Condensed heterocyclic compounds and pesticides

26:

• A condensed heterocyclic compound represented by the following formula or its salt or an N-oxide thereof:
• wherein:
• G1 is a nitrogen atom or C(Y1);
• G2 is a nitrogen atom or C(Y2);
• G3 is a nitrogen atom or C(Y3);
• G4 is a nitrogen atom or C(Y4);
• A4 is a nitrogen atom or C(R4);
• A5 is a nitrogen atom or C(R5);
• R1 is C1-C6 alkyl, C1-C6 haloalkyl, (C1-C6) alkyl optionally substituted with R1a, C2-C6 alkenyl, C2-C6 haloalkenyl, C2-C6 alkynyl, C2-C6 haloalkynyl, C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C3-C6 cycloalkyl (C1-C6) alkyl, C3-C6 halocycloalkyl (C1-C6) alkyl or hydroxy (C1-C6) alkyl;
• R1a is C1-C8 alkoxy, C1-C8 haloalkoxy, C1-C8 alkoxycarbonyl, C1-C6 alkylthio, C1-C6 haloalkylthio, C1-C6 alkylsulfinyl, C1-C6 haloalkylsulfinyl, C1-C6 alkylsulfonyl, C1-C6 haloalkylsulfonyl or cyano;
• R2 is a hydrogen atom, a halogen atom, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxy, C1-C8 haloalkoxy, C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C1-C6 alkylthio, C1-C6 haloalkylthio, C1-C6 alkylsulfinyl, C1-C6 haloalkylsulfinyl, C1-C6 alkylsulfonyl, C1-C6 haloalkylsulfonyl, —C(O)R20a, —C(O)OH, hydroxy, —NH2, —NHR20g, —N(R20h)R20g, mercapto, cyano or nitro;
• R3 is a hydrogen atom, a halogen atom, C1-C6 alkyl, C1-C6 haloalkyl, C2-C6 haloalkenyl, C2-C6 haloalkynyl, C1-C8 alkoxy, C1-C8 haloalkoxy, C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C1-C6 alkylthio, C1-C6 haloalkylthio, (C1-C6) alkylthio optionally substituted with R3a, C1-C6 alkylsulfinyl, C1-C6 haloalkylsulfinyl, C1-C6 alkylsulfonyl, C1-C6 haloalkylsulfonyl, —C(O)R30a, —C(O)OH, hydroxy, —OC(O)R30e, —OS(O)2R30f, —NH2, —NHR30g, —N(R30h)R30g, mercapto, —SC(O)R30i, —SF5, cyano, nitro, phenyl, phenyl optionally substituted with R3b, heterocyclyl or heterocyclyl optionally substituted with R3b;
• R3a is C1-C8 alkoxycarbonyl;
• R3b is a halogen atom, a C1-C6 alkyl, C1-C6 haloalkyl, C1-C8 alkoxy, C1-C8 haloalkoxy, cyano or nitro;
• R4 is a hydrogen atom, a halogen atom, C1-C6 alkyl, C1-C6 haloalkyl, C2-C6 haloalkenyl, C2-C6 haloalkynyl, C1-C8 alkoxy, C1-C8 haloalkoxy, C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C1-C6 alkylthio, C1-C6 haloalkylthio, (C1-C6) alkylthio optionally substituted with R4a, C1-C6 alkylsulfinyl, C1-C6 haloalkylsulfinyl, C1-C6 alkylsulfonyl, C1-C6 haloalkylsulfonyl, —C(O)R40a, —C(O)OH, hydroxy, —OC(O)R40e, —OS(O)2R40f, —NH2, —NHR40g, —N(R40h)R40g, mercapto, —SC(O)R40i, —SF5, cyano, nitro, phenyl, phenyl optionally substituted with R4b, heterocyclyl or heterocyclyl optionally substituted with R4b;
• R4a is C1-C8 alkoxycarbonyl;
• R4b is a halogen atom, C1-C6 alkyl, C1-C6 haloalkyl, C1-C8 alkoxy, C1-C8 haloalkoxy, cyano or nitro;
• R5 is a hydrogen atom, a halogen atom, C1-C6 alkyl, C1-C6 haloalkyl, C1-C8 alkoxy, C1-C8 haloalkoxy, C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C1-C6 alkylthio, C1-C6 haloalkylthio, C1-C6 alkylsulfinyl, C1-C6 haloalkylsulfinyl, C1-C6 alkylsulfonyl, C1-C6 haloalkylsulfonyl, —C(O)R50a, —C(O)OH, hydroxy, —NH2, —NHR50g, —N(R50h)R50g, mercapto, cyano or nitro;
• R6 is a hydrogen atom, a halogen atom, C1-C6 alkyl, C1-C6 haloalkyl, C1-C8 alkoxy, C1-C8 haloalkoxy, C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C1-C6 alkylthio, C1-C6 haloalkylthio, C1-C6 alkylsulfinyl, C1-C6 haloalkylsulfinyl, C1-C6 alkylsulfonyl, C1-C6 haloalkylsulfonyl, —C(O)R60a, —C(O)OH, hydroxy, —NH2, —NHR60g, —N(R60h)R60g, mercapto, cyano or nitro;
