Pest control agent

Abstract

[式(1)中，X1係表示氧原子、硫原子、NY1或C(J5J6)，n係表示0或1,J1至J4係表示選自由氫原子、鹵原子、(鹵代)烷基、烷氧基、羥基所組成的群組之基，或者C-J1及C-J2、或C-J3及C-J4之二個鍵結併在一起而表示選自由羰基的O原子、硫羰基的S原子、亞胺基、亞甲基所組成的群組之基，;;D係表示選自由苯基、雜環基所組成的群組之基，;;B係表示B-1至B-6、B-8所示之結構，;;;R12係表示選自由(鹵代)烷基、鹵代(C3至C6)環烷基所組成的群組之基，m係表示0、1或2，;;G2係表示氮原子或C(R2)，G4係表示氮原子或C(R4)，惟，G2及G4中之任一者或兩者為氮原子，;;G5係表示氮原子或C(R5)，G6係表示氮原子或C(R6)，G7係表示氮原子或C(R7)，G8係表示氮原子或C(R8)]。;

Description

Technical Field

[0001] The present invention relates to a 1,2,4-oxadiazole compound represented by formula (1), or a salt or N-oxide thereof, and a pest control agent containing these as active ingredients. Prior Art

[0002] To date, for the purpose of controlling harmful arthropods, various oxazole compounds have been disclosed. For example, Patent Documents 1 and 2 disclose certain 1,2,4-oxadiazole compounds. In addition, for the purpose of controlling harmful arthropods, various compounds characterized by a sulfur-containing substituent have been disclosed. For example, Patent Documents 3 to 7 disclose aryl oxazole compounds having a sulfur-containing substituent. However, in these prior art documents, the 1,2,4-oxadiazole compound of the present invention has not been disclosed, and the usefulness as a pest control agent has not been disclosed at all.

[0003] [Prior Art Documents]

[0004] [Patent Documents]

[0005]

[0006] [Patent Document 1] International Publication No. 2010 / 134478

[0007] [Patent Document 2] International Publication No. 2012 / 025460

[0008] [Patent Document 3] International Publication No. 2017 / 104741

[0009] [Patent Document 4] International Publication No. 2020 / 071304

[0010] [Patent Document 5] Japanese Patent Application Laid-Open No. 2017-511378

[0011] [Patent Document 6] Japanese Patent Application Laid-Open No. 2017-512835

[0012] [Patent Document 7] International Publication No. 2015 / 163478 Summary of the Invention Problems to be Solved by the Invention

[0013] The subject of this invention is to provide compounds or their salts or N-oxides that exhibit excellent control activity against various pests and pest control agents containing them as active ingredients. The means to solve the problem

[0014] The inventors, through repeated and careful research, discovered that the compound shown in formula (1) has high activity in controlling harmful organisms, and thus completed the present invention.

[0015] That is, the present invention relates to, but is not limited to, the following.

[0016] [1] A compound of formula (1) or a salt thereof or an N-oxide thereof,

[0017] In formula (1), X1 represents an oxygen atom, a sulfur atom, NY1 or C(J5J6), n represents 0 or 1, and J1, J2, J3 and J4 represent groups selected from the following groups: hydrogen atom, halogen atom, unsubstituted or substituted (C1 to C6) alkyl group, unsubstituted or substituted (C1 to C6) alkyl group, unsubstituted or substituted (C1 to C6) alkoxy group, unsubstituted or substituted (C1 to C6) alkoxy group, and hydroxyl group, or two bonds of C-J1 and C-J2, or C-J3 and C-J4 together to represent groups selected from the following groups: carbonyl O atom, thiocarbonyl S atom, imine group substituted with Y2, and methylene group substituted with J7 and J8. The groups J5 and J6 represent groups selected from the following groups: hydrogen atom, halogen atom, unsubstituted or arbitrarily substituted (C1 to C6) alkyl group, and unsubstituted or arbitrarily substituted (C1 to C6) haloalkyl group; or two bonds of C-J5 and C-J6 together representing groups selected from the following groups: carbonyl O atom, thiocarbonyl S atom, imine group substituted with Y3, and methylene group substituted with J7 and J8. J7 and J8 represent groups selected from the following groups: Hydrogen atom, halogen atom, unsubstituted or Ta-substituted (C1 to C6) alkyl group, unsubstituted or Ta-substituted (C1 to C6) alkyl group, unsubstituted or Ta-substituted (C1 to C6) alkoxy group, unsubstituted or Ta-substituted (C1 to C6) alkoxy group, amino group substituted with one or two (C1 to C6) alkyl groups and / or haloalkyl groups, and hydroxyl group; D represents a group selected from the group consisting of: unsubstituted or Z1-substituted phenyl group, and unsubstituted or Z1-substituted heterocyclic group; B is the structure shown in B-1, B-2, B-3, B-4, B-5, B-6 or B-8.

[0018]

[0019] The R12 series indicates a group selected from the group consisting of: (C1 to C6)alkyl, halo(C1 to C6)alkyl, (C3 to C6)cycloalkyl, halo(C3 to C6)cycloalkyl, (C1 to C6)alkoxy, halo(C1 to C6)alkoxy, and NYaYb group. The m series indicates 0, 1, or 2. The Ya and Yb series are each independently selected from the group consisting of: hydrogen atom, (C1 to C6)alkyl, halo(C1 to C6)alkyl, (C3 to C6)cycloalkyl, halo(C3 to C6)cycloalkyl, (C1 to C6)alkoxy, halo(C1 to C6)alkoxy, (C1 to C6)cycloalkyl, (C3 to C6)cycloalkyl, (C1 to C6)alkoxy ... C6) alkenyl and halogenated (C1 to C6) alkenyl, or Ya and Yb linked together to form unsubstituted or substituted aliphatic 3 to 10-membered cyclic amine or cyclic amide group, wherein when R12 is NYaYb, m represents 1 or 2, G2 represents a nitrogen atom or C(R2), G4 represents a nitrogen atom or C(R4), wherein either or both of G2 and G4 are nitrogen atoms, G5 represents a nitrogen atom or C(R5), G6 represents a nitrogen atom or C(R6), G7 represents a nitrogen atom or C(R7), and G8 represents a nitrogen atom or C(R8).R1, R2, R3, R4, R5, R6, R7, R8, and R13 each independently represent a group selected from the following: hydrogen atom, halogen atom, unsubstituted or substituted (C1 to C6) alkyl group, unsubstituted or substituted (C1 to C6) haloalkyl group, unsubstituted or substituted (C3 to C6) cycloalkyl group, unsubstituted or substituted (C3 to C6) cycloalkyl group, unsubstituted or substituted (C1 to C6) alkoxy group, unsubstituted or substituted (C1 to C6) alkoxy group, unsubstituted or substituted (C1 to C6) alkenyl group, and unsubstituted or substituted (C2 to C6) alkenyl group. Unsubstituted or substituted by T1 (C2 to C6) alkenyl groups, unsubstituted or substituted by T1 (C2 to C6) alkyne groups, unsubstituted or substituted by T1 (C2 to C6) alkyne groups, unsubstituted or substituted by T1 (C2 to C6) alkenyloxy groups, unsubstituted or substituted by T1 (C2 to C6) alkenyloxy groups, unsubstituted or substituted by T1 (C1 to C6) alkenyloxy groups, unsubstituted or substituted by T1 (C1 to C6) alkenyloxy groups Alkyl thio, unsubstituted or arbitrarily substituted (C1 to C6) alkyl thio, unsubstituted or arbitrarily substituted (C1 to C6) alkyl sulfinyl, unsubstituted or arbitrarily substituted (C1 to C6) alkyl sulfinyl, unsubstituted or arbitrarily substituted (C1 to C6) alkyl sulfinyl, unsubstituted or arbitrarily substituted (C1 to C6) alkyl sulfinyl, unsubstituted Alkyl carbonyl groups (C1 to C6) substituted with T1 or otherwise substituted with T1, unsubstituted or substituted alkyl carbonyl groups (C1 to C6), unsubstituted or substituted alkyl carbonyloxy groups (C1 to C6), unsubstituted or substituted alkyl carbonyloxy groups (C1 to C6), unsubstituted or substituted alkoxy carbonyl groups (C1 to C6), unsubstituted or substituted alkyl carbonyl groups (C1 to C6) Substituted (C1 to C6) alkoxycarbonyl, unsubstituted or T1-substituted (C1 to C6) alkoxycarbonyloxy, unsubstituted or T1-substituted halo(C1 to C6) alkoxycarbonyloxy, unsubstituted or T1-substituted (C1 to C6) alkylsulfonyloxy, unsubstituted or T1-substituted halo(C1 to C6) alkylsulfonyloxy, unsubstituted or Z2-substituted phenyl, unsubstituted or Z2-substituted heterocyclic, unsubstituted or Z2-substituted phenoxy, unsubstituted or Z2-substituted pyridyloxy, NY4Y5, C(O)NY4Y5, CH=NY6, cyano, nitro, hydroxy, mercapto, methyl, carboxyl, and SF5.The R9 and R10 groups independently represent groups selected from the following: hydrogen atom, halogen atom, (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, halo(C3 to C6) cycloalkyl, (C1 to C6) alkoxy, halo(C1 to C6) alkoxy, NY4Y5 group, C(O)NY4Y5 group, cyano, nitro, hydroxyl, (C1 to C6)alkylcarbonyloxy, halo(C1 to C6)alkylcarbonyloxy, (C1 to C6)alkoxycarbonyloxy, and halo(C1 to C6)alkoxycarbonyloxy, R11 group indicates a group selected from the group consisting of: hydrogen atom, (C1 to C6)alkyl, halo(C1 to C6)alkyl, (C3 to C6)cycloalkyl, halo(C3 to C6)cycloalkyl, (C1 to C6)alkoxy, halo(C1 to C6)alkoxy, (C1 to C6)alkylcarbonyl, halo(C1 to C6)alkylcarbonyl, (C4 to C7)cycloalkylcarbonyl, and halo(C4 to C7)cycloalkylcarbonyl.Z1 and Z2 represent the basis of groups selected from the following: Halogen atom, unsubstituted or T2-arbitrarily substituted (C1 to C6) alkyl, unsubstituted or T2-arbitrarily substituted halo(C1 to C6) alkyl, unsubstituted or T2-arbitrarily substituted (C3 to C6) cycloalkyl, unsubstituted or T2-arbitrarily substituted halo(C3 to C6) cycloalkyl, unsubstituted or T2-arbitrarily substituted (C1 to C6) alkoxy, unsubstituted or T2-arbitrarily substituted halo(C1 to C6) alkoxy, unsubstituted or T2-arbitrarily substituted (C2 to C6) alkenyl, unsubstituted or T2-arbitrarily substituted (C2 to C6) alkenyloxy, unsubstituted or T2-arbitrarily substituted (C2 to C6) alkenyloxy, unsubstituted or T2-arbitrarily substituted (C1 to C6) alkyl alkylthio, unsubstituted or T2-substituted (C1 to C6) alkylthio, unsubstituted or T2-substituted (C1 to C6) alkylsulfinyl, unsubstituted or T2-substituted (C1 to C6) alkylsulfinyl, unsubstituted or T2-substituted (C1 to C6) alkylsulfinyl, unsubstituted or T2-substituted (C1 to C6) alkylsulfinyl, unsubstituted or T2-substituted (C1 to C6) alkyl Sulfoyl, unsubstituted or T2-substituted (C1 to C6) alkyl carbonyl, unsubstituted or T2-substituted (C1 to C6) alkyl carbonyl, unsubstituted or T2-substituted (C1 to C6) alkoxy carbonyl, unsubstituted or T2-substituted (C1 to C6) alkoxy carbonyl, unsubstituted or T2-substituted (C1 to C6) alkyl carbonyloxy, Unsubstituted or T2-substituted alkylcarbonyloxy groups, unsubstituted or T2-substituted (C1 to C6) alkoxycarbonyloxy groups, unsubstituted or T2-substituted (C1 to C6) alkoxycarbonyloxy groups, unsubstituted or T2-substituted (C1 to C6) alkylsulfonyloxy groups, unsubstituted or T2-substituted (C1 to C6) alkylsulfonyloxy groups, NY4Y5 group, C(O)NY4Y5 group, cyano, nitro, hydroxyl, mercapto, methyl, carboxyl, And SF5 group, or two adjacent Z1 or two Z2 groups linked together to form an unsubstituted or 5 or 6-membered alicyclic group that can be substituted by one or more halogen atoms or (C1 to C6) alkyl groups, or two adjacent Z1 or two Z2 groups together with the carbon atoms bonded to the Z1 or Z2 to form a 1,3-dioxole group or a 1,4-dioxolediene group, wherein the aforementioned 1,3-dioxole group and 1,4-dioxolediene group can be substituted by one or two or more independent halogen atoms.Y1, Y2, and Y3 each independently represent a group selected from the following: hydrogen atom, unsubstituted or T3-substituted (C1 to C6) alkyl, unsubstituted or T3-substituted (C1 to C6) alkyl haloalkyl, unsubstituted or T3-substituted (C3 to C6) cycloalkyl, unsubstituted or T3-substituted (C3 to C6) cycloalkyl haloalkyl, unsubstituted or T3-substituted (C2 to C6) alkenyl, unsubstituted or T3-substituted (C2 to C6) alkenyl, unsubstituted or T3-substituted (C1 to C6) alkoxy, unsubstituted or T3-substituted (C1 to C6) alkoxy, unsubstituted or T3-substituted (C1 to C6) alkyl carbonyl, unsubstituted or T3-substituted (C1 to C6) alkyl carbonyl, unsubstituted or T3-substituted (C1 to C6) alkyl carbonyl. Alkyl carbonyl, unsubstituted or T3-substituted (C3 to C6) cycloalkyl carbonyl, unsubstituted or T3-substituted halo(C3 to C6) cycloalkyl carbonyl, unsubstituted or T3-substituted (C1 to C6) alkoxy carbonyl, unsubstituted or T3-substituted halo(C1 to C6) alkoxy carbonyl, unsubstituted or T3-substituted (C1 to C6) alkylsulfonyl, unsubstituted or T3-substituted halo(C1 to C6) alkylsulfonyl, and hydroxyl, where Ta and T1 respectively independently represent groups selected from the group consisting of: (C3 to C6) cycloalkyl, halo(C3 to C6) cycloalkyl, (C1 to C6) alkoxy, halo(C1 to C6) alkoxy, (C1 to C6)alkylcarbonyl, halo(C1 to C6)alkylcarbonyl, (C1 to C6)alkoxycarbonyl, halo(C1 to C6)alkoxycarbonyl, (C1 to C6)alkylthio, halo(C1 to C6)alkylthio, (C1 to C6)alkylsulfinyl, halo(C1 to C6)alkylsulfinyl, (C1 to C6)alkylsulfinyl, halo(C1 to C6)alkylsulfinyl, NY4Y5, C(O)NY4Y5, cyano, nitro, hydroxyl, mercapto, methyl, carboxyl, unsubstituted or Z3-substituted phenyl, unsubstituted or Z3-substituted heterocyclic, unsubstituted or Z3-substituted phenoxy, and unsubstituted or Z3-substituted pyridyloxy.T2 and T3 respectively independently represent groups selected from the following: (C3 to C6) cycloalkyl, halo(C3 to C6) cycloalkyl, (C1 to C6) alkoxy, halo(C1 to C6) alkoxy, (C1 to C6) alkylcarbonyl, halo(C1 to C6) alkylcarbonyl, (C1 to C6) alkoxycarbonyl, halo(C1 to C6) alkoxycarbonyl, (C1 (C1 to C6) alkylthio, (C1 to C6) alkylthio, (C1 to C6) alkylsulfinyl, (C1 to C6) alkylsulfinyl, (C1 to C6) alkylsulfinyl, NY4Y5, C(O)NY4Y5, cyano, nitro, hydroxyl, mercapto, methyl, and carboxyl, when a plurality of Z3s are present, the Z3 system is... The radical is independently selected from the group consisting of: halogen atom, (C1 to C6)alkyl, halo(C1 to C6)alkyl, (C3 to C6)cycloalkyl, halo(C3 to C6)cycloalkyl, 1-cyano-(C3 to C6)cycloalkyl, (C1 to C6)alkoxy, halo(C1 to C6)alkoxy, (C1 to C6)alkylthio, halo(C1 to C6)alkyl alkylthio, (C1 to C6)alkylsulfinyl, halo(C1 to C6)alkylsulfinyl, (C1 to C6)alkylsulfinyl, halo(C1 to C6)alkylsulfinyl, (C1 to C6)alkylcarbonyl, halo(C1 to C6)alkylcarbonyl, (C1 to C6)alkoxycarbonyl, halo(C1 to C6)alkoxycarbonyl, NY4Y5, C(O)NY4Y5 Cyano, nitro, hydroxy, mercapto, formyl, carboxyl, and SF5 group, Y4 and Y5 groups respectively independently represent groups selected from the group consisting of: hydrogen atom, (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, halo(C3 to C6) cycloalkyl, (C1 to C6) alkoxy, halo(C1 to C6) alkoxy, (C1 to C6) alkylcarbonyl, halo(C1 to C6) alkylcarbonyl, (C3 to C6) cycloalkylcarbonyl, halo(C3 to C6) cycloalkylcarbonyl, (C1 to C6) alkoxycarbonyl, halo(C1 to C6) alkoxycarbonyl, (C1 to C6) alkylsulfonyl, halo(C1 to C6) alkylsulfonyl, and unsubstituted or optionally substituted phenyl groups via Z3, when a plurality of Y6 groups are present.Y6 series independently represents groups selected from the following: hydrogen atom, unsubstituted or arbitrarily substituted (C1 to C6) alkyl group, unsubstituted or arbitrarily substituted (C3 to C6) haloalkyl group, (C3 to C6) cycloalkyl group, haloalkyl (C3 to C6) cycloalkyl group, unsubstituted or arbitrarily substituted (C1 to C6) alkoxy group, haloalkyl (C1 to C6) alkoxy group, (C3 to C6) cycloalkyl group, unsubstituted or arbitrarily substituted (C1 to C6) alkoxy group, (C3 to C6) cycloalkyl group, unsubstituted or substituted (C1 to C6) alkoxy group, (C3 to C6) cycloalkyl group, (C1 to C6) cycloalkyl group, (C1 to C6) cycloalkyl group, unsubstituted or substituted (C1 to C6) alkoxy group, (C1 to C6) cycloalkyl group, (C3 to C6) cycloalkyl group, unsubstituted or substituted (C1 to C6) alkoxy group, (C1 to C6) cycloalkyl group, (C3 to C6) cycloalkyl group, (C1 ... Cycloalkoxy, halogenated (C3 to C6)cycloalkoxy, halogenated (C2 to C6)alkenyl, (C2 to C6)alkenyloxy, and halogenated (C2 to C6)alkenyloxy, where W represents an oxygen atom, a sulfur atom, or NY7, where Y7 is a group selected from the following: hydrogen atom, (C1 to C6) alkyl, halogenated (C1 to C6) alkyl, (C1 to C6) alkylcarbonyl, and halogenated (C1 to C6) alkylcarbonyl.

[0020] [2] A compound of formula (1) or a salt thereof or an N-oxide thereof,

[0021] In formula (1), X1 represents oxygen atom, sulfur atom, NY1 or C (J5J6), n represents 0 or 1, J1, J2, J3 and J4 represent groups selected from hydrogen atom, halogen atom, unsubstituted or arbitrarily substituted (C1 to C6) alkyl group, unsubstituted or arbitrarily substituted (C1 to C6) alkyl group, unsubstituted or arbitrarily substituted (C1 to C6) alkoxy group, unsubstituted or arbitrarily substituted (C1 to C6) alkoxy group, and hydroxyl group, or two bonds of C-J1 and C-J2, or C-J3 and C-J4 combined together to represent groups selected from carbonyl O atom, thiocarbonyl S atom, imine group substituted with Y2, and methylene group substituted with J7 and J8, J5 and J6 can independently represent a group consisting of a hydrogen atom, a halogen atom, an unsubstituted or Ta-substituted (C1 to C6) alkyl group, and an unsubstituted or Ta-substituted (C1 to C6) haloalkyl group, or two bonds of C-J5 and C-J6 together representing a group consisting of a carbonyl O atom, a thiocarbonyl S atom, an imine group substituted with Y3, and a methylene group substituted with J7 and J8. J7 and J8 can independently represent a group consisting of a hydrogen atom, a halogen atom, an unsubstituted or Ta-substituted (C1 to C6) alkyl group, an unsubstituted or Ta-substituted (C1 to C6) haloalkyl group, an unsubstituted or Ta-substituted (C1 to C6) alkoxy group, and an unsubstituted or Ta-substituted (C1 to C6) haloalkyl group. The group consisting of (C1 to C6) alkoxy groups, amino groups substituted with one or two (C1 to C6) alkyl groups and / or halogenated (C1 to C6) alkyl groups, and hydroxyl groups; D represents the group consisting of unsubstituted or Z1-substituted phenyl groups, and unsubstituted or Z1-substituted heterocyclic groups; B represents the structure shown in B-1, B-2, B-3, B-4, B-5, or B-6.

[0022] The R12 series indicates a group selected from the group consisting of (C1 to C6) alkyl, (C1 to C6) alkyl, (C3 to C6) cycloalkyl, and (C3 to C6) cycloalkyl groups; the m series indicates 0, 1, or 2; the G2 series indicates a nitrogen atom or C(R2); the G4 series indicates a nitrogen atom or C(R4), wherein either or both of G2 and G4 are nitrogen atoms; the G5 series indicates a nitrogen atom or C(R5); the G6 series indicates a nitrogen atom or C(R6); the G7 series indicates a nitrogen atom or C(R7); and the G8 series indicates a nitrogen atom or C(R8).R1, R2, R3, R4, R5, R6, R7, and R8 represent, respectively, a hydrogen atom, a halogen atom, an unsubstituted or T1-substituted (C1 to C6) alkyl group, an unsubstituted or T1-substituted (C1 to C6) haloalkyl group, an unsubstituted or T1-substituted (C3 to C6) cycloalkyl group, an unsubstituted or T1-substituted (C3 to C6) halocycloalkyl group, an unsubstituted or T1-substituted (C1 to C6) alkoxy group, an unsubstituted or T1-substituted (C1 to C6) alkoxy group, an unsubstituted or T1-substituted (C2 to C6) alkenyl group, and an unsubstituted or T1-substituted (C2 to C6) alkenyl group. Halo-(C2 to C6) alkenyl, unsubstituted or T1-substituted (C2 to C6) alkyne, unsubstituted or T1-substituted (C2 to C6) alkenyloxy, unsubstituted or T1-substituted (C2 to C6) alkenyloxy, unsubstituted or T1-substituted (C1 to C6) alkylthio, unsubstituted or T1-substituted (C1 to C6) alkylthio, unsubstituted or T1-substituted (C1 to C6) alkylsulfinyl, unsubstituted or T1-substituted (C1 to C6) alkylsulfinyl, unsubstituted or T1-substituted (C1 to C6) alkylsulfinyl, unsubstituted or T1-substituted (C2 ... 1. Arbitrarily substituted (C1 to C6) alkyl sulfonyl, unsubstituted or T1-arbitrarily substituted halo(C1 to C6) alkyl sulfonyl, unsubstituted or T1-arbitrarily substituted (C1 to C6) alkyl carbonyl, unsubstituted or T1-arbitrarily substituted (C1 to C6) alkyl carbonyloxy, unsubstituted or T1-arbitrarily substituted halo(C1 to C6) alkyl carbonyloxy, unsubstituted or T1-arbitrarily substituted (C1 to C6) alkoxy carbonyl, unsubstituted or T1-arbitrarily substituted halo(C1 to C6) alkoxy carbonyl, unsubstituted or T1-arbitrarily substituted (C1 to C6) alkyl carbonyloxy ... The group consisting of 1 to C6) alkylsulfonyloxy, unsubstituted or T1-substituted (C1 to C6) alkoxycarbonyloxy, unsubstituted or T1-substituted halo(C1 to C6) alkoxycarbonyloxy, unsubstituted or T1-substituted halo(C1 to C6) alkylsulfonyloxy, unsubstituted or Z2-substituted phenyl, unsubstituted or Z2-substituted heterocyclic, unsubstituted or Z2-substituted phenoxy, unsubstituted or Z2-substituted pyridyloxy, NY4Y5, C(O)NY4Y5, CH=NY6, cyano, nitro, hydroxy, mercapto, formyl, carboxyl, and SF5.The R9 and R10 series independently represent atoms selected from hydrogen, halogen, (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, halo(C3 to C6) cycloalkyl, (C1 to C6) alkoxy, halo(C1 to C6) alkoxy, (C1 to C6) alkylcarbonyloxy, halo(C1 to C6) alkylcarbonyloxy, (C1 to C6) alkoxycarbonyloxy, halo(C1 to C6) alkoxycarbonyloxy, NY4Y5 group, and C(O). The group consisting of NY4Y5, cyano, nitro, and hydroxyl groups, and the R11 group represents groups selected from the group consisting of hydrogen, (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, halo(C3 to C6) cycloalkyl, (C1 to C6) alkoxy, halo(C1 to C6) alkoxy, (C1 to C6) alkylcarbonyl, halo(C1 to C6) alkylcarbonyl, (C4 to C7) cycloalkylcarbonyl, and halo(C4 to C7) cycloalkylcarbonyl groups.Z1 and Z2 respectively independently represent alkyl groups selected from halogen atoms, unsubstituted or arbitrarily substituted (C1 to C6) alkyl groups, unsubstituted or arbitrarily substituted (C1 to C6) haloalkyl groups, unsubstituted or arbitrarily substituted (C3 to C6) cycloalkyl groups, unsubstituted or arbitrarily substituted (C3 to C6) halocycloalkyl groups, unsubstituted or arbitrarily substituted (C1 to C6) alkoxy groups, unsubstituted or arbitrarily substituted (C1 to C6) alkoxy groups, unsubstituted or arbitrarily substituted (C2 to C6) alkenyl groups, unsubstituted or arbitrarily substituted (C2 to C6) alkenyl groups, and unsubstituted or arbitrarily substituted (C2 to C6) alkenyl groups. Alkyloxy group (C2 to C6), unsubstituted or T2-substituted halogenated (C2 to C6) alkenyloxy group, unsubstituted or T2-substituted (C1 to C6) alkylthio group, unsubstituted or T2-substituted (C1 to C6) alkylthio group, unsubstituted or T2-substituted (C1 to C6) alkylsulfinyl group, unsubstituted or T2-substituted (C1 to C6) alkylsulfinyl group, unsubstituted or T2-substituted (C1 to C6) alkylsulfinyl group, unsubstituted or T2-substituted (C1 to C6) alkylsulfinyl group, unsubstituted or T2-substituted (C1 to C6) alkylsulfinyl group, unsubstituted or T2-substituted (C1 to C6) alkyl Carbonyl, unsubstituted or T2-substituted alkylcarbonyl (C1 to C6), unsubstituted or T2-substituted alkoxycarbonyl (C1 to C6), unsubstituted or T2-substituted alkoxycarbonyl (C1 to C6), unsubstituted or T2-substituted alkylcarbonyloxy (C1 to C6), unsubstituted or T2-substituted alkylcarbonyloxy (C1 to C6), unsubstituted or T2-substituted alkoxycarbonyloxy (C1 to C6), unsubstituted or T2-substituted alkylsulfonyloxy (C1 to C6), The group consisting of unsubstituted or arbitrarily substituted (T2) alkyl sulfonyloxy, NY4Y5, C(O)NY4Y5, cyano, nitro, hydroxy, mercapto, formyl, carboxyl, SF5, or any group consisting of two adjacent Z1 or Z2 atoms linked together to form an unsubstituted or substituted (C1 to C6) alkyl 5- or 6-membered alicyclic group, or two adjacent Z1 or Z2 atoms together with the carbon atom bonded to the Z1 or Z2 to form 1,3-dioxacyclopentenyl or 1,4-dioxacyclohexadienyl. The aforementioned 1,3-dioxacyclopentenyl and 1,4-dioxacyclohexadienyl can also be substituted by one or two or more independent halogen atoms.Y1, Y2, and Y3 represent, respectively, an alkyl group selected from hydrogen atoms, an unsubstituted or T3-substituted (C1 to C6) alkyl group, an unsubstituted or T3-substituted (C1 to C6) alkyl group, an unsubstituted or T3-substituted (C3 to C6) cycloalkyl group, an unsubstituted or T3-substituted (C3 to C6) cycloalkyl group, an unsubstituted or T3-substituted (C2 to C6) alkenyl group, an unsubstituted or T3-substituted (C2 to C6) alkenyl group, and an unsubstituted or T3-substituted (C1 to C6) alkyl group. Alkoxy, unsubstituted or T3-substituted halogenated (C1 to C6) alkoxy, unsubstituted or T3-substituted (C1 to C6) alkyl carbonyl, unsubstituted or T3-substituted halogenated (C1 to C6) alkyl carbonyl, unsubstituted or T3-substituted (C3 to C6) cycloalkyl carbonyl, unsubstituted or T3-substituted halogenated (C3 to C6) cycloalkyl carbonyl, unsubstituted or T3-substituted (C1 to C6) alkoxy carbonyl, unsubstituted or T3-substituted halogenated (C1 to C6) alkoxy The group consisting of carbonyl, unsubstituted or optionally substituted (C1 to C6) alkylsulfonyl, unsubstituted or optionally substituted (C1 to C6) alkylsulfonyl, and hydroxyl, with Ta and T1 respectively independently representing groups selected from (C3 to C6) cycloalkyl, halo(C3 to C6) cycloalkyl, (C1 to C6) alkoxy, halo(C1 to C6) alkoxy, (C1 to C6) alkylcarbonyl, halo(C1 to C6) alkylcarbonyl, (C1 to C6) alkoxycarbonyl, halo(C1 to C6) alkoxycarbonyl, and (C1 to C6) alkoxycarbonyl. The group consisting of alkylthio, halogenated (C1 to C6)alkylthio, (C1 to C6)alkylsulfinyl, halogenated (C1 to C6)alkylsulfinyl, (C1 to C6)alkylsulfinyl, NY4Y5, C(O)NY4Y5, cyano, nitro, hydroxyl, mercapto, methyl, carboxyl, unsubstituted or arbitrarily substituted phenyl, unsubstituted or arbitrarily substituted heterocyclic, unsubstituted or arbitrarily substituted phenoxy, and unsubstituted or arbitrarily substituted pyridyloxy.T2 and T3 respectively independently represent groups selected from the group consisting of (C3 to C6) cycloalkyl, halo(C3 to C6) cycloalkyl, (C1 to C6) alkoxy, halo(C1 to C6) alkoxy, (C1 to C6) alkyl carbonyl, halo(C1 to C6) alkyl carbonyl, (C1 to C6) alkoxy carbonyl, halo(C1 to C6) alkoxy carbonyl, (C1 to C6) alkyl thio, halo(C1 to C6) alkyl thio, (C1 to C6) alkyl sulfinyl, halo(C1 to C6) alkyl sulfinyl, (C1 to C6) alkyl sulfinyl, halo(C1 to C6) alkyl sulfinyl, NY4Y5, C(O)NY4Y5, cyano, nitro, hydroxy, mercapto, formyl, and carboxyl groups. When there are multiple Z3s, the Z3 series independently represents the following: halogen atom, (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, halo(C3 to C6) cycloalkyl, 1-cyano-(C3 to C6) cycloalkyl, (C1 to C6) alkoxy, halo(C1 to C6) alkoxy, (C1 to C6) alkylthio, halo(C1 to C6) alkylthio, (C1 to C6) alkylsulfinyl, halo(C1 to C6) alkylsulfinyl, (C1 to C6) alkylsulfinyl, halo(C1 to C6) alkylsulfinyl, (C1 to C6) alkylcarbonyl, halo(C1 to C6) alkylcarbonyl, (C1 to C6) alkoxycarbonyl, halo(C1 to C6) alkoxycarbonyl. The group consisting of alkyl, NY4Y5, C(O)NY4Y5, cyano, nitro, hydroxy, mercapto, formyl, carboxyl, and SF5, with Y4 and Y5 representing groups selected from hydrogen, (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, halo(C3 to C6) cycloalkyl, (C1 to C6) alkoxy, halo(C1 to C6) alkoxy, (C1 to C6) alkylcarbonyl, halo(C1 to C6) alkylcarbonyl, (C3 to C6) cycloalkylcarbonyl, halo(C3 to C6) alkylcarbonyl, (C1 to C6) alkoxycarbonyl, halo(C1 to C6) alkoxycarbonyl, (C1 to C6) alkylsulfonyl, and halo(C1 to C6) alkylsulfonyl. The group consisting of acetyl, unsubstituted or arbitrarily substituted phenyl groups via Z3, wherein, when a plurality of Y6 groups are present, each Y6 is independently selected from the group consisting of an unsubstituted or arbitrarily substituted (C1 to C6) alkyl, unsubstituted or arbitrarily substituted (C3 to C6) haloalkyl, (C3 to C6) cycloalkyl, halocycloalkyl, unsubstituted or arbitrarily substituted (C1 to C6) alkoxy, haloalkoxy, (C3 to C6) cycloalkoxy, halocycloalkoxy, (C2 to C6) alkenyl, haloalkoxy, (C2 to C6) alkenyl, (C2 to C6) alkenyloxy, and haloalkoxy.

[0023] [3] The compound as described in [1] or [2] or its salt or such N-oxide, wherein X1 is an oxygen atom, a sulfur atom, NY1 or C(J5J6), two bonds of C-J5 and C-J6 together being selected from the group consisting of an O atom of a carbonyl group, an S atom of a thiocarbonyl group, an imine group substituted with Y3, and a methylene group substituted with J7 and J8, respectively independently selected from the group consisting of a hydrogen atom, a halogen atom, an unsubstituted or Ta-substituted (C1 to C6) alkyl group, an unsubstituted or Ta-substituted (C1 to C6) alkoxy group, an amino group substituted with one or two (C1 to C6) alkyl groups and / or a halogenated (C1 to C6) alkyl group, and a hydroxyl group.

[0024] [4] The compound or its salt or N-oxide as described in any one of [1] to [3], wherein D is D-1, D-2, D-3, D-4, D-5, D-6, D-7, D-8, D-9, or D-10,

[0025] [In the formula, Z1A, Z1B, Z1C, Z1D and Z1E are independently selected from hydrogen atoms, halogen atoms, unsubstituted or arbitrarily substituted (C1 to C6) alkyl groups, unsubstituted or arbitrarily substituted (C1 to C6) haloalkyl groups, unsubstituted or arbitrarily substituted (C3 to C6) cycloalkyl groups, unsubstituted or arbitrarily substituted (C3 to C6) cycloalkyl groups, unsubstituted or arbitrarily substituted (C1 to C6) alkoxy groups, unsubstituted or arbitrarily substituted (C1 to C6) alkoxy groups, unsubstituted or substituted (C1 to C6) alkoxy groups, and unsubstituted or substituted (C3 to C6) cycloalkyl groups.] 2. Arbitrarily substituted (C2 to C6) alkenyl, unsubstituted or T2-arbitrarily substituted halo(C2 to C6) alkenyl, unsubstituted or T2-arbitrarily substituted (C2 to C6) alkenyloxy, unsubstituted or T2-arbitrarily substituted (C2 to C6) alkylthio, unsubstituted or T2-arbitrarily substituted (C1 to C6) alkylthio, unsubstituted or T2-arbitrarily substituted (C1 to C6) alkylsulfinyl ... alkylsulfinyl, alkylsulfinyl, alkylsulfinyl, alkylsulfinyl, alkylsulfinyl, alkylsulfinyl, alkylsulfinyl, alkylsulfinyl, alkylsulfinyl, alkylsulfinyl, alkylsulfinyl, alkylsulfinyl, alkylsulfinyl, alkylsulfinyl, alkylsulfinyl, alkylsulfinyl, alkylsulfinyl, alkylsulfinyl, alkylsulfinyl, alkylsulfinyl, alkylsulfinyl, alkylsulfinyl, alkylsulfinyl, alkylsulfinyl, alkylsulfinyl, alkylsulfinyl, alkylsulfinyl, alkylsulfinyl, Alkyl sulfinyl, unsubstituted or T2-substituted (C1 to C6) alkyl sulfinyl, unsubstituted or T2-substituted (C1 to C6) alkyl sulfinyl, unsubstituted or T2-substituted (C1 to C6) alkyl carbonyl, unsubstituted or T2-substituted (C1 to C6) alkyl carbonyl, unsubstituted or T2-substituted (C1 to C6) alkoxy carbonyl, unsubstituted or T2-substituted (C1 to C6) alkoxy carbonyl, unsubstituted or T2-substituted (C1 to C6) alkyl carbonyloxy The group consisting of unsubstituted or T2-substituted alkylcarbonyloxy groups, unsubstituted or T2-substituted alkoxycarbonyloxy groups, unsubstituted or T2-substituted alkylcarbonyloxy groups, unsubstituted or T2-substituted alkylsulfonyloxy groups, unsubstituted or T2-substituted alkylsulfonyloxy groups, NY4Y5 group, C(O)NY4Y5 group, cyano, nitro, hydroxy, mercapto, methyl, carboxyl, and SF5 group.

[0026] [5] A compound or a salt thereof or an N-oxide thereof as described in any one of [1] to [4], wherein B is the structure shown in B-1.

[0027]

[0028] [6] A compound or a salt thereof or an N-oxide thereof as described in any one of [1] to [4], wherein B has the structure shown in B-2.

[0029]

[0030] [7] A compound or a salt thereof or an N-oxide thereof as described in any one of [1] to [4], wherein B has the structure shown in B-3.

[0031]

[0032] [8] A compound or a salt thereof or an N-oxide thereof as described in any one of [1] to [4], wherein B is the structure shown in B-4.

[0033]

[0034] [9] A compound or a salt thereof or an N-oxide thereof as described in any one of [1] to [4], wherein B is the structure shown in B-5.

[0035]

[0036]

[10] A compound or salt thereof or an N-oxide thereof as described in any one of [1] to [4], wherein B is the structure shown in B-6.

[0037]

[0038]

[11] A compound or a salt thereof or an N-oxide thereof as described in any one of [1] to [4], wherein B is the structure shown in B-7,

[0039] R1 is a hydrogen atom.

[0040]

[12] A pest control agent, which contains the compound described in any one of [1] to

[11] , its salt, or their N-oxide. Effects of the invention

[0041] The compound of the present invention represented by formula (1), its salt, or their N-oxide shows extremely excellent pest control effects and is useful as a pest control agent. Embodiment

[0042] In this specification, the definitions and meanings of the following terms are as described below.

[0043] Although there are one or more asymmetric carbon atoms, asymmetric sulfur atoms, or axial asymmetry in the compounds included in the present invention, resulting in optically active substances, the present invention includes all optically active substances or racemates.

[0044] There may be geometric isomers in the compounds included in the present invention due to the types of substituents. The present invention includes all geometric isomers, or mixtures of geometric isomers containing them in any ratio.

[0045] In addition, for the compounds included in the present invention, as shown below, there may be tautomers due to carbonyl or imino groups, but the present invention includes all tautomers, or mixtures of tautomers containing them in any ratio. In the following formula, group B and group D represent the same as described above.

[0046]

[0047]

[0048] The salts of the compounds included in this invention refer to those that can be formed into salts by conventional methods. Examples include: salts of hydrohalic acids such as hydrofluoric acid, hydrochloric acid, hydrobromic acid, and hydroiodic acid; salts of inorganic acids such as nitric acid, sulfuric acid, phosphoric acid, chloric acid, and perchloric acid; salts of sulfonic acids such as methanesulfonic acid, ethanesulfonic acid, trifluoromethanesulfonic acid, benzenesulfonic acid, and p-toluenesulfonic acid; salts of carboxylic acids such as formic acid, acetic acid, propionic acid, trifluoroacetic acid, fumaric acid, tartaric acid, oxalic acid, maleic acid, malic acid, succinic acid, benzoic acid, mandelic acid, ascorbic acid, lactic acid, gluconic acid, and citric acid; and salts of amino acids such as glutamic acid and aspartic acid. Alternatively, salts of alkali metals such as lithium, sodium, and potassium; salts of alkaline earth metals such as calcium, barium, and magnesium; and quaternary ammonium salts such as tetramethylammonium salt, tetrabutylammonium salt, and benzyltrimethylammonium salt.

[0049] In the compounds of this invention, N-oxides refer to compounds formed by the oxidation of the nitrogen atom of a tertiary amine or the nitrogen atom constituting a ring on a heterocycle. Examples of heterocycles that can form N-oxides include: pyridine rings, pyridine rings, etc. Cyclic ring, pyrimidine ring, pyridine ring Rings, and condensed rings containing the aforementioned nitrogen-containing heterocycles.

[0050] Secondly, specific examples of the substituents shown in this specification are presented below. Here, "n-" means "n-", "i-" means "iso-", "s-" means "second", "tert-" means "third", and "c-" means "cyclic". In addition, "Me" means "methyl", "Et" means "ethyl", "Pr" means "propyl", "nPr" means "n-propyl", "i-Pr" means "isopropyl", "cPr" means "cyclopropyl", "Bu" means "butyl", "Ph" means "phenyl", and "Ac" means "acetyl".

[0051] The term "halogen atom" in this specification may include fluorine, chlorine, bromine, and iodine atoms. Furthermore, the designation "halogen" in this specification also refers to these halogen atoms.

[0052] The designation "(Ca to Cb) alkyl" in this specification indicates a straight-chain or branched-chain hydrocarbon group consisting of carbon atoms a to b. Examples include methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, dibutyl, tributyl, n-pentyl, 1,1-dimethylpropyl, and n-hexyl, selected from their respective specified ranges of carbon atoms.

[0053] The designation "halogenated (Ca to Cb) alkyl" in this specification refers to a straight-chain or branched-chain hydrocarbon group consisting of a to b carbon atoms, in which hydrogen atoms bonded to carbon atoms are arbitrarily replaced by halogen atoms. In this case, when more than two halogen atoms are substituted, these halogen atoms may be the same or different from each other. Examples include: fluoromethyl, chloromethyl, bromomethyl, iodomethyl, difluoromethyl, dichloromethyl, trifluoromethyl, chlorodifluoromethyl, trichloromethyl, bromodifluoromethyl, 1-fluoroethyl, 2-fluoroethyl, 2-chloroethyl, 2-bromoethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 2-chloro-2,2-difluoroethyl, 2,2,2-trichloroethyl, 2-bromo-2,2-difluoroethyl, 1,1,2,2-tetrafluoroethyl, 2-chloro-1,1,2-trifluoroethyl, 2-chloro-1,1,2,2-tetrafluoroethyl, pentafluoroethyl, 2, 2-Difluoropropyl, 3,3,3-trifluoropropyl, 3-bromo-3,3-difluoropropyl, 2,2,3,3-tetrafluoropropyl, 2,2,3,3,3-pentafluoropropyl, 1,1,2,3,3,3-hexafluoropropyl, heptafluoropropyl, 2,2,2-trifluoro-1-(methyl)ethyl, 2,2,2-trifluoro-1-(trifluoromethyl)ethyl, 1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl, 2,2,3,4,4,4-hexafluorobutyl, 2,2,3,3,4,4,4-heptafluorobutyl, nonafluorobutyl, etc., are specific examples. They are selected from their respective specified ranges of carbon atom numbers.

