly (Mayetiola destructor) and the rice gall midge (Orseolia oryzae); The family Diopsidae, including Diopsis macrophthalma; The family Tipulidae includes species such as the crane fly (Tipula aino), the common crane fly (Tipula oleracea), and the European crane fly (Tipula paludosa).

[0120] Hymenoptera pests {For example, the Tenthredinidae family, such as the turnip sawfly (Athalia rosae) and the Japanese turnip wasp (Athalia japonica); This includes species such as the fire ant (Solenopsis spp.), the brown leaf-cutting ant (Atta capiguara), and other species in the Formicidae family.

[0121] Orthoptera pests {For example, the migratory locust (Locusta migratoria), Moroccan grasshopper (Dociostaurus maroccanus), Australian grasshopper (Chortoicetes terminifera), red grasshopper (Nomadacris septemfasciata), Brown locust (Locustana pardalina), Tree locust (Anacridium melanorhodon), Italian locust (Calliptamus italicus), Differential grasshopper (Melanoplus differentialis), Two-striped grasshopper (Melanoplus bivittatus), Migratory grasshopper (Melanoplus sanguinipes), Red-legged grasshopper (Melanoplus femurrubrum), Clearwinged grasshopper (Camnula pellucida), Desert grasshopper (Schistocerca gregaria), Yellow-winged Grasshoppers (Acrididae) such as the locust (Gastrimargus musicus), spur-throated locust (Austracris guttulosa), short-winged grasshopper (Oxya yezoensis), long-winged grasshopper (Oxya japonica), and Taiwanese grasshopper (Patanga succincta); The family Gryllotalpidae, including the mole cricket (Gryllotalpa orientalis); Crickets of the family Gryllidae, including the European house cricket (Acheta domestica) and the field cricket (Teleogryllus emma); Mormon cricket (Anabrus simplex), etc., belonging to the family Tettigoniidae.

[0122] Cockroach pests (Blattodea) {For example, the family Blattellidae, such as the German cockroach (Blattella germanica); Cockroaches of the family Blattidae, including species such as the Oriental cockroach (Periplaneta fuliginosa), the American cockroach (Periplaneta americana), the brown cockroach (Periplaneta brunnea), the Eastern cockroach (Blatta orientalis), the Japanese cockroach (Periplaneta japonica), and the American cockroach (Periplaneta australasiae); Japanese termite (Reticulitermes speratus), Formosanus termite (Coptotermes formosanus), Incisitermes minor, Cryptotermes domesticus, Odontotermes formosanus, Neotermes koshunensis, Glyptotermes satsumensis, Glyptotermes nakajimai, Glyptotermes fuscus, Hodotermopsis sjostedti, Coptotermes guangzhouensis, Amami termite (Reticulitermes amamianus), Miyatake termite (Reticulitermes Termitidae include species such as Miyatakei, Reticulitermes kanmonensis, Nasutitermes takasagoensis, Pericapritermes nitobei, Sinocapritermes mushae, and Cornitermes cumulans.

[0123] Acari (Acari order pests) {For example, the family Tetranychidae, including species such as Tetranychus urticae, Tetranychus kanzawai, Tetranychus evansi, Panonychus citri, Panonychus ulmi, and the genus Oligonychus; Species of the family Eriophyidae include citrus rust mites (Aculops pelekassi), Ryukyu citrus rust mite (Phyllocoptruta citri), tomato rust mite (Aculops lycopersici), tea rust mite (Calacarus carinatus), tea long rust mite (Acaphylla theavagrans), false pear rust mite (Eriophyes chibaensis), apple rust mite (Aculus schlechtendali), persimmon rust mite (Aceria diospyri), Aceria tosichella, and perilla rust mite (Shevtchenkella sp.); Dust mites such as Polyphagotarsonemus latus (a type of broad mite) belong to the family Tarsonemidae. The family Tenuipalpidae, including Brevipalpus phoenicis; Family Tuckerellidae; Ixodidae ticks include species such as Haemaphysalis longicornis, Haemaphysalis flava, Dermacentor taiwanensis, Dermacentor variabilis, Ixodes ovatus, Ixodes persulcatus, Ixodes scapularis, Amblyomma americanum, Boophilus microplus, and Rhipicephalus sanguineus; Mite families (Acaridae) including Tyrophagus putrescentiae and Tyrophagus similis; Dust mites (Pyroglyphidae), such as Dermatophagoides farinae and Dermatophagoides pteronyssinus; Cheyletiidae mites, including Cheyletus eruditus, Cheyletus malaccensis, Cheyletus moorei, and Cheyletiella yasguri; The family Sarcoptidae, including ear mites (Otodectes cynotis) and scabies mites (Sarcoptes scabiei); Demodicidae mites, such as Demodex canis; Listrophoridae; Haplochthoniidae; The family Macronyssidae includes house mites (Ornithonyssus bacoti) and bird mites (Ornithonyssus sylviarum); The family Dermanyssidae, including Dermanyssus gallinae; Examples include the family Trombiculidae, such as Leptotrombidium akamushi.

[0124] Plant parasitic nematodes {For example, Aphelenchida nematodes such as rice stem nematode (Aphelenchoides besseyi), strawberry nematode (Aphelenchoides fragariae), leaf nematode (Aphelenchoides ritzemabosi), pine wood nematode (Bursaphelenchus xylophilus), potato cyst nematode (Globodera pallida), potato cyst nematode (Globodera rostochiensis), wheat cyst nematode (Heterodera avenae), soybean cyst nematode (Heterodera glycines), sugar beet cyst nematode (Heterodera schachtii), clover cyst nematode (Heterodera trifolii), arena cyst nematode (Meloidogyne arenaria), northern cyst nematode (Meloidogyne The order Tylenchida includes species such as the sweet potato root-knot nematode (Meloidogyne incognita), the Javan root-knot nematode (Meloidogyne javanica), the apple root-knot nematode (Meloidogyne mali), the southern root-knot nematode (Pratylenchus coffeae), the sawtooth root-knot nematode (Pratylenchus drenatus), the tea root-knot nematode (Pratylenchus loosi), the wheat root-knot nematode (Pratylenchus neglectus), the northern root-knot nematode (Pratylenchus penetrans), the walnut root-knot nematode (Pratylenchus vulnus), the citrus root-knot nematode (Radopholus citrophilus), and the banana root-knot nematode (Radopholus similis).

[0125] The insect species targeted for control in this invention (insect species for which the compound represented by formula (1) shows control effects) can also be used to control harmful organisms such as sanitary pests, shell pests, clothing pests, household pests, and parasites. It is particularly effective in controlling ectoparasites that harm humans and animals. The ectoparasites targeted for control include those that parasitize the back, armpits, lower abdomen, and inner thighs of host animals and obtain nutrients such as blood and dandruff from animals and birds, and those that fly to the back, buttocks, etc. of host animals and obtain nutrients such as blood and dandruff from animals and birds. Examples of ectoparasites include mites, lice, and fleas.

[0126] Examples of host animals for which the control agent of the present invention is effective include dogs, cats, mice, rats, hamsters, guinea pigs, squirrels, rabbits, ferrets; pet birds (e.g., pigeons, parrots, mynah birds, finches, parakeets, zebra finches, canaries); cattle, horses, pigs, sheep, goats; poultry (e.g., ducks, chickens, quail, geese); and honeybees (e.g., European honeybees, Japanese honeybees).

[0127] In other words, the pest control agent of the present invention is effective as an external parasite control agent for animals, targeting the aforementioned animals and birds.

[0128] The following are examples of pests that can be targeted as mites (Acari): Mites of the order Mesostigmata {e.g., Dermanyssidae, such as Dermanyssus gallinae; mites of the family Macronyssidae, including Ornithonyssus spp., such as Ornithonyssus sylviarum, Ornithonyssus bursa, and Ornithonyssus bacoti; mites of the family Laelapidae, including Laelaps echidninus, Laelaps jettmari, and Tropilalaps clarae; mites of the genus Varroa Mites of the family Varroidae, including the honeybee mite (Varroa destructor), Varroa jacobsoni, and Varroa underwoodi (spp.).

[0129] Ticks of the order Metastigmata {e.g., ticks of the family Argasidae, including Argas persicus and Argas reflexus of the genus Argas, and Ornithodoros moubata of the genus Ornithodoros; and Haemaphysalis concinna, Haemaphysalis punctata, Haemaphysalis cinnabarina, Haemaphysalis otophila, and Haemaphysalis reati of the genus Haemaphysalis Haemaphysalis longicornis, Haemaphysalis mageshimaensis, Haemaphysalis yeni, Haemaphysalis campanulata, Haemaphysalis pentalagi, Haemaphysalis flava, Haemaphysalis megaspinosa, Haemaphysalis japonica, Haemaphysalis douglasi, and species of the genus Amblyomma (Amblyomma spp.) such as Amblyomma americanum, Amblyomma variegatum, and Amblyomma maculatum. maculatum), Amblyomma hebraeum, Amblyomma cajennense, Amblyomma testudinarium, Ixodes spp.Ixodes ricinus, Ixodes hexagonus, Ixodes canisuga, Ixodes pilosus, Ixodes rubicundus, Ixodes scapularis, Ixodes holocyclus, Ixodes ovatus, Ixodes persulcatus, Ixodes nipponensis, and the subgenus Boophilus. Rhipicephalus (Boophilus) microplus, Rhipicephalus (Boophilus) decoloratus, Rhipicephalus (Boophilus) annulatus, Rhipicephalus (Boophilus) calceratus, Rhipicephalus spp. Rhipicephalus evertsi, Rhipicephalus sanguineus, Rhipicephalus bursa, Rhipicephalus appendiculatus * Rhipicephalus appendiculatus, Rhipicephalus capensis, Rhipicephalus turanicus, Rhipicephalus zambeziensis, Dermacentor spp.This includes ticks of the family Ixodidae, such as Dermacentor marginatus, Dermacentor reticulatus, Dermacentor pictus, Dermacentor albipictus, Dermacentor andersoni, and Dermacentor variabilis.

[0130] Mites of the order Astigmata (Acaridida) {e.g., mites of the family Psoroptidae, including species of the genus Psoroptidae such as the sheep mite (Psoroptes ovis), rabbit mite (Psoroptes cuniculi), horse mite (Psoroptes equi), species of the genus Chorioptes such as the food mite (Chorioptes bovis), and species of the genus Otodectes such as the ear mite (Otodectes cynotis); species of the genus Sarcoptes such as the dog mite (Sarcoptes scabiei) and dog mite (Sarcoptes Mites of the family Sarcoptidae, including Sarcoptes canis, Sarcoptes bovis, Sarcoptes ovis, Sarcoptes rupicaprae, Sarcoptes equi, Sarcoptes suis, and Notoedres cati of the genus Notoedres; mites of the family Knemidokoptidae, including Knemidokoptes mutans of the genus Knemidokoptes.

[0131] Actinedida mites of the order Prostigmata {for example, mites of the family Demodixidae, including Demodex spp. species such as Demodex canis, Demodex bovis, Demodex ovis, Demodex caprae, Demodex equi, Demodex caballi, Demodex suis, and Demodex cati; mites of the family Trombiculidae, including Trombicula alfreddugesi and Trombicula akamushi.}

[0132] The following are examples of lice (Phthiraptera) that are considered pests: Louses of the suborder Anoplura {e.g., louses of the family Haematopinidae, including the genus Haematopinus (horse louse Haematopinus asini, cow louse Haematopinus eurysternus, and pig louse Haematopinus suis); genus Linognathus (dog louse Linognathus setosus, cow louse Linognathus vituli, Linognathus ovillus, Linognathus oviformis, Linognathus pedalis, goat louse Linognathus (stenopsis), a type of louse belonging to the family Linognathidae, including the genus Solenopotes (Solenopotes capillatus).

[0133] Biting louses of the suborder Amblycerae {For example, species of the genus Menacanthus, such as the chicken louse (Menacanthus stramineus), chicken horn louse (Menacanthus cornutus), and chicken horn louse (Menacanthus pallidulus), and louses of the family Menoponidae, such as the chicken louse (Menopon gallinae) of the genus Menopon}.

[0134] Biting louses of the suborder Ischnocera {e.g., species of the genus Columbiaco, such as Columbiaco columbae, Cuclotogaster heterographus, Goniodes dissimilis, Goniodes gigas, Goniodes gallinae, and Lipeurus caponis}, as well as species of the genus Bobicola (Philopteridae); This family of lice (Trichodectidae) includes the cattle louse (Bovicola bovis), sheep louse (Bovicola ovis), Bobicola limbata, goat louse (Bovicola caprae), horse louse (Bovicola equi), dog louse (Trichodectes canis) of the genus Trichodectes, and cat louse (Felicola subrostrata) of the genus Felicola.

[0135] The following are examples of fleas (Siphonaptera) that are considered pests: for example, fleas of the family Tungidae, including the sand flea (Tunga penetrans) of the genus Tunga; dog fleas (Ctenocephalides canis) and cat fleas (Ctenocephalides felis) of the genus Ctenocephalides; hedgehog fleas (Archaeopsylla erinacei) of the genus Archaeopsylla; oriental mouse fleas (Xenopsylla cheopis) of the genus Xenopsylla; human fleas (Pulex irritans) of the genus Pulex; and chicken fleas (Echidnophaga) of the genus Echidnophaga. Fleas of the family Pulicidae, including gallinacea; fleas of the family Ceratophyllidae, including the bird flea (Ceratophyllus gallinae), the Japanese rat flea (Ceratophyllus anisus), and the European rat flea (Nosopsyllus fasciatus) of the genus Nosopsyllus; fleas of the family Leptopsyllidae, including the blind rat flea (Leptopsylla segnis) of the genus Leptopsylla.

