Fused heterocyclic compound having a sulfonamide group or its salt, agricultural and horticultural insecticide or animal external or internal parasite control agent containing said compound or its salt, and method of using the same

Abstract

In agricultural and horticultural crop production, there is still a great amount of damage due to pests and the like. Thus, the present invention addresses the problem of providing a novel agricultural / horticultural pesticide from the viewpoint of the emergence of pests resistant to existing agents. The present invention also addresses the problem of providing a novel external or internal parasite controlling agent for animals.　The present invention solves the above problems by providing a fused heterocycle compound which has a sulfonamide group represented by general formula (1) or a salt thereof, an agricultural / horticultural pesticide and an external or internal parasite controlling agent for animals in which the compound or a salt thereof is an active ingredient, and a method of use therefor.

Description

[Technical field]

[0001] The present invention relates to a fused heterocyclic compound having a sulfonamide group or a salt thereof, an agricultural and horticultural insecticide or an external or internal parasite control agent for animals containing said compound or said salt as an active ingredient, and a method for using them. [Background technology]

[0002] It has been reported that certain fused heterocyclic compounds having a sulfonamide group are useful as medicines, insecticides, etc. (see, for example, Patent Documents 1 to 4). However, these documents do not describe fused heterocyclic compounds having a nitrogen-containing heterocycle bonded to the 2-position and a sulfonamide group at the 3-position of the pyridine ring, and their insecticidal effects. [Prior art documents] [Patent documents]

[0003] [Patent Document 1] International Publication No. 2019 / 226687 Brochure [Patent Document 2] International Publication No. 2017 / 191000 Brochure [Patent Document 3] International Publication No. 2012 / 087938 Brochure [Patent Document 4] International Publication No. 2015 / 000715 Brochure Summary of the Invention [Problem to be solved by the invention]

[0004] Damage caused by pests and the like remains significant in crop production in agriculture, horticulture, and the like, and from the standpoint of the emergence of pests resistant to existing drugs, the impact on environmental organisms, and labor-saving operations, etc., there is a need for the development of agricultural and horticultural insecticides or external or internal parasite control agents for animals that have novel properties of action, have little effect on beneficial natural insects, and are invasive, etc. [Means for solving the problem]

[0005] As a result of intensive research conducted by the present inventors to solve the above-mentioned problems, they found that a fused heterocyclic compound having a sulfonamide group represented by general formula (1) or a salt thereof has an excellent control effect against agricultural and horticultural pests and external or internal parasites of animals, and thus can solve the above-mentioned problems, thereby completing the present invention.

