Pest control agent

Abstract

To provide a compound that exhibits an excellent control activity against various pests, a salt thereof, or an N-oxide thereof, and a pest control agent containing the same as an active ingredient.SOLUTION: The present invention provides a compound represented by formula (1) or a salt thereof, or an N-oxide thereof [where, X1 represents O, S or the like, n represents 0 or 1, J1-J4 each represent H, a halogen atom, a (halo)alkyl group or the like, D represents a group selected from the group consisting of a phenyl group and a heterocyclic group, and B represents a monocyclic or heterocyclic group including a nitrogen atom in the ring structure].SELECTED DRAWING: None

Description

[Technical Field]

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

[0002] Various azole compounds have been disclosed so far for the purpose of controlling harmful arthropods. For example, Patent Documents 1 and 2 disclose certain diazole compounds. Furthermore, various compounds characterized by sulfur-containing substituents have been disclosed for the purpose of controlling harmful arthropods. For example, Patent Documents 3 to 7 disclose arylazole compounds having sulfur-containing substituents. However, these prior art documents do not disclose the diazole compounds of the present invention, nor do they disclose their usefulness as pest control agents. [Prior art documents] [Patent documents]

[0003] [Patent Document 1] International Publication No. 2010 / 134478 [Patent Document 2] International Publication No. 2012 / 025460 [Patent Document 3] International Publication No. 2017 / 104741 [Patent Document 4] International Publication No. 2020 / 071304 [Patent Document 5] Special Publication No. 2017-511378 [Patent Document 6] Special Publication No. 2017-512835 [Patent Document 7] International Publication No. 2015 / 163478 Summary of the Invention [Problem to be solved by the invention]

[0004] An object of the present invention is to provide a compound or a salt thereof, or an N-oxide thereof, which exhibits excellent control activity against various pests, and a pest control agent containing the compound or salt thereof as an active ingredient. [Means for solving the problem]

[0005] As a result of extensive research, the present inventors have found that the compound represented by formula (1) has high pesticidal activity, and have thus completed the present invention.

[0006] That is, the present invention relates to, but is not limited to, the following: [1] A compound represented by formula (1), a salt thereof, or an N-oxide thereof: [ka] [In formula (1), X1 represents an oxygen atom, a sulfur atom, NY1, or C(J5J6); n represents 0 or 1; J1, J2, J3 and J4 are each independently hydrogen atoms, halogen atoms, Unsubstituted or T a a (C1-C6) alkyl group optionally substituted by Unsubstituted or T a halo(C1-C6)alkyl groups optionally substituted by Unsubstituted or T a a (C1-C6)alkoxy group optionally substituted by Unsubstituted or T a a halo(C1-C6)alkoxy group optionally substituted by hydroxy groups, Or, two bonds of C-J1 and C-J2, or C-J3 and C-J4 together form O atom of carbonyl group, S atom of thiocarbonyl group, an imino group substituted with Y2; a methylene group substituted with J7 and J8; represents a group selected from the group consisting of J5 and J6 are each independently hydrogen atoms, halogen atoms, Unsubstituted or T a a (C1-C6) alkyl group optionally substituted by Unsubstituted or T a halo(C1-C6)alkyl groups optionally substituted by Or, the two bonds C-J5 and C-J6 together form O atom of carbonyl group, S atom of thiocarbonyl group, an imino group substituted with Y3; a methylene group substituted with J7 and J8; represents a group selected from the group consisting of J7 and J8 are each independently hydrogen atoms, halogen atoms, Unsubstituted or T a a (C1-C6) alkyl group optionally substituted by Unsubstituted or T a halo(C1-C6)alkyl groups optionally substituted by Unsubstituted or T a a (C1-C6)alkoxy group optionally substituted by Unsubstituted or T a a halo(C1-C6)alkoxy group optionally substituted by an amino group optionally substituted by one or two (C1-C6) alkyl groups and / or halo(C1-C6) alkyl groups; hydroxy group represents a group selected from the group consisting of D is a phenyl group which is unsubstituted or optionally substituted by Z1; a heterocyclic group unsubstituted or optionally substituted by Z1; represents a group selected from the group consisting of B is a structure represented by B-1, B-2, B-3, B-4, B-5, B-6 or B-8, [ka] R 12 teeth, (C1-C6) alkyl group, Halo(C1-C6)alkyl groups (C3-C6) cycloalkyl group, halo(C3-C6)cycloalkyl groups, (C1-C6)alkoxy group, halo(C1-C6)alkoxy group, New York a Y b basis represents a group selected from the group consisting of m represents 0, 1 or 2; Y a and Y b are each independently hydrogen atoms, (C1-C6) alkyl group, halo(C1-C6)alkyl groups, (C3-C6) cycloalkyl group, halo(C3-C6)cycloalkyl groups, (C1-C6)alkoxy group, halo(C1-C6)alkoxy group, a (C1-C6)alkenyl group, halo(C1-C6)alkenyl group, a group selected from the group consisting of Or, Y a and Y b are bonded to each other to form a cyclic amino group or a cyclic amide group which is an unsubstituted 3- to 10-membered aliphatic ring and which may be substituted with one or more halogen atoms or (C1-C6) alkyl groups, However, R 12 NY a Y b group, m represents 1 or 2; G2 represents a nitrogen atom or C(R2); G4 represents a nitrogen atom or C(R4); provided that either or both of G2 and G4 are nitrogen atoms; G5 represents a nitrogen atom or C(R5); G6 represents a nitrogen atom or C(R6); G7 represents a nitrogen atom or C(R7); G8 represents a nitrogen atom or C(R8); R1, R2, R3, R4, R5, R6, R7, R8 and R 13 are each independently hydrogen atoms, halogen atoms, (C1-C6) alkyl groups unsubstituted or optionally substituted with T1; halo(C1-C6)alkyl groups unsubstituted or optionally substituted with T1; (C3-C6)cycloalkyl groups unsubstituted or optionally substituted with T1; halo(C3-C6)cycloalkyl groups unsubstituted or optionally substituted by T1; a (C1-C6)alkoxy group unsubstituted or optionally substituted with T1; halo(C1-C6)alkoxy groups unsubstituted or optionally substituted by T1; a (C2-C6) alkenyl group which is unsubstituted or optionally substituted with T1; a halo(C2-C6)alkenyl group unsubstituted or optionally substituted with T1; a (C2-C6)alkynyl group which is unsubstituted or optionally substituted with T1; a halo(C2-C6)alkynyl group unsubstituted or optionally substituted with T1; a (C2-C6) alkenyloxy group optionally substituted with T1; a halo(C2-C6)alkenyloxy group unsubstituted or optionally substituted with T1; a (C1-C6) alkylthio group unsubstituted or optionally substituted with T1; a halo(C1-C6)alkylthio group unsubstituted or optionally substituted by T1; a (C1-C6) alkylsulfinyl group which is unsubstituted or optionally substituted with T1; a halo(C1-C6)alkylsulfinyl group unsubstituted or optionally substituted by T1; a (C1-C6) alkylsulfonyl group unsubstituted or optionally substituted with T1; a halo(C1-C6)alkylsulfonyl group unsubstituted or optionally substituted with T1; a (C1-C6) alkylcarbonyl group unsubstituted or optionally substituted with T1; a halo(C1-C6)alkylcarbonyl group unsubstituted or optionally substituted by T1; a (C1-C6) alkylcarbonyloxy group unsubstituted or optionally substituted with T1; a halo(C1-C6)alkylcarbonyloxy group unsubstituted or optionally substituted by T1; a (C1-C6)alkoxycarbonyl group which is unsubstituted or optionally substituted with T1; a halo(C1-C6)alkoxycarbonyl group unsubstituted or optionally substituted by T1; a (C1-C6)alkoxycarbonyloxy group unsubstituted or optionally substituted with T1; a halo(C1-C6)alkoxycarbonyloxy group unsubstituted or optionally substituted by T1; a (C1-C6) alkylsulfonyloxy group unsubstituted or optionally substituted with T1; a halo(C1-C6)alkylsulfonyloxy group unsubstituted or optionally substituted with T1; a phenyl group which is unsubstituted or optionally substituted by Z2; a heterocyclic group unsubstituted or optionally substituted by Z2; a phenoxy group which is unsubstituted or optionally substituted by Z2; a pyridyloxy group which is unsubstituted or optionally substituted by Z2; NY4Y5 units, C(O)NY4Y5 groups, CH=NY6 groups, cyano group, nitro group, hydroxy groups, mercapto group, formyl group, carboxyl group, 5 SFs, represents a group selected from the group consisting of R9 and R 10 are each independently hydrogen atoms, halogen atoms, (C1-C6) alkyl group, halo(C1-C6)alkyl groups, (C3-C6) cycloalkyl group, halo(C3-C6)cycloalkyl groups, (C1-C6) alkoxy group Halo(C1-C6)alkoxy group NY4Y5 units, C(O)NY4Y5 groups, cyano group, nitro group, hydroxy groups, (C1-C6) alkylcarbonyloxy group, a halo(C1-C6)alkylcarbonyloxy group, (C1-C6)alkoxycarbonyloxy group, halo(C1-C6)alkoxycarbonyloxy group, represents a group selected from the group consisting of R 11 teeth, hydrogen atoms, (C1-C6) alkyl group, halo(C1-C6)alkyl groups, (C3-C6) cycloalkyl group, halo(C3-C6)cycloalkyl groups, (C1-C6)alkoxy group, halo(C1-C6)alkoxy group, (C1-C6) alkylcarbonyl group, halo(C1-C6)alkylcarbonyl group, (C4-C7)cycloalkylcarbonyl group, halo(C4-C7)cycloalkylcarbonyl group, represents a group selected from the group consisting of Z1 and Z2 are each independently halogen atoms, a (C1-C6) alkyl group optionally substituted with T2; halo(C1-C6)alkyl groups unsubstituted or optionally substituted with T2; a (C3-C6)cycloalkyl group unsubstituted or optionally substituted with T2; halo(C3-C6)cycloalkyl groups unsubstituted or optionally substituted by T2; a (C1-C6)alkoxy group unsubstituted or optionally substituted with T2; a halo(C1-C6)alkoxy group unsubstituted or optionally substituted by T2; a (C2-C6) alkenyl group optionally substituted with T2; a halo(C2-C6)alkenyl group unsubstituted or optionally substituted by T2; a (C2-C6) alkenyloxy group optionally substituted with T2; a halo(C2-C6)alkenyloxy group unsubstituted or optionally substituted by T2; a (C1-C6) alkylthio group unsubstituted or optionally substituted with T2; a halo(C1-C6)alkylthio group unsubstituted or optionally substituted by T2; a (C1-C6) alkylsulfinyl group which is unsubstituted or optionally substituted with T2; a halo(C1-C6)alkylsulfinyl group unsubstituted or optionally substituted by T2; a (C1-C6) alkylsulfonyl group unsubstituted or optionally substituted with T2; a halo(C1-C6)alkylsulfonyl group unsubstituted or optionally substituted by T2; a (C1-C6) alkylcarbonyl group optionally substituted with T2; a halo(C1-C6)alkylcarbonyl group unsubstituted or optionally substituted by T2; an unsubstituted or (C1-C6)alkoxycarbonyl group optionally substituted with T2; a halo(C1-C6)alkoxycarbonyl group unsubstituted or optionally substituted by T2; a (C1-C6) alkylcarbonyloxy group optionally substituted with T2; a halo(C1-C6)alkylcarbonyloxy group unsubstituted or optionally substituted by T2; a (C1-C6)alkoxycarbonyloxy group optionally substituted with T2; a halo(C1-C6)alkoxycarbonyloxy group unsubstituted or optionally substituted by T2; a (C1-C6) alkylsulfonyloxy group unsubstituted or optionally substituted with T2; a halo(C1-C6)alkylsulfonyloxy group unsubstituted or optionally substituted with T2; NY4Y5 units, C(O)NY4Y5 groups, cyano group, nitro group, hydroxy groups, mercapto group, formyl group, carboxyl group, 5 SFs, a group selected from the group consisting of Or, two adjacent Z1 or two Z2 bond together to form a 5- or 6-membered alicyclic group which may be unsubstituted or substituted with one or more halogen atoms or (C1-C6) alkyl groups, or two adjacent Z1 or two Z2 bond together to form a 1,3-dioxole group or a 1,4-dioxine group, wherein the 1,3-dioxole group and the 1,4-dioxine group are optionally substituted with one or more independent halogen atoms, Y1, Y2 and Y3 are each independently hydrogen atom (C1-C6) alkyl groups unsubstituted or optionally substituted with T3; halo(C1-C6)alkyl groups unsubstituted or optionally substituted with T3; (C3-C6)cycloalkyl groups unsubstituted or optionally substituted with T3; halo(C3-C6)cycloalkyl groups unsubstituted or optionally substituted by T3; a (C2-C6) alkenyl group unsubstituted or optionally substituted with T3; a halo(C2-C6)alkenyl group unsubstituted or optionally substituted with T3; a (C1-C6)alkoxy group unsubstituted or optionally substituted with T3; a halo(C1-C6)alkoxy group unsubstituted or optionally substituted with T3; a (C1-C6) alkylcarbonyl group unsubstituted or optionally substituted with T3; a halo(C1-C6)alkylcarbonyl group unsubstituted or optionally substituted by T3; a (C3-C6)cycloalkylcarbonyl group unsubstituted or optionally substituted by T3; a halo(C3-C6)cycloalkylcarbonyl group unsubstituted or optionally substituted by T3; a (C1-C6)alkoxycarbonyl group unsubstituted or optionally substituted with T3; a halo(C1-C6)alkoxycarbonyl group unsubstituted or optionally substituted by T3; a (C1-C6) alkylsulfonyl group unsubstituted or optionally substituted with T3; a halo(C1-C6)alkylsulfonyl group unsubstituted or optionally substituted with T3; hydroxy groups, represents a group selected from the group consisting of T a and T1 are each independently (C3-C6) cycloalkyl group, halo(C3-C6)cycloalkyl groups, (C1-C6)alkoxy group, halo(C1-C6)alkoxy group, (C1-C6) alkylcarbonyl group, halo(C1-C6)alkylcarbonyl group, (C1-C6)alkoxycarbonyl group, halo(C1-C6)alkoxycarbonyl group, (C1-C6) alkylthio group, halo(C1-C6)alkylthio group, (C1-C6) alkylsulfinyl group, a halo(C1-C6)alkylsulfinyl group, a (C1-C6) alkylsulfonyl group, halo(C1-C6)alkylsulfonyl group, NY4Y5 units, C(O)NY4Y5 groups, cyano group, nitro group, hydroxy groups, mercapto group, formyl group, carboxyl group, a phenyl group which is unsubstituted or optionally substituted by Z3; a heterocycle unsubstituted or optionally substituted by Z3; a phenoxy group which is unsubstituted or optionally substituted by Z3; a pyridyloxy group which is unsubstituted or optionally substituted by Z3; represents a group selected from the group consisting of T2 and T3 are each independently (C3-C6) cycloalkyl group, halo(C3-C6)cycloalkyl groups, (C1-C6)alkoxy group, halo(C1-C6)alkoxy group, (C1-C6) alkylcarbonyl group, halo(C1-C6)alkylcarbonyl group, (C1-C6)alkoxycarbonyl group, halo(C1-C6)alkoxycarbonyl group, (C1-C6) alkylthio group, halo(C1-C6)alkylthio group, (C1-C6) alkylsulfinyl group, a halo(C1-C6)alkylsulfinyl group, a (C1-C6) alkylsulfonyl group, halo(C1-C6)alkylsulfonyl group, NY4Y5 units, C(O)NY4Y5 groups, cyano group, nitro group, hydroxy groups, mercapto group, formyl group, carboxyl group, represents a group selected from the group consisting of When there are two or more Z3's, each Z3's independently represents halogen atoms, (C1-C6) alkyl group, halo(C1-C6)alkyl groups, (C3-C6) cycloalkyl group, halo(C3-C6)cycloalkyl groups, 1-cyano-(C3-C6)cycloalkyl groups, (C1-C6)alkoxy group, halo(C1-C6)alkoxy group, (C1-C6) alkylthio group, halo(C1-C6)alkylthio group, (C1-C6) alkylsulfinyl group, a halo(C1-C6)alkylsulfinyl group, a (C1-C6) alkylsulfonyl group, halo(C1-C6)alkylsulfonyl group, (C1-C6) alkylcarbonyl group, halo(C1-C6)alkylcarbonyl group, (C1-C6)alkoxycarbonyl group, halo(C1-C6)alkoxycarbonyl group, NY4Y5 units, C(O)NY4Y5 groups, cyano group, nitro group, hydroxy groups, Mercapto group, formyl group, carboxy group, 5 SFs, represents a group selected from the group consisting of Y4 and Y5 each independently represent hydrogen atoms, (C1-C6) alkyl group, halo(C1-C6)alkyl groups, (C3-C6) cycloalkyl group, halo(C3-C6)cycloalkyl groups, (C1-C6)alkoxy group, halo(C1-C6)alkoxy group, (C1-C6) alkylcarbonyl group, halo(C1-C6)alkylcarbonyl group, (C3-C6)cycloalkylcarbonyl group, halo(C3-C6)cycloalkylcarbonyl group, (C1-C6)alkoxycarbonyl group, halo(C1-C6)alkoxycarbonyl group, a (C1-C6) alkylsulfonyl group, halo(C1-C6)alkylsulfonyl group, a phenyl group which is unsubstituted or optionally substituted by Z3; represents a group selected from the group consisting of When a plurality of Y6s are present, each Y6 independently represents hydrogen atoms, (C1-C6) alkyl groups unsubstituted or optionally substituted with T3; halo(C1-C6)alkyl groups unsubstituted or optionally substituted with T3; (C3-C6) cycloalkyl group, halo(C3-C6)cycloalkyl groups, a (C1-C6)alkoxy group which is unsubstituted or optionally substituted with a cyano group; halo(C1-C6)alkoxy group, (C3-C6)cycloalkoxy group, halo(C3-C6)cycloalkoxy group, halo(C2-C6)alkenyl group, a (C2-C6)alkenyloxy group, a halo(C2-C6)alkenyloxy group, represents a group selected from the group consisting of W represents an oxygen atom, a sulfur atom, or NY7; Y7 is hydrogen atoms, (C1-C6) alkyl group, halo(C1-C6)alkyl groups, (C1-C6) alkylcarbonyl group, Halo(C1-C6)alkylcarbonyl group is a group selected from the group consisting of: [2] A compound represented by formula (1), a salt thereof, or an N-oxide thereof: [ka] [In formula (1), X1 represents an oxygen atom, a sulfur atom, NY1, or C(J5J6); n represents 0 or 1; J1, J2, J3 and J4 each independently represent a hydrogen atom, a halogen atom, unsubstituted or T a (C1-C6) alkyl groups optionally substituted with a halo(C1-C6)alkyl groups optionally substituted with, unsubstituted or T a (C1-C6)alkoxy group optionally substituted by a a halo(C1-C6)alkoxy group optionally substituted by or two bonds of C-J1 and C-J2, or C-J3 and C-J4, taken together, represent a group selected from the group consisting of an O atom of a carbonyl group, a S atom of a thiocarbonyl group, an imino group substituted with Y2, and a methylene group substituted with J7 and J8; J5 and J6 each independently represent a hydrogen atom, a halogen atom, unsubstituted or T a(C1-C6) alkyl groups optionally substituted with a halo(C1-C6)alkyl groups optionally substituted by or the two bonds of C-J5 and C-J6 together represent a group selected from the group consisting of an O atom of a carbonyl group, a S atom of a thiocarbonyl group, an imino group substituted with Y3, and a methylene group substituted with J7 and J8; J7 and J8 each independently represent a hydrogen atom, a halogen atom, unsubstituted or T a (C1-C6) alkyl groups optionally substituted with a halo(C1-C6)alkyl groups optionally substituted with, unsubstituted or T a (C1-C6)alkoxy group optionally substituted by a a halo(C1-C6)alkoxy group optionally substituted by one or two (C1-C6)alkyl groups, and / or an amino group optionally substituted by a halo(C1-C6)alkyl group, and a hydroxy group; D represents a group selected from the group consisting of an unsubstituted or optionally substituted phenyl group with Z1, and an unsubstituted or optionally substituted heterocyclic group with Z1; B is a structure represented by B-1, B-2, B-3, B-4, B-5 ​​or B-6, [ka] R 12 represents a group selected from the group consisting of a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C3-C6) cycloalkyl group, and a halo(C3-C6) cycloalkyl group, m represents 0, 1 or 2; G2 represents a nitrogen atom or C(R2); G4 represents a nitrogen atom or C(R4); provided that either or both of G2 and G4 are nitrogen atoms; G5 represents a nitrogen atom or C(R5); G6 represents a nitrogen atom or C(R6); G7 represents a nitrogen atom or C(R7); G8 represents a nitrogen atom or C(R8); R1, R2, R3, R4, R5, R6, R7 and R8 each independently represent a hydrogen atom, a halogen atom, a (C1-C6) alkyl group that is unsubstituted or optionally substituted with T1, a halo(C1-C6) alkyl group that is unsubstituted or optionally substituted with T1, a (C3-C6) cycloalkyl group that is unsubstituted or optionally substituted with T1, a halo(C3-C6) cycloalkyl group that is unsubstituted or optionally substituted with T1, a (C1-C6) alkoxy group that is unsubstituted or optionally substituted with T1, Substituted halo(C1-C6)alkoxy groups, unsubstituted or (C2-C6)alkenyl groups optionally substituted with T1, unsubstituted or halo(C2-C6)alkenyl groups optionally substituted with T1, unsubstituted or (C2-C6)alkynyl groups optionally substituted with T1, unsubstituted or halo(C2-C6)alkynyl groups optionally substituted with T1, unsubstituted or (C2-C6)alkenyloxy groups optionally substituted with T1, halo(C2-C6)alkenyloxy groups optionally substituted with T1 , a (C1-C6) alkylthio group unsubstituted or optionally substituted with T1, a halo(C1-C6) alkylthio group unsubstituted or optionally substituted with T1, a (C1-C6) alkylsulfinyl group unsubstituted or optionally substituted with T1, a halo(C1-C6) alkylsulfinyl group unsubstituted or optionally substituted with T1, a (C1-C6) alkylsulfonyl group unsubstituted or optionally substituted with T1, a halo(C1-C6) alkylsulfonyl group unsubstituted or optionally substituted with T1, an unsubstituted or or a (C1-C6)alkylcarbonyl group optionally substituted with T1, a halo(C1-C6)alkylcarbonyl group unsubstituted or optionally substituted with T1, a (C1-C6)alkylcarbonyloxy group unsubstituted or optionally substituted with T1, a halo(C1-C6)alkylcarbonyloxy group unsubstituted or optionally substituted with T1, a (C1-C6)alkoxycarbonyl group unsubstituted or optionally substituted with T1, a halo(C1-C6)alkoxycarbonyl group unsubstituted or optionally substituted with T1,a (C1-C6)alkylsulfonyloxy group which is unsubstituted or optionally substituted with T1, a (C1-C6)alkoxycarbonyloxy group which is unsubstituted or optionally substituted with T1, a halo(C1-C6)alkoxycarbonyloxy group which is unsubstituted or optionally substituted with T1, a halo(C1-C6)alkylsulfonyloxy group which is unsubstituted or optionally substituted with T1, a phenyl group which is unsubstituted or optionally substituted with Z2, a heterocyclic group which is unsubstituted or optionally substituted with Z2, a phenoxy group which is unsubstituted or optionally substituted with Z2, a pyridyloxy group which is unsubstituted or optionally substituted with Z2, a NY4Y5 group, a C(O)NY4Y5 group, a CH=NY6 group, a cyano group, a nitro group, a hydroxy group, a mercapto group, a formyl group, a carboxy group, an SF5 group, represents a group selected from the group consisting of R9 and R 10 each independently represents a hydrogen atom, a halogen atom, a (C1-C6)alkyl group, a halo(C1-C6)alkyl group, a (C3-C6)cycloalkyl group, a halo(C3-C6)cycloalkyl group, a (C1-C6)alkoxy group, a halo(C1-C6)alkoxy group, a (C1-C6)alkylcarbonyloxy group, a halo(C1-C6)alkylcarbonyloxy group, a (C1-C6)alkoxycarbonyloxy group, a halo(C1-C6)alkoxycarbonyloxy group, an NY4Y5 group, a C(O)NY4Y5 group, a cyano group, a nitro group, a hydroxy group, represents a group selected from the group consisting of R 11 represents a group selected from the group consisting of a hydrogen atom, a (C1-C6)alkyl group, a halo(C1-C6)alkyl group, a (C3-C6)cycloalkyl group, a halo(C3-C6)cycloalkyl group, a (C1-C6)alkoxy group, a halo(C1-C6)alkoxy group, a (C1-C6)alkylcarbonyl group, a halo(C1-C6)alkylcarbonyl group, a (C4-C7)cycloalkylcarbonyl group, and a halo(C4-C7)cycloalkylcarbonyl group, Z1 and Z2 each independently represent a halogen atom, a (C1-C6)alkyl group unsubstituted or optionally substituted with T2, a halo(C1-C6)alkyl group unsubstituted or optionally substituted with T2, a (C3-C6)cycloalkyl group unsubstituted or optionally substituted with T2, a halo(C3-C6)cycloalkyl group unsubstituted or optionally substituted with T2, a (C1-C6)alkoxy group unsubstituted or optionally substituted with T2, a halo(C1-C6)alkoxy group unsubstituted or optionally substituted with T2, A substituted (C2-C6)alkenyl group optionally substituted with T2, a halo(C2-C6)alkenyl group optionally substituted with T2, a (C2-C6)alkenyloxy group optionally substituted with T2, a halo(C2-C6)alkenyloxy group optionally substituted with T2, a (C1-C6)alkylthio group optionally substituted with T2, a halo(C1-C6)alkylthio group optionally substituted with T2, a halo(C1-C6)alkylthio group optionally substituted with T2, a halo(C1-C6)alkylthio group optionally substituted with T2, a halo(C1-C6)alkenyloxy ... a substituted (C1-C6)alkylsulfinyl group, a halo(C1-C6)alkylsulfinyl group unsubstituted or optionally substituted with T2, a (C1-C6)alkylsulfonyl group unsubstituted or optionally substituted with T2, a halo(C1-C6)alkylsulfonyl group unsubstituted or optionally substituted with T2, a (C1-C6)alkylcarbonyl group unsubstituted or optionally substituted with T2, a halo(C1-C6)alkylcarbonyl group unsubstituted or optionally substituted with T2, a halo(C1-C6)alkylcarbonyl group unsubstituted or optionally substituted with T2, a halo(C1-C6)alkylsulfinyl group unsubstituted or optionally substituted with T2 a halo(C1-C6)alkoxycarbonyl group unsubstituted or optionally substituted with T2, a (C1-C6)alkylcarbonyloxy group unsubstituted or optionally substituted with T2, a halo(C1-C6)alkylcarbonyloxy group unsubstituted or optionally substituted with T2, a (C1-C6)alkoxycarbonyloxy group unsubstituted or optionally substituted with T2, a halo(C1-C6)alkoxycarbonyloxy group unsubstituted or optionally substituted with T2,a group selected from the group consisting of an unsubstituted or optionally substituted (C1-C6)alkylsulfonyloxy group with T2, an unsubstituted or optionally substituted halo(C1-C6)alkylsulfonyloxy group with T2, an NY4Y5 group, a C(O)NY4Y5 group, a cyano group, a nitro group, a hydroxy group, a mercapto group, a formyl group, a carboxy group, and an SF5 group; or a group in which two adjacent Z1 or Z2 are bonded to each other to form a 5- or 6-membered alicyclic group which is unsubstituted or optionally substituted with one or more halogen atoms or (C1-C6) alkyl groups, or a group in which two adjacent Z1 or Z2 and the carbon atoms to which they are bonded together form a 1,3-dioxole group or a 1,4-dioxine group, wherein the 1,3-dioxole group and the 1,4-dioxine group are optionally substituted with one or more independent halogen atoms, Y1, Y2 and Y3 each independently represent a hydrogen atom, a (C1-C6)alkyl group unsubstituted or optionally substituted with T3, a halo(C1-C6)alkyl group unsubstituted or optionally substituted with T3, a (C3-C6)cycloalkyl group unsubstituted or optionally substituted with T3, a halo(C3-C6)cycloalkyl group unsubstituted or optionally substituted with T3, a (C2-C6)alkenyl group unsubstituted or optionally substituted with T3, a halo(C2-C6)alkenyl group unsubstituted or optionally substituted with T3, a (C1-C6)alkoxy group unsubstituted or optionally substituted with T3, a halo(C1-C6)alkoxy group unsubstituted or optionally substituted with T3, or unsubstituted or optionally substituted with T3. a (C1-C6)alkylcarbonyl group, a halo(C1-C6)alkylcarbonyl group unsubstituted or optionally substituted with T3, a (C3-C6)cycloalkylcarbonyl group unsubstituted or optionally substituted with T3, a halo(C3-C6)cycloalkylcarbonyl group unsubstituted or optionally substituted with T3, a (C1-C6)alkoxycarbonyl group unsubstituted or optionally substituted with T3, a halo(C1-C6)alkoxycarbonyl group unsubstituted or optionally substituted with T3, a (C1-C6)alkylsulfonyl group unsubstituted or optionally substituted with T3, a halo(C1-C6)alkylsulfonyl group unsubstituted or optionally substituted with T3, and a hydroxy group; T aand T1 each independently represent a (C3-C6)cycloalkyl group, a halo(C3-C6)cycloalkyl group, a (C1-C6)alkoxy group, a halo(C1-C6)alkoxy group, a (C1-C6)alkylcarbonyl group, a halo(C1-C6)alkylcarbonyl group, a (C1-C6)alkoxycarbonyl group, a halo(C1-C6)alkoxycarbonyl group, a (C1-C6)alkylthio group, a halo(C1-C6)alkylthio group, a (C1-C6)alkylsulfinyl group, a halo(C1-C6)alkylsulfinyl group, a group selected from the group consisting of a phenyl group, a (C1-C6)alkylsulfonyl group, a halo(C1-C6)alkylsulfonyl group, a NY4Y5 group, a C(O)NY4Y5 group, a cyano group, a nitro group, a hydroxy group, a mercapto group, a formyl group, a carboxy group, an unsubstituted or optionally substituted phenyl group with Z3, a heterocyclic group with Z3, a phenoxy group with Z3, and a pyridyloxy group with Z3, T2 and T3 each independently represent a group selected from the group consisting of a (C3-C6)cycloalkyl group, a halo(C3-C6)cycloalkyl group, a (C1-C6)alkoxy group, a halo(C1-C6)alkoxy group, a (C1-C6)alkylcarbonyl group, a halo(C1-C6)alkylcarbonyl group, a (C1-C6)alkoxycarbonyl group, a halo(C1-C6)alkoxycarbonyl group, a (C1-C6)alkylthio group, a halo(C1-C6)alkylthio group, a (C1-C6)alkylsulfinyl group, a halo(C1-C6)alkylsulfinyl group, a (C1-C6)alkylsulfonyl group, a halo(C1-C6)alkylsulfonyl group, an NY4Y5 group, a C(O)NY4Y5 group, a cyano group, a nitro group, a hydroxy group, a mercapto group, a formyl group, and a carboxy group; When a plurality of Z3's are present, each independently represents a halogen atom, a (C1-C6)alkyl group, a halo(C1-C6)alkyl group, a (C3-C6)cycloalkyl group, a halo(C3-C6)cycloalkyl group, a 1-cyano-(C3-C6)cycloalkyl group, a (C1-C6)alkoxy group, a halo(C1-C6)alkoxy group, a (C1-C6)alkylthio group, a halo(C1-C6)alkylthio group, a (C1-C6)alkylsulfinyl group, a halo(C1-C6)alkoxy ... a group selected from the group consisting of an alkylsulfinyl group, a (C1-C6)alkylsulfonyl group, a halo(C1-C6)alkylsulfonyl group, a (C1-C6)alkylcarbonyl group, a halo(C1-C6)alkylcarbonyl group, a (C1-C6)alkoxycarbonyl group, a halo(C1-C6)alkoxycarbonyl group, an NY4Y5 group, a C(O)NY4Y5 group, a cyano group, a nitro group, a hydroxy group, a mercapto group, a formyl group, a carboxy group, and an SF5 group; Y4 and Y5 each independently represent a hydrogen atom, a (C1-C6)alkyl group, a halo(C1-C6)alkyl group, a (C3-C6)cycloalkyl group, a halo(C3-C6)cycloalkyl group, a (C1-C6)alkoxy group, a halo(C1-C6)alkoxy group, a (C1-C6)alkylcarbonyl group, a halo(C1-C6)alkylcarbonyl group, or a (C3-C6)cycloalkylcarbonyl group; represents a group selected from the group consisting of a halo(C3-C6)alkylcarbonyl group, a (C1-C6)alkoxycarbonyl group, a halo(C1-C6)alkoxycarbonyl group, a (C1-C6)alkylsulfonyl group, a halo(C1-C6)alkylsulfonyl group, and an unsubstituted or phenyl group optionally substituted with Z3; When a plurality of Y6s are present, each independently represents a group selected from the group consisting of a hydrogen atom, a (C1-C6)alkyl group that is unsubstituted or optionally substituted with T3, a halo(C1-C6)alkyl group that is unsubstituted or optionally substituted with T3, a (C3-C6)cycloalkyl group, a halo(C3-C6)cycloalkyl group, a (C1-C6)alkoxy group that is unsubstituted or optionally substituted with a cyano group, a halo(C1-C6)alkoxy group, a (C3-C6)cycloalkoxy group, a halo(C3-C6)cycloalkoxy group, a (C2-C6)alkenyl group, a halo(C2-C6)alkenyl group, a (C2-C6)alkenyloxy group, and a halo(C2-C6)alkenyloxy group. [3] X1 is an oxygen atom, a sulfur atom, NY1, or C(J5J6), C-J5 and C-J6, when taken together, represent a group selected from the group consisting of an O atom of a carbonyl group, a S atom of a thiocarbonyl group, an imino group substituted with Y3, and a methylene group substituted with J7 and J8; J7 and J8 each independently represent a hydrogen atom, a halogen atom, unsubstituted or T a (C1-C6) alkyl groups optionally substituted with a an amino group optionally substituted by one or two (C1-C6) alkyl groups, and / or halo(C1-C6) alkyl groups; and a hydroxy group; The compound according to [1] or [2], or a salt thereof, or an N-oxide thereof. [4] D is D-1, D-2, D-3, D-4, D-5, D-6, D-7, D-8, D-9, or D-10 [ka] [In the formula, Z 1A , Z 1B , Z 1C , Z 1D and Z 1Eare each independently a hydrogen atom, a halogen atom, a (C1-C6)alkyl group that is unsubstituted or optionally substituted with T2, a halo(C1-C6)alkyl group that is unsubstituted or optionally substituted with T2, a (C3-C6)cycloalkyl group that is unsubstituted or optionally substituted with T2, a halo(C3-C6)cycloalkyl group that is unsubstituted or optionally substituted with T2, a (C1-C6)alkoxy group that is unsubstituted or optionally substituted with T2, or a halo(C1-C6)alkoxy group that is unsubstituted or optionally substituted with T2. , a (C2-C6)alkenyl group unsubstituted or optionally substituted with T2, a halo(C2-C6)alkenyl group unsubstituted or optionally substituted with T2, a (C2-C6)alkenyloxy group unsubstituted or optionally substituted with T2, a halo(C2-C6)alkenyloxy group unsubstituted or optionally substituted with T2, a (C1-C6)alkylthio group unsubstituted or optionally substituted with T2, a halo(C1-C6)alkylthio group unsubstituted or optionally substituted with T2, a ( ... Substituted (C1-C6) alkylsulfinyl groups, unsubstituted or halo(C1-C6) alkylsulfinyl groups optionally substituted with T2, unsubstituted or (C1-C6) alkylsulfonyl groups optionally substituted with T2, unsubstituted or halo(C1-C6) alkylsulfonyl groups optionally substituted with T2, unsubstituted or (C1-C6) alkylcarbonyl groups optionally substituted with T2, unsubstituted or halo(C1-C6) alkylcarbonyl groups optionally substituted with T2, unsubstituted or halo(C1-C6) alkylcarbonyl groups optionally substituted with T2, unsubstituted or a halo(C1-C6)alkoxycarbonyl group unsubstituted or optionally substituted with T2, a (C1-C6)alkylcarbonyloxy group unsubstituted or optionally substituted with T2, a halo(C1-C6)alkylcarbonyloxy group unsubstituted or optionally substituted with T2, a (C1-C6)alkoxycarbonyloxy group unsubstituted or optionally substituted with T2, a halo(C1-C6)alkoxycarbonyloxy group unsubstituted or optionally substituted with T2,a group selected from the group consisting of an unsubstituted or optionally substituted (C1-C6) alkylsulfonyloxy group with T2, an unsubstituted or optionally substituted halo(C1-C6) alkylsulfonyloxy group with T2, an NY4Y5 group, a C(O)NY4Y5 group, a cyano group, a nitro group, a hydroxy group, a mercapto group, a formyl group, a carboxy group, and an SF5 group; The compound according to any one of [1] to [3], a salt thereof, or an N-oxide thereof. [5] The compound according to any one of [1] to [4], or a salt thereof, or an N-oxide thereof, wherein B is a structure represented by B-1. [ka] [6] The compound according to any one of [1] to [4], or a salt thereof, or an N-oxide thereof, wherein B is a structure represented by B-2. [ka] [7] The compound according to any one of [1] to [4], a salt thereof, or an N-oxide thereof, wherein B is a structure represented by B-3. [ka] [8] The compound according to any one of [1] to [4], or a salt thereof, or an N-oxide thereof, wherein B is a structure represented by B-4. [ka] [9] The compound according to any one of [1] to [4], a salt thereof, or an N-oxide thereof, wherein B is a structure represented by B-5. [ka]

[10] The compound according to any one of [1] to [4], a salt thereof, or an N-oxide thereof, wherein B is a structure represented by B-6. [ka]

[11] B is a structure represented by B-7, [ka] The compound or salt thereof, or an N-oxide thereof, according to any one of [1] to [4], wherein R1 is a hydrogen atom.

[12] A pest control agent containing the compound according to any one of [1] to

[11] , or a salt thereof, or an N-oxide thereof. [Effects of the Invention]

[0007] The compound of the present invention represented by formula (1), a salt thereof, or an N-oxide thereof exhibits an extremely excellent control effect against pests and is useful as a pest control agent. DETAILED DESCRIPTION OF THE INVENTION

[0008] In this specification, the definitions and meanings of the following terms are as follows:

[0009] The compounds encompassed by the present invention may have optically active forms due to the presence of one or more asymmetric carbon atoms or sulfur atoms or axial asymmetry, and the present invention encompasses all optically active forms or racemic forms.

[0010] The compounds included in the present invention may have geometric isomers depending on the types of substituents, and the present invention includes all geometric isomers or mixtures of geometric isomers containing them in any ratio. Furthermore, the compounds encompassed by the present invention may have tautomers resulting from the carbonyl group or imino group, as shown below, but the present invention encompasses all tautomers or mixtures of tautomers containing any ratio. In the following formula, the groups B and D are the same as those defined above.

[0011] [ka]

[0012] The salts of the compounds encompassed by the present invention are those that can be prepared by conventional methods. Examples include salts of hydrohalic 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; and salts of amino acids such as glutamic acid and aspartic acid. Alternatively, salts of alkali metals such as lithium, sodium, and potassium; salts of alkaline earth metals such as calcium, barium, and magnesium; aluminum salts; and quaternary ammonium salts such as tetramethylammonium salt, tetrabutylammonium salt, and benzyltrimethylammonium salt.

