Pest control agents

Abstract

To provide an amidine compound that exhibits superior control activity on various pests, its salt, its N-oxide, or its pest control agent.SOLUTION: The present invention provides an amidine compound illustrated by formula (1-1), its salt, its N-oxide, or a pest control agent comprising the compound (where RB-RE independently represent H, a halo, a lower alkyl group or the like, D represents a lower alkoxy group or the like, which may have a substituent, at least one of R1-R3 represents a halo, a lower alkyl group or the like, which may have a substituent, R4 represents a lower alkyl group, a haloalkyl group or the like).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 project] [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 studies, the present inventors have found that the amidine compound represented by formula (1) has high pest control activity, and have accomplished the present invention.

[0006] That is, the present invention relates to the following. [1] A compound represented by formula (1), a salt thereof, or an N-oxide thereof. Chemical formula [In formula (1), A represents a structure represented by A-1, A-2, A-3 or 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 , R G , and R HEach of these independently consists of a hydrogen atom, a halogen atom, an unsubstituted or optionally substituted (C1-C6) alkyl group, an unsubstituted or optionally substituted (T1) halo(C1-C6) alkyl group, an unsubstituted or optionally substituted (C2-C6) alkenyl group, an unsubstituted or optionally substituted (T1) halo(C2-C6) alkenyl group, an unsubstituted or optionally substituted (T1) (C2-C6) alkynyl group, an unsubstituted or optionally substituted (T1) halo(C2-C6) alkynyl group, and an unsubstituted or substituted (T1) (C3-C6) cycloalkyl groups that are optionally substituted, (C3-C6) cycloalkyl groups that are unsubstituted or optionally substituted by T1, (C1-C6) alkoxy groups that are unsubstituted or optionally substituted by T1, (C1-C6) alkoxy groups that are unsubstituted or optionally substituted by T1, (C2-C6) alkenyloxy groups that are unsubstituted or optionally substituted by T1, (C2-C6) alkenyloxy groups that are unsubstituted or optionally substituted by T1, (C2-C6) alkynyloxy groups that are unsubstituted or optionally substituted by T1 Halo(C2-C6) alkynyloxy groups, unsubstituted or optionally substituted by T1, (C3-C6) cycloalkoxy groups, unsubstituted or optionally substituted by T1, (C3-C6) cycloalkoxy groups, unsubstituted or optionally substituted by T1, (C1-C6) alkylcarbonyl groups, unsubstituted or optionally substituted by T1, halo(C1-C6) alkylcarbonyl groups, unsubstituted or optionally substituted by T1, (C3-C6) cycloalkylcarbonyl groups, unsubstituted or Halo(C3-C6) cycloalkylcarbonyl groups optionally substituted by T1, (C1-C6) alkoxycarbonyl groups unsubstituted or optionally substituted by T1, halo(C1-C6) alkoxycarbonyl groups unsubstituted or optionally substituted by T1, (C2-C6) alkenyloxycarbonyl groups unsubstituted or optionally substituted by T1, halo(C2-C6) alkenyloxycarbonyl groups unsubstituted or optionally substituted by T1, (C2-C6) alkynyloxycarbonyl groups unsubstituted or optionally substituted by T1,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)alkenyl groups that are unsubstituted or optionally substituted by T1 Carbonyloxy 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 by T1, unsubstituted or optionally substituted halo(C1-C6) alkylthio group by T1, unsubstituted or optionally substituted (C1-C6) alkylsulfinyl Halo(C1-C6) alkylsulfinyl groups, unsubstituted or optionally substituted by T1, (C1-C6) alkylsulfonyl groups, unsubstituted or optionally substituted by T1, halo(C1-C6) alkylsulfonyl groups, unsubstituted or optionally substituted by T1, (C1-C6) alkylsulfonyloxy groups, unsubstituted or optionally substituted by T1, halo(C1-C6) alkylsulfonyloxy groups, This represents a group selected from the group consisting of an unsubstituted or optionally substituted phenyl group with Z1, an unsubstituted or optionally substituted heterocyclic group with Z1, an unsubstituted or optionally substituted phenoxy group with Z1, an unsubstituted or optionally substituted pyridyloxy group with Z1, an 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. R LThis represents a group selected from the group consisting of a hydrogen atom, an unsubstituted or optionally substituted (C1-C6) alkyl group, an unsubstituted or optionally substituted (T1) halo(C1-C6) alkyl group, an unsubstituted or optionally substituted (T1) (C3-C6) cycloalkyl group, an unsubstituted or optionally substituted (T1) halo(C3-C6) cycloalkyl group, an unsubstituted or optionally substituted (T1) (C1-C6) alkoxy group, an unsubstituted or optionally substituted (T1) halo(C1-C6) alkoxy group, an unsubstituted or optionally substituted (T1) (C1-C6) alkylcarbonyl group, an unsubstituted or optionally substituted (T1) halo(C1-C6) alkylcarbonyl group, an unsubstituted or optionally substituted (T1) (C3-C6) cycloalkylcarbonyl group, an unsubstituted or optionally substituted (T1) halo(C3-C6) cycloalkylcarbonyl group, and a hydroxyl group. If multiple T1s exist, each can independently be 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, or a halo(C1-C6) alkylthio group. This represents a group selected from the group consisting of (C1-C6) alkylsulfinyl groups, halo(C1-C6) alkylsulfinyl groups, (C1-C6) alkylsulfonyl groups, halo(C1-C6) alkylsulfonyl groups, unsubstituted or optionally substituted phenyl groups with Z1, unsubstituted or optionally substituted heterocyclic groups with Z1, NY1Y2 groups, C(O)NY1Y2 groups, cyano groups, nitro groups, hydroxyl groups, mercapto groups, formyl groups, carboxyl groups, trimethylsilyl groups, and SF5 groups. If there are multiple Z1 groups, each can independently be 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, a halo(C1-C6) alkoxy group, a (C2-C6) alkenyloxy group, a halo(C2-C6) alkenyloxy group, a (C2-C6) alkynyloxy group, a halo(C2-C6) alkynyloxy group, a (C1-C6) alkylcarbonyl group, a halo(C1-C6) alkylcarbonyl group, or a (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 trimethylsilyl group, and an SF5 group. If multiple Y1s exist, each independently represents a group selected from the group consisting of a hydrogen atom, a (C1-C6) alkyl group, and a halo(C1-C6) alkyl group. If multiple Y2 groups exist, each Y2 group independently represents a group 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, an unsubstituted or optionally substituted phenyl group by Z1, an unsubstituted or optionally substituted heterocyclic group by Z1, a cyano group, and a hydroxyl group. If multiple Y3 groups exist, each Y3 group independently represents a group selected from the group consisting of a hydrogen atom, a halogen atom, an unsubstituted or optionally substituted (C1-C6) alkyl group by T1, an unsubstituted or optionally substituted (C1-C6) alkyl group by T1, an unsubstituted or optionally substituted (C1-C6) alkoxy group by T1, an unsubstituted or optionally substituted (C1-C6) alkoxy group by T1, an unsubstituted or optionally substituted (C1-C6) alkylthio group by T1, an unsubstituted or optionally substituted (C1-C6) alkylthio group by T1, an unsubstituted or optionally substituted (C3-C6) cycloalkyl group by T1, an unsubstituted or optionally substituted (C3-C6) cycloalkyl group by T1, an unsubstituted or optionally substituted (C3-C6) cycloalkyl group by T1, an unsubstituted or optionally substituted (Z1) phenyl group, and the NY1Y2 group. D is an unsubstituted or optionally substituted (C1-C6) alkoxy group, an unsubstituted or optionally substituted halo(C1-C6) alkoxy group, an unsubstituted or optionally substituted (C3-C6) cycloalkoxy group, an unsubstituted or optionally substituted (C3-C6) cycloalkoxy group, an unsubstituted or optionally substituted (C1-C6) alkylcarbonyloxy group, an unsubstituted or optionally substituted (C1-C6) halo(C1-C6) 6) Alkylcarbonyloxy groups, unsubstituted or optionally substituted (C2-C6) alkenylcarbonyloxy groups, unsubstituted or optionally substituted (C2-C6) halo(C2-C6) alkenylcarbonyloxy groups, unsubstituted or optionally substituted (C2-C6) alkynylcarbonyloxy groups, unsubstituted or optionally substituted (C2-C6) halo(C2-C6) alkynylcarbonyloxy groups, unsubstituted or optionally substituted (C3-C6) cyclo(C2-C6) hydroxycarbonyloxy group, unsubstituted or optionally substituted halo(C3~C6)cycloalkylcarbonyloxy group, unsubstituted or optionally substituted (C1~C6) alkoxycarbonyloxy group, unsubstituted or optionally substituted (C1~C6) alkoxycarbonyloxy group, unsubstituted or optionally substituted (C2~C6) alkenyloxycarbonyloxy group, unsubstituted or optionally substituted (C2~C6) ) represents a group selected from the group consisting of an alkenyloxycarbonyloxy group, 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) alkylsulfonyloxy group by T2, an unsubstituted or optionally substituted halo(C1-C6) alkylsulfonyloxy group by T2, and a hydroxyl group. E is a hydrogen atom, an unsubstituted or optionally substituted (C1-C6) alkyl group, an unsubstituted or optionally substituted halo(C1-C6) alkyl group, an unsubstituted or optionally substituted (C2-C6) alkenyl group, an unsubstituted or optionally substituted halo(C2-C6) alkenyl group, an unsubstituted or optionally substituted (C2-C6) alkynyl group, an unsubstituted or optionally substituted halo(C2-C6) alkynyl group, an unsubstituted or optionally substituted (T2) (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 A substituted or optionally substituted halo(C2-C6) alkynyloxy group, 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 (C2-C6) alkenylcarbonyl group, or an unsubstituted or This includes halo(C2-C6) alkenylcarbonyl groups optionally substituted by T2, (C2-C6) alkynylcarbonyl groups that are unsubstituted or optionally substituted by T2, halo(C2-C6) alkynylcarbonyl groups that are unsubstituted or optionally substituted by T2, (C3-C6) cycloalkylcarbonyl groups that are unsubstituted or optionally substituted by T2, halo(C3-C6) cycloalkylcarbonyl groups that are unsubstituted or optionally substituted by T2, and (C1-C6) alkoxycarbonyl groups that are 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) alkylthiocarbonyl groups that are unsubstituted or optionally substituted by T2, halo(C1-C6) alkyl This represents a group selected from the group consisting of a thiocarbonyl group, an unsubstituted or optionally substituted (C1-C6) alkylcarbonyloxy group, an unsubstituted or optionally substituted (T2) halo(C1-C6) alkylcarbonyloxy group, an unsubstituted or optionally substituted (T2) (C1-C6) alkylsulfonyl group, an unsubstituted or optionally substituted (T2) halo(C1-C6) alkylsulfonyl group, an unsubstituted or optionally substituted (Z1) phenylcarbonyl group, an unsubstituted or optionally substituted (Z1) phenoxycarbonyl group, a C(O)NY1Y2 group, a cyano group, a hydroxyl group, a formyl group, and a carboxyl group. If multiple T2 groups exist, each can independently be 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, or a halo(C1-C6) alkylthio group. This represents a group selected from the group consisting of (C1-C6) alkylsulfinyl groups, halo(C1-C6) alkylsulfinyl groups, (C1-C6) alkylsulfonyl groups, halo(C1-C6) alkylsulfonyl groups, unsubstituted or optionally substituted phenyl groups with Z1, unsubstituted or optionally substituted heterocyclic groups with Z1, NY1Y2 groups, C(O)NY1Y2 groups, cyano groups, nitro groups, hydroxyl groups, mercapto groups, formyl groups, carboxyl groups, trimethylsilyl groups, and SF5 groups. R1, R2, and R3 are, one or more of the following (if there are two or more, each independently): a halogen atom, an unsubstituted or optionally substituted (C1-C6) alkyl group, an unsubstituted or optionally substituted (T3) halo(C1-C6) alkyl group, an unsubstituted or optionally substituted (T3) (C2-C6) alkenyl group, an unsubstituted or optionally substituted (T3) halo(C2-C6) alkenyl group, an unsubstituted or optionally substituted (T3) (C2-C6) alkynyl group, or an unsubstituted or optionally substituted (T3) (C2-C6) alkynyl group, unsubstituted or optionally substituted (C3-C6) cycloalkyl group, unsubstituted or optionally substituted (T3) halo(C3-C6) cycloalkyl group, unsubstituted or optionally substituted (C1-C6) alkoxy group, unsubstituted or optionally substituted (T3) halo(C1-C6) alkoxy group, unsubstituted or optionally substituted (T3) (C2-C6) alkenyloxy group, unsubstituted or optionally substituted (T3) halo(C2-C6) alkenyloxy group, unsubstituted or T (C2-C6) alkynyloxy groups optionally substituted by 3, unsubstituted or optionally substituted halo(C2-C6) alkynyloxy groups by T3, unsubstituted or optionally substituted (C3-C6) cycloalkoxy groups by T3, unsubstituted or optionally substituted halo(C3-C6) cycloalkoxy groups by T3, unsubstituted or optionally substituted phenoxy groups by Z2, unsubstituted or optionally substituted pyridyloxy groups by Z2, unsubstituted or optionally substituted (C1-C6) alkylcarbonyl groups by T3, unsubstituted Alternatively, a halo(C1-C6) alkylcarbonyl group optionally substituted by T3, an unsubstituted or optionally substituted (C3-C6) cycloalkylcarbonyl group, an unsubstituted or optionally substituted (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,Halo(C2-C6) alkenyloxycarbonyl groups that are unsubstituted or optionally substituted by T3, (C2-C6) alkynyloxycarbonyl groups that are unsubstituted or optionally substituted by T3, 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 group, unsubstituted or optionally substituted by T3 halo(C2-C6) alkenylcarbonyloxy group, unsubstituted or optionally substituted by T3 (C2-C6) alkynylcarbonyloxy group, unsubstituted or optionally substituted by T3 halo(C2-C6) alkynylcarbonyloxy group, unsubstituted or optionally substituted by T3 (C1-C6) alkylthio group, unsubstituted or optionally substituted by T3 halo(C1-C6) alkylthio group, unsubstituted or optionally substituted by T3 Optionally substituted (C3-C6) cycloalkylthio groups, unsubstituted or optionally substituted halo(C3-C6) cycloalkylthio groups, unsubstituted or optionally substituted by T3 phenylthio groups, unsubstituted or optionally substituted by Z2 pyridylthio groups, unsubstituted or optionally substituted by Z2 (C1-C6) alkylsulfinyl groups, unsubstituted or optionally substituted by T3 halo(C1-C6) alkylsulfinyl groups, unsubstituted or optionally substituted by T3 (C3-C6) cycloalkylthio groups Sulfinyl group, unsubstituted or optionally substituted halo(C3~C6)cycloalkylsulfinyl group with T3, unsubstituted or optionally substituted phenylsulfinyl group with Z2, unsubstituted or optionally substituted pyridylsulfinyl group with Z2, unsubstituted or optionally substituted (C1~C6)alkylsulfonyl group with T3, unsubstituted or optionally substituted halo(C1~C6)alkylsulfonyl group with T3, unsubstituted or optionally substituted (C3~C6)cycloalkylsulfonyl group with T3,Halo(C3-C6)cycloalkylsulfonyl groups that are unsubstituted or optionally substituted by T3, phenylsulfonyl groups that are unsubstituted or optionally substituted by Z2, pyridylsulfonyl groups that are unsubstituted or optionally substituted by Z2, (C1-C6) alkylsulfonyloxy groups that are unsubstituted or optionally substituted by T3, halo(C1-C6) alkylsulfonyloxy groups that are unsubstituted or optionally substituted by T3, (C3-C6) cycloalkylsulfonyloxy groups that are unsubstituted or optionally substituted by T3 This represents a group selected from the group consisting of chlorosulfonyloxy group, halo(C3~C6)cycloalkylsulfonyloxy group (unsubstituted or optionally substituted with T3), phenylsulfonyloxy group (unsubstituted or optionally substituted with Z2), pyridylsulfonyloxy group (unsubstituted or optionally substituted with Z2), 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. R1, R2, and R3 other than those mentioned above are hydrogen atoms. If multiple T3 groups exist, each can independently be 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, or a (C1-C6) ) represents a group selected from the group consisting of 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, amino group, formyl group, carboxyl group, C(O)NH2 group, trimethylsilyl group, and SF5 group. If there are multiple Z2 groups, each can independently be 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, a halo(C1-C6) alkoxy group, a (C2-C6) alkenyloxy group, a halo(C2-C6) alkenyloxy group, a (C2-C6) alkynyloxy group, a halo(C2-C6) alkynyloxy group, a (C1-C6) alkylcarbonyl group, a halo(C1-C6) alkylcarbonyl group, or a (C3-C6) A group selected from the group consisting of cycloalkylcarbonyl 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. Alternatively, it represents a structure that represents a 5 or 6-membered ring formed by adjacent Z2 atoms linked together, which may be unsubstituted or substituted with one or more halogen atoms or (C1-C6) alkyl groups. R4 represents 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 0, 1, or 2. This is a structure that represents [something].