[0054] The designation "(Ca to Cb) alkenyl" in this specification refers to an unsaturated hydrocarbon group consisting of a to b carbon atoms, in a straight or branched chain, and having one or more double bonds within the molecule. Examples include vinyl, 1-propenyl, 2-propenyl, 1-methylvinyl, 2-butenyl, 2-methyl-2-propenyl, 3-methyl-2-butenyl, and 1,1-dimethyl-2-propenyl, selected from their respective specified ranges of carbon atom numbers.

[0055] The designation "halogenated (Ca to Cb) alkenyl" in this specification refers to an unsaturated hydrocarbon group consisting of a to b carbon atoms, in a straight or branched chain, and having one or more double bonds within the molecule, in which hydrogen atoms bonded to carbon atoms are arbitrarily replaced by halogen atoms. When substituted with two or more halogen atoms, these halogen atoms may be identical or dissimilar. Examples of specific examples include: 2,2-dichlorovinyl, 2-fluoro-2-propenyl, 2-chloro-2-propenyl, 2-bromo-2-propenyl, 3,3-difluoro-2-propenyl, 2,3-dichloro-2-propenyl, 3,3-dichloro-2-propenyl, 2,3,3-trifluoro-2-propenyl, 2,3,3-trichloro-2-propenyl, 1-(trifluoromethyl)vinyl, 4,4-difluoro-3-butenyl, 3,4,4-trifluoro-3-butenyl, and 3-chloro-4,4,4-trifluoro-2-butenyl. Each is selected from the specified range of carbon atom numbers.

[0056] The designation "(Ca to Cb) alkenyloxy" in this specification refers to an alkenyl-O- group composed of carbon atoms a to b, as described above. Examples include: ethyleneoxy, allyloxy, 1-propenoxy, 2-propenoxy, 1-methylethyleneoxy, 2-butenoxy, 2-methyl-2-propenoxy, 3-methyl-2-butenoxy, 1,1-dimethyl-2-propenoxy, etc. Each is selected from the specified range of carbon atoms.

[0057] The designation "halogenated (Ca to Cb) alkenyloxy" in this specification refers to an alkenyl-O-group, consisting of a to b carbon atoms, formed by arbitrary substitution of a hydrogen atom bonded to a carbon atom by a halogen atom. Examples include 1-fluorovinyloxy, 1-chlorovinyloxy, 1-bromo-1-propenoxy, 3-iodo-butenoxy, 1-fluoro-2-methyl-propenoxy, and 3,3-dichloroallyloxy, among others. The specific examples are selected from the range of carbon atom numbers specified for each.

[0058] The designation "(Ca to Cb) ynyl" in this specification indicates an unsaturated hydrocarbon group consisting of a to b carbon atoms, in a straight or branched chain, and having one or two or more reference bonds within the molecule. Examples include ethynyl, propynyl, 2-butynyl, 1-pentynyl, 1-hexynyl, and 4,4,4-trifluoro-2-butynyl. The specific example is selected from the specified range of carbon atom numbers.

[0059] The designation "halogenated (Ca to Cb) ynyl" in this specification refers to an unsaturated hydrocarbon group consisting of a to b carbon atoms, in a straight or branched chain, with one or more non-reacting bonds within the molecule, in which hydrogen atoms bonded to carbon atoms are arbitrarily replaced by halogen atoms. When replaced by two or more halogen atoms, these halogen atoms may be identical or different. Examples include: 3-fluoro-1-propynyl, 3-chloro-1-propynyl, 3-bromo-1-butynyl, 3-bromo-2-propynyl, 3-iodo-2-propynyl, 3-bromo-1-hexynyl, 5,5-dichloro-2-methyl-3-pentynyl, and 4-chloro-1,1-dimethyl-2-butynyl. The specific examples are selected from the specified range of carbon atom numbers.

[0060] The designation "(Ca to Cb)cycloalkyl" in this specification indicates a cyclic hydrocarbon group consisting of carbon atoms a to b, which can form a monocyclic or complex ring structure with 3 to 6 members. Furthermore, each ring can be arbitrarily substituted with an alkyl group within the specified carbon number range. Examples include cyclopropyl, 1-methylcyclopropyl, 2-methylcyclopropyl, 2,2-dimethylcyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl, among others. Selection is made within the specified carbon number range for each.

[0061] The designation "halogenated (Ca to Cb) cycloalkyl" in this specification indicates a cyclic hydrocarbon group consisting of a to b carbon atoms, in which hydrogen atoms bonded to carbon atoms are arbitrarily replaced by halogen atoms, forming monocyclic or complex cyclic structures of 3 to 6 members. Furthermore, each ring can be arbitrarily substituted with an alkyl group within a specified range of carbon atom numbers. Examples include: 1-fluorocyclopropyl, 2-fluorocyclopropyl, 1-chlorocyclopropyl, 1-bromocyclopropyl, 1-iodocyclopropyl, 2,2-dichlorocyclopropyl, 1-fluorocyclobutyl, 1-chlorocyclopentyl, and 1-bromocyclohexyl, etc., selected from their respective specified carbon atom number ranges.

[0062] The designation "1-cyano-(Ca to Cb)cycloalkyl" in this specification indicates a cyclic hydrocarbon group consisting of a to b carbon atoms, substituted with a cyano group at the 1-position, which can form a monocyclic or complex ring structure with 3 to 6 members. Furthermore, each ring can be arbitrarily substituted with an alkyl group within the specified carbon number range. Examples include: 1-cyano-cyclopropyl, 1-cyano-2-methylcyclopropyl, 1-cyano-2,2-dimethylcyclopropyl, 1-cyano-cyclobutyl, 1-cyano-cyclopentyl, and 1-cyano-cyclohexyl, etc., selected from their respective specified carbon number ranges.

[0063] The designation "(Ca to Cb)alkoxy" in this specification refers to an alkyl-O-group consisting of carbon atoms a to b, as described above. Examples include: methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy, dibutoxy, tributoxy, 2-ethylhexyloxy, etc. Each is selected from the specified range of carbon atoms.

[0064] The designation "haloalkyl (Ca to Cb)alkoxy" in this specification refers to a haloalkyl-O-group consisting of carbon atoms a to b, as described above. 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-hexafluoropropoxy, etc. Each is selected from the specified range of carbon atom numbers.

[0065] The designation "(Ca to Cb) alkyl thio" in this specification refers to an alkyl-S-group with carbon atoms a to b, as described above. Examples include methyl thio, ethyl thio, n-propyl thio, isopropyl thio, n-butyl thio, isobutyl thio, dibutyl thio, and tributyl thio, among others. The alkyl group is selected from the specified range of carbon atoms.

[0066] The designation "halogenated (Ca to Cb) alkyl thio" in this specification refers to a haloalkyl-S-group with carbon atoms a to b, as described above. Examples include: difluoromethyl thio, trifluoromethyl thio, dichlorofluoromethyl thio, dibromofluoromethyl thio, 2,2,2-trifluoroethyl thio, 1,1,2,2-tetrafluoroethyl thio, 2-chloro-1,1,2-trifluoroethyl thio, pentafluoroethyl thio, 1,1,2,3,3,3-hexafluoropropyl thio, heptafluoropropyl thio, 1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl thio, and nonafluorobutyl thio. Each is selected from the specified range of carbon atom numbers.

[0067] The designation "(Ca to Cb)alkylsulfinyl" in this specification refers to an alkyl-S(O)- group consisting of carbon atoms a to b, as described above. Examples include: methylsulfinyl, ethylsulfinyl, n-propylsulfinyl, isopropylsulfinyl, n-butylsulfinyl, isobutylsulfinyl, dibutylsulfinyl, and tributylsulfinyl, among others. Each is selected from the specified range of carbon atoms.

[0068] The designation "halogenated (Ca to Cb) alkyl sulfinyl" in this specification refers to a haloalkyl-S(O)- group composed of carbon atoms a to b, as described above. Examples include: difluoromethylsulfinyl, trifluoromethylsulfinyl, dichlorofluoromethylsulfinyl, difluoromethylsulfinyl, bromodifluoromethylsulfinyl, 2,2,2-trifluoroethylsulfinyl, 1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethylsulfinyl, and nonafluorobutylsulfinyl. Each is selected from the specified range of carbon atoms.

[0069] The designation "(Ca to Cb)alkylsulfonyl" in this specification refers to an alkyl-SO2- group consisting of carbon atoms a to b, as described above. Examples include: methanesulfonyl, ethylsulfonyl, n-propylsulfonyl, isopropylsulfonyl, n-butylsulfonyl, isobutylsulfonyl, dibutylsulfonyl, and tributylsulfonyl, among others. Each is selected from the specified range of carbon atoms.

[0070] The designation "halogenated (Ca to Cb) alkyl sulfonyl" in this specification refers to a haloalkyl-SO2- group consisting of carbon atoms a to b, as described above. Examples include: difluoromethylsulfonyl, trifluoromethylsulfonyl, chlorodifluoromethylsulfonyl, bromodifluoromethylsulfonyl, 2,2,2-trifluoroethylsulfonyl, 1,1,2,2-tetrafluoroethylsulfonyl, and 2-chloro-1,1,2-trifluoroethylsulfonyl, etc. Each is selected from the specified range of carbon atoms.

[0071] The designation "(Ca to Cb)alkyl carbonyl" in this specification refers to an alkyl-C(O)- group consisting of carbon atoms a to b, as described above. Examples include: acetyl, propionic, butyl, isobutyl, pentayl, isopentyl, 2-methylbutyl, trimethylacetyl (pivaloyl), hexyl, heptayl, etc. Each is selected from the specified range of carbon atoms.

[0072] The designation "halogenated (Ca to Cb) alkyl carbonyl" in this specification refers to a haloalkyl-C(O)- group consisting of carbon atoms a to b, as described above. Examples include: fluoroacetyl, chloroacetyl, difluoroacetyl, dichloroacetyl, trifluoroacetyl, dichlorodifluoroacetyl, bromodifluoroacetyl, trichloroacetyl, pentafluoropropionic acid, heptafluorobutyryl, and 3-chloro-2,2-dimethylpropionic acid, etc. Each is selected from the specified range of carbon atom numbers.

[0073] The designation "(Ca to Cb)alkoxycarbonyl" in this specification refers to an alkyl-OC(O)- group consisting of carbon atoms a to b, as described above. Examples include: methoxycarbonyl, ethoxycarbonyl, n-propoxycarbonyl, isopropoxycarbonyl, n-butoxycarbonyl, isobutoxycarbonyl, dibutoxycarbonyl, tributoxycarbonyl, 2-ethylhexyloxycarbonyl, etc. Each is selected from the specified range of carbon atom numbers.

[0074] The designation "halogenated (Ca to Cb)alkoxycarbonyl" in this specification refers to a haloalkyl-OC(O)- group consisting of carbon atoms a to b, as described above. Examples include chloromethoxycarbonyl, 2-chloroethoxycarbonyl, 2,2-difluoroethoxycarbonyl, 2,2,2,-trifluoroethoxycarbonyl, and 2,2,2,-trichloroethoxycarbonyl, among others. Each is selected from the specified range of carbon atom numbers.

[0075] The designation "(Ca to Cb)alkylcarbonyloxy" in this specification refers to an alkyl-C(O)-O- group composed of carbon atoms a to b, as described above. Examples include: methylcarbonyloxy, ethylcarbonyloxy, n-propylcarbonyloxy, isopropylcarbonyloxy, n-butylcarbonyloxy, isobutylcarbonyloxy, dibutylcarbonyloxy, tributylcarbonyloxy, 2-ethylhexylcarbonyloxy, etc. Each is selected from the specified range of carbon atom numbers.

[0076] The designation "halogenated (Ca to Cb) alkyl carbonyloxy" in this specification refers to a haloalkyl-C(O)-O- group composed of carbon atoms a to b, as described above. Examples include chloromethylcarbonyloxy, 2-chloroethylcarbonyloxy, 2,2-difluoroethylcarbonyloxy, 2,2,2,-trifluoroethylcarbonyloxy, and 2,2,2,-trichloroethylcarbonyloxy, among others. Each is selected from the specified range of carbon atom numbers.

[0077] The designation "(Ca to Cb)alkoxycarbonyloxy" in this specification refers to an alkoxy-C(O)-O- group composed of carbon atoms a to b, as described above. Examples include: methoxycarbonyloxy, ethoxycarbonyloxy, n-propoxycarbonyloxy, isopropoxycarbonyloxy, n-butoxycarbonyloxy, isobutoxycarbonyloxy, dibutoxycarbonyloxy, terbutoxycarbonyloxy, 2-ethylhexyloxycarbonyloxy, etc. Each is selected from the specified range of carbon atom numbers.

[0078] The designation "halo(Ca to Cb)alkoxycarbonyloxy" in this specification refers to a haloalkoxy group (-C(O)-O-) consisting of carbon atoms a to b, as described above. Examples include chloromethoxycarbonyloxy, 2-chloroethoxycarbonyloxy, 2,2-difluoroethoxycarbonyloxy, 2,2,2,-trifluoroethoxycarbonyloxy, and 2,2,2,-trichloroethoxycarbonyloxy, etc., selected from the specified range of carbon atom numbers.

[0079] The designation "(Ca to Cb)alkylsulfonyloxy" in this specification refers to an alkyl-SO2-O- group composed of carbon atoms a to b, as described above. Examples include: methanesulfonyloxy, ethylsulfonyloxy, n-propylsulfonyloxy, isopropylsulfonyloxy, n-butylsulfonyloxy, isobutylsulfonyloxy, dibutylsulfonyloxy, and tributylsulfonyloxy, etc. Each is selected from the specified range of carbon atoms.

[0080] The designation "halogenated (Ca to Cb) alkyl sulfonyloxy" in this specification refers to a haloalkyl-SO2-O- group composed of carbon atoms a to b, as described above. Examples include: difluoromethylsulfonyloxy, trifluoromethylsulfonyloxy, chlorodifluoromethylsulfonyloxy, bromodifluoromethylsulfonyloxy, 2,2,2-trifluoroethylsulfonyloxy, 1,1,2,2-tetrafluoroethylsulfonyloxy, and 2-chloro-1,1,2-trifluoroethylsulfonyloxy, etc. Each is selected from the specified range of carbon atoms.

[0081] The designation "heterocyclic group" in this specification refers to a cyclic functional group containing one or more nitrogen, oxygen, and sulfur atoms. Preferably, it is an aromatic group containing one or more nitrogen, oxygen, and sulfur atoms. Examples include: thiophene-2-yl, thiophene-3-yl, furan-2-yl, furan-3-yl, pyrrole-1-yl, pyrrole-2-yl, pyrrole-3-yl, etc. 2-Azolium azole-4-yl, Azol-5-yl, isozonol Azol-3-yl, isozonol Azol-4-yl, isozonol Azol-5-yl, isozonol Azoline-3-yl, iso Azoline-4-yl, iso Azoline-5-yl, thiazoline-2-yl, thiazoline-4-yl, thiazoline-5-yl, isothiazol-3-yl, isothiazol-4-yl, isothiazol-5-yl, pyrazole-1-yl, pyrazole-3-yl, pyrazole-4-yl, pyrazole-5-yl, imidazole-1-yl, imidazole-2-yl, imidazole-4-yl, 1,3,4- diazol-2-yl, 1,2,4- diazol-3-yl, 1,2,4- Diazol-5-yl, 1,3,4-thiadiazol-2-yl, 1,2,4-thiadiazol-3-yl, 1,2,4-thiadiazol-5-yl, 1,2,4-triazol-1-yl, 1,2,4-triazol-3-yl, 1,2,4-triazol-5-yl, 1,2,3-thiadiazol-4-yl, 1,2,3-thiadiazol-5-yl, 1,2,3-triazol-1-yl, 1,2,3-triazol-2-yl, 1,2,3-triazol-4-yl, 1,2,3,4-tetrazol-1-yl, 1,2,3,4-tetrazol-2-yl, 1,2,3,4-tetrazol-5-yl, pyridin-2-yl, pyridin-3-yl, pyridin-4-yl, pyrimidin-2-yl, pyrimidin-4-yl, pyrimidin-5-yl, pyridin -2-base, ta -3-base, ta -4-base, 1,3,5-tri -2-base, 1,2,4-tri -3-base, 1,2,4-tri -5-base, 1,2,4-tri -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, Benzothiazol-2-yl, Benzothiazol-4-yl, Benzothiazol-5-yl, Benzothiazol-6-yl, Benzothiazol-7-yl, Benzimidazole-1-yl, Benzimidazole-2-yl, Benzimidazole-4-yl, Benzimidazole-5-yl, Benzimidazole-6-yl, Benzimidazole-7-yl, Benzimidazole 3-Azolium-3-yl, Benzenezisyl 4-Azolium-Benzisyl 5-Azolium-5-yl, Benzenezisyl azole-6-yl, benzisocyanate Benzazol-7-yl, benzo[a]isothiazol-3-yl, benzo[a]isothiazol-4-yl, benzo[a]isothiazol-5-yl, benzo[a]isothiazol-6-yl, benzo[a]isothiazol-7-yl, indazole-1-yl, indazole-3-yl, indazole-4-yl, indazole-5-yl, indazole-6-yl, indazole-7-yl, benzo[a]isothiazol-7-yl 2-Azolium-2-yl, benzo[a] 4-Azolium-Benzo 5-Azolium-Benzo[a] azole-6-yl, benzo[a] Azoxyl-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, quinoline lin-2-yl, quin lin-3-yl, quin 5-yl quinoline lin-6-yl, quin lin-7-yl, quin porphyrin-8-yl, tai -1-base, tai -4-base, tai -5-base, tai -6-base, tai -7-base, tai -8-yl, cinrin-3-yl, cinrin-4-yl, cinrin-5-yl, cinrin-6-yl, cinrin-7-yl, cinrin-8-yl, quinazoline-2-yl, quinazoline-4-yl, quinazoline-5-yl, quinazoline-6-yl, quinazoline-7-yl, or quinazoline-8-yl are examples.

[0082] The designation "arbitrarily substituted (Ca to Cb) alkyl" in this specification indicates an alkyl group consisting of carbon atoms a to b, wherein the hydrogen atom bonded to the carbon atom is arbitrarily replaced by substituents arbitrarily selected from the specified substituent group, within the range of their respective specified carbon number ranges. In this case, when there are two or more substituents on each (Ca to Cb) alkyl group, the substituents may be the same or different from each other.

[0083] The designation "arbitrarily substituted haloalkyl (Ca to Cb)" in this specification refers to a haloalkyl group consisting of carbon atoms a to b, selected from the specified range of carbon atoms, in which the hydrogen or halogen atom bonded to the carbon atom is arbitrarily substituted by substituents chosen from the appropriate substituent groups. When there are two or more substituents on each haloalkyl (Ca to Cb) group, the substituents may be the same or different from each other.

[0084] The designation "arbitrarily substituted (Ca to Cb) cycloalkyl" in this specification refers to a cycloalkyl group consisting of carbon atoms a to b, wherein the hydrogen atom bonded to the carbon atom is arbitrarily replaced by substituents selected from a range of specified carbon atom numbers. When there are two or more substituents on each (Ca to Cb) cycloalkyl group, the substituents may be the same or different from each other.

[0085] The designation "arbitrarily substituted halocycloalkyl (Ca to Cb)" in this specification refers to a halocycloalkyl group consisting of a to b carbon atoms, where the hydrogen or halogen atom bonded to the carbon atom is arbitrarily replaced by substituents selected from a range of specified carbon atom numbers, with the substituents being chosen from the specified range of substituent numbers. In this case, when there are two or more substituents on each halocycloalkyl group, the substituents may be the same or different from each other.

[0086] The designation "arbitrarily substituted (Ca to Cb) alkenyl" in this specification refers to an alkenyl group consisting of a to b carbon atoms, in which the hydrogen atom bonded to the carbon atom is arbitrarily replaced by substituents selected from a range of specified carbon atom numbers, with the substituents chosen from the specified substituent groups. In this case, when there are two or more substituents on each (Ca to Cb) alkenyl group, the substituents may be the same or different from each other.

[0087] The designation "arbitrarily substituted haloalkenyl (Ca to Cb)" in this specification refers to a haloalkenyl group consisting of a to b carbon atoms, where the hydrogen or halogen atom bonded to the carbon atom is arbitrarily replaced by substituents selected from a range of specified carbon atom numbers, with the substituents being chosen from the specified range of substituent numbers. In this case, when there are two or more substituents on each haloalkenyl (Ca to Cb), the substituents may be the same or different from each other.

[0088] The designation "arbitrarily substituted (Ca to Cb) alkenyloxy group" in this specification refers to an alkenyloxy group consisting of a to b carbon atoms, where the hydrogen atom bonded to the carbon atom is arbitrarily replaced by substituents selected from a range of specified carbon atom numbers, with the substituents chosen from a range of specified substituent numbers. In this case, when there are two or more substituents on each (Ca to Cb) alkenyloxy group, the substituents may be the same or different from each other.

[0089] The designation "arbitrarily substituted haloalkenyloxy group" in this specification refers to a haloalkenyloxy group consisting of a to b carbon atoms, wherein the hydrogen or halogen atom bonded to the carbon atom is arbitrarily substituted by substituents selected from a range of specified carbon atom numbers, with the substituents being chosen from the specified range of substituent numbers. In this case, when there are two or more substituents on each haloalkenyloxy group, the substituents may be the same or different from each other.

[0090] The designation "arbitrarily substituted (Ca to Cb) ynyl group" in this specification refers to an ynyl group consisting of a to b carbon atoms, where the hydrogen atom bonded to the carbon atom is arbitrarily replaced by substituents selected from a range of specified carbon atom numbers, with the substituents chosen from the specified substituent groups. In this case, when there are two or more substituents on each (Ca to Cb) ynyl group, the substituents may be the same or different from each other.

[0091] The designation "arbitrarily substituted halo(Ca to Cb) ynyl group" in this specification refers to a haloynyl group consisting of a to b carbon atoms, formed by arbitrarily replacing the hydrogen or halogen atom bonded to the carbon atom with substituents selected from a range of specified carbon atom numbers, where the substituents are arbitrarily chosen from a range of specified carbon atom numbers. In this case, when there are two or more substituents on each halo(Ca to Cb) ynyl group, the substituents may be the same or different from each other.

[0092] The designation "arbitrarily substituted (Ca to Cb) alkoxy group" in this specification refers to an alkoxy group consisting of a to b carbon atoms, where the hydrogen atom bonded to the carbon atom is arbitrarily replaced by a substituent selected from a range of specified carbon atom numbers, with the substituents chosen from the specified substituent groups. In this case, when there are two or more substituents on each (Ca to Cb) alkoxy group, the substituents may be the same or different from each other.

[0093] The designation "arbitrarily substituted haloalkoxy (Ca to Cb) groups" in this specification refers to haloalkoxy groups consisting of carbon atoms a to b, selected from the specified range of carbon number, in which the hydrogen or halogen atom bonded to the carbon atom is arbitrarily substituted by substituents chosen from the appropriate substituent groups. When there are two or more substituents on each haloalkoxy group, the substituents may be the same or different from each other.

[0094] The designation "arbitrarily substituted (Ca to Cb) alkyl thio groups" in this specification refers to alkyl thio groups consisting of carbon atoms a to b, where the hydrogen atom bonded to the carbon atom is arbitrarily replaced by substituents selected from a range of specified carbon atom numbers, with substituents chosen from the specified substituent groups. In this case, when there are two or more substituents on each (Ca to Cb) alkyl thio group, the substituents may be the same or different from each other.

[0095] The designation "arbitrarily substituted haloalkylthio groups" in this specification refers to haloalkylthio groups consisting of carbon atoms a to b, selected from the specified range of carbon number, in which the hydrogen or halogen atom bonded to the carbon atom is arbitrarily replaced by substituents chosen from the appropriate substituent groups. When there are two or more substituents on each haloalkylthio group, the substituents may be the same or different from each other.

[0096] The designation "arbitrarily substituted (Ca to Cb) alkyl sulfinyl group" in this specification refers to an alkyl sulfinyl group consisting of carbon atoms a to b, wherein the hydrogen atom bonded to the carbon atom is arbitrarily replaced by substituents selected from a range of specified carbon atom numbers, with substituents chosen from the specified substituent groups. In this case, when there are two or more substituents on each (Ca to Cb) alkyl sulfinyl group, the substituents may be the same or different from each other.

[0097] The designation "arbitrarily substituted haloalkylsulfinyl group" in this specification refers to a haloalkylsulfinyl group consisting of a to b carbon atoms, where the hydrogen or halogen atom bonded to the carbon atom is arbitrarily replaced by substituents selected from a range of specified carbon atom numbers, with the substituents being chosen from the specified range of substituent numbers. In this case, when there are two or more substituents on each haloalkylsulfinyl group, the substituents may be the same or different from each other.

[0098] The designation "arbitrarily substituted (Ca to Cb) alkyl sulfonyl" in this specification refers to an alkyl sulfonyl group consisting of a to b carbon atoms, wherein the hydrogen atom bonded to the carbon atom is arbitrarily replaced by substituents selected from a range of specified carbon atom numbers, with the substituents chosen from the specified substituent groups. In this case, when there are two or more substituents on each (Ca to Cb) alkyl sulfonyl group, the substituents may be the same or different from each other.

[0099] The designation "arbitrarily substituted haloalkylsulfonyl group" in this specification refers to a haloalkylsulfonyl group consisting of a to b carbon atoms, where the hydrogen or halogen atom bonded to the carbon atom is arbitrarily replaced by substituents selected from a range of specified carbon atom numbers, with the substituents being chosen from the specified range of substituent numbers. In this case, when there are two or more substituents on each haloalkylsulfonyl group, the substituents may be the same or different from each other.

[0100] The designation "arbitrarily substituted (Ca to Cb) alkyl carbonyl" in this specification refers to an alkyl carbonyl group consisting of carbon atoms a to b, wherein the hydrogen atom bonded to the carbon atom is arbitrarily replaced by substituents selected from a range of specified carbon atom numbers, with substituents chosen from the specified substituent groups. In this case, when there are two or more substituents on each (Ca to Cb) alkyl carbonyl group, the substituents may be the same or different from each other.

[0101] The designation "arbitrarily substituted haloalkylcarbonyl" in this specification refers to a haloalkylcarbonyl group consisting of carbon atoms a to b, selected from the specified range of carbon atoms, in which the hydrogen or halogen atom bonded to the carbon atom is arbitrarily substituted by substituents chosen from the appropriate substituent groups. In this case, when there are two or more substituents on each haloalkylcarbonyl group, the substituents may be the same or different from each other.

[0102] The designation "arbitrarily substituted (Ca to Cb) alkoxycarbonyl" in this specification refers to an alkoxycarbonyl group consisting of a to b carbon atoms, where the hydrogen atom bonded to the carbon atom is arbitrarily replaced by substituents selected from a range of specified carbon atom numbers, with substituents chosen from the specified substituent groups. In this case, when there are two or more substituents on each (Ca to Cb) alkoxycarbonyl group, the substituents may be the same or different from each other.

[0103] The designation "arbitrarily substituted haloalkoxycarbonyl" in this specification refers to a haloalkoxycarbonyl group consisting of a to b carbon atoms, formed by arbitrarily replacing the hydrogen or halogen atom bonded to the carbon atom with substituents selected from a range of specified carbon atom numbers, where the substituents are arbitrarily chosen from a group of substituents that meet the specified substituent groups. In this case, when there are two or more substituents on each haloalkoxycarbonyl group, the substituents may be the same or different from each other.

[0104] The designation "arbitrarily substituted (Ca to Cb) alkyl carbonyloxy group" in this specification refers to an alkyl carbonyloxy group consisting of carbon atoms a to b, wherein the hydrogen atom bonded to the carbon atom is arbitrarily replaced by substituents selected from a range of specified carbon atom numbers, with substituents chosen from the specified substituent groups. In this case, when there are two or more substituents on each (Ca to Cb) alkyl carbonyloxy group, the substituents may be the same or different from each other.

[0105] The designation "arbitrarily substituted haloalkylcarbonyloxy group" in this specification refers to a haloalkylcarbonyloxy group consisting of carbon atoms a to b, selected from the specified range of carbon atoms, in which the hydrogen or halogen atom bonded to the carbon atom is arbitrarily substituted by substituents chosen from the appropriate substituent groups. In this case, when there are two or more substituents on each haloalkylcarbonyloxy group, the substituents may be the same or different from each other.

[0106] The designation "arbitrarily substituted (Ca to Cb) alkoxycarbonyloxy group" in this specification refers to an alkoxycarbonyloxy group consisting of a to b carbon atoms, where the hydrogen atom bonded to the carbon atom is arbitrarily replaced by substituents selected from a range of specified carbon atom numbers, with the substituents chosen from the specified substituent groups. In this case, when there are two or more substituents on each (Ca to Cb) alkoxycarbonyloxy group, the substituents may be the same or different from each other.

[0107] The designation "arbitrarily substituted haloalkoxycarbonyloxy group" in this specification refers to a haloalkoxycarbonyloxy group consisting of a to b carbon atoms, formed by arbitrarily replacing the hydrogen or halogen atom bonded to the carbon atom with substituents selected from a range of specified carbon atom numbers, where the substituents are arbitrarily chosen from a group of substituents that meet the specified substituent groups. In this case, when there are two or more substituents on each haloalkoxycarbonyloxy group, the substituents may be the same or different from each other.

[0108] The designation "arbitrarily substituted (Ca to Cb) alkylsulfonyloxy group" in this specification refers to an alkylsulfonyloxy group consisting of carbon atoms a to b, wherein the hydrogen atom bonded to the carbon atom is arbitrarily replaced by substituents selected from a range of specified carbon atom numbers. In this case, when there are two or more substituents on each (Ca to Cb) alkylsulfonyloxy group, the substituents may be the same or different from each other.

[0109] The designation "arbitrarily substituted haloalkylsulfonyloxy group" in this specification refers to a haloalkylsulfonyloxy group consisting of a to b carbon atoms, formed by arbitrarily replacing the hydrogen or halogen atom bonded to the carbon atom with substituents selected from a range of specified carbon atom numbers, where the substituents are arbitrarily chosen from a range of specified carbon atom numbers. In this case, when there are two or more substituents on each haloalkylsulfonyl group, the substituents may be the same or different from each other.

[0110] The designation "arbitrarily substituted phenyl" in this specification refers to a phenyl whose hydrogen atom on the carbon atom bonded to the phenyl ring is arbitrarily substituted by a substituent selected from a suitable substituent group. In this case, when there are more than two substituents on each phenyl group, the substituents may be the same or different from each other.

[0111] The designation "arbitrarily substituted heterocyclic group" in this specification refers to a heterocyclic group in which the hydrogen atom of the carbon atom bonded to the heterocycle is arbitrarily substituted by a substituent selected from a conforming substituent group. In this case, when there are more than two substituents on each heterocyclic group, the substituents may be the same or different from each other.

[0112] The designation "arbitrarily substituted phenoxy group" in this specification refers to a phenoxy group in which the hydrogen atom of the carbon atom bonded to the phenyl ring is arbitrarily substituted with a substituent selected from a suitable substituent group. In this case, when there are two or more substituents on each phenoxy group, the substituents may be the same or different from each other.

[0113] The designation "arbitrarily substituted pyridyloxy group" in this specification refers to a pyridyloxy group in which the hydrogen atom of the carbon atom bonded to the pyridine ring is arbitrarily substituted by a substituent selected from a group of substituents that conforms to the substituent group. In this case, when there are two or more substituents on each pyridyloxy group, the substituents may be the same or different from each other.

[0114] The designations in this specification, such as "two adjacent Z1 or two Z2 atoms are linked together to form a 5- or 6-membered alicyclic group" or "two adjacent Z1 or two Z2 atoms, together with the carbon atom bonded to the Z1 or Z2, form a 1,3-dioxacyclopentenyl or 1,4-dioxacyclohexadienyl group," indicate that in two adjacent Z1 or Z2 atoms substituted on a phenyl, heterocyclic, phenoxy, or pyridyloxy group, any atoms on each Z1 or Z2 are covalently linked to form a 5- or 6-membered alicyclic group, or a 1,3-dioxacyclopentenyl or 1,4-dioxacyclohexadienyl group. In this case, the two Z1 or Z2 atoms can be identical or different. Furthermore, the atoms on each covalently bonded Z1 or Z2 can be independently and arbitrarily selected from carbon, nitrogen, oxygen, or sulfur atoms. Specific examples are illustrated in the following diagram of the substituent structures. However, this is not a limitation. Additionally, in the following diagrams, “Het” refers to a heterocyclic group, which is synonymous with the aforementioned.

[0115]

[0116]

[0117] The designation "Ya and Yb are linked together to form an aliphatic 3 to 10-membered cyclic amine or cyclic amide group" in this specification means that any atoms on Ya and Yb are covalently linked to form an aliphatic 3 to 10-membered cyclic amine or cyclic amide group.

[0118] At this point, the two Ya and Yb atoms can be identical or different. Furthermore, the atoms on each Ya and Yb in the covalent bond can be independently and arbitrarily selected from hydrogen, carbon, nitrogen, oxygen, or sulfur atoms. Specific examples are shown in the following diagram of substituent structures. However, this is not the only possibility.

[0119]

[0120] This invention relates to the compound represented by formula (1) above, or its salts or N-oxides. The compound represented by formula (1) is a compound in which the D-part of the cyclic structure and the B-part of the cyclic structure are linked by the cyclic structure represented by formula (1). Hereinafter, this compound will be described.

[0121] In formula (1), the ring structure connecting part D and part B is a nitrogen-containing cyclic group consisting of a 5-membered or 6-membered ring with at least two nitrogen atoms. For example, a diazole structure... Diazole structure, thiadiazole structure, triazole structure, imidazole structure, di Structure (pyr) Structure, pyrimidine structure, or ta structure), two Structure, thiazolidinium Structure, or three Structure. A 5-membered or 6-membered diazole structure is preferred. diazole structure, thiadiazole structure, or di structure, two Structure, thiazolidinium structure.

[0122] In the cyclic structure connecting part D and part B of the compound of the present invention, X1 is an oxygen atom, a sulfur atom, NY1, or C (J5J6), and J1, J2, J3 and J4 are respectively independently selected from the group consisting of hydrogen atom, halogen atom, (C1 to C6) alkyl group with substituent, (C1 to C6) alkyl group with substituent, (C1 to C6) alkoxy group with substituent, (C1 to C6) alkoxy group with substituent, and hydroxyl group, or two bonds of C-J1 and C-J2, or C-J3 and C-J4 are bonded together to form a group consisting of the group consisting of carbonyl O atom, thiocarbonyl S atom, imine group substituted with Y2, and methylene (terminal methylene) (=CJ7J8) substituted with J7 and J8.

[0123] C(J5J6) is a methylene group substituted with J5 and J6 (>CJ5J6), where J5 and J6 are each independently selected from the group consisting of hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, and alkyl halogens (C1 to C6) that may have substituents, or two bonds of C-J5 and C-J6 combined to form a group consisting of an O atom of a carbonyl group, a S atom of a thiocarbonyl group, an imine group substituted with Y3, and a methylene group substituted with J7 and J8. Preferably, J5 and J6 are groups selected from the group consisting of hydrogen atoms and halogen atoms, or two bonds of C-J5 and C-J6 combined to form a group consisting of an O atom of a carbonyl group, a S atom of a thiocarbonyl group, an imine group substituted with Y3, and a methylene group substituted with J7 and J8.

[0124] Y1, Y2, and Y3 are selected from hydrogen atoms and may contain substituents of the following: (C1 to C6) alkyl groups, (C1 to C6) alkyl halogens, (C3 to C6) cycloalkyl groups, (C3 to C6) cycloalkyl halogens, (C2 to C6) alkenyl groups, (C2 to C6) alkenyl groups, (C1 to C6) alkoxy groups, (C1 to C6) alkoxy groups, and (C1 to C6) alkoxy groups. The group consisting of (C1 to C6) alkyl carbonyl, halogenated (C1 to C6) alkyl carbonyl with substituents, (C3 to C6) cycloalkyl carbonyl with substituents, halogenated (C3 to C6) cycloalkyl carbonyl with substituents, (C1 to C6) alkoxy carbonyl with substituents, halogenated (C1 to C6) alkoxy carbonyl with substituents, (C1 to C6) alkyl sulfonyl with substituents, halogenated (C1 to C6) alkyl sulfonyl with substituents, and hydroxyl groups.

[0125] J7 and J8 are groups selected from the group consisting of hydrogen atoms, halogen atoms, (C1 to C6) alkyl groups that may have substituents, (C1 to C6) alkyl halogen groups that may have substituents, (C1 to C6) alkoxy groups that may have substituents, (C1 to C6) alkoxy groups that may have substituents, and (C1 to C6) alkoxy groups that may have substituents, and substituted amino groups.

[0126] In equation (1), a specific example of the ring structure connecting part D and part B is, for example, 1, 2, 4- as illustrated in the following equation. Diazole structure, 1,2,4-thiadiazole structure, 1,2,4-triazole structure, imidazole structure, 1,2,4- two Structure, 1,2,4-thiadi Structure, 1, 2, 4 - three Structure, pyrimidine structure.

[0127]

[0128]

[0129] When X1 in formula (1) is NY1, Y1 is preferably selected from the group consisting of hydrogen atom, (C1 to C6) alkyl group with substituent, (C1 to C6) alkyl group with substituent, (C1 to C6) alkoxy group with substituent, (C1 to C6) alkoxy group with substituent, (C2 to C6) alkenyl group with substituent, (C2 to C6) alkenyl group with substituent, (C1 to C6) alkyl carbonyl group with substituent, (C1 to C6) alkyl carbonyl group with substituent, (C1 to C6) alkoxy carbonyl group with substituent, (C1 to C6) alkoxy carbonyl group with substituent, and hydroxyl group. More preferably, the group is selected from the group consisting of hydrogen atom, (C1 to C6) alkyl group with substituents, (C1 to C6) alkyl halogroup with substituents, (C1 to C6) alkoxy group with substituents, (C1 to C6) alkoxy halogroup with substituents, (C1 to C6) alkyl carbonyl group with substituents, (C1 to C6) alkyl carbonyl group with substituents, and hydroxyl group. Even more preferably, the group is selected from the group consisting of hydrogen atom, (C1 to C6) alkyl group with substituents, and (C1 to C6) alkyl carbonyl group with substituents.

[0130] When X1 in formula (1) is C(J5J6), it is preferable that J5 and J6 are each independently selected from the group consisting of hydrogen atoms, halogen atoms, and alkyl groups (C1 to C6) that may have substituents, or that the two bonds of C-J5 and C-J6 are combined to form the group consisting of ...

[0131] In formula (1), preferably J1, J2, J3, and J4 are each independently a group consisting of hydrogen atoms, halogen atoms, and (C1 to C6) alkyl groups that may have substituents, or two bonds of C-J1 and C-J2, or C-J3 and C-J4 combined together to form a group consisting of an O atom of a carbonyl group, a S atom of a thiocarbonyl group, and an imine group substituted with Y2. More preferably, they are groups consisting of hydrogen atoms and (C1 to C6) alkyl groups, or two bonds of C-J1 and C-J2, or C-J3 and C-J4 combined together to form a group consisting of an O atom of a carbonyl group and a S atom of a thiocarbonyl group. Even more preferably, they are groups consisting of hydrogen atoms, or two bonds of C-J1 and C-J2, or C-J3 and C-J4 combined together to form a group consisting of an O atom of a carbonyl group and a S atom of a thiocarbonyl group.

[0132] In the aforementioned formula (1), n ​​can be 0. In this case, J1 and J2 are preferably hydrogen atoms, alkyl groups (C1 to C6) that may have substituents, or O atoms of carbonyl groups formed by the two bonds of C-J1 and C-J2, S atoms of thiocarbonyl groups, and imine groups substituted with Y2. J1 and J2 are more preferably hydrogen atoms, or O atoms of carbonyl groups formed by the two bonds of C-J1 and C-J2, or S atoms of thiocarbonyl groups.

[0133] J7 and J8 are respectively independently groups selected from the group consisting of hydrogen atom, halogen atom, (C1 to C6) alkyl group with substituent, (C1 to C6) alkyl group with substituent, (C1 to C6) alkoxy group with substituent, (C1 to C6) alkoxy group with substituent, amino group or hydroxyl group substituted with one or two (C1 to C6) alkyl and / or halo(C1 to C6) alkyl groups. Preferably, they are groups selected from the group consisting of hydrogen atom, (C1 to C6) alkyl group with substituent, (C1 to C6) alkoxy group with substituent, amino group or hydroxyl group substituted with one or two (C1 to C6) alkyl and / or halo(C1 to C6) alkyl groups. More preferably, they are groups selected from the group consisting of hydrogen atom, (C1 to C6) alkoxy group, amino group or hydroxyl group substituted with one or two (C1 to C6) alkyl groups.

[0134] Y2 and Y3 are preferably independently selected from the group consisting of hydrogen atom, (C1 to C6) alkyl group with substituent, (C1 to C6) alkyl group with substituent, (C1 to C6) alkoxy group with substituent, (C1 to C6) alkoxy group with substituent, (C2 to C6) alkenyl group with substituent, (C2 to C6) alkenyl group with substituent, (C1 to C6) alkyl carbonyl group with substituent, (C1 to C6) alkyl carbonyl group with substituent, (C1 to C6) alkoxy carbonyl group with substituent, (C1 to C6) alkoxy carbonyl group with substituent, and hydroxyl group. More preferably, the group is selected from the group consisting of hydrogen atom, (C1 to C6) alkyl group with substituents, (C1 to C6) alkyl halogroup with substituents, (C1 to C6) alkoxy group with substituents, (C1 to C6) alkoxy halogroup with substituents, (C1 to C6) alkyl carbonyl group with substituents, (C1 to C6) alkyl carbonyl group with substituents, and hydroxyl group. Even more preferably, the group is selected from the group consisting of hydrogen atom, (C1 to C6) alkyl group with substituents, and (C1 to C6) alkyl carbonyl group with substituents.

[0135] The preferred state of the annular structure connecting part D and part B in equation (1) is 1,2,4- diazole structure, 1,2,4-thiadiazole structure, 1,2,4- two Structure, 1,2,4-thiadi Structure. That is, in the preferred ring structure, X1 is an oxygen atom or a sulfur atom, n is 0 or 1, and J1, J2, J3 and J4 are synonyms of the above.