[0013] In the compound of the present invention, the N-oxide is a compound in which the nitrogen atom of a tertiary amine or a nitrogen atom constituting a ring on a heterocycle is oxidized. Examples of the heterocycle capable of forming an N-oxide include a pyridine ring, a pyridazine ring, a pyrimidine ring, a pyrazine ring, and a fused ring containing the above-mentioned nitrogen-containing heterocycle.

[0014] Specific examples of the substituents shown in this specification are shown below. Here, n- means normal, i- means iso, s- means secondary, tert- means tertiary, and c- means cyclo. Also, Me means a methyl group, Et means an ethyl group, Pr means a propyl group, nPr means an n-propyl group, i-Pr means an i-propyl group, cPr means a cyclopropyl group, Bu means a butyl group, Ph means a phenyl group, and Ac means an acetyl group.

[0015] As used herein, the term "halogen atom" includes a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom. In addition, the term "halo" used herein also represents these halogen atoms.

[0016] In this specification, "(C a ~C b The notation "alkyl" represents a linear or branched hydrocarbon group having a to b carbon atoms, and specific examples thereof include a methyl group, an ethyl group, an n-propyl group, an i-propyl group, an n-butyl group, an i-butyl group, an s-butyl group, a tert-butyl group, an n-pentyl group, a 1,1-dimethylpropyl group, and an n-hexyl group, and each group is selected within the range of the number of carbon atoms specified.

[0017] As used herein, "halo(C a ~C bThe term "alkyl" refers to a linear or branched hydrocarbon group having a to b carbon atoms in which hydrogen atoms bonded to the carbon atoms are optionally substituted with halogen atoms. In this case, when the group is substituted with two or more halogen atoms, the halogen atoms may be the same or different. For example, a fluoromethyl group, a chloromethyl group, a bromomethyl group, an iodomethyl group, a difluoromethyl group, a dichloromethyl group, a trifluoromethyl group, a chlorodifluoromethyl group, a trichloromethyl group, a bromodifluoromethyl group, a 1-fluoroethyl group, a 2-fluoroethyl group, a 2-chloroethyl group, a 2-bromoethyl 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, a 2-bromo-2,2-difluoroethyl group, a 1,1,2,2-tetrafluoroethyl group, a 2-chloro-1,1,2-trifluoroethyl group, a 2-chloro-1,1,2,2-tetrafluoroethyl group, a pentafluoroethyl group, a fluoromethyl ... Specific examples include a fluoroethyl group, a 2,2-difluoropropyl group, a 3,3,3-trifluoropropyl group, a 3-bromo-3,3-difluoropropyl group, a 2,2,3,3-tetrafluoropropyl group, a 2,2,3,3,3-pentafluoropropyl group, a 1,1,2,3,3,3-hexafluoropropyl group, a heptafluoropropyl group, a 2,2,2-trifluoro-1-(methyl)ethyl group, a 2,2,2-trifluoro-1-(trifluoromethyl)ethyl group, a 1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl group, a 2,2,3,4,4,4-hexafluorobutyl group, a 2,2,3,3,4,4,4-heptafluorobutyl group, a nonafluorobutyl group, etc. The number of carbon atoms is selected within the range specified for each group.

[0018] In this specification, "(C a ~C bThe term "alkenyl" refers to a linear or branched unsaturated hydrocarbon group containing a to b carbon atoms and having one or more double bonds in the molecule. Specific examples include vinyl, 1-propenyl, 2-propenyl, 1-methylethenyl, 2-butenyl, 2-methyl-2-propenyl, 3-methyl-2-butenyl, and 1,1-dimethyl-2-propenyl groups, each selected from within the range of the number of carbon atoms specified.

[0019] As used herein, "halo(C a ~C b The term "alkenyl" refers to a linear or branched unsaturated hydrocarbon group having a to b carbon atoms, in which hydrogen atoms bonded to carbon atoms are optionally substituted with halogen atoms, and having one or more double bonds within the molecule. In this case, when substituted with two or more halogen atoms, the halogen atoms may be the same or different. 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, 3-chloro-4,4,4-trifluoro-2-butenyl group, etc. The number of carbon atoms is selected within the range specified for each group.

[0020] In this specification, "(C a ~C bThe expression "alkenyloxy" represents an alkenyl-O- group having the above-mentioned meaning and containing a to b carbon atoms. Specific examples include vinyloxy, allyloxy, 1-propenyloxy, 2-propenyloxy, 1-methylethenyloxy, 2-butenyloxy, 2-methyl-2-propenyloxy, 3-methyl-2-butenyloxy, and 1,1-dimethyl-2-propenyloxy. The number of carbon atoms is selected within the range specified for each group.

[0021] As used herein, "halo(C a ~C b The expression ")alkenyloxy" represents an alkenyl-O- group having the above-mentioned meaning and containing a to b carbon atoms, in which hydrogen atoms bonded to the carbon atoms are optionally substituted with halogen atoms. Specific examples include a 1-fluorovinyloxy group, a 1-chlorovinyloxy group, a 1-bromo-1-propenyloxy group, a 3-iodo-butenyloxy group, a 1-fluoro-2-methyl-propenyloxy group, and a 3,3-dichloroallyloxy group. The number of carbon atoms is selected within the range specified for each group.

[0022] In this specification, "(C a ~C b The term "alkynyl" refers to a linear or branched unsaturated hydrocarbon group containing a to b carbon atoms and having one or more triple bonds in the molecule. Specific examples include ethynyl, propargyl, 2-butynyl, 1-pentynyl, 1-hexynyl, and 4,4,4-trifluoro-2-butynyl groups. The number of carbon atoms is selected within the range specified for each group.

[0023] As used herein, "halo(C a ~C bThe term "alkynyl" refers to a linear or branched unsaturated hydrocarbon group having a to b carbon atoms, in which hydrogen atoms bonded to the carbon atoms are optionally substituted with halogen atoms, and which has one or more triple bonds in the molecule. In this case, when substituted with two or more halogen atoms, the halogen atoms may be the same or different. Specific examples include 3-fluoro-1-propynyl, 3-chloro-1-propynyl, 3-bromo-1-butynyl, 3-bromo-2-propynyl, 3-iodo-2propynyl, 3-bromo-1-hexynyl, 5,5-dichloro-2-methyl-3-pentynyl, and 4-chloro-1,1-dimethyl-2-butynyl. The number of carbon atoms is selected within the range specified for each group.

[0024] In this specification, "(C a ~C b The term "cycloalkyl" refers to a cyclic hydrocarbon group having a to b carbon atoms, and can form a single ring or multiple ring structures having 3 to 6 members. Each ring may be optionally substituted with an alkyl group within the specified range of carbon atoms. Specific examples include cyclopropyl, 1-methylcyclopropyl, 2-methylcyclopropyl, 2,2-dimethylcyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl groups. The number of carbon atoms is selected within the specified range.

[0025] As used herein, "halo(C a ~C bThe term "cycloalkyl" refers to a cyclic hydrocarbon group having a to b carbon atoms in which hydrogen atoms bonded to the carbon atoms are optionally substituted with halogen atoms, and can form a 3- to 6-membered single ring or multiple ring structures. Each ring may also be optionally substituted with an alkyl group within the specified range of carbon atoms. Specific examples include 1-fluorocyclopropyl, 2-fluorocyclopropyl, 1-chlorocyclopropyl, 1-bromocyclopropyl, 1-iodocyclopropyl, 2,2-dichlorocyclopropyl, 1-fluorocyclobutyl, 1-chlorocyclopentyl, and 1-bromocyclohexyl groups. The number of carbon atoms is selected from the range specified for each group.

[0026] As used herein, "1-cyano-(C a ~C b The term "cycloalkyl" refers to a cyclic hydrocarbon group having a to b carbon atoms substituted with a cyano group at the 1-position, and can form a 3- to 6-membered single ring or multiple ring structure. Each ring may be optionally substituted with an alkyl group within the specified range of carbon atoms. Specific examples include 1-cyano-cyclopropyl group, 1-cyano-2-methylcyclopropyl group, 1-cyano-2,2-dimethylcyclopropyl group, 1-cyano-cyclobutyl group, 1-cyano-cyclopentyl group, and 1-cyano-cyclohexyl group. The number of carbon atoms is selected within the specified range.

[0027] In this specification, "(C a ~C b The term "alkoxy" represents an alkyl-O- group having a to b carbon atoms as defined above. Specific examples include methoxy, ethoxy, n-propyloxy, i-propyloxy, n-butyloxy, i-butyloxy, s-butyloxy, tert-butyloxy, and 2-ethylhexyloxy. The number of carbon atoms is selected within the range specified for each group.

[0028] As used herein, "halo(C a ~Cb The notation "(a)alkoxy" represents a haloalkyl-O- group having the above-mentioned meaning and containing a to b carbon atoms. Specific examples include a difluoromethoxy group, a trifluoromethoxy group, a chlorodifluoromethoxy group, a bromodifluoromethoxy group, a 2-fluoroethoxy group, a 2-chloroethoxy group, a 2,2,2-trifluoroethoxy group, a 1,1,2,2-tetrafluoroethoxy group, a 2-chloro-1,1,2-trifluoroethoxy group, and a 1,1,2,3,3,3-hexafluoropropyloxy group. The number of carbon atoms is selected within the range specified for each group.

[0029] In this specification, "(C a ~C b The notation "alkylthio" represents an alkyl-S- group having the above-mentioned meaning and containing a to b carbon atoms. Specific examples include a methylthio group, an ethylthio group, an n-propylthio group, an i-propylthio group, an n-butylthio group, an i-butylthio group, an s-butylthio group, and a tert-butylthio group. The number of carbon atoms is selected within the range specified for each group.

[0030] As used herein, "halo(C a ~C b The notation "(a) alkylthio" represents a haloalkyl-S- group having the above-mentioned meaning and containing a to b carbon atoms. Specific examples include a difluoromethylthio group, a trifluoromethylthio group, a chlorodifluoromethylthio group, a bromodifluoromethylthio group, a 2,2,2-trifluoroethylthio group, a 1,1,2,2-tetrafluoroethylthio group, a 2-chloro-1,1,2-trifluoroethylthio group, a pentafluoroethylthio group, a 1,1,2,3,3,3-hexafluoropropylthio group, a heptafluoropropylthio group, a 1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethylthio group, and a nonafluorobutylthio group. The number of carbon atoms is selected within the range specified for each group.

[0031] In this specification, "(C a ~C bThe notation "alkylsulfinyl" represents an alkyl-S(O)- group having the above-mentioned meaning and containing a to b carbon atoms. Specific examples include a methylsulfinyl group, an ethylsulfinyl group, an n-propylsulfinyl group, an i-propylsulfinyl group, an n-butylsulfinyl group, an i-butylsulfinyl group, an s-butylsulfinyl group, and a tert-butylsulfinyl group. The number of carbon atoms is selected within the range specified for each group.

[0032] As used herein, "halo(C a ~C b The notation "(1-(trifluoromethyl)ethylsulfinyl)" represents a haloalkyl-S(O)- group having the above-mentioned meaning and containing a to b carbon atoms. Specific examples include a difluoromethylsulfinyl group, a trifluoromethylsulfinyl group, a chlorodifluoromethylsulfinyl group, a bromodifluoromethylsulfinyl group, a 2,2,2-trifluoroethylsulfinyl group, a 1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethylsulfinyl group, and a nonafluorobutylsulfinyl group. The number of carbon atoms is selected within the range specified for each group.

[0033] In this specification, "(C a ~C b The term "alkylsulfonyl" refers to an alkyl-SO2- group having a to b carbon atoms as defined above. Specific examples include methylsulfonyl, ethylsulfonyl, n-propylsulfonyl, i-propylsulfonyl, n-butylsulfonyl, i-butylsulfonyl, s-butylsulfonyl, and tert-butylsulfonyl groups. The number of carbon atoms is selected within the range specified for each group.

[0034] As used herein, "halo(C a ~C bThe term "alkylsulfonyl" represents a haloalkyl-SO2- group having a to b carbon atoms as defined above. Specific examples include a difluoromethylsulfonyl group, a trifluoromethylsulfonyl group, a chlorodifluoromethylsulfonyl group, a bromodifluoromethylsulfonyl group, a 2,2,2-trifluoroethylsulfonyl group, a 1,1,2,2-tetrafluoroethylsulfonyl group, and a 2-chloro-1,1,2-trifluoroethylsulfonyl group. The number of carbon atoms is selected within the range specified for each group.

[0035] In this specification, "(C a ~C b The expression "alkylcarbonyl" represents an alkyl-C(O)- group having the above-mentioned meaning and containing a to b carbon atoms. Specific examples include an acetyl group, a propionyl group, a butyryl group, an isobutyryl group, a valeryl group, an isovaleryl group, a 2-methylbutanoyl group, a pivaloyl group, a hexanoyl group, and a heptanoyl group. The number of carbon atoms is selected within the range specified for each group.

[0036] As used herein, "halo(C a ~C b The notation ")alkylcarbonyl" represents a haloalkyl-C(O)- group having the above-mentioned meaning and containing a to b carbon atoms. Specific examples include a fluoroacetyl group, a chloroacetyl group, a difluoroacetyl group, a dichloroacetyl group, a trifluoroacetyl group, a chlorodifluoroacetyl group, a bromodifluoroacetyl group, a trichloroacetyl group, a pentafluoropropionyl group, a heptafluorobutanoyl group, and a 3-chloro-2,2-dimethylpropanoyl group. The number of carbon atoms is selected within the range specified for each group.

[0037] In this specification, "(C a ~C bThe expression "alkoxycarbonyl" represents an alkyl-OC(O)- group having the above-mentioned meaning and containing a to b carbon atoms. Specific examples include a methoxycarbonyl group, an ethoxycarbonyl group, an n-propyloxycarbonyl group, an i-propyloxycarbonyl group, an n-butoxycarbonyl group, an i-butoxycarbonyl group, an s-butoxycarbonyl group, a tert-butoxycarbonyl group, and a 2-ethylhexyloxycarbonyl group. The number of carbon atoms is selected within the range specified for each group.

[0038] As used herein, "halo(C a ~C b The notation ")alkoxycarbonyl" represents a haloalkyl-OC(O)- group having the above-mentioned meaning and containing a to b carbon atoms. Specific examples include a chloromethoxycarbonyl group, a 2-chloroethoxycarbonyl group, a 2,2-difluoroethoxycarbonyl group, a 2,2,2-trifluoroethoxycarbonyl group, and a 2,2,2-trichloroethoxycarbonyl group, and the like are selected within the range of the number of carbon atoms specified for each group.

[0039] In this specification, "(C a ~C b The expression "alkylcarbonyloxy" represents an alkyl-C(O)-O- group having the above-mentioned meaning and containing a to b carbon atoms. Specific examples include a methylcarbonyloxy group, an ethylcarbonyloxy group, an n-propylcarbonyloxy group, an i-propylcarbonyloxy group, an n-butylcarbonyloxy group, an i-butylcarbonyloxy group, an s-butylcarbonyloxy group, a tert-butylcarbonyloxy group, and a 2-ethylhexylcarbonyloxy group. The number of carbon atoms is selected within the range specified for each group.

[0040] As used herein, "halo(C a ~C bThe notation "haloalkylcarbonyloxy" represents a haloalkyl-C(O)-O- group having the above-mentioned meaning and containing a to b carbon atoms. Specific examples include a chloromethylcarbonyloxy group, a 2-chloroethylcarbonyloxy group, a 2,2-difluoroethylcarbonyloxy group, a 2,2,2-trifluoroethylcarbonyloxy group, and a 2,2,2-trichloroethylcarbonyloxy group. The number of carbon atoms is selected within the range specified for each group.

[0041] In this specification, "(C a ~C b The expression "alkoxycarbonyloxy" represents an alkoxy-C(O)-O- group having the above-mentioned meaning and containing a to b carbon atoms. Specific examples include a methoxycarbonyloxy group, an ethoxycarbonyloxy group, an n-propyloxycarbonyloxy group, an i-propyloxycarbonyloxy group, an n-butoxycarbonyloxy group, an i-butoxycarbonyloxy group, an s-butoxycarbonyloxy group, a tert-butoxycarbonyloxy group, and a 2-ethylhexyloxycarbonyloxy group. The number of carbon atoms is selected within the range specified for each group.

[0042] As used herein, "halo(C a ~C b The expression "haloalkoxycarbonyloxy" represents a haloalkoxy-C(O)-O- group having the above-mentioned meaning and containing a to b carbon atoms. Specific examples include a chloromethoxycarbonyloxy group, a 2-chloroethoxycarbonyloxy group, a 2,2-difluoroethoxycarbonyloxy group, a 2,2,2-trifluoroethoxycarbonyloxy group, and a 2,2,2-trichloroethoxycarbonyloxy group. The number of carbon atoms is selected within the range specified for each group.

[0043] In this specification, "(C a ~C bThe expression "alkylsulfonyloxy" represents an alkyl-SO2-O- group having the above-mentioned meaning and containing a to b carbon atoms. Specific examples include a methylsulfonyloxy group, an ethylsulfonyloxy group, an n-propylsulfonyloxy group, an i-propylsulfonyloxy group, an n-butylsulfonyloxy group, an i-butylsulfonyloxy group, an s-butylsulfonyloxy group, and a tert-butylsulfonyloxy group. The number of carbon atoms is selected within the range specified for each group.

[0044] As used herein, "halo(C a ~C b The notation ")alkylsulfonyloxy" represents a haloalkyl-SO2-O- group having the above-mentioned meaning and containing a to b carbon atoms. Specific examples include a difluoromethylsulfonyloxy group, a trifluoromethylsulfonyloxy group, a chlorodifluoromethylsulfonyloxy group, a bromodifluoromethylsulfonyloxy group, a 2,2,2-trifluoroethylsulfonyloxy group, a 1,1,2,2-tetrafluoroethylsulfonyloxy group, and a 2-chloro-1,1,2-trifluoroethylsulfonyloxy group. The number of carbon atoms is selected within the range specified for each group.

[0045] The term "heterocyclic group" used herein refers to a cyclic functional group containing one or more nitrogen, oxygen, or sulfur atoms. It is preferably an aromatic group containing one or more nitrogen, oxygen, or sulfur atoms. For example, thiophen-2-yl, thiophen-3-yl, furan-2-yl, furan-3-yl, pyrrol-1-yl, pyrrol-2-yl, pyrrol-3-yl, oxazol-2-yl, oxazol-4-yl, oxazol-5-yl, isoxazol-3-yl, isoxazol-4-yl, isoxazol-5-yl, isoxazolin-3-yl, isoxazolin-4-yl, isoxazolin-5-yl, thiazol-2-yl, thiazol-4-yl, and thiazol-5-yl. , isothiazol-3-yl, isothiazol-4-yl, isothiazol-5-yl, pyrazol-1-yl, pyrazol-3-yl, pyrazol-4-yl, pyrazol-5-yl, imidazol-1-yl, imidazol-2-yl, imidazol-4-yl, 1,3,4-oxadiazol-2-yl, 1,2,4-oxadiazol-3-yl, 1,2,4-oxadiazol-5-yl, 1,3,4-thiadiazol-2-yl, 1,2,4-thiadiazol-3-yl, 1,2,4-thiadiazol-1-yl, 1,3,4-thiadiazol-2-yl, 1,2,4-thiadiazol-3-yl, 1,2,4-thiadiazol-1-yl, 1,3,4-thiadiazol-2-yl, 1,2,4-thiadiazol-1-yl, 1,3 ... Diazol-5-yl, 1,2,4-triazol-1-yl, 1,2,4-triazol-3-yl, 1,2,4-triazol-5-yl, 1,2,3-thiadiazol-4-yl, 1,2,3-thiadiazol-5-yl, 1,2,3-triazol-1-yl, 1,2,3-triazol-2-yl, 1,2,3-triazol-4-yl, 1,2,3,4-tetrazol-1-yl, 1,2,3,4-tetrazol-2-yl, 1,2,3,4-tetrazol-5-yl, pyridin-2- yl, pyridin-3-yl, pyridin-4-yl, pyrimidin-2-yl, pyrimidin-4-yl, pyrimidin-5-yl, pyrazin-2-yl, pyridazin-3-yl, pyridazin-4-yl, 1,3,5-triazin-2-yl, 1,2,4-triazin-3-yl, 1,2,4-triazin-5-yl, 1,2,4-triazin-6-yl, benzothiophen-2-yl, benzothiophen-3-yl, benzothiophen-4-yl, benzothiophen-5-yl, benzothiophen-6-yl,Benzothiophen-7-yl, benzofuran-2-yl, benzofuran-3-yl, benzofuran-4-yl, benzofuran-5-yl, benzofuran-6-yl, benzofuran-7-yl, indol-1-yl, indol-2-yl, indol-3-yl, indol-4-yl, indol-5-yl, indol-6-yl, indol-7-yl, benzothiazol-2-yl, benzothiazol-4-yl, benzothiazol-5-yl, benzothiazol-6-yl, benzothiazol-7-yl, benzimidazol-1-yl, 2-Benzimidazol-yl, 4-Benzimidazol-yl, 5-Benzimidazol-yl, 6-Benzimidazol-yl, 7-Benzimidazol-yl, 3-Benzisoxazol-yl, 4-Benzisoxazol-yl, 5-Benzisoxazol-yl, 6-Benzisoxazol-yl, 7-Benzisoxazol-yl, 3-Benzisothiazol-yl, 4-Benzisothiazol-yl, 5-Benzisothiazol-yl, 6-Benzisothiazol-yl, 7-Benzisothiazol-yl, 1-Indazole-1 -yl, indazol-3-yl, indazol-4-yl, indazol-5-yl, indazol-6-yl, indazol-7-yl, benzoxazol-2-yl, benzoxazol-4-yl, benzoxazol-5-yl, benzoxazol-6-yl, benzoxazol-7-yl, quinolin-2-yl, quinolin-3-yl, quinolin-4-yl, quinolin-5-yl, quinolin-6-yl, quinolin-7-yl, quinolin-8-yl, isoquinolin-1-yl, isoquinolin-3-yl, isoquinolin-4-yl, isoquinolin-1-yl, isoquinolin-3-yl, isoquinolin-4-yl, isoquinolin-1-yl, isoquinolin-2-yl, isoquinolin-3-yl, isoquinolin-4-yl, isoquinolin-5-yl, isoquinolin-6-yl, isoquinolin-7-yl, isoquinolin-8 ... quinolin-5-yl, isoquinolin-6-yl, isoquinolin-7-yl, isoquinolin-8-yl, quinoxalin-2-yl, quinoxalin-3-yl, quinoxalin-5-yl, quinoxalin-6-yl, quinoxalin-7-yl, quinoxalin-8-yl, phthalazin-1-yl, phthalazin-4-yl, phthalazin-5-yl, phthalazin-6-yl, phthalazin-7-yl, phthalazin-8-yl, cinnolin-3-yl, cinnolin-4-yl, cinnolin-5-yl, cinnolin-6-yl, cinnolin-7-yl, cinnolin-8-yl,Specific examples include quinazolin-2-yl, quinazolin-4-yl, quinazolin-5-yl, quinazolin-6-yl, quinazolin-7-yl, and quinazolin-8-yl.

[0046] As used herein, the term "optionally substituted (C a ~C b The expression "(C) alkyl" refers to an alkyl group having the above-mentioned meaning, in which the hydrogen atoms bonded to the carbon atoms are optionally substituted with a substituent selected from the corresponding substituent group, and the number of carbon atoms is selected within the range of the specified number of carbon atoms. a ~C b When two or more substituents are present on an alkyl group, the respective substituents may be the same or different.

[0047] As used herein, the term "optionally substituted halo(C a ~C b The expression "halo(C)alkyl" represents a haloalkyl group having the above-mentioned meaning, in which a hydrogen atom or a halogen atom bonded to a carbon atom is optionally substituted with a substituent selected from the corresponding substituent group, and the number of carbon atoms is selected within the range of the specified number of carbon atoms. a ~C b When two or more substituents are present on an alkyl group, the respective substituents may be the same or different.

[0048] As used herein, the term "optionally substituted (C a ~C b The expression "(C)cycloalkyl" refers to a cycloalkyl group having the above-mentioned meaning, in which hydrogen atoms bonded to carbon atoms are optionally substituted with substituents arbitrarily selected from the corresponding substituent group, and the number of carbon atoms is selected within the range of the specified number of carbon atoms. a ~C b When there are two or more substituents on a cycloalkyl group, the respective substituents may be the same or different.

[0049] As used herein, the term "optionally substituted halo(C a ~C b The expression "halocycloalkyl" means a halocycloalkyl group having the above-mentioned meaning, in which hydrogen atoms or halogen atoms bonded to carbon atoms are optionally substituted with substituents arbitrarily selected from the corresponding substituent group, and the number of carbon atoms is selected within the range of the specified number of carbon atoms. a ~C b When there are two or more substituents on a cycloalkyl group, the respective substituents may be the same or different.

[0050] As used herein, the term "optionally substituted (C a ~C b The expression "(C)alkenyl" represents an alkenyl group having the above-mentioned meaning, in which hydrogen atoms bonded to carbon atoms are optionally substituted with substituents arbitrarily selected from the corresponding substituent group, and which has a to b carbon atoms, and the number of carbon atoms is selected within the range specified for each. a ~C b When two or more substituents are present on the alkenyl group, the respective substituents may be the same or different.

[0051] As used herein, the term "optionally substituted halo(C a ~C b The expression "halo(C)alkenyl" represents a haloalkenyl group having the above-mentioned meaning, in which a hydrogen atom or a halogen atom bonded to a carbon atom is optionally substituted with a substituent selected from the corresponding substituent group, and the number of carbon atoms is selected within the range specified for each halo(C)alkenyl group. a ~C b When two or more substituents are present on the alkenyl group, the respective substituents may be the same or different.

[0052] As used herein, the term "optionally substituted (C a ~C bThe expression "(C)alkenyloxy" represents an alkenyloxy group having the above-mentioned meaning, in which a hydrogen atom bonded to a carbon atom is optionally substituted with a substituent selected from the corresponding substituent group, and the number of carbon atoms is selected within the range specified for each. a ~C b When two or more substituents are present on the alkenyloxy group, the respective substituents may be the same or different.

[0053] As used herein, the term "optionally substituted halo(C a ~C b The expression "halo(C)alkenyloxy" represents a haloalkenyloxy group having the above-mentioned meaning, in which a hydrogen atom or a halogen atom bonded to a carbon atom is optionally substituted with a substituent selected from the corresponding substituent group, and the number of carbon atoms is selected within the range specified for each halo(C a ~C b When two or more substituents are present on the alkenyloxy group, the respective substituents may be the same or different.

[0054] As used herein, the term "optionally substituted (C a ~C b The expression "(C)alkynyl" represents an alkynyl group having the above-mentioned meaning, in which a hydrogen atom bonded to the carbon atom is optionally substituted with a substituent selected from the corresponding substituent group, and the number of carbon atoms is selected within the range of the specified number of carbon atoms. a ~C b When two or more substituents are present on an alkynyl group, the respective substituents may be the same or different.

[0055] As used herein, the term "optionally substituted halo(C a ~C bThe expression "halo(C)alkynyl" represents a haloalkynyl group having the above-mentioned meaning, in which a hydrogen atom or a halogen atom bonded to a carbon atom is optionally substituted with a substituent selected from the corresponding substituent group, and the number of carbon atoms is selected within the range of the specified number of carbon atoms. a ~C b When two or more substituents are present on an alkynyl group, the respective substituents may be the same or different.

[0056] As used herein, the term "optionally substituted (C a ~C b The expression "(C)alkoxy" represents an alkoxy group having the above-mentioned meaning, in which a hydrogen atom bonded to a carbon atom is optionally substituted with a substituent selected from the corresponding substituent group, and the number of carbon atoms is selected within the range of the specified number of carbon atoms. a ~C b When two or more substituents are present on the alkoxy group, the respective substituents may be the same or different.

[0057] As used herein, the term "optionally substituted halo(C a ~C b The expression "haloalkoxy" means a haloalkoxy group having the above-mentioned meaning, in which a hydrogen atom or a halogen atom bonded to a carbon atom is optionally substituted with a substituent selected from the corresponding substituent group, and the number of carbon atoms is selected within the range of the specified number of carbon atoms. a ~C b When two or more substituents are present on the alkoxy group, the respective substituents may be the same or different.

[0058] As used herein, the term "optionally substituted (C a ~C bThe expression "(C) alkylthio" represents an alkylthio group having the above-mentioned meaning, in which a hydrogen atom bonded to the carbon atom is optionally substituted with a substituent selected from the corresponding substituent group, and the number of carbon atoms is selected within the range of the specified number of carbon atoms. a ~C b When two or more substituents are present on the alkylthio group, the respective substituents may be the same or different.

[0059] As used herein, the term "optionally substituted halo(C a ~C b The notation "halo(C)alkylthio" represents a haloalkylthio group having the above-mentioned meaning, in which a hydrogen atom or a halogen atom bonded to a carbon atom is optionally substituted with a substituent arbitrarily selected from the corresponding substituent group, and the number of carbon atoms is selected within the range of the specified number of carbon atoms. a ~C b When two or more substituents are present on the alkylthio group, the respective substituents may be the same or different.

[0060] As used herein, the term "optionally substituted (C a ~C b The expression "(C) alkylsulfinyl" represents an alkylsulfinyl group having the above-mentioned meaning, in which a hydrogen atom bonded to the carbon atom is optionally substituted with a substituent selected from the corresponding substituent group, and the number of carbon atoms is selected within the range specified for each. a ~C b When two or more substituents are present on the alkylsulfinyl group, the respective substituents may be the same or different.

[0061] As used herein, the term "optionally substituted halo(C a ~C bThe notation of "halo(C)alkylsulfinyl" represents a haloalkylsulfinyl group having the above-mentioned meaning, in which a hydrogen atom or a halogen atom bonded to a carbon atom is optionally substituted with a substituent arbitrarily selected from the corresponding substituent group, and the number of carbon atoms is selected within the range specified for each halo(C)alkylsulfinyl group. a ~C b When two or more substituents are present on the alkylsulfinyl group, the respective substituents may be the same or different.

[0062] As used herein, the term "optionally substituted (C a ~C b The expression "(C) alkylsulfonyl" represents an alkylsulfonyl group having the above-mentioned meaning, in which a hydrogen atom bonded to the carbon atom is optionally substituted with a substituent selected from the corresponding substituent group, and the number of carbon atoms is selected within the range specified for each. a ~C b When two or more substituents are present on the alkylsulfonyl group, the respective substituents may be the same or different.

[0063] As used herein, the term "optionally substituted halo(C a ~C b The expression "halo(C)alkylsulfonyl" represents a haloalkylsulfonyl group having the above-mentioned meaning, in which a hydrogen atom or a halogen atom bonded to a carbon atom is optionally substituted with a substituent selected from the corresponding substituent group, and the number of carbon atoms is selected within the range specified for each halo(C)alkylsulfonyl group. a ~C b When two or more substituents are present on the alkylsulfonyl group, the respective substituents may be the same or different.

[0064] As used herein, the term "optionally substituted (C a ~C bThe expression "(C) alkylcarbonyl" represents an alkylcarbonyl group having the above-mentioned meaning, in which a hydrogen atom bonded to the carbon atom is optionally substituted with a substituent selected from the corresponding substituent group, and the number of carbon atoms is selected within the range of the specified number of carbon atoms. a ~C b When two or more substituents are present on the alkylcarbonyl group, the respective substituents may be the same or different.

[0065] As used herein, the term "optionally substituted halo(C a ~C b The expression "halo(C)alkylcarbonyl" represents a haloalkylcarbonyl group having the above-mentioned meaning, in which a hydrogen atom or a halogen atom bonded to a carbon atom is optionally substituted with a substituent selected from the corresponding substituent group, and the number of carbon atoms is selected within the range specified for each halo(C)alkylcarbonyl group. a ~C b When two or more substituents are present on the alkylcarbonyl group, the respective substituents may be the same or different.

[0066] As used herein, the term "optionally substituted (C a ~C b The expression "(C)alkoxycarbonyl" represents an alkoxycarbonyl group having the above-mentioned meaning, in which a hydrogen atom bonded to a carbon atom is optionally substituted with a substituent selected from the corresponding substituent group, and the number of carbon atoms is selected within the range of the specified number of carbon atoms. a ~C b When two or more substituents are present on the alkoxycarbonyl group, the respective substituents may be the same or different.

[0067] As used herein, the term "optionally substituted halo(C a ~C bThe expression "haloalkoxycarbonyl" means a haloalkoxycarbonyl group having the above-mentioned meaning, in which a hydrogen atom or a halogen atom bonded to a carbon atom is optionally substituted with a substituent selected from the corresponding substituent group, and the number of carbon atoms is selected within the range of the specified number of carbon atoms. a ~C b When two or more substituents are present on the alkoxycarbonyl group, the respective substituents may be the same or different.

[0068] As used herein, the term "optionally substituted (C a ~C b The expression "(C) alkylcarbonyloxy" represents an alkylcarbonyloxy group having the above-mentioned meaning, in which a hydrogen atom bonded to the carbon atom is optionally substituted with a substituent selected from the corresponding substituent group, and the number of carbon atoms is selected within the range of the specified number of carbon atoms. a ~C b When two or more substituents are present on the alkylcarbonyloxy group, the respective substituents may be the same or different.

[0069] As used herein, the term "optionally substituted halo(C a ~C b The expression "halo(C)alkylcarbonyloxy" represents a haloalkylcarbonyloxy group having the above-mentioned meaning, in which a hydrogen atom or a halogen atom bonded to a carbon atom is optionally substituted with a substituent selected from the corresponding substituent group, and the number of carbon atoms is selected within the range specified for each halo(C a ~C b When two or more substituents are present on the alkylcarbonyloxy group, the respective substituents may be the same or different.

[0070] As used herein, the term "optionally substituted (C a ~C bThe expression "(C)alkoxycarbonyloxy" represents an alkoxycarbonyloxy group having the above-mentioned meaning, in which a hydrogen atom bonded to a carbon atom is optionally substituted with a substituent selected from the corresponding substituent group, and the number of carbon atoms is selected within the range of the specified number of carbon atoms. a ~C b When two or more substituents are present on the alkoxycarbonyloxy group, the respective substituents may be the same or different.

[0071] As used herein, the term "optionally substituted halo(C a ~C b The expression "haloalkoxycarbonyloxy" means a haloalkoxycarbonyloxy group having the above-mentioned meaning, in which a hydrogen atom or a halogen atom bonded to a carbon atom is optionally substituted with a substituent selected from the corresponding substituent group, and the number of carbon atoms is selected within the range of the specified number of carbon atoms. a ~C b When two or more substituents are present on the alkoxycarbonyloxy group, the respective substituents may be the same or different.

[0072] As used herein, the term "optionally substituted (C a ~C b The expression "(C) alkylsulfonyloxy" represents an alkylsulfonyloxy group having the above-mentioned meaning, in which a hydrogen atom bonded to the carbon atom is optionally substituted with a substituent selected from the corresponding substituent group, and the number of carbon atoms is selected within the range specified for each. a ~C b When two or more substituents are present on the alkylsulfonyloxy group, the respective substituents may be the same or different.

[0073] As used herein, the term "optionally substituted halo(C a ~C bThe expression "halo(C)alkylsulfonyloxy" represents a haloalkylsulfonyloxy group having the above-mentioned meaning, in which a hydrogen atom or a halogen atom bonded to a carbon atom is optionally substituted with a substituent selected from the corresponding substituent group, and the number of carbon atoms is selected within the range specified for each halo(C)alkylsulfonyloxy group. a ~C b When two or more substituents are present on the alkylsulfonyl group, the respective substituents may be the same or different.

[0074] The term "optionally substituted phenyl" as used herein refers to a phenyl group in which a hydrogen atom bonded to a carbon atom on the phenyl ring is optionally substituted with a substituent selected from the corresponding group of substituents. When two or more substituents are present on each phenyl group, the substituents may be the same or different.

[0075] The term "optionally substituted heterocyclic group" used herein refers to a heterocyclic group in which a hydrogen atom bonded to a carbon atom on the heterocycle is optionally substituted with a substituent selected from the corresponding substituent group. When two or more substituents are present on each heterocyclic group, the substituents may be the same or different.

[0076] The term "optionally substituted phenoxy" used herein refers to a phenoxy group in which a hydrogen atom bonded to a carbon atom on the phenyl ring is optionally substituted with a substituent selected from the corresponding group of substituents. When two or more substituents are present on each phenoxy group, the substituents may be the same or different.

[0077] The term "optionally substituted pyridyloxy" used herein refers to a pyridyloxy group in which a hydrogen atom bonded to a carbon atom on the pyridine ring is optionally substituted with a substituent selected from the corresponding group of substituents. When two or more substituents are present on each pyridyloxy group, the substituents may be the same or different.

[0078] In this specification, the expressions "a 5- or 6-membered alicyclic group formed by two adjacent Z1 or two Z2 bonded together" and "a 1,3-dioxole group or a 1,4-dioxine group formed by two adjacent Z1 or Z2 bonded together with the carbon atoms to which they are bonded" refer to a 5- or 6-membered alicyclic group or a 1,3-dioxole group or a 1,4-dioxine group formed by covalently bonding any atom on each Z1 or Z2 in two adjacent Z1 or Z2 substituted on a phenyl group, heterocyclic group, phenoxy group, or pyridyloxy group. In this case, the two Z1 or Z2 may be the same or different. Furthermore, the covalently bonded atoms on each Z1 or Z2 can be independently selected from carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms. Specific examples include the substituent structures illustrated below. However, this is not limited to these. In the following diagrams, "Het" means a heterocyclic group, and the heterocyclic group has the same meaning as defined above.

[0079] [ka]

[0080] In this specification, "Y a and Y b The notation "aliphatic 3- to 10-membered cyclic amino group or cyclic amide group formed by bonding together" is a and Y b It represents an aliphatic 3- to 10-membered cyclic amino group or cyclic amide group formed by connecting any of the above atoms by a covalent bond. In this case, two Y a and Y b may be the same or different. a and Y b The above atoms can be independently selected from hydrogen, carbon, nitrogen, oxygen, and sulfur atoms. Specific examples include, but are not limited to, the substituent structures shown below. [ka]

[0081] The present invention relates to a compound represented by formula (1) or a salt thereof, or an N-oxide thereof. The compound represented by formula (1) is a structural compound in which the cyclic structure D and the cyclic structure B are linked by the cyclic structure represented by formula (1). The compound is described below.