[0136] Other target ectoparasites include Hemiptera pests. Examples of Hemiptera pests include: for example, insects of the family Cimicidae, including the bed bug (Cimex lectularius) of the genus Cimex; insects of the family Reduviidae, including the assassin bug (Rhodnius prolixus) of the genus Panstrongylus, the Venezuelan assassin bug (Rhodnius prolixus) of the genus Rhodnius, and the assassin bug (Triatoma infestans) of the genus Triatoma.

[0137] In addition, it is effective against Diptera pests, which are stinging insects (chewing flies, blood-sucking adult flies, migratory diptera larvae, and parasitic fly maggots). Examples of Diptera pests include the following:

[0138] Nematocera {For example (a) Species of the genus Culex (Culex spp.) such as Culex quinquefasciatus, Culex pipiens pallens, Culex tarsalis, Culex pipiens molestus, Culex pipiens fatigans, Culex tritaeniorhynchus summorosus, Species of the genus Armigeres (Armigeres spp.) such as Armigeres subalbatus, Species of the genus Anopheles (Anopheles spp.) such as Anopheles gambiae, Anopheles maculipennis, Anopheles Mosquitoes of the family Culicidae, including Anopheles lesteri, Aedes aegypti, Aedes albopictus, Aedes taeniorhynchus, Aedes togoi, and Aedes vexans nipponii; (b) Black flies of the family Simuliidae, including Simulium reptans, Simulium ornatum, Simulium venustum, Simulium salopiense of the genus Simulium, and Prosimulium yezoense of the genus Prosimulium; Culicoides arakawae, Culicoides pictimargo, Culicoides kibunensis, Culicoides homotomus, Culicoides oxystoma, and Culicoides This family of midges (Ceratopogonidae) includes species such as *Culicoides nipponensis*, *Culicoides punctatus*, *Culicoides maculatus*, and *Culicoides matsuzawai*.

[0139] Brachycera {For example, (a) For example, the genus Tabanus (Tabanus spp.) Tabanus bromius, Tabanus spodopterus, Tabanus atratus, Tabanus sudeticus, horsefly (Tabanus trigonus), horsefly (Tabanus chrysurus), white horsefly (Tabanus trigeminus), striped horsefly (Tabanus fulvimedioides), white-banded horsefly (Tabanus iyoensis), the genus Chrysops (Chrysops spp.) Chrysops caecutiens, Chrysops relictus, golden-eyed horsefly (Chrysops Fly species of the Tabanidae family, including *Suavis* and *Chrysops japonicus*; Species of the genus Muscina (houseflies): Musca domestica, Musca bezzii, Musca hervei, Musca conducens, Musca stabulans; Species of the genus Stomoxys (stable flies): Stomoxys calcitrans; Species of the genus Haematobia (bush flies): Haematobia irritans, Haematobia irritans exigua, Haematobia stimulans; Species of the genus Fannia (small houseflies): Fannia Flies of the family Muscidae, including *Muscidae canisularis*; Flies of the family Glossinidae, including species of the genus Glossina; Flies of the family Hippoboscidae, including the genus Melophagus (Melophagus ovinus); Calliphora lata, a species of the genus Calliphora; Flies of the family Calliphoridae, including the genus Lucilia (Lucilia (Phaenicia) cuprina, Lucilia (Phaenicia) sericata, and Lucilia illustris), and the genus Chrysomyia (Chrysomya hominivorax, Chrysomya chloropyga, and Chrysomya bezziana); The following are species of botflies: Cuterebra spp. (subfamily Cuterebrinae), Hypoderma bovis and Hypoderma lineatum (subfamily Hypodermatinae), and Gasterophilus intestinalis, Gasterophilus haemorroidalis, Gasterophilus inermis, Gasterophilus nasalis, Gasterophilus nigricornis, and Gasterophilus nasalis (subfamily Gasterophilinae). (Pecorum), a type of fly belonging to the family Oestridae, which includes the genus Oestrus (Oestrus ovis) within the subfamily Oestrinae.

[0140] When using the compound represented by formula (1) as a pest control agent such as an insecticide for agriculture and horticulture or an animal pest control agent, the compound represented by formula (1) may be used as is, or it may be mixed with a suitable solid carrier, liquid carrier, gaseous carrier, surfactant, dispersant, other formulation aids, etc. to prepare and use an agricultural chemical formulation. Preferably, the agricultural chemical formulation can be an emulsion, EW agent, liquid, suspension, wettable powder, granular wettable powder, powder, DL powder, powder and granules, granules, tablet, oil, aerosol, flowable, dry flowable, microcapsule, etc. Any of these can be used as an arbitrarily selected dosage form for the agricultural chemical formulation. In this invention, the term "carrier" refers to a solid carrier, liquid carrier, gaseous carrier, etc.

[0141] Examples of the solid carriers include talc, bentonite, clay, kaolin, diatomaceous earth, vermiculite, white carbon, calcium carbonate, acid clay, silica sand, silica, zeolite, perlite, attapulgite, pumice, ammonium sulfate, sodium sulfate, and urea. Examples of the liquid carrier include alcohols such as methanol, ethanol, n-hexanol, ethylene glycol, and propylene glycol; ketones such as acetone, methyl ethyl ketone, and cyclohexanone; aliphatic hydrocarbons such as n-hexane, kerosene, and lamp oil; aromatic hydrocarbons such as toluene, xylene, and methylnaphthalene; ethers such as diethyl ether, dioxane, and tetrahydrofuran; esters such as ethyl acetate; nitriles such as acetonitrile and isobutyronitrile; acid amides such as dimethylformamide and dimethylacetamide; vegetable oils such as soybean oil and cottonseed oil; dimethyl sulfoxide; and water. Examples of the gaseous carrier include LPG, air, nitrogen, carbon dioxide, and dimethyl ether. Examples of the surfactant and dispersant include alkyl sulfate esters, alkyl (aryl) sulfonates, polyoxyalkylene alkyl (aryl) ethers, polyhydric alcohol esters, lignin sulfonates, alkyl sulfosuccinates, formalin condensates of alkylnaphthalene sulfonates, polycarboxylates, POE polystyrenephenyl ether sulfates and phosphates, and POE·POP block polymers. Furthermore, examples of the aforementioned formulation aids include carboxymethylcellulose, hydroxypropylcellulose, polyvinyl alcohol, xanthan gum, pregelatinized starch, gum arabic, polyvinylpyrrolidone, ethylene-acrylic acid copolymer, ethylene-vinyl acetate copolymer, polyethylene glycol, liquid paraffin, calcium stearate, and defoamers, preservatives, and the like. The aforementioned carriers, surfactants, dispersants, and formulation aids can be used individually or in combination as needed.

[0142] The content of the compound represented by formula (1), which is the active ingredient in the pesticide formulation, is not particularly limited, but is preferably 1 to 75% by weight for emulsions, 0.3 to 25% by weight for powders, 1 to 90% by weight for wettable powders, and 0.1 to 10% by weight for granules. The pest control agent according to the present invention can be used as is or diluted.

[0143] When the compound represented by formula (1) is used as a miticide to control mites that parasitize livestock such as cattle and pigs, and pet animals such as dogs and cats, it can be used in an amount such that the active ingredient is 0.01 to 1000 mg per 1 kg of host animal. Acaricides for pest control can be applied using known veterinary methods. For example, when the purpose is systemic suppression, methods include administering the animal by tablet, capsule, immersion solution, feed mixture, suppository, or injection (intramuscular, subcutaneous, intravenous, intraperitoneal, etc.). When the purpose is non-systemic suppression, methods include administering an oily or aqueous solution by spraying, pouring, or spot-on, or by kneading the acaricide into a resin, molding the mixture into a suitable shape such as a collar or ear tag, and attaching it to the animal. The acaricide for pest control according to the present invention can be used as is or diluted.

[0144] Furthermore, the pest control agent according to the present invention can be mixed with or used in combination with other insecticides, nematicides, fungicides, acaricides, herbicides, plant growth regulators, fertilizers, etc. Examples of drugs that can be mixed or used in combination include the Pesticide Manual (18th edition, published by The British Crop Protection Council), the Shibuya Index (SHIBUYA INDEX 17th edition, 2014, published by SHIBUYA INDEX RESEARCH GROUP), the Mode of Action Classification Scheme Version 9.3 (published by IRAC), and the FRAC Code List. (C) Examples include those listed in "2020: Fungicides sorted by mode of action" (2020 edition, published by FRAC) and those whose structures can be identified on the internet (http: / / www.alanwood.net / pesticides / sitemap.html).

[0145] More specifically, insecticides, nematicides, and acaricides include, for example, the following compounds: Alanicarb, aldicarb, bendiocarb, bendiocarb, benfuracarb, butocarboxim, butoxycarboxim, carbaryl, carbofuran, carbosulfan, ethiofencarb, fenobucarb, formetanate, furathiocarb Carbamate compounds such as rb, isoprocarb, methiocarb, methomyl, oxamyl, pirimicarb, propoxur, thiodicarb, thiofanox, trizamate, trimethacarb, XMC, xylylcarb, metolcarb, fenothiocarb, and fenoxycarb, Acephate, azamethiphos, azinphos-ethyl, azinphos-methyl, ethylthiometon, chlorethoxyfos, caduafos, chlorethoxyfos, chlorfenvinphos, chlormephos, chlorpyrifos, chlorpyrifos-methyl, coumaphos, cyanophos cyanophos, demeton-S-methyl, diazinon, dichlorvos, dicrotophos, dimethoate, dimethylvinphos, EPN, ethion, etoprophos, famphur, fenamifos, fenitrothion, fenthion, fosthiazate, heptenophos, imicyaphos Isophenphos, isopropyl O-(methoxyaminothiophosphoryl)salicylate, isoxathion, malathion, mecarbam, methamidophos, methidathion, mevinphos, monocrotophos, naled, omethoate, dioxydemeton ethyl, parathion, parathion-methylPAP, phorate, phosalone, phosmet, phosphamidon, phoxim, pirimiphos-methyl, profenofos, propetamphos, prothiofos, pyraclofos, pyridaphenthion, quinalphos, sulfotep, tebupirimfos, temephos Organic phosphate ester compounds such as hos, terbufos, tetrachlorvinphos, thiometon, triazophos, trichlorfon, vamidothion, chlorpyrifos-ethyl, disulfoton, sulprofos, flupyrazophos, phenthoate, fonofos, and tribufos.

[0146] Organochlorine compounds such as endosulfan, alpha-endosulfan, gamma-HCH, dicofol, chlordane, dieldrin, and methoxychlor. Phenylpyrazole compounds such as acetoprole, fipronil, ethiprole, pyrafluprole, pyriprole, flufiprole, and nicofluprole, Metadiamide compounds such as broflanilide and cyproflanilide, Isoxazoline compounds such as afoxolaner, fluralaner, sarolaner, fluxametamide, lotilaner, and isocycloseram. acrinathrin, allethrin, d-cis-trans allethrin, bifenthrin, kappa-bifenthrin, bioallethrin S-cyclopentenyl S-cyclopentenyl), bioresmethrin, cycloprothrin, cyfluthrin, beta-cyfluthrin, cyhalothrin, lambda-cyhalothrin, gamma-cyhalothrin, cypermethrin, alpha-cypermethrin, beta-cypermethrin, theta-cypermethrin, zeta-cypermethrin, cyphenothrin, deltamethrin, empenthrin, esphenothrin Esfenvalerate, etofenprox, fenpropathrin, fenvalerate, flucythrinate, flumethrin, tau-fluvalinate, halfenprox, imiprothrin, kadethrin, permethrin, phenothrin, prallethrin, pyrethrin, resmethrin, silafluofen, tefluthrin, kappa-tefluthrin, phthalthrin,Tetramethrin, tralomethrin, transfluthrin, metoxadiazone, metofluthrin, profluthrin, pyretorum, terallethrin, momfluorothrin, heptafluthrin, meperfluthrin, tetramethrin Pyrethroid compounds such as tetramethylfluthrin, dimefluthrin, and protrifenbut; neonicotinoid compounds such as acetamiprid, chlothianidin, dinotefuran, imidacloprid, nitenpyram, thiacloprid, and thiamethoxam; Sulfoxamine compounds such as sulfoxaflor, butenolide compounds such as flupyradifurone,

[0147] Mesoionic compounds such as triflumezopyrim and dichloromezotiaz, 2-aminopyridine compounds such as flupyrimin, and spinosine compounds such as spinosad and spinetoram, Macrolide compounds such as abamectin, ivermectin, emamectin benzoate, milbemectin, and lepimectin. Juvenile hormone-like compounds such as hydroprene, quinoprene, diofenolan, and methoprene, 4-phenoxyphenoxy compounds such as pyriproxyfene, pyridineazomethine compounds such as pymetrozine, Pyridinecarboxamide compounds such as flonicamid, Oxazole compounds such as ethoxazole, Bacillus thuringiensis and Bacillus sphaericus insecticides such as Bt subsp. israelensis, Bt subsp. aizawai, Bt subsp. kurstaki, and Bt subsp. tenebrionis, and the insecticidal proteins they produce. The insecticidal protein produced by the Bt crops mentioned above,

[0148] Thiourea compounds such as diafenthiuron, Organometallic compounds such as azocyclotin, cyhexatin, and fenbutatin oxide, Sulfite-based and diphenyl ether compounds such as propargite, Diphenyl sulfone compounds such as tetradifon, Pyrrole compounds such as chlorfenapyr and tralopyril, Dinitro compounds such as DNOC, Nereistoxin analogs such as bensultap, cartap, thiocyclam, thiosultap, and thiosultap sodium, Benzoylurea compounds such as bistrifluron, chlorfluazuron, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, nobiflumuron, teflubenzuron, triflumuron, and bistrifluron. Thiadiazine compounds such as buprofezin, Triazole compounds such as cyromazine, Diacylhydrazine compounds such as chromafenozide, halofenozide, methoxyfenozide, and tebufenozide, Amidine compounds such as amitraz, Amidinohydrazone compounds such as hydramethylnon, Naphthoquinone compounds such as acequinocyl Strobilurin compounds such as fluacrypyrim, pyriminostrobin, and flufenoxystrobin, Quinazoline compounds such as fenazaquin, Phenoxypyrazole compounds such as fenpyroxymate, Phenoxyethylamine compounds such as pyrimidifen, Pyridazinone compounds such as pyridaben, Pyrazole-4-carboxamide compounds such as tebufenpyrad, tolfenpyrad, pyflubumide, and dimpropyridaz, Hydrazine carboxamide compounds such as metaflumizone,

[0149] Tetronic acid and tetramic acid compounds such as spirodiclofen, spirotetramat, spiromesifen, spiropidion, and spidoxamat, Beta-ketonitrile compounds such as cyflumetofen, cyenopyrafen, and cyetpyrafen, Phthalamide compounds such as flubendiamide, Anthranilic acid amide compounds such as chlorantraniliprole, cyantraniliprole, cyclaniliprole, tetraniliprole, cyhalodiamide, and tetrachlorantraniliprole, Quinoxaline compounds such as quinomethionate, Thiazolidinone compounds such as hexythiazox, Hydrazine compounds such as bifenazate, Pyridinamine compounds such as flufenerim, Aminoquinazoline compounds such as pyrifluquinazon, 6-phenoxyquinoline compounds such as flometoquin, Pyridinylethylbenzamide compounds such as fluopyram, Pyridinylcyclobutynylamide compounds such as cyclobutrifluram, Sulfonamide compounds such as fluazaindolizine and amidoflumet, Pyridylpyrazole compounds such as ticlopyrazoflor, Oxadiazole compounds such as tioxazafen, Benzooxazole compounds such as oxazosulfyl.

