Heterocyclic compound and harmful arthropods control agent comprising the same

A compound represented by formula (I):

• wherein
• A1 represents a nitrogen atom or CR3b,
• n is 0, 1 or 2,
• q is 0, 1 or 2,
• G represents a C3-C8 alicyclic hydrocarbon group optionally having one or more substituents selected from Group E, or -L1-G2,
• L1 represents an oxygen atom or a sulfur atom,
• G2 represents a five to ten membered heterocyclic group optionally having one or more substituents selected from Group D,
• R3a represents each independently a C1-C6 chain hydrocarbon group optionally having one or more substituents selected from Group B, a C3-C7 cycloalkyl group optionally having one or more substituents selected from Group E, a phenyl group optionally having one or more substituents selected from Group H, a five or six membered aromatic heterocyclic group optionally having one or more substituents selected from Group H, OR12, NR11R12, NR11aR12a, NR24NR11R12, NR24OR11, NR11C(O)R13, NR24NR11C(O)R13, NR11C(O)OR14, NR24NR11C(O)OR14, NR11C(O)NR15R16, NR24NR11C(O)NR15R16, N═CHNR15R16, N═S(O)xR15R16, C(O)OR17, a cyano group, a nitro group, or a halogen atom,
• R3b represents a C1-C6 chain hydrocarbon group optionally having one or more substituents selected from Group B, a C3-C7 cycloalkyl group optionally having one or more substituents selected from Group E, a phenyl group optionally having one or more substituents selected from Group H, a five or six membered aromatic heterocyclic group optionally having one or more substituents selected from Group H, OR12, NR11R12, NR11aR12a, NR24NR11R12, NR24OR11, NR11C(O)R13, NR24NR11C(O)R13, NR11C(O)OR14, NR24NR11C(O)OR14, NR11C(O)NR15R16, NR24NR11C(O)NR15R16, N═CHNR15R16, N═S(O)xR15R16, C(O)OR17, a cyano group, a nitro group, a hydrogen atom, or a halogen atom,
• x is 0 or 1,
• A2 represents a nitrogen atom or CR4a,
• A3 represents a nitrogen atom or CR4b,
• A4 represents a nitrogen atom or CR4c,
• R4a, R4b and R4c each independently represents a hydrogen atom, a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a nitro group, OR18, NR18R19, a cyano group, or a halogen atom,
• T represents a C1-C10 chain hydrocarbon group having one or more halogen atoms, a (C1-C5 alkoxy)C2-C5 alkyl group having one or more halogen atoms, a (C1-C5 alkylsulfanyl)C2-C5 alkyl group having one or more halogen atoms, a (C1-C5 alkylsulfinyl)C2-C5 alkyl group having one or more halogen atoms, a (C1-C5 alkylsulfonyl)C2-C5 alkyl group having one or more halogen atoms, a (C3-C7 cycloalkyl)C1-C3 alkyl group having one or more substituents selected from Group G, a C3-C7 cycloalkyl group having one or more substituents selected from Group G, OR1, S(O)mR1, OS(O)2R1, CH2OR1, NR1R29, C(O)R1, C(O)NR1R29, NR29C(O)R1, N═CR1R30, a group represented by the following formula T-1, a group represented by the following formula T-2, a group represented by the following formula T-3, a group represented by the following formula T-4, a group represented by the following formula T-5, a group represented by the following formula T-6, a group represented by the following formula T-7, a group represented by the following formula T-8, a group represented by the following formula T-9, a group represented by the following formula T-10, a group represented by the following formula T-11, or a group represented by the following formula T-12,
• X1 represents a nitrogen atom, or CR1a,
• X2 represents a nitrogen atom, or CR1b,
• X3 represents a nitrogen atom, or CR1c,
• X4 represents a nitrogen atom, or CR1d,
• X5 represents a nitrogen atom, or CR1e,
• R1a, R1b, R1c, R1d and R1e each independently represents a hydrogen atom, a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a C3-C7 cycloalkyl group optionally having one or more halogen atoms, or a halogen atom,
• R1x represents OR7, OS(O)2R7, S(O)mR7, NR1R29, NR8S(O)2R7, a C1-C5 chain hydrocarbon group having one or more halogen atoms, a cyano group, or a halogen atom,