[0082] In formula (1), the cyclic structure connecting the D and B moieties is a 5- or 6-membered nitrogen-containing cyclic group containing at least two nitrogen atoms. For example, it is a diazole structure, oxadiazole structure, thiadiazole structure, triazole structure, imidazole structure, diazine structure (pyrazine structure, pyrimidine structure, or pyridazine structure), oxadiazine structure, thiadiazine structure, or triazine structure. Preferably, it is a 5- or 6-membered diazole structure, oxadiazole structure, thiadiazole structure, or diazine structure, oxadiazine structure, or thiadiazine structure. In the cyclic structure connecting the D and B portions of formula (1) of the compound of the present invention, X1 is an oxygen atom, a sulfur atom, N--Y, or C(J5J6), and J1, J2, J3, and J4 each independently represent a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, a hydroxy group, or a group selected from the group consisting of the O atom of a carbonyl group formed by the two bonds of C-J1 and C-J2, or C-J3 and C-J4 taken together, the S atom of a thiocarbonyl group, an imino group substituted with Y2, and a methylene group (methylidene group) substituted with J7 and J8 (=CJ7J8). C(J5J6) is a methylene group (>CJ5J6) substituted with J5 and J6, and J5 and J6 are each independently a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, or a group selected from the group consisting of the O atom of a carbonyl group formed by the two bonds C-J5 and C-J6 together, the S atom of a thiocarbonyl group, an imino group substituted with Y3, and a methylene group substituted with J7 and J8. J5 and J6 are preferably a group selected from the group consisting of a hydrogen atom, a halogen atom, the O atom of a carbonyl group formed by the two bonds C-J5 and C-J6 together, the S atom of a thiocarbonyl group, an imino group substituted with Y3, and a methylene group substituted with J7 and J8. Y1, Y2 and Y3 each represent a hydrogen atom, a (C1-C6)alkyl group which may have a substituent, a halo(C1-C6)alkyl group which may have a substituent, a (C3-C6)cycloalkyl group which may have a substituent, a halo(C3-C6)cycloalkyl group which may have a substituent, a (C2-C6)alkenyl group which may have a substituent, a halo(C2-C6)alkenyl group which may have a substituent, a (C1-C6)alkoxy group which may have a substituent, a halo(C1-C6)alkoxy group which may have a substituent, a (C1-C6)alkylcarbyl group which may have a substituent, a (C1-C6)alkylcarbyl group which may have a substituent, a (C1-C6)alkylcarbyl group which may have a substituent, a (C1-C6)alkylcarbyl group which may have a substituent, a (C1-C6)alkylcarbyl group which may have a substituent, a (C1-C6)alkoxy ... and a hydroxy group. J7 and J8 are groups selected from the group consisting of a hydrogen atom, a halogen atom, an optionally substituted (C1-C6) alkyl group, an optionally substituted halo(C1-C6) alkyl group, an optionally substituted (C1-C6) alkoxy group, an optionally substituted halo(C1-C6) alkoxy group, and an optionally substituted amino group.

[0083] In formula (1), specific examples of the cyclic structure connecting the D and B moieties include a 1,2,4-oxadiazole structure, a 1,2,4-thiadiazole structure, a 1,2,4-triazole structure, an imidazole structure, a 1,2,4-oxadiazine structure, a 1,2,4-thiadiazine structure, a 1,2,4-triazine structure, and a pyrimidine structure, as illustrated in the following formulae:

[0084] [ka]

[0085] When X1 in formula (1) is NY1, Y1 is preferably a group selected from the group consisting of a hydrogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C2-C6)alkenyl group, an optionally substituted halo(C2-C6)alkenyl group, an optionally substituted (C1-C6)alkylcarbonyl group, an optionally substituted halo(C1-C6)alkylcarbonyl group, an optionally substituted (C1-C6)alkoxycarbonyl group, an optionally substituted halo(C1-C6)alkoxycarbonyl group, and a hydroxy group. More preferred are groups selected from the group consisting of a hydrogen atom, an optionally substituted (C1-C6) alkyl group, an optionally substituted halo(C1-C6) alkyl group, an optionally substituted (C1-C6) alkoxy group, an optionally substituted halo(C1-C6) alkoxy group, an optionally substituted (C1-C6) alkylcarbonyl group, an optionally substituted halo(C1-C6) alkylcarbonyl group, and a hydroxy group. Still more preferred are groups selected from the group consisting of a hydrogen atom, an optionally substituted (C1-C6) alkyl group, and an optionally substituted (C1-C6) alkylcarbonyl group. When X1 in formula (1) is C(J5J6), preferably, J5 and J6 are each independently a hydrogen atom, a halogen atom, a (C1-C6) alkyl group which may have a substituent, or the two bonds of C-J5 and C-J6 taken together to form an O atom of a carbonyl group, an S atom of a thiocarbonyl group, or a methylene group substituted with J7 and J8. More preferably, the two bonds of C-J5 and C-J6 taken together to form an O atom of a carbonyl group, an S atom of a thiocarbonyl group, or a methylene group substituted with J7 and J8.

[0086] In formula (1), J1, J2, J3, and J4 are preferably each independently a hydrogen atom, a halogen atom, a (C1-C6) alkyl group which may have a substituent, or a group selected from the group consisting of the O atom of a carbonyl group formed by the two bonds C-J1 and C-J2, or C-J3 and C-J4 taken together, the S atom of a thiocarbonyl group, and an imino group substituted with Y2. More preferably, they are a group selected from the group consisting of a hydrogen atom, a (C1-C6) alkyl group, or a group selected from the group consisting of the O atom of a carbonyl group formed by the two bonds C-J1 and C-J2, or C-J3 and C-J4 taken together, and the S atom of a thiocarbonyl group. Even more preferably, they are a group selected from the group consisting of a hydrogen atom, or a group selected from the group consisting of the O atom of a carbonyl group formed by the two bonds C-J1 and C-J2, or C-J3 and C-J4 taken together, and the S atom of a thiocarbonyl group.

[0087] In the formula (1), n ​​may be 0. In this case, J1 and J2 are preferably a hydrogen atom, a (C1-C6) alkyl group which may have a substituent, the O atom of a carbonyl group formed by combining the two bonds C-J1 and C-J2, the S atom of a thiocarbonyl group, or an imino group substituted with Y2. More preferably, J1 and J2 are a hydrogen atom, or the O atom of a carbonyl group formed by combining the two bonds C-J1 and C-J2, or the S atom of a thiocarbonyl group.

[0088] J7 and J8 are each independently a group selected from the group consisting of a hydrogen atom, a halogen atom, an optionally substituted (C1-C6) alkyl group, an optionally substituted halo(C1-C6) alkyl group, an optionally substituted (C1-C6) alkoxy group, an optionally substituted halo(C1-C6) alkoxy group, an optionally substituted halo(C1-C6) alkoxy group, an amino group optionally substituted with one or two (C1-C6) alkyl groups and / or halo(C1-C6) alkyl groups, and a hydroxy group. They are preferably a group selected from the group consisting of a hydrogen atom, an optionally substituted (C1-C6) alkyl group, an optionally substituted (C1-C6) alkoxy group, an amino group optionally substituted with one or two (C1-C6) alkyl groups and / or halo(C1-C6) alkyl groups, and a hydroxy group. They are more preferably a group selected from the group consisting of a hydrogen atom, a (C1-C6) alkoxy group, an amino group optionally substituted with one or two (C1-C6) alkyl groups, and a hydroxy group.

[0089] Y2 and Y3 are preferably each a group selected from the group consisting of a hydrogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C2-C6)alkenyl group, an optionally substituted halo(C2-C6)alkenyl group, an optionally substituted (C1-C6)alkylcarbonyl group, an optionally substituted halo(C1-C6)alkylcarbonyl group, an optionally substituted (C1-C6)alkoxycarbonyl group, an optionally substituted halo(C1-C6)alkoxycarbonyl group, and a hydroxy group. More preferred are groups selected from the group consisting of a hydrogen atom, an optionally substituted (C1-C6) alkyl group, an optionally substituted halo(C1-C6) alkyl group, an optionally substituted (C1-C6) alkoxy group, an optionally substituted halo(C1-C6) alkoxy group, an optionally substituted (C1-C6) alkylcarbonyl group, an optionally substituted halo(C1-C6) alkylcarbonyl group, and a hydroxy group. Still more preferred are groups selected from the group consisting of a hydrogen atom, an optionally substituted (C1-C6) alkyl group, and an optionally substituted (C1-C6) alkylcarbonyl group.

[0090] More preferred embodiments of the cyclic structure connecting the D and B moieties in formula (1) include a 1,2,4-oxadiazole structure, a 1,2,4-thiadiazole structure, a 1,2,4-oxadiazine structure, and a 1,2,4-thiadiazine structure. That is, in the cyclic structure, X1 is preferably an oxygen atom or a sulfur atom, n is preferably 0 or 1, and J1, J2, J3, and J4 are preferably as defined above.

[0091] In formula (1), D is an unsubstituted or optionally substituted phenyl group with Z1, or an unsubstituted or optionally substituted heterocyclic group with Z1. D is preferably an unsubstituted or optionally substituted phenyl group with Z1, an unsubstituted or optionally substituted pyridyl group with Z1, an unsubstituted or optionally substituted pyridazinyl group with Z1, an unsubstituted or optionally substituted pyrimidinyl group with Z1, or an unsubstituted or optionally substituted pyrazinyl group with Z1. D is more preferably an unsubstituted or optionally substituted pyridyl group with Z1. D is more preferably a phenyl group with one or more Z1, or a nitrogen-containing heterocyclic group with one or more Z1. In this case, the nitrogen-containing heterocyclic group is a heterocyclic group selected from the group consisting of a pyridyl group, a pyridazinyl group, a pyrimidinyl group, and a pyrazinyl group. The D portion is preferably a ring structure group selected from the group consisting of D-1, D-2, D-3, D-4, D-5, D-6, D-7, D-8, D-9 and D-10, and Z 1A , Z 1B , Z 1C , Z 1D and Z 1E Preferably, D is a phenyl group or a heterocyclic group optionally having a substituent as defined in the formula (I). More preferably, D is a ring structure group selected from the group consisting of D-1, D-2, D-3, D-4, D-5, D-6, D-7, and D-8. Particularly preferred is a ring structure group selected from the group consisting of D-1, D-2, D-3, D-4, D-5, and D-6. Even more preferably, D is a ring structure group represented by D-2.

[0092] Z1 is a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C2-C6)alkenyl group, an optionally substituted halo(C2-C6)alkenyl group, or an optionally substituted (C2-C6) Alkenyloxy group, optionally substituted halo(C2-C6)alkenyloxy group, optionally substituted (C1-C6)alkylthio group, optionally substituted halo(C1-C6)alkylthio group, optionally substituted (C1-C6)alkylsulfinyl group, optionally substituted halo(C1-C6)alkylsulfinyl group, optionally substituted (C1-C6)alkylsulfonyl group, optionally substituted halo(C1-C6)alkylsulfonyl group, optionally substituted (C1-C6)alkylcathol a halo(C1-C6)alkylcarbonyl group which may have a substituent, a (C1-C6)alkoxycarbonyl group which may have a substituent, a halo(C1-C6)alkoxycarbonyl group which may have a substituent, a (C1-C6)alkylcarbonyloxy group which may have a substituent, a halo(C1-C6)alkylcarbonyloxy group which may have a substituent, a (C1-C6)alkoxycarbonyloxy group which may have a substituent, a halo(C1-C6)alkoxycarbonyloxy group which may have a substituent, a group selected from the group consisting of a (C1-C6)alkylsulfonyloxy group which may have a substituent, a halo(C1-C6)alkylsulfonyloxy group which may have a substituent, a NY4Y5 group, a C(O)NY4Y5 group, a cyano group, a nitro group, a hydroxy group, a mercapto group, a formyl group, a carboxy group, and a SF5 group; a group in which adjacent Z1 are bonded to each other to form a 5- or 6-membered alicyclic group which is unsubstituted or optionally substituted with one or more halogen atoms or (C1-C6)alkyl groups; or a group in which adjacent Z1 and the carbon atom to which they are bonded together form 1,It is a group that forms a 3-dioxole group or a 1,4-dioxine group.

[0093] The substituent on the phenyl group or heterocyclic group of the D moiety is preferably a hydrogen atom, a halogen atom, an optionally substituted (C1-C6) alkyl group, an optionally substituted halo(C1-C6) alkyl group, an optionally substituted (C3-C6) cycloalkyl group, an optionally substituted halo(C3-C6) cycloalkyl group, an optionally substituted (C1-C6) alkoxy group, an optionally substituted halo(C1-C6) alkoxy group, an optionally substituted (C2-C6) alkenyl group, an optionally substituted halo(C2-C6) alkenyl group, an optionally substituted (C2-C6) and a group selected from the group consisting of a (C6)alkenyloxy group, an optionally substituted halo(C2-C6)alkenyloxy group, an optionally substituted (C1-C6)alkylthio group, an optionally substituted halo(C1-C6)alkylthio group, an optionally substituted (C1-C6)alkylsulfinyl group, an optionally substituted halo(C1-C6)alkylsulfinyl group, an optionally substituted (C1-C6)alkylsulfonyl group, an optionally substituted halo(C1-C6)alkylsulfonyl group, an NY4Y5 group, a C(O)NY4Y5 group, a cyano group, a nitro group, and a hydroxy group. More preferably, it is a hydrogen atom, or a group selected from the group consisting of a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C1-C6)alkylthio group, an optionally substituted halo(C1-C6)alkylthio group, an optionally substituted (C1-C6)alkylsulfinyl group, an optionally substituted halo(C1-C6)alkylsulfinyl group, an optionally substituted (C1-C6)alkylsulfonyl group, an optionally substituted halo(C1-C6)alkylsulfonyl group, and a cyano group. More preferably, the D portion is Z represented by D-1 to D-10. 1A , Z 1B , Z 1C , Z 1D and Z 1E and phenyl, pyridyl, pyridazinyl, pyrimidinyl, and pyrazinyl groups substituted with .

[0094] Z 1A , Z 1B , Z 1C , Z 1D and Z 1Erepresents a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C2-C6)alkenyl group, an optionally substituted halo(C2-C6)alkenyl group, an optionally substituted (C2-C6)alkenyloxy group, an optionally substituted halo(C2-C6)alkenyloxy group, an optionally substituted (C1-C6)alkylthio group, an optionally substituted halo(C1-C6)alkylthio group, an optionally substituted (C1-C6)alkylsulfinyl group, an optionally substituted halo(C1-C6)alkylsulfinyl group, or an optionally substituted (C1-C6)alkylsulfonyl group a halo(C1-C6)alkylsulfonyl group which may have a substituent, a (C1-C6)alkylcarbonyl group which may have a substituent, a halo(C1-C6)alkylcarbonyl group which may have a substituent, a (C1-C6)alkoxycarbonyl group which may have a substituent, a halo(C1-C6)alkoxycarbonyl group which may have a substituent, a (C1-C6)alkylcarbonyloxy group which may have a substituent, a halo(C1-C6)alkylcarbonyloxy group which may have a substituent, a (C1-C6)alkoxycarbonyloxy group which may have a substituent, a (C1-C6)alkoxycarbonyloxy group which may have a substituent, a (C1-C6)alkylsulfonyloxy group which may have a substituent, a halo(C1-C6)alkylsulfonyloxy group which may have a substituent, a NY4Y5 group, a C(O)NY4Y5 group, a cyano group, a nitro group, a hydroxy group, a mercapto group, a formyl group, a carboxy group, and a SF5 group. Z 1A ~Z 1Eis preferably a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C2-C6)alkenyl group, an optionally substituted halo(C2-C6)alkenyl group, or an optionally substituted (C2-C6)alkenyloxy group. a halo(C2-C6)alkenyloxy group which may have a substituent, a (C1-C6)alkylthio group which may have a substituent, a halo(C1-C6)alkylthio group which may have a substituent, a (C1-C6)alkylsulfinyl group which may have a substituent, a halo(C1-C6)alkylsulfinyl group which may have a substituent, a (C1-C6)alkylsulfonyl group which may have a substituent, a halo(C1-C6)alkylsulfonyl group which may have a substituent, a NY4Y5 group, a C(O)NY4Y5 group, a cyano group, a nitro group, and a hydroxy group. More preferably, it is a hydrogen atom, or a group selected from the group consisting of a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C1-C6)alkylthio group, an optionally substituted halo(C1-C6)alkylthio group, an optionally substituted (C1-C6)alkylsulfinyl group, an optionally substituted halo(C1-C6)alkylsulfinyl group, an optionally substituted (C1-C6)alkylsulfonyl group, an optionally substituted halo(C1-C6)alkylsulfonyl group, and a cyano group. Z 1A ~Z 1Eis, for example, a hydrogen atom, a halogen atom, a methyl group, an ethyl group, an isopropyl group, a trifluoromethyl group, a pentafluoroethyl group, a heptafluoronormalpropyl group, a heptafluoroisopropyl group, a trifluoromethoxy group, a 2,2,2-trifluoroethoxy group, a pentafluoroethoxy group, a trifluoromethylthio group, a 2,2,2-trifluoroethylthio group, a pentafluoroethylthio group, a trifluoromethylsulfinyl group, a 2,2,2-trifluoroethylsulfinyl group, a pentafluoroethylsulfinyl group, a trifluoromethylsulfonyl group, a 2,2,2-trifluoroethylsulfonyl group, or a pentafluoroethylsulfonyl group. More preferably, it is a group selected from the group consisting of a hydrogen atom, a halogen atom, a methyl group, a trifluoromethyl group, a pentafluoroethyl group, a heptafluoroisopropyl group, a trifluoromethoxy group, a trifluoromethylthio group, a trifluoromethylsulfinyl group, or a trifluoromethylsulfonyl group.

[0095] The B portion in formula (1) is the B-1, B-2, B-3, B-4, B-5, B-6, and B-8. That is, R1, R2, R3, R4, R5, R6, R7, R8, and R 10 , R 11 , and R 13 -S(O) optionally having a substituent defined by m R 12 is a nitrogen-containing heterocyclic group having a substituent represented by the following formula: R1, R2, R3, R4, R5, R6, R7, R8 and R 13The substituents defined by each independently represent a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C2-C6)alkenyl group, an optionally substituted halo(C2-C6)alkenyl group, a substituted a (C2-C6)alkynyl group which may have one or more substituents, a halo(C2-C6)alkynyl group which may have one or more substituents, a (C2-C6)alkenyloxy group which may have one or more substituents, a halo(C2-C6)alkenyloxy group which may have one or more substituents, a (C1-C6)alkylthio group which may have one or more substituents, a halo(C1-C6)alkylthio group which may have one or more substituents, a (C1-C6)alkylsulfinyl group which may have one or more substituents, a halo(C1-C6)alkylsulfinyl group which may have one or more substituents, a (C1-C6)alkylthio group which may have one or more substituents, a ( ... )alkylsulfonyl group, optionally substituted halo(C1-C6)alkylsulfonyl group, optionally substituted (C1-C6)alkylcarbonyl group, optionally substituted halo(C1-C6)alkylcarbonyl group, optionally substituted (C1-C6)alkylcarbonyloxy group, optionally substituted halo(C1-C6)alkylcarbonyloxy group, optionally substituted (C1-C6)alkoxycarbonyl group, optionally substituted halo(C1-C6)alkoxycarbonyl group, optionally substituted a (C1-C6)alkoxycarbonyloxy group, an optionally substituted halo(C1-C6)alkoxycarbonyloxy group, an optionally substituted (C1-C6)alkylsulfonyloxy group, an optionally substituted halo(C1-C6)alkylsulfonyloxy group, an optionally substituted phenyl group, an optionally substituted heterocyclic group, an optionally substituted phenoxy group, an optionally substituted pyridyloxy group, a NY4Y5 group, a C(O)NY4Y5 group, a CH═NY6 group, a cyano group, a nitro group, a hydroxy group, a mercapto group,is a group selected from the group consisting of a formyl group, a carboxy group, and an SF5 group.

[0096] The R1 to R8 and R 13 are preferably each independently a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C2-C6)alkenyl group, an optionally substituted halo(C2-C6)alkenyl group, an optionally substituted (C2-C6)alkenyloxy group, an optionally substituted halo(C2-C6)alkenyloxy group, an optionally substituted (C2 a halo(C2-C6)alkynyl group which may have a substituent, a halo(C2-C6)alkynyl group which may have a substituent, a (C1-C6)alkylthio group which may have a substituent, a halo(C1-C6)alkylthio group which may have a substituent, a (C1-C6)alkylsulfinyl group which may have a substituent, a halo(C1-C6)alkylsulfinyl group which may have a substituent, a (C1-C6)alkylsulfonyl group which may have a substituent, a halo(C1-C6)alkylsulfonyl group which may have a substituent, a phenyl group which may have a substituent, a heterocyclic group which may have a substituent, a -NY4Y5 group, a -C(O)NY4Y5 group, a -CH=NY6 group, a cyano group, a nitro group, and a hydroxy group. More preferably, R1 to R8 and R 13are each independently a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C1-C6)alkylthio group, an optionally substituted halo(C1-C6)alkylthio group, a group selected from the group consisting of an optionally substituted (C1-C6) alkylsulfinyl group, an optionally substituted halo(C1-C6) alkylsulfinyl group, an optionally substituted (C1-C6) alkylsulfonyl group, an optionally substituted halo(C1-C6) alkylsulfonyl group, an optionally substituted phenyl group, an optionally substituted heterocyclic group, a -NY4Y5 group, a -C(O)NY4Y5 group, a -CH=NY3 group, a cyano group, a nitro group, and a hydroxy group, and at least one of R2 and R3 is a halogen atom Atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C2-C6)alkynyl group, an optionally substituted halo(C2-C6)alkynyl group, an optionally substituted (C1-C6)alkynyl group and a group selected from the group consisting of an alkylthio group, an optionally substituted halo(C1-C6)alkylthio group, an optionally substituted (C1-C6)alkylsulfinyl group, an optionally substituted halo(C1-C6)alkylsulfinyl group, an optionally substituted (C1-C6)alkylsulfonyl group, an optionally substituted halo(C1-C6)alkylsulfonyl group, an optionally substituted phenyl group, an optionally substituted heterocyclic group, -NY4Y5, -C(O)NY4Y5, and -CH=NY6.

[0097] R9 and R in part B 10 are each independently selected from the group consisting of a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, a halo(C1-C6)alkyl group, a (C3-C6)cycloalkyl group, a halo(C3-C6)cycloalkyl group, a (C1-C6)alkoxy group, a halo(C1-C6)alkoxy group, a (C1-C6)alkylcarbonyloxy group, a halo(C1-C6)alkylcarbonyloxy group, a (C1-C6)alkoxycarbonyloxy group, a halo(C1-C6)alkoxycarbonyloxy group, a NY4Y5 group, a C(O)NY4Y5 group, a cyano group, a nitro group, and a hydroxy group. Preferably, each independently selected from the group consisting of a hydrogen atom, a halogen atom, and a (C1-C6)alkyl group, more preferably a hydrogen atom. R 11 is a group selected from the group consisting of a hydrogen atom, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C3-C6) cycloalkyl group, a halo(C3-C6) cycloalkyl group, a (C1-C6) alkoxy group, a halo(C1-C6) alkoxy group, a (C2-C6) alkylcarbonyl group, a halo(C2-C6) alkylcarbonyl group, a (C4-C7) cycloalkylcarbonyl group, and a halo(C4-C7) cycloalkylcarbonyl group. Preferably, it is a group selected from the group consisting of a hydrogen atom, a (C1-C6) alkyl group, and a (C2-C6) alkylcarbonyl group.

[0098] Placed in B section - S(O) m R 12 R in the group 12 is a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C3-C6) cycloalkyl group, a halo(C3-C6) cycloalkyl group, a (C1-C6) alkoxy group, a halo(C1-C6) alkoxy group, NY a Y b (C1-C6) alkyl groups, halo(C1-C6) alkyl groups, NY groups, a Y b More preferably, R 12is a (C1-C6) alkyl group, a halo(C1-C6) alkyl group. m is 0, 1 or 2. m is preferably 2.

[0099] Placed in B section - S(O) m R 12 R in the group 12 NY a Y b In the case of the group, m is 1 or 2. Preferably, m is 2.

[0100] The B portion is preferably a cyclic structure portion represented by B-1, B-2, B-3, or B-4. More preferably, in B-1, one of G2 and G4 is a pyridyl group optionally having a substituent, and the other is a carbon atom group. In B-2, G5, G6, G7, and G8 are all carbon atom groups (C(R 5~8 an isoquinolyl group optionally having a substituent, wherein G5, G6, G7 and G8 are all carbon atom groups (C(R 5~8 )), or in B-4, G5, G6, G7 and G8 are all carbon atom groups (C(R 5~8 In this case, R1 to R8 and R9 to R10 are each independently substituted with an imidazo[1,2-a]pyridyl group structure. 10 , and R 11 has the same meaning as above. Further, a cyclic structure represented by B-1, B-3, or B-4 is preferred, and in B-1, a pyridyl group structure optionally having a substituent in which one of G2 and G4 is a nitrogen atom and the other is a carbon atom group, and in B-3, G5, G6, G7, and G8 are all carbon atom groups (C(R 5~8 )), or in B-4, G5, G6, G7 and G8 are all carbon atom groups (C(R 5~8 In this case, R1 to R8 and R9 to R10 are each independently substituted with an imidazo[1,2-a]pyridyl group structure. 10 , and R 11 has the same meaning as above.

[0101] When B is B-1, B-7 is particularly preferred in which G2 is a C(R2) group and G4 is a nitrogen atom. In B-7, R1 is a hydrogen atom, a halogen atom, an optionally substituted (C1-C6) alkyl group, an optionally substituted halo(C1-C6) alkyl group, an optionally substituted (C3-C6) cycloalkyl group, an optionally substituted halo(C3-C6) cycloalkyl group, an optionally substituted (C1-C6) alkoxy group, an optionally substituted halo(C1-C6) alkoxy group, an optionally substituted (C1-C6) alkylthio group, or an optionally substituted halo(C1-C6) a group selected from the group consisting of an alkylthio group, an optionally substituted (C1-C6) alkylsulfinyl group, an optionally substituted halo(C1-C6) alkylsulfinyl group, an optionally substituted (C1-C6) alkylsulfonyl group, an optionally substituted halo(C1-C6) alkylsulfonyl group, a -NY4Y5 group, a cyano group, a nitro group, a hydroxy group, and an amino group, and R2 and R3 each independently represent a hydrogen atom, a halogen atom, or an optionally substituted (C1-C6) alkyl group. , an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkynyl group, an optionally substituted halo(C2-C6)alkynyl group, an optionally substituted (C1-C6)alkylthio group, an optionally substituted halo Preferred are groups selected from the group consisting of a (C1-C6) alkylthio group, an optionally substituted (C1-C6) alkylsulfinyl group, an optionally substituted halo(C1-C6) alkylsulfinyl group, an optionally substituted (C1-C6) alkylsulfonyl group, an optionally substituted halo(C1-C6) alkylsulfonyl group, an optionally substituted phenyl group, an optionally substituted heterocyclic group, a -NY4Y5 group, a -CH=NY6 group, a cyano group, a nitro group, a hydroxy group, and an amino group. More preferably, R1 is a hydrogen atom, and R2 and R3 are as described above. Even more preferred is B-7, in which R1 is a hydrogen atom, and at least one of R2 and R3 is a group selected from the group consisting of a halogen atom, an optionally substituted (C1-C6) alkyl group, an optionally substituted halo(C1-C6) alkyl group, an optionally substituted (C3-C6) cycloalkyl group, an optionally substituted halo(C3-C6) cycloalkyl group, an optionally substituted (C2-C6) alkynyl group, an optionally substituted halo(C2-C6) alkynyl group, an optionally substituted phenyl group, and an optionally substituted heterocyclic group. Particularly preferred is B-7, in which R1 is a hydrogen atom, and at least one of R2 and R3 is a group selected from the group consisting of an optionally substituted phenyl group and an optionally substituted heterocyclic group.

[0102] T aand T1, and T2 and T3 are preferably each independently a (C3-C6)cycloalkyl group, a halo(C3-C6)cycloalkyl group, a (C1-C6)alkoxy group, a halo(C1-C6)alkoxy group, a (C1-C6)alkylthio group, a halo(C1-C6)alkylthio group, a (C1-C6)alkylsulfinyl group, a halo(C1-C6)alkylsulfinyl group, a (C1-C6)alkylsulfonyl group, a halo(C1-C6)alkylsulfonyl group, a NY4Y5 group, a C(O)NY4Y5 group, a cyano group, a nitro group, or a hydroxy group. More preferred are groups selected from the group consisting of a (C3-C6)cycloalkyl group, a (C1-C6)alkoxy group, a halo(C1-C6)alkoxy group, a (C1-C6)alkylthio group, a halo(C1-C6)alkylthio group, a (C1-C6)alkylsulfinyl group, a halo(C1-C6)alkylsulfinyl group, a (C1-C6)alkylsulfonyl group, a halo(C1-C6)alkylsulfonyl group, an amino group, a cyano group, a nitro group, and a hydroxy group. More preferred are groups selected from the group consisting of (C3-C6)cycloalkyl groups, (C1-C6)alkoxy groups, halo(C1-C6)alkoxy groups, (C1-C6)alkylthio groups, halo(C1-C6)alkylthio groups, (C1-C6)alkylsulfinyl groups, halo(C1-C6)alkylsulfinyl groups, (C1-C6)alkylsulfonyl groups, halo(C1-C6)alkylsulfonyl groups, amino groups, cyano groups, nitro groups, and hydroxy groups. Even more preferred are groups selected from the group consisting of (C1-C6)alkoxy groups, halo(C1-C6)alkoxy groups, (C1-C6)alkylthio groups, halo(C1-C6)alkylthio groups, cyano groups, and hydroxy groups.

[0103] Z2 is a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C2-C6)alkenyl group, an optionally substituted halo(C2-C6)alkenyl group, or an optionally substituted (C2-C6) Alkenyloxy group, optionally substituted halo(C2-C6)alkenyloxy group, optionally substituted (C1-C6)alkylthio group, optionally substituted halo(C1-C6)alkylthio group, optionally substituted (C1-C6)alkylsulfinyl group, optionally substituted halo(C1-C6)alkylsulfinyl group, optionally substituted (C1-C6)alkylsulfonyl group, optionally substituted halo(C1-C6)alkylsulfonyl group, optionally substituted (C1-C6)alkylcathol a halo(C1-C6)alkylcarbonyl group which may have a substituent, a (C1-C6)alkoxycarbonyl group which may have a substituent, a halo(C1-C6)alkoxycarbonyl group which may have a substituent, a (C1-C6)alkylcarbonyloxy group which may have a substituent, a halo(C1-C6)alkylcarbonyloxy group which may have a substituent, a (C1-C6)alkoxycarbonyloxy group which may have a substituent, a halo(C1-C6)alkoxycarbonyloxy group which may have a substituent, a group selected from the group consisting of a (C1-C6)alkylsulfonyloxy group which may have a substituent, a halo(C1-C6)alkylsulfonyloxy group which may have a substituent, a NY4Y5 group, a C(O)NY4Y5 group, a cyano group, a nitro group, a hydroxy group, a mercapto group, a formyl group, a carboxy group, and a SF5 group, or a group in which adjacent Z2 are bonded to each other to form a 5- or 6-membered alicyclic group which is unsubstituted or optionally substituted with one or more halogen atoms or (C1-C6)alkyl groups, or adjacent Z2 and the carbon atom to which they are bonded together to form 1,Z2 is more preferably a halogen atom, an optionally substituted (C1-C6) alkyl group, an optionally substituted halo(C1-C6) alkyl group, an optionally substituted (C3-C6) cycloalkyl group, an optionally substituted halo(C3-C6) cycloalkyl group, an optionally substituted (C1-C6) alkoxy group, an optionally substituted halo(C1-C6) alkoxy group, an optionally substituted (C2-C6) alkenyl group, an optionally substituted halo(C2-C6) alkenyl group, an optionally substituted (C2-C6) alkenyloxy group, It is a group selected from the group consisting of an optionally substituted halo(C2-C6)alkenyloxy group, an optionally substituted (C1-C6)alkylthio group, an optionally substituted halo(C1-C6)alkylthio group, an optionally substituted (C1-C6)alkylsulfinyl group, an optionally substituted halo(C1-C6)alkylsulfinyl group, an optionally substituted (C1-C6)alkylsulfonyl group, an optionally substituted halo(C1-C6)alkylsulfonyl group, an optionally substituted halo(C1-C6)alkylsulfonyl group, an NY4Y5 group, a C(O)NY4Y5 group, a cyano group, a nitro group, and a hydroxy group.

[0104] Z3 is preferably a group selected from the group consisting of a halogen atom, a (C1-C6)alkyl group, a halo(C1-C6)alkyl group, a (C3-C6)cycloalkyl group, a halo(C3-C6)cycloalkyl group, a (C1-C6)alkoxy group, a halo(C1-C6)alkoxy group, a (C1-C6)alkylthio group, a halo(C1-C6)alkylthio group, a (C1-C6)alkylsulfinyl group, a halo(C1-C6)alkylsulfinyl group, a (C1-C6)alkylsulfonyl group, a halo(C1-C6)alkylsulfonyl group, a NY4Y5 group, a C(O)NY4Y5 group, a cyano group, a nitro group, and a hydroxy group.

[0105] Y4 and Y5 are preferably each independently a group selected from the group consisting of a hydrogen atom, a (C1-C6)alkyl group, a halo(C1-C6)alkyl group, a (C3-C6)cycloalkyl group, a halo(C3-C6)cycloalkyl group, a (C1-C6)alkylcarbonyl group, a halo(C1-C6)alkylcarbonyl group, a (C3-C6)cycloalkylcarbonyl group, a halo(C3-C6)alkylcarbonyl group, a (C1-C6)alkylsulfonyl group, a halo(C1-C6)alkylsulfonyl group, and an unsubstituted or phenyl group optionally substituted with Z3. More preferably, they are a group selected from the group consisting of a hydrogen atom, a (C1-C6)alkyl group, a halo(C1-C6)alkyl group, a (C3-C6)cycloalkyl group, a halo(C3-C6)cycloalkyl group, a (C1-C6)alkylcarbonyl group, and a halo(C1-C6)alkylcarbonyl group. More preferred is a group selected from the group consisting of a hydrogen atom, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C1-C6) alkylcarbonyl group, and a halo(C1-C6) alkylcarbonyl group.

[0106] Y6 is preferably a group selected from the group consisting of a hydrogen atom, an optionally substituted (C1-C6) alkyl group, an optionally substituted halo(C1-C6) alkyl group, an unsubstituted or cyano-substituted (C1-C6) alkoxy group, a halo(C1-C6) alkoxy group, a (C2-C6) alkenyloxy group, and a halo(C2-C6) alkenyloxy group, and more preferably a hydrogen atom, a halo(C1-C6) alkyl group, a halo(C1-C6) alkoxy group, and a halo(C2-C6) alkenyloxy group.

[0107] Y a and Y b are each independently a group selected from the group consisting of a hydrogen atom, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C3-C6) cycloalkyl group, a halo(C3-C6) cycloalkyl group, a (C1-C6) alkoxy group, a halo(C1-C6) alkoxy group, a (C1-C6) alkenyl group, and a halo(C1-C6) alkenyl group, or Y a and Yb are linked together to form a cyclic amino group or a cyclic amide group having an aliphatic 3-10 member ring which is unsubstituted or optionally substituted with one or more halogen atoms or (C1-C6) alkyl groups. Preferably, Y a and Y b are each independently a group selected from the group consisting of a hydrogen atom, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C3-C6) cycloalkyl group, and a halo(C3-C6) cycloalkyl group, or Y a and Y b are bonded to each other to form an aliphatic 3- to 10-membered cyclic amino group or cyclic amide group which is unsubstituted or optionally substituted with one or more halogen atoms or (C1-C6)alkyl groups, more preferably a group selected from the group consisting of a hydrogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, and a (C3-C6)cycloalkyl group, or Y a and Y b are bonded to each other to form an aliphatic 3- to 6-membered cyclic amino group which is unsubstituted or optionally substituted with one or more halogen atoms or (C1-C6) alkyl groups. Particularly preferred are groups selected from the group consisting of a hydrogen atom, an optionally substituted (C1-C6) alkyl group, an optionally substituted halo(C1-C6) alkyl group, and a (C3-C6) cycloalkyl group.

[0108] W represents an oxygen atom, a sulfur atom, or NY7, and preferably represents an oxygen atom or a sulfur atom.

[0109] Y7 is a group selected from the group consisting of a hydrogen atom, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C1-C6) alkylcarbonyl group, and a halo(C1-C6) alkylcarbonyl group. Y7 is preferably a group selected from the group consisting of a hydrogen atom, a (C1-C6) alkyl group, and a halo(C1-C6) alkyl group.

[0110] In the formula (1), when the B portion is B-1, particularly preferred R1, R2, R3, and R 12 In this case, X1, n, J1, J2, J3, J4, J5, J6, J7, J8, Y1, Y2, Y3, Y4, Y5, Y6 and D are as defined above. R1 is preferably a hydrogen atom, a halogen atom, an optionally substituted (C1-C6) alkyl group, or an optionally substituted halo(C1-C6) alkyl group. More preferably, R1 is a hydrogen atom, a methyl group, or a halogen atom. Even more preferably, R1 is a hydrogen atom. R2 is preferably a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkenyl group, an optionally substituted halo(C1-C6)alkenyloxy group, an optionally substituted (C2-C6)alkynyl group, an optionally substituted halo(C1-C6)alkynyl group, a C(O)NY4Y5 group, a CH=NY6 group, an unsubstituted or optionally substituted phenyl group with Z2, or a heterocyclic group unsubstituted or optionally substituted with Z2. More preferably, R2 is a (C3-C6) cycloalkyl group optionally having a substituent, a phenyl group optionally substituted with Z2, or a heterocyclic group optionally substituted with Z2. Even more preferably, R2 is a phenyl group optionally substituted with at least one Z2, a thienyl group optionally substituted with at least one Z2, or a pyridyl group optionally substituted with at least one Z2. Even more preferably, R2 is a phenyl group optionally substituted with at least one Z2, or a pyridyl group optionally substituted with at least one Z2.

[0111] Preferred embodiments of the phenyl group optionally substituted by Z2 include a phenyl group optionally substituted by at least one halogen, a phenyl group optionally substituted by at least one (C1-C6) alkyl group, a phenyl group optionally substituted by at least one halo(C1-C6) alkyl group, a phenyl group optionally substituted by at least one (C1-C6) alkoxy group, a phenyl group optionally substituted by at least one halo(C1-C6) alkoxy group, a phenyl group optionally substituted by at least one (C3-C6) cycloalkyl group, a phenyl group optionally substituted by at least one (C1-C6) alkylthio group, a phenyl group optionally substituted by at least one halo(C1-C6) alkylthio group, a phenyl group optionally substituted by one or more (C1-C6)alkylsulfinyl groups, a phenyl group optionally substituted by at least one halo(C1-C6)alkylsulfinyl groups, a phenyl group optionally substituted by at least one (C1-C6)alkylsulfonyl groups, a phenyl group optionally substituted by at least one halo(C1-C6)alkylsulfonyl groups, a phenyl group optionally substituted by at least one 1-cyano-(C3-C6)cycloalkyl group, a phenyl group optionally substituted by at least one cyano group, a 1,3-benzodioxole group optionally substituted by at least one halogen atom, or a 2,3-dihydro-1,4-benzodioxine group optionally substituted by at least one halogen atom.

[0112] Preferred embodiments of the pyridyl group optionally substituted by Z2 include a pyridyl group optionally substituted by at least one halogen, a pyridyl group optionally substituted by at least one (C1-C6) alkyl group, a pyridyl group optionally substituted by at least one halo(C1-C6) alkyl group, a pyridyl group optionally substituted by at least one (C1-C6) alkoxy group, a pyridyl group optionally substituted by at least one halo(C1-C6) alkoxy group, a pyridyl group optionally substituted by at least one (C3-C6) cycloalkyl group, a pyridyl group optionally substituted by at least one (C1-C6) alkylthio group, a pyridyl group optionally substituted by at least one halo(C1-C6)alkylthio group, a pyridyl group optionally substituted by at least one (C1-C6)alkylsulfinyl group, a pyridyl group optionally substituted by at least one halo(C1-C6)alkylsulfinyl group, a pyridyl group optionally substituted by at least one (C1-C6)alkylsulfonyl group, a pyridyl group optionally substituted by at least one halo(C1-C6)alkylsulfonyl group, a pyridyl group optionally substituted by at least one 1-cyano-(C3-C6)cycloalkyl group, and a pyridyl group optionally substituted by at least one cyano group.

