Pest control agents

Abstract

To provide an amidine compound that shows superior control activity for various pests, its salt, its N-oxide, or its pest control agent.SOLUTION: One example of the present disclosure is an amidine compound represented by the formula below.SELECTED DRAWING: None

Description

[Technical Field] 【0001】 The present invention relates to a compound represented by formula (1), a salt thereof, or N-oxides thereof, and a pest control agent containing them as an active ingredient. [Background technology] 【0002】 To date, various compounds characterized by sulfur-containing substituents have been disclosed for the purpose of controlling harmful arthropods. For example, Patent Documents 1 to 3 disclose condensed heterocyclic compounds. Furthermore, Patent Document 4 discloses amide derivatives, and Patent Documents 5 and 6 disclose sulfur-containing insecticidal compounds of amidine derivatives. [Prior art documents] [Patent Documents] 【0003】 [Patent Document 1] International Publication No. 2009 / 131237 [Patent Document 2] International Publication No. 2013 / 180194 [Patent Document 3] International Publication No. 2016 / 129684 [Patent Document 4] International Publication No. 2015 / 068719 [Patent Document 5] International Publication No. 2020 / 054712 [Patent Document 6] International Gazette No. 2021 / 177410 [Overview of the Initiative] [Problems that the invention aims to solve] 【0004】 The object of this invention is to provide amidine compounds or salts thereof, or their N-oxides, that exhibit excellent control activity against various pests, and pest control agents containing them as active ingredients. [Means for solving the problem] 【0005】 As a result of intensive research, the present inventors have found that the amidine compound represented by the formula (1) has high pest control activity, and thus completed the present invention. 【0006】 That is, the present invention relates to the following. [1] A compound represented by the formula (1), or a salt thereof, or an N-oxide thereof. [Chemical formula] [In the formula (1), A represents a structure represented by the following formula (A-1), formula (A-2), formula (A-3), or formula (A-4). [Chemical formula] X A represents a nitrogen atom or C(R A ). X B represents a nitrogen atom or C(R B ). X C represents a nitrogen atom or C(R C ). X D represents a nitrogen atom or C(R D ). X E represents a nitrogen atom or C(R E ). X F represents a nitrogen atom or C(R F ). X G represents a nitrogen atom or C(R G ). X H represents a nitrogen atom or C(R H ). L represents an oxygen atom, a sulfur atom, or NR L . R A , R B , R C , R D , R E , R F , RG , and R H Each of them operates independently. Hydrogen atom, halogen atom, unsubstituted or optionally substituted (C1-C6) alkyl group, unsubstituted or optionally substituted (T1) halo(C1-C6) alkyl group, unsubstituted or optionally substituted (C2-C6) alkenyl group, unsubstituted or optionally substituted (T1) halo(C2-C6) alkenyl group, unsubstituted or optionally substituted (T1) (C2-C6) alkynyl group, unsubstituted or optionally substituted (T1) halo(C2-C6) alkynyl group, unsubstituted or optionally substituted (T1) (C3~C6) cycloalkyl groups, unsubstituted or optionally substituted halo(C3~C6) cycloalkyl groups, unsubstituted or optionally substituted (C1~C6) alkoxy groups, unsubstituted or optionally substituted (C1~C6) alkoxy groups, unsubstituted or optionally substituted (C2~C6) alkenyloxy groups, unsubstituted or optionally substituted (C2~C6) alkenyloxy groups, unsubstituted or optionally substituted (C2~C6) alkynyloxy groups, unsubstituted Alternatively, a halo(C2-C6)alkynyloxy group optionally substituted by T1, an unsubstituted or optionally substituted (C3-C6)cycloalkoxy group, an unsubstituted or optionally substituted halo(C3-C6)cycloalkoxy group, an unsubstituted or optionally substituted (C1-C6) alkylcarbonyl group, an unsubstituted or optionally substituted halo(C1-C6)alkylcarbonyl group, an unsubstituted or optionally substituted (C3-C6) cycloalkylcarbonyl group, or an unsubstituted or optionally substituted (C1-C6) cycloalkylcarbonyl group. Therefore, arbitrarily substituted halo(C3~C6)cycloalkylcarbonyl groups, unsubstituted or arbitrarily substituted (C1~C6) alkoxycarbonyl groups by T1, unsubstituted or arbitrarily substituted halo(C1~C6) alkoxycarbonyl groups by T1, unsubstituted or arbitrarily substituted (C2~C6) alkenyloxycarbonyl groups by T1, unsubstituted or arbitrarily substituted halo(C2~C6) alkenyloxycarbonyl groups by T1, unsubstituted or arbitrarily substituted (C2~C6) alkynyloxycarbonyl groups,Halo(C2-C6)alkynyloxycarbonyl groups that are unsubstituted or optionally substituted by T1, (C1-C6)alkylcarbonyloxy groups that are unsubstituted or optionally substituted by T1, halo(C1-C6)alkylcarbonyloxy groups that are unsubstituted or optionally substituted by T1, (C2-C6)alkenylcarbonyloxy groups that are unsubstituted or optionally substituted by T1, halo(C2-C6) Lukenylcarbonyloxy group, unsubstituted or optionally substituted (C2-C6) alkynylcarbonyloxy group by T1, unsubstituted or optionally substituted halo(C2-C6)alkynylcarbonyloxy group by T1, unsubstituted or optionally substituted (C1-C6) alkylthio group, unsubstituted or optionally substituted halo(C1-C6)alkylthio group by T1, unsubstituted or optionally substituted (C1-C6) Cyanosulfinyl group, unsubstituted or optionally substituted halo(C1~C6)alkylsulfinyl group, unsubstituted or optionally substituted (C1~C6)alkylsulfonyl group, unsubstituted or optionally substituted halo(C1~C6)alkylsulfonyl group, unsubstituted or optionally substituted (C1~C6)alkylsulfonyloxy group, unsubstituted or optionally substituted (C1~C6)alkylsulfonyloxy group, unsubstituted or optionally substituted halo(C1~C6)alkylsulfonyloxy group, unsubstituted or optionally substituted phenyl group, unsubstituted or optionally substituted heterocyclic group, unsubstituted or optionally substituted phenoxy group, unsubstituted or optionally substituted phenoxy group, unsubstituted or optionally substituted phenoxyoxy group, NY1Y2 group, C(O)NY1Y2 group, C(=NY2)Y3 group, cyano group, nitro group, hydroxyl group, mercapto group, formyl group, carboxyl group, trimethylsilyl group, and SF5 group, This represents a group selected from the group consisting of, R L teeth, Hydrogen atoms, unsubstituted or optionally substituted (C1-C6) alkyl groups, unsubstituted or optionally substituted (T1) halo(C1-C6) alkyl groups, unsubstituted or optionally substituted (T1) (C3-C6) cycloalkyl groups, unsubstituted or optionally substituted (T1) halo(C3-C6) cycloalkyl groups, unsubstituted or optionally substituted (T1) (C1-C6) alkoxy groups, unsubstituted or optionally substituted (T1) halo(C1-C6) alkoxy groups, unsubstituted or optionally substituted (T1) (C1-C6) alkylcarbonyl groups, unsubstituted or optionally substituted (T1) halo(C1-C6) alkylcarbonyl groups, unsubstituted or optionally substituted (T1) (C3-C6) cycloalkylcarbonyl groups, unsubstituted or optionally substituted (T1) halo(C3-C6) cycloalkylcarbonyl groups, and hydroxyl groups This represents a group selected from the group consisting of, If there are multiple T1s, each one operates independently. Halogen atom, (C3-C6) cycloalkyl group, halo(C3-C6) cycloalkyl group, 1-cyanocyclopropyl group, (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, halo(C1~C6)alkylsulfinyl group, (C1~C6)alkylsulfonyl group, halo(C1~C6)alkylsulfonyl group, unsubstituted or optionally substituted phenyl group with Z1, unsubstituted or optionally substituted heterocyclic group with Z1, NY1Y2 group, C(O)NY1Y2 group, cyano group, nitro group, hydroxyl group, mercapto group, formyl group, carboxyl group, trimethylsilyl group, and SF5 group This represents a group selected from the group consisting of, If there are multiple Z1s, each one operates independently. Halogen atom, (C1-C6) alkyl group, halo(C1-C6) alkyl group, (C2-C6) alkenyl group, halo(C2-C6) alkenyl group, (C2-C6) alkynyl group, halo(C2-C6) alkynyl group, (C3-C6) cycloalkyl group, halo(C3-C6) cycloalkyl group, 1-cyanocyclopropyl group, (C1-C6) alkoxy group, halo(C1-C6) alkoxy group, (C2-C6) alkenyloxy group, halo(C2-C6) alkenyloxy group, (C2-C6) alkynyloxy group, halo(C2-C6) alkynyloxy group, (C1-C6) alkylcarbonyl group, halo(C1-C6) alkylcarbonyl group, (C3-C6) cycloalkyl Carbonyl group, halo(C3~C6)cycloalkylcarbonyl group, (C1~C6)alkoxycarbonyl group, halo(C1~C6)alkoxycarbonyl group, (C1~C6)alkylcarbonyloxy group, halo(C1~C6)alkylcarbonyloxy group, (C1~C6)alkylthio group, halo(C1~C6)alkylthio group, (C1~C6)alkylsulfinyl group, halo(C1~C6)alkylsulfinyl group, (C1~C6)alkylsulfonyl group, halo(C1~C6)alkylsulfonyl group, NY1Y2 group, C(O)NY1Y2 group, cyano group, nitro group, hydroxyl group, mercapto group, formyl group, carboxyl group, trimethylsilyl group, and SF5 group This represents a group selected from the group consisting of, If there are multiple Y1s, each one is independent. Hydrogen atoms, (C1-C6) alkyl groups, and halo(C1-C6) alkyl groups This represents a group selected from the group consisting of, If there are multiple Y2s, each will be independent. Hydrogen atom, (C1-C6) alkyl group, halo(C1-C6) alkyl group, (C2-C6) alkenyl group, halo(C2-C6) alkenyl group, (C3-C6) cycloalkyl group, halo(C3-C6) cycloalkyl group, (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, unsubstituted or optionally substituted with Z1 phenyl group, unsubstituted or optionally substituted with Z1 heterocyclic group, cyano group, and hydroxyl group This represents a group selected from the group consisting of, If there are multiple Y3s, each will be independent. Hydrogen atoms, halogen atoms, unsubstituted or optionally substituted (C1-C6) alkyl groups, unsubstituted or optionally substituted (T1) halo(C1-C6) alkyl groups, unsubstituted or optionally substituted (T1) (C1-C6) alkoxy groups, unsubstituted or optionally substituted (T1) halo(C1-C6) alkoxy groups, unsubstituted or optionally substituted (T1) (C1-C6) alkylthio groups, unsubstituted or optionally substituted (T1) halo(C1-C6) alkylthio groups, unsubstituted or optionally substituted (T1) (C3-C6) cycloalkyl groups, unsubstituted or optionally substituted (T1) halo(C3-C6) cycloalkyl groups, unsubstituted or optionally substituted (T1) phenyl groups, and NY1Y2 groups This represents a group selected from the group consisting of, D is (C1-C6) alkoxy groups that are unsubstituted or optionally substituted by T2, halo(C1-C6) alkoxy groups that are unsubstituted or optionally substituted by T2, (C3-C6) cycloalkoxy groups that are unsubstituted or optionally substituted by T2, halo(C3-C6) cycloalkoxy groups that are unsubstituted or optionally substituted by T2, (C1-C6) alkylcarbonyl groups that are unsubstituted or optionally substituted by T2, halo(C1-C6) alkylcarbonyl groups that are unsubstituted or optionally substituted by T2, (C2~C6) alkenylcarbonyl group, unsubstituted or optionally substituted halo(C2~C6) alkenylcarbonyl group, unsubstituted or optionally substituted (C2~C6) alkynylcarbonyl group, unsubstituted or optionally substituted (C2~C6) alkynylcarbonyl group, unsubstituted or optionally substituted (C3~C6) cycloalkylcarbonyl group, unsubstituted or optionally substituted (C3~C6) cycloalkylcarbonyl group, unsubstituted or optionally substituted (C3~C6) cycloalkylcarbonyl group, unsubstituted or optionally substituted (C2~C6) (C1~C6) alkoxycarbonyl groups, unsubstituted or optionally substituted by T2 halo(C1~C6) alkoxycarbonyl groups, unsubstituted or optionally substituted by T2 (C2~C6) alkenyloxycarbonyl groups, unsubstituted or optionally substituted by T2 halo(C2~C6) alkenyloxycarbonyl groups, unsubstituted or optionally substituted by T2 (C2~C6) alkynyloxycarbonyl groups, unsubstituted or optionally substituted by T2 halo(C2~C6) alkynyloxycarbonyl groups, unsubstituted or optionally substituted by T2 (C3-C6) cycloalkoxycarbonyl groups that are optionally substituted, halo(C3-C6) cycloalkoxycarbonyl groups that are unsubstituted or optionally substituted by T2, (C1-C6) alkylcarbonyloxy groups that are unsubstituted or optionally substituted by T2, halo(C1-C6) alkylcarbonyloxy groups that are unsubstituted or optionally substituted by T2, (C2-C6) alkenylcarbonyloxy groups that are unsubstituted or optionally substituted by T2, halo(C2-C6) alkenylcarbonyloxy groups that are unsubstituted or optionally substituted by T2(C2-C6) alkynylcarbonyloxy groups that are unsubstituted or optionally substituted by T2, halo(C2-C6) alkynylcarbonyloxy groups that are unsubstituted or optionally substituted by T2, (C3-C6) cycloalkylcarbonyloxy groups that are unsubstituted or optionally substituted by T2, halo(C3-C6) cycloalkylcarbonyloxy groups that are unsubstituted or optionally substituted by T2, (C1-C6) alkoxycarbonyloxy groups that are unsubstituted or optionally substituted by T2, halo(C1-C6) alkoxycarbonyloxy groups that are unsubstituted or optionally substituted by T2, (C2-C6) alkenyloxycarbonyloxy groups that are unsubstituted or optionally substituted by T2, A substituted or optionally substituted halo(C2-C6) alkenyloxycarbonyloxy group by T2, an unsubstituted or optionally substituted (C2-C6) alkynyloxycarbonyloxy group by T2, an unsubstituted or optionally substituted halo(C2-C6) alkynyloxycarbonyloxy group by T2, an unsubstituted or optionally substituted (C1-C6) alkylsulfonyl group by T2, an unsubstituted or optionally substituted halo(C1-C6) alkylsulfonyl group by T2, an unsubstituted or optionally substituted (C1-C6) alkylsulfonyloxy group by T2, and a hydroxyl group. This represents a group selected from the group consisting of, E is Hydrogen atom, unsubstituted or optionally substituted (C1-C6) alkyl group, unsubstituted or optionally substituted (C1-C6) alkyl group, unsubstituted or optionally substituted (C2-C6) alkenyl group, unsubstituted or optionally substituted (C2-C6) alkenyl group, unsubstituted or optionally substituted (C2-C6) alkynyl group, unsubstituted or optionally substituted (C2-C6) alkynyl group, unsubstituted or optionally substituted (C 3-C6) cycloalkyl groups, unsubstituted or optionally substituted halo(C3-C6) cycloalkyl groups, unsubstituted or optionally substituted (C1-C6) alkoxy groups, unsubstituted or optionally substituted (C1-C6) alkoxy groups, unsubstituted or optionally substituted (C2-C6) alkenyloxy groups, unsubstituted or optionally substituted (C2-C6) alkenyloxy groups, unsubstituted or optionally substituted (C2-C6) alkynyloxy groups, unsubstituted Halo(C2-C6)alkynyloxy groups optionally substituted by substitution or T2, (C3-C6)cycloalkoxy groups unsubstituted or optionally substituted by T2, halo(C3-C6)cycloalkoxy groups unsubstituted or optionally substituted by T2, (C1-C6)alkylcarbonyl groups unsubstituted or optionally substituted by T2, halo(C1-C6)alkylcarbonyl groups unsubstituted or optionally substituted by T2, (C2-C6)alkenylcarbonyl groups unsubstituted or optionally substituted by T2, or Halo(C2-C6) alkenylcarbonyl groups optionally substituted by T2, (C2-C6) alkynylcarbonyl groups unsubstituted or optionally substituted by T2, halo(C2-C6) alkynylcarbonyl groups unsubstituted or optionally substituted by T2, (C3-C6) cycloalkylcarbonyl groups unsubstituted or optionally substituted by T2, halo(C3-C6) cycloalkylcarbonyl groups unsubstituted or optionally substituted by T2, (C1-C6) alkoxycarbonyl groups unsubstituted or optionally substituted by T2,Halo(C1-C6) alkoxycarbonyl groups that are unsubstituted or optionally substituted by T2, (C2-C6) alkenyloxycarbonyl groups that are unsubstituted or optionally substituted by T2, halo(C2-C6) alkenyloxycarbonyl groups that are unsubstituted or optionally substituted by T2, (C2-C6) alkynyloxycarbonyl groups that are unsubstituted or optionally substituted by T2, halo(C2-C6) alkynyloxycarbonyl groups that are unsubstituted or optionally substituted by T2, (C1-C6) alkyl groups that are unsubstituted or optionally substituted by T2 Thiocarbonyl group, unsubstituted or optionally substituted halo(C1~C6)alkylthiocarbonyl group, unsubstituted or optionally substituted (C1~C6)alkylcarbonyloxy group, unsubstituted or optionally substituted (C1~C6)alkylcarbonyloxy group, unsubstituted or optionally substituted (C1~C6)alkylsulfonyl group, unsubstituted or optionally substituted (C1~C6)alkylsulfonyl group, unsubstituted or optionally substituted (C1~C6)alkylsulfonyl group, unsubstituted or optionally substituted (Z1) phenylcarbonyl group, Unsubstituted or optionally substituted by Z1: phenoxycarbonyl groups, C(O)NY1Y2 groups, cyano groups, hydroxyl groups, formyl groups, and carboxyl groups This represents a group selected from the group consisting of, If there are multiple T2s, each one operates independently. Halogen atom, (C3-C6) cycloalkyl group, halo(C3-C6) cycloalkyl group, 1-cyanocyclopropyl group, (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, halo(C1~C6)alkylsulfinyl group, (C1~C6)alkylsulfonyl group, halo(C1~C6)alkylsulfonyl group, unsubstituted or optionally substituted phenyl group with Z1, unsubstituted or optionally substituted heterocyclic group with Z1, NY1Y2 group, C(O)NY1Y2 group, cyano group, nitro group, hydroxyl group, mercapto group, formyl group, carboxyl group, trimethylsilyl group, and SF5 group This represents a group selected from the group consisting of, B represents the following equations (B-1), (B-2), or (B-3): [ka] R1, R2, and R3 each operate independently. Hydrogen atoms, halogen atoms, unsubstituted or optionally substituted (C1-C6) alkyl groups, unsubstituted or optionally substituted (T3) halo(C1-C6) alkyl groups, unsubstituted or optionally substituted (T3) (C2-C6) alkenyl groups, unsubstituted or optionally substituted (T3) halo(C2-C6) alkenyl groups, unsubstituted or optionally substituted (T3) (C2-C6) alkynyl groups, unsubstituted or optionally substituted (T3) halo(C2-C6) alkynyl groups, unsubstituted or optionally substituted (T3) (C3~C6) cycloalkyl groups, unsubstituted or optionally substituted halo(C3~C6) cycloalkyl groups, unsubstituted or optionally substituted (C1~C6) alkoxy groups, unsubstituted or optionally substituted (C1~C6) alkoxy groups, unsubstituted or optionally substituted (C2~C6) alkenyloxy groups, unsubstituted or optionally substituted (C2~C6) alkenyloxy groups, unsubstituted or optionally substituted (C2~C6) alkynyloxy groups, unsubstituted Alternatively, a halo(C2-C6)alkynyloxy group optionally substituted by T3, an unsubstituted or (C3-C6)cycloalkoxy group optionally substituted by T3, an unsubstituted or (C3-C6)cycloalkoxy group optionally substituted by T3, an unsubstituted or (C1-C6) alkylcarbonyl group optionally substituted by T3, an unsubstituted or (C3-C6) alkylcarbonyl group optionally substituted by T3, an unsubstituted or (C3-C6) cycloalkylcarbonyl group optionally substituted by T3, or an unsubstituted or (C3-C6) cycloalkylcarbonyl group optionally substituted by T3. Therefore, arbitrarily substituted halo(C3~C6)cycloalkylcarbonyl groups, unsubstituted or arbitrarily substituted (C1~C6) alkoxycarbonyl groups, unsubstituted or arbitrarily substituted (C1~C6) alkoxycarbonyl groups, unsubstituted or arbitrarily substituted (C2~C6) alkenyloxycarbonyl groups, unsubstituted or arbitrarily substituted (C2~C6) alkenyloxycarbonyl groups, unsubstituted or arbitrarily substituted (C2~C6) alkynyloxycarbonyl groups,Halo(C2-C6) alkynyloxycarbonyl groups that are unsubstituted or optionally substituted by T3, (C1-C6) alkylcarbonyloxy groups that are unsubstituted or optionally substituted by T3, halo(C1-C6) alkylcarbonyloxy groups that are unsubstituted or optionally substituted by T3, (C2-C6) alkenylcarbonyloxy groups that are unsubstituted or optionally substituted by T3, halo(C2-C6) alkenylcarbonyloxy groups that are unsubstituted or optionally substituted by T3, (C2-C6) alkynylcarbonyloxy groups that are unsubstituted or optionally substituted by T3, halo(C2-C6) alkynylcarbonyloxy groups that are unsubstituted or optionally substituted by T3, (C1-C6) alkylthio groups that are unsubstituted or optionally substituted by T3 Optionally substituted halo(C1~C6)alkylthio groups, unsubstituted or optionally substituted (C1~C6)alkylsulfinyl groups, unsubstituted or optionally substituted (C1~C6)alkylsulfonyl groups, unsubstituted or optionally substituted (C1~C6)alkylsulfonyl groups, unsubstituted or optionally substituted (C1~C6)alkylsulfonyl groups, unsubstituted or optionally substituted (C1~C6)alkylsulfonyloxy groups, unsubstituted or optionally substituted (C1~C6)alkylsulfonyloxy groups, NY1Y2 groups, C(O)NY1Y2 groups, C(=NY2)Y3 groups, cyano groups, nitro groups, hydroxyl groups, mercapto groups, formyl groups, carboxyl groups, trimethylsilyl groups, and SF5 groups. This represents a group selected from the group consisting of, R4 is (C1-C6) alkyl groups, halo(C1-C6) alkyl groups, (C3-C6) cycloalkyl groups, and halo(C3-C6) cycloalkyl groups This represents a group selected from the group consisting of, n represents 0, 1, or 2. If there are multiple T3s, each one operates independently. Halogen atom, (C3-C6) cycloalkyl group, halo(C3-C6) cycloalkyl group, 1-cyanocyclopropyl group, (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, halo(C1~C6)alkylsulfinyl group, (C1~C6)alkylsulfonyl group, halo(C1~C6)alkylsulfonyl group, unsubstituted or optionally substituted phenyl group with Z1, unsubstituted or optionally substituted heterocyclic group with Z1, NY1Y2 group, C(O)NY1Y2 group, cyano group, nitro group, hydroxyl group, mercapto group, formyl group, carboxyl group, trimethylsilyl group, and SF5 group This represents a group selected from the group consisting of, The cyclic structure U is a cyclic structural group represented by the following formulas (F-1), (F-2), (F-3), (F-4), (F-5), (F-6), (F-7), (F-8), (F-9), (F-10), (F-11), (F-12), (F-13), (F-14), (F-15), (F-16), (F-17), or (F-18), [ka] X1 is an oxygen atom, a sulfur atom, or NR M This represents, X2 is a nitrogen atom or C(R N ) represents, X3 is a nitrogen atom or C(R O ) represents, X4 is a nitrogen atom or C(R P ) represents, X5 is a nitrogen atom or C(R Q ) represents, R 5、 R6, R7, R8, R9 and R 10 , and R N , R O , RP and R Q Each of them operates independently. Hydrogen atom, halogen atom, unsubstituted or optionally substituted (C1-C6) alkyl group, unsubstituted or optionally substituted (C1-C6) alkyl group, unsubstituted or optionally substituted (C2-C6) alkenyl group, unsubstituted or optionally substituted (C2-C6) alkenyl group, unsubstituted or optionally substituted (C2-C6) alkynyl group, unsubstituted or optionally substituted (C2-C6) alkynyl group, unsubstituted or optionally substituted (C2-C6) alkynyl group, unsubstituted or optionally substituted ( C3-C6) cycloalkyl groups, unsubstituted or optionally substituted halo(C3-C6) cycloalkyl groups, 1-cyanocyclopropyl groups, unsubstituted or optionally substituted (C1-C6) alkoxy groups, unsubstituted or optionally substituted halo(C1-C6) alkoxy groups, unsubstituted or optionally substituted (C2-C6) alkenyloxy groups, unsubstituted or optionally substituted halo(C2-C6) alkenyloxy groups, unsubstituted or optionally substituted (C2-C6) al Quinyloxy group, unsubstituted or optionally substituted halo(C2-C6)alkynyloxy group, unsubstituted or optionally substituted (C1-C6)alkylcarbonyl group, unsubstituted or optionally substituted (C1-C6)alkylcarbonyl group, unsubstituted or optionally substituted (C3-C6)cycloalkylcarbonyl group, unsubstituted or optionally substituted (C3-C6)cycloalkylcarbonyl group, unsubstituted or optionally substituted (C1-C6)alkoxycarbonyl group Carbonyl group, unsubstituted or optionally substituted halo(C1-C6) alkoxycarbonyl group, unsubstituted or optionally substituted (C1-C6) alkylcarbonyloxy group, unsubstituted or optionally substituted (C1-C6) alkylcarbonyloxy group, unsubstituted or optionally substituted (C1-C6) alkylthio group, unsubstituted or optionally substituted (C1-C6) alkylthio group, unsubstituted or optionally substituted (C1-C6) alkylsulfinyl group,Halo(C1-C6)alkylsulfinyl groups that are unsubstituted or optionally substituted with T3, (C1-C6)alkylsulfonyl groups that are unsubstituted or optionally substituted with T3, halo(C1-C6)alkylsulfonyl groups that are unsubstituted or optionally substituted with T3, NY1Y2 groups, C(O)NY1Y2 groups, cyano groups, nitro groups, hydroxyl groups, mercapto groups, formyl groups, carboxyl groups, trimethylsilyl groups, and SF5 groups. This represents a group selected from the group consisting of, R M teeth, Hydrogen atom, unsubstituted or optionally substituted (C1-C6) alkyl groups, unsubstituted or optionally substituted (T3) halo(C1-C6) alkyl groups, unsubstituted or optionally substituted (T3) cycloalkyl groups, unsubstituted or optionally substituted (C3-C6) cycloalkyl groups, unsubstituted or optionally substituted (T3) halo(C3-C6) cycloalkyl groups, unsubstituted or optionally substituted (C1-C6) alkoxy groups, unsubstituted or optionally substituted (T3) halo(C1-C6) alkoxy groups, unsubstituted or optionally substituted (T3) alkylcarbonyl groups, unsubstituted or optionally substituted (T3) halo(C1-C6) alkylcarbonyl groups, unsubstituted or optionally substituted (T3) cycloalkylcarbonyl groups, unsubstituted or optionally substituted (T3) halo(C3-C6) cycloalkylcarbonyl groups, and This structure is represented by a group selected from the group consisting of hydroxyl groups. 【0007】 [2] A is a structure represented by the following formulas (A-5), (A-6), (A-7), (A-8), (A-9), (A-10), (A-11), (A-12), (A-13), (A-14), (A-15), (A-16), (A-17), or (A-18): [ka] B is a structure represented by the following formula (B-1) or formula (B-2): [ka] The ring structure U is a structure represented by the following equations (F-1), (F-2), (F-5), (F-6), (F-7), (F-8), (F-10), (F-14), (F-17), or (F-18). [ka] The compounds described in [1], or their salts, or their N-oxides. 【0008】 [3] A is a structure represented by the following formulas (A-5), (A-7), (A-13), or (A-17): [ka] B is a structure represented by the following formula (B-1) or formula (B-2): [ka] The cyclic structure U is a structure represented by the following equations (F-1), (F-5), (F-14), or (F-17): [ka] The compounds described in [1], or their salts, or their N-oxides. 【0009】 [4] D is, (C1-C6) alkoxy groups that are unsubstituted or optionally substituted by T2, halo(C1-C6) alkoxy groups that are unsubstituted or optionally substituted by T2, (C3-C6) cycloalkoxy groups that are unsubstituted or optionally substituted by T2, halo(C3-C6) cycloalkoxy groups that are unsubstituted or optionally substituted by T2, (C1-C6) alkylcarbonyloxy groups that are unsubstituted or optionally substituted by T2, halo(C1 ~C6) alkylcarbonyloxy group, unsubstituted or optionally substituted by T2 (C2~C6) alkenylcarbonyloxy group, unsubstituted or optionally substituted by T2 halo(C2~C6) alkenylcarbonyloxy group, unsubstituted or optionally substituted by T2 (C2~C6) alkynylcarbonyloxy group, unsubstituted or optionally substituted by T2 halo(C2~C6) alkynylcarbonyloxy group, unsubstituted or optionally substituted by T2 (C3~ C6) Cycloalkylcarbonyloxy group, unsubstituted or optionally substituted halo(C3~C6) cycloalkylcarbonyloxy group, unsubstituted or optionally substituted by T2 (C1~C6) alkoxycarbonyloxy group, unsubstituted or optionally substituted by T2 (C1~C6) alkoxycarbonyloxy group, unsubstituted or optionally substituted by T2 (C2~C6) alkenyloxycarbonyloxy group, unsubstituted or optionally substituted by T2 Replaced halo(C2-C6)alkenyloxycarbonyloxy groups, unsubstituted or optionally substituted (C2-C6)alkynyloxycarbonyloxy groups by T2, unsubstituted or optionally substituted halo(C2-C6)alkynyloxycarbonyloxy groups by T2, unsubstituted or optionally substituted (C1-C6)alkylsulfonyloxy groups by T2, unsubstituted or optionally substituted halo(C1-C6)alkylsulfonyloxy groups by T2, and hydroxyl groups A group selected from the group consisting of, E is Hydrogen atom, unsubstituted or optionally substituted (C1-C6) alkyl group, unsubstituted or optionally substituted (C1-C6) alkyl group, unsubstituted or optionally substituted (C3-C6) cycloalkyl group, unsubstituted or optionally substituted (C3-C6) cycloalkyl group, unsubstituted or optionally substituted (C3-C6) alkylcarbonyl group, unsubstituted or optionally substituted (C1-C6) alkylcarbonyl group, unsubstituted or optionally substituted (C2) A substituted halo(C1-C6) alkylcarbonyl group, an unsubstituted or optionally substituted (C2-C6) alkenylcarbonyl group by T2, an unsubstituted or optionally substituted (C2-C6) alkenylcarbonyl group by T2, an unsubstituted or optionally substituted (C2-C6) alkynylcarbonyl group by T2, an unsubstituted or optionally substituted (C2-C6) alkynylcarbonyl group by T2, an unsubstituted or optionally substituted (C2-C6) alkynylcarbonyl group by T2 A (C3-C6) cycloalkylcarbonyl group, an unsubstituted or optionally substituted halo(C3-C6) cycloalkylcarbonyl group, an unsubstituted or optionally substituted (C1-C6) alkoxycarbonyl group, an unsubstituted or optionally substituted (C1-C6) alkoxycarbonyl group, an unsubstituted or optionally substituted (C2-C6) alkenyloxycarbonyl group, an unsubstituted or optionally substituted (C2-C6) alkenyloxycarbonyl group A substituted halo(C2-C6)alkenyloxycarbonyl group, an unsubstituted or optionally substituted (C2-C6)alkynyloxycarbonyl group with T2, an unsubstituted or optionally substituted halo(C2-C6)alkynyloxycarbonyl group with T2, an unsubstituted or optionally substituted phenylcarbonyl group with Z1, an unsubstituted or optionally substituted phenoxycarbonyl group with Z1, a C(O)NY1Y2 group, a formyl group, and a carboxyl group. It is a structure represented by a group selected from the group consisting of the following: A compound described in any of [1] to [3], or a salt thereof, or an N-oxide thereof. 【0010】 [5] A pest control agent containing any of the compounds described in [1] to [4], their salts, or their N-oxides. 【0011】 A lepidopteran insecticide containing any of the compounds described in [6] [1] to [4], their salts, or their N-oxides. [Effects of the Invention] 【0012】 The compound of the present invention represented by formula (1), its salt, or its N-oxide exhibits extremely excellent control effects against harmful organisms and is useful as a pest control agent. [Modes for carrying out the invention] 【0013】 In this specification, the definitions and meanings of the following terms are as follows: 【0014】 The compounds included in this invention include optically active compounds resulting from the presence of one or more chiral carbon atoms or chiral sulfur atoms or axial chirality, but this invention encompasses all optically active compounds or racemates. 【0015】 Compounds included in the present invention may have tautomers depending on the type of substituent, but the present invention encompasses all tautomers or mixtures of tautomers containing any proportion. 【0016】 Compounds included in this invention may have geometric isomers due to imino groups, but this invention encompasses all geometric isomers or mixtures of geometric isomers containing them in any proportion. Furthermore, while compounds included in the present invention may have geometric isomers due to the amidine group, as shown in the following formula, the present invention encompasses all geometric isomers or mixtures of geometric isomers containing them in any proportion. In the formula, X A , X B , X C , X D ,X E , X F , X G ,XH , and J represent the same as above. 【0017】 [ka] 【0018】 The present invention encompasses embodiments of salts of the compound of the present invention represented by formula (1). The salts of the compounds of the present invention are not particularly limited as long as they can be made into salts by conventional methods. Examples include salts of hydrohalogen acids such as hydrofluoric acid, hydrochloric acid, hydrobromic acid, and hydroiodic acid; salts of inorganic acids such as nitric acid, sulfuric acid, phosphoric acid, chloric acid, and perchloric acid; salts of sulfonic acids such as methanesulfonic acid, ethanesulfonic acid, trifluoromethanesulfonic acid, benzenesulfonic acid, and p-toluenesulfonic acid; salts of carboxylic acids such as formic acid, acetic acid, propionic acid, trifluoroacetic acid, fumaric acid, tartaric acid, oxalic acid, maleic acid, malic acid, succinic acid, benzoic acid, mandelic acid, ascorbic acid, lactic acid, gluconic acid, and citric acid; salts of amino acids such as glutamic acid and aspartic acid; salts of alkali metals such as lithium, sodium, and potassium; salts of alkaline earth metals such as calcium, barium, and magnesium; salts of aluminum; and quaternary ammonium salts such as tetramethylammonium salt, tetrabutylammonium salt, and benzyltrimethylammonium salt. 【0019】 In the compounds of the present invention, the N-oxide is a compound in which the nitrogen atom of a tertiary amine or a nitrogen atom constituting a ring on a heterocyclic ring has been oxidized. Examples of heterocyclic rings that can form an N-oxide include a pyridine ring and a fused ring containing a pyridine ring. 【0020】 Next, specific examples of each substituent shown herein are given below. Here, n- means normal, i- means iso, s- means secondary, tert- means tertiary, and c- means cyclo. 【0021】 In this specification, "halogen atoms" include fluorine atoms, chlorine atoms, bromine atoms, and iodine atoms. The term "halo" in this specification also refers to these halogen atoms. 【0022】 In this specification, "(C a ~C b The notation "alkyl" represents a linear or branched hydrocarbon group consisting of a to b carbon atoms. Specific examples include methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl, s-butyl, tert-butyl, n-pentyl, 1,1-dimethylpropyl, and n-hexyl groups, each selected within the specified range of carbon atoms. 【0023】 In this specification, "halo(C) a ~C bThe notation "alkyl" represents a linear or branched hydrocarbon group consisting of a to b carbon atoms, in which hydrogen atoms bonded to carbon atoms are arbitrarily substituted by halogen atoms. In this case, if two or more halogen atoms are substituted, these halogen atoms may be identical or different from each other. For example, fluoromethyl group, chloromethyl group, bromomethyl group, iodomethyl group, difluoromethyl group, dichloromethyl group, trifluoromethyl group, chlorodifluoromethyl group, trichloromethyl group, bromodifluoromethyl group, 1-fluoroethyl group, 2-fluoroethyl group, 2-chloroethyl group, 2-bromoethyl group, 2,2-difluoroethyl group, 2,2,2-trifluoroethyl group, 2-chloro-2,2-difluoroethyl group, 2,2,2-trichloroethyl group, 2-bromo-2,2-difluoroethyl group, 1,1,2,2-tetrafluoroethyl group, 2-chloro-1,1,2,2-trifluoroethyl group, 2-chloro-1,1,2,2-tetrafluoroethyl group, pentafluoroethyl group, 2,2- Specific examples include difluoropropyl group, 3,3,3-trifluoropropyl group, 3-bromo-3,3-difluoropropyl group, 2,2,3,3-tetrafluoropropyl group, 2,2,3,3,3-pentafluoropropyl group, 1,1,2,3,3,3-hexafluoropropyl group, heptafluoropropyl group, 2,2,2-trifluoro-1-(methyl)ethyl group, 2,2,2-trifluoro-1-(trifluoromethyl)ethyl group, 1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl group, 2,2,3,4,4,4-hexafluorobutyl group, 2,2,3,3,4,4,4-heptafluorobutyl group, nonafluorobutyl group, etc., and each is selected within the specified range of carbon atoms. 