[0136] In formula (1), D is an unsubstituted or Z1-substituted phenyl group, or an unsubstituted or Z1-substituted heterocyclic group. Preferably, it is an unsubstituted or Z1-substituted phenyl group, an unsubstituted or Z1-substituted pyridyl group, or an unsubstituted or Z1-substituted pyridyl group. pyrimidinyl group, unsubstituted or arbitrarily substituted via Z1, unsubstituted or arbitrarily substituted via Z1 The alkyl group is preferably an unsubstituted or Z1-substituted pyridinyl group. The alkyl group is preferably a phenyl group substituted with one or more Z1 groups, or a nitrogen-containing heterocyclic group substituted with one or more Z1 groups. In this case, the nitrogen-containing heterocycle is selected from pyridinyl, alkyl, and alkyl groups. pyrimidinyl, and pyridine Heterocyclic groups composed of bases.

[0137] Part D is preferably selected from the group consisting of ring structural groups of D-1, D-2, D-3, D-4, D-5, D-6, D-7, D-8, D-9, and D-10, and more preferably may have phenyl or heterocyclic groups with substituents specified by Z1A, Z1B, Z1C, Z1D, and Z1E. More preferably, it is selected from the group consisting of ring structural groups of D-1, D-2, D-3, D-4, D-5, D-6, D-7, and D-8. Particularly preferably, it is selected from the group consisting of D-1, D-2, D-3, D-4, D-5, and D-6. Part D is even more preferably the ring structural group shown in D-2.

[0138] Z1 is selected from halogen atoms, and may contain substituents such as (C1 to C6) alkyl, (C1 to C6) alkyl halogroup, (C3 to C6) cycloalkyl, (C3 to C6) cycloalkyl, (C1 to C6) alkoxy, (C1 to C6) alkoxy, (C2 to C6) alkenyl, (C2 to C6) alkenyl, and (C2 to C6) alkyl groups. Alkenyloxy group, halogenated (C2 to C6) alkenyloxy group with substituents, alkylthio group with substituents (C1 to C6), alkylthio group with substituents, alkylsulfinyl group with substituents (C1 to C6), alkylsulfinyl group with substituents (C1 to C6), alkylsulfinyl group with substituents (C1 to C6), alkylsulfinyl group with substituents (C1 to C6), alkylcarbonyl group with substituents (C1 to C6), etc. Halogenated (C1 to C6) alkyl carbonyl groups with substituents, alkoxy carbonyl groups with substituents, halogenated (C1 to C6) alkoxy carbonyl groups with substituents, alkyl carbonyloxy groups with substituents, halogenated (C1 to C6) alkyl carbonyloxy groups with substituents, alkoxy carbonyloxy groups with substituents, halogenated (C1 to C6) alkoxy carbonyloxy groups with substituents, alkyl sulfonyloxy groups with substituents The group consisting of a halogenated (C1 to C6) alkylsulfonyloxy group, NY4Y5 group, C(O)NY4Y5 group, cyano group, nitro group, hydroxyl group, mercapto group, formyl group, carboxyl group, SF5 group, or adjacent Z1 groups linked together to form an unsubstituted or 5 or 6-membered alicyclic group that may be substituted by one or more halogen atoms or (C1 to C6) alkyl groups, or adjacent Z1 groups together with the carbon atoms bonded to the Z1 group to form 1,3-dioxacyclopentenyl or 1,4-dioxacyclohexadienyl.

[0139] The substituent on the phenyl or heterocyclic group in part D is preferably a hydrogen atom, or selected from a halogen atom, and may be a (C1 to C6) alkyl group, a (C1 to C6) alkyl group, a (C3 to C6) cycloalkyl group, a (C3 to C6) cycloalkyl group, a (C1 to C6) alkoxy group, a (C1 to C6) alkoxy group, a (C2 to C6) alkenyl group, a (C2 to C6) alkenyl group, or a (C2 to C6) alkenyl group. The group consisting of a substituent (C2 to C6) alkenyloxy group, a substituent (C2 to C6) alkenyloxy group, a substituent (C1 to C6) alkylthio group, a substituent (C1 to C6) alkylthio group, a substituent (C1 to C6) alkylsulfinyl group, a substituent (C1 to C6) alkylsulfinyl group, a substituent (C1 to C6) alkylsulfinyl group, a substituent (C1 to C6) alkylsulfinyl group, NY4Y5 group, C(O)NY4Y5 group, cyano group, nitro group, and hydroxyl group. Preferably, it is a group consisting of a hydrogen atom, or a halogen atom, a (C1 to C6) alkyl group that may have a substituent, a (C1 to C6) alkyl group that may have a substituent, a (C3 to C6) cycloalkyl group that may have a substituent, a (C1 to C6) alkoxy group that may have a substituent, a (C1 to C6) alkoxy group that may have a substituent, a (C1 to C6) alkylthio group that may have a substituent, a (C1 to C6) alkylsulfinyl group that may have a substituent, a (C1 to C6) alkylsulfinyl group that may have a substituent, a (C1 to C6) alkylsulfinyl group that may have a substituent, a (C1 to C6) alkylsulfinyl group that may have a substituent, and a cyano group.

[0140] Part D is preferably the phenyl, pyridyl, or tert-phenyl groups substituted with Z1A, Z1B, Z1C, Z1D, and Z1E as shown in D-1 to D-10 above. pyrimidinyl, pyrimidinyl base.

[0141] Z1A, Z1B, Z1C, Z1D, and Z1E are selected from hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, cycloalkyl groups (C3 to C6) that may have substituents, cycloalkyl halogens (C3 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, and cycloalkyl groups (C2 to C6) that may have substituents. (C2 to C6) alkenyl, (C2 to C6) alkenyl (possibly having substituents), (C2 to C6) alkenyloxy (possibly having substituents), (C2 to C6) alkenyloxy (possibly having substituents), (C1 to C6) alkylthio (possibly having substituents), (C1 to C6) alkylthio (possibly having substituents), (C1 to C6) alkylsulfinyl (possibly having substituents), (C1 to C6) alkylsulfinyl (possibly having substituents), (C1 to C6) alkylsulfinyl (possibly having substituents), (C1 to C6) alkylsulfinyl (possibly having substituents), (C1 to C6) alkylsulfinyl (possibly having substituents), (C2 to C6) alkenylyl (possibly having substituents), (C2 to C6) alkenylylyl (possibly having substituents), (C1 to C6) alkylsulfinyl (possibly having substituents), (C2 to C6) alkenyl ... Substituents (C1 to C6) alkylsulfonyl, substituted (C1 to C6) alkylsulfonyl, substituted (C1 to C6) alkylcarbonyl, substituted (C1 to C6) alkylcarbonyl, substituted (C1 to C6) alkoxycarbonyl, substituted (C1 to C6) alkoxycarbonyl, substituted (C1 to C6) alkylcarbonyloxy, substituted (C1 to C6) alkylcarbonyloxy, substituted (C1 to C6) alkylcarbonyloxy The group consisting of alkyl carbonyloxy (C1 to C6), alkoxy carbonyloxy (C1 to C6) which may have substituents, halogenated (C1 to C6) alkoxy carbonyloxy (C1 to C6) which may have substituents, alkyl sulfonyloxy (C1 to C6) which may have substituents, NY4Y5 group, C(O)NY4Y5 group, cyano, nitro, hydroxyl, mercapto, methyl, carboxyl, and SF5 group.

[0142] Z1A to Z1E are preferably selected from hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, cycloalkyl groups (C3 to C6) that may have substituents, cycloalkyl halogens (C3 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkenyl groups (C2 to C6) that may have substituents, alkenyl groups (C2 to C6) that may have substituents, and alkenyl groups (C2 to C6) that may have substituents. The group consisting of oxy group, halogenated (C2 to C6) alkenyloxy group with substituents, alkylthio group with substituents, halogenated (C1 to C6) alkylthio group with substituents, alkylsulfinyl group with substituents, halogenated (C1 to C6) alkylsulfinyl group with substituents, alkylsulfinyl group with substituents, alkylsulfinyl group with substituents, NY4Y5 group, C(O)NY4Y5 group, cyano group, nitro group, and hydroxyl group. Preferably, it is a group consisting of a hydrogen atom, or a halogen atom, a (C1 to C6) alkyl group that may have a substituent, a (C1 to C6) alkyl group that may have a substituent, a (C3 to C6) cycloalkyl group that may have a substituent, a (C1 to C6) alkoxy group that may have a substituent, a (C1 to C6) alkoxy group that may have a substituent, a (C1 to C6) alkylthio group that may have a substituent, a (C1 to C6) alkylsulfinyl group that may have a substituent, a (C1 to C6) alkylsulfinyl group that may have a substituent, a (C1 to C6) alkylsulfinyl group that may have a substituent, a (C1 to C6) alkylsulfinyl group that may have a substituent, and a cyano group.

[0143] Examples of Z1A to Z1E include: hydrogen atom, halogen atom, methyl, ethyl, isopropyl, trifluoromethyl, pentafluoroethyl, heptafluoro-n-propyl, heptafluoroisopropyl, trifluoromethoxy, 2,2,2-trifluoroethoxy, pentafluoroethoxy, trifluoromethylthio, 2,2,2-trifluoroethylthio, pentafluoroethylthio, trifluoromethylsulfinyl, 2,2,2-trifluoroethylsulfinyl, pentafluoroethylsulfinyl, trifluoromethylsulfinyl, 2,2,2-trifluoroethylsulfinyl, or pentafluoroethylsulfinyl. More preferably, it is selected from the group consisting of hydrogen atom, halogen atom, methyl, trifluoromethyl, pentafluoroethyl, heptafluoroisopropyl, trifluoromethoxy, trifluoromethylthio, trifluoromethylsulfinyl, or trifluoromethylsulfinyl.

[0144] In formula (1), part B is the aforementioned B-1, B-2, B-3, B-4, B-5, B-6, and B-8. That is, it can be a nitrogen-containing heterocyclic group having a substituent as shown in -S(O)mR12, which has substituents specified by R1, R2, R3, R4, R5, R6, R7, R8, R10, R11, and R13.

[0145] The substituent systems specified by R1, R2, R3, R4, R5, R6, R7, R8, and R13 are independently selected from hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, cycloalkyl groups (C3 to C6) that may have substituents, cycloalkyl halogens (C3 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, and alkenyl groups (C2 to C6) that may have substituents. Halo-(C2 to C6) alkenyl groups that may have substituents; Halo-(C2 to C6) alkynyl groups that may have substituents; Halo-(C2 to C6) alynyl groups that may have substituents; Halo-(C2 to C6) alynoxy groups that may have substituents; Halo-(C2 to C6) alynoxy groups that may have substituents; Halo-(C1 to C6) alkyl thio groups that may have substituents; Halo-(C1 to C6) alkyl sulfinyl groups that may have substituents; Halo-(C1 to C6) alkyl sulfinyl groups that may have substituents; Alkyl sulfonyl (C1 to C6) with substituents, halogenated (C1 to C6) alkyl sulfonyl (possibly with substituents), alkyl carbonyl (possibly with substituents), alkyl carbonyl (possibly with substituents), alkyl carbonyloxy (possibly with substituents), alkyl carbonyloxy (possibly with substituents), alkoxy carbonyl (possibly with substituents), alkyl carbonyloxy (possibly with substituents), and (C1 to C6) alkyl carbonyl (possibly with substituents). The group consisting of alkoxycarbonyloxy, halogenated (C1 to C6) alkoxycarbonyloxy, alkylsulfonyloxy, halogenated (C1 to C6) alkylsulfonyloxy, phenyl, heterocyclic, phenoxy, pyridyloxy, ny4Y5, C(O)NY4Y5, CH=NY6, cyano, nitro, hydroxyl, mercapto, methyl, carboxyl, and SF5.

[0146] R1 to R8 and R13 are preferably selected independently from hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogenates (C1 to C6) that may have substituents, cycloalkyl groups (C3 to C6) that may have substituents, cycloalkyl halogenates (C3 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkenyl groups (C2 to C6) that may have substituents, alkenyl groups (C2 to C6) that may have substituents, alkenyloxy groups (C2 to C6) that may have substituents, alkenyloxy groups (C2 to C6) that may have substituents, alkenyloxy groups (C2 to C6) that may have substituents, and so on. The group consisting of (C2 to C6) alkynyl, halogenated (C2 to C6) alkynyl with substituents, (C1 to C6) alkylthioyl with substituents, halogenated (C1 to C6) alkylthioyl with substituents, (C1 to C6) alkylsulfinyl with substituents, halogenated (C1 to C6) alkylsulfinyl with substituents, halogenated (C1 to C6) alkylsulfinyl with substituents, phenyl with substituents, heterocyclic group with substituents, -NY4Y5 group, -C(O)NY4Y5 group, -CH=NY6 group, cyano, nitro group, and hydroxyl group.

[0147] R1 to R8 and R13 are preferably independently selected from hydrogen atoms, halogen atoms, substituted (C1 to C6) alkyl groups, substituted (C1 to C6) alkyl halogens, substituted (C3 to C6) cycloalkyl groups, substituted (C3 to C6) cycloalkyl groups, substituted (C1 to C6) alkoxy groups, substituted (C1 to C6) alkoxy groups, substituted (C1 to C6) alkylthio groups, substituted (C1 to C6) alkylthio groups, substituted (C1 to C6) alkylsulfinyl groups, substituted (C1 to C6) alkylsulfinyl groups, substituted (C1 to C6) alkylsulfinyl groups, and substituted (C1 to C6) alkylsulfinyl groups. A group consisting of a substituted (C1 to C6) alkyl sulfonyl group, a substituted phenyl group, a substituted heterocyclic group, a -NY4Y5 group, a -C(O)NY4Y5 group, a -CH=NY3 group, a cyano group, a nitro group, and a hydroxyl group, wherein at least one of R2 and R3 is selected from a halogen atom, a substituted (C1 to C6) alkyl group, a substituted (C1 to C6) alkyl group, a substituted (C3 to C6) cycloalkyl group, a substituted (C3 to C6) cycloalkyl group, a substituted (C1 to C6) alkoxy group, or a substituted (C1 to C6) alkoxy group. The group consisting of (C2 to C6) alkynyl groups that may have substituents, (C2 to C6) alkynyl groups that may have substituents, (C1 to C6) alkylthio groups that may have substituents, (C1 to C6) alkylthio groups that may have substituents, (C1 to C6) alkylsulfinyl groups that may have substituents, (C1 to C6) alkylsulfinyl groups that may have substituents, (C1 to C6) alkylsulfinyl groups that may have substituents, (C1 to C6) alkylsulfinyl groups that may have substituents, (C1 to C6) alkylsulfinyl groups that may have substituents, (Phenyl groups that may have substituents), heterocyclic groups that may have substituents, -NY4Y5, -C(O)NY4Y5, and -CH=NY6 groups.

[0148] The substituent groups specified by R9 and R10 in Part B above are independently selected from the group consisting of hydrogen atom, halogen atom, (C1 to C6) alkyl group that may have substituents, halo(C1 to C6) alkyl group, (C3 to C6) cycloalkyl group, halo(C3 to C6) cycloalkyl group, (C1 to C6) alkoxy group, halo(C1 to C6) alkoxy group, (C1 to C6) alkyl carbonyloxy group, halo(C1 to C6) alkyl carbonyloxy group, (C1 to C6) alkoxy carbonyloxy group, halo(C1 to C6) alkoxy carbonyloxy group, NY4Y5 group, C(O)NY4Y5 group, cyano group, nitro group, and hydroxyl group. Preferably, they are independently selected from the group consisting of hydrogen atom, halogen atom, and (C1 to C6) alkyl group, and even more preferably, they are hydrogen atom.

[0149] The substituents specified in R11 are selected from the group consisting of hydrogen atom, (C1 to C6)alkyl, halo(C1 to C6)alkyl, (C3 to C6)cycloalkyl, halo(C3 to C6)cycloalkyl, (C1 to C6)alkoxy, halo(C1 to C6)alkoxy, (C2 to C6)alkylcarbonyl, halo(C2 to C6)alkylcarbonyl, (C4 to C7)cycloalkylcarbonyl, and halo(C4 to C7)cycloalkylcarbonyl. Preferably, the substituents are selected from the group consisting of hydrogen atom, (C1 to C6)alkyl, and (C2 to C6)alkylcarbonyl.

[0150] R12 in the -S(O)mR12 group configured in part B is selected from the group consisting of (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, halo(C3 to C6) cycloalkyl, (C1 to C6) alkoxy, halo(C1 to C6) alkoxy, and NYaYb groups. More preferably, it is (C1 to C6) alkyl, halo(C1 to C6) alkyl, or NYaYb. R12 is even more preferably (C1 to C6) alkyl or halo(C1 to C6) alkyl.

[0151] m can be 0, 1, or 2. A value of 2 is preferred.

[0152] When R12 in the -S(O)mR12 base configured in part B is NYaYb base, m is 1 or 2. m is preferably 2.

[0153] Part B is preferably a cyclic structure as shown in B-1, B-2, B-3, and B-4. More preferably, in B-1, one of G2 and G4 is a nitrogen atom and the other is a carbon atom group, which can have substituents and is a pyridyl group; in B-2, G5, G6, G7, and G8 are all carbon atom groups (C(R5 to 8)) that can have substituents and are isoquinolinyl groups; in B-3, G5, G6, G7, and G8 are all carbon atom groups (C(R5 to 8)) that can have substituents and are quinolinyl groups; or in B-4, G5, G6, G7, and G8 are all carbon atom groups (C(R5 to 8)) that can have substituents and are imidazo[1,2-a]pyridyl structures. In this case, R1 to R8, R9 to R10, and R11 are synonymous with those described above.

[0154] More preferably, the cyclic structure shown in B-1, B-3, or B-4 is preferred. Specifically, in B-1, one of G2 and G4 is a nitrogen atom and the other a carbon atom group, forming a pyridyl structure that can have substituents; in B-3, G5, G6, G7, and G8 are all carbon atom groups (C(R5 to 8)) forming a quinolinyl structure that can have substituents; or in B-4, G5, G6, G7, and G8 are all carbon atom groups (C(R5 to 8)) forming an imidazo[1,2-a]pyridyl structure that can have substituents. In this case, R1 to R8, R9 to R10, and R11 are synonymous with the aforementioned structures.

[0155] When part B is B-1, the preferred system is B-7, where G2 is a C(R2) group and G4 is a nitrogen atom. In B-7, R1 is preferably selected from hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, cycloalkyl groups (C3 to C6) that may have substituents, cycloalkyl halogens (C3 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkylthio groups (C1 to C6) that may have substituents, alkylthio groups (C1 to C6) that may have substituents, or halogen groups. The group consisting of a (C1 to C6) alkylthio group, a (C1 to C6) alkylsulfinyl group that may have a substituent, a (C1 to C6) alkylsulfinyl group that may have a substituent, a (C1 to C6) alkylsulfinyl group that may have a substituent, a (C1 to C6) alkylsulfinyl group that may have a substituent, a -NY4Y5 group, a cyano group, a nitro group, a hydroxyl group, and an amino group, wherein R2 and R3 are preferably independently selected from a hydrogen atom, a halogen atom, and a (C1 to C6) alkylsulfinyl group that may have a substituent, a -NY4Y5 group, a cyano group, a nitro group, a hydroxyl group, and an amino group, and R2 and R3 are preferably independently selected from a hydrogen atom, a halogen atom, and a (C1 to C6) alkylsulfinyl group that may have a substituent. Alkyl groups (C1 to C6), halogenated (C1 to C6) alkyl groups (possibly having substituents), cycloalkyl groups (C3 to C6) (possibly having substituents), cycloalkyl groups (C3 to C6) (possibly having substituents), alkoxy groups (C1 to C6) (possibly having substituents), alkoxy groups (C1 to C6) (possibly having substituents), alkynyl groups (C2 to C6) (possibly having substituents), alkynyl groups (C2 to C6) (possibly having substituents), alkylthio groups (C1 to C6) (possibly having substituents), and alkylthio groups (possibly having substituents). The group consisting of a halogenated (C1 to C6) alkylthio group, a (C1 to C6) alkylsulfinyl group that may have a substituent, a halogenated (C1 to C6) alkylsulfinyl group that may have a substituent, a halogenated (C1 to C6) alkylsulfinyl group that may have a substituent, a phenyl group that may have a substituent, a heterocyclic group that may have a substituent, a -NY4Y5 group, a -CH=NY6 group, a cyano group, a nitro group, a hydroxyl group, and an amino group.

[0156] More preferably, R1 is a hydrogen atom, and R2 and R3 are as described above. Even more preferably, R1 is a hydrogen atom, and at least one of R2 and R3 is a group selected from the group consisting of a halogen atom, a (C1 to C6) alkyl group that may have a substituent, a (C1 to C6) alkyl group that may have a substituent, a (C3 to C6) cycloalkyl group that may have a substituent, a (C3 to C6) cycloalkyl group that may have a substituent, a (C2 to C6) ynyl group that may have a substituent, a (C2 to C6) ynyl group that may have a substituent, a phenyl group that may have a substituent, and a heterocyclic group that may have a substituent, belonging to group B-7. Particularly preferably, R1 is a hydrogen atom, and at least one of R2 and R3 is a group selected from the group consisting of a phenyl group that may have a substituent and a heterocyclic group that may have a substituent, belonging to group B-7.

[0157] Ta and T1, and T2 and T3 are preferably (C3 to C6) cycloalkyl, halo(C3 to C6) cycloalkyl, (C1 to C6) alkoxy, halo(C1 to C6) alkoxy, (C1 to C6) alkylthio, halo(C1 to C6) alkylthio, (C1 to C6) alkylsulfinyl, halo(C1 to C6) alkylsulfinyl, (C1 to C6) alkylsulfinyl, halo(C1 to C6) alkylsulfinyl, NY4Y5, C(O)NY4Y5, cyano, nitro, and hydroxyl. The preferred group is selected from the group consisting of (C3 to C6) cycloalkyl, (C1 to C6) alkoxy, halo(C1 to C6) alkoxy, (C1 to C6) alkylthio, halo(C1 to C6) alkylthio, (C1 to C6) alkylsulfinyl, halo(C1 to C6) alkylsulfinyl, (C1 to C6) alkylsulfinyl, halo(C1 to C6) alkylsulfinyl, amino, cyano, nitro, and hydroxyl. More preferably, the group is selected from the group consisting of (C3 to C6) cycloalkyl, (C1 to C6) alkoxy, halo(C1 to C6) alkoxy, (C1 to C6) alkylthio, halo(C1 to C6) alkylthio, (C1 to C6) alkylsulfinyl, halo(C1 to C6) alkylsulfinyl, halo(C1 to C6) alkylsulfinyl, amino, cyano, nitro, and hydroxyl. More preferably, the group is selected from the group consisting of (C1 to C6) alkoxy, halo(C1 to C6) alkoxy, (C1 to C6) alkylthio, halo(C1 to C6) alkylthio, cyano, and hydroxyl.

[0158] Z2 is selected from halogen atoms, and may contain substituents such as (C1 to C6) alkyl, (C1 to C6) alkyl halogroup, (C3 to C6) cycloalkyl, (C3 to C6) cycloalkyl, (C1 to C6) alkoxy, (C1 to C6) alkoxy, (C2 to C6) alkenyl, (C2 to C6) alkenyl, and (C2 to C6) alkyl groups. Alkenyloxy group, halogenated (C2 to C6) alkenyloxy group with substituents, alkylthio group with substituents (C1 to C6), alkylthio group with substituents, alkylsulfinyl group with substituents (C1 to C6), alkylsulfinyl group with substituents (C1 to C6), alkylsulfinyl group with substituents (C1 to C6), alkylsulfinyl group with substituents (C1 to C6), alkylcarbonyl group with substituents (C1 to C6), etc. Halogenated (C1 to C6) alkyl carbonyl groups with substituents, alkoxy carbonyl groups with substituents, halogenated (C1 to C6) alkoxy carbonyl groups with substituents, alkyl carbonyloxy groups with substituents, halogenated (C1 to C6) alkyl carbonyloxy groups with substituents, alkoxy carbonyloxy groups with substituents, halogenated (C1 to C6) alkoxy carbonyloxy groups with substituents, alkyl sulfonyloxy groups with substituents The group consisting of a halogenated (C1 to C6) alkylsulfonyloxy group, NY4Y5 group, C(O)NY4Y5 group, cyano group, nitro group, hydroxyl group, mercapto group, formyl group, carboxyl group, SF5 group, or adjacent Z2 groups linked together to form an unsubstituted or 5 or 6-membered alicyclic group that may be substituted by one or more halogen atoms or (C1 to C6) alkyl groups, or adjacent Z2 groups together with the carbon atom bonded to the Z2 group to form 1,3-dioxacyclopentenyl or 1,4-dioxacyclohexadienyl.Z2 is preferably selected from halogen atoms, and can be substituted (C1 to C6) alkyl groups, substituted (C1 to C6) alkyl halogens, substituted (C3 to C6) cycloalkyl groups, substituted (C3 to C6) cycloalkyl groups, substituted (C1 to C6) alkoxy groups, substituted (C1 to C6) alkoxy groups, substituted (C2 to C6) alkenyl groups, substituted (C2 to C6) alkenyl groups, substituted (C2 to C6) alkenyloxy groups, and can have... The group consisting of substituted halogenated (C2 to C6) alkenyloxy groups, substituted (C1 to C6) alkylthio groups, substituted (C1 to C6) alkylthio groups, substituted (C1 to C6) alkylsulfinyl groups, substituted (C1 to C6) alkylsulfinyl groups, substituted (C1 to C6) alkylsulfinyl groups, substituted (C1 to C6) alkylsulfinyl groups, NY4Y5 groups, C(O)NY4Y5 groups, cyano groups, nitro groups, and hydroxyl groups.

[0159] Z3 is preferably selected from the group consisting of halogen, (C1 to C6)alkyl, halo(C1 to C6)alkyl, (C3 to C6)cycloalkyl, halo(C3 to C6)cycloalkyl, (C1 to C6)alkoxy, halo(C1 to C6)alkoxy, (C1 to C6)alkylthio, halo(C1 to C6)alkylthio, (C1 to C6)alkylsulfinyl, halo(C1 to C6)alkylsulfinyl, (C1 to C6)alkylsulfonyl, halo(C1 to C6)alkylsulfonyl, NY4Y5, C(O)NY4Y5, cyano, nitro, and hydroxyl.

[0160] Y4 and Y5 are preferably each independently a group selected from the group consisting of hydrogen atom, (C1 to C6)alkyl, halo(C1 to C6)alkyl, (C3 to C6)cycloalkyl, halo(C3 to C6)cycloalkyl, (C1 to C6)alkylcarbonyl, halo(C1 to C6)alkylcarbonyl, (C3 to C6)cycloalkylcarbonyl, halo(C3 to C6)alkylcarbonyl, (C1 to C6)alkylsulfonyl, halo(C1 to C6)alkylsulfonyl, unsubstituted or arbitrarily substituted phenyl groups via Z3. More preferably, they are groups selected from the group consisting of hydrogen atom, (C1 to C6)alkyl, halo(C1 to C6)alkyl, (C3 to C6)cycloalkyl, halo(C3 to C6)cycloalkyl, (C1 to C6)alkylcarbonyl, halo(C1 to C6)alkylcarbonyl, and halo(C1 to C6)alkylcarbonyl groups. Even better, the group consists of the group consisting of hydrogen atom, (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C1 to C6) alkyl carbonyl, and halo(C1 to C6) alkyl carbonyl.

[0161] Y6 is preferably selected from the group consisting of hydrogen atom, (C1 to C6) alkyl group with substituents, (C1 to C6) alkyl group with substituents, (C1 to C6) alkoxy group without substitution or arbitrarily substituted with cyano group, (C1 to C6) alkoxy group, (C2 to C6) alkenyloxy group, and (C2 to C6) alkenyloxy group. More preferably, it is selected from the group consisting of hydrogen atom, (C1 to C6) alkyl group, (C1 to C6) alkoxy group, and (C2 to C6) alkenyloxy group.

[0162] Ya and Yb respectively independently represent groups selected from the group consisting of hydrogen atom, (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, halo(C3 to C6) cycloalkyl, (C1 to C6) alkoxy, halo(C1 to C6) alkoxy, (C1 to C6) alkenyl, halo(C1 to C6) alkenyl, or Ya and Yb linked together to form an unsubstituted or substituted aliphatic 3 to 10-membered ring cyclic amino or cyclic amide group.

[0163] Ya and Yb are preferably independently represented by a group selected from the group consisting of hydrogen atoms, (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, and halo(C3 to C6) cycloalkyl, or Ya and Yb are linked together to form an unsubstituted or substituted aliphatic 3 to 10-membered cyclic amino group or cyclic amide group. More preferably, they are groups selected from the group consisting of hydrogen atoms, (C1 to C6) alkyl that may have substituents, halo(C1 to C6) alkyl that may have substituents, and (C3 to C6) cycloalkyl, or Ya and Yb are linked together to form an unsubstituted or substituted aliphatic 3 to 6-membered cyclic amino group. The preferred group is composed of hydrogen atoms, (C1 to C6) alkyl groups that may have substituents, (C1 to C6) alkyl halogens that may have substituents, and (C3 to C6) cycloalkyl groups.

[0164] W series indicates oxygen atom, sulfur atom, or NY7. W is preferred to indicate oxygen atom or sulfur atom.

[0165] Y7 is a group selected from the group consisting of hydrogen atom, (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C1 to C6) alkyl carbonyl, and halo(C1 to C6) alkyl carbonyl. Y7 is preferably a group selected from the group consisting of hydrogen atom, (C1 to C6) alkyl, and halo(C1 to C6) alkyl.

[0166] The preferred bases R1, R2, R3, and R12 when part B in formula (1) is B-1 are detailed. In addition, X1, n, J1, J2, J3, J4, J5, J6, J7, J8, Y1, Y2, Y3, Y4, Y5, Y6, and part D are synonyms with those mentioned above.

[0167] R1 is preferably a hydrogen atom, a halogen atom, an alkyl group (C1 to C6) that may have a substituent, or a halogenated alkyl group (C1 to C6) that may have a substituent. R1 is more preferably a hydrogen atom, a methyl group, or a halogen atom. R1 is even more preferably a hydrogen atom.

[0168] R2 is preferably a hydrogen atom, a halogen atom, a (C1 to C6) alkyl group that may have a substituent, a (C1 to C6) alkyl group that may have a substituent, a (C3 to C6) cycloalkyl group that may have a substituent, a (C3 to C6) cycloalkyl group that may have a substituent, a (C1 to C6) alkoxy group that may have a substituent, a (C1 to C6) alkenyl group that may have a substituent, a (C1 to C6) alkenyloxy group that may have a substituent, a (C2 to C6) alkynyl group that may have a substituent, a (C1 to C6) alkynyl group that may have a substituent, a C(O)NY4Y5 group, a CH=NY6 group, an unsubstituted or Z2-arbitrarily substituted phenyl group or an unsubstituted or Z2-arbitrarily substituted heterocyclic group. R2 is preferably a (C3 to C6) cycloalkyl group having a substituent, a phenyl group arbitrarily substituted by Z2, or a heterocyclic group arbitrarily substituted by Z2. R2 is even more preferably a phenyl group arbitrarily substituted by at least one Z2, a thiophene group arbitrarily substituted by at least one Z2, or a pyridyl group arbitrarily substituted by at least one Z2. More preferably, it is a phenyl group arbitrarily substituted by at least one Z2, or a pyridyl group arbitrarily substituted by at least one Z2.

[0169] Preferred forms of phenyl groups that are optionally substituted with Z2 include phenyl groups that are optionally substituted with at least one halogen, phenyl groups that are optionally substituted with at least one (C1 to C6) alkyl group, phenyl groups that are optionally substituted with at least one halo(C1 to C6) alkyl group, phenyl groups that are optionally substituted with at least one (C1 to C6) alkoxy group, phenyl groups that are optionally substituted with at least one halo(C1 to C6) alkoxy group, phenyl groups that are optionally substituted with at least one (C3 to C6) cycloalkyl group, phenyl groups that are optionally substituted with at least one (C1 to C6) alkylthio group, phenyl groups that are optionally substituted with at least one halogen, and phenyl groups that are optionally substituted with at least one halogen. The phenyl group that is arbitrarily substituted with (C1 to C6) alkylsulfinyl groups, the phenyl group that is arbitrarily substituted with at least one halogenated (C1 to C6) alkylsulfinyl group, the phenyl group that is arbitrarily substituted with at least one halogenated (C1 to C6) alkylsulfinyl group, the phenyl group that is arbitrarily substituted with at least one 1-cyano-(C3 to C6) cycloalkyl group, the phenyl group that is arbitrarily substituted with at least one cyano group, the 1,3-benzodioxanepentyl group that is arbitrarily substituted with at least one halogen atom, or the 2,3-dihydro-1,4-benzodioxanediene group that is arbitrarily substituted with at least one halogen atom.

[0170] Preferred forms of pyridyl groups that are optionally substituted with Z2 include pyridyl groups that are optionally substituted with at least one halogen, pyridyl groups that are optionally substituted with at least one (C1 to C6) alkyl group, pyridyl groups that are optionally substituted with at least one halo(C1 to C6) alkyl group, pyridyl groups that are optionally substituted with at least one (C1 to C6) alkoxy group, pyridyl groups that are optionally substituted with at least one halo(C1 to C6) alkoxy group, pyridyl groups that are optionally substituted with at least one (C3 to C6) cycloalkyl group, and pyridyl groups that are optionally substituted with at least one (C1 to C6) alkylthio group. Pyridyl group that is arbitrarily substituted with at least one halogenated (C1 to C6) alkyl thio group, pyridyl group that is arbitrarily substituted with at least one halogenated (C1 to C6) alkyl sulfinyl group, pyridyl group that is arbitrarily substituted with at least one halogenated (C1 to C6) alkyl sulfinyl group, pyridyl group that is arbitrarily substituted with at least one halogenated (C1 to C6) alkyl sulfinyl group, pyridyl group that is arbitrarily substituted with at least one 1-cyano-(C3 to C6) cycloalkyl group, and pyridyl group that is arbitrarily substituted with at least one cyano group.

[0171] R3 is preferably a hydrogen atom, a halogen atom, a (C1 to C6) alkyl group that may have a substituent, a (C1 to C6) alkyl group that may have a substituent, a (C1 to C6) alkoxy group that may have a substituent, a (C3 to C6) cycloalkyl group that may have a substituent, a (C3 to C6) cycloalkyl group that may have a substituent, a dimethylamino group, an unsubstituted or optionally substituted phenyl group with Z2, or an unsubstituted or optionally substituted heterocyclic group with Z2. R3 is even more preferably a hydrogen atom, a halogen atom, a (C1 to C6) alkyl group, a (C1 to C6) alkoxy group that may have a substituent, a (C3 to C6) cycloalkyl group that may have a substituent, or a dimethylamino group. R3 is still more preferably a hydrogen atom, a halogen atom, a methyl group, an ethyl group, an isopropyl group, a cyclopropyl group, a methoxy group, or a dimethylamino group. Even more preferably, it is a hydrogen atom or a methyl group. A phenyl group that is optionally substituted with at least one Z2 group is also preferred.

[0172] R12 is preferably (C1 to C6) alkyl or NYaYb alkyl. R12 is even more preferably (C1 to C6) alkyl, and R12 is even more preferably ethyl. m is preferably 2.

[0173] When R12 is based on NYaYb, m is 1 or 2. m is preferred to be 2.

[0174] Furthermore, for compounds with a ring structure B-2, B-3, B-4, B-5, or B-6, or their salts or N-oxides, preferred states R5, R6, R7, R8, and R12, as well as R9, R10, and R11, are described in detail. Additionally, X1, n, J1, J2, J3, J4, J5, J6, J7, J8, Y1, Y2, Y3, Y4, Y5, Y6, and D-section are synonymous with those described above.

[0175] R5, R6, R7, and R8 are preferably, independently, a hydrogen atom, a halogen atom, a (C1 to C3) alkyl group that may have a substituent, a (C1 to C3) alkyl group that may have a substituent, a (C3 to C6) cycloalkyl group that may have a substituent, a (C3 to C6) cycloalkyl group that may have a substituent, a (C2 to C6) alkenyl group that may have a substituent, a (C1 to C6) alkoxy group that may have a substituent, a (C1 to C6) alkoxy group that may have a substituent, a (C2 to C6) alkenyloxy group that may have a substituent, or a (C2 to C6) halogen group that may have a substituent. Alkenyloxy group, (C2 to C6) alkynyl group with substituents, (C2 to C6) alkynyl group with substituents, (C1 to C6) alkylthio group with substituents, (C1 to C6) alkylthio group with substituents, (C1 to C6) alkylsulfinyl group with substituents, (C1 to C6) alkylsulfinyl group with substituents, (C1 to C6) alkylsulfinyl group with substituents, (C1 to C6) alkylsulfinyl group with substituents, unsubstituted or Z2-arbitrarily substituted phenyl group, unsubstituted or Z2-arbitrarily substituted heterocyclic group, cyano group, amino group or hydroxyl group.

[0176] R5, R6, R7, and R8 are preferably hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, cycloalkyl groups (C3 to C6) that may have substituents, cycloalkyl halogens (C3 to C6) that may have substituents, alkenyl groups (C2 to C6) alkenyl groups (C2 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, or halogen groups (C1 to C6) that may have substituents. Alkyl (C1 to C6), alkylthio (C1 to C6) with substituents, alkylthio (C1 to C6) with substituents, alkylsulfinyl (C1 to C6) with substituents, alkylsulfinyl (C1 to C6) with substituents, alkylsulfonyl (C1 to C6) with substituents, alkylsulfonyl (C1 to C6) with substituents, cyano, unsubstituted or arbitrarily substituted phenyl via Z2.

[0177] R5, R6, R7, and R8 are preferably hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, cycloalkyl groups (C3 to C6) that may have substituents, alkoxy groups (C1 to C6) alkoxy groups (C1 to C6) that may have substituents, and phenyl groups that are unsubstituted or arbitrarily substituted by Z2.

[0178] The substituents specified by R9 and R10 are selected from the group consisting of hydrogen atom, halogen atom, alkyl group (C1 to C6) that may have substituents, alkyl group (C1 to C6) that may have substituents, cycloalkyl group (C3 to C6) that may have substituents, cycloalkyl group (C3 to C6) that may have substituents, alkoxy group (C1 to C6) that may have substituents, and alkoxy group (C1 to C6) that may have substituents. More preferably, they are hydrogen atom, halogen atom, alkyl group (C1 to C6) that may have substituents, and even more preferably, hydrogen atom.

[0179] The substituents specified in R11 are selected from the group consisting of hydrogen atom, (C1 to C6) alkyl groups that may have substituents, (C1 to C6) alkyl halogen groups that may have substituents, (C3 to C6) cycloalkyl groups that may have substituents, (C3 to C6) cycloalkyl halogen groups that may have substituents, (C1 to C6) alkoxy groups that may have substituents, (C1 to C6) alkoxy groups that may have substituents, (C1 to C6) alkyl carbonyl groups that may have substituents, and (C1 to C6) alkyl carbonyl groups that may have substituents. Preferably, they are hydrogen atom, (C1 to C6) alkyl groups that may have substituents, or (C2 to C6) alkyl carbonyl groups that may have substituents.

[0180] R12 is preferably (C1 to C6) alkyl or NYaYb alkyl. R12 is even more preferably (C1 to C6) alkyl, and R12 is even more preferably ethyl. m is preferably 2.

[0181] When R12 is based on NYaYb, m is 1 or 2. m is preferred to be 2.

[0182] Furthermore, for compounds with a cyclic structure B-8, or their salts or N-oxides, preferred states R13 and R12, as well as W and Y7, are described in detail. Additionally, X1, n, J1, J2, J3, J4, J5, J6, J7, J8, Y1, Y2, Y3, Y4, Y5, Y6, and D-section are synonymous with those described above.

[0183] The substituents specified in R13 are preferably hydrogen atoms, halogen atoms, alkyl groups (C1 to C3) that may have substituents, alkyl halogenates (C1 to C3) that may have substituents, cycloalkyl groups (C3 to C6) that may have substituents, cycloalkyl halogenates (C3 to C6) that may have substituents, alkenyl groups (C2 to C6) that may have substituents, alkenyl groups (C2 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, and alkynes (C2 to C6) that may have substituents. The following groups are included: a halogenated (C2 to C6) alkynyl group, a halogenated (C1 to C6) alkyl thio group, a halogenated (C1 to C6) alkyl thio group, a halogenated (C1 to C6) alkyl sulfinyl group, a halogenated (C1 to C6) alkyl sulfinyl group, a halogenated (C1 to C6) alkyl sulfinyl group, an unsubstituted or arbitrarily substituted phenyl group, an unsubstituted or arbitrarily substituted heterocyclic group, and a cyano group. R13 is preferably a halogenated or arbitrarily substituted heterocyclic group. R2 is even more preferably a phenyl group arbitrarily substituted with at least one Z2 group, or a pyridyl group arbitrarily substituted with at least one Z2 group. It is preferable to use a phenyl group that has been arbitrarily substituted with at least one Z2 group.

[0184] R12 is preferably (C1 to C6) alkyl or NYaYb alkyl. R12 is even more preferably (C1 to C6) alkyl, and R12 is even more preferably ethyl. m is preferably 2.

[0185] When R12 is based on NYaYb, m is 1 or 2. m is preferred to be 2.

[0186] W is preferably composed of oxygen or sulfur atoms.

[0187] Y7 is preferably selected from the group consisting of hydrogen atoms, (C1 to C6) alkyl groups, and halogenated (C1 to C6) alkyl groups.

[0188] The compound represented by formula (1) of the present invention, or its salt or such N-oxide, can be manufactured by, for example, the manufacturing methods shown in steps a to q below, but the present invention is not limited to these.

[0189] <Step a>

[0190]

[0191] The compound shown in formula (4) can be prepared by reacting the compound shown in formula (2) and the compound shown in formula (3) with a reactant in an inert solvent and, if appropriate, a base. In the formula, part D and part B are synonyms as described above. In addition, part B represents the cyclic structure shown in formulas (3-1) to (3-6) or (3-8) below, where G2, G4, G5, G6, G7, G8, W, R1, R3, R9, R10, R11, R12, and R13 are the same as described above, and m is 0, 1, or 2.

[0192]

[0193] Examples of reactants that can be used in step a include dicyclohexylcarbodiimide, 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride, HATU, PyBOP, and condensing agents such as the Mohs reagent. However, the reactants that can be used in this reaction are not limited to these. The amount of reactant used is usually appropriately selected in the range of about 1 mole to 3 moles relative to the compound shown in formula (2) or (3).

[0194] Examples of bases that can be used in step a include triethylamine, N,N-diisopropylethylamine, pyridine, etc. The amount of base used is usually appropriately selected in the range of about 1 mole to 5 moles relative to the compound shown in formula (2) or (3).

[0195] In step a, any inert solvent that will not significantly hinder the reaction can be used. 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 mixtures of two or more.