[0113] R3 is preferably a hydrogen atom, a halogen atom, an optionally substituted (C1-C6) alkyl group, an optionally substituted halo(C1-C6) alkyl group, an optionally substituted (C1-C6) alkoxy group, an optionally substituted (C3-C6) cycloalkyl group, an optionally substituted halo(C3-C6) cycloalkyl group, a dimethylamino group, a phenyl group unsubstituted or optionally substituted with Z2, or a heterocyclic group unsubstituted or optionally substituted with Z2. More preferably, R3 is a hydrogen atom, a halogen atom, a (C1-C6) alkyl group, an optionally substituted (C1-C6) alkoxy group, an optionally substituted (C3-C6) cycloalkyl group, or a dimethylamino group. Even more preferably, R3 is a hydrogen atom, a halogen atom, a methyl group, an ethyl group, an isopropyl group, a cyclopropyl group, a methoxy group, or a dimethylamino group. Even more preferably, R3 is a hydrogen atom or a methyl group. It is also preferably a phenyl group optionally substituted with at least one Z2.

[0114] Preferably, R 12 is a (C1-C6) alkyl group, NY a Y b More preferably, R 12 is a (C1-C6) alkyl group, and more preferably, R 12 is an ethyl group. Preferably, m is 2.

[0115] R 12 NY a Y b In the case of the group, m is 1 or 2. Preferably, m is 2.

[0116] In addition, when the cyclic structure B portion is B-2, B-3, B-4, B-5 ​​or B-6, or a salt thereof, or an N-oxide thereof is also a preferred embodiment, R5, R6, R7, R8 and R 12 , as well as R9, R 10 and R 11In this case, X1, n, J1, J2, J3, J4, J5, J6, J7, J8, Y1, Y2, Y3, Y4, Y5, Y6 and D are as defined above. R5, R6, R7 and R8 are preferably each independently a hydrogen atom, a halogen atom, an optionally substituted (C1-C3)alkyl group, an optionally substituted halo(C1-C3)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C2-C6)alkenyl group, an optionally substituted halo(C2-C6)alkenyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C2-C6)alkenyloxy group or an optionally substituted halo(C2-C6)alkenyl an oxy group, an optionally substituted (C2-C6)alkynyl group, an optionally substituted halo(C2-C6)alkynyl group, an optionally substituted (C1-C6)alkylthio group, an optionally substituted halo(C1-C6)alkylthio group, an optionally substituted (C1-C6)alkylsulfinyl group, an optionally substituted halo(C1-C6)alkylsulfinyl group, an optionally substituted (C1-C6)alkylsulfonyl group, an optionally substituted halo(C1-C6)alkylsulfonyl group, an unsubstituted or optionally substituted phenyl group with Z2, a heterocyclic group with Z2, a cyano group, an amino group, or a hydroxy group. More preferably, R5, R6, R7 and R8 each represent a hydrogen atom, a halogen atom, an optionally substituted (C1-C6) alkyl group, an optionally substituted halo(C1-C6) alkyl group, an optionally substituted (C3-C6) cycloalkyl group, an optionally substituted halo(C3-C6) cycloalkyl group, an optionally substituted (C2-C6) alkenyl group, an optionally substituted halo(C2-C6) alkenyl group, an optionally substituted (C1-C6) alkoxy group, an optionally substituted (C3-C6) cycloalkyl group, an optionally substituted (C3-C6) cycloalkyl group, an optionally substituted (C3-C6) alkenyl group, an optionally substituted (C3-C6) alkoxy group, an optionally substituted (C3-C6) cycloalkyl ... a halo(C1-C6)alkoxy group, an optionally substituted (C1-C6)alkylthio group, an optionally substituted halo(C1-C6)alkylthio group, an optionally substituted (C1-C6)alkylsulfinyl group, an optionally substituted halo(C1-C6)alkylsulfinyl group, an optionally substituted (C1-C6)alkylsulfonyl group, an optionally substituted halo(C1-C6)alkylsulfonyl group, a cyano group, and an unsubstituted or phenyl group optionally substituted by Z2. More preferably, R5, R6, R7, and R8 each represent a hydrogen atom, a halogen atom, an optionally substituted (C1-C6) alkyl group, an optionally substituted halo(C1-C6) alkyl group, an optionally substituted (C3-C6) cycloalkyl group, an optionally substituted (C1-C6) alkoxy group, an optionally substituted halo(C1-C6) alkoxy group, or an unsubstituted or phenyl group optionally substituted with Z2.

[0117] R9 and R 10is a group selected from the group consisting of a hydrogen atom, a halogen atom, an optionally substituted (C1-C6) alkyl group, an optionally substituted halo(C1-C6) alkyl group, an optionally substituted (C3-C6) cycloalkyl group, an optionally substituted halo(C3-C6) cycloalkyl group, an optionally substituted (C1-C6) alkoxy group, and an optionally substituted halo(C1-C6) alkoxy group. A hydrogen atom, a halogen atom, or an optionally substituted (C1-C6) alkyl group is more preferred, and a hydrogen atom is even more preferred. R 11 is a group selected from the group consisting of a hydrogen atom, an optionally substituted (C1-C6) alkyl group, an optionally substituted halo(C1-C6) alkyl group, an optionally substituted (C3-C6) cycloalkyl group, an optionally substituted halo(C3-C6) cycloalkyl group, an optionally substituted (C1-C6) alkoxy group, an optionally substituted halo(C1-C6) alkoxy group, an optionally substituted (C1-C6) alkylcarbonyl group, and an optionally substituted halo(C1-C6) alkylcarbonyl group. Preferred are a hydrogen atom, an optionally substituted (C1-C6) alkyl group, and an optionally substituted (C2-C6) alkylcarbonyl group.

[0118] Preferably, R 12 is a (C1-C6) alkyl group, NY a Y b More preferably, R 12 is a (C1-C6) alkyl group, and more preferably, R 12 is an ethyl group. Preferably, m is 2.

[0119] R 12 NY a Y b In the case of the group, m is 1 or 2. Preferably, m is 2.

[0120] In addition, when the cyclic structure B portion is B-8, a compound or a salt thereof, or an N-oxide thereof is also a preferred embodiment, R 13 and R 12 More preferred embodiments of X1, n, J1, J2, J3, J4, J5, J6, J7, J8, Y1, Y2, Y3, Y4, Y5, Y6 and D are as defined above.

[0121] R 13 The substituent defined by the formula (I) is preferably a hydrogen atom, a halogen atom, an optionally substituted (C1-C3)alkyl group, an optionally substituted halo(C1-C3)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C2-C6)alkenyl group, an optionally substituted halo(C2-C6)alkenyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, or an optionally substituted (C2-C6)alkynyl group. , an optionally substituted halo(C2-C6)alkynyl group, an optionally substituted (C1-C6)alkylthio group, an optionally substituted halo(C1-C6)alkylthio group, an optionally substituted (C1-C6)alkylsulfinyl group, an optionally substituted halo(C1-C6)alkylsulfinyl group, an optionally substituted (C1-C6)alkylsulfonyl group, an optionally substituted halo(C1-C6)alkylsulfonyl group, an unsubstituted or optionally substituted phenyl group with Z2, an unsubstituted or optionally substituted heterocyclic group with Z2, or a cyano group. More preferably, R 13 is a phenyl group optionally substituted with at least one Z2 or a heterocyclic group optionally substituted with at least one Z2. More preferably, R2 is a phenyl group optionally substituted with at least one Z2 or a pyridyl group optionally substituted with at least one Z2. More preferably, R2 is a phenyl group optionally substituted with at least one Z2.

[0122] Preferably, R 12 is a (C1-C6) alkyl group, NY a Y b More preferably, R 12 is a (C1-C6) alkyl group, and more preferably, R 12 is an ethyl group. Preferably, m is 2.

[0123] R 12 NY a Y b In the case of the group, m is 1 or 2. Preferably, m is 2.

[0124] W is preferably an oxygen atom or a sulfur atom.

[0125] Y7 is preferably a group selected from the group consisting of a hydrogen atom, a (C1-C6) alkyl group, and a halo(C1-C6) alkyl group.

[0126] The compound represented by formula (1) of the present invention, a salt thereof, or an N-oxide thereof can be produced, for example, by the production methods shown in the following steps a to q, but the present invention is not limited to these.

[0127] <Process a> [ka]

[0128] A compound represented by formula (4) can be produced by reacting a compound represented by formula (2) and a compound represented by formula (3) with a reactant in the presence of an inert solvent and, optionally, a base. In the formula, D and B are as defined above. Note that B represents a cyclic structure represented by the following formula (3-1) to (3-6) or (3-8), and in the formula, G2, G4, G5, G6, G7, G8, W, R1, R3, R9, R 10 , R 11 , R 12 , and R 13 represents the same as above, and m is 0, 1 or 2. [ka]

[0129] Examples of the reactant that can be used in step a include condensing agents such as dicyclohexylcarbodiimide, 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride, HATU, PyBOP, Mukaiyama reagent, etc., but the reactant that can be used in this reaction is not limited thereto. The amount of the reactant used can be appropriately selected usually within the range of about 1 to 3 times the molar amount of the compound represented by formula (2) or (3).

[0130] Examples of the base that can be used in step a include triethylamine, N,N-diisopropylethylamine, and pyridine, and the amount used can be appropriately selected usually within the range of about 1 to 5 times the molar amount of the compound represented by formula (2) or (3).

[0131] The inert solvent that can be used in step a may be any solvent that does not significantly inhibit the reaction, and examples thereof include aromatic hydrocarbons such as benzene, toluene, and xylene; halogenated hydrocarbons such as dichloromethane and 1,2-dichloroethane; 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 alone or in combination of two or more.

[0132] The reaction temperature in step a is usually in the range of about -78°C to the boiling point of the solvent used, and the reaction time can be appropriately selected depending on the reaction scale, reaction temperature, etc., and can be appropriately selected, for example, in the range of several minutes to 48 hours. The amino compound represented by formula (2) is usually used in an amount of about 0.3 to 3 times the molar amount of the compound represented by formula (3). This reaction can also be carried out under an atmosphere of an inert gas such as nitrogen gas or argon gas.

[0133] After completion of the reaction, the target product can be isolated from the reaction system containing the target product by a conventional method, and can be produced by purifying it, if necessary, by recrystallization, column chromatography, etc. The composition containing the target product may be used in the next step without isolation.

[0134] <Process b> [ka]

[0135] A compound represented by formula (4) can be produced by reacting a compound represented by formula (2) with a compound represented by formula (5) in the presence of an inert solvent and, optionally, a base. In the formula, L1 represents a halogen or alkoxy group, and the D and B moieties are as defined above. The B moiety represents a cyclic structure represented by the above formula (3-1) to (3-6) or (3-8), and in the formula, G2, G4, G5, G6, G7, G8, W, R1, R3, R9, R 10 , R 11 , R 12 , and R 13 represents the same as above, and m is 0, 1 or 2.

[0136] Examples of the base that can be used in step b include alkali metal salts such as sodium hydride, sodium carbonate, and potassium carbonate; tertiary amines such as triethylamine and N,N-diisopropylethylamine; and nitrogen-containing aromatic compounds such as pyridine and 4-dimethylaminopyridine. The amount of the base used can be appropriately selected usually within a range of about 1 to 5 times the molar amount of the compound represented by formula (2) or formula (5).

[0137] The inert solvent that can be used in step b may be any solvent that does not significantly inhibit the reaction, and examples thereof include ethers such as tetrahydrofuran, ethylene glycol dimethyl ether, 1,4-dioxane, etc.; aromatic hydrocarbons such as benzene, toluene, xylene, etc.; halogenated hydrocarbons such as dichloromethane, 1,2-dichloroethane, etc.; and polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, 1,3-dimethyl-2-imidazolinone, etc. These inert solvents can be used alone or in combination of two or more.

[0138] The reaction temperature in step b is usually in the range of about -78°C to the boiling point of the solvent used, and the reaction time can be appropriately selected depending on the reaction scale, reaction temperature, etc., and can be appropriately selected, for example, in the range of several minutes to 48 hours. The amino compound represented by formula (2) is usually used in an amount of about 0.3 to 3 times the molar amount of the compound represented by formula (5). This reaction can also be carried out under an atmosphere of an inert gas such as nitrogen gas or argon gas.

[0139] After completion of the reaction, the target product can be isolated from the reaction system containing the target product by a conventional method, and can be produced by purifying it, if necessary, by recrystallization, column chromatography, etc. The composition containing the target product may be used in the next step without isolation.

[0140] <Process c> A compound represented by formula (6-1), (6-2), (6-3), (6-4), (6-5), (6-6) or (6-8) can be reacted with a reactant in the presence of an inert solvent to produce a compound represented by formula (7-1), (7-2), (7-3), (7-4), (7-5), (7-6) or (7-8), respectively. In the formula, D moiety, G2, G4, G5, G6, G7, G8, W, R1, R3, R9, R 10 , R 11 , R 12 , and R 13represents the same as above, and m is 1 or 2. The compounds represented by formulae (6-1) to (6-6) and (6-8) can be prepared by the production method of step a or step b. [ka] [ka]

[0141] Examples of the reactant that can be used in step c include oxidizing agents such as 3-chloroperbenzoic acid and aqueous hydrogen peroxide, but the reactant that can be used in this reaction is not limited thereto. The amount of the reactant used can be appropriately selected usually within the range of about 1 to 3 times the molar amount of the compound represented by formula (6-1), (6-2), (6-3), (6-4), (6-5), (6-6), or (6-8).

[0142] The inert solvent that can be used in step c may be any solvent that does not significantly inhibit the reaction, and examples thereof include aromatic hydrocarbons such as benzene, toluene, and xylene, and halogenated hydrocarbons such as dichloromethane and 1,2-dichloroethane. These inert solvents can be used alone or in combination of two or more.

[0143] The reaction temperature in step c may generally be in the range of about -78°C to the boiling point of the solvent used, and the reaction time may be appropriately selected depending on the reaction scale, reaction temperature, etc., and may be appropriately selected in the range of, for example, several minutes to 48 hours. This reaction may also be carried out in an inert gas atmosphere such as nitrogen gas or argon gas.

[0144] After completion of the reaction, the target product can be isolated from the reaction system containing the target product by a conventional method, and can be produced by purifying it, if necessary, by recrystallization, column chromatography, etc. The composition containing the target product may be used in the next step without isolation.

[0145] <Process d> [ka]

[0146] A compound represented by formula (8) can be produced by reacting a compound represented by formula (4) with a reactant in the presence of an inert solvent. In the formula, L2 represents a halogen or a trifluoromethanesulfonate group, and the D and B moieties are as defined above. The B moiety represents a cyclic structure represented by the above formula (3-1) to (3-6) or (3-8), and in the formula, G2, G4, G5, G6, G7, G8, W, R1, R3, R9, R 10 , R 11 , R 12 , and R 13 represents the same as above, and m is 0, 1 or 2. The compound represented by formula (4) can be prepared by the manufacturing method of step a, step b or step c.

[0147] Examples of reactants that can be used in step d include, but are not limited to, phosphorus oxychloride, phosphorus pentachloride, carbon tetrachloride-triphenylphosphine, trifluoromethanesulfonic anhydride, etc. The amount of the reactant used may be appropriately selected usually within a range of about 1 to 10 times the molar amount of the compound represented by formula (4), and the reaction can be carried out without a solvent by adding an excess amount of a reactant such as phosphorus oxychloride.

[0148] The inert solvent that can be used in step d may be any solvent that does not significantly inhibit the reaction, and examples thereof include aromatic hydrocarbons such as benzene, toluene, and xylene; halogenated hydrocarbons such as dichloromethane and 1,2-dichloroethane; and polar solvents such as acetonitrile. These inert solvents can be used alone or in combination of two or more.

[0149] The reaction temperature in step d may generally be in the range of about -78°C to the boiling point of the solvent used, and the reaction time may be appropriately selected depending on the reaction scale, reaction temperature, etc., and may be appropriately selected in the range of, for example, several minutes to 48 hours. This reaction may also be carried out in an atmosphere of an inert gas such as nitrogen gas or argon gas.

[0150] After completion of the reaction, the target product can be isolated from the reaction system containing the target product by a conventional method, and can be produced by purifying it, if necessary, by recrystallization, column chromatography, etc. The composition containing the target product may be used in the next step without isolation.

[0151] <Process e> [ka]

[0152] A compound represented by formula (9) can be produced by reacting a compound represented by formula (8) with a reactant in the presence of an inert solvent and, optionally, a base. The D moiety, B moiety, and L2 are as defined above. The B moiety is a cyclic structure represented by formula (3-1) to (3-6) or (3-8), and in the formula, G2, G4, G5, G6, G7, G8, W, R1, R3, R9, and R 10 , R 11 , R 12 , and R 13 represents the same as above, and m is 0, 1 or 2.

[0153] Examples of the reactant that can be used in step e include an aqueous hydroxylamine solution and a hydroxylamine acid addition salt, and the amount used can be appropriately selected usually within the range of about 1 to 20 times the molar amount of the compound represented by formula (8).

[0154] Examples of the base that can be used in step e include alkali metal carbonates such as sodium carbonate and potassium carbonate, tertiary amines such as triethylamine and N,N-diisopropylethylamine, and nitrogen-containing aromatic compounds such as pyridine and 4-dimethylaminopyridine. The amount of the base used can be appropriately selected usually within the range of about 1 to 20 times the molar amount of the compound represented by formula (8).

[0155] The inert solvent that can be used in step e may be any solvent that does not significantly inhibit this reaction, and examples thereof include ethers such as diethyl ether, tetrahydrofuran, dioxane, etc.; aromatic hydrocarbons such as benzene, toluene, xylene, etc.; polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, 1,3-dimethyl-2-imidazolinone, etc.; and halogenated hydrocarbons such as dichloromethane, 1,2-dichloroethane, etc. These inert solvents can be used alone or in combination of two or more.

[0156] The reaction temperature in step e may generally be in the range of about -78°C to the boiling point of the solvent used, and the reaction time may be selected appropriately in the range of several minutes to 48 hours, although it varies depending on the reaction scale, reaction temperature, etc. This reaction may also be carried out in an atmosphere of an inert gas such as nitrogen gas or argon gas.

[0157] After completion of the reaction, the target product can be isolated from the reaction system containing the target product by a conventional method, and can be produced by purifying it, if necessary, by recrystallization, column chromatography, etc. The composition containing the target product may be used in the next step without isolation.

[0158] <Process f> [ka]

[0159] A compound represented by formula (10) can be produced by reacting a compound represented by formula (9) with a reactant in the presence of an inert solvent and, optionally, a base. The D moiety, B moiety, J1, J2, J3, and J4 are as defined above, and n is 0 or 1. The B moiety is a cyclic structure represented by the above formula (3-1) to (3-6) or (3-8), and in the formula, G2, G4, G5, G6, G7, G8, W, R1, R3, R9, and R 10 , R 11 , R 12 , and R 13 represents the same as above, and m is 0, 1 or 2.

[0160] Examples of the reactant that can be used in step f include 1,1-carbonyldiimidazole, 1,1-thiocarbonyldiimidazole, methyl chloroformate, ethyl chloroformate, phenyl chloroformate, 4-nitrophenyl chloroformate, dibromomethane, bromochloromethane, 1,2-dichloroethane, 1,2-dibromoethane, chloroacetyl chloride, and bromoacetyl chloride. The amount of the reactant that can be used may be appropriately selected usually within a range of about 1 to 20 times the molar amount of the compound represented by formula (9).

[0161] Examples of the base that can be used in step f include alkali metal carbonates such as sodium carbonate and potassium carbonate, tertiary amines such as triethylamine and N,N-diisopropylethylamine, and nitrogen-containing aromatic compounds such as pyridine and 4-dimethylaminopyridine. The amount of the base used can be appropriately selected usually within the range of about 1 to 20 times the molar amount of the compound represented by formula (9).

[0162] The inert solvent that can be used in step f may be any solvent that does not significantly inhibit the reaction, and examples thereof include 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 hydrocarbons such as dichloromethane and 1,2-dichloroethane. These inert solvents can be used alone or in combination of two or more.

[0163] The reaction temperature in step f may generally be in the range of about -78°C to the boiling point of the solvent used, and the reaction time may be selected appropriately in the range of several minutes to 48 hours, although it varies depending on the reaction scale, reaction temperature, etc. This reaction may also be carried out in an atmosphere of an inert gas such as nitrogen gas or argon gas.

[0164] After completion of the reaction, the target product can be isolated from the reaction system containing the target product by a conventional method, and can be produced by purifying it, if necessary, by recrystallization, column chromatography, etc. The composition containing the target product may be used in the next step without isolation.

[0165] <Process g> [ka]

[0166] The compound represented by formula (8) can be reacted with a reactant in the presence of an inert solvent and, optionally, a base to produce a compound represented by formula (11). The D moiety, B moiety, Y1, and L2 are as defined above. The B moiety is a cyclic structure represented by formula (3-1) to (3-6) or (3-8), and in the formula, G2, G4, G5, G6, G7, G8, W, R1, R3, R9, and R 10 , R 11 , R 12 , and R 13 represents the same as above, and m is 0, 1 or 2.

[0167] Examples of the reactant that can be used in step g include hydrazine, an aqueous hydrazine solution, methylhydrazine, and acetohydrazine. The amount of the reactant used may be appropriately selected usually within the range of about 1 to 20 times the molar amount of the compound represented by formula (8).

[0168] Examples of the base that can be used in step g include alkali metal carbonates such as sodium carbonate and potassium carbonate, tertiary amines such as triethylamine and N,N-diisopropylethylamine, and nitrogen-containing aromatic compounds such as pyridine and 4-dimethylaminopyridine. The amount of the base used can be appropriately selected usually within the range of about 1 to 20 times the molar amount of the compound represented by formula (8).

[0169] The inert solvent that can be used in step g may be any solvent that does not significantly inhibit this reaction, and examples thereof include ethers such as diethyl ether, tetrahydrofuran, dioxane, etc.; aromatic hydrocarbons such as benzene, toluene, xylene, etc.; polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, 1,3-dimethyl-2-imidazolinone, etc.; and halogenated hydrocarbons such as dichloromethane, 1,2-dichloroethane, etc. These inert solvents can be used alone or in combination of two or more.

[0170] The reaction temperature in step g may generally be in the range of about -78°C to the boiling point of the solvent used, and the reaction time may vary depending on the reaction scale, reaction temperature, etc., but may be appropriately selected in the range of several minutes to 48 hours. This reaction may also be carried out in an atmosphere of an inert gas such as nitrogen gas or argon gas.

[0171] After completion of the reaction, the target product can be isolated from the reaction system containing the target product by a conventional method, and can be produced by purifying it, if necessary, by recrystallization, column chromatography, etc. The composition containing the target product may be used in the next step without isolation.

[0172] <Process h> [ka]

[0173] A compound represented by formula (12) can be produced by reacting a compound represented by formula (11) with a reactant in the presence of an inert solvent and, optionally, a base. The D moiety, B moiety, Y1, J1, J2, J3, and J4 are as defined above, and n is 0 or 1. The B moiety is a cyclic structure represented by the above formula (3-1) to (3-6) or (3-8), and in the formula, G2, G4, G5, G6, G7, G8, W, R1, R3, R9, and R 10 , R 11 , R 12 , and R 13 represents the same as above, and m is 0, 1 or 2.

[0174] Examples of the reactant that can be used in step h include 1,1-carbonyldiimidazole, 1,1-thiocarbonyldiimidazole, methyl chloroformate, ethyl chloroformate, phenyl chloroformate, 4-nitrophenyl chloroformate, dibromomethane, bromochloromethane, 1,2-dichloroethane, 1,2-dibromoethane, chloroacetyl chloride, and bromoacetyl chloride. The amount of the reactant that can be used may be appropriately selected usually within a range of about 1 to 20 times the molar amount of the compound represented by formula (11).

[0175] Examples of the base that can be used in step h include alkali metal carbonates such as sodium carbonate and potassium carbonate, tertiary amines such as triethylamine and N,N-diisopropylethylamine, and nitrogen-containing aromatic compounds such as pyridine and 4-dimethylaminopyridine. The amount of the base used can be appropriately selected usually within the range of about 1 to 20 times the molar amount of the compound represented by formula (11).

[0176] The inert solvent that can be used in step h may be any solvent that does not significantly inhibit this reaction, and examples thereof include ethers such as diethyl ether, tetrahydrofuran, dioxane, etc.; aromatic hydrocarbons such as benzene, toluene, xylene, etc.; polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, 1,3-dimethyl-2-imidazolinone, etc.; and halogenated hydrocarbons such as dichloromethane, 1,2-dichloroethane, etc. These inert solvents can be used alone or in combination of two or more.

[0177] The reaction temperature in step h may generally be in the range of about -78°C to the boiling point of the solvent used, and the reaction time may be selected appropriately in the range of several minutes to 48 hours, although it varies depending on the reaction scale, reaction temperature, etc. This reaction may also be carried out in an atmosphere of an inert gas such as nitrogen gas or argon gas.

[0178] After completion of the reaction, the target product can be isolated from the reaction system containing the target product by a conventional method, and can be produced by purifying it, if necessary, by recrystallization, column chromatography, etc. The composition containing the target product may be used in the next step without isolation.

[0179] <Process i> [ka]

[0180] The compound represented by formula (12) can be produced by reacting the compound represented by formula (13) with a reactant in the presence of an inert solvent and, optionally, a base. The D moiety, B moiety, Y1, J1, J2, J3, and J4 are as defined above, and n is 0 or 1. However, Y1 is not hydrogen. The B moiety is a cyclic structure represented by the above formula (3-1) to (3-6) or (3-8), and in the formula, G2, G4, G5, G6, G7, G8, W, R1, R3, R9, and R 10 , R 11 , R 12 , and R 13 represents the same as above, and m is 0, 1 or 2. The compound represented by formula (13) can be prepared by the production method of step h above.

[0181] Examples of the reactant that can be used in step i include iodomethane, iodoethane, dimethyl sulfate, acetic anhydride, acetyl chloride, allyl chloride, methyl chlorocarbonate, dimethyl carbonate, mesyl chloride, trifluoromethanesulfonyl chloride, trifluoromethanesulfonic anhydride, bromoacetonitrile, methoxymethyl chloride, cyclopropylcarbonyl chloride, and methylthiomethyl chloride. The amount of the reactant that can be used may be appropriately selected usually within a range of about 1 to 20 times the molar amount of the compound represented by formula (13).

[0182] Examples of the base that can be used in step i include alkali metal carbonates such as sodium carbonate and potassium carbonate; alkali metal salts such as potassium t-butoxide, sodium t-butoxide and sodium hydride; tertiary amines such as triethylamine and N,N-diisopropylethylamine; and nitrogen-containing aromatic compounds such as pyridine and 4-dimethylaminopyridine. The amount of the base used may be appropriately selected usually within a range of about 1 to 20 times the molar amount of the compound represented by formula (13).

[0183] The inert solvent that can be used in step i may be any solvent that does not significantly inhibit the reaction, and examples thereof include ethers such as diethyl ether, tetrahydrofuran, dioxane, etc.; aromatic hydrocarbons such as benzene, toluene, xylene, etc.; polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, 1,3-dimethyl-2-imidazolinone, etc.; and halogenated hydrocarbons such as dichloromethane, 1,2-dichloroethane, etc. These inert solvents can be used alone or in combination of two or more.

[0184] The reaction temperature in step i may generally be in the range of about -78°C to the boiling point of the solvent used, and the reaction time may be selected appropriately in the range of several minutes to 48 hours, although it varies depending on the reaction scale, reaction temperature, etc. This reaction may also be carried out in an atmosphere of an inert gas such as nitrogen gas or argon gas.

[0185] After completion of the reaction, the target product can be isolated from the reaction system containing the target product by a conventional method, and can be produced by purifying it, if necessary, by recrystallization, column chromatography, etc. The composition containing the target product may be used in the next step without isolation.

[0186] <Process j> [ka]

[0187] The compound represented by formula (14) can be reacted with a reactant in the presence of an inert solvent and, optionally, a base to produce a compound represented by formula (15). The part B has the same meaning as above. The part B is a cyclic structure represented by formula (3-1) to (3-6) or (3-8), and in the formula, G2, G4, G5, G6, G7, G8, W, R1, R3, R9, R 10 , R 11 , R 12 , and R 13 represents the same as above, and m is 0, 1 or 2.

[0188] Examples of the reactant that can be used in step j include an aqueous hydroxylamine solution and a hydroxylamine acid addition salt, and the amount used may be appropriately selected usually within the range of about 1 to 20 times the molar amount of the compound represented by formula (14).

[0189] Examples of the base that can be used in step j include alkali metal carbonates such as sodium carbonate and potassium carbonate; alkali metal salts such as potassium t-butoxide, sodium t-butoxide and sodium hydride; tertiary amines such as triethylamine and N,N-diisopropylethylamine; and nitrogen-containing aromatic compounds such as pyridine and 4-dimethylaminopyridine. The amount of the base used can be appropriately selected usually within a range of about 1 to 20 times the molar amount of the compound represented by formula (14).

[0190] The inert solvent that can be used in step j may be any solvent that does not significantly inhibit this reaction, and examples thereof include ethers such as diethyl ether, tetrahydrofuran, dioxane, etc.; aromatic hydrocarbons such as benzene, toluene, xylene, etc.; polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, 1,3-dimethyl-2-imidazolinone, etc.; halogenated hydrocarbons such as dichloromethane, 1,2-dichloroethane, etc.; and alcohols such as methanol, ethanol, isopropyl alcohol, etc. These inert solvents can be used alone or in combination of two or more.

[0191] The reaction temperature in step j may generally be in the range of about -78°C to the boiling point of the solvent used, and the reaction time may be selected appropriately in the range of several minutes to 48 hours, although it varies depending on the reaction scale, reaction temperature, etc. This reaction may also be carried out in an atmosphere of an inert gas such as nitrogen gas or argon gas.

[0192] After completion of the reaction, the target product can be isolated from the reaction system containing the target product by a conventional method, and can be produced by purifying it, if necessary, by recrystallization, column chromatography, etc. The composition containing the target product may be used in the next step without isolation.

[0193] <Process k> [ka]

[0194] A compound represented by formula (16) can be produced by reacting a compound represented by formula (15) with a reactant in the presence of an inert solvent and, optionally, a base. The B moiety, J1, J2, J3, and J4 are as defined above, and n is 0 or 1. The B moiety is a cyclic structure represented by the above formula (3-1) to (3-6) or (3-8), and in the formula, G2, G4, G5, G6, G7, G8, W, R1, R3, R9, and R 10 , R 11 , R 12 , and R 13 represents the same as above, and m is 0, 1 or 2.

[0195] Examples of the reactant that can be used in step k include 1,1-carbonyldiimidazole, 1,1-thiocarbonyldiimidazole, methyl chloroformate, ethyl chloroformate, phenyl chloroformate, 4-nitrophenyl chloroformate, dibromomethane, bromochloromethane, 1,2-dichloroethane, 1,2-dibromoethane, chloroacetyl chloride, and bromoacetyl chloride. The amount of the reactant that can be used may be appropriately selected usually within a range of about 1 to 20 times the molar amount of the compound represented by formula (15).

[0196] Examples of the base that can be used in step k include alkali metal carbonates such as sodium carbonate and potassium carbonate, tertiary amines such as triethylamine and N,N-diisopropylethylamine, and nitrogen-containing aromatic compounds such as pyridine and 4-dimethylaminopyridine. The amount of the base used may be appropriately selected usually within a range of about 1 to 20 times the molar amount of the compound represented by formula (15).

[0197] The inert solvent that can be used in step k may be any solvent that does not significantly inhibit the reaction, and examples thereof include ethers such as diethyl ether, tetrahydrofuran, dioxane, etc.; aromatic hydrocarbons such as benzene, toluene, xylene, etc.; polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, 1,3-dimethyl-2-imidazolinone, etc.; and halogenated hydrocarbons such as dichloromethane, 1,2-dichloroethane, etc. These inert solvents can be used alone or in combination of two or more.

[0198] The reaction temperature in step k may generally be in the range of about -78°C to the boiling point of the solvent used, and the reaction time may vary depending on the reaction scale, reaction temperature, etc., but may be appropriately selected in the range of several minutes to 48 hours. This reaction may also be carried out in an atmosphere of an inert gas such as nitrogen gas or argon gas.

[0199] After completion of the reaction, the target product can be isolated from the reaction system containing the target product by a conventional method, and can be produced by purifying it, if necessary, by recrystallization, column chromatography, etc. The composition containing the target product may be used in the next step without isolation.

[0200] <Process l> [ka]

[0201] The compound represented by formula (10) can be produced by reacting a compound represented by formula (16) with a compound represented by formula (17) in the presence of an inert solvent and a base, optionally in the presence of a metal catalyst, and optionally in the presence of a ligand. In the formula, L3 represents a halogen, a trifluoromethanesulfonate group, or an alkoxy group, and the D moiety, the B moiety, J1, J2, J3, and J4 are as defined above, and n is 0 or 1. The B moiety is a cyclic structure represented by the above formula (3-1) to (3-6) or (3-8), and in the formula, G2, G4, G5, G6, G7, G8, W, R1, R3, R9, and R 10 , R 11 , R 12 , and R 13 represents the same as above, and m is 0, 1 or 2.

[0202] Examples of the base that can be used in step 1 include alkali metal carbonates such as sodium carbonate and potassium carbonate; alkali metal salts such as potassium t-butoxide, sodium t-butoxide and sodium hydride; tertiary amines such as triethylamine and N,N-diisopropylethylamine; and nitrogen-containing aromatic compounds such as pyridine and 4-dimethylaminopyridine. The amount of the base used can be appropriately selected usually within a range of about 1 to 20 times the molar amount of the compound represented by formula (16).

[0203] Examples of metal catalysts that can be used in step 1 include palladium catalysts such as tetrakistriphenylphosphinepalladium(0), bis(triphenylphosphine)palladium(II) dichloride, palladium(II) acetate, tris(dibenzylideneacetone)dipalladium(0), and [1,1'-bis(diphenylphosphino)ferrocene]palladium(II) dichloride dichloromethane adduct, and copper catalysts such as copper(I) iodide, copper(I) chloride, and copper(I) bromide. The amount used may be appropriately selected, usually within a range of about 0.001 to 1 mole per mole of the compound represented by formula (16).

[0204] Examples of the ligand that can be used in step 1 include amine-based ligands such as ethylenediamine, N,N'-dimethylethylenediamine, diethylenetriamine, 1,4,7-triazacyclononane, and triethylenetetramine, and imine-based ligands such as 2,2'-bipyridyl, 1,8-naphthyridine, and 1,10-phenanthroline. The amount of the ligand used can be appropriately selected usually within a range of about 0.001 to 1 mole per mole of the compound represented by formula (16).

[0205] The inert solvent that can be used in step 1 may be any solvent that does not significantly inhibit the reaction, and examples thereof include 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 hydrocarbons such as dichloromethane and 1,2-dichloroethane. These inert solvents can be used alone or in combination.

[0206] The reaction temperature in step 1 may generally be in the range of about -78°C to the boiling point of the solvent used, and the reaction time may vary depending on the reaction scale, reaction temperature, etc., but may be appropriately selected in the range of several minutes to 48 hours. This reaction may also be carried out in an atmosphere of an inert gas such as nitrogen gas or argon gas.

[0207] After completion of the reaction, the target product can be isolated from the reaction system containing the target product by a conventional method, and can be produced by purifying it, if necessary, by recrystallization, column chromatography, etc. The composition containing the target product may be used in the next step without isolation.

[0208] <Process m> Compounds represented by formula (20-1), (20-2), (20-3), (20-4), (20-5), (20-6) or (20-8) can be reacted with a chlorinating agent in the presence of an inert solvent to produce compounds represented by formula (21-1), (21-2), (21-3), (21-4), (21-5), (21-6) or (21-8), respectively. In the formula, D moiety, J1, J2, J3 and J4 are as defined above, and n is 0 or 1. In the following formula, G2, G4, G5, G6, G7, G8, W, R1, R3, R9 and R 10 , R 11 , and R 13 represents the same as above, and m is 1 or 2. The compounds represented by formulae (20-1) to (20-6) and (20-8) can be prepared by the same production methods as those in the above steps a to o. [ka] [ka]

[0209] Examples of the chlorinating agent that can be used in step m include chlorine, thionyl chloride, N-chlorosuccinimide, and 1,3-dichloro-5,5-dimethylhydantoin. The amount of the agent used can be appropriately selected usually within a range of about 1 to 20 times the molar amount of the compound represented by formulae (20-1) to (20-6) and (20-8).

[0210] The inert solvent that can be used in step m may be any solvent that does not significantly inhibit the reaction, and examples thereof include ethers such as diethyl ether, tetrahydrofuran, dioxane, etc.; aromatic hydrocarbons such as benzene, toluene, xylene, etc.; nitriles such as acetonitrile, propionitrile, etc.; halogenated hydrocarbons such as dichloromethane, chloroform, 1,2-dichloroethane, etc.; organic acids such as acetic acid, propionic acid, etc.; and water. These inert solvents can be used alone or in combination of two or more.

[0211] The reaction temperature in step m may generally be in the range of about -78°C to the boiling point of the solvent used, and the reaction time may vary depending on the reaction scale, reaction temperature, etc., but may be appropriately selected in the range of several minutes to 48 hours. This reaction may also be carried out in an atmosphere of an inert gas such as nitrogen gas or argon gas.

[0212] After completion of the reaction, the target product can be isolated from the reaction system containing the target product by a conventional method, and can be produced by purifying it, if necessary, by recrystallization, column chromatography, etc. The composition containing the target product may be used in the next step without isolation.

[0213] <Process n> A compound represented by formula (21-1), (21-2), (21-3), (21-4), (21-5), (21-6) or (21-8) is reacted with NHY in the presence of an inert solvent and optionally a base. a Y b (where Y a Y b is the same as above), compounds represented by formula (22-1), (22-2), (22-3), (22-4), (22-5), (22-6) or (22-8) can be produced, respectively. In the formula, D moiety, J1, J2, J3 and J4 are the same as above, and n is 0 or 1. In the following formula, G2, G4, G5, G6, G7, G8, W and Y a , Y b , R1, R3, R9, R 10 , R 11 , and R 13 represents the same as above, and m is 1 or 2. The compounds represented by formulae (21-1) to (21-6) and (21-8) can be prepared by the same production methods as those in the above steps a to p. [ka] [ka]

[0214] NHY that can be used in process n aY b The amount used may be appropriately selected usually within the range of about 1 to 20 times the molar amount of the compounds represented by formulae (21-1) to (21-6) and (21-8).

[0215] The inert solvent that can be used in step n may be any solvent that does not significantly inhibit the reaction, and examples thereof include ethers such as diethyl ether, tetrahydrofuran, dioxane, etc.; aromatic hydrocarbons such as benzene, toluene, xylene, etc.; nitriles such as acetonitrile, propionitrile, etc.; halogenated hydrocarbons such as dichloromethane, chloroform, 1,2-dichloroethane, etc.; alcohols such as methanol, ethanol, isopropyl alcohol, etc.; amides such as dimethylformamide, dimethylacetamide, etc.; and polar solvents such as dimethyl sulfoxide, 1,3-dimethyl-2-imidazolidinone, etc. These inert solvents can be used alone or in combination of two or more.