[0006] That is, the present invention provides: [1] General formula (1) [ka] {where, R 1 and R 2 may be the same or different, (a1) hydrogen atom; (a2) a (C1-C6) alkyl group; or (a3) R 1 and R 2 may be bonded to each other to form a 3- to 6-membered aliphatic ring containing the nitrogen atom of the sulfonamide group. X 1 teeth, (b1) a hydrogen atom; (b2) halo(C1-C6)alkyl groups; (b3) a halo(C1-C6)alkoxy group; (b4) a halo(C1-C6)alkylthio group; (b5) a halo(C1-C6)alkylsulfinyl group; or (b6) a halo(C1-C6)alkylsulfonyl group; Y 1 teeth, (c1) hydrogen atom; (c2) a halogen atom; (c3) (C1-C6) alkyl group; (c4) (C3-C6) cycloalkyl group; (c5) cyano(C3-C6)cycloalkyl group; (c6) an aryl group; (c7) an aryl group having 1 to 5 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; or (c8) A triazole group; Y 2 teeth, (d1) hydrogen atom; (d2) (C3-C6) cycloalkyl group; (d3) cyano(C3-C6)cycloalkyl groups; (d4) halo(C1-C6)alkyl group; (d5) C(R 3 )=NOR 4 group (in the formula, R 3 represents a (C3-C6)cycloalkyl group; R 4 represents a halo(C1-C6)alkyl group; (d6) an aryl group; (d7) may be the same or different, and include (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6) alkyl group, (e) a halo(C1-C6) alkyl group, (f) a (C1-C6) alkoxy group, (g) a halo(C1-C6) alkoxy group, (h) a (C1-C6) alkylthio group, (i) a halo(C1-C6) alkylthio group, (j) a (C1-C6) alkylsulfinyl group, (k) a halo(C1-C6) alkylsulf. an aryl group having on the ring 1 to 5 substituents selected from a (C1-C6)phenyl group, (l) a (C1-C6) alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group, (k) a (C1-C6) alkylthio group, (l) a formyl group, (m) a (C1-C6) alkylcarbonyl group, (n) a (C1-C6) alkoxycarbonyl group, (o) an acetamido group, (p) a methylenedioxy group, and (q) a trimethylsilyl group; (d8) Y 1 and Y 2 are combined with each other to form Y 1 and Y 2 may form an aromatic heterocycle together with the pyridine ring to which it is bonded, the aromatic ring portion being an aromatic heterocycle group optionally having 1 to 4 substituents on the ring selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6) alkyl group, (e) a halo(C1-C6) alkyl group, (f) a (C1-C6) alkoxy group, (g) a halo(C1-C6) alkoxy group, (h) a (C1-C6) alkylthio group, (i) a halo(C1-C6) alkylthio group, (j) a (C1-C6) alkylsulfinyl group, (k) a halo(C1-C6) alkylsulfinyl group, (l) a (C1-C6) alkylsulfonyl group, and (m) a halo(C1-C6) alkylsulfonyl group; (d9) a halogen atom; (d10) (C1-C6) alkyl group; (d11) (C2-C6) alkenyl group; (d12) (C1-C6)alkoxy group; (d13) a halo(C1-C6)alkoxy group; (d14) (C1-C6) alkylthio group; (d15) (C1-C6) alkylsulfonyl group; (d16) Carboxyl group; (d17) (C1-C6) alkoxycarbonyl group; (d18) cyano(C1-C6)alkyl group; (d19) cyanohalo(C1-C6)alkyl group; (d20) (C1-C6)alkoxy(C1-C6)alkyl group; (d21) (C1-C6) alkylsulfonyl(C1-C6) alkyl group; (d22) NR a R b Group(R a and R b may be the same or different, (aa) a hydrogen atom, (ab) a (C1-C6) alkyl group, (ac) a (C2-C6) alkynyl group, (ad) (C3-C6)cycloalkyl(C1-C6)alkyl groups, (ae) (C1-C6)alkoxy(C1-C6)alkyl group, (af) (C1-C6) alkylcarbonyl group, (ag) a (C1-C6) alkoxycarbonyl group, or (ah) dimethylaminocarbonyl group; (d23) CONR a R b Group(R a and R b is the same as above. ); (d24) dimethylamino(C1-C6)alkylideneamino group; (d25) dimethylsulfinylideneamino group; (d26) a pyrimidyl group; (d27) a pyrimidyl group having 1 to 3 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d28) a pyridyl group; (d29) a pyridyl group having 1 to 4 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d30) a pyridazinyl group; (d31) a pyridazinyl group having 1 to 3 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d32) a pyrazinyl group; (d33) a pyrazinyl group having 1 to 3 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d34) furanyl group; (d35) a furanyl group having 1 to 3 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d36) thienyl group; (d37) a thienyl group having 1 to 3 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d38) imidazole group; (d39) an imidazole group having 1 to 2 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d40) a pyrazole group; (d41) a pyrazole group having 1 to 3 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d42) a thiazole group; (d43) a thiazole group having 1 to 2 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d44) an isothiazole group; (d45) an isothiazole group having 1 to 2 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d46) an oxazole group; (d47) an oxazole group having 1 to 2 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d48) an isoxazole group; (d49) an isoxazole group having 1 to 2 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d50) an oxadiazole group; (d51) an oxadiazole group having one substituent on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d52) a thiadiazole group; (d53) a thiadiazole group having one substituent on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d54) a triazole group; (d55) a triazole group having 1 to 2 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d56) a pyrimidyloxy group; (d57) a pyridyloxy group; or The following structural formula Q 1 , Q 2, Q 3 , Q 4 , Q 5 , or Q 6 [ka] (wherein R 5 may be the same or different, and represent a halogen atom or a (C1-C6) alkyl group; R 6 represents a (C1-C6) alkyl group; m represents an integer of 0 to 2, and the arrow indicates the bonding position. ); G 1 represents an oxygen atom, a nitrogen atom, CH, CF, or N-CH3, and G 2 represents a carbon atom or a nitrogen atom, and G 3 represents a nitrogen atom or CH, and G 4 is a nitrogen atom, or CX 2 Group (where X 2 represents a hydrogen atom; or a halo(C1-C6)alkyl group; [2]R 1 and R 2 may be the same or different, (a1) hydrogen atom; (a2) a (C1-C6) alkyl group; or (a3) R 1 and R 2 may be bonded to each other to form a 3- to 6-membered aliphatic ring containing the nitrogen atom of the sulfonamide group; X 1 but, (b1) a hydrogen atom; (b2) halo(C1-C6)alkyl groups; (b3) a halo(C1-C6)alkoxy group; (b4) a halo(C1-C6)alkylthio group; (b5) a halo(C1-C6)alkylsulfinyl group; or (b6) a halo(C1-C6)alkylsulfonyl group; Y 1 but, (c1) hydrogen atom; (c2) a halogen atom; (c3) (C1-C6) alkyl group; (c4) (C3-C6) cycloalkyl group; (c5) cyano(C3-C6)cycloalkyl group; (c7) an aryl group having 1 to 5 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; or (c8) a triazole group; Y 2 but, (d1) hydrogen atom; (d2) (C3-C6) cycloalkyl group; (d3) cyano(C3-C6)cycloalkyl groups; (d4) halo(C1-C6)alkyl group; (d5) C(R 3 )=NOR 4 group (in the formula, R 3 represents a (C3-C6)cycloalkyl group; R 4 represents a halo(C1-C6)alkyl group; (d7) may be the same or different, and include (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6) alkyl group, (e) a halo(C1-C6) alkyl group, (f) a (C1-C6) alkoxy group, (g) a halo(C1-C6) alkoxy group, (h) a (C1-C6) alkylthio group, (i) a halo(C1-C6) alkylthio group, (j) a (C1-C6) alkylsulfinyl group, (k) a halo(C1-C6) alkylsulf. an aryl group having on the ring 1 to 5 substituents selected from a (C1-C6)phenyl group, (l) a (C1-C6) alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group, (k) a (C1-C6) alkylthio group, (l) a formyl group, (m) a (C1-C6) alkylcarbonyl group, (n) a (C1-C6) alkoxycarbonyl group, (o) an acetamido group, (p) a methylenedioxy group, and (q) a trimethylsilyl group; (d8) Y 1 and Y 2 are combined with each other to form Y 1 and Y 2 may form an aromatic heterocycle together with the pyridine ring to which it is bonded, the aromatic ring portion being an aromatic heterocycle group optionally having 1 to 4 substituents on the ring selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6) alkyl group, (e) a halo(C1-C6) alkyl group, (f) a (C1-C6) alkoxy group, (g) a halo(C1-C6) alkoxy group, (h) a (C1-C6) alkylthio group, (i) a halo(C1-C6) alkylthio group, (j) a (C1-C6) alkylsulfinyl group, (k) a halo(C1-C6) alkylsulfinyl group, (l) a (C1-C6) alkylsulfonyl group, and (m) a halo(C1-C6) alkylsulfonyl group; (d9) a halogen atom; (d10) (C1-C6) alkyl group; (d11) (C2-C6) alkenyl group; (d12) (C1-C6)alkoxy group; (d13) a halo(C1-C6)alkoxy group; (d14) (C1-C6) alkylthio group; (d15) (C1-C6) alkylsulfonyl group; (d16) Carboxyl group; (d17) (C1-C6) alkoxycarbonyl group; (d18) cyano(C1-C6)alkyl group; (d19) cyanohalo(C1-C6)alkyl group; (d20) (C1-C6)alkoxy(C1-C6)alkyl group; (d21) (C1-C6) alkylsulfonyl(C1-C6) alkyl group; (d22) NR a R b Group(R a and R b may be the same or different, (aa) a hydrogen atom, (ab) a (C1-C6) alkyl group, (ac) a (C2-C6) alkynyl group, (ad) (C3-C6)cycloalkyl(C1-C6)alkyl groups, (ae) (C1-C6)alkoxy(C1-C6)alkyl group, (af) (C1-C6) alkylcarbonyl group, (ag) a (C1-C6) alkoxycarbonyl group, or (ah) dimethylaminocarbonyl group; (d23) CONR a R b Group(R a and R b is the same as above. ); (d24) dimethylamino(C1-C6)alkylideneamino group; (d25) dimethylsulfinylideneamino group; (d26) a pyrimidyl group; (d27) a pyrimidyl group having 1 to 3 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d28) a pyridyl group; (d29) a pyridyl group having 1 to 4 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d30) a pyridazinyl group; (d31) a pyridazinyl group having 1 to 3 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d32) a pyrazinyl group; (d33) a pyrazinyl group having 1 to 3 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d34) furanyl group; (d35) a furanyl group having 1 to 3 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d36) thienyl group; (d37) a thienyl group having 1 to 3 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d38) imidazole group; (d39) an imidazole group having 1 to 2 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d40) a pyrazole group; (d41) a pyrazole group having 1 to 3 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d42) a thiazole group; (d43) a thiazole group having 1 to 2 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d44) an isothiazole group; (d45) an isothiazole group having 1 to 2 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d46) an oxazole group; (d47) an oxazole group having 1 to 2 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d48) an isoxazole group; (d49) an isoxazole group having 1 to 2 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d50) an oxadiazole group; (d51) an oxadiazole group having one substituent on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d52) a thiadiazole group; (d53) a thiadiazole group having one substituent on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d54) a triazole group; (d55) a triazole group having 1 to 2 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d56) a pyrimidyloxy group; or (d57) Pyridyloxy group; R 5may be the same or different, and represent a halogen atom or a (C1-C6) alkyl group; R 6 represents a (C1-C6) alkyl group; m represents an integer of 0 to 2; G 1 represents an oxygen atom, a nitrogen atom, CH, or N-CH3, and G 2 represents a carbon atom or a nitrogen atom, and G 3 represents a nitrogen atom or CH; G 4 is a nitrogen atom, or CX 2 Group(X 2 is the same as above. [3] G 1 indicates N-CH3, and G 2 indicates a carbon atom, and G 3 indicates a nitrogen atom, and G 4 But CX 2 Group(X 2 is the same as above. [4] G 1 indicates a nitrogen atom, and G 2 indicates a carbon atom, and G 3 and G 4 represents a nitrogen atom, [5] G 1 indicates a nitrogen atom, and G 2 indicates a nitrogen atom, and G 3 represents CH, and G 4 CX 2 Group(X 2 is the same as above. [6] An agricultural and horticultural insecticide comprising, as an active ingredient, the fused heterocyclic compound having a sulfonamide group or a salt thereof according to any one of [1] to [5]. [7] A method for using an agricultural and horticultural insecticide, which comprises treating plants or soil with an effective amount of any one of the fused heterocyclic compounds having a sulfonamide group or a salt thereof according to [1] to [5]. [8] An external parasite control agent for animals, comprising an effective amount of the fused heterocyclic compound having a sulfonamide group or a salt thereof according to any one of [1] to [5] as an active ingredient. [9] The present invention relates to an internal parasite control agent for animals, which comprises, as an active ingredient, an effective amount of the fused heterocyclic compound having a sulfonamide group or a salt thereof according to any one of [1] to [5]. Effect of the Invention