[0150] In addition, other insecticides, nematicides, and acaricides include nicotine, chloropicrin, sulfuryl fluoride, crylotie, clofentezine, diflovidazin, rotenone, indoxacarb, and piperonyl butoxide. Butoxide, chlordimeform, pyridalyl, azadirachtin, benzoxymate, afidopyropen, fluhexafon, fluensulfone, benclothiaz, carzole, insecticide soap, dimehypo, nithiazine, borate Examples of compounds include salt, metaaldehyde, ryanodine, sulfuramide, acynonapyr, benzpyrimoxan, 3-bromo-N-(2,4-dichloro-6-(methylcarbamoyl)phenylyl)-1-(3,5-dichloropyridine-2-yl)-1H-pyrazole-5-carboxamide, and flupentiofenox. Furthermore, the pest control agent according to the present invention can be mixed with or used in combination with microbial pesticides such as entomopathogenic bacteria, entomopathogenic viruses, and entomopathogenic fungi.

[0151] Examples of disinfectants used include the following: Phenylamide compounds such as metalaxyl, metalaxyl-M, oxadixyl, ofurase, benalaxyl, benalaxyl-M, kiralaxyl, ofurace, furalaxyl, and cyprofuram. Hydroxypyrimidine compounds such as bupyrimate, dimethilimol, and ethilimol, Isoxazole compounds such as hymexazole and hydroxyisoxazole, piperidinyl thiazole isoxazoline compounds such as oxathiapiprolin and fluoxapiprolin, Isothiazolone compounds such as octylinone, Carboxylic acid compounds such as oxolinic acid, Benzimidazole-thiophanate compounds such as benomyl, thiophanate-methyl, carbendazole, fuberidazole, thiabendazole, and debacarb, N-phenylcarbamate compounds such as diethofencarb, Toluamide compounds such as zoxamide, Ethalaminothiazole carboxamide compounds such as ethaboxam, Phenylurea compounds such as pencycuron, Pyridinylmethylbenzamide compounds such as fluopicolide and fluopimomide, Pyrimidine amine compounds such as diflumetrim and bupirimate,

[0152] Benzanilide compounds such as benodanil, flutolanil, mepronil, and flufenoxadiazam, Phenyloxoethylthiophenamide compounds such as isofetamide, Pyridinylethylbenzamide compounds such as fluopyram, francarboxamide compounds such as fenfuram, Oxatiin carboxamide compounds such as oxycarboxin and carboxin, Thiazole carboxamide compounds such as tifluzamide, Pyrazole-4-carboxamide compounds such as fluxapyroxad, furametpyr, penflufen, penthiopyrad, benzovindiflupyr, bixafen, isopyrazam, sedaxane, inpyrfluxam, fluindapyr, isoflucypram, pyrapropoyne, and flubeneteram. Pyridinecarboxamide compounds such as boscalid, Strobilurin compounds such as azoxystrobin, coumetoxystrobin, kresoxym-methyl, trifloxystrobin, picoxystrobin, pyraclostrobin, dimoxystrobin, metominostrobin, orysastrobin, fluoxastrobin, pyraoxystrobin, pyrametostrobin, fluphenoxystrobin, fenaminstrobin, enoxastrobin, coumoxystrobin, mandestrobin, and triclopyricarb.

[0153] Oxazolidinedione compounds such as famoxadone, Imidazolinone compounds such as fenamidone, Benzylcarbamate compounds such as triclopyricarab and pyribencarb, Cyanoimidazole compounds such as cyazofamide, Sulfamoyltriazole compounds such as amisulbrom, Dinitrophenylcroton compounds such as binapacryl, meptyldinocap, and dinocap. 2,6-dinitroaniline compounds such as fluazinam, Pyrimidinone hydrazone compounds such as ferimzone, Organic and inorganic metal compounds such as fentin acetate, fentin chloride, fentin hydroxide, fenthin hydroxide, fenthin acetate, and oxine copper. Thiofencarboxamide compounds such as silthiofam, Triazolopyrimidineamine compounds such as ametoctradin, Anilinopyrimidine compounds such as mepanipyrim, nitrapyrin, pyrimethanil, and cyprodinil, Enopyranuronic acid antibiotics such as blasticidin-S, Hexopyranosyl antibiotics such as kasugamycin and kasugamycin hydrochloride hydrate, Glucopyranosyl antibiotics such as streptomycin Tetracycline antibiotics such as oxytetracycline, Allyloxyquinoline compounds such as quinoxyfen, Quinazoline compounds such as proquinazid, Cyanopyrrole compounds such as fludioxonil and fenpiclonil, Dicarboxyimide compounds such as fluoroimide, procymidone, iprodione, and vinchlozolin, Phosphothiolate compounds such as edifenphos, iprobenphos, and pyrazophos, Dithiolane compounds such as isoprothiolane, Propylcarbamate compounds such as propamocarb and propamocarb hydrochloride, Bacillus species such as Bacillus subtilis (QST713, FZB24, MBI600, D747 strains) and the bactericidal proteins they produce, Bactericidal proteins produced by the aforementioned Bt crop,

[0154] Terpene hydrocarbons and terpene alcohols, such as extracts of Goseicajeput, Piperazine compounds such as triforine, Pyridine compounds such as pyrifenox and pyrisoxazole, Pyrimidine compounds such as fenarimol, nuarimol, and flumetylsulforiim, Azaconazole, Bromuconazole, Diniconazole, Diniconazole-M, Epoxyconazole, Fluquinconazole, Oxpoconazole, Pefurazoate, Difenoconazole, Fenbuconazole, Imibenconazole, Ipconazole, Metconazole, Tetraconazole, Triadimefon, Triadimenol, Triticonazole, Uniconazole, Imazalil, Bitertanol Azole compounds such as nol, triflumizole, etaconazole, propiconazole, penconazole, flusilazole, flutriafol, myclobutanil, paclobutrazol, prothioconazole, cyproconazole, tebuconazole, hexaconazole, prochloraz, simeconazole, ipfentrifluconazole, fluoxythioconazole, aldimorph, dodemorph, and dodemorph acetate.Morpholine compounds such as acetate, tridemorph, fenpropimorph, dimethomorph, flumorph, and pyrimorph, Piperidine compounds such as piperalin and fenpropidin, Spiroxamine and other spirochetalamine compounds, Hydroxyalide compounds such as fenhexamide, aminopyrazolinone compounds such as fenpyrazamine, Thiocarbamate and dithiocarbamate compounds such as ferbam, metam, metasulfocarb, metiram, thiram, mancozeb, maneb, zineb, ziram, polycarbamate, propineb, thiuram, and pyributicarb. Glucopyranosyl antibiotics such as validamycin Nucleoside antibiotics such as mildiomycin and polyoxin,

[0155] Valinamide carbamate compounds such as benthiavalicarb, benthiavalicarb-isopropyl, valifenalate, and iprovalicarb. Mandelic acid amide compounds such as mandipropamid, picolinamide compounds such as fenpicoxamide, florylpicoxamide, and metarylpicoxamide, Isobenzofuranone compounds such as fthalides, Pyrroquilone and other pyrroloquinolinone compounds, Triazolobenzothiazole compounds such as tricyclazole, Cyclopropanecarboxamide compounds such as carpropamid, Carboxamide compounds such as diclocimet, Propionamide compounds such as fenoxanil, Benzothiadiazole compounds such as acibenzolar-S-methyl, Benzoisothiazole compounds such as probenazole and diclobentiazox, Thiadinil and other thiadiazole carboxamide compounds, Isotianil and other isothiazole carboxamide compounds, Cyanoacetamide oxime compounds such as cymoxanil, Ethyl phosphonate compounds such as fosetyl, Phthalamic acid compounds such as techlophthalam, Benzotriazine compounds such as triazoxide, Benzene sulfonic acid compounds such as furusulfamide, Pyridazinone compounds such as diclomezine, Phenylacetamide compounds such as cyflufenamide, Benzophenone compounds such as metrafenopne, Benzoylpyridine compounds such as pyriophenone, Cyanomethylentiazolidine compounds such as flutianil, 4-quinolylacetic acid compounds such as tebufloquin, 3-phenoxyquinoline compounds such as ipflufenoquin,

[0156] Organophosphorus compounds such as fosetyl-aluminium and tolclofos-methyl, 1,2,4-thiadiazole compounds such as eclomezol Trifluoroethylcarbamate compounds such as tolprocarb, Bordeaux mixture, Copper compounds such as copper acetate, basic copper sulfate, oxy copper chloride, copper hydroxide, and oxine-copper, as well as inorganic compounds such as copper and sulfur. N-halogenothioalkyl compounds such as captan, captafol, and folpet, Organic chlorine compounds such as anilazine, chlorothalonil, dichlorophen, pentachlorophenol and their salts, hexachlorobenzene, and quintozene. Guanidine compounds such as iminoctadine triacetate salt, iminoctadine albesilate, guanidine, dodine, dodine free base, guazatine, guazatine acetate salt, and albesilate. Anthraquinone compounds such as dithianone, Quinoxaline compounds such as quinomethionate, Maleimide compounds such as fluoroimide, Sulfenic acid compounds such as tolylfluanid and dichlofluanid, Dinitrophenol compounds such as dinobuton, Cyclic dithiocarbamate compounds such as dazomet, Anilide compounds such as pyraziflumid, Nicotinic acid ester compounds such as aminopyrifen, Tetrazolinone compounds such as methyltetraprole, Pyridazine compounds such as pyridaclomethyl, Hydrazide compounds such as chloroinconazide.

[0157] Other disinfectants include dipymetitrone, picarbutrazox, tecnazen, nitrthal-isopropyl, dicyclomet, acibenzolar, prohexadione-calcium, bronopol, diphenylamine, flumetover, bethoxazin, biphenyl, chloroneb, CNA, iodcarb, prothiocarb, and seboctylamine.

[0158] The compound of the present invention represented by formula (1), or its salt or N-oxide, or its agriculturally and veterinaryally acceptable acid addition salt (all of which are also referred to as the "compound of the present invention"), can be used to control target pests by applying an effective amount thereof to plants, soil, or animals. That is, a method for controlling pests in these fields is provided. Here, the control method according to the present invention also includes a method of applying the compound of the present invention by fumigation in a sealed space. The compounds of the present invention also enhance crop vitality when applied to or in contact with crops, seeds on which crops grow, or placentas of crops in biologically effective amounts. When the target of treatment or contact is seeds, the amount of the compound of the present invention is not limited, but it is preferable that the compound of the present invention is present in an amount of about 0.0001 to about 1% by mass of the total amount of seeds after treatment. The present invention further provides the use of the compound of the present invention as an active ingredient in a composition for protecting animals and birds from harmful parasitic invertebrates. The composition contains the compound of the present invention in an amount that is parasitically effective and does not harm the target animals or birds. In the above use, the compound of the present invention is brought into contact with the harmful invertebrates or their habitat in a biologically effective amount to control the harmful invertebrates.

[0159] Next, specific examples of preferred embodiments of the compound of the present invention are shown below.