[0216] The reaction temperature in step n may generally be in the range of about -78°C to the boiling point of the solvent used, and the reaction time may be selected appropriately in the range of several minutes to 48 hours, although it varies depending on the reaction scale, reaction temperature, etc. This reaction may also be carried out in an atmosphere of an inert gas such as nitrogen gas or argon gas.

[0217] After the reaction is complete, the target product can be isolated from the reaction system containing the target product by a conventional method, and if necessary, purified by recrystallization, column chromatography, etc. to produce the target product.

[0218] The compound represented by formula (1) or a salt thereof, or an N-oxide thereof of the present invention has an effect of controlling agricultural and horticultural pests. Therefore, the present application also includes an invention of a pest control agent containing the compound represented by formula (1) or a salt thereof, or an N-oxide thereof as an active ingredient. More specifically, the present application provides uses of the pest control agent in agricultural and horticultural fields.

[0219] The insect species to be controlled in the present invention (the insect species on which the compound represented by formula (1) exhibits a control effect) are not particularly limited, and the compound can be used to control a wide range of agricultural and horticultural pests. Preferred examples of the insect species to be controlled include the following:

[0220] Lepidoptera pests {e.g., rice stem borer (Chilo suppressalis), darkheaded stem borer (Chilo polychrysus), white stem borer (Scirpophaga innotata), rice leaf borer (Scirpophaga incertulas), Rupela albina, rice leaf borer (Cnaphalocrocis medinalis), Marasmia patnalis, rice casino borer (Marasmia exigua), cotton borer (Notarcha derogata), European corn borer (Ostrinia furnacalis), European corn borer (Ostrinia nubilalis), brown spotted borer (Hellula undalis), black rice borer (Herpetogramma luctuosale), grass moth (Pediasia Crambidae, such as the rice sedge moth (Nymphula depunctalis), the rice case worm (Nymphula teterrellus), and the sugarcane borer (Diatraea saccharalis); Pyralidae, such as the corn moth (Elasmopalpus lignosellus) and the Indian meal moth (Plodia interpunctella);Common cutworm (Spodoptera litura), beet armyworm (Spodoptera exigua), armyworm (Mythimna separata), armyworm (Mamestra brassicae), rice armyworm (Sesamia inferens), white armyworm (Spodoptera mauritia), two-banded cutworm (Naranga aenescens), rice armyworm (Spodoptera frugiperda), African armyworm (Spodoptera exempta), cutworm moth (Agrotis ipsilon), rice looper (Autographa nigrisigna), rice yellow looper (Plusia festucae), soybean looper (Chrysodeixis includens), Trichoplusia spp., false tobacco budworm (Heliothis Heliothis spp. such as Helicoverpa virescens, Helicoverpa spp. such as Helicoverpa armigera and Helicoverpa zea, Noctuidae such as Velvetbean caterpillar (Anticarsia gemmatalis), Cotton leafworm (Alabama argillacea), and Hop vine borer (Hydraecia immanis); Pieridae such as Pieris rapae;Tortricidae, such as the pear fruit moth (Grapholita molesta), plum fruit moth (Grapholita dimorpha), bean fruit moth (Leguminivora glycinivorella), azuki bean pea moth (Matsumuraeses azukivora), apple tortrix moth (Adoxophyes orana fasciata), tea tortrix moth (Homona magnanima), green tea tortrix moth (Archips fuscocupreanus), codling moth (Cydia pomonella), citrus fruit borer moth (Tetramoera schistaceana), bean shoot borer (Epinotia aporema), and citrus fruit borer (Ecdytolopha aurantiana); theivora and Phyllonorycter ringoniella (Gracillariidae); Carposinidae such as Carposina sasakii (Peach fruit moth); Lyonetiidae such as Leucoptera coffeella (Coffee leaf miner), Lyonetia clerkella (Peach leafminer), and Lyonetia prunifoliella (Lyonetia prunifoliella); Lymantriidae such as Lymantria spp. (Lymantria dispar) and Euproctis spp. (Euproctis pseudoconspersa); Pluteliidae such as Plutella xylostella (Pluteliidae);Gelechiidae (Gelechiidae) such as Anarsia lineatella, Helcystogramma triannulella, Pectinophora gossypiella, Phthorimaea operculella, and Tuta absoluta; Arctiidae (Arctiidae) such as Hyphantria cunea; Castniidae (Castniidae) such as Telchin licus (Giant Sugarcane Borer); Cossidae (Cossus insularis); Geometridae (Geometridae) such as Ascotis selenaria; Parasa Limacodidae (e.g., Limacodidae), such as Stathmopoda masinissa; Sphingidae (e.g., Acherontia lachesis); Sesiidae (e.g., Nokona feralis); Hesperiidae (e.g., Parnara guttata);

[0221] Hemiptera pests {e.g., the small brown planthopper (Laodelphax striatellus), the brown planthopper (Nilaparvata lugens), the white-backed planthopper (Sogatella furcifera), the corn planthopper (Peregrinus maidis), the yellow leafhopper (Javesella pellucida), the black horned planthopper (Perkinsiella saccharicida), and the Delphacidae family, such as the green rice leafhopper (Nephotettix cincticeps), the Taiwanese green rice leafhopper (Nephotettix virescens), the black-striped rice leafhopper (Nephotettix nigropictus), the lightning leafhopper (Recilia dorsalis), and the tea green leafhopper (Empoasca onukii, potato leafhopper (Empoasca fabae), corn leafhopper (Dalbulus maidis), white leafhopper (Cofana spectra), etc.; Cercopidae, such as Mahanarva posticata and Mahanarva fimbriolata;Black bean aphid (Aphis fabae), soybean aphid (Aphis glycines), cotton aphid (Aphis gossypii), European apple aphid (Aphis pomi), willow aphid (Aphis spiraecola), green peach aphid (Myzus persicae), strawberry 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 collar aphid (Rhopalosiphum padi), corn aphid (Rhopalosiphum maidis), citrus black aphid (Toxoptera citricida), peach butterbur aphid (Hyalopterus pruni), barnyard millet aphid (Melanaphis sacchari), Japanese black aphid (Tetraneura nigriabdominalis), citrus cotton aphid (Ceratovacuna lanigera), apple aphid (Eriosoma lanigerum), and other aphids (Aphididae); grapevine aphid (Daktulosphaira vitifoliae), pecan phylloxera (Phylloxera devastatrix), pecan leaf phylloxera (Phylloxera notabilis), Southern pecan leaf phylloxera (Phylloxera Phylloxeridae, such as Adelges tsugae, Adelges piceae, and Aphrastasia pectinatae; Adelgidae, such as Adelges tsugae, Adelges piceae, and Aphrastasia pectinatae;Black rice bug (Scotinophara lurida), Malayan rice black bug (Scotinophara coarctata), green stink bug (Nezara antennata), spiny spotted bug (Eysarcoris aeneus), large spiny spotted bug (Eysarcoris lewisi), white spotted bug (Eysarcoris ventralis), purple spotted bug (Eysarcoris annamita), brown stink bug (Halyomorpha halys), southern green stink bug (Nezara viridula), brown stink bug (Euschistus heros), red banded stink bug (Piezodorus guildinii), Oebalus pugnax, Dichelops Pentatomidae (Pentatomidae) such as S. melacanthus; Cydnidae (Cydnidae) such as Scaptocoris castanea (Burrower brown bug); Alydidae (Riptortus pedestris), Leptocorisa chinensis, Leptocorisa acuta, and other Alydidae; Coreidae (Cletus punctiger, Leptoglossus australis, and other Coreidae); Caverelius saccharivorus, Togo hemipterus, and Blissus Lygaeidae, such as Trigonotylus caelestialium, Stenotus rubrovittatus, Stenodema calcarata, and Lygus lineolaris; Miridae, such as Trigonotylus caelestialium, Stenotus rubrovittatus, Stenodema calcarata, and Lygus lineolaris;Whiteflies of the family Aleyrodidae, such as the greenhouse whitefly (Trialeurodes vaporariorum), the tobacco whitefly (Bemisia tabaci), the citrus whitefly (Dialeurodes citri), the citrus spine whitefly (Aleurocanthus spiniferus), the tea spine whitefly (Aleurocanthus camelliae), and the Japanese oak cotton whitefly (Pealius euryae); the palm scale (Abgrallaspis cyanophylli), the red scale (Aonidiella aurantii), the pear scale (Diaspidiotus perniciosus), the white mulberry scale (Pseudaulacaspis pentagona), and the Yanon scale (Unaspis Diaspididae, such as Unaspis citri, false yanonensis; Coccidae, such as Ceroplastes rubens; Margarodidae, such as Icerya purchasi and Icerya seychellarum; Phenacoccus solani, Phenacoccus solenopsis, Planococcus kraunhiae, Pseudococcus comstocki, Planococcus citri, Pseudococcus sieboldii ... calceolariae), long-legged mealybug (Pseudococcus longispinus), tuttlemea bug (Brevennia rehi), and other mealybugs (Pseudococcidae);Psyllidae, 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 psyllid (Cacopsylla pyricola); Tingidae, such as the plane tree earworm (Corythucha ciliata), the goldenrod earworm (Corythucha marmorata), the pear earworm (Stephanitis nashi), and the azalea earworm (Stephanitis pyrioides); Cimicidae, such as the bedbug (Cimex lectularius), and the giant cicada (Quesada Cicada family (Cicadidae) such as (Gigas);

[0222] Coleoptera (e.g., 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), Cucurbit leaf beetle (Aulacophora femoralis), Striped flea beetle (Phyllotreta striolata), Cabbage flea beetle (Phyllotreta cruciferae), Western black flea beetle (Phyllotreta pusilla), Cabbage stem flea Chrysomelidae, including the beetle (Psylliodes chrysocephala), Colorado potato 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 spur beetle (Dicladispa armigera), southern corn leaf beetle (Myochrous denticollis), four-legged tortoise beetle (Laccoptera quadrimaculata), and tobacco flea beetle (Epitrix hirtipennis); seedcorn beetle (Stenolophus lecontei), slender seedcorn beetle (Clivina Carabidae, such as impressifrons;Scarabaeidae, such as the Japanese beetle (Anomala cuprea), the Japanese beetle (Anomala rufocuprea), the Japanese beetle (Anomala albopilosa), the Japanese beetle (Popillia japonica), the long-legged beetle (Heptophylla picea), the European chafer (Rhizotrogus majalis), the black beetle (Tomarus gibbosus), the Phyllophaga spp., such as the Holotrichia spp. and the June beetle (Phyllophaga crinita), and the Diloboderus spp., such as Diloboderus abderus;Boll weevil (Araecerus coffeae), sweet potato weevil (Cylas formicarius), potato weevil (Euscepes postfasciatus), alfalfa weevil (Hypera postica), maize weevil (Sitophilus zeamais), rice weevil (Echinocnemus squameus), rice water weevil (Lissorhoptrus oryzophilus), white earth weevil (Rhabdoscelus lineatocollis), boll weevil (Anthonomus grandis), grass band weevil (Sphenophorus venatus), Southern corn billbug (Sphenophorus callosus), soybean stalk weevil (Sternechus subsignatus), sugarcane weevil (Sphenophorus levis), rust gourd weevil (Scepticus griseus), brown gourd weevil (Scepticus uniformis), Brazilian bean weevil (Zabrotes subfasciatus), pine bark beetle (Tomicus piniperda), coffee berry borer (Hypothenemus hampei), Aracanthus spp. such as Aracanthus mourei, cotton root borer (Eutinobothrus brasiliensis), etc. Curculionidae; Tenebrionidae; Tribolium castaneum; Tribolium confusum; Epilachna Coccinellidae (ladybird beetles) such as Lyctus vigintioctopunctata; Bostrychidae (bostrychidae) such as Lyctus brunneus; Ptinidae (leaf beetles);Cerambycidae, such as the Asian longhorn beetle (Anoplophora malasiaca) and Migdolus fryanus; Elateridae, such as the Okinawan wireworm beetle (Melanotus okinawensis), the brown-headed wireworm beetle (Agriotes fuscicollis), the comb beetle (Melanotus legatus), the Anchastus spp., the Conoderus spp., the Ctenicera spp., the Limonius spp., and the Aeolus spp.; Staphylinidae, such as the blue-leaf rove beetle (Paederus fuscipes). ;

[0223] Thysanoptera (Thysanoptera) pests {e.g., Thripidae such as Frankliniella occidentalis, Thrips palmi, Scirtothrips dorsalis, Thrips tabaci, Frankliniella intonsa, Stenchaetothrips biformis, and Echinothrips americanus; Phlaeothripidae such as Haplothrips aculeatus}.

[0224] Diptera pests {e.g., Anthomyiidae such as seed fly (Delia platura) and onion fly (Delia antiqua); Ulidiidae such as sugar beetroot maggot (Tetanops myopaeformis); Agromyzidae such as rice leafminer (Agromyza oryzae), tomato leafminer (Liriomyza sativae), bean leafminer (Liriomyza trifolii), and groundminer (Chromatomyia horticola); Chloropidae such as rice stemminer (Chlorops oryzae); melon fly (Bactrocera cucurbitae), oriental fruit fly (Bactrocera dorsalis), and eggplant fly (Bactrocera Tephritidae, such as Bactrocera latifrons, Bactrocera oleae, Bactrocera tryoni, and Ceratitis capitata; Ephydridae, such as Hydrellia griseola, Hydrellia philippina, and Hydrellia sasakii; Drosophila suzukii, such as Drosophila suzukii; Phoridae, such as Megaselia spiracularis; Psychodidae, such as Clogmia albipunctata; Bradysia spp. Sciaridae (Fungi gnats) such as Sciaridae (Sciaridae), Hessian fly (Mayetiola destructor) and rice gall midge (Orseolia oryzae) and Cecidomyiidae (Cicidomyiidae), such as Diopsis macrophthalma;Tipulidae, including the Japanese cranefly (Tipula aino), the common cranefly (Tipula oleracea), and the European cranefly (Tipula paludosa).

[0225] Hymenoptera pests {for example, Tenthredinidae such as Athalia rosae and Athalia japonica; Formicidae such as Solenopsis spp. and Brown leaf-cutting ant Atta capiguara}.

[0226] Orthoptera pests {e.g., Migratory locust (Locusta migratoria), Moroccan locust (Dociostaurus maroccanus), Australian locust (Chortoicetes terminifera), Red locust (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 Acrididae, such as the Japanese grasshopper (Oxya gregaria), the yellow-winged locust (Gastrimargus musicus), the spur-throated locust (Austracris guttulosa), the oriental grasshopper (Oxya yezoensis), the long-winged locust (Oxya japonica), and the Taiwan grasshopper (Patanga succincta); Gryllotalpidae, such as the European house cricket (Acheta domestica) and the field cricket (Teleogryllus emma); and Tettigoniidae, such as the Mormon cricket (Anabrus simplex).

[0227] Blattodea (for example, the family Blattellidae, such as the German cockroach (Blattella germanica)); the family Blattidae, such as the American cockroach (Periplaneta fuliginosa), the American cockroach (Periplaneta americana), the brown cockroach (Periplaneta brunnea), the Asian cockroach (Blatta orientalis), the Japanese cockroach (Periplaneta japonica), and the American cockroach (Periplaneta australasiae); the Japanese termite (Reticulitermes speratus), the Formosan termite (Coptotermes formosanus), the American dry-wood termite (Incisitermes minor), the Formosan termite (Cryptotermes domesticus), and the Formosan termite (Odontotermes formosanus, Koshun termite (Neotermes koshunensis), Satsuma termite (Glyptotermes satsumensis), Nakajima termite (Glyptotermes nakajimai), Katan termite (Glyptotermes fuscus), Hodotermopsis sjostedti, Koshu termite (Coptotermes guangzhouensis), Amami termite (Reticulitermes amamianus), Miyatake termite (Reticulitermes miyatakei), Formosan termite (Reticulitermes kanmonensis), Takasago termite (Nasutitermes takasagoensis), Snocapritermes (Pericapritermes nitobei), Mushae termite (Sinocapritermes mushae), Cornitermes cumulans, etc. (Termitidae)

[0228] Acari (for example, Tetranychidae such as Tetranychus urticae, Tetranychus kanzawai, Tetranychus evansi, Panonychus citri, Panonychus ulmi, and Oligonychus spp.); Aculops pelekassi, Phyllocoptruta citri, Aculops lycopersici, Calacarus carinatus, Acaphylla theavagrans, Eriophyes chibaensis, and Aculus spp. Eriophyidae, such as Aceria diospyri, Aceria tosichella, and Shevtchenkella sp.; Tarsonemidae, such as Polyphagotarsonemus latus; Tenuipalpidae, such as Brevipalpus phoenicis; Tuckerellidae; Haemaphysalis longicornis, Haemaphysalis flava, Dermacentor taiwanensis, Dermacentor variabilis, Ixodes ovatus, Ixodes persulcatus, and Ixodes black-legged ticks. Ixodidae, including Amblyomma scapularis, Amblyomma americanum, Boophilus microplus, and Rhipicephalus sanguineus;Acaridae (Acarid mites) such as Tyrophagus putrescentiae and Tyrophagus similis; Pyroglyphidae (Dermatophagoides farinae and Dermatophagoides pteronyssinus); Cheyletidae (Cheyletus eruditus, Cheyletus malaccensis, Cheyletus moorei, Cheyletiella yasguri); Sarcoptidae (Sarcoptes scabiei, Otodectes cynotis, Sarcoptes scabiei, Demodex canis); canis, etc.; Listrophoridae; Haplochthoniidae; Macronyssidae, such as Ornithonyssus bacoti and Ornithonyssus sylviarum; Dermanyssidae, such as Dermanyssus gallinae; Trombiculidae, such as Leptotrombidium akamushi;

[0229] Plant-parasitic nematodes {e.g., Aphelenchida nematodes such as the rice root nematode (Aphelenchoides besseyi), the strawberry nematode (Aphelenchoides fragariae), the peel nematode (Aphelenchoides ritzemabosi), and the pine wood nematode (Bursaphelenchus xylophilus), the potato white cyst nematode (Globodera pallida), the potato cyst nematode (Globodera rostochiensis), the wheat cyst nematode (Heterodera avenae), the soybean cyst nematode (Heterodera glycines), the sugar beet cyst nematode (Heterodera schachtii), the clover cyst nematode (Heterodera trifolii), and the root-knot nematode (Meloidogyne nematode)} arenaria), northern root-knot nematode (Meloidogyne hapla), sweet potato root-knot nematode (Meloidogyne incognita), Java root-knot nematode (Meloidogyne javanica), apple root-knot nematode (Meloidogyne mali), southern root-leach nematode (Pratylenchus coffeae), sawtooth root-leach nematode (Pratylenchus drenatus), channel root-leach nematode (Pratylenchus loosi), wheat root-leach nematode (Pratylenchus neglectus), northern root-leach nematode (Pratylenchus penetrans), walnut root-leach nematode (Pratylenchus vulnus), citrus root-leach nematode (Radopholus citrophilus), banana root-leach nematode (Radopholus similis, etc.}

[0230] The insect species targeted for control in the present invention (insect species for which the compound represented by formula (1) is effective in controlling) can also be used to control pests such as sanitary pests, shell-storing pests, clothing pests, house pests, and parasitic insects. The control effect is particularly excellent against ectoparasites that harm humans and animals. The ectoparasites targeted for control include those that infest the back, armpits, lower abdomen, inner thighs, etc. of a host animal and live by obtaining nutrients such as blood and dander from animals and birds, and those that fly to the back, buttocks, etc. of a host animal and live by obtaining nutrients such as blood and dander from animals and birds. Examples of ectoparasites include mites, lice, and fleas.

[0231] Host animals on which the control agent of the present invention is effective include dogs, cats, mice, rats, hamsters, guinea pigs, squirrels, rabbits, and ferrets; pet birds (e.g., pigeons, parrots, mynahs, Java sparrows, parakeets, Bengalese finches, and canaries); cattle, horses, pigs, sheep, and goats; poultry (e.g., ducks, chickens, quails, and geese); and honeybees (e.g., European honeybees and Japanese honeybees).

[0232] That is, the pest control agent of the present invention is effective as an animal ectoparasite control agent for protecting the above animals and birds.

[0233] The target mites (Acari) include the following pests: Mites of the order Mesostigmata (e.g., Dermanyssidae, such as Dermanyssus gallinae); mites of the family Macronyssidae, including Ornithonyssus sylviarum, Ornithonyssus bursa, and Ornithonyssus bacoti, of the genus Ornithonyssus; mites of the family Laelapidae, including Laelaps echidninus, Laelaps jettmari, and Tropilaeps clarae, of the genus Varroa spp.), mites of the family Varroidae, which includes Varroa destructor, Varroa jacobsoni, and Varroa underwoodi. Ticks of the order Metastigmata (e.g., ticks of the family Argasidae, including Argas spp. such as Argas persicus, Argas reflexus, and Ornithodoros spp. such as Ornithodoros moubata); ticks of the genus Haemaphysalis such as Haemaphysalis concinna, Haemaphysalis punctata, Haemaphysalis cinnabarina, Haemaphysalis otophila, and Haemaphysalis reachii (e.g., ticks of the family Argasidae, including Argas spp. such as Argas persicus, Argas reflexus, and Ornithodoros spp. such as Ornithodoros moubata); ticks of the genus Haemaphysalis such as Haemaphysalis concinna, Haemaphysalis punctata, Haemaphysalis cinnabarina, Haemaphysalis otophila, and Haemaphysalis reachii (e.g., ticks of the family Haemaphysalis leachi, Haemaphysalis longicornis, Haemaphysalis mageshimaensis, Haemaphysalis yeni, Haemaphysalis campanulata, Haemaphysalis pentalagi, Haemaphysalis flava, Haemaphysalis megaspinosa, Haemaphysalis japonica, Haemaphysalis douglasi, Amblyomma spp. including Amblyomma americanum, Amblyomma variegatum, and Amblyomma maculatum. maculatum, Amblyomma hebraeum, Amblyomma cajennense, Amblyomma testudinarium, Ixodes spp.) ticks (Ixodes ricinus), Ixodes hexagonus, Ixodes canisuga, Ixodes pilosus, Ixodes rubicundus, Ixodes scapularis, Ixodes holocyclus, Ixodes ovatus, Ixodes persulcatus, Ixodes nipponensis, Boophilus species Rhipicephalus spp. include the cow tick (Rhipicephalus (Boophilus) microplus), Rhipicephalus (Boophilus) decoloratus, Rhipicephalus (Boophilus) annulatus, and Rhipicephalus (Boophilus) calceratus, as well as the brown dog tick (Rhipicephalus sanguineus), Rhipicephalus bursa, and Rhipicephalus appendiculatus, Rhipicephalus capensis, Rhipicephalus turanicus, Rhipicephalus zambeziensis, Dermacentor spp.Mites of the family Ixodidae, including Dermacentor marginatus, Dermacentor reticulatus, Dermacentor pictus, Dermacentor albipictus, Dermacentor andersoni, and Dermacentor variabilis. Acaridida mites of the order Astigmata (e.g., Psoroptidae spp., including Psoroptes ovis, Psoroptes cuniculi, Psoroptes equi, Chorioptes spp., Chorioptes bovis, Otodectes cynotis); Sarcoptes spp., Sarcoptes scabiei, Sarcoptes spp. ... canis, Sarcoptes bovis, Sarcoptes ovis, Sarcoptes rupicaprae, Sarcoptes equi, Sarcoptes suis, Notoedres spp. (Notoedres cati); Knemidokoptidae (Knemidokoptes spp. (Knemidokoptes mutans)). Prostigmata order Actinedida (e.g. Demodex spp. Demodex canis, Demodex bovis, Demodex ovis, Demodex caprae, Demodex equi, Demodex caballi, Demodex suis, Demodex cati; Trombicula spp. Trombiculidae including Trombicula alfreddugesi and Trombicula akamushi).

[0234] The target lice (Phthiraptera) include the following pests: Lice of the suborder Anoplura {e.g., lice of the family Haematopinidae, including the horse louse (Haematopinus asini), the cow louse (Haematopinus eurysternus), and the pig louse (Haematopinus suis) of the genus Haematopinus; lice of the genus Linognathus, including the dog louse (Linognathus setosus), the cow louse (Linognathus vituli), the Linognathus ovillus, the Linognathus oviformis, the Linognathus pedalis, and the goat louse (Linognathus stenopsis, Solenopotes spp., and the hairy cow lice (Solenopotes capillatus) of the Linognathidae family. Biting louse of the suborder Amblycera (e.g., Menacanthus spp., including the chicken louse (Menacanthus stramineus), chicken horn louse (Menacanthus cornutus), and pale chicken louse (Menacanthus pallidulus); biting louse of the family Menoponidae, including Menopon spp., including the chicken louse (Menopon gallinae)). Biting louse of the suborder Ischnocera {e.g., pigeon lice (Columbicola spp.) such as Columbicola columbae, Cuclotogaster spp. such as Cuclotogaster heterographus, Goniodes spp. such as Goniodes dissimilis, Goniodes gigas, Goniodes gallinae, and Lipeurus spp. such as Lipeurus caponis; Bovicola spp. such as Bovicola bovis and Bovicola spp. such as Bovicola spp. ovis, Bovicola limbata, goat lice (Bovicola caprae), horse lice (Bovicola equi), dog lice (Trichodectes spp.) and cat lice (Felicola subrostrata) of the Trichodectidae family.

[0235] Targeted fleas (Siphonaptera) include the following pests: fleas of the Tungidae family, 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; Asian mouse fleas (Xenopsylla cheopis) of the genus Xenopsylla; human fleas (Pulex irritans) of the genus Pulex; and chicken lift fleas (Echidnophaga spp.). fleas of the family Pulicidae, including the human flea (Ceratophyllus gallinacea); fleas of the family Ceratophyllidae, including the bird flea (Ceratophyllus gallinae), the Japanese rat flea (Ceratophyllus anisus), and the European mouse flea (Nosopsyllus fasciatus); fleas of the family Leptopsyllidae, including the blind rat flea (Leptopsylla segnis).

[0236] Other target ectoparasites include pests of the order Hemiptera, such as insects of the family Cimicidae, including bedbugs (Cimex lectularius) of the genus Cimex; and insects of the family Reduviidae, including Panstrongylus spp., Rhodnius spp., and Triatoma spp. It is also effective against Diptera pests, which are biting insects (chewing flies, adult blood-sucking flies, migratory dipteran larvae, and parasitic fly maggots). Diptera pests include the following: Nematocera {For example, (a) Culex spp., such as Culex quinquefasciatus, Culex pipiens pallens, Culex tarsalis, Culex pipiens molestus, Culex pipiens fatigans, Culex tritaeniorhynchus summorosus, Armigeres spp., Armigeres subalbatus, Anopheles spp., Anopheles gambiae, Anopheles maculipennis, Anopheles gambiae ... (b) mosquitoes of the Culicidae family, including Aedes spp., Aedes aegypti, Aedes albopictus, Aedes taeniorhynchus, Aedes togoi, and Aedes vexans nipponii; (c) mosquitoes of the Simulium spp., including Simulium reptans, Simulium ornatum, Simulium venustum, Simulium salopiense, and Prosimulium spp. Black flies of the family Simuliidae, including the yellow-legged black fly (Prosimulium yezoense); Culiodes spp.Ceratopogonidae midges, including the Japanese midge (Culicoides arakawae), the pale-spotted midge (Culicoides pictimargo), the yellow midge (Culicoides kibunensis), the Japanese midge (Culicoides homotomus), the cow midge (Culicoides oxystoma), the Japanese midge (Culicoides nipponensis), the spotted midge (Culicoides punctatus), the mountain midge (Culicoides maculatus), and the Matsuzawa midge (Culicoides matsuzawai). Brachyceratops {For example, (a) Tabanus spp. such as Tabanus bromius, Tabanus spodopterus, Tabanus atratus, Tabanus sudeticus, Tabanus trigonus, Tabanus chrysurus, Tabanus trigeminus, Tabanus fulvimedioides, Tabanus iyoensis, and Chrysops spp. such as Chrysops caecutiens, Chrysops relictus, and Chrysops alfonsino. Tabanidae horseflies, including Chrysops suavis and Chrysops japonicus; Muscina spp., including Musca domestica, Musca bezzii, Musca hervei, Musca conducens, Musca stabulans, Stomoxys spp., including Stomoxys calcitrans, Haematobia spp., including Haematobia irritans, Haematobia irritans exigua, Haematobia stimulans, and Fannia Flies of the family Muscidae, including the little house fly (Fannia canisularis spp.); flies of the family Glossinidae, including Glossina spp.; flies of the genus Melophagus (Melophagus spp.);Flies of the Hippoboscidae family, including the common pedigree fly (Melophagus ovinus); Calliphora spp., including the blowfly (Calliphora lata); Lucilia spp., including the sheep blowfly (Lucilia (Phaenicia) cuprina), the broad-legged blowfly (Lucilia (Phaenicia) sericata), and the green blowfly (Lucilia illustris); Chrysomyia spp., including the screwworm fly (Chrysomya hominivorax), Chrysomya chloropyga, and Chrysomya veziana Flies of the family Calliphoridae, including Bombyx mori (Burberry Flies); Cuterebrinae, including Cuterebra spp.; Hypodermatinae, including Hypoderma spp., such as Hypoderma bovis and Hypoderma lineatum; Gasterophilinae, including Gasterophilus spp., such as Gasterophilus intestinalis, Gasterophilus haemorroidalis, Gasterophilus inermis, Gasterophilus nasalis, and Gasterophilus nigricornis. Flies of the family Oestridae, including Gasterophilus nigricornis, Gasterophilus pecorum, and the subfamily Oestrinae, as well as Oestrus spp., including the sheep fly Oestrus ovis.

[0237] When the compound represented by formula (1) is used as an agricultural or horticultural pest control agent, the compound represented by formula (1) may be used as is, or may be mixed with a suitable solid carrier, liquid carrier, gaseous carrier, surfactant, dispersant, other formulation adjuvant, etc. to prepare an agrochemical formulation. Examples of the agrochemical formulation include emulsifiable concentrates, EW formulations, liquid formulations, suspensions, wettable powders, water dispersible granules, dusts, DL dusts, powder granules, granules, tablets, oil solutions, aerosols, flowable formulations, dry flowable formulations, and microcapsules. These agrochemical formulations can be used in any dosage form. The term "carrier" used in the present invention refers to a solid carrier, liquid carrier, gaseous carrier, etc.

[0238] Examples of the solid carrier include talc, bentonite, clay, kaolin, diatomaceous earth, vermiculite, white carbon, calcium carbonate, acid clay, silica sand, silica stone, 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 heating 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 sulfates, alkyl (aryl) sulfonates, polyoxyalkylene alkyl (aryl) ethers, polyhydric alcohol esters, lignin sulfonates, alkyl sulfosuccinates, formalin condensates of alkyl naphthalene sulfonates, polycarboxylates, POE polystyrylphenyl ether sulfates and phosphates, and POE-POP block polymers. Furthermore, examples of the formulation adjuvants include carboxymethyl cellulose, hydroxypropyl cellulose, polyvinyl alcohol, xanthan gum, pregelatinized starch, gum arabic, polyvinylpyrrolidone, ethylene-acrylic acid copolymer, ethylene-vinyl acetate copolymer, polyethylene glycol, liquid paraffin, calcium stearate, antifoaming agents, preservatives, etc. The above-mentioned various carriers, surfactants, dispersants, and formulation adjuvants can be used either alone or in combination, as required.

[0239] 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 emulsifiable concentrates, 0.3 to 25% by weight for dusts, 1 to 90% by weight for wettable powders, and 0.1 to 10% by weight for granules.

[0240] When the compound represented by formula (1) is used as an acaricide for controlling mites that parasitize livestock such as cattle and pigs, and pets such as dogs and cats, the active ingredient can be used in an amount of 0.01 to 1000 mg per kg of the host animal. Acaricides for control can be applied by known veterinary methods. For example, when the purpose is systemic control, they can be administered to animals by tablets, capsules, immersion liquids, inclusion in feed, suppositories, injections (intramuscular, subcutaneous, intravenous, intraperitoneal, etc.), etc., and when the purpose is non-systemic control, they can be administered by spraying, pouring, spot-on, etc. of oily or aqueous liquids, or by kneading the acaricide into resin, molding the kneaded product into a suitable shape such as a collar or ear tag, and attaching it to the animal.

[0241] The pesticide according to the present invention can be used as it is or after dilution. The pesticide according to the present invention can be mixed or used in combination with other insecticides, nematicides, fungicides, miticides, herbicides, plant growth regulators, fertilizers, etc. Examples of pesticides that can be mixed or used in combination include those listed in the Pesticide Manual (18th edition, published by The British Crop Protection Council), Shibuya Index (SHIBUYA INDEX 17th edition, 2014, published by SHIBUYA INDEX RESEARCH GROUP), Mode of Action Classification Scheme Version 9.3, published by IRAC, and FRAC Code List (C) 2020: Fungicides sorted by mode of action, 2020 edition, published by FRAC) and those whose structures can be identified on the internet (for example, http: / / www.alanwood.net / pesticides / sitemap.html).

[0242] More specifically, examples of insecticides, nematicides, and acaricides include the following compounds: Alanycarb, aldicarb, bendiocarb, bendiocarb, benfuracarb, butocarboxim, butoxycarboxim, carbaryl, carbofuran, carbosulfan, ethiofencarb, fenobucarb, formetanate, furathioca carbamate compounds such as rb, isoprocarb, methiocarb, methomyl, oxamyl, pirimicarb, propoxur, thiodicarb, thiofanox, triazamate, trimethacarb, XMC, xylylcarb, metolcarb, fenothiocarb, and fenoxycarb. Acephate, azamethiphos, azinphos-ethyl, azinphos-methyl, ethylthiometon, chlorethoxyfos, cadusafos, 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, and imicyafos , isofenphos, isopropyl O-(methoxyaminothiophosphoryl) salicylate, isoxathion, malathion, mecarbam, methamidophos, methidathion, mevinphos, monocrotophos, naled, omethoate, oxydemeton ethyl, parathion, parathion-methyl, PAP, phorate, phosalone, phosmet, phosphamidon, phoxim, pirimiphos-methyl, profenofos, propetamphos, prothiofos, pyraclofos, pyridaphenthion, quinalphos, sulfotep, tebupirimfos, temephos Organophosphate ester compounds such as phos, terbufos, tetrachlorvinphos, thiometon, triazophos, trichlorfon, vamidothion, chlorpyrifos-ethyl, disulfoton, sulprofos, flupyrazophos, phenthoate, fonofos, and tribufos.

[0243] 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, d-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, esphethrin esfenvalerate, etofenprox, fenpropathrin, fenvalerate, flucythrinate, flumethrin, tau-fluvalinate, halfenprox, imiprothrin, kadethrin, permethrin, phenothrin, prallethrin, pyrethrin, resmethrin, silafluofen, tefluthrin, kappa-tefluthrin, phthalthrin,Pyrethroid compounds such as tetramethrin, tralomethrin, transfluthrin, metoxadiazone, metofluthrin, profluthrin, pyrethrum, terallethrin, momfluorothrin, heptafluthrin, meperfluthrin, tetramethylfluthrin, dimefluthrin, and protrifenbut.

[0244] Neonicotinoid compounds such as acetamiprid, clothianidin, dinotefuran, imidacloprid, nitenpyram, thiacloprid, and thiamethoxam. Sulfoxamine compounds such as sulfoxaflor. Butenolide compounds such as flupyradifurone. Mesoionic compounds such as triflumezopyrim, dichloromezotiaz, and fenmezoditiaz. 2-aminopyridine compounds such as flupyrimin. Spinosyn 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. Pyridine azomethine compounds such as pymetrozine. Pyridinecarboxamide compounds such as flonicamid. Oxazole compounds such as ethoxazole. Bacillus thuringiensis and Bacillus sphaericus agents, such as Bt subsp. israelensis, Bt subsp. aizawai, Bt subsp. kurstaki, and Bt subsp. tenebrionis, and the insecticidal proteins they produce. Insecticidal proteins produced by the Bt crops listed above. Thiourea compounds such as diafenthiuron. Organometallic compounds such as azocyclotin, cyhexatin, and fenbutatin oxide. Sulfite ester 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 analogues such as bensultap, cartap, thiocyclam, thiosultap, and thiosultap sodium.

[0245] Benzoylurea compounds such as bistrifluron, chlorfluazuron, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron, triflumuron, and bistrifluron; and 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 fenpyroximate. Phenoxyethylamine compounds such as pyrimidifen. Pyridazinone compounds such as pyridaben. Pyrazole-4-carboxamide compounds such as tebufenpyrad, tolfenpyrad, pyflubumide, and dimpropyridaz. Hydrazinecarboxamide compounds such as metaflumizone. Tetronic acid and tetramic acid compounds such as spirodiclofen, spirotetramat, spiromesifen, spiropidion, and spidoxamat. Beta-ketonitrile compounds such as cyflumetofen, cyenopyrafen, and cyetpyrafen. Phthalic acid amide compounds such as flubendiamide. Anthranilic acid amide compounds such as chlorantraniliprole, cyantraniliprole, cyclaniliprole, tetraniliprole, cyhalodiamide, tetrachlorantraniliprole, and fluchlordiniliprole. 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 tyclopyrazoflor. Oxadiazole compounds such as tioxazafen. Benzoxazole compounds such as oxazosulfyl. Pyridyl indazole compounds such as indazapyroxamet, butyrolactone compounds such as trifluenfuronate.

[0246] Other insecticides, nematicides, and miticides include nicotine, chloropicrin, sulfuryl fluoride, crylotie, clofentezine, diflovidazin, rotenone, indoxacarb, and piperonyl butoxide. butoxide, chlordimeform, pyridalyl, azadirachtin, benzoxymate, afidopyropen, fluhexafon, fluensulfone, benclothiaz, carzole, insecticidal soap, dimehypo, nithiazine, borate Examples of suitable pesticides include entomopathogenic bacteria, insect pathogenic viruses, insect pathogenic fungi, and other microbial pesticides.

[0247] Examples of disinfectants that can be used include: Phenylamido compounds such as metalaxyl, metalaxyl-M, oxadixyl, ofurase, benalaxyl, benalaxyl-M, chiralaxyl, ofurase, furalaxyl, and cyprofuram; hydroxypyrimidine compounds such as bupyrimate, dimethilimol, and ethilimol. Isoxazole compounds such as hymexazole and hydroxyisoxazole, piperidinylthiazole isoxazoline compounds such as oxathiapiprolin and fluoxapiprolin, isothiazolone compounds such as octhilinone, and 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. Ethylaminothiazolecarboxamide compounds such as ethaboxam. Phenyleureas such as pencycuron. Pyridinylmethylbenzamide compounds such as fluopicolide and fluopimomide. Pyrimidineamine compounds such as diflumetorim and bupirimate. Benzanilide compounds such as benodanil, flutolanil, mepronil, and flufenoxadiazam. Phenyloxoethylthiophene amide compounds such as isofetamide. Pyridinylethylbenzamide compounds such as fluopyram. Furancarboxamide compounds such as fenfuram. Oxathiincarboxamide compounds such as oxycarboxin and carboxin. Thiazolecarboxamide compounds such as thifluzamide.