[0007] The sulfonamide group-containing fused heterocyclic compound or its salt of the present invention is not only highly effective as an agricultural and horticultural insecticide, but is also effective against pests that parasitize pets such as dogs and cats, or livestock such as cows and sheep. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0008] In the definition of the general formula (1) of the fused heterocyclic compound having a sulfonamide group or a salt thereof of the present invention, "halo" means a "halogen atom" and represents a fluorine atom, a chlorine atom, a bromine atom, or an iodine atom.

[0009] The "(C1-C6) alkyl group" refers to a linear or branched alkyl group having 1 to 6 carbon atoms, such as a methyl group, an ethyl group, a normal propyl group, an isopropyl group, a normal butyl group, an isobutyl group, a secondary butyl group, a tertiary butyl group, a normal pentyl group, an isopentyl group, a tertiary pentyl group, a neopentyl group, a 2,3-dimethylpropyl group, a 1-ethylpropyl group, a 1-methylbutyl group, a 2-methylbutyl group, a normal hexyl group, an isohexyl group, a 2-hexyl group, a 3-hexyl group, a 2-methylpentyl group, a 3-methylpentyl group, a 1,1,2-trimethylpropyl group, or a 3,3-dimethylbutyl group. The "(C2-C6) alkenyl group" refers to a vinyl group, an alkenyl group, or the like.