[0160] In equation (1), A is A-1, R C R C Equation (1-2) is -1, and A in equation (1) is A-3, R C R C In equation (1-3) where -1, [ka] R 2 , R 3 , R 4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A It is an (C1-C3) alkyl group, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R E , R F , R G , R H , and R I At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other RE , R F , R G , R H , and R I Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K D represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded, and D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0161] In equation (1), A is A-1, R C R C Equation (1-2) is -1, and A in equation (1) is A-3, R C R C In equation (1-3) where R is -1, 2 , R 3 , R 4 , and R 5 is a substituent listed in Tables 1-1, 1-2, 1-3, 1-4, 1-5, 1-6, and 1-7, D is a substituent listed in Table 2-1, E is a substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R E ~R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R E ~R I However, R E These are the substituents listed in Table 6, and R F The substituents are those listed in Table 7, and R G These are the substituents listed in Table 8, and R H The substituents are those listed in Table 9, and R I These are the substituents listed in Table 10, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0162] Also, depending on the case, A in equation (1) may be A-1, R C R C Equation (1-2) is -1, and A in equation (1) is A-3, R C R C In equation (1-3) where -1, (i);R 3 CF3, R 2 , R 4 and R 5 is H, D is OH, E is H, RB and R D H is R G The cyano group is R E , R F , R H and R I However, the compound is H, (ii); R 3 CF3, R 2 , R 4 and R 5 is H, D is OH, E is H, R B and R D H is R G is a 1-cyanocyclopropyl group, R E , R F , R H and R I However, a compound in which H is present, and (iii); R 3 CF3, R 2 , R 4 and R 5 H is, D is OMe, E is H, R B and R D H is R G is a 1-cyanocyclopropyl group, R E , R F , R H and R I However, compounds in which H is present, and (iv); R 2 , R 3 , R 4 , and R 5 is a substituent listed in Tables 1-1, 1-2, 1-3, 1-4, 1-5, and 1-6, D is a substituent listed in Table 2-2, E is a substituent listed in Table 3-2, and R B and R D The substituents are those listed in Table 4-2, and R C The present invention is a compound from which a compound in which -1 is a group selected from the group consisting of a 2-cyanophenyl group, a 3-cyanophenyl group, a 4-cyanophenyl group, a 2-(1-cyanocyclopropyl)phenyl group, a 3-(1-cyanocyclopropyl)phenyl group, and a 4-(1-cyanocyclopropyl)phenyl group is excluded, or a salt thereof, or an N-oxide thereof.

[0163] Table 1-1

[0164] Table 1-2

[0165] Table 1-3

[0166] Table 1-4

[0167] Table 1-5

[0168] Table 1-6

[0169] Table 1-7

[0170] Table 2-1

[0171] Table 2-2

[0172] Table 3-1

[0173] Table 3-2

[0174] [Table 4-1]

[0175] [Table 5]

[0176] [Table 6]

[0177] [Table 7]

[0178] [Table 8]

[0179] [Table 9]

[0180] [Table 10]

[0181] [Table 11]

[0182] In equation (1), A is A-1, R C R C -1, X E Equations (1-4) where N, and where A in equation (1) is A-3, R C R C -1, X E In equation (1-5) where N, [ka] R 2 , R 3 , R 4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A It is an (C1-C3) alkyl group, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R F , R G , R H , and R I At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R F , R G , R H , and R I Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0183] In equation (1), A is A-1, R C R C -1, X E Equations (1-4) where N, and where A in equation (1) is A-3, R C R C -1, X E In equation (1-5) where N, R 2 , R 3 , R 4 , and R 5is a substituent listed in Tables 1-1, 1-2, 1-3, 1-4, 1-5, 1-6, and 1-7, D is a substituent listed in Table 2-1, E is a substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, provided that R F ~R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R F ~R I However, R F The substituents are those listed in Table 7, and R G These are the substituents listed in Table 8, and R H The substituents are those listed in Table 9, and R I These are the substituents listed in Table 10, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0184] In equation (1), A is A-1, R C R C -1, X F Equations (1-6) where N, and where A in equation (1) is A-3, R C R C -1, X F In equation (1-7) where N, [ka] R 2 , R 3 , R 4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R E , R G , R H , and R I At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R E , R G , R H , and R I Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R KThis represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0185] In equation (1), A is A-1, R C R C -1, X F Equations (1-6) where N, and where A in equation (1) is A-3, R C R C -1, X F In equation (1-7) where N, R 2 , R 3 , R 4 , and R 5 is a substituent listed in Tables 1-1, 1-2, 1-3, 1-4, 1-5, 1-6, and 1-7, D is a substituent listed in Table 2-1, E is a substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R E and R G ~R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R E and RG ~R I However, R E These are the substituents listed in Table 6, and R G These are the substituents listed in Table 8, and R H The substituents are those listed in Table 9, and R I These are the substituents listed in Table 10, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0186] In equation (1), A is A-1, R C R C -1, X G Equations (1-8) where N, and in equation (1), A is A-3, R C R C -1, X G In equation (1-9) where N, [ka] R 2 , R 3 , R 4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y4 This represents a group selected from the group consisting of, R E , R F , R H , and R I At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R E , R F , R H , and R I Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0187] In equation (1), A is A-1, R C R C -1, X G Equations (1-8) where N, and in equation (1), A is A-3, R C R C -1, X G In equation (1-9) where N, R 2 , R 3 , R 4 , and R 5 is a substituent listed in Tables 1-1, 1-2, 1-3, 1-4, 1-5, 1-6, and 1-7, D is a substituent listed in Table 2-1, E is a substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R E , R F , R H , and R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R E , R F , R H , and R I However, R E These are the substituents listed in Table 6, and R F The substituents are those listed in Table 7, and R H The substituents are those listed in Table 9, and R I These are the substituents listed in Table 10, and R AThe substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0188] In equation (1), A is A-1, R C R C -1, X E , and X I Equations (1-10) where N, and where A in equation (1) is A-3, R C R C -1, X E , and X I In equation (1-11) where N, [ka] R 2 , R 3 , R 4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R F , R G , and R H At least one is -B-(CR J RK ) p -CN is a group having a cyano group, and other R F , R G , and R H Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0189] In equation (1), A is A-1, R C R C -1, X E , and X I Equations (1-10) where N, and where A in equation (1) is A-3, R C R C -1, X E , and X I In equation (1-11) where N, R 2 , R 3 , R 4 , and R 5 is a substituent listed in Tables 1-1, 1-2, 1-3, 1-4, 1-5, 1-6 and 1-7, D is a substituent listed in Table 2-1, E is a substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R F , R G , and R H Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R F , R G , and R H However, R F The substituents are those listed in Table 7, and R G These are the substituents listed in Table 8, and R H The substituents are those listed in Table 9, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0190] In equation (1), A is A-1, R C R C -1, X E , and X H Equations (1-12) where N, and where A in equation (1) is A-3, R C R C -1, X E , and X HIn the formula (1-13) where it is N, [Chemical Formula] R 2 、R 3 、R 4 、and R 5 are each independently, at least one of which is a group selected from the group consisting of halo (C1-C6) alkyl, halo (C3-C6) cycloalkyl, (C1-C6) alkoxy, halo (C1-C6) alkoxy, halo (C2-C6) alkenyl, halo (C2-C6) alkenyloxy, halo (C1-C6) alkylthio, halo (C1-C6) alkylsulfinyl, halo (C1-C6) alkylsulfonyl, and (C=O)NY 1 Y 2 and the others are groups selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and (C1-C3) alkoxy, R A is (C1-C3) alkyl, R B and R D are each independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, halo (C1-C3) alkyl, cyclopropyl, (C1-C3) alkoxy, halo (C1-C3) alkoxy, cyano, and NY 3 Y 4 represents a group selected from the group consisting of, R F 、R G 、and R I at least one of which is a group having a cyano group represented by -B-(CR J R K ) p -CN, and the other Rs F 、R G 、and R Iis, independently of each other, a hydrogen atom, a halogen atom, (C1-C6)alkyl, halo(C1-C6)alkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, (C1-C6)alkylthio, halo(C1-C6)alkylthio, (C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfinyl, (C1-C6)alkylsulfonyl, halo(C1-C6)alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 is one or more groups selected from the group consisting of: said p represents 0, 1, 2 or 3, said B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond, said R J and R K are each independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3)alkyl, and halo(C1-C3)alkyl, or a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group formed integrally with the carbon atom to which R J and R K are attached, D represents a group selected from the group consisting of hydroxy, optionally substituted (C1-C6)alkoxy, and optionally substituted (C3-C6)cycloalkoxy, E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6)alkyl, optionally substituted (C3-C6)cycloalkyl, optionally substituted (C1-C6)alkylcarbonyl, optionally substituted (C3-C6)cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6)alkoxycarbonyl, Y 3 and Y 4 each independently represent a hydrogen atom or a (C1-C3)alkyl group, A compound or a salt thereof or their N-oxide, wherein n is an integer of 0 to 2.

[0191] In equation (1), A is A-1, R C R C -1, X E , and X H Equations (1-12) where N, and where A in equation (1) is A-3, R C R C -1, X E , and X H In equation (1-13) where N, R 2 , R 3 , R 4 , and R 5 is a substituent listed in Tables 1-1, 1-2, 1-3, 1-4, 1-5, 1-6 and 1-7, D is a substituent listed in Table 2-1, E is a substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R F , R G , and R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R F , R G , and R I However, R F The substituents are those listed in Table 7, and R G These are the substituents listed in Table 8, and R I These are the substituents listed in Table 10, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0192] In equation (1), A is A-1, R C R C -1, X E , and X G Equations (1-14) where N, and where A in equation (1) is A-3, R C R C -1, X E , and X G In equation (1-15) where N, [ka] R 2 , R 3 , R 4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R F , R H , and R I At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R F , R H , and R I Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, p represents 0, 1, 2, or 3, B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond, said R J and R K each independently represents a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1 - C3)alkyl, and halo(C1 - C3)alkyl, or a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group formed integrally with the carbon atom to which R J and R K are attached, D represents a group selected from the group consisting of hydroxy, optionally substituted (C1 - C6)alkoxy, and optionally substituted (C3 - C6)cycloalkoxy, E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1 - C6)alkyl, optionally substituted (C3 - C6)cycloalkyl, optionally substituted (C1 - C6)alkylcarbonyl, optionally substituted (C3 - C6)cycloalkylcarbonyl, allyl, and optionally substituted (C3 - C6)alkoxycarbonyl, Y 3 and Y 4 each independently represents a hydrogen atom or a (C1 - C3)alkyl group, A compound or a salt thereof or their N - oxide, wherein n is an integer from 0 to 2.

[0193] In formula (1), when A is A - 1, R C is R C -1, X E and X G is N in formula (1 - 14), and in formula (1), when A is A - 3, R C is R C -1, X E and X G is N in formula (1 - 15), R 2 R 3 R 4 and R 5is a substituent listed in Tables 1-1, 1-2, 1-3, 1-4, 1-5, 1-6 and 1-7, D is a substituent listed in Table 2-1, E is a substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R F , R H , and R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R F , R H , and R I However, R F The substituents are those listed in Table 7, and R H The substituents are those listed in Table 9, and R I These are the substituents listed in Table 10, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0194] In equation (1), A is A-1, R C R C -1, X E , and X F Equations (1-16) where N, and where A in equation (1) is A-3, R C R C -1, X E , and X F In equation (1-17) where N, [ka] R 2 , R 3 , R 4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R G , R H , and R I At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R G , R H , and R I Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R KThis represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0195] In equation (1), A is A-1, R C R C -1, X E , and X F Equations (1-16) where N, and where A in equation (1) is A-3, R C R C -1, X E , and X F In equation (1-17) where N, R 2 , R 3 , R 4 , and R 5 is a substituent listed in Tables 1-1, 1-2, 1-3, 1-4, 1-5, 1-6, and 1-7, D is a substituent listed in Table 2-1, E is a substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R G , R H , and R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p-CN is a group having a cyano group, and other R G , R H , and R I However, R G These are the substituents listed in Table 8, and R H The substituents are those listed in Table 9, and R I These are the substituents listed in Table 10, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0196] In equation (1), A is A-1, R C R C -1, X F , and X H Equations (1-18) where N, and where A in equation (1) is A-3, R C R C -1, X F , and X H In equation (1-19) where N, [ka] R 2 , R 3 , R 4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R DEach of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R E , R G , and R I At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R E , R G , and R I Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0197] In equation (1), A is A-1, R C R C -1, X F , and X H Equations (1-18) where N, and where A in equation (1) is A-3, R C R C -1, X F , and X H In equation (1-19) where N, R 2 , R 3 , R 4 , and R 5 is a substituent listed in Tables 1-1, 1-2, 1-3, 1-4, 1-5, 1-6, and 1-7, D is a substituent listed in Table 2-1, E is a substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R E , R G , and R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R E , R G , and R I However, R E These are the substituents listed in Table 6, and R G These are the substituents listed in Table 8, and R I These are the substituents listed in Table 10, and R AThe substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0198] In equation (1), A is A-1, R C R C -1, X F , and X G Equations (1-20) where N, and where A in equation (1) is A-3, R C R C -1, X F , and X G In equation (1-21) where N, [ka] R 2 , R 3 , R 4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R E , R H , and R I At least one is -B-(CR J RK ) p -CN is a group having a cyano group, and other R E , R H , and R I Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0199] In equation (1), A is A-1, R C R C -1, X F , and X G Equations (1-20) where N, and where A in equation (1) is A-3, R C R C -1, X F , and X G In equation (1-21) where N, R 2 , R 3 , R 4 , and R 5 is a substituent listed in Tables 1-1, 1-2, 1-3, 1-4, 1-5, 1-6, and 1-7, D is a substituent listed in Table 2-1, E is a substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R E , R H , and R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R E , R H , and R I However, R E These are the substituents listed in Table 6, and R H The substituents are those listed in Table 9, and R I These are the substituents listed in Table 10, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0200] In equation (1), A is A-2, R C R C In equation (1-22), which is -1, [ka] R 1 , R 3 , R4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R E , R F , R G , R H , and R I At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R E , R F , R G , R H , and R I Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4One or more groups selected from, where p represents 0, 1, 2, or 3, The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0201] In equation (1), A is A-2, R C R C In equation (1-22) where R is -1, 1 , R 3 , R 4 , and R 5 The substituents are those listed in Tables 12-1, 12-2, 12-3, 12-4, 12-5, 12-6, and 12-7, D is a substituent listed in Table 2-1, E is a substituent listed in Table 3-1, and R B and R DThe substituents are those listed in Table 4-1, and R E ~R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R E ~R I However, R E These are the substituents listed in Table 6, and R F The substituents are those listed in Table 7, and R G These are the substituents listed in Table 8, and R H The substituents are those listed in Table 9, and R I These are the substituents listed in Table 10, and R A The present invention is a compound or a salt thereof or an N-oxide thereof, in combination with a substituent listed in Table 11, where n is an integer from 0 to 2.