• Y1 represents NR25, an oxygen atom, or a sulfur atom,
• Y2 represents a nitrogen atom, or CR26,
• Y3 represents a nitrogen atom, or CR27,
• Y4 represents a nitrogen atom, or CR28,
• R25 represents a hydrogen atom, a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a C1-C6 alkoxy group optionally having one or more halogen atoms, a C3-C7 cycloalkyl group optionally having one or more halogen atoms, or a (C3-C7 cycloalkyl)C1-C6 alkyl group optionally having one or more halogen atoms,
• R26, R27, and R28 each independently represents a hydrogen atom, a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a C3-C7 cycloalkyl group optionally having one or more halogen atoms, or a halogen atom,
• R1y represents OR7, OS(O)2R7, S(O)mR7, NR8S(O)2R7, a cyano group, a C1-C5 chain hydrocarbon group having one or more halogen atoms, or a halogen atom,
• R1ay and R7 each independently represents a C1-C6 chain hydrocarbon group having one or more halogen atoms,
• R8 represents a hydrogen atom, or a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms,
• m is 0, 1, or 2,
• R1 represents a C1-C10 chain hydrocarbon group having one or more halogen atoms, a (C1-C5 alkoxy)C2-C5 alkyl group having one or more halogen atoms, a (C1-C5 alkylsulfanyl)C2-C5 alkyl group having one or more halogen atoms, a (C1-C5 alkylsulfinyl)C2-C5 alkyl group having one or more halogen atoms, a (C1-C5 alkylsulfonyl)C2-C5 alkyl group having one or more halogen atoms, a (C3-C7 cycloalkyl)C1-C3 alkyl group having one or more substituents selected from Group G, or a C3-C7 cycloalkyl group having one or more substituents selected from Group G,
• R2 represents a cyclopropyl group, a cyclopropylmethyl group, or a C1-C6 alkyl group optionally having one or more halogen atoms,
• R11, R17, R19, R24 and R29 each independently represents a hydrogen atom, or a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms,
• R30 represents a hydrogen atom, a halogen atom, OR31, NR32R33, or a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms,
• R18 and R31 each independently represents a hydrogen atom, or a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms,
• R32 and R33 each independently represents a hydrogen atom, or a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms,
• R12 represents a hydrogen atom, S(O)2R23, a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, or a C1-C6 alkyl group having one or more substituents selected from Group F,
• R23 represents a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, or a phenyl group optionally having one or more substituents selected from Group D,
• R11a and R12a, and the nitrogen atom to which they are attached are taken together to form a three to seven membered nonaromatic heterocyclic group optionally having one or more substituents selected from Group E,
• R13 represents a hydrogen atom, a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a C3-C7 cycloalkyl group optionally having one or more halogen atoms, a (C3-C7 cycloalkyl)C1-C3 alkyl group optionally having one or more halogen atoms, a phenyl group optionally having one or more substituents selected from Group D, or a five or six membered aromatic heterocyclic group optionally having one or more substituents selected from Group D,
• R14 represents a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a C3-C7 cycloalkyl group optionally having one or more halogen atoms, a (C3-C7 cycloalkyl)C1-C3 alkyl group optionally having one or more halogen atoms, or a phenyl C1-C3 alkyl group, wherein the phenyl moiety in the phenyl C1-C3 alkyl group optionally has one or more substituents selected from Group D,
• R15 and R16 each independently represents a C1-C6 alkyl group optionally having one or more halogen atoms,