[0046] The term "(C2-C6)alkynyl group" refers to a linear or branched alkenyl group having 2 to 6 carbon atoms, such as an ethynyl group, 1-propynyl group, 2-propynyl group, 1-butenyl group, 2-methyl-2-propenyl group, 1-methyl-2-propenyl group, 2-methyl-1-propenyl group, pentenyl group, 1-hexenyl group, or 3,3-dimethyl-1-butenyl group, and the like. The term "(C2-C6)alkynyl group" refers to a linear or branched alkynyl group having 2 to 6 carbon atoms, such as an ethynyl group, 1-propynyl group, 2-propynyl group, 1-butynyl group, 2-butynyl group, 3-butynyl group, 3-methyl-1-propynyl group, 2-methyl-3-propynyl group, pentynyl group, 1-hexynyl group, 3-methyl-1-butynyl group, or 3,3-dimethyl-1-butynyl group.

[0010] The "(C3-C6) cycloalkyl group" refers to a cyclic alkyl group having 3 to 6 carbon atoms, such as a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, or a cyclohexyl group, and the "(C1-C6) alkoxy group" refers to a straight-chain or branched-chain alkoxy group having 1 to 6 carbon atoms, such as a methoxy group, an ethoxy group, a normal propoxy group, an isopropoxy group, a normal butoxy group, a secondary butoxy group, a tertiary butoxy group, a normal pentyloxy group, an isopentyloxy group, a tertiary pentyloxy group, a neopentyloxy group, a 2,3-dimethylpropyloxy group, a 1-ethylpropyloxy group, a 1-methylbutyloxy group, a normal hexyloxy group, an isohexyloxy group, or a 1,1,2-trimethylpropyloxy group.

[0011] Examples of the "(C1-C6) alkylthio group" include a methylthio group, an ethylthio group, a normal propylthio group, an isopropylthio group, a normal butylthio group, a secondary butylthio group, a tertiary butylthio group, a normal pentylthio group, an isopentylthio group, a tertiary pentylthio group, a neopentylthio group, a 2,3-dimethylpropylthio group, a 1-ethylpropylthio group, a 1-methylbutylthio group, a normal hexylthio group, an isohexylthio group, and a 1,1,2-trimethylpropylthio group. and examples of the "(C1-C6) alkylsulfinyl group" include a methylsulfinyl group, an ethylsulfinyl group, a normal propylsulfinyl group, an isopropylsulfinyl group, a normal butylsulfinyl group, a secondary butylsulfinyl group, a tertiary butylsulfinyl group, a normal pentylsulfinyl group, an isopentylsulfinyl group, a tertiary pentylsulfinyl group, a neopentylsulfinyl group, a 2,3 and the like. Examples of the "(C1-C6)alkylsulfonyl group" include a linear or branched alkylsulfonyl group having 1 to 6 carbon atoms, such as a -dimethylpropylsulfinyl group, a 1-ethylpropylsulfinyl group, a 1-methylbutylsulfinyl group, a normal hexylsulfinyl group, an isohexylsulfinyl group, and a 1,1,2-trimethylpropylsulfinyl group. Examples of the "(C1-C6)alkylsulfonyl group" include a linear or branched alkylsulfonyl group having 1 to 6 carbon atoms, such as a methylsulfonyl group, an ethylsulfonyl group, a normal propylsulfonyl group, an isopropylsulfonyl group, a normal butylsulfonyl group, a secondary butylsulfonyl group, a tertiary butylsulfonyl group, a normal pentylsulfonyl group, an isopentylsulfonyl group, a tertiary pentylsulfonyl group, a neopentylsulfonyl group, a 2,3-dimethylpropylsulfonyl group, a 1-ethylpropylsulfonyl group, a 1-methylbutylsulfonyl group, a normal hexylsulfonyl group, an isohexylsulfonyl group, and a 1,1,2-trimethylpropylsulfonyl group.

[0012] One or more halogen atoms may be substituted at substitutable positions of the "(C1-C6) alkyl group", "(C3-C6) cycloalkyl group", "(C1-C6) alkoxy group", "(C1-C6) alkylthio group", "(C1-C6) alkylsulfinyl group", or "(C1-C6) alkylsulfonyl group", and when there are two or more halogen atoms substituted, the halogen atoms may be the same or different. They are respectively represented as "halo(C1-C6) alkyl group", "halo(C2-C6) alkenyl group", "halo(C2-C6) alkynyl group", "halo(C3-C6) cycloalkyl group", "halo(C1-C6) alkoxy group", "halo(C1-C6) alkylthio group", "halo(C1-C6) alkylsulfinyl group", or "halo(C1-C6) alkylsulfonyl group".

[0013] Expressions such as "(C1-C6)", "(C3-C6)" indicate the range of the number of carbon atoms of various substituents. Furthermore, the above definitions can be applied to the groups to which the above substituents are linked. For example, "hydroxy(C1-C6) alkyl group" indicates that a hydroxyl group is bonded to a linear or branched alkyl group having 1 to 6 carbon atoms.

[0014] The term "aryl group" refers to an aromatic hydrocarbon group having 6 to 10 carbon atoms, such as a phenyl group, a 1-naphthyl group, or a 2-naphthyl group.

[0015] The term "triazole group" refers to, for example, a 1,2,3-triazole group or a 1,2,4-triazole group.