[0196] The reaction temperature in step a is typically within the range of approximately -78°C to the boiling point of the solvent to be used. The reaction time is appropriately selected based on the reaction scale and temperature, for example, within the range of several minutes to 48 hours. The amino compound shown in formula (2) is typically used in the range of approximately 0.3 to 3 moles, compared to the compound shown in formula (3). Furthermore, this reaction can also be carried out in an inert gas environment, such as nitrogen or argon.

[0197] After the reaction is complete, the target compound can be isolated from the reaction mixture using conventional methods. If necessary, the target compound can be purified by recrystallization, column chromatography, or other methods. Alternatively, the component containing the target compound can be used in the next step without isolation.

[0198] <Step b>

[0199]

[0200] The compound shown in formula (4) can be prepared by reacting the compound shown in formula (2) with the compound shown in formula (5) in an inert solvent and, if appropriate, a base. In the formula, L1 represents a halogen or alkoxy group, and the D and B parts are synonyms as described above. In addition, the B part represents the cyclic structure shown in formulas (3-1) to (3-6) or (3-8) above, where G2, G4, G5, G6, G7, G8, W, R1, R3, R9, R10, R11, R12, and R13 represent the same as described above, and m is 0, 1, or 2.

[0201] The bases that can be used in step b include, for example, alkali metal salts such as sodium hydride, sodium carbonate, and potassium carbonate; tertiary amines such as triethylamine and N,N-diisopropylethylamine; and nitrogen-containing aromatic compounds such as pyridine and 4-dimethylaminopyridine. The amount of base used is usually appropriately selected in the range of about 1 mole to 5 moles relative to the compounds shown in formula (2) or formula (5).

[0202] In step b, any inert solvent that will not significantly hinder the reaction can be used. Examples include tetrahydrofuran, ethylene glycol dimethyl ether, and 1,4-di(2 ... Alkane and other ethers; aromatic hydrocarbons such as benzene, toluene, and xylene; halogenated hydrocarbons such as dichloromethane and 1,2-dichloroethane; polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, and 1,3-dimethyl-2-imidazolinone, etc. These inert solvents can be used alone or in mixtures of two or more.

[0203] The reaction temperature in step b is typically within the range of approximately -78°C to the boiling point of the solvent to be used. The reaction time is appropriately selected based on the reaction scale and temperature, for example, within the range of several minutes to 48 hours. The amino compound shown in formula (2) is typically used in the range of approximately 0.3 to 3 moles, compared to the compound shown in formula (5). Furthermore, this reaction can also be carried out in an inert gas environment, such as nitrogen or argon.

[0204] After the reaction is complete, the target compound can be isolated from the reaction mixture using conventional methods. If necessary, the target compound can be purified by recrystallization, column chromatography, or other methods. Alternatively, the component containing the target compound can be used in the next step without isolation.

[0205] <Step c>

[0206] Compounds of formulas (7-1), (7-2), (7-3), (6-4), (6-5), (6-6), or (6-8) can be prepared by reacting the compounds shown in formulas (6-1), (6-2), (6-3), (6-4), (6-5), (6-6), or (6-8) with reactants in the presence of an inert solvent. In these formulas, D, G2, G4, G5, G6, G7, G8, W, R1, R3, R9, R10, R11, R12, and R13 represent the same as described above, and m is 1 or 2. Furthermore, the compounds shown in formulas (6-1) to (6-6), and (6-8) can be prepared by the preparation method described in step a or step b above.

[0207]

[0208]

[0209] Examples of oxidizing agents that can be used in step c include 3-chloroperbenzoic acid and hydrogen peroxide water, but the reactants used in this reaction are not limited to these. The amount of reactant used is usually appropriately selected in the range of about 1 mole to 3 moles relative to the compounds shown in formulas (6-1), (6-2), (6-3), (6-4), (6-5), (6-6) or (6-8).

[0210] In step c, any inert solvent that will not significantly hinder the reaction can be used. 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 alone or in mixtures of two or more.

[0211] The reaction temperature in step c is typically within the range of approximately -78°C to the boiling point of the solvent to be used. The reaction time can be appropriately selected depending on the scale of the reaction, the reaction temperature, etc., for example, within the range of several minutes to 48 hours. Furthermore, this reaction can also be carried out in an inert gas environment such as nitrogen or argon.

[0212] After the reaction is complete, the target compound can be isolated from the reaction mixture using conventional methods. If necessary, the target compound can be purified by recrystallization, column chromatography, or other methods. Alternatively, the component containing the target compound can be used in the next step without isolation.

[0213] <Step d>

[0214]

[0215] The compound shown in formula (4) can be prepared by reacting the compound with a reactant in the presence of an inert solvent. In the formula, L2 represents a halogen or trifluoromethanesulfonate group, and the D and B parts are synonyms as described above. In addition, the B part represents the cyclic structure shown in formulas (3-1) to (3-6) or (3-8) above, and in the formula, G2, G4, G5, G6, G7, G8, W, R1, R3, R9, R10, R11, R12, and R13 represent the same as described above, and m is 0, 1, or 2. In addition, the compound shown in formula (4) can be prepared by the preparation method of steps a, b, or c described above.

[0216] Examples of reactants that can be used in step d include phosphorus oxychloride, phosphorus pentachloride, carbon tetrachloride-triphenylphosphine, and trifluoromethanesulfonic anhydride, but the reactants that can be used in this reaction are not limited to these. The amount of reactant used relative to the compound shown in formula (4) can usually be appropriately selected in the range of about 1 mole to 10 moles. In addition, by adding an excess of reactants such as phosphorus oxychloride, the reaction can be carried out in solvent-free conditions.

[0217] In step d, any inert solvent that will not significantly hinder the reaction can be used. 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 alone or in mixtures of two or more.

[0218] The reaction temperature in step d is typically within the range of approximately -78°C to the boiling point of the solvent to be used. The reaction time can be appropriately selected depending on the scale of the reaction, the reaction temperature, etc., for example, within the range of several minutes to 48 hours. Furthermore, this reaction can also be carried out in an inert gas environment such as nitrogen or argon.

[0219] After the reaction is complete, the target compound can be isolated from the reaction mixture using conventional methods. If necessary, the target compound can be purified by recrystallization, column chromatography, or other methods. Alternatively, the component containing the target compound can be used in the next step without isolation.

[0220] <Step e>

[0221]

[0222] The compound shown in formula (9) can be prepared by reacting the compound shown in formula (8) with a reactant in an inert solvent and, if appropriate, a base. Part D, part B, and L2 are synonyms as described above. In addition, part B is a cyclic structure shown in formulas (3-1) to (3-6) or (3-8), where G2, G4, G5, G6, G7, G8, W, R1, R3, R9, R10, R11, R12, and R13 represent the same as described above, and m is 0, 1, or 2.

[0223] The reactants that can be used in step e include, for example, aqueous hydroxylamine solution, hydroxylamine addition salt, etc. The amount of reactant used is usually appropriately selected in the range of about 1 mole to 20 moles relative to the compound shown in formula (8).

[0224] The bases that can be used in step e can be listed as alkali metal carbonates such as sodium carbonate and potassium carbonate; tertiary amines such as triethylamine and N,N-diisopropylethylamine; and nitrogen-containing aromatic compounds such as pyridine and 4-dimethylaminopyridine. The amount of base used is usually appropriately selected in the range of about 1 mole to 20 moles relative to the compounds shown in formula (8).

[0225] In step e, any inert solvent that will not significantly hinder the reaction can be used; examples include diethyl ether, tetrahydrofuran, etc. Alkane and other ethers; aromatic hydrocarbons such as benzene, toluene, and xylene; polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, and 1,3-dimethyl-2-imidazolinone; and halogenated hydrocarbons such as dichloromethane and 1,2-dichloroethane. These inert solvents can be used alone or in mixtures of two or more.

[0226] The reaction temperature in step e is typically within the range of approximately -78°C to the boiling point of the solvent to be used. The reaction time varies depending on the scale of the reaction, the reaction temperature, etc., and can be appropriately selected within the range of several minutes to 48 hours. In addition, this reaction can also be carried out in an inert gas environment such as nitrogen or argon.

[0227] After the reaction is complete, the target compound can be isolated from the reaction mixture using conventional methods. If necessary, the target compound can be purified by recrystallization, column chromatography, or other methods. Alternatively, the component containing the target compound can be used in the next step without isolation.

[0228] <Step f>

[0229]

[0230] The compound shown in formula (9) can be prepared by reacting the compound with a reactant in an inert solvent and, if appropriate, a base. Part D, part B, J1, J2, J3, and J4 are synonyms as described above, and n is 0 or 1. In addition, part B is a cyclic structure shown in formulas (3-1) to (3-6) or (3-8), where G2, G4, G5, G6, G7, G8, W, R1, R3, R9, R10, R11, R12, and R13 represent the same as described above, and m is 0, 1, or 2.

[0231] Examples of reactants that can be used in step f include 1,1-carbonyldiimidazole, 1,1-thiocarbonyldiimidazole, methyl chloroformate, ethyl chloroformate, phenyl chloroformate, 4-nitrobenzene chloroformate, dibromomethane, bromochloromethane, 1,2-dichloroethane, 1,2-dibromoethane, chloroacetyl chloride, bromoacetyl chloride, etc. The amount of reactant used is usually appropriately selected in the range of about 1 mole to 20 moles relative to the compound shown in formula (9).

[0232] The bases that can be used in step f can be listed as alkali metal carbonates such as sodium carbonate and potassium carbonate; tertiary amines such as triethylamine and N,N-diisopropylethylamine; and nitrogen-containing aromatic compounds such as pyridine and 4-dimethylaminopyridine. The amount of base used is usually appropriately selected in the range of about 1 mole to 20 moles relative to the compounds shown in formula (9).

[0233] In step f, any inert solvent that will not significantly hinder the reaction can be used; examples include: diethyl ether, tetrahydrofuran, etc. Alkane and other ethers; aromatic hydrocarbons such as benzene, toluene, and xylene; polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, and 1,3-dimethyl-2-imidazolinone; and halogenated hydrocarbons such as dichloromethane and 1,2-dichloroethane. These inert solvents can be used alone or in mixtures of two or more.

[0234] The reaction temperature in step f is typically within the range of approximately -78°C to the boiling point of the solvent to be used. The reaction time varies depending on the scale of the reaction, the reaction temperature, etc., and can be appropriately selected within the range of several minutes to 48 hours. In addition, this reaction can also be carried out in an inert gas environment such as nitrogen or argon.

[0235] After the reaction is complete, the target compound can be isolated from the reaction mixture using conventional methods. If necessary, the target compound can be purified by recrystallization, column chromatography, or other methods. Alternatively, the component containing the target compound can be used in the next step without isolation.

[0236] <Step g>

[0237]

[0238] The compound shown in formula (8) can be prepared by reacting the compound with a reactant in an inert solvent and, if appropriate, a base. Part D, part B, Y1, and L2 are synonyms as described above. In addition, part B is a cyclic structure shown in formulas (3-1) to (3-6) or (3-8), where G2, G4, G5, G6, G7, G8, W, R1, R3, R9, R10, R11, R12, and R13 represent the same as described above, and m is 0, 1, or 2.

[0239] The reactants that can be used in step g include, for example, hydrazine, aqueous hydrazine solution, methylhydrazine, acetylhydrazine, etc. The amount of reactant used is usually appropriately selected in the range of about 1 mole to 20 moles relative to the compound shown in formula (8).

[0240] The bases that can be used in step g include, for example, alkali metal carbonates such as sodium carbonate and potassium carbonate; tertiary amines such as triethylamine and N,N-diisopropylethylamine; and nitrogen-containing aromatic compounds such as pyridine and 4-dimethylaminopyridine. The amount of base used is usually appropriately selected in the range of about 1 mole to 20 moles relative to the compounds shown in formula (8).

[0241] In step g, any inert solvent that will not significantly hinder the reaction can be used; examples include diethyl ether, tetrahydrofuran, etc. Alkane and other ethers; aromatic hydrocarbons such as benzene, toluene, and xylene; polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, and 1,3-dimethyl-2-imidazolinone; and halogenated hydrocarbons such as dichloromethane and 1,2-dichloroethane. These inert solvents can be used alone or in mixtures of two or more.

[0242] The reaction temperature in step g is typically within the range of approximately -78°C to the boiling point of the solvent to be used. The reaction time varies depending on the scale of the reaction, the reaction temperature, etc., and can be appropriately selected within the range of several minutes to 48 hours. In addition, this reaction can also be carried out in an inert gas environment such as nitrogen or argon.

[0243] After the reaction is complete, the target compound can be isolated from the reaction mixture using conventional methods. If necessary, the target compound can be purified by recrystallization, column chromatography, or other methods. Alternatively, the component containing the target compound can be used in the next step without isolation.

[0244] <Step h>

[0245]

[0246] The compound shown in formula (12) can be prepared by reacting the compound shown in formula (11) with a reactant in an inert solvent and, if appropriate, a base. Part D, part B, Y1, J1, J2, J3, and J4 are synonyms as described above, and n is 0 or 1. In addition, part B is a cyclic structure shown in formulas (3-1) to (3-6) or (3-8), where G2, G4, G5, G6, G7, G8, W, R1, R3, R9, R10, R11, R12, and R13 represent the same as described above, and m is 0, 1, or 2.

[0247] Examples of reactants that can be used in step h include 1,1-carbonyldiimidazole, 1,1-thiocarbonyldiimidazole, methyl chloroformate, ethyl chloroformate, phenyl chloroformate, 4-nitrobenzene chloroformate, dibromomethane, bromochloromethane, 1,2-dichloroethane, 1,2-dibromoethane, chloroacetyl chloride, bromoacetyl chloride, etc. The amount of reactant used is usually appropriately selected in the range of about 1 mole to 20 moles relative to the compound shown in formula (11).

[0248] The bases that can be used in step h can be listed as alkali metal carbonates such as sodium carbonate and potassium carbonate; tertiary amines such as triethylamine and N,N-diisopropylethylamine; and nitrogen-containing aromatic compounds such as pyridine and 4-dimethylaminopyridine. The amount of base used is usually appropriately selected in the range of about 1 mole to 20 moles relative to the compounds shown in formula (11).

[0249] In step h, any inert solvent that will not significantly hinder the reaction can be used; examples include diethyl ether, tetrahydrofuran, etc. Alkane and other ethers; aromatic hydrocarbons such as benzene, toluene, and xylene; polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, and 1,3-dimethyl-2-imidazolinone; and halogenated hydrocarbons such as dichloromethane and 1,2-dichloroethane. These inert solvents can be used alone or in mixtures of two or more.

[0250] The reaction temperature in step h is typically within the range of approximately -78°C to the boiling point of the solvent to be used. The reaction time varies depending on the scale of the reaction, the reaction temperature, etc., and can be appropriately selected within the range of several minutes to 48 hours. In addition, this reaction can also be carried out in an inert gas environment such as nitrogen or argon.

[0251] After the reaction is complete, the target compound can be isolated from the reaction mixture using conventional methods. If necessary, the target compound can be purified by recrystallization, column chromatography, or other methods. Alternatively, the component containing the target compound can be used in the next step without isolation.

[0252] <Step i>

[0253]

[0254] The compound shown in formula (12) can be prepared by reacting the compound shown in formula (13) with a reactant in an inert solvent and, if appropriate, a base. Parts D, B, Y1, J1, J2, J3, and J4 are synonyms as described above, and n is 0 or 1. However, Y1 is not hydrogen. Part B represents the cyclic structure shown in formulas (3-1) to (3-6) or (3-8), where G2, G4, G5, G6, G7, G8, W, R1, R3, R9, R10, R11, R12, and R13 represent the same as described above, and m is 0, 1, or 2. Furthermore, the compound shown in formula (13) can be prepared by the preparation method described in step h above.

[0255] The reactants that can be used in step i include, for example, iodomethane, iodoethane, dimethyl sulfate, acetic anhydride, acetyl chloride, allyl chloride, methyl chlorocarbonate, dimethyl carbonate, methanesulfonyl chloride, trifluoromethanesulfonate, trifluoromethanesulfonic anhydride, bromoacetonitrile, methoxymethyl chloride, cyclopropylmethyl chloride, methylthiomethyl chloride, etc. The amount of reactant used is usually appropriately selected in the range of about 1 mole to 20 moles relative to the compound shown in formula (13).

[0256] The bases that can be used in step i include, for example, alkali metal carbonates such as sodium carbonate and potassium carbonate, alkali metal salts such as potassium tert-butoxide, sodium tert-butoxide, and sodium hydride; tertiary amines such as triethylamine and N,N-diisopropylethylamine; and nitrogen-containing aromatic compounds such as pyridine and 4-dimethylaminopyridine. The amount of base used is usually appropriately selected in the range of about 1 mole to 20 moles relative to the compounds shown in formula (13).

[0257] In step i, any inert solvent that will not significantly hinder the reaction can be used; examples include diethyl ether, tetrahydrofuran, etc. Alkane and other ethers; aromatic hydrocarbons such as benzene, toluene, and xylene; polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, and 1,3-dimethyl-2-imidazolinone; and halogenated hydrocarbons such as dichloromethane and 1,2-dichloroethane. These inert solvents can be used alone or in mixtures of two or more.

[0258] The reaction temperature in step i is typically within the range of approximately -78°C to the boiling point of the solvent to be used. The reaction time varies depending on the scale of the reaction, the reaction temperature, etc., and can be appropriately selected within the range of several minutes to 48 hours. In addition, this reaction can also be carried out in an inert gas environment such as nitrogen or argon.

[0259] After the reaction is complete, the target compound can be isolated from the reaction mixture using conventional methods. If necessary, the target compound can be purified by recrystallization, column chromatography, or other methods. Alternatively, the component containing the target compound can be used in the next step without isolation.

[0260] <Step j>

[0261]

[0262] The compound shown in formula (15) can be prepared by reacting the compound shown in formula (14) with a reactant in an inert solvent and, if appropriate, a base. Part B is synonymous with the above. In addition, part B is a cyclic structure shown in formulas (3-1) to (3-6) or (3-8), where G2, G4, G5, G6, G7, G8, W, R1, R3, R9, R10, R11, R12, and R13 represent the same as those mentioned above, and m is 0, 1, or 2.

[0263] The reactants that can be used in step j can be listed as, for example, aqueous hydroxylamine solution, hydroxylamine addition salt, etc. The amount of reactant used is usually appropriately selected in the range of about 1 mole to 20 moles relative to the compound shown in formula (14).

[0264] The bases that can be used in step j can be listed as alkali metal carbonates such as sodium carbonate and potassium carbonate; alkali metal salts such as potassium tert-butoxide, sodium tert-butoxide, and sodium hydride; tertiary amines such as triethylamine and N,N-diisopropylethylamine; and nitrogen-containing aromatic compounds such as pyridine and 4-dimethylaminopyridine. The amount of base used is usually appropriately selected in the range of about 1 mole to 20 moles relative to the compounds shown in formula (14).

[0265] In step j, any inert solvent that will not significantly hinder the reaction can be used; examples include diethyl ether, tetrahydrofuran, etc. Alkane and other ethers; 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; halogenated hydrocarbons such as dichloromethane and 1,2-dichloroethane; and alcohols such as methanol, ethanol, and isopropanol. These inert solvents can be used alone or in mixtures of two or more.

[0266] The reaction temperature in step j is typically within the range of approximately -78°C to the boiling point of the solvent to be used. The reaction time varies depending on the scale of the reaction, the reaction temperature, etc., and can be appropriately selected within the range of several minutes to 48 hours. In addition, this reaction can also be carried out in an inert gas environment such as nitrogen or argon.

[0267] After the reaction is complete, the target compound can be isolated from the reaction mixture using conventional methods. If necessary, the target compound can be purified by recrystallization, column chromatography, or other methods. Alternatively, the component containing the target compound can be used in the next step without isolation.

[0268] <Step k>

[0269]

[0270] The compound shown in formula (16) can be prepared by reacting the compound shown in formula (15) with a reactant in an inert solvent and, if appropriate, a base. Part B, J1, J2, J3, and J4 are synonyms as described above, and n is 0 or 1. In addition, part B is a cyclic structure shown in formulas (3-1) to (3-6) or (3-8) above, where G2, G4, G5, G6, G7, G8, W, R1, R3, R9, R10, R11, R12, and R13 represent the same as described above, and m is 0, 1, or 2.

[0271] The reactants that can be used in step k include, for example, 1,1-carbonyldiimidazole, 1,1-thiocarbonyldiimidazole, methyl chloroformate, ethyl chloroformate, phenyl chloroformate, 4-nitrobenzene chloroformate, dibromomethane, bromochloromethane, 1,2-dichloroethane, 1,2-dibromoethane, chloroacetyl chloride, bromoacetyl chloride, etc. The amount of reactant used is usually appropriately selected in the range of about 1 mole to 20 moles relative to the compound shown in formula (15).

[0272] The bases that can be used in step k can be listed as alkali metal carbonates such as sodium carbonate and potassium carbonate; tertiary amines such as triethylamine and N,N-diisopropylethylamine; and nitrogen-containing aromatic compounds such as pyridine and 4-dimethylaminopyridine. The amount of base used is usually appropriately selected in the range of about 1 mole to 20 moles relative to the compounds shown in formula (15).

[0273] In step k, any inert solvent that will not significantly hinder the reaction can be used; examples include diethyl ether, tetrahydrofuran, etc. Alkane and other ethers; aromatic hydrocarbons such as benzene, toluene, and xylene; polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, and 1,3-dimethyl-2-imidazolinone; and halogenated hydrocarbons such as dichloromethane and 1,2-dichloroethane. These inert solvents can be used alone or in mixtures of two or more.

[0274] The reaction temperature in step k is typically within the range of approximately -78°C to the boiling point of the solvent to be used. The reaction time varies depending on the scale of the reaction, the reaction temperature, etc., and can be appropriately selected within the range of several minutes to 48 hours. In addition, this reaction can also be carried out in an inert gas environment such as nitrogen or argon.

[0275] After the reaction is complete, the target compound can be isolated from the reaction mixture using conventional methods. If necessary, the target compound can be purified by recrystallization, column chromatography, or other methods. Alternatively, the component containing the target compound can be used in the next step without isolation.

[0276] <Step 1>

[0277]

[0278] The compound shown in formula (10) can be prepared by reacting the compound shown in formula (16) with the compound shown in formula (17) in the presence of an inert solvent and a base, with the presence of a metal catalyst and ligands as appropriate. In the formula, L3 represents halogen, trifluoromethanesulfonate group, alkoxy group, D part, B part, J1, J2, J3, J4 are synonyms as described above, and n is 0 or 1. In addition, B part is the cyclic structure shown in formulas (3-1) to (3-6) or (3-8) above, where G2, G4, G5, G6, G7, G8, W, R1, R3, R9, R10, R11, R12, and R13 represent the same as described above, and m is 0, 1, or 2.

[0279] The bases that can be used in step 1 include, for example, alkali metal carbonates such as sodium carbonate and potassium carbonate; alkali metal salts such as potassium tert-butoxide, sodium tert-butoxide, and sodium hydride; tertiary amines such as triethylamine and N,N-diisopropylethylamine; and nitrogen-containing aromatic compounds such as pyridine and 4-dimethylaminopyridine. The amount of base used is usually appropriately selected in the range of about 1 mole to 20 moles relative to the compounds shown in formula (16).

[0280] Examples of metal catalysts that can be used in step 1 include palladium catalysts such as triphenylphosphine palladium (0), bis(triphenylphosphine)palladium (II) dichloride, palladium (II) acetate, tris(benzylacetone)palladium (0), [1,1'-bis(diphenylphosphino)ferrocene]palladium (II) dichloromethane adduct, copper catalysts such as copper iodide (I), copper chloride (I), and copper bromide (I). The amount of metal catalyst used relative to the compound shown in formula (16) is typically selected appropriately in the range of about 0.001 moles to 1 mole.

[0281] Examples of ligands that can be used in step 1 include ethylenediamine, N,N'-dimethylethylenediamine, diethylenetriamine, 1,4,7-triazacyclononane, triethylenetetramine and other amine ligands, 2,2'-bipyridine, 1,8- Imine ligands such as pyridine and 1,10-phenobarbital are used. The amount of ligand used is usually appropriately selected in the range of about 0.001 moles to 1 mole relative to the compound shown in formula (16).

[0282] In step 1, any inert solvent that will not significantly hinder the reaction can be used; examples include diethyl ether, tetrahydrofuran, etc. Alkane and other ethers; aromatic hydrocarbons such as benzene, toluene, and xylene; polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, and 1,3-dimethyl-2-imidazolinone; and halogenated hydrocarbons such as dichloromethane and 1,2-dichloroethane. These inert solvents can be used alone or in mixtures of two or more.

[0283] The reaction temperature in step 1 is typically within the range of approximately -78°C to the boiling point of the solvent to be used. The reaction time varies depending on the scale of the reaction, the reaction temperature, etc., and can be appropriately selected within the range of several minutes to 48 hours. In addition, this reaction can also be carried out in an inert gas environment such as nitrogen or argon.

[0284] After the reaction is complete, the target compound can be isolated from the reaction mixture using conventional methods. If necessary, the target compound can be purified by recrystallization, column chromatography, or other methods. Alternatively, the component containing the target compound can be used in the next step without isolation.

[0285] <Step m>

[0286] Compounds of formulas (21-1), (21-2), (21-3), (21-4), (20-5), (20-6), or (20-8) can be prepared by reacting the compounds shown in formulas (20-1), (20-2), (20-3), (20-4), (20-5), (20-6), or (20-8) with a chlorinating agent in the presence of an inert solvent. In these formulas, D, J1, J2, J3, and J4 are synonyms as described above, and n is 0 or 1. In the following formulas, G2, G4, G5, G6, G7, G8, W, R1, R3, R9, R10, R11, and R13 represent the same as described above, and m is 1 or 2. The compounds shown in formulas (20-1) to (20-6) and (20-8) can be prepared by the same manufacturing method as in steps a to o described above.

[0287]

[0288]

[0289] Examples of chlorinating agents that can be used in step m include chlorine, thionyl chloride, N-chlorosuccinimide, and 1,3-dichloro-5,5-dimethylhydantoin. The amount of chlorinating agent used is usually appropriately selected in the range of about 1 mole to 20 moles relative to the compounds shown in formulas (20-1) to (20-6) and (20-8).

[0290] In step m, any inert solvent that will not significantly hinder the reaction can be used; examples include diethyl ether, tetrahydrofuran, etc. Alkane and other ethers; aromatic hydrocarbons such as benzene, toluene, and xylene; nitrile hydrocarbons such as acetonitrile and propionitrile; halogenated hydrocarbons such as dichloromethane, chloroform, and 1,2-dichloroethane; organic acids such as acetic acid and propionic acid; and inert solvents such as water. These inert solvents can be used alone or in mixtures of two or more.

[0291] The reaction temperature in step m is typically within the range of approximately -78°C to the boiling point of the solvent to be used. The reaction time varies depending on the scale of the reaction, the reaction temperature, etc., and can be appropriately selected within the range of several minutes to 48 hours. In addition, this reaction can also be carried out in an inert gas environment such as nitrogen or argon.

[0292] After the reaction is complete, the target compound can be isolated from the reaction mixture using conventional methods. If necessary, the target compound can be purified by recrystallization, column chromatography, or other methods. Alternatively, the component containing the target compound can be used in the next step without isolation.

[0293] <Step n>

[0294] Compounds of formulas (22-1), (22-2), (22-3), (21-4), (21-5), (21-6), or (21-8) can be prepared by reacting the compounds shown in formulas (21-1), (21-2), (21-3), (21-4), (21-5), (21-6), or (21-8) with NHYaYb (here, YaYb is the same as described above) in an inert solvent and, if appropriate, in the presence of a base. In these formulas, D, J1, J2, J3, and J4 are synonyms as described above, and n is 0 or 1. In the following formulas, G2, G4, G5, G6, G7, G8, W, Ya, Yb, R1, R3, R9, R10, R11, and R13 represent the same as described above, and m is 1 or 2. The compounds shown in formulas (21-1) to (21-6) and (21-8) can be prepared by the same manufacturing method as in steps a to p above.

[0295]

[0296]

[0297] The amount of NHYaYb used in step n can be appropriately selected in the range of about 1 mole to 20 moles, relative to the compounds shown in formulas (21-1) to (21-6) and (21-8).

[0298] In step n, any inert solvent that will not significantly hinder the reaction can be used; examples include diethyl ether, tetrahydrofuran, etc. Alkane and other ethers; aromatic hydrocarbons such as benzene, toluene, and xylene; nitriles such as acetonitrile and propionitrile; halogenated hydrocarbons such as dichloromethane, chloroform, and 1,2-dichloroethane; alcohols such as methanol, ethanol, and isopropanol; acetamides such as dimethylformamide and dimethylacetamide; polar solvents such as dimethyl sulfoxide and 1,3-dimethyl-2-imidazolidinedione, etc., are inert solvents. These inert solvents can be used alone or in mixtures of two or more.

[0299] The reaction temperature in step n is typically within the range of approximately -78°C to the boiling point of the solvent to be used. The reaction time varies depending on the scale of the reaction, the reaction temperature, etc., and can be appropriately selected within the range of several minutes to 48 hours. In addition, this reaction can also be carried out in an inert gas environment such as nitrogen or argon.

[0300] After the reaction is complete, the target substance can be isolated from the reaction mixture using conventional methods. If necessary, the target substance can be prepared by purification methods such as recrystallization and column chromatography.

[0301] The compound represented by formula (1) of this invention, or its salt or such N-oxide, has a control effect on pests in agriculture and horticulture. Therefore, this invention also includes a pest control agent using the compound represented by formula (1), its salt or such N-oxide as the active ingredient. More specifically, it provides the use of the pest control agent in agriculture and horticulture.

[0302] In this invention, the insect species targeted for control (the insect species for which the compound shown in formula (1) exhibits control effects) are not particularly limited, and can be used for the control of a wide range of harmful pests in agriculture and horticulture. Preferred target insect species may be listed below.

[0303] Lepidoptera pests include, for example, the rice stem borer (Chilo suppressalis), the darkheaded stem borer (Chilo polychrysus), the white stem borer (Scirpophaga innotata), the three-spined rice stem borer (Scirpophaga incertulas), the Rupela albina, the rice leaf roller (Cnaphalocrocis medinalis), the broad-striped brush-bearded leaf roller (Marasmia patnalis), the rice leaf roller (Marasmia exigua), the cotton leaf roller (Notarcha derogata), the Asian corn borer (Ostrinia furnacalis), the European corn borer (Ostrinia nubilalis), the cabbage borer (Hellula undalis), the grape leaf cutter moth (Herpetogramma luctuosale), and the orchid moth (Pediasia). Crombidae (grass moths), including the rice three-spotted borer (Nymphula depunctalis) and sugarcane borer (Diatraea saccharalis); Pyralidae (corn borer moths), including the small corn borer (Elasmopalpus lignosellus) and Indian grain moth (Plodia interpunctella); and Spodoptera litura (beet armyworm), Spodoptera exigua (sugar beet armyworm), Mythimna separata (secret armyworm), Mamestra brassicae (cabbage armyworm), Sesamia inferens (large corn borer), Spodoptera mauritia (gray-winged armyworm), Naranga aenescens (rice stem borer), Spodoptera frugiperda (grass armyworm), Spodoptera exempta (fall armyworm), Agrotis ipsilon (small cutworm), and Autographa (black-spotted silver-striped armyworm). The genera *Nigrisigna*, *Plusia festucae*, *Soybean looper*, and *Chrysodeixis includens* are mentioned. *Trichoplusia* spp. are also mentioned.Noctuidae include: *Heliothis virescens* (tobacco bud noctuid moth), *Helicoverpa armigera* (cotton bollworm), *Helicoverpa zea* (grain noctuid moth), *Velvetbean caterpillar* (Anticarsia gemmatalis), *Cotton leafworm* (Alabama argillacea), *Hop vine borer* (Hydraecia immanis), Pieris rapae (cabbage white butterfly), *Grapholita molesta* (pear fruit moth), *Grapholita dimorpha* (sand fruit moth), *Leguminivora glycinivorella* (soybean fruit borer), *Matsumuraeses azukivora* (soybean leafroller), and *Adoxophyes orana* (apple leafroller). This includes moths such as *Fascata*, *Adoxophyes honmai*, *Homona magnanima*, *Archips fuscocupreanus*, *Cydia pomonella*, *Tetramoera schistaceana*, *Bean Shoot Borer* (Epinotia aporema), and *Citrus fruit borer* (Ecdytolopha aurantiana) from the Tortricidae family; *Caloptilia theivora* and *Phyllonorycter ringoniella* from the Gracillariidae family; *Carposinidae* such as *Carposina sasakii*; and *Coffee Leaf Miner* (Leucoptera coffeella), *Lyonetia clerkella*, and *Lyonetia spp.* Examples of moths include the family Lyonetiidae (e.g., *prunifoliella*) and the genus *Lymantria* (e.g., *Lymantria dispar*).The species include: * Euproctis pseudoconspersa* and other tussock moths (Lymantriidae); *Plutella xylostella* and other diamondback moths (Pluteliidae); *Anarsia lineatella*, *Helcystogramma triannulella*, *Pectinophora gossypiella*, *Phthorimaea operculella*, *Tuta absoluta* and other glyptocarid moths (Gelechiidae); *Hyphantria cunea* and other cricket moths (Arctiidae); *Giant Sugarcane borer; *Telchin licus* and other paisleyan moths (Castniidae); *Cossus insularis* and other carpenter moths (Cossidae); and *Ascotis* (a type of wood-boring moth). Geometridae (e.g., *Selenaria*); Limacodidae (e.g., *Parasa lepida*); Stathmopodidae (e.g., *Stathmopoda masinissa*); Sphingidae (e.g., *Acherontia lachesis*); Sesiidae (e.g., *Nokona feralis*); Hesperiidae (e.g., *Parnara guttata*).

[0304] Hemiptera pests include: species such as the gray planthopper (Laodelphax striatellus), brown planthopper (Nilaparvata lugens), white-backed planthopper (Sogatella furcifera), corn planthopper (Peregrinus maidis), rice planthopper (Javesella pellucida), sugarcane planthopper (Perkinsiella saccharicida), and Tagosodes orizicolus (Delphacidae); leafhoppers such as the false black-tailed leafhopper (Nephotettix cincticeps), the Taiwan black-tailed leafhopper (Nephotettix virescens), the black-striped black-tailed leafhopper (Nephotettix nigropictus), the electric-striped leafhopper (Recilia dorsalis), the small green leafhopper (Empoasca onukii), the broad bean leafhopper (Empoasca fabae), the corn leafhopper (Dalbulus maidis), and the large white leafhopper (Cofana). Cicadidae (including leafhoppers such as *Cicadellidae*); Cercopidae (including bubble blower *Mahanarva posticata* and sugarcane blower *Mahanarva fimbriolata*); and aphids such as beet aphid *Aphis fabae*, soybean aphid *Aphis glycines*, cotton aphid *Aphis gossypii*, apple aphid *Aphis pomi*, spiraecola aphid *Aphis spiraecola*, peach aphid *Myzus persicae*, light-tipped tongue aphid *Brachycaudus helichrysi*, cabbage aphid *Brevicoryne brassicae*, and plantain aphid *Rosy apple aphid*.Aphids include: *Dysaphis plantaginea*, *Lipaphis erysimi*, *Macrosiphum euphorbiae*, *Aulacorthum solani*, *Nasonovia ribisnigri*, *Rhopalosiphum padi*, *Rhopalosiphum maidis*, *Toxoptera citricida*, *Hyalopterus pruni*, *Melanaphis sacchari*, *Tetraneura nigriabdominalis*, *Ceratovacuna lanigera*, and *Eriosoma lanigerum*, among others (Aphididae); *Daktulosphaira vitifoliae*, *Pecan phylloxera*; *Phylloxera devastatrix*, and *Pecan leaf aphid*. Phylloxera (Phylloxera notabilis), Southern pecan leaf phylloxera (Phylloxera russellae), and other phylloxera (Phylloxera family); Adelgidae (Adelges tsugae), Fir ball aphid (Adelges piceae), Fir ball aphid (Aphrastasia pectinatae), and other coccidioidomycetes (Scotinophara lurida), Malayan black bug (Scotinophara coarctata), Oriental green bug (Nezara antennata), Northern two-star bug (Eysarcoris aeneus), Large-spined white-spotted bug (Eysarcoris lewisi), White-spotted bug (Eysarcoris ventralis), Pseudo-two-spotted bug (Eysarcoris annamita), and Tea-winged bug (Halyomorpha) (Halys), Green Stink Bug (Nezara viridula), Brown Stink Bug (Euschistus heros), Red Banded Stink Bug;*Pentatomidae* (including *Piezodorus guildinii*, *Oebalus pugnax*, and *Dichelops melacanthus*); *Cydnidae* (including *Burrower brown bug* and *Scaptocoris castanea*); *Alydidae* (including *Riptortus pedestris*, *Leptocorisa chinensis*, and *Leptocorisa acuta*); *Coreidae* (including *Cletus punctiger* and *Leptoglossus australis*); *Lygaeidae* (including *Caverelius saccharivorus*, *Togo hemipterus*, and *Blissus leucopterus*); and *Trigonotylus* (including *Trigonotylus*). The species include: * *Caelestialium*, *Stenotus rubrovittatus*, *Stenodema calcarata*, and *Lygus lineolaris*, belonging to the family Miridae; *Trialeurodes vaporariorum*, *Bemisia tabaci*, *Dialeurodes citri*, *Aleurocanthus spiniferus*, *Aleurocanthus camelliae*, and *Pealius euryae*, belonging to the family Aleyrodidae; and *Abgrallaspis cyanophylli*, *Aonidiella aurantii*, *Diaspidiotus perniciosus*, *Pseudaulacaspis pentagona*, and *Unaspis*. Species include the family Diaspididae (such as *Yanonensis* and *Unaspis citri*); the family Coccidae (such as *Ceroplastes rubens*); and the family Margarodidae (such as *Icerya purchasi* and *Icerya seychellarum*).The family Pseudococcidae includes species such as the Lycoris radiata mealybug (Phenacoccus solani), the Hibiscus mealybug (Phenacoccus solenopsis), the Japanese mealybug (Planococcus kraunhiae), the long-tailed mealybug (Pseudococcus comstocki), the citrus mealybug (Planococcus citri), the citrus mealybug (Pseudococcus calceolariae), the false long-tailed mealybug (Pseudococcus longispinus), and the rice pink mealybug (Brvennia rehi); the psyllid (Diaphorina citri), the African psyllid (Trioza erytreae), the Suga psyllid (Cacopsylla pyrisuga), the Chinese psyllid (Cacopsylla chinensis), the potato psyllid (Bactericera cockerelli), and the pear psyllid (Pear). Psyllids (such as *Cacopsylla pyricola*) and other psyllids (Psyllidaceae); lacewings (such as *Corythucha ciliata*, *Corythucha marmorata*, *Stephanitis nashi*, and *Stephanitis pyrioides*) and other lacewings (Cimicidae); bedbugs (such as *Cimex lectularius*) and giant cicadas (such as *Giant Cicada* and *Quesada gigas*) and other cicadas (Cicadidae).

[0305] Coleoptera pests include, for example, the western corn rootworm (Diabrotica virgifera virgifera), the southern corn rootworm (Diabrotica undecimpunctata howardi), the northern corn rootworm (Diabrotica barberi), the Mexican corn rootworm (Diabrotica virgifera zeae), the spotted cucumber leaf beetle (Diabrotica balteata), the cucumber beetle (Cucurbit Beetle; Diabrotica speciosa), the bean leaf beetle (Cerotoma trifurcata), the grain leaf beetle (Oulema melanopus), the cucumber beetle (Aulacophora femoralis), the yellow striped flea beetle (Phyllotreta striolata), the cabbage flea beetle (Phyllotreta cruciferae), the Western black flea beetle (Phyllotreta pusilla), and the rapeseed stem flea beetle (Psylliodes). Chrysomelidae (leaf beetles), including the potato beetle (Leptinotarsa ​​decemlineata), rice leaf beetle (Oulema oryzae), grape leaf beetle (Colaspis brunnea), corn flea beetle (Chaetocnema pulicaria), sweet potato flea beetle (Chaetocnema confinis), American potato flea beetle (Epitrix cucumeris), rice iron beetle (Dicladispa armigera), southern corn leaf beetle (Myochrous denticollis), sweet potato wax beetle (Laccoptera quadrimaculata), and tobacco flea beetle (Epitrix hirtipennis); and Carabidae (ground beetles), including the corn seedcorn beetle (Stenolophus lecontei) and the corn seedcorn beetle (Clivina impressifrons).The following species belong to the Scarabaeidae family: *Anomala cuprea*, *Anomala rufocuprea*, *Anomala albopilosa*, *Popillia japonica*, *Heptophylla picea*, *European Chafer; Rhizotrogus majalis*, *Tomarus gibbosus*, *Holotrichia spp.*, *Phyllophaga crinita*, and *Diloboderus spp.*; *Diloboderus abderus* and other rhinoceros beetles; *Araecerus coffeae*, *Cylas formicarius*, *Euscepes postfasciatus*, and *Hypera*. postica, corn weevil (Sitophilus zeamais), rice weevil (Echinocnemus squameus), rice water weevil (Lissorhoptrus oryzophilus), palm weevil (Rhabdoscelus lineatocollis), cotton boll weevil (Anthonomus grandis), parasitic grain weevil (Sphenophorus venatus), southern corn billbug (Sphenophorus callosus), soybean stalk weevil (Sternechus subsignatus), sugarcane weevil (Sphenophorus levis), rust weevil (Scepticus griseus), black kite gourd weevil (Scepticus uniformis), Brazilian bean weevil (Zabrotes subfasciatus), pit beetle (Tomicus piniperda), coffee berry beetle (Hypothenemus hampei), Aracanthus *Aracanthus* spp. and *Aracanthus mourei*, and *Aracanthus spp.*, are species of rodents. *Cotton root borer* is also mentioned.The family Curculionidae includes species such as *Eutinobothrus brasiliensis*; the family Tenebrionidae includes species such as *Tribolium castaneum* and *Tribolium confusum*; the family Coccinellidae includes species such as *Epilachna vigintioctopunctata*; the family Bostrychidae includes species such as *Lyctus brunneus*; the family Ptinidae; the family Cerambycidae includes species such as *Anoplophora malasiaca* and *Migdolus fryanus*; and the genera *Melanotus okinawensis*, *Agriotes fuscicollis*, *Melanotus legatus*, *Anchastus spp.*, and *Conoderus*. Elateridae (click beetles), including genus *Ctenicera* spp., *Limonius* spp., and *Aeolus* spp.; Staphylinidae (rove beetles), including genus *Paederus fuscipes*.