[0202] Also, depending on the case, A in equation (1) may be A-2, R C R C In equation (1-22) where R is -1, 1 , R 3 , R 4 , and R 5 is a substituent listed in Tables 12-1, 12-2, 12-3, 12-4, 12-5, and 12-6, D is a substituent listed in Table 2-2, E is a substituent listed in Table 3-2, and R B and R D The substituents are those listed in Table 4-2, and R C The present invention is a compound from which a compound in which -1 is a group selected from the group consisting of a 2-cyanophenyl group, a 3-cyanophenyl group, a 4-cyanophenyl group, a 2-(1-cyanocyclopropyl)phenyl group, a 3-(1-cyanocyclopropyl)phenyl group, and a 4-(1-cyanocyclopropyl)phenyl group is excluded, or a salt thereof, or an N-oxide thereof.

[0203] [Table 12-1]

[0204] [Table 12-2]

[0205] [Table 12-3]

[0206] [Table 12-4]

[0207] [Table 12-5]

[0208] [Table 12-6]

[0209] [Table 12-7]

[0210] In equation (1), A is A-2, R C R C -1, X E In equation (1-23) where N, [ka] R 1 , R 3 , R 4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R F , R G , R H , and R I At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R F , R G , R H , and R I Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R KThis represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0211] In equation (1), A is A-2, R C R C -1, X E In equation (1-23) where N, R 1 , R 3 , R 4 , and R 5 The substituents are those listed in Tables 12-1, 12-2, 12-3, 12-4, 12-5, 12-6, and 12-7, D is a substituent listed in Table 2-1, E is a substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R F ~R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a cyano group having a cyano group, and other R F ~R I However, R F The substituents are those listed in Table 7, and R G These are the substituents listed in Table 8, and R HThe substituents are those listed in Table 9, and R I These are the substituents listed in Table 10, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0212] In equation (1), A is A-2, R C R C -1, X F In equation (1-24) where N, [ka] R 1 , R 3 , R 4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R E , R G , R H , and R I At least one is -B-(CR J R K ) p-CN is a group having a cyano group, and other R E , R G , R H , and R I Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0213] In equation (1), A is A-2, R C R C -1, X F In equation (1-24) where N, R 1 , R 3 , R 4 , and R 5 The substituents are those listed in Tables 12-1, 12-2, 12-3, 12-4, 12-5, 12-6, and 12-7, D is a substituent listed in Table 2-1, E is a substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R E , and R G ~R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R E , and R G ~R I However, R E These are the substituents listed in Table 6, and R G These are the substituents listed in Table 8, and R H The substituents are those listed in Table 9, and R I These are the substituents listed in Table 10, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0214] In equation (1), A is A-2, R C R C -1, X G In equation (1-25) where N, [ka] R 1 , R 3 , R 4 , and R 5Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R E , R F , R H , and R I At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R E , R F , R H , and R I Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0215] In equation (1), A is A-2, R C R C -1, X G In equation (1-25) where N, R 1 , R 3 , R 4 , and R 5 The substituents are those listed in Tables 12-1, 12-2, 12-3, 12-4, 12-5, 12-6, and 12-7, D is a substituent listed in Table 2-1, E is a substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R E , RF , R H , and R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R E , R F , R H , and R I However, R E These are the substituents listed in Table 6, and R F The substituents are those listed in Table 7, and R H The substituents are those listed in Table 9, and R I These are the substituents listed in Table 10, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0216] In equation (1), A is A-2, R C R C -1, X E , and X I In equation (1-26) where N, [ka] R 1 , R 3 , R 4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R DEach of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R F , R G , and R H At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R F , R G , and R H Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0217] In equation (1), A is A-2, R C R C -1, X E , and X I In equation (1-26) where N, R 1 , R 3 , R 4 , and R 5 The substituents are those listed in Tables 12-1, 12-2, 12-3, 12-4, 12-5, 12-6, and 12-7, D is a substituent listed in Table 2-1, E is a substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R F , R G , and R H Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R F , R G , and R H However, R F The substituents are those listed in Table 7, and R G These are the substituents listed in Table 8, and R H The substituents are those listed in Table 9, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0218] In equation (1), A is A-2, R C R C -1, X E , and X H In equation (1-27) where N, [ka] R 1 , R 3 , R 4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R F , R G , and R I At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R F , R G , and R IEach of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0219] In equation (1), A is A-2, R C R C -1, X E , and X H In equation (1-27) where N, R 1 , R 3 , R 4 , and R 5 The substituents are those listed in Tables 12-1, 12-2, 12-3, 12-4, 12-5, 12-6, and 12-7, D is a substituent listed in Table 2-1, E is a substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R F , R G , and R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R F , R G , and R I However, R F The substituents are those listed in Table 7, and R G These are the substituents listed in Table 8, and R I These are the substituents listed in Table 10, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0220] In equation (1), A is A-2, R C R C -1, X E , and X G In equation (1-28) where N, [ka] R 1 , R 3 , R 4 , and R 5Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R F , R H , and R I At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R F , R H , and R I Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0221] In equation (1), A is A-2, R C R C -1, X E , and X G In equation (1-28) where N, R 1 , R 3 , R 4 , and R 5 The substituents are those listed in Tables 12-1, 12-2, 12-3, 12-4, 12-5, 12-6, and 12-7, D is a substituent listed in Table 2-1, E is a substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and RF , R H , and R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R F , R H , and R I However, R F The substituents are those listed in Table 7, and R H The substituents are those listed in Table 9, and R I These are the substituents listed in Table 10, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0222] In equation (1), A is A-2, R A is ethyl, R C R C -1, X E , and X F In equation (1-29) where N, [ka] R 1 , R 3 , R 4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R DEach of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R G , R H , and R I At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R G , R H , and R I Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0223] In equation (1), A is A-2, R C R C -1, X E , and X F In equation (1-29) where N, R 1 , R 3 , R 4 , and R 5 The substituents are those listed in Tables 12-1, 12-2, 12-3, 12-4, 12-5, 12-6, and 12-7, D is a substituent listed in Table 2-1, E is a substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R G , R H , and R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R G , R H , and R I However, R G These are the substituents listed in Table 8, and R H The substituents are those listed in Table 9, and R I These are the substituents listed in Table 10, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0224] In equation (1), A is A-2, R C R C -1, X F , and X H In equation (1-30) where N, [ka] R 1 , R 3 , R 4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R E , R G , and R I At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R E , R G , and R IEach of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0225] In equation (1), A is A-2, R C R C -1, X F , and X H In equation (1-30) where N, R 1 , R 3 , R 4 , and R 5 The substituents are those listed in Tables 12-1, 12-2, 12-3, 12-4, 12-5, 12-6, and 12-7, D is a substituent listed in Table 2-1, E is a substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R E , R G , and R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R E , R G , and R I However, R E These are the substituents listed in Table 6, and R G These are the substituents listed in Table 8, and R I These are the substituents listed in Table 10, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0226] In equation (1), A is A-2, R C R C -1, X F , and X G In equation (1-31) where N, [ka] R 1 , R 3 , R 4 , and R 5Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R E , R H , and R I At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R E , R H , and R I Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0227] In equation (1), A is A-2, R C R C -1, X F , and X G In equation (1-31) where N, R 1 , R 3 , R 4 , and R 5 The substituents are those listed in Tables 12-1, 12-2, 12-3, 12-4, 12-5, 12-6, and 12-7, D is a substituent listed in Table 2-1, E is a substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and RE , R H , and R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R E , R H , and R I However, R E These are the substituents listed in Table 6, and R H The substituents are those listed in Table 9, and R I These are the substituents listed in Table 10, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0228] In equation (1), A is A-4, R C R C In equation (1-32), which is -1, [ka] R 1 , R 2 , R 4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R DEach of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R E , R F , R G , R H , and R I At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R E , R F , R G , R H , and R I Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0229] In equation (1), A is A-4, R C R C In equation (1-32) where R is -1, 1 , R 2 , R 4 , and R 5 The substituents are those listed in Tables 13-1, 13-2, 13-3, 13-4, 13-5, 13-6 and 13-7, D is the substituent listed in Table 2-1, E is the substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R E ~R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R E ~R I However, R E These are the substituents listed in Table 6, and R F The substituents are those listed in Table 7, and R G These are the substituents listed in Table 8, and R H The substituents are those listed in Table 9, and R I These are the substituents listed in Table 10, and R AThe compound of the present invention having a combination in which the substituent is as described in Table 11 and n is an integer of 0 to 2.

[0230] Also, in some cases, A in formula (1) is A-4, R C is R C -1 in formula (1-32), R 1 , R 2 , R 4 , and R 5 are substituents as described in Table 13-1, Table 13-2, Table 13-3, Table 13-4, Table 13-5, and Table 13-6, D is a substituent as described in Table 2-2, E is a substituent as described in Table 3-2, R B and R D are substituents as described in Table 4-2, R C -1 is a group selected from the group consisting of a 2-cyanophenyl group, a 3-cyanophenyl group, a 4-cyanophenyl group, a 2-(1-cyanocyclopropyl)phenyl group, a 3-(1-cyanocyclopropyl)phenyl group, and a 4-(1-cyanocyclopropyl)phenyl group, and the compound of the present invention from which such is excluded, or a salt thereof or an N-oxide thereof.

[0231]

Table 13-1

[0232]

Table 13-2

[0233]

Table 13-3

[0236] [Table 13-6]

[0237] [Table 13-7]

[0238] In equation (1), A is A-4, R C R C -1, X E In equation (1-33) where N, [ka] R 1 , R 2 , R 4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R F , R G , R H , and R IAt least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R F , R G , R H , and R I Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0239] In equation (1), A is A-4, R C R C -1, X E In equation (1-33) where N, R 1 , R 2 , R 4 , and R 5 The substituents are those listed in Tables 13-1, 13-2, 13-3, 13-4, 13-5, 13-6 and 13-7, D is the substituent listed in Table 2-1, E is the substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R F ~R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R F ~R I However, R F The substituents are those listed in Table 7, and R G These are the substituents listed in Table 8, and R H The substituents are those listed in Table 9, and R I These are the substituents listed in Table 10, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0240] In equation (1), A is A-4, R C R C -1, X F In equation (1-34) where N, [ka] R 1 , R 2 , R 4 , and R 5Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R E , R G , R H , and R I At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R E , R G , R H , and R I Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0241] In equation (1), A is A-4, R C R C -1, X F In equation (1-34) where N, R 1 , R 2 , R 4 , and R 5 The substituents are those listed in Tables 13-1, 13-2, 13-3, 13-4, 13-5, 13-6 and 13-7, D is the substituent listed in Table 2-1, E is the substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R E , and RG ~R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R E , and R G ~R I However, R E These are the substituents listed in Table 6, and R G These are the substituents listed in Table 8, and R H The substituents are those listed in Table 9, and R I These are the substituents listed in Table 10, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0242] In equation (1), A is A-4, R C R C -1, X G In equation (1-35) where N, [ka] R 1 , R 2 , R 4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R DEach of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R E , R F , R H , and R I At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R E , R F , R H , and R I Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0243] In equation (1), A is A-4, R C R C -1, X G In equation (1-35) where N, R 1 , R 2 , R 4 , and R 5 The substituents are those listed in Tables 13-1, 13-2, 13-3, 13-4, 13-5, 13-6 and 13-7, D is the substituent listed in Table 2-1, E is the substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R E , R F , R H , and R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R E , R F , R H , and R I However, R E These are the substituents listed in Table 6, and R F The substituents are those listed in Table 7, and R H The substituents are those listed in Table 9, and R IThese are the substituents listed in Table 10, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0244] In equation (1), A is A-4, R C R C -1, X E , and X I In equation (1-36) where N, [ka] R 1 , R 2 , R 4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R F , R G , and R H At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R F , RG , and R H Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0245] In equation (1), A is A-4, R C R C -1, X E , and X I In equation (1-36) where N, R 1 , R 2 , R 4 , and R 5 The substituents are those listed in Tables 13-1, 13-2, 13-3, 13-4, 13-5, 13-6 and 13-7, D is the substituent listed in Table 2-1, E is the substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R F , R G , and R H Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R F , R G , and R H However, R F The substituents are those listed in Table 7, and R G These are the substituents listed in Table 8, and R H The substituents are those listed in Table 9, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0246] In equation (1), A is A-4, R C R C -1, X E , and X H In equation (1-37) where N, [ka] R 1 , R 2 , R 4 , and R 5Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R F , R G , and R I At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R F , R G , and R I Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0247] In equation (1), A is A-4, R C R C -1, X E , and X H In equation (1-37) where N, R 1 , R 2 , R 4 , and R 5 The substituents are those listed in Tables 13-1, 13-2, 13-3, 13-4, 13-5, 13-6 and 13-7, D is the substituent listed in Table 2-1, E is the substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and RF , R G , and R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R F , R G , and R I However, R F The substituents are those listed in Table 7, and R G These are the substituents listed in Table 8, and R I The substituents are those listed in Table 9, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0248] In equation (1), A is A-4, R C R C -1, X E , and X G In equation (1-38) where N, [ka] R 1 , R 2 , R 4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R DEach of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R F , R H , and R I At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R F , R H , and R I Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0249] In equation (1), A is A-4, R C R C -1, X E , and X G In equation (1-38) where N, R 1 , R 2 , R 4 , and R 5 The substituents are those listed in Tables 13-1, 13-2, 13-3, 13-4, 13-5, 13-6 and 13-7, D is the substituent listed in Table 2-1, E is the substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R F , R H , and R I Of these, at least one is listed in Table 5 -B-(CR J R K ) p -CN is a group having a cyano group, and other, R F , R H , and R I However, R F The substituents are those listed in Table 7, and R H The substituents are those listed in Table 9, and R I These are the substituents listed in Table 10, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0250] In equation (1), A is A-4, R C R C -1, X E , and X F In equation (1-39) where N, [ka] R 1 , R 2 , R 4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R G , R H , and R I At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R G , R H , and R IEach of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0251] In equation (1), A is A-4, R C R C -1, X E , and X F In equation (1-39) where N, R 1 , R 2 , R 4 , and R 5 The substituents are those listed in Tables 13-1, 13-2, 13-3, 13-4, 13-5, 13-6 and 13-7, D is the substituent listed in Table 2-1, E is the substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R G , R H , and R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R G , R H , and R I However, R G These are the substituents listed in Table 8, and R H The substituents are those listed in Table 9, and R I These are the substituents listed in Table 10, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0252] In equation (1), A is A-4, R C R C -1, X F , and X H In equation (1-40) where N, [ka] R 1 , R 2 , R 4 , and R 5Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R E , R G , and R I At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R E , R G , and R I Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0253] In equation (1), A is A-4, R C R C -1, X F , and X H In equation (1-40) where N, R 1 , R 2 , R 4 , and R 5 The substituents are those listed in Tables 13-1, 13-2, 13-3, 13-4, 13-5, 13-6 and 13-7, D is the substituent listed in Table 2-1, E is the substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and RE , R G , and R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R E , R G , and R I However, R E These are the substituents listed in Table 6, and R G These are the substituents listed in Table 8, and R I These are the substituents listed in Table 10, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0254] In equation (1), A is A-4, R C R C -1, X F , and X G In equation (1-41) where N, [ka] R 1 , R 2 , R 4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R DEach of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R E , R H , and R I At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R E , R H , and R I Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0255] In equation (1), A is A-4, R C R C -1, X F , and X G In equation (1-41) where N, R 1 , R 2 , R 4 , and R 5 The substituents are those listed in Tables 13-1, 13-2, 13-3, 13-4, 13-5, 13-6 and 13-7, D is the substituent listed in Table 2-1, E is the substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R E , R H , and R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R E , R H , and R I However, R E These are the substituents listed in Table 6, and R H The substituents are those listed in Table 9, and R I These are the substituents listed in Table 10, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0256] In equation (1), A is A-5, R C R C Equation (1-42) is -1, and A in equation (1) is A-10, R C R C In equation (1-43) which is -1, [ka] R 3 , R 4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R E , R F , R G , R H , and R I At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R E , R F , R G , R H , and R IEach of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0257] In equation (1), A is A-5, R C R C Equation (1-42) is -1, and A in equation (1) is A-10, R C R C In equation (1-43) where R is -1, 3 , R 4 , and R 5 The substituents are those listed in Tables 14-1, 14-2, 14-3, and 14-4, D is a substituent listed in Table 2-1, E is a substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R E ~R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R E ~R I However, R E These are the substituents listed in Table 6, and R F The substituents are those listed in Table 7, and R G These are the substituents listed in Table 8, and R H The substituents are those listed in Table 9, and R I These are the substituents listed in Table 10, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0258] Also, depending on the case, A in equation (1) may be A-5, R C R C Equation (1-42) is -1, and A in equation (1) is A-10, R C R C In equation (1-43) where R is -1, 3 , R 4 , and R 5 The substituents are those listed in Tables 14-1, 14-2, and 14-3, D is a substituent listed in Table 2-2, E is a substituent listed in Table 3-2, and R B and R D The substituents are those listed in Table 4-2, and R CThe present invention is a compound from which a compound in which -1 is a group selected from the group consisting of a 2-cyanophenyl group, a 3-cyanophenyl group, a 4-cyanophenyl group, a 2-(1-cyanocyclopropyl)phenyl group, a 3-(1-cyanocyclopropyl)phenyl group, and a 4-(1-cyanocyclopropyl)phenyl group is excluded, or a salt thereof, or an N-oxide thereof.