[0016] The term "oxadiazole group" refers to, for example, a 1,2,4-oxadiazole group or a 1,3,4-oxadiazole group.

[0017] The term "thiadiazole group" refers to, for example, a 1,2,4-thiadiazole group or a 1,3,4-thiadiazole group.

[0018] The "(C1-C6) alkylcarbonyl group" includes, for example, an acetyl group, a propionyl group, a butyryl group, an isobutyryl group, a normal butylcarbonyl group, an isobutylcarbonyl group, a secondary butylcarbonyl group, a tertiary butylcarbonyl group, a normal pentylcarbonyl group, an isopentylcarbonyl group, a tertiary pentylcarbonyl group, a neopentylcarbonyl group, a 2,3-dimethylpropylcarbonyl group, a 1-ethylpropylcarbonyl group, a 1-methylpropylcarbonyl group, a 2 ... and the like.

[0019] The "(C1-C6)alkoxycarbonyl group" refers to an alkoxycarbonyl group composed of a straight-chain or branched-chain alkoxy group having 1 to 6 carbon atoms and a carbonyl group, such as a methoxycarbonyl group, ethoxycarbonyl group, normal propoxycarbonyl group, isopropoxycarbonyl group, normal butoxycarbonyl group, secondary butoxycarbonyl group, tertiary butoxycarbonyl group, normal pentyloxycarbonyl group, isopentyloxycarbonyl group, tertiary pentyloxycarbonyl group, neopentyloxycarbonyl group, 2,3-dimethylpropyloxycarbonyl group, 1-ethylpropyloxycarbonyl group, 1-methylbutyloxycarbonyl group, normal hexyloxycarbonyl group, isohexyloxycarbonyl group, or 1,1,2-trimethylpropyloxycarbonyl group. Examples of the "dimethylamino (C1-C6) alkylideneamino group" include a dimethylaminomethylideneamino group, a dimethylaminoethylideneamino group, a dimethylaminopropylideneamino group, a dimethylaminobutylideneamino group, a dimethylaminopentylideneamino group, and a dimethylaminohexylideneamino group.

[0020] R 1 and R 2 Examples of the 3- to 6-membered aliphatic ring that can be formed by bonding to each other and containing the nitrogen atom of the sulfonamide group include an aziridine ring, an azetidine ring, a pyrrolidine ring, and a piperidine ring.

[0021] Y 1 and Y 2 are bonded together to form Y 1 and Y 2 Examples of the aromatic heterocycle formed together with the pyridine ring to which is bonded include a quinoline ring.

[0022] Examples of salts of the fused heterocyclic compound having a sulfonamide group represented by general formula (1) of the present invention include inorganic acid salts such as hydrochloride, sulfate, nitrate, and phosphate; organic acid salts such as acetate, fumarate, maleate, oxalate, methanesulfonate, benzenesulfonate, and paratoluenesulfonate; and salts with inorganic or organic bases such as sodium ion, potassium ion, calcium ion, and trimethylammonium.

[0023] The fused heterocyclic compound having a sulfonamide group represented by general formula (1) of the present invention and its salts may have one or more asymmetric centers in the structural formula, or may have two or more optical isomers and diastereomers, and the present invention includes all of the optical isomers and mixtures containing them in any ratio. The fused heterocyclic compound having a sulfonamide group represented by general formula (1) of the present invention and its salts may have two geometric isomers derived from a carbon-carbon double bond in the structural formula, and the present invention includes all of the geometric isomers and mixtures containing them in any ratio.