[0248] 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, kresoxim-methyl, trifloxystrobin, picoxystrobin, pyraclostrobin, dimoxystrobin, metominostrobin, orysastrobin, fluoxastrobin, pyraoxystrobin, pyrametostrobin, flufenoxystrobin, phenaminestrobin, enoxastrobin, coumoxystrobin, mandestrobin, and triclopyricarb. Oxazolidinedione compounds such as famoxadone. Imidazolinone compounds such as fenamidone. Benzyl carbamate compounds such as triclopyricarab and pyribencarb. Cyanoimidazole compounds such as cyazofamid. 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, triphenyltin hydroxide, fenthin acetate, and oxine copper. Thiophenecarboxamide compounds such as silthiofam. Triazolopyrimidine amine 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; Dicarboximide compounds such as fluoroimide, procymidone, iprodione, and vinclozolin. Phosphorothiolate compounds such as edifenphos, iprobenfos, and pyrazophos. Dithiolane compounds such as isoprothiolane. Propylcarbamate compounds such as propamocarb and propamocarb hydrochloride. Bacillus species such as Bacillus subtilis (strains QST713, FZB24, MBI600, D747) and the bactericidal proteins produced therefrom, and bactericidal proteins produced by said Bt crops. Terpene hydrocarbons and terpene alcohols such as extracts of Gosei Kayputa. Piperazine compounds such as triforine. Pyridine compounds such as pyrifenox and pyrisoxazole. Pyrimidine compounds such as fenarimol, nuarimol, and flumetylsulforim.

[0249] Azaconazole, bromuconazole, diniconazole, diniconazole-M, epoxyconazole, fluquinconazole, oxpoconazole, pefurazoate, difenoconazole, fenbuconazole, imibenconazole, ipconazole, metconazole, tetraconazole, triadimefon, triadimenol, triticonazole, uniconazole, imazalil Azole compounds such as imazalil, bitertanol, triflumizole, etaconazole, propiconazole, penconazole, flusilazole, flutriafol, myclobutanil, paclobutrazol, prothioconazole, cyproconazole, tebuconazole, hexaconazole, prochloraz, simeconazole, ipfentrifluconazole, and fluoxytioconazole. Morpholine compounds such as aldimorph, dodemorph, dodemorph acetate, tridemorph, fenpropimorph, dimethomorph, flumorph, and pyrimorph. Piperidine compounds such as piperalin and fenpropidin. Spiroketal amine compounds such as spiroxamine. Hydroxyanilide compounds such as fenhexamid. Aminopyrazolinone compounds such as fenpyrazamine. Thiocarbamate and dithiocarbamate compounds such as ferbam, metam, metasulphocarb, metiram, thiram, mancozeb, maneb, zineb, ziram, polycarbamate, propineb, thiuram, and pyributicarb. Glucopyranosyl antibiotics such as validamycin. Nucleoside antibiotics such as mildiomycin and polyoxin. Valinamide carbamate compounds such as benthiavalicarb, benthiavalicarb-isopropyl, valifenalate, and iprovalicarb. Mandelic acid amide compounds such as mandipropamid. Picolinamide compounds such as fenpicoxamid, florylpicoxamid, and metarylpicoxamid. Isobenzofuranone compounds such as fthalide. Pyrroloquinolinone compounds such as pyroquilone. Triazolobenzothiazole compounds such as tricyclazole. Cyclopropanecarboxamide compounds such as carpropamid. Carboxamide compounds such as diclocymet. Propionamide compounds such as fenoxanil.

[0250] Benzothiadiazole compounds such as acibenzolar-S-methyl. Benzisothiazole compounds such as probenazole and dichlobentiazox. Thiadiazole carboxamide compounds such as tiadinil. Isothiazolecarboxamide compounds such as isotianil. Cyanoacetamide oxime compounds such as cymoxanil. Ethylphosphonate compounds such as fosetyl. Phthalamic acid compounds such as techlophthalam. Benzotriazine compounds such as triazoxide. Benzene sulfonic acid compounds such as flusulfamide. Pyridazinone compounds such as diclomezine. Phenylethamide compounds such as cyflufenamide. Benzophenone compounds such as metrafenone. Benzoylpyridine compounds such as pyriophenone. Cyanomethylene thiazolidine compounds such as flutianil. 4-Quinolylacetic acid compounds such as tebufloquin. 3-phenoxyquinoline compounds such as ipflufenoquin. Organophosphate compounds such as fosetylaluminium and tolclofos-methyl. 1,2,4-thiadiazole compounds such as echlomezole. Trifluoroethylcarbamate compounds such as tolprocarb. Copper compounds such as Bordeaux mixture, copper acetate, basic copper sulfate, copper oxychloride, copper hydroxide, and oxine-copper. Inorganic compounds such as copper and sulfur. N-halogenothioalkyl compounds such as captan, captafol, and folpet. Organochlorine compounds such as anilazine, chlorothalonil, dichlorophen, pentachlorophenol and its salts, hexachlorobenzene, and quintozene. Guanidine compounds such as iminoctadine acetate salt, iminoctadine albesilate, guanidine, dodine, dodine free base, guazatine, guazatine acetate salt, and albesilate. Anthraquinone compounds such as dithianon. Quinoxaline compounds such as quinomethionate. Maleimide compounds such as fluoroimide, sulfenic acid compounds such as tolylfluanid and dichlofluanid. Dinitrophenolic 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.

[0251] Other fungicides include dipymetitrone, picarbutrazox, tecnazen, nitrthal-isopropyl, dicyclomet, acibenzolar, prohexadione-calcium, bronopol, diphenylamine, flumetover, bethoxazin, biphenyl, chloroneb, CNA, iodocarb, prothiocarb, and seboctylamine.

[0252] The compound of the present invention represented by formula (1) or its salt or N-oxide, or its agriculturally, horticulturally, and veterinarily 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 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 in which the compound of the present invention is applied by fumigation in a closed space. The compounds of the present invention also enhance the vigor of crops by treating or contacting the crops, the seeds from which the crops grow, or the placenta of the crops in a biologically effective amount. When the target of treatment or contact is a seed, the amount of the compound of the present invention is not limited, but it is preferable that the compound of the present invention is contained in an amount of about 0.0001 to about 1% by mass of the whole seed after treatment. The present invention further provides the use of a compound of the present invention as an active ingredient in a composition for protecting animals and birds from parasitic invertebrate pests. The composition contains a compound of the present invention in an amount that is parasiticidally effective but not harmful to the target animal or bird. In this use, the compound of the present invention is contacted with the invertebrate pests or their habitat in a biologically effective amount to control the invertebrate pests.

[0253] Next, specific examples of the compound of the present invention are shown below.

[0254] In the formula (1-1) where B is B-7 and D is D-1 in the formula (1), [ka] X1 is an oxygen atom, a sulfur atom, NY1, or C(J5J6), and n is 0 or 1; J1, J2, J3, and J4 each independently represent a group selected from the group consisting of a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, a hydroxy group, or an O atom of a carbonyl group formed by combining the two bonds of C-J1 and C-J2, or C-J3 and C-J4, an S atom of a thiocarbonyl group, an imino group substituted with Y2, and a methylene group substituted with J7 and J8; J5 and J6, J7 and J8, Y1 and Y2 are as defined above. Z 1A , Z 1B , Z 1C , Z 1D , and Z 1Eeach independently represents a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C2-C6)alkenyl group, an optionally substituted halo(C2-C6)alkenyl group, an optionally substituted (C2-C6)alkenyloxy group, an optionally substituted halo(C2-C6)alkenyloxy group, an optionally substituted (C1-C6)alkylthio group, an optionally substituted halo(C1-C6)alkylthio group, an optionally substituted (C1-C6)alkylsulfinyl group, an optionally substituted halo(C1-C6)alkylsulfinyl group, an optionally substituted (C1-C6)alkylsulf a group selected from the group consisting of an optionally substituted (C1-C6)nyl group, an optionally substituted halo(C1-C6)alkylsulfonyl group, an optionally substituted (C1-C6)alkylcarbonyl group, an optionally substituted halo(C1-C6)alkylcarbonyl group, an optionally substituted (C1-C6)alkoxycarbonyl group, an optionally substituted halo(C1-C6)alkoxycarbonyl group, an optionally substituted (C1-C6)alkylcarbonyloxy group, an optionally substituted halo(C1-C6)alkylcarbonyloxy group, an optionally substituted (C1-C6)alkoxycarbonyloxy group, an optionally substituted halo(C1-C6)alkoxycarbonyloxy group, an optionally substituted (C1-C6)alkylsulfonyloxy group, an optionally substituted halo(C1-C6)alkylsulfonyloxy group, an NY4Y5 group, a C(O)NY4Y5 group, a cyano group, a nitro group, a hydroxy group, a mercapto group, a formyl group, a carboxy group and an SF5 group; R1, R2, and R3 each independently represent a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C2-C6)alkenyl group, an optionally substituted halo(C2-C6)alkenyl group, A (C2-C6)alkynyl group which may have a substituent, a halo(C2-C6)alkynyl group which may have a substituent, a (C2-C6)alkenyloxy group which may have a substituent, a halo(C2-C6)alkenyloxy group which may have a substituent, a (C1-C6)alkylthio group which may have a substituent, a halo(C1-C6)alkylthio group which may have a substituent, a (C1-C6)alkylsulfinyl group which may have a substituent, a halo(C1-C6)alkylsulfinyl group which may have a substituent, a (C1 a halo(C1-C6)alkylsulfonyl group optionally having a substituent, a halo(C1-C6)alkylcarbonyl group optionally having a substituent, a halo(C1-C6)alkylcarbonyl group optionally having a substituent, a (C1-C6)alkylcarbonyloxy group optionally having a substituent, a halo(C1-C6)alkoxycarbonyl group optionally having a substituent, a halo(C1-C6)alkoxycarbonyl group optionally having a substituent, a halo(C1-C6)alkoxycarbonyl group optionally having a substituent, a halo(C1-C6)alkylcarbonyloxy group optionally having a substituent, a halo(C1-C6)alkoxycarbonyl group optionally having a substituent, a halo(C1-C6)alkyl ... group optionally having a substituent, a halo(C1-C6)alkylcarbonyl group optionally having a substituent, a halo(C1-C6)alkylcarbonyl group optionally having a substituent, a halo(C1-C6)alkylcarbonyl group optionally having a substituent, a halo(C1-C6)alkylcarbonyl group optionally having a substituent, a halo(C an optionally substituted (C1-C6)alkoxycarbonyloxy group, an optionally substituted halo(C1-C6)alkoxycarbonyloxy group, an optionally substituted (C1-C6)alkylsulfonyloxy group, an optionally substituted halo(C1-C6)alkylsulfonyloxy group, an optionally substituted phenyl group, an optionally substituted heterocyclic group, an optionally substituted phenoxy group, an optionally substituted pyridyloxy group, a -NY4Y5 group, a -C(O)NY4Y5 group, a -CH=NY6 group, a cyano group, a nitro group, a formyl group,is a group selected from the group consisting of a hydroxy group, a mercapto group, a formyl group, a carboxy group, and an SF5 group, Y3, Y4, Y5 and Y6 are as defined above, R 12 is a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C3-C6) cycloalkyl group, a halo(C3-C6) cycloalkyl group, NY a Y b is a group selected from the group consisting of groups Y a and Y b are each independently a group selected from the group consisting of a hydrogen atom, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C3-C6) cycloalkyl group, and a halo(C3-C6) cycloalkyl group, or Y a and Y b are bonded to each other to form an aliphatic 3- to 10-membered cyclic amino group which is unsubstituted or optionally substituted with one or more halogen atoms or (C1-C6) alkyl groups, m is an integer from 0 to 2, However, R 12 NY a Y b When m is a group, m is 1 or 2, or a salt thereof, or an N-oxide thereof.

[0255] In the formula (1-1) where B is B-7 and D is D-1, Z 1A , Z 1B , Z 1C , Z 1D , and Z 1E are substituents described in Table 1-1, Table 1-2, Table 1-3, Table 1-4, and Table 1-5, respectively; X1 is a structure described in Table 2; J1 and J2 are substituents described in Table 3-1; J3 and J4 are substituents described in Table 3-2; n is 0 or 1; R1 is a substituent described in Table 4; R2 is a substituent described in Tables 5-1 to 5-5; R3 is a substituent described in Tables 6-1 to 6-3; 12 is a substituent group shown in Table 7, and m is a combination of 0, 1, and 2.

[0256]

Table 1-1

[0257]

Table 1-2

[0258]

Table 1-3

[0259]

Table 1-4

[0260]

Table 1-5

[0261]

Table 2

[0262]

Table 3-1

[0263]

Table 3-2

[0264]

Table 4

[0265]

Table 5-1

[0266]

Table 5-2

[0267] [Table 5-3]

[0268] [Table 5-4]

[0269] [Table 5-5]

[0270] [Table 6-1]

[0271] [Table 6-2]

[0272] [Table 6-3]

[0273] [Table 7]

[0274] In the formula (1-2) where B is B-7 and D is D-2 in the formula (1), [ka] X1 is an oxygen atom, a sulfur atom, NY1, or C(J5J6), n is 0 or 1, J1, J2, J3, and J4 each independently represent a group selected from the group consisting of a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, a hydroxy group, or an O atom of a carbonyl group formed by combining the two bonds of C-J1 and C-J2, or C-J3 and C-J4, an S atom of a thiocarbonyl group, an imino group substituted with Y2, and a methylene group substituted with J7 and J8; J5 and J6, J7 and J8, Y1 and Y2 are as defined above. Z 1A , Z 1B , Z 1C , and Z 1Deach independently represents a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C2-C6)alkenyl group, an optionally substituted halo(C2-C6)alkenyl group, an optionally substituted (C2-C6)alkenyloxy group, an optionally substituted halo(C2-C6)alkenyloxy group, an optionally substituted (C1-C6)alkylthio group, an optionally substituted halo(C1-C6)alkylthio group, an optionally substituted (C1-C6)alkylsulfinyl group, an optionally substituted halo(C1-C6)alkylsulfinyl group, an optionally substituted (C1-C6)alkylsulf a group selected from the group consisting of an optionally substituted (C1-C6)nyl group, an optionally substituted halo(C1-C6)alkylsulfonyl group, an optionally substituted (C1-C6)alkylcarbonyl group, an optionally substituted halo(C1-C6)alkylcarbonyl group, an optionally substituted (C1-C6)alkoxycarbonyl group, an optionally substituted halo(C1-C6)alkoxycarbonyl group, an optionally substituted (C1-C6)alkylcarbonyloxy group, an optionally substituted halo(C1-C6)alkylcarbonyloxy group, an optionally substituted (C1-C6)alkoxycarbonyloxy group, an optionally substituted halo(C1-C6)alkoxycarbonyloxy group, an optionally substituted (C1-C6)alkylsulfonyloxy group, an optionally substituted halo(C1-C6)alkylsulfonyloxy group, an NY4Y5 group, a C(O)NY4Y5 group, a cyano group, a nitro group, a hydroxy group, a mercapto group, a formyl group, a carboxy group and an SF5 group; R1, R2, and R3 each independently represent a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C2-C6)alkenyl group, an optionally substituted halo(C2-C6)alkenyl group, A (C2-C6)alkynyl group which may have a substituent, a halo(C2-C6)alkynyl group which may have a substituent, a (C2-C6)alkenyloxy group which may have a substituent, a halo(C2-C6)alkenyloxy group which may have a substituent, a (C1-C6)alkylthio group which may have a substituent, a halo(C1-C6)alkylthio group which may have a substituent, a (C1-C6)alkylsulfinyl group which may have a substituent, a halo(C1-C6)alkylsulfinyl group which may have a substituent, a (C1 a halo(C1-C6)alkylsulfonyl group optionally having a substituent, a halo(C1-C6)alkylcarbonyl group optionally having a substituent, a halo(C1-C6)alkylcarbonyl group optionally having a substituent, a (C1-C6)alkylcarbonyloxy group optionally having a substituent, a halo(C1-C6)alkoxycarbonyl group optionally having a substituent, a halo(C1-C6)alkoxycarbonyl group optionally having a substituent, a halo(C1-C6)alkoxycarbonyl group optionally having a substituent, a halo(C1-C6)alkylcarbonyloxy group optionally having a substituent, a halo(C1-C6)alkoxycarbonyl group optionally having a substituent, a halo(C1-C6)alkyl ... group optionally having a substituent, a halo(C1-C6)alkylcarbonyl group optionally having a substituent, a halo(C1-C6)alkylcarbonyl group optionally having a substituent, a halo(C1-C6)alkylcarbonyl group optionally having a substituent, a halo(C1-C6)alkylcarbonyl group optionally having a substituent, a halo(C an optionally substituted (C1-C6)alkoxycarbonyloxy group, an optionally substituted halo(C1-C6)alkoxycarbonyloxy group, an optionally substituted (C1-C6)alkylsulfonyloxy group, an optionally substituted halo(C1-C6)alkylsulfonyloxy group, an optionally substituted phenyl group, an optionally substituted heterocyclic group, an optionally substituted phenoxy group, an optionally substituted pyridyloxy group, a -NY4Y5 group, a -C(O)NY4Y5 group, a -CH=NY6 group, a cyano group, a nitro group, a formyl group,is a group selected from the group consisting of a hydroxy group, a mercapto group, a formyl group, a carboxy group, and an SF5 group, Y3, Y4, Y5 and Y6 are as defined above, R 12 is a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C3-C6) cycloalkyl group, a halo(C3-C6) cycloalkyl group, NY a Y b is a group selected from the group consisting of groups Y a and Y b are each independently a group selected from the group consisting of a hydrogen atom, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C3-C6) cycloalkyl group, and a halo(C3-C6) cycloalkyl group, or Y a and Y b are bonded to each other to form an aliphatic 3- to 10-membered cyclic amino group which is unsubstituted or optionally substituted with one or more halogen atoms or (C1-C6) alkyl groups, m is an integer from 0 to 2, However, R 12 NY a Y b When m is a group, m is 1 or 2, or a salt thereof, or an N-oxide thereof.

[0275] In the formula (1-2) where B is B-7 and D is D-2 in the formula (1), Z 1A , Z 1B , Z 1C , and Z 1D are substituents described in Table 1-1, Table 1-2, Table 1-3, and Table 1-4, respectively; X1 is a structure described in Table 2; J1 and J2 are substituents described in Table 3-1; J3 and J4 are substituents described in Table 3-2; n is 0 or 1; R1 is a substituent described in Table 4; R2 is a substituent described in Tables 5-1 to 5-5; R3 is a substituent described in Tables 6-1 to 6-3; 12 is a substituent group shown in Table 7, and m is a combination of 0, 1, and 2.

[0276] In the formula (1-3) where B is B-7 and D is D-3 in the formula (1), [ka] X1 is an oxygen atom, a sulfur atom, NY1, or C(J5J6), n is 0 or 1, J1, J2, J3, and J4 each independently represent a group selected from the group consisting of a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, a hydroxy group, or an O atom of a carbonyl group formed by the combination of the two bonds of C-J1 and C-J2, or C-J3 and C-J4, an S atom of a thiocarbonyl group, an imino group substituted with Y2, and a methylene group substituted with J7 and J8; J5 and J6, J7 and J8, Y1 and Y2 are as defined above. Z 1A , Z 1B , Z 1C , and Z 1Eeach independently represents a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C2-C6)alkenyl group, an optionally substituted halo(C2-C6)alkenyl group, an optionally substituted (C2-C6)alkenyloxy group, an optionally substituted halo(C2-C6)alkenyloxy group, an optionally substituted (C1-C6)alkylthio group, an optionally substituted halo(C1-C6)alkylthio group, an optionally substituted (C1-C6)alkylsulfinyl group, an optionally substituted halo(C1-C6)alkylsulfinyl group, an optionally substituted (C1-C6)alkylsulf a group selected from the group consisting of an optionally substituted (C1-C6)nyl group, an optionally substituted halo(C1-C6)alkylsulfonyl group, an optionally substituted (C1-C6)alkylcarbonyl group, an optionally substituted halo(C1-C6)alkylcarbonyl group, an optionally substituted (C1-C6)alkoxycarbonyl group, an optionally substituted halo(C1-C6)alkoxycarbonyl group, an optionally substituted (C1-C6)alkylcarbonyloxy group, an optionally substituted halo(C1-C6)alkylcarbonyloxy group, an optionally substituted (C1-C6)alkoxycarbonyloxy group, an optionally substituted halo(C1-C6)alkoxycarbonyloxy group, an optionally substituted (C1-C6)alkylsulfonyloxy group, an optionally substituted halo(C1-C6)alkylsulfonyloxy group, an NY4Y5 group, a C(O)NY4Y5 group, a cyano group, a nitro group, a hydroxy group, a mercapto group, a formyl group, a carboxy group and an SF5 group; R1, R2, and R3 each independently represent a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C2-C6)alkenyl group, an optionally substituted halo(C2-C6)alkenyl group, A (C2-C6)alkynyl group which may have a substituent, a halo(C2-C6)alkynyl group which may have a substituent, a (C2-C6)alkenyloxy group which may have a substituent, a halo(C2-C6)alkenyloxy group which may have a substituent, a (C1-C6)alkylthio group which may have a substituent, a halo(C1-C6)alkylthio group which may have a substituent, a (C1-C6)alkylsulfinyl group which may have a substituent, a halo(C1-C6)alkylsulfinyl group which may have a substituent, a (C1 a halo(C1-C6)alkylsulfonyl group optionally having a substituent, a halo(C1-C6)alkylcarbonyl group optionally having a substituent, a halo(C1-C6)alkylcarbonyl group optionally having a substituent, a (C1-C6)alkylcarbonyloxy group optionally having a substituent, a halo(C1-C6)alkoxycarbonyl group optionally having a substituent, a halo(C1-C6)alkoxycarbonyl group optionally having a substituent, a halo(C1-C6)alkoxycarbonyl group optionally having a substituent, a halo(C1-C6)alkylcarbonyloxy group optionally having a substituent, a halo(C1-C6)alkoxycarbonyl group optionally having a substituent, a halo(C1-C6)alkyl ... group optionally having a substituent, a halo(C1-C6)alkylcarbonyl group optionally having a substituent, a halo(C1-C6)alkylcarbonyl group optionally having a substituent, a halo(C1-C6)alkylcarbonyl group optionally having a substituent, a halo(C1-C6)alkylcarbonyl group optionally having a substituent, a halo(C an optionally substituted (C1-C6)alkoxycarbonyloxy group, an optionally substituted halo(C1-C6)alkoxycarbonyloxy group, an optionally substituted (C1-C6)alkylsulfonyloxy group, an optionally substituted halo(C1-C6)alkylsulfonyloxy group, an optionally substituted phenyl group, an optionally substituted heterocyclic group, an optionally substituted phenoxy group, an optionally substituted pyridyloxy group, a -NY4Y5 group, a -C(O)NY4Y5 group, a -CH=NY6 group, a cyano group, a nitro group, a formyl group,is a group selected from the group consisting of a hydroxy group, a mercapto group, a formyl group, a carboxy group, and an SF5 group, Y3, Y4, Y5 and Y6 are as defined above, R 12 is a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C3-C6) cycloalkyl group, a halo(C3-C6) cycloalkyl group, NY a Y b is a group selected from the group consisting of groups Y a and Y b are each independently a group selected from the group consisting of a hydrogen atom, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C3-C6) cycloalkyl group, and a halo(C3-C6) cycloalkyl group, or Y a and Y b are bonded to each other to form an aliphatic 3- to 10-membered cyclic amino group which is unsubstituted or optionally substituted with one or more halogen atoms or (C1-C6) alkyl groups, m is an integer from 0 to 2, However, R 12 NY a Y b When m is a group, m is 1 or 2, or a salt thereof, or an N-oxide thereof.

[0277] In the formula (1-3) where B is B-7 and D is D-3 in the formula (1), Z 1A , Z 1B , Z 1C , and Z 1E are substituents shown in Table 1-1, Table 1-2, Table 1-3, and Table 1-5, respectively; X1 is a structure shown in Table 2; J1 and J2 are substituents shown in Table 3-1; J3 and J4 are substituents shown in Table 3-2; n is 0 or 1; R1 is a substituent shown in Table 4; R2 is a substituent shown in Tables 5-1 to 5-5; R3 is a substituent shown in Tables 6-1 to 6-3; 12 is a substituent group shown in Table 7, and m is a combination of 0, 1, and 2.

[0278] In the formula (1-4) where B is B-7 and D is D-4 in the formula (1), [ka] X1 is an oxygen atom, a sulfur atom, NY1, or C(J5J6), n is 0 or 1, J1, J2, J3, and J4 each independently represent a group selected from the group consisting of a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, a hydroxy group, or an O atom of a carbonyl group formed by combining the two bonds of C-J1 and C-J2, or C-J3 and C-J4, an S atom of a thiocarbonyl group, an imino group substituted with Y2, and a methylene group substituted with J7 and J8; J5 and J6, J7 and J8, Y1 and Y2 are as defined above. Z 1A , Z 1B , Z 1D , and Z 1Eare each independently a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C2-C6)alkenyl group, an optionally substituted halo(C2-C6)alkenyl group, an optionally substituted (C2-C6)alkenyloxy group, an optionally substituted halo(C2-C6)alkenyloxy group, an optionally substituted (C1-C6)alkylthio group, an optionally substituted halo(C1-C6)alkylthio group, an optionally substituted (C1-C6)alkylsulfinyl group, an optionally substituted halo(C1-C6)alkylsulfinyl group, an optionally substituted (C1-C6)alkyl a group selected from the group consisting of an optionally substituted halo(C1-C6)alkylsulfonyl group, an optionally substituted halo(C1-C6)alkylsulfonyl group, an optionally substituted (C1-C6)alkylcarbonyl group, an optionally substituted halo(C1-C6)alkylcarbonyl group, an optionally substituted (C1-C6)alkoxycarbonyl group, an optionally substituted halo(C1-C6)alkoxycarbonyl group, an optionally substituted (C1-C6)alkylcarbonyloxy group, an optionally substituted halo(C1-C6)alkylcarbonyloxy group, an optionally substituted halo(C1-C6)alkoxycarbonyloxy group, an optionally substituted (C1-C6)alkylsulfonyloxy group, an optionally substituted halo(C1-C6)alkylsulfonyloxy group, an NY4Y5 group, a C(O)NY4Y5 group, a cyano group, a nitro group, a hydroxy group, a mercapto group, a formyl group, a carboxy group and a SF5 group, R1, R2, and R3 each independently represent a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C2-C6)alkenyl group, an optionally substituted halo(C2-C6)alkenyl group, , an optionally substituted (C2-C6)alkynyl group, an optionally substituted halo(C2-C6)alkynyl group, an optionally substituted (C2-C6)alkenyloxy group, an optionally substituted halo(C2-C6)alkenyloxy group, an optionally substituted (C1-C6)alkylthio group, an optionally substituted halo(C1-C6)alkylthio group, an optionally substituted (C1-C6)alkylsulfinyl group, an optionally substituted halo(C1-C6)alkylsulfinyl group, an optionally substituted (C1 a halo(C1-C6)alkylsulfonyl group optionally having a substituent, a halo(C1-C6)alkylcarbonyl group optionally having a substituent, a halo(C1-C6)alkylcarbonyl group optionally having a substituent, a (C1-C6)alkylcarbonyloxy group optionally having a substituent, a halo(C1-C6)alkoxycarbonyl group optionally having a substituent, a halo(C1-C6)alkoxycarbonyl group optionally having a substituent, a halo(C1-C6)alkoxycarbonyl group optionally having a substituent, a halo(C1-C6)alkylcarbonyloxy group optionally having a substituent, a halo(C1-C6)alkoxycarbonyl group optionally having a substituent, a halo(C1-C6)alkyl ... group optionally having a substituent, a halo(C1-C6)alkylcarbonyl group optionally having a substituent, a halo(C1-C6)alkylcarbonyl group optionally having a substituent, a halo(C1-C6)alkylcarbonyl group optionally having a substituent, a halo(C1-C6)alkylcarbonyl group optionally having a substituent, a halo(C an optionally substituted (C1-C6)alkoxycarbonyloxy group, an optionally substituted halo(C1-C6)alkoxycarbonyloxy group, an optionally substituted (C1-C6)alkylsulfonyloxy group, an optionally substituted halo(C1-C6)alkylsulfonyloxy group, an optionally substituted phenyl group, an optionally substituted heterocyclic group, an optionally substituted phenoxy group, an optionally substituted pyridyloxy group, a -NY4Y5 group, a -C(O)NY4Y5 group, a -CH=NY6 group, a cyano group, a nitro group, a formyl group,is a group selected from the group consisting of a hydroxy group, a mercapto group, a formyl group, a carboxy group, and an SF5 group, Y3, Y4, Y5 and Y6 are as defined above, R 12 is a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C3-C6) cycloalkyl group, a halo(C3-C6) cycloalkyl group, NY a Y b is a group selected from the group consisting of groups Y a and Y b are each independently a group selected from the group consisting of a hydrogen atom, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C3-C6) cycloalkyl group, and a halo(C3-C6) cycloalkyl group, or Y a and Y b are bonded to each other to form an aliphatic 3- to 10-membered cyclic amino group which is unsubstituted or optionally substituted with one or more halogen atoms or (C1-C6) alkyl groups, m is an integer from 0 to 2, However, R 12 NY a Y b When m is a group, m is 1 or 2, or a salt thereof, or an N-oxide thereof.

[0279] In the formula (1-4) where B is B-7 and D is D-4 in the formula (1), Z 1A , Z 1B , Z 1D , and Z 1E are substituents shown in Table 1-1, Table 1-2, Table 1-4, and Table 1-5, respectively; X1 is a structure shown in Table 2; J1 and J2 are substituents shown in Table 3-1; J3 and J4 are substituents shown in Table 3-2; n is 0 or 1; R1 is a substituent shown in Table 4; R2 is a substituent shown in Tables 5-1 to 5-5; R3 is a substituent shown in Tables 6-1 to 6-3; 12 is a substituent group shown in Table 7, and m is a combination of 0, 1, and 2.

[0280] In the formula (1-5) where B is B-7 and D is D-5 in the formula (1), [ka] X1 is an oxygen atom, a sulfur atom, NY1, or C(J5J6), n is 0 or 1, J1, J2, J3, and J4 each independently represent a group selected from the group consisting of a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, a hydroxy group, or an O atom of a carbonyl group formed by combining the two bonds of C-J1 and C-J2, or C-J3 and C-J4, an S atom of a thiocarbonyl group, an imino group substituted with Y2, and a methylene group substituted with J7 and J8; J5 and J6, J7 and J8, Y1 and Y2 are as defined above. Z 1A , Z 1B , and Z 1Ceach independently represents a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C2-C6)alkenyl group, an optionally substituted halo(C2-C6)alkenyl group, an optionally substituted (C2-C6)alkenyloxy group, an optionally substituted halo(C2-C6)alkenyloxy group, an optionally substituted (C1-C6)alkylthio group, an optionally substituted halo(C1-C6)alkylthio group, an optionally substituted (C1-C6)alkylsulfinyl group, an optionally substituted halo(C1-C6)alkylsulfinyl group, an optionally substituted (C1-C6)alkylsulf a group selected from the group consisting of an optionally substituted (C1-C6)nyl group, an optionally substituted halo(C1-C6)alkylsulfonyl group, an optionally substituted (C1-C6)alkylcarbonyl group, an optionally substituted halo(C1-C6)alkylcarbonyl group, an optionally substituted (C1-C6)alkoxycarbonyl group, an optionally substituted halo(C1-C6)alkoxycarbonyl group, an optionally substituted (C1-C6)alkylcarbonyloxy group, an optionally substituted halo(C1-C6)alkylcarbonyloxy group, an optionally substituted (C1-C6)alkoxycarbonyloxy group, an optionally substituted halo(C1-C6)alkoxycarbonyloxy group, an optionally substituted (C1-C6)alkylsulfonyloxy group, an optionally substituted halo(C1-C6)alkylsulfonyloxy group, an NY4Y5 group, a C(O)NY4Y5 group, a cyano group, a nitro group, a hydroxy group, a mercapto group, a formyl group, a carboxy group and an SF5 group; R1, R2, and R3 each independently represent a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C2-C6)alkenyl group, an optionally substituted halo(C2-C6)alkenyl group, A (C2-C6) alkenyloxy group which may have a substituent, a halo(C2-C6) alkenyloxy group which may have a substituent, a (C2-C6) alkynyl which may have a substituent, a halo(C2-C6) alkynyl which may have a substituent, a (C1-C6) alkylthio group which may have a substituent, a halo(C1-C6) alkylthio group which may have a substituent, a (C1-C6) alkylsulfinyl group which may have a substituent, a halo(C1-C6) alkylsulfinyl group which may have a substituent, a (C1-C6) alkylthio group which may have a substituent, a ( ... a halo(C1-C6)alkylsulfonyl group, an optionally substituted halo(C1-C6)alkylsulfonyl group, an optionally substituted (C1-C6)alkylcarbonyl group, an optionally substituted halo(C1-C6)alkylcarbonyl group, an optionally substituted (C1-C6)alkylcarbonyloxy group, an optionally substituted halo(C1-C6)alkylcarbonyloxy group, an optionally substituted (C1-C6)alkoxycarbonyl group, an optionally substituted halo(C1-C6)alkoxycarbonyl group, an optionally substituted (C1 a (C1-C6)alkoxycarbonyloxy group, an optionally substituted halo(C1-C6)alkoxycarbonyloxy group, an optionally substituted (C1-C6)alkylsulfonyloxy group, an optionally substituted halo(C1-C6)alkylsulfonyloxy group, an optionally substituted phenyl group, an optionally substituted heterocyclic group, an optionally substituted phenoxy group, an optionally substituted pyridyloxy group, a -NY4Y5 group, a -C(O)NY4Y5 group, a -CH═NY6 group, a cyano group, a nitro group, a formyl group, a hydroxy group,is a group selected from the group consisting of a mercapto group, a formyl group, a carboxy group, and an SF5 group, Y3, Y4, Y5 and Y6 are as defined above, R 12 is a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C3-C6) cycloalkyl group, a halo(C3-C6) cycloalkyl group, NY a Y b is a group selected from the group consisting of groups Y a and Y b are each independently a group selected from the group consisting of a hydrogen atom, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C3-C6) cycloalkyl group, and a halo(C3-C6) cycloalkyl group; Or, Y a and Y b are bonded to each other to form an aliphatic 3- to 10-membered cyclic amino group which is unsubstituted or optionally substituted with one or more halogen atoms or (C1-C6) alkyl groups, m is an integer from 0 to 2, However, R 12 NY a Y b When m is a group, m is 1 or 2, or a salt thereof, or an N-oxide thereof.

[0281] In the formula (1-5) where B is B-7 and D is D-5 in the formula (1), Z 1A , Z 1B , and Z 1C are substituents shown in Table 1-1, Table 1-2, and Table 1-3, respectively; X1 is a structure shown in Table 2; J1 and J2 are substituents shown in Table 3-1; J3 and J4 are substituents shown in Table 3-2; n is 0 or 1; R1 is a substituent shown in Table 4; R2 is a substituent shown in Tables 5-1 to 5-5; R3 is a substituent shown in Tables 6-1 to 6-3; 12 is a substituent group shown in Table 7, and m is a combination of 0, 1, and 2.

[0282] In the formula (1-6) where B is B-7 and D is D-6 in the formula (1), [ka] X1 is an oxygen atom, a sulfur atom, NY1, or C(J5J6), n is 0 or 1, J1, J2, J3, and J4 each independently represent a group selected from the group consisting of a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, a hydroxy group, or an O atom of a carbonyl group formed by combining the two bonds of C-J1 and C-J2, or C-J3 and C-J4, an S atom of a thiocarbonyl group, an imino group substituted with Y2, and a methylene group substituted with J7 and J8; J5 and J6, J7 and J8, Y1 and Y2 are as defined above. Z 1A , Z 1B , and Z 1Deach independently represents a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C2-C6)alkenyl group, an optionally substituted halo(C2-C6)alkenyl group, an optionally substituted (C2-C6)alkenyloxy group, an optionally substituted halo(C2-C6)alkenyloxy group, an optionally substituted (C1-C6)alkylthio group, an optionally substituted halo(C1-C6)alkylthio group, an optionally substituted (C1-C6)alkylsulfinyl group, an optionally substituted halo(C1-C6)alkylsulfinyl group, an optionally substituted (C1-C6)alkylsulf a group selected from the group consisting of an optionally substituted (C1-C6)nyl group, an optionally substituted halo(C1-C6)alkylsulfonyl group, an optionally substituted (C1-C6)alkylcarbonyl group, an optionally substituted halo(C1-C6)alkylcarbonyl group, an optionally substituted (C1-C6)alkoxycarbonyl group, an optionally substituted halo(C1-C6)alkoxycarbonyl group, an optionally substituted (C1-C6)alkylcarbonyloxy group, an optionally substituted halo(C1-C6)alkylcarbonyloxy group, an optionally substituted (C1-C6)alkoxycarbonyloxy group, an optionally substituted halo(C1-C6)alkoxycarbonyloxy group, an optionally substituted (C1-C6)alkylsulfonyloxy group, an optionally substituted halo(C1-C6)alkylsulfonyloxy group, an NY4Y5 group, a C(O)NY4Y5 group, a cyano group, a nitro group, a hydroxy group, a mercapto group, a formyl group, a carboxy group and an SF5 group; R1, R2, and R3 each independently represent a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C2-C6)alkenyl group, an optionally substituted halo(C2-C6)alkenyl group, A (C2-C6) alkenyloxy group which may have a substituent, a halo(C2-C6) alkenyloxy group which may have a substituent, a (C2-C6) alkynyl which may have a substituent, a halo(C2-C6) alkynyl which may have a substituent, a (C1-C6) alkylthio group which may have a substituent, a halo(C1-C6) alkylthio group which may have a substituent, a (C1-C6) alkylsulfinyl group which may have a substituent, a halo(C1-C6) alkylsulfinyl group which may have a substituent, a (C1-C6) alkylthio group which may have a substituent, a ( ... a halo(C1-C6)alkylsulfonyl group, an optionally substituted halo(C1-C6)alkylsulfonyl group, an optionally substituted (C1-C6)alkylcarbonyl group, an optionally substituted halo(C1-C6)alkylcarbonyl group, an optionally substituted (C1-C6)alkylcarbonyloxy group, an optionally substituted halo(C1-C6)alkylcarbonyloxy group, an optionally substituted (C1-C6)alkoxycarbonyl group, an optionally substituted halo(C1-C6)alkoxycarbonyl group, an optionally substituted (C1 a (C1-C6)alkoxycarbonyloxy group, an optionally substituted halo(C1-C6)alkoxycarbonyloxy group, an optionally substituted (C1-C6)alkylsulfonyloxy group, an optionally substituted halo(C1-C6)alkylsulfonyloxy group, an optionally substituted phenyl group, an optionally substituted heterocyclic group, an optionally substituted phenoxy group, an optionally substituted pyridyloxy group, a -NY4Y5 group, a -C(O)NY4Y5 group, a -CH═NY6 group, a cyano group, a nitro group, a formyl group, a hydroxy group,is a group selected from the group consisting of a mercapto group, a formyl group, a carboxy group, and an SF5 group, Y3, Y4, Y5 and Y6 are as defined above, R 12 is a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C3-C6) cycloalkyl group, a halo(C3-C6) cycloalkyl group, NY a Y b is a group selected from the group consisting of groups Y a and Y b are each independently a group selected from the group consisting of a hydrogen atom, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C3-C6) cycloalkyl group, and a halo(C3-C6) cycloalkyl group, or Y a and Y b are bonded to each other to form an aliphatic 3- to 10-membered cyclic amino group which is unsubstituted or optionally substituted with one or more halogen atoms or (C1-C6) alkyl groups, m is an integer from 0 to 2, However, R 12 NY a Y b When m is a group, m is 1 or 2, or a salt thereof, or an N-oxide thereof.