• Group B is selected from the group consisting of a C1-C6 alkoxy group optionally having one or more halogen atoms, a C3-C6 alkenyloxy group optionally having one or more halogen atoms, a C3-C6 alkynyloxy group optionally having one or more halogen atoms, a C1-C6 alkylsulfanyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfinyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally having one or more halogen atoms, a C3-C7 cycloalkyl group optionally having one or more halogen atoms, a cyano group, a hydroxy group, and a halogen atom;
• Group D is selected from the group consisting of a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a hydroxy group, a C1-C6 alkoxy group optionally having one or more halogen atoms, a C3-C6 alkenyloxy group optionally having one or more halogen atoms, a C3-C6 alkynyloxy group optionally having one or more halogen atoms, a sulfanyl group, a C1-C6 alkylsulfanyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfinyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally having one or more halogen atoms, an amino group, NHR21, NR21R22, C(O)R21, OC(O)R21, C(O)OR21, a cyano group, a nitro group, and a halogen atom, wherein R21 and R22 each independently represents a C1-C6 alkyl group optionally having one or more halogen atoms;
• Group E is selected from the group consisting of a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a C1-C6 alkoxy group optionally having one or more halogen atoms, a C3-C6 alkenyloxy group optionally having one or more halogen atoms, a C3-C6 alkynyloxy group optionally having one or more halogen atoms, an amino group, NR9R10, C(O)R10, C(O)NR9R10, OC(O)R9, OC(O)OR9, NR10C(O)R9, NR10C(O)OR9, C(O)OR10, a C3-C7 cycloalkyl group optionally having one or more halogen atoms, a phenyl group optionally having one or more substituents selected from Group H, a five or six membered aromatic heterocyclic group optionally having one or more substituents selected from Group H, a halogen atom, an oxo group, a thioxo group, a hydroxy group, a cyano group, and a nitro group, wherein R9 represents a C1-C6 alkyl group optionally having one or more halogen atoms, or a C3-C7 cycloalkyl group optionally having one or more halogen atoms, and R10 represents a hydrogen atom, a C1-C6 alkyl group optionally having one or more halogen atoms, or a C3-C7 cycloalkyl group optionally having one or more halogen atoms;
• Group F is selected from the group consisting of a C1-C6 alkoxy group optionally having one or more halogen atoms, an amino group, NHR21, NR21R22, a cyano group, a phenyl group optionally having one or more substituents selected from Group D, a five or six membered aromatic heterocyclic group optionally having one or more substituents selected from Group D, a C3-C7 cycloalkyl group optionally having one or more halogen atoms, and a three to seven nonaromatic heterocyclic group optionally having one or more substituents selected from Group C, wherein the R21 and R22 each independently represents a C1-C6 alkyl group optionally having one or more halogen atoms;
• Group C is selected from the group consisting of a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a C1-C6 alkoxy group optionally having one or more halogen atoms, a C3-C6 alkenyloxy group optionally having one or more halogen atoms, a C3-C6 alkynyloxy group optionally having one or more halogen atoms, and a halogen atom;
• Group G is selected from the group consisting of a halogen atom, and a C1-C6 haloalkyl group;
• Group H is selected from the group consisting of a halogen atom, a nitro group, a cyano group, an amino group, a five or six membered aromatic heterocyclic group optionally having one or more halogen atoms, a C1-C6 alkyl group optionally having one or more halogen atoms, OR10, NR9R10, C(O)R10, C(O)NR9R10, OC(O)R9, OC(O)OR9, NR10C(O)R9, NR10C(O)OR9, and C(O)OR10, wherein the R9 represents a C1-C6 alkyl group optionally having one or more halogen atoms, or a C3-C7 cycloalkyl group optionally having one or more halogen atoms, and R10 represents a hydrogen atom, a C1-C6 alkyl group optionally having one or more halogen atoms, or a C3-C7 cycloalkyl group optionally having one or more halogen atoms.