[0306] Thysanoptera pests {e.g., western flower thrips (Frankliniella occidentalis), palm thrips (Thrips palmi), yellow tea thrips (Scirtothrips dorsalis), tobacco thrips (Thrips tabaci), flower thrips (Frankliniella intonsa), rice thrips (Stenchaetothrips biformis), American thorny thrips (Echinothrips americanus), etc., family Thripidae; rice tube thrips (Haplothrips aculeatus), etc., family Phlaeothripidae}.

[0307] Diptera pests include: * *Delia platura* and *Delia antiqua* (Anthomyiidae); *Tetanops myopaeformis* (Ulidiidae); *Agromyza oryzae*, *Liriomyza sativae*, *Liriomyza trifolii*, and *Chromatomyia horticola* (Agromyzidae); *Chlorops oryzae* (Chlorops oryzae) (Chloropidae); *Bactrocera cucurbitae*, *Bactrocera dorsalis*, *Bactrocera latifrons*, *Bactrocera oleae*, and *Bactrocera quercetina* (Bactrocera cucurbitae). * *Ceratitis capitata* and other fruit flies (Tephritidae); *Hydrellia griseola*, *Hydrellia philippina*, *Hydrellia sasakii* and other water flies (Ephydridae); *Drosophila suzukii* and other fruit flies (Drosophila suzukii); *Megaselia spiracularis* and other water flies (Phoridae); *Clogmia albipunctata* and other moth flies (Psychodidae); *Bradysia difformis* and other fungus flies (Sciaridae); *Mayetiola destructor* and *Orseolia* (Asian rice gall midge) The family Cecidomyiidae includes gall midges such as *Oryzae*; the family Diopsidae includes *Diopsis macrophthalma*; and the family Tipulaidae includes *Tipula aino*, *Common cranefly* (*Tipula oleracea*), and *European cranefly* (*Tipula paludosa*).

[0308] Hymenoptera pests {e.g., Xinjiang cabbage bee (Athalia rosae), Japanese cabbage bee (Athalia japonica) and other leaf bee families (Tenthredinidae); fire ants (Solenopsis spp.) family, brown leaf-cutting ant (Atta capiguara) and other formic ants (Formicidae) family, etc.}

[0309] Orthoptera pests include, for example, the migratory locust (Locusta migratoria), the Moroccan locust (Dociostaurus maroccanus), the Australian locust (Chortoicetes terminifera), the red-winged locust (Nomadacris septemfasciata), the brown locust (Brown Locust; Locustana pardalina), the tree locust (Tree Locust; Anacridium melanorhodon), the Italian locust (Italian Locust; Calliptamus italicus), the differential grasshopper (Melanoplus differentialis), the two-striped grasshopper (Melanoplus bivittatus), the migratory grasshopper (Melanoplus sanguinipes), the red-legged grasshopper (Melanoplus femurrubrum), the clearwinged grasshopper (Camnula pellucida), and the desert locust (Schistocerca). The family Acrididae includes species such as *Gryllaria*, *Gastrimargus musicus*, *Spur-throated locust*, *Austracris guttulosa*, *Oxya yezoensis*, *Oxya japonica*, and *Patanga succincta*; the family Gryllotalpidae includes species such as *Gryllotalpa orientalis*; the family Gryllidae includes species such as *Acheta domestica* and *Teleogryllus emma*; and the family Tettigoniidae includes species such as *Mormon cricket* and *Anabrus simplex*.

[0310] Blattodea pests include: German cockroaches (Blattella germanica) and other species in the family Blattellidae; African cockroaches (Periplaneta fuliginosa), American cockroaches (Periplaneta americana), brown-spotted cockroaches (Periplaneta brunnea), Oriental cockroaches (Blatta orientalis), Japanese cockroaches (Periplaneta japonica), Australian domestic cockroaches (Periplaneta australasiae), and other species in the family Blattidae; subterranean termites (Reticulitermes speratus), Formosan subterranean termites (Coptotermes formosanus), Incisitermes minor, Cryptotermes domesticus, Odontotermes formosanus, and Neotermes. The termites include species such as *Glyptotermes koshunensis*, *Glyptotermes satsumensis*, *Glyptotermes nakajimai*, *Glyptotermes fuscus*, *Hodotermopsis sjostedti*, *Coptotermes guangzhouensis*, *Reticulitermes amamianus*, *Reticulitermes miyatakei*, *Reticulitermes kanmonensis*, *Nasutitermes takasagoensis*, *Pericapritermes nitobei*, *Sinocapritermes mushae*, and *Cornitermes cumulans*, all belonging to the family Termitidae.

[0311] Acari pests include species such as the two-spotted spider mite (Tetranychus urticae), the Kanzawai spider mite (Tetranychus kanzawai), the Evansi spider mite (Tetranychus evansi), the citrus spider mite (Panonychus citri), the apple spider mite (Panonychus ulmi), and the small spider mite (Oligonychus spp.) belonging to the family Tetranychidae; the citrus gall mite (Aculops pelekassi), the citrus gall mite (Phyllocoptruta citri), the tomato gall mite (Aculops lycopersici), the tea gall mite (Calacarus carinatus), the tea tip leaf gall mite (Acaphylla theavagrans), the Chinese gall mite (Eriophyes chibaensis), the schlechtendali gall mite (Aculus schlechtendali), and the persimmon bud mite (Aceria). Eriophyidae (including *Diospyri*, *Aceria tosichella*, and *Shevtchenkella sp.*); Tarsonemidae (including *Polyphagotarsonemus latus*); Tenuipalpidae (including *Brevipalpus phoenicis*); Tuckerellidae; Haemaphysalis longicornis, Haemaphysalis flava, Dermacentor taiwanensis, Dermacentor variabilis, Ixodes ovatus, Ixodes persulcatus, Ixodes scapularis, Amblyomma americanum, and Boophilus. Microplus, Rhipicephalus sanguineus, and other ticks (Ixodidae); Tyrophagus putrescentiae, Tyrophagus similis, and other flour mites (Acaridae);House dust mites (Dermatophagoides farinae, Dermatophagoides pteronyssinus, etc.) belong to the family Pyroglyphidae; carnivorous mites (Cheyletus eruditus, Cheyletus malaccensis, Chelacaropsis moorei, Cheyletiella yasguri, etc.) belong to the family Cheyletidae; ear mites (Otodectes cynotis, Sarcoptes scabiei, etc.) belong to the family Sarcoptes; Demodicidae include Demodex canis; Listrophoridae; Haplochthoniidae; and species such as Ornithonyssus bacoti and Ornithonyssus. The family Macronyssidae includes mites such as *Sylviarum*; the family Dermanyssidae includes mites such as *Dermanyssus gallinae*; and the family Trombiculidae includes mites such as *Leptotrombidium akamushi*.

[0312] Plant parasitic nematodes {e.g., rice stem nematode (Aphelenchoides besseyi), strawberry scaly nematode (Aphelenchoides fragariae), chrysanthemum scaly nematode (Aphelenchoides ritzemabosi), pine wood nematode (Bursaphelenchus xylophilus) and other Aphelenchida nematodes, potato white nematode (Globodera pallida), potato golden nematode (Globodera rostochiensis), wheat grain cyst nematode (Heterodera avenae), soybean cyst nematode (Heterodera glycines), beet cyst nematode (Heterodera schachtii), clover cyst nematode (Heterodera trifolii), peanut root-knot nematode (Meloidogyne arenaria), northern root-knot nematode (Meloidogyne hapla), southern root-knot nematode (Meloidogyne arenaria)} The following are species of nematodes: *Incognita*, *Meloidogyne javanica*, *Meloidogyne mali*, *Pratylenchus coffeae*, *Pratylenchus drenatus*, *Pratylenchus loosi*, *Pratylenchus neglectus*, *Pratylenchus penetrans*, *Pratylenchus vulnus*, *Radopholus citrophilus*, and *Radopholus similis*, all belonging to the order Tylenchida.

[0313] The insect species targeted for control in this invention (insect species for which the compound shown in Formula (1) exhibits control effects) can also be further used for the control of harmful organisms such as sanitary pests, storage pests, clothing pests, indoor pests, and parasites. In particular, it has excellent control effects on ectoparasites that can harm humans and animals. Ectoparasites that can be targeted for control include: those that parasitize the back, armpits, lower abdomen, inner thighs, etc. of host animals and obtain nutrients such as blood and skin flakes from animals / birds to survive; and those that fly to the back, buttocks, etc. of host animals and obtain nutrients such as blood and skin flakes from animals / birds to survive. Examples of ectoparasites include ticks, mites, lice, fleas, etc.

[0314] The effective host animals for the pest control agent of this invention can be listed as follows: dogs, cats, mice, rats, hamsters, guinea pigs, squirrels, rabbits, ferrets; pet birds (such as pigeons, parrots, mynahs, Java sparrows, parrots, magpies, canaries); cattle, horses, pigs, sheep, goats; poultry (such as ducks, chickens, quails, geese); bees (such as honeybees, Japanese honeybees), etc.

[0315] That is, the pest control agent of the present invention is effective as an ectoparasite control agent for animals that are protected against the aforementioned animals / birds.

[0316] The following pests can be listed as targets of ticks and mites.

[0317] Mites belonging to the order Mesostigmata include: * Mites of the family Dermanyssidae, such as the chicken mites (Dermanyssus gallinae); * Mites of the family Macronyssidae, including species of the genus *Ornithonyssus* (Ornithonyssus sylviarum), tropical mites (Ornithonyssus bursa), and tropical mouse mites (Ornithonyssus bacoti); * Mites of the family Laelapidae, including species of the genus *Laelaps* (Laelaps echidninus), *Laelaps jettmari*, and small wasp mites (Tropilaelaps clarae); * Mites of the family Varapidae, including species of the genus *Varroa* (Varroa destructor), and Varroa yassi. jacobsoni, Varroa underwoodi, a mite belonging to the Varroidae family.

[0318] Ticks belonging to the order Metastigmata include, for example, ticks of the family Argasidae, including species of the genus *Argas* such as *Argas persicus* and *Argas reflexus*, and species of the genus *Ornithodoros* such as *Ornithodoros moubata*; ticks of the genus *Haemaphysalis* such as *Haemaphysalis concinna*, *Haemaphysalis punctata*, *Haemaphysalis cinnabarina*, *Haemaphysalis otophila*, *Haemaphysalis leachi*, *Haemaphysalis longicornis*, *Haemaphysalis mageshimaensis*, and *Haemaphysalis kowara*. The following ticks are listed: *Haemaphysalis campanulata*, *Haemaphysalis pentalagi*, *Haemaphysalis flava*, *Haemaphysalis megaspinosa*, *Haemaphysalis japonica*, *Haemaphysalis douglasi*, *Amblyomma americanum*, *Amblyomma variegatum*, *Amblyomma maculatum*, *Amblyomma hebraeum*, *Amblyomma cajennense*, *Amblyomma testudinarium*, and *Ixodes* spp.The following are species of ticks: *Ixodes ricinus*, *Ixodes hexagonus*, *Ixodes canisuga*, *Ixodes pilosus*, *Ixodes rubicundus*, *Ixodes scapularis*, *Ixodes holocyclus*, *Ixodes ovatus*, *Ixodes persulcatus*, *Ixodes nipponensis*, and *Boophilus*. Rhipicephalus (Boophilus) microplus, Rhipicephalus (Boophilus) decoloratus, Rhipicephalus (Boophilus) annulatus, Rhipicephalus (Boophilus) calceratus, Rhipicephalus spp., Rhipicephalus evertsi, Rhipicephalus sanguineus, Rhipicephalus bursa, Rhipicephalus appendiculatus, Rhipicephalus capensis, Rhipicephalus turanicus, Rhipicephalus zambezii The ticks and mites belonging to the genus *Dermacentor* (including *Dermacentor marginatus*, *Dermacentor reticulatus*, *Dermacentor pictus*, *Dermacentor albipictus*, *Dermacentor andersoni*, and *Dermacentor variabilis*, and belonging to the family Ixodidae.)

[0319] The order Astigmata includes flour mites (Acaridida), such as sheep mites (Psoroptes ovis), rabbit ear mites (Psoroptes cuniculi), horse mites (Psoroptes equi), cow scabies mites (Chorioptes bovis), and ear mites (Otodectes cynotis) within the family Psoroptidae; and ticks within the family Sarcoptes scabiei, canine scabies mites (Sarcoptes canis), cattle scabies mites (Sarcoptes bovis), and sheep scabies mites (Sarcoptes scabiei). The text lists various mites and their related species, including: *Sarcoptes rupicaprae* (goat scabies), *Sarcoptes equi* (horse scabies), *Sarcoptes suis* (swine scabies), and ticks from the family Sarcoptidae (Notoedres cati) of the genus *Notoedres spp.*, as well as ticks from the family Knemidokoptidae (Knemidokoptes mutans) of the genus *Knemidokoptes spp.*.

[0320] Ticks belonging to the Actinedida order of Prostigmata {e.g., Demodex canis, Demodex bovis, Demodex ovis, Demodex caprae, Demodex equi, Demodex caballi, Demodex suis, and Demodex cati; and ticks belonging to the Trombulidae family of the Trombicula genus and the Trombicula akamushi genus}.

[0321] The following pests are examples of lice that could be targeted.

[0322] The suborder Anoplura includes lice of the family Haematopinidae, which includes species of the genus Haematopinus spp. such as the horse blood louse (Haematopinus asini), the cattle blood louse (Haematopinus eurysternus), and the pig blood louse (Haematopinus suis); and lice of the family Linognathidae, which includes species of the genus Linognathus spp. such as the dog blood louse (Linognathus setosus), the cattle blood louse (Linognathus vituli), the sheep blood louse (Linognathus ovillus), the oval blood louse (Linognathus oviformis), the foot blood louse (Linognathus pedalis), and the goat blood louse (Linognathus stenopsis), and species of the genus Solenopotes spp. such as the short-nosed cattle louse (Solenopotes capillatus).

[0323] Biting louses in the suborder Amblycera {e.g., the large chicken louse (Menacanthus stramineus), chicken louse (Menacanthus cornutus), and pale chicken louse (Menacanthus pallidulus) of the genus Menopon {e.g., the short-horned louse (Menoponidae) of the genus Menopon}.

[0324] The suborder Ischnocera includes biting louses, such as the flea (Columbicola columbae) of the suborder Ischnocera, the chicken head louse (Cuclotogaster heterographus) of the genus Cuclotogaster, the chicken round louse (Goniodes dissimilis), the large horned louse (Goniodes gigas), and the chicken gallinae of the genus Goniodes (Lipeurus caponis); and the feather lice of the family Philopteridae, including the cattle louse (Bovicola bovis), the sheep louse (Bovicola ovis), the limbata louse (Bovicola limbata), and the goat louse (Bovicola limbata). The species include caprae, Bovicola equi, Trichodectes canis (a species of dog louse), and Felicola subrostrata (a species of cat louse).

[0325] The following are examples of fleas (Siphonaptera) that may become targets of pests. For example, fleas of the family Tungidae, including *Tunga penetrans* (a species of the genus *Tunga*); fleas of the family Pulicidae, including *Ctenocephalides canis* (a species of the genus *Ctenocephalides*), *Ctenocephalides felis* (a species of the genus *Ctenocephalides*), *Archaeopsylla erinacei* (a species of the genus *Archaeopsylla*), *Xenopsylla cheopis* (a species of the genus *Xenopsylla*), *Pulex irritans* (a species of the genus *Pulex*), and *Echidnophaga gallinacea* (a species of the genus *Echidnophaga*); fleas of the family Ceratophyllus. The fleas of the family Ceratophyllidae, including *Ceratophyllus gallinae*, *Ceratophyllus anisus*, and *Nosopsyllus fasciatus* of the genus *Nosopsyllus*; including the fleas of the family Leptopsyllidae, including *Leptopsylla segnis* of the genus *Leptopsylla*.

[0326] In addition, pests belonging to the order Hemiptera can be listed as potential targets for external parasites. Examples of Hemiptera pests include insects of the family Cimicidae, such as the temperate bed bug (Cimex lectularius) of the genus Cimex spp.; and insects of the family Reduviidae, such as the long red snapping bug (Rhodnius prolixus) of the genus Rhodnius spp.; and the harassing trapdoor bug (Triatoma infestans) of the genus Triatoma spp.

[0327] In addition, it is also effective against biting insects (chewing flies, blood-sucking adult flies, larvae of mobile dipterans, and maggots of parasitic flies) belonging to the order Diptera. The following are some examples of Diptera pests.

[0328] The suborder Nematocera includes, for example, (a) species of the genus *Culex* such as *Culex quinquefasciatus*, *Culex pipiens pallens*, *Culex tarsalis*, *Culex pipiens molestus*, *Culex pipiens fatigans*, and *Culex tritaeniorhynchus summorosus*; species of the genus *Armigeres* such as *Armigeres subalbatus*; species of the genus *Anopheles* such as *Anopheles gambiae*, *Anopheles maculipennis*, *Anopheles sinensis*, and *Anopheles lesteri*; and species of the genus *Aedes* such as *Aedes aegypti*. (a) Mosquitoes of the family Culicidae, including *Aedes albopictus*, *Aedes taeniorhynchus*, *Aedes togoi*, and *Aedes vexans nipponii*; (b) Mosquitoes of the family Simuliidae, including *Simulium reptans*, *Simulium ornatum*, *Simulium venustum*, *Simulium salopiense*, and *Prosimulium yezoense*; including species of the subgenus *Culiodes*.The following are examples of midges belonging to the family Ceratopogonidae: *Culicoides arakawae*, *Culicoides pictimargo*, *Culicoides kibunensis*, *Culicoides homotomus*, *Culicoides oxystoma*, *Culicoides nipponensis*, *Culicoides punctatus*, *Culicoides maculatus*, and *Culicoides matsuzawai*.

[0329] The suborder Brachycera {e.g., (a) including species of the genus *Tabanus* such as *Tabanus bromius*, *Tabanus spodopterus*, *Tabanus atratus*, *Tabanus sudeticus*, *Tabanus trigonus*, *Tabanus chrysurus*, *Tabanus trigeminus*, *Tabanus fulvimedioides*, and *Tabanus iyoensis*; and species of the genus *Chrysops* such as *Chrysops caecutiens*, *Chrysops relictus*, *Chrysops suavis*, and *Chrysops japonicus*} The family Tabanidae includes horseflies (specifically, species from the genus *Muscina* such as *Musca domestica*, *Musca bezzii*, *Musca hervei*, *Musca conducens*, *Musca stabulans*, *Stomoxys calcitrans*, *Haematobia irritans*, *Haematobia irritans exigua*, and *Haematobia stimulans*, and *Fannia canisularis*. The family Muscidae includes flies from the genus *Glossina*. Flies of the family Glossinidae (spp.); flies of the family Hippoboscidae (including the species Melophagus ovinus); the species Calliphora lata; and species of the genus Lucilia (Lucilia spp.) including Lucilia cuprina, Lucilia sericata, Lucilia illustris, and Chrysomyia spp.This includes flies of the family Calliphoridae, such as *Chrysomya hominivorax*, *Chrysomya chloropyga*, and *Chrysomya bezziana*; further subfamilyes include the subfamily Cutterebrinae (Cuterebra spp.), the subfamily Hypodermatinae (Hypoderma spp.) (including *Hypoderma bovis*, *Hypoderma lineatum*), and the subfamily Gasterophilinae (Gasterophilus spp.) (including *Gasterophilus intestinalis*, *Gasterophilus haemorroidalis*, *Gasterophilus inermis*, *Gasterophilus nasalis*, and *Gasterophilus hornedus*). The term "nigricornis" refers to the fly species *Gasterophilus pecorum*, which belongs to the subfamily Oestrinae, specifically the genus *Oestrus* spp., and the family Oestridae.

[0330] When the compound shown in formula (1) is used as a pest control agent for agricultural and horticultural purposes, it can be used directly, or it can be mixed with appropriate solid carriers, liquid carriers, gaseous carriers, surfactants, dispersants, other formulation adjuvants, etc., to prepare a pesticide formulation for use. Preferred pesticide formulations include emulsions, EW formulations, liquids, suspensions, wettable powders, wettable granules, powders, DL powders, powder-granules, granules, tablets, oils, aerosols, flowable agents, dry flowable agents, microcapsules, etc. These pesticide formulations can be prepared into any chosen dosage form for use. In this invention, the carrier system refers to solid carriers, liquid carriers, gaseous carriers, etc.

[0331] Examples of solid carriers mentioned above include: talc, bentonite, clay, kaolin, diatomite, vermiculite, white carbon, calcium carbonate, acid clay, silica sand, silica, zeolite, perlite, attapulgite, pumice, ammonium sulfate, sodium sulfate, urea, etc.

[0332] Examples of liquid carriers mentioned above 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 kerosene; aromatic hydrocarbons such as toluene, xylene, and methylnaphthalene; and diethyl ether, ... Ethers such as alkanes and tetrahydrofurans; esters such as ethyl acetate; nitriles such as acetonitrile and isobutyronitrile; acetamides such as dimethylformamide and dimethylacetamide; vegetable oils such as soybean oil and cottonseed oil; dimethyl sulfoxide and water, etc.

[0333] In addition, the aforementioned gaseous carriers may include: LPG, air, nitrogen, carbon dioxide gas, dimethyl ether, etc.

[0334] Examples of the aforementioned surfactants and dispersants include: alkyl sulfates, alkyl (aryl) sulfonates, polyoxyalkyl alkyl (aryl) ethers, polyol esters, lignin sulfonates, alkyl sulfonate succinates, formalin condensates of alkyl naphthalene sulfonates, polycarboxylates, POE polystyrene phenyl ether sulfates and phosphates, POE / POP block polymers, etc.

[0335] Furthermore, examples of adjuvants used in the aforementioned formulations include: carboxymethyl cellulose, hydroxypropyl cellulose, polyvinyl alcohol, xanthan gum, α-starch, gum arabic, polyvinylpyrrolidone, ethylene-acrylic acid copolymer, ethylene-vinyl acetate copolymer, polyethylene glycol, liquid paraffin, calcium stearate, and defoamers, preservatives, etc.

[0336] The aforementioned carriers, surfactants, dispersants, and formulation adjuvants may be used individually or in combination as needed.

[0337] The content of the compound represented by formula (1), which is an active ingredient in the pesticide formulation, is not particularly limited, but is preferably 1 to 75% by weight in emulsions, 0.3 to 25% by weight in powders, 1 to 90% by weight in wettable powders, and 0.1 to 10% by weight in granules.

[0338] When the compound shown in formula (1) is made into a tick and acaricide for the prevention and control of ticks and mites that parasitize livestock such as cattle and pigs, and pets such as dogs and cats, it can be used in an amount of 0.01 to 1000 mg of active ingredient relative to 1 kg of host animal.

[0339] The acaricides for prevention and control can be applied using well-known veterinary methods. Regarding these methods, for example, when aiming at systemic suppression, methods include administration to animals via tablets, capsules, infusions, feed mixing, suppositories, or injection (intramuscular, subcutaneous, intravenous, intraperitoneal, etc.); when aiming at non-systemic suppression, methods include administration of oily or aqueous liquids via spraying, pouring, or spot-on; and methods include mixing the acaricide into resin and shaping the mixture into appropriate forms such as collars or ear tags for application to animals.

[0340] The pest control agent of this invention can be used directly or diluted. Furthermore, the pest control agent of this invention can be mixed or used in combination with other insecticides, nematicides, fungicides, acaricides, herbicides, plant growth regulators, fertilizers, etc. Examples of agents that can be mixed or used in combination include: those listed in the Pesticide Handbook (18th edition, published by The British Crop Protection Council), the Shibuya Index (17th edition, 2014, published by Shibuya Index Research Group), the Irac Mode of Action Class Fiction Scheme (Mode of Action Classification Scheme Version 9.3, published by IRAC), the FRAC Code List (FRAC Code List (C) 2020: Fungicides sorted by mode of action, 2020 edition, published by FRAC), or those with an internet-identifiable structure (e.g., http: / / www.alanwood.net / pesticides / sitemap.html).

[0341] More specifically, insecticides / nematicides / miticides can be listed as, for example, the following compounds: alanycarb, aldicarb, bendiocarb, benfuracarb, butocarboxim, butoxycarboxim, carbaryl, carbofuran, carbosulfan, ethiofencarb, fenobucarb, formetanate, furathiocarb. Carbamate compounds such as rb), isoprocarb, methiocarb, memethomyl, oxamyl, pirimicarb, propoxur, thiodicarb, thiofanox, triazamate, trimethacarb, XMC, xylylcarb, metolcarb, fenothiocarb, and fenoxycarb.

[0342] Acetate, azamethiphos, azinphos-ethyl, azinphos-methyl, ethylthiometon, chlorethoxyfos, cadusafos, chlorethoxyfos, chlorfenvinphos, chlormephos, chlorpyrifos, chlorpyrifos-methyl, coumaphos, cyanophos, demeton-S- methyl), diazinon, dichlorvos, dicrotophos, dimethoate, dimethylvinphos, EPN, ethion, etoprophos, famphur, fenamifos, fenitrothion, fenthion, fosthiazate, heptenophos, imicyafos, isofenphos, isopropyl=O-(methoxyaminothiophosphatidyl)salicylate [isopropyl] [O-(methoxyaminothiophosphoryl)salicylate], isoxathion, malathion, mecarbam, methamidophos, methidathion, mevinphos, monocrotophos, naled, omethoate, dioxydemetonethyl), parathion, parathion-methyl, PAP, phorate, phosalone, phosmet, phosphamidon, phoxim, piriphos-methyl, profenofos, propetamphos, prothiofos, piraclofos, pyridaphenthion, quinalphos, sulfotep, butyl Organophosphate compounds such as tebupirimfos, temephos, terbufos, tetrachlorvinphos, thiometon, triazophos, trichlorfon, vamidothion, chlorpyrifos-ethyl, disulfoton, sulprofos, flupyrazophos, phenthoate, fonofos, and tribufos.

[0343] Organochlorine compounds such as endosulfan, alpha-endosulfan, gamma-HCH, dicofol, chlordane, dieldrin, and methoxyclor.

[0344] Phenylpyrazole compounds such as acetoprole, fipronil, ethiprole, pirafluprole, pyriprole, flufiprole, and nicofluprole.

[0345] broflanilide, cyproflanilide, and other meta-diacetylamine compounds.

[0346] Afoxolaner, fluralaner, sarolaner, fluxametamide, lotilaner, isocyanate isocycloseram and other isocycloseram Azoline compounds.

[0347] Acrinathrin, Allethrin, d-cis-trans Allethrin, d-trans Allethrin, Bifenthrin, Kappa-Bifenthrin, S-Cyclopentenyl Bioallethrin, S-Cyclopentenyl Bioresmethrin, Cycloprothrin, Cyfluthrin, Beta-Cyfluthrin, Cyhalothrin, Ramda-Cyhalothrin, Gamma-Cyhalothrin, Cypermethrin, Alpha-Cypermethrin, Beta-Cypermethrin, Theta-Cypermethrin, Zeta-Cypermethrin ta-cypermethrin, cyphenothrin, deltamethrin, empenthrin, esfenvalerate, ethofenprox, fenpropathrin, fenvalerate, flucythrinate, flumethrin, tau-fluvalinate, halfenprox, imiprothrin, kadethrin, permethrin, phenyl etherPhenothrin, Prallethrin, Pyrethrin, Resmethrin, Silafluofen, Tefluthrin, Kappa-Tefluthrin, Phthalimide, Tetramethrin, Tralomethrin, Transfluthrin, Metoxadiazone, Metformin Pyrethroid compounds include etofluthrin, profluthrin, pyrethrum, terallethrin, momfluorothrin, heptafluthrin, meperfluthrin, tetramethylfluthrin, dimefluthrin, and protrifenbut.

[0348] Nicotine-like compounds such as acetamiprid, chlothianidin, dinotefuran, imidacloprid, nitenpyram, thiacloprid, and thiamethoxam.

[0349] Sulfoxaflor and other sulfoxamine compounds.

[0350] Butenolactone compounds such as flupyradifurone.

[0351] Metronic compounds such as triflumezopyrim, dichloromezotiaz, and fenmezoditiaz.

[0352] 2-aminopyridine compounds such as flupyrimin.

[0353] Spinosyn compounds, such as spinosad and spintoram.

[0354] Macrolide compounds such as abamectin, ivermectin, emamectin benzoate, milkemectin, and lepimectin.

[0355] Juvenile hormone compounds such as hydroprene, quinoprene, diofenolan, and methoprene.

[0356] 4-phenoxyphenoxy compounds such as pyriproxyfene.

[0357] It eradicates pymetrozine and other pyridine-methylazo compounds.

[0358] Pyridine carboxyamine compounds such as flunicamid.

[0359] Ethoxazole, etc. Azole compounds. Insecticidal proteins produced by Bacillus thuringiensis (Bt subsp. israelensis), Bt subsp. aizawai, Bt subsp. kurstaki, Bt subsp. tenbrionis, and other Bacillus thuringiensis and Bacillus sphaericus. Equivalent to the insecticidal proteins produced by the aforementioned Bt crops.

[0360] Thiourea compounds such as diafenthiuron.

[0361] Organometallic compounds such as azocyclotin, cyhexatin, and fenbutatin oxide.

[0362] Proprite and other sulfite / diphenyl ether compounds.

[0363] Diphenyl sulfide compounds such as tetradifon.

[0364] Pyrrole compounds such as chlorfenapyr and tralopyril.

[0365] DNOC and other dinitro compounds.

[0366] Nereistoxin analogues such as bensultap, cartap, thiocyclam, thiosultap, and thiosultap sodium.

[0367] Bistrifluron, chlorfluazuron, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron, triflumuron, and other benzoyl urea compounds, as well as buprofezin and other thiamethoxam compounds. System of compounds.

[0368] Triazole compounds such as cyromazine.

[0369] Chlorofenozide, halofenozide, methoxyfenozide, tebufenozide, and other diacylhydrazine compounds.

[0370] Amidazine compounds such as amitraz.

[0371] Fluorine-containing hydrocarbon (amidinohydrazone) compounds such as hydramethylnon.

[0372] Naphthoquinone compounds such as acequinocyl.

[0373] Compounds containing methoxyacrylates (strobilurin) such as fluacrypyrim, pyriminostrobin, and flufenoxystrobin.

[0374] Quinazoline compounds such as fenazaquin.

[0375] Fenpyroxymate and other phenoxypyrazole compounds.

[0376] Pyrimidifen and other phenoxyethylamine compounds.

[0377] Pyridaben and others Ketones (pyridazinones) are a family of compounds.

[0378] Pyrazole-4-carboxamide compounds such as tebufenpyrad, tolfenpyrad, pyflubumide, and dimpropyridaz.

[0379] Hydroxycarboxyamine compounds such as metaflumizone.

[0380] Compounds such as spirodiclofen, spirotetaramat, spiromesifen, spiropidion, and spiroxamat, as well as tetronic acids and tetramic acids.

[0381] β-ketonitrile compounds such as cyflumetofen, cyenopyrafen, and cyetpyrafen.

[0382] Flubendiamide and other phthalamide compounds.

[0383] The oxoamine compounds include chlorantraniliprole, cyantraniliprole, cyclaniliprole, tetratraniliprole, cyhalodiamide, tetrachlorantraniliprole, and fluchlordiniliprole.

[0384] Quinomethionate and other quinomethionates Phosphate compounds.

[0385] Thiazolidinediones such as hexythiazox.

[0386] Hydrazine compounds such as bifenazate.

[0387] Aminopyridine compounds such as flufenerim.

[0388] Aminoquinazoline compounds such as pyrifluquinazon.

[0389] 6-phenoxyquinoline compounds such as flometoquin.

[0390] Fluopyram and other pyridylethylbenzylamine compounds.

[0391] Pyridylcyclobutyrynyl aceamine compounds such as cyclobutrifluram.

[0392] Sulfonamide compounds such as fluazaindolizine and amidoflumet.

[0393] Tyclopyrazoflor and other pyridinylpyrazole compounds.

[0394] Tioxazafen, etc. Diazole compounds.

[0395] Benzene such as oxazosulfyl Azole compounds.

[0396] pyridylinazole compounds such as indazapyroxamet.

[0397] Butyrolactone compounds such as trifluenzatate.

[0398] In addition, other insecticides / nematicides / miticides include: nicotine, chloropicrin, sulfuryl fluoride, cryotifen, clofentezine, and flufenoxuron. (diflovidazin), rotenone, indoxacarb, piperonyl butoxide, chlordimeform, pyridalyl, azadirachtin, benzoxymate, afidopyropen, fluhexafon, fluensulfone, benclothiaz, carzole, insecticidal soap, dimehypo, nitrazepam Compounds include nithiazine, borate salt, metaaldehyde, ryanodine, sulfluramid, acynonapyr, benzpyrimoxan, 3-bromo-N-(2,4-dichloro-6-(methylaminomethyl)phenyl)-1-(3,5-dichloropyridin-2-yl)-1H-pyrazole-5-carboxylamine, and flupentiofenox. Furthermore, the pest control agent of this invention can also be mixed or used in combination with microbial pesticides such as entomopathogenic bacteria, entomopathogenic viruses, and entomopathogenic fungi.

[0399] Examples of usable bactericides include the following.

[0400] Phenylacetyl compounds such as metalaxyl, metalaxyl-M, oxadixyl, ofurase, benalaxyl, benalaxyl-M, kiralaxyl, ofurase, furalaxyl, and cyprofuram; and hydroxypyrimidine compounds such as bupyrimate, dimethilimol, and ethilimol.

[0401] Hymexazole, Hydroxyisocyanate hydroxyisoxazole and other isosorbides Azole compounds, oxathiapiprolin, fluoxapiprolin, and other piperidinylthiazolides Azoline compounds, isothiazolinone compounds such as octhilinone, and carboxylic acid compounds such as oxolinic acid.

[0402] Benzimidazole / thiophanate-methyl compounds, including benomyl, thiophanate-methyl, carbendazole, fuberidazole, thiabendazole, and debacarb.

[0403] N-phenylcarbamate compounds such as diethofencarb.

[0404] Toluene-amine compounds such as zoxamide.

[0405] Ethiaboxam and other ethylaminothiazolyl carboxylic acid compounds.

[0406] Benzyl urea compounds such as pencycuron.

[0407] Pyridylmethylbenzylamine compounds such as fluopicolide and fluopimomide.

[0408] Pyrimidine amine compounds such as diflumetorim and bupirimate.

[0409] Benodanil, flutolanil, mepronil, flufenoxadiazam, and other benzoylaniline compounds.

[0410] Isofetamid and other phenyl-side-oxyethylthiopheneamine compounds.

[0411] Fluopyram and other pyridylethylbenzylamine compounds.

[0412] Fenfuram and other furan carboxylamine compounds. Oxycarboxin, carboxin, etc. Oxathiin carboxamide compound.

[0413] Thifluzamide and other thiazole carboxyamine compounds.

[0414] Pyrazole-4-carboxyamine compounds, including fluxapyroxad, furametpyr, penflufen, penthiopyrad, benzovindiflupyr, bixafen, isopyrazam, sedaxane, inpyrfluxam, fluindapyr, isoflux, pirapropoyne, and flubeneteram.

[0415] pyridine carboxyamine compounds such as boscalid.

[0416] The compounds include methoxystrobin (strobilurin) compounds such as azoxystrobin, coumetoxystrobin, kresoxym-methyl, trifloxystrobin, picoxystrobin, piraclostrobin, dimoxystrobin, metominostrobin, orysastrobin, fluoxastrobin, piraoxystrobin, pirametostrobin, flufenoxystrobin, fenaminstrobin, enoxastrobin, coumoxystrobin, mandestrobin, and triclopyricarb.

[0417] All those who kill (famoxadon) etc. Azodinidone compounds.

[0418] Imidazolinone compounds such as fenamidone.

[0419] Triclopyricarab, pyribencarb, and other benzoyl carbamate compounds.

[0420] Cyazofamid and other cyanoimidazole compounds.

[0421] Amisulbrom and other amine sulfadiazine compounds.

[0422] Dinitrophenyl croton compounds such as binapacryl, meptyldinocap, and dinocap.

[0423] 2,6-dinitroaniline compounds such as fluazinam.

[0424] Ferimzone and other pyrimidinone hydrazone compounds.

[0425] Organic / inorganic metal compounds such as fentin-acetate, fentin chloride, fentin hydroxide, fenthin hydroxide, fenthin acetate, and oxine copper.

[0426] Thiophene carboxyamine compounds such as silthiofam.

[0427] Triazolopyrimidine amine compounds such as memetoctradin.

[0428] Mepanipyrim, nitrapyrin, pyrimethanil, cyprodinil, and other phenylamine pyrimidine compounds.

[0429] blasticidin-S and other enopyranuronic acid antibiotics.

[0430] Kasugamycin, kasugamycin hydrochloride hydrate, and other hexopyranosyl antibiotics.

[0431] Streptomycin and other glucopyranosyl antibiotics.

[0432] Tetracycline antibiotics such as oxytetracycline.

[0433] Quinoxyfen and other allyloxyquinoline compounds.

[0434] Quinazoline compounds such as proquinazid.

[0435] Cyanopyrrole compounds such as fludioxonil and fenpiclonil.

[0436] Dicarboxylated aceimine compounds such as fluoroimid, procymidone, iprodione, and vinchlozolin.

[0437] Phosphorothiolate compounds such as edifenphos, iprobenfos, and pyrazophos.

[0438] Dithiopentane compounds such as isoprothiolane.

[0439] Propamocarb, propamocarb hydrochloride, and other propyl carbamate compounds.

[0440] Bacillus subtilis (strains QST713, FZB24, MBI600, and D747) and other Bacillus species, as well as the bactericidal proteins they produce, and the bactericidal proteins produced by the aforementioned Bt crops.

[0441] Extracts of Australian tea tree (Melaleuca alternifolia) contain terpenes and terpene alcohols.

[0442] Triforine and other piperonyl chloride System of compounds.

[0443] Pyrifenox, pyridaben Pyridine compounds such as pyrisoxazole.

[0444] Pyrimidine compounds such as fenarimol, nuarimol, and flumetylsulforim.

[0445] Azaconazole, bromuconazole, diniconazole, diniconazole-M, epoxyconazole, and fluquinconazole. Imidazole (oxpoconazole), pefurazoate, difenoconazole, fenbuconazole, imibenconazole, ipconazole, metconazole, tetraconazole, triadimefon, triadimenol, triticonazole, uniconazole, imazalil, bitertanol, triflumizole, eticonazol e) Azole compounds such as propiconazole, penconazole, flusilazole, flutriafol, myclobutanil, paplobutrazol, prothioconazole, cyproconazole, tebuconazole, hexaconazole, prochloraz, simeconazole, ipfentrifluconazole, and fluoxytioconazole.

[0446] Morpholine compounds include aldimorph, dodemorph, dodemorph acetate, tridemorph, fenpropimorph, dimethomorph, flumorph, and pyrimorph.

[0447] Piperalin, fenpropidin, and other piperidine compounds.

[0448] Spirooxamine and other spiroketal amine compounds.

[0449] Hydroxyanilide compounds such as fenhexamid.

[0450] Aminopyrazamine and other aminopyrazolone compounds.

[0451] Ferbam, metam, metasulphocarb, metiram, thiram, mancozeb, maneb, zineb, ziram, polycarbamate, propineb, thiuram, pyributicarb, and other thiocarbamate / dithiocarbamate compounds.

[0452] Glucopinotonic acid antibiotics such as viridiomycin (validamycin).

[0453] Nucleoside antibiotics such as mildiomycin and polyoxin.

[0454] Vala-aminocarbamate compounds, such as benthiavalicarb, benthiavalicarb-isopropyl, valifenalate, and iprovalicarb.

[0455] Mandipropamid and other amygdalinamine compounds.

[0456] Pyridine amide compounds such as fenpicoxamid, florylpicoxamid, and metarylpicoxamid.

[0457] Fthalide and other isobenzofuranone compounds.

[0458] Pyroquilone and other pyrroloquinoline quinone compounds.

[0459] Tricyclazole and other triazolobenzothiazole compounds.

[0460] Cyclopropane carboxyamine compounds such as carpropamid.

[0461] Carboxyamine compounds such as diclocymet.

[0462] Acetylated compounds such as fenoxanil.

[0463] Benzothiadiazole compounds such as acibenzolar-S-methyl.

[0464] Benzo[a]isothiazolium compounds such as probenazole and dichlobentiazox.

[0465] Thiadiazole carboxyamine compounds such as tiadinil.

[0466] Isotienil and other isotienazole carboxyamine compounds.

[0467] Cymoxanil and other cyanoacetamides are oxime compounds.

[0468] Fosetyl and other ethyl phosphate compounds.

[0469] Techlophthalam and other o-aminobenzoic acid compounds.

[0470] imidazole (triazoxide) and other benzo[a]triazine System of compounds.

[0471] Benzenesulfonic acid compounds such as flusulfamide.

[0472] Diclomezine and other similar products Ketone compounds.

[0473] Phenylacetamine compounds such as cyflufenamide.

[0474] Diphenyl ketone compounds such as metrafenopne.

[0475] Pyriofenone and other benzoylpyridine compounds.

[0476] Cyanomethylthiazoline compounds such as flutianil.

[0477] 4-quinolinylacetic acid compounds such as tebufloquin.

[0478] 3-phenoxyquinoline compounds such as ipflufenoquin.

[0479] Organophosphorus compounds such as fosetyl-aluminium and tolclofos-methyl.

[0480] 1,2,4-thiadiazole compounds such as chlorpyrifos (echlomezole).

[0481] Trifluoromethyl methoxycarb and other trifluoroethyl esters of carbamate.

[0482] Copper compounds such as Bordeaux mixture, copper acetate, basic copper sulfate, oxy copper chloride, copper hydroxide, and oxine-copper.

[0483] Inorganic compounds such as copper and sulfur. N-halothioalkyl compounds such as captan, captafol, and folpet.

[0484] Organochlorine compounds such as anilazine, chlorothalonil, dichlorophen, pentachlorophenol and its salts, hexachlorobenzene, and quintozene.

[0485] Guanidine compounds include iminoctadine triacetate salt, iminoctadine albesilate, guanidine, dodine, dodine free base, guazatine, guazatine acetate salt, and albesilate.

[0486] Anthraquinone compounds such as dithianon.

[0487] Quinomethionate and other quinomethionates Phosphate compounds.

[0488] Maleimide compounds such as fluoroimide, and sulfonic acid compounds such as tolylfluanid and dichlofluanid.

[0489] Dinobuton and other dinitrophenol compounds.

[0490] Cyclic dithiocarbamate compounds such as dazomet.

[0491] Biphenylpyr Aniline compounds such as piraziflumid.

[0492] Nicotinic acid ester compounds such as aminopyrifen.

[0493] Tetrazolinone compounds, such as metyltetraprole.

[0494] Pyridachlometyl et al. System of compounds.

[0495] Chloroinconazide and other chlorohydrazine compounds.