【0024】 In this specification, "(C a ~C bThe notation "alkenyl" refers to an unsaturated hydrocarbon group that has a to b carbon atoms, is linear or branched, and has one or more double bonds in the molecule. Specific examples include vinyl group, 1-propenyl group, 2-propenyl group, 1-methylethenyl group, 2-butenyl group, 2-methyl-2-propenyl group, 3-methyl-2-butenyl group, and 1,1-dimethyl-2-propenyl group, each selected within the specified range of carbon atoms. 【0025】 In this specification, "halo(C) a ~C b The notation "alkenyl" represents an unsaturated hydrocarbon group having a to b carbon atoms in a linear or branched chain, in which hydrogen atoms bonded to carbon atoms are arbitrarily substituted by halogen atoms, and which has one or more double bonds in the molecule. In this case, if two or more halogen atoms are substituted, these halogen atoms may be the same or different from each other. For example, specific examples include 2,2-dichlorovinyl group, 2-fluoro-2-propenyl group, 2-chloro-2-propenyl group, 2-bromo-2-propenyl group, 3,3-difluoro-2-propenyl group, 2,3-dichloro-2-propenyl group, 3,3-dichloro-2-propenyl group, 2,3,3-trifluoro-2-propenyl group, 2,3,3-trichloro-2-propenyl group, 1-(trifluoromethyl)ethenyl group, 4,4-difluoro-3-butenyl group, 3,4,4-trifluoro-3-butenyl group, and 3-chloro-4,4,4-trifluoro-2-butenyl group, which are selected within the specified range of carbon atoms. 【0026】 In this specification, "(C a ~C b The notation "alkynyl" refers to an unsaturated hydrocarbon group that has a to b carbon atoms, is linear or branched, and has one or more triple bonds within the molecule. Specific examples include ethynyl, propargyl, 2-butynyl, 1-pentynyl, and 1-hexynyl groups, each selected within the specified range of carbon atoms. 【0027】 In this specification, "halo(C) a ~C b The notation "(alkynyl)" represents an unsaturated hydrocarbon group having a to b carbon atoms in a linear or branched chain, in which hydrogen atoms bonded to carbon atoms are arbitrarily substituted by halogen atoms, and which has one or more triple bonds in the molecule. In this case, if two or more halogen atoms are substituted, these halogen atoms may be identical or different from each other. For example, 3-chloro-1-propynyl group, 3-bromo-1-butynyl group, 3-bromo-2-propynyl group, 3-iodo-2-propynyl group, 3-bromo-1-hexynyl group, 5,5-dichloro-2-methyl-3-pentynyl group, 4-chloro-1,1-dimethyl-2-butynyl group, etc., are given as specific examples and are selected within the specified range of carbon atoms. 【0028】 In this specification, "(C a ~C b The notation "cycloalkyl" represents a cyclic hydrocarbon group having a to b carbon atoms, and can form monocyclic or composite ring structures ranging from 3-membered to 6-membered rings. Furthermore, each ring may be arbitrarily substituted with an alkyl group within a specified range of carbon atoms. Specific examples include cyclopropyl, 1-methylcyclopropyl, 2-methylcyclopropyl, 2,2-dimethylcyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl groups, each selected within a specified range of carbon atoms. 【0029】 In this specification, "halo(C) a ~C bThe notation "cycloalkyl" refers to a cyclic hydrocarbon group having a to b carbon atoms, in which hydrogen atoms bonded to carbon atoms are arbitrarily substituted by halogen atoms, and can form monocyclic or composite ring structures ranging from 3-membered to 6-membered rings. Furthermore, each ring may be arbitrarily substituted by alkyl groups within a specified range of carbon atoms. For example, specific examples include 1-fluorocyclopropyl group, 2-fluorocyclopropyl group, 1-chlorocyclopropyl group, 1-bromocyclopropyl group, 1-iodocyclopropyl group, 2,2-dichlorocyclopropyl group, 1-fluorocyclobutyl group, 1-chlorocyclopentyl group, and 1-bromocyclohexyl group, each selected within a specified range of carbon atoms. 【0030】 In this specification, "(C a ~C b The notation "alkoxy" refers to an alkyl-O- group having a to b carbon atoms, as described above. Specific examples include methoxy group, ethoxy group, n-propyloxy group, i-propyloxy group, n-butyloxy group, i-butyloxy group, s-butyloxy group, tert-butyloxy group, and 2-ethylhexyloxy group, each selected within the specified range of carbon atoms. 【0031】 In this specification, "halo(C) a ~C b The notation "alkoxy" refers to a haloalkyl-O- group having a to b carbon atoms, as described above. Specific examples include difluoromethoxy, trifluoromethoxy, chlorodifluoromethoxy, bromodifluoromethoxy, 2-fluoroethoxy, 2-chloroethoxy, 2,2,2-trifluoroethoxy, 1,1,2,2-tetrafluoroethoxy, 2-chloro-1,1,2-trifluoroethoxy, and 1,1,2,3,3,3-hexafluoropropyloxy, each selected within the specified range of carbon atoms. 【0032】 In this specification, "(C a ~C bThe notation "alkenyloxy" represents an alkenyl-O- group having a to b carbon atoms, as described above. Specific examples include vinyloxy group, allyloxy group, 1-propenyloxy group, 2-propenyloxy group, 1-methylethenyloxy group, 2-butenyloxy group, 2-methyl-2-propenyloxy group, 3-methyl-2-butenyloxy group, and 1,1-dimethyl-2-propenyloxy, each selected within the specified range of carbon atoms. 【0033】 In this specification, "halo(C) a ~C b The notation "alkenyloxy" refers to an alkenyl-O- group having a to b carbon atoms in which hydrogen atoms bonded to carbon atoms are arbitrarily substituted by halogen atoms. Specific examples include 1-fluorovinyloxy group, 1-chlorovinyloxy group, 1-bromo-1-propenyloxy group, 3-iodobutenyloxy group, 1-fluoro-2methylpropenyloxy group, and 3,3-dichloroallyloxy group, each selected within the specified range of carbon atoms. 【0034】 In this specification, "(C a ~C b The notation "alkynyloxy" represents an alkynyl-O- group having a to b carbon atoms, as described above. Specific examples include propargyloxy, 2-butynyloxy, 1-pentynyloxy, and 1-hexynyloxy groups, each selected within the specified range of carbon atoms. 【0035】 In this specification, "halo(C) a ~C bThe notation "alkynyloxy" refers to an alkynyl-O- group in which a to b carbon atoms are formed by arbitrarily substituting hydrogen atoms bonded to carbon atoms with halogen atoms. Specific examples include 3-chloro-1-propynyloxy, 3-bromo-1-butynyloxy, 3-bromo-2-propynyloxy, 3-iodo-2-propynyloxy, 3-bromo-1-hexynyloxy, 5,5-dichloro-2-methyl-3-pentynyloxy, and 4-chloro-1,1-dimethyl-2-butynyloxy, each selected within the specified range of carbon atoms. 【0036】 In this specification, "(C a ~C b The notation "cycloalkoxy" refers to a cycloalkyl-O- group having a to b carbon atoms, as described above. Specific examples include cyclopropyloxy group, 1-methylcyclopropyloxy group, 2-methylcyclopropyloxy group, 2,2-dimethylcyclopropyloxy group, cyclobutyloxy group, cyclopentyloxy group, and cyclohexyl group, each selected within the specified range of carbon atoms. 【0037】 In this specification, "halo(C) a ~C b The notation "cycloalkoxy" represents a halocycloalkyl-O- group having a to b carbon atoms, as described above. Specific examples include 1-fluorocyclopropyloxy group, 2-fluorocyclopropyloxy group, 1-chlorocyclopropyloxy group, 1-bromocyclopropyloxy group, 1-iodocyclopropyloxy group, 2,2-dichlorocyclopropyloxy group, 1-fluorocyclobutyloxy group, 1-chlorocyclopentyloxy group, and 1-bromocyclohexyloxy group, each selected within the specified range of carbon atoms. 【0038】 In this specification, "(C a ~C bThe notation "alkylcarbonyl" represents an alkyl-C(O)- group having a to b carbon atoms, as described above. Specific examples include acetyl, propionyl, butyryl, isobutyryl, valeryl, isovaleryl, 2-methylbutanoyl, pivaloyl, hexanoyl, and heptanoyl groups, each selected within the specified range of carbon atoms. 【0039】 In this specification, "halo(C) a ~C b The notation "alkylcarbonyl" represents a haloalkyl-C(O)- group having a to b carbon atoms, as described above. Specific examples include fluoroacetyl, chloroacetyl, difluoroacetyl, dichloroacetyl, trifluoroacetyl, chlorodifluoroacetyl, bromodifluoroacetyl, trichloroacetyl, pentafluoropropionyl, heptafluorobutanoyl, and 3-chloro-2,2-dimethylpropanoyl, each selected within the specified range of carbon atoms. 【0040】 In this specification, "(C a ~C b The notation "cycloalkylcarbonyl" refers to a cycloalkyl-C(O)- group having a to b carbon atoms, as described above. Specific examples include cyclopropylcarbonyl, cyclobutylcarbonyl, cyclopentylcarbonyl, cyclohexylcarbonyl, and cycloheptylcarbonyl groups, each selected within the specified range of carbon atoms. 【0041】 In this specification, "halo(C) a ~C b) The notation "cycloalkylcarbonyl" represents a halocycloalkyl-C(O)- group having a to b carbon atoms, for example, 1-fluorocyclopropylcarbonyl group, 1-chlorocyclopropylcarbonyl group, 2-fluorocyclopropylcarbonyl group, 2-chlorocyclopropylcarbonyl group, 1-fluorocyclobutylcarbonyl group, 1-chlorocyclobutylcarbonyl group, 2-fluorocyclobutylcarbonyl group, 3-fluorocyclobutylcarbonyl group, 1-fluorocyclopentylcarbonyl group, 2-fluorocyclopentylcarbonyl group, 1-fluorocyclohexylcarbonyl group, 2-fluorocyclohexylcarbonyl group, 3-fluorocyclohexylcarbonyl group, 4-fluorocyclohexylcarbonyl group, 1-fluorocycloheptylcarbonyl group, etc. are given as specific examples and are selected within the range of the specified number of carbon atoms for each. 【0042】 " (C a ~C b ) alkenylcarbonyl" notation represents an alkenyl-C(O)- group having a to b carbon atoms as defined above, for example, vinylcarbonyl group, allylcarbonyl group, 1-propenylcarbonyl group, 2-propenylcarbonyl group, 1-methylethenylcarbonyl group, 2-butenylcarbonyl group, 2-methyl-2-propenylcarbonyl group, 3-methyl-2-butenylcarbonyl group, 1,1-dimethyl-2-propenylcarbonyl, etc. are given as specific examples and are selected within the range of the specified number of carbon atoms for each. 【0043】 "halo(C a ~C b ) alkenylcarbonyl" notation represents a haloalkenyl C(O)- group having a to b carbon atoms as defined above, for example, 1-fluorovinylcarbonyl group, 1-chlorovinylcarbonyl group, 1-bromo-1-propenylcarbonyl group, 3-iodo-butenylcarbonyl group, 1-fluoro-2-methyl-propenylcarbonyl group, 3,3-dichloroallylcarbonyl group, etc. are given as specific examples and are selected within the range of the specified number of carbon atoms for each. 【0044】 As used herein, the notation “(C a ~C b ) alkynylcarbonyl” represents an alkynyl-C(O)- group having the above-mentioned meaning and consisting of a to b carbon atoms. Specific examples include a propargylcarbonyl group, a 2-butynylcarbonyl group, a 1-pentynylcarbonyl group, a 1-hexynylcarbonyl group, etc., and they are selected within the range of the specified number of carbon atoms respectively. 【0045】 As used herein, the notation “halo(C a ~C b ) alkynylcarbonyl” represents an alkynyl-C(O)- group having the above-mentioned meaning and consisting of a to b carbon atoms, wherein the hydrogen atom bonded to the carbon atom is optionally substituted by a halogen atom. Specific examples include a 3-chloro-1-propynylcarbonyl group, a 3-bromo-1-butynylcarbonyl group, a 3-bromo-2-propynylcarbonyl group, a 3-iodo-2-propynylcarbonyl group, a 3-bromo-1-hexynylcarbonyl group, a 5,5-dichloro-2-methyl-3-pentynylcarbonyl group, a 4-chloro-1,1-dimethyl-2-butynylcarbonyl group, etc., and they are selected within the range of the specified number of carbon atoms respectively. 【0046】 As used herein, the notation “(C a ~C b ) alkoxycarbonyl” represents an alkyl-O-C(O)- group having the above-mentioned meaning and consisting of 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, a 2-ethylhexyloxycarbonyl group, etc., and they are selected within the range of the specified number of carbon atoms respectively. 【0047】 As used herein, the notation “halo(C a ~C bThe notation "alkoxycarbonyl" represents a haloalkyl-OC(O)- group having a to b carbon atoms, as described above. Specific examples include chloromethoxycarbonyl group, 2-chloroethoxycarbonyl group, 2,2-difluoroethoxycarbonyl group, 2,2,2-trifluoroethoxycarbonyl group, and 2,2,2-trichloroethoxycarbonyl group, each selected within the specified range of carbon atoms. 【0048】 In this specification, "(C a ~C b The notation "alkenyloxycarbonyl" represents an alkenyl-OC(O)- group having a to b carbon atoms, as described above. Specific examples include vinyloxycarbonyl group, allyloxycarbonyl group, 1-propenyloxycarbonyl group, 2-propenyloxycarbonyl group, 1-methylethenyloxycarbonyl group, 2-butenyloxycarbonyl group, 2-methyl-2-propenyloxycarbonyl group, 3-methyl-2-butenyloxycarbonyl group, and 1,1-dimethyl-2-propenyloxycarbonyl, each selected within the specified range of carbon atoms. 【0049】 In this specification, "halo(C) a ~C b The notation "alkenyloxycarbonyl" represents a haloalkenyl-OC(O)- group having a to b carbon atoms, as described above. Specific examples include 1-fluorovinyloxycarbonyl group, 1-chlorovinyloxycarbonyl group, 1-bromo-1-propenyloxycarbonyl group, 3-iodobutenyloxycarbonyl group, 1-fluoro-2methylpropenyloxycarbonyl group, and 3,3-dichloroallyloxycarbonyl group, each selected within the specified range of carbon atoms. 【0050】 In this specification, "(C a ~C bThe notation "alkynyloxycarbonyl" represents an alkynyl-OC(O)- group having a to b carbon atoms, as described above. Specific examples include propargyloxycarbonyl group, 2-butynyloxycarbonyl group, 1-pentynyloxycarbonyl group, and 1-hexynyloxycarbonyl group, each selected within the specified range of carbon atoms. 【0051】 In this specification, "halo(C) a ~C b The notation "alkynyloxycarbonyl" represents an alkynyl-OC(O)- group, which has a to b carbon atoms in which hydrogen atoms bonded to carbon atoms are arbitrarily substituted by halogen atoms. Specific examples include 3-chloro-1-propynyloxycarbonyl group, 3-bromo-1-butynyloxycarbonyl group, 3-bromo-2-propynyloxycarbonyl group, 3-iodo-2-propynyloxycarbonyl group, 3-bromo-1-hexynyloxycarbonyl group, 5,5-dichloro-2-methyl-3-pentynyloxycarbonyl group, and 4-chloro-1,1-dimethyl-2-butynyloxycarbonyl group, each selected within the specified range of carbon atoms. 【0052】 In this specification, "(C a ~C b The notation "cycloalkyloxycarbonyl" represents a cycloalkyl-OC(O)- group having a to b carbon atoms, as described above. Specific examples include cyclopropyloxycarbonyl group, cyclobutyloxycarbonyl group, cyclopentyloxycarbonyl group, cyclohexyloxycarbonyl group, and cycloheptyloxycarbonyl group, each selected within the specified range of carbon atoms. 【0053】 In this specification, "halo(C) a ~C bThe notation "(cycloalkyloxycarbonyl)" represents a halocycloalkyl-OC(O)- group having a to b carbon atoms, as described above. Specific examples include 1-fluorocyclopropyloxycarbonyl group, 1-chlorocyclopropyloxycarbonyl group, 2-fluorocyclopropyloxycarbonyl group, 2-chlorocyclopropyloxycarbonyl group, 1-fluorocyclobutyloxycarbonyl group, 1-chlorocyclobutyloxycarbonyl group, 2-fluorocyclobutyloxycarbonyl group, 3-fluorocyclobutyloxycarbonyl group, 1-fluorocyclopentyloxycarbonyl group, 2-fluorocyclopentyloxycarbonyl group, 1-fluorocyclohexyloxycarbonyl group, 2-fluorocyclohexyloxycarbonyl group, 3-fluorocyclohexyloxycarbonyl group, 4-fluorocyclohexyloxycarbonyl group, and 1-fluorocycloheptyloxycarbonyl group, each selected within the specified range of carbon atoms. 【0054】 In this specification, "(C a ~C b The notation "alkylthiocarbonyl" represents an alkyl-C(S)- group having a to b carbon atoms, as described above. Specific examples include methylthiocarbonyl group, n-propylthiocarbonyl group, butylthiocarbonyl group, i-butylthiocarbonyl group, tert-butylthiocarbonyl group, 2-methylbutylthiocarbonyl group, hexylthiocarbonyl group, heptanothiocarbonyl group, etc., and each is selected within the specified range of carbon atoms. 【0055】 In this specification, "halo(C) a ~C bThe notation "alkylthiocarbonyl" represents a haloalkyl-C(S)- group having a to b carbon atoms, as described above. Specific examples include fluoromethylthiocarbonyl group, chloromethylthiocarbonyl group, difluoromethylthiocarbonyl group, dichloromethylthiocarbonyl group, trifluoromethylthiocarbonyl group, chlorodifluoromethylthiocarbonyl group, bromodifluoromethylthiocarbonyl group, trichloromethylthiocarbonyl group, pentafluoropropylthiocarbonyl group, heptafluorobutylthiocarbonyl group, and 3-chloro-2,2-dimethylpronylthiocarbonyl group, each selected within the specified range of carbon atoms. 【0056】 In this specification, "(C a ~C b The notation "alkylcarbonyloxy" represents an alkyl-C(O)-O- group having a to b carbon atoms, as described above. Specific examples include methylcarbonyloxy group, ethylcarbonyloxy group, n-propylcarbonyloxy group, i-propylcarbonyloxy group, n-butylcarbonyloxy group, i-butylcarbonyloxy group, s-butylcarbonyloxy group, tert-butylcarbonyloxy group, and 2-ethylhexylcarbonyloxy group, each selected within the specified range of carbon atoms. 【0057】 In this specification, "halo(C) a ~C b The notation "alkylcarbonyloxy" represents a haloalkyl-C(O)-O- group having a number of carbon atoms from a to b, as described above. Specific examples include chloromethylcarbonyloxy group, 2-chloroethylcarbonyloxy group, 2,2-difluoroethylcarbonyloxy group, 2,2,2-trifluoroethylcarbonyloxy group, and 2,2,2-trichloroethylcarbonyloxy group, each selected within the specified range of carbon atoms. 【0058】 In this specification, "(C a ~C bThe notation "alkenylcarbonyloxy" represents an alkenyl-C(O)-O- group having a to b carbon atoms, as described above. Specific examples include vinylcarbonyloxy group, allylcarbonyloxy group, 1-propenylcarbonyloxy group, 2-propenylcarbonyloxy group, 1-methylethenylcarbonyloxy group, 2-butenylcarbonyloxy group, 2-methyl-2-propenylcarbonyloxy group, 3-methyl-2-butenylcarbonyloxy group, and 1,1-dimethyl-2-propenylcarbonyloxy, each selected within the specified range of carbon atoms. 【0059】 In this specification, "halo(C) a ~C b The notation "alkenylcarbonyloxy" represents a haloalkenyl-C(O)-O- group having a to b carbon atoms, as described above. Specific examples include 1-fluorovinylcarbonyloxy group, 1-chlorovinylcarbonyloxy group, 1-bromo-1-propenylcarbonyloxy group, 3-iodobutenylcarbonyloxy group, 1-fluoro-2methylpropenylcarbonyloxy group, and 3,3-dichloroallylcarbonyloxy group, each selected within the specified range of carbon atoms. 【0060】 In this specification, "(C a ~C b The notation "alkynylcarbonyloxy" represents an alkynyl-C(O)-O- group having a to b carbon atoms, as described above. Specific examples include propargylcarbonyloxy group, 2-butynylcarbonyloxy group, 1-pentynylcarbonyloxy group, and 1-hexynylcarbonyloxy group, each selected within the specified range of carbon atoms. 【0061】 In this specification, "halo(C) a ~C bThe notation "alkynylcarbonyloxy" refers to an alkynyl-C(O)-O- group, which has a to b carbon atoms in which hydrogen atoms bonded to carbon atoms are arbitrarily substituted by halogen atoms. Specific examples include 3-chloro-1-propynylcarbonyloxy group, 3-bromo-1-butynylcarbonyloxy group, 3-bromo-2-propynylcarbonyloxy group, 3-iodo-2-propynylcarbonyloxy group, 3-bromo-1-hexynylcarbonyloxy group, 5,5-dichloro-2-methyl-3-pentynylcarbonyloxy group, and 4-chloro-1,1-dimethyl-2-butynylcarbonyloxy group, each selected within the specified range of carbon atoms. 【0062】 In this specification, "(C a ~C b The notation "cycloalkylcarbonyloxy" represents a cycloalkyl-C(O)-O- group having a to b carbon atoms, as described above. Specific examples include cyclopropylcarbonyloxy, cyclobutylcarbonyloxy, cyclopentylcarbonyloxy, cyclohexylcarbonyloxy, and cycloheptylcarbonyloxy, each selected within the specified range of carbon atoms. 【0063】 In this specification, "halo(C) a ~C bThe notation "cycloalkylcarbonyloxy" represents a halocycloalkyl-C(O)-O- group having a to b carbon atoms, as described above. Specific examples include 1-fluorocyclopropylcarbonyloxy group, 1-chlorocyclopropylcarbonyloxy group, 2-fluorocyclopropylcarbonyloxy group, 2-chlorocyclopropylcarbonyloxy group, 1-fluorocyclobutylcarbonyloxy group, 1-chlorocyclobutylcarbonyloxy group, 2-fluorocyclobutylcarbonyloxy group, 3-fluorocyclobutylcarbonyloxy group, 1-fluorocyclopentylcarbonyloxy group, 2-fluorocyclopentylcarbonyloxy group, 1-fluorocyclohexylcarbonyloxy group, 2-fluorocyclohexylcarbonyloxy group, 3-fluorocyclohexylcarbonyloxy group, 4-fluorocyclohexylcarbonyloxy group, and 1-fluorocycloheptylcarbonyloxy group, each selected within the specified range of carbon atoms. 【0064】 In this specification, "(C a ~C b The notation "alkylthio" represents an alkyl-S-group having a to b carbon atoms, as described above. Specific examples include methylthio group, ethylthio group, n-propylthio group, i-propylthio group, n-butylthio group, i-butylthio group, s-butylthio group, and tert-butylthio group, each selected within the specified range of carbon atoms. 【0065】 In this specification, "halo(C) a ~C bThe notation "(alkylthio)" represents a haloalkyl-S- group having a to b carbon atoms, as described above. Specific examples include difluoromethylthio group, trifluoromethylthio group, chlorodifluoromethylthio group, bromodifluoromethylthio group, 2,2,2-trifluoroethylthio group, 1,1,2,2-tetrafluoroethylthio group, 2-chloro-1,1,2-trifluoroethylthio group, pentafluoroethylthio group, 1,1,2,3,3,3-hexafluoropropylthio group, heptafluoropropylthio group, 1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethylthio group, nonafluorobutylthio group, etc., and each is selected within the specified range of carbon atoms. 【0066】 In this specification, "(C a ~C b The notation "alkylsulfinyl" represents an alkyl-S(O)- group having a to b carbon atoms, as described above. Specific examples include methylsulfinyl group, ethylsulfinyl group, n-propylsulfinyl group, i-propylsulfinyl group, n-butylsulfinyl group, i-butylsulfinyl group, s-butylsulfinyl group, and tert-butylsulfinyl group, each selected within the specified range of carbon atoms. 【0067】 In this specification, "halo(C) a ~C b The notation "(alkylsulfinyl)" represents a haloalkyl-S(O)- group having a to b carbon atoms, as described above. Specific examples include difluoromethylsulfinyl group, trifluoromethylsulfinyl group, chlorodifluoromethylsulfinyl group, bromodifluoromethylsulfinyl group, 2,2,2-trifluoroethylsulfinyl group, 1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethylsulfinyl group, and nonafluorobutylsulfinyl group, each selected within the specified range of carbon atoms. 【0068】 In this specification, "(C a ~C bThe notation "alkylsulfonyl" represents an alkyl-SO2- group having a to b carbon atoms, as described above. Specific examples include methylsulfonyl group, ethylsulfonyl group, n-propylsulfonyl group, i-propylsulfonyl group, n-butylsulfonyl group, i-butylsulfonyl group, s-butylsulfonyl group, and tert-butylsulfonyl group, each selected within the specified range of carbon atoms. 【0069】 In this specification, "halo(C) a ~C b The notation "alkylsulfonyl" represents a haloalkyl-SO2- group having a to b carbon atoms, as described above. Specific examples include difluoromethylsulfonyl group, trifluoromethylsulfonyl group, chlorodifluoromethylsulfonyl group, bromodifluoromethylsulfonyl group, 2,2,2-trifluoroethylsulfonyl group, 1,1,2,2-tetrafluoroethylsulfonyl group, and 2-chloro-1,1,2-trifluoroethylsulfonyl group, each selected within the specified range of carbon atoms. 【0070】 In this specification, "(C a ~C b The notation "alkylsulfonyloxy" represents an alkyl-SO2-O- group having a to b carbon atoms, as described above. Specific examples include methylsulfonyloxy group, ethylsulfonyloxy group, n-propylsulfonyloxy group, i-propylsulfonyloxy group, n-butylsulfonyloxy group, i-butylsulfonyloxy group, s-butylsulfonyloxy group, tert-butylsulfonyloxy group, etc., each selected within the specified range of carbon atoms. 【0071】 In this specification, "halo(C) a ~C bThe notation "alkylsulfonyloxy" represents a haloalkyl-SO2-O- group having a to b carbon atoms, as described above. Specific examples include difluoromethylsulfonyloxy group, trifluoromethylsulfonyloxy group, chlorodifluoromethylsulfonyloxy group, bromodifluoromethylsulfonyloxy group, 2,2,2-trifluoroethylsulfonyloxy group, 1,1,2,2-tetrafluoroethylsulfonyloxy group, and 2-chloro-1,1,2-trifluoroethylsulfonyloxy group, each selected within the specified range of carbon atoms. 【0072】 In this specification, the term "heterocyclic group" is used, for example, to refer to thiophen-2-yl, thiophen-3-yl, fran-2-yl, fran-3-yl, pyrrol-1-yl, pyrrol-2-yl, pyrrol-3-yl, oxazole-2-yl, oxazole-4-yl, oxazole-5-yl, isoxazole-3-yl, isoxazole-4-yl, isoxazole-5-yl, isoxazolin-3-yl, isoxazolin-4-yl, isoxazolin-5-yl, thiazole-2-yl, thiazole-4-yl, thiazole-5-yl, isoth Azole-3-yl, isothiazol-4-yl, isothiazol-5-yl, pyrazol-1-yl, pyrazol-3-yl, pyrazol-4-yl, pyrazol-5-yl, imidazole-1-yl, imidazole-2-yl, imidazole-4-yl, 1,3,4-oxadiazole-2-yl, 1,2,4-oxadiazole-3-yl, 1,2,4-oxadiazole-5-yl, 1,3,4-thiadiazole-2-yl, 1,2,4-thiadiazole-3-yl, 1,2,4-thiadiazole-5-yl, 1,2,4-triazole-1-yl 1,2,4-triazole-3-yl, 1,2,4-triazole-5-yl, 1,2,3-thiadiazole-5-yl, 1,2,3-triazole-1-yl, 1,2,3-triazole-2-yl, 1,2,3-triazole-4-yl, 1,2,3,4-tetrazol-1-yl, 1,2,3,4-tetrazol-2-yl, 1,2,3,4-tetrazol-5-yl, pyridine-2-yl, pyridine-3-yl, pyridine-4-yl, pyrimidine-2-yl, pyrimidine-4-yl, pyrimidine-5-yl, pyrazine-2-yl, pyridazine-3 -yl, pyridazine-4-yl, 1,3,5-triazine-2-yl, 1,2,4-triazine-3-yl, 1,2,4-triazine-5-yl, 1,2,4-triazine-6-yl, benzothiophene-2-yl, benzothiophene-3-yl, benzothiophene-4-yl, benzothiophene-5-yl, benzothiophene-6-yl, benzothiophene-7-yl, benzofuran-2-yl, benzofuran-3-yl, benzofuran-4-yl, benzofuran-5-yl, benzofuran-6-yl, benzofuran-7-yl, indole-1-yl,Indole-2-yl, indole-3-yl, indole-4-yl, indole-5-yl, indole-6-yl, indole-7-yl, benzothiazole-2-yl, benzothiazole-4-yl, benzothiazole-5-yl, benzothiazole-6-yl, benzothiazole-7-yl, benzimidazole-1-yl, benzimidazole-2-yl, benzimidazole-4-yl, benzimidazole-5-yl, benzimidazole-6-yl, benzimidazole-7-yl, benzoisoxazole-3-yl, Benzoisoxazole-4-yl, benzoisoxazole-5-yl, benzoisoxazole-6-yl, benzoisoxazole-7-yl, benzoisothiazol-3-yl, benzoisothiazol-4-yl, benzoisothiazol-5-yl, benzoisothiazol-6-yl, benzoisothiazol-7-yl, indazole-1-yl, indazole-3-yl, indazole-4-yl, indazole-5-yl, indazole-6-yl, indazole-7-yl, benzoxazole-2-yl, benzoxazole- 4-yl, benzoxazole-5-yl, benzoxazole-6-yl, benzoxazole-7-yl, quinoline-2-yl, quinoline-3-yl, quinoline-4-yl, quinoline-5-yl, quinoline-6-yl, quinoline-7-yl, quinoline-8-yl, isoquinoline-1-yl, isoquinoline-3-yl, isoquinoline-4-yl, isoquinoline-5-yl, isoquinoline-6-yl, isoquinoline-7-yl, isoquinoline-8-yl, quinoxaline-2-yl, quinoxaline-3-yl, quinoxaline-5-yl, quinoxa Specific examples include phosphorus-6-yl, quinoxaphosphate-7-yl, quinoxaphosphate-8-yl, phthalazine-1-yl, phthalazine-4-yl, phthalazine-5-yl, phthalazine-6-yl, phthalazine-7-yl, phthalazine-8-yl, cinnophosphate-3-yl, cinnophosphate-4-yl, cinnophosphate-5-yl, cinnophosphate-6-yl, cinnophosphate-7-yl, cinnophosphate-8-yl, quinazolin-2-yl, quinazolin-4-yl, quinazolin-5-yl, quinazolin-6-yl, quinazolin-7-yl, or quinazolin-8-yl. 【0073】 In this specification, "arbitrarily substituted (C a ~C b The notation "(C)alkyl" represents an alkyl group having a to b carbon atoms, in which hydrogen atoms bonded to carbon atoms are arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. a ~C b When there are two or more substituents on an alkyl group, each substituent may be the same or different from the others. 【0074】 In this specification, "arbitrarily substituted halo (C) a ~C b The notation "(C)alkyl" represents a haloalkyl group having a to b carbon atoms, in which a hydrogen atom or halogen atom bonded to a carbon atom is arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. In this case, each halo(C) a ~C b When there are two or more substituents on an alkyl group, each substituent may be the same or different from the others. 【0075】 In this specification, "arbitrarily substituted (C a ~C b The notation "(C) alkenyl" represents an alkenyl group having a to b carbon atoms, in which hydrogen atoms bonded to carbon atoms are arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. a ~C b When there are two or more substituents on the alkenyl group, each substituent may be the same or different from the others. 【0076】 In this specification, "arbitrarily substituted halo (C) a ~C bThe notation "(Alkenyl)" represents a haloalkenyl group having a number of carbon atoms from a to b, in which a hydrogen atom or halogen atom bonded to a carbon atom is arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. In this case, each halo(C a ~C b When there are two or more substituents on the alkenyl group, each substituent may be the same or different from the others. 【0077】 In this specification, "arbitrarily substituted (C a ~C b The notation "(Alkynyl)" represents an alkynyl group having a to b carbon atoms, in which hydrogen atoms bonded to carbon atoms are arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. In this case, each (C a ~C b When there are two or more substituents on the alkynyl group, each substituent may be the same or different from the others. 【0078】 In this specification, "arbitrarily substituted halo (C) a ~C b The notation "(Alkynyl)" represents a haloalkynyl group having a to b carbon atoms, in which a hydrogen atom or halogen atom bonded to a carbon atom is arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. In this case, each halo(C a ~C b When there are two or more substituents on the alkynyl group, each substituent may be the same or different from the others. 【0079】 In this specification, "arbitrarily substituted (C a ~C bThe notation "(C)cycloalkyl" represents a cycloalkyl group having a to b carbon atoms, in which hydrogen atoms bonded to carbon atoms are arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. In this case, each (C a ~C b When there are two or more substituents on the cycloalkyl group, each substituent may be the same or different from the others. 【0080】 In this specification, "arbitrarily substituted halo (C) a ~C b The notation "(C)cycloalkyl" represents a halocycloalkyl group having a to b carbon atoms, in which a hydrogen atom or halogen atom bonded to a carbon atom is arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. In this case, each halo(C) a ~C b When there are two or more substituents on the cycloalkyl group, each substituent may be the same or different from the others. 【0081】 In this specification, "arbitrarily substituted (C a ~C b The notation "(alkoxy)" represents an alkoxy group having a to b carbon atoms, in which hydrogen atoms bonded to carbon atoms are arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. In this case, each (C a ~C b When there are two or more substituents on the alkoxy group, each substituent may be the same or different from the others. 【0082】 In this specification, "arbitrarily substituted halo (C) a ~C bThe notation "alkoxy" represents a haloalkoxy group having a carbon atom number of a to b, in which a hydrogen atom or a halogen atom bonded to a carbon atom is optionally substituted by a substituent arbitrarily selected from the corresponding substituent group, and is selected within the range of the specified carbon atom number. At this time, when there are two or more substituents on each halo(C a ~C b ) alkoxy group, the respective substituents may be the same as or different from each other. 【0083】 The notation "optionally substituted (C a ~C b ) alkenyloxy" in this specification represents an alkenyloxy group having a carbon atom number of a to b, in which a hydrogen atom bonded to a carbon atom is optionally substituted by a substituent arbitrarily selected from the corresponding substituent group, and is selected within the range of the specified carbon atom number. At this time, when there are two or more substituents on each (C a ~C b ) alkenyloxy group, the respective substituents may be the same as or different from each other. 【0084】 The notation "optionally substituted halo(C a ~C b ) alkenyloxy" in this specification represents a haloalkenyloxy group having a carbon atom number of a to b, in which a hydrogen atom or a halogen atom bonded to a carbon atom is optionally substituted by a substituent arbitrarily selected from the corresponding substituent group, and is selected within the range of the specified carbon atom number. At this time, when there are two or more substituents on each halo(C a ~C b ) alkenyloxy group, the respective substituents may be the same as or different from each other. 【0085】 The notation "optionally substituted (C a ~C b) The notation "alkynyloxy" represents an alkynyloxy group having a carbon atom number of a to b, in which a hydrogen atom bonded to a carbon atom is arbitrarily substituted by a substituent arbitrarily selected from the corresponding substituent group, and is selected within the range of the specified carbon atom number. At this time, when there are two or more substituents on each (C a ~C b ) alkynyloxy group, each substituent may be the same or different from each other. 【0086】 The notation "optionally substituted halo(C a ~C b ) alkynyloxy" in this specification represents a haloalkynyloxy group having a carbon atom number of a to b, in which a hydrogen atom or a halogen atom bonded to a carbon atom is arbitrarily substituted by a substituent arbitrarily selected from the corresponding substituent group, and is selected within the range of the specified carbon atom number. At this time, when there are two or more substituents on each halo(C a ~C b ) alkynyloxy group, each substituent may be the same or different from each other. 【0087】 The notation "optionally substituted (C a ~C b ) cycloalkyloxy" in this specification represents a cycloalkyloxy group having a carbon atom number of a to b, in which a hydrogen atom bonded to a carbon atom is arbitrarily substituted by a substituent arbitrarily selected from the corresponding substituent group, and is selected within the range of the specified carbon atom number. At this time, when there are two or more substituents on each (C a ~C b ) cycloalkyloxy group, each substituent may be the same or different from each other. 【0088】 The notation "optionally substituted halo(C a ~C bThe notation "(C)cycloalkoxy" represents a halocycloalkoxy group having a to b carbon atoms, in which a hydrogen atom or halogen atom bonded to a carbon atom is arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. In this case, each halo(C) a ~C b When there are two or more substituents on the cycloalkoxy group, each substituent may be the same or different from the others. 【0089】 In this specification, "arbitrarily substituted (C a ~C b The notation "(alkylcarbonyl)" represents an alkylcarbonyl group having a to b carbon atoms, in which hydrogen atoms bonded to carbon atoms are arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. a ~C b When there are two or more substituents on the alkylcarbonyl group, each substituent may be the same or different from the others. 【0090】 In this specification, "arbitrarily substituted halo (C) a ~C b The notation "(alkylcarbonyl)" represents a haloalkylcarbonyl group having a number of carbon atoms from a to b, in which a hydrogen atom or halogen atom bonded to a carbon atom is arbitrarily substituted by a substituent arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. In this case, each halo(C a ~C b When there are two or more substituents on the alkylcarbonyl group, each substituent may be the same or different from the others. 