[0007] [2] A is a structure represented by 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] R3 is a group selected from the group consisting of a hydrogen atom, a halogen atom, an unsubstituted or optionally substituted (C1-C3) alkyl group, an unsubstituted or optionally substituted (C1-C3) alkyl group, an unsubstituted or optionally substituted (C1-C3) alkoxy group, and an unsubstituted or optionally substituted (C1-C3) alkoxy group, the compound described in [1], or a salt thereof, or its N-oxide.

[0008] [3] R1 and R2 are either unsubstituted or optionally substituted by T3 (C1-C6) alkyl groups, unsubstituted or optionally substituted by T3 halo(C1-C6) alkyl groups, unsubstituted or optionally substituted by T3 (C2-C6) alkenyl groups, unsubstituted or optionally substituted by T3 halo(C2-C6) alkenyl groups, unsubstituted or optionally substituted by T3 (C2-C6) alkynyl groups, unsubstituted or optionally substituted by T3 halo(C2-C6) alkynyl groups, unsubstituted or optionally substituted by T3 (C3-C6) cycloalkyl groups, and unsubstituted or optionally substituted by T3 halo(C3-C6) cycloalkyl groups. The other is a group selected from the group consisting of a hydrogen atom, a halogen atom, an unsubstituted or optionally substituted (C1-C3) alkyl group, an unsubstituted or optionally substituted (T3) halo(C1-C3) alkyl group, an unsubstituted or optionally substituted (T3) halo(C1-C3) alkoxy group, and an unsubstituted or optionally substituted (T3) halo(C1-C3) alkoxy group, the compound described in [1] or [2], or a salt thereof, or an N-oxide thereof.

[0009] [4] R1 and R2 are either an unsubstituted or optionally substituted (C3-C6) cycloalkyl group with T3, or an unsubstituted or optionally substituted halo(C3-C6) cycloalkyl group with T3. The other is a group selected from the group consisting of a hydrogen atom, a halogen atom, an unsubstituted or optionally substituted (C1-C3) alkyl group, an unsubstituted or optionally substituted (T3) halo(C1-C3) alkyl group, an unsubstituted or optionally substituted (T3) halo(C1-C3) alkoxy group, and an unsubstituted or optionally substituted (T3) halo(C1-C3) alkoxy group, the compound described in [1] or [2], or a salt thereof, or an N-oxide thereof.

[0010] [5] R1 and R2 are either an unsubstituted or optionally substituted (C2-C6) alkynyl group with T3, or an unsubstituted or optionally substituted halo(C2-C6) alkynyl group with T3. The other is a group selected from the group consisting of a hydrogen atom, a halogen atom, an unsubstituted or optionally substituted (C1-C3) alkyl group, an unsubstituted or optionally substituted (T3) halo(C1-C3) alkyl group, an unsubstituted or optionally substituted (T3) halo(C1-C3) alkoxy group, and an unsubstituted or optionally substituted (T3) halo(C1-C3) alkoxy group, the compound described in [1] or [2], or a salt thereof, or an N-oxide thereof.

[0011] [6] R1 and R2 are groups selected from the group consisting of an unsubstituted or optionally substituted (C1-C6) alkoxy group by T3, an unsubstituted or optionally substituted halo(C1-C6) alkoxy group by T3, an unsubstituted or optionally substituted (C2-C6) alkenyloxy group by T3, an unsubstituted or optionally substituted halo(C2-C6) alkenyloxy group by T3, an unsubstituted or optionally substituted (C2-C6) alkynyloxy group by T3, an unsubstituted or optionally substituted halo(C2-C6) alkynyloxy group by T3, an unsubstituted or optionally substituted (C3-C6) cycloalkoxy group by T3, an unsubstituted or optionally substituted halo(C3-C6) cycloalkoxy group by T3, an unsubstituted or optionally substituted phenoxy group by Z2, and an unsubstituted or optionally substituted pyridyloxy group by Z2. The other is a group selected from the group consisting of a hydrogen atom, a halogen atom, an unsubstituted or optionally substituted (C1-C3) alkyl group, an unsubstituted or optionally substituted (T3) halo(C1-C3) alkyl group, an unsubstituted or optionally substituted (T3) halo(C1-C3) alkoxy group, and an unsubstituted or optionally substituted (T3) halo(C1-C3) alkoxy group, the compound described in [1] or [2], or a salt thereof, or an N-oxide thereof.

[0012] [7] R1 and R2 either have an unsubstituted or optionally substituted (C1-C6) alkylthio group, an unsubstituted or optionally substituted halo(C1-C6) alkylthio group, an unsubstituted or optionally substituted (C3-C6) cycloalkylthio group, an unsubstituted or optionally substituted (C3-C6) cycloalkylthio group, an unsubstituted or optionally substituted (C3-C6) cycloalkylthio group, an unsubstituted or optionally substituted (C3-C6) cycloalkylthio group, an unsubstituted or optionally substituted (C3-C6) phenylthio group, an unsubstituted or optionally substituted (C3-C6) pyridylthio group, or an unsubstituted or optionally substituted (C3-C6) alkylthio group. Optionally substituted (C1-C6) alkylsulfinyl groups, unsubstituted or optionally substituted halo(C1-C6) alkylsulfinyl groups with T3, unsubstituted or optionally substituted (C3-C6) cycloalkylsulfinyl groups with T3, unsubstituted or optionally substituted halo(C3-C6) cycloalkylsulfinyl groups with T3, unsubstituted or optionally substituted phenylsulfinyl groups with Z2, unsubstituted or optionally substituted pyridylsulfinyl groups with Z2, unsubstituted or optionally substituted with T3 Substituted (C1-C6) alkylsulfonyl groups, unsubstituted or optionally substituted halo(C1-C6) alkylsulfonyl groups by T3, unsubstituted or optionally substituted (C3-C6) cycloalkylsulfonyl groups by T3, unsubstituted or optionally substituted halo(C3-C6) cycloalkylsulfonyl groups by T3, unsubstituted or optionally substituted phenylsulfonyl groups by Z2, unsubstituted or optionally substituted pyridylsulfonyl groups by Z2, unsubstituted or optionally substituted (C1-C6) A group selected from the group consisting of an alkylsulfonyloxy group, an unsubstituted or optionally substituted halo(C1-C6)alkylsulfonyloxy group, an unsubstituted or optionally substituted (C3-C6)cycloalkylsulfonyloxy group, an unsubstituted or optionally substituted (T3) halo(C3-C6)cycloalkylsulfonyloxy group, an unsubstituted or optionally substituted (Z2) phenylsulfonyloxy group, and an unsubstituted or optionally substituted (Z2) pyridylsulfonyloxy group. The other is a group selected from the group consisting of a hydrogen atom, a halogen atom, an unsubstituted or optionally substituted (C1-C3) alkyl group, an unsubstituted or optionally substituted (T3) halo(C1-C3) alkyl group, an unsubstituted or optionally substituted (T3) halo(C1-C3) alkoxy group, and an unsubstituted or optionally substituted (T3) halo(C1-C3) alkoxy group, the compound described in [1] or [2], or a salt thereof, or an N-oxide thereof.

[0013] [8] R1 and R2 are either 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, an unsubstituted or optionally substituted (C3-C6) cycloalkylcarbonyl group, an unsubstituted or optionally substituted (C3-C6) alkoxycarbonyl group, or an unsubstituted or optionally substituted (C) A group selected from the group consisting of (1-C6) alkoxycarbonyl groups, (C2-C6) alkenyloxycarbonyl groups that are unsubstituted or optionally substituted by T3, halo(C2-C6) alkenyloxycarbonyl groups that are unsubstituted or optionally substituted by T3, (C2-C6) alkynyloxycarbonyl groups that are unsubstituted or optionally substituted by T3, halo(C2-C6) alkynyloxycarbonyl groups that are unsubstituted or optionally substituted by T3, C(O)NY1Y2 groups, C(=NY2)Y3 groups, formyl groups, and carboxyl groups. The other is a group selected from the group consisting of a hydrogen atom, a halogen atom, an unsubstituted or optionally substituted (C1-C3) alkyl group, an unsubstituted or optionally substituted (T3) halo(C1-C3) alkyl group, an unsubstituted or optionally substituted (T3) halo(C1-C3) alkoxy group, and an unsubstituted or optionally substituted (T3) halo(C1-C3) alkoxy group, the compound described in [1] or [2], or a salt thereof, or an N-oxide thereof.

[0014] [9] Either R1 or R2 is a group selected from the group consisting of halogen atoms, cyano groups, and nitro groups. The other is a group selected from the group consisting of a hydrogen atom, a halogen atom, an unsubstituted or optionally substituted (C1-C3) alkyl group, an unsubstituted or optionally substituted (T3) halo(C1-C3) alkyl group, an unsubstituted or optionally substituted (T3) halo(C1-C3) alkoxy group, and an unsubstituted or optionally substituted (T3) halo(C1-C3) alkoxy group, the compound described in [1] or [2], or a salt thereof, or an N-oxide thereof.

[0015]

[10] A pest control agent containing the compounds described in [1] or [2], or salts thereof, or N-oxides thereof.

[0016]

[11] A control agent for hemipteran and thropteran insects, comprising one of the compounds described in [1] or [2], a salt thereof, or an N-oxide thereof. [Effects of the Invention]

[0017] The compound of the present invention represented by formula (1), its salt, or its N-oxide exhibits excellent control effects against harmful organisms and is useful as a pest control agent. In particular, it exhibits excellent control effects against hemipteran and thropteran pests and is useful as a control agent for these insects. [Modes for carrying out the invention]

[0018] In this specification, the definitions and meanings of the following terms are as follows:

[0019] The compounds included in the present invention include optically active compounds resulting from the presence of one or more chiral carbon atoms or chiral sulfur atoms or axial chirality, but the present invention encompasses all optically active compounds or racemates.

[0020] 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.

[0021] 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 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 any proportion. In the formula, X A , X B , X C , X D ,X E , X F , X G ,X H And L represent the same as described above.

[0022] [ka]

[0023] 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.

[0024] 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.

[0025] 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.

[0026] 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.

[0027] In this specification, "(C a ~C bThe 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.

[0028] 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.

[0029] 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.

[0030] In this specification, "halo(C) a ~C b The notation "alkenyl" represents an unsaturated hydrocarbon group having a to b carbon atoms in a linear or branched chain, 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.

[0031] 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.

[0032] 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.

[0033] 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 group, 1-methylcyclopropyl group, 2-methylcyclopropyl group, 2,2-dimethylcyclopropyl group, cyclobutyl group, cyclopentyl group, and cyclohexyl group, each selected within a specified range of carbon atoms.

[0034] 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.

[0035] 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.

[0036] In this specification, "halo(C) a ~C b The notation "alkoxy" represents 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.

[0037] 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.

[0038] 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.

[0039] 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.

[0040] 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.

[0041] 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.

[0042] 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.

[0043] In this specification, the term "phenoxy" refers to a phenyl-O- group that may be independently substituted with up to five substituents. Specific examples include the phenoxy group, 2-chlorophenoxy group, 3-chlorophenoxy group, 4-chlorophenoxy group, 2-fluorophenoxy group, 3-fluorophenoxy group, 4-fluorophenoxy group, 2-trifluoromethylphenoxy group, 3-trifluoromethylphenoxy group, 4-trifluoromethylphenoxy group, 2-trifluoromethythoxyphenoxy group, 3-trifluoromethythoxyphenoxy group, and 4-trifluoromethythoxyphenoxy group.

[0044] In this specification, the term "pyridyloxy" refers to a pyridyl-O-group that may be independently substituted with up to five substituents, such as pyridyl-2-oxy, pyridyl-3-oxy, pyridyl-4-oxy, 4-chloropyridyl-2-oxy, 6-chloropyridyl-2-oxy, 4-fluoropyridyl-2-oxy, 6-fluoropyridyl-2-oxy, 4-trifluoromethylpyridyl-2-oxy, 6-trifluoromethylpyridyl-2-oxy, and 4-chloropyridyl-3-oxy Specific examples include the group, 6-chloropyridyl-3-oxy group, 4-fluoropyridyl-3-oxy group, 6-fluoropyridyl-3-oxy group, 4-trifluoromethylpyridyl-3-oxy group, 6-trifluoromethylpyridyl-3-oxy group, 2-chloropyridyl-4-oxy group, 3-chloropyridyl-3-oxy group, 2-fluoropyridyl-3-oxy group, 3-fluoropyridyl-3-oxy group, 2-trifluoromethylpyridyl-3-oxy group, and 3-trifluoromethylpyridyl-3-oxy group.

[0045] 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.

[0046] 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.

[0047] 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.

[0048] In this specification, "halo(C) a ~C bThe notation "cycloalkylcarbonyl" represents a halocycloalkyl-C(O)- group having a to b carbon atoms, as described above. Specific examples include 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, and 1-fluorocycloheptylcarbonyl group, each selected within the specified range of carbon atoms.

[0049] In this specification, the term "phenylcarbonyl" refers to a phenyl-C(O)- group that may be independently substituted with up to five substituents. Specific examples include phenylcarbonyl group, 2-chlorophenylcarbonyl group, 3-chlorophenylcarbonyl group, 4-chlorophenylcarbonyl group, 2-fluorophenylcarbonyl group, 3-fluorophenylcarbonyl group, 4-fluorophenylcarbonyl group, 2-trifluoromethylphenylcarbonyl group, 3-trifluoromethylphenylcarbonyl group, 4-trifluoromethylphenylcarbonyl group, 2-trifluoromethythoxyphenylcarbonyl group, 3-trifluoromethythoxyphenylcarbonyl group, and 4-trifluoromethythoxyphenylcarbonyl group.

[0050] In this specification, "(C a ~C bThe notation "alkoxycarbonyl" represents an alkyl-OC(O)- group having a to b carbon atoms, as described above. Specific examples include methoxycarbonyl group, ethoxycarbonyl group, n-propyloxycarbonyl group, i-propyloxycarbonyl group, n-butoxycarbonyl group, i-butoxycarbonyl group, s-butoxycarbonyl group, tert-butoxycarbonyl group, and 2-ethylhexyloxycarbonyl group, each selected within the specified range of carbon atoms.

[0051] In this specification, "halo(C) a ~C b The 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.

[0052] 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.

[0053] In this specification, "halo(C) a ~C bThe 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.

[0054] In this specification, "(C a ~C b The 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.

[0055] 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.

[0056] As used herein, the expression "phenoxycarbonyl" refers to a phenyl-O-C(O)- group which may be independently substituted with up to 5 substituents, and specific examples thereof include a phenoxycarbonyl group, 2-chlorophenoxycarbonyl group, 3-chlorophenoxycarbonyl group, 4-chlorophenoxycarbonyl group, 2-fluorophenoxycarbonyl group, 3-fluorophenoxycarbonyl group, 4-fluorophenoxycarbonyl group, 2-trifluoromethylphenoxycarbonyl group, 3-trifluoromethylphenoxycarbonyl group, 4-trifluoromethylphenoxycarbonyl group, 2-trifluoromethoxyphenoxycarbonyl group, 3-trifluoromethoxyphenoxycarbonyl group, and 4-trifluoromethoxyphenoxycarbonyl group.

[0057] As used herein, "(C a ~C b )alkylthiocarbonyl" refers to an alkyl-C(S)- group having the above meaning and consisting of a to b carbon atoms, and specific examples thereof include a methylthiocarbonyl group, n-propylthiocarbonyl group, butylthiocarbonyl group, i-butylthiocarbonyl group, tert-butylthiocarbonyl group, 2-methylbutylthiocarbonyl group, hexylthiocarbonyl group, and heptanothiocarbonyl group, which are selected within the respective specified range of the number of carbon atoms.

[0058] As used herein, "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.

[0059] 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.