• each of Y1, Y2, Y3 and Y4 is independently a hydrogen atom, a halogen atom, C1-C6 alkyl, C1-C6 haloalkyl, (C1-C6) alkyl optionally substituted with Ya, (C1-C6) haloalkyl optionally substituted with Ya, C2-C6 alkenyl, C2-C6 haloalkenyl, (C2-C6) alkenyl optionally substituted with Ya, C2-C6 alkynyl, C2-C6 haloalkynyl, (C2-C6) alkynyl optionally substituted with Yb, C1-C8 alkoxy, C1-C8 haloalkoxy, (C1-C8) alkoxy optionally substituted with Ya, C2-C6 alkenyloxy, C2-C6 haloalkenyloxy, (C2-C6) alkenyloxy optionally substituted with Ya, C2-C6 alkynyloxy, C2-C6 haloalkynyloxy, (C2-C6) alkynyloxy optionally substituted with Ya, C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C3-C6 cycloalkyl (C1-C6) alkyl, C3-C6 halocycloalkyl (C1-C6) alkyl, C1-C6 alkylthio, C1-C6 haloalkylthio, (C1-C6) alkylthio optionally substituted with Ya, C2-C6 alkenylthio, C2-C6 haloalkenylthio, C2-C6 alkynylthio, C2-C6 haloalkynylthio, C1-C6 alkylsulfinyl, C1-C6 haloalkylsulfinyl, (C1-C6) alkylsulfinyl optionally substituted with Ya, C2-C6 alkenylsulfinyl, C2-C6 haloalkenylsulfinyl, C2-C6 alkynylsulfinyl, C2-C6 haloalkynylsulfinyl, C1-C6 alkylsulfonyl, C1-C6 haloalkylsulfonyl, (C1-C6) alkylsulfonyl optionally substituted with Ya, C2-C6 alkenylsulfonyl, C2-C6 haloalkenylsulfonyl, C2-C6 alkynylsulfonyl, C2-C6 haloalkynylsulfonyl, —C(O)R90a, —C(O)NHR90b, —C(O)N(R90c)R90b, —C(O)OH, —C(═NOR90d)R90a, —C(O)NH2, hydroxy, —OC(O)R90e, —OS(O)2R90f, —NH2, —NHR90g, —N(R90h)R90g, mercapto, —SC(O)R90i, —S(O)2NHR90j, —S(O)2N(R90k)R90j, —SF5, cyano, nitro, phenyl, phenyl optionally substituted with Yc, heterocyclyl or heterocyclyl optionally substituted with Y;
• Ya is C1-C8 alkoxy, C1-C8 haloalkoxy, C1-C8 alkoxycarbonyl, C1-C8 haloalkoxycarbonyl, C1-C6 alkylcarbonyl, C1-C6 haloalkylcarbonyl, C1-C6 alkylthio, C1-C6 haloalkylthio, C1-C6 alkylsulfinyl, C1-C6 haloalkylsulfinyl, C1-C6 alkylsulfonyl, C1-C6 haloalkylsulfonyl, hydroxy or cyano;
• Yb is C1-C6 alkyl, C3-C6 cycloalkyl, trimethylsilyl or phenyl;
• Yc is a halogen atom, C1-C6 alkyl, C1-C6 haloalkyl, C1-C8 alkoxy, C1-C8 haloalkoxy, cyano or nitro;
• each of R20a, R30a, R30e, R40a, R40e, R50a, R60a and R90a is independently a hydrogen atom, C1-C6 alkyl, C1-C6 haloalkyl, C1-C8 alkoxy or C1-C8 haloalkoxy;
• each of R20g, R20h, R30f, R30g, R30h, R30i, R40f, R40g, R40h, R40i, R50g, R50h, R60g, R60h, R90b, R90c, R90i, R90j and R90k is independently C1-C6 alkyl or C1-C6 haloalkyl;
• R90d is a hydrogen atom, C1-C6 alkyl or C1-C6 haloalkyl;
• R90e is a hydrogen atom, C1-C6 alkyl, C1-C6 haloalkyl, C1-C8 alkoxy, C1-C8 haloalkoxy, C1-C6 alkylamino, C1-C6 haloalkylamino, di(C1-C6) alkylamino or di(C1-C6) haloalkylamino;
• R90f is C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkylamino, C1-C6 haloalkylamino, di(C1-C6) alkylamino or di(C1-C6) haloalkylamino;
• each of R90g and R90h is independently C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkylcarbonyl, C1-C6 haloalkylcarbonyl, C1-C8 alkoxycarbonyl, C1-C8 haloalkoxycarbonyl, C1-C6 alkylaminocarbonyl, C1-C6 haloalkylaminocarbonyl, C1-C6 alkylaminothiocarbonyl, C1-C6 haloalkylaminothiocarbonyl, phenylcarbonyl, C1-C6 alkylsulfonyl, C1-C6 haloalkylsulfonyl, C1-C6 alkylaminosulfonyl or di(C1-C6) alkylaminosulfonyl;
• and
• n is an integer of 0, 1 or 2.