【0091】 In this specification, "arbitrarily substituted (C a ~C bThe notation "(C) cycloalkylcarbonyl" represents a cycloalkylcarbonyl group having a to b carbon atoms, in which hydrogen atoms bonded to carbon atoms are arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. a ~C b When there are two or more substituents on the cycloalkylcarbonyl group, each substituent may be the same or different from the others. 【0092】 In this specification, "arbitrarily substituted halo (C) a ~C b The notation "(C)cycloalkylcarbonyl" represents a halocycloalkylcarbonyl group having a to b carbon atoms, in which a hydrogen atom or halogen atom bonded to a carbon atom is arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. In this case, each halo(C) a ~C b When there are two or more substituents on the cycloalkylcarbonyl group, each substituent may be the same or different from the others. 【0093】 In this specification, "arbitrarily substituted (C a ~C b The notation "(alkoxycarbonyl)" represents an alkoxycarbonyl group having a to b carbon atoms, in which hydrogen atoms bonded to carbon atoms are arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. In this case, each (C a ~C b When there are two or more substituents on the alkoxycarbonyl group, each substituent may be the same or different from the others. 【0094】 In this specification, "arbitrarily substituted halo (C) a ~C bThe notation "(alkoxycarbonyl)" represents a haloalkoxycarbonyl group having a to b carbon atoms, in which a hydrogen atom or halogen atom bonded to a carbon atom is arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. In this case, each halo(C a ~C b When there are two or more substituents on the alkoxycarbonyl group, each substituent may be the same or different from the others. 【0095】 In this specification, "arbitrarily substituted (C a ~C b The notation "(Alkenyloxycarbonyl)" represents an alkenyloxycarbonyl group having a to b carbon atoms, in which hydrogen atoms bonded to carbon atoms are arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. a ~C b When there are two or more substituents on the alkenyloxycarbonyl group, each substituent may be the same or different from the others. 【0096】 In this specification, "arbitrarily substituted halo (C) a ~C b The notation "(Alkenyloxycarbonyl)" represents a haloalkenyloxycarbonyl group having a to b carbon atoms, in which a hydrogen atom or halogen atom bonded to a carbon atom is arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. a ~C b When there are two or more substituents on the alkenyloxycarbonyl group, each substituent may be the same or different from the others. 【0097】 In this specification, "arbitrarily substituted (C a ~C bThe notation "(Alkynyloxycarbonyl)" represents an alkynyloxycarbonyl group having a to b carbon atoms, in which hydrogen atoms bonded to carbon atoms are arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. In this case, each (C a ~C b When there are two or more substituents on the alkynyloxycarbonyl group, each substituent may be the same or different from the others. 【0098】 In this specification, "arbitrarily substituted halo (C) a ~C b The notation "(Alkynyloxycarbonyl)" represents a haloalkynyloxycarbonyl group having a to b carbon atoms, in which a hydrogen atom or halogen atom bonded to a carbon atom is arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. In this case, each halo(C a ~C b When there are two or more substituents on the alkynyloxycarbonyl group, each substituent may be the same or different from the others. 【0099】 In this specification, "arbitrarily substituted (C a ~C b The notation "alkylcarbonyloxy" represents an alkylcarbonyloxy group having a to b carbon atoms, in which hydrogen atoms bonded to carbon atoms are arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. In this case, each (C a ~C b When there are two or more substituents on the alkylcarbonyloxy group, each substituent may be the same or different from the others. 【0100】 In this specification, "arbitrarily substituted halo (C) a ~C bThe notation "(alkylcarbonyloxy)" represents a haloalkylcarbonyloxy group having a to b carbon atoms, in which a hydrogen atom or halogen atom bonded to a carbon atom is arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. In this case, each halo(C a ~C b When there are two or more substituents on the alkylcarbonyloxy group, each substituent may be the same or different from the others. 【0101】 In this specification, "arbitrarily substituted (C a ~C b The notation "(Alkenylcarbonyloxy)" represents an alkenic carbonyloxy group having a to b carbon atoms, in which hydrogen atoms bonded to carbon atoms are arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. a ~C b When there are two or more substituents on the alkenylcarbonyloxy group, each substituent may be the same or different from the others. 【0102】 In this specification, "arbitrarily substituted halo (C) a ~C b The notation "(Alkenylcarbonyloxy)" represents a haloalkenylcarbonyloxy group having a to b carbon atoms, in which a hydrogen atom or halogen atom bonded to a carbon atom is arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. In this case, each halo(C a ~C b When there are two or more substituents on the alkenylcarbonyloxy group, each substituent may be the same or different from the others. 【0103】 In this specification, "arbitrarily substituted (C a ~C bThe notation "(Alkynylcarbonyloxy)" represents an alkynylcarbonyloxy group having a to b carbon atoms, in which hydrogen atoms bonded to carbon atoms are arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. In this case, each (C a ~C b When there are two or more substituents on the alkynylcarbonyloxy group, each substituent may be the same or different from the others. 【0104】 In this specification, "arbitrarily substituted halo (C) a ~C b The notation "(Alkynylcarbonyloxy)" represents a haloalkynylcarbonyloxy group having a to b carbon atoms, in which a hydrogen atom or halogen atom bonded to a carbon atom is arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. In this case, each halo(C a ~C b When there are two or more substituents on the alkynylcarbonyloxy group, each substituent may be the same or different from the others. 【0105】 In this specification, "arbitrarily substituted (C a ~C b The notation "(alkylthio)" represents an alkylthio group having a to b carbon atoms, in which hydrogen atoms bonded to carbon atoms are arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. In this case, each (C a ~C b When there are two or more substituents on the alkylthio group, each substituent may be the same or different from the others. 【0106】 In this specification, "arbitrarily substituted halo (C) a ~C b) The notation "alkylthio" represents a haloalkylthio group having a carbon atom number of a to b, in which a hydrogen atom or a halogen atom bonded to a carbon atom is arbitrarily substituted by a substituent arbitrarily selected from the corresponding substituent group, and is selected within the range of the specified carbon atom number. At this time, when there are two or more substituents on each halo(C a ~C b ) alkylthio group, the respective substituents may be the same or different from each other. 【0107】 The notation "optionally substituted (C a ~C b ) alkylsulfinyl" in this specification represents an alkylsulfinyl group having a carbon atom number of a to b, in which a hydrogen atom bonded to a carbon atom is arbitrarily substituted by a substituent arbitrarily selected from the corresponding substituent group, and is selected within the range of the specified carbon atom number. At this time, when there are two or more substituents on each (C a ~C b ) alkylsulfinyl group, the respective substituents may be the same or different from each other. 【0108】 The notation "optionally substituted halo(C a ~C b ) alkylsulfinyl" in this specification represents a haloalkylsulfinyl group having a carbon atom number of a to b, in which a hydrogen atom or a halogen atom bonded to a carbon atom is arbitrarily substituted by a substituent arbitrarily selected from the corresponding substituent group, and is selected within the range of the specified carbon atom number. At this time, when there are two or more substituents on each halo(C a ~C b ) alkylsulfinyl group, the respective substituents may be the same or different from each other. 【0109】 The notation "optionally substituted (C a ~C bThe notation "(Ca~Cb)alkylsulfonyl" represents an alkylsulfonyl group having a to b carbon atoms, in which hydrogen atoms bonded to carbon atoms are arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and the substituents are selected within the specified range of carbon atoms. In this case, when there are two or more substituents on each (Ca~Cb)alkylsulfonyl group, the substituents may be the same or different from each other. 【0110】 In this specification, "arbitrarily substituted halo (C) a ~C b The notation "(Alkylsulfonyl)" represents a haloalkylsulfonyl group having a to b carbon atoms, in which a hydrogen atom or halogen atom bonded to a carbon atom is arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and the number of carbon atoms is selected within the specified range of carbon atoms. In this case, when there are two or more substituents on each halo(Ca~Cb)alkylsulfonyl group, the substituents may be the same or different from each other. 【0111】 In this specification, "arbitrarily substituted (C a ~C b The notation "alkylsulfonyloxy" represents an alkylsulfonyloxy group having a to b carbon atoms, in which hydrogen atoms bonded to carbon atoms are arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. In this case, each (C a ~C b When there are two or more substituents on the alkylsulfonyloxy group, each substituent may be the same or different from the others. 【0112】 In this specification, "arbitrarily substituted halo (C) a ~C bThe notation "(alkylsulfonyloxy)" represents a haloalkylsulfonyloxy group having a to b carbon atoms, in which a hydrogen atom or halogen atom bonded to a carbon atom is arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. In this case, each halo(C a ~C b When there are two or more substituents on the alkylsulfonyloxy group, each substituent may be the same or different from the others. 【0113】 In this specification, "arbitrarily substituted (C a ~C b The notation "(alkylthiocarbonyl)" represents an alkylthiocarbonyl group having a to b carbon atoms, in which hydrogen atoms bonded to carbon atoms are arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. a ~C b When there are two or more substituents on the alkylthiocarbonyl group, each substituent may be the same or different from the others. 【0114】 In this specification, "arbitrarily substituted halo (C) a ~C b The notation "(alkylthiocarbonyl)" represents a haloalkylthiocarbonyl group having a to b carbon atoms, in which a hydrogen atom or halogen atom bonded to a carbon atom is arbitrarily substituted by substituents arbitrarily selected from the corresponding group of substituents, and is selected within the specified range of carbon atoms. a ~C b When there are two or more substituents on the alkylthiocarbonyl group, each substituent may be the same or different from the others. 【0115】 In this specification, the term "arbitrarily substituted phenyl" refers to a phenyl group in which a hydrogen atom bonded to a carbon atom on the phenyl ring is arbitrarily substituted by a substituent arbitrarily selected from the applicable group of substituents. In this case, if there are two or more substituents on each phenyl group, the substituents may be identical or different from each other. 【0116】 In this specification, the term "arbitrarily substituted heterocyclic group" refers to a heterocyclic group in which a hydrogen atom bonded to a carbon atom on the heterocycle is arbitrarily substituted by a substituent arbitrarily selected from the applicable group of substituents. In this case, if there are two or more substituents on each heterocyclic group, the substituents may be identical or different from each other. 【0117】 In this specification, the term "arbitrarily substituted phenoxy" refers to a phenoxy group in which a hydrogen atom bonded to a carbon atom on a phenyl ring is arbitrarily substituted by a substituent arbitrarily selected from the applicable group of substituents. In this case, if there are two or more substituents on each phenoxy group, the substituents may be identical or different from each other. 【0118】 In this specification, the term "arbitrarily substituted pyridyloxy" refers to a pyridyloxy group in which a hydrogen atom bonded to a carbon atom on a pyridine ring is arbitrarily substituted by a substituent arbitrarily selected from the applicable group of substituents. In this case, if there are two or more substituents on each pyridyloxy group, the substituents may be identical or different from each other. 【0119】 The present invention relates to a compound represented by formula (1), a salt thereof, or an N-oxide thereof. The compound represented by formula (1) is a compound having a structure in which a cyclic structure A and a cyclic structure B are linked by an imino group. The compound will be described below. 【0120】 The annular structure A is represented by the above formulas A-1, A-2, A-3, or A-4. That is, X A , X B , X C , X D , XE , X F , X G , X H These are amine compound residues substituted with a phenyl group or a nitrogen-containing heterocyclic group, which may have substituents as defined by L and E. In the compound of the present invention represented by formula (1), a preferred embodiment of the cyclic structure A portion is a six-membered ring-substituted amine compound residue represented by formula A-1 or formula A-2. Specific A groups include A-5, A-6, A-7, A-8, A-9, A-10, A-11, A-12, A-13, A-14, A-15, A-16, A-17, and A-18. More preferably, the A group is A-5, A-6, A-7, A-8, A-9, A-10, A-11, or A-13. Even more preferably, A is A-5, A-7, A-9, A-10, A-11, or A-13. 【0121】 In formula A-1 or formula A-2, R A , R B , R C , R D and R E Preferably, each of these groups is independently 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(C1-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 -C(O)NY1Y2 group. The cyclic structure A preferably has one or more substituents, R A , R B , R C , R D and RE Preferably, at least one of the groups is (if there are two or more substituents, each independently) 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(C1-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 -C(O)NY1Y2 group, with the remainder being hydrogen atoms. R A , R B , R C , R D and R E Examples of these include hydrogen atoms, halogen atoms, trifluoromethyl groups, pentafluoroethyl groups, heptafluoroisopropyl groups, trifluoromethoxy groups, 2,2,2-trifluoroethoxy groups, trifluoromethylthio groups, 2,2,2-trifluoroethylthio groups, pentafluoroethylthio groups, trifluoromethylsulfinyl groups, 2,2,2-trifluoroethylsulfinyl groups, pentafluoroethylsulfinyl groups, trifluoromethylsulfonyl groups, 2,2,2-trifluoroethylsulfonyl groups, or pentafluoroethylsulfonyl groups. R A , R B , R C , R D and R E The group is more preferably selected from a hydrogen atom, a halogen atom, a trifluoromethyl group, a pentafluoroethyl group, a trifluoromethoxy group, or a trifluoromethylthio group. 【0122】 The cyclic structure A may also be in the form of a five-membered ring-substituted amine compound residue represented by formula A-3 or formula A-4. In the case of formula A-3 or formula A-4, X F , X G , X H Preferably, at least one of them is a carbon atom. In formula A-3 or formula A-4, R F , R G and R H Preferably, each of these groups is independently 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(C1-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 -C(O)NY1Y2 group. The cyclic structure A preferably has one or more substituents, R F , R G and R HPreferably, at least one of the groups is (if there are two or more substituents, each independently) 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(C1-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 -C(O)NY1Y2 group, with the remainder being hydrogen atoms. The annular structure A is formula A-3 or formula A-4, and L is NR L When R L Preferably, the group is 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, an optionally substituted halo(C1-C6) alkylcarbonyl group, an optionally substituted (C3-C6) cycloalkylcarbonyl group, or an optionally substituted halo(C3-C6) cycloalkylcarbonyl group. 【0123】 When the cyclic structure A is the above formula A-3, examples of the structure of the 5-membered ring portion are as shown in formula (A-3-1) below, such as pyrazole-5-yl (a-1), imidazole-5-yl (a-2), imidazole-2-yl (a-3), 1,2,4-triazole-3-yl (a-4), 1,2,4-triazole-5-yl (a-5), 1,2,3-triazole-5-yl (a-6), tetrazol-5-yl (a-7), thiazole-5-yl (a-8), thiazole-2-yl (a-9), isothiazole-5-yl (a-10), 1,3, Examples include, but are not limited to, 4-thiadiazole-2-yl (a-11), 1,2,4-thiadiazole-5-yl (a-12), 1,2,3-thiadiazole-5-yl (a-13), oxazole-5-yl (a-14), oxazole-2-yl (a-15), isoxazole-5-yl (a-16), 1,3,4-oxadiazole-2-yl (a-17), 1,2,4-oxadiazole-5-yl (a-18), 1,2,3-oxadiazole-5-yl (a-19), and pyrrole-2-yl (a-20). [ka] 【0124】 When the cyclic structure A is formula A-3, in formula (A-3-1), pyrazole-5-yl (a-1), imidazole-5-yl (a-2), imidazole-2-yl (a-3), 1,2,4-triazole-3-yl (a-4), 1,2,4-triazole-5-yl (a-5), 1,2,3-triazole-5-yl (a-6), tetrazol-5-yl (a-7), thiazole-5-yl (a-8), thiazole-2-yl (a-9), isothiazole-5-yl (a-10), 1,3,4-thiadiazole-2-yl (a-11), 1,2,4-thiadiazole-5-yl (a-12), 1,2,3-thiadiazole-5-yl (a-13), oxazole-5-yl (a-14), oxazole-2-yl (a-15), isoxazole-5-yl (a-16), 1,3,4-oxadiazole-2-yl (a-17), 1,2,4-oxadiazole-5-yl (a-18), 1,2,3-oxadiazole-5-yl (a-19), and pyrrole-2-yl (a-20) are preferred embodiments of the five-membered ring portion in formula A-3. When the cyclic structure A is the above formula A-3, in the above formula (A-3-1), pyrazole-5-yl(a-1), imidazole-5-yl(a-2), imidazole-2-yl(a-3), 1,2,4-triazole-3-yl(a-4), 1,2,4-triazole-5-yl(a-5), 1,2,3-triazole-5-yl(a-6), tetrazole-5-yl(a-7), thiazo L-5-yl(a-8), thiazole-2-yl(a-9), isothiazole-5-yl(a-10), 1,3,4-thiadiazole-2-yl(a-11), 1,2,4-thiadiazole-5-yl(a-12), 1,2,3-thiadiazole-5-yl(a-13), and pyrrole-2-yl(a-20) are more preferred embodiments for the structure of the five-membered ring portion in formula A-3. When the cyclic structure A is the aforementioned formula A-3, in the aforementioned formula (A-3-1), pyrazol-5-yl(a-1), imidazole-5-yl(a-2), and imidazole-2-yl(a-3) are more preferred embodiments as the structure of the five-membered ring portion in formula A-3. 【0125】 The annular structure B is represented by formulas B-1, B-2, or B-3. That is, the annular structure B is R1, R2, R3 and -S(O) n It is a pyridine compound residue having R4, in which any one of R1, R2, and R3 is substituted with a cyclic structure U. In the compound of the present invention represented by formula (1), the cyclic structure B is preferably formula B-1 or formula B-2, where R1 or R2 is a pyridine compound residue substituted with the cyclic structure U. More preferably, it is formula B-2, where R2 is substituted with the cyclic structure U. 【0126】 Substituents R1, R2, and R3 can each be 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) alkynyl group, or an optionally substituted halo(C2-C6) The group is selected from the following: alkynyl 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 phenyl group, -NY1Y2 group, cyano group, nitro group, and hydroxyl group. Furthermore, one of R1, R2, and R3 is substituted with a cyclic structure U which may have substituents represented by the formulas F-1, F-2, F-3, F-4, F-5, F-6, F-7, F-8, F-9, F-10, F-11, F-12, F-13, F-14, F-15, F-16, F-17, or F-18. 【0127】 Preferably, R1, R2, and R3 are each independently 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, an optionally substituted halo(C1-C6) alkoxy group, and a cyano group. Furthermore, the annular structure U is preferably of formula F-1, F-2, F-5, F-6, F-7, F-8, F-10, F-14, F-17, or F-18. 【0128】 More preferably, R1, R2, and R3 are each independently 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, an optionally substituted halo(C1-C6) alkoxy group, and a cyano group. Furthermore, the annular structure U is more preferably of formulas F-1, F-5, F-14, or F-17. More preferably, R1, R2, and R3 are each independently selected from the group consisting of a hydrogen atom, a halogen atom, an optionally substituted halo(C1-C6) alkyl group, an optionally substituted halo(C3-C6) cycloalkyl group, an optionally substituted halo(C1-C6) alkoxy group, and a cyano group. The cyclic structure U is F-1. 【0129】 Examples of cyclic structure U include thiophen-2-yl, thiophen-3-yl, fran-2-yl, fran-3-yl, pyrrol-2-yl, pyrrol-3-yl, oxazole-2-yl, oxazole-4-yl, oxazole-5-yl, isoxazole-3-yl, isoxazole-4-yl, isoxazole-5-yl, isoxazolin-3-yl, isoxazolin-4-yl, isoxazolin-5-yl, thiazole-2-yl, thiazole-4-yl, thiazole-5-yl, isothiazole-3-yl, isothiazole-4-yl, isothiazole-5-yl, pyrazol-3-yl, pyrazol-4-yl, pyrazol-5-yl, imidazole-2-yl, i Midazole-4-yl, imidazole-5-yl, 1,3,4-oxadiazole-2-yl, 1,2,4-oxadiazole-3-yl, 1,2,4-oxadiazole-5-yl, 1,2,3-oxadiazole-5-yl, 1,3,4-thiadiazole-2-yl, 1,2,4-thiadiazole-3-yl, 1,2,4-thiadiazole-5-yl, 1,2,4-triazole-1-yl, 1,2,4-triazole-3-yl, 1,2,4-triazole-5-yl, 1,2,3-thiadiazole-5-yl, 1,2,3-triazole-2-yl, 1,2,3-triazole-4-yl, 1,2,3-triazole-5-yl, 1,2,3,4-tetrazol-2-yl, 1,2,3,4-Tetrazole-5-yl, Benzothiophene-2-yl, Benzothiophene-3-yl, Benzothiophene-4-yl, Benzothiophene-5-yl, Benzothiophene-6-yl, Benzothiophene-7-yl, Benzofuran-2-yl, Benzofuran-3-yl, Benzofuran-4-yl, Benzofuran-5-yl, Benzofuran-6-yl, Benzofuran-7-yl, Benzothiazole-2-yl, Benzothiazole-4-yl, Benzothiazole-5-yl, Benzothiazole-6-yl, Benzothiazole-7-yl, Benzoimidazole-2-yl, Benzoimidazole-4-yl, Benzoimidazole-5-yl, Benzoimidazole-6-yl, Benzoimidazole-7-yl, Benzoisoxazo Examples include, but are not limited to, benzoisoxazole-3-yl, benzoisoxazole-4-yl, benzoisoxazole-5-yl, benzoisoxazole-6-yl, benzoisoxazole-7-yl, benzoisothiazol-3-yl, benzoisothiazol-4-yl, benzoisothiazol-5-yl, benzoisothiazol-6-yl, benzoisothiazol-7-yl, indazole-3-yl, indazole-4-yl, indazole-5-yl, indazole-6-yl, indazole-7-yl, benzoxazole-2-yl, benzoxazole-4-yl, benzoxazole-5-yl, benzoxazole-6-yl or benzoxazole-7-yl, imidazopyridine-6-yl, etc. 【0130】 Preferably, the cyclic structure U is represented by the following formulas: furan-2-yl (f-1), furan-3-yl (f-2), thiophene-2-yl (f-3), thiophene-3-yl (f-4), pyrrol-2-yl (f-5), pyrrol-3-yl (f-6), 1,2,3,4-tetrazole-5-yl (f-7) or (f-8), isoxazole-5-yl (f-9), isothiazole-5-yl (f-10), pyrazole-5-yl (f-11), oxazole Lu-2-yl (f-12), thiazole-2-yl (f-13), imidazole-2-yl (f-14), oxazole-5-yl (f-15), thiazole-5-yl (f-16), imidazole-5-yl (f-17), isoxazole-3-yl (f-18), isothiazole-3-yl (f-19), pyrazol-3-yl (f-20), isoxazole-4-yl (f-21), isothiazole-4-yl (f-22), pyrazol-4-yl (f-2 3) Oxazol-4-yl (f-24), thiazole-4-yl (f-25), imidazole-4-yl (f-26), 1,2,3-triazole-5-yl (f-27), 1,2,4-oxadiazole-5-yl (f-28), 1,2,4-triazole-3-yl (f-29), (f-30), 1,2,3-triazole-4-yl (f-31) or (f-32), 1,2,4-oxadiazole-5-yl (f-33), 1,3,4-oxadiazole Specific examples include Ru-2-yl (f-34), 1,2,4-oxadiazole-3-yl (f-35), 1,2,4-thiadiazole-5-yl (f-36), 1,3,4-thiadiazole-2-yl (f-37), 1,2,4-thiadiazole-3-yl (f-38), imidazopyridine-6-yl (f-39), benzoxazole-2-yl (f-40), benzothiazole-5-yl (f-41), or benzimidazole-2-yl (f-42). 【0131】 [ka] 【0132】 [ka] 【0133】 [ka] 【0134】 [ka] 【0135】 [ka] 【0136】 More preferably, examples of the cyclic structure U include furan-2-yl (f-1), furan-3-yl (f-2), thiophene-2-yl (f-3), thiophene-3-yl (f-4), pyrrol-2-yl (f-5), pyrrol-3-yl (f-6), isoxazole-5-yl (f-9), isothiazole-5-yl (f-10), pyrazole-5-yl (f-11), oxazole-2-yl (f-12), thiazole-2-yl (f-13), imidazole-2-yl (f-14), oxazole-5-yl (f-15), thiazole-5-yl (f-16), and imidazole-2-yl (f-14). Specific examples include dazole-5-yl (f-17), isoxazole-3-yl (f-18), isothiazole-3-yl (f-19), pyrazol-3-yl (f-20), isoxazole-4-yl (f-21), isothiazole-4-yl (f-22), pyrazol-4-yl (f-23), oxazole-4-yl (f-24), thiazole-4-yl (f-25), imidazole-4-yl (f-26), benzoxazole-2-yl (f-40), benzothiazole-5-yl (f-41), or benzimidazole-2-yl (f-42). 【0137】 More preferably, examples of the cyclic structure U include furan-2-yl (f-1), thiophen-2-yl (f-3), pyrrol-2-yl (f-5), isoxazole-5-yl (f-9), isothiazole-5-yl (f-10), pyrazole-5-yl (f-11), and the like. 【0138】 R4 is a group selected from the group consisting of (C1-C6) alkyl groups, halo(C1-C6) alkyl groups, (C3-C6) cycloalkyl groups, and halo(C3-C6) cycloalkyl groups. Preferably, R4 is a (C1-C6) alkyl group. More preferably, R4 is an ethyl group. 【0139】 X1 is an oxygen atom, a sulfur atom, or NR M It is a group selected from among the following. Preferably, it is a sulfur atom or an oxygen atom. 【0140】 R M This group is 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, an optionally substituted halo(C1-C6) alkylcarbonyl group, an optionally substituted (C3-C6) cycloalkylcarbonyl group, an optionally substituted halo(C3-C6) cycloalkylcarbonyl group, and a hydroxyl group. Preferably, it is a group selected from the group consisting of a hydrogen atom, an optionally substituted (C1-C6) alkyl group, and an optionally substituted halo(C1-C6) alkyl group. 【0141】 In the cyclic structure U (F-18), X2 is a nitrogen atom or C(R N ) represents a nitrogen atom or C(R O) represents a nitrogen atom or C(R P ) represents a nitrogen atom or C(R Q This represents a cyclic structure (F-18). Preferably, X2, X3, X4, and X5 are cyclic structural groups in which one or two are nitrogen atoms, or cyclic structural groups in which all are carbon atoms. 【0142】 R 5、 R6, R 7、 R 8、 R9 and R 10 , and R N , R O , R P and R QEach of these independently comprises a hydrogen atom, a halogen atom, an optionally substituted (C1-C6) alkyl group, an optionally substituted halo(C1-C6) alkyl 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 (C3-C6) cycloalkyl group, and an optionally substituted halo(C3-C6) cycloalkyl group. 1-Cyanocyclopropyl group, optionally substituted (C1-C6) alkoxy group, optionally substituted halo(C1-C6) alkoxy group, optionally substituted (C2-C6) alkenyloxy group, optionally substituted halo(C2-C6) alkenyloxy group, optionally substituted (C2-C6) alkynyloxy group, optionally substituted halo(C2-C6) alkynyloxy group, optionally substituted (C1-C6) alkylcarbonyl group, optionally substituted halo(C1-C6) ) alkylcarbonyl group, optionally substituted (C3-C6) cycloalkylcarbonyl group, optionally substituted halo(C3-C6) cycloalkylcarbonyl group, optionally substituted (C1-C6) alkoxycarbonyl group, optionally substituted halo(C1-C6) alkoxycarbonyl group, optionally substituted (C1-C6) alkylcarbonyloxy group, optionally substituted halo(C1-C6) alkylcarbonyloxy group, optionally substituted (C1-C6) alkylthio group, substituted The group is selected from the group consisting of a halo(C1-C6)alkylthio group which may have a group, 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 NY1Y2 group, a C(O)NY1Y2 group, a cyano group, a nitro group, a hydroxyl group, a mercapto group, a formyl group, a carboxyl group, a trimethylsilyl group, and an SF5 group. Preferably, each group is independently 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, a 1-cyanocyclopropyl 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, each is independently 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, and a cyano group. 【0143】 If multiple Y1 groups exist, each Y1 group is independently selected from the group consisting of a hydrogen atom, a (C1-C6) alkyl group, and a halo(C1-C6) alkyl group. Preferably, Y1 is a group selected from the group consisting of a hydrogen atom, a (C1-C3) alkyl group, and a halo(C1-C3) alkyl group. 【0144】 If multiple Y2 groups exist, each Y2 group is independently selected from the group consisting of a hydrogen atom, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C2-C6) alkenyl group, a halo(C2-C6) alkenyl 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 (C1-C6) alkoxycarbonyl group, a halo(C1-C6) alkoxycarbonyl group, a phenyl group which may have substituents, a heterocyclic group which may have substituents, a cyano group, and a hydroxyl group. A preferred embodiment of Y2, if multiple embodiments exist, is independently 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 phenyl group which may have a substituent, and a hydroxyl group. More preferably, if multiple groups are present, each is independently 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. 【0145】 If multiple Y3 groups exist, each Y3 group is independently 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, or an optionally substituted halo(C1-C6) alkoxy group. A preferred embodiment of Y3, if present in multiples, is independently 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, and an optionally substituted halo(C1-C6) alkoxy group. More preferably, if present in multiples, is independently selected from the group consisting of a hydrogen atom, an optionally substituted (C1-C6) alkyl group, and an optionally substituted halo(C1-C6) alkyl group. 【0146】 E is a hydrogen atom, an optionally substituted (C1-C6) alkyl group, an optionally substituted halo(C1-C6) alkyl 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 (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, optionally substituted (C2-C6) alkenyloxy group, optionally substituted halo(C2-C6) alkenyloxy group, optionally substituted (C2-C6) alkynyloxy group, optionally substituted halo(C2-C6) alkynyloxy group, optionally substituted (C3-C6) cycloalkoxy group, optionally substituted halo(C3-C6) cycloalkoxy group, optionally substituted (C1-C6) alkylcarbonyl group, optionally substituted halo(C1-C6) alkylcarbonyl group, optionally substituted Good (C2-C6) alkenylcarbonyl group, optionally substituted halo(C2-C6) alkenylcarbonyl group, optionally substituted (C2-C6) alkynylcarbonyl group, optionally substituted halo(C2-C6) alkynylcarbonyl group, optionally substituted (C3-C6) cycloalkylcarbonyl group, optionally substituted halo(C3-C6) cycloalkylcarbonyl group, optionally substituted (C1-C6) alkoxycarbonyl group, optionally substituted halo(C1-C6) alkoxycarbonyl group, optionally substituted ( C2-C6) alkenyloxycarbonyl group, optionally substituted halo(C2-C6) alkenyloxycarbonyl group, optionally substituted (C2-C6) alkynyloxycarbonyl group, optionally substituted halo(C2-C6) alkynyloxycarbonyl group, optionally substituted (C1-C6) alkylthiocarbonyl group, optionally substituted halo(C1-C6) alkylthiocarbonyl group, optionally substituted (C1-C6) alkylcarbonyloxy group, optionally substituted halo(C1-C6) alkylcarbonyloxy group,The group is selected from the group consisting of optionally substituted (C1-C6) alkylsulfonyl groups, optionally substituted halo(C1-C6) alkylsulfonyl groups, optionally substituted phenylcarbonyl groups, optionally substituted phenyloxycarbonyl groups, C(O)NY1Y2 groups, cyano groups, hydroxyl groups, and formyl groups. Preferably, E is a hydrogen atom, an optionally substituted (C1-C6) alkyl group, an optionally substituted halo(C1-C6) alkyl 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 (C3-C6) cycloalkyl group, or an optionally substituted halo(C3-C6) Cycloalkyl groups, optionally substituted (C1-C6) alkoxy groups, optionally substituted halo(C1-C6) alkoxy groups, optionally substituted (C2-C6) alkenyloxy groups, optionally substituted halo(C2-C6) alkenyloxy groups, optionally substituted (C3-C6) cycloalkoxy groups, optionally substituted halo(C3-C6) cycloalkoxy groups, optionally substituted (C1-C6) alkylcarbonyl groups, even if substituted A good halo(C1-C6) alkylcarbonyl group, optionally substituted (C2-C6) alkenylcarbonyl group, optionally substituted halo(C2-C6) alkenylcarbonyl group, optionally substituted (C3-C6) cycloalkylcarbonyl group, optionally substituted halo(C3-C6) cycloalkylcarbonyl group, optionally substituted (C1-C6) alkoxycarbonyl group, optionally substituted halo(C1-C6) alkoxycarbonyl group, The group is selected from the group consisting of (C2-C6) alkenyloxycarbonyl groups which may have substitution, halo(C2-C6) alkenyloxycarbonyl groups which may have substituents, (C1-C6) alkylsulfonyl groups which may have substituents, halo(C1-C6) alkylsulfonyl groups which may have substituents, phenylcarbonyl groups which may have substituents, phenyloxycarbonyl groups which may have substituents, C(O)NY1Y2 groups, and formyl groups. More preferably, E may be 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) alkylcarbonyl group, an optionally substituted halo(C1-C6) alkylcarbonyl group, an optionally substituted (C2-C6) alkenylcarbonyl group, an optionally substituted halo(C2-C6) alkenylcarbonyl group, an optionally substituted (C2-C6) alkynylcarbonyl group, an optionally substituted halo(C2-C6) alkynylcarbonyl group, or an optionally substituted (C3-C6) cycloalkyl group. The group is selected from the group consisting of a chloroalkylcarbonyl group, a substituted halo(C3-C6)cycloalkylcarbonyl group, a substituted (C1-C6) alkoxycarbonyl group, a substituted (C1-C6) alkoxycarbonyl group, a substituted (C2-C6) alkenyloxycarbonyl group, a substituted (C2-C6) alkenyloxycarbonyl group, a substituted (C2-C6) alkynyloxycarbonyl group, a substituted (C2-C6) alkynyloxycarbonyl group, a substituted (C2-C6) alkynyloxycarbonyl group, a substituted phenylcarbonyl group, a substituted phenyloxycarbonyl group, and a C(O)NY1Y2 group. More preferably, the group is 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) alkylcarbonyl group, an optionally substituted halo(C1-C6) alkylcarbonyl group, an optionally substituted (C3-C6) cycloalkylcarbonyl group, an optionally substituted halo(C3-C6) cycloalkylcarbonyl group, an optionally substituted (C1-C6) alkoxycarbonyl group, and an optionally substituted halo(C1-C6) alkoxycarbonyl group. 【0147】 T1, T2, and T3 are each independently (and if there are multiple, each independently) a halogen atom, a (C3-C6) cycloalkyl group, a halo(C3-C6) cycloalkyl group, a 1-cyanocyclopropyl 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(C The group is selected from the group consisting of (C1-C6) alkylthio group, (C1-C6) alkylsulfinyl group, halo(C1-C6) alkylsulfinyl group, (C1-C6) alkylsulfonyl group, halo(C1-C6) alkylsulfonyl group, optionally substituted phenyl group, optionally substituted heterocyclic group, NY1Y2 group, C(O)NY1Y2 group, cyano group, nitro group, hydroxyl group, mercapto group, formyl group, carboxyl group, C(O)NH2 group, trimethylsilyl group, and SF5 group. Preferably, T1, T2, and T3 are each independently selected from the group consisting of a halogen atom, a (C3-C6) cycloalkyl group, a halo(C3-C6) cycloalkyl group, a 1-cyanocyclopropyl 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, a C(O)NY1Y2 group, and a cyano group. More preferably, T1, T2, and T3 are each independently selected from the group consisting of a halogen atom, 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) alkylsulfonyl group, a halo(C1-C6) alkylsulfonyl group, and a cyano group. 