[0060] In this specification, "halo(C) a ~C b The notation "alkylcarbonyloxy" represents a haloalkyl-C(O)-O- group having a to b carbon atoms, 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.

[0061] In this specification, "(C a ~C b)alkenylcarbonyloxy" represents an alkenyl-C(O)-O- group having a to b carbon atoms that has the above meaning, and specific examples thereof include a vinylcarbonyloxy group, an allylcarbonyloxy group, a 1-propenylcarbonyloxy group, a 2-propenylcarbonyloxy group, a 1-methylethenylcarbonyloxy group, a 2-butenylcarbonyloxy group, a 2-methyl-2-propenylcarbonyloxy group, a 3-methyl-2-butenylcarbonyloxy group, and 1,1-dimethyl-2-propenylcarbonyloxy, and the group is selected within the respective specified range of the number of carbon atoms.

[0062] In the present specification, "halo(C a ~C b )alkenylcarbonyloxy" represents a haloalkenyl-C(O)-O- group having a to b carbon atoms that has the above meaning, and specific examples thereof include a 1-fluorovinylcarbonyloxy group, a 1-chlorovinylcarbonyloxy group, a 1-bromo-1-propenylcarbonyloxy group, a 3-iodo-butenylcarbonyloxy group, a 1-fluoro-2-methyl-propenylcarbonyloxy group, and a 3,3-dichloroallylcarbonyloxy group, and the group is selected within the respective specified range of the number of carbon atoms.

[0063] In the present specification, "(C a ~C b )alkynylcarbonyloxy" represents an alkynyl-C(O)-O- group having a to b carbon atoms that has the above meaning, and specific examples thereof include a propargylcarbonyloxy group, a 2-butynylcarbonyloxy group, a 1-pentynylcarbonyloxy group, and a 1-hexynylcarbonyloxy group, and the group is selected within the respective specified range of the number of carbon atoms.

[0064] In the present 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.

[0065] 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.

[0066] In this specification, "halo(C) a ~C b The 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.

[0067] 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.

[0068] 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.

[0069] In this specification, "(C a ~C b The 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.

[0070] In this specification, "halo(C) a ~C bThe 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.

[0071] In this specification, "(C a ~C b The notation "cycloalkylthio" represents a cycloalkyl-S- group having a to b carbon atoms, as described above. Specific examples include cyclopropylthio, cyclobutylthio, cyclopentylthio, cyclohexylthio, and cycloheptylthio, each selected within the specified range of carbon atoms.

[0072] In this specification, "halo(C) a ~C b The notation "cycloalkylthio" represents a halocycloalkyl-S-group having a to b carbon atoms, as described above. Specific examples include 1-fluorocyclopropylthio group, 1-chlorocyclopropylthio group, 2-fluorocyclopropylthio group, 2-chlorocyclopropylthio group, 1-fluorocyclobutylthio group, 1-chlorocyclobutylthio group, 2-fluorocyclobutylthio group, 3-fluorocyclobutylthio group, 1-fluorocyclopentylthio group, 2-fluorocyclopentylthio group, 1-fluorocyclohexylthio group, 2-fluorocyclohexylthio group, 3-fluorocyclohexylthio group, 4-fluorocyclohexylthio group, and 1-fluorocycloheptylthio group, each selected within the specified range of carbon atoms.

[0073] In this specification, "(C a ~C bThe notation "cycloalkylsulfinyl" represents a cycloalkyl-S(O)- group having a to b carbon atoms, as described above. Specific examples include cyclopropylsulfinyl, cyclobutylsulfinyl, cyclopentylsulfinyl, cyclohexylsulfinyl, and cycloheptylsulfinyl groups, each selected within the specified range of carbon atoms.

[0074] In this specification, "halo(C) a ~C b The notation "(cycloalkylsulfinyl)" represents a halocycloalkyl-S(O)- group having a to b carbon atoms, as described above. Specific examples include 1-fluorocyclopropylsulfinyl group, 1-chlorocyclopropylsulfinyl group, 2-fluorocyclopropylsulfinyl group, 2-chlorocyclopropylsulfinyl group, 1-fluorocyclobutylsulfinyl group, 1-chlorocyclobutylsulfinyl group, 2-fluorocyclobutylsulfinyl group, 3-fluorocyclobutylsulfinyl group, 1-fluorocyclopentylsulfinyl group, 2-fluorocyclopentylsulfinyl group, 1-fluorocyclohexylsulfinyl group, 2-fluorocyclohexylsulfinyl group, 3-fluorocyclohexylsulfinyl group, 4-fluorocyclohexylsulfinyl group, and 1-fluorocycloheptylsulfinyl group, each selected within the specified range of carbon atoms.

[0075] In this specification, "(C a ~C b The notation "cycloalkylsulfonyl" refers to a cycloalkyl-SO2- group having a to b carbon atoms, as described above. Specific examples include cyclopropylsulfonyl, cyclobutylsulfonyl, cyclopentylsulfonyl, cyclohexylsulfonyl, and cycloheptylsulfonyl groups, each selected within the specified range of carbon atoms.

[0076] In this specification, "halo(C) a ~C bThe notation "cycloalkylsulfonyl" represents a halocycloalkyl-SO2- group having a to b carbon atoms, as described above. Specific examples include 1-fluorocyclopropylsulfonyl group, 1-chlorocyclopropylsulfonyl group, 2-fluorocyclopropylsulfonyl group, 2-chlorocyclopropylsulfonyl group, 1-fluorocyclobutylsulfonyl group, 1-chlorocyclobutylsulfonyl group, 2-fluorocyclobutylsulfonyl group, 3-fluorocyclobutylsulfonyl group, 1-fluorocyclopentylsulfonyl group, 2-fluorocyclopentylsulfonyl group, 1-fluorocyclohexylsulfonyl group, 2-fluorocyclohexylsulfonyl group, 3-fluorocyclohexylsulfonyl group, 4-fluorocyclohexylsulfonyl group, and 1-fluorocycloheptylsulfonyl group, each selected within the specified range of carbon atoms.

[0077] In this specification, the notation "phenylthio" refers to a phenyl-S-group that may be independently substituted with up to five substituents. Specific examples include phenylthio group, 2-chlorophenylthio group, 3-chlorophenylthio group, 4-chlorophenylthio group, 2-fluorophenylthio group, 3-fluorophenylthio group, 4-fluorophenylthio group, 2-trifluoromethylphenylthio group, 3-trifluoromethylphenylthio group, 4-trifluoromethylphenylthio group, 2-trifluoromethylphenylthio group, 3-trifluoromethylphenylthio group, and 4-trifluoromethylphenylthio group.

[0078] In this specification, the term "phenylsulfinyl" refers to a phenyl-S(O)- group that may be independently substituted with up to five substituents. Specific examples include phenylsulfinyl group, 2-chlorophenylsulfinyl group, 3-chlorophenylsulfinyl group, 4-chlorophenylsulfinyl group, 2-fluorophenylsulfinyl group, 3-fluorophenylsulfinyl group, 4-fluorophenylsulfinyl group, 2-trifluoromethylphenylsulfinyl group, 3-trifluoromethylphenylsulfinyl group, 4-trifluoromethylphenylsulfinyl group, 2-trifluoromethythoxyphenylsulfinyl group, 3-trifluoromethythoxyphenylsulfinyl group, and 4-trifluoromethythoxyphenylsulfinyl group.

[0079] In this specification, the term "phenylsulfonyl" refers to a phenyl-SO2- group that may be independently substituted with up to five substituents. Specific examples include phenylsulfonyl group, 2-chlorophenylsulfonyl group, 3-chlorophenylsulfonyl group, 4-chlorophenylsulfonyl group, 2-fluorophenylsulfonyl group, 3-fluorophenylsulfonyl group, 4-fluorophenylsulfonyl group, 2-trifluoromethylphenylsulfonyl group, 3-trifluoromethylphenylsulfonyl group, 4-trifluoromethylphenylsulfonyl group, 2-trifluoromethythoxyphenylsulfonyl group, 3-trifluoromethythoxyphenylsulfonyl group, and 4-trifluoromethythoxyphenylsulfonyl group.

[0080] In this specification, the term "pyridylthio" refers to a pyridyl-S-group that may be independently substituted with up to four substituents, such as a 2-pyridylthio group, a 3-pyridylthio group, a 4-pyridylthio group, and so on.

[0081] In this specification, the term "pyridylsulfinyl" refers to a pyridyl-S(O)- group that may be independently substituted with up to four substituents, such as 2-pyridylsulfinyl, 3-pyridylsulfinyl, and 4-pyridylsulfinyl groups.

[0082] In this specification, the term "pyridylsulfonyl" refers to a pyridyl-SO2- group that may be independently substituted with up to four substituents, such as 2-pyridylsulfonyl, 3-pyridylsulfonyl, and 4-pyridylsulfonyl groups.

[0083] 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.

[0084] In this specification, "halo(C) a ~C b The 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.

[0085] In this specification, "(C a ~C bThe notation "cycloalkylsulfonyloxy" represents a cycloalkyl-SO2-O- group having a to b carbon atoms, as described above. Specific examples include cyclopropylsulfonyloxy, cyclobutylsulfonyloxy, cyclopentylsulfonyloxy, cyclohexylsulfonyloxy, and cycloheptylsulfonyloxy, each selected within the specified range of carbon atoms.

[0086] In this specification, "halo(C) a ~C b The notation "cycloalkylsulfonyloxy" represents a halocycloalkyl-SO2-O- group having a to b carbon atoms, as described above. Specific examples include 1-fluorocyclopropylsulfonyloxy, 1-chlorocyclopropylsulfonyloxy, 2-fluorocyclopropylsulfonyloxy, 2-chlorocyclopropylsulfonyloxy, 1-fluorocyclobutylsulfonyloxy, 1-chlorocyclobutylsulfonyloxy, 2-fluorocyclobutylsulfonyloxy, 3-fluorocyclobutylsulfonyloxy, 1-fluorocyclopentylsulfonyloxy, 2-fluorocyclopentylsulfonyloxy, 1-fluorocyclohexylsulfonyloxy, 2-fluorocyclohexylsulfonyloxy, 3-fluorocyclohexylsulfonyloxy, 4-fluorocyclohexylsulfonyloxy, and 1-fluorocycloheptylsulfonyloxy, each selected within the specified range of carbon atoms.

[0087] In this specification, the notation "phenylsulfonyloxy" refers to a phenyl-SO2-O- group that may be independently substituted with up to five substituents. Specific examples include phenylsulfonyloxy group, 2-chlorophenylsulfonyloxy group, 3-chlorophenylsulfonyloxy group, 4-chlorophenylsulfonyloxy group, 2-fluorophenylsulfonyloxy group, 3-fluorophenylsulfonyloxy group, 4-fluorophenylsulfonyloxy group, 2-trifluoromethylphenylsulfonyloxy group, 3-trifluoromethylphenylsulfonyloxy group, 4-trifluoromethylphenylsulfonyloxy group, 2-trifluoromethythoxyphenylsulfonyloxy group, 3-trifluoromethythoxyphenylsulfonyloxy group, and 4-trifluoromethythoxyphenylsulfonyloxy group.

[0088] In this specification, the notation "pyridylsulfonyloxy" refers to a pyridyl-SO2-O- group that may be independently substituted with up to four substituents, for example, a 2-pyridylsulfonyloxy group, a 3-pyridylsulfonyloxy group, a 4-pyridylsulfonyloxy group, etc.

[0089] In this specification, the term "heterocyclic group" refers to, for example, thiophen-2-yl, thiophen-3-yl, furan-2-yl, furan-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, iso Thiazol-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- Il, 1,2,4-triazole-3-yl, 1,2,4-triazole-5-yl, 1,2,3-thiadiazole-4-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, benzoisoxazole-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 Examples include quinoxaline-6-yl, quinoxaline-7-yl, quinoxaline-8-yl, phthalazine-1-yl, phthalazine-4-yl, phthalazine-5-yl, phthalazine-6-yl, phthalazine-7-yl, phthalazine-8-yl, cinnoline-3-yl, cinnoline-4-yl, cinnoline-5-yl, cinnoline-6-yl, cinnoline-7-yl, cinnoline-8-yl, quinazolin-2-yl, quinazolin-4-yl, quinazolin-5-yl, quinazolin-6-yl, quinazolin-7-yl, or quinazolin-8-yl.

[0090] 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. In this case, each (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.

[0091] 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.

[0092] 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.

[0093] 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.

[0094] 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.

[0095] 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.

[0096] 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.

[0097] 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.

[0098] 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.

[0099] In this specification, "arbitrarily substituted halo (C) a ~C b)alkoxy" represents a haloalkoxy group having a to b carbon atoms, in which a hydrogen atom bonded to a carbon atom or a halogen atom is optionally substituted by a substituent arbitrarily selected from the corresponding substituent group, and is selected within the range of the respective specified number of carbon atoms. In this case, each halo(C a ~C b ) when two or more substituents are present on the alkoxy group, the respective substituents may be the same or different from each other.

[0100] In the present specification, "optionally substituted (C a ~C b )alkenyloxy" represents an alkenyloxy group having a to b carbon atoms, 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 respective specified number of carbon atoms. In this case, each (C a ~C b ) when two or more substituents are present on the alkenyloxy group, the respective substituents may be the same or different from each other.

[0101] In the present specification, "optionally substituted halo(C a ~C b )alkenyloxy" represents a haloalkenyloxy group having a to b carbon atoms, in which a hydrogen atom bonded to a carbon atom or a halogen atom is optionally substituted by a substituent arbitrarily selected from the corresponding substituent group, and is selected within the range of the respective specified number of carbon atoms. In this case, each halo(C a ~C b ) when two or more substituents are present on the alkenyloxy group, the respective substituents may be the same or different from each other.

[0102] In the present specification, "optionally substituted (C a ~C b)alkynyloxy" represents an alkynyloxy group having the above meaning, which consists of a to b carbon atoms 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 each specified number of carbon atoms. In this case, each (C a ~C b ) when two or more substituents are present on the alkynyloxy group, each of the substituents may be the same as or different from each other.

[0103] In the present specification, "optionally substituted halo(C a ~C b )alkynyloxy" represents a haloalkynyloxy group having the above meaning, which consists of a to b carbon atoms in which a hydrogen atom bonded to a carbon atom or a halogen atom is optionally substituted by a substituent arbitrarily selected from the corresponding substituent group, and is selected within the range of each specified number of carbon atoms. In this case, each halo(C a ~C b ) when two or more substituents are present on the alkynyloxy group, each of the substituents may be the same as or different from each other.

[0104] In the present specification, "optionally substituted (C a ~C b )cycloalkoxy" represents a cycloalkoxy group having the above meaning, which consists of a to b carbon atoms 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 each specified number of carbon atoms. In this case, each (C a ~C b ) when two or more substituents are present on the cycloalkoxy group, each of the substituents may be the same as or different from each other.

[0105] In the present specification, "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.

[0106] 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.

[0107] 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.

[0108] 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.

[0109] 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.

[0110] 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.

[0111] 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.

[0112] 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.

[0113] 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.

[0114] 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.

[0115] 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.

[0116] 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.

[0117] 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.

[0118] 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.

[0119] 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.

[0120] 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.

[0121] 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.

[0122] 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.

[0123] In this specification, "arbitrarily substituted halo (C) a ~C b)alkylthio" represents a haloalkylthio group having the above meaning, which consists of a to b carbon atoms, wherein a hydrogen atom bonded to a carbon atom or a halogen atom is optionally substituted by a substituent arbitrarily selected from the corresponding substituent group, and is selected within the range of each specified number of carbon atoms. In this case, each halo(C a ~C b ) When two or more substituents are present on the alkylthio group, each of the substituents may be the same as or different from each other.

[0124] In the present specification, the expression "optionally substituted (C a ~C b )alkylsulfinyl" represents an alkylsulfinyl group having the above meaning, which consists of a to b carbon atoms, wherein 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 each specified number of carbon atoms. In this case, each (C a ~C b ) When two or more substituents are present on the alkylsulfinyl group, each of the substituents may be the same as or different from each other.

[0125] In the present specification, the expression "optionally substituted halo(C a ~C b )alkylsulfinyl" represents a haloalkylsulfinyl group having the above meaning, which consists of a to b carbon atoms, wherein a hydrogen atom bonded to a carbon atom or a halogen atom is optionally substituted by a substituent arbitrarily selected from the corresponding substituent group, and is selected within the range of each specified number of carbon atoms. In this case, each halo(C a ~C b ) When two or more substituents are present on the alkylsulfinyl group, each of the substituents may be the same as or different from each other.