[0496] In addition, other fungicides include: dipymetitrone, picarbutrazox, tecnazen, nitrthal-isopropyl, dicyclomet, acibenzolar, prohexadione-calcium, bronopol, diphenylamine, flumetover, bethoxazin, biphenyl, chloroneb, CNA, iodcarb, prothiocarb, and seboctylamine.

[0497] The compounds of the present invention shown in formula (1), or their salts or N-oxides, and their agro-, horticultural, and veterinary drug-permissible acid addition salts (collectively referred to as "the compounds of the present invention"), can be used for the control of pests by applying an effective amount to plants, soil, or animals. That is, a method for the control of pests in this field is provided. Here, the control method of the present invention also includes a method of application by fumigating the compounds of the present invention in a confined space.

[0498] Furthermore, the compounds of the present invention enhance crop viability by treating or contacting crops, seeds that will grow into crops, or crop placentas in biologically effective amounts.

[0499] When the object being treated or contacted is a seed, the amount of the compound of the present invention is not limited, but it is preferred that the compound of the present invention is contained in an amount of about 0.0001 to about 1% by mass of the whole treated seed.

[0500] This invention further provides the use of the compound of the invention as an effective component in a composition protecting animals / birds from harmful parasitic invertebrates. This composition contains the compound of the invention in an amount effective in killing parasites without harming the target animal / bird. In the aforementioned use, the compound of the invention comes into contact with the harmful invertebrate or its reproductive environment in a biologically effective amount, thereby preventing the harmful invertebrate from spreading.

[0501] Secondly, specific examples of the compounds of the present invention are shown below.

[0502] A compound or its salt or such N-oxide, in formula (1-1) where B is B-7 and D is D-1,

[0503] X1 represents an oxygen atom, a sulfur atom, NY1, C (J5J6), and n is 0 or 1. J1, J2, J3, and J4 are groups selected independently from the group consisting of hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) with substituents, alkyl halogens (C1 to C6) with substituents, alkoxy groups (C1 to C6) with substituents, alkoxy halogens (C1 to C6) with substituents, and hydroxyl groups, or two bonds of C-J1 and C-J2, or C-J3 and C-J4, which are selected from the group consisting of an O atom of a carbonyl group, an S atom of a thiocarbonyl group, an imine group substituted with Y2, or a methylene group substituted with J7 and J8. The groups J5 and J6, J7 and J8, Y1 and Y2 are synonymous with the aforementioned groups. Z1A, Z1B, Z1C, Z1D, and Z1E are independently selected from hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, cycloalkyl groups (C3 to C6) that may have substituents, cycloalkyl halogens (C3 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkenyl groups (C2 to C6) that may have substituents, and alkenyl groups (C2 to C6) that may have substituents. Substituents include (C2 to C6) alkenyloxy groups, (C2 to C6) halogenated alkenyloxy groups, (C1 to C6) alkylthio groups, (C1 to C6) alkylthio groups, (C1 to C6) alkylsulfinyl groups, (C1 to C6) alkylsulfinyl groups, (C1 to C6) alkylsulfinyl groups, (C1 to C6) alkylsulfinyl groups, (C1 to C6) alkylcarbonyl groups, (C1 to C6) alkylcarbonyl groups, and (C1 to C6) alkylcarbonyl groups. The group consisting of (C1 to C6) alkoxycarbonyl, substituted (C1 to C6) alkoxycarbonyl, substituted (C1 to C6) alkylcarbonyloxy, substituted (C1 to C6) alkylcarbonyloxy, substituted (C1 to C6) alkoxycarbonyloxy, substituted (C1 to C6) alkoxycarbonyloxy, substituted (C1 to C6) alkylsulfonyloxy, substituted (C1 to C6) alkylsulfonyloxy, NY4Y5, C(O)NY4Y5, cyano, nitro, hydroxy, mercapto, formyl, carboxyl, and SF5.R1, R2, and R3 are each independently selected from hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, cycloalkyl groups (C3 to C6) that may have substituents, cycloalkyl halogens (C3 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkenyl groups (C2 to C6) that may have substituents, alkenyl groups (C2 to C6) that may have substituents, alkynyl groups (C2 to C6) that may have substituents, alkenyloxy groups (C2 to C6) that may have substituents, alkynyl groups (C2 to C6) that may have substituents, alkenyloxy groups (C2 to C6) that may have substituents, and halogen groups (C3 to C6) that may have substituents. Substituted (C2 to C6) alkenyloxy group, (C1 to C6) alkylthio group with substituents, substituted (C1 to C6) alkylthio group with substituents, (C1 to C6) alkylsulfinyl group with substituents, (C1 to C6) alkylsulfinyl group with substituents, (C1 to C6) alkylsulfinyl group with substituents, (C1 to C6) alkylsulfinyl group with substituents, (C1 to C6) alkylcarbonyl group with substituents, (C1 to C6) alkylcarbonyloxy group with substituents, (C1 to C6) alkylcarbonyloxy group with substituents, (C1 to C6) alkylcarbonyloxy group with substituents, (C1 to C6) alkylcarbonyloxy group with substituents, (C1 to C6) alkylcarbonyloxy group with substituents. Oxycarbonyl, substituted halogenated (C1 to C6) alkoxycarbonyl, substituted (C1 to C6) alkoxycarbonyloxy, substituted halogenated (C1 to C6) alkoxycarbonyloxy, substituted (C1 to C6) alkylsulfonyloxy, substituted halogenated (C1 to C6) alkylsulfonyloxy, substituted phenyl, substituted heterocyclic, substituted phenoxy, substituted pyridyloxy, -NY4Y5, -C(O)NY4Y5, -CH=NY6, cyano, nitro, formyl, hydroxy, mercapto, formyl, carboxyl, and SF5, Y3, Y4, Y5 and Y6 is synonymous with the aforementioned. R12 is a group selected from the group consisting of (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, halo(C3 to C6) cycloalkyl, and NYaYb groups. Ya and Yb are independently selected from the group consisting of hydrogen atoms, (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, and halo(C3 to C6) cycloalkyl, or forming an unsubstituted or substituted aliphatic 3- to 10-membered cyclic amino group formed by the interconnection of Ya and Yb. m is an integer from 0 to 2; however, when R12 is an NYaYb group, m is 1 or 2.

[0504] In formula (1), B is B-7 and D is D-1. In formula (1-1), Z1A, Z1B, Z1C, Z1D, and Z1E are the substituents recorded in Tables 1-1, 1-2, 1-3, 1-4, and 1-5, respectively. X1 is the structure recorded in Table 2. J1 and J2 are the substituents recorded in Table 3-1. J3 and J4 are the substituents recorded in Table 3-2. n is 0 or 1. R1 is the substituent recorded in Table 4. R2 is the substituent recorded in Tables 5-1 to 5-5. R3 is the substituent recorded in Tables 6-1 to 6-3. R12 is the substituent recorded in Table 7. m is the compound of the present invention composed of 0, 1, and 2.

[0505] [Table 1-1]

[0506] [Table 1-2]

[0507] [Table 1-3]

[0508] [Table 1-4]

[0509] [Table 1-5]

[0510] [Table 2]

[0511] [Table 3-1]

[0512] [Table 3-2]

[0513] [Table 4]

[0514] [Table 5-1]

[0515] [Table 5-2]

[0516]

[0517] [Table 5-3]

[0518]

[0519] [Table 5-4]

[0520]

[0521] [Table 5-5]

[0522]

[0523] [Table 6-1]

[0524] [Table 6-2]

[0525]

[0526] [Table 6-3]

[0527] [Table 7]

[0528] A compound or its salt or N-oxide thereof, wherein B is B-7 and D is D-2 in formula (1-2),

[0529]

[0530] X1 represents oxygen atom, sulfur atom, NY1, and C (J5J6).

[0531] n is 0 or 1,

[0532] J1, J2, J3, and J4 are groups selected independently from the group consisting of hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkoxy halogens (C1 to C6) that may have substituents, and hydroxyl groups; or two bonds of C-J1 and C-J2, or C-J3 and C-J4, bonded together to form groups selected from the group consisting of an O atom of a carbonyl group, an S atom of a thiocarbonyl group, an imine group substituted with Y2, and a methylene group substituted with J7 and J8.

[0533] J5 and J6, J7 and J8, Y1 and Y2 are synonyms with the aforementioned.

[0534] Z1A, Z1B, Z1C, and Z1D are respectively independently selected from hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, cycloalkyl groups (C3 to C6) that may have substituents, cycloalkyl halogens (C3 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, and other substituents. (C2 to C6) alkenyl, substituted (C2 to C6) alkenyl, substituted (C2 to C6) alkenoxy, substituted (C2 to C6) alkenoxy, substituted (C1 to C6) alkylthio, substituted (C1 to C6) alkylthio, substituted (C1 to C6) alkylsulfinyl, substituted (C1 to C6) alkylsulfinyl, substituted (C1 to C6) alkylsulfinyl, substituted Substituent (C1 to C6) alkylsulfonyl, substituted (C1 to C6) alkylsulfonyl, substituted (C1 to C6) alkylcarbonyl, substituted (C1 to C6) alkylcarbonyl, substituted (C1 to C6) alkoxycarbonyl, substituted (C1 to C6) alkoxycarbonyl, substituted (C1 to C6) alkylcarbonyloxy, substituted (C1 to C6) alkylcarbonyloxy, substituted (C1 to C6) alkylcarbonyloxy The group consisting of (C1 to C6) alkyl carbonyloxy groups, (C1 to C6) alkoxy carbonyloxy groups that may have substituents, (C1 to C6) alkoxy carbonyloxy groups that may have substituents, (C1 to C6) alkyl sulfonyloxy groups that may have substituents, (C1 to C6) alkyl sulfonyloxy groups that may have substituents, NY4Y5 group, C(O)NY4Y5 group, cyano, nitro, hydroxyl, mercapto, formyl, carboxyl, and SF5 group.

[0535] R1, R2, and R3 are each independently selected from hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, cycloalkyl groups (C3 to C6) that may have substituents, cycloalkyl halogens (C3 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkenyl groups (C2 to C6) that may have substituents, and alkenyl groups (C2 to C6) that may have substituents, respectively. (C2 to C6) alkyne group with substituents, (C2 to C6) halogenated alkyne group with substituents, (C2 to C6) alkenyloxy group with substituents, (C2 to C6) halogenated alkenyloxy group with substituents, (C1 to C6) alkylthio group with substituents, (C1 to C6) alkylthio group with substituents, (C1 to C6) alkylsulfinyl group with substituents, (C1 to C6) alkylsulfinyl group with substituents, (C1 to C6) alkylsulfinyl group with substituents. , may have substituents halogenated (C1 to C6) alkyl sulfonyl, may have substituents alkyl carbonyl, may have substituents halogenated (C1 to C6) alkyl carbonyl, may have substituents alkyl carbonyloxy, may have substituents halogenated (C1 to C6) alkyl carbonyloxy, may have substituents alkoxy carbonyl, may have substituents halogenated (C1 to C6) alkoxy carbonyl, may have substituents alkoxy carbonyloxy, may have substituents The group consisting of halogenated (C1 to C6) alkoxycarbonyloxy groups, alkylsulfonyloxy groups (C1 to C6) that may have substituents, halogenated (C1 to C6) alkylsulfonyloxy groups that may have substituents, phenyl groups that may have substituents, heterocyclic groups that may have substituents, phenoxy groups that may have substituents, pyridyloxy groups that may have substituents, -NY4Y5 group, -C(O)NY4Y5 group, -CH=NY6 group, cyano, nitro, formyl, hydroxy, mercapto, formyl, carboxyl, and SF5 group.

[0536] Y3, Y4, Y5, and Y6 are synonyms with the aforementioned.

[0537] R12 is a group selected from the group consisting of (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, halo(C3 to C6) cycloalkyl, and NYaYb groups.

[0538] Ya and Yb are each independently a group selected from the group consisting of hydrogen atoms, (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, and halo(C3 to C6) cycloalkyl, or Ya and Yb are linked together to form an unsubstituted or substituted aliphatic 3 to 10-membered cyclic amino group.

[0539] m is an integer from 0 to 2.

[0540] However, when R12 is based on NYaYb, m is 1 or 2.

[0541] A compound of the present invention is in formula (1-2) where B is B-7 and D is D-2, Z1A, Z1B, Z1C, and Z1D are substituents recorded in Tables 1-1, 1-2, 1-3, and 1-4, respectively; X1 is the structure recorded in Table 2; J1 and J2 are substituents recorded in Table 3-1; J3 and J4 are substituents recorded in Table 3-2; n is 0 or 1; R1 is the substituent recorded in Table 4; R2 is the substituent recorded in Tables 5-1 to 5-5; R3 is the substituent recorded in Tables 6-1 to 6-3; R12 is the substituent recorded in Table 7; and m is a combination of 0, 1, and 2.

[0542] A compound or its salt or such N-oxide, wherein B is B-7 and D is D-3 in formula (1-3),

[0543]

[0544] X1 can be an oxygen atom, a sulfur atom, NY1, or C (J5J6).

[0545] n is 0 or 1,

[0546] J1, J2, J3, and J4 are groups selected independently from the group consisting of hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkoxy halogens (C1 to C6) that may have substituents, and hydroxyl groups; or two bonds of C-J1 and C-J2, or C-J3 and C-J4, bonded together to form groups selected from the group consisting of an O atom of a carbonyl group, an S atom of a thiocarbonyl group, an imine group substituted with Y2, and a methylene group substituted with J7 and J8.

[0547] J5 and J6, J7 and J8, Y1 and Y2 are synonyms with the aforementioned.

[0548] Z1A, Z1B, Z1C, and Z1E are independently selected from hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, cycloalkyl groups (C3 to C6) that may have substituents, cycloalkyl halogens (C3 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, and other substituents. (C2 to C6) alkenyl, substituted (C2 to C6) alkenyl, substituted (C2 to C6) alkenoxy, substituted (C2 to C6) alkenoxy, substituted (C1 to C6) alkylthio, substituted (C1 to C6) alkylthio, substituted (C1 to C6) alkylsulfinyl, substituted (C1 to C6) alkylsulfinyl, substituted (C1 to C6) alkylsulfinyl, substituted Substituent (C1 to C6) alkylsulfonyl, substituted (C1 to C6) alkylsulfonyl, substituted (C1 to C6) alkylcarbonyl, substituted (C1 to C6) alkylcarbonyl, substituted (C1 to C6) alkoxycarbonyl, substituted (C1 to C6) alkoxycarbonyl, substituted (C1 to C6) alkylcarbonyloxy, substituted (C1 to C6) alkylcarbonyloxy, substituted (C1 to C6) alkylcarbonyloxy The group consisting of (C1 to C6) alkyl carbonyloxy groups, (C1 to C6) alkoxy carbonyloxy groups that may have substituents, (C1 to C6) alkoxy carbonyloxy groups that may have substituents, (C1 to C6) alkyl sulfonyloxy groups that may have substituents, (C1 to C6) alkyl sulfonyloxy groups that may have substituents, NY4Y5 group, C(O)NY4Y5 group, cyano, nitro, hydroxyl, mercapto, formyl, carboxyl, and SF5 group.

[0549] R1, R2, and R3 are each independently selected from hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, cycloalkyl groups (C3 to C6) that may have substituents, cycloalkyl halogens (C3 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkoxy halogens (C1 to C6) that may have substituents, alkenyl groups (C2 to C6) that may have substituents, and other substituents. Halogenated (C2 to C6) alkenyl, (C2 to C6) alkynyl (possibly having substituents), halogenated (C2 to C6) alkynyl (possibly having substituents), (C2 to C6) alkenoxy (possibly having substituents), halogenated (C2 to C6) alkenoxy (possibly having substituents), (C1 to C6) alkylthio (possibly having substituents), halogenated (C1 to C6) alkylthio (possibly having substituents), alkylsulfinyl (possibly having substituents), halogenated (C1 to C6) Alkyl sulfinyl, (C1 to C6) alkyl sulfinyl group with substituents, (C1 to C6) alkyl sulfinyl group with substituents, (C1 to C6) alkyl carbonyl group with substituents, (C1 to C6) alkyl carbonyl group with substituents, (C1 to C6) alkyl carbonyloxy group with substituents, (C1 to C6) alkyl carbonyloxy group with substituents, (C1 to C6) alkoxy carbonyl group with substituents, (C1 to C6) alkoxy carbonyl group with substituents, (C1 to C6) alkyl carbonyl group with substituents. Alkoxycarbonyloxy, halogenated (C1 to C6) alkoxycarbonyloxy, alkylsulfonyloxy (C1 to C6) alkylsulfonyloxy, phenyl, heterocyclic, phenoxy, pyridyloxy, -NY4Y5, -C(O)NY4Y5, -CH=NY6, cyano, nitro, formyl, hydroxy, mercapto, formyl, carboxyl, and SF5 group.

[0550] Y3, Y4, Y5, and Y6 are synonyms with the aforementioned.

[0551] R12 is a group selected from the group consisting of (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, halo(C3 to C6) cycloalkyl, and NYaYb groups.

[0552] Ya and Yb are each independently a group selected from the group consisting of hydrogen atoms, (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, and halo(C3 to C6) cycloalkyl, or Ya and Yb linked together to form an unsubstituted or substituted aliphatic 3 to 10-membered cyclic amino group.

[0553] m is an integer from 0 to 2.

[0554] However, when R12 is based on NYaYb, m is 1 or 2.

[0555] A compound of the present invention is in formula (1-3) where B is B-7 and D is D-3, Z1A, Z1B, Z1C, and Z1E are substituents recorded in Tables 1-1, 1-2, 1-3, and 1-5 respectively, X1 is the structure recorded in Table 2, J1 and J2 are substituents recorded in Table 3-1, J3 and J4 are substituents recorded in Table 3-2, n is 0 or 1, R1 is the substituent recorded in Table 4, R2 is the substituent recorded in Tables 5-1 to 5-5, R3 is the substituent recorded in Tables 6-1 to 6-3, R12 is the substituent recorded in Table 7, and m is a combination of 0, 1, and 2.

[0556] A compound or its salt or such N-oxide, wherein B is B-7 and D is D-4 in formula (1-4),

[0557]

[0558] X1 can be an oxygen atom, a sulfur atom, NY1, or C (J5J6).

[0559] n is 0 or 1,

[0560] J1, J2, J3, and J4 are groups selected independently from the group consisting of hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkoxy halogens (C1 to C6) that may have substituents, and hydroxyl groups; or two bonds of C-J1 and C-J2, or C-J3 and C-J4, bonded together to form groups selected from the group consisting of an O atom of a carbonyl group, an S atom of a thiocarbonyl group, an imine group substituted with Y2, and a methylene group substituted with J7 and J8.

[0561] J5 and J6, J7 and J8, Y1 and Y2 are synonyms with the aforementioned.

[0562] Z1A, Z1B, Z1D, and Z1E are independently selected from hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, cycloalkyl groups (C3 to C6) that may have substituents, cycloalkyl halogens (C3 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, and other substituents. (C2 to C6) alkenyl, substituted (C2 to C6) alkenyl, substituted (C2 to C6) alkenoxy, substituted (C2 to C6) alkenoxy, substituted (C1 to C6) alkylthio, substituted (C1 to C6) alkylthio, substituted (C1 to C6) alkylsulfinyl, substituted (C1 to C6) alkylsulfinyl, substituted (C1 to C6) alkylsulfinyl, substituted Substituent (C1 to C6) alkylsulfonyl, substituted (C1 to C6) alkylsulfonyl, substituted (C1 to C6) alkylcarbonyl, substituted (C1 to C6) alkylcarbonyl, substituted (C1 to C6) alkoxycarbonyl, substituted (C1 to C6) alkoxycarbonyl, substituted (C1 to C6) alkylcarbonyloxy, substituted (C1 to C6) alkylcarbonyloxy, substituted (C1 to C6) alkylcarbonyloxy The group consisting of (C1 to C6) alkyl carbonyloxy groups, (C1 to C6) alkoxy carbonyloxy groups that may have substituents, (C1 to C6) alkoxy carbonyloxy groups that may have substituents, (C1 to C6) alkyl sulfonyloxy groups that may have substituents, (C1 to C6) alkyl sulfonyloxy groups that may have substituents, NY4Y5 group, C(O)NY4Y5 group, cyano, nitro, hydroxyl, mercapto, formyl, carboxyl, and SF5 group.

[0563] R1, R2, and R3 are, respectively, a hydrogen atom, a halogen atom, a substituent (C1 to C6) alkyl group, a substituent (C1 to C6) alkyl halogroup, a substituent (C3 to C6) cycloalkyl group, a substituent (C3 to C6) cycloalkyl group, a substituent (C1 to C6) alkoxy group, a substituent (C1 to C6) alkoxy group, a substituent (C2 to C6) alkenyl group, a substituent (C2 to C6) alkenyl group, and a substituent (C2 to C6) alkenyl group. Substituent (C2 to C6) alkynyl, substituted (C2 to C6) alkynyl, substituted (C2 to C6) alkenyloxy, substituted (C2 to C6) alkenyloxy, substituted (C1 to C6) alkylthio, substituted (C1 to C6) alkylthio, substituted (C1 to C6) alkylsulfinyl, substituted (C1 to C6) alkylsulfinyl, substituted (C1 to C6) alkylsulfinyl, substituted (C1 to C6) alkylsulfinyl, substituted Halogenated (C1 to C6) alkylsulfonyl groups having substituents, alkyl carbonyl groups having substituents, alkyl carbonyl groups having substituents, alkyl carbonyloxy groups having substituents, alkyl carbonyloxy groups having substituents, alkoxy carbonyl groups having substituents, alkyl carbonyl carbonyl groups having substituents, alkoxy carbonyl groups having substituents, alkyl carbonyl carbonyl groups having substituents, alkoxy carbonyloxy groups having substituents, alkyl carbonyl oxygen groups having substituents The group consisting of alkyl halogenated (C1 to C6) alkoxycarbonyloxy, alkyl sulfonyloxy (C1 to C6) with substituents, alkyl sulfonyloxy (C1 to C6) with substituents, phenyl with substituents, heterocyclic group with substituents, phenoxy with substituents, pyridyloxy with substituents, -NY4Y5 group, -C(O)NY4Y5 group, -CH=NY6 group, cyano, nitro, formyl, hydroxyl, mercapto, formyl, carboxyl, and SF5 group.

[0564] Y3, Y4, Y5, and Y6 are synonyms with the aforementioned.

[0565] R12 is a group selected from the group consisting of (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, halo(C3 to C6) cycloalkyl, and NYaYb groups.

[0566] Ya and Yb are each independently a group selected from the group consisting of hydrogen atoms, (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, and halo(C3 to C6) cycloalkyl, or Ya and Yb linked together to form an unsubstituted or substituted aliphatic 3 to 10-membered cyclic amino group.

[0567] m is an integer from 0 to 2.

[0568] However, when R12 is based on NYaYb, m is 1 or 2.

[0569] A compound of the present invention is in formula (1-4) where B is B-7 and D is D-4, Z1A, Z1B, Z1D, and Z1E are substituents recorded in Tables 1-1, 1-2, 1-4, and 1-5 respectively, X1 is the structure recorded in Table 2, J1 and J2 are substituents recorded in Table 3-1, J3 and J4 are substituents recorded in Table 3-2, n is 0 or 1, R1 is the substituent recorded in Table 4, R2 is the substituent recorded in Tables 5-1 to 5-5, R3 is the substituent recorded in Tables 6-1 to 6-3, R12 is the substituent recorded in Table 7, and m is a combination of 0, 1, and 2.

[0570] A compound or its salt or such N-oxide, wherein B is B-7 and D is D-5 in formula (1-5),

[0571]

[0572] X1 can be an oxygen atom, a sulfur atom, NY1, or C (J5J6).

[0573] n is 0 or 1,

[0574] J1, J2, J3, and J4 are groups selected independently from the group consisting of hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkoxy halogens (C1 to C6) that may have substituents, and hydroxyl groups; or two bonds of C-J1 and C-J2, or C-J3 and C-J4, bonded together to form groups selected from the group consisting of an O atom of a carbonyl group, an S atom of a thiocarbonyl group, an imine group substituted with Y2, and a methylene group substituted with J7 and J8.

[0575] J5 and J6, J7 and J8, Y1 and Y2 are synonyms with the aforementioned.

[0576] Z1A, Z1B, and Z1C are respectively independently selected from hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) with substituents, alkyl halogens (C1 to C6) with substituents, cycloalkyl groups (C3 to C6) with substituents, cycloalkyl halogens (C3 to C6) with substituents, alkoxy groups (C1 to C6) with substituents, alkoxy groups (C1 to C6) with substituents, and cycloalkyl groups (C2 to C6) with substituents. (C2 to C6) alkenyl, (C2 to C6) alkenyl (possibly having substituents), (C2 to C6) alkenoxy (possibly having substituents), (C2 to C6) alkenoxy (possibly having substituents), (C1 to C6) alkylthio (possibly having substituents), (C1 to C6) alkylthio (possibly having substituents), (C1 to C6) alkylsulfinyl (possibly having substituents), (C1 to C6) alkylsulfinyl (possibly having substituents), and (C1 to C6) alkylsulfinyl (possibly having substituents). (C1 to C6) alkylsulfonyl, halogenated (C1 to C6) alkylsulfonyl, halogenated (C1 to C6) alkylcarbonyl, halogenated (C1 to C6) alkylcarbonyl, halogenated (C1 to C6) alkoxycarbonyl, halogenated (C1 to C6) alkoxycarbonyl, halogenated (C1 to C6) alkylcarbonyloxy ... The group consisting of C6) alkylcarbonyloxy, (C1 to C6) alkoxycarbonyloxy (which may have substituents), halogenated (C1 to C6) alkoxycarbonyloxy (which may have substituents), (C1 to C6) alkylsulfonyloxy (which may have substituents), NY4Y5 group, C(O)NY4Y5 group, cyano, nitro, hydroxy, mercapto, formyl, carboxyl, and SF5 group.

[0577] R1, R2, and R3 are each independently selected from hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, cycloalkyl groups (C3 to C6) that may have substituents, cycloalkyl halogens (C3 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkenyl groups (C2 to C6) that may have substituents, and alkenyl groups (C2 to C6) that may have substituents, respectively. Substituents include (C2 to C6) olefins, (C2 to C6) alkylene groups, (C2 to C6) alkynyl groups, (C2 to C6) alkynyl groups, (C1 to C6) alkylthio groups, (C1 to C6) alkylthio groups, (C1 to C6) alkylsulfinyl groups, (C1 to C6) alkylsulfinyl groups, (C1 to C6) alkylsulfinyl groups, and (C1 to C6) alkylsulfinyl groups. , may have substituents halogenated (C1 to C6) alkyl sulfonyl, may have substituents alkyl carbonyl, may have substituents halogenated (C1 to C6) alkyl carbonyl, may have substituents alkyl carbonyloxy, may have substituents halogenated (C1 to C6) alkyl carbonyloxy, may have substituents alkoxy carbonyl, may have substituents halogenated (C1 to C6) alkoxy carbonyl, may have substituents alkoxy carbonyloxy, may have substituents The group consisting of halogenated (C1 to C6) alkoxycarbonyloxy groups, alkylsulfonyloxy groups (C1 to C6) that may have substituents, halogenated (C1 to C6) alkylsulfonyloxy groups that may have substituents, phenyl groups that may have substituents, heterocyclic groups that may have substituents, phenoxy groups that may have substituents, pyridyloxy groups that may have substituents, -NY4Y5 group, -C(O)NY4Y5 group, -CH=NY6 group, cyano, nitro, formyl, hydroxy, mercapto, formyl, carboxyl, and SF5 group.

[0578] Y3, Y4, Y5, and Y6 are synonyms with the aforementioned.

[0579] R12 is a group selected from the group consisting of (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, halo(C3 to C6) cycloalkyl, and NYaYb groups.

[0580] Ya and Yb are each independently a group selected from the group consisting of hydrogen atoms, (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, and halo(C3 to C6) cycloalkyl, or Ya and Yb are linked together to form an unsubstituted or substituted aliphatic 3 to 10-membered cyclic amino group.

[0581] m is an integer from 0 to 2.

[0582] However, when R12 is based on NYaYb, m is 1 or 2.

[0583] A compound of the present invention is in formula (1-5) where B is B-7 and D is D-5, Z1A, Z1B, and Z1C are substituents recorded in Tables 1-1, 1-2, and 1-3 respectively, X1 is the structure recorded in Table 2, J1 and J2 are substituents recorded in Table 3-1, J3 and J4 are substituents recorded in Table 3-2, n is 0 or 1, R1 is the substituent recorded in Table 4, R2 is the substituent recorded in Tables 5-1 to 5-5, R3 is the substituent recorded in Tables 6-1 to 6-3, R12 is the substituent recorded in Table 7, and m is a combination of 0, 1, and 2.

[0584] A compound or its salt or such N-oxide, wherein B is B-7 and D is D-6 in formula (1-6),

[0585]

[0586] X1 can be an oxygen atom, a sulfur atom, NY1, or C (J5J6).

[0587] n is 0 or 1,

[0588] J1, J2, J3, and J4 are groups selected independently from the group consisting of hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkoxy halogens (C1 to C6) that may have substituents, and hydroxyl groups; or two bonds of C-J1 and C-J2, or C-J3 and C-J4, bonded together to form groups selected from the group consisting of an O atom of a carbonyl group, an S atom of a thiocarbonyl group, an imine group substituted with Y2, and a methylene group substituted with J7 and J8.

[0589] J5 and J6, J7 and J8, Y1 and Y2 are synonyms with the aforementioned.

[0590] Z1A, Z1B, and Z1D are respectively independently selected from hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) with substituents, alkyl halogens (C1 to C6) with substituents, cycloalkyl groups (C3 to C6) with substituents, cycloalkyl halogens (C3 to C6) with substituents, alkoxy groups (C1 to C6) with substituents, alkoxy groups (C1 to C6) with substituents, and cycloalkyl groups (C2 to C6) with substituents. (C2 to C6) alkenyl, (C2 to C6) alkenyl (possibly having substituents), (C2 to C6) alkenoxy (possibly having substituents), (C2 to C6) alkenoxy (possibly having substituents), (C1 to C6) alkylthio (possibly having substituents), (C1 to C6) alkylthio (possibly having substituents), (C1 to C6) alkylsulfinyl (possibly having substituents), (C1 to C6) alkylsulfinyl (possibly having substituents), and (C1 to C6) alkylsulfinyl (possibly having substituents). (C1 to C6) alkylsulfonyl, halogenated (C1 to C6) alkylsulfonyl, halogenated (C1 to C6) alkylcarbonyl, halogenated (C1 to C6) alkylcarbonyl, halogenated (C1 to C6) alkoxycarbonyl, halogenated (C1 to C6) alkoxycarbonyl, halogenated (C1 to C6) alkylcarbonyloxy ... The group consisting of C6) alkylcarbonyloxy, (C1 to C6) alkoxycarbonyloxy (which may have substituents), halogenated (C1 to C6) alkoxycarbonyloxy (which may have substituents), (C1 to C6) alkylsulfonyloxy (which may have substituents), NY4Y5 group, C(O)NY4Y5 group, cyano, nitro, hydroxy, mercapto, formyl, carboxyl, and SF5 group.

[0591] R1, R2, and R3 are each independently selected from hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, cycloalkyl groups (C3 to C6) that may have substituents, cycloalkyl halogens (C3 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, and cycloalkyl groups (C2 to C6) that may have substituents. C6) alkenyl, substituted (C2 to C6) alkenyl, substituted (C2 to C6) alkenoxy, substituted (C2 to C6) alkenoxy, substituted (C2 to C6) alkynyl, substituted (C2 to C6) alkynyl, substituted (C2 to C6) alkynyl, substituted (C1 to C6) alkylthio, substituted (C1 to C6) alkynthio, substituted (C1 to C6) alkynyl, substituted (C1 to C6) alkynyl, substituted (C1 to C6) alkynyl, substituted (C6) alkynyl, substituted (C2 to C ... Alkyl sulfinyl, halogenated (C1 to C6) alkyl sulfinyl, halogenated (C1 to C6) alkyl sulfinyl, halogenated (C1 to C6) alkyl sulfinyl, halogenated (C1 to C6) alkyl carbonyl, halogenated (C1 to C6) alkyl carbonyl, halogenated (C1 to C6) alkyl carbonyloxy, halogenated (C1 to C6) Alkyl carbonyloxy, (C1 to C6) alkoxy carbonyl group with substituents, (C1 to C6) alkoxy carbonyl group with substituents, (C1 to C6) alkoxy carbonyloxy group with substituents, (C1 to C6) alkoxy carbonyloxy group with substituents, (C1 to C6) alkyl sulfonyluoxide group with substituents, (C1 to C6) alkyl sulfonyluoxide group with substituents, phenyl group with substituents, heterocyclic group with substituents, phenoxy group with substituents, pyridyloxy group with substituents, -NY4Y5 group, -C(O)NY4Y5 group, -CH=NY6 group, cyano, nitro, formyl, hydroxy, mercapto, formyl, carboxyl, and SF5 group.

[0592] Y3, Y4, Y5, and Y6 are synonyms with the aforementioned.

[0593] R12 is a group selected from the group consisting of (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, halo(C3 to C6) cycloalkyl, and NYaYb groups.

[0594] Ya and Yb are each independently a group selected from the group consisting of hydrogen atoms, (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, and halo(C3 to C6) cycloalkyl, or Ya and Yb are linked together to form an unsubstituted or substituted aliphatic 3 to 10-membered cyclic amino group.

[0595] m is an integer from 0 to 2.

[0596] However, when R12 is based on NYaYb, m is 1 or 2.

[0597] A compound of the present invention is in formula (1-6) where B is B-7 and D is D-6, Z1A, Z1B, and Z1D are the substituents recorded in Tables 1-1, 1-2, and 1-4, respectively; X1 is the structure recorded in Table 2; J1 and J2 are the substituents recorded in Table 3-1; J3 and J4 are the substituents recorded in Table 3-2; n is 0 or 1; R1 is the substituent recorded in Table 4; R2 is the substituent recorded in Tables 5-1 to 5-5; R3 is the substituent recorded in Tables 6-1 to 6-3; R12 is the substituent recorded in Table 7; and m is a combination of 0, 1, and 2.

[0598] A compound or its salt or N-oxide thereof, wherein B is B-7 and D is D-7 in formula (1) (1-7),

[0599]

[0600] X1 can be an oxygen atom, a sulfur atom, NY1, or C (J5J6).

[0601] n is 0 or 1,

[0602] J1, J2, J3, and J4 are groups selected independently from the group consisting of hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkoxy halogens (C1 to C6) that may have substituents, and hydroxyl groups; or two bonds of C-J1 and C-J2, or C-J3 and C-J4, bonded together to form groups selected from the group consisting of an O atom of a carbonyl group, an S atom of a thiocarbonyl group, an imine group substituted with Y2, and a methylene group substituted with J7 and J8.

[0603] J5 and J6, J7 and J8, Y1 and Y2 are synonyms with the aforementioned.

[0604] Z1A, Z1C, and Z1D are respectively independently selected from hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) with substituents, alkyl halogens (C1 to C6) with substituents, cycloalkyl groups (C3 to C6) with substituents, cycloalkyl halogens (C3 to C6) with substituents, alkoxy groups (C1 to C6) with substituents, alkoxy groups (C1 to C6) with substituents, and cycloalkyl groups (C2 to C6) with substituents. (C2 to C6) alkenyl, (C2 to C6) alkenyl (possibly having substituents), (C2 to C6) alkenoxy (possibly having substituents), (C2 to C6) alkenoxy (possibly having substituents), (C1 to C6) alkylthio (possibly having substituents), (C1 to C6) alkylthio (possibly having substituents), (C1 to C6) alkylsulfinyl (possibly having substituents), (C1 to C6) alkylsulfinyl (possibly having substituents), and (C1 to C6) alkylsulfinyl (possibly having substituents). (C1 to C6) alkylsulfonyl, halogenated (C1 to C6) alkylsulfonyl, halogenated (C1 to C6) alkylcarbonyl, halogenated (C1 to C6) alkylcarbonyl, halogenated (C1 to C6) alkoxycarbonyl, halogenated (C1 to C6) alkoxycarbonyl, halogenated (C1 to C6) alkylcarbonyloxy ... The group consisting of C6) alkylcarbonyloxy, (C1 to C6) alkoxycarbonyloxy (which may have substituents), halogenated (C1 to C6) alkoxycarbonyloxy (which may have substituents), (C1 to C6) alkylsulfonyloxy (which may have substituents), NY4Y5 group, C(O)NY4Y5 group, cyano, nitro, hydroxy, mercapto, formyl, carboxyl, and SF5 group.

[0605] R1, R2, and R3 are each independently selected from hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, cycloalkyl groups (C3 to C6) that may have substituents, cycloalkyl halogens (C3 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, and cycloalkyl groups (C2 to C6) that may have substituents. C6) alkenyl, substituted (C2 to C6) alkenyl, substituted (C2 to C6) alkenoxy, substituted (C2 to C6) alkenoxy, substituted (C2 to C6) alkynyl, substituted (C2 to C6) alkynyl, substituted (C2 to C6) alkynyl, substituted (C1 to C6) alkylthio, substituted (C1 to C6) alkynthio, substituted (C1 to C6) alkynyl, substituted (C1 to C6) alkynyl, substituted (C1 to C6) alkynyl, substituted (C6) alkynyl, substituted (C2 to C ... Alkyl sulfinyl, halogenated (C1 to C6) alkyl sulfinyl, halogenated (C1 to C6) alkyl sulfinyl, halogenated (C1 to C6) alkyl sulfinyl, halogenated (C1 to C6) alkyl carbonyl, halogenated (C1 to C6) alkyl carbonyl, halogenated (C1 to C6) alkyl carbonyloxy, halogenated (C1 to C6) Alkyl carbonyloxy, (C1 to C6) alkoxy carbonyl group with substituents, (C1 to C6) alkoxy carbonyl group with substituents, (C1 to C6) alkoxy carbonyloxy group with substituents, (C1 to C6) alkoxy carbonyloxy group with substituents, (C1 to C6) alkyl sulfonyluoxide group with substituents, (C1 to C6) alkyl sulfonyluoxide group with substituents, phenyl group with substituents, heterocyclic group with substituents, phenoxy group with substituents, pyridyloxy group with substituents, -NY4Y5 group, -C(O)NY4Y5 group, -CH=NY6 group, cyano, nitro, formyl, hydroxy, mercapto, formyl, carboxyl, and SF5 group.

[0606] Y3, Y4, Y5, and Y6 are synonyms with the aforementioned.

[0607] R12 is a group selected from the group consisting of (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, halo(C3 to C6) cycloalkyl, and NYaYb groups.

[0608] Ya and Yb are each independently a group selected from the group consisting of hydrogen atoms, (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, and halo(C3 to C6) cycloalkyl, or Ya and Yb are linked together to form an unsubstituted or substituted aliphatic 3 to 10-membered cyclic amino group.

[0609] m is an integer from 0 to 2.

[0610] However, when R12 is based on NYaYb, m is 1 or 2.

[0611] A compound of the present invention is in formula (1-7) where B is B-7 and D is D-7, Z1A, Z1C, and Z1D are the substituents recorded in Tables 1-1, 1-3, and 1-4 respectively, X1 is the structure recorded in Table 2, J1 and J2 are the substituents recorded in Table 3-1, J3 and J4 are the substituents recorded in Table 3-2, n is 0 or 1, R1 is the substituent recorded in Table 4, R2 is the substituent recorded in Tables 5-1 to 5-5, R3 is the substituent recorded in Tables 6-1 to 6-3, R12 is the substituent recorded in Table 7, and m is a combination of 0, 1, and 2.

[0612] A compound or its salt or such N-oxide, wherein B is B-7 and D is D-8 in formula (1) of formula (1-8),

[0613]

[0614] X1 can be an oxygen atom, a sulfur atom, NY1, or C (J5J6).

[0615] n is 0 or 1,

[0616] J1, J2, J3, and J4 are groups selected independently from the group consisting of hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkoxy halogens (C1 to C6) that may have substituents, and hydroxyl groups; or two bonds of C-J1 and C-J2, or C-J3 and C-J4, bonded together to form groups selected from the group consisting of an O atom of a carbonyl group, an S atom of a thiocarbonyl group, an imine group substituted with Y2, and a methylene group substituted with J7 and J8.

[0617] J5 and J6, J7 and J8, Y1 and Y2 are synonyms with the aforementioned.

[0618] Z1B, Z1C, and Z1D are respectively independently selected from hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) with substituents, alkyl halogens (C1 to C6) with substituents, cycloalkyl groups (C3 to C6) with substituents, cycloalkyl halogens (C3 to C6) with substituents, alkoxy groups (C1 to C6) with substituents, alkoxy groups (C1 to C6) with substituents, and cycloalkyl groups (C2 to C6) with substituents. (C2 to C6) alkenyl, (C2 to C6) alkenyl (possibly having substituents), (C2 to C6) alkenoxy (possibly having substituents), (C2 to C6) alkenoxy (possibly having substituents), (C1 to C6) alkylthio (possibly having substituents), (C1 to C6) alkylthio (possibly having substituents), (C1 to C6) alkylsulfinyl (possibly having substituents), (C1 to C6) alkylsulfinyl (possibly having substituents), and (C1 to C6) alkylsulfinyl (possibly having substituents). (C1 to C6) alkylsulfonyl, halogenated (C1 to C6) alkylsulfonyl, halogenated (C1 to C6) alkylcarbonyl, halogenated (C1 to C6) alkylcarbonyl, halogenated (C1 to C6) alkoxycarbonyl, halogenated (C1 to C6) alkoxycarbonyl, halogenated (C1 to C6) alkylcarbonyloxy ... The group consisting of C6) alkylcarbonyloxy, (C1 to C6) alkoxycarbonyloxy (which may have substituents), halogenated (C1 to C6) alkoxycarbonyloxy (which may have substituents), (C1 to C6) alkylsulfonyloxy (which may have substituents), NY4Y5 group, C(O)NY4Y5 group, cyano, nitro, hydroxy, mercapto, formyl, carboxyl, and SF5 group.