【0148】 Each Z1 is independently (if there are multiple, each is independently) a halogen atom, (C1~C6) alkyl group, halo(C1~C6) alkyl group, (C2~C6) alkenyl group, halo(C2~C6) alkenyl group, (C2~C6) alkynyl group, halo(C2~C6) alkynyl group, (C3~C6) cycloalkyl group, halo(C3~C6) cycloalkyl group, 1-cyanocyclopropyl group, (C1~C6) alkoxy group, halo(C1~C6) alkoxy group, (C2~C6) alkenyloxy group, halo(C2~C6) alkenyloxy group, (C2~C6) alkynyloxy group, halo(C2~C6) alkynyloxy group, (C1~C6) alkylcarbonyl group, halo(C1~C6) alkylcarbonyl group, (C3~C6) cyclo This represents a group selected from the group consisting of a chloroalkylcarbonyl group, a halo(C3-C6)cycloalkylcarbonyl group, a (C1-C6)alkoxycarbonyl group, a halo(C1-C6)alkoxycarbonyl group, a (C1-C6)alkylcarbonyloxy group, a halo(C1-C6)alkylcarbonyloxy 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 NY1Y2 group, a C(O)NY1Y2 group, a cyano group, a nitro group, a hydroxyl group, a mercapto group, a formyl group, a carboxyl group, a C(O)NH2 group, a trimethylsilyl group, and an SF5 group. Preferably, Z1 is independently a halogen atom, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C2-C6) alkenyl group, a halo(C2-C6) alkenyl group, a (C2-C6) alkynyl group, a halo(C2-C6) alkynyl group, a (C3-C6) cycloalkyl group, a halo(C3-C6) cycloalkyl group, a 1-cyanocyclopropyl group, a (C1-C6) alkoxy group, or a halo(C1-C6) This represents a group selected from the group consisting of a coxy 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 NY1Y2 group, a C(O)NY1Y2 group, a cyano group, a nitro group, a hydroxyl group, a mercapto group, a formyl group, and a carboxyl group. More preferably, each independently represents 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) alkylsulfonyl group, a halo(C1-C6) alkylsulfonyl group, and a cyano group. 【0149】 D may be a substituted (C1-C6) alkoxy group, a substituted halo(C1-C6) alkoxy group, a substituted (C3-C6) cycloalkoxy group, a substituted halo(C3-C6) cycloalkoxy group, a substituted (C1-C6) alkylcarbonyl group, a substituted halo(C1-C6) alkylcarbonyl group, a substituted (C2-C6) alkenylcarbonyl group, or a substituted halo(C2-C6) alkenylcarbonyl group. , optionally substituted (C2-C6) alkynylcarbonyl group, optionally substituted halo(C2-C6) alkynylcarbonyl group, optionally substituted (C3-C6) cycloalkylcarbonyl group, optionally substituted halo(C3-C6) cycloalkylcarbonyl group, optionally substituted (C1-C6) alkoxycarbonyl group, optionally substituted halo(C1-C6) alkoxycarbonyl group, optionally substituted (C2-C6) alkenyloxycarbonyl group, optionally substituted Halo(C2~C6) alkenyloxycarbonyl group, optionally substituted (C2~C6) alkynyloxycarbonyl group, optionally substituted (C2~C6) alkynyloxycarbonyl group, optionally substituted (C1~C6) alkylcarbonyloxy group, optionally substituted (C1~C6) alkylcarbonyloxy group, optionally substituted (C2~C6) alkenylcarbonyloxy group, optionally substituted (C2~C6) alkenylcarbonyloxy group, optionally substituted (C2~C6) alkynylcarbonyloxy group, optionally substituted halo(C2~C6) alkynylcarbonyloxy group, optionally substituted (C3~C6) cycloalkylcarbonyloxy group, optionally substituted halo(C3~C6) cycloalkylcarbonyloxy group, optionally substituted (C1~C6) alkoxycarbonyloxy group, optionally substituted halo(C1~C6) alkoxycarbonyloxy group, optionally substituted (C2~C6) alkenyloxycarbonyloxy group,This represents a group selected from the group consisting of optionally substituted halo(C2-C6) alkenyloxycarbonyloxy groups, optionally substituted (C2-C6) alkynyloxycarbonyloxy groups, optionally substituted halo(C2-C6) alkynyloxycarbonyloxy groups, optionally substituted (C1-C6) alkylsulfonyl groups, optionally substituted (C1-C6) alkylsulfonyl groups, optionally substituted (C1-C6) alkylsulfonyloxy groups, optionally substituted (C1-C6) alkylsulfonyloxy groups, and hydroxyl groups. Preferably, D is an optionally substituted (C1-C6) alkoxy group, an optionally substituted halo(C1-C6) alkoxy group, an optionally substituted (C3-C6) cycloalkoxy group, an optionally substituted halo(C3-C6) cycloalkoxy group, an optionally substituted (C1-C6) alkylcarbonyloxy group, an optionally substituted halo(C1-C6) alkylcarbonyloxy group, an optionally substituted (C2-C6) alkenylcarbonyloxy group, an optionally substituted halo(C2-C6) alkenylcarbonyloxy group, an optionally substituted (C2-C6) alkynylcarbonyloxy group, an optionally substituted halo(C2-C6) alkynylcarbonyloxy group, or an optionally substituted (C3-C6) cycloalkylcarbonyl This represents a group selected from the group consisting of an oxy group, a substituted halo(C3-C6) cycloalkylcarbonyloxy group, a substituted (C1-C6) alkoxycarbonyloxy group, a substituted (C1-C6) alkoxycarbonyloxy group, a substituted (C2-C6) alkenyloxycarbonyloxy group, a substituted (C2-C6) alkenyloxycarbonyloxy group, a substituted (C2-C6) alkynyloxycarbonyloxy group, a substituted (C2-C6) alkynyloxycarbonyloxy group, a substituted (C1-C6) alkylsulfonyloxy group, a substituted (C1-C6) alkylsulfonyloxy group, and a hydroxyl group. More preferably, D represents a group selected from the group consisting of optionally substituted (C1-C6) alkoxy groups, optionally substituted halo(C1-C6) alkoxy groups, optionally substituted (C3-C6) cycloalkoxy groups, optionally substituted halo(C3-C6) cycloalkoxy groups, optionally substituted (C1-C6) alkylcarbonyloxy groups, optionally substituted halo(C1-C6) alkylcarbonyloxy groups, optionally substituted (C3-C6) cycloalkylcarbonyloxy groups, optionally substituted halo(C3-C6) cycloalkylcarbonyloxy groups, and hydroxyl groups. 【0150】 The compound represented by formula (1) of the present invention, or a salt thereof, or its N-oxide can be produced, for example, by the production methods A or B described below. However, it is not limited to these. Here, as a representative example, the case in which R2 is a cyclic structure U is described. The starting material picoline imidamide can be produced, for example, by the method described in International Publication 2021 / 177410. Furthermore, although the following methods A or B present methods using picoline imidamide as a starting material, they are not limited to these, and the methods A or B may be applied to a picoline imidamide precursor, and picoline imidamide may be constructed at any intermediate or subsequent step. 【0151】 Method A (Step a) [ka] The compound represented by formula (4) can be produced by reacting the compound represented by formula (2) with the compound represented by formula (3) in the presence of an inert solvent, a catalyst, and optionally a base. In the formula, the Q part represents (Q-1) or (Q-2) below, R1, R3, R4 and E are the same as above, and X L∫ represents a chlorine atom, a bromine atom, or an iodine atom; Y represents an oxygen atom, a nitrogen atom, or a sulfur atom; V represents a boronic acid, a boronic acid ester, etc.; J represents unsubstituted or D; D represents the same as above; the cyclic structure U part shows a cyclic structure represented by the following formulas (F-1) to (F-18), where n is 0, 1, or 2. 【0152】 [ka] 【0153】 [ka] 【0154】 Examples of reactants that can be used in the present invention include boronic acids and boronic acid esters such as (5-chlorothiophen-2-yl)boronic acid, (5-cyanothiophen-2-yl)boronic acid, (1-methyl-3-(trifluoromethyl)-1H-pyrazole-5-yl)boronic acid, and (5-fluorothiophen-2-yl)boronic acid. The amount used can be appropriately selected in the range of approximately 1 to 5 molars relative to the compound represented by formula (2). 【0155】 Any inert solvent that does not significantly inhibit the reaction can be used in this reaction. Examples include aromatic hydrocarbons such as benzene, toluene, and xylene; halogenated solvents such as dichloromethane and 1,2-dichloroethane; and ether-based solvents such as tetrahydrofuran and dioxane. These inert solvents can be used individually or in combination of two or more. 【0156】 Examples of catalysts that can be used in the present invention include palladium catalysts such as tetrakistriphenylphosphine palladium (0), bis(triphenylphosphine)palladium(II) dichloride, palladium(II) acetate, tris(dibenzylideneacetone)dipalladium(0), and [1,1'-bis(diphenylphosphineno)ferrocene]palladium(II) dichloride dichloromethane adduct. The amount used can be appropriately selected in the range of approximately 0.001 to 1 molar ratio relative to the compound represented by formula (2). 【0157】 Examples of bases that can be used in the present invention include sodium carbonate, potassium carbonate, sodium phosphate, potassium phosphate, sodium acetate, potassium acetate, cesium carbonate, and aqueous solutions thereof. The amount used can be appropriately selected in the range of approximately 1 to 20 molars relative to the compound represented by formula (2). 【0158】 The reaction temperature in this reaction can usually be anywhere from approximately -78°C to the boiling point of the solvent used. The reaction time can be appropriately selected depending on the scale of the reaction, the reaction temperature, etc., for example, from a few minutes to 48 hours. This reaction can also be carried out under an inert gas atmosphere, such as nitrogen or argon. After the reaction is complete, the target product can be isolated from the reaction system containing the target product by conventional methods, and the target product can be produced by purification by recrystallization, column chromatography, etc., as needed. The crude product containing the target product may be used in the next step without isolation. 【0159】 (Step a') [ka] In addition to the above, there is another method for producing the compound of formula (4) that uses step a'. By using the compound represented by formula (2') and the compound represented by formula (3') and performing the same operation as in method A, the compound represented by formula (4) can be produced. In the formula, Q, R1, R3, R4, and E represent the same as above, V represents boronic acid, boronic acid ester, etc., J represents unsubstituted or D, and XL represents a chlorine atom, a bromine atom, or an iodine atom; Y represents an oxygen atom, a nitrogen atom, or a sulfur atom; D represents the same as above; the cyclic structure U part represents the cyclic structure represented by the above formulas (F-1) to (F-18); and n is 0, 1, or 2. 【0160】 Method B (Process b-1) [ka] The compound represented by formula (5) can be produced by reacting the compound represented by formula (2) with a catalyst in an inert solvent. In the formula, the Q part, R1, R3, R4 and E are the same as above, and X L represents a chlorine atom, a bromine atom, or an iodine atom; Y represents an oxygen atom, a nitrogen atom, or a sulfur atom; J represents unsubstituted or D; D represents the same as above; and n is 0, 1, or 2. 【0161】 Examples of reactants that can be used in the present invention include zinc cyanide, sodium cyanide, potassium cyanide, copper cyanide, and ethyl cyanoethyl acetate. The amount used can be appropriately selected in the range of approximately 1 to 5 molars relative to the compound represented by formula (2). 【0162】 Any inert solvent that does not significantly inhibit the reaction can be used in this reaction. Examples include aprotic polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, N-methylpyrrolidone, and dimethyl sulfoxide; halogenated solvents such as dichloromethane and 1,2-dichloroethane; and ether-based solvents such as tetrahydrofuran and dioxane. These inert solvents can be used individually or in combination of two or more. 【0163】 Examples of catalysts that can be used in the present invention include palladium catalysts such as tetrakistriphenylphosphine palladium (0), bis(triphenylphosphine)palladium(II) dichloride, palladium(II) acetate, tris(dibenzylideneacetone)dipalladium(0), and [1,1'-bis(diphenylphosphineno)ferrocene]palladium(II) dichloride dichloromethane adduct. The amount used can be appropriately selected in the range of approximately 0.001 to 1 molar ratio relative to the compound represented by formula (2). 【0164】 The reaction temperature in this reaction can usually be anywhere from approximately -78°C to the boiling point of the solvent used. The reaction time can be appropriately selected depending on the scale of the reaction, the reaction temperature, etc., for example, from a few minutes to 48 hours. This reaction can also be carried out under an inert gas atmosphere, such as nitrogen or argon. After the reaction is complete, the target product can be isolated from the reaction system containing the target product by conventional methods, and the target product can be produced by purification by recrystallization, column chromatography, etc., as needed. The crude product containing the target product may be used in the next step without isolation. 【0165】 (Step b-2) [ka] The compound represented by formula (5) can be reacted with hydroxylamine in an inert solvent and in the presence of a base to produce the compound represented by formula (6). In the formula, Q, R1, R3, R4 and E are the same as above, Y is an oxygen atom, a nitrogen atom or a sulfur atom, J is unsubstituted or D, D is the same as above, and n is 0, 1 or 2. 【0166】 Examples of reagents that can be used in the present invention include hydroxylamine hydrochloride and hydroxylamine aqueous solution, and the amount used can be appropriately selected in the range of approximately 1 to 10 molars relative to the compound represented by formula (5). 【0167】 Any inert solvent that does not significantly inhibit the reaction can be used in this reaction. Examples include aprotic polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, N-methylpyrrolidone, and dimethyl sulfoxide; halogenated solvents such as dichloromethane and 1,2-dichloroethane; and ether-based solvents such as tetrahydrofuran and dioxane. These inert solvents can be used individually or in combination of two or more. 【0168】 Examples of bases that can be used in the present invention include organic bases such as triethylamine, trimethylamine, pyridine, N,N-dimethylaminopyridine, and N,N-diisopropylethylamine, and inorganic bases such as potassium carbonate, sodium phosphate, potassium phosphate, sodium acetate, potassium acetate, and cesium carbonate. The amount used can be appropriately selected in the range of approximately 1 to 20 molars relative to the compound represented by formula (5). 【0169】 The reaction temperature in this reaction can usually be anywhere from approximately -78°C to the boiling point of the solvent used. The reaction time can be appropriately selected depending on the scale of the reaction, the reaction temperature, etc., for example, from a few minutes to 48 hours. This reaction can also be carried out under an inert gas atmosphere, such as nitrogen or argon. After the reaction is complete, the target product can be isolated from the reaction system containing the target product by conventional methods, and the target product can be produced by purification by recrystallization, column chromatography, etc., as needed. The crude product containing the target product may be used in the next step without isolation. 【0170】 (Step b-3) [ka] The compound represented by formula (7) can be produced by reacting the compound represented by formula (6) with a reactant in the presence of a base. In the formula, Q, R1, R3, R4 and E are the same as above, Y represents an oxygen atom, a nitrogen atom or a sulfur atom, J represents an unsubstituted or D, D represents the same as above, W represents a hydrogen atom, a methyl group, a trifluoromethyl group, etc., and n is 0, 1 or 2. 【0171】 Examples of reactants that can be used in the present invention include trifluoroacetic anhydride, acetic anhydride, acetyl chloride, and trimethyl orthoformate. The amount used can be appropriately selected in the range of approximately 1 to 10 times the molar amount relative to the compound represented by formula (6). 【0172】 Any inert solvent that does not significantly inhibit the reaction can be used in this reaction. Examples include aprotic polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, N-methylpyrrolidone, and dimethyl sulfoxide; halogenated solvents such as dichloromethane and 1,2-dichloroethane; and ether-based solvents such as tetrahydrofuran and dioxane. These inert solvents can be used individually or in combination of two or more. Inert solvents may not be used at all. 【0173】 Examples of bases that can be used in the present invention include organic bases such as pyridine, triethylamine, trimethylamine, N,N-dimethylaminopyridine, and N,N-diisopropylethylamine, and inorganic bases such as potassium carbonate, sodium phosphate, potassium phosphate, sodium acetate, potassium acetate, and cesium carbonate. The amount used can be appropriately selected in the range of approximately 1 to 20 molars relative to the compound represented by formula (5). Organic bases may also be used as solvents. 【0174】 The reaction temperature in this reaction can usually be anywhere from approximately -78°C to the boiling point of the solvent used. The reaction time can be appropriately selected depending on the scale of the reaction, the reaction temperature, etc., for example, from a few minutes to 48 hours. This reaction can also be carried out under an inert gas atmosphere, such as nitrogen or argon. After the reaction is complete, the target product can be isolated from the reaction system containing the target product by conventional methods, and the target product can be produced by purification by recrystallization, column chromatography, etc., as needed. The crude product containing the target product may be used in the next step without isolation. 【0175】 In method A or method B, -S(O) n The oxidation of the R4 group (n = 1 or 2) can be carried out by using an oxidizing agent at any step. Examples of oxidizing agents that can be used in this reaction include 3-chloroperbenzoic acid and hydrogen peroxide, but the oxidizing agents that can be used in this reaction are not limited to these. 【0176】 In Method A or Method B, protection of part E can be carried out by using a reactant in any step. Examples of reactants that can be used in this reaction include acetic anhydride, trifluoroacetic anhydride, dimethylcarbamoyl chloride, cyclopropanecarbonyl chloride, chloromethyl ethyl ether, and tetronic acid, but the reaction accelerators that can be used in this reaction are not limited to these. 【0177】 The compounds according to the present invention, their salts, or their N-oxides are useful as active ingredients in pest control agents for the insecticidal and control of harmful insects in agriculture and horticulture. In this invention, the insect species targeted for control (insect species for which the compound represented by formula (1) shows control effects) are not particularly limited and can be used to control a wide range of harmful insects in agriculture and horticulture. Preferred target insect species include, for example, the following: More preferably, lepidopteran insects are suitable as insect species for which the control effect is observed. Therefore, a lepidopteran control agent can be provided that contains the compound according to the present invention, its salt, or its N-oxide as an active ingredient. 【0178】 Lepidoptera pests {For example, rice stem borer (Chilo suppressalis), darkheaded stem borer (Chilo polychrysus), white stem borer (Scirpophaga innotata), one-spot stem borer (Scirpophaga incertulas), Rupela albina, rice leaf borer (Cnaphalocrocis medinalis), Marasmia patnalis, rice leaf borer (Marasmia exigua), cotton leaf borer (Notarcha derogata), corn leaf borer (Ostrinia furnacalis), European corn borer (Ostrinia nubilalis), diamondback moth (Hellula undalis), black leaf borer (Herpetogramma luctuosale), sod webworm (Pediasia teterrellus), rice case worm (Nymphula depunctalis), sugarcane Crambidae family, including borers (Diatraea saccharalis); Pyralidae moths such as Elasmopalpus lignosellus and Plodia interpunctella; Spodoptera litura, Spodoptera exigua, Mythimna separata, Mamestra brassicae, Sesamia inferens, Spodoptera mauritia, Naranga aenescens, Spodoptera frugiperda, Spodoptera exempta, Agrotis ipsilon, Autographa nigrisigna, Plusia festucae, Soybean looper (Chrysodeixis includens), Trichoplusia spp., Heliothis This includes species such as Heliothis spp. (including Heliothis virescens), Helicoverpa spp. (including Helicoverpa armigera and Helicoverpa zea), and Noctuidae (including Anticarsia gemmatalis, Alabama argillacea, and Hydraecia immanis); The family Pieridae, including the cabbage white butterfly (Pieris rapae); Tortricidae moths such as the pear fruit moth (Grapholita molesta), plum fruit moth (Grapholita dimorpha), bean fruit moth (Leguminivora glycinivorella), adzuki bean pod moth (Matsumuraeses azukivora), apple leaf roller moth (Adoxophyes orana fasciata), tea leaf roller moth (Adoxophyes honmai), tea leaf roller moth (Homona magnanima), variegated leaf roller moth (Archips fuscocupreanus), codling moth (Cydia pomonella), citrus fruit leaf roller moth (Tetramoera schistaceana), bean shoot bore moth (Epinotia aporema), and citrus fruit borer (Ecdytolopha aurantiana); The family Gracilidae includes species such as Caloptilia theivora and Phyllonorycter ringoniella. 【0179】 The family Carposinidae, including the peach fruit moth (Carposina sasakii); The family Lyonetiidae includes species such as the coffee leaf miner (Leucoptera coffeella), the peach leaf miner (Lyonetia clerkella), and the silver leaf miner (Lyonetia prunifoliella); The Lymantriidae family includes the genus Lymantria (such as the gypsy moth, Lymantria dispar) and the genus Euproctis (such as the brown-tail moth, Euproctis pseudoconspersa); Diamondback moths (Plutella xylostella), etc., belong to the family Pluteliidae; Gelechiidae moths such as Anarsia lineatella, Helcystogramma triannulella, Pectinophora gossypiella, Phthorimaea operculella, and Tuta absoluta; The Arctiidae family includes the fall webworm (Hyphantria cunea); Castniidae, such as Giant Sugarcane borer (Telchin licus); Cossidae moths, including the dwarf moth (Cossus insularis); Geometridae moths such as Ascotis selenaria; Limacodidae family, including species like Parasa lepida; Species such as *Stathmopoda masinissa*, belonging to the family *Stathmopodidae*; Sphingidae moths such as Acherontia lachesis; The family Sesiidae, including species such as Nokona feralis; Hesperiidae butterflies such as the rice leaf beetle (Parnara guttata). 【0180】 Hemiptera pests {For example, the Delphacidae family includes species such as Laodelphax striatellus, Nilaparvata lugens, Sogatella furcifera, Peregrinus maidis, Javesella pellucida, Perkinsiella saccharicida, and Tagosodes orizicolus; Cicadellidae family, including species such as Nephotettix cincticeps, Nephotettix virescens, Nephotettix nigropictus, Recilia dorsalis, Empoasca onukii, Empoasca fabae, Dalbulus maidis, and Cofana spectra; The family Cercopidae includes species such as Mahanarva posticata and Mahanarva fimbriolata. Bean aphid (Aphis fabae), soybean aphid (Aphis glycines), cotton aphid (Aphis gossypii), European apple aphid (Aphis pomi), spirea aphid (Aphis spiraecola), peach aphid (Myzus persicae), straw chrysanthemum aphid (Brachycaudus helichrysi), radish aphid (Brevicoryne brassicae), rosy apple aphid (Dysaphis plantaginea), false radish aphid (Lipaphis erysimi), tulip aphid (Macrosiphum euphorbiae), potato aphid (Aulacorthum solani), lettuce aphid (Nasonovia ribisnigri), wheat aphid (Rhopalosiphum) Aphids include species of the family Aphididae, such as the corn aphid (Rhopalosiphum maidis), the citrus aphid (Toxoptera citricida), the peach aphid (Hyalopterus pruni), the barnyard aphid (Melanaphis sacchari), the rice aphid (Tetraneura nigriabdominalis), the straw cotton aphid (Ceratovacuna lanigera), and the apple cotton aphid (Eriosoma lanigerum); Aphids belonging to the family Phylloxeridae, including grape aphids (Daktulosphaira vitifoliae), pecan phylloxera (Phylloxera devastatrix), pecan leaf phylloxera (Phylloxera notabilis), and Southern pecan leaf phylloxera (Phylloxera russellae); Aphids belonging to the family Adelgidae, including Adelges tsugae, Adelges piceae, and Aphrastasia pectinatae; 【0181】 The family Pentatomidae includes species such as the rice black bug (Scotinophara lurida), the Malayan rice black bug (Scotinophara coarctata), the green stink bug (Nezara antennata), the spiny white-spotted stink bug (Eysarcoris aeneus), the large spiny white-spotted stink bug (Eysarcoris lewisi), the white-spotted stink bug (Eysarcoris ventralis), the purple white-spotted stink bug (Eysarcoris annamita), the brown stink bug (Halyomorpha halys), the southern green stink bug (Nezara viridula), the brown stink bug (Euschistus heros), the red-banded stink bug (Piezodorus guildinii), Oebalus pugnax, and Dichelops melacanthus; Burrower brown bug (Scaptocoris castanea), etc., belonging to the family Cydnidae; The family Alydidae includes species such as Riptortus pedestris, Leptocorisa chinensis, and Leptocorisa acuta; Coreidae family, including species such as Cletus punctiger and Leptoglossus australis; Lygaeidae family, including species such as Caverelius saccharivorus, Togo hemipterus, and Blissus leucopterus; Miridae family, including species such as Trigonotylus caelestialium, Stenotus rubrovittatus, Stenodema calcarata, and Lygus lineolaris; Whiteflies of the family Aleyrodidae, including greenhouse whiteflies (Trialeurodes vaporariorum), tobacco whiteflies (Bemisia tabaci), citrus whiteflies (Dialeurodes citri), citrus spiny whiteflies (Aleurocanthus spiniferus), tea whiteflies (Aleurocanthus camelliae), and Eurya japonica whiteflies (Pealius euryae); The family Diaspididae includes species such as Abgrallaspis cyanophylli, Aonidiella aurantii, Diaspidiotus perniciosus, Pseudaulacaspis pentagona, Unaspis yanonensis, and Unaspis citri; Coccidae family, including the ruby ​​scale insect (Ceroplastes rubens); Icerya purchasi and Icerya seychellarum are examples of the Margarodidae family; Mealybugs of the family Pseudococcidae, including eggplant mealybug (Phenacoccus solani), black-spotted mealybug (Phenacoccus solenopsis), wisteria mealybug (Planococcus kraunhiae), mulberry mealybug (Pseudococcus comstocki), citrus mealybug (Planococcus citri), citrus mealybug (Pseudococcus calceolariae), long-tailed mealybug (Pseudococcus longispinus), and Tuttlemee's mealybug (Brevennia rehi); Psyllidae family, including species such as the citrus psyllid (Diaphorina citri), the citrus psyllid (Trioza erytreae), the pear psyllid (Cacopsylla pyrisuga), the Chinese pear psyllid (Cacopsylla chinensis), the potato psyllid (Bactericera cockerelli), and the pear psylla (Cacopsylla pyricola); Lace bugs of the family Corythucha, such as Corythucha ciliata, Corythucha marmorata, Stephanitis nashi, and Stephanitis pyrioides; Bed bugs (Cimex lectularius) and other members of the Cimicidae family, as well as giant cicadas (Quesada gigas) and other members of the Cicadidae family. 【0182】 Coleoptera (beetle pests) {For example, Western corn rootworm (Diabrotica virgifera virgifera), Southern corn rootworm (Diabrotica undecimpunctata howardi), Northern corn rootworm (Diabrotica barberi), Mexican corn rootworm (Diabrotica virgifera zeae), Banded cucumber beetle (Diabrotica balteata), Cucurbit beetle (Diabrotica speciosa), Bean leaf beetle (Cerotoma trifurcata), Red-necked leaf beetle (Oulema melanopus), Cucumber beetle (Aulacophora femoralis), Striped flea beetle (Phyllotreta striolata), Cabbage flea beetle (Phyllotreta cruciferae), Western black flea beetle (Phyllotreta pusilla), Cabbage stem flea beetle (Psylliodes Chrysomelidae family, including species such as Chrysocephala, Colorado leaf beetle (Leptinotarsa ​​decemlineata), rice leaf beetle (Oulema oryzae), grape colaspis (Colaspis brunnea), corn flare beetle (Chaetocnema pulicaria), sweet potato leaf beetle (Chaetocnema confinis), potato flare beetle (Epitrix cucumeris), rice spine beetle (Dicladispa armigera), southern corn leaf beetle (Myochrous denticollis), four-spotted tortoise beetle (Laccoptera quadrimaculata), and tobacco flea beetle (Epitrix hirtipennis); Carabidae family, including seedcorn beetle (Stenolophus lecontei) and slender seedcorn beetle (Clivina impressifrons); Anomala cuprea, Anomala rufocuprea, Anomala albopilosa, Popillia japonica, Heptophylla picea, European chafer (Rhizotrogus majalis), Tomarus gibbosus, Holotrichia spp., Phyllophaga spp. including June beetle (Phyllophaga crinita), and Diloboderus spp. including Diloboderus abderus. Scarabaeidae (family Scarabaeidae, including spp.); 【0183】 The cotton weevil (Araecerus coffeae), the ant weevil (Cylas formicarius), the sweet potato weevil (Euscepes postfasciatus), the alfalfa tadpole weevil (Hypera postica), the grain weevil (Sitophilus zeamais), the rice weevil (Echinocnemus squameus), the rice water weevil (Lissorhoptrus oryzophilus), the white-striped weevil (Rhabdoscelus lineatocollis), the cotton flower weevil (Anthonomus grandis), the grass weevil (Sphenophorus venatus), the Southern Corn Billbug (Sphenophorus callosus), the Soybean stalk weevil (Sternechus subsignatus), the Sugarcane weevil (Sphenophorus This includes species such as the levis, the rusty gourd weevil (Scepticus griseus), the brown gourd weevil (Scepticus uniformis), the Brazilian bean weevil (Zabrotes subfasciatus), the pine bark beetle (Tomicus piniperda), the coffee belly bore (Hypothenemus hampei), the Aracanthus genus (Aracanthus spp.) including Aracanthus mourei, and the cotton root bore (Eutinobothrus brasiliensis), among others belonging to the family Curculionidae; Tenebrionidae family, including species such as Tribolium castaneum and Tribolium confusum; Coccinellidae family, including the 28-spotted ladybug (Epilachna vigintioctopunctata); The family Bostrychidae, including the flat bark beetle (Lyctus brunneus); Family Ptinidae; Family Cerambycidae, including species such as Anoplophora malasiaca and Migdolus fryanus; Elateridae family, including genera such as Melanotus okinawensis, Agriotes fuscicollis, Melanotus legatus, Anchastus spp., Connoderus spp., Ctenicera spp., Limonius spp., and Aeolus spp.; Staphylinidae family, including species like Paederus fuscipes. 【0184】 Thysanoptera pests {For example, the family Thripidae, such as Frankliniella occidentalis, Thrips palmi, Scirtothrips dorsalis, Thrips tabaci, Frankliniella intonsa, Stenchaetothrips biformis, and Echinothrips americanus; Phlaeothripidae, including Haplothrips aculeatus. 【0185】 Diptera pests {For example, the Anthomyiidae family, such as the seed fly (Delia platura) and the onion fly (Delia antiqua); The family Ulidiidae, including the sugar beetroot maggot (Tetanops myopaeformis); The family Agromyzidae includes rice leafminers (Agromyza oryzae), tomato leafminers (Liriomyza sativae), bean leafminers (Liriomyza trifolii), and pea leafminers (Chromatomyia horticola); Chloropidae, including rice leafminer (Chlorops oryzae); Tephritidae family, including melon flies (Bactrocera cucurbitae), citrus fruit flies (Bactrocera dorsalis), eggplant fruit flies (Bactrocera latifrons), olive fruit flies (Bactrocera oleae), Queensland fruit flies (Bactrocera tryoni), Mediterranean fruit flies (Ceratitis capitata), etc. The family Ephydridae includes species such as Hydrellia griseola, Hydrellia philippina, and Hydrellia sasakii; Drosophila suzukii and other species of the Drosophilidae family; Phoridae family, including Megaselia spiracularis; Menthidae flies such as the moth fly (Clogmia albipunctata); Sciaridae family, including Bradysia difformis; Species belonging to the family Cecidomyiidae, such as the Hessian fly (Mayetiola destructor) and the rice gall midge (Orseolia oryzae); The family Diopsidae, including Diopsis macrophthalma; The family Tipulidae includes species such as the crane fly (Tipula aino), the common crane fly (Tipula oleracea), and the European crane fly (Tipula paludosa). 【0186】 Hymenoptera pests {For example, the Tenthredinidae family, such as the turnip sawfly (Athalia rosae) and the Japanese turnip sawfly (Athalia japonica); This includes species such as the fire ant (Solenopsis spp.), the brown leaf-cutting ant (Atta capiguara), and other species in the Formicidae family. 【0187】 Orthoptera pests {For example, the migratory locust (Locusta migratoria), Moroccan grasshopper (Dociostaurus maroccanus), Australian grasshopper (Chortoicetes terminifera), red grasshopper (Nomadacris septemfasciata), Brown locust (Locustana pardalina), Tree locust (Anacridium melanorhodon), Italian locust (Calliptamus italicus), Differential grasshopper (Melanoplus differentialis), Two-striped grasshopper (Melanoplus bivittatus), Migratory grasshopper (Melanoplus sanguinipes), Red-legged grasshopper (Melanoplus femurrubrum), Clearwinged grasshopper (Camnula pellucida), Desert grasshopper (Schistocerca gregaria), Yellow-winged Grasshoppers (Acrididae) such as the locust (Gastrimargus musicus), spur-throated locust (Austracris guttulosa), short-winged grasshopper (Oxya yezoensis), long-winged grasshopper (Oxya japonica), and Taiwanese grasshopper (Patanga succincta); The family Gryllotalpidae, including the mole cricket (Gryllotalpa orientalis); Crickets of the family Gryllidae, including the European house cricket (Acheta domestica) and the field cricket (Teleogryllus emma); Mormon cricket (Anabrus simplex), etc., belonging to the family Tettigoniidae. 【0188】 Cockroach pests (Blattodea) {For example, the family Blattellidae, such as the German cockroach (Blattella germanica); Cockroaches of the family Blattidae, including species such as the Oriental cockroach (Periplaneta fuliginosa), the American cockroach (Periplaneta americana), the brown cockroach (Periplaneta brunnea), the Eastern cockroach (Blatta orientalis), the Japanese cockroach (Periplaneta japonica), and the American cockroach (Periplaneta australasiae); Japanese termite (Reticulitermes speratus), Formosanus termite (Coptotermes formosanus), Incisitermes minor, Cryptotermes domesticus, Odontotermes formosanus, Neotermes koshunensis, Glyptotermes satsumensis, Glyptotermes nakajimai, Glyptotermes fuscus, Hodotermopsis sjostedti, Coptotermes guangzhouensis, Amami termite (Reticulitermes amamianus), Miyatake termite (Reticulitermes Termitidae include species such as Miyatakei, Reticulitermes kanmonensis, Nasutitermes takasagoensis, Pericapritermes nitobei, Sinocapritermes mushae, and Cornitermes cumulans. 【0189】 Acari (Acari order pests) {For example, the family Tetranychidae, including species such as Tetranychus urticae, Tetranychus kanzawai, Tetranychus evansi, Panonychus citri, Panonychus ulmi, and the genus Oligonychus; Species of the family Eriophyidae include citrus rust mites (Aculops pelekassi), Ryukyu citrus rust mite (Phyllocoptruta citri), tomato rust mite (Aculops lycopersici), tea rust mite (Calacarus carinatus), tea long rust mite (Acaphylla theavagrans), false pear rust mite (Eriophyes chibaensis), apple rust mite (Aculus schlechtendali), persimmon rust mite (Aceria diospyri), Aceria tosichella, and perilla rust mite (Shevtchenkella sp.); Dust mites such as Polyphagotarsonemus latus (a type of broad mite) belong to the family Tarsonemidae. The family Tenuipalpidae, including Brevipalpus phoenicis; Family Tuckerellidae; Ixodidae ticks include species such as Haemaphysalis longicornis, Haemaphysalis flava, Dermacentor taiwanensis, Dermacentor variabilis, Ixodes ovatus, Ixodes persulcatus, Ixodes scapularis, Amblyomma americanum, Boophilus microplus, and Rhipicephalus sanguineus; Mite families (Acaridae) including Tyrophagus putrescentiae and Tyrophagus similis; Dust mites (Pyroglyphidae), such as Dermatophagoides farinae and Dermatophagoides pteronyssinus; Cheyletiidae mites, including Cheyletus eruditus, Cheyletus malaccensis, Cheyletus moorei, and Cheyletiella yasguri; The family Sarcoptidae, including ear mites (Otodectes cynotis) and scabies mites (Sarcoptes scabiei); Demodicidae mites, such as Demodex canis; Listrophoridae; Haplochthoniidae; The family Macronyssidae includes house mites (Ornithonyssus bacoti) and bird mites (Ornithonyssus sylviarum); The family Dermanyssidae, including Dermanyssus gallinae; Examples include the family Trombiculidae, such as Leptotrombidium akamushi. 