[0126] In the present specification, the expression "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.

[0127] 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.

[0128] 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.

[0129] 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.

[0130] 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.

[0131] 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.

[0132] 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.

[0133] 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.

[0134] 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.

[0135] 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.

[0136] In this specification, the notation "a 5- or 6-membered ring formed by the linkage of adjacent Z2 groups" refers to a 5- or 6-membered ring formed by the covalent linkage of any atom on two adjacent Z2 groups substituted on a phenyl group, heterocyclic group, phenoxy group, pyridyloxy group, phenylthio group, pyridylthio group, phenylsulfinyl group, pyridylsulfinyl group, phenylsulfonyl group, pyridylsulfonyloxy group, or pyridylsulfonyloxy group, where the two Z2 groups may be identical or different. Furthermore, the atoms on each covalently bonded Z2 group can be independently selected from carbon atoms, nitrogen atoms, oxygen atoms, or sulfur atoms. A specific example is a structure like that shown in formula (Z2-1), but it is not limited to this. In formula (Z2-1), "Het" means a heterocyclic group, and this heterocyclic group is defined as described above.

[0137] [ka]

[0138] This 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 structural compound in which a cyclic structure A and a cyclic structure B are linked by an imino group. The compound will be described below.

[0139] The annular structure A is represented by A-1, A-2, A-3, or A-4. That is, X A , X B , X C , X D , X E , X F , X G , X H , an amino group substituted with a phenyl group or a nitrogen-containing heterocyclic group which may have substituents as defined by L. In the compound of the present invention represented by formula (1), preferably A is 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, A-18. RA , R B , R C , R D and R E In each of these, 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(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, and an optionally substituted group. A group selected from the group consisting of (C1-C6)alkylsulfonyl groups, optionally substituted halo(C1-C6)alkylsulfonyl groups, and -C(O)NY1Y2 groups is preferred, and a group selected from the group consisting of hydrogen atoms, halogen atoms, optionally substituted halo(C1-C6)alkyl groups, optionally substituted halo(C1-C6)cycloalkyl groups, optionally substituted halo(C1-C6)alkoxy groups, optionally substituted halo(C1-C6)alkylthio groups, optionally substituted halo(C1-C6)alkylsulfinyl groups, optionally substituted (C1-C6)alkylsulfonyl groups, and optionally substituted halo(C1-C6)alkylsulfonyl groups is preferred. A , R B , R C , R D and R EPreferably, at least one of the groups is selected from the group consisting of a halogen atom, an optionally substituted halo(C1-C6) alkyl group, an optionally substituted halo(C1-C6) cycloalkyl group, an optionally substituted halo(C1-C6) alkoxy group, an optionally substituted halo(C1-C6) alkylthio group, an optionally substituted halo(C1-C6) alkylsulfinyl group, an optionally substituted (C1-C6) alkylsulfonyl group, and an optionally substituted halo(C1-C6) alkylsulfonyl group. More preferably, A is A-5, A-6, A-7, A-8, A-9, A-10, A-11, A-13. 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. More preferably, A is A-5, A-7, A-9, A-10, A-11, or A-13. 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.

[0140] If the annular structure A is A-3 or A-4, then X F , X G , X HPreferably, at least one of them is a carbon atom. R F , R G and R H Each 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 (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, and an optionally substituted (C A group selected from the group consisting of a 1-C6) alkylsulfonyl group, a optionally substituted halo(C1-C6) alkylsulfonyl group, and a -C(O)NY1Y2 group is preferred, and a group selected from the group consisting of a hydrogen atom, a halogen atom, an optionally substituted halo(C1-C6) alkyl group, an optionally substituted halo(C1-C6) cycloalkyl group, an optionally substituted halo(C1-C6) alkoxy group, an optionally substituted halo(C1-C6) alkylthio group, an optionally substituted halo(C1-C6) alkylsulfinyl group, an optionally substituted (C1-C6) alkylsulfonyl group, and an optionally substituted halo(C1-C6) alkylsulfonyl group is preferred. A , R B , R C , R D and R EPreferably, at least one of the groups is selected from the group consisting of a halogen atom, an optionally substituted halo(C1-C6)alkyl group, an optionally substituted halo(C1-C6)cycloalkyl group, an optionally substituted halo(C1-C6)alkoxy group, an optionally substituted halo(C1-C6)alkylthio group, an optionally substituted halo(C1-C6)alkylsulfinyl group, an optionally substituted (C1-C6)alkylsulfonyl group, and an optionally substituted halo(C1-C6)alkylsulfonyl group. The annular structure A is A-3 or 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.

[0141] When the cyclic structure A is A-3, examples of the structure of the 5-membered ring portion include 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- Examples include, but are not limited to, 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).

[0142] [ka]

[0143] When the cyclic structure A is 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 for the structure of the five-membered ring portion in A-3. When the cyclic structure A is 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), tetrazole-5-yl(a-7), thiazole Lu-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 A-3. When the cyclic structure A is A-3, in formula (A-3-1), pyrazol-5-yl(a-1), imidazole-5-yl(a-2), and imidazole-2-yl(a-3) are more preferred as the structure of the five-membered ring portion in A-3.

[0144] Substituents R1, R2, and R3 may be one or more of the following (independently if two or more of the specified substituents are present): 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, or an optionally substituted (C3-C6) cycloalkyl group. A group, optionally substituted halo(C3-C6)cycloalkyl 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 (C3-C6) cycloalkoxy group, optionally substituted Halo(C3-C6)cycloalkoxy group, optionally substituted phenoxy group, optionally substituted pyridyloxy 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 Carbonyl 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) alkylcarbonyloxy group, optionally substituted halo(C1-C6) alkylcarbonyloxy group, optionally substituted (C2-C6) alkenylcarbonyloxy group,substituted halo(C2-C6) alkenylcarbonyloxy group, substituted (C2-C6) alkynylcarbonyloxy group, substituted halo(C2-C6) alkynylcarbonyloxy group, substituted (C1-C6) alkylthio group, substituted halo(C1-C6) alkylthio group, substituted (C3-C6) cycloalkylthio group, substituted halo(C3-C6) cycloalkylthio group, substituted Optional phenylthio group, optionally substituted pyridylthio group, optionally substituted (C1-C6) alkylsulfinyl group, optionally substituted halo(C1-C6) alkylsulfinyl group, optionally substituted (C3-C6) cycloalkylsulfinyl group, optionally substituted halo(C3-C6) cycloalkylsulfinyl group, optionally substituted phenylsulfinyl group, optionally substituted pyridylsulfinyl group, optionally substituted (C1-C6) alkylsulfonyl group, optionally substituted (C3-C6) cycloalkylsulfonyl group, optionally substituted halo(C3-C6) cycloalkylsulfonyl group, optionally substituted phenylsulfonyl group, optionally substituted pyridylsulfonyl group, optionally substituted (C1-C6) alkylsulfonyloxy group, optionally substituted halo(C1-C6) alkylsulfonyloxy group, optionally substituted R1, R2, and R3 other than those listed above represent hydrogen atoms. (C3-C6)cycloalkylsulfonyloxy groups, optionally substituted halo(C3-C6)cycloalkylsulfonyloxy groups, optionally substituted phenylsulfonyloxy groups, optionally substituted pyridylsulfonyloxy 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 are selected from this group, and R1, R2, and R3 represent hydrogen atoms.

[0145] More preferably, either R1 or R2 may be a substituted (C1-C6) alkyl group, a substituted halo(C1-C6) alkyl group, a substituted (C2-C6) alkenyl group, a substituted halo(C2-C6) alkenyl group, a substituted (C2-C6) alkynyl group, a substituted halo(C2-C6) alkynyl group, a substituted (C3-C6) cycloalkyl group, a substituted halo(C3-C6) cycloalkyl group, or a substituted (C1-C6) alkoxy groups which may have substituents, halo(C1-C6) alkoxy groups which may have substituents, (C2-C6) alkenyloxy groups which may not have substituents, halo(C2-C6) alkenyloxy groups which may have substituents, (C2-C6) alkynyloxy groups which may have substituents, halo(C2-C6) alkynyloxy groups which may have substituents, (C3-C6) cycloalkoxy groups which may have substituents, halo(C3-C6) cycloalkoxy groups which may not have substituents, and phenoxy groups which may have substituents. Group, optionally substituted pyridyloxy group, optionally substituted (C1-C6) alkylthio group, optionally substituted halo(C1-C6) alkylthio group, optionally substituted (C3-C6) cycloalkylthio group, optionally substituted halo(C3-C6) cycloalkylthio group, optionally substituted phenylthio group, optionally substituted pyridylthio group, optionally substituted (C1-C6) alkylsulfinyl group, optionally substituted halo(C1-C6) alkylsulfinyl group, (C3-C6) cycloalkylsulfinyl groups which may have substitutions, halo(C3-C6) cycloalkylsulfinyl groups which may have substitutions, phenylsulfinyl groups which may have substitutions, pyridylsulfinyl groups which may have substitutions, (C1-C6) alkylsulfonyl groups which may have substitutions, halo(C1-C6) alkylsulfonyl groups which may have substitutions, (C3-C6) cycloalkylsulfonyl groups which may have substitutions, halo(C3-C6) cycloalkylsulfonyl groups which may have substitutions,Optionally substituted phenylsulfonyl group, optionally substituted pyridylsulfonyl group, optionally substituted (C1-C6) alkylsulfonyloxy group, optionally substituted halo(C1-C6) alkylsulfonyloxy group, optionally substituted (C3-C6) cycloalkylsulfonyloxy group, optionally substituted halo(C3-C6) cycloalkylsulfonyloxy group, optionally substituted phenylsulfonyloxy group, optionally substituted pyridylsulfonyloxy 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 (C2-C6) alkenyloxy The other is a group selected from the group consisting of a carbonyl group, a substituted halo(C2-C6) alkenyloxycarbonyl group, a substituted (C2-C6) alkynyloxycarbonyl group, a substituted halo(C2-C6) alkynyloxycarbonyl group, a C(O)NY1Y2 group, a C(=NY2)Y3 group, a formyl group, a carboxyl group, a halogen atom, a cyano group, and a nitro group, and the other is a hydrogen atom, a halogen atom, a substituted (C1-C3) alkyl group, a substituted The group is selected from optionally substituted halo(C1-C3) alkyl groups, optionally substituted (C1-C3) alkoxy groups, and optionally substituted halo(C1-C3) alkoxy groups. Preferably, R3 is a group selected from the group consisting of a hydrogen atom, a halogen atom, optionally substituted (C1-C3) alkyl groups, optionally substituted halo(C1-C3) alkyl groups, optionally substituted (C1-C3) alkoxy groups, and optionally substituted halo(C1-C3) alkoxy groups. More preferably, either R1 or R2 may be a substituted (C1-C6) alkyl group, a substituted halo(C1-C6) alkyl group, a substituted (C2-C6) alkenyl group, a substituted halo(C2-C6) alkenyl group, a substituted (C2-C6) alkynyl group, a substituted halo(C2-C6) alkynyl group, a substituted (C3-C6) cycloalkyl group, a substituted halo(C3-C6) cycloalkyl group, or a substituted (C1-C6) alkoxy group, optionally substituted halo(C1-C6) alkoxy group, optionally substituted (C3-C6) cycloalkoxy group, optionally substituted halo(C3-C6) cycloalkoxy group, optionally substituted (C1-C6) alkylthio group, optionally substituted halo(C1-C6) alkylthio group, optionally substituted (C3-C6) cycloalkylthio group, optionally substituted halo(C3-C6) cycloalkylthio group, optionally substituted (C1-C6) alkyl sulf Nyl group, optionally substituted halo(C1~C6)alkylsulfinyl group, optionally substituted (C3~C6)cycloalkylsulfinyl group, optionally substituted halo(C3~C6)cycloalkylsulfinyl group, optionally substituted (C1~C6) alkylsulfonyl group, optionally substituted halo(C1~C6)alkylsulfonyl group, optionally substituted (C3~C6)cycloalkylsulfonyl group, optionally substituted halo(C3~C6) cycloalkylsulfonyl 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 (C2-C6) alkenyloxycarbonyl group, optionally substituted halo(C2-C6) alkenyloxycarbonyl group,The group is selected from the group consisting of a (C2-C6) alkynyloxycarbonyl group which may have substituents, a halo(C2-C6) alkynyloxycarbonyl group which may have substituents, a C(O)NY1Y2 group, a C(=NY2)Y3 group, a formyl group, a carboxyl group, a halogen atom, a cyano group, and a nitro group, and the other is a hydrogen atom or a halogen atom, and it is preferable that R3 is a hydrogen atom or a halogen atom. It is preferable that R2 is the group having the specific substituents, and that R1 and R3 are hydrogen atoms or halogen atoms.

[0146] In a preferred embodiment, either R1 or R2 is 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 group, and the other is a hydrogen atom, a halogen atom R1 is a group selected from the group consisting of optionally substituted (C1-C3) alkyl groups, optionally substituted halo(C1-C3) alkyl groups, optionally substituted (C1-C3) alkoxy groups, and optionally substituted halo(C1-C3) alkoxy groups, wherein R3 is preferably a group selected from the group consisting of a hydrogen atom, a halogen atom, optionally substituted (C1-C3) alkyl groups, optionally substituted halo(C1-C3) alkyl groups, optionally substituted (C1-C3) alkoxy groups, and optionally substituted halo(C1-C3) alkoxy groups. It is preferable that R2 is the group having the specific substituent, and R1 and R3 are hydrogen atoms or halogen atoms.

[0147] In a preferred embodiment, either R1 or R2 is an optionally substituted (C3-C6) cycloalkyl group or an optionally substituted halo(C3-C6) cycloalkyl group, and the other is a group selected from the group consisting of a hydrogen atom, a halogen atom, an optionally substituted (C1-C3) alkyl group, an optionally substituted halo(C1-C3) alkyl group, an optionally substituted (C1-C3) alkoxy group, or an optionally substituted halo(C1-C3) alkoxy group, and R3 is a group selected from the group consisting of a hydrogen atom, a halogen atom, an optionally substituted (C1-C3) alkyl group, an optionally substituted halo(C1-C3) alkyl group, an optionally substituted (C1-C3) alkoxy group, or an optionally substituted halo(C1-C3) alkoxy group. It is preferred that R2 is the group having the specific substituent, and R1 and R3 are a hydrogen atom or a halogen atom.

[0148] In a preferred embodiment, either R1 or R2 is an optionally substituted (C2-C6) alkynyl group or an optionally substituted halo(C2-C6) alkynyl group, and the other is a group selected from the group consisting of a hydrogen atom, a halogen atom, an optionally substituted (C1-C3) alkyl group, an optionally substituted halo(C1-C3) alkyl group, an optionally substituted (C1-C3) alkoxy group, or an optionally substituted halo(C1-C3) alkoxy group, and R3 is a group selected from the group consisting of a hydrogen atom, a halogen atom, an optionally substituted (C1-C3) alkyl group, an optionally substituted halo(C1-C3) alkyl group, an optionally substituted (C1-C3) alkoxy group, or an optionally substituted halo(C1-C3) alkoxy group. In an embodiment where R2 is the group having the specific substituent, and R1 and R3 are a hydrogen atom or a halogen atom, it is preferable.

[0149] In a preferred embodiment, either R1 or R2 may be 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 (C3-C6) cycloalkoxy group, a substituted halo(C3-C6) cycloalkoxy group, a substituted phenoxy group, or a substituted pyridyloxy group. The other group is selected from the group consisting of a C1 group, and the other group is selected from the group consisting of a hydrogen atom, a halogen atom, an optionally substituted (C1-C3) alkyl group, an optionally substituted halo(C1-C3) alkyl group, an optionally substituted (C1-C3) alkoxy group, or an optionally substituted halo(C1-C3) alkoxy group, and R3 is preferably a group selected from the group consisting of a hydrogen atom, a halogen atom, an optionally substituted (C1-C3) alkyl group, an optionally substituted halo(C1-C3) alkyl group, an optionally substituted (C1-C3) alkoxy group, or an optionally substituted halo(C1-C3) alkoxy group. Preferably, one of R1 and R2 is a group selected from the group consisting of 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 (C2-C6) alkynyloxy groups, optionally substituted halo(C2-C6) alkynyloxy groups, optionally substituted (C3-C6) cycloalkoxy groups, or optionally substituted halo(C3-C6) cycloalkoxy groups, and the other is a hydrogen atom or a halogen atom, and R3 is preferably a hydrogen atom or a halogen atom. More preferably, R2 is the group having the specific substituents, and R1 and R3 are hydrogen atoms or halogen atoms.