[0619] R1, R2, and R3 are each independently selected from hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, cycloalkyl groups (C3 to C6) that may have substituents, cycloalkyl halogens (C3 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, and cycloalkyl groups (C2 to C6) that may have substituents. C6) alkenyl, substituted (C2 to C6) alkenyl, substituted (C2 to C6) alkenoxy, substituted (C2 to C6) alkenoxy, substituted (C2 to C6) alkynyl, substituted (C2 to C6) alkynyl, substituted (C2 to C6) alkynyl, substituted (C1 to C6) alkylthio, substituted (C1 to C6) alkynthio, substituted (C1 to C6) alkynyl, substituted (C1 to C6) alkynyl, substituted (C1 to C6) alkynyl, substituted (C6) alkynyl, substituted (C2 to C ... Alkyl sulfinyl, halogenated (C1 to C6) alkyl sulfinyl, halogenated (C1 to C6) alkyl sulfinyl, halogenated (C1 to C6) alkyl sulfinyl, halogenated (C1 to C6) alkyl carbonyl, halogenated (C1 to C6) alkyl carbonyl, halogenated (C1 to C6) alkyl carbonyloxy, halogenated (C1 to C6) Alkyl carbonyloxy, (C1 to C6) alkoxy carbonyl group with substituents, (C1 to C6) alkoxy carbonyl group with substituents, (C1 to C6) alkoxy carbonyloxy group with substituents, (C1 to C6) alkoxy carbonyloxy group with substituents, (C1 to C6) alkyl sulfonyluoxide group with substituents, (C1 to C6) alkyl sulfonyluoxide group with substituents, phenyl group with substituents, heterocyclic group with substituents, phenoxy group with substituents, pyridyloxy group with substituents, -NY4Y5 group, -C(O)NY4Y5 group, -CH=NY6 group, cyano, nitro, formyl, hydroxy, mercapto, formyl, carboxyl, and SF5 group.

[0620] Y3, Y4, Y5, and Y6 are synonyms with the aforementioned.

[0621] R12 is a group selected from the group consisting of (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, halo(C3 to C6) cycloalkyl, and NYaYb groups.

[0622] Ya and Yb are each independently a group selected from the group consisting of hydrogen atoms, (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, and halo(C3 to C6) cycloalkyl, or Ya and Yb are linked together to form an unsubstituted or substituted aliphatic 3 to 10-membered cyclic amino group.

[0623] m is an integer from 0 to 2.

[0624] However, when R12 is based on NYaYb, m is 1 or 2.

[0625] A compound of the present invention is in formula (1-8) where B is B-7 and D is D-8, Z1B, Z1C, and Z1D are the substituents recorded in Tables 1-2, 1-3, and 1-4, respectively; X1 is the structure recorded in Table 2; J1 and J2 are the substituents recorded in Table 3-1; J3 and J4 are the substituents recorded in Table 3-2; n is 0 or 1; R1 is the substituent recorded in Table 4; R2 is the substituent recorded in Tables 5-1 to 5-5; R3 is the substituent recorded in Tables 6-1 to 6-3; R12 is the substituent recorded in Table 7; and m is a combination of 0, 1, and 2.

[0626] A compound or its salt or such N-oxide, wherein B is B-7 and D is D-9 in formula (1-9),

[0627]

[0628] X1 can be an oxygen atom, a sulfur atom, NY1, or C (J5J6).

[0629] n is 0 or 1,

[0630] J1, J2, J3, and J4 are each independently selected from the group consisting of hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkoxy halogens (C1 to C6) that may have substituents, and hydroxyl groups; or two bonds of C-J1 and C-J2, or C-J3 and C-J4, which are combined to form a group consisting of an O atom of a carbonyl group, an S atom of a thiocarbonyl group, an imine group substituted with Y2, or a methylene group substituted with J7 and J8.

[0631] J5 and J6, J7 and J8, Y1 and Y2 are synonyms with the aforementioned.

[0632] Z1A, Z1C, and Z1E are respectively independently selected from hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) with substituents, alkyl halogens (C1 to C6) with substituents, cycloalkyl groups (C3 to C6) with substituents, cycloalkyl halogens (C3 to C6) with substituents, alkoxy groups (C1 to C6) with substituents, alkoxy groups (C1 to C6) with substituents, and cycloalkyl groups (C2 to C6) with substituents. (C2 to C6) alkenyl, (C2 to C6) alkenyl (possibly having substituents), (C2 to C6) alkenoxy (possibly having substituents), (C2 to C6) alkenoxy (possibly having substituents), (C1 to C6) alkylthio (possibly having substituents), (C1 to C6) alkylthio (possibly having substituents), (C1 to C6) alkylsulfinyl (possibly having substituents), (C1 to C6) alkylsulfinyl (possibly having substituents), and (C1 to C6) alkylsulfinyl (possibly having substituents). (C1 to C6) alkylsulfonyl, halogenated (C1 to C6) alkylsulfonyl, halogenated (C1 to C6) alkylcarbonyl, halogenated (C1 to C6) alkylcarbonyl, halogenated (C1 to C6) alkoxycarbonyl, halogenated (C1 to C6) alkoxycarbonyl, halogenated (C1 to C6) alkylcarbonyloxy ... The group consisting of C6) alkylcarbonyloxy, (C1 to C6) alkoxycarbonyloxy (which may have substituents), halogenated (C1 to C6) alkoxycarbonyloxy (which may have substituents), (C1 to C6) alkylsulfonyloxy (which may have substituents), NY4Y5 group, C(O)NY4Y5 group, cyano, nitro, hydroxy, mercapto, formyl, carboxyl, and SF5 group.

[0633] R1, R2, and R3 are each independently selected from hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, cycloalkyl groups (C3 to C6) that may have substituents, cycloalkyl halogens (C3 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, and cycloalkyl groups (C2 to C6) that may have substituents. C6) alkenyl, substituted (C2 to C6) alkenyl, substituted (C2 to C6) alkenoxy, substituted (C2 to C6) alkenoxy, substituted (C2 to C6) alkynyl, substituted (C2 to C6) alkynyl, substituted (C2 to C6) alkynyl, substituted (C1 to C6) alkylthio, substituted (C1 to C6) alkynthio, substituted (C1 to C6) alkynyl, substituted (C1 to C6) alkynyl, substituted (C1 to C6) alkynyl, substituted (C6) alkynyl, substituted (C2 to C ... Alkyl sulfinyl, halogenated (C1 to C6) alkyl sulfinyl, halogenated (C1 to C6) alkyl sulfinyl, halogenated (C1 to C6) alkyl sulfinyl, halogenated (C1 to C6) alkyl carbonyl, halogenated (C1 to C6) alkyl carbonyl, halogenated (C1 to C6) alkyl carbonyloxy, halogenated (C1 to C6) Alkyl carbonyloxy, (C1 to C6) alkoxy carbonyl group with substituents, (C1 to C6) alkoxy carbonyl group with substituents, (C1 to C6) alkoxy carbonyloxy group with substituents, (C1 to C6) alkoxy carbonyloxy group with substituents, (C1 to C6) alkyl sulfonyluoxide group with substituents, (C1 to C6) alkyl sulfonyluoxide group with substituents, phenyl group with substituents, heterocyclic group with substituents, phenoxy group with substituents, pyridyloxy group with substituents, -NY4Y5 group, -C(O)NY4Y5 group, -CH=NY6 group, cyano, nitro, formyl, hydroxy, mercapto, formyl, carboxyl, and SF5 group.

[0634] Y3, Y4, Y5, and Y6 are synonyms with the aforementioned.

[0635] R12 is a group selected from the group consisting of (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, halo(C3 to C6) cycloalkyl, and NYaYb groups.

[0636] Ya and Yb are each independently a group selected from the group consisting of hydrogen atoms, (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, and halo(C3 to C6) cycloalkyl, or Ya and Yb are linked together to form an unsubstituted or substituted aliphatic 3 to 10-membered cyclic amino group.

[0637] m is an integer from 0 to 2.

[0638] However, when R12 is based on NYaYb, m is 1 or 2.

[0639] A compound of the present invention is in formula (1-9) where B is B-7 and D is D-9, Z1A, Z1C, and Z1E are the substituents recorded in Tables 1-1, 1-3, and 1-5 respectively, X1 is the structure recorded in Table 2, J1 and J2 are the substituents recorded in Table 3-1, J3 and J4 are the substituents recorded in Table 3-2, n is 0 or 1, R1 is the substituent recorded in Table 4, R2 is the substituent recorded in Tables 5-1 to 5-5, R3 is the substituent recorded in Tables 6-1 to 6-3, R12 is the substituent recorded in Table 7, and m is a combination of 0, 1, and 2.

[0640] A compound or its salt or such N-oxide, wherein B is B-7 and D is D-10 in formula (1) of formula (1-10),

[0641]

[0642] X1 can be an oxygen atom, a sulfur atom, NY1, or C (J5J6).

[0643] n is 0 or 1,

[0644] J1, J2, J3, and J4 are groups selected independently from the group consisting of hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkoxy halogens (C1 to C6) that may have substituents, and hydroxyl groups; or two bonds of C-J1 and C-J2, or C-J3 and C-J4, bonded together to form groups selected from the group consisting of an O atom of a carbonyl group, an S atom of a thiocarbonyl group, an imine group substituted with Y2, and a methylene group substituted with J7 and J8.

[0645] J5 and J6, J7 and J8, Y1 and Y2 are synonyms with the aforementioned.

[0646] Z1A, Z1B, and Z1E are respectively independently selected from hydrogen atoms, halogen atoms, (C1 to C6) alkyl groups that may have substituents, (C1 to C6) alkyl halogens that may have substituents, (C3 to C6) cycloalkyl groups that may have substituents, (C3 to C6) cycloalkyl halogens that may have substituents, (C1 to C6) alkoxy groups that may have substituents, (C1 to C6) alkoxy groups that may have substituents, and (C2 to C6) alkyl halogens that may have substituents. (C2 to C6) alkenyl, (C2 to C6) alkenyl (possibly having substituents), (C2 to C6) alkenoxy (possibly having substituents), (C2 to C6) alkenoxy (possibly having substituents), (C1 to C6) alkylthio (possibly having substituents), (C1 to C6) alkylthio (possibly having substituents), (C1 to C6) alkylsulfinyl (possibly having substituents), (C1 to C6) alkylsulfinyl (possibly having substituents), and (C1 to C6) alkylsulfinyl (possibly having substituents). (C1 to C6) alkylsulfonyl, halogenated (C1 to C6) alkylsulfonyl, halogenated (C1 to C6) alkylcarbonyl, halogenated (C1 to C6) alkylcarbonyl, halogenated (C1 to C6) alkoxycarbonyl, halogenated (C1 to C6) alkoxycarbonyl, halogenated (C1 to C6) alkylcarbonyloxy ... The group consisting of C6) alkylcarbonyloxy, (C1 to C6) alkoxycarbonyloxy (which may have substituents), halogenated (C1 to C6) alkoxycarbonyloxy (which may have substituents), (C1 to C6) alkylsulfonyloxy (which may have substituents), NY4Y5 group, C(O)NY4Y5 group, cyano, nitro, hydroxy, mercapto, formyl, carboxyl, and SF5 group.

[0647] R1, R2, and R3 are each independently selected from hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, cycloalkyl groups (C3 to C6) that may have substituents, cycloalkyl halogens (C3 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, and cycloalkyl groups (C2 to C6) that may have substituents. C6) alkenyl, substituted (C2 to C6) alkenyl, substituted (C2 to C6) alkenoxy, substituted (C2 to C6) alkenoxy, substituted (C2 to C6) alkynyl, substituted (C2 to C6) alkynyl, substituted (C2 to C6) alkynyl, substituted (C1 to C6) alkylthio, substituted (C1 to C6) alkynthio, substituted (C1 to C6) alkynyl, substituted (C1 to C6) alkynyl, substituted (C1 to C6) alkynyl, substituted (C6) alkynyl, substituted (C2 to C ... Alkyl sulfinyl, halogenated (C1 to C6) alkyl sulfinyl, halogenated (C1 to C6) alkyl sulfinyl, halogenated (C1 to C6) alkyl sulfinyl, halogenated (C1 to C6) alkyl carbonyl, halogenated (C1 to C6) alkyl carbonyl, halogenated (C1 to C6) alkyl carbonyloxy, halogenated (C1 to C6) Alkyl carbonyloxy, (C1 to C6) alkoxy carbonyl group with substituents, (C1 to C6) alkoxy carbonyl group with substituents, (C1 to C6) alkoxy carbonyloxy group with substituents, (C1 to C6) alkoxy carbonyloxy group with substituents, (C1 to C6) alkyl sulfonyluoxide group with substituents, (C1 to C6) alkyl sulfonyluoxide group with substituents, phenyl group with substituents, heterocyclic group with substituents, phenoxy group with substituents, pyridyloxy group with substituents, -NY4Y5 group, -C(O)NY4Y5 group, -CH=NY6 group, cyano, nitro, formyl, hydroxy, mercapto, formyl, carboxyl, and SF5 group.

[0648] Y3, Y4, Y5, and Y6 are synonyms with the aforementioned.

[0649] R12 is a group selected from the group consisting of (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, halo(C3 to C6) cycloalkyl, and NYaYb groups.

[0650] Ya and Yb are each independently a group selected from the group consisting of hydrogen atoms, (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, and halo(C3 to C6) cycloalkyl, or Ya and Yb are linked together to form an unsubstituted or substituted aliphatic 3 to 10-membered cyclic amino group.

[0651] m is an integer from 0 to 2.

[0652] However, when R12 is based on NYaYb, m is 1 or 2.

[0653] A compound of the present invention is in formula (1-10) where B is B-7 and D is D-10, Z1A, Z1B, and Z1E are substituents recorded in Tables 1-1, 1-2, and 1-5 respectively, X1 is the structure recorded in Table 2, J1 and J2 are substituents recorded in Table 3-1, J3 and J4 are substituents recorded in Table 3-2, n is 0 or 1, R1 is the substituent recorded in Table 4, R2 is the substituent recorded in Tables 5-1 to 5-5, R3 is the substituent recorded in Tables 6-1 to 6-3, R12 is the substituent recorded in Table 7, and m is a combination of 0, 1, and 2.

[0654] A compound or its salt or such N-oxide, wherein B is B-1, G4 is CR4, G2 is a nitrogen atom, and D is D-1 in formula (1-11),

[0655]

[0656] X1 can be an oxygen atom, a sulfur atom, NY1, or C (J5J6).

[0657] n is 0 or 1,

[0658] J1, J2, J3, and J4 are groups selected independently from the group consisting of hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkoxy halogens (C1 to C6) that may have substituents, and hydroxyl groups; or two bonds of C-J1 and C-J2, or C-J3 and C-J4, bonded together to form groups selected from the group consisting of an O atom of a carbonyl group, an S atom of a thiocarbonyl group, an imine group substituted with Y2, and a methylene group substituted with J7 and J8.

[0659] J5 and J6, J7 and J8, Y1 and Y2 are synonyms with the aforementioned.

[0660] Z1A, Z1B, Z1C, Z1D, and Z1E are independently selected from hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, cycloalkyl groups (C3 to C6) that may have substituents, cycloalkyl halogens (C3 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkoxy halogens (C1 to C6) that may have substituents, alkenyl groups (C2 to C6) that may have substituents, and halogen groups (C2 to C6) that may have substituents. Alkenyl, (C2 to C6) alkenyloxy group with substituents, (C2 to C6) alkenyloxy group with substituents, (C1 to C6) alkylthio group with substituents, (C1 to C6) alkylthio group with substituents, (C1 to C6) alkylsulfinyl group with substituents, (C1 to C6) alkylsulfinyl group with substituents, (C1 to C6) alkylsulfinyl group with substituents, (C1 to C6) alkylsulfinyl group with substituents, (C1 to C6) alkylcarbonyl group with substituents. The group consisting of substituted (C1 to C6) alkyl carbonyl groups, substituted (C1 to C6) alkoxy carbonyl groups, substituted (C1 to C6) alkoxy carbonyl groups, substituted (C1 to C6) alkyl carbonyloxy groups, substituted (C1 to C6) alkyl carbonyloxy groups, substituted (C1 to C6) alkoxy carbonyloxy groups, substituted (C1 to C6) alkoxy carbonyloxy groups, substituted (C1 to C6) alkyl sulfonyloxy groups, substituted (C1 to C6) alkyl sulfonyloxy groups, NY4Y5 group, C(O)NY4Y5 group, cyano, nitro, hydroxyl, mercapto, formyl, carboxyl, and SF5 group.

[0661] R1, R3, and R4 are independently selected from hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, cycloalkyl groups (C3 to C6) that may have substituents, cycloalkyl halogens (C3 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, and cycloalkyl groups (C2 to C4) that may have substituents. C6) alkenyl, substituted (C2 to C6) alkenyl, substituted (C2 to C6) alkenoxy, substituted (C2 to C6) alkenoxy, substituted (C2 to C6) alkynyl, substituted (C2 to C6) alkynyl, substituted (C2 to C6) alkynyl, substituted (C1 to C6) alkylthio, substituted (C1 to C6) alkynthio, substituted (C1 to C6) alkynyl, substituted (C1 to C6) alkynyl, substituted (C1 to C6) alkynyl, substituted (C6) alkynyl, substituted (C2 to C ... Alkyl sulfinyl, halogenated (C1 to C6) alkyl sulfinyl, halogenated (C1 to C6) alkyl sulfinyl, halogenated (C1 to C6) alkyl sulfinyl, halogenated (C1 to C6) alkyl carbonyl, halogenated (C1 to C6) alkyl carbonyl, halogenated (C1 to C6) alkyl carbonyloxy, halogenated (C1 to C6) Alkyl carbonyloxy, (C1 to C6) alkoxy carbonyl group with substituents, (C1 to C6) alkoxy carbonyl group with substituents, (C1 to C6) alkoxy carbonyloxy group with substituents, (C1 to C6) alkoxy carbonyloxy group with substituents, (C1 to C6) alkyl sulfonyluoxide group with substituents, (C1 to C6) alkyl sulfonyluoxide group with substituents, phenyl group with substituents, heterocyclic group with substituents, phenoxy group with substituents, pyridyloxy group with substituents, -NY4Y5 group, -C(O)NY4Y5 group, -CH=NY6 group, cyano, nitro, formyl, hydroxy, mercapto, formyl, carboxyl, and SF5 group.

[0662] Y3, Y4, Y5, and Y6 are synonyms with the aforementioned.

[0663] R12 is a group selected from the group consisting of (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, halo(C3 to C6) cycloalkyl, and NYaYb groups.

[0664] Ya and Yb are each independently a group selected from the group consisting of hydrogen atoms, (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, and halo(C3 to C6) cycloalkyl, or Ya and Yb are linked together to form an unsubstituted or substituted aliphatic 3 to 10-membered cyclic amino group.

[0665] m is an integer from 0 to 2.

[0666] However, when R12 is based on NYaYb, m is 1 or 2.

[0667] A compound of the present invention is in formula (1-11) where B is B-1, G4 is CR4, G2 is a nitrogen atom, and D is D-1. Z1A, Z1B, Z1C, Z1D, and Z1E are substituents recorded in Tables 1-1, 1-2, 1-3, 1-4, and 1-5, respectively. X1 is the structure recorded in Table 2. J1 and J2 are substituents recorded in Table 3-1. J3 and J4 are substituents recorded in Table 3-2. n is 0 or 1. R1 is the substituent recorded in Table 4. R3 is the substituent recorded in Tables 6-1 to 6-3. R4 is the substituent recorded in Table 8. R12 is the substituent recorded in Table 7. m is a combination of 0, 1, and 2.

[0668] [Table 8]

[0669] A compound or its salt or such N-oxide, wherein B is B-1, G4 is CR4, G2 is a nitrogen atom, and D is D-2 in formula (1-12),

[0670]

[0671] X1 can be an oxygen atom, a sulfur atom, NY1, or C (J5J6).

[0672] n is 0 or 1,

[0673] J1, J2, J3, and J4 are groups selected independently from the group consisting of hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkoxy halogens (C1 to C6) that may have substituents, and hydroxyl groups; or two bonds of C-J1 and C-J2, or C-J3 and C-J4, bonded together to form groups selected from the group consisting of an O atom of a carbonyl group, an S atom of a thiocarbonyl group, an imine group substituted with Y2, and a methylene group substituted with J7 and J8.

[0674] J5 and J6, J7 and J8, Y1 and Y2 are synonyms with the aforementioned.

[0675] Z1A, Z1B, Z1C, and Z1D are respectively independently selected from hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, cycloalkyl groups (C3 to C6) that may have substituents, cycloalkyl halogens (C3 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, and other substituents. (C2 to C6) alkenyl, substituted (C2 to C6) alkenyl, substituted (C2 to C6) alkenoxy, substituted (C2 to C6) alkenoxy, substituted (C1 to C6) alkylthio, substituted (C1 to C6) alkylthio, substituted (C1 to C6) alkylsulfinyl, substituted (C1 to C6) alkylsulfinyl, substituted (C1 to C6) alkylsulfinyl, substituted Substituent (C1 to C6) alkylsulfonyl, substituted (C1 to C6) alkylsulfonyl, substituted (C1 to C6) alkylcarbonyl, substituted (C1 to C6) alkylcarbonyl, substituted (C1 to C6) alkoxycarbonyl, substituted (C1 to C6) alkoxycarbonyl, substituted (C1 to C6) alkylcarbonyloxy, substituted (C1 to C6) alkylcarbonyloxy, substituted (C1 to C6) alkylcarbonyloxy The group consisting of (C1 to C6) alkyl carbonyloxy groups, (C1 to C6) alkoxy carbonyloxy groups that may have substituents, (C1 to C6) alkoxy carbonyloxy groups that may have substituents, (C1 to C6) alkyl sulfonyloxy groups that may have substituents, (C1 to C6) alkyl sulfonyloxy groups that may have substituents, NY4Y5 group, C(O)NY4Y5 group, cyano, nitro, hydroxyl, mercapto, formyl, carboxyl, and SF5 group.

[0676] R1, R3, and R4 are each independently selected from hydrogen atoms, halogen atoms, substituted (C1 to C6) alkyl groups, substituted (C1 to C6) alkyl halogen groups, substituted (C3 to C6) cycloalkyl groups, substituted (C3 to C6) cycloalkyl groups, substituted (C1 to C6) alkoxy groups, substituted (C1 to C6) alkoxy groups, substituted (C2 to C6) alkenyl groups, substituted (C2 to C6) alkenyl groups, substituted (C2 to C6) alkenyl groups, substituted (C2 to C6) alkenyl groups, substituted (C2 to C6) alkenyl groups, substituted (C2 to C6) alkyne groups, and substituted (C2 to C6) alkyne groups. (C1 to C6) alkyne group, (C1 to C6) alkylthio group (possibly substituent), (C1 to C6) alkylthio group (possibly substituent), (C1 to C6) alkylsulfinyl group (possibly substituent), (C1 to C6) alkylsulfinyl group (possibly substituent), (C1 to C6) alkylsulfinyl group (possibly substituent), (C1 to C6) alkylcarbonyl group (possibly substituent), (C1 to C6) alkylcarbonyloxy group (possibly substituent), (C1 to C6) alkylcarbonyloxy group (possibly substituent), (C1 to C6) alkylcarbonyloxy group (possibly substituent), (C1 to C6) alkylcarbonyloxy group (possibly substituent). The group consisting of alkoxycarbonyl, halogenated (C1 to C6) alkoxycarbonyl, halogenated (C1 to C6) alkoxycarbonyloxy, halogenated (C1 to C6) alkoxycarbonyloxy, halogenated (C1 to C6) alkylsulfonyloxy, halogenated (C1 to C6) alkylsulfonyloxy, phenyl, heterocyclic, phenoxy, pyridyloxy, -NY4Y5, -C(O)NY4Y5, -CH=NY6, cyano, nitro, formyl, hydroxy, mercapto, formyl, carboxyl, and SF5.

[0677] Y3, Y4, Y5, and Y6 are synonyms with the aforementioned.

[0678] R12 is a group selected from the group consisting of (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, halo(C3 to C6) cycloalkyl, and NYaYb groups.

[0679] Ya and Yb are each independently a group selected from the group consisting of hydrogen atoms, (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, and halo(C3 to C6) cycloalkyl, or Ya and Yb are linked together to form an unsubstituted or substituted aliphatic 3 to 10-membered cyclic amino group.

[0680] m is an integer from 0 to 2.

[0681] However, when R12 is based on NYaYb, m is 1 or 2.

[0682] A compound of the present invention is in formula (1-12) where B is B-1, G4 is CR4, G2 is a nitrogen atom, and D is D-2, Z1A, Z1B, Z1C, and Z1D are substituents recorded in Tables 1-1, 1-2, 1-3, and 1-4, respectively; X1 is the structure recorded in Table 2; J1 and J2 are substituents recorded in Table 3-1; J3 and J4 are substituents recorded in Table 3-2; n is 0 or 1; R1 is the substituent recorded in Table 4; R3 is the substituent recorded in Tables 6-1 to 6-3; R4 is the substituent recorded in Table 8; R12 is the substituent recorded in Table 7; and m is a combination of 0, 1, and 2.

[0683] A compound or its salt or such N-oxide, wherein B is B-1, G4 is CR4, G2 is a nitrogen atom, and D is D-3 in formula (1-13),

[0684]

[0685] X1 represents oxygen atom, sulfur atom, NY1, and C (J5J6).

[0686] n is 0 or 1,

[0687] J1, J2, J3, and J4 are groups selected independently from the group consisting of hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkoxy halogens (C1 to C6) that may have substituents, and hydroxyl groups; or two bonds of C-J1 and C-J2, or C-J3 and C-J4, bonded together to form groups selected from the group consisting of an O atom of a carbonyl group, an S atom of a thiocarbonyl group, an imine group substituted with Y2, and a methylene group substituted with J7 and J8.

[0688] J5 and J6, J7 and J8, Y1 and Y2 are synonyms with the aforementioned.

[0689] Z1A, Z1B, Z1C, and Z1E are independently selected from hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, cycloalkyl groups (C3 to C6) that may have substituents, cycloalkyl halogens (C3 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, and other substituents. (C2 to C6) alkenyl, substituted (C2 to C6) alkenyl, substituted (C2 to C6) alkenoxy, substituted (C2 to C6) alkenoxy, substituted (C1 to C6) alkylthio, substituted (C1 to C6) alkylthio, substituted (C1 to C6) alkylsulfinyl, substituted (C1 to C6) alkylsulfinyl, substituted (C1 to C6) alkylsulfinyl, substituted Substituent (C1 to C6) alkylsulfonyl, substituted (C1 to C6) alkylsulfonyl, substituted (C1 to C6) alkylcarbonyl, substituted (C1 to C6) alkylcarbonyl, substituted (C1 to C6) alkoxycarbonyl, substituted (C1 to C6) alkoxycarbonyl, substituted (C1 to C6) alkylcarbonyloxy, substituted (C1 to C6) alkylcarbonyloxy, substituted (C1 to C6) alkylcarbonyloxy The group consisting of (C1 to C6) alkyl carbonyloxy groups, (C1 to C6) alkoxy carbonyloxy groups that may have substituents, (C1 to C6) alkoxy carbonyloxy groups that may have substituents, (C1 to C6) alkyl sulfonyloxy groups that may have substituents, (C1 to C6) alkyl sulfonyloxy groups that may have substituents, NY4Y5 group, C(O)NY4Y5 group, cyano, nitro, hydroxyl, mercapto, formyl, carboxyl, and SF5 group.

[0690] R1, R3, and R4 are each independently selected from hydrogen atoms, halogen atoms, substituted (C1 to C6) alkyl groups, substituted (C1 to C6) alkyl halogen groups, substituted (C3 to C6) cycloalkyl groups, substituted (C3 to C6) cycloalkyl groups, substituted (C1 to C6) alkoxy groups, substituted (C1 to C6) alkoxy groups, substituted (C2 to C6) alkenyl groups, substituted (C2 to C6) alkenyl groups, substituted (C2 to C6) alkenyl groups, substituted (C2 to C6) alkenyl groups, substituted (C2 to C6) alkenyl groups, substituted (C2 to C6) alkyne groups, and substituted (C2 to C6) alkyne groups. (C1 to C6) alkyne group, (C1 to C6) alkylthio group (possibly substituent), (C1 to C6) alkylthio group (possibly substituent), (C1 to C6) alkylsulfinyl group (possibly substituent), (C1 to C6) alkylsulfinyl group (possibly substituent), (C1 to C6) alkylsulfinyl group (possibly substituent), (C1 to C6) alkylcarbonyl group (possibly substituent), (C1 to C6) alkylcarbonyloxy group (possibly substituent), (C1 to C6) alkylcarbonyloxy group (possibly substituent), (C1 to C6) alkylcarbonyloxy group (possibly substituent), (C1 to C6) alkylcarbonyloxy group (possibly substituent). The group consisting of alkoxycarbonyl, halogenated (C1 to C6) alkoxycarbonyl, halogenated (C1 to C6) alkoxycarbonyloxy, halogenated (C1 to C6) alkoxycarbonyloxy, halogenated (C1 to C6) alkylsulfonyloxy, halogenated (C1 to C6) alkylsulfonyloxy, phenyl, heterocyclic, phenoxy, pyridyloxy, -NY4Y5, -C(O)NY4Y5, -CH=NY6, cyano, nitro, formyl, hydroxy, mercapto, formyl, carboxyl, and SF5.

[0691] Y3, Y4, Y5, and Y6 are synonyms with the aforementioned.

[0692] R12 is a group selected from the group consisting of (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, halo(C3 to C6) cycloalkyl, and NYaYb groups.

[0693] Ya and Yb are each independently a group selected from the group consisting of hydrogen atoms, (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, and halo(C3 to C6) cycloalkyl, or Ya and Yb are linked together to form an unsubstituted or substituted aliphatic 3 to 10-membered cyclic amino group.

[0694] m is an integer from 0 to 2.

[0695] However, when R12 is based on NYaYb, m is 1 or 2.

[0696] A compound of the present invention is in formula (1-13) where B is B-1, G4 is CR4, G2 is a nitrogen atom, and D is D-3, Z1A, Z1B, Z1C, and Z1E are substituents recorded in Tables 1-1, 1-2, 1-3, and 1-5, respectively; X1 is the structure recorded in Table 2; J1 and J2 are substituents recorded in Table 3-1; J3 and J4 are substituents recorded in Table 3-2; n is 0 or 1; R1 is the substituent recorded in Table 4; R3 is the substituent recorded in Tables 6-1 to 6-3; R4 is the substituent recorded in Table 8; R12 is the substituent recorded in Table 7; and m is a combination of 0, 1, and 2.

[0697] A compound or its salt or such N-oxide, wherein B is B-1, G4 is CR4, G2 is a nitrogen atom, and D is D-4 in formula (1-14),

[0698]

[0699] X1 represents oxygen atom, sulfur atom, NY1, and C (J5J6).

[0700] n is 0 or 1,

[0701] J1, J2, J3, and J4 are groups selected independently from the group consisting of hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkoxy halogens (C1 to C6) that may have substituents, and hydroxyl groups; or two bonds of C-J1 and C-J2, or C-J3 and C-J4, bonded together to form groups selected from the group consisting of an O atom of a carbonyl group, an S atom of a thiocarbonyl group, an imine group substituted with Y2, and a methylene group substituted with J7 and J8.

[0702] J5 and J6, J7 and J8, Y1 and Y2 are synonyms with the aforementioned.

[0703] Z1A, Z1B, Z1D, and Z1E are independently selected from hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, cycloalkyl groups (C3 to C6) that may have substituents, cycloalkyl halogens (C3 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, and other substituents. (C2 to C6) alkenyl, substituted (C2 to C6) alkenyl, substituted (C2 to C6) alkenoxy, substituted (C2 to C6) alkenoxy, substituted (C1 to C6) alkylthio, substituted (C1 to C6) alkylthio, substituted (C1 to C6) alkylsulfinyl, substituted (C1 to C6) alkylsulfinyl, substituted (C1 to C6) alkylsulfinyl, substituted Substituent (C1 to C6) alkylsulfonyl, substituted (C1 to C6) alkylsulfonyl, substituted (C1 to C6) alkylcarbonyl, substituted (C1 to C6) alkylcarbonyl, substituted (C1 to C6) alkoxycarbonyl, substituted (C1 to C6) alkoxycarbonyl, substituted (C1 to C6) alkylcarbonyloxy, substituted (C1 to C6) alkylcarbonyloxy, substituted (C1 to C6) alkylcarbonyloxy The group consisting of (C1 to C6) alkyl carbonyloxy groups, (C1 to C6) alkoxy carbonyloxy groups that may have substituents, (C1 to C6) alkoxy carbonyloxy groups that may have substituents, (C1 to C6) alkyl sulfonyloxy groups that may have substituents, (C1 to C6) alkyl sulfonyloxy groups that may have substituents, NY4Y5 group, C(O)NY4Y5 group, cyano, nitro, hydroxyl, mercapto, formyl, carboxyl, and SF5 group.

[0704] R1, R3, and R4 are each independently selected from hydrogen atoms, halogen atoms, substituted (C1 to C6) alkyl groups, substituted (C1 to C6) alkyl halogen groups, substituted (C3 to C6) cycloalkyl groups, substituted (C3 to C6) cycloalkyl groups, substituted (C1 to C6) alkoxy groups, substituted (C1 to C6) alkoxy groups, substituted (C2 to C6) alkenyl groups, substituted (C2 to C6) alkenyl groups, substituted (C2 to C6) alkenyl groups, substituted (C2 to C6) alkenyl groups, substituted (C2 to C6) alkenyl groups, substituted (C2 to C6) alkyne groups, and substituted (C2 to C6) alkyne groups. (C1 to C6) alkyne group, (C1 to C6) alkylthio group (possibly substituent), (C1 to C6) alkylthio group (possibly substituent), (C1 to C6) alkylsulfinyl group (possibly substituent), (C1 to C6) alkylsulfinyl group (possibly substituent), (C1 to C6) alkylsulfinyl group (possibly substituent), (C1 to C6) alkylcarbonyl group (possibly substituent), (C1 to C6) alkylcarbonyloxy group (possibly substituent), (C1 to C6) alkylcarbonyloxy group (possibly substituent), (C1 to C6) alkylcarbonyloxy group (possibly substituent), (C1 to C6) alkylcarbonyloxy group (possibly substituent). The group consisting of alkoxycarbonyl, halogenated (C1 to C6) alkoxycarbonyl, halogenated (C1 to C6) alkoxycarbonyloxy, halogenated (C1 to C6) alkoxycarbonyloxy, halogenated (C1 to C6) alkylsulfonyloxy, halogenated (C1 to C6) alkylsulfonyloxy, phenyl, heterocyclic, phenoxy, pyridyloxy, -NY4Y5, -C(O)NY4Y5, -CH=NY6, cyano, nitro, formyl, hydroxy, mercapto, formyl, carboxyl, and SF5.

[0705] Y3, Y4, Y5, and Y6 are synonyms with the aforementioned.

[0706] R12 is a group selected from the group consisting of (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, halo(C3 to C6) cycloalkyl, and NYaYb groups.

[0707] Ya and Yb are each independently a group selected from the group consisting of hydrogen atoms, (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, and halo(C3 to C6) cycloalkyl, or Ya and Yb are linked together to form an unsubstituted or substituted aliphatic 3 to 10-membered cyclic amino group.

[0708] m is an integer from 0 to 2.

[0709] However, when R12 is based on NYaYb, m is 1 or 2.

[0710] A compound of the present invention is in formula (1-14) where B is B-1, G4 is CR4, G2 is a nitrogen atom, and D is D-4, Z1A, Z1B, Z1D, and Z1E are substituents recorded in Tables 1-1, 1-2, 1-4, and 1-5, respectively; X1 is the structure recorded in Table 2; J1 and J2 are substituents recorded in Table 3-1; J3 and J4 are substituents recorded in Table 3-2; n is 0 or 1; R1 is the substituent recorded in Table 4; R3 is the substituent recorded in Tables 6-1 to 6-3; R4 is the substituent recorded in Table 8; R12 is the substituent recorded in Table 7; and m is a combination of 0, 1, and 2.

[0711] A compound or its salt or N-oxide thereof, wherein B is B-1, G4 is CR4, G2 is a nitrogen atom, and D is D-5 in formula (1-15),

[0712]

[0713] X1 represents oxygen atom, sulfur atom, NY1, and C (J5J6).

[0714] n is 0 or 1,

[0715] J1, J2, J3, and J4 are groups selected independently from the group consisting of hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkoxy halogens (C1 to C6) that may have substituents, and hydroxyl groups; or two bonds of C-J1 and C-J2, or C-J3 and C-J4, bonded together to form groups selected from the group consisting of an O atom of a carbonyl group, an S atom of a thiocarbonyl group, an imine group substituted with Y2, and a methylene group substituted with J7 and J8.

[0716] J5 and J6, J7 and J8, Y1 and Y2 are synonyms with the aforementioned.

[0717] Z1A, Z1B, and Z1C are respectively independently selected from hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) with substituents, alkyl halogens (C1 to C6) with substituents, cycloalkyl groups (C3 to C6) with substituents, cycloalkyl halogens (C3 to C6) with substituents, alkoxy groups (C1 to C6) with substituents, alkoxy groups (C1 to C6) with substituents, and cycloalkyl groups (C2 to C6) with substituents. (C2 to C6) alkenyl, (C2 to C6) alkenyl (possibly having substituents), (C2 to C6) alkenoxy (possibly having substituents), (C2 to C6) alkenoxy (possibly having substituents), (C1 to C6) alkylthio (possibly having substituents), (C1 to C6) alkylthio (possibly having substituents), (C1 to C6) alkylsulfinyl (possibly having substituents), (C1 to C6) alkylsulfinyl (possibly having substituents), and (C1 to C6) alkylsulfinyl (possibly having substituents). (C1 to C6) alkylsulfonyl, halogenated (C1 to C6) alkylsulfonyl, halogenated (C1 to C6) alkylcarbonyl, halogenated (C1 to C6) alkylcarbonyl, halogenated (C1 to C6) alkoxycarbonyl, halogenated (C1 to C6) alkoxycarbonyl, halogenated (C1 to C6) alkylcarbonyloxy ... The group consisting of C6) alkylcarbonyloxy, (C1 to C6) alkoxycarbonyloxy (which may have substituents), halogenated (C1 to C6) alkoxycarbonyloxy (which may have substituents), (C1 to C6) alkylsulfonyloxy (which may have substituents), NY4Y5 group, C(O)NY4Y5 group, cyano, nitro, hydroxy, mercapto, formyl, carboxyl, and SF5 group.

[0718] R1, R3, and R4 are each independently selected from hydrogen atoms, halogen atoms, substituted (C1 to C6) alkyl groups, substituted (C1 to C6) alkyl halogen groups, substituted (C3 to C6) cycloalkyl groups, substituted (C3 to C6) cycloalkyl groups, substituted (C1 to C6) alkoxy groups, substituted (C1 to C6) alkoxy groups, substituted (C2 to C6) alkenyl groups, substituted (C2 to C6) alkenyl groups, substituted (C2 to C6) alkenyl groups, substituted (C2 to C6) alkenyl groups, substituted (C2 to C6) alkenyl groups, substituted (C2 to C6) alkyne groups, and substituted (C2 to C6) alkyne groups. (C1 to C6) alkyne group, (C1 to C6) alkylthio group (possibly substituent), (C1 to C6) alkylthio group (possibly substituent), (C1 to C6) alkylsulfinyl group (possibly substituent), (C1 to C6) alkylsulfinyl group (possibly substituent), (C1 to C6) alkylsulfinyl group (possibly substituent), (C1 to C6) alkylcarbonyl group (possibly substituent), (C1 to C6) alkylcarbonyloxy group (possibly substituent), (C1 to C6) alkylcarbonyloxy group (possibly substituent), (C1 to C6) alkylcarbonyloxy group (possibly substituent), (C1 to C6) alkylcarbonyloxy group (possibly substituent). The group consisting of alkoxycarbonyl, halogenated (C1 to C6) alkoxycarbonyl, halogenated (C1 to C6) alkoxycarbonyloxy, halogenated (C1 to C6) alkoxycarbonyloxy, halogenated (C1 to C6) alkylsulfonyloxy, halogenated (C1 to C6) alkylsulfonyloxy, phenyl, heterocyclic, phenoxy, pyridyloxy, -NY4Y5, -C(O)NY4Y5, -CH=NY6, cyano, nitro, formyl, hydroxy, mercapto, formyl, carboxyl, and SF5.

[0719] Y3, Y4, Y5, and Y6 are synonyms with the aforementioned.

[0720] R12 is a group selected from the group consisting of (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, halo(C3 to C6) cycloalkyl, and NYaYb groups.

[0721] Ya and Yb are each independently a group selected from the group consisting of hydrogen atoms, (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, and halo(C3 to C6) cycloalkyl, or Ya and Yb are linked together to form an unsubstituted or substituted aliphatic 3 to 10-membered cyclic amino group.

[0722] m is an integer from 0 to 2.

[0723] However, when R12 is based on NYaYb, m is 1 or 2.

[0724] A compound of the present invention is in formula (1-15) where B is B-1, G4 is CR4, G2 is a nitrogen atom, and D is D-5, Z1A, Z1B, and Z1C are substituents recorded in Tables 1-1, 1-2, and 1-3, respectively; X1 is the structure recorded in Table 2; J1 and J2 are substituents recorded in Table 3-1; J3 and J4 are substituents recorded in Table 3-2; n is 0 or 1; R1 is the substituent recorded in Table 4; R3 is the substituent recorded in Tables 6-1 to 6-3; R4 is the substituent recorded in Table 8; R12 is the substituent recorded in Table 7; and m is a combination of 0, 1, and 2.

[0725] A compound or its salt or such N-oxide, wherein B is B-1, G4 is CR4, G2 is a nitrogen atom, and D is D-6 in formula (1-16),

[0726]

[0727] X1 represents oxygen atom, sulfur atom, NY1, and C (J5J6).

[0728] n is 0 or 1,

[0729] J1, J2, J3, and J4 are groups selected independently from the following groups: radical hydrogen atom, halogen atom, (C1 to C6) alkyl group with substituents, (C1 to C6) alkyl halogroup with substituents, (C1 to C6) alkoxy group with substituents, (C1 to C6) alkoxy halogroup with substituents, and hydroxyl group; or two bonds of C-J1 and C-J2, or C-J3 and C-J4, bonded together to form groups selected from the following groups: carbonyl O atom, thiocarbonyl S atom, imine group substituted with Y2, and methylene group substituted with J7 and J8.

[0730] J5 and J6, J7 and J8, Y1 and Y2 are synonyms with the aforementioned.

[0731] Z1A, Z1B, and Z1D are independently selected from hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, and alkyl groups (C3 to C6) that may have substituents, respectively. Cycloalkyl, substituted halogenated (C3 to C6) cycloalkyl, substituted (C1 to C6) alkoxy, substituted halogenated (C1 to C6) alkoxy, substituted (C2 to C6) alkenyl, substituted halogenated (C2 to C6) alkenyl, substituted (C2 to C6) alkenyl, substituted halogenated (C2 to C6) alkenyl, substituted (C1 to C6) alkylthio, substituted halogenated (C1 to C6) alkylthio, substituted (C1 to C6) alkylsulfinyl, substituted halogenated (C1 to C6) alkylsulfinyl ... The group consisting of alkyl carbonyl (C1 to C6) with substituents, alkyl carbonyl (C1 to C6) with substituents, alkoxy carbonyl (C1 to C6) with substituents, alkyl carbonyloxy (C1 to C6) with substituents, alkyl carbonyloxy (C1 to C6) with substituents, alkyl carbonyloxy (C1 to C6) with substituents, alkyl sulfonyloxy (C1 to C6) with substituents, NY4Y5 group, C(O)NY4Y5 group, cyano, nitro, hydroxyl, mercapto, formyl, carboxyl, and SF5 group.