【0190】 Plant parasitic nematodes {For example, Aphelenchida nematodes such as rice stem nematode (Aphelenchoides besseyi), strawberry nematode (Aphelenchoides fragariae), leaf nematode (Aphelenchoides ritzemabosi), pine wood nematode (Bursaphelenchus xylophilus), potato cyst nematode (Globodera pallida), potato cyst nematode (Globodera rostochiensis), wheat cyst nematode (Heterodera avenae), soybean cyst nematode (Heterodera glycines), sugar beet cyst nematode (Heterodera schachtii), clover cyst nematode (Heterodera trifolii), arena cyst nematode (Meloidogyne arenaria), northern cyst nematode (Meloidogyne The order Tylenchida includes species such as the sweet potato root-knot nematode (Meloidogyne incognita), the Javan root-knot nematode (Meloidogyne javanica), the apple root-knot nematode (Meloidogyne mali), the southern root-knot nematode (Pratylenchus coffeae), the sawtooth root-knot nematode (Pratylenchus drenatus), the tea root-knot nematode (Pratylenchus loosi), the wheat root-knot nematode (Pratylenchus neglectus), the northern root-knot nematode (Pratylenchus penetrans), the walnut root-knot nematode (Pratylenchus vulnus), the citrus root-knot nematode (Radopholus citrophilus), and the banana root-knot nematode (Radopholus similis). 【0191】 The insect species targeted for control in this invention (insect species for which the compound represented by formula (1) shows control effects) can also be used to control harmful organisms such as sanitary pests, shell pests, clothing pests, household pests, and parasites. It is particularly effective in controlling ectoparasites that harm humans and animals. The ectoparasites targeted for control include those that parasitize the back, armpits, lower abdomen, and inner thighs of host animals and obtain nutrients such as blood and dandruff from animals and birds, and those that fly to the back, buttocks, etc. of host animals and obtain nutrients such as blood and dandruff from animals and birds. Examples of ectoparasites include mites, lice, and fleas. 【0192】 Examples of host animals for which the control agent of the present invention is effective include dogs, cats, mice, rats, hamsters, guinea pigs, squirrels, rabbits, ferrets; pet birds (e.g., pigeons, parrots, mynah birds, finches, parakeets, zebra finches, canaries); cattle, horses, pigs, sheep, goats; poultry (e.g., ducks, chickens, quail, geese); and honeybees (e.g., European honeybees, Japanese honeybees). 【0193】 In other words, the pest control agent of the present invention is effective as an external parasite control agent for animals, targeting the aforementioned animals and birds. 【0194】 The following are examples of pests that can be targeted as mites (Acari): Mites of the order Mesostigmata {e.g., Dermanyssidae, such as Dermanyssus gallinae; mites of the family Macronyssidae, including Ornithonyssus spp., such as Ornithonyssus sylviarum, Ornithonyssus bursa, and Ornithonyssus bacoti; mites of the family Laelapidae, including Laelaps echidninus, Laelaps jettmari, and Tropilalaps clarae; mites of the genus Varroa Mites of the family Varroidae, including the honeybee mite (Varroa destructor), Varroa jacobsoni, and Varroa underwoodi (spp.). Ticks of the order Metastigmata {e.g., ticks of the family Argasidae, including Argas persicus and Argas reflexus of the genus Argas, and Ornithodoros moubata of the genus Ornithodoros; and Haemaphysalis concinna, Haemaphysalis punctata, Haemaphysalis cinnabarina, Haemaphysalis otophila, and Haemaphysalis reati of the genus Haemaphysalis Haemaphysalis longicornis, Haemaphysalis mageshimaensis, Haemaphysalis yeni, Haemaphysalis campanulata, Haemaphysalis pentalagi, Haemaphysalis flava, Haemaphysalis megaspinosa, Haemaphysalis japonica, Haemaphysalis douglasi, and species of the genus Amblyomma (Amblyomma spp.) such as Amblyomma americanum, Amblyomma variegatum, and Amblyomma maculatum. maculatum), Amblyomma hebraeum, Amblyomma cajennense, Amblyomma testudinarium, Ixodes spp.Ixodes ricinus, Ixodes hexagonus, Ixodes canisuga, Ixodes pilosus, Ixodes rubicundus, Ixodes scapularis, Ixodes holocyclus, Ixodes ovatus, Ixodes persulcatus, Ixodes nipponensis, and the subgenus Boophilus. Rhipicephalus (Boophilus) microplus, Rhipicephalus (Boophilus) decoloratus, Rhipicephalus (Boophilus) annulatus, Rhipicephalus (Boophilus) calceratus, Rhipicephalus spp. Rhipicephalus evertsi, Rhipicephalus sanguineus, Rhipicephalus bursa, Rhipicephalus appendiculatus * Rhipicephalus appendiculatus, Rhipicephalus capensis, Rhipicephalus turanicus, Rhipicephalus zambeziensis, Dermacentor spp.This includes ticks of the family Ixodidae, such as Dermacentor marginatus, Dermacentor reticulatus, Dermacentor pictus, Dermacentor albipictus, Dermacentor andersoni, and Dermacentor variabilis. Mites of the order Astigmata (Acaridida) {e.g., mites of the family Psoroptidae, including species of the genus Psoroptidae such as the sheep mite (Psoroptes ovis), rabbit mite (Psoroptes cuniculi), horse mite (Psoroptes equi), species of the genus Chorioptes such as the food mite (Chorioptes bovis), and species of the genus Otodectes such as the ear mite (Otodectes cynotis); species of the genus Sarcoptes such as the dog mite (Sarcoptes scabiei) and dog mite (Sarcoptes Mites of the family Sarcoptidae, including Sarcoptes canis, Sarcoptes bovis, Sarcoptes ovis, Sarcoptes rupicaprae, Sarcoptes equi, Sarcoptes suis, and Notoedres cati of the genus Notoedres; mites of the family Knemidokoptidae, including Knemidokoptes mutans of the genus Knemidokoptes. Actinedida mites of the order Prostigmata {for example, mites of the family Demodixidae, including Demodex spp. species such as Demodex canis, Demodex bovis, Demodex ovis, Demodex caprae, Demodex equi, Demodex caballi, Demodex suis, and Demodex cati; mites of the family Trombiculidae, including Trombicula alfreddugesi and Trombicula akamushi.} 【0195】 The following are examples of lice (Phthiraptera) that are considered pests: Louses of the suborder Anoplura {e.g., louses of the family Haematopinidae, including the genus Haematopinus (horse louse Haematopinus asini, cow louse Haematopinus eurysternus, and pig louse Haematopinus suis); genus Linognathus (dog louse Linognathus setosus, cow louse Linognathus vituli, Linognathus ovillus, Linognathus oviformis, Linognathus pedalis, goat louse Linognathus (stenopsis), a type of louse belonging to the family Linognathidae, including the genus Solenopotes (Solenopotes capillatus). 【0196】 Biting louses of the suborder Amblycerae {For example, species of the genus Menacanthus, such as the chicken louse (Menacanthus stramineus), chicken horn louse (Menacanthus cornutus), and chicken horn louse (Menacanthus pallidulus), and louses of the family Menoponidae, such as the chicken louse (Menopon gallinae) of the genus Menopon}. Biting louses of the suborder Ischnocera {e.g., species of the genus Columbiaco, such as Columbiaco columbae, Cuclotogaster heterographus, Goniodes dissimilis, Goniodes gigas, Goniodes gallinae, and Lipeurus caponis}, as well as species of the genus Bobicola (Philopteridae); This family of lice (Trichodectidae) includes the cattle louse (Bovicola bovis), sheep louse (Bovicola ovis), Bobicola limbata, goat louse (Bovicola caprae), horse louse (Bovicola equi), dog louse (Trichodectes canis) of the genus Trichodectes, and cat louse (Felicola subrostrata) of the genus Felicola. 【0197】 The following are examples of fleas (Siphonaptera) that are considered pests: for example, fleas of the family Tungidae, including the sand flea (Tunga penetrans) of the genus Tunga; dog fleas (Ctenocephalides canis) and cat fleas (Ctenocephalides felis) of the genus Ctenocephalides; hedgehog fleas (Archaeopsylla erinacei) of the genus Archaeopsylla; oriental mouse fleas (Xenopsylla cheopis) of the genus Xenopsylla; human fleas (Pulex irritans) of the genus Pulex; and chicken fleas (Echidnophaga) of the genus Echidnophaga. Fleas of the family Pulicidae, including gallinacea; fleas of the family Ceratophyllidae, including the bird flea (Ceratophyllus gallinae), the Japanese rat flea (Ceratophyllus anisus), and the European rat flea (Nosopsyllus fasciatus) of the genus Nosopsyllus; fleas of the family Leptopsyllidae, including the blind rat flea (Leptopsylla segnis) of the genus Leptopsylla. 【0198】 Other target ectoparasites include Hemiptera pests. Examples of Hemiptera pests include: for example, insects of the family Cimicidae, including the bed bug (Cimex lectularius) of the genus Cimex; insects of the family Reduviidae, including the assassin bug (Rhodnius prolixus) of the genus Panstrongylus, the Venezuelan assassin bug (Rhodnius prolixus) of the genus Rhodnius, and the assassin bug (Triatoma infestans) of the genus Triatoma. 【0199】 In addition, it is effective against Diptera pests, which are stinging insects (chewing flies, blood-sucking adult flies, migratory diptera larvae, and parasitic fly maggots). Examples of Diptera pests include the following: Nematocera {For example (a) Species of the genus Culex (Culex spp.) such as Culex quinquefasciatus, Culex pipiens pallens, Culex tarsalis, Culex pipiens molestus, Culex pipiens fatigans, Culex tritaeniorhynchus summorosus, Species of the genus Armigeres (Armigeres spp.) such as Armigeres subalbatus, Species of the genus Anopheles (Anopheles spp.) such as Anopheles gambiae, Anopheles maculipennis, Anopheles Mosquitoes of the family Culicidae, including Anopheles lesteri, Aedes aegypti, Aedes albopictus, Aedes taeniorhynchus, Aedes togoi, and Aedes vexans nipponii; (b) Black flies of the family Simuliidae, including Simulium reptans, Simulium ornatum, Simulium venustum, Simulium salopiense of the genus Simulium, and Prosimulium yezoense of the genus Prosimulium; Culicoides arakawae, Culicoides pictimargo, Culicoides kibunensis, Culicoides homotomus, Culicoides oxystoma, and Culicoides This family of midges (Ceratopogonidae) includes species such as *Culicoides nipponensis*, *Culicoides punctatus*, *Culicoides maculatus*, and *Culicoides matsuzawai*. 【0200】 Brachycera {For example, (a) For example, the genus Tabanus (Tabanus spp.) Tabanus bromius, Tabanus spodopterus, Tabanus atratus, Tabanus sudeticus, horsefly (Tabanus trigonus), horsefly (Tabanus chrysurus), white horsefly (Tabanus trigeminus), striped horsefly (Tabanus fulvimedioides), white-banded horsefly (Tabanus iyoensis), the genus Chrysops (Chrysops spp.) Chrysops caecutiens, Chrysops relictus, golden-eyed horsefly (Chrysops Fly species of the Tabanidae family, including *Suavis* and *Chrysops japonicus*; Species of the genus Muscina (houseflies): Musca domestica, Musca bezzii, Musca hervei, Musca conducens, Musca stabulans; Species of the genus Stomoxys (stable flies): Stomoxys calcitrans; Species of the genus Haematobia (bush flies): Haematobia irritans, Haematobia irritans exigua, Haematobia stimulans; Species of the genus Fannia (small houseflies): Fannia Flies of the family Muscidae, including *Muscidae canisularis*; Flies of the family Glossinidae, including species of the genus Glossina; Flies of the family Hippoboscidae, including the genus Melophagus (Melophagus ovinus); Calliphora lata, a species of the genus Calliphora; Flies of the family Calliphoridae, including the genus Lucilia (Lucilia (Phaenicia) cuprina, Lucilia (Phaenicia) sericata, and Lucilia illustris), and the genus Chrysomyia (Chrysomya hominivorax, Chrysomya chloropyga, and Chrysomya bezziana); The following are species of botflies: Cuterebra spp. (subfamily Cuterebrinae), Hypoderma bovis and Hypoderma lineatum (subfamily Hypodermatinae), and Gasterophilus intestinalis, Gasterophilus haemorroidalis, Gasterophilus inermis, Gasterophilus nasalis, Gasterophilus nigricornis, and Gasterophilus nasalis (subfamily Gasterophilinae). (Pecorum), a type of fly belonging to the family Oestridae, which includes the genus Oestrus (Oestrus ovis) within the subfamily Oestrinae. 【0201】 When using the compound represented by formula (1) as a pest control agent such as an insecticide for agriculture and horticulture or an animal pest control agent, the compound represented by formula (1) may be used as is, or it may be mixed with a suitable solid carrier, liquid carrier, gaseous carrier, surfactant, dispersant, other formulation aids, etc. to prepare and use an agricultural chemical formulation. Preferably, the agricultural chemical formulation can be an emulsion, EW agent, liquid, suspension, wettable powder, granular wettable powder, powder, DL powder, powder and granules, granules, tablet, oil, aerosol, flowable, dry flowable, microcapsule, etc. Any of these can be used as an arbitrarily selected dosage form for the agricultural chemical formulation. In this invention, the term "carrier" refers to a solid carrier, liquid carrier, gaseous carrier, etc. 【0202】 Examples of the solid carriers include talc, bentonite, clay, kaolin, diatomaceous earth, vermiculite, white carbon, calcium carbonate, acid clay, silica sand, silica, zeolite, perlite, attapulgite, pumice, ammonium sulfate, sodium sulfate, and urea. Examples of the liquid carrier include alcohols such as methanol, ethanol, n-hexanol, ethylene glycol, and propylene glycol; ketones such as acetone, methyl ethyl ketone, and cyclohexanone; aliphatic hydrocarbons such as n-hexane, kerosene, and lamp oil; aromatic hydrocarbons such as toluene, xylene, and methylnaphthalene; ethers such as diethyl ether, dioxane, and tetrahydrofuran; esters such as ethyl acetate; nitriles such as acetonitrile and isobutyronitrile; acid amides such as dimethylformamide and dimethylacetamide; vegetable oils such as soybean oil and cottonseed oil; dimethyl sulfoxide; and water. Examples of the gaseous carrier include LPG, air, nitrogen, carbon dioxide, and dimethyl ether. Examples of the surfactant and dispersant include alkyl sulfate esters, alkyl (aryl) sulfonates, polyoxyalkylene alkyl (aryl) ethers, polyhydric alcohol esters, lignin sulfonates, alkyl sulfosuccinates, formalin condensates of alkylnaphthalene sulfonates, polycarboxylates, POE polystyrenephenyl ether sulfates and phosphates, and POE·POP block polymers. Furthermore, examples of the aforementioned formulation aids include carboxymethylcellulose, hydroxypropylcellulose, polyvinyl alcohol, xanthan gum, pregelatinized starch, gum arabic, polyvinylpyrrolidone, ethylene-acrylic acid copolymer, ethylene-vinyl acetate copolymer, polyethylene glycol, liquid paraffin, calcium stearate, and defoamers, preservatives, and the like. The aforementioned carriers, surfactants, dispersants, and formulation aids can be used individually or in combination as needed. 【0203】 The content of the compound represented by formula (1), which is the active ingredient in the pesticide formulation, is not particularly limited, but is preferably 1 to 75% by weight for emulsions, 0.3 to 25% by weight for powders, 1 to 90% by weight for wettable powders, and 0.1 to 10% by weight for granules. The pest control agent according to the present invention can be used as is or diluted. 【0204】 When the compound represented by formula (1) is used as a miticide to control mites that parasitize livestock such as cattle and pigs, and pet animals such as dogs and cats, it can be used in an amount such that the active ingredient is 0.01 to 1000 mg per 1 kg of host animal. Acaricides for pest control can be applied using known veterinary methods. For example, when the purpose is systemic suppression, methods include administering the animal by tablet, capsule, immersion solution, feed mixture, suppository, or injection (intramuscular, subcutaneous, intravenous, intraperitoneal, etc.). When the purpose is non-systemic suppression, methods include administering an oily or aqueous solution by spraying, pouring, or spot-on, or by kneading the acaricide into a resin, molding the mixture into a suitable shape such as a collar or ear tag, and attaching it to the animal. The pest control agent according to the present invention can be used as is or diluted. 【0205】 Furthermore, the pest control agent according to the present invention can be mixed with or used in combination with other insecticides, nematicides, fungicides, acaricides, herbicides, plant growth regulators, fertilizers, etc. Examples of drugs that can be mixed or used in combination include the Pesticide Manual (18th edition, published by The British Crop Protection Council), the Shibuya Index (SHIBUYA INDEX 17th edition, 2014, published by SHIBUYA INDEX RESEARCH GROUP), the Mode of Action Classification Scheme Version 9.3 (published by IRAC), and the FRAC Code List. (C) Examples include those listed in "2020: Fungicides sorted by mode of action" (2020 edition, published by FRAC) and those whose structures can be identified on the internet (http: / / www.alanwood.net / pesticides / sitemap.html). 【0206】 More specifically, insecticides, nematicides, and acaricides include, for example, the following compounds: Alanicarb, aldicarb, bendiocarb, bendiocarb, benfuracarb, butocarboxim, butoxycarboxim, carbaryl, carbofuran, carbosulfan, ethiofencarb, fenobucarb, formetanate, furathiocarb Carbamate compounds such as rb, isoprocarb, methiocarb, methomyl, oxamyl, pirimicarb, propoxur, thiodicarb, thiofanox, trizamate, trimethacarb, XMC, xylylcarb, metolcarb, fenothiocarb, and fenoxycarb, Acephate, azamethiphos, azinphos-ethyl, azinphos-methyl, ethylthiometon, chlorethoxyfos, caduafos, chlorethoxyfos, chlorfenvinphos, chlormephos, chlorpyrifos, chlorpyrifos-methyl, coumaphos, cyanophos cyanophos, demeton-S-methyl, diazinon, dichlorvos, dicrotophos, dimethoate, dimethylvinphos, EPN, ethion, etoprophos, famphur, fenamifos, fenitrothion, fenthion, fosthiazate, heptenophos, imicyaphos Isophenphos, isopropyl O-(methoxyaminothiophosphoryl)salicylate, isoxathion, malathion, mecarbam, methamidophos, methidathion, mevinphos, monocrotophos, naled, omethoate, dioxydemeton ethyl, parathion, parathion-methylPAP, phorate, phosalone, phosmet, phosphamidon, phoxim, pirimiphos-methyl, profenofos, propetamphos, prothiofos, pyraclofos, pyridaphenthion, quinalphos, sulfotep, tebupirimfos, temephos Organic phosphate ester compounds such as hos, terbufos, tetrachlorvinphos, thiometon, triazophos, trichlorfon, vamidothion, chlorpyrifos-ethyl, disulfoton, sulprofos, flupyrazophos, phenthoate, fonofos, and tribufos. 【0207】 Organochlorine compounds such as endosulfan, alpha-endosulfan, gamma-HCH, dicofol, chlordane, dieldrin, and methoxychlor. Phenylpyrazole compounds such as acetoprole, fipronil, ethiprole, pyrafluprole, pyriprole, flufiprole, and nicofluprole, Metadiamide compounds such as broflanilide and cyproflanilide, Isoxazoline compounds such as afoxolaner, fluralaner, sarolaner, fluxametamide, lotilaner, and isocycloseram. acrinathrin, allethrin, d-cis-trans allethrin, bifenthrin, kappa-bifenthrin, bioallethrin S-cyclopentenyl S-cyclopentenyl), bioresmethrin, cycloprothrin, cyfluthrin, beta-cyfluthrin, cyhalothrin, lambda-cyhalothrin, gamma-cyhalothrin, cypermethrin, alpha-cypermethrin, beta-cypermethrin, theta-cypermethrin, zeta-cypermethrin, cyphenothrin, deltamethrin, empenthrin, esphenothrin Esfenvalerate, etofenprox, fenpropathrin, fenvalerate, flucythrinate, flumethrin, tau-fluvalinate, halfenprox, imiprothrin, kadethrin, permethrin, phenothrin, prallethrin, pyrethrin, resmethrin, silafluofen, tefluthrin, kappa-tefluthrin, phthalthrin,Tetramethrin, tralomethrin, transfluthrin, metoxadiazone, metofluthrin, profluthrin, pyretorum, terallethrin, momfluorothrin, heptafluthrin, meperfluthrin, tetramethrin Pyrethroid compounds such as tetramethylfluthrin, dimefluthrin, and protrifenbut; neonicotinoid compounds such as acetamiprid, chlothianidin, dinotefuran, imidacloprid, nitenpyram, thiacloprid, and thiamethoxam; Sulfoxamine compounds such as sulfoxaflor, butenolide compounds such as flupyradifurone, 【0208】 Mesoionic compounds such as triflumezopyrim and dichloromezotiaz, 2-aminopyridine compounds such as flupyrimin, and spinosine compounds such as spinosad and spinetoram, Macrolide compounds such as abamectin, ivermectin, emamectin benzoate, milbemectin, and lepimectin. Juvenile hormone-like compounds such as hydroprene, quinoprene, diofenolan, and methoprene, 4-phenoxyphenoxy compounds such as pyriproxyfene, pyridineazomethine compounds such as pymetrozine, Pyridinecarboxamide compounds such as flonicamid, Oxazole compounds such as ethoxazole, Bacillus thuringiensis and Bacillus sphaericus insecticides such as Bt subsp. israelensis, Bt subsp. aizawai, Bt subsp. kurstaki, and Bt subsp. tenebrionis, and the insecticidal proteins they produce. The insecticidal protein produced by the Bt crops mentioned above, 【0209】 Thiourea compounds such as diafenthiuron, Organometallic compounds such as azocyclotin, cyhexatin, and fenbutatin oxide, Sulfite-based and diphenyl ether compounds such as propargite, Diphenyl sulfone compounds such as tetradifon, Pyrrole compounds such as chlorfenapyr and tralopyril, Dinitro compounds such as DNOC, Nereistoxin analogs such as bensultap, cartap, thiocyclam, thiosultap, and thiosultap sodium, Benzoylurea compounds such as bistrifluron, chlorfluazuron, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, nobiflumuron, teflubenzuron, triflumuron, and bistrifluron. Thiadiazine compounds such as buprofezin, Triazole compounds such as cyromazine, The group is selected from the group consisting of diacylhydrazine compounds such as chromafenozide, halofenozide, methoxyfenozide, and tebufenozide, and a cyano group. Amidine compounds such as amitraz, Amidinohydrazone compounds such as hydramethylnon, Naphthoquinone compounds such as acequinocyl Strobilurin compounds such as fluacrypyrim, pyriminostrobin, and flufenoxystrobin, Quinazoline compounds such as fenazaquin, Phenoxypyrazole compounds such as fenpyroxymate, Phenoxyethylamine compounds such as pyrimidifen, Pyridazinone compounds such as pyridaben, Pyrazole-4-carboxamide compounds such as tebufenpyrad, tolfenpyrad, pyflubumide, and dimpropyridaz, Hydrazine carboxamide compounds such as metaflumizone, 【0210】 Tetronic acid and tetramic acid compounds such as spirodiclofen, spirotetramat, spiromesifen, spiropidion, and spidoxamat, Beta-ketonitrile compounds such as cyflumetofen, cyenopyrafen, and cyetpyrafen, Phthalamide compounds such as flubendiamide, Anthranilic acid amide compounds such as chlorantraniliprole, cyantraniliprole, cyclaniliprole, tetraniliprole, cyhalodiamide, tetrachlorantraniliprole, fluchlordiniliprole, and thiorantraniliprole. Quinoxaline compounds such as quinomethionate, Thiazolidinone compounds such as hexythiazox, Hydrazine compounds such as bifenazate, Pyridinamine compounds such as flufenerim, Aminoquinazoline compounds such as pyrifluquinazon, 6-phenoxyquinoline compounds such as flometoquin, Pyridinylethylbenzamide compounds such as fluopyram, Pyridinylcyclobutynylamide compounds such as cyclobutrifluram, Sulfonamide compounds such as fluazaindolizine and amidoflumet, Pyridylpyrazole compounds such as ticlopyrazoflor, Oxadiazole compounds such as tioxazafen, Benzooxazole compounds such as oxazosulfyl. 【0211】 In addition, other insecticides, nematicides, and acaricides include nicotine, chloropicrin, sulfuryl fluoride, crylotie, clofentezine, diflovidazin, rotenone, indoxacarb, and piperonyl butoxide. Butoxide, chlordimeform, pyridalyl, azadirachtin, benzoxymate, afidopyropen, fluhexafon, fluensulfone, benclothiaz, carzole, insecticide soap, dimehypo, nithiazine, borate Examples of compounds include salt, metaaldehyde, ryanodine, sulfuramide, acynonapyr, benzpyrimoxan, 3-bromo-N-(2,4-dichloro-6-(methylcarbamoyl)phenylyl)-1-(3,5-dichloropyridine-2-yl)-1H-pyrazole-5-carboxamide, and flupentiofenox. Furthermore, the pest control agent according to the present invention can be mixed with or used in combination with microbial pesticides such as entomopathogenic bacteria, entomopathogenic viruses, and entomopathogenic fungi. 【0212】 Examples of disinfectants used include the following: Phenylamide compounds such as metalaxyl, metalaxyl-M, oxadixyl, ofurase, benalaxyl, benalaxyl-M, kiralaxyl, ofurace, furalaxyl, and cyprofuram. Hydroxypyrimidine compounds such as bupyrimate, dimethilimol, and ethilimol, Isoxazole compounds such as hymexazole and hydroxyisoxazole, piperidinyl thiazole isoxazoline compounds such as oxathiapiprolin and fluoxapiprolin, Isothiazolone compounds such as octylinone, Carboxylic acid compounds such as oxolinic acid, Benzimidazole-thiophanate compounds such as benomyl, thiophanate-methyl, carbendazole, fuberidazole, thiabendazole, and debacarb, N-phenylcarbamate compounds such as diethofencarb, Toluamide compounds such as zoxamide, Ethalaminothiazole carboxamide compounds such as ethaboxam, Phenylurea compounds such as pencycuron, Pyridinylmethylbenzamide compounds such as fluopicolide and fluopimomide, Pyrimidine amine compounds such as diflumetrim and bupirimate, 【0213】 Benzanilide compounds such as benodanil, flutolanil, mepronil, and flufenoxadiazam, Phenyloxoethylthiophenamide compounds such as isofetamide, Pyridinylethylbenzamide compounds such as fluopyram, francarboxamide compounds such as fenfuram, Oxatiin carboxamide compounds such as oxycarboxin and carboxin, Thiazole carboxamide compounds such as tifluzamide, Pyrazole-4-carboxamide compounds such as fluxapyroxad, furametpyr, penflufen, penthiopyrad, benzovindiflupyr, bixafen, isopyrazam, sedaxane, inpyrfluxam, fluindapyr, isoflucypram, pyrapropoyne, and flubeneteram. Pyridinecarboxamide compounds such as boscalid, Strobilurin compounds such as azoxystrobin, coumetoxystrobin, kresoxym-methyl, trifloxystrobin, picoxystrobin, pyraclostrobin, dimoxystrobin, metominostrobin, orysastrobin, fluoxastrobin, pyraoxystrobin, pyrametostrobin, fluphenoxystrobin, fenaminstrobin, enoxastrobin, coumoxystrobin, mandestrobin, and triclopyricarb. 【0214】 Oxazolidinedione compounds such as famoxadone, Imidazolinone compounds such as fenamidone, Benzylcarbamate compounds such as triclopyricarab and pyribencarb, Cyanoimidazole compounds such as cyazofamide, Sulfamoyltriazole compounds such as amisulbrom, Dinitrophenylcroton compounds such as binapacryl, meptyldinocap, and dinocap. 2,6-dinitroaniline compounds such as fluazinam, Pyrimidinone hydrazone compounds such as ferimzone, Organic and inorganic metal compounds such as fentin acetate, fentin chloride, fentin hydroxide, fenthin hydroxide, fenthin acetate, and oxine copper. Thiofencarboxamide compounds such as silthiofam, Triazolopyrimidineamine compounds such as ametoctradin, Anilinopyrimidine compounds such as mepanipyrim, nitrapyrin, pyrimethanil, and cyprodinil, Enopyranuronic acid antibiotics such as blasticidin-S, Hexopyranosyl antibiotics such as kasugamycin and kasugamycin hydrochloride hydrate, Glucopyranosyl antibiotics such as streptomycin Tetracycline antibiotics such as oxytetracycline, Allyloxyquinoline compounds such as quinoxyfen, Quinazoline compounds such as proquinazid, Cyanopyrrole compounds such as fludioxonil and fenpiclonil, Dicarboxyimide compounds such as fluoroimide, procymidone, iprodione, and vinchlozolin, Phosphothiolate compounds such as edifenphos, iprobenphos, and pyrazophos, Dithiolane compounds such as isoprothiolane, Propylcarbamate compounds such as propamocarb and propamocarb hydrochloride, Bacillus species such as Bacillus subtilis (QST713, FZB24, MBI600, D747 strains) and the bactericidal proteins they produce, Bactericidal proteins produced by the aforementioned Bt crop, 【0215】 Terpene hydrocarbons and terpene alcohols, such as extracts of Goseicajeput, Piperazine compounds such as triforine, Pyridine compounds such as pyrifenox and pyrisoxazole, Pyrimidine compounds such as fenarimol, nuarimol, and flumetylsulforiim, Azaconazole, Bromuconazole, Diniconazole, Diniconazole-M, Epoxyconazole, Fluquinconazole, Oxpoconazole, Pefurazoate, Difenoconazole, Fenbuconazole, Imibenconazole, Ipconazole, Metconazole, Tetraconazole, Triadimefon, Triadimenol, Triticonazole, Uniconazole, Imazalil, Bitertanol Azole compounds such as nol, triflumizole, etaconazole, propiconazole, penconazole, flusilazole, flutriafol, myclobutanil, paclobutrazol, prothioconazole, cyproconazole, tebuconazole, hexaconazole, prochloraz, simeconazole, ipfentrifluconazole, fluoxythioconazole, aldimorph, dodemorph, and dodemorph acetate.Morpholine compounds such as acetate, tridemorph, fenpropimorph, dimethomorph, flumorph, and pyrimorph, Piperidine compounds such as piperalin and fenpropidin, Spiroxamine and other spirochetalamine compounds, Hydroxyalide compounds such as fenhexamide, aminopyrazolinone compounds such as fenpyrazamine, Thiocarbamate and dithiocarbamate compounds such as ferbam, metam, metasulfocarb, metiram, thiram, mancozeb, maneb, zineb, ziram, polycarbamate, propineb, thiuram, and pyributicarb. Glucopyranosyl antibiotics such as validamycin Nucleoside antibiotics such as mildiomycin and polyoxin, 【0216】 Valinamide carbamate compounds such as benthiavalicarb, benthiavalicarb-isopropyl, valifenalate, and iprovalicarb. Mandelic acid amide compounds such as mandipropamid, picolinamide compounds such as fenpicoxamide, florylpicoxamide, and metarylpicoxamide, Isobenzofuranone compounds such as fthalides, Pyrroquilone and other pyrroloquinolinone compounds, Triazolobenzothiazole compounds such as tricyclazole, Cyclopropanecarboxamide compounds such as carpropamid, Carboxamide compounds such as diclocimet, Propionamide compounds such as fenoxanil, Benzothiadiazole compounds such as acibenzolar-S-methyl, Benzoisothiazole compounds such as probenazole and diclobentiazox, Thiadinil and other thiadiazole carboxamide compounds, Isotianil and other isothiazole carboxamide compounds, Cyanoacetamide oxime compounds such as cymoxanil, Ethyl phosphonate compounds such as fosetyl, Phthalamic acid compounds such as techlophthalam, Benzotriazine compounds such as triazoxide, Benzene sulfonic acid compounds such as furusulfamide, Pyridazinone compounds such as diclomezine, Phenylacetamide compounds such as cyflufenamide, Benzophenone compounds such as metrafenopne, Benzoylpyridine compounds such as pyriophenone, Cyanomethylentiazolidine compounds such as flutianil, 4-quinolylacetic acid compounds such as tebufloquin, 3-phenoxyquinoline compounds such as ipflufenoquin, 【0217】 Organophosphorus compounds such as fosetyl-aluminium and tolclofos-methyl, 1,2,4-thiadiazole compounds such as eclomezol Trifluoroethylcarbamate compounds such as tolprocarb, Bordeaux mixture, Copper compounds such as copper acetate, basic copper sulfate, oxy copper chloride, copper hydroxide, and oxine-copper, as well as inorganic compounds such as copper and sulfur. N-halogenothioalkyl compounds such as captan, captafol, and folpet, Organic chlorine compounds such as anilazine, chlorothalonil, dichlorophen, pentachlorophenol and their salts, hexachlorobenzene, and quintozene. Guanidine compounds such as iminoctadine triacetate salt, iminoctadine albesilate, guanidine, dodine, dodine free base, guazatine, guazatine acetate salt, and albesilate. Anthraquinone compounds such as dithianone, Quinoxaline compounds such as quinomethionate, Maleimide compounds such as fluoroimide, Sulfenic acid compounds such as tolylfluanid and dichlofluanid, Dinitrophenol compounds such as dinobuton, Cyclic dithiocarbamate compounds such as dazomet, Anilide compounds such as pyraziflumid, Nicotinic acid ester compounds such as aminopyrifen, Tetrazolinone compounds such as methyltetraprole, Pyridazine compounds such as pyridaclomethyl, Hydrazide compounds such as chloroinconazide. 【0218】 Other disinfectants include dipymetitrone, picarbutrazox, tecnazen, nitrthal-isopropyl, dicyclomet, acibenzolar, prohexadione-calcium, bronopol, diphenylamine, flumetover, bethoxazin, biphenyl, chloroneb, CNA, iodcarb, prothiocarb, and seboctylamine. 【0219】 The compound of the present invention, represented by formula (1), can be used to control target pests by applying an effective amount thereof to plants, soil, or animals. In other words, a method for controlling pests in these fields is provided. Here, the control method according to the present invention also includes a method of applying the compound of the present invention by fumigation in a sealed space. The compounds of the present invention also enhance crop vitality when applied to or in contact with crops, seeds on which crops grow, or placentas of crops in biologically effective amounts. When the target of treatment or contact is seeds, the amount of the compound of the present invention is not limited, but it is preferable that the compound of the present invention is present in an amount of about 0.0001 to about 1% by mass of the total amount of seeds after treatment. The present invention further provides the use of the compound of the present invention as an active ingredient in a composition for protecting animals and birds from harmful parasitic invertebrates. The composition contains the compound of the present invention in an amount that is parasitically effective and does not harm the target animals or birds. In the above use, the compound of the present invention is brought into contact with the harmful invertebrates or their habitat in a biologically effective amount to control the harmful invertebrates. 【0220】 Next, specific examples of the compounds of the present invention are shown below, but the compounds of the present invention are not limited thereto. 