[0150] In a preferred embodiment, either R1 or R2 may be a substituted (C1-C6) alkylthio group, a substituted halo(C1-C6) alkylthio group, a substituted (C3-C6) cycloalkylthio group, a substituted halo(C3-C6) cycloalkylthio group, a substituted phenylthio group, a substituted pyridylthio group, a substituted (C1-C6) alkylsulfinyl group, or a substituted halo(C1-C6) alkylsulfinyl group. A group, optionally substituted (C3-C6) cycloalkylsulfinyl group, optionally substituted halo(C3-C6) cycloalkylsulfinyl group, optionally substituted phenylsulfinyl group, optionally substituted pyridylsulfinyl group, optionally substituted (C1-C6) alkylsulfonyl group, optionally substituted halo(C1-C6) alkylsulfonyl group, optionally substituted (C3-C6) cycloalkylsulfonyl group, optionally substituted halo(C3-C6) cycloalkylsulfonyl group From a nyl group, a optionally substituted phenylsulfonyl group, a optionally substituted pyridylsulfonyl group, a optionally substituted (C1-C6) alkylsulfonyloxy group, a optionally substituted halo(C1-C6) alkylsulfonyloxy group, a optionally substituted (C3-C6) cycloalkylsulfonyloxy group, a optionally substituted halo(C3-C6) cycloalkylsulfonyloxy group, a optionally substituted phenylsulfonyloxy group, and a optionally substituted pyridylsulfonyloxy group. R3 is a group selected from the group, and the other is a group selected from the group consisting of a hydrogen atom, a halogen atom, an optionally substituted (C1-C3) alkyl group, an optionally substituted halo(C1-C3) alkyl group, an optionally substituted (C1-C3) alkoxy group, and R3 is a group selected from the group consisting of a hydrogen atom, a halogen atom, an optionally substituted (C1-C3) alkyl group, an optionally substituted halo(C1-C3) alkyl group, an optionally substituted (C1-C3) alkoxy group,A group selected from the group consisting of halo(C1-C3)alkoxy groups, which may have substituents, is preferred. Preferably, either R1 or R2 is a substituted (C1-C6) alkylthio group, a substituted halo(C1-C6) alkylthio group, a substituted (C3-C6) cycloalkylthio group, a substituted halo(C3-C6) cycloalkylthio group, a substituted (C1-C6) alkylsulfinyl group, a substituted halo(C1-C6) alkylsulfinyl group, or a substituted (C3-C6) cycloalkylsulf The group is selected from the group consisting of a ynyl group, a substituted halo(C3-C6)cycloalkylsulfinyl group, a substituted (C1-C6) alkylsulfonyl group, a substituted halo(C1-C6) alkylsulfonyl group, a substituted (C3-C6) cycloalkylsulfonyl group, and a substituted halo(C3-C6) cycloalkylsulfonyl group, and the other is a hydrogen atom or a halogen atom, and R3 is preferably a hydrogen atom or a halogen atom. It is more preferable that R2 is the group having the specific substituents, and R1 and R3 are hydrogen atoms or halogen atoms.

[0151] In a preferred embodiment, either R1 or R2 may be a substituted (C1-C6) alkylcarbonyl group, a substituted halo(C1-C6) alkylcarbonyl group, a substituted (C3-C6) cycloalkylcarbonyl group, a substituted halo(C3-C6) cycloalkylcarbonyl group, a substituted (C1-C6) alkoxycarbonyl group, a substituted halo(C1-C6) alkoxycarbonyl group, a substituted (C2-C6) alkenyloxycarbonyl group, a substituted halo(C2-C6) alkenyloxycarbonyl group, a substituted (C2-C6) alkynyloxycarbonyl group, or a substituted halo(C2-C6) The group is selected from the group consisting of an alkynyloxycarbonyl group, a C(O)NY1Y2 group, a C(=NY2)Y3 group, a formyl group, and a carboxyl group, and the other group is selected from the group consisting of a hydrogen atom, a halogen atom, an optionally substituted (C1-C3) alkyl group, an optionally substituted halo(C1-C3) alkyl group, an optionally substituted (C1-C3) alkoxy group, and R3 is preferably a group selected from the group consisting of a hydrogen atom, a halogen atom, an optionally substituted (C1-C3) alkyl group, an optionally substituted halo(C1-C3) alkyl group, an optionally substituted (C1-C3) alkoxy group, and an optionally substituted halo(C1-C3) alkoxy group. Preferably, either R1 or R2 may be a substituted (C1-C6) alkylcarbonyl group, a substituted halo(C1-C6) alkylcarbonyl group, a substituted (C3-C6) cycloalkylcarbonyl group, a substituted halo(C3-C6) cycloalkylcarbonyl group, a substituted (C1-C6) alkoxycarbonyl group, a substituted halo(C1-C6) alkoxycarbonyl group, or a substituted The group is selected from the group consisting of a good (C2-C6) alkenyloxycarbonyl group, a substituted halo(C2-C6) alkenyloxycarbonyl group, a substituted (C2-C6) alkynyloxycarbonyl group, a substituted halo(C2-C6) alkynyloxycarbonyl group, a C(O)NY1Y2 group, a C(=NY2)Y3 group, a formyl group, and a carboxyl group, and the other is a hydrogen atom or a halogen atom, and R3 is preferably a hydrogen atom or a halogen atom. It is more preferable that R2 is the group having the specific substituent, and R1 and R3 are hydrogen atoms or halogen atoms.

[0152] In a preferred embodiment, one of R1 and R2 is a group selected from the group consisting of a halogen atom, a cyano group, and a nitro group, and the other is a group selected from the group consisting of a hydrogen atom, a halogen atom, an optionally substituted (C1-C3) alkyl group, an optionally substituted halo(C1-C3) alkyl group, an optionally substituted (C1-C3) alkoxy group, or an optionally substituted halo(C1-C3) alkoxy group, and R3 is preferably a group selected from the group consisting of a hydrogen atom, a halogen atom, an optionally substituted (C1-C3) alkyl group, an optionally substituted halo(C1-C3) alkyl group, an optionally substituted (C1-C3) alkoxy group, or an optionally substituted halo(C1-C3) alkoxy group. A more preferable embodiment is one in which R2 is a group having the aforementioned specific substituent, and R1 and R3 are hydrogen atoms or halogen atoms.

[0153] 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.

[0154] 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.

[0155] 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 Y2s exist, is independently a group selected from the group consisting of a hydrogen atom, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C3-C6) cycloalkyl group, a halo(C3-C6) cycloalkyl group, a (C1-C6) alkylcarbonyl group, a halo(C1-C6) alkylcarbonyl group, a phenyl group which may have a substituent, and a hydroxyl group. More preferably, if multiple Y2s exist, they are independently a group selected from the group consisting of a hydrogen atom, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C1-C6) alkylcarbonyl group, and a halo(C1-C6) alkylcarbonyl group.

[0156] 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 multiple Y3s are present, is a group independently selected from the group consisting of a hydrogen atom, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C1-C6) alkoxy group, and a halo(C1-C6) alkoxy group. More preferably, if multiple Y3s are present, each Y3 is a group independently selected from the group consisting of a hydrogen atom, a (C1-C6) alkyl group, and a halo(C1-C6) alkyl group.

[0157] 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 phenoxycarbonyl 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) 6) 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, substituted Optional 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 a bonyl group, an optionally substituted (C2-C6) alkenyloxycarbonyl group, an optionally substituted halo(C2-C6) alkenyloxycarbonyl group, an optionally substituted (C1-C6) alkylsulfonyl group, an optionally substituted halo(C1-C6) alkylsulfonyl group, an optionally substituted phenylcarbonyl group, an optionally substituted phenoxycarbonyl group, a C(O)NY1Y2 group, and a formyl group. More preferably, E is a group selected from the group consisting of a hydrogen atom, an optionally substituted (C1-C6) alkyl group, an optionally substituted halo(C1-C6) alkyl group, an optionally substituted (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.

[0158] 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(C1 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, amino 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 phenyl group which may have a substituent, 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, a phenyl group which may have a substituent, and a cyano group.

[0159] Z1 and Z2 are independently (or independently if there are multiple) halogen atoms, (C1-C6) alkyl groups, halo(C1-C6) alkyl groups, (C2-C6) alkenyl groups, halo(C2-C6) alkenyl groups, (C2-C6) alkynyl groups, halo(C2-C6) alkynyl groups, (C3-C6) cycloalkyl groups, halo(C3-C6) cycloalkyl groups, 1-cyanocyclopropyl groups, (C1-C6) alkoxy groups, halo(C1-C6) alkoxy groups, (C2-C6) alkenyloxy groups, halo(C2-C6) alkenyloxy groups, (C2-C6) alkynyloxy groups, halo(C2-C6) alkynyloxy groups, (C1-C6) alkylcarbonyl groups, halo(C1-C6) alkylcarbonyl groups, (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, an amino group, a formyl group, a carboxyl group, a C(O)NH2 group, a trimethylsilyl group, and an SF5 group. Preferably, Z1 and Z2 are 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) alkoxy group. This represents a group selected from the group consisting of (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, amino group, formyl group, carboxyl group, and C(O)NH2 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.

[0160] Z2 is formed by adjacent Z2s being linked together, either unsubstituted or with one or more halogen atoms or (C 1~ A 5- or 6-membered ring which may have an alkyl group substituted, or a 1,3-dioxole group or a 1,4-dioxin group formed together by the adjacent Z2 and the carbon atom to which that Z2 is bonded, is also a preferred embodiment.

[0161] 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, This represents a group selected from the group consisting of a substituted halo(C2-C6) alkynylcarbonyloxy group, a substituted (C3-C6) cycloalkylcarbonyloxy group, a substituted (C3-C6) cycloalkylcarbonyloxy 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. Preferably, D represents a group selected from the group consisting of a hydroxyl group, 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 (C3-C6) cycloalkylcarbonyloxy group, an optionally substituted halo(C3-C6) cycloalkylcarbonyloxy group, an optionally substituted (C1-C6) alkoxycarbonyloxy group, and an optionally substituted halo(C1-C6) alkoxycarbonyloxy group.

[0162] More preferably, D represents a hydroxyl group, 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, or an optionally substituted halo(C1-C6) alkylcarbonyloxy group. More preferably, D represents a group selected from the group consisting of alkoxy groups and hydroxyl groups, which may have substituents (C1-C6).

[0163] The compound represented by formula (1) of the present invention, its salt, or its N-oxide can be produced, for example, by appropriately combining the production methods described in steps a to f below. However, it is not limited to these methods.

[0164] <Process a> [ka]

[0165] The compound represented by formula (7) can be produced by reacting the compound represented by formula (5) and the compound represented by formula (6) with an accelerator in the presence of an inert solvent and, optionally, a base. In the formula, the cyclic structure Q part represents the cyclic structure shown by the following formulas (Q-1) or (Q-3). Note that in the formula, X A , X B , X C , X D , X E ,X F , X G ,X H L, E, R1, R2, R3, and R4 are the same as above, and n is between 0 and 2.

[0166] [ka]

[0167] Examples of reaction accelerators that can be used in the present invention include dicyclohexylcarbodiimide, 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride, HATU, PyBOP, and Mukaiyama reagents, but the reaction accelerators that can be used in this reaction are not limited to these. The amount of reaction accelerator used can be appropriately selected in the range of approximately 1 to 3 times the molar amount relative to the compound represented by formula (5) or (6).

[0168] Examples of bases that can be used in the present invention include triethylamine, N,N-diisopropylethylamine, and pyridine. The amount used can be appropriately selected in the range of approximately 1 to 5 molars relative to the compound represented by formula (5) or (6).

[0169] 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 hydrocarbons such as dichloromethane and 1,2-dichloroethane; and polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, and 1,3-dimethyl-2-imidazolinone. These inert solvents can be used alone or in combination of two or more.

[0170] 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. The solvent used is usually in the range of approximately 0.3 to 3 times the molar amount of the compound represented by formula (5) or (6). This reaction can also be carried out under the atmosphere of an inert gas such as nitrogen gas or argon gas. After the reaction is complete, the target product can be isolated from the reaction system by conventional methods, and if necessary, purified by recrystallization, column chromatography, etc. to produce the target product. The composition containing the target product may also be used in the next step without isolation.

[0171] <Process b> [ka]

[0172] Compounds represented by formula (5) and compounds represented by formula (8) can be reacted in an inert solvent and optionally in the presence of a base to produce compounds represented by formula (7). In the formulas, the cyclic structure Q part represents a cyclic structure represented by the following formulas (Q-1) or (Q-3). In the formulas, LG1 represents a halogen, an alkoxy group, or a phenoxy group which may have a substituent, and X A , X B , X C , X D , X E ,X F , X G ,X HL, E, R1, R2, R3, and R4 are the same as above, and n is between 0 and 2.

[0173] [ka]

[0174] Examples of bases that can be used in the present invention include alkali metal salts such as sodium hydride, sodium carbonate, and potassium carbonate; tertiary amines such as triethylamine and N,N-diisopropylethylamine; and nitrogen-containing aromatic compounds such as pyridine and 4-dimethylaminopyridine. The amount used can be appropriately selected in the range of approximately 1 to 5 molars relative to the compound represented by formula (5) or (8).

[0175] Any inert solvent that does not significantly inhibit the reaction can be used in this reaction. Examples include ethers such as tetrahydrofuran, ethylene glycol dimethyl ether, and 1,4-dioxane; aromatic hydrocarbons such as benzene, toluene, and xylene; halogenated hydrocarbons such as dichloromethane and 1,2-dichloroethane; and polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, and 1,3-dimethyl-2-imidazolinone. These inert solvents can be used individually or in combination of two or more.

[0176] 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. The solvent used is usually in the range of approximately 0.3 to 3 times the molar amount of the compound represented by formula (5) or (8). This reaction can also be carried out under an inert gas atmosphere, such as nitrogen gas or argon gas. After the reaction is complete, the target product can be isolated from the reaction system by conventional methods, and if necessary, purified by recrystallization, column chromatography, etc. to produce the target product. The composition containing the target product may also be used in the next step without isolation.

[0177] <Process c> [ka]

[0178] The compound represented by formula (7-1) can be reacted with a reaction accelerator in the presence of an inert solvent to produce the compound represented by (7). In the formula, the cyclic structure Q part represents the cyclic structure shown by the following formulas (Q-1) or (Q-3). Note that in the formula, X A , X B , X C , X D , X E ,X F , X G ,X H L, E, R1, R2, R3, and R4 are the same as above, and n is 1 to 2. The compound represented by formula (7-1) can be prepared by the manufacturing method of step a or step b described above.

[0179] [ka]

[0180] Examples of reaction accelerators that can be used in this invention include oxidizing agents such as 3-chloroperbenzoic acid and hydrogen peroxide, but the reaction accelerators that can be used in this reaction are not limited to these. The amount of reaction accelerator used can be appropriately selected in the range of approximately 1 to 3 times the molar amount of the compound represented by formula (7-1).

[0181] 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, and halogenated hydrocarbons such as dichloromethane and 1,2-dichloroethane. These inert solvents can be used individually or in combination of two or more.

[0182] The reaction temperature in this reaction can typically be anywhere from approximately -78°C to the boiling point of the solvent used. The reaction time can be appropriately selected depending on the scale of the reaction, the reaction temperature, etc., for example, from a few minutes to 48 hours. This reaction can also be carried out under an inert gas atmosphere, such as nitrogen gas or argon gas. After the reaction is complete, the target product can be isolated from the reaction system by conventional methods, and if necessary, purified by recrystallization, column chromatography, etc. to produce the target product. The composition containing the target product may also be used in the next step without isolation.

[0183] <Process d> [ka]

[0184] The compound represented by formula (9) can be produced by reacting the compound represented by formula (7) with a reaction accelerator in the presence of an inert solvent. In the formula, the cyclic structure Q part represents the cyclic structure represented by the following formulas (Q-1) or (Q-3). Z2 represents a halogen or a trifluoromethanesulfonate group. In the formula, X A , X B , X C , X D , X E ,X F , X G ,X H L, R1, R2, R3, and R4 are the same as above, and n is between 0 and 2. The compound represented by formula (9) can be prepared by the manufacturing method of step a, step b, or step c.