[0024] In the fused heterocyclic compound having a sulfonamide group represented by the general formula (1) of the present invention or a salt thereof, preferably, R 1 and R 2 but, (a1) hydrogen atom; (a2) a (C1-C6) alkyl group; or (a3) R 1 and R 2 may also be bonded to each other to form a 3- to 6-membered aliphatic ring containing the nitrogen atom of the sulfonamide group; X 1 but, (b1) a hydrogen atom; (b2) halo(C1-C6)alkyl groups; (b3) a halo(C1-C6)alkoxy group; (b4) a halo(C1-C6)alkylthio group; (b5) a halo(C1-C6)alkylsulfinyl group; or (b6) a halo(C1-C6)alkylsulfonyl group; Y 1 but, (c1) hydrogen atom; (c2) a halogen atom; (c3) (C1-C6) alkyl group; (c4) (C3-C6) cycloalkyl group; (c5) cyano(C3-C6)cycloalkyl group; (c7) an aryl group having 1 to 5 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; or (c8) a triazole group; Y 2 but, (d1) hydrogen atom; (d2) (C3-C6) cycloalkyl group; (d3) cyano(C3-C6)cycloalkyl groups; (d4) halo(C1-C6)alkyl group; (d5) C(R 3 )=NOR 4 group (in the formula, R 3 represents a (C3-C6)cycloalkyl group; R 4 represents a halo(C1-C6)alkyl group; (d7) may be the same or different, and include (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6) alkyl group, (e) a halo(C1-C6) alkyl group, (f) a (C1-C6) alkoxy group, (g) a halo(C1-C6) alkoxy group, (h) a (C1-C6) alkylthio group, (i) a halo(C1-C6) alkylthio group, (j) a (C1-C6) alkylsulfinyl group, (k) a halo(C1-C6) alkylsulf. an aryl group having on the ring 1 to 5 substituents selected from a (C1-C6)phenyl group, (l) a (C1-C6) alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group, (k) a (C1-C6) alkylthio group, (l) a formyl group, (m) a (C1-C6) alkylcarbonyl group, (n) a (C1-C6) alkoxycarbonyl group, (o) an acetamido group, (p) a methylenedioxy group, and (q) a trimethylsilyl group; (d8) Y 1 and Y 2 are combined with each other to form Y 1 and Y 2 may form an aromatic heterocycle together with the pyridine ring to which it is bonded, the aromatic ring portion being an aromatic heterocycle group optionally having 1 to 4 substituents on the ring selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6) alkyl group, (e) a halo(C1-C6) alkyl group, (f) a (C1-C6) alkoxy group, (g) a halo(C1-C6) alkoxy group, (h) a (C1-C6) alkylthio group, (i) a halo(C1-C6) alkylthio group, (j) a (C1-C6) alkylsulfinyl group, (k) a halo(C1-C6) alkylsulfinyl group, (l) a (C1-C6) alkylsulfonyl group, and (m) a halo(C1-C6) alkylsulfonyl group; (d9) a halogen atom; (d10) (C1-C6) alkyl group; (d11) (C2-C6) alkenyl group; (d12) (C1-C6)alkoxy group; (d13) a halo(C1-C6)alkoxy group; (d14) (C1-C6) alkylthio group; (d15) (C1-C6) alkylsulfonyl group; (d16) Carboxyl group; (d17) (C1-C6) alkoxycarbonyl group; (d18) cyano(C1-C6)alkyl group; (d19) cyanohalo(C1-C6)alkyl group; (d20) (C1-C6)alkoxy(C1-C6)alkyl group; (d21) (C1-C6) alkylsulfonyl(C1-C6) alkyl group; (d22) NR a R b Group(R a and R b may be the same or different, (aa) a hydrogen atom, (ab) a (C1-C6) alkyl group, (ac) a (C2-C6) alkynyl group, (ad) (C3-C6)cycloalkyl(C1-C6)alkyl groups, (ae) (C1-C6)alkoxy(C1-C6)alkyl group, (af) (C1-C6) alkylcarbonyl group, (ag) a (C1-C6) alkoxycarbonyl group, or (ah) dimethylaminocarbonyl group; (d23) CONR a R b Group(R a and R b is the same as above. ); (d24) dimethylamino(C1-C6)alkylideneamino group; (d25) dimethylsulfinylideneamino group; (d26) a pyrimidyl group; (d27) a pyrimidyl group having 1 to 3 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d28) a pyridyl group; (d29) a pyridyl group having 1 to 4 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d30) a pyridazinyl group; (d31) a pyridazinyl group having 1 to 3 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d32) a pyrazinyl group; (d33) a pyrazinyl group having 1 to 3 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d34) furanyl group; (d35) a furanyl group having 1 to 3 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d36) thienyl group; (d37) a thienyl group having 1 to 3 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d38) imidazole group; (d39) an imidazole group having 1 to 2 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d40) a pyrazole group; (d41) a pyrazole group having 1 to 3 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d42) a thiazole group; (d43) a thiazole group having 1 to 2 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d44) an isothiazole group; (d45) an isothiazole group having 1 to 2 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d46) an oxazole group; (d47) an oxazole group having 1 to 2 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d48) an isoxazole group; (d49) an isoxazole group having 1 to 2 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d50) an oxadiazole group; (d51) an oxadiazole group having one substituent on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d52) a thiadiazole group; (d53) a thiadiazole group having one substituent on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d54) a triazole group; (d55) a triazole group having 1 to 2 substituents on the ring, which may be the same or different, selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C1-C6)alkylthio group, (i) a halo(C1-C6)alkylthio group, (j) a (C1-C6)alkylsulfinyl group, (k) a halo(C1-C6)alkylsulfinyl group, (l) a (C1-C6)alkylsulfonyl group, and (m) a halo(C1-C6)alkylsulfonyl group; (d56) a pyrimidyloxy group; or (d57) a pyridyloxy group; R 5may be the same or different and are a halogen atom or a (C1-C6)alkyl group; R 6 is a (C1-C6) alkyl group; m is an integer of 0 to 2; G 1 is an oxygen atom, a nitrogen atom, CH, or N-CH3, and G 2 is a carbon atom or a nitrogen atom, and G 3 is a nitrogen atom or CH, and G 4 is a nitrogen atom, or CX 2 Group(X 2 is the same as above.)

[0025] More preferably, G 1 is N-CH3, and G 2 is a carbon atom, and G 3 is a nitrogen atom, and G 4 But CX 2 Group(X 2 is the same as above.) and G 1 is a nitrogen atom, and G 2 is a carbon atom, and G 3 and G 4 is a nitrogen atom, or G 1 is a nitrogen atom, and G 2 is a nitrogen atom, and G 3 is CH, and G 4 CX 2 Group(X 2 is the same as above.)

[0026] The fused heterocyclic compound having a sulfonamide group represented by general formula (1) of the present invention or a salt thereof (hereinafter, simply referred to as a fused heterocyclic compound) can be produced, for example, by the following production method, but the present invention is not limited thereto.

[0027] Manufacturing method 1 [ka] G 1 , G 2 , G 3 , G 4 , X 1 , Y1 , Y 2 , R 1 and R 2 is the same as above, R 0 represents a C1-C3 alkyl group, and R represents a benzyl group, a benzyl group substituted with a C1-C3 alkyl group or a C1-C3 alkoxy group, or the like.

[0028] Manufacturing method of step [A] The fused heterocyclic compound represented by the general formula (1-2) is a fused heterocyclic compound represented by the general formula (1-3) produced by the method described in WO 2016 / 059145, WO 2016 / 121997, WO 2016 / 121998, or WO 2019 / 038195. It can be produced by reacting the fused heterocyclic compound represented by the general formula (1-3) produced by the method described in WO 2016 / 059145, WO 2016 / 121997, WO 2016 / 121998, or WO 2019 / 038195 with RSH (R is the same as above) in the presence of a base and an inert solvent.