【0221】 In equation (1), A is equation (A-5), and the cyclic structure U in B is equation (F-1) or equation (F-2), in the following equations (1-1) or (1-2), [ka] R B , R C , R D and R EEach of these independently consists 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 (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 (C3-C6) cycloalkyl group, an optionally substituted halo(C3-C6) cycloalkyl group, an optionally substituted (C1-C6) alkoxy group, and A substituted halo(C1-C6) alkoxy group, a substituted (C2-C6) alkenyloxy group, a substituted (C2-C6) alkenyloxy group, a substituted (C2-C6) alkynyloxy group, a substituted halo(C2-C6) alkynyloxy group, a substituted (C3-C6) cycloalkoxy group, a substituted halo(C3-C6) cycloalkoxy group, a substituted (C1-C6) alkylcarbonyl group, a substituted (C1-C6) alkylcarbonyl group, a substituent (C3-C6) cycloalkylcarbonyl group which may have a substituent, halo(C3-C6) cycloalkylcarbonyl group which may have a substituent, (C1-C6) alkoxycarbonyl group which may have a substituent, halo(C1-C6) alkoxycarbonyl group which may have a substituent, (C2-C6) alkenyloxycarbonyl group which may have a substituent, halo(C2-C6) alkenyloxycarbonyl group which may have a substituent, (C2-C6) alkynyloxycarbonyl group which may have a substituent, halo(C2-C6) alkynyloxycarbonyl A hydroxyl group, a substituted (C1-C6) alkylcarbonyloxy group, a substituted (C1-C6) alkylcarbonyloxy group, a substituted (C2-C6) alkenylcarbonyloxy group, a substituted (C2-C6) alkenylcarbonyloxy group, a substituted (C2-C6) alkynylcarbonyloxy group, a substituted (C2-C6) alkynylcarbonyloxy group, a substituted (C1-C6) alkylthio group, a substituted (C1-C6) alkylthio group,This represents a group selected from the group consisting of optionally substituted (C1-C6) alkylsulfinyl groups, optionally substituted halo(C1-C6) alkylsulfinyl groups, optionally substituted (C1-C6) alkylsulfonyl groups, optionally substituted halo(C1-C6) alkylsulfonyl groups, optionally substituted (C1-C6) alkylsulfonyloxy groups, optionally substituted halo(C1-C6) alkylsulfonyloxy groups, optionally substituted phenyl groups, optionally substituted heterocyclic groups, optionally substituted phenoxy groups, optionally substituted pyridyloxy groups, NY1Y2 groups, C(O)NY1Y2 groups, C(=NY2)Y3 groups, cyano groups, nitro groups, hydroxyl groups, mercapto groups, amino groups, formyl groups, carboxyl groups, trimethylsilyl groups, and SF5 groups (Y1, Y2, and Y3 are as defined above). D may be a substituted (C1-C6) alkoxy group, a substituted halo(C1-C6) alkoxy group, a substituted (C3-C6) cycloalkoxy group, a substituted halo(C3-C6) cycloalkoxy group, a substituted (C1-C6) alkylcarbonyl group, a substituted halo(C1-C6) alkylcarbonyl group, a substituted (C2-C6) alkenylcarbonyl group, a substituted halo(C2-C6) alkenylcarbonyl group, or a substituted (C2-C6) Alkynylcarbonyl group, optionally substituted halo(C2-C6) alkynylcarbonyl group, optionally substituted (C3-C6) cycloalkylcarbonyl group, optionally substituted halo(C3-C6) cycloalkylcarbonyl group, optionally substituted (C1-C6) alkoxycarbonyl group, optionally substituted halo(C1-C6) alkoxycarbonyl group, optionally substituted (C2-C6) alkenyloxycarbonyl group, optionally substituted halo(C2-C6) alkenyloxycarbonyl group, optionally substituted ( C2-C6) alkynyloxycarbonyl group, optionally substituted halo(C2-C6) alkynyloxycarbonyl group, optionally substituted (C3-C6) cycloalkoxycarbonyl group, optionally substituted halo(C3-C6) cycloalkoxycarbonyl group, optionally substituted (C1-C6) alkylcarbonyloxy group, optionally substituted halo(C1-C6) alkylcarbonyloxy group, optionally substituted (C2-C6) alkenylcarbonyloxy group, optionally substituted halo(C2-C6) alkenylcarbonyl Nyloxy group, optionally substituted (C2-C6) alkynylcarbonyloxy group, optionally substituted halo(C2-C6) alkynylcarbonyloxy group, optionally substituted (C3-C6) cycloalkylcarbonyloxy group, optionally substituted halo(C3-C6) cycloalkylcarbonyloxy group, optionally substituted (C1-C6) alkoxycarbonyloxy group, optionally substituted halo(C1-C6) alkoxycarbonyloxy group, optionally substituted (C2-C6) alkenyloxycarbonyloxy group,This represents a group selected from the group consisting of optionally substituted halo(C2-C6) alkenyloxycarbonyloxy groups, optionally substituted (C2-C6) alkynyloxycarbonyloxy groups, optionally substituted halo(C2-C6) alkynyloxycarbonyloxy groups, optionally substituted (C1-C6) alkylsulfonyl groups, optionally substituted (C1-C6) alkylsulfonyl groups, optionally substituted (C1-C6) alkylsulfonyloxy groups, optionally substituted halo(C1-C6) alkylsulfonyloxy groups, and hydroxyl groups. E is a hydrogen atom, an optionally substituted (C1-C6) alkyl group, an optionally substituted halo(C1-C6) alkyl 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 (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, optionally substituted (C2-C6) alkenyloxy group, optionally substituted halo(C2-C6) alkenyloxy group, optionally substituted (C2-C6) alkynyloxy group, optionally substituted halo(C2-C6) alkynyloxy group, optionally substituted (C3-C6) cycloalkoxy group, optionally substituted halo(C3-C6) cycloalkoxy group, optionally substituted (C1-C6) alkylcarbonyl group, optionally substituted halo(C1-C6) alkylcarbonyl group, optionally substituted Good (C2-C6) alkenylcarbonyl group, optionally substituted halo(C2-C6) alkenylcarbonyl group, optionally substituted (C2-C6) alkynylcarbonyl group, optionally substituted halo(C2-C6) alkynylcarbonyl group, optionally substituted (C3-C6) cycloalkylcarbonyl group, optionally substituted halo(C3-C6) cycloalkylcarbonyl group, optionally substituted (C1-C6) alkoxycarbonyl group, optionally substituted halo(C1-C6) alkoxycarbonyl group, optionally substituted ( C2-C6) alkenyloxycarbonyl group, optionally substituted halo(C2-C6) alkenyloxycarbonyl group, optionally substituted (C2-C6) alkynyloxycarbonyl group, optionally substituted halo(C2-C6) alkynyloxycarbonyl group, optionally substituted (C1-C6) alkylthiocarbonyl group, optionally substituted halo(C1-C6) alkylthiocarbonyl group, optionally substituted (C1-C6) alkylcarbonyloxy group, optionally substituted halo(C1-C6) alkylcarbonyloxy group,A substituted (C1-C6) alkylsulfonyl group, a substituted halo(C1-C6) alkylsulfonyl group, The group is selected from the group consisting of a phenylcarbonyl group which may have substituents, a phenoxycarbonyl group which may have substituents, a C(O)NY1Y2 group, a cyano group, a hydroxyl group, a formyl group, an amino group, and a carboxyl group (Y1, Y2, and Y3 are as defined above), R1, R2, and R3 can each be 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 (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 (C3-C6) cycloalkyl group, an optionally substituted halo(C3-C6) cycloalkyl group, or an optionally substituted ( C1-C6) alkoxy group, optionally substituted halo(C1-C6) alkoxy group, optionally substituted (C2-C6) alkenyloxy group, optionally substituted (C2-C6) alkenyloxy group, optionally substituted (C2-C6) alkynyloxy group, optionally substituted halo(C2-C6) alkynyloxy group, optionally substituted (C3-C6) cycloalkoxy group, optionally substituted halo(C3-C6) cycloalkoxy group, optionally substituted (C1-C6) alkylcarbonyl group, optionally substituted halo(C 1-C6) alkylcarbonyl group, optionally substituted (C3-C6) cycloalkylcarbonyl group, optionally substituted halo(C3-C6) cycloalkylcarbonyl group, optionally substituted (C1-C6) alkoxycarbonyl group, optionally substituted halo(C1-C6) alkoxycarbonyl group, optionally substituted (C2-C6) alkenyloxycarbonyl group, optionally substituted halo(C2-C6) alkenyloxycarbonyl group, optionally substituted (C2-C6) alkynyloxycarbonyl group, optionally substituted A good halo(C2~C6)alkynyloxycarbonyl group, optionally substituted (C1~C6)alkylcarbonyloxy group, optionally substituted (C1~C6)alkylcarbonyloxy group, optionally substituted (C2~C6)alkenylcarbonyloxy group, optionally substituted (C2~C6)alkenylcarbonyloxy group, optionally substituted (C2~C6)alkynylcarbonyloxy group, optionally substituted (C1~C6)alkynylcarbonyloxy group, optionally substituted (C1~C6)alkylthio group,A group selected from the group consisting of a substituted halo(C1-C6)alkylthio group, a substituted (C1-C6)alkylsulfinyl group, a substituted halo(C1-C6)alkylsulfinyl group, a substituted (C1-C6) alkylsulfonyl group, a substituted halo(C1-C6)alkylsulfonyl group, a substituted (C1-C6) alkylsulfonyloxy group, a substituted halo(C1-C6) alkylsulfonyloxy group, a substituted NY1Y2 group, a C(O)NY1Y2 group, a C(=NY2)Y3 group, a cyano group, a nitro group, a hydroxyl group, a mercapto group, a formyl group, a carboxyl group, a trimethylsilyl group, and an SF5 group (Y1, Y2, and Y3 are as defined above). However, one of R1, R2, and R3 is a cyclic U group and is substituted by formula (F-1) or formula (F-2). R4 is a group selected from the group consisting of (C1-C6) alkyl groups, halo(C1-C6) alkyl groups, (C3-C6) cycloalkyl groups, and halo(C3-C6) cycloalkyl groups. n is an integer between 0 and 2, X1 is an oxygen atom, a sulfur atom, or NR M And, R 5、 R6, R7, and R8 are each independent of each other. Each of these can be 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 (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 cycloalkyl group, an optionally substituted halo(C3-C6) cycloalkyl group, or 1-cyanocyclopropyl A hydroxyl group, a substituted (C1-C6) alkoxy group, a substituted halo(C1-C6) alkoxy group, a substituted (C2-C6) alkenyloxy group, a substituted halo(C2-C6) alkenyloxy group, a substituted (C2-C6) alkynyloxy group, a substituted halo(C2-C6) alkynyloxy group, a substituted (C1-C6) alkylcarbonyl group, a substituted halo(C1-C6) alkylcarbonyl group, a substituted (C3-C6) cycloalkylcarbonyl group, optionally substituted halo(C3-C6) cycloalkylcarbonyl group, optionally substituted (C1-C6) alkoxycarbonyl group, optionally substituted halo(C1-C6) alkoxycarbonyl group, optionally substituted (C1-C6) alkylcarbonyloxy group, optionally substituted halo(C1-C6) alkylcarbonyloxy group, optionally substituted (C1-C6) alkylthio group, optionally substituted halo(C1-C6) alkyl This represents a group selected from the group consisting of a thio 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 NY1Y2 group, a C(O)NY1Y2 group, a cyano group, a nitro group, a hydroxyl group, a mercapto group, a formyl group, a carboxyl group, a trimethylsilyl group, and an SF5 group (Y1, Y2, and Y3 are as defined above). R MExamples include compounds, salts thereof, or N-oxides thereof, in which the group is 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, an optionally substituted halo(C1-C6) alkylcarbonyl group, an optionally substituted (C3-C6) cycloalkylcarbonyl group, an optionally substituted halo(C3-C6) cycloalkylcarbonyl group, and a hydroxyl group. 【0222】 In equation (1), A is equation (A-5), and the cyclic structure U in B is equation (F-1) or equation (F-2), in equation (1-1) or equation (1-2), R B , R C , R D and R E Each of the substituents is listed in Table 1, D is a substituent listed in Table 2, E is a substituent listed in Table 3, R1, R2, and R3 are substituents listed in Table 4, the cyclic structure U which is any one of R1, R2, and R3 is a ring structure group listed in Table 5, R4 is a substituent listed in Table 6, and R M The compound of the present invention is a substituent listed in Table 7, R5, R6, R7, and R8 are substituents listed in Table 8, and n is a combination of 0, 1, and 2. 【0223】 [Table 1] TIFF0007876393000026.tif119127 【0224】 [Table 2] TIFF0007876393000027.tif73127 【0225】 [Table 3] TIFF0007876393000028.tif76120 【0226】 [Table 4] TIFF0007876393000029.tif52115 【0227】 [Table 5] TIFF0007876393000030.tif71127 【0228】 [Table 6] TIFF0007876393000031.tif47116 【0229】 [Table 7] TIFF0007876393000032.tif3763 【0230】 [Table 8] TIFF0007876393000033.tif52115 【0231】 Compounds according to the present invention, their salts, or their N-oxides, in which A in formula (1) is formula (A-6), (A-7), (A-8), (A-9), (A-10), (A-11), (A-12), (A-13), (A-14), (A-15), (A-16), (A-17), or (A-18), and the cyclic structure U in B is formula (F-1) or formula (F-2), are also exemplified in accordance with the above. Note that R in A A is the aforementioned R B ~R E This is synonymous with and may have substituents as shown in Table 1 as specific examples. 【0232】 In equation (1), A is equation (A-5), and the cyclic structure U in B is equation (F-3) or equation (F-4), in equation (1-3) or equation (1-4), [ka] R B , R C , R D and R EEach of these independently consists 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 (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 (C3-C6) cycloalkyl group, an optionally substituted halo(C3-C6) cycloalkyl group, an optionally substituted (C1-C6) alkoxy group, and A substituted halo(C1-C6) alkoxy group, a substituted (C2-C6) alkenyloxy group, a substituted (C2-C6) alkenyloxy group, a substituted (C2-C6) alkynyloxy group, a substituted halo(C2-C6) alkynyloxy group, a substituted (C3-C6) cycloalkoxy group, a substituted halo(C3-C6) cycloalkoxy group, a substituted (C1-C6) alkylcarbonyl group, a substituted (C1-C6) alkylcarbonyl group, a substituent (C3-C6) cycloalkylcarbonyl group which may have a substituent, halo(C3-C6) cycloalkylcarbonyl group which may have a substituent, (C1-C6) alkoxycarbonyl group which may have a substituent, halo(C1-C6) alkoxycarbonyl group which may have a substituent, (C2-C6) alkenyloxycarbonyl group which may have a substituent, halo(C2-C6) alkenyloxycarbonyl group which may have a substituent, (C2-C6) alkynyloxycarbonyl group which may have a substituent, halo(C2-C6) alkynyloxycarbonyl A hydroxyl group, a substituted (C1-C6) alkylcarbonyloxy group, a substituted (C1-C6) alkylcarbonyloxy group, a substituted (C2-C6) alkenylcarbonyloxy group, a substituted (C2-C6) alkenylcarbonyloxy group, a substituted (C2-C6) alkynylcarbonyloxy group, a substituted (C2-C6) alkynylcarbonyloxy group, a substituted (C1-C6) alkylthio group, a substituted (C1-C6) alkylthio group,This represents a group selected from the group consisting of optionally substituted (C1-C6) alkylsulfinyl groups, optionally substituted halo(C1-C6) alkylsulfinyl groups, optionally substituted (C1-C6) alkylsulfonyl groups, optionally substituted halo(C1-C6) alkylsulfonyl groups, optionally substituted (C1-C6) alkylsulfonyloxy groups, optionally substituted halo(C1-C6) alkylsulfonyloxy groups, optionally substituted phenyl groups, optionally substituted heterocyclic groups, optionally substituted phenoxy groups, optionally substituted pyridyloxy groups, NY1Y2 groups, C(O)NY1Y2 groups, C(=NY2)Y3 groups, cyano groups, nitro groups, hydroxyl groups, mercapto groups, amino groups, formyl groups, carboxyl groups, trimethylsilyl groups, and SF5 groups (Y1, Y2, and Y3 are as defined above). D may be a substituted (C1-C6) alkoxy group, a substituted halo(C1-C6) alkoxy group, a substituted (C3-C6) cycloalkoxy group, a substituted halo(C3-C6) cycloalkoxy group, a substituted (C1-C6) alkylcarbonyl group, a substituted halo(C1-C6) alkylcarbonyl group, a substituted (C2-C6) alkenylcarbonyl group, a substituted halo(C2-C6) alkenylcarbonyl group, or a substituted (C2-C6) Alkynylcarbonyl group, optionally substituted halo(C2-C6) alkynylcarbonyl group, optionally substituted (C3-C6) cycloalkylcarbonyl group, optionally substituted halo(C3-C6) cycloalkylcarbonyl group, optionally substituted (C1-C6) alkoxycarbonyl group, optionally substituted halo(C1-C6) alkoxycarbonyl group, optionally substituted (C2-C6) alkenyloxycarbonyl group, optionally substituted halo(C2-C6) alkenyloxycarbonyl group, optionally substituted ( C2-C6) alkynyloxycarbonyl group, optionally substituted halo(C2-C6) alkynyloxycarbonyl group, optionally substituted (C3-C6) cycloalkoxycarbonyl group, optionally substituted halo(C3-C6) cycloalkoxycarbonyl group, optionally substituted (C1-C6) alkylcarbonyloxy group, optionally substituted halo(C1-C6) alkylcarbonyloxy group, optionally substituted (C2-C6) alkenylcarbonyloxy group, optionally substituted halo(C2-C6) alkenylcarbonyl Nyloxy group, optionally substituted (C2-C6) alkynylcarbonyloxy group, optionally substituted halo(C2-C6) alkynylcarbonyloxy group, optionally substituted (C3-C6) cycloalkylcarbonyloxy group, optionally substituted halo(C3-C6) cycloalkylcarbonyloxy group, optionally substituted (C1-C6) alkoxycarbonyloxy group, optionally substituted halo(C1-C6) alkoxycarbonyloxy group, optionally substituted (C2-C6) alkenyloxycarbonyloxy group,This represents a group selected from the group consisting of optionally substituted halo(C2-C6) alkenyloxycarbonyloxy groups, optionally substituted (C2-C6) alkynyloxycarbonyloxy groups, optionally substituted halo(C2-C6) alkynyloxycarbonyloxy groups, optionally substituted (C1-C6) alkylsulfonyl groups, optionally substituted (C1-C6) alkylsulfonyl groups, optionally substituted (C1-C6) alkylsulfonyloxy groups, optionally substituted halo(C1-C6) alkylsulfonyloxy groups, and hydroxyl groups. E is a hydrogen atom, an optionally substituted (C1-C6) alkyl group, an optionally substituted halo(C1-C6) alkyl 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 (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, optionally substituted (C2-C6) alkenyloxy group, optionally substituted halo(C2-C6) alkenyloxy group, optionally substituted (C2-C6) alkynyloxy group, optionally substituted halo(C2-C6) alkynyloxy group, optionally substituted (C3-C6) cycloalkoxy group, optionally substituted halo(C3-C6) cycloalkoxy group, optionally substituted (C1-C6) alkylcarbonyl group, optionally substituted halo(C1-C6) alkylcarbonyl group, optionally substituted Good (C2-C6) alkenylcarbonyl group, optionally substituted halo(C2-C6) alkenylcarbonyl group, optionally substituted (C2-C6) alkynylcarbonyl group, optionally substituted halo(C2-C6) alkynylcarbonyl group, optionally substituted (C3-C6) cycloalkylcarbonyl group, optionally substituted halo(C3-C6) cycloalkylcarbonyl group, optionally substituted (C1-C6) alkoxycarbonyl group, optionally substituted halo(C1-C6) alkoxycarbonyl group, optionally substituted ( C2-C6) alkenyloxycarbonyl group, optionally substituted halo(C2-C6) alkenyloxycarbonyl group, optionally substituted (C2-C6) alkynyloxycarbonyl group, optionally substituted halo(C2-C6) alkynyloxycarbonyl group, optionally substituted (C1-C6) alkylthiocarbonyl group, optionally substituted halo(C1-C6) alkylthiocarbonyl group, optionally substituted (C1-C6) alkylcarbonyloxy group, optionally substituted halo(C1-C6) alkylcarbonyloxy group,The group is selected from the group consisting of a substituted (C1-C6) alkylsulfonyl group, a substituted halo(C1-C6) alkylsulfonyl group, a substituted phenylcarbonyl group, a substituted phenoxycarbonyl group, a C(O)NY1Y2 group, a cyano group, a hydroxyl group, a formyl group, an amino group, and a carboxyl group (Y1, Y2, and Y3 are as defined above). R1, R2, and R3 can each be 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 (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 (C3-C6) cycloalkyl group, an optionally substituted halo(C3-C6) cycloalkyl group, or an optionally substituted ( C1-C6) alkoxy group, optionally substituted halo(C1-C6) alkoxy group, optionally substituted (C2-C6) alkenyloxy group, optionally substituted (C2-C6) alkenyloxy group, optionally substituted (C2-C6) alkynyloxy group, optionally substituted halo(C2-C6) alkynyloxy group, optionally substituted (C3-C6) cycloalkoxy group, optionally substituted halo(C3-C6) cycloalkoxy group, optionally substituted (C1-C6) alkylcarbonyl group, optionally substituted halo(C 1-C6) alkylcarbonyl group, optionally substituted (C3-C6) cycloalkylcarbonyl group, optionally substituted halo(C3-C6) cycloalkylcarbonyl group, optionally substituted (C1-C6) alkoxycarbonyl group, optionally substituted halo(C1-C6) alkoxycarbonyl group, optionally substituted (C2-C6) alkenyloxycarbonyl group, optionally substituted halo(C2-C6) alkenyloxycarbonyl group, optionally substituted (C2-C6) alkynyloxycarbonyl group, optionally substituted A good halo(C2~C6)alkynyloxycarbonyl group, optionally substituted (C1~C6)alkylcarbonyloxy group, optionally substituted (C1~C6)alkylcarbonyloxy group, optionally substituted (C2~C6)alkenylcarbonyloxy group, optionally substituted (C2~C6)alkenylcarbonyloxy group, optionally substituted (C2~C6)alkynylcarbonyloxy group, optionally substituted (C1~C6)alkynylcarbonyloxy group, optionally substituted (C1~C6)alkylthio group,A group selected from the group consisting of a substituted halo(C1-C6)alkylthio group, a substituted (C1-C6)alkylsulfinyl group, a substituted halo(C1-C6)alkylsulfinyl group, a substituted (C1-C6) alkylsulfonyl group, a substituted halo(C1-C6)alkylsulfonyl group, a substituted (C1-C6) alkylsulfonyloxy group, a substituted halo(C1-C6) alkylsulfonyloxy group, a substituted NY1Y2 group, a C(O)NY1Y2 group, a C(=NY2)Y3 group, a cyano group, a nitro group, a hydroxyl group, a mercapto group, a formyl group, a carboxyl group, a trimethylsilyl group, and an SF5 group (Y1, Y2, and Y3 are as defined above). However, one of R1, R2, and R3 is a cyclic U group and is substituted by formula (F-3) or formula (F-4). R4 is a group selected from the group consisting of (C1-C6) alkyl groups, halo(C1-C6) alkyl groups, (C3-C6) cycloalkyl groups, and halo(C3-C6) cycloalkyl groups. n is an integer between 0 and 2, R M Examples include compounds, salts thereof, or N-oxides thereof, in which the group is 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, an optionally substituted halo(C1-C6) alkylcarbonyl group, an optionally substituted (C3-C6) cycloalkylcarbonyl group, an optionally substituted halo(C3-C6) cycloalkylcarbonyl group, and a hydroxyl group. 【0233】 In equation (1), A is equation (A-5), and the cyclic structure U in B is equation (F-3) or equation (F-4), in equation (1-3) or equation (1-4), R B , R C , R D and R E Each of the substituents is listed in Table 1, D is a substituent listed in Table 2, E is a substituent listed in Table 3, R1, R2, and R3 are substituents listed in Table 4, R4 is a substituent listed in Table 6, and R M The compound of the present invention is a substituent listed in Table 7, and n is a combination of 0, 1, and 2. 【0234】 Compounds according to the present invention, their salts, or their N-oxides, in which A in formula (1) is formula (A-6), (A-7), (A-8), (A-9), (A-10), (A-11), (A-12), (A-13), (A-14), (A-15), (A-16), (A-17), or (A-18), and the cyclic structure U in B is formula (F-3) or formula (F-4), are also exemplified in accordance with the above. Note that R in A A is the aforementioned R B ~R E This is synonymous with and may have substituents as shown in Table 1 as specific examples. 【0235】 In equations (1-5), (1-6), (1-7), (1-8), (1-9), and (1-10) below, where A in equation (1) is equation (A-5), and the cyclic structure U in B is equations (F-5), (F-6), (F-7), (F-8), (F-9), and (F-10), [ka] [ka] [ka] R B , R C , R D and R EEach of these independently consists 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 (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 (C3-C6) cycloalkyl group, an optionally substituted halo(C3-C6) cycloalkyl group, an optionally substituted (C1-C6) alkoxy group, and A substituted halo(C1-C6) alkoxy group, a substituted (C2-C6) alkenyloxy group, a substituted (C2-C6) alkenyloxy group, a substituted (C2-C6) alkynyloxy group, a substituted halo(C2-C6) alkynyloxy group, a substituted (C3-C6) cycloalkoxy group, a substituted halo(C3-C6) cycloalkoxy group, a substituted (C1-C6) alkylcarbonyl group, a substituted (C1-C6) alkylcarbonyl group, a substituent (C3-C6) cycloalkylcarbonyl group which may have a substituent, halo(C3-C6) cycloalkylcarbonyl group which may have a substituent, (C1-C6) alkoxycarbonyl group which may have a substituent, halo(C1-C6) alkoxycarbonyl group which may have a substituent, (C2-C6) alkenyloxycarbonyl group which may have a substituent, halo(C2-C6) alkenyloxycarbonyl group which may have a substituent, (C2-C6) alkynyloxycarbonyl group which may have a substituent, halo(C2-C6) alkynyloxycarbonyl A hydroxyl group, a substituted (C1-C6) alkylcarbonyloxy group, a substituted (C1-C6) alkylcarbonyloxy group, a substituted (C2-C6) alkenylcarbonyloxy group, a substituted (C2-C6) alkenylcarbonyloxy group, a substituted (C2-C6) alkynylcarbonyloxy group, a substituted (C2-C6) alkynylcarbonyloxy group, a substituted (C1-C6) alkylthio group, a substituted (C1-C6) alkylthio group,This represents a group selected from the group consisting of optionally substituted (C1-C6) alkylsulfinyl groups, optionally substituted halo(C1-C6) alkylsulfinyl groups, optionally substituted (C1-C6) alkylsulfonyl groups, optionally substituted halo(C1-C6) alkylsulfonyl groups, optionally substituted (C1-C6) alkylsulfonyloxy groups, optionally substituted halo(C1-C6) alkylsulfonyloxy groups, optionally substituted phenyl groups, optionally substituted heterocyclic groups, optionally substituted phenoxy groups, optionally substituted pyridyloxy groups, NY1Y2 groups, C(O)NY1Y2 groups, C(=NY2)Y3 groups, cyano groups, nitro groups, hydroxyl groups, mercapto groups, amino groups, formyl groups, carboxyl groups, trimethylsilyl groups, and SF5 groups (Y1, Y2, and Y3 are as defined above). D may be a substituted (C1-C6) alkoxy group, a substituted halo(C1-C6) alkoxy group, a substituted (C3-C6) cycloalkoxy group, a substituted halo(C3-C6) cycloalkoxy group, a substituted (C1-C6) alkylcarbonyl group, a substituted halo(C1-C6) alkylcarbonyl group, a substituted (C2-C6) alkenylcarbonyl group, a substituted halo(C2-C6) alkenylcarbonyl group, or a substituted (C2-C6) Alkynylcarbonyl group, optionally substituted halo(C2-C6) alkynylcarbonyl group, optionally substituted (C3-C6) cycloalkylcarbonyl group, optionally substituted halo(C3-C6) cycloalkylcarbonyl group, optionally substituted (C1-C6) alkoxycarbonyl group, optionally substituted halo(C1-C6) alkoxycarbonyl group, optionally substituted (C2-C6) alkenyloxycarbonyl group, optionally substituted halo(C2-C6) alkenyloxycarbonyl group, optionally substituted ( C2-C6) alkynyloxycarbonyl group, optionally substituted halo(C2-C6) alkynyloxycarbonyl group, optionally substituted (C3-C6) cycloalkoxycarbonyl group, optionally substituted halo(C3-C6) cycloalkoxycarbonyl group, optionally substituted (C1-C6) alkylcarbonyloxy group, optionally substituted halo(C1-C6) alkylcarbonyloxy group, optionally substituted (C2-C6) alkenylcarbonyloxy group, optionally substituted halo(C2-C6) alkenylcarbonyl Nyloxy group, optionally substituted (C2-C6) alkynylcarbonyloxy group, optionally substituted halo(C2-C6) alkynylcarbonyloxy group, optionally substituted (C3-C6) cycloalkylcarbonyloxy group, optionally substituted halo(C3-C6) cycloalkylcarbonyloxy group, optionally substituted (C1-C6) alkoxycarbonyloxy group, optionally substituted halo(C1-C6) alkoxycarbonyloxy group, optionally substituted (C2-C6) alkenyloxycarbonyloxy group,This represents a group selected from the group consisting of optionally substituted halo(C2-C6) alkenyloxycarbonyloxy groups, optionally substituted (C2-C6) alkynyloxycarbonyloxy groups, optionally substituted halo(C2-C6) alkynyloxycarbonyloxy groups, optionally substituted (C1-C6) alkylsulfonyl groups, optionally substituted (C1-C6) alkylsulfonyl groups, optionally substituted (C1-C6) alkylsulfonyloxy groups, optionally substituted halo(C1-C6) alkylsulfonyloxy groups, and hydroxyl groups. E is a hydrogen atom, an optionally substituted (C1-C6) alkyl group, an optionally substituted halo(C1-C6) alkyl 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 (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, optionally substituted (C2-C6) alkenyloxy group, optionally substituted halo(C2-C6) alkenyloxy group, optionally substituted (C2-C6) alkynyloxy group, optionally substituted halo(C2-C6) alkynyloxy group, optionally substituted (C3-C6) cycloalkoxy group, optionally substituted halo(C3-C6) cycloalkoxy group, optionally substituted (C1-C6) alkylcarbonyl group, optionally substituted halo(C1-C6) alkylcarbonyl group, optionally substituted Good (C2-C6) alkenylcarbonyl group, optionally substituted halo(C2-C6) alkenylcarbonyl group, optionally substituted (C2-C6) alkynylcarbonyl group, optionally substituted halo(C2-C6) alkynylcarbonyl group, optionally substituted (C3-C6) cycloalkylcarbonyl group, optionally substituted halo(C3-C6) cycloalkylcarbonyl group, optionally substituted (C1-C6) alkoxycarbonyl group, optionally substituted halo(C1-C6) alkoxycarbonyl group, optionally substituted ( C2-C6) alkenyloxycarbonyl group, optionally substituted halo(C2-C6) alkenyloxycarbonyl group, optionally substituted (C2-C6) alkynyloxycarbonyl group, optionally substituted halo(C2-C6) alkynyloxycarbonyl group, optionally substituted (C1-C6) alkylthiocarbonyl group, optionally substituted halo(C1-C6) alkylthiocarbonyl group, optionally substituted (C1-C6) alkylcarbonyloxy group, optionally substituted halo(C1-C6) alkylcarbonyloxy group,The group is selected from the group consisting of a substituted (C1-C6) alkylsulfonyl group, a substituted halo(C1-C6) alkylsulfonyl group, a substituted phenylcarbonyl group, a substituted phenoxycarbonyl group, a C(O)NY1Y2 group, a cyano group, a hydroxyl group, a formyl group, an amino group, and a carboxyl group (Y1, Y2, and Y3 are as defined above). R1, R2, and R3 can each be 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 (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 (C3-C6) cycloalkyl group, an optionally substituted halo(C3-C6) cycloalkyl group, or an optionally substituted ( C1-C6) alkoxy group, optionally substituted halo(C1-C6) alkoxy group, optionally substituted (C2-C6) alkenyloxy group, optionally substituted (C2-C6) alkenyloxy group, optionally substituted (C2-C6) alkynyloxy group, optionally substituted halo(C2-C6) alkynyloxy group, optionally substituted (C3-C6) cycloalkoxy group, optionally substituted halo(C3-C6) cycloalkoxy group, optionally substituted (C1-C6) alkylcarbonyl group, optionally substituted halo(C 1-C6) alkylcarbonyl group, optionally substituted (C3-C6) cycloalkylcarbonyl group, optionally substituted halo(C3-C6) cycloalkylcarbonyl group, optionally substituted (C1-C6) alkoxycarbonyl group, optionally substituted halo(C1-C6) alkoxycarbonyl group, optionally substituted (C2-C6) alkenyloxycarbonyl group, optionally substituted halo(C2-C6) alkenyloxycarbonyl group, optionally substituted (C2-C6) alkynyloxycarbonyl group, optionally substituted A good halo(C2~C6)alkynyloxycarbonyl group, optionally substituted (C1~C6)alkylcarbonyloxy group, optionally substituted (C1~C6)alkylcarbonyloxy group, optionally substituted (C2~C6)alkenylcarbonyloxy group, optionally substituted (C2~C6)alkenylcarbonyloxy group, optionally substituted (C2~C6)alkynylcarbonyloxy group, optionally substituted (C1~C6)alkynylcarbonyloxy group, optionally substituted (C1~C6)alkylthio group,A group selected from the group consisting of a substituted halo(C1-C6)alkylthio group, a substituted (C1-C6)alkylsulfinyl group, a substituted halo(C1-C6)alkylsulfinyl group, a substituted (C1-C6) alkylsulfonyl group, a substituted halo(C1-C6)alkylsulfonyl group, a substituted (C1-C6) alkylsulfonyloxy group, a substituted halo(C1-C6) alkylsulfonyloxy group, a substituted NY1Y2 group, a C(O)NY1Y2 group, a C(=NY2)Y3 group, a cyano group, a nitro group, a hydroxyl group, a mercapto group, a formyl group, a carboxyl group, a trimethylsilyl group, and an SF5 group (Y1, Y2, and Y3 are as defined above). However, one of R1, R2, and R3 is a cyclic U-group and is replaced by formula (F-5), formula (F-6), formula (F-7), formula (F-8), formula (F-9), or formula (F-10). R4 is a group selected from the group consisting of (C1-C6) alkyl groups, halo(C1-C6) alkyl groups, (C3-C6) cycloalkyl groups, and halo(C3-C6) cycloalkyl groups. n is an integer between 0 and 2, X1 is an oxygen atom, a sulfur atom, or NR M And, R 5、R6, R7, and R8 are 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 (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 cycloalkyl group, or an optionally substituted halo(C3-C6) cycloalkyl group. Calcyl group, 1-cyanocyclopropyl group, optionally substituted (C1-C6) alkoxy group, optionally substituted halo(C1-C6) alkoxy group, optionally substituted (C2-C6) alkenyloxy group, optionally substituted halo(C2-C6) alkenyloxy group, optionally substituted (C2-C6) alkynyloxy group, optionally substituted halo(C2-C6) alkynyloxy group, optionally substituted (C1-C6) alkylcarbonyl group, optionally substituted halo(C1-C6) alkylcarbon Nyl group, optionally substituted (C3-C6) cycloalkylcarbonyl group, optionally substituted halo(C3-C6) cycloalkylcarbonyl group, optionally substituted (C1-C6) alkoxycarbonyl group, optionally substituted halo(C1-C6) alkoxycarbonyl group, optionally substituted (C1-C6) alkylcarbonyloxy group, optionally substituted halo(C1-C6) alkylcarbonyloxy group, optionally substituted (C1-C6) alkylthio group, optionally substituted halo(C1-C6) ) represents a group selected from the group consisting of 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, NY1Y2 group, C(O)NY1Y2 group, cyano group, nitro group, hydroxyl group, mercapto group, formyl group, carboxyl group, trimethylsilyl group, and SF5 group (Y1, Y2, and Y3 are as defined above). R MExamples include compounds, salts thereof, or N-oxides thereof, in which the group is 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, an optionally substituted halo(C1-C6) alkylcarbonyl group, an optionally substituted (C3-C6) cycloalkylcarbonyl group, an optionally substituted halo(C3-C6) cycloalkylcarbonyl group, and a hydroxyl group. 【0236】 In equation (1), A is equation (A-5), and the cyclic structure U in B is equation (F-5), equation (F-6), equation (F-7), equation (F-8), equation (F-9), or equation (F-10), in equations (1-5), (1-6), (1-7), (1-8), (1-9), or (1-10), R B , R C , R D and R E R1, R2, and R3 are substituents listed in Table 1, D is a substituent listed in Table 2, E is a substituent listed in Table 3, R1, R2, and R3 are substituents listed in Table 4, the cyclic structure U which is any one of R1, R2, and R3 is a ring structure group listed in Table 9, R4 is a substituent listed in Table 6, and R M The compound of the present invention is a substituent listed in Table 7, R5, R6, R7, and R8 are substituents listed in Table 8, and n is a combination of 0, 1, and 2. 【0237】 [Table 9] TIFF0007876393000038.tif168127 【0238】 Compounds according to the present invention, or salts thereof, or N-oxides thereof, are also exemplified in accordance with the above, where A in formula (1) is formula (A-6), (A-7), (A-8), (A-9), (A-10), (A-11), (A-12), (A-13), (A-14), (A-15), (A-16), (A-17), or (A-18), and the cyclic structure U in B is formula (F-5), (F-6), (F-7), (F-8), (F-9), or (F-10), respectively, such as formulas (1-5), (1-6), (1-7), (1-8), (1-9), or (1-10). A is the aforementioned R B ~R E This is synonymous with and may have substituents as shown in Table 1 as specific examples. 