[0185] [ka]

[0186] Examples of reaction accelerators that can be used in this invention include phosphorus oxychloride, phosphorus pentachloride, carbon tetrachloride-triphenylphosphine, and trifluoromethanesulfonic anhydride, but the reaction accelerators that can be used in this reaction are not limited to these. The amount of reaction accelerator used can be appropriately selected in the range of approximately 1 to 10 times the molar amount relative to the compound represented by formula (7), and reaction accelerators such as phosphorus oxychloride can be added in excess to allow the reaction to proceed without a solvent.

[0187] 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 hydrocarbons such as dichloromethane and 1,2-dichloroethane; and polar solvents such as acetonitrile. These inert solvents can be used individually or in combination of two or more.

[0188] The reaction temperature in this reaction can typically be anywhere from approximately -78°C to the boiling point of the solvent used. The reaction time can be appropriately selected depending on the scale of the reaction, the reaction temperature, etc., for example, from a few minutes to 48 hours. This reaction can also be carried out under an inert gas atmosphere, such as nitrogen or argon. After the reaction is complete, the target product can be isolated from the reaction system by conventional methods, and if necessary, purified by recrystallization, column chromatography, etc. to produce the target product. The composition containing the target product may also be used in the next step without isolation.

[0189] <Process e> [ka]

[0190] The compound represented by formula (10) can be produced by reacting the compound represented by formula (9) with formula (4) or a salt of formula (4) in the presence of an inert solvent and a base. In the formula, the cyclic structure Q part represents the cyclic structure shown by the following formulas (Q-1) or (Q-3). Note that X in the formula A , X B , XC , X D , X E ,X F , X G ,X H L, R1, R2, R3, R4, Z2, and D are the same as above, and n is between 0 and 2.

[0191] [ka]

[0192] Examples of bases that can be used in the present invention include alkali metal carbonates such as sodium carbonate and potassium carbonate, tertiary amines such as triethylamine and N,N-diisopropylethylamine, and nitrogen-containing aromatic compounds such as pyridine and 4-dimethylaminopyridine. The amount used can be appropriately selected in the range of approximately 1 to 20 molars relative to the compound represented by formula (9) or (4).

[0193] Any inert solvent that does not significantly inhibit the reaction can be used in this reaction. Examples include ethers such as diethyl ether, tetrahydrofuran, and dioxane; aromatic hydrocarbons such as benzene, toluene, and xylene; polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, and 1,3-dimethyl-2-imidazolinone; and halogenated hydrocarbons such as dichloromethane and 1,2-dichloroethane. These inert solvents can be used individually or in combination of two or more.

[0194] The reaction temperature in this reaction can typically be anywhere from approximately -78°C to the boiling point of the solvent used. The reaction time is not constant and varies depending on the scale of the reaction and the reaction temperature, but can be appropriately selected within the range of 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 by conventional methods, and if necessary, purified by recrystallization, column chromatography, etc. to produce the target product. The composition containing the target product may also be used in the next step without isolation.

[0195] process f [ka]

[0196] Compounds represented by formula (11-1), formula (11-2), formula (11-3), or formula (11-4) can be produced by reacting the compound represented by formula (10) with a reaction accelerator in a solvent, optionally in the presence of a base or coupling agent. In the formulas, the cyclic structure Q part represents the cyclic structure shown in the following formula (Q-1) or (Q-3). Note that X in the formulas A , X B , X C , X D , X E ,X F , X G ,X H L, J, E, G1, G2, G3, G4, R5, R6, R7, and R8 are the same as above, and n is 0 to 2. Note that (11-2) or (11-4) is X in the cyclic structure Q portion of the compound represented by formula (10). A Alternatively, it can be produced when L is a nitrogen atom.

[0197] [ka]

[0198] Examples of reaction accelerators that can be used in this reaction include alkylating agents such as methyl iodide, ethyl iodide, 1,1,1-trifluoro-2-iodoethane, dimethyl sulfate, chloromethyl methyl ether, chloromethyl ethyl ether, chloroacetonitrile, bromoacetonitrile, 3-chloroacetonitrile, 3-bromoacetonitrile, and chloromethyl methyl sulfide, but the reaction accelerators that can be used in this reaction are not limited to these. The amount of reaction accelerator used should be appropriately selected in the range of approximately 1 to 5 molars relative to the compound represented by formula (10).

[0199] Examples of bases that can be used in the present invention include alkali metal hydrides such as lithium hydride, sodium hydride, potassium hydride, and calcium hydride, n-butyllithium, sodium bis(trimethylsilyl)amide, lithium bis(trimethylsilyl)amide, potassium bis(trimethylsilyl)amide, lithium diisopropylamine, triethylamine, N,N-diisopropylethylamine, pyridine, sodium carbonate, potassium carbonate, cesium carbonate, etc., and the amount used can be appropriately selected in the range of approximately 1 to 10 times the molar amount relative to the compound represented by formula (10).

[0200] Any solvent that does not significantly inhibit the reaction can be used in this reaction. Examples include linear or cyclic ethers such as diethyl ether, tetrahydrofuran, and dioxane; aromatic hydrocarbons such as benzene, toluene, and xylene; polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, and 1,3-dimethyl-2-imidazolinone; and halogenating solvents such as dichloromethane and 1,2-dichloroethane. These solvents can be used individually or in combination of two or more.

[0201] The reaction temperature for this reaction can typically be anywhere from approximately -78°C to the boiling point of the solvent used. The reaction time varies depending on the scale of the reaction, the reaction temperature, etc., but can be appropriately selected within the range of 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.

[0202] The compounds or salts thereof according to the present invention, or their N-oxides, are useful as active ingredients in pest control agents for the insecticidal and control of harmful insects in agriculture and horticulture. In this invention, the insect species targeted for control (insect species for which the compound represented by formula (1) shows control effects) are not particularly limited and can be used to control a wide range of harmful insects in agriculture and horticulture. Preferred target insect species include, for example, the following: Furthermore, the compounds of the present invention have excellent control effects against lepidopteran, hemipteran, thromboptera, and diptera pests. Compared to conventionally known compounds, they exhibit superior control effects against hemipteran and thromboptera pests, thus offering potential applications as control agents for these insects.

[0203] 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 bore moth (Ecdytolopha aurantiana); The family Gracilidae includes species such as Caloptilia theivora and Phyllonorycter ringoniella.

[0204] 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).

[0205] 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;

[0206] 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.

[0207] 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.);

[0208] 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.

[0209] 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.

[0210] 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).

[0211] Hymenoptera pests {For example, the Tenthredinidae family, such as the turnip sawfly (Athalia rosae) and the Japanese turnip wasp (Athalia japonica); This includes species such as the fire ant (Solenopsis spp.), the brown leaf-cutting ant (Atta capiguara), and other ant families (Formicidae).

[0212] 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.

[0213] 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.

[0214] 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.

[0215] 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).

[0216] 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.

[0217] 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).

[0218] 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.

[0219] 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.}

[0220] 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).

[0221] 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.

[0222] 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.

[0223] 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.

[0224] 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*.

[0225] 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.

[0226] 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.

[0227] 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.

[0228] 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.

[0229] 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.

[0230] 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).

[0231] 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.

[0232] 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,

[0233] 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,

[0234] 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,

[0235] Tetronic acid and tetramic acid compounds such as spirodiclofen, spirotetramat, spiromesifen, spiropidion, and spidoxamat, Beta-ketonitrile compounds such as cyflumetofen, cyenopyrafen, and cyetpyrafen, Phthalamide compounds such as flubendiamide, Anthranilic acid amide compounds such as chlorantraniliprole, cyantraniliprole, cyclaniliprole, tetraniliprole, cyhalodiamide, and tetrachlorantraniliprole, Quinoxaline compounds such as quinomethionate, Thiazolidinone compounds such as hexythiazox, Hydrazine compounds such as bifenazate, Pyridinamine compounds such as flufenerim, Aminoquinazoline compounds such as pyrifluquinazon, 6-phenoxyquinoline compounds such as flometoquin, Pyridinylethylbenzamide compounds such as fluopyram, Pyridinylcyclobutynylamide compounds such as cyclobutrifluram, Sulfonamide compounds such as fluazaindolizine and amidoflumet, Pyridylpyrazole compounds such as ticlopyrazoflor, Oxadiazole compounds such as tioxazafen, Benzooxazole compounds such as oxazosulfyl.

[0236] 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.

[0237] 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,

[0238] 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.

[0239] 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,

[0240] 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,

[0241] 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, Isothiazole carboxamide compounds such as isotianil, 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,

[0242] 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.

[0243] Other disinfectants include dipymetitrone, picarbutrazox, tecnazen, nitrthal-isopropyl, dicyclomet, acibenzolar, prohexadione-calcium, bronopol, diphenylamine, flumetover, bethoxazin, biphenyl, chloroneb, CNA, iodcarb, prothiocarb, and seboctylamine.

[0244] 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.

[0245] Next, specific examples of the compounds of the present invention are shown below, but the compounds of the present invention are not limited thereto.

[0246] In equation (1-1), where A in equation (1) is A-5, [ka] R B , R C , R D and R EEach 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, an optionally substituted halo(C3-C6) cycloalkyl group, and an optionally substituted (C1-C6) Coxy 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 (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 (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)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,This represents a group selected from the group consisting of optionally substituted halo(C1-C6)alkylthio groups, 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, formyl groups, carboxyl groups, trimethylsilyl groups, and SF5 groups. 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, an optionally substituted (C3-C6) cycloalkylcarbonyloxy group A group selected from the group consisting of a cy 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. 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 group 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, and a carboxyl group. R1, R2, and R3 may be one or more of the following (if there are two or more, each independently): 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, or an optionally substituted halo(C3-C6) cyclo Alkyl 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 (C2-C6) alkynyloxy groups, optionally substituted halo(C2-C6) alkynyloxy groups, optionally substituted (C3-C6) cycloalkoxy groups, optionally substituted halo(C3-C6) cycloalkoxy groups, optionally substituted phenoxy groups, substituted Optional pyridyloxy 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 (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) alkylcarbonyloxy group, optionally substituted halo(C1-C6) alkylcarbonyloxy group, optionally substituted (C2-C6) alkenylcarbonyloxy group, optionally substituted halo(C2-C6) alkenylcarbonyloxy group, optionally substituted (C2-C6) alkynylcarbonyloxy group,substituted halo(C2~C6)alkynylcarbonyloxy group, substituted (C1~C6)alkylthio group, substituted halo(C1~C6)alkylthio group, substituted (C3~C6)cycloalkylthio group, substituted halo(C3~C6)cycloalkylthio group, substituted phenylthio group, substituted pyridylthio group, substituted (C1~C6)alkylsulfinyl group, substituted halo(C1~C6)alkylsulfinyl group, substituted (C3~C6)cycloalkylsulfinyl group, substituted halo(C3~C6)cycloalkylsulfinyl group, substituted phenylsulfinyl group, substituted pyridylsulfinyl group, substituted (C1~C6)alkylsulfonyl group, substituted halo( C1-C6) alkylsulfonyl groups, optionally substituted (C3-C6) cycloalkylsulfonyl groups, optionally substituted halo(C3-C6) cycloalkylsulfonyl groups, optionally substituted phenylsulfonyl groups, optionally substituted pyridylsulfonyl groups, optionally substituted (C1-C6) alkylsulfonyloxy groups, optionally substituted halo(C1-C6) alkylsulfonyloxy groups, optionally substituted (C3-C6) cycloalkylsulfonyloxy groups, optionally substituted halo(C3-C6) cycloalkylsulfonyloxy groups, optionally substituted phenylsulfonyloxy groups, optionally substituted pyridylsulfonyloxy 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. R1, R2, and R3 other than those mentioned above are hydrogen atoms. Y1, Y2, and Y3 are the same as above. 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. Examples include compounds, their salts, or their N-oxides, where n is an integer between 0 and 2.

[0247] In equation (1-1), where A in equation (1) is A-5, R B , R C , R D and R E The compound of the present invention is a substituent listed in Tables 1-1, 1-2, 1-3, and 1-4, respectively, D is a substituent listed in Table 2, E is a substituent listed in Table 3, R1 is a substituent listed in Tables 4-1, 4-2, 4-3, 4-4, 4-5, 4-6, and 4-7, R2 is a substituent listed in Tables 5-1, 5-2, 5-3, 5-4, 5-5, 5-6, and 5-7, R3 is a substituent listed in Tables 6-1, 6-2, 6-3, 6-4, 6-5, 6-6, and 6-7, R4 is a substituent listed in Table 7, and n is a combination of 0, 1, and 2.

[0248] [Table 1-1] TIFF0007917366000020.tif117157

[0249] [Table 1-2] TIFF0007917366000021.tif117157

[0250] [Table 1-3] TIFF0007917366000022.tif117157

[0251] [Table 1-4] TIFF0007917366000023.tif117157

[0252] [Table 2] TIFF0007917366000024.tif53158

[0253] [Table 3] TIFF0007917366000025.tif89157

[0254] [Table 4-1] TIFF0007917366000026.tif51163

[0255] [Table 4-2] TIFF0007917366000027.tif167163

[0256] [Table 4-3] TIFF0007917366000028.tif120163

[0257] [Table 4-4] TIFF0007917366000029.tif75163

[0258] [Table 4-5] TIFF0007917366000030.tif75163

[0259] [Table 4-6] TIFF0007917366000031.tif90164

[0260] [Table 4-7] TIFF0007917366000032.tif90164

[0261] [Table 5-1] TIFF0007917366000033.tif51163

[0262] [Table 5-2] TIFF0007917366000034.tif167163

[0263] [Table 5-3] TIFF0007917366000035.tif120163

[0264] [Table 5-4] TIFF0007917366000036.tif75163

[0265] [Table 5-5] TIFF0007917366000037.tif75163

[0266] [Table 5-6] TIFF0007917366000038.tif90164

[0267] [Table 5-7] TIFF0007917366000039.tif90164

[0268] [Table 6-1] TIFF0007917366000040.tif51163

[0269] [Table 6-2] TIFF0007917366000041.tif167163

[0270] [Table 6-3] TIFF0007917366000042.tif120163

[0271] [Table 6-4] TIFF0007917366000043.tif75163

[0272] [Table 6-5] TIFF0007917366000044.tif75163

[0273] [Table 6-6] TIFF0007917366000045.tif90164

[0274] [Table 6-7] TIFF0007917366000046.tif90164

[0275] [Table 7] TIFF0007917366000047.tif3184

[0276] In equation (1-2), where A in equation (1) is A-6, [ka] R A, R C , R D and R EEach 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, an optionally substituted halo(C3-C6) cycloalkyl group, and an optionally substituted (C1-C6) Coxy 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 (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 (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)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,This represents a group selected from the group consisting of optionally substituted halo(C1-C6)alkylthio groups, 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, formyl groups, carboxyl groups, trimethylsilyl groups, and SF5 groups. 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, an optionally substituted (C3-C6) cycloalkylcarbonyloxy group A group selected from the group consisting of a cy 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. 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 group 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, and a carboxyl group. R1, R2, and R3 may be one or more of the following (if there are two or more, each independently): 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, or an optionally substituted halo(C3-C6) cyclo Alkyl 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 (C2-C6) alkynyloxy groups, optionally substituted halo(C2-C6) alkynyloxy groups, optionally substituted (C3-C6) cycloalkoxy groups, optionally substituted halo(C3-C6) cycloalkoxy groups, optionally substituted phenoxy groups, substituted Optional pyridyloxy 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 (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) alkylcarbonyloxy group, optionally substituted halo(C1-C6) alkylcarbonyloxy group, optionally substituted (C2-C6) alkenylcarbonyloxy group, optionally substituted halo(C2-C6) alkenylcarbonyloxy group, optionally substituted (C2-C6) alkynylcarbonyloxy group,substituted halo(C2~C6)alkynylcarbonyloxy group, substituted (C1~C6)alkylthio group, substituted halo(C1~C6)alkylthio group, substituted (C3~C6)cycloalkylthio group, substituted halo(C3~C6)cycloalkylthio group, substituted phenylthio group, substituted pyridylthio group, substituted (C1~C6)alkylsulfinyl group, substituted halo(C1~C6)alkylsulfinyl group, substituted (C3~C6)cycloalkylsulfinyl group, substituted halo(C3~C6)cycloalkylsulfinyl group, substituted phenylsulfinyl group, substituted pyridylsulfinyl group, substituted (C1~C6)alkylsulfonyl group, substituted halo( C1-C6) alkylsulfonyl groups, optionally substituted (C3-C6) cycloalkylsulfonyl groups, optionally substituted halo(C3-C6) cycloalkylsulfonyl groups, optionally substituted phenylsulfonyl groups, optionally substituted pyridylsulfonyl groups, optionally substituted (C1-C6) alkylsulfonyloxy groups, optionally substituted halo(C1-C6) alkylsulfonyloxy groups, optionally substituted (C3-C6) cycloalkylsulfonyloxy groups, optionally substituted halo(C3-C6) cycloalkylsulfonyloxy groups, optionally substituted phenylsulfonyloxy groups, optionally substituted pyridylsulfonyloxy 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. R1, R2, and R3 other than those mentioned above are hydrogen atoms. Y1, Y2, and Y3 are the same as above. 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. Examples include compounds, their salts, or their N-oxides, where n is an integer between 0 and 2.