[0029] Examples of the base used in this reaction include inorganic bases such as sodium hydroxide, potassium hydroxide, sodium carbonate, potassium carbonate, sodium hydrogen carbonate, potassium hydrogen carbonate, sodium hydride, and potassium hydride; acetates such as sodium acetate and potassium acetate; alkali metal alkoxides such as potassium t-butoxide, sodium methoxide, and sodium ethoxide; tertiary amines such as triethylamine, diisopropylethylamine, and 1,8-diazabicyclo[5.4.0]undec-7-ene; and nitrogen-containing aromatic compounds such as pyridine and dimethylaminopyridine. The amount of the base used is usually within a range of 1 to 10 times the molar amount of the compound represented by the general formula (1-3).

[0030] The inert solvent used in this reaction may be any solvent that does not significantly inhibit the progress of this reaction, and examples of such inert solvents include aromatic hydrocarbons such as benzene, toluene, xylene, etc.; halogenated aromatic hydrocarbons such as chlorobenzene, dichlorobenzene, etc.; chain or cyclic ethers such as diethyl ether, methyl tertiary butyl ether, dioxane, tetrahydrofuran, etc.; amides such as dimethylformamide, dimethylacetamide, etc.; ketones such as acetone, methyl ethyl ketone, etc.; polar solvents such as dimethyl sulfoxide, 1,3-dimethyl-2-imidazolidinone, etc.; and alcohols such as methanol, ethanol, propanol, isopropyl alcohol, etc. These inert solvents may be used alone or in combination of two or more.

[0031] Since this reaction is an equimolar reaction, each reactant may be used in equimolar amounts, but any one of the reactants may be used in excess. The reaction temperature may range from room temperature to the boiling point of the inert solvent used, and the reaction time may vary depending on the reaction scale and reaction temperature, but may be within the range of several minutes to 48 hours.

[0032] After the reaction is completed, the target product may be isolated from the reaction system containing the target product by a conventional method, and the target product may be produced by purifying the product, if necessary, by recrystallization, column chromatography, etc. Alternatively, the next step may be carried out without isolating the fused heterocyclic compound represented by the general formula (1-2) from the reaction system.

[0033] Manufacturing method of step [B] The fused heterocyclic compound having a sulfonyl chloride group represented by general formula (1-1) can be produced by reacting the fused heterocyclic compound represented by general formula (1-2) with a chlorinating agent in the presence of an inert solvent.

[0034] Examples of the chlorinating agent used in this reaction include chlorine, thionyl chloride, N-chlorosuccinimide, 1,3-dichloro-5,5-dimethylhydantoin, and the like.

[0035] The inert solvent used in this reaction may be any solvent that does not significantly inhibit the progress of this reaction. Examples of inert solvents include halogenated hydrocarbons such as methylene chloride, chloroform, carbon tetrachloride, etc.; halogenated aromatic hydrocarbons such as chlorobenzene, dichlorobenzene, etc.; nitriles such as acetonitrile, propionitrile, etc.; organic acids such as acetic acid, propionic acid, etc.; water, etc.; and these inert solvents may be used alone or in combination of two or more.

[0036] Since this reaction is an equimolar reaction, each reactant may be used in equimolar amounts, but any one of the reactants may be used in excess. The reaction temperature may range from room temperature to the boiling point of the inert solvent used, and the reaction time may vary depending on the reaction scale and reaction temperature, but may be within the range of several minutes to 48 hours.

[0037] After the reaction is completed, the target product may be isolated from the reaction system containing the target product by a conventional method, and the compound of the present invention may be produced by purifying the product, if necessary, by recrystallization, column chromatography, etc. Alternatively, the next step may be carried out without isolating the fused heterocyclic compound represented by formula (1-1) from the reaction system.

[0038] Manufacturing method of step [C] The fused heterocyclic compound having a sulfonamide group represented by the general formula (1) can be prepared by reacting a fused heterocyclic compound represented by the general formula (1-1) with NHR in the presence of a base and an inert solvent. 1 R 2 (where R 1 and R 2 is the same as above.

[0039] The inert solvent that can be used in this reaction may be any solvent that does not significantly inhibit the progress of this reaction, and examples of inert solvents that can be used include aromatic hydrocarbons such as benzene, toluene, xylene, etc.; halogenated hydrocarbons such as methylene chloride, chloroform, carbon tetrachloride, etc.; halogenated aromatic hydrocarbons such as chlorobenzene, dichlorobenzene, etc.; chain or cyclic ethers such as diethyl ether, methyl tertiary butyl ether, dioxane, tetrahydrofuran, etc.; alcohols such as methanol, ethanol, propanol, isopropyl alcohol, etc.; amides such as dimethylformamide, dimethylacetamide, etc.; and polar solvents such as dimethylsulfoxide, 1,3-dimethyl-2-imidazolidinone, etc. These inert solvents can be used alone or in combination of two or more.

[0040] Since this reaction is an equimolar reaction, each reactant may be used in equimolar amounts, but any one of the reactants may be used in excess. The reaction temperature may range from room temperature to the boiling point of the inert solvent used, and the reaction time may vary depending on the reaction scale and reaction temperature, but may be within the range of several minutes to 48 hours.

[0041] After completion of the reaction, the target compound may be isolated from the reaction system containing the target compound by a conventional method, and if necessary, purified by recrystallization, column chromatography or the like to produce the compound of the present invention.