【0239】 In the following equations (1-11), (1-12), (1-13), (1-14), (1-15), or (1-16), where A in equation (1) is equation (A-5) and the annular structure U in B is equation (F-11), (F-12), (F-13), (F-14), (F-15), or (F-16), [ka] [ka] [ka] R B , R C , R D and R EEach of these independently consists 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 (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 (C3-C6) cycloalkyl group, an optionally substituted halo(C3-C6) cycloalkyl group, an optionally substituted (C1-C6) alkoxy group, and A substituted halo(C1-C6) alkoxy group, a substituted (C2-C6) alkenyloxy group, a substituted (C2-C6) alkenyloxy group, a substituted (C2-C6) alkynyloxy group, a substituted halo(C2-C6) alkynyloxy group, a substituted (C3-C6) cycloalkoxy group, a substituted halo(C3-C6) cycloalkoxy group, a substituted (C1-C6) alkylcarbonyl group, a substituted (C1-C6) alkylcarbonyl group, a substituent (C3-C6) cycloalkylcarbonyl group which may have a substituent, halo(C3-C6) cycloalkylcarbonyl group which may have a substituent, (C1-C6) alkoxycarbonyl group which may have a substituent, halo(C1-C6) alkoxycarbonyl group which may have a substituent, (C2-C6) alkenyloxycarbonyl group which may have a substituent, halo(C2-C6) alkenyloxycarbonyl group which may have a substituent, (C2-C6) alkynyloxycarbonyl group which may have a substituent, halo(C2-C6) alkynyloxycarbonyl A hydroxyl group, a substituted (C1-C6) alkylcarbonyloxy group, a substituted (C1-C6) alkylcarbonyloxy group, a substituted (C2-C6) alkenylcarbonyloxy group, a substituted (C2-C6) alkenylcarbonyloxy group, a substituted (C2-C6) alkynylcarbonyloxy group, a substituted (C2-C6) alkynylcarbonyloxy group, a substituted (C1-C6) alkylthio group, a substituted (C1-C6) alkylthio group,This represents a group selected from the group consisting of optionally substituted (C1-C6) alkylsulfinyl groups, optionally substituted halo(C1-C6) alkylsulfinyl groups, optionally substituted (C1-C6) alkylsulfonyl groups, optionally substituted halo(C1-C6) alkylsulfonyl groups, optionally substituted (C1-C6) alkylsulfonyloxy groups, optionally substituted halo(C1-C6) alkylsulfonyloxy groups, optionally substituted phenyl groups, optionally substituted heterocyclic groups, optionally substituted phenoxy groups, optionally substituted pyridyloxy groups, NY1Y2 groups, C(O)NY1Y2 groups, C(=NY2)Y3 groups, cyano groups, nitro groups, hydroxyl groups, mercapto groups, amino groups, formyl groups, carboxyl groups, trimethylsilyl groups, and SF5 groups (Y1, Y2, and Y3 are as defined above). D may be a substituted (C1-C6) alkoxy group, a substituted halo(C1-C6) alkoxy group, a substituted (C3-C6) cycloalkoxy group, a substituted halo(C3-C6) cycloalkoxy group, a substituted (C1-C6) alkylcarbonyl group, a substituted halo(C1-C6) alkylcarbonyl group, a substituted (C2-C6) alkenylcarbonyl group, a substituted halo(C2-C6) alkenylcarbonyl group, or a substituted (C2-C6) Alkynylcarbonyl group, optionally substituted halo(C2-C6) alkynylcarbonyl group, optionally substituted (C3-C6) cycloalkylcarbonyl group, optionally substituted halo(C3-C6) cycloalkylcarbonyl group, optionally substituted (C1-C6) alkoxycarbonyl group, optionally substituted halo(C1-C6) alkoxycarbonyl group, optionally substituted (C2-C6) alkenyloxycarbonyl group, optionally substituted halo(C2-C6) alkenyloxycarbonyl group, optionally substituted ( C2-C6) alkynyloxycarbonyl group, optionally substituted halo(C2-C6) alkynyloxycarbonyl group, optionally substituted (C3-C6) cycloalkoxycarbonyl group, optionally substituted halo(C3-C6) cycloalkoxycarbonyl group, optionally substituted (C1-C6) alkylcarbonyloxy group, optionally substituted halo(C1-C6) alkylcarbonyloxy group, optionally substituted (C2-C6) alkenylcarbonyloxy group, optionally substituted halo(C2-C6) alkenylcarbonyl Nyloxy group, optionally substituted (C2-C6) alkynylcarbonyloxy group, optionally substituted halo(C2-C6) alkynylcarbonyloxy group, optionally substituted (C3-C6) cycloalkylcarbonyloxy group, optionally substituted halo(C3-C6) cycloalkylcarbonyloxy group, optionally substituted (C1-C6) alkoxycarbonyloxy group, optionally substituted halo(C1-C6) alkoxycarbonyloxy group, optionally substituted (C2-C6) alkenyloxycarbonyloxy group,This represents a group selected from the group consisting of optionally substituted halo(C2-C6) alkenyloxycarbonyloxy groups, optionally substituted (C2-C6) alkynyloxycarbonyloxy groups, optionally substituted halo(C2-C6) alkynyloxycarbonyloxy groups, optionally substituted (C1-C6) alkylsulfonyl groups, optionally substituted (C1-C6) alkylsulfonyl groups, optionally substituted (C1-C6) alkylsulfonyloxy groups, optionally substituted halo(C1-C6) alkylsulfonyloxy groups, and hydroxyl groups. E is a hydrogen atom, an optionally substituted (C1-C6) alkyl group, an optionally substituted halo(C1-C6) alkyl 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 (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, optionally substituted (C2-C6) alkenyloxy group, optionally substituted halo(C2-C6) alkenyloxy group, optionally substituted (C2-C6) alkynyloxy group, optionally substituted halo(C2-C6) alkynyloxy group, optionally substituted (C3-C6) cycloalkoxy group, optionally substituted halo(C3-C6) cycloalkoxy group, optionally substituted (C1-C6) alkylcarbonyl group, optionally substituted halo(C1-C6) alkylcarbonyl group, optionally substituted Good (C2-C6) alkenylcarbonyl group, optionally substituted halo(C2-C6) alkenylcarbonyl group, optionally substituted (C2-C6) alkynylcarbonyl group, optionally substituted halo(C2-C6) alkynylcarbonyl group, optionally substituted (C3-C6) cycloalkylcarbonyl group, optionally substituted halo(C3-C6) cycloalkylcarbonyl group, optionally substituted (C1-C6) alkoxycarbonyl group, optionally substituted halo(C1-C6) alkoxycarbonyl group, optionally substituted ( C2-C6) alkenyloxycarbonyl group, optionally substituted halo(C2-C6) alkenyloxycarbonyl group, optionally substituted (C2-C6) alkynyloxycarbonyl group, optionally substituted halo(C2-C6) alkynyloxycarbonyl group, optionally substituted (C1-C6) alkylthiocarbonyl group, optionally substituted halo(C1-C6) alkylthiocarbonyl group, optionally substituted (C1-C6) alkylcarbonyloxy group, optionally substituted halo(C1-C6) alkylcarbonyloxy group,The group is selected from the group consisting of a substituted (C1-C6) alkylsulfonyl group, a substituted halo(C1-C6) alkylsulfonyl group, a substituted phenylcarbonyl group, a substituted phenoxycarbonyl group, a C(O)NY1Y2 group, a cyano group, a hydroxyl group, a formyl group, an amino group, and a carboxyl group (Y1, Y2, and Y3 are as defined above). R1, R2, and R3 can each be 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 (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 (C3-C6) cycloalkyl group, an optionally substituted halo(C3-C6) cycloalkyl group, or an optionally substituted ( C1-C6) alkoxy group, optionally substituted halo(C1-C6) alkoxy group, optionally substituted (C2-C6) alkenyloxy group, optionally substituted (C2-C6) alkenyloxy group, optionally substituted (C2-C6) alkynyloxy group, optionally substituted halo(C2-C6) alkynyloxy group, optionally substituted (C3-C6) cycloalkoxy group, optionally substituted halo(C3-C6) cycloalkoxy group, optionally substituted (C1-C6) alkylcarbonyl group, optionally substituted halo(C 1-C6) alkylcarbonyl group, optionally substituted (C3-C6) cycloalkylcarbonyl group, optionally substituted halo(C3-C6) cycloalkylcarbonyl group, optionally substituted (C1-C6) alkoxycarbonyl group, optionally substituted halo(C1-C6) alkoxycarbonyl group, optionally substituted (C2-C6) alkenyloxycarbonyl group, optionally substituted halo(C2-C6) alkenyloxycarbonyl group, optionally substituted (C2-C6) alkynyloxycarbonyl group, optionally substituted A good halo(C2~C6)alkynyloxycarbonyl group, optionally substituted (C1~C6)alkylcarbonyloxy group, optionally substituted (C1~C6)alkylcarbonyloxy group, optionally substituted (C2~C6)alkenylcarbonyloxy group, optionally substituted (C2~C6)alkenylcarbonyloxy group, optionally substituted (C2~C6)alkynylcarbonyloxy group, optionally substituted (C1~C6)alkynylcarbonyloxy group, optionally substituted (C1~C6)alkylthio group,A group selected from the group consisting of a substituted halo(C1-C6)alkylthio group, a substituted (C1-C6)alkylsulfinyl group, a substituted halo(C1-C6)alkylsulfinyl group, a substituted (C1-C6) alkylsulfonyl group, a substituted halo(C1-C6)alkylsulfonyl group, a substituted (C1-C6) alkylsulfonyloxy group, a substituted halo(C1-C6) alkylsulfonyloxy group, a substituted NY1Y2 group, a C(O)NY1Y2 group, a C(=NY2)Y3 group, a cyano group, a nitro group, a hydroxyl group, a mercapto group, a formyl group, a carboxyl group, a trimethylsilyl group, and an SF5 group (Y1, Y2, and Y3 are as defined above). However, one of R1, R2, and R3 is a cyclic U-group and is replaced by formula (F-11), formula (F-12), formula (F-13), formula (F-14), formula (F-15), or formula (F-16). R4 is a group selected from the group consisting of (C1-C6) alkyl groups, halo(C1-C6) alkyl groups, (C3-C6) cycloalkyl groups, and halo(C3-C6) cycloalkyl groups. n is an integer between 0 and 2, X1 is an oxygen atom, a sulfur atom, or NR M And, R 5、R6, R7, and R8 are 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 (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 cycloalkyl group, or an optionally substituted halo(C3-C6) cycloalkyl group. Calcyl group, 1-cyanocyclopropyl group, optionally substituted (C1-C6) alkoxy group, optionally substituted halo(C1-C6) alkoxy group, optionally substituted (C2-C6) alkenyloxy group, optionally substituted halo(C2-C6) alkenyloxy group, optionally substituted (C2-C6) alkynyloxy group, optionally substituted halo(C2-C6) alkynyloxy group, optionally substituted (C1-C6) alkylcarbonyl group, optionally substituted halo(C1-C6) alkylcarbon Nyl group, optionally substituted (C3-C6) cycloalkylcarbonyl group, optionally substituted halo(C3-C6) cycloalkylcarbonyl group, optionally substituted (C1-C6) alkoxycarbonyl group, optionally substituted halo(C1-C6) alkoxycarbonyl group, optionally substituted (C1-C6) alkylcarbonyloxy group, optionally substituted halo(C1-C6) alkylcarbonyloxy group, optionally substituted (C1-C6) alkylthio group, optionally substituted halo(C1-C6) ) represents a group selected from the group consisting of 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, NY1Y2 group, C(O)NY1Y2 group, cyano group, nitro group, hydroxyl group, mercapto group, formyl group, carboxyl group, trimethylsilyl group, and SF5 group (Y1, Y2, and Y3 are as defined above). R MExamples include compounds, salts thereof, or N-oxides thereof, in which the group is 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, an optionally substituted halo(C1-C6) alkylcarbonyl group, an optionally substituted (C3-C6) cycloalkylcarbonyl group, an optionally substituted halo(C3-C6) cycloalkylcarbonyl group, and a hydroxyl group. 【0240】 In formulas (1-11), (1-12), (1-13), (1-14), (1-15), and (1-16), where A in formula (1) is formula (A-5) and the annular structure U in B is formula (F-11), (F-12), (F-13), (F-14), (F-15), or (F-16), R B , R C , R D and R E Each of the substituents is listed in Table 1, D is a substituent listed in Table 2, E is a substituent listed in Table 3, R1, R2, and R3 are each substituents listed in Table 4, the cyclic structure U which is any one of R1, R2, and R3 is a ring structure group listed in Table 10, R4 is a substituent listed in Table 6, and R M The compound of the present invention is a substituent listed in Table 7, R5, R6, R7, and R8 are substituents listed in Table 8, and n is a combination of 0, 1, and 2. 【0241】 [Table 10] TIFF0007876393000042.tif103127 【0242】 Compounds according to the present invention, their salts, or their N-oxides, in which A in formula (1) is formula (A-6), (A-7), (A-8), (A-9), (A-10), (A-11), (A-12), (A-13), (A-14), (A-15), (A-16), (A-17), or (A-18), and the cyclic structure U in B is formula (F-11), (F-12), (F-13), (F-14), (F-15), or (F-16), respectively, are also exemplified in accordance with the above. Note that R in A A is the aforementioned R B ~R E This is synonymous with and may have substituents as shown in Table 1 as specific examples. 【0243】 In equation (1), A is equation (A-5), and the cyclic structure U in B is equation (F-17) or equation (F-18), in the following equations (1-17) or (1-18), [ka] R B , R C , R D and R EEach of these independently consists 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 (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 (C3-C6) cycloalkyl group, an optionally substituted halo(C3-C6) cycloalkyl group, an optionally substituted (C1-C6) alkoxy group, and A substituted halo(C1-C6) alkoxy group, a substituted (C2-C6) alkenyloxy group, a substituted (C2-C6) alkenyloxy group, a substituted (C2-C6) alkynyloxy group, a substituted halo(C2-C6) alkynyloxy group, a substituted (C3-C6) cycloalkoxy group, a substituted halo(C3-C6) cycloalkoxy group, a substituted (C1-C6) alkylcarbonyl group, a substituted (C1-C6) alkylcarbonyl group, a substituent (C3-C6) cycloalkylcarbonyl group which may have a substituent, halo(C3-C6) cycloalkylcarbonyl group which may have a substituent, (C1-C6) alkoxycarbonyl group which may have a substituent, halo(C1-C6) alkoxycarbonyl group which may have a substituent, (C2-C6) alkenyloxycarbonyl group which may have a substituent, halo(C2-C6) alkenyloxycarbonyl group which may have a substituent, (C2-C6) alkynyloxycarbonyl group which may have a substituent, halo(C2-C6) alkynyloxycarbonyl A hydroxyl group, a substituted (C1-C6) alkylcarbonyloxy group, a substituted (C1-C6) alkylcarbonyloxy group, a substituted (C2-C6) alkenylcarbonyloxy group, a substituted (C2-C6) alkenylcarbonyloxy group, a substituted (C2-C6) alkynylcarbonyloxy group, a substituted (C2-C6) alkynylcarbonyloxy group, a substituted (C1-C6) alkylthio group, a substituted (C1-C6) alkylthio group,This represents a group selected from the group consisting of optionally substituted (C1-C6) alkylsulfinyl groups, optionally substituted halo(C1-C6) alkylsulfinyl groups, optionally substituted (C1-C6) alkylsulfonyl groups, optionally substituted halo(C1-C6) alkylsulfonyl groups, optionally substituted (C1-C6) alkylsulfonyloxy groups, optionally substituted halo(C1-C6) alkylsulfonyloxy groups, optionally substituted phenyl groups, optionally substituted heterocyclic groups, optionally substituted phenoxy groups, optionally substituted pyridyloxy groups, NY1Y2 groups, C(O)NY1Y2 groups, C(=NY2)Y3 groups, cyano groups, nitro groups, hydroxyl groups, mercapto groups, amino groups, formyl groups, carboxyl groups, trimethylsilyl groups, and SF5 groups (Y1, Y2, and Y3 are as defined above). D may be a substituted (C1-C6) alkoxy group, a substituted halo(C1-C6) alkoxy group, a substituted (C3-C6) cycloalkoxy group, a substituted halo(C3-C6) cycloalkoxy group, a substituted (C1-C6) alkylcarbonyl group, a substituted halo(C1-C6) alkylcarbonyl group, a substituted (C2-C6) alkenylcarbonyl group, a substituted halo(C2-C6) alkenylcarbonyl group, or a substituted (C2-C6) Alkynylcarbonyl group, optionally substituted halo(C2-C6) alkynylcarbonyl group, optionally substituted (C3-C6) cycloalkylcarbonyl group, optionally substituted halo(C3-C6) cycloalkylcarbonyl group, optionally substituted (C1-C6) alkoxycarbonyl group, optionally substituted halo(C1-C6) alkoxycarbonyl group, optionally substituted (C2-C6) alkenyloxycarbonyl group, optionally substituted halo(C2-C6) alkenyloxycarbonyl group, optionally substituted ( C2-C6) alkynyloxycarbonyl group, optionally substituted halo(C2-C6) alkynyloxycarbonyl group, optionally substituted (C3-C6) cycloalkoxycarbonyl group, optionally substituted halo(C3-C6) cycloalkoxycarbonyl group, optionally substituted (C1-C6) alkylcarbonyloxy group, optionally substituted halo(C1-C6) alkylcarbonyloxy group, optionally substituted (C2-C6) alkenylcarbonyloxy group, optionally substituted halo(C2-C6) alkenylcarbonyl Nyloxy group, optionally substituted (C2-C6) alkynylcarbonyloxy group, optionally substituted halo(C2-C6) alkynylcarbonyloxy group, optionally substituted (C3-C6) cycloalkylcarbonyloxy group, optionally substituted halo(C3-C6) cycloalkylcarbonyloxy group, optionally substituted (C1-C6) alkoxycarbonyloxy group, optionally substituted halo(C1-C6) alkoxycarbonyloxy group, optionally substituted (C2-C6) alkenyloxycarbonyloxy group,This represents a group selected from the group consisting of optionally substituted halo(C2-C6) alkenyloxycarbonyloxy groups, optionally substituted (C2-C6) alkynyloxycarbonyloxy groups, optionally substituted halo(C2-C6) alkynyloxycarbonyloxy groups, optionally substituted (C1-C6) alkylsulfonyl groups, optionally substituted (C1-C6) alkylsulfonyl groups, optionally substituted (C1-C6) alkylsulfonyloxy groups, optionally substituted halo(C1-C6) alkylsulfonyloxy groups, and hydroxyl groups. 1-C6) A group selected from the group consisting of alkylsulfonyl groups and hydroxyl groups, E is a hydrogen atom, an optionally substituted (C1-C6) alkyl group, an optionally substituted halo(C1-C6) alkyl 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 (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, optionally substituted (C2-C6) alkenyloxy group, optionally substituted halo(C2-C6) alkenyloxy group, optionally substituted (C2-C6) alkynyloxy group, optionally substituted halo(C2-C6) alkynyloxy group, optionally substituted (C3-C6) cycloalkoxy group, optionally substituted halo(C3-C6) cycloalkoxy group, optionally substituted (C1-C6) alkylcarbonyl group, optionally substituted halo(C1-C6) alkylcarbonyl group, optionally substituted Good (C2-C6) alkenylcarbonyl group, optionally substituted halo(C2-C6) alkenylcarbonyl group, optionally substituted (C2-C6) alkynylcarbonyl group, optionally substituted halo(C2-C6) alkynylcarbonyl group, optionally substituted (C3-C6) cycloalkylcarbonyl group, optionally substituted halo(C3-C6) cycloalkylcarbonyl group, optionally substituted (C1-C6) alkoxycarbonyl group, optionally substituted halo(C1-C6) alkoxycarbonyl group, optionally substituted ( C2-C6) alkenyloxycarbonyl group, optionally substituted halo(C2-C6) alkenyloxycarbonyl group, optionally substituted (C2-C6) alkynyloxycarbonyl group, optionally substituted halo(C2-C6) alkynyloxycarbonyl group, optionally substituted (C1-C6) alkylthiocarbonyl group, optionally substituted halo(C1-C6) alkylthiocarbonyl group, optionally substituted (C1-C6) alkylcarbonyloxy group, optionally substituted halo(C1-C6) alkylcarbonyloxy group,The group is selected from the group consisting of a substituted (C1-C6) alkylsulfonyl group, a substituted halo(C1-C6) alkylsulfonyl group, a substituted phenylcarbonyl group, a substituted phenoxycarbonyl group, a C(O)NY1Y2 group, a cyano group, a hydroxyl group, a formyl group, an amino group, and a carboxyl group (Y1, Y2, and Y3 are as defined above). R1, R2, and R3 can each be 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 (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 (C3-C6) cycloalkyl group, an optionally substituted halo(C3-C6) cycloalkyl group, or an optionally substituted ( C1-C6) alkoxy group, optionally substituted halo(C1-C6) alkoxy group, optionally substituted (C2-C6) alkenyloxy group, optionally substituted (C2-C6) alkenyloxy group, optionally substituted (C2-C6) alkynyloxy group, optionally substituted halo(C2-C6) alkynyloxy group, optionally substituted (C3-C6) cycloalkoxy group, optionally substituted halo(C3-C6) cycloalkoxy group, optionally substituted (C1-C6) alkylcarbonyl group, optionally substituted halo(C 1-C6) alkylcarbonyl group, optionally substituted (C3-C6) cycloalkylcarbonyl group, optionally substituted halo(C3-C6) cycloalkylcarbonyl group, optionally substituted (C1-C6) alkoxycarbonyl group, optionally substituted halo(C1-C6) alkoxycarbonyl group, optionally substituted (C2-C6) alkenyloxycarbonyl group, optionally substituted halo(C2-C6) alkenyloxycarbonyl group, optionally substituted (C2-C6) alkynyloxycarbonyl group, optionally substituted A good halo(C2~C6)alkynyloxycarbonyl group, optionally substituted (C1~C6)alkylcarbonyloxy group, optionally substituted (C1~C6)alkylcarbonyloxy group, optionally substituted (C2~C6)alkenylcarbonyloxy group, optionally substituted (C2~C6)alkenylcarbonyloxy group, optionally substituted (C2~C6)alkynylcarbonyloxy group, optionally substituted (C1~C6)alkynylcarbonyloxy group, optionally substituted (C1~C6)alkylthio group,A group selected from the group consisting of a substituted halo(C1-C6)alkylthio group, a substituted (C1-C6)alkylsulfinyl group, a substituted halo(C1-C6)alkylsulfinyl group, a substituted (C1-C6) alkylsulfonyl group, a substituted halo(C1-C6)alkylsulfonyl group, a substituted (C1-C6) alkylsulfonyloxy group, a substituted halo(C1-C6) alkylsulfonyloxy group, a substituted NY1Y2 group, a C(O)NY1Y2 group, a C(=NY2)Y3 group, a cyano group, a nitro group, a hydroxyl group, a mercapto group, a formyl group, a carboxyl group, a trimethylsilyl group, and an SF5 group (Y1, Y2, and Y3 are as defined above). However, one of R1, R2, and R3 is a cyclic U group and is substituted by formula (F-17) or formula (F-18). R4 is a group selected from the group consisting of (C1-C6) alkyl groups, halo(C1-C6) alkyl groups, (C3-C6) cycloalkyl groups, and halo(C3-C6) cycloalkyl groups. n is an integer between 0 and 2, X1 is an oxygen atom, a sulfur atom, or NR M And, R9 and R 10 , and R N、 R O , R P and R QEach of these independently comprises a hydrogen atom, a halogen atom, an optionally substituted (C1-C6) alkyl group, an optionally substituted halo(C1-C6) alkyl 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 cycloalkyl group, an optionally substituted halo(C3-C6) cycloalkyl group, 1 -Cyanocyclopropyl group, optionally substituted (C1-C6) alkoxy group, optionally substituted halo(C1-C6) alkoxy group, optionally substituted (C2-C6) alkenyloxy group, optionally substituted halo(C2-C6) alkenyloxy group, optionally substituted (C2-C6) alkynyloxy group, optionally substituted halo(C2-C6) alkynyloxy group, optionally substituted (C1-C6) alkylcarbonyl group, optionally substituted halo(C1-C6) alkylcarbonyl group, substituted (C3-C6) cycloalkylcarbonyl group, substituted (C3-C6) halo(C3-C6) cycloalkylcarbonyl group, substituted (C1-C6) alkoxycarbonyl group, substituted (C1-C6) halo(C1-C6) alkoxycarbonyl group, substituted (C1-C6) alkylcarbonyloxy group, substituted (C1-C6) alkylcarbonyloxy group, substituted (C1-C6) alkylthio group, substituted (C1-C6) a This represents a group selected from the group consisting of a lucylthio 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 NY1Y2 group, a C(O)NY1Y2 group, a cyano group, a nitro group, a hydroxyl group, a mercapto group, a formyl group, a carboxyl group, a trimethylsilyl group, and an SF5 group (Y1, Y2, and Y3 are as defined above). R MExamples include compounds, salts thereof, or N-oxides thereof, in which the group is 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, an optionally substituted halo(C1-C6) alkylcarbonyl group, an optionally substituted (C3-C6) cycloalkylcarbonyl group, an optionally substituted halo(C3-C6) cycloalkylcarbonyl group, and a hydroxyl group. 【0244】 In formula (1), A is formula (A-5), and the annular structure U in B is formula (F-17) or formula (F-18), in formula (1-17) or formula (1-18), R B , R C , R D and R E R1, R2, and R3 are substituents listed in Table 1, D is a substituent listed in Table 2, E is a substituent listed in Table 3, R1, R2, and R3 are substituents listed in Table 4, the cyclic structure U which is any one of R1, R2, and R3 is a ring structure group listed in Table 11, R4 is a substituent listed in Table 6, and R M These are the substituents listed in Table 7, and R9, R 10 R N , R O , R P and R Q The compounds of the present invention are each substituents listed in Table 12, and n is a combination of 0, 1, and 2. 【0245】 [Table 11] TIFF0007876393000044.tif38162 【0246】 [Table 12] TIFF0007876393000045.tif52115 【0247】 Compounds, salts thereof, or N-oxides thereof according to the present invention are also exemplified in accordance with the above, wherein A in formula (1) is formula (A-6), (A-7), (A-8), (A-9), (A-10), (A-11), (A-12), (A-13), (A-14), (A-15), (A-16), (A-17), or (A-18), and the cyclic structure U in B is formula (F-17) or (F-18), respectively. A is the aforementioned R B ~R E This is synonymous with and may have substituents as shown in Table 1 as specific examples. [Examples] 【0248】 <Examples of synthesis> The present invention will be specifically described below with reference to examples, but the present invention is not limited to these examples. In NMR data, "s" indicates a singlet, "d" indicates a doublet, "t" indicates a triplet, "q" indicates a quartet, "hep" indicates a heptet, "m" indicates a multiplet, and "br" indicates a broad, while J indicates the coupling constant. 【0249】 Synthesis Example 1-1: Preparation of 5-bromo-3-(ethylthio)picolinic acid [ka] 5-bromo-3-(ethylthio)picolinonitrile (4.95 g, 20.3 mmol), prepared by the method described in International Publication 2017 / 016922, was dissolved in ethanol (120 mL) and dioxane (40 mL). 25% aqueous sodium hydroxide solution (110 g, 670 mmol) was added, and the mixture was stirred under reflux for 5 hours. After cooling, the solvent was removed under reduced pressure using an evaporator. Water and 2N hydrochloric acid were added to the resulting solid to make it acidic, and the precipitated solid was filtered off. The resulting solid was dried to obtain the target product (4.99 g, quant.). 1H NMR(CDCl3) δ 10.97(1H, br), 8.34(1H, d, J=1.5Hz), 7.83(1H, d, J=1.5Hz), 2.96(2H, q, J=7.4Hz), 1.45(3H, t, J=7.65Hz) 【0250】 Synthesis Examples 1-2: Preparation of 5-bromo-3-(ethylthio)-N-(5-(trifluoromethyl)pyridine-2-yl)picolinamide [ka] 5-bromo-3-(ethylthio)picolinic acid (2.20 g, 8.39 mmol) prepared in Synthesis Example 1-1 was dissolved in dichloromethane (20 mL), oxalyl chloride (864 μL, 10.1 mmol) and dimethylformamide (2 drops) were added, and the mixture was stirred at room temperature for 1 hour. The reaction mixture was concentrated under reduced pressure using an evaporator, and the residue was dissolved in tetrahydrofuran (5 mL). A tetrahydrofuran solution of 5-(trifluoromethylpyridine)-2-amine (2.72 g, 16.8 mmol) and triethylamine (1.75 mL, 12.6 mmol) was added, and the mixture was stirred at room temperature for 3 hours. Water and brine were added to the reaction mixture, and the mixture was extracted three times with ethyl acetate. The resulting organic layer was dried over anhydrous magnesium sulfate, filtered, and then removed under reduced pressure using an evaporator. The crude product was purified by silica gel chromatography to obtain the target product (1.98 g, 58.1%). 1 H NMR(CDCl3) δ 10.62(1H, s), 8.61(1H, s), 8.57(1H, d, J=8.4Hz), 8.39(1H, d, J=1.8Hz), 7.96(1H, d, J=7.2Hz), 7.83(1H, s), 2.96(2H, q, J=7.5Hz), 1.46(3H, t, J=6.9Hz) 【0251】 Synthesis Example 1-2-1: Preparation of 5-bromo-3-(ethylsulfonyl)-N-(5-(trifluoromethyl)pyridine-2-yl)picolinamide [ka] 5-bromo-3-(ethylthio)-N-(5-(trifluoromethyl)pyridine-2-yl)picolinamide (3.20 g, 7.88 mmol) prepared in Synthesis Example 1-2 was dissolved in dichloromethane (140 mL), and then 3-chloroperbenzoic acid (65%, 4.20 g, 15.8 mmol) was added and the mixture was stirred overnight at room temperature. The reaction mixture was concentrated under reduced pressure, and the resulting crude product was purified by silica gel chromatography to obtain the target product (2.60 g, 75.3%). 1 H NMR(CDCl3) δ 10.13(1H, br), 8.91(1H, d, J=2.1Hz), 8.79(1H, d, J=2.1Hz), 8.64-8.63(1H, m), 8.51 (1H, d, J=8.7Hz), 7.99(1H, dd, J=8.6Hz), 3.96(2H, q, J=7.5Hz), 1.40(3H, t, J=7.5Hz) 【0252】 Synthesis Examples 1-3: Preparation of 3-(ethylthio)-5-(1-(2,2,2-trifluoroethyl)-1H-pyrazole-3-yl)-N-(5-trifluoromethyl)pyridine-2-yl)picolinamide [ka] 5-bromo-3-(ethylthio)-N-(5-(trifluoromethyl)pyridine-2-yl)-N-picolinamide (600 mg, 1.47 mmol) prepared in Synthesis Example 1-2 and 3-(4,4,5,5-tetramethyl-1,3,2-dioxaboran-2-yl)-1-(2,2,2-trifluoroethyl)-1H-pyrazole (489 mg, 1.77 mmol) prepared by the method described in WO2014 / 057103A1, p133 were dissolved in 1,4-dioxane (4 mL), and 2 M aqueous sodium carbonate solution (4.5 mL) was added. After degassing the system with a pump and purging with nitrogen, dichlorobis(triphenylphosphine)palladium(II) (120 mg, 0.147 mmol) was added. After degassing and purging with nitrogen again, the mixture was heated and stirred under reflux for 2 hours. After cooling, ethyl acetate and water were added, and the mixture was filtered using a filter aid to remove insoluble matter. Water was added to the filtrate, and it was extracted twice with ethyl acetate. The resulting organic layer was dried over anhydrous magnesium sulfate, filtered, and then removed by vacuum distillation using an evaporator. The resulting crude product was purified by silica gel chromatography to obtain the target product (620 mg, 88.4%). 1 H NMR(CDCl3) δ 10.85(1H, s), 8.61~8.64(2H, m), 8.48(1H, d, J=1.8Hz), 7.95~7.99(2H, m), 7.91(1H, s), 7.73(1H, d, J=1.5Hz), 4.80(2H, q, J=8.4Hz), 3.03(2H q, J=7.2Hz), 1.49(3H, t, J=7.2Hz) 【0253】 Synthesis Example 1-4: Preparation of 3-(ethylsulfonyl)-5-(1-(2,2,2-trifluoroethyl)-1H-pyrazole-3-yl)-N-(5-trifluoromethyl)pyridine-2-yl)picolinamide [ka] 3-(ethylthio)-5-(1-(2,2,2-trifluoroethyl)-1H-pyrazole-3-yl)-N-(5-trifluoromethyl)pyridine-2-yl)picolinamide (620 mg, 1.30 mmol) prepared in Synthesis Examples 1-3 was dissolved in dichloromethane (15 mL), and 3-chloroperbenzoic acid (65%, 346 mg, 1.3 mmol) was added at 0°C and the mixture was stirred at room temperature for 1 hour. The mixture was cooled again to 0°C, 3-chloroperbenzoic acid (65%, 346 mg, 1.3 mmol) was added, and the mixture was stirred at room temperature for 2 hours. Water and ethyl acetate were added to the reaction mixture and extraction was performed with ethyl acetate. The resulting organic layer was washed twice with 1N NaOHaq, dried over anhydrous magnesium sulfate, filtered, and then removed by vacuum distillation using an evaporator. The resulting crude product was purified by silica gel chromatography to obtain the target product (380 mg, 57.4%). 1 H NMR(CDCl3) δ 10.33(1H, s), 8.96(1H, d, J=2.1Hz), 8.69(1H, d, J=2.1Hz), 8.64(1H, br), 8.54(1H, d, J=9.0Hz), 8.04(2H, d, J=7.5Hz), 7.99(1H, dd, J=2.1, 9.0Hz), 4.81(2H, q, J=8.4Hz), 3.99(2H q, J=7.5Hz), 1.40(3H, t, J=7.5Hz) 【0254】 Synthesis Example 1-5: Preparation of 3-(ethylsulfonyl)-N′-methoxy-5-(1-(2,2,2-trifluoroethyl)-1H-pyrazole-3-yl)-N-(5-trifluoromethyl)pyridine-2-yl)picoline imidamide (I-1) [ka] 3-(ethylsulfonyl)-5-(1-(2,2,2-trifluoroethyl)-1H-pyrazole-3-yl)-N-(5-trifluoromethyl)pyridine-2-yl)picolinamide (320 mg, 0.63 mmol) prepared in Synthesis Examples 1-4 was dissolved in acetonitrile (13 mL), carbon tetrachloride (183 μL, 1.89 mmol) and triphenylphosphine (991 mg, 3.78 mmol) were added, and the mixture was stirred under reflux for 1 hour. After cooling to 0°C, O-methylhydroxylamine hydrochloride (1.05 g, 12.6 mmol) and triethylamine (2.63 mL, 18.9 mmol) were added, and the mixture was heated to room temperature and stirred for 3 hours. After adding water and ethyl acetate and separating the liquids, the mixture was extracted three times with ethyl acetate. The resulting organic layer was dried over anhydrous magnesium sulfate, filtered, and then removed by vacuum distillation using an evaporator. The product was purified by silica gel chromatography to obtain the target product (320 mg, 94.6%). 1 H NMR(CDCl3) δ 8.89(1H, s), 8.42(1H, s), 8.17(2H, br), 8.00(1H, s), 7.96(1H, s), 7.59(1H, d, J=8.7Hz), 6.51(1H, d, J=8.7Hz), 4.79(2H, q, J=8.7Hz), 3.99(3H, s), 3.63(2H, q, J=6.6Hz), 1.38(3H, t, J=7.5Hz) 【0255】 Synthesis Example 2-1: Preparation of 5-bromo-3-(ethylsulfonyl)picolinic acid [ka] 5-bromo-3-(ethylthio)picolinic acid (1.31 g, 0.500 mmol) prepared in Synthesis Example 1-1 was dissolved in dichloromethane (20 mL), and 3-chloroperbenzoic acid (65%, 2.89 g, 10.5 mmol) was added. The mixture was stirred at room temperature for 8 hours. The reaction mixture was concentrated under reduced pressure using an evaporator, and the resulting crude product was purified by silica gel chromatography to obtain the target product (1.26 g, 85.7%). 1H NMR(CDCl3) δ 8.91(1H, d, J=1.8Hz), 8.78(1H, d, J=2.1Hz), 3.82(2H, q, J=7.9Hz), 1.37(3H, t, J=7.2Hz) 【0256】 Synthesis Example 2-2: Preparation of 5-bromo-3-(ethylsulfonyl)-N-(5-(pentafluoroethyl)pyridine-2-yl)picolinamide [ka] 5-bromo-3-(ethylsulfonyl)picolinic acid (1.13 g, 3.84 mmol) prepared in Synthesis Example 2-1 was dissolved in dichloromethane (30 mL), oxalyl chloride (494 μL, 5.76 mmol) and dimethylformamide (2 drops) were added, and the mixture was stirred at room temperature for 1 hour. The reaction mixture was concentrated under reduced pressure using an evaporator to obtain residue A. Triethylamine (1.07 mL, 7.68 mmol) was added to a tetrahydrofuran solution of 5-(pentafluoroethylpyridine)-2-amine (815 mg, 3.84 mmol), and the tetrahydrofuran solution of residue A was added dropwise, and the mixture was stirred at room temperature for 8 hours. Water and brine were added to the reaction mixture, and the mixture was extracted three times with ethyl acetate. The resulting organic layer was dried over anhydrous magnesium sulfate, filtered, and then removed under reduced pressure using an evaporator. The resulting crude product was purified by silica gel chromatography to obtain the target product (1.14 g, 60.8%). 1 H NMR(CDCl3) δ 10.1(1H, s), 8.91(1H, d, J=1.8Hz), 8.79(1H, d, J=1.8Hz), 8.59(1H, s), 8.53(1H, d, J=9.0Hz), 7.97(1H, dd, J=9.0Hz, 1.8Hz), 3.96(2H, q, J=7.1Hz), 1.40(3H, t, J=7.8Hz) 【0257】 Synthesis Example 2-2: Preparation of 5-(5-chlorothiophen-2-yl)-3-(ethylsulfonyl)-N-(5-(pentafluoroethyl)pyridine-2-yl)picolinamide [ka] 5-bromo-3-(ethylsulfonyl)-N-(5-(pentafluoroethyl)pyridine-2-yl)picolinamide (100 mg, 0.205 mmol) and (5-chlorothiophen-2-yl)boronic acid (49.9 mg, 0.367 mmol) prepared in Synthesis Example 2-1 were dissolved in 1,4-dioxane (4 mL), and 2 M aqueous sodium carbonate solution (1.0 mL) was added. After degassing the system with a pump and purging with nitrogen, dichlorobis(triphenylphosphine)palladium(II) (14 mg, 0.020 mmol) was added. After degassing and purging with nitrogen again, the mixture was heated and stirred under reflux for 2 hours. After cooling, ethyl acetate and water were added, and the mixture was filtered using a filter aid to remove insoluble matter. Water was further added to the filtrate, and it was extracted twice with ethyl acetate. The resulting organic layer was dried over anhydrous magnesium sulfate, filtered, and then removed by vacuum distillation using an evaporator. The crude product obtained was purified by silica gel chromatography to obtain the target product (50 mg, 46.3%). The identity of the target product was confirmed by LC-MS. 【0258】 Synthesis Example 2-3: Preparation of 5-(5-chlorothiophen-2-yl)-3-(ethylsulfonyl)-N′-methoxy-N-(5-(pentafluoroethyl)pyridine-2-yl)picoline imidamide (I-2) [ka] 5-(5-chlorothiophen-2-yl)-3-(ethylsulfonyl)-N-(5-(pentafluoroethyl)pyridine-2-yl)picolinamide (50 mg, 0.095 mmol) prepared in Synthesis Example 2-2 was dissolved in acetonitrile (5 mL), carbon tetrachloride (96.5 μL, 0.951 mmol) and triphenylphosphine (125 mg, 0.475 mmol) were added, and the mixture was stirred under reflux for 1 hour. Carbon tetrachloride (96.5 μL, 0.951 mmol) and triphenylphosphine (125 mg, 0.475 mmol) were added, and the mixture was stirred under reflux for another hour. After cooling to room temperature, O-methylhydroxylamine hydrochloride (159 mg, 1.90 mmol) and triethylamine (265 μL, 1.90 mmol) were added, and the mixture was stirred at room temperature for 3 hours. After adding water and ethyl acetate and separating the solutions, the mixture was extracted three times with ethyl acetate. The resulting organic layer was dried over anhydrous magnesium sulfate, filtered, and then removed under reduced pressure using an evaporator. The mixture was purified by silica gel chromatography to obtain the target product (40 mg, 75.7%). 