[0277] In equation (1-2), where A in equation (1) is A-6, R A , R C , R D and R E The compound of the present invention is a substituent listed in Tables 1-5, 1-2, 1-3, and 1-4, respectively, D is a substituent listed in Table 2, E is a substituent listed in Table 3, R1 is a substituent listed in Tables 4-1, 4-2, 4-3, 4-4, 4-5, 4-6, and 4-7, R2 is a substituent listed in Tables 5-1, 5-2, 5-3, 5-4, 5-5, 5-6, and 5-7, R3 is a substituent listed in Tables 6-1, 6-2, 6-3, 6-4, 6-5, 6-6, and 6-7, R4 is a substituent listed in Table 7, and n is a combination of 0, 1, and 2.

[0278] [Table 1-5] TIFF0007917366000049.tif117157

[0279] In equation (1-3), where A in equation (1) is A-7, [ka] R B , R C , R D and R EEach 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, an optionally substituted halo(C3-C6) cycloalkyl group, and an optionally substituted (C1-C6) Coxy 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 (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 (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)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,This represents a group selected from the group consisting of optionally substituted halo(C1-C6)alkylthio groups, 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, C(O)NH2 groups, and SF5 groups. 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, an optionally substituted (C3-C6) cycloalkylcarbonyloxy group A group selected from the group consisting of a cy 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. 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 group 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, and a carboxyl group. R1, R2, and R3 may be one or more of the following (if there are two or more, each independently): 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, or an optionally substituted halo(C3-C6) cyclo Alkyl 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 (C2-C6) alkynyloxy groups, optionally substituted halo(C2-C6) alkynyloxy groups, optionally substituted (C3-C6) cycloalkoxy groups, optionally substituted halo(C3-C6) cycloalkoxy groups, optionally substituted phenoxy groups, substituted Optional pyridyloxy 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 (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) alkylcarbonyloxy group, optionally substituted halo(C1-C6) alkylcarbonyloxy group, optionally substituted (C2-C6) alkenylcarbonyloxy group, optionally substituted halo(C2-C6) alkenylcarbonyloxy group, optionally substituted (C2-C6) alkynylcarbonyloxy group,substituted halo(C2~C6)alkynylcarbonyloxy group, substituted (C1~C6)alkylthio group, substituted halo(C1~C6)alkylthio group, substituted (C3~C6)cycloalkylthio group, substituted halo(C3~C6)cycloalkylthio group, substituted phenylthio group, substituted pyridylthio group, substituted (C1~C6)alkylsulfinyl group, substituted halo(C1~C6)alkylsulfinyl group, substituted (C3~C6)cycloalkylsulfinyl group, substituted halo(C3~C6)cycloalkylsulfinyl group, substituted phenylsulfinyl group, substituted pyridylsulfinyl group, substituted (C1~C6)alkylsulfonyl group, substituted halo( C1-C6) alkylsulfonyl groups, optionally substituted (C3-C6) cycloalkylsulfonyl groups, optionally substituted halo(C3-C6) cycloalkylsulfonyl groups, optionally substituted phenylsulfonyl groups, optionally substituted pyridylsulfonyl groups, optionally substituted (C1-C6) alkylsulfonyloxy groups, optionally substituted halo(C1-C6) alkylsulfonyloxy groups, optionally substituted (C3-C6) cycloalkylsulfonyloxy groups, optionally substituted halo(C3-C6) cycloalkylsulfonyloxy groups, optionally substituted phenylsulfonyloxy groups, optionally substituted pyridylsulfonyloxy 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. R1, R2, and R3 other than those mentioned above are hydrogen atoms. Y1, Y2, and Y3 are the same as above. 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. Examples include compounds, their salts, or their N-oxides, where n is an integer between 0 and 2.

[0280] In equation (1-3), where A in equation (1) is A-7, R B , R C , R D and R E The compound of the present invention is a substituent listed in Tables 1-1, 1-2, 1-3, and 1-4, respectively, D is a substituent listed in Table 2, E is a substituent listed in Table 3, R1 is a substituent listed in Tables 4-1, 4-2, 4-3, 4-4, 4-5, 4-6, and 4-7, R2 is a substituent listed in Tables 5-1, 5-2, 5-3, 5-4, 5-5, 5-6, and 5-7, R3 is a substituent listed in Tables 6-1, 6-2, 6-3, 6-4, 6-5, 6-6, and 6-7, R4 is a substituent listed in Table 7, and n is a combination of 0, 1, and 2.

[0281] In equation (1-4), where A in equation (1) is A-8, [ka] R A , R B , R D and R EEach 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, an optionally substituted halo(C3-C6) cycloalkyl group, and an optionally substituted (C1-C6) Coxy group, optionally substituted halo(C1-C6) alkoxy group, optionally substituted (C2-C6) alkenyloxy group, optionally substituted (C2-C6) alkenyloxy group, optionally substituted halo(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 (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)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,This represents a group selected from the group consisting of optionally substituted halo(C1-C6)alkylthio groups, 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, formyl groups, carboxyl groups, trimethylsilyl groups, and SF5 groups. 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, an optionally substituted (C3-C6) cycloalkylcarbonyloxy group A group selected from the group consisting of a cy 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. 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 group 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, and a carboxyl group. R1, R2, and R3 may be one or more of the following (if there are two or more, each independently): 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, or an optionally substituted halo(C3-C6) cyclo Alkyl 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 (C2-C6) alkynyloxy groups, optionally substituted halo(C2-C6) alkynyloxy groups, optionally substituted (C3-C6) cycloalkoxy groups, optionally substituted halo(C3-C6) cycloalkoxy groups, optionally substituted phenoxy groups, substituted Optional pyridyloxy 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 (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) alkylcarbonyloxy group, optionally substituted halo(C1-C6) alkylcarbonyloxy group, optionally substituted (C2-C6) alkenylcarbonyloxy group, optionally substituted halo(C2-C6) alkenylcarbonyloxy group, optionally substituted (C2-C6) alkynylcarbonyloxy group,substituted halo(C2~C6)alkynylcarbonyloxy group, substituted (C1~C6)alkylthio group, substituted halo(C1~C6)alkylthio group, substituted (C3~C6)cycloalkylthio group, substituted halo(C3~C6)cycloalkylthio group, substituted phenylthio group, substituted pyridylthio group, substituted (C1~C6)alkylsulfinyl group, substituted halo(C1~C6)alkylsulfinyl group, substituted (C3~C6)cycloalkylsulfinyl group, substituted halo(C3~C6)cycloalkylsulfinyl group, substituted phenylsulfinyl group, substituted pyridylsulfinyl group, substituted (C1~C6)alkylsulfonyl group, substituted halo( C1-C6) alkylsulfonyl groups, optionally substituted (C3-C6) cycloalkylsulfonyl groups, optionally substituted halo(C3-C6) cycloalkylsulfonyl groups, optionally substituted phenylsulfonyl groups, optionally substituted pyridylsulfonyl groups, optionally substituted (C1-C6) alkylsulfonyloxy groups, optionally substituted halo(C1-C6) alkylsulfonyloxy groups, optionally substituted (C3-C6) cycloalkylsulfonyloxy groups, optionally substituted halo(C3-C6) cycloalkylsulfonyloxy groups, optionally substituted phenylsulfonyloxy groups, optionally substituted pyridylsulfonyloxy 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. R1, R2, and R3 other than those mentioned above are hydrogen atoms. Y1, Y2, and Y3 are the same as above. 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. Examples include compounds, their salts, or their N-oxides, where n is an integer between 0 and 2.

[0282] In equation (1-4), where A in equation (1) is A-8, R A , R B , R D and R E The compound of the present invention is a substituent listed in Tables 1-5, 1-1, 1-3, and 1-4, respectively, D is a substituent listed in Table 2, E is a substituent listed in Table 3, R1 is a substituent listed in Tables 4-1, 4-2, 4-3, 4-4, 4-5, 4-6, and 4-7, R2 is a substituent listed in Tables 5-1, 5-2, 5-3, 5-4, 5-5, 5-6, and 5-7, R3 is a substituent listed in Tables 6-1, 6-2, 6-3, 6-4, 6-5, 6-6, and 6-7, R4 is a substituent listed in Table 7, and n is a combination of 0, 1, and 2.

[0283] In equation (1-5), where A in equation (1) is A-9, [ka] 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, and an optionally substituted (C1-C6) Lucoxy 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 (C3-C6) cycloalkoxy group, optionally substituted halo(C3-C6) cycloalkoxy group, optionally substituted (C1-C6) alkylcarbonyl group, optionally substituted halo(C1-C 6) Alkyl carbonyl 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)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,This represents a group selected from the group consisting of optionally substituted halo(C1-C6)alkylthio groups, 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, formyl groups, carboxyl groups, trimethylsilyl groups, and SF5 groups. 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, an optionally substituted (C3-C6) cycloalkylcarbonyloxy group A group selected from the group consisting of a cy 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. 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 group 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, and a carboxyl group. R1, R2, and R3 may be one or more of the following (if there are two or more, each independently): 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, or an optionally substituted halo(C3-C6) cyclo Alkyl 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 (C2-C6) alkynyloxy groups, optionally substituted halo(C2-C6) alkynyloxy groups, optionally substituted (C3-C6) cycloalkoxy groups, optionally substituted halo(C3-C6) cycloalkoxy groups, optionally substituted phenoxy groups, substituted Optional pyridyloxy 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 (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) alkylcarbonyloxy group, optionally substituted halo(C1-C6) alkylcarbonyloxy group, optionally substituted (C2-C6) alkenylcarbonyloxy group, optionally substituted halo(C2-C6) alkenylcarbonyloxy group, optionally substituted (C2-C6) alkynylcarbonyloxy group,substituted halo(C2~C6)alkynylcarbonyloxy group, substituted (C1~C6)alkylthio group, substituted halo(C1~C6)alkylthio group, substituted (C3~C6)cycloalkylthio group, substituted halo(C3~C6)cycloalkylthio group, substituted phenylthio group, substituted pyridylthio group, substituted (C1~C6)alkylsulfinyl group, substituted halo(C1~C6)alkylsulfinyl group, substituted (C3~C6)cycloalkylsulfinyl group, substituted halo(C3~C6)cycloalkylsulfinyl group, substituted phenylsulfinyl group, substituted pyridylsulfinyl group, substituted (C1~C6)alkylsulfonyl group, substituted halo( C1-C6) alkylsulfonyl groups, optionally substituted (C3-C6) cycloalkylsulfonyl groups, optionally substituted halo(C3-C6) cycloalkylsulfonyl groups, optionally substituted phenylsulfonyl groups, optionally substituted pyridylsulfonyl groups, optionally substituted (C1-C6) alkylsulfonyloxy groups, optionally substituted halo(C1-C6) alkylsulfonyloxy groups, optionally substituted (C3-C6) cycloalkylsulfonyloxy groups, optionally substituted halo(C3-C6) cycloalkylsulfonyloxy groups, optionally substituted phenylsulfonyloxy groups, optionally substituted pyridylsulfonyloxy 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. R1, R2, and R3 other than those mentioned above are hydrogen atoms. Y1, Y2, and Y3 are the same as above. 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. Examples include compounds, their salts, or their N-oxides, where n is an integer between 0 and 2.

[0284] In equation (1-5), where A in equation (1) is A-9, R C , R D and R E The compound of the present invention is a combination of n, n, and n, where n is a substituent listed in Tables 1-2, 1-3, and 1-4, respectively; D is a substituent listed in Table 2; E is a substituent listed in Table 3; R1 is a substituent listed in Tables 4-1, 4-2, 4-3, 4-4, 4-5, 4-6, and 4-7; R2 is a substituent listed in Tables 5-1, 5-2, 5-3, 5-4, 5-5, 5-6, and 5-7; R3 is a substituent listed in Tables 6-1, 6-2, 6-3, 6-4, 6-5, 6-6, and 6-7; R4 is a substituent listed in Table 7; and n is a combination of n, n, n, and n.

[0285] In equation (1-6), where A in equation (1) is A-10, [ka] R B , R D and R EEach 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, an optionally substituted halo(C3-C6) cycloalkyl group, and an optionally substituted (C1-C6) Coxy 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 (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 (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)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,This represents a group selected from the group consisting of optionally substituted halo(C1-C6)alkylthio groups, 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, formyl groups, carboxyl groups, trimethylsilyl groups, and SF5 groups. 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, an optionally substituted (C3-C6) cycloalkylcarbonyloxy group A group selected from the group consisting of a cy 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. 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 group 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, and a carboxyl group. R1, R2, and R3 may be one or more of the following (if there are two or more, each independently): 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, or an optionally substituted halo(C3-C6) cyclo Alkyl 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 (C2-C6) alkynyloxy groups, optionally substituted halo(C2-C6) alkynyloxy groups, optionally substituted (C3-C6) cycloalkoxy groups, optionally substituted halo(C3-C6) cycloalkoxy groups, optionally substituted phenoxy groups, substituted Optional pyridyloxy 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 (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) alkylcarbonyloxy group, optionally substituted halo(C1-C6) alkylcarbonyloxy group, optionally substituted (C2-C6) alkenylcarbonyloxy group, optionally substituted halo(C2-C6) alkenylcarbonyloxy group, optionally substituted (C2-C6) alkynylcarbonyloxy group,substituted halo(C2~C6)alkynylcarbonyloxy group, substituted (C1~C6)alkylthio group, substituted halo(C1~C6)alkylthio group, substituted (C3~C6)cycloalkylthio group, substituted halo(C3~C6)cycloalkylthio group, substituted phenylthio group, substituted pyridylthio group, substituted (C1~C6)alkylsulfinyl group, substituted halo(C1~C6)alkylsulfinyl group, substituted (C3~C6)cycloalkylsulfinyl group, substituted halo(C3~C6)cycloalkylsulfinyl group, substituted phenylsulfinyl group, substituted pyridylsulfinyl group, substituted (C1~C6)alkylsulfonyl group, substituted halo( C1-C6) alkylsulfonyl groups, optionally substituted (C3-C6) cycloalkylsulfonyl groups, optionally substituted halo(C3-C6) cycloalkylsulfonyl groups, optionally substituted phenylsulfonyl groups, optionally substituted pyridylsulfonyl groups, optionally substituted (C1-C6) alkylsulfonyloxy groups, optionally substituted halo(C1-C6) alkylsulfonyloxy groups, optionally substituted (C3-C6) cycloalkylsulfonyloxy groups, optionally substituted halo(C3-C6) cycloalkylsulfonyloxy groups, optionally substituted phenylsulfonyloxy groups, optionally substituted pyridylsulfonyloxy 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. R1, R2, and R3 other than those mentioned above are hydrogen atoms. Y1, Y2, and Y3 are the same as above. 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. Examples include compounds, their salts, or their N-oxides, where n is an integer between 0 and 2.

[0286] In equation (1-6), where A in equation (1) is A-10, R B , R D and R E The compound of the present invention is a combination of n, n, and n, where n is a substituent listed in Tables 1-1, 1-3, and 1-4, respectively; D is a substituent listed in Table 2; E is a substituent listed in Table 3; R1 is a substituent listed in Tables 4-1, 4-2, 4-3, 4-4, 4-5, 4-6, and 4-7; R2 is a substituent listed in Tables 5-1, 5-2, 5-3, 5-4, 5-5, 5-6, and 5-7; R3 is a substituent listed in Tables 6-1, 6-2, 6-3, 6-4, 6-5, 6-6, and 6-7; R4 is a substituent listed in Table 7; and n is a combination of n, n, n, and n.