[0259] [Table 14-1]

[0260] [Table 14-2]

[0261] [Table 14-3]

[0262] [Table 14-4]

[0263] In equation (1), A is A-5, R C R C -1, X E Equations (1-44) where N, and where A in equation (1) is A-10, R C R C -1, X E In equation (1-45) where N, [ka] R 3 , R 4 , and R 5Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is ethyl, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R F , R G , R H , and R I At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R F , R G , R H , and R I Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0264] In equation (1), A is A-5, R C R C -1, X E Equations (1-44) where N, and where A in equation (1) is A-10, R C R C -1, X E In equation (1-45) where N, R 3 , R 4 , and R 5 The substituents are those listed in Tables 14-1, 14-2, 14-3, and 14-4, D is a substituent listed in Table 2-1, E is a substituent listed in Table 3-1, and R B and RD The substituents are those listed in Table 4-1, and R F ~R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R F ~R I However, R F The substituents are those listed in Table 7, and R G These are the substituents listed in Table 8, and R H The substituents are those listed in Table 9, and R I These are the substituents listed in Table 10, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0265] In equation (1), A is A-5, R C R C -1, X F Equations (1-46) where N, and where A in equation (1) is A-10, R C R C -1, X F In equation (1-47) where N, [ka] R 3 , R 4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, RB and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R E , R G , R H , and R I At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R E , R G , R H , and R I Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0266] In equation (1), A is A-5, R C R C -1, X F Equations (1-46) where N, and where A in equation (1) is A-10, R C R C -1, X F In equation (1-47) where N, R 3 , R 4 , and R 5 The substituents are those listed in Tables 14-1, 14-2, 14-3, and 14-4, D is a substituent listed in Table 2-1, E is a substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R E , and R G ~R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R E , and R G ~R I However, R E These are the substituents listed in Table 6, and R G These are the substituents listed in Table 8, and R H The substituents are those listed in Table 9, and RI These are the substituents listed in Table 10, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0267] In equation (1), A is A-5, R C R C -1, X G Equations (1-48) where N, and where A in equation (1) is A-10, R A is ethyl, R C R C -1, X G In equation (1-49) where N, [ka] R 3 , R 4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R E , R F , R H , and R IAt least one is B-(CR J R K ) p -CN is a group having a cyano group, and other R E , R F , R H , and R I Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0268] In equation (1), A is A-5, R C R C -1, X G Equations (1-48) where N, and where A in equation (1) is A-10, R C R C -1, X G In equation (1-49) where N, R 3 , R 4 , and R 5 The substituents are those listed in Tables 14-1, 14-2, 14-3, and 14-4, D is a substituent listed in Table 2-1, E is a substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R E , R F , R H , and R I Of these, at least one is B-(CR) listed in Table 5. J R K ) p -CN is a group having a cyano group, and other R E , R F , R H , and R I However, R E These are the substituents listed in Table 6, and R F The substituents are those listed in Table 7, and R H The substituents are those listed in Table 9, and R I These are the substituents listed in Table 10, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0269] In equation (1), A is A-5, R C R C -1, X E , and X I Equations (1-50) where N, and where A in equation (1) is A-10, RC R C -1, X E , and X I In equation (1-51) where N, [ka] R 3 , R 4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R F , R G , and R H At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R F , R G , and R HEach of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0270] In equation (1), A is A-5, R C R C -1, X E , and X I Equations (1-50) where N, and where A in equation (1) is A-10, R C R C -1, X E , and X I In equation (1-51) where N, R 3 , R 4 , and R 5 The substituents are those listed in Tables 14-1, 14-2, 14-3, and 14-4, D is a substituent listed in Table 2-1, E is a substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R F , R G , and R H Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R F , R G , and R H However, R F The substituents are those listed in Table 7, and R G These are the substituents listed in Table 8, and R H The substituents are those listed in Table 9, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0271] In equation (1), A is A-5, R C R C -1, X E , and X H Equations (1-52) where N, and where A in equation (1) is A-10, R C R C -1, X E , and X H In equation (1-53) where N, [ka] R 3 , R4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R F , R G , and R I At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R F , R G , and R I Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0272] In equation (1), A is A-5, R C R C -1, X E , and X H Equations (1-52) where N, and where A in equation (1) is A-10, R C R C -1, X E , and X H In equation (1-53) where N, R 3 , R 4 , and R 5The substituents are those listed in Tables 14-1, 14-2, 14-3, and 14-4, D is a substituent listed in Table 2-1, E is a substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R F , R G , and R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R F , R G , and R I However, R F The substituents are those listed in Table 7, and R G These are the substituents listed in Table 8, and R I These are the substituents listed in Table 10, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0273] In equation (1), A is A-5, R C R C -1, X E , and X G Equations (1-54) where N, and where A in equation (1) is A-10, R C R C -1, X E , and X G In equation (1-55) where N, [ka] R 3 , R 4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R F , R H , and R I At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R F , R H , and R I Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R KThis represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0274] In equation (1), A is A-5, R C R C -1, X E , and X G Equations (1-54) where N, and where A in equation (1) is A-10, R C R C -1, X E , and X G In equation (1-55) where N, R 3 , R 4 , and R 5 The substituents are those listed in Tables 14-1, 14-2, 14-3, and 14-4, D is a substituent listed in Table 2-1, E is a substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R F , R H , and R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R F, R H , and R I However, R F The substituents are those listed in Table 7, and R H The substituents are those listed in Table 9, and R I These are the substituents listed in Table 10, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0275] In equation (1), A is A-5, R C R C -1, X E , and X F Equations (1-56) where N, and where A in equation (1) is A-10, R C R C -1, X E , and X F In equation (1-57) where N, [ka] R 3 , R 4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y4 This represents a group selected from the group consisting of, R G , R H , and R I At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R G , R H , and R I Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group and a cyclobutyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0276] In equation (1), A is A-5, R C R C -1, X E , and X F Equations (1-56) where N, and where A in equation (1) is A-10, R C R C -1, X E , and X F In equation (1-57) where N, R 3 , R 4 , and R 5 The substituents are those listed in Tables 14-1, 14-2, 14-3, and 14-4, D is a substituent listed in Table 2-1, E is a substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R G , R H , and R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R G , R H , and R I However, R G These are the substituents listed in Table 8, and R H The substituents are those listed in Table 9, and R I These are the substituents listed in Table 10, and R AThe substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0277] In equation (1), A is A-5, R C R C -1, X F , and X H Equations (1-58) where N, and where A in equation (1) is A-10, R C R C -1, X F , and X H In equation (1-59) where N, [ka] R 3 , R 4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R E , R G , and R I At least one is -B-(CR J R K )p -CN is a group having a cyano group, and other R E , R G , and R I Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0278] In equation (1), A is A-5, R C R C -1, X F , and X H Equations (1-58) where N, and where A in equation (1) is A-10, R C R C -1, X F , and X H In equation (1-59) where N, R 3 , R 4 , and R 5 The substituents are those listed in Tables 14-1, 14-2, 14-3, and 14-4, D is a substituent listed in Table 2-1, E is a substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R E , R G , and R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R E , R G , and R I However, R E These are the substituents listed in Table 6, and R G These are the substituents listed in Table 8, and R I These are the substituents listed in Table 10, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0279] In equation (1), A is A-5, R C R C -1, X F , and X G Equations (1-60) where N, and where A in equation (1) is A-10, R C R C -1, X F , and X G In equation (1-61) where N, [ka] R 3 , R 4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R E , R H , and R I At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R E , R H , and R I Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0280] In equation (1), A is A-5, R C R C -1, X F , and X G Equations (1-60) where N, and where A in equation (1) is A-10, R C R C -1, X F , and X G In equation (1-61) where N, R 3 , R 4 , and R 5The substituents are those listed in Tables 14-1, 14-2, 14-3, and 14-4, D is a substituent listed in Table 2-1, E is a substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R E , R H , and R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R E , R H , and R I However, R E These are the substituents listed in Table 6, and R H The substituents are those listed in Table 9, and R I These are the substituents listed in Table 10, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0281] In equation (1), A is A-6, R C R C Equation (1-62) is -1, and A in equation (1) is A-11, R A is ethyl, R C R C In equation (1-63) which is -1, [ka] R 2 , R 4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R E , R F , R G , R H , and R I At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R E , R F , R G , R H , and R I Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or RJ and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0282] In equation (1), A is A-6, R C R C Equation (1-62) is -1, and A in equation (1) is A-11, R C R C In equation (1-63) where R is -1, 2 , R 4 , and R 5 The substituents are those listed in Tables 15-1, 15-2, 15-3, and 15-4, D is a substituent listed in Table 2-1, E is a substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R E ~R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R E ~R I However, R E These are the substituents listed in Table 6, and R FThe substituents are those listed in Table 7, and R G These are the substituents listed in Table 8, and R H The substituents are those listed in Table 9, and R I These are the substituents listed in Table 10, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0283] Also, depending on the case, A in equation (1) may be A-6, R C R C Equation (1-62) is -1, and A in equation (1) is A-11, R C R C In equation (1-63) where R is -1, 2 , R 4 , and R 5 The substituents are those listed in Tables 15-1, 15-2, and 15-3, D is a substituent listed in Table 2-2, E is a substituent listed in Table 3-2, and R B and R D The substituents are those listed in Table 4-2, and R C The present invention is a compound from which a compound in which -1 is a group selected from the group consisting of a 2-cyanophenyl group, a 3-cyanophenyl group, a 4-cyanophenyl group, a 2-(1-cyanocyclopropyl)phenyl group, a 3-(1-cyanocyclopropyl)phenyl group, and a 4-(1-cyanocyclopropyl)phenyl group is excluded, or a salt thereof, or an N-oxide thereof.