1 H NMR(CDCl3) δ 8.88(1H, d, J=2.1Hz), 8.43(1H, d, J=2.4Hz), 8.08~8.10(2H, m), 7.57(1H, dd, J=2.4, 8.7Hz), 7.33(1H, d, J=2.4Hz), 7.01(1H, d, J=3.9Hz), 6.54(1H, d, J=8.7Hz), 3.99(3H, s), 3.63(2H, q, J=7.5Hz), 1.39(3H, t, J=7.5Hz) 【0259】 Synthesis Example 3: Preparation of 5-(5-cyanothiophen-2-yl)-3-(ethylsulfonyl)-N′-methoxy-N-(5-(pentafluoroethyl)pyridine-2-yl)picoline imidamide (I-5) [ka] I-5 was prepared by applying the same procedure as in Synthesis Examples 2-2 and 2-3 to (5-cyanothiophen-2-yl)boronic acid. 1H NMR(CDCl3) δ 8.98(1H, d, J=2.1Hz), 8.54(1H, d, J=2.4Hz), 8.09(1H, s), 8.02(1H, d, J=2.1Hz), 7.71(1H, d, J=3.9Hz), 7.60(1H, dd, J=2.4, 8.7Hz), 7.52(1H, d, J=3.9Hz), 6.62(1H, d, J=8.4Hz), 4.00(3H, s), 3.63(2H, q, J=7.5Hz), 1.39(3H, t, J=7.5Hz) 【0260】 Synthesis Example 4: Preparation of 3-(ethylsulfonyl)-N′-methoxy-5-(1-methyl-3-(trifluoromethyl)-1H-pyrazole-5-yl)-N-(5-(pentafluoroethyl)pyridine-2-yl)picoline imidamide (I-6) [ka] I-6 was prepared by applying the same procedure as in Synthesis Examples 2-2 and 2-3 to (1-methyl-3-(trifluoromethyl)-1H-pyrazole-5-yl)boronic acid. 1 H NMR(CDCl3) δ 8.85(1H, d, J=2.4Hz), 8.46(1H, d, J=2.1Hz), 8.11(1H, s), 7.98(1H, d, J=1.8Hz), 7.63(1H, dd, J=2.1, 8.7Hz), 6.80(1H, s), 6.67(1H, d, J=8.7Hz), 4.02(6H, s), 3.63(2H, q, J=7.5Hz), 1.38(3H, t, J=7.5Hz) 【0261】 Synthesis Example 5: Preparation of 3-(ethylsulfonyl)-5-(5-fluorothiophen-2-yl)-N′-methoxy-N-(5-(pentafluoroethyl)pyridine-2-yl)picoline imidamide (I-7) [ka] I-7 was prepared by applying the same procedure as in Synthesis Examples 2-2 and 2-3 to (5-fluorothiophen-2-yl)boronic acid. 1 H NMR(CDCl3) δ 8.86(1H, d, J=2.4Hz), 8.40(1H, d, J=2.4Hz), 8.09~8.11(2H, m), 7.57(1H, dd, J=2.4, 8.9Hz), 7.19(1H, dd, J=3.3, 4.2Hz), 6.60(1H, dd, J=1.2, 4.2Hz), 6.53(1H, d, J=8.7Hz), 3.99(3H, s), 3.62(2H, q, J=7.5Hz), 1.38(3H, t, J=7.5Hz) 【0262】 Synthesis Example 6: Preparation of 3-(ethylsulfonyl)-5-(5-furan-2-yl)-N′-methoxy-N-(5-(trifluoromethyl)pyridine-2-yl)picoline imidamide (I-9) [ka] I-9 was synthesized using 5-bromo-3-(ethylsulfonyl)-N-(5-(trifluoromethyl)pyridine-2-yl)picolinamide obtained in Synthesis Example 1-2-1, by applying the same procedure as in 2-2 and 2-3 to (furan-2-yl)boronic acid. 1 H NMR(CDCl3) δ 9.03(1H, d, J=2.1Hz), 8.58(1H, d, J=2.1Hz), 8.12~8.14(2H, m), 7.61(1H, d, J=1.2Hz), 7.58(1H, dd, J=2.4, 4.2Hz), 6.96(1H, d, J=3.3Hz), 6.59(1H, dd, J=1.8, 3.6Hz),6.50(1H, J=8.7Hz), 3.99(3H, s), 3.63(2H, q, J=7.5Hz), 1.38(3H, t, J=7.5Hz) 【0263】 Synthesis Example 7: Preparation of 3-(ethylsulfonyl)-5-(5-furan-2-yl)-N′-hydroxy-N-(5-(trifluoromethyl)pyridine-2-yl)picoline imidamide (I-8) [ka] In Synthesis Example 6, I-8 was synthesized by applying a 50% aqueous hydroxylamine solution instead of using O-methylhydroxylamine hydrochloride and triethylamine. 1 H NMR(CDCl3) δ 9.01(1H, d, J=2.1Hz), 8.58(1H, d, J=2.1Hz), 8.36(1H, br), 8.30(1H, br), 8.14(1H, dd, J=0.9, 1.5Hz), 7.60(1H, d, J=1.2Hz), 7.57(1H, dd, J=2.1, 8.7Hz), 6.96(1H, dd, J=0.6, 3.0Hz), 6.58(1H, dd, J=1.8, 3.6Hz), 6.53(1H, d, J=8.7Hz), 3.55(2H, q, J=7.5Hz), 1.33(3H, t, J=7.5Hz) 【0264】 Synthesis Example 8-1: Preparation of 5-cyano-3-(ethylsulfonyl)-N-(5-(trifluoromethyl)pyridine-2-yl)picolinamide [ka] 5-bromo-3-(ethylsulfonyl)-N-(5-(trifluoromethyl)pyridine-2-yl)picolinamide (1.30 g, 2.94 mmol), prepared in Synthesis Example 1-2-1, was dissolved in N,N-dimethylformamide (14 mL), and zinc cyanide (345 mg, 2.94 mmol) was added. The mixture was purged with nitrogen, tetrakis(triphenylphosphine)palladium (0) (340 mg, 0.294 mmol) was added, and the temperature was raised to 100°C and stirred for 5 hours. After cooling to room temperature, water and ethyl acetate were added, and after liquid-liquid extraction, the mixture was extracted three times with ethyl acetate. The resulting organic layer was dried over anhydrous magnesium sulfate, filtered, and then removed under reduced pressure using an evaporator. The mixture was purified by silica gel chromatography to obtain the target product (951 mg, 84.1%). The identity of the product was confirmed by LC-MS (molecular weight: 384.33). 【0265】 Synthesis Example 8-2: Preparation of 3-(ethylsulfonyl)-5-(N'-hydroxycarbamimidoyl)-N-(5-(trifluoromethyl)pyridine-2-yl)picolinamide [ka] 5-Cyano-3-(ethylsulfonyl)-N-(5-(trifluoromethyl)pyridine-2-yl)picolinamide (850 mg, 2.21 mmol) prepared in Synthesis Example 8-1 was dissolved in ethanol (14 mL) and N,N-dimethylformamide (14 mL). Hydroxylamine hydrochloride (460 mg, 6.63 mmol) and triethylamine (1.0 mL) were added, and the mixture was stirred at room temperature for 12 hours. After removing the solvent by evaporation, water and ethyl acetate were added, and the mixture was extracted twice. The mixture was dried over anhydrous magnesium sulfate, filtered, and then evaporated under reduced pressure by evaporation. Purification by silica gel chromatography yielded the target product (845 mg, 91.6%). Identification of the target product was confirmed by LC-MS (molecular weight: 417.36). 【0266】 Synthesis Example 8-3: Preparation of 3-(ethylsulfonyl)-5-(5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl)-N-(5-(trifluoromethyl)pyridine-2-yl)picolinamide [ka] 3-(ethylsulfonyl)-5-(N′-hydroxycarbamimidoyl)-N-(5-(trifluoromethyl)pyridine-2-yl)picolinamide (800 mg, mmol) prepared in Synthesis Example 8-2 was mixed with pyridine (15 mL) and trifluoroacetic anhydride (0.4 mL) and heated under reflux for 4 hours. After cooling to room temperature, water was added and the mixture was extracted three times with ethyl acetate. After washing with saturated brine, the resulting organic layer was dried over anhydrous magnesium sulfate, filtered, and the filtrate was concentrated under reduced pressure. The crude product was purified by silica gel chromatography to obtain the target product (495 mg, 52.2%). 1 H NMR(CDCl3) δ 10.19(1H, s), 9.55(1H, d, J=1.8Hz), 9.32(1H, d, J=1.8Hz), 8.65~8.66(1H, m), 8.54(1H, d, J=8.7Hz), 8.02(1H, dd, J=2.4, 8.7Hz), 4.00(2H, t, J=7.5Hz), 1.43(3H, q, J=7.5Hz) 【0267】 Synthesis Example 8-4: Preparation of 3-(ethylsulfonyl)-N′-hydroxy-5-(5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl)-N-(5-(trifluoromethyl)pyridine-2-yl)picoline imidamide (I-3) [ka] 3-(ethylsulfonyl)-5-(5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl)-N-(5-(trifluoromethyl)pyridine-2-yl)picolinamide (133 mg, 0.269 mmol) prepared in Synthesis Example 8-3 was dissolved in acetonitrile (9 mL), carbon tetrachloride (0.25 mL, 1.34 mmol) and triphenylphosphine (700 mg, 2.69 mmol) were added, and the mixture was stirred under reflux for 1 hour. After cooling to room temperature, 50% aqueous hydroxylamine solution (1 mL) was added dropwise, and the mixture was stirred overnight at room temperature. Most of the acetonitrile in the reaction mixture was removed by distillation, and the mixture was purified by silica gel chromatography to obtain the target product (91.9 mg, 66.9%). 1 H NMR(CDCl3) δ 9.48(1H, d, J=2.1Hz), 9.13(1H, d, J=1.8Hz), 8.26(1H, s), 7.97(1H, m), 8.15(1H, br), 7.65(1H, dd, J=2.1, 8.7Hz), 6.75(1H, d, J=8.4Hz), 3.56(2H, q, J=7.5Hz), 1.34(3H, t, J=7.5Hz) 【0268】 Synthesis Example 9: Preparation of 3-(ethylsulfonyl)-N′-methoxy-5-(5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl)-N-(5-(trifluoromethyl)pyridine-2-yl)picoline imidamide (I-4) [ka] In Synthesis Example 8-4, I-4 was synthesized by using O-methylhydroxylamine hydrochloride (450 mg, 5.38 mmol) and triethylamine (0.75 mL, 5.38 mmol) instead of a 50% aqueous solution of hydroxylamine. 1H NMR(CDCl3) δ 9.45(1H, d, J=2.1Hz), 9.08(1H, d, J=2.1Hz), 8.10(1H, s), 7.99(1H, br), 7.64(1H, dd, J=2.1, 8.7Hz), 6.67(1H, d, J=8.7Hz), 4.01(3H, s), 3.63(2H, q, J=7.5Hz), 1.39(3H, t, J=7.5Hz) 【0269】 Synthesis Example 10-1: Preparation of 3-(ethylsulfonyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-(5-trifluoromethyl)pyridine-2-yl)picolinamide [ka] 5-bromo-3-(ethylsulfonyl)-N-(5-(trifluoromethyl)pyridine-2-yl)picolinamide (500 mg, 1.14 mmol) and bis(pinacorato)diborone (434 mg, 1.71 mmol), prepared in Synthesis Example 1-2-1, were dissolved in 1,4-dioxane (20 mL), and potassium acetate (336 mg, 3.42 mmol) was added. The system was purged with nitrogen, and [1,1′-bis(diphenylphosphino)ferrocene]palladium(II) dichloride / dichloromethane adduct (93 mg, 0.11 mmol) was added. After degassing and nitrogen purging again, the mixture was heated and stirred at 90°C for 3 hours. After cooling, ethyl acetate and water were added, and the mixture was filtered using a filter aid to remove insoluble matter. Water was added to the filtrate, and it was extracted twice with ethyl acetate. The resulting organic layer was dried over anhydrous magnesium sulfate, filtered, and then removed by vacuum distillation using an evaporator. 【0270】 Synthesis Example 10-2: Preparation of 5-(5-chlorothiazol-2-yl)-3-(ethylsulfonyl)-N-(5-trifluoromethyl)pyridine-2-yl)picolinamide [ka] 3-(ethylsulfonyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-(5-trifluoromethyl)pyridine-2-yl)picolinamide (1.14 mmol) prepared in Synthesis Example 10-1 was dissolved with 2-bromo-5-chlorothiazole (294 mg, 1.48 mmol) in 1,4-dioxane (15 mL), and 2 M aqueous sodium carbonate solution (0.8 mL) was added. After degassing the system with a pump and purging with nitrogen, [1,1′-bis(diphenylphosphino)ferrocene]palladium(II) dichloride / dichloromethane adduct (186 mg, 0.22 mmol) was added. After degassing and purging with nitrogen again, the mixture was heated and stirred under reflux for 2 hours. After cooling, ethyl acetate and water were added, and the mixture was filtered using a filter aid to remove insoluble matter. Water was added to the filtrate, and the mixture was extracted twice with ethyl acetate. The resulting organic layer was dried over anhydrous magnesium sulfate, filtered, and then removed under reduced pressure using an evaporator. The crude product was purified by silica gel chromatography to obtain the target product (220 mg, 40.3%). 1 H NMR(CDCl3) δ 10.25(1H, s), 9.32(1H, d, J=2.1Hz), 8.99(1H, d, J=2.1Hz), 8.65(1H, br), 8.53(1H, d, J=8.7Hz), 8.00(1H, dd, J=2.4, 8.7Hz), 7.84(1H, s), 3.99(2H, q, J=7.5Hz), 1.42(3H, t, J=7.5Hz) 【0271】 Synthesis Example 10-3: Preparation of 5-(5-chlorothiazol-2-yl)-N′-hydroxy-N-3-(ethylsulfonyl)-N-(5-trifluoromethyl)pyridine-2-yl)picoline imidamide (I-10) [ka] 5-(5-chlorothiazol-2-yl)-3-(ethylsulfonyl)-N-(5-trifluoromethyl)pyridine-2-yl)picolinamide (130 mg, 0.272 mmol) prepared in Synthesis Example 10-2 was dissolved in acetonitrile (10 mL), carbon tetrachloride (0.40 mL, 4.08 mmol) and triphenylphosphine (430 mg, 1.63 mmol) were added, and the mixture was stirred at 80°C for 1 hour. After cooling to room temperature, hydroxylamine hydrochloride (76 mg, 1.09 mmol) and triethylamine (1.0 mL, 2.18 mmol) were added, and the mixture was stirred overnight at room temperature. Most of the acetonitrile in the reaction mixture was removed by distillation, and the mixture was purified by silica gel chromatography to obtain the target product (100 mg, 74.6%). 1 H NMR(CDCl3) δ 9.20(1H, d, J=2.1Hz), 8.78(1H, d, J=2.1Hz), 8.19(1H, br), 8.09(1H, br), 7.79(1H, s), 7.63(1H, dd, J=2.4, 8.7Hz), 7.52(1H, br), 6.64(1H, d, J=8.4Hz), 3.56(2H, q, J=7.5Hz), 1.35(3H, t, J=7.5Hz) 【0272】 Comparative Compound 1 Synthesis Example: Preparation of 3-(ethylsulfonyl)-5-(5-thiophen-2-yl)-N-(5-(trifluoromethyl)pyridine-2-yl)picoline imidamide (Comparative Compound 1) [ka] The target product was obtained by preparing it using the same method as in International Publication 2021 / 008474, Synthesis Examples 1-1 to 1-3). 1H NMR(CDCl3) δ 9.02(1H, d, J=2.1Hz), 8.67(2H, s), 7.87(1H, dd, J=2.1, 8.7Hz), 7.56(1H, dd, J=0.9, 3.6Hz), 7.51(1H, d, J=5.1Hz), 7.21(1H, d, J=3.6Hz), 7.19(1H, d, J=3.6Hz), 4.05(2H, q, J=7.5Hz), 1.42(3H, t, J=7.5Hz) 【0273】 Comparative Compound 2 Synthesis Example: Preparation of 3-(ethylsulfonyl)-N′-hydroxy-5-(2H-1,2,3-triazol-2-yl)-N-(5-(trifluoromethyl)pyridine-2-yl)picoline imidamide (Comparative Compound 2) [ka] Using 3-(ethylthio)-5-(2H-1,2,3-triazol-2-yl)picolinonitrile prepared by the method described in International Publication 2021 / 177410, the target product was obtained by preparation in the same manner as in Synthesis Examples 1-1, 1-2, 1-4 and 8-4. 1 H NMR(CDCl3) δ 9.50(1H, d, J=2.4Hz), 9.06(1H, d, J=2.4Hz), 8.37(1H, br), 8.12(1H, d, J=0.9Hz), 7.95(2H, s), 7.64(1H, dd, J=2.4, 8.7Hz), 6.64(1H, d, J=8.7Hz), 3.59(2H, q, J=7.5Hz), 1.38(3H, t, J=7.5Hz) 【0274】 Comparative Compound 3 Synthesis Example: Preparation of 3-(ethylsulfonyl)-5-(4-isopropylphenyl)-N′-methoxy-N-(5-(pentafluoroethyl)pyridine-2-yl)picoline imidamide (Comparative Compound 3) [ka] Comparative compound 3 was prepared by applying the same procedure as in Synthesis Examples 2-2 and 2-3 to 4-isopropoxyphenylboronic acid. 1 H NMR(CDCl3) δ 8.96(1H, d, J=2.1Hz), 8.53(1H, d, J=2.1Hz), 8.16(1H, s), 8.12(1H, s), 7.61(1H, d, J=9.0Hz), 7.33(1H, dd, J=2.4, 8.8Hz), 7.03(2H, d, J=8.7Hz), 6.47(1H, d, J=9.0Hz), 4.63(1H, sep, J=6.0Hz), 4.00(3H, s), 3.64(2H, q, J=7.5Hz), 1.35~1.39(9H, m) 【0275】 The structures of the compounds of the present invention and comparative compounds obtained by the above synthesis method, along with their NMR data, are shown below in Tables 13-1, 13-2, and 13-3. The compounds of the present invention are not limited to these compounds. 【0276】 [Table 13-1] TIFF0007876393000072.tif188162 【0277】 [Table 13-2] TIFF0007876393000073.tif159162 【0278】 [Table 13-3] TIFF0007876393000074.tif99162 【0279】 <Examples of formulations> Examples of pesticide formulations containing the compound represented by formula (1) according to the present invention as an active ingredient are listed below. Formulation Example 1 [Wettable Powder] The following ingredients were uniformly mixed and ground to obtain a wettable powder. 30% by weight of the compound of the present invention Clay 30% by weight Diatomaceous earth 35% by weight Sun Extract P252 4% by weight (Calcium lignin sulfonate: a product name of Nippon Paper Industries Co., Ltd.) Solpol 8070 1% by weight (Sodium lauryl sulfate: a product name of Toho Chemical Industry Co., Ltd.) 【0280】 Formulation Example 2 [Powder] The following ingredients were uniformly mixed to obtain a powder. Compound of the present invention: 2% by weight Clay 90% by weight Talc 7% by weight Calcium stearate 1% by weight 【0281】 Formulation Example 3 [Emulsion] The aforementioned components were uniformly mixed and dissolved to obtain an emulsion. Compound of the present invention: 20% by weight N,N-dimethylformamide 20% by weight T-SOL 150 50% by weight (Aromatic solvent: Product name of JXTG Energy Corporation) Newcalgen CL-H 10% by weight (POE alkylphenyl ether: Product name of Takemoto Oil Co., Ltd.) 【0282】 Formulation example 4 [Emulsion 2] The following components were uniformly mixed and dissolved to obtain an emulsion. Compound of the present invention: 5% by weight Xylene 42.5% by weight DMSO 42.5% by weight New Calgen 2003 10% by weight (A mixture of POE allylphenyl ether formaldehyde condensate and alkylbenzene sulfonate metal salt: Product name of Takemoto Oil Co., Ltd.) 【0283】 Formulation Example 5 [Granules] The aforementioned components were uniformly crushed and mixed, water was added and the mixture was thoroughly kneaded, and then granulated and dried to obtain granules. 5% by weight of the compound of the present invention Bentonite 40% by weight Talc 10% by weight Clay 43% by weight Sun Extract P252 2% by weight (Calcium lignin sulfonate: a product name of Nippon Paper Industries Co., Ltd.) 【0284】 Formulation Example 6 [Flowable Formulation] After pre-mixing the entire amount of the above formulation, excluding the 1% xanthan gum aqueous solution and an appropriate amount of water, the mixture was pulverized using a wet grinder. Subsequently, the 1% xanthan gum aqueous solution and the remaining water were added to the resulting pulverized material to obtain a 100% by weight flowable formulation. Compound of the present invention: 25% by weight Solpol 7556 5% by weight (POE Styrylphenyl Ether Sulfate: Product name of Toho Chemical Industry Co., Ltd.) Propylene glycol 6% by weight Bentonite 1% by weight 1% xanthan gum aqueous solution, 3% by weight Water 60% by weight 【0285】 Formulation example 7 [granules] The aforementioned components were uniformly crushed and mixed, water was added and the mixture was thoroughly kneaded, and then granulated and dried to obtain granules. 5% by weight of the compound of the present invention Bentonite 40% by weight Talc 10% by weight Clay 43% by weight Sun Extract P252 2% by weight (Calcium lignin sulfonate: a product name of Nippon Paper Industries Co., Ltd.) 【0286】 <Example of a biological test> The following tests demonstrate the control efficacy of the compounds of the present invention against specific pests. “Control efficacy” refers to the inhibition of development (including mortality) of harmful invertebrates that significantly reduce their feeding. However, the pests controlled by the compounds are not limited to these species. The compound numbers refer to the compounds listed in Tables 13-1, 13-2, and 13-3. The insect mortality rate and the effectiveness of preventing insect damage shown in the biological test examples were calculated based on the following formula. Mortality rate (%) = (Sum of abnormal insects and dead insects) / (Total number of insects) × 100 Effect of preventing insect damage (%) = 100 × (Total leaf area - Area of ​​leaves damaged by target pest) / (Total leaf area) 【0287】 Biological Test Example 1: Control Test for Cotton Aphid (Aphis gossypii) (Leaf Spray Treatment) Cucumber leaves were cut to a diameter of 3.5 cm and placed on cotton wool moistened with water. Two adult cotton aphids were released onto the leaves and allowed to lay eggs for 24 hours before the adults were removed. 2 mL of a diluted solution of the test compound, diluted to 200 ppm, was sprayed onto the cucumber leaves using a spray tower. After air drying, the leaves were placed in plastic cups with the cotton wool, covered, and reared in a temperature-controlled room at 25°C. After 5 days, the survival rate was observed, and the mortality rate was calculated. As a result, compounds I-2, I-3, I-5, and I-8 of the present invention showed insect mortality rates of 80% or more. 【0288】 Biological Test Example 2: Control Test for Diamondback Moth (Plutella xylostella) (Leaf Dip Treatment) Cabbage leaves were cut into 5.0 cm diameter pieces, and these pieces were immersed in 20 mL of a diluted solution of the test compound, diluted to 200 ppm, and then air-dried. After air-drying, the cabbage leaf pieces were placed in plastic cups, 10 third-instar diamondback moth larvae were released into them, and the cups were covered and reared in a constant temperature room at 25°C. After 5 days, the survival rate of the larvae was observed, and the mortality rate was calculated. As a result, compounds I-1, I-2, I-3, I-5, I-6, and I-7 of the present invention showed insect mortality rates of 80% or more. 【0289】 Biological Test Example 3: Control Test for Brown Planthopper (Nilaparvata lugens) (Stem and Leaf Immersion Treatment) Ten rice seedlings were taken and immersed in 20 mL of a solution of the test compound diluted to 200 ppm, then air-dried. After air-drying, they were held in a glass cylinder (inner diameter 4.5 cm x 14 cm) using urethane, and placed upright in a plastic cup containing 40 mL of water. Third-instar brown planthopper larvae were released into this, the container was covered with weighing paper, and reared in a temperature-controlled room at 25°C. After 5 days, the survival or death of the larvae was observed, and the mortality rate was calculated. As a result, compounds I-1 and I-6 of the present invention showed a kill rate of 80% or more. 【0290】 Biological Test Example 4: Control Test for the Beet Armyworm (Spodoptera litura) (Stem and Leaf Immersion Treatment) Cabbage leaves were cut into 5.0 cm diameter pieces, and these pieces were immersed in 20 mL of a diluted solution of the test compound, diluted to 200 ppm, and then air-dried. After air-drying, the cabbage leaf pieces were placed in plastic cups, five second-instar beet armyworm larvae were released into them, and the cups were covered and reared in a constant temperature room at 25°C. After 5 days, the survival or death of the larvae was observed, and the mortality rate was calculated. As a result, compounds I-2, I-5, I-6, I-7, and I-10 of the present invention showed insect mortality rates of 80% or more. 【0291】 Biological Test Example 5: Control Test for Thrips palmi (Leaf Spray Treatment) Cucumber leaves were cut into 1.5 cm diameter pieces and placed on cotton wool moistened with water. 2 mL of a diluted solution of the test compound, diluted to 200 ppm, was sprayed onto the cucumber leaves using a spray tower. After air drying, the leaves were placed in a plastic cup along with the cotton wool. Five first-instar larvae of the southern flower thrips were released into the cup, and the cup was covered and reared in a temperature-controlled room at 25°C. After two days, the survival rate was observed, and the mortality rate and the effectiveness of preventing feeding damage were calculated. As a result, compound I-10 of the present invention showed an insect mortality rate of 80% or more, or an effect of preventing insect damage. 【0292】 Comparative Test Example 1: Control Test for Diamondback Moth (Plutella xylostella) (Leaf Dip Treatment) The control effect of the compounds from the prior art (International Publication 2021 / 177410) was evaluated using the same procedure as in Biological Test Example 2 described above. The results, along with the evaluation results for compounds I-2, I-5, and I-6 of the present invention, are shown in Table 14. Compounds I-2, I-5, and I-6 of the present invention showed superior efficacy compared to the prior art compounds (comparative compounds 1, 2, and 3). 【0293】 Comparative Test Example 2: Control Test for the Beet Armyworm (Spodoptera litura) (Leaf Spray Treatment) The control effect of the compounds from the prior art (International Publication 2021 / 177410) was evaluated using the same procedure as in Biological Test Example 4 described above. The results, along with the evaluation results for compounds I-2, I-5, and I-6 of the present invention, are shown in Table 14. Compounds I-2, I-5, and I-6 of the present invention showed superior efficacy compared to the prior art compounds (comparative compounds 1, 2, and 3). 【0294】 [Table 14] TIFF0007876393000075.tif150160

Claims

[Claim 1] A compound represented by formula (1), a salt thereof, or an N-oxide thereof. 【Chemistry 1】 [In formula (1), A represents the structure shown in the following formula (A-5), 【Chemistry 2】 R B, R C, R D, and RE are each independent of each other. A hydrogen atom, a halogen atom, an unsubstituted or T １ optionally substituted by (C １ ~C ６ ) alkyl group, an unsubstituted or T １ optionally substituted by halo(C １ ~C ６ ) alkyl group, an unsubstituted or T １ optionally substituted by (C ２ ~C ６ ) alkenyl group, an unsubstituted or T １ optionally substituted by halo(C ２ ~C ６ ) alkenyl group, an unsubstituted or T １ optionally substituted by (C ２ ~C ６ ) alkynyl group, an unsubstituted or T １ optionally substituted by halo(C ２ ~C ６ ) alkynyl group, an unsubstituted or T １ optionally substituted by (C<000002~0>~C ６ ) cycloalkyl group, an unsubstituted or T １ optionally substituted by halo(C ３ ~C ６ ) cycloalkyl group, an unsubstituted or T １ optionally substituted by (C １ ~C ６ ) alkoxy group, an unsubstituted or T １ optionally substituted by halo(C １ ~C ６ ) alkoxy group, an unsubstituted or T １ optionally substituted by (C ２ ~C ６ ) alkenyloxy group, an unsubstituted or T １ optionally substituted by halo(C ２ ~C ６ ) alkenyloxy group, an unsubstituted or T １ optionally substituted by (C ２ ~C ６ ) alkynyloxy group, an unsubstituted or T １ optionally substituted by halo(C ２ ~C ６ ) Alkynyloxy group, unsubstituted or T １ (C) ３ ~C ６ ) Cycloalkoxy group, unsubstituted or T １ A halo (C) arbitrarily replaced by ３ ~C ６ ) Cycloalkoxy 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) ３ ~C ６ ) Cycloalkylcarbonyl group, unsubstituted or T １ A halo (C) arbitrarily replaced by ３ ~C ６ ) Cycloalkylcarbonyl 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) ２ ~C ６ ) Alkenyloxycarbonyl group, unsubstituted or T １ A halo (C) arbitrarily replaced by ２ ~C ６ ) Alkenyloxycarbonyl group, unsubstituted or T １ (C) ２ ~C ６ ) Alkynyloxycarbonyl group, unsubstituted or T １ A halo (C) arbitrarily replaced by ２ ~C ６ ) Alkynyloxycarbonyl group, unsubstituted or T １ optionally substituted by (C １ ~C ６ ), an alkylcarbonyloxy group, unsubstituted or optionally substituted by T １ optionally substituted by halo(C １ ~C ６ ), a haloalkylcarbonyloxy group, unsubstituted or optionally substituted by T １ optionally substituted by (C ２ ~C ６ ), an alkenylcarbonyloxy group, unsubstituted or optionally substituted by T １ optionally substituted by halo(C ２ ~C ６ ), a haloalkenylcarbonyloxy group, unsubstituted or optionally substituted by T １ optionally substituted by (C ２ ~C ６ ), an alkynylcarbonyloxy group, unsubstituted or optionally substituted by T １ optionally substituted by halo(C ２ ~C ６ ), a haloalkynylcarbonyloxy group, unsubstituted or optionally substituted by T １ optionally substituted by (C １ ~C ６ ), an alkylthio group, unsubstituted or optionally substituted by T １ optionally substituted by halo(C １ ~C ６ ), a haloalkylthio group, unsubstituted or optionally substituted by T １ optionally substituted by (C １ ~C ６ ), an alkylsulfinyl group, unsubstituted or optionally substituted by T １ optionally substituted by halo(C １ ~C ６ ), a haloalkylsulfinyl group, unsubstituted or optionally substituted by T １ optionally substituted by (C １ ~C ６ ), an alkylsulfonyl group, unsubstituted or optionally substituted by T １ optionally substituted by halo(C １ ~C ６ ), a haloalkylsulfonyl group, unsubstituted or optionally substituted by T １ optionally substituted by (C １ ~C ６ ), an alkylsulfonyloxy group, unsubstituted or optionally substituted by T １ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkyl sulfonyloxy group, unsubstituted or Z １ A phenyl group optionally substituted by, unsubstituted or Z １ A heterocyclic group arbitrarily substituted by, unsubstituted or Z １ A phenoxy group optionally substituted by, unsubstituted or Z １ A pyridyloxy group optionally substituted by NY １ Y ２ Base, C(O)NY １ Y ２ Base, C (=NY ２ ) Y ３ Groups, cyano groups, nitro groups, hydroxyl groups, mercapto groups, formyl groups, carboxyl groups, trimethylsilyl groups, and SF ５ This represents a group selected from a group consisting of the groups, T １ If there are multiple instances, each will be independent. Halogen atom, (C ３ ~C ６ ) Cycloalkyl group, halo(C ３ ~C ６ ) Cycloalkyl group, 1-cyanocyclopropyl group, (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, unsubstituted or Z １ A phenyl group optionally substituted by, unsubstituted or Z １ A heterocycle group arbitrarily substituted by NY １ Y ２ Base, C(O)NY １ Y ２ Groups, cyano groups, nitro groups, hydroxyl groups, mercapto groups, formyl groups, carboxyl groups, trimethylsilyl groups, and SF ５ This represents a group selected from a group consisting of the groups, Z １ If there are multiple instances, each will be independent. Halogen atom, (C １ ~C ６ ) Alkyl alkyl group, halo(C １ ~C ６ ) alkyl group, (C ２ ~C ６ ) Alkenyl group, halo(C) ２ ~C ６ ) Alkenyl group, (C ２ ~C ６ ) Alkynyl group, halo(C) ２ ~C ６ ) Alkynyl group, (C ３ ~C ６ ) Cycloalkyl group, halo(C ３ ~C ６ ) Cycloalkyl group, 1-cyanocyclopropyl group, (C １ ~C ６ ) Alkoxy group, Halo(C) １ ~C ６ ) Alkoxy group, (C ２ ~C ６ ) Alkenyloxy group, halo(C) ２ ~C ６ ) Alkenyloxy group, (C ２ ~C ６ ) Alkynyloxy group, halo(C) ２ ~C ６ ) Alkynyloxy group, (C １ ~C ６ ) Alkyl carbonyl group, halo(C １ ~C ６ ) Alkyl carbonyl group, (C ３ ~C ６ ) Cycloalkylcarbonyl group, halo(C ３ ~C ６ ) Cycloalkylcarbonyl group, (C １ ~C ６ ) Alkoxycarbonyl group, Halo(C １ ~C ６ ) Alkoxycarbonyl group, (C １ ~C ６ ) Alkylcarbonyloxy group, halo(C １ ~C ６ ) Alkylcarbonyloxy 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 １ Y ２ Base, C(O)NY １ Y ２ Groups, cyano groups, nitro groups, hydroxyl groups, mercapto groups, formyl groups, carboxyl groups, trimethylsilyl groups, and SF ５ This represents a group selected from a group consisting of the groups, Y １ If there are multiple instances, each will be independent. Hydrogen atom, (C １ ~C ６ ) alkyl groups, and halo(C １ ~C ６ ) Represents a group selected from the group consisting of alkyl groups, Y ２ If there are multiple instances, each will be independent. Hydrogen atom, (C １ ~C ６ ) Alkyl alkyl group, halo(C １ ~C ６ ) alkyl group, (C ２ ~C ６ ) Alkenyl group, halo(C) ２ ~C ６ ) Alkenyl 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 １ ~C ６ ) Alkoxycarbonyl group, Halo(C １ ~C ６ ) Alkoxycarbonyl group, 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, cyano groups, and hydroxyl groups that are arbitrarily substituted by [the specified agent]. Y ３ If there are multiple instances, each will be independent. Hydrogen atom, 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) 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) 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) ３ ~C ６ ) Cycloalkyl groups, unsubstituted or T １ A halo (C) arbitrarily replaced by ３ ~C ６ ) Cycloalkyl groups, unsubstituted or Z １ Phenyl groups optionally substituted by, and NY １ Y ２ This represents a group selected from a group consisting of the groups, D is, This represents a group selected from the group consisting of unsubstituted or optionally substituted (C1-C6) alkoxy groups, unsubstituted or optionally substituted (T2) halo(C1-C6) alkoxy groups, unsubstituted or optionally substituted (T2) (C3-C6) cycloalkoxy groups, unsubstituted or optionally substituted (T2) halo(C3-C6) cycloalkoxy groups, and hydroxyl groups. E is a hydrogen atom, T ２ If there are multiple instances, each will be independent. Halogen atom, (C ３ ~C ６ ) Cycloalkyl group, halo(C ３ ~C ６ ) Cycloalkyl group, 1-cyanocyclopropyl group, (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, unsubstituted or Z １ Phenyl groups optionally substituted by, No substitution or Z １ A heterocycle group arbitrarily substituted by NY １ Y ２ Base, C(O)NY １ Y ２ Groups, cyano groups, nitro groups, hydroxyl groups, mercapto groups, formyl groups, carboxyl groups, trimethylsilyl groups, and SF ５ This represents a group selected from a group consisting of the groups, B represents the following equation (B-2), 【Transformation 3】 R1 and R3 are independent of each other. Hydrogen atom, halogen 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) 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) ２ ~C ６ ) Alkynyl group, unsubstituted or T ３ A halo (C) arbitrarily replaced by ２ ~C ６ ) Alkynyl 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) 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) ２ ~C ６ ) Alkenyloxy group, unsubstituted or T ３ A halo (C) arbitrarily replaced by ２ ~C ６ ) Alkenyloxy group, unsubstituted or T ３ (C) ２ ~C ６ ) Alkynyloxy group, unsubstituted or T ３ A halo (C) arbitrarily replaced by ２ ~C ６ ) Alkynyloxy group, unsubstituted or T ３ (C) ３ ~C ６ ) Cycloalkoxy group, unsubstituted or T ３ A halo (C) arbitrarily replaced by ３ ~C ６ ) Cycloalkoxy 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) ２ ~C ６ ) Alkenyloxycarbonyl group, unsubstituted or T ３ A halo (C) arbitrarily replaced by ２ ~C ６ ) Alkenyloxycarbonyl group, unsubstituted or T ３ (C) ２ ~C ６ ) Alkynyloxycarbonyl group, unsubstituted or T ３ A halo (C) arbitrarily replaced by ２ ~C ６ ) Alkynyloxycarbonyl group, unsubstituted or T ３ (C) １ ~C ６ ) Alkylcarbonyloxy group, unsubstituted or T ３ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkylcarbonyloxy group, unsubstituted or T ３ (C) ２ ~C ６ ) Alkenylcarbonyloxy group, unsubstituted or T ３ A halo (C) arbitrarily replaced by ２ ~C ６ ) Alkenylcarbonyloxy group, unsubstituted or T ３ (C) ２ ~C ６ ) Alkynylcarbonyloxy group, unsubstituted or T ３ A halo (C) arbitrarily replaced by ２ ~C ６ ) Alkynylcarbonyloxy group, unsubstituted or T ３ (C) １ ~C ６ ) Alkylthio group, unsubstituted or T ３ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkylthio group, unsubstituted or T ３ (C) １ ~C ６ ) Alkyl sulfinyl group, unsubstituted or T ３ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkyl sulfinyl 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 ) Alkyl sulfonyl group, unsubstituted or T ３ (C) １ ~C ６ ) Alkyl sulfonyl oxy group, unsubstituted or T ３ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkyl sulfonyl oxy group, NY １ Y ２ Base, C(O)NY １ Y ２ Base, C (=NY ２ ) Y ３ Groups, cyano groups, nitro groups, hydroxyl groups, mercapto groups, formyl groups, carboxyl groups, trimethylsilyl groups, and SF ５ This represents a group selected from a group consisting of the groups, R ４ This represents a group selected from the group consisting of (C1-C6) alkyl groups and halo(C1-C6) alkyl groups. n represents 2, T ３ If there are multiple instances, each will be independent. Halogen atom, (C ３ ~C ６ ) Cycloalkyl group, halo(C ３ ~C ６ ) Cycloalkyl group, 1-cyanocyclopropyl group, (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, unsubstituted or Z １ A phenyl group optionally substituted by, unsubstituted or Z １ A heterocycle group arbitrarily substituted by NY １ Y ２ Base, C(O)NY １ Y ２ Groups, cyano groups, nitro groups, hydroxyl groups, mercapto groups, formyl groups, carboxyl groups, trimethylsilyl groups, and SF ５ This represents a group selected from a group consisting of the groups, The ring structure U is as follows: Formula (F-1), Formula (F-5), Formula (F-6), Formula (F-14), Formula (F-17), A group selected from the group consisting of cyclic structural groups represented by, 【Chemistry 4】 X １ is an oxygen atom, a sulfur atom, or N-R Ｍ This represents, R5, R6, R7, R9, and R10 are each independent of each other. Hydrogen atom, halogen 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) 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) ２ ~C ６ ) Alkynyl group, unsubstituted or T ３ A halo (C) arbitrarily replaced by ２ ~C ６ ) Alkynyl 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 group, 1-cyanocyclopropyl 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) ２ ~C ６ ) Alkenyloxy group, unsubstituted or T ３ A halo (C) arbitrarily replaced by ２ ~C ６ ) Alkenyloxy group, unsubstituted or T ３ (C) ２ ~C ６ ) Alkynyloxy group, unsubstituted or T ３ A halo (C) arbitrarily replaced by ２ ~C ６ ) Alkynyloxy 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 ) Alkylcarbonyloxy group, unsubstituted or T ３ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkylcarbonyloxy group, unsubstituted or T ３ (C) １ ~C ６ ) Alkylthio group, unsubstituted or T ３ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkylthio group, unsubstituted or T ３ (C) １ ~C ６ ) Alkyl sulfinyl group, unsubstituted or T ３ A halo (C) arbitrarily replaced by １ ~C ６ ) Alkyl sulfinyl 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 ) Alkyl sulfonyl group, NY １ Y ２ Base, C(O)NY １ Y ２ Groups, cyano groups, nitro groups, hydroxyl groups, mercapto groups, formyl groups, carboxyl groups, trimethylsilyl groups, and SF ５ This represents a group selected from a group consisting of the groups, R M teeth, 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) 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 The structure is represented by a group selected from the group consisting of a cycloalkylcarbonyl group and a hydroxyl group. [Claim 2] D is, The group is selected from the group consisting of unsubstituted or optionally substituted (C1-C6) alkoxy groups by T2, unsubstituted or optionally substituted halo(C1-C6) alkoxy groups by T2, and hydroxyl groups. The compound according to claim 1, or a salt thereof, or an N-oxide thereof. [Claim 3] A pest control agent containing the compound described in Claim 1, or a salt thereof, or an N-oxide thereof. [Claim 4] A lepidopteran insecticide containing the compound described in Claim 1, a salt thereof, or an N-oxide thereof.

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