[0287] In equation (1-7), where A in equation (1) is A-11, [ka] R B , R C and R DEach 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, an optionally substituted halo(C3-C6) cycloalkyl group, and an optionally substituted (C1-C6) Coxy 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 (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 (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)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,This represents a group selected from the group consisting of optionally substituted halo(C1-C6)alkylthio groups, 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, formyl groups, carboxyl groups, trimethylsilyl groups, and SF5 groups. 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, an optionally substituted (C3-C6) cycloalkylcarbonyloxy group A group selected from the group consisting of a cy 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. 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 group 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, and a carboxyl group. R1, R2, and R3 may be one or more of the following (if there are two or more, each independently): 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, or an optionally substituted halo(C3-C6) cyclo Alkyl 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 (C2-C6) alkynyloxy groups, optionally substituted halo(C2-C6) alkynyloxy groups, optionally substituted (C3-C6) cycloalkoxy groups, optionally substituted halo(C3-C6) cycloalkoxy groups, optionally substituted phenoxy groups, substituted Optional pyridyloxy 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 (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) alkylcarbonyloxy group, optionally substituted halo(C1-C6) alkylcarbonyloxy group, optionally substituted (C2-C6) alkenylcarbonyloxy group, optionally substituted halo(C2-C6) alkenylcarbonyloxy group, optionally substituted (C2-C6) alkynylcarbonyloxy group,substituted halo(C2~C6)alkynylcarbonyloxy group, substituted (C1~C6)alkylthio group, substituted halo(C1~C6)alkylthio group, substituted (C3~C6)cycloalkylthio group, substituted halo(C3~C6)cycloalkylthio group, substituted phenylthio group, substituted pyridylthio group, substituted (C1~C6)alkylsulfinyl group, substituted halo(C1~C6)alkylsulfinyl group, substituted (C3~C6)cycloalkylsulfinyl group, substituted halo(C3~C6)cycloalkylsulfinyl group, substituted phenylsulfinyl group, substituted pyridylsulfinyl group, substituted (C1~C6)alkylsulfonyl group, substituted halo( C1-C6) alkylsulfonyl groups, optionally substituted (C3-C6) cycloalkylsulfonyl groups, optionally substituted halo(C3-C6) cycloalkylsulfonyl groups, optionally substituted phenylsulfonyl groups, optionally substituted pyridylsulfonyl groups, optionally substituted (C1-C6) alkylsulfonyloxy groups, optionally substituted halo(C1-C6) alkylsulfonyloxy groups, optionally substituted (C3-C6) cycloalkylsulfonyloxy groups, optionally substituted halo(C3-C6) cycloalkylsulfonyloxy groups, optionally substituted phenylsulfonyloxy groups, optionally substituted pyridylsulfonyloxy 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. R1, R2, and R3 other than those mentioned above are hydrogen atoms. Y1, Y2, and Y3 are the same as above. 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. Examples include compounds, their salts, or their N-oxides, where n is an integer between 0 and 2.

[0288] In equation (1-7), where A in equation (1) is A-11, R B , R C and R D The compound of the present invention is a combination of n, n, and n, where n is a substituent listed in Tables 1-1, 1-2, and 1-3, respectively; D is a substituent listed in Table 2; E is a substituent listed in Table 3; R1 is a substituent listed in Tables 4-1, 4-2, 4-3, 4-4, 4-5, 4-6, and 4-7; R2 is a substituent listed in Tables 5-1, 5-2, 5-3, 5-4, 5-5, 5-6, and 5-7; R3 is a substituent listed in Tables 6-1, 6-2, 6-3, 6-4, 6-5, 6-6, and 6-7; R4 is a substituent listed in Table 7; and n is a combination of n, n, n, and n.

[0289] In equation (1-8), where A in equation (1) is A-12, [ka] R A , R C and R EEach 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, an optionally substituted halo(C3-C6) cycloalkyl group, and an optionally substituted (C1-C6) Coxy 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 (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 (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)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,This represents a group selected from the group consisting of optionally substituted halo(C1-C6)alkylthio groups, 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, formyl groups, carboxyl groups, trimethylsilyl groups, and SF5 groups. 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, an optionally substituted (C3-C6) cycloalkylcarbonyloxy group A group selected from the group consisting of a cy 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. 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 group 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, and a carboxyl group. R1, R2, and R3 may be one or more of the following (if there are two or more, each independently): 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, or an optionally substituted halo(C3-C6) cyclo Alkyl 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 (C2-C6) alkynyloxy groups, optionally substituted halo(C2-C6) alkynyloxy groups, optionally substituted (C3-C6) cycloalkoxy groups, optionally substituted halo(C3-C6) cycloalkoxy groups, optionally substituted phenoxy groups, substituted Optional pyridyloxy 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 (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) alkylcarbonyloxy group, optionally substituted halo(C1-C6) alkylcarbonyloxy group, optionally substituted (C2-C6) alkenylcarbonyloxy group, optionally substituted halo(C2-C6) alkenylcarbonyloxy group, optionally substituted (C2-C6) alkynylcarbonyloxy group,substituted halo(C2~C6)alkynylcarbonyloxy group, substituted (C1~C6)alkylthio group, substituted halo(C1~C6)alkylthio group, substituted (C3~C6)cycloalkylthio group, substituted halo(C3~C6)cycloalkylthio group, substituted phenylthio group, substituted pyridylthio group, substituted (C1~C6)alkylsulfinyl group, substituted halo(C1~C6)alkylsulfinyl group, substituted (C3~C6)cycloalkylsulfinyl group, substituted halo(C3~C6)cycloalkylsulfinyl group, substituted phenylsulfinyl group, substituted pyridylsulfinyl group, substituted (C1~C6)alkylsulfonyl group, substituted halo( C1-C6) alkylsulfonyl groups, optionally substituted (C3-C6) cycloalkylsulfonyl groups, optionally substituted halo(C3-C6) cycloalkylsulfonyl groups, optionally substituted phenylsulfonyl groups, optionally substituted pyridylsulfonyl groups, optionally substituted (C1-C6) alkylsulfonyloxy groups, optionally substituted halo(C1-C6) alkylsulfonyloxy groups, optionally substituted (C3-C6) cycloalkylsulfonyloxy groups, optionally substituted halo(C3-C6) cycloalkylsulfonyloxy groups, optionally substituted phenylsulfonyloxy groups, optionally substituted pyridylsulfonyloxy 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. R1, R2, and R3 other than those mentioned above are hydrogen atoms. Y1, Y2, and Y3 are the same as above. 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. Examples include compounds, their salts, or their N-oxides, where n is an integer between 0 and 2.

[0290] In equation (1-8), where A in equation (1) is A-12, R A , R C and R E The compound of the present invention is a combination of n, n, and n, where n is a substituent listed in Tables 1-5, 1-2, and 1-4, respectively; D is a substituent listed in Table 2; E is a substituent listed in Table 3; R1 is a substituent listed in Tables 4-1, 4-2, 4-3, 4-4, 4-5, 4-6, and 4-7; R2 is a substituent listed in Tables 5-1, 5-2, 5-3, 5-4, 5-5, 5-6, and 5-7; R3 is a substituent listed in Tables 6-1, 6-2, 6-3, 6-4, 6-5, 6-6, and 6-7; R4 is a substituent listed in Table 7; and n is a combination of n, n, n, and n.

[0291] In equation (1-9), where A in equation (1) is A-13, [ka] R B , R C and R EEach 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, an optionally substituted halo(C3-C6) cycloalkyl group, and an optionally substituted (C1-C6) Coxy group, optionally substituted halo(C1-C6) alkoxy group, optionally substituted (C2-C6) alkenyloxy group, optionally substituted (C2-C6) alkenyloxy group, optionally substituted halo(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 (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)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,This represents a group selected from the group consisting of optionally substituted halo(C1-C6)alkylthio groups, 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, formyl groups, carboxyl groups, trimethylsilyl groups, and SF5 groups. 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, an optionally substituted (C3-C6) cycloalkylcarbonyloxy group A group selected from the group consisting of a cy 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. 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 group 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, and a carboxyl group. R1, R2, and R3 may be one or more of the following (if there are two or more, each independently): 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, or an optionally substituted halo(C3-C6) cyclo Alkyl 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 (C2-C6) alkynyloxy groups, optionally substituted halo(C2-C6) alkynyloxy groups, optionally substituted (C3-C6) cycloalkoxy groups, optionally substituted halo(C3-C6) cycloalkoxy groups, optionally substituted phenoxy groups, substituted Optional pyridyloxy 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)...

Claims

1. A compound represented by formula (1), or a salt thereof, or an N-oxide thereof. 【Chemistry 1】 [In formula (1), A represents the structure represented by A-5, 【Chemistry 2】 R B, R C, R D, and RE are each independent of each other. a hydrogen atom, a halogen atom, unsubstituted or T １ (C optionally substituted by １ -C ６ )alkyl group, unsubstituted or T １ halo(C optionally substituted by １ -C ６ )alkyl group, unsubstituted or T １ (C optionally substituted by ２ -C ６ )alkenyl group, unsubstituted or T １ halo(C optionally substituted by ２ -C ６ )alkenyl group, unsubstituted or T １ (C optionally substituted by ２ -C ６ )alkynyl group, unsubstituted or T １ halo(C optionally substituted by ２ -C ６ )alkynyl group, unsubstituted or T １ (C optionally substituted by ３ -C ６ )cycloalkyl group, unsubstituted or T １ halo(C optionally substituted by ３ -C ６ )cycloalkyl group, unsubstituted or T １ (C optionally substituted by １ -C ６ )alkoxy group, unsubstituted or T １ halo(C optionally substituted by １ -C ６ )alkoxy group, unsubstituted or T １ (C optionally substituted by ２ -C ６ )alkenyloxy group, unsubstituted or T １ halo(C optionally substituted by ２ -C ６ )alkenyloxy group, unsubstituted or T １ (C optionally substituted by ２ -C ６ )alkynyloxy group, unsubstituted or T １ halo(C optionally substituted by 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 to C ６ )alkylcarbonyloxy group, unsubstituted or T １ optionally substituted halo(C １ to C ６ )alkylcarbonyloxy group, unsubstituted or T １ optionally substituted (C ２ to C ６ )alkenylcarbonyloxy group, unsubstituted or T １ optionally substituted halo(C ２ to C ６ )alkenylcarbonyloxy group, unsubstituted or T １ optionally substituted (C ２ to C ６ )alkynylcarbonyloxy group, unsubstituted or T １ optionally substituted halo(C ２ to C ６ )alkynylcarbonyloxy group, unsubstituted or T １ optionally substituted (C １ to C ６ )alkylthio group, unsubstituted or T １ optionally substituted halo(C １ to C ６ )alkylthio group, unsubstituted or T １ optionally substituted (C １ to C ６ )alkylsulfinyl group, unsubstituted or T １ optionally substituted halo(C １ to C ６ )alkylsulfinyl group, unsubstituted or T １ optionally substituted (C １ to C ６ )alkylsulfonyl group, unsubstituted or T １ optionally substituted halo(C １ to C ６ )alkylsulfonyl group, unsubstituted or T １ optionally substituted (C １ to C ６ )alkylsulfonyloxy group, unsubstituted or 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 Group, cyano group, nitro group, hydroxyl group, mercapto group, formyl group, carboxyl group, trimethylsilyl group, SF ５ This represents a group selected from a group consisting of the following: Said 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 Group, cyano group, nitro group, hydroxyl group, mercapto group, formyl group, carboxyl group, trimethylsilyl group, SF ５ This represents a group selected from a group consisting of the following: Said 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 Group, cyano group, nitro group, hydroxyl group, mercapto group, formyl group, carboxyl group, trimethylsilyl group, SF ５ This represents a group selected from a group consisting of the following: The aforementioned Y １ If there are multiple instances, each will be independent. Hydrogen atom, (C １ ~C ６ ) Alkyl alkyl group, halo(C １ ~C ６ ) Represents a group selected from the group consisting of alkyl groups, The aforementioned 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]. The aforementioned 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, NY １ Y ２ This represents a group selected from a group consisting of the following: D is, No substitution or T ２ (C) １ ~C ６ ) Alkoxy group, unsubstituted or T ２ A halo (C) arbitrarily replaced by １ ~C ６ ) Represents a group selected from the group consisting of alkoxy groups and hydroxyl groups, E is a hydrogen atom, Said 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 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 Group, cyano group, nitro group, hydroxyl group, mercapto group, formyl group, carboxyl group, trimethylsilyl group, SF ５ This represents a group selected from a group consisting of the following: R1 and R3 are hydrogen atoms, R ２ teeth, Halogen atoms, unsubstituted or optionally substituted (C1-C6) alkyl groups, unsubstituted or optionally substituted halo(C1-C6) alkyl groups, unsubstituted or optionally substituted (C2-C6) alkynyl groups, unsubstituted or optionally substituted (C2-C6) alkynyl groups, unsubstituted or optionally substituted (C3-C6) cycloalkyl groups, unsubstituted or optionally substituted (C3-C6) cycloalkyl groups, unsubstituted or optionally substituted (C1-C6) alkoxy groups, unsubstituted or optionally substituted (C1-C6) alkoxy groups, unsubstituted or optionally substituted (C1-C6) alkoxycarbonyl groups, unsubstituted or T This represents a group selected from the group consisting of a halo(C1-C6) alkoxycarbonyl group optionally substituted by Z2, an unsubstituted or optionally substituted phenylsulfonyl group, and a cyano group. Said 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 Group, cyano group, nitro group, hydroxy group, mercapto group, amino group, formyl group, carboxyl group, C(O)NH ２ group, trimethylsilyl group, SF ５ This represents a group selected from a group consisting of the following: Said Z ２ 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 Group, cyano group, nitro group, hydroxyl group, mercapto group, formyl group, carboxyl group, trimethylsilyl group, SF ５ A group consisting of a group, Alternatively, adjacent Z ２ These are linked together to form an unsubstituted or one or more halogen atoms or (C １ ~C ６ ) A structure representing a 5 or 6-membered ring, which may have alkyl groups substituted. R4 is an alkyl group (C1-C6), n is 2, This is a structure that represents [something].

2. R2 is, The group is selected from the group consisting of unsubstituted or optionally substituted (C1-C6) alkyl groups, unsubstituted or optionally substituted (C1-C6) alkyl groups, unsubstituted or optionally substituted (C2-C6) alkynyl groups, unsubstituted or optionally substituted (C2-C6) alkynyl groups, unsubstituted or optionally substituted (C2-C6) alkynyl groups, unsubstituted or optionally substituted (C3-C6) cycloalkyl groups, and unsubstituted or optionally substituted (C3-C6) cycloalkyl groups. The compound according to claim 1, or a salt thereof, or an N-oxide thereof.

3. R2 is, No substitution or T ３ (C) ３ ~C ６ ) Cycloalkyl group, or unsubstituted or T ３ A halo (C) arbitrarily replaced by ３ ~C ６ ) Cycloalkyl group, The compound according to claim 1, or a salt thereof, or an N-oxide thereof.

4. R2 is, No substitution or T ３ (C) ２ ~C ６ ) Alkynyl group, or unsubstituted or T ３ A halo (C) arbitrarily replaced by ２ ~C ６ ) an alkynyl group, The compound according to claim 1, or a salt thereof, or an N-oxide thereof.

5. R2 is, It is an unsubstituted or optionally substituted (C1-C6) alkoxy group with T3, or an unsubstituted or optionally substituted halo(C1-C6) alkoxy group with T3. The compound according to claim 1, or a salt thereof, or an N-oxide thereof.

6. R2 is, The phenylsulfonyl group is either unsubstituted or optionally substituted by Z2. The compound according to claim 1, or a salt thereof, or an N-oxide thereof.

7. R2 is, An unsubstituted or optionally substituted (C1-C6) alkoxycarbonyl group by T3, or an unsubstituted or optionally substituted halo(C1-C6) alkoxycarbonyl group by T3. The compound according to claim 1, or a salt thereof, or an N-oxide thereof.

8. R2 is, A halogen atom, or a cyano group. The compound according to claim 1, or a salt thereof, or an N-oxide thereof.

9. A pest control agent containing the compound described in Claim 1, or a salt thereof, or an N-oxide thereof.

10. A pest control agent for hemipteran and thropteran insects, comprising the compound described in Claim 1, a salt thereof, or an N-oxide thereof.

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