[0284] [Table 15-1]

[0285] [Table 15-2]

[0286] [Table 15-3]

[0287] [Table 15-4]

[0288] In equation (1), A is A-6, R C R C -1, X E Equations (1-64) where N, and where A in equation (1) is A-11, R C R C -1, X E In equation (1-65) where N, [ka] R 2 , R 4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R F , R G , R H , and R I At least one is -B-(CR J R K ) p-CN is a group having a cyano group, and other R F , R G , R H , and R I Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0289] In equation (1), A is A-6, R C R C -1, X E Equations (1-64) where N, and where A in equation (1) is A-11, R C R C -1, X E In equation (1-65) where N, R 2 , R 4 , and R 5 The substituents are those listed in Tables 15-1, 15-2, 15-3, and 15-4, D is a substituent listed in Table 2-1, E is a substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R F ~R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R F ~R I However, R F The substituents are those listed in Table 7, and R G These are the substituents listed in Table 8, and R H The substituents are those listed in Table 9, and R I These are the substituents listed in Table 10, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0290] In equation (1), A is A-6, R C R C -1, X F Equations (1-66) where N, and where A in equation (1) is A-11, R C R C -1, X F In equation (1-67) where N, [ka] R2 , R 4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R E , R G , R H , and R I At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R E , R G , R H , and R I Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0291] In equation (1), A is A-6, R C R C -1, X F Equations (1-66) where N, and where A in equation (1) is A-11, R C R C -1, X F In equation (1-67) where N, R 2 , R 4 , and R 5The substituents are those listed in Tables 15-1, 15-2, 15-3, and 15-4, D is a substituent listed in Table 2-1, E is a substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R E , and R G ~R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R E , and R G ~R I However, R E These are the substituents listed in Table 6, and R G These are the substituents listed in Table 8, and R H The substituents are those listed in Table 9, and R I These are the substituents listed in Table 10, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0292] In equation (1), A is A-6, R C R C -1, X G Equations (1-68) where N, and where A in equation (1) is A-11, R C R C -1, X G In equation (1-69) where N, [ka] R 2 , R 4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R E , R F , R H , and R I At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R E , R F , R H , and R I Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R KThis represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0293] In equation (1), A is A-6, R C R C -1, X G Equations (1-68) where N, and where A in equation (1) is A-11, R C R C -1, X G In equation (1-69) where N, R 2 , R 4 , and R 5 The substituents are those listed in Tables 15-1, 15-2, 15-3, and 15-4, D is a substituent listed in Table 2-1, E is a substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R E , R F , R H , and R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R E , R F , RH , and R I However, R E These are the substituents listed in Table 6, and R F The substituents are those listed in Table 7, and R H The substituents are those listed in Table 9, and R I These are the substituents listed in Table 10, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0294] In equation (1), A is A-6, R C R C -1, X E , and X I Equations (1-70) where N, and where A in equation (1) is A-11, R C R C -1, X E , and X I In equation (1-71) where N, [ka] R 2 , R 4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY.3 Y 4 This represents a group selected from the group consisting of, R F , R G , and R H At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R F , R G , and R H Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0295] In equation (1), A is A-6, R C R C -1, X E , and X I Equations (1-70) where N, and where A in equation (1) is A-11, R C R C -1, X E , and X I In equation (1-71) where N, R 2 , R 4 , and R 5 The substituents are those listed in Tables 15-1, 15-2, 15-3, and 15-4, D is a substituent listed in Table 2-1, E is a substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R F , R G , and R H Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R F , R G , and R H However, R F The substituents are those listed in Table 7, and R G These are the substituents listed in Table 8, and R H The substituents are those listed in Table 9, and R AThe substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0296] In equation (1), A is A-6, R C R C -1, X E , and X H Equations (1-72) where N, and where A in equation (1) is A-11, R C R C -1, X E , and X H In equation (1-73) where N, [ka] R 2 , R 4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R F , R G and R I At least one is -B-(CR J R K ) p-CN is a group having a cyano group, and other R F , R G , and R I Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4 One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0297] In equation (1), A is A-6, R C R C -1, X E , and X H Equations (1-72) where N, and where A in equation (1) is A-11, R C R C -1, X E , and X H In equation (1-73) where N, R 2 , R 4 , and R 5 The substituents are those listed in Tables 15-1, 15-2, 15-3, and 15-4, D is a substituent listed in Table 2-1, E is a substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R F , R G , and R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R F , R G , and R I However, R F The substituents are those listed in Table 7, and R G These are the substituents listed in Table 8, and R I These are the substituents listed in Table 10, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0298] In equation (1), A is A-6, R C R C -1, X E , and X G Equations (1-74) where N, and where A in equation (1) is A-11, R C R C -1, X E , and X G In equation (1-75) where N, [ka] R 2 , R 4 , and R 5 Each of these independently comprises at least one halo(C1-C6)alkyl, halo(C3-C6)cycloalkyl, (C1-C6)alkoxy, halo(C1-C6)alkoxy, halo(C2-C6)alkenyl, halo(C2-C6)alkenyloxy, halo(C1-C6)alkylthio, halo(C1-C6)alkylsulfinyl, halo(C1-C6)alkylsulfonyl, and (C=O)NY 1 Y 2 The group is selected from the group consisting of the above, and the others are groups selected from hydrogen atoms, halogen atoms, (C1-C3) alkyl groups, and (C1-C3) alkoxy groups. R A is (C1~C3) alkyl, R B and R D Each of these independently consists of a hydrogen atom, a halogen atom, a (C1-C3) alkyl, a halo(C1-C3) alkyl, a cyclopropyl, a (C1-C3) alkoxy, a halo(C1-C3) alkoxy, a cyano, and NY. 3 Y 4 This represents a group selected from the group consisting of, R F , R H , and R I At least one is -B-(CR J R K ) p -CN is a group having a cyano group, and other R F , R H , and R I Each of these independently consists of a hydrogen atom, a halogen atom, (C1-C6) alkyl, halo(C1-C6) alkyl, (C1-C6) alkoxy, halo(C1-C6) alkoxy, (C1-C6) alkylthio, halo(C1-C6) alkylthio, (C1-C6) alkylsulfinyl, halo(C1-C6) alkylsulfinyl, (C1-C6) alkylsulfonyl, halo(C1-C6) alkylsulfonyl, cyano, nitro, hydroxy, and NY 3 Y 4One or more groups selected from, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R J and R K Each of these is independently a group selected from the group consisting of a hydrogen atom, a halogen atom, (C1-C3) alkyl, and halo(C1-C3)alkyl, or R J and R K This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D represents a group selected from the group consisting of hydroxyl, optionally substituted (C1-C6) alkoxy, and optionally substituted (C3-C6) cycloalkoxy. E represents a group selected from the group consisting of a hydrogen atom, optionally substituted (C1-C6) alkyl, optionally substituted (C3-C6) cycloalkyl, optionally substituted (C1-C6) alkylcarbonyl, optionally substituted (C3-C6) cycloalkylcarbonyl, allyl, and optionally substituted (C3-C6) alkoxycarbonyl. Y 3 and Y 4 Each of these independently represents a hydrogen atom or a (C1-C3) alkyl group. It is a compound, a salt thereof, or an N-oxide thereof, where n is an integer between 0 and 2.

[0299] In equation (1), A is A-6, R C R C -1, X E , and X G Equations (1-74) where N, and where A in equation (1) is A-11, R C R C -1, X E , and X G In equation (1-75) where N, R 2 , R 4 , and R 5The substituents are those listed in Tables 15-1, 15-2, 15-3, and 15-4, D is a substituent listed in Table 2-1, E is a substituent listed in Table 3-1, and R B and R D The substituents are those listed in Table 4-1, and R F , R H , and R I Of these, at least one is listed in Table 5 as -B-(CR J R K ) p -CN is a group having a cyano group, and other R F , R H , and R I However, R F The substituents are those listed in Table 7, and R H The substituents are those listed in Table 9, and R I These are the substituents listed in Table 10, and R A The substituents are those listed in Table 11, and the compounds of the present invention, their salts, or their N-oxides are combinations in which n is an integer from 0 to 2.

[0300] In equation (1), A is A-6, R C R C -1, X E , and X F Equations (1-76) where N, and where A in equation (1) is A-11, R C R C -1, X E , and X F In equation (1-77) where N,...

Claims

1. Compounds represented by formula (1) or their salts or their N-oxides: 【Chemistry 1】 [In formula (1), A represents a structure represented by A-1, A-2, A-3, A-4, A-5, A-6, A-7, A-8, A-9, A-10, A-11, A-12, A-13, or A-14, 【Chemistry 2】 R １ , R ２ , R ３ , R ４ and R ５ Each of them operates independently. At least one is halo (C １ ~C ６ ), alkyl, halo (C ３ ~C ６ ), cycloalkyl, (C １ ~C ６ ), alkoxy, halo (C １ ~C ６ ), alkoxy, halo (C ２ ~C ６ ), alkenyl, halo (C ２ ~C ６ ), alkenyloxy, halo (C １ ~C ６ ), alkylthio, halo (C １ ~C ６ ), alkylsulfinyl, halo (C １ ~C ６ ), alkylsulfonyl, and (C=O)NY １ Y ２ , and represents a group selected from the group consisting of Other R １ , R ２ , R ３ , R ４ and R ５ These are, independently, a hydrogen atom, a halogen atom, and (C) １ ~C ６ ) alkyl, halo(C １ ~C ６ ) alkyl, (C ３ ~C ６ ) Cycloalkyl, (C １ ~C ６ ) Alkoxy, Halo (C １ ~C ６ ) Alkoxy, (C ２ ~C ６ ) Alkenil, Halo (C ２ ~C ６ ) Alkenil, Halo (C ２ ~C ６ ) Alkenyloxy, (C ２ ~C ６ ) Alkinil, Halo (C １ ~C ６ ) Alkylthio, Halo (C １ ~C ６ ) Alkyl sulfinyl, halo (C １ ~C ６ ) Represents a group selected from the group consisting of alkylsulfonyl, cyano, hydroxy, and nitro, Y １ , and Y ２ (C) is a hydrogen atom. １ ~C ３ ) alkyl, and halo(C １ ~C ３ ) Represents a group selected from the group consisting of alkyl, n represents one of 0, 1, or 2. R Ａ is, (C １ ~C ３ ) Represents alkyl, R Ｂ and R Ｄ These are, independently, a hydrogen atom, a halogen atom, and (C) １ ~C ３ ) alkyl, halo(C １ ~C ３ ) Alkyl, cyclopropyl, (C １ ~C ３ ) Alkoxy, Halo (C １ ~C ３ ) Alkyl, cyano, and NY ３ Y ４ This represents a group selected from the group consisting of, R Ｃ R Ｃ -1, R Ｃ -2, R Ｃ -3, R Ｃ -4, R Ｃ -5,R Ｃ -6, R Ｃ -7, R Ｃ -8, R Ｃ -9, or R Ｃ This represents a structure represented by -10, 【Transformation 3】 X Ｅ is a nitrogen atom or C(R) Ｅ ) represents, X Ｆ represents a nitrogen atom or C(R Ｆ ), and X Ｇ is a nitrogen atom or C(R) Ｇ ) represents, X Ｈ is a nitrogen atom or C(R) Ｈ ) represents, X Ｉ is a nitrogen atom or C(R) Ｉ ) represents, However, X Ｅ X Ｆ X Ｇ X Ｈ X Ｉ at least one of which is C(R Ｅ )C(R Ｆ )C(R Ｇ )C(R Ｈ )C(R Ｉ ), Q2 represents either 1 or 2. Q3 represents 1, 2, or 3. Q4 represents 1, 2, 3, or 4. R Ｅ , R Ｆ , R Ｇ , R Ｈ , R Ｉ , and Z are at least one -B-(CR Ｊ R Ｋ ) ｐ A group having a cyano group represented by -CN, Other R Ｅ , R Ｆ , R Ｇ , R Ｈ , R Ｉ , and Z are independently a hydrogen atom, a halogen atom, and (C １ ~C ６ ) alkyl, halo(C １ ~C ６ ) alkyl, (C ３ ~C ６ ) Cycloalkyl, (C １ ~C ６ ) Alkoxy, Halo (C １ ~C ６ ) Alkoxy, (C ２ ~C ６ ) Alkenil, Halo (C ２ ~C ６ ) Alkenil, (C ２ ~C ６ ) Alkenyloxy, Halo (C ２ ~C ６ ) Alkenyloxy, (C ２ ~C ６ ) Alkinnil, (C １ ~C ６ ) Alkylthio, Halo (C １ ~C ６ ) alkylthio, (C １ ~C ６ ) Alkyl sulfinyl, halo (C １ ~C ６ ) Alkyl sulfinyl, (C １ ~C ６ ) Alkyl sulfonyl, halo(C １ ~C ６ ) Alkylsulfonyl, cyano, nitro, hydroxy, NY ３ Y ４ , and (C=O)NY ３ Y ４ This represents a group selected from the group consisting of, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R Ｊ and R Ｋ These are, independently, a hydrogen atom, a halogen atom, and (C) １ ~C ３ ) alkyl, and halo(C １ ~C ３ A group selected from the group consisting of alkyl, or R Ｊ and R Ｋ This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D may be substituted with hydroxyl, T (C １ ~C ６ ) Alkoxy, and may be substituted with T (C ３ ~C ６ ) represents a group selected from the group consisting of cycloalkoxy, E may be substituted with a hydrogen atom, T (C １ ~C ６ ) Alkyl, may be substituted with T (C ３ ~C ６ )Cycloalkyl, may be substituted with T (C １ ~C ６ ) Alkylcarbonyl, may be substituted with T (C ３ ~C ６ )Cycloalkylcarbonyl, may be substituted with T (C １ ~C ６ ) Represents a group selected from the group consisting of alkoxycarbonyl and allyl groups, The T substitution may be made by multiple T atoms, each T independently being a halogen atom, (C １ ~C ３ ) Alkoxy, Halo (C １ ~C ３ ) Alkoxy, (C １ ~C ３ ) Alkylthio, Halo (C １ ~C ３ ) alkylthio, (C １ ~C ３ ) Alkyl sulfinyl, halo (C １ ~C ３ ) Alkyl sulfinyl, (C １ ~C ３ ) Alkyl sulfonyl, halo(C １ ~C ３ ) Alkyl sulfonyl, cyano, nitro, hydroxy, and NY ３ Y ４ This represents a group selected from the group consisting of, Y ３ and Y ４ Each of them is independently a hydrogen atom, (C １ ~C ３ ) alkyl, halo(C １ ~C ３ [This represents a group selected from the group consisting of alkyl and cyclopropyl.]