[0283] In the formula (1-6) where B is B-7 and D is D-6 in the formula (1), Z 1A , Z 1B , and Z 1D are substituents shown in Table 1-1, Table 1-2, and Table 1-4, respectively; X1 is a structure shown in Table 2; J1 and J2 are substituents shown in Table 3-1; J3 and J4 are substituents shown in Table 3-2; n is 0 or 1; R1 is a substituent shown in Table 4; R2 is a substituent shown in Tables 5-1 to 5-5; R3 is a substituent shown in Tables 6-1 to 6-3; 12 is a substituent group shown in Table 7, and m is a combination of 0, 1, and 2.

[0284] In the formula (1-7) where B is B-7 and D is D-7 in the formula (1), [ka] X1 is an oxygen atom, a sulfur atom, NY1, or C(J5J6), n is 0 or 1, J1, J2, J3, and J4 each independently represent a group selected from the group consisting of a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, a hydroxy group, or an O atom of a carbonyl group formed by combining the two bonds of C-J1 and C-J2, or C-J3 and C-J4, an S atom of a thiocarbonyl group, an imino group substituted with Y2, and a methylene group substituted with J7 and J8; J5 and J6, J7 and J8, Y1 and Y2 are as defined above. Z 1A , Z 1C , and Z 1Deach independently represents a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C2-C6)alkenyl group, an optionally substituted halo(C2-C6)alkenyl group, an optionally substituted (C2-C6)alkenyloxy group, an optionally substituted halo(C2-C6)alkenyloxy group, an optionally substituted (C1-C6)alkylthio group, an optionally substituted halo(C1-C6)alkylthio group, an optionally substituted (C1-C6)alkylsulfinyl group, an optionally substituted halo(C1-C6)alkylsulfinyl group, an optionally substituted (C1-C6)alkylsulf a group selected from the group consisting of an optionally substituted (C1-C6)nyl group, an optionally substituted halo(C1-C6)alkylsulfonyl group, an optionally substituted (C1-C6)alkylcarbonyl group, an optionally substituted halo(C1-C6)alkylcarbonyl group, an optionally substituted (C1-C6)alkoxycarbonyl group, an optionally substituted halo(C1-C6)alkoxycarbonyl group, an optionally substituted (C1-C6)alkylcarbonyloxy group, an optionally substituted halo(C1-C6)alkylcarbonyloxy group, an optionally substituted (C1-C6)alkoxycarbonyloxy group, an optionally substituted halo(C1-C6)alkoxycarbonyloxy group, an optionally substituted (C1-C6)alkylsulfonyloxy group, an optionally substituted halo(C1-C6)alkylsulfonyloxy group, an NY4Y5 group, a C(O)NY4Y5 group, a cyano group, a nitro group, a hydroxy group, a mercapto group, a formyl group, a carboxy group and an SF5 group; R1, R2, and R3 each independently represent a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C2-C6)alkenyl group, an optionally substituted halo(C2-C6)alkenyl group, A (C2-C6) alkenyloxy group which may have a substituent, a halo(C2-C6) alkenyloxy group which may have a substituent, a (C2-C6) alkynyl which may have a substituent, a halo(C2-C6) alkynyl which may have a substituent, a (C1-C6) alkylthio group which may have a substituent, a halo(C1-C6) alkylthio group which may have a substituent, a (C1-C6) alkylsulfinyl group which may have a substituent, a halo(C1-C6) alkylsulfinyl group which may have a substituent, a (C1-C6) alkylthio group which may have a substituent, a ( ... a halo(C1-C6)alkylsulfonyl group, an optionally substituted halo(C1-C6)alkylsulfonyl group, an optionally substituted (C1-C6)alkylcarbonyl group, an optionally substituted halo(C1-C6)alkylcarbonyl group, an optionally substituted (C1-C6)alkylcarbonyloxy group, an optionally substituted halo(C1-C6)alkylcarbonyloxy group, an optionally substituted (C1-C6)alkoxycarbonyl group, an optionally substituted halo(C1-C6)alkoxycarbonyl group, an optionally substituted (C1 a (C1-C6)alkoxycarbonyloxy group, an optionally substituted halo(C1-C6)alkoxycarbonyloxy group, an optionally substituted (C1-C6)alkylsulfonyloxy group, an optionally substituted halo(C1-C6)alkylsulfonyloxy group, an optionally substituted phenyl group, an optionally substituted heterocyclic group, an optionally substituted phenoxy group, an optionally substituted pyridyloxy group, a -NY4Y5 group, a -C(O)NY4Y5 group, a -CH═NY6 group, a cyano group, a nitro group, a formyl group, a hydroxy group,is a group selected from the group consisting of a mercapto group, a formyl group, a carboxy group, and an SF5 group, Y3, Y4, Y5 and Y6 are as defined above, R 12 is a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C3-C6) cycloalkyl group, a halo(C3-C6) cycloalkyl group, NY a Y b is a group selected from the group consisting of groups Y a and Y b are each independently a group selected from the group consisting of a hydrogen atom, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C3-C6) cycloalkyl group, and a halo(C3-C6) cycloalkyl group, or Y a and Y b are bonded to each other to form an aliphatic 3- to 10-membered cyclic amino group which is unsubstituted or optionally substituted with one or more halogen atoms or (C1-C6) alkyl groups, m is an integer from 0 to 2, However, R 12 NY a Y b When m is a group, m is 1 or 2, or a salt thereof, or an N-oxide thereof.

[0285] In the formula (1-7) where B is B-7 and D is D-7 in the formula (1), Z 1A , Z 1C , and Z 1D are substituents shown in Table 1-1, Table 1-3, and Table 1-4, respectively; X1 is a structure shown in Table 2; J1 and J2 are substituents shown in Table 3-1; J3 and J4 are substituents shown in Table 3-2; n is 0 or 1; R1 is a substituent shown in Table 4; R2 is a substituent shown in Tables 5-1 to 5-5; R3 is a substituent shown in Tables 6-1 to 6-3; 12 is a substituent group shown in Table 7, and m is a combination of 0, 1, and 2.

[0286] In the formula (1-8) where B is B-7 and D is D-8 in the formula (1), [ka] X1 is an oxygen atom, a sulfur atom, NY1, or C(J5J6), n is 0 or 1, J1, J2, J3, and J4 each independently represent a group selected from the group consisting of a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, a hydroxy group, or an O atom of a carbonyl group formed by combining the two bonds of C-J1 and C-J2, or C-J3 and C-J4, an S atom of a thiocarbonyl group, an imino group substituted with Y2, and a methylene group substituted with J7 and J8; J5 and J6, J7 and J8, Y1 and Y2 are as defined above. Z 1B , Z 1C , and Z 1Deach independently represents a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C2-C6)alkenyl group, an optionally substituted halo(C2-C6)alkenyl group, an optionally substituted (C2-C6)alkenyloxy group, an optionally substituted halo(C2-C6)alkenyloxy group, an optionally substituted (C1-C6)alkylthio group, an optionally substituted halo(C1-C6)alkylthio group, an optionally substituted (C1-C6)alkylsulfinyl group, an optionally substituted halo(C1-C6)alkylsulfinyl group, an optionally substituted (C1-C6)alkylsulf a group selected from the group consisting of an optionally substituted (C1-C6)nyl group, an optionally substituted halo(C1-C6)alkylsulfonyl group, an optionally substituted (C1-C6)alkylcarbonyl group, an optionally substituted halo(C1-C6)alkylcarbonyl group, an optionally substituted (C1-C6)alkoxycarbonyl group, an optionally substituted halo(C1-C6)alkoxycarbonyl group, an optionally substituted (C1-C6)alkylcarbonyloxy group, an optionally substituted halo(C1-C6)alkylcarbonyloxy group, an optionally substituted (C1-C6)alkoxycarbonyloxy group, an optionally substituted halo(C1-C6)alkoxycarbonyloxy group, an optionally substituted (C1-C6)alkylsulfonyloxy group, an optionally substituted halo(C1-C6)alkylsulfonyloxy group, an NY4Y5 group, a C(O)NY4Y5 group, a cyano group, a nitro group, a hydroxy group, a mercapto group, a formyl group, a carboxy group and an SF5 group; R1, R2, and R3 each independently represent a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C2-C6)alkenyl group, an optionally substituted halo(C2-C6)alkenyl group, A (C2-C6) alkenyloxy group which may have a substituent, a halo(C2-C6) alkenyloxy group which may have a substituent, a (C2-C6) alkynyl which may have a substituent, a halo(C2-C6) alkynyl which may have a substituent, a (C1-C6) alkylthio group which may have a substituent, a halo(C1-C6) alkylthio group which may have a substituent, a (C1-C6) alkylsulfinyl group which may have a substituent, a halo(C1-C6) alkylsulfinyl group which may have a substituent, a (C1-C6) alkylthio group which may have a substituent, a ( ... a halo(C1-C6)alkylsulfonyl group, an optionally substituted halo(C1-C6)alkylsulfonyl group, an optionally substituted (C1-C6)alkylcarbonyl group, an optionally substituted halo(C1-C6)alkylcarbonyl group, an optionally substituted (C1-C6)alkylcarbonyloxy group, an optionally substituted halo(C1-C6)alkylcarbonyloxy group, an optionally substituted (C1-C6)alkoxycarbonyl group, an optionally substituted halo(C1-C6)alkoxycarbonyl group, an optionally substituted (C1 a (C1-C6)alkoxycarbonyloxy group, an optionally substituted halo(C1-C6)alkoxycarbonyloxy group, an optionally substituted (C1-C6)alkylsulfonyloxy group, an optionally substituted halo(C1-C6)alkylsulfonyloxy group, an optionally substituted phenyl group, an optionally substituted heterocyclic group, an optionally substituted phenoxy group, an optionally substituted pyridyloxy group, a -NY4Y5 group, a -C(O)NY4Y5 group, a -CH═NY6 group, a cyano group, a nitro group, a formyl group, a hydroxy group,is a group selected from the group consisting of a mercapto group, a formyl group, a carboxy group, and an SF5 group, Y3, Y4, Y5 and Y6 are as defined above, R 12 is a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C3-C6) cycloalkyl group, a halo(C3-C6) cycloalkyl group, NY a Y b is a group selected from the group consisting of groups Y a and Y b are each independently a group selected from the group consisting of a hydrogen atom, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C3-C6) cycloalkyl group, and a halo(C3-C6) cycloalkyl group, or Y a and Y b are bonded to each other to form an aliphatic 3- to 10-membered cyclic amino group which is unsubstituted or optionally substituted with one or more halogen atoms or (C1-C6) alkyl groups, m is an integer from 0 to 2, However, R 12 NY a Y b When m is a group, m is 1 or 2, or a salt thereof, or an N-oxide thereof.

[0287] In the formula (1-8) where B is B-7 and D is D-8 in the formula (1), Z 1B , Z 1C , and Z 1D are substituents shown in Tables 1-2, 1-3, and 1-4, respectively; X1 is a structure shown in Table 2; J1 and J2 are substituents shown in Table 3-1; J3 and J4 are substituents shown in Table 3-2; n is 0 or 1; R1 is a substituent shown in Table 4; R2 is a substituent shown in Tables 5-1 to 5-5; R3 is a substituent shown in Tables 6-1 to 6-3; 12 is a substituent group shown in Table 7, and m is a combination of 0, 1, and 2.

[0288] In the formula (1-9) where B is B-7 and D is D-9 in the formula (1), [ka] X1 is an oxygen atom, a sulfur atom, NY1, or C(J5J6), n is 0 or 1, J1, J2, J3, and J4 each independently represent a group selected from the group consisting of a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, a hydroxy group, or an O atom of a carbonyl group formed by combining the two bonds of C-J1 and C-J2, or C-J3 and C-J4, an S atom of a thiocarbonyl group, an imino group substituted with Y2, and a methylene group substituted with J7 and J8; J5 and J6, J7 and J8, Y1 and Y2 are as defined above. Z 1A , Z 1C , and Z 1Eeach independently represents a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C2-C6)alkenyl group, an optionally substituted halo(C2-C6)alkenyl group, an optionally substituted (C2-C6)alkenyloxy group, an optionally substituted halo(C2-C6)alkenyloxy group, an optionally substituted (C1-C6)alkylthio group, an optionally substituted halo(C1-C6)alkylthio group, an optionally substituted (C1-C6)alkylsulfinyl group, an optionally substituted halo(C1-C6)alkylsulfinyl group, an optionally substituted (C1-C6)alkylsulf a group selected from the group consisting of an optionally substituted (C1-C6)nyl group, an optionally substituted halo(C1-C6)alkylsulfonyl group, an optionally substituted (C1-C6)alkylcarbonyl group, an optionally substituted halo(C1-C6)alkylcarbonyl group, an optionally substituted (C1-C6)alkoxycarbonyl group, an optionally substituted halo(C1-C6)alkoxycarbonyl group, an optionally substituted (C1-C6)alkylcarbonyloxy group, an optionally substituted halo(C1-C6)alkylcarbonyloxy group, an optionally substituted (C1-C6)alkoxycarbonyloxy group, an optionally substituted halo(C1-C6)alkoxycarbonyloxy group, an optionally substituted (C1-C6)alkylsulfonyloxy group, an optionally substituted halo(C1-C6)alkylsulfonyloxy group, an NY4Y5 group, a C(O)NY4Y5 group, a cyano group, a nitro group, a hydroxy group, a mercapto group, a formyl group, a carboxy group and an SF5 group; R1, R2, and R3 each independently represent a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C2-C6)alkenyl group, an optionally substituted halo(C2-C6)alkenyl group, A (C2-C6) alkenyloxy group which may have a substituent, a halo(C2-C6) alkenyloxy group which may have a substituent, a (C2-C6) alkynyl which may have a substituent, a halo(C2-C6) alkynyl which may have a substituent, a (C1-C6) alkylthio group which may have a substituent, a halo(C1-C6) alkylthio group which may have a substituent, a (C1-C6) alkylsulfinyl group which may have a substituent, a halo(C1-C6) alkylsulfinyl group which may have a substituent, a (C1-C6) alkylthio group which may have a substituent, a ( ... a halo(C1-C6)alkylsulfonyl group, an optionally substituted halo(C1-C6)alkylsulfonyl group, an optionally substituted (C1-C6)alkylcarbonyl group, an optionally substituted halo(C1-C6)alkylcarbonyl group, an optionally substituted (C1-C6)alkylcarbonyloxy group, an optionally substituted halo(C1-C6)alkylcarbonyloxy group, an optionally substituted (C1-C6)alkoxycarbonyl group, an optionally substituted halo(C1-C6)alkoxycarbonyl group, an optionally substituted (C1 a (C1-C6)alkoxycarbonyloxy group, an optionally substituted halo(C1-C6)alkoxycarbonyloxy group, an optionally substituted (C1-C6)alkylsulfonyloxy group, an optionally substituted halo(C1-C6)alkylsulfonyloxy group, an optionally substituted phenyl group, an optionally substituted heterocyclic group, an optionally substituted phenoxy group, an optionally substituted pyridyloxy group, a -NY4Y5 group, a -C(O)NY4Y5 group, a -CH═NY6 group, a cyano group, a nitro group, a formyl group, a hydroxy group,is a group selected from the group consisting of a mercapto group, a formyl group, a carboxy group, and an SF5 group, Y3, Y4, Y5 and Y6 are as defined above, R 12 is a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C3-C6) cycloalkyl group, a halo(C3-C6) cycloalkyl group, NY a Y b is a group selected from the group consisting of groups Y a and Y b are each independently a group selected from the group consisting of a hydrogen atom, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C3-C6) cycloalkyl group, and a halo(C3-C6) cycloalkyl group, or Y a and Y b are bonded to each other to form an aliphatic 3- to 10-membered cyclic amino group which is unsubstituted or optionally substituted with one or more halogen atoms or (C1-C6) alkyl groups, m is an integer from 0 to 2, However, R 12 NY a Y b When m is a group, m is 1 or 2, or a salt thereof, or an N-oxide thereof.

[0289] In the formula (1-9) where B is B-7 and D is D-9 in the formula (1), Z 1A , Z 1C , and Z 1E are substituents shown in Table 1-1, Table 1-3, and Table 1-5, respectively; X1 is a structure shown in Table 2; J1 and J2 are substituents shown in Table 3-1; J3 and J4 are substituents shown in Table 3-2; n is 0 or 1; R1 is a substituent shown in Table 4; R2 is a substituent shown in Tables 5-1 to 5-5; R3 is a substituent shown in Tables 6-1 to 6-3; 12 is a substituent group shown in Table 7, and m is a combination of 0, 1, and 2.

[0290] In the formula (1-10) where B is B-7 and D is D-10 in the formula (1), [ka] X1 is an oxygen atom, a sulfur atom, NY1, or C(J5J6), n is 0 or 1, J1, J2, J3, and J4 each independently represent a group selected from the group consisting of a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, a hydroxy group, or an O atom of a carbonyl group formed by combining the two bonds of C-J1 and C-J2, or C-J3 and C-J4, an S atom of a thiocarbonyl group, an imino group substituted with Y2, and a methylene group substituted with J7 and J8; J5 and J6, J7 and J8, Y1 and Y2 are as defined above. Z 1A , Z 1B , and Z 1Eeach independently represents a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C2-C6)alkenyl group, an optionally substituted halo(C2-C6)alkenyl group, an optionally substituted (C2-C6)alkenyloxy group, an optionally substituted halo(C2-C6)alkenyloxy group, an optionally substituted (C1-C6)alkylthio group, an optionally substituted halo(C1-C6)alkylthio group, an optionally substituted (C1-C6)alkylsulfinyl group, an optionally substituted halo(C1-C6)alkylsulfinyl group, an optionally substituted (C1-C6)alkylsulf a group selected from the group consisting of an optionally substituted (C1-C6)nyl group, an optionally substituted halo(C1-C6)alkylsulfonyl group, an optionally substituted (C1-C6)alkylcarbonyl group, an optionally substituted halo(C1-C6)alkylcarbonyl group, an optionally substituted (C1-C6)alkoxycarbonyl group, an optionally substituted halo(C1-C6)alkoxycarbonyl group, an optionally substituted (C1-C6)alkylcarbonyloxy group, an optionally substituted halo(C1-C6)alkylcarbonyloxy group, an optionally substituted (C1-C6)alkoxycarbonyloxy group, an optionally substituted halo(C1-C6)alkoxycarbonyloxy group, an optionally substituted (C1-C6)alkylsulfonyloxy group, an optionally substituted halo(C1-C6)alkylsulfonyloxy group, an NY4Y5 group, a C(O)NY4Y5 group, a cyano group, a nitro group, a hydroxy group, a mercapto group, a formyl group, a carboxy group and an SF5 group; R1, R2, and R3 each independently represent a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C2-C6)alkenyl group, an optionally substituted halo(C2-C6)alkenyl group, A (C2-C6) alkenyloxy group which may have a substituent, a halo(C2-C6) alkenyloxy group which may have a substituent, a (C2-C6) alkynyl which may have a substituent, a halo(C2-C6) alkynyl which may have a substituent, a (C1-C6) alkylthio group which may have a substituent, a halo(C1-C6) alkylthio group which may have a substituent, a (C1-C6) alkylsulfinyl group which may have a substituent, a halo(C1-C6) alkylsulfinyl group which may have a substituent, a (C1-C6) alkylthio group which may have a substituent, a ( ... a halo(C1-C6)alkylsulfonyl group, an optionally substituted halo(C1-C6)alkylsulfonyl group, an optionally substituted (C1-C6)alkylcarbonyl group, an optionally substituted halo(C1-C6)alkylcarbonyl group, an optionally substituted (C1-C6)alkylcarbonyloxy group, an optionally substituted halo(C1-C6)alkylcarbonyloxy group, an optionally substituted (C1-C6)alkoxycarbonyl group, an optionally substituted halo(C1-C6)alkoxycarbonyl group, an optionally substituted (C1 a (C1-C6)alkoxycarbonyloxy group, an optionally substituted halo(C1-C6)alkoxycarbonyloxy group, an optionally substituted (C1-C6)alkylsulfonyloxy group, an optionally substituted halo(C1-C6)alkylsulfonyloxy group, an optionally substituted phenyl group, an optionally substituted heterocyclic group, an optionally substituted phenoxy group, an optionally substituted pyridyloxy group, a -NY4Y5 group, a -C(O)NY4Y5 group, a -CH═NY6 group, a cyano group, a nitro group, a formyl group, a hydroxy group,is a group selected from the group consisting of a mercapto group, a formyl group, a carboxy group, and an SF5 group, Y3, Y4, Y5 and Y6 are as defined above, R 12 is a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C3-C6) cycloalkyl group, a halo(C3-C6) cycloalkyl group, NY a Y b is a group selected from the group consisting of groups Y a and Y b are each independently a group selected from the group consisting of a hydrogen atom, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C3-C6) cycloalkyl group, and a halo(C3-C6) cycloalkyl group, or Y a and Y b are bonded to each other to form an aliphatic 3- to 10-membered cyclic amino group which is unsubstituted or optionally substituted with one or more halogen atoms or (C1-C6) alkyl groups, m is an integer from 0 to 2, However, R 12 NY a Y b When m is a group, m is 1 or 2, or a salt thereof, or an N-oxide thereof.

[0291] In the formula (1-10) where B is B-7 and D is D-10 in the formula (1), Z 1A , Z 1B , and Z 1E are substituents shown in Table 1-1, Table 1-2, and Table 1-5, respectively; X1 is a structure shown in Table 2; J1 and J2 are substituents shown in Table 3-1; J3 and J4 are substituents shown in Table 3-2; n is 0 or 1; R1 is a substituent shown in Table 4; R2 is a substituent shown in Tables 5-1 to 5-5; R3 is a substituent shown in Tables 6-1 to 6-3; 12 is a substituent group shown in Table 7, and m is a combination of 0, 1, and 2.

[0292] In the formula (1-11), B is B-1, G4 is CR4, G2 is a nitrogen atom, and D is D-1 in the formula (1), [ka] X1 is an oxygen atom, a sulfur atom, NY1, or C(J5J6), n is 0 or 1, J1, J2, J3, and J4 each independently represent a group selected from the group consisting of a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, a hydroxy group, or an O atom of a carbonyl group formed by combining the two bonds of C-J1 and C-J2, or C-J3 and C-J4, an S atom of a thiocarbonyl group, an imino group substituted with Y2, and a methylene group substituted with J7 and J8; J5 and J6, J7 and J8, Y1 and Y2 are as defined above. Z 1A , Z 1B , Z 1C , Z 1D , and Z 1Eeach independently represents a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C2-C6)alkenyl group, an optionally substituted halo(C2-C6)alkenyl group, an optionally substituted (C2-C6)alkenyloxy group, an optionally substituted halo(C2-C6)alkenyloxy group, an optionally substituted (C1-C6)alkylthio group, an optionally substituted halo(C1-C6)alkylthio group, an optionally substituted (C1-C6)alkylsulfinyl group, an optionally substituted halo(C1-C6)alkylsulfinyl group, an optionally substituted (C1-C6)alkylsulf a group selected from the group consisting of an optionally substituted (C1-C6)nyl group, an optionally substituted halo(C1-C6)alkylsulfonyl group, an optionally substituted (C1-C6)alkylcarbonyl group, an optionally substituted halo(C1-C6)alkylcarbonyl group, an optionally substituted (C1-C6)alkoxycarbonyl group, an optionally substituted halo(C1-C6)alkoxycarbonyl group, an optionally substituted (C1-C6)alkylcarbonyloxy group, an optionally substituted halo(C1-C6)alkylcarbonyloxy group, an optionally substituted (C1-C6)alkoxycarbonyloxy group, an optionally substituted halo(C1-C6)alkoxycarbonyloxy group, an optionally substituted (C1-C6)alkylsulfonyloxy group, an optionally substituted halo(C1-C6)alkylsulfonyloxy group, an NY4Y5 group, a C(O)NY4Y5 group, a cyano group, a nitro group, a hydroxy group, a mercapto group, a formyl group, a carboxy group and an SF5 group; R1, R3, and R4 each independently represent a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C2-C6)alkenyl group, or an optionally substituted halo(C2-C6)alkenyl group; A (C2-C6) alkenyloxy group which may have a substituent, a halo(C2-C6) alkenyloxy group which may have a substituent, a (C2-C6) alkynyl which may have a substituent, a halo(C2-C6) alkynyl which may have a substituent, a (C1-C6) alkylthio group which may have a substituent, a halo(C1-C6) alkylthio group which may have a substituent, a (C1-C6) alkylsulfinyl group which may have a substituent, a halo(C1-C6) alkylsulfinyl group which may have a substituent, a (C1-C6) alkylthio group which may have a substituent, a ( ... a halo(C1-C6)alkylsulfonyl group, an optionally substituted halo(C1-C6)alkylsulfonyl group, an optionally substituted (C1-C6)alkylcarbonyl group, an optionally substituted halo(C1-C6)alkylcarbonyl group, an optionally substituted (C1-C6)alkylcarbonyloxy group, an optionally substituted halo(C1-C6)alkylcarbonyloxy group, an optionally substituted (C1-C6)alkoxycarbonyl group, an optionally substituted halo(C1-C6)alkoxycarbonyl group, an optionally substituted (C1 a (C1-C6)alkoxycarbonyloxy group, an optionally substituted halo(C1-C6)alkoxycarbonyloxy group, an optionally substituted (C1-C6)alkylsulfonyloxy group, an optionally substituted halo(C1-C6)alkylsulfonyloxy group, an optionally substituted phenyl group, an optionally substituted heterocyclic group, an optionally substituted phenoxy group, an optionally substituted pyridyloxy group, a -NY4Y5 group, a -C(O)NY4Y5 group, a -CH═NY6 group, a cyano group, a nitro group, a formyl group, a hydroxy group,is a group selected from the group consisting of a mercapto group, a formyl group, a carboxy group, and an SF5 group, Y3, Y4, Y5 and Y6 are as defined above, R 12 is a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C3-C6) cycloalkyl group, a halo(C3-C6) cycloalkyl group, NY a Y b is a group selected from the group consisting of groups Y a and Y b are each independently a group selected from the group consisting of a hydrogen atom, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C3-C6) cycloalkyl group, and a halo(C3-C6) cycloalkyl group; Or, Y a and Y b are bonded to each other to form an aliphatic 3- to 10-membered cyclic amino group which is unsubstituted or optionally substituted with one or more halogen atoms or (C1-C6) alkyl groups, m is an integer from 0 to 2, However, R 12 NY a Y b When m is a group, m is 1 or 2, or a salt thereof, or an N-oxide thereof.

[0293] In the formula (1-11), B is B-1, G4 is CR4, G2 is a nitrogen atom, and D is D-1. 1A , Z 1B , Z 1C , Z 1D , and Z 1E are substituents shown in Table 1-1, Table 1-2, Table 1-3, Table 1-4, and Table 1-5, respectively; X1 is a structure shown in Table 2; J1 and J2 are substituents shown in Table 3-1; J3 and J4 are substituents shown in Table 3-2; n is 0 or 1; R1 is a substituent shown in Table 4; R3 is a substituent shown in Tables 6-1 to 6-3; R4 is a substituent shown in Table 8; 12 is a substituent group shown in Table 7, and m is a combination of 0, 1, and 2.

[0294] [Table 8]

[0295] In the formula (1-12), B is B-1, G4 is CR4, G2 is a nitrogen atom, and D is D-2 in the formula (1), [ka] X1 is an oxygen atom, a sulfur atom, NY1, or C(J5J6), n is 0 or 1, J1, J2, J3, and J4 each independently represent a group selected from the group consisting of a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, a hydroxy group, or an O atom of a carbonyl group formed by combining the two bonds of C-J1 and C-J2, or C-J3 and C-J4, an S atom of a thiocarbonyl group, an imino group substituted with Y2, and a methylene group substituted with J7 and J8; J5 and J6, J7 and J8, Y1 and Y2 are as defined above. Z 1A , Z 1B , Z 1C , and Z 1Deach independently represents a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C2-C6)alkenyl group, an optionally substituted halo(C2-C6)alkenyl group, an optionally substituted (C2-C6)alkenyloxy group, an optionally substituted halo(C2-C6)alkenyloxy group, an optionally substituted (C1-C6)alkylthio group, an optionally substituted halo(C1-C6)alkylthio group, an optionally substituted (C1-C6)alkylsulfinyl group, an optionally substituted halo(C1-C6)alkylsulfinyl group, an optionally substituted (C1-C6)alkylsulf a group selected from the group consisting of an optionally substituted (C1-C6)nyl group, an optionally substituted halo(C1-C6)alkylsulfonyl group, an optionally substituted (C1-C6)alkylcarbonyl group, an optionally substituted halo(C1-C6)alkylcarbonyl group, an optionally substituted (C1-C6)alkoxycarbonyl group, an optionally substituted halo(C1-C6)alkoxycarbonyl group, an optionally substituted (C1-C6)alkylcarbonyloxy group, an optionally substituted halo(C1-C6)alkylcarbonyloxy group, an optionally substituted (C1-C6)alkoxycarbonyloxy group, an optionally substituted halo(C1-C6)alkoxycarbonyloxy group, an optionally substituted (C1-C6)alkylsulfonyloxy group, an optionally substituted halo(C1-C6)alkylsulfonyloxy group, an NY4Y5 group, a C(O)NY4Y5 group, a cyano group, a nitro group, a hydroxy group, a mercapto group, a formyl group, a carboxy group and an SF5 group; R1, R3, and R4 each independently represent a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C2-C6)alkenyl group, or an optionally substituted halo(C2-C6)alkenyl group; A (C2-C6) alkenyloxy group which may have a substituent, a halo(C2-C6) alkenyloxy group which may have a substituent, a (C2-C6) alkynyl which may have a substituent, a halo(C2-C6) alkynyl which may have a substituent, a (C1-C6) alkylthio group which may have a substituent, a halo(C1-C6) alkylthio group which may have a substituent, a (C1-C6) alkylsulfinyl group which may have a substituent, a halo(C1-C6) alkylsulfinyl group which may have a substituent, a (C1-C6) alkylthio group which may have a substituent, a ( ... a halo(C1-C6)alkylsulfonyl group, an optionally substituted halo(C1-C6)alkylsulfonyl group, an optionally substituted (C1-C6)alkylcarbonyl group, an optionally substituted halo(C1-C6)alkylcarbonyl group, an optionally substituted (C1-C6)alkylcarbonyloxy group, an optionally substituted halo(C1-C6)alkylcarbonyloxy group, an optionally substituted (C1-C6)alkoxycarbonyl group, an optionally substituted halo(C1-C6)alkoxycarbonyl group, an optionally substituted (C1 a (C1-C6)alkoxycarbonyloxy group, an optionally substituted halo(C1-C6)alkoxycarbonyloxy group, an optionally substituted (C1-C6)alkylsulfonyloxy group, an optionally substituted halo(C1-C6)alkylsulfonyloxy group, an optionally substituted phenyl group, an optionally substituted heterocyclic group, an optionally substituted phenoxy group, an optionally substituted pyridyloxy group, a -NY4Y5 group, a -C(O)NY4Y5 group, a -CH═NY6 group, a cyano group, a nitro group, a formyl group, a hydroxy group,is a group selected from the group consisting of a mercapto group, a formyl group, a carboxy group, and an SF5 group, Y3, Y4, Y5 and Y6 are as defined above, R 12 is a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C3-C6) cycloalkyl group, a halo(C3-C6) cycloalkyl group, NY a Y b is a group selected from the group consisting of groups Y a and Y b are each independently a group selected from the group consisting of a hydrogen atom, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C3-C6) cycloalkyl group, and a halo(C3-C6) cycloalkyl group, or Y a and Y b are bonded to each other to form an aliphatic 3- to 10-membered cyclic amino group which is unsubstituted or optionally substituted with one or more halogen atoms or (C1-C6) alkyl groups, m is an integer from 0 to 2, However, R 12 NY a Y b When m is a group, m is 1 or 2, or a salt thereof, or an N-oxide thereof.

[0296] In the formula (1-12), B is B-1, G4 is CR4, G2 is a nitrogen atom, and D is D-2. 1A , Z 1B , Z 1C , and Z 1D are substituents shown in Table 1-1, Table 1-2, Table 1-3, and Table 1-4, respectively; X1 is a structure shown in Table 2; J1 and J2 are substituents shown in Table 3-1; J3 and J4 are substituents shown in Table 3-2; n is 0 or 1; R1 is a substituent shown in Table 4; R3 is a substituent shown in Tables 6-1 to 6-3; R4 is a substituent shown in Table 8; 12 is a substituent group shown in Table 7, and m is a combination of 0, 1, and 2.

[0297] In the formula (1-13), B is B-1, G4 is CR4, G2 is a nitrogen atom, and D is D-3 in the formula (1), [ka] X1 is an oxygen atom, a sulfur atom, NY1, or C(J5J6), n is 0 or 1, J1, J2, J3, and J4 each independently represent a group selected from the group consisting of a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, a hydroxy group, or an O atom of a carbonyl group formed by combining the two bonds of C-J1 and C-J2, or C-J3 and C-J4, an S atom of a thiocarbonyl group, an imino group substituted with Y2, and a methylene group substituted with J7 and J8; J5 and J6, J7 and J8, Y1 and Y2 are as defined above. Z 1A , Z 1B , Z 1C , and Z 1Eeach independently represents a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C2-C6)alkenyl group, an optionally substituted halo(C2-C6)alkenyl group, an optionally substituted (C2-C6)alkenyloxy group, an optionally substituted halo(C2-C6)alkenyloxy group, an optionally substituted (C1-C6)alkylthio group, an optionally substituted halo(C1-C6)alkylthio group, an optionally substituted (C1-C6)alkylsulfinyl group, an optionally substituted halo(C1-C6)alkylsulfinyl group, an optionally substituted (C1-C6)alkylsulf a group selected from the group consisting of an optionally substituted (C1-C6)nyl group, an optionally substituted halo(C1-C6)alkylsulfonyl group, an optionally substituted (C1-C6)alkylcarbonyl group, an optionally substituted halo(C1-C6)alkylcarbonyl group, an optionally substituted (C1-C6)alkoxycarbonyl group, an optionally substituted halo(C1-C6)alkoxycarbonyl group, an optionally substituted (C1-C6)alkylcarbonyloxy group, an optionally substituted halo(C1-C6)alkylcarbonyloxy group, an optionally substituted (C1-C6)alkoxycarbonyloxy group, an optionally substituted halo(C1-C6)alkoxycarbonyloxy group, an optionally substituted (C1-C6)alkylsulfonyloxy group, an optionally substituted halo(C1-C6)alkylsulfonyloxy group, an NY4Y5 group, a C(O)NY4Y5 group, a cyano group, a nitro group, a hydroxy group, a mercapto group, a formyl group, a carboxy group and an SF5 group; R1, R3, and R4 each independently represent a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C3-C6)cycloalkyl group, an optionally substituted halo(C3-C6)cycloalkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted (C2-C6)alkenyl group, or an optionally substituted halo(C2-C6)alkenyl group; A (C2-C6) alkenyloxy group which may have a substituent, a halo(C2-C6) alkenyloxy group which may have a substituent, a (C2-C6) alkynyl which may have a substituent, a halo(C2-C6) alkynyl which may have a substituent, a (C1-C6) alkylthio group which may have a substituent, a halo(C1-C6) alkylthio group which may have a substituent, a (C1-C6) alkylsulfinyl group which may have a substituent, a halo(C1-C6) alkylsulfinyl group which may have a substituent, a (C1-C6) alkylthio group which may have a substituent, a ( ... a halo(C1-C6)alkylsulfonyl group, an optionally substituted halo(C1-C6)alkylsulfonyl group, an optionally substituted (C1-C6)alkylcarbonyl group, an optionally substituted halo(C1-C6)alkylcarbonyl group, an optionally substituted (C1-C6)alkylcarbonyloxy group, an optionally substituted halo(C1-C6)alkylcarbonyloxy group, an optionally substituted (C1-C6)alkoxycarbonyl group, an optionally substituted halo(C1-C6)alkoxycarbonyl group, an optionally substituted (C1 a (C1-C6)alkoxycarbonyloxy group, an optionally substituted halo(C1-C6)alkoxycarbonyloxy group, an optionally substituted (C1-C6)alkylsulfonyloxy group, an optionally substituted halo(C1-C6)alkylsulfonyloxy group, an optionally substituted phenyl group, an optionally substituted heterocyclic group, an optionally substituted phenoxy group, an optionally substituted pyridyloxy group, a -NY4Y5 group, a -C(O)NY4Y5 group, a -CH═NY6 group, a cyano group, a nitro group, a formyl group, a hydroxy group,is a group selected from the group consisting of a mercapto group, a formyl group, a carboxy group, and an SF5 group, Y3, Y4, Y5 and Y6 are as defined above, R 12 is a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C3-C6) cycloalkyl group, a halo(C3-C6) cycloalkyl group, NY a Y b is a group selected from the group consisting of groups Y a and Y b are each independently a group selected from the group consisting of a hydrogen atom, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C3-C6) cycloalkyl group, and a halo(C3-C6) cycloalkyl group, or Y a and Y b are bonded to each other to form an aliphatic 3- to 10-membered cyclic amino group which is unsubstituted or optionally substituted with one or more halogen atoms or (C1-C6) alkyl groups, m is an integer from 0 to 2, However, R 12 NY a Y b When m is a group, m is 1 or 2, or a salt thereof, or an N-oxide thereof.

[0298] In the formula (1-13), B is B-1, G4 is CR4, G2 is a nitrogen atom, and D is D-3 in the formula (1-13), Z 1A , Z 1B , Z 1C , and Z 1E are substituents shown in Table 1-1, Table 1-2, Table 1-3, and Table 1-5, respectively; X1 is a structure shown in Table 2; J1 and J2 are substituents shown in Table 3-1; J3 and J4 are substituents shown in Table 3-2; n is 0 or 1; R1 is a substituent shown in Table 4; R3 is a substituent shown in Tables 6-1 to 6-3; R4 is a substituent shown in Table 8; 12 is a substituent group shown in Table 7, and m is a combination of 0, 1, and 2.

[0299] In the formula (1-14), B is B-1, G4 is CR4, G2 is a nitrogen atom, and D is D-4 in the formula (1), [ka] X1 is an oxygen atom, a sulfur atom, NY1, or C(J5J6), n is 0 or 1, J1, J2, J3, and J4 each independently represent a group selected from the group consisting of a hydrogen atom, a halogen atom, an optionally substituted (C1-C6)alkyl group, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted (C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkoxy group, a hydroxy group, or an O atom of a carbonyl group formed by combining the two bonds of C-J1 and C-J2, or C-J3 and C-J4, an S atom of a thiocarbonyl group, an i...