27:

• The condensed heterocyclic compound or its salt or an N-oxide thereof according to claim 26, wherein:
• G1 is C(Y1);
• G2 is C(Y2);
• G3 is C(Y3);
• G4 is C(Y4);
• R1 is C1-C6 alkyl, C1-C6 haloalkyl, C2-C6 alkenyl, C2-C6 haloalkenyl, C2-C6 alkynyl, C2-C6 haloalkynyl, C3-C6 cycloalkyl (C1-C6) alkyl or C3-C6 halocycloalkyl (C1-C6) alkyl;
• R2 is a hydrogen atom, a halogen atom, C1-C6 alkyl or C1-C6 haloalkyl;
• R3 is a hydrogen atom, a halogen atom, C1-C6 alkyl, C1-C6 haloalkyl, C1-C8 alkoxy, C1-C8 haloalkoxy, C1-C6 alkylthio, C1-C6 haloalkylthio, (C1-C6) alkylthio optionally substituted with R3a, C1-C6 alkylsulfinyl, C1-C6 haloalkylsulfinyl, C1-C6 alkylsulfonyl or C1-C6 haloalkylsulfonyl;
• R4 is a hydrogen atom, a halogen atom, C1-C6 alkyl, C1-C6 haloalkyl, C1-C8 alkoxy, C1-C8 haloalkoxy, C1-C6 alkylthio, C1-C6 haloalkylthio, (C1-C6) alkylthio optionally substituted with R4a, C1-C6 alkylsulfinyl, C1-C6 haloalkylsulfinyl, C1-C6 alkylsulfonyl or C1-C6 haloalkylsulfonyl;
• each of R5 and R6 is independently a hydrogen atom, a halogen atom, C1-C6 alkyl or C1-C6 haloalkyl;
• each of Y1, Y2, Y3 and Y4 is independently a hydrogen atom, a halogen atom, C1-C6 alkyl, C1-C6 haloalkyl, C2-C6 alkenyl, C2-C6 alkynyl, (C2-C6) alkynyl optionally substituted with Yb, C1-C8 alkoxy, C1-C8 haloalkoxy, C1-C6 alkylthio, C1-C6 haloalkylthio, (C1-C6) alkylthio optionally substituted with Ya, C1-C6 alkylsulfinyl, C1-C6 haloalkylsulfinyl, C1-C6 alkylsulfonyl, C1-C6 haloalkylsulfonyl, —C(O)R90a, —C(O)NHR90b, —C(O)N(R90c)R90b, —C(O)OH, hydroxy, —OC(O)R90e, —OS(O)2R90f, —NH2, —NHR90g, —N(R90h)R90g, mercapto, —SC(O)R90i, —S(O)2NHR90j, —S(O)2N(R90k)R90j, —SF5, cyano, nitro, phenyl, phenyl optionally substituted with Y, heterocyclyl or heterocyclyl optionally substituted with Yc;
• and
• Ya is C1-C8 alkoxycarbonyl.