2. Compounds represented by formula (1) or their salts or their N-oxides: 【Chemistry 4】 [In formula (1), A represents a structure represented by A-1, A-2, A-3, A-4, A-5, A-6, A-7, A-8, A-9, A-10, A-11, A-12, or A-13, 【Transformation 5】 R １ , R ２ , R ３ , R ４ and R ５ Each of them operates independently. At least one is a halo (C １ ~C ６ ) alkyl, halo(C ３ ~C ６ ) Cycloalkyl, (C １ ~C ６ ) Alkoxy, Halo (C １ ~C ６ ) Alkoxy, Halo (C ２ ~C ６ ) Alkenil, Halo (C ２ ~C ６ ) Alkenyloxy, Halo (C １ ~C ６ ) Alkylthio, Halo (C １ ~C ６ ) Alkyl sulfinyl, halo (C １ ~C ６ ) alkylsulfonyl and (C=O)NY １ Y ２ This represents a group selected from the group consisting of, Other R １ , R ２ , R ３ , R ４ and R ５ These are, independently, a hydrogen atom, a halogen atom, and (C) １ ~C ６ ) alkyl, halo(C １ ~C ６ ) alkyl, (C ３ ~C ６ ) Cycloalkyl, (C １ ~C ６ ) Alkoxy, Halo (C １ ~C ６ ) Alkoxy, (C ２ ~C ６ ) Alkenil, Halo (C ２ ~C ６ ) Alkenil, Halo (C ２ ~C ６ ) Alkenyloxy, (C ２ ~C ６ ) Alkinil, Halo (C １ ~C ６ ) Alkylthio, Halo (C １ ~C ６ ) Alkyl sulfinyl, halo (C １ ~C ６ ) Represents a group selected from the group consisting of alkylsulfonyl, cyano, hydroxy, and nitro. Y １ , and Y ２ (C) is a hydrogen atom. １ ~C ３ ) alkyl, halo(C １ ~C ３ ) Represents a group selected from the group consisting of alkyl, n represents 0, 1, or 2. R Ａ is, (C １ ~C ３ ) represents alkyl, R Ｂ and R Ｄ These are, independently, a hydrogen atom, a halogen atom, and (C) １ ~C ３ ) alkyl, halo(C １ ~C ３ ) Alkyl, cyclopropyl, (C １ ~C ３ ) Alkoxy, Halo (C １ ~C ３ ) Alkyl, cyano, NY ３ Y ４ This represents a group selected from the group consisting of, R Ｃ R Ｃ -1, R Ｃ -2, R Ｃ -3, R Ｃ -4, R Ｃ -5,R Ｃ -6, R Ｃ -7, R Ｃ -8, R Ｃ -9, or R Ｃ This represents a structure represented by -10, 【Transformation 6】 X Ｅ is a nitrogen atom or C(R) Ｅ ) represents, X Ｆ is a nitrogen atom or C(R) Ｆ ) represents, X Ｇ is a nitrogen atom or C(R) Ｇ ) represents, X Ｈ is a nitrogen atom or C(R) Ｈ ) represents, X Ｉ is a nitrogen atom or C(R) Ｉ ) represents, However, X Ｅ , X Ｆ , X Ｇ , X Ｈ , X Ｉ At least one of them is C(R Ｅ ), C (R Ｆ ), C (R Ｇ ), C (R Ｈ ), C (R Ｉ ) and Q2 represents either 1 or 2. Q3 represents 1, 2, or 3. Q4 represents 1, 2, 3, or 4. R Ｅ , R Ｆ , R Ｇ , R Ｈ , R Ｉ , and Z are at least one -B-(CR Ｊ R Ｋ ) ｐ A group having a cyano group represented by -CN, Other R Ｅ , R Ｆ , R Ｇ , R Ｈ , R Ｉ , and Z are independently a hydrogen atom, a halogen atom, and (C １ ~C ６ ) alkyl, halo(C １ ~C ６ ) alkyl, (C ３ ~C ６ ) Cycloalkyl, (C １ ~C ６ ) Alkoxy, Halo (C １ ~C ６ ) Alkoxy, (C ２ ~C ６ ) Alkenil, Halo (C ２ ~C ６ ) Alkenil, (C ２ ~C ６ ) Alkenyloxy, Halo (C ２ ~C ６ ) Alkenyloxy, (C ２ ~C ６ ) Alkinyl, (C １ ~C ６ ) Alkylthio, Halo (C １ ~C ６ ) alkylthio, (C １ ~C ６ ) Alkyl sulfinyl, halo (C １ ~C ６ ) Alkyl sulfinyl, (C １ ~C ６ ) Alkyl sulfonyl, halo(C １ ~C ６ ) Alkylsulfonyl, cyano, nitro, hydroxy, NY ３ Y ４ (C=O)NY ３ Y ４ Represents a group selected from the group consisting of , The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R Ｊ and R Ｋ These are, independently, a hydrogen atom, a halogen atom, and (C) １ ~C ３ ) alkyl and halo(C １ ~C ３ A group selected from the group consisting of alkyl, or R Ｊ and R Ｋ This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D may be substituted with hydroxyl, T (C １ ~C ６ ) May be substituted with alkoxy, T (C ３ ~C ６ ) represents a group selected from the group consisting of cycloalkoxy, E may be substituted with a hydrogen atom, T (C １ ~C ６ ) Alkyl, may be substituted with T (C ３ ~C ６ )Cycloalkyl, may be substituted with T (C １ ~C ６ ) Alkylcarbonyl, may be substituted with T (C ３ ~C ６ )Cycloalkylcarbonyl, may be substituted with T (C １ ~C ６ ) Represents a group selected from the group consisting of alkoxycarbonyl and allyl groups. The T substitution may be made by multiple T atoms, each T independently being a halogen atom, (C １ ~C ３ ) Alkoxy, Halo (C １ ~C ３ ) Alkoxy, (C １ ~C ３ ) Alkylthio, Halo (C １ ~C ３ ) alkylthio, (C １ ~C ３ ) Alkyl sulfinyl, halo (C １ ~C ３ ) Alkyl sulfinyl, (C １ ~C ３ ) Alkyl sulfonyl, halo(C １ ~C ３ ) Alkylsulfonyl, cyano, nitro, hydroxy, NY ３ Y ４ This represents a group selected from the group consisting of, Y ３ and Y ４ Each of them is independently a hydrogen atom, (C １ ~C ３ ) alkyl, halo(C １ ~C ３ [This represents a group selected from the group consisting of alkyl and cyclopropyl.]

3. R １ , R ２ , R ３ , R ４ and R ５ Each of them operates independently. At least one is a halo (C １ ~C ６ ) alkyl, halo(C ３ ~C ６ ) Cycloalkyl, Halo(C １ ~C ６ ) Alkoxy, Halo (C ２ ~C ６ ) Alkenil, Halo (C ２ ~C ６ ) Alkenyloxy, Halo (C １ ~C ６ ) Alkylthio, Halo (C １ ~C ６ ) Alkyl sulfinyl, halo (C １ ~C ６ A group selected from the group consisting of alkylsulfonyl, Other R １ , R ２ , R ３ , R ４ and R ５ These are, independently, a hydrogen atom, a halogen atom, and (C) １ ~C ６ ) alkyl, halo(C １ ~C ６ ) alkyl, (C ３ ~C ６ ) Cycloalkyl, (C １ ~C ６ ) Alkoxy, Halo (C １ ~C ６ A group selected from the group consisting of alkoxy, R Ｂ and R Ｄ (C) １ ~C ３ ) alkyl, halo(C １ ~C ３ A group selected from the group consisting of )alkyl, R Ｅ , R Ｆ , R Ｇ , R Ｈ , R Ｉ And Z is at least one -B-(CR Ｊ R Ｋ ) ｐ A group having a cyano group represented by -CN, Other R Ｅ , R Ｆ , R Ｇ , R Ｈ , R Ｉ And Z are, independently, a hydrogen atom, a halogen atom, and (C １ ~C ６ ) alkyl, halo(C １ ~C ６ ) alkyl, (C １ ~C ６ ) Alkoxy, Halo (C １ ~C ６ ) Alkoxy, (C １ ~C ６ ) Alkylthio, Halo (C １ ~C ６ ) alkylthio, (C １ ~C ６ ) Alkyl sulfinyl, halo (C １ ~C ６ ) Alkyl sulfinyl, (C １ ~C ６ ) Alkyl sulfonyl, halo(C １ ~C ６ ) Alkylsulfonyl, cyano, nitro, hydroxy, NY ３ Y ４ A group selected from the group consisting of, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R Ｊ and R Ｋ These are, independently, a hydrogen atom, a halogen atom, and (C) １ ~C ３ ) alkyl and halo(C １ ~C ３ A group selected from the group consisting of alkyl, or R Ｊ and R Ｋ This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D may be substituted with hydroxyl, T (C １ ~C ６ A group selected from the group consisting of alkoxy, E may be substituted with a hydrogen atom, T (C １ ~C ６ ) Alkyl, may be substituted with T (C １ ~C ６ ) Alkylcarbonyl, may be substituted with T (C １ ~C ６ ) Represents a group selected from the group consisting of alkoxycarbonyl, The T substitution may be made by multiple T atoms, each T independently being a halogen atom, (C １ ~C ３ ) Alkoxy, Halo (C １ ~C ３ ) Alkoxy, (C １ ~C ３ ) Alkylthio, Halo (C １ ~C ３ ) alkylthio, (C １ ~C ３ ) Alkyl sulfinyl, halo (C １ ~C ３ ) Alkyl sulfinyl, (C １ ~C ３ ) Alkyl sulfonyl, halo(C １ ~C ３ ) Alkyl sulfonyl, cyano, nitro, hydroxy, and NY ３ Y ４ This represents a group selected from the group consisting of, Y ３ and Y ４ Each of them is independently a hydrogen atom, (C １ ~C ３ ) alkyl and halo(C １ ~C ３ The compound or salt thereof according to claim 1 or 2, or an N-oxide thereof, wherein the group is selected from the group consisting of alkyl groups.

4. R ｃ R ｃ A compound or salt thereof according to claim 1 or 2, or an N-oxide thereof, which is -1. 【Transformation 7】

5. The compound or salt thereof, or its N-oxide, according to claim 2, wherein A has a structure represented by A-1, A-2, A-3, or A-4. 【Transformation 8】

6. A is a structure represented by A-1, A-2, or A-3, 【Chemistry 9】 R １ , R ２ , R ３ , R ４ and R ５ Each of them is independent, and at least one is a halo (C １ ~C ６ ) alkyl, halo(C ３ ~C ６ ) Cycloalkyl, Halo(C １ ~C ６ ) Alkoxy, Halo (C １ ~C ６ ) Alkylthio, Halo (C １ ~C ６ ) alkylsulfinyl and halo(C １ ~C ６ A group selected from the group consisting of alkylsulfonyl, Other R １ , R ２ , R ３ , R ４ and R ５ These are, independently, a hydrogen atom, a halogen atom, and (C) １ ~C ６ ) alkyl and halo(C １ ~C ６ ) alkyl, (C ３ ~C ６ ) Cycloalkyl, (C １ ~C ６ ) Alkoxy, Halo (C １ ~C ６ A group selected from the group consisting of alkoxy, R Ｂ and R Ｄ It is a hydrogen atom, R ｃ R ｃ -1, 【Chemistry 10】 X Ｅ C(R) Ｅ ) and X Ｆ C(R) Ｆ ) and X Ｇ C(R) Ｇ ) and X Ｈ C(R) Ｈ ) and X Ｉ C(R) Ｉ ) and R Ｅ , R Ｆ , R Ｇ , R Ｈ , and R Ｉ At least one of them is -B-(CR Ｊ R Ｋ ) ｐ A group having a cyano group represented by -CN, Other R Ｅ , R Ｆ , R Ｇ , R Ｈ , and R Ｉ These are, independently, a hydrogen atom, a halogen atom, and (C) １ ~C ６ ) alkyl, halo(C １ ~C ６ ) alkyl, (C １ ~C ６ ) Alkoxy and halo(C １ ~C ６ A group selected from the group consisting of alkoxy, The aforementioned p represents 0, 1, 2, or 3. The aforementioned B represents a group selected from the group consisting of a direct bond, an oxygen atom, and a sulfur atom, provided that when p is 0, B is a direct bond. The aforementioned R Ｊ and R Ｋ These are, independently, a hydrogen atom, a halogen atom, and (C) １ ~C ３ ) alkyl and halo(C １ ~C ３ A group selected from the group consisting of alkyl, or R Ｊ and R Ｋ This represents a group selected from the group consisting of a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group, which are formed integrally with the carbon atom to which it is bonded. D may be substituted with a hydroxyl group or T (C １ ~C ６ ) an alkoxy group, The T substitution may be made by multiple T atoms, each T independently being a halogen atom, (C １ ~C ３ ) Alkoxy, Halo (C １ ~C ３ ) A group selected from the group consisting of alkoxy, cyano, and hydroxy, The compound or salt thereof according to claim 2, or its N-oxide.

7. A pest control agent containing the compound or salt thereof described in claim 1 or 2, or its N-oxide.

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