Claims

1. A pest control agent containing a compound represented by formula (1), a salt thereof, or its N-oxide: 【Chemistry 1】 [In formula (1), X １ is an oxygen atom, a sulfur atom, NY １ or C(J ５ J ６ ) represents, n represents 1, J １ J ２ J ３ and J ４ Each is independent of the others. hydrogen atom, halogen atom, Unsubstituted or optionally substituted by T ａ (C １ ~C ６ ) alkyl group No substitution or T ａ A halo (C) arbitrarily replaced by １ ~C ６ ) alkyl group, No substitution or T ａ (C) １ ~C ６ ) Alkoxy group, No substitution or T ａ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkoxy group, Hydroxyl group, Alternatively, C-J １ and C-J ２ , or C-J ３ and C-J ４ The two bonds come together, The oxygen atom of the carbonyl group, The sulfur atom of the thiocarbonyl group, Y ２ The imino group substituted with J ７ and J ８ A methylene group substituted with, This represents a group selected from the group consisting of, J ５ and J ６ Each is independent of the others. hydrogen atom, halogen atom, No substitution or T ａ (C) １ ~C ６ ) alkyl group, No substitution or T ａ A halo (C) arbitrarily replaced by １ ~C ６ ) alkyl group, Alternatively, C-J ５ and C-J ６ The two bonds come together, The oxygen atom of the carbonyl group, The sulfur atom of the thiocarbonyl group, Y ３ The imino group substituted with J ７ and J ８ A methylene group substituted with, This represents a group selected from the group consisting of, J ７ and J ８ Each is independent of the others. hydrogen atom, halogen atom, No substitution or T ａ (C) １ ~C ６ ) alkyl group, No substitution or T ａ A halo (C) arbitrarily replaced by １ ~C ６ ) alkyl group, No substitution or T ａ (C) １ ~C ６ ) Alkoxy group, No substitution or T ａ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkoxy group, 1 or 2 (C １ ~C ６ ) alkyl groups, and / or halo(C １ ~C ６ ) an amino group which may be substituted with an alkyl group, hydroxyl group This represents a group selected from the group consisting of, D is, No substitution or Z １ Phenyl groups optionally substituted by, No substitution or Z １ A heterocycle group arbitrarily substituted by, This represents a group selected from the group consisting of, B is a structure represented by B-1, B-2, B-3, B-4, B-5, B-6, or B-8, 【Chemistry 2】 R １２ teeth, (C １ ~C ６ ) alkyl group, Hello (C １ ~C ６ ) alkyl group (C ３ ~C ６ ) Cycloalkyl groups, Hello (C ３ ~C ６ ) Cycloalkyl groups, (C １ ~C ６ ) Alkoxy group, Hello (C １ ~C ６ ) Alkoxy group, NY ａ Y ｂ foundation This represents a group selected from the group consisting of, m represents 0, 1, or 2. Y ａ and Y ｂ Each of them operates independently. hydrogen atom, (C １ ~C ６ ) alkyl group, Hello (C １ ~C ６ ) alkyl group, (C ３ ~C ６ ) Cycloalkyl groups, Hello (C ３ ~C ６ ) Cycloalkyl groups, (C １ ~C ６ ) Alkoxy group, Hello (C １ ~C ６ ) Alkoxy group, (C １ ~C ６ ) alkenyl group, Hello (C １ ~C ６ ) Alkenyl group, A group selected from the group consisting of, or Y ａ and Y ｂ represents a group that forms an unsubstituted or substituted with one or more halogen atoms or (C １ to C ６ ) alkyl group and may form an aliphatic 3- to 10-membered cyclic amino group or cyclic amide group, However, R １２ NY ａ Y ｂ When it is a base, m represents 1 or 2, G ２ is a nitrogen atom or C(R) ２ ) represents, G ４ is a nitrogen atom or C(R) ４ ) represents However, G ２ and G ４ is a nitrogen atom, either or both of which are nitrogen atoms. G ５ is a nitrogen atom or C(R) ５ ) represents, G ６ is a nitrogen atom or C(R) ６ ) represents, G ７ is a nitrogen atom or C(R) ７ ) represents, G ８ is a nitrogen atom or C(R) ８ ) represents, R １ , R ２ , R ３ , R ４ , R ５ , R ６ , R ７ , R ８ and R １３ Each of them operates independently. hydrogen atom, halogen atom, No substitution or T １ (C) １ ~C ６ ) alkyl group, No substitution or T １ A halo (C) arbitrarily replaced by １ ~C ６ ) alkyl group, No substitution or T １ (C) ３ ~C ６ ) Cycloalkyl groups, No substitution or T １ A halo (C) arbitrarily replaced by ３ ~C ６ ) Cycloalkyl groups, No substitution or T １ (C) １ ~C ６ ) Alkoxy group, No substitution or T １ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkoxy group, No substitution or T １ (C) ２ ~C ６ ) Alkenyl group, No substitution or T １ A halo (C) arbitrarily replaced by ２ ~C ６ ) Alkenyl group, No substitution or T １ (C) ２ ~C ６ ) Alkynyl group, No substitution or T １ A halo (C) arbitrarily replaced by ２ ~C ６ ) Alkynyl group, No substitution or T １ (C) ２ ~C ６ ) Alkenyloxy group, No substitution or T １ A halo (C) arbitrarily replaced by ２ ~C ６ ) Alkenyloxy group, No substitution or T １ (C) １ ~C ６ ) alkylthio group, No substitution or T １ A halo (C) arbitrarily replaced by １ ~C ６ ) alkylthio group, No substitution or T １ (C) １ ~C ６ ) alkylsulfinyl group, No substitution or T １ A halo (C) arbitrarily replaced by １ ~C ６ ) alkylsulfinyl group, No substitution or T １ (C) １ ~C ６ ) alkylsulfonyl group, No substitution or T １ A halo (C) arbitrarily replaced by １ ~C ６ ) alkylsulfonyl group, No substitution or T １ (C) １ ~C ６ ) Alkyl carbonyl group, No substitution or T １ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkyl carbonyl group, No substitution or T １ (C) １ ~C ６ ) Alkylcarbonyloxy group, No substitution or T １ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkylcarbonyloxy group, No substitution or T １ (C) １ ~C ６ ) Alkoxycarbonyl group, No substitution or T １ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkoxycarbonyl group, No substitution or T １ (C) １ ~C ６ ) Alkoxycarbonyloxy group, No substitution or T １ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkoxycarbonyloxy group, No substitution or T １ (C) １ ~C ６ ) Alkyl sulfonyl oxy group, No substitution or T １ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkyl sulfonyl oxy group, No substitution or Z ２ Phenyl groups optionally substituted by, No substitution or Z ２ A heterocycle group arbitrarily substituted by, No substitution or Z ２ A phenoxy group optionally substituted by, No substitution or Z ２ A pyridyloxy group optionally substituted by, NY ４ Y ５ foundation C(O)NY ４ Y ５ foundation CH=NY ６ group, Cyano group, Nitro group, Hydroxyl group, Mercapto group, formyl group, Carboxy group, SF ５ base, This represents a group selected from the group consisting of, R ９ and R １０ Each of them operates independently. hydrogen atom, halogen atom, (C １ ~C ６ ) alkyl group, Hello (C １ ~C ６ ) alkyl group, (C ３ ~C ６ ) Cycloalkyl groups, Hello (C ３ ~C ６ ) Cycloalkyl groups, (C １ ~C ６ ) Alkoxy group Hello (C １ ~C ６ ) Alkoxy group NY ４ Y ５ foundation C(O)NY ４ Y ５ foundation Cyano group, Nitro group, Hydroxyl group, (C １ ~C ６ ) Alkylcarbonyloxy group, Hello (C １ ~C ６ ) Alkylcarbonyloxy group, (C １ ~C ６ ) Alkoxycarbonyloxy group, Hello (C １ ~C ６ ) Alkoxycarbonyloxy group, This represents a group selected from the group consisting of, R １１ teeth, hydrogen atom, (C １ ~C ６ ) alkyl group, Hello (C １ ~C ６ ) alkyl group, (C ３ ~C ６ ) Cycloalkyl groups, Hello (C ３ ~C ６ ) Cycloalkyl groups, (C １ ~C ６ ) Alkoxy group, Hello (C １ ~C ６ ) Alkoxy group, (C １ ~C ６ ) Alkyl carbonyl group, Hello (C １ ~C ６ ) Alkyl carbonyl group, (C ４ ~C ７ ) Cycloalkylcarbonyl group, Hello (C ４ ~C ７ ) Cycloalkylcarbonyl group, This represents a group selected from the group consisting of, Z １ and Z ２ Each is independent of the others. halogen atom, No substitution or T ２ (C) １ ~C ６ ) alkyl group, No substitution or T ２ A halo (C) arbitrarily replaced by １ ~C ６ ) alkyl group, No substitution or T ２ (C) ３ ~C ６ ) Cycloalkyl groups, No substitution or T ２ A halo (C) arbitrarily replaced by ３ ~C ６ ) Cycloalkyl groups, No substitution or T ２ (C) １ ~C ６ ) Alkoxy group, No substitution or T ２ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkoxy group, No substitution or T ２ (C) ２ ~C ６ ) Alkenyl group, No substitution or T ２ A halo (C) arbitrarily replaced by ２ ~C ６ ) Alkenyl group, No substitution or T ２ (C) ２ ~C ６ ) Alkenyloxy group, No substitution or T ２ A halo (C) arbitrarily replaced by ２ ~C ６ ) Alkenyloxy group, No substitution or T ２ (C) １ ~C ６ ) alkylthio group, No substitution or T ２ A halo (C) arbitrarily replaced by １ ~C ６ ) alkylthio group, No substitution or T ２ (C) １ ~C ６ ) alkylsulfinyl group, No substitution or T ２ A halo (C) arbitrarily replaced by １ ~C ６ ) alkylsulfinyl group, No substitution or T ２ (C) １ ~C ６ ) alkylsulfonyl group, No substitution or T ２ A halo (C) arbitrarily replaced by １ ~C ６ ) alkylsulfonyl group, No substitution or T ２ (C) １ ~C ６ ) Alkyl carbonyl group, No substitution or T ２ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkyl carbonyl group, No substitution or T ２ (C) １ ~C ６ ) Alkoxycarbonyl group, No substitution or T ２ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkoxycarbonyl group, No substitution or T ２ (C) １ ~C ６ ) Alkylcarbonyloxy group, No substitution or T ２ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkylcarbonyloxy group, No substitution or T ２ (C) １ ~C ６ ) Alkoxycarbonyloxy group, No substitution or T ２ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkoxycarbonyloxy group, No substitution or T ２ (C) １ ~C ６ ) Alkyl sulfonyl oxy group, No substitution or T ２ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkyl sulfonyl oxy group, NY ４ Y ５ foundation C(O)NY ４ Y ５ foundation Cyano group, Nitro group, Hydroxyl group, Mercapto group, formyl group, Carboxy group, SF ５ base, A group selected from the group consisting of, Alternatively, Two adjacent Z １ or two Z ２ These are linked together to form an unsubstituted or one or more halogen atoms or (C １ ~C ６ ) A group that forms a 5 or 6-membered alicyclic group which may be substituted with an alkyl group, or two adjacent Z １ Or two Z ２ and its Z １ or Z ２ The carbon atoms to which it is bonded together form a group that forms a 1,3-dioxole group or a 1,4-dioxin group, and the 1,3-dioxole group and the 1,4-dioxin group may be substituted with one or more independent halogen atoms. Y １ , Y ２ and Y ３ Each is independent hydrogen atom No substitution or T ３ (C) １ ~C ６ ) alkyl group, No substitution or T ３ A halo (C) arbitrarily replaced by １ ~C ６ ) alkyl group, No substitution or T ３ (C) ３ ~C ６ ) Cycloalkyl groups, No substitution or T ３ A halo (C) arbitrarily replaced by ３ ~C ６ ) Cycloalkyl groups, No substitution or T ３ (C) ２ ~C ６ ) Alkenyl group, No substitution or T ３ A halo (C) arbitrarily replaced by ２ ~C ６ ) Alkenyl group, No substitution or T ３ (C) １ ~C ６ ) Alkoxy group, No substitution or T ３ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkoxy group, No substitution or T ３ (C) １ ~C ６ ) Alkyl carbonyl group, No substitution or T ３ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkyl carbonyl group, No substitution or T ３ (C) ３ ~C ６ ) Cycloalkylcarbonyl group, No substitution or T ３ A halo (C) arbitrarily replaced by ３ ~C ６ ) Cycloalkylcarbonyl group, No substitution or T ３ (C) １ ~C ６ ) Alkoxycarbonyl group, No substitution or T ３ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkoxycarbonyl group, No substitution or T ３ (C) １ ~C ６ ) alkylsulfonyl group, No substitution or T ３ A halo (C) arbitrarily replaced by １ ~C ６ ) alkylsulfonyl group, hydroxyl group This represents a group selected from the group consisting of, T ａ and T １ Each of them operates independently. (C ３ ~C ６ ) Cycloalkyl groups, Hello (C ３ ~C ６ ) Cycloalkyl groups, (C １ ~C ６ ) Alkoxy group, Hello (C １ ~C ６ ) Alkoxy group, (C １ ~C ６ ) Alkyl carbonyl group, Hello (C １ ~C ６ ) Alkyl carbonyl group, (C １ ~C ６ ) Alkoxycarbonyl group, Hello (C １ ~C ６ ) Alkoxycarbonyl group, (C １ ~C ６ ) alkylthio group, Hello (C １ ~C ６ ) alkylthio group, (C １ ~C ６ ) alkylsulfinyl group, Hello (C １ ~C ６ ) alkylsulfinyl group, (C １ ~C ６ ) alkylsulfonyl group, Hello (C １ ~C ６ ) alkylsulfonyl group, NY ４ Y ５ foundation C(O)NY ４ Y ５ foundation Cyano group, Nitro group, Hydroxyl group, Mercapto group, formyl group, Carboxy group, No substitution or Z ３ Phenyl groups optionally substituted by, No substitution or Z ３ A complex ring arbitrarily substituted by, No substitution or Z ３ A phenoxy group optionally substituted by, No substitution or Z ３ A pyridyloxy group optionally substituted by, This represents a group selected from the group consisting of, T ２ and T ３ Each of them operates independently. (C ３ ~C ６ ) Cycloalkyl groups, Hello (C ３ ~C ６ ) Cycloalkyl groups, (C １ ~C ６ ) Alkoxy group, Hello (C １ ~C ６ ) Alkoxy group, (C １ ~C ６ ) Alkyl carbonyl group, Hello (C １ ~C ６ ) Alkyl carbonyl group, (C １ ~C ６ ) Alkoxycarbonyl group, Hello (C １ ~C ６ ) Alkoxycarbonyl group, (C １ ~C ６ ) alkylthio group, Hello (C １ ~C ６ ) alkylthio group, (C １ ~C ６ ) alkylsulfinyl group, Hello (C １ ~C ６ ) alkylsulfinyl group, (C １ ~C ６ ) alkylsulfonyl group, Hello (C １ ~C ６ ) alkylsulfonyl group, NY ４ Y ５ foundation C(O)NY ４ Y ５ foundation Cyano group, Nitro group, Hydroxyl group, Mercapto group, formyl group, Carboxy group, This represents a group selected from the group consisting of, Z ３ If there are multiple instances, each one operates independently. halogen atom, (C １ ~C ６ ) alkyl group, Hello (C １ ~C ６ ) alkyl group, (C ３ ~C ６ ) Cycloalkyl groups, Hello (C ３ ~C ６ ) Cycloalkyl groups, 1-Cyanol (C ３ ~C ６ ) Cycloalkyl groups, (C １ ~C ６ ) Alkoxy group, Hello (C １ ~C ６ ) Alkoxy group, (C １ ~C ６ ) alkylthio group, Hello (C １ ~C ６ ) alkylthio group, (C １ ~C ６ ) alkylsulfinyl group, Hello (C １ ~C ６ ) alkylsulfinyl group, (C １ ~C ６ ) alkylsulfonyl group, Hello (C １ ~C ６ ) alkylsulfonyl group, (C １ ~C ６ ) Alkyl carbonyl group, Hello (C １ ~C ６ ) Alkyl carbonyl group, (C １ ~C ６ ) Alkoxycarbonyl group, Hello (C １ ~C ６ ) Alkoxycarbonyl group, NY ４ Y ５ foundation C(O)NY ４ Y ５ foundation Cyano group, Nitro group, Hydroxyl group, Mercapto group, formyl group, Carboxy group, SF ５ base, This represents a group selected from the group consisting of, Y ４ and Y ５ Each of them operates independently. hydrogen atom, (C １ ~C ６ ) alkyl group, Hello (C １ ~C ６ ) alkyl group, (C ３ ~C ６ ) Cycloalkyl groups, Hello (C ３ ~C ６ ) Cycloalkyl groups, (C １ ~C ６ ) Alkoxy group, Hello (C １ ~C ６ ) Alkoxy group, (C １ ~C ６ ) Alkyl carbonyl group, Hello (C １ ~C ６ ) Alkyl carbonyl group, (C ３ ~C ６ ) Cycloalkylcarbonyl group, Hello (C ３ ~C ６ ) Cycloalkylcarbonyl group, (C １ ~C ６ ) Alkoxycarbonyl group, Hello (C １ ~C ６ ) Alkoxycarbonyl group, (C １ ~C ６ ) alkylsulfonyl group, Hello (C １ ~C ６ ) alkylsulfonyl group, No substitution or Z ３ Phenyl groups optionally substituted by, This represents a group selected from the group consisting of, Y ６ If there are multiple instances, each one operates independently. hydrogen atom, No substitution or T ３ (C) １ ~C ６ ) alkyl group, No substitution or T ３ A halo (C) arbitrarily replaced by １ ~C ６ ) alkyl group, (C ３ ~C ６ ) Cycloalkyl groups, Hello (C ３ ~C ６ ) Cycloalkyl groups, Unsubstituted or optionally substituted with a cyano group (C １ ~C ６ ) Alkoxy group, Hello (C １ ~C ６ ) Alkoxy group, (C ３ ~C ６ ) Cycloalkoxy group, Hello (C ３ ~C ６ ) Cycloalkoxy group, Hello (C ２ ~C ６ ) Alkenyl group, (C ２ ~C ６ ) Alkenyloxy group, Hello (C ２ ~C ６ ) Alkenyloxy group, This represents a group selected from the group consisting of, W is an oxygen atom, a sulfur atom, or NY ７ This represents, Y ７ teeth, hydrogen atom, (C １ ~C ６ ) alkyl group, Hello (C １ ~C ６ ) alkyl group, (C １ ~C ６ ) Alkyl carbonyl group, Hello (C １ ~C ６ ) Alkylcarbonyl group It is a group selected from the group consisting of [the specified group].

2. A pest control agent containing a compound represented by formula (1), a salt thereof, or its N-oxide: 【Transformation 3】 [In formula (1), X １ is an oxygen atom, a sulfur atom, NY １ or C(J ５ J ６ ) represents, n represents 1, J １ J ２ J ３ and J ４ Each of these is independently a hydrogen atom, a halogen atom, unsubstituted or T ａ (C) １ ~C ６ ) alkyl group, unsubstituted or T ａ A halo (C) arbitrarily replaced by １ ~C ６ ) alkyl group, unsubstituted or T ａ (C) １ ~C ６ ) Alkoxy group, unsubstituted or T ａ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkoxy group, hydroxyl group, Alternatively, C-J １ and C-J ２ , or C-J ３ and C-J ４ The two bonds combine to form the oxygen atom of the carbonyl group, the sulfur atom of the thiocarbonyl group, and the yeast. ２ The imino group substituted with J ７ and J ８ This represents a group selected from the group consisting of methylene groups substituted with, J ５ and J ６ Each of these is independently a hydrogen atom, a halogen atom, unsubstituted or T ａ (C) １ ~C ６ ) alkyl group, unsubstituted or T ａ A halo (C) arbitrarily replaced by １ ~C ６ ) alkyl group, Alternatively, C-J ５ and C-J ６ The two bonds combine to form the oxygen atom of the carbonyl group, the sulfur atom of the thiocarbonyl group, and the yeast. ３ The imino group substituted with J ７ and J ８ This represents a group selected from the group consisting of methylene groups substituted with, J ７ and J ８ Each of these is independently a hydrogen atom, a halogen atom, unsubstituted or T ａ (C) １ ~C ６ ) alkyl group, unsubstituted or T ａ A halo (C) arbitrarily replaced by １ ~C ６ ) alkyl group, unsubstituted or T ａ (C) １ ~C ６ ) Alkoxy group, unsubstituted or T ａ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkoxy group, 1 or 2 (C １ ~C ６ ) alkyl groups, and / or halo(C １ ~C ６ ) Represents a group selected from the group consisting of an amino group and a hydroxyl group, which may be substituted with an alkyl group. D is either unsubstituted or Z １ A phenyl group optionally substituted by, unsubstituted or Z １ This represents a group selected from the group consisting of heterocyclic groups arbitrarily substituted by, B is a structure represented by B-1, B-2, B-3, B-4, B-5, or B-6, 【Chemistry 4】 R １２ is, (C １ ~C ６ ) Alkyl alkyl group, halo(C １ ~C ６ ) alkyl group, (C ３ ~C ６ ) Cycloalkyl group, halo(C ３ ~C ６ ) Represents a group selected from the group consisting of cycloalkyl groups, m represents 0, 1, or 2. G ２ is a nitrogen atom or C(R) ２ ) represents, G ４ is a nitrogen atom or C(R) ４ ) represents, However, G ２ and G ４ is a nitrogen atom, either or both of which are nitrogen atoms. G ５ is a nitrogen atom or C(R) ５ ) represents, G ６ is a nitrogen atom or C(R) ６ ) represents, G ７ is a nitrogen atom or C(R) ７ ) represents, G ８ is a nitrogen atom or C(R) ８ ) represents, R １ , R ２ , R ３ , R ４ , R ５ , R ６ , R ７ and R ８ Each of these is independently a hydrogen atom, a halogen atom, unsubstituted or T １ (C) １ ~C ６ ) alkyl group, unsubstituted or T １ A halo (C) arbitrarily replaced by １ ~C ６ ) alkyl group, unsubstituted or T １ (C) ３ ~C ６ ) Cycloalkyl groups, unsubstituted or T １ A halo (C) arbitrarily replaced by ３ ~C ６ ) Cycloalkyl groups, unsubstituted or T １ (C) １ ~C ６ ) Alkoxy group, unsubstituted or T １ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkoxy group, unsubstituted or T １ (C) ２ ~C ６ ) Alkenyl group, unsubstituted or T １ A halo (C) arbitrarily replaced by ２ ~C ６ ) Alkenyl group, unsubstituted or T １ (C) ２ ~C ６ ) Alkynyl group, unsubstituted or T １ A halo (C) arbitrarily replaced by ２ ~C ６ ) Alkynyl group, unsubstituted or T １ (C) ２ ~C ６ ) Alkenyloxy group, unsubstituted or T １ A halo (C) arbitrarily replaced by ２ ~C ６ ) Alkenyloxy group, unsubstituted or T １ (C) １ ~C ６ ) Alkylthio group, unsubstituted or T １ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkylthio group, unsubstituted or T １ (C) １ ~C ６ ) Alkyl sulfinyl group, unsubstituted or T １ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkyl sulfinyl group, unsubstituted or T １ (C) １ ~C ６ ) Alkyl sulfonyl group, unsubstituted or T １ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkyl sulfonyl group, unsubstituted or T １ (C) １ ~C ６ ) Alkylcarbonyl group, unsubstituted or T １ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkylcarbonyl group, unsubstituted or T １ (C) １ ~C ６ ) Alkylcarbonyloxy group, unsubstituted or T １ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkylcarbonyloxy group, unsubstituted or T １ (C) １ ~C ６ ) Alkoxycarbonyl group, unsubstituted or T １ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkoxycarbonyl group, unsubstituted or T １ (C) １ ~C ６ ) Alkyl sulfonyl oxy group, unsubstituted or T １ (C) １ ~C ６ ) Alkoxycarbonyloxy group, unsubstituted or T １ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkoxycarbonyloxy group, unsubstituted or T １ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkyl sulfonyloxy group, unsubstituted or Z ２ A phenyl group optionally substituted by, unsubstituted or Z ２ A heterocyclic group arbitrarily substituted by, unsubstituted or Z ２ A phenoxy group optionally substituted by, unsubstituted or Z ２ A pyridyloxy group optionally substituted by NY ４ Y ５ Base, C(O)NY ４ Y ５ Base, CH=NY ６ Group, cyano group, nitro group, hydroxyl group, mercapto group, formyl group, carboxyl group, SF ５ basis, This represents a group selected from the group consisting of, R ９ and R １０ These are, independently, a hydrogen atom, a halogen atom, and (C) １ ~C ６ ) Alkyl alkyl group, halo(C １ ~C ６ ) alkyl group, (C ３ ~C ６ ) Cycloalkyl group, halo(C ３ ~C ６ ) Cycloalkyl groups, (C １ ~C ６ ) Alkoxy group, Halo(C) １ ~C ６ ) Alkoxy group, (C １ ~C ６ ) Alkylcarbonyloxy group, halo(C １ ~C ６ ) Alkylcarbonyloxy group, (C １ ~C ６ ) Alkoxycarbonyloxy group, Halo(C) １ ~C ６ ) Alkoxycarbonyloxy group, NY ４ Y ５ Base, C(O)NY ４ Y ５ group, cyano group, nitro group, hydroxyl group, This represents a group selected from the group consisting of, R １１ (C) is a hydrogen atom. １ ~C ６ ) Alkyl alkyl group, halo(C １ ~C ６ ) alkyl group, (C ３ ~C ６ ) Cycloalkyl group, halo(C ３ ~C ６ ) Cycloalkyl groups, (C １ ~C ６ ) Alkoxy group, Halo(C) １ ~C ６ ) Alkoxy group, (C １ ~C ６ ) Alkyl carbonyl group, halo(C １ ~C ６ ) Alkyl carbonyl group, (C ４ ~C ７ ) Cycloalkylcarbonyl group, halo(C ４ ~C ７ ) Represents a group selected from the group consisting of cycloalkylcarbonyl groups, Z １ and Z ２ Each of these independently consists of a halogen atom, an unsubstituted or T ２ (C) １ ~C ６ ) alkyl group, unsubstituted or T ２ A halo (C) arbitrarily replaced by １ ~C ６ ) alkyl group, unsubstituted or T ２ (C) ３ ~C ６ ) Cycloalkyl groups, unsubstituted or T ２ A halo (C) arbitrarily replaced by ３ ~C ６ ) Cycloalkyl groups, unsubstituted or T ２ (C) １ ~C ６ ) Alkoxy group, unsubstituted or T ２ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkoxy group, unsubstituted or T ２ (C) ２ ~C ６ ) Alkenyl group, unsubstituted or T ２ A halo (C) arbitrarily replaced by ２ ~C ６ ) Alkenyl group, unsubstituted or T ２ (C) ２ ~C ６ ) Alkenyloxy group, unsubstituted or T ２ A halo (C) arbitrarily replaced by ２ ~C ６ ) Alkenyloxy group, unsubstituted or T ２ (C) １ ~C ６ ) Alkylthio group, unsubstituted or T ２ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkylthio group, unsubstituted or T ２ (C) １ ~C ６ ) Alkyl sulfinyl group, unsubstituted or T ２ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkyl sulfinyl group, unsubstituted or T ２ (C) １ ~C ６ ) Alkyl sulfonyl group, unsubstituted or T ２ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkyl sulfonyl group, unsubstituted or T ２ (C) １ ~C ６ ) Alkylcarbonyl group, unsubstituted or T ２ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkylcarbonyl group, unsubstituted or T ２ (C) １ ~C ６ ) Alkoxycarbonyl group, unsubstituted or T ２ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkoxycarbonyl group, unsubstituted or T ２ (C) １ ~C ６ ) Alkylcarbonyloxy group, unsubstituted or T ２ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkylcarbonyloxy group, unsubstituted or T ２ (C) １ ~C ６ ) Alkoxycarbonyloxy group, unsubstituted or T ２ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkoxycarbonyloxy group, unsubstituted or T ２ (C) １ ~C ６ ) Alkyl sulfonyl oxy group, unsubstituted or T ２ A halo (C) arbitrarily replaced by １ ~C ６ ), an alkylsulfonyloxy group, NY ４ Y ５ group, C(O)NY ４ Y ５ group, a cyano group, a nitro group, a hydroxy group, a mercapto group, a formyl group, a carboxy group, SF ５ group, a group selected from the group consisting of: or two adjacent Zs １ or Z ２ that are bridged, without substitution or substituted by one or more halogen atoms or (C １ ~C ６ )alkyl groups, to form a 5- or 6-membered alicyclic group, or two adjacent Zs １ or Z ２ and the Z １ or Z ２ to which they are attached combine to form a 1,3-dioxol group or a 1,4-dioxin group, wherein the 1,3-dioxol group and the 1,4-dioxin group may be substituted by one or two or more independent halogen atoms Y １ , Y ２ and Y ３ Each of these is independently a hydrogen atom, unsubstituted or T ３ (C) １ ~C ６ ) alkyl group, unsubstituted or T ３ A halo (C) arbitrarily replaced by １ ~C ６ ) alkyl group, unsubstituted or T ３ (C) ３ ~C ６ ) Cycloalkyl groups, unsubstituted or T ３ A halo (C) arbitrarily replaced by ３ ~C ６ ) Cycloalkyl groups, unsubstituted or T ３ (C) ２ ~C ６ ) Alkenyl group, unsubstituted or T ３ A halo (C) arbitrarily replaced by ２ ~C ６ ) Alkenyl group, unsubstituted or T ３ (C) １ ~C ６ ) Alkoxy group, unsubstituted or T ３ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkoxy group, unsubstituted or T ３ (C) １ ~C ６ ) Alkylcarbonyl group, unsubstituted or T ３ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkylcarbonyl group, unsubstituted or T ３ (C) ３ ~C ６ ) Cycloalkylcarbonyl group, unsubstituted or T ３ A halo (C) arbitrarily replaced by ３ ~C ６ ) Cycloalkylcarbonyl group, unsubstituted or T ３ (C) １ ~C ６ ) Alkoxycarbonyl group, unsubstituted or T ３ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkoxycarbonyl group, unsubstituted or T ３ (C) １ ~C ６ ) Alkyl sulfonyl group, unsubstituted or T ３ A halo (C) arbitrarily replaced by １ ~C ６ ) Represents a group selected from the group consisting of alkylsulfonyl groups and hydroxyl groups. T ａ and T １ each independently represents a group selected from the group consisting of (C ３ to C ６ ) cycloalkyl group, halo(C ３ to C ６ ) cycloalkyl group, (C １ to C ６ ) alkoxy group, halo(C １ to C ６ ) alkoxy group, (C １ to C ６ ) alkylcarbonyl group, halo(C １ to C ６ ) alkylcarbonyl group, (C １ to C ６ ) alkoxycarbonyl group, halo(C １ to C ６ ) alkoxycarbonyl group, (C １ to C ６ ) alkylthio group, halo(C １ to C ６ ) alkylthio group, (C １ to C ６ ) alkylsulfinyl group, halo(C １ to C ６ ) alkylsulfinyl group, (C １ to C ６ ) alkylsulfonyl group, halo(C １ to C ６ ) alkylsulfonyl group, NY ４ Y ５ group, C(O)NY ４ Y ５ group, cyano group, nitro group, hydroxy group, mercapto group, formyl group, carboxy group, phenyl group which is unsubstituted or optionally substituted by Z ３ , heterocyclic group which is unsubstituted or optionally substituted by Z ３ , phenoxy group which is unsubstituted or optionally substituted by Z ３ , pyridyloxy group which is unsubstituted or optionally substituted by Z ３ , and represents a group selected from the group consisting of: T ２ and T ３ Each is independent of the others, (C ３ ~C ６ ) Cycloalkyl group, halo(C ３ ~C ６ ) Cycloalkyl groups, (C １ ~C ６ ) Alkoxy group, Halo(C) １ ~C ６ ) Alkoxy group, (C １ ~C ６ ) Alkyl carbonyl group, halo(C １ ~C ６ ) Alkyl carbonyl group, (C １ ~C ６ ) Alkoxycarbonyl group, Halo(C １ ~C ６ ) Alkoxycarbonyl group, (C １ ~C ６ ) alkylthio group, halo(C １ ~C ６ ) alkylthio group, (C １ ~C ６ ) alkylsulfinyl group, halo(C １ ~C ６ ) alkylsulfinyl group, (C １ ~C ６ ) alkylsulfonyl group, halo(C １ ~C ６ ) Alkyl sulfonyl group, NY ４ Y ５ Base, C(O)NY ４ Y ５ This represents a group selected from the group consisting of a cyano group, nitro group, hydroxyl group, mercapto group, formyl group, and carboxyl group. Z ３ If multiple atoms exist, each one independently comprises a halogen atom, (C １ ~C ６ ) Alkyl alkyl group, halo(C １ ~C ６ ) alkyl group, (C ３ ~C ６ ) Cycloalkyl group, halo(C ３ ~C ６ ) Cycloalkyl group, 1-cyano-(C ３ ~C ６ ) Cycloalkyl groups, (C １ ~C ６ ) Alkoxy group, Halo(C) １ ~C ６ ) Alkoxy group, (C １ ~C ６ ) alkylthio group, halo(C １ ~C ６ ) alkylthio group, (C １ ~C ６ ) alkylsulfinyl group, halo(C １ ~C ６ ) alkylsulfinyl group, (C １ ~C ６ ) alkylsulfonyl group, halo(C １ ~C ６ ) alkylsulfonyl group, (C １ ~C ６ ) Alkyl carbonyl group, halo(C １ ~C ６ ) Alkyl carbonyl group, (C １ ~C ６ ) Alkoxycarbonyl group, Halo(C １ ~C ６ ) Alkoxycarbonyl group, NY ４ Y ５ Base, C(O)NY ４ Y ５ This represents a group selected from the group consisting of a cyano group, nitro group, hydroxyl group, mercapto group, formyl group, carboxyl group, and SF5 group. Y ４ and Y ５ Each of them is independently a hydrogen atom, (C １ ~C ６ ) Alkyl alkyl group, halo(C １ ~C ６ ) alkyl group, (C ３ ~C ６ ) Cycloalkyl group, halo(C ３ ~C ６ ) Cycloalkyl groups, (C １ ~C ６ ) Alkoxy group, Halo(C) １ ~C ６ ) Alkoxy group, (C １ ~C ６ ) Alkyl carbonyl group, halo(C １ ~C ６ ) Alkyl carbonyl group, (C ３ ~C ６ ) Cycloalkylcarbonyl group, Hello (C ３ ~C ６ ) Alkyl carbonyl group, (C １ ~C ６ ) Alkoxycarbonyl group, Halo(C １ ~C ６ ) Alkoxycarbonyl group, (C １ ~C ６ ) alkylsulfonyl group, halo(C １ ~C ６ ) Alkyl sulfonyl group, unsubstituted or Z ３ This represents a group selected from the group consisting of a phenyl group arbitrarily substituted by, Y ６ If multiple atoms exist, each is independently a hydrogen atom, unsubstituted, or T ３ (C) １ ~C ６ ) alkyl group, unsubstituted or T ３ A halo (C) arbitrarily replaced by １ ~C ６ ) alkyl group, (C ３ ~C ６ ) Cycloalkyl group, halo(C ３ ~C ６ ) Cycloalkyl groups, unsubstituted or optionally substituted with cyano groups (C １ ~C ６ ) Alkoxy group, Halo(C) １ ~C ６ ) Alkoxy group, (C ３ ~C ６ ) Cycloalkoxy group, Halo(C) ３ ~C ６ ) Cycloalkoxy group, (C ２ ~C ６ ) Alkenyl group, halo(C) ２ ~C ６ ) Alkenyl group, (C ２ ~C ６ ) Alkenyloxy group, halo(C) ２ ~C ６ [A group selected from the group consisting of alkenyloxy groups.]

3. X １ However, oxygen atoms, sulfur atoms, NY １ or C(J ５ J ６ ) and C-J ５ and C-J ６ The two bonds combine to form the oxygen atom of the carbonyl group, the sulfur atom of the thiocarbonyl group, and the yeast. ３ The imino group substituted with J ７ and J ８ A group selected from the group consisting of a methylene group substituted with, J ７ and J ８ Each of these is independently a hydrogen atom, a halogen atom, unsubstituted or T ａ (C) １ ~C ６ ) alkyl group, unsubstituted or T ａ (C) １ ~C ６ ) Alkoxy group, 1 or 2 (C １ ~C ６ ) alkyl groups, and / or halo(C １ ~C ６ ) A group selected from the group consisting of an amino group and a hydroxyl group, which may be substituted with an alkyl group. A pest control agent according to claim 1 or 2.

4. D is D-1, D-2, D-3, D-4, D-5, D-6, D-7, D-8, D-9, or D-10. 【Transformation 5】 [In the formula, Z １Ａ Z １Ｂ Z １Ｃ Z １Ｄ and Z １Ｅ These are, independently, a hydrogen atom, a halogen atom, an unsubstituted or T ２ (C) １ ~C ６ ) alkyl group, unsubstituted or T ２ A halo (C) arbitrarily replaced by １ ~C ６ ) alkyl group, unsubstituted or T ２ (C) ３ ~C ６ ) Cycloalkyl groups, unsubstituted or T ２ A halo (C) arbitrarily replaced by ３ ~C ６ ) Cycloalkyl groups, unsubstituted or T ２ (C) １ ~C ６ ) Alkoxy group, unsubstituted or T ２ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkoxy group, unsubstituted or T ２ (C) ２ ~C ６ ) Alkenyl group, unsubstituted or T ２ A halo (C) arbitrarily replaced by ２ ~C ６ ) Alkenyl group, unsubstituted or T ２ (C) ２ ~C ６ ) Alkenyloxy group, unsubstituted or T ２ A halo (C) arbitrarily replaced by ２ ~C ６ ) Alkenyloxy group, unsubstituted or T ２ (C) １ ~C ６ ) Alkylthio group, unsubstituted or T ２ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkylthio group, unsubstituted or T ２ (C) １ ~C ６ ) Alkyl sulfinyl group, unsubstituted or T ２ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkyl sulfinyl group, unsubstituted or T ２ (C) １ ~C ６ ) Alkyl sulfonyl group, unsubstituted or T ２ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkyl sulfonyl group, unsubstituted or T ２ (C) １ ~C ６ ) Alkylcarbonyl group, unsubstituted or T ２ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkylcarbonyl group, unsubstituted or T ２ (C) １ ~C ６ ) Alkoxycarbonyl group, unsubstituted or T ２ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkoxycarbonyl group, unsubstituted or T ２ (C) １ ~C ６ ) Alkylcarbonyloxy group, unsubstituted or T ２ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkylcarbonyloxy group, unsubstituted or T ２ (C) １ ~C ６ ) Alkoxycarbonyloxy group, unsubstituted or T ２ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkoxycarbonyloxy group, unsubstituted or T ２ (C) １ ~C ６ ) Alkyl sulfonyl oxy group, unsubstituted or T ２ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkyl sulfonyl oxy group, NY ４ Y ５ Base, C(O)NY ４ Y ５ Group, cyano group, nitro group, hydroxyl group, mercapto group, formyl group, carboxyl group, SF ５ [A group selected from a group consisting of the groups] A pest control agent according to claim 1 or 2.

5. The pest control agent according to claim 1 or 2, wherein B has the structure represented by B-1. 【Transformation 6】

6. The pest control agent according to claim 1 or 2, wherein B has the structure represented by B-2. 【Transformation 7】

7. The pest control agent according to claim 1 or 2, wherein B has the structure represented by B-3. 【Transformation 8】

8. The pest control agent according to claim 1 or 2, wherein B has the structure represented by B-4. 【Chemistry 9】

9. The pest control agent according to claim 1 or 2, wherein B has the structure represented by B-5. 【Chemistry 10】

10. The pest control agent according to claim 1 or 2, wherein B has the structure represented by B-6. 【Chemistry 11】

11. B is a structure represented by B-7, 【Chemistry 12】 R １ The pest control agent according to claim 1 or 2, wherein the atom is a hydrogen atom.

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