28:

• The condensed heterocyclic compound or its salt or an N-oxide thereof according to claim 27, wherein:
• A4 and A5 are not nitrogen atoms at the same time;
• R1 is C1-C6 alkyl;
• R2 is a hydrogen atom;
• R3 is a hydrogen atom, a halogen atom, C1-C6 haloalkyl, C1-C6 haloalkylthio, (C1-C6)alkylthio optionally substituted with R3a, C1-C6 haloalkylsulfinyl or C1-C6 haloalkylsulfonyl;
• and
• R4 is a hydrogen atom, a halogen atom, C1-C6 haloalkyl, C1-C6 haloalkylthio, (C1-C6) alkylthio optionally substituted with R4a, C1-C6 haloalkylsulfinyl or C1-C6 haloalkylsulfonyl.

29:

• The condensed heterocyclic compound or its salt or an N-oxide thereof according to claim 28, wherein:
• A4 is a nitrogen atom;
• A5 is C(R5);
• R3 is C1-C6 haloalkyl;
• R5 is a hydrogen atom;
• R6 is a hydrogen atom;
• Y1 is a hydrogen atom;
• each of Y2 and Y3 is independently a hydrogen atom, a halogen atom or C1-C6 haloalkyl;
• and
• Y4 is a hydrogen atom or a halogen atom.

30:

• The condensed heterocyclic compound or its salt or an N-oxide thereof according to claim 27, wherein:
• R2 is a hydrogen atom;
• R3 is C1-C6 haloalkyl, C1-C6 haloalkylthio, C1-C6 haloalkylsulfinyl or C1-C6 haloalkylsulfonyl;
• R4 is a hydrogen atom;
• R5 is a hydrogen atom or C1-C6 alkyl;
• R6 is a hydrogen atom;
• each of Y1 and Y4 is a hydrogen atom;
• and
• each of Y2 and Y3 is independently a hydrogen atom or C1-C6 haloalkyl.

31:

• The condensed heterocyclic compound or its salt or an N-oxide thereof according to claim 26, wherein:
• G1 is C(Y1);
• G2 is C(Y2);
• G3 is C(Y3);
• G4 is C(Y4);
• A4 is a nitrogen atom;
• A5 is C(R5);
• and
• n is 2.

32:

• The condensed heterocyclic compound or its salt or an N-oxide thereof according to claim 31, wherein:
• each of Y1, Y2 and Y4 is a hydrogen atom;
• Y3 is C1-C6 haloalkyl;
• each of R2, R5 and R6 is a hydrogen atom;
• and
• R3 is a C1-C6 haloalkyl.

33:

• An agricultural chemical composition, comprising:
• the condensed heterocyclic compound of claim 26 or its salt or N-oxide as an active ingredient;
• and
• an agriculturally acceptable diluent.