[0732] R1, R3, and R4 are each independently selected from hydrogen atoms, halogen atoms, alkyl groups (C1 to C6) that may have substituents, alkyl halogens (C1 to C6) that may have substituents, cycloalkyl groups (C3 to C6) that may have substituents, cycloalkyl halogens (C3 to C6) that may have substituents, alkoxy groups (C1 to C6) that may have substituents, alkoxy halogens (C1 to C6) that may have substituents, alkenyl groups (C2 to C6) that may have substituents, and other substituents. Halogenated (C2 to C6) alkenyl, (C2 to C6) alkenoxy group with substituents, (C2 to C6) alkenoxy group with substituents, (C2 to C6) alkynyl group with substituents, (C1 to C6) alkylthio group with substituents, (C1 to C6) alkylthio group with substituents, (C1 to C6) alkylsulfinyl group with substituents, and (C1 to C6) halogenated (C1 to C6) alkenylyl group with substituents. Alkyl sulfinyl, (C1 to C6) alkyl sulfinyl group with substituents, (C1 to C6) alkyl sulfinyl group with substituents, (C1 to C6) alkyl carbonyl group with substituents, (C1 to C6) alkyl carbonyl group with substituents, (C1 to C6) alkyl carbonyloxy group with substituents, (C1 to C6) alkyl carbonyloxy group with substituents, (C1 to C6) alkoxy carbonyl group with substituents, (C1 to C6) alkoxy carbonyl group with substituents, (C1 to C6) alkyl carbonyl group with substituents. Alkoxycarbonyloxy, halogenated (C1 to C6) alkoxycarbonyloxy, alkylsulfonyloxy (C1 to C6) alkylsulfonyloxy, phenyl, heterocyclic, phenoxy, pyridyloxy, -NY4Y5, -C(O)NY4Y5, -CH=NY6, cyano, nitro, formyl, hydroxy, mercapto, formyl, carboxyl, and SF5 group.

[0733] Y3, Y4, Y5, and Y6 are synonyms with the aforementioned.

[0734] R12 is a group selected from the group consisting of (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, halo(C3 to C6) cycloalkyl, and NYaYb groups.

[0735] Ya and Yb are each independently a group selected from the group consisting of hydrogen atoms, (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, and halo(C3 to C6) cycloalkyl, or Ya and Yb are linked together to form an unsubstituted or substituted aliphatic 3 to 10-membered cyclic amino group.

[0736] m is an integer from 0 to 2.

[0737] However, when R12 is based on NYaYb, m is 1 or 2.

[0738] A compound of the present invention is in formula (1-16) where B is B-1, G4 is CR4, G2 is a nitrogen atom, and D is D-6. Z1A, Z1B, and Z1D are the substituents recorded in Tables 1-1, 1-2, and 1-4, respectively. X1 is the structure recorded in Table 2. J1 and J2 are the substituents recorded in Table 3-1. J3 and J4 are the su...

Claims

1. A compound of formula (1) or a salt thereof or an N-oxide thereof, wherein in formula (1), X1 represents an oxygen atom, a sulfur atom, NY1 or C(J5J6), n represents 0 or 1, J1, J2, J3 and J4 each independently represent a group selected from the group consisting of: a hydrogen atom, a halogen atom, an unsubstituted or Ta-substituted (C1 to C6) alkyl group, an unsubstituted or Ta-substituted (C1 to C6) alkyl group, an unsubstituted or Ta-substituted (C1 to C6) alkoxy group, an unsubstituted or Ta-substituted (C1 to C6) alkoxy group, and a hydroxyl group, or two bonds of C-J1 and C-J2, or C-J3 and C-J4 together representing a group selected from the group consisting of: an O atom of a carbonyl group, a S atom of a thiocarbonyl group, The Y2-substituted imine group and the J7 and J8-substituted methylene group; J5 and J6 are respectively independently representing groups selected from the group consisting of: hydrogen atom, halogen atom, unsubstituted or Ta-substituted (C1 to C6) alkyl group, and unsubstituted or Ta-substituted (C1 to C6) alkyl group, or two bonds of C-J5 and C-J6 together representing groups selected from the group consisting of: carbonyl O atom, thiocarbonyl S atom, Y3-substituted imine group, and J7 and J8-substituted methylene group, J7 and J8 are respectively independently representing groups selected from the group consisting of: hydrogen atom, halogen atom, unsubstituted or Ta-substituted (C1 to C6) alkyl group, and unsubstituted or Ta-substituted (C1 to C6) alkyl group. Unsubstituted or Ta-substituted (C1 to C6) alkoxy group, unsubstituted or Ta-substituted (C1 to C6) alkoxy group, amino group substituted with one or two (C1 to C6) alkyl groups and / or haloalkyl groups, and hydroxyl group, where D is an unsubstituted or Z1-substituted pyrazol-5-yl group, an unsubstituted or Z1-substituted thiazolyl group, D-1, D-2, D-3, D-4, D-5, D-6, D-7, D-8, D-9, or D-10, wherein,Z1A, Z1B, Z1C, Z1D, and Z1E are each independently selected from hydrogen atoms, halogen atoms, unsubstituted or arbitrarily substituted (C1 to C6) alkyl groups, unsubstituted or arbitrarily substituted (C1 to C6) haloalkyl groups, unsubstituted or arbitrarily substituted (C3 to C6) cycloalkyl groups, unsubstituted or arbitrarily substituted (C3 to C6) haloalkyl groups, unsubstituted or arbitrarily substituted (C1 to C6) alkoxy groups, unsubstituted or arbitrarily substituted (C1 to C6) haloalkyl groups, and unsubstituted or arbitrarily substituted (C3 to C6) cycloalkyl groups. Intentionally substituted (C2 to C6) alkenyl, unsubstituted or T2-arbitrarily substituted halo(C2 to C6) alkenyl, unsubstituted or T2-arbitrarily substituted (C2 to C6) alkenyloxy, unsubstituted or T2-arbitrarily substituted (C2 to C6) alkylthio, unsubstituted or T2-arbitrarily substituted (C1 to C6) alkylthio, unsubstituted or T2-arbitrarily substituted (C1 to C6) alkylsulfinyl, unsubstituted or T2-arbitrarily substituted (C1 to C6) alkylthioyl Alkylsulfinyl, unsubstituted or T2-substituted (C1 to C6) alkylsulfinyl, unsubstituted or T2-substituted (C1 to C6) alkylsulfinyl, unsubstituted or T2-substituted (C1 to C6) alkylcarbonyl, unsubstituted or T2-substituted (C1 to C6) alkylcarbonyl, unsubstituted or T2-substituted (C1 to C6) alkoxycarbonyl, unsubstituted or T2-substituted (C1 to C6) alkoxycarbonyl, unsubstituted or T2-substituted (C1 to C6) alkylcarbonyloxy The group consisting of unsubstituted or T2-substituted (C1 to C6) alkyl carbonyloxy groups, unsubstituted or T2-substituted (C1 to C6) alkoxy carbonyloxy groups, unsubstituted or T2-substituted (C1 to C6) alkoxy carbonyloxy groups, unsubstituted or T2-substituted (C1 to C6) alkyl sulfonyloxy groups, unsubstituted or T2-substituted (C1 to C6) alkyl sulfonyloxy groups, NY4Y5 group, C(O)NY4Y5 group, cyano group, nitro group, hydroxyl group, mercapto group, formyl group, carboxyl group, and SF5 group. B represents the structure shown in B-1, B-2, B-3, B-4, B-5, B-6, or B-8; R12 represents a group selected from the group consisting of: (C1 to C6)alkyl, halo(C1 to C6)alkyl, (C3 to C6)cycloalkyl, halo(C3 to C6)cycloalkyl, (C1 to C6)alkoxy, halo(C1 to C6)alkoxy, and NYaYb group; m represents 0, 1, or 2.Ya and Yb each independently represent a group selected from the group consisting of: hydrogen atom, (C1 to C6)alkyl, halo(C1 to C6)alkyl, (C3 to C6)cycloalkyl, halo(C3 to C6)cycloalkyl, (C1 to C6)alkoxy, halo(C1 to C6)alkoxy, (C1 to C6)alkenyl, and halo(C1 to C6)alkenyl, or Ya and Yb linked together to form an unsubstituted or substituted aliphatic 3 to 10-membered cyclic amino or cyclic amide group, wherein when R12 is NYaYb, m represents 1 or 2, G2 represents a nitrogen atom or C(R2), G4 represents a nitrogen atom or C(R4), wherein either or both of G2 and G4 are nitrogen atoms, and G5 represents a nitrogen atom or C(R5). The G6 series represents a nitrogen atom or C(R6), the G7 series represents a nitrogen atom or C(R7), and the G8 series represents a nitrogen atom or C(R8).R1, R2, R3, R4, R5, R6, R7, R8, and R13 each independently represent a group selected from the following: hydrogen atom, halogen atom, unsubstituted or substituted (C1 to C6) alkyl group, unsubstituted or substituted (C1 to C6) haloalkyl group, unsubstituted or substituted (C3 to C6) cycloalkyl group, unsubstituted or substituted (C3 to C6) cycloalkyl group, unsubstituted or substituted (C1 to C6) alkoxy group, unsubstituted or substituted (C1 to C6) alkoxy group, unsubstituted or substituted (C1 to C6) alkenyl group, unsubstituted or substituted (C2 to C6) alkenyl group, and unsubstituted or substituted (C2 to C6) alkenyl group. Unsubstituted or substituted (C2 to C6) alkyne group, unsubstituted or substituted (C1 to C6) halogenated alkyne group, unsubstituted or substituted (C2 to C6) alkenyloxy group, unsubstituted or substituted (C1 to C6) halogenated alkenyloxy group, unsubstituted or substituted (C1 to C6) alkylthio group, unsubstituted or substituted (C1 to C6) alkylthio group, unsubstituted or substituted (C1 to C6) alkylsulfinyl group, unsubstituted or substituted (C1 to C6) alkylsulfinyl group, unsubstituted or substituted (C1 to C6) alkylsulfinyl group, unsubstituted or substituted (C1 to C6) alkylsulfinyl group, Unsubstituted or substituted (T1) alkylsulfonyl groups, unsubstituted or substituted (T1) alkylcarbonyl groups, unsubstituted or substituted (T1) alkylcarbonyl groups, unsubstituted or substituted (T1) alkylcarbonyloxy groups, unsubstituted or substituted (T1) alkylcarbonyloxy groups, unsubstituted or substituted (T1) alkylcarbonyloxy groups, unsubstituted or substituted (T1) alkylcarbonyloxy groups, unsubstituted or substituted (T1) alkoxycarbonyl groups, unsubstituted or substituted (T1) alkoxycarbonyloxy groups, unsubstituted or substituted (T1) alkoxycarbonyloxy groups, unsubstituted or substituted (T1) alkoxycarbonyloxy groups, unsubstituted or substituted (T1) alkoxycarbonyloxy groups, Unsubstituted or T1-substituted (C1 to C6) alkylsulfonyloxy groups, unsubstituted or T1-substituted (C1 to C6) alkylsulfonyloxy groups, unsubstituted or Z2-substituted phenyl groups, unsubstituted or Z2-substituted heterocyclic groups, unsubstituted or Z2-substituted phenoxy groups, unsubstituted or Z2-substituted pyridyloxy groups, NY4Y5 groups, C(O)NY4Y5 groups, CH=NY6 groups, cyano, nitro, hydroxyl, mercapto, methyl, carboxyl, and SF5 groups.R9 and R10 respectively independently represent groups selected from the group consisting of: hydrogen atom, halogen atom, (C1 to C6)alkyl, halo(C1 to C6)alkyl, (C3 to C6)cycloalkyl, halo(C3 to C6)cycloalkyl, (C1 to C6)alkoxy, halo(C1 to C6)alkoxy, NY4Y5 group, C(O)NY4Y5 group, cyano, nitro, hydroxyl, (C1 to C6)alkylcarbonyloxy, halo(C1 to C6)alkylcarbonyloxy, (C1 to C6)alkoxycarbonyloxy, and halo(C1 to C6)alkoxycarbonyloxy. R11 represents a group selected from the group consisting of: hydrogen atom, (C1 to C6)alkyl, halo(C1 to C6)alkyl, (C3 to C6)cycloalkyl, halo(C3 to C6)cycloalkyl, (C1 to C6)alkoxy, halo(C1 to C6)alkoxy, (C1 to C6)alkylcarbonyl, halo(C1 to C6)alkylcarbonyl, (C4 to C7)cycloalkylcarbonyl, and halo(C4 to C7)cycloalkylcarbonyl.Z1 and Z2 represent groups selected independently from the following: halogen atom, unsubstituted or T2-substituted (C1 to C6) alkyl, unsubstituted or T2-substituted (C1 to C6) alkyl halogroup, unsubstituted or T2-substituted (C3 to C6) cycloalkyl halogroup, unsubstituted or T2-substituted (C3 to C6) cycloalkyl halogroup, unsubstituted or T2-substituted (C1 to C6) alkoxy group, unsubstituted or T2-substituted (C1 to C6) alkoxy group, unsubstituted or T2-substituted (C2 to C6) alkenyl group, unsubstituted or T2-substituted (C2 to C6) alkenyl group, unsubstituted or T2-substituted (C2 to C6) alkenyloxy group, Unsubstituted or T2-substituted (C2 to C6) alkenyloxy group, unsubstituted or T2-substituted (C1 to C6) alkylthio group, unsubstituted or T2-substituted (C1 to C6) alkylthio group, unsubstituted or T2-substituted (C1 to C6) alkylsulfinyl group, unsubstituted or T2-substituted (C1 to C6) alkylsulfinyl group, unsubstituted or T2-substituted (C1 to C6) alkylsulfinyl group, unsubstituted or T2-substituted (C1 to C6) alkylsulfinyl group, unsubstituted or T2-substituted (C1 to C6) alkylcarbonyl group, unsubstituted or T2-substituted (C1 to C6) alkylcarbonyl group, Unsubstituted or T2-substituted (C1 to C6) alkoxycarbonyl, unsubstituted or T2-substituted halo(C1 to C6) alkoxycarbonyl, unsubstituted or T2-substituted (C1 to C6) alkylcarbonyloxy, unsubstituted or T2-substituted (C1 to C6) alkylcarbonyloxy, unsubstituted or T2-substituted (C1 to C6) alkoxycarbonyloxy, unsubstituted or T2-substituted (C1 to C6) alkoxycarbonyloxy, unsubstituted or T2-substituted (C1 to C6) alkylsulfonyloxy, unsubstituted or T2-substituted (C1 to C6) alkylsulfonyloxy, NY4Y5, C(O)NY4Y5, cyano, nitro, hydroxyl, mercapto. Formyl, carboxyl, and SF5 groups, or two adjacent Z1 or two Z2 groups linked together to form an unsubstituted or substituted 5 or 6-membered alicyclic group, or two adjacent Z1 or two Z2 groups together with the carbon atom bonded to the Z1 or Z2 to form 1,3-dioxacyclopentenyl or 1,4-dioxacyclohexadienyl, wherein the aforementioned 1,3-dioxacyclopentenyl and 1,4-dioxacyclohexadienyl groups may be substituted by one or two or more independent halogen atoms.Y1, Y2, and Y3 each independently represent a group selected from the following: hydrogen atom, unsubstituted or T3-substituted (C1 to C6) alkyl, unsubstituted or T3-substituted (C1 to C6) haloalkyl, unsubstituted or T3-substituted (C3 to C6) cycloalkyl, unsubstituted or T3-substituted (C3 to C6) cycloalkyl, unsubstituted or T3-substituted (C3 to C6) alkenyl, unsubstituted or T3-substituted (C2 to C6) alkenyl, unsubstituted or T3-substituted (C1 to C6) alkoxy, unsubstituted or T3-substituted (C1 to C6) alkoxy, unsubstituted or T3-substituted (C1 to C6) alkyl carbonyl, Unsubstituted or T3-substituted alkyl carbonyl groups (C1 to C6), unsubstituted or T3-substituted cycloalkyl carbonyl groups (C3 to C6), unsubstituted or T3-substituted cycloalkyl carbonyl groups (C3 to C6), unsubstituted or T3-substituted alkoxy carbonyl groups (C1 to C6), unsubstituted or T3-substituted alkoxy carbonyl groups (C1 to C6), unsubstituted or T3-substituted alkyl sulfonyl groups (C1 to C6), unsubstituted or T3-substituted alkyl sulfonyl groups (C1 to C6), and hydroxyl groups, where Ta and T1 respectively independently represent groups selected from the group consisting of: (C3 to C6)cycloalkyl, cycloalkyl (C3 to C6), alkoxy, and hydroxyl groups. Halogenated (C1 to C6)alkoxy, (C1 to C6)alkylcarbonyl, Halogenated (C1 to C6)alkylcarbonyl, (C1 to C6)alkoxycarbonyl, Halogenated (C1 to C6)alkoxycarbonyl, (C1 to C6)alkylthio, Halogenated (C1 to C6)alkylthio, (C1 to C6)alkylsulfinyl, Halogenated (C1 to C6)alkylsulfinyl, (C1 to C6)alkylsulfinyl, Halogenated (C1 to C6)alkylsulfinyl, NY4Y5, C(O)NY4Y5, Cyano, Nitro, Hydroxyl, Mercapto, Methyl, Carboxyl, Unsubstituted or Z3-substituted phenyl, Unsubstituted or Z3-substituted heterocyclic, Unsubstituted or Z3-substituted phenoxy groups and unsubstituted or Z3-substituted pyridyloxy groupsT2 and T3 respectively independently represent groups selected from the following groups: (C3 to C6)cycloalkyl, halo(C3 to C6)cycloalkyl, (C1 to C6)alkoxy, halo(C1 to C6)alkoxy, (C1 to C6)alkylcarbonyl, halo(C1 to C6)alkylcarbonyl, (C1 to C6)alkoxycarbonyl, halo(C1 to C6)alkoxycarbonyl, (C1 to C6)alkylthio, halo(C1 to C6)alkylthio, (C1 to C6)alkylsulfinyl, halo(C1 to C6)alkylsulfinyl, (C1 to C6)alkylsulfinyl, halo(C1 to C6)alkylsulfinyl, NY4Y5, C(O)NY4Y5, cyano, nitro, hydroxyl, mercapto. The methyl and carboxyl groups, when present in plurality of Z3 groups, each Z3 group independently represents a group selected from the group consisting of: halogen atom, (C1 to C6)alkyl, halo(C1 to C6)alkyl, (C3 to C6)cycloalkyl, halo(C3 to C6)cycloalkyl, 1-cyano-(C3 to C6)cycloalkyl, (C1 to C6)alkoxy, halo(C1 to C6)alkoxy, (C1 to C6)alkylthio, halo(C1 to C6)alkylthio, (C1 to C6)alkylsulfinyl, halo(C1 to C6)alkylsulfinyl, (C1 to C6)alkylsulfinyl, halo(C1 to C6)alkylsulfinyl, (C1 to C6)alkylcarbonyl, halo(C1 to C6)alkylcarbonyl, (C1 to C6)alkoxycarbonyl, halo(C1 to C6)alkoxycarbonyl, NY4Y5 group, C(O)NY4Y5 group, cyano, nitro, hydroxyl, mercapto, formyl, carboxyl, and SF5 group, where Y4 and Y5 groups independently represent groups selected from the group consisting of: hydrogen atom, (C1 to C6)alkyl, halo(C1 to C6)alkyl, (C3 to C6)cycloalkyl, halo(C3 to C6)cycloalkyl, (C1 to C6)alkoxy, halo(C1 to C6)alkoxy, (C1 to C6)alkylcarbonyl, halo(C1 to C6)alkylcarbonyl, (C3 to C6)cycloalkylcarbonyl, halo(C3 to C6)cycloalkylcarbonyl, (C1 to C6)alkoxycarbonyl, halo(C1 to C6)alkoxycarbonyl, (C1 to C6)alkylsulfonyl, halo(C1 to C6)alkylsulfonyl, and unsubstituted or optionally substituted phenyl groups via Z3, when a plurality of Y6 groups are present,Y6 represents a group selected from the group consisting of: hydrogen atom, unsubstituted or substituted (C1 to C6) alkyl group, unsubstituted or substituted (C3 to C6) haloalkyl group, (C3 to C6) cycloalkyl group, haloalkyl (C3 to C6) cycloalkyl group, unsubstituted or substituted (C1 to C6) alkoxy group, haloalkyl (C1 to C6) alkoxy group, (C3 to C6) cycloalkoxy group, haloalkyl (C3 to C6) cycloalkoxy group, haloalkyl (C2 to C6) alkenyl group, (C2 to C6) alkenyloxy group, and haloalkyl (C2 to C6) alkenyloxy group. W represents oxygen atom, sulfur atom, or NY7. Y7 is a group selected from the group consisting of: hydrogen atom, (C1 to C6) alkyl group, haloalkyl (C1 to C6) alkyl group, (C1 to C6) alkyl carbonyl groups and halogenated (C1 to C6) alkyl carbonyl groups.

2. A compound of formula (1) or a salt thereof or an N-oxide thereof, wherein in formula (1), X1 represents an oxygen atom, a sulfur atom, NY1 or C(J5J6), n represents 0 or 1, and J1, J2, J3 and J4 represent, independently, a group selected from the group consisting of hydrogen atom, halogen atom, unsubstituted or arbitrarily substituted (C1 to C6) alkyl group, unsubstituted or arbitrarily substituted (C1 to C6) alkyl group, unsubstituted or arbitrarily substituted (C1 to C6) alkoxy group, unsubstituted or arbitrarily substituted (C1 to C6) alkoxy group, and hydroxyl group, or two bonds of C-J1 and C-J2, or C-J3 and C-J4 bonded together to represent a group selected from the group consisting of carbonyl O atom, thiocarbonyl S atom, imine group substituted with Y2, and methylene group substituted with J7 and J8. J5 and J6 can be independently represented by groups consisting of hydrogen atoms, halogen atoms, unsubstituted or arbitrarily substituted (C1 to C6) alkyl groups, and unsubstituted or arbitrarily substituted (C1 to C6) haloalkyl groups. Alternatively, the two bonds of C-J5 and C-J6 can be combined to represent groups consisting of carbonyl O atoms, thiocarbonyl S atoms, Y3-substituted imine groups, and J7 and J8-substituted methylene groups. J7 and J8 represent groups selected independently from hydrogen atoms, halogen atoms, unsubstituted or arbitrarily substituted (C1 to C6) alkyl groups, unsubstituted or arbitrarily substituted (C1 to C6) haloalkyl groups, unsubstituted or arbitrarily substituted (C1 to C6) alkoxy groups, unsubstituted or arbitrarily substituted (C1 to C6) haloalkoxy groups, amino groups or hydroxyl groups substituted with one or two (C1 to C6) alkyl groups and / or haloalkyl groups, where D is an unsubstituted or arbitrarily substituted (Z1) pyrazol-5-yl group, an unsubstituted or arbitrarily substituted (Z1) thiazolyl group, D-1, D-2, D-3, D-4, D-5, D-6, D-7, D-8, D-9, or D-10.Z1A, Z1B, Z1C, Z1D, and Z1E are each independently selected from hydrogen atoms, halogen atoms, unsubstituted or arbitrarily substituted (C1 to C6) alkyl groups, unsubstituted or arbitrarily substituted (C1 to C6) haloalkyl groups, unsubstituted or arbitrarily substituted (C3 to C6) cycloalkyl groups, unsubstituted or arbitrarily substituted (C3 to C6) haloalkyl groups, unsubstituted or arbitrarily substituted (C1 to C6) alkoxy groups, unsubstituted or arbitrarily substituted (C1 to C6) haloalkyl groups, and unsubstituted or arbitrarily substituted (C3 to C6) cycloalkyl groups. Intentionally substituted (C2 to C6) alkenyl, unsubstituted or T2-arbitrarily substituted halo(C2 to C6) alkenyl, unsubstituted or T2-arbitrarily substituted (C2 to C6) alkenyloxy, unsubstituted or T2-arbitrarily substituted (C2 to C6) alkylthio, unsubstituted or T2-arbitrarily substituted (C1 to C6) alkylthio, unsubstituted or T2-arbitrarily substituted (C1 to C6) alkylsulfinyl, unsubstituted or T2-arbitrarily substituted (C1 to C6) alkylthioyl Alkylsulfinyl, unsubstituted or T2-substituted (C1 to C6) alkylsulfinyl, unsubstituted or T2-substituted (C1 to C6) alkylsulfinyl, unsubstituted or T2-substituted (C1 to C6) alkylcarbonyl, unsubstituted or T2-substituted (C1 to C6) alkylcarbonyl, unsubstituted or T2-substituted (C1 to C6) alkoxycarbonyl, unsubstituted or T2-substituted (C1 to C6) alkoxycarbonyl, unsubstituted or T2-substituted (C1 to C6) alkylcarbonyloxy The group consisting of unsubstituted or T2-substituted (C1 to C6) alkyl carbonyloxy groups, unsubstituted or T2-substituted (C1 to C6) alkoxy carbonyloxy groups, unsubstituted or T2-substituted (C1 to C6) alkoxy carbonyloxy groups, unsubstituted or T2-substituted (C1 to C6) alkyl sulfonyloxy groups, unsubstituted or T2-substituted (C1 to C6) alkyl sulfonyloxy groups, NY4Y5 group, C(O)NY4Y5 group, cyano group, nitro group, hydroxyl group, mercapto group, formyl group, carboxyl group, and SF5 group. B represents the structure shown in B-1, B-2, B-3, B-4, B-5, or B-6; R12 represents a group selected from the group consisting of (C1 to C6) alkyl, (C1 to C6) alkyl, (C3 to C6) cycloalkyl, and (C3 to C6) cycloalkyl; m represents 0, 1, or 2; G2 represents a nitrogen atom or C(R2); G4 represents a nitrogen atom or C(R4), except that either or both of G2 and G4 are nitrogen atoms; G5 represents a nitrogen atom or C(R5); and G6 represents a nitrogen atom or C(R6).The G7 series represents a nitrogen atom or C(R7), the G8 series represents a nitrogen atom or C(R8), and the R1, R2, R3, R4, R5, R6, R7, and R8 series independently represent atoms selected from hydrogen, halogen, unsubstituted or substituted (C1 to C6) alkyl, unsubstituted or substituted (C1 to C6) haloalkyl, unsubstituted or substituted (C3 to C6) cycloalkyl, unsubstituted or substituted (C1 to C6) halocycloalkyl, unsubstituted or substituted (C1 to C6) alkoxy, unsubstituted or substituted (C1 to C6) haloalkoxy, unsubstituted or substituted (C2 to C6) alkenyl, and unsubstituted or substituted (C1 to C6) alkenyl. Halo-(C2 to C6) alkenyl, unsubstituted or T1-substituted (C2 to C6) alkyne, unsubstituted or T1-substituted (C2 to C6) alkenyloxy, unsubstituted or T1-substituted (C2 to C6) alkenyloxy, unsubstituted or T1-substituted (C1 to C6) alkylthio, unsubstituted or T1-substituted (C1 to C6) alkylthio, unsubstituted or T1-substituted (C1 to C6) alkylsulfinyl, unsubstituted or T1-substituted (C1 to C6) alkylsulfinyl, unsubstituted or T1-substituted (C1 to C6) alkylsulfinyl, unsubstituted or T1-substituted (C2 ...

1. Arbitrarily substituted (C1 to C6) alkyl sulfonyl, unsubstituted or T1-arbitrarily substituted halo(C1 to C6) alkyl sulfonyl, unsubstituted or T1-arbitrarily substituted (C1 to C6) alkyl carbonyl, unsubstituted or T1-arbitrarily substituted (C1 to C6) alkyl carbonyloxy, unsubstituted or T1-arbitrarily substituted halo(C1 to C6) alkyl carbonyloxy, unsubstituted or T1-arbitrarily substituted (C1 to C6) alkoxy carbonyl, unsubstituted or T1-arbitrarily substituted halo(C1 to C6) alkoxy carbonyl, unsubstituted or T1-arbitrarily substituted (C1 to C6) alkyl carbonyloxy ... The group consisting of 1 to C6) alkylsulfonyloxy, unsubstituted or T1-substituted (C1 to C6) alkoxycarbonyloxy, unsubstituted or T1-substituted halo(C1 to C6) alkoxycarbonyloxy, unsubstituted or T1-substituted halo(C1 to C6) alkylsulfonyloxy, unsubstituted or Z2-substituted phenyl, unsubstituted or Z2-substituted heterocyclic, unsubstituted or Z2-substituted phenoxy, unsubstituted or Z2-substituted pyridyloxy, NY4Y5, C(O)NY4Y5, CH=NY6, cyano, nitro, hydroxy, mercapto, formyl, carboxyl, and SF5.The R9 and R10 groups independently represent groups selected from the group consisting of hydrogen atom, halogen atom, (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, halo(C3 to C6) cycloalkyl, (C1 to C6) alkoxy, halo(C1 to C6) alkoxy, (C1 to C6) alkylcarbonyloxy, halo(C1 to C6) alkylcarbonyloxy, (C1 to C6) alkoxycarbonyloxy, halo(C1 to C6) alkoxycarbonyloxy, NY4Y5 group, C(O)NY4Y5 group, cyano, nitro, and hydroxyl group. The R11 group represents a group selected from the group consisting of hydrogen atom, (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, halo(C3 to C6) cycloalkyl, (C1 to C6) alkoxy, halo(C1 to C6) alkoxy, (C1 to C6) alkyl carbonyl, halo(C1 to C6) alkyl carbonyl, (C4 to C7) cycloalkyl carbonyl, and halo(C4 to C7) cycloalkyl carbonyl.Z1 and Z2 represent, respectively, independently selected from halogen atoms, unsubstituted or arbitrarily substituted (C1 to C6) alkyl groups, unsubstituted or arbitrarily substituted (C1 to C6) haloalkyl groups, unsubstituted or arbitrarily substituted (C3 to C6) cycloalkyl groups, unsubstituted or arbitrarily substituted (C3 to C6) cycloalkyl groups, unsubstituted or arbitrarily substituted (C1 to C6) alkoxy groups, unsubstituted or arbitrarily substituted (C1 to C6) alkoxy groups, and unsubstituted or arbitrarily substituted (C2 to C6) alkenes. Alkyl group, unsubstituted or T2-arbitrarily substituted (C2 to C6) alkenyl group, unsubstituted or T2-arbitrarily substituted (C2 to C6) alkenyloxy group, unsubstituted or T2-arbitrarily substituted (C2 to C6) alkenyloxy group, unsubstituted or T2-arbitrarily substituted (C1 to C6) alkylthio group, unsubstituted or T2-arbitrarily substituted (C1 to C6) alkylsulfinyl group, unsubstituted or T2-arbitrarily substituted (C1 to C6) alkylsulfinyl group, unsubstituted or T2-arbitrarily substituted (C1 to C6) alkylsulfinyl group, unsubstituted Alkyl sulfonyl groups (C1 to C6) substituted or substituted via T2, unsubstituted or substituted via T2 alkyl sulfonyl groups, unsubstituted or substituted via T2 alkyl carbonyl groups, unsubstituted or substituted via T2 alkyl carbonyl groups, unsubstituted or substituted via T2 alkoxy carbonyl groups, unsubstituted or substituted via T2 alkoxy carbonyl groups, unsubstituted or substituted via T2 alkyl carbonyloxy groups, unsubstituted or substituted via T2 alkyl carbonyloxy groups, unsubstituted or The group consisting of halogenated (C1 to C6) alkyl carbonyloxy groups that are arbitrarily substituted with T2, unsubstituted or arbitrarily substituted (C1 to C6) alkoxy carbonyloxy groups, unsubstituted or arbitrarily substituted (C1 to C6) alkoxy carbonyloxy groups, unsubstituted or arbitrarily substituted (C1 to C6) alkyl sulfonyloxy groups, unsubstituted or arbitrarily substituted (C1 to C6) alkyl sulfonyloxy groups, NY4Y5 group, C(O)NY4Y5 group, cyano group, nitro group, hydroxyl group, mercapto group, formyl group, carboxyl group, and SF5 group. Alternatively, two adjacent Z1 or Z2 atoms may be linked together to form an unsubstituted or 5- or 6-membered alicyclic group that can be substituted by one or more halogen atoms or (C1 to C6) alkyl groups; or two adjacent Z1 or Z2 atoms may be linked together with the carbon atom to which the Z1 or Z2 is bonded to form a 1,3-dioxacyclopentenyl or a 1,4-dioxacyclohexadienyl group. The aforementioned 1,3-dioxacyclopentenyl and 1,4-dioxacyclohexadienyl groups may also be substituted by one or two or more independent halogen atoms.Y1, Y2, and Y3 represent, respectively, a group selected from hydrogen atoms, an unsubstituted or T3-substituted (C1 to C6) alkyl group, an unsubstituted or T3-substituted (C1 to C6) haloalkyl group, an unsubstituted or T3-substituted (C3 to C6) cycloalkyl group, an unsubstituted or T3-substituted (C3 to C6) cycloalkyl group, an unsubstituted or T3-substituted (C2 to C6) alkenyl group, an unsubstituted or T3-substituted (C2 to C6) alkenyl group, an unsubstituted or T3-substituted (C1 to C6) alkoxy group, an unsubstituted or T3-substituted (C1 to C6) alkoxy group, and an unsubstituted or T3-substituted (C1 to C6) alkoxy group. The group consisting of (C1 to C6) alkyl carbonyl groups arbitrarily substituted with T3, unsubstituted or arbitrarily substituted halogenated (C1 to C6) alkyl carbonyl groups, unsubstituted or arbitrarily substituted cycloalkyl carbonyl groups, unsubstituted or arbitrarily substituted halogenated (C3 to C6) cycloalkyl carbonyl groups, unsubstituted or arbitrarily substituted alkoxy carbonyl groups, unsubstituted or arbitrarily substituted halogenated (C1 to C6) alkoxy carbonyl groups, unsubstituted or arbitrarily substituted alkyl sulfonyl groups, unsubstituted or arbitrarily substituted halogenated (C1 to C6) alkyl sulfonyl groups, and hydroxyl groups. Ta and T1 series independently represent those selected from (C3 to C6) cycloalkyl, halo(C3 to C6) cycloalkyl, (C1 to C6) alkoxy, halo(C1 to C6) alkoxy, (C1 to C6) alkylcarbonyl, halo(C1 to C6) alkylcarbonyl, (C1 to C6) alkoxycarbonyl, halo(C1 to C6) alkoxycarbonyl, (C1 to C6) alkylthio, halo(C1 to C6) alkylthio, (C1 to C6) alkylsulfinyl, and halo... The group consisting of (C1 to C6)alkylsulfinyl, (C1 to C6)alkylsulfinyl, halogenated (C1 to C6)alkylsulfinyl, NY4Y5, C(O)NY4Y5, cyano, nitro, hydroxyl, mercapto, methyl, carboxyl, unsubstituted or arbitrarily substituted phenyl, unsubstituted or arbitrarily substituted heterocyclic, unsubstituted or arbitrarily substituted phenoxy, and unsubstituted or arbitrarily substituted pyridyloxy.T2 and T3 respectively independently represent groups selected from the group consisting of (C3 to C6) cycloalkyl, halo(C3 to C6) cycloalkyl, (C1 to C6) alkoxy, halo(C1 to C6) alkoxy, (C1 to C6) alkyl carbonyl, halo(C1 to C6) alkyl carbonyl, (C1 to C6) alkoxy carbonyl, halo(C1 to C6) alkoxy carbonyl, (C1 to C6) alkyl thio, halo(C1 to C6) alkyl thio, (C1 to C6) alkyl sulfinyl, halo(C1 to C6) alkyl sulfinyl, (C1 to C6) alkyl sulfinyl, halo(C1 to C6) alkyl sulfinyl, NY4Y5, C(O)NY4Y5, cyano, nitro, hydroxy, mercapto, formyl, and carboxyl. When there are multiple Z3s, the Z3 series independently represents the following: halogen atom, (C1 to C6)alkyl, halo(C1 to C6)alkyl, (C3 to C6)cycloalkyl, halo(C3 to C6)cycloalkyl, 1-cyano-(C3 to C6)cycloalkyl, (C1 to C6)alkoxy, halo(C1 to C6)alkoxy, (C1 to C6)alkylthio, halo(C1 to C6)alkylthio, (C1 to C6)alkylsulfinyl The group consisting of alkyl, halogenated (C1 to C6) alkylsulfinyl, (C1 to C6) alkylsulfinyl, halogenated (C1 to C6) alkylsulfinyl, (C1 to C6) alkylcarbonyl, halogenated (C1 to C6) alkylcarbonyl, (C1 to C6) alkoxycarbonyl, halogenated (C1 to C6) alkoxycarbonyl, NY4Y5, C(O)NY4Y5, cyano, nitro, hydroxyl, mercapto, formyl, carboxyl, and SF5. The Y4 and Y5 groups independently represent groups selected from the group consisting of hydrogen atom, (C1 to C6) alkyl, halo(C1 to C6) alkyl, (C3 to C6) cycloalkyl, halo(C3 to C6) cycloalkyl, (C1 to C6) alkoxy, halo(C1 to C6) alkoxy, (C1 to C6) alkyl carbonyl, halo(C1 to C6) alkyl carbonyl, (C3 to C6) cycloalkyl carbonyl, halo(C3 to C6) alkyl carbonyl, (C1 to C6) alkoxy carbonyl, halo(C1 to C6) alkoxy carbonyl, (C1 to C6) alkyl sulfonyl, halo(C1 to C6) alkyl sulfonyl, and unsubstituted or arbitrarily substituted phenyl groups via Z3. When there are multiple Y6 groups, each Y6 group is independently selected from the group consisting of an unsubstituted (C1 to C6) alkyl group (either by hydrogen atom, unsubstituted or substituted by T3, unsubstituted or substituted by T3, halogenated (C1 to C6) alkyl group, (C3 to C6) cycloalkyl group, halogenated (C3 to C6) cycloalkyl group, unsubstituted or substituted by cyano group, halogenated (C1 to C6) alkoxy group, (C3 to C6) cycloalkoxy group, halogenated (C3 to C6) cycloalkoxy group, (C2 to C6) alkenyl group, halogenated (C2 to C6) alkenyl group, (C2 to C6) alkenyloxy group, and halogenated (C2 to C6) alkenyloxy group.

3. The compound as claimed in claim 1 or 2, or a salt thereof, or an N-oxide thereof, wherein, X1 is a group consisting of an oxygen atom, a sulfur atom, NY1 or C (J5J6), two bonds of C-J5 and C-J6 combined together to form a group consisting of an O atom selected from a carbonyl group, an S atom selected from a thiocarbonyl group, an imine group substituted with Y3, and a methylene group substituted with J7 and J8. J7 and J8 are groups consisting of a hydrogen atom, a halogen atom, an unsubstituted or Ta-substituted (C1 to C6) alkyl group, an unsubstituted or Ta-substituted (C1 to C6) alkoxy group, an amino group substituted with one or two (C1 to C6) alkyl groups and / or a halogenated (C1 to C6) alkyl group, and a hydroxyl group.

4. The compound as claimed in claim 1 or 2, or a salt thereof, or an N-oxide thereof, wherein, D is D-1, D-2, D-3, D-4, D-5, D-6, D-7, D-8, D-9, or D-10. In the formula, Z1A, Z1B, Z1C, Z1D, and Z1E are independently selected from hydrogen atoms, halogen atoms, unsubstituted or arbitrarily substituted (C1 to C6) alkyl groups, unsubstituted or arbitrarily substituted (C1 to C6) haloalkyl groups, unsubstituted or arbitrarily substituted (C3 to C6) cycloalkyl groups, unsubstituted or arbitrarily substituted (C3 to C6) haloalkyl groups, unsubstituted or arbitrarily substituted (C1 to C6) alkoxy groups, unsubstituted or arbitrarily substituted (C1 to C6) haloalkyl groups, and unsubstituted or arbitrarily substituted (C1 to C6) alkoxy groups. Intentionally substituted (C2 to C6) alkenyl, unsubstituted or T2-arbitrarily substituted halo(C2 to C6) alkenyl, unsubstituted or T2-arbitrarily substituted (C2 to C6) alkenyloxy, unsubstituted or T2-arbitrarily substituted (C2 to C6) alkylthio, unsubstituted or T2-arbitrarily substituted (C1 to C6) alkylthio, unsubstituted or T2-arbitrarily substituted (C1 to C6) alkylsulfinyl, unsubstituted or T2-arbitrarily substituted (C1 to C6) alkylthioyl Alkylsulfinyl, unsubstituted or T2-substituted (C1 to C6) alkylsulfinyl, unsubstituted or T2-substituted (C1 to C6) alkylsulfinyl, unsubstituted or T2-substituted (C1 to C6) alkylcarbonyl, unsubstituted or T2-substituted (C1 to C6) alkylcarbonyl, unsubstituted or T2-substituted (C1 to C6) alkoxycarbonyl, unsubstituted or T2-substituted (C1 to C6) alkoxycarbonyl, unsubstituted or T2-substituted (C1 to C6) alkylcarbonyloxy The group consisting of unsubstituted or arbitrarily substituted (C1 to C6) alkyl carbonyloxy groups, unsubstituted or arbitrarily substituted (C1 to C6) alkoxy carbonyloxy groups, unsubstituted or arbitrarily substituted (C1 to C6) alkoxy carbonyloxy groups, unsubstituted or arbitrarily substituted (C1 to C6) alkyl sulfonyloxy groups, unsubstituted or arbitrarily substituted (C1 to C6) alkyl sulfonyloxy groups, NY4Y5 group, C(O)NY4Y5 group, cyano group, nitro group, hydroxyl group, mercapto group, methyl group, carboxyl group, and SF5 group.

5. The compound as claimed in claim 1 or 2, or a salt thereof, or an N-oxide thereof, wherein, B represents the structure shown in B-1.

6. A compound as claimed in claim 1 or 2, or a salt thereof, or an N-oxide thereof, wherein, B represents the structure shown in B-2.

7. The compound as claimed in claim 1 or 2, or a salt thereof, or an N-oxide thereof, wherein, B represents the structure shown in B-3.

8. The compound as claimed in claim 1 or 2, or a salt thereof, or an N-oxide thereof, wherein, B represents the structure shown in B-4.

9. A compound as claimed in claim 1 or 2, or a salt thereof, or an N-oxide thereof, wherein, B represents the structure shown in B-5.

10. A compound as claimed in claim 1 or 2, or a salt thereof, or an N-oxide thereof, wherein, B represents the structure shown in B-6.

11. The compound or salt thereof, or N-oxide thereof, as claimed in claim 1 or 2, wherein, B represents the structure shown in B-7, and R1 represents a hydrogen atom.

12. A pest control agent comprising any one of claims 1 to 11, a compound thereof, a salt thereof, or an N-oxide thereof.

Images