[0042] Next, specific examples of the compound of the present invention are shown below. In the following table, Me is a methyl group, Et is an ethyl group, c-Pr is a cyclopropyl group, i-Pr is an isopropyl group, Ac is an acetyl group, TMS is a trimethylsilyl group, t-Bu is a tertiary butyl group, and Ph is a phenyl group. The physical properties are melting point (°C) or NMR, and NMR is 1 H-NMR is shown. 1 The H-NMR data are shown in Tables 15 to 17. In the tables, the notation (decomp.) means that the compound was decomposed at the corresponding temperature. The arrows indicate the bond positions.

[0043] [ka]

[0044]

Table 1

[0045]

Table 2

[0046]

Table 3

[0047]

Table 4

[0048]

Table 5

[0049]

change

[0050]

Table 6

[0051]

change

[0052]

Table 7

[0053]

change

[0054]

Table 8

[0055]

change

[0056]

Table 9

[0057]

change

[0058]

Table 10

[0059]

change

[0060]

Table 11

[0061]

change

[0062]

Table 12

[0063]

change

[0064]

Table 13

[0065] [ka]

[0066] [Table 14]

[0067] [Table 15]

[0068] [Table 16]

[0069] [Table 17]

[0070] The agricultural and horticultural insecticide containing the fused heterocyclic compound having a sulfonamide group represented by the general formula (1) of the present invention or a salt thereof as an active ingredient is suitable for controlling various agricultural and forestry, horticultural and grain storage pests and sanitary pests, as well as pests such as nematodes and mites that damage rice, fruit trees, vegetables, other crops and ornamental plants.

[0071] Examples of the above-mentioned pests or nematodes include the following. Lepidoptera (Lepidoptera) pests include Parasa consocia, Anomis mesogona, Papilio xuthus, Matsumuraeses azukivora, Ostrinia scapulalis, Spodoptera exempta, Hyphantria cunea, Ostrinia furnacalis, Pseudaletia separata, Tinea translucens, Bactra furfuryla, Parnara guttata, Marasmia exigua, Parnara guttata, Sesamia inferens, Brachmia triannulella, Monema flavescens, Trichoplusia ni, Pleuroptya ruralis, Cystidia couaggaria, Lampides boeticus, Cephonodes hylas, Helicoverpa armigera, Phalerodonta manleyi, Eumeta japonica, Pieris brassicae, Malacosoma neustria testacea, Stathmopoda masinissa, Cuphodes diospyrosella, Archipelago tortrix xylosteanus, Agrotis segetum, Tetramoera schistaceana, Papilio machaon hippocrates, Endoclyta sinensis, Lyonetiaprunifoliella, Phyllonorycter ringoneella, Cydia kurokoi, Eucoenogenes aestuosa, Lobesia botrana, Latoia sinica, Euzophera batangensis, Phalonidia mesotypa, Spilosoma imparilis, Glyphodes pyloalis, Olethreutes mori, Tineola bisselliella, Endoclyta excrescens, Nemapogon granellus, Synanthedon hector, Cydia pomonella), Diamondback moth (Plutella xylostella), Rice leafroller (Cnaphalocrocis medinalis), Southern pink borer (Sesamia calamistis), Southeastern pink borer (Scirpophaga incertulas), Grassland moth (Pediasia teterrellus), Potato tuber moth (Phthorimaea operculella), Oriental horn moth (Stauropus fagi persimilis), Rice leafroller (Etiella zinckenella), Rice armyworm (Spodoptera exigua), White-spotted long-eared bat (Palpifer sexnotata), White armyworm (Spodoptera mauritia), Rice leafroller (Scirpophaga innotata), White-spotted cutworm (Xestia c-nigrum), Yellow cutworm (Spodoptera depravata), Ephestia kuehniella, Angerona prunaria, Clostera anastomosis, Pseudoplusiaincludens, soybean pod moth (Matsumuraeses falcana), tobacco moth (Helicoverpa assulta), silver moth (Autographa nigrisigna), cutworm moth (Agrotis ipsilon), tea tussock moth (Euproctis pseudoconspersa), smaller tea tortrix moth (Adoxophyes orana), tea leaf moth (Caloptilia theivora), tea tortrix moth (Homona magnanima), tea spot moth (Ephestia elutella), tea leaf moth (Eumeta minuscula), red-spotted orb moth (Clostera anachoreta), Japanese nail moth (Heliothis maritima), Japanese burrowing moth (Sparganothis pilleriana), corn borer (Busseola fusca), tussock moth (Euproctis subflava), giant geometrie (Biston robustum), tomato fruit worm (Heliothis zea), white-streaked grasshopper (Aedia leucomelas), Japanese pear moth (Narosoideus flavidorsalis), Japanese pear moth (Viminia rumicis), Japanese pear moth (Bucculatrix pyrivorella), Japanese pear fruit moth (Grapholita molesta), Japanese pear leaf moth (Spulerina astaurota), Japanese pear meal moth (Ectomyelois pyrivorella), Japanese chilo borer (Chilo suppressalis), onion leaf moth (Acrolepiopsis sapporensis), Indian meal moth (Plodia interpunctella), Japanese yellow meal moth (Hellula undalis), Japanese white moth (Sitotroga cerealella), common cutworm (Spodoptera litura), and a type of tortrix moth (Eucosma aporema), Rose moth (Acleris comariana), Small black moth (Scopelodes contractus), Small white tussock moth (Orgyia thyellina), Fall armyworm (Spodopterafrugiperda, butterbur moth (Ostrinia zaguliaevi), two-banded grass moth (Naranga aenescens), two-banded grass moth (Andraca bipunctata), grape grass moth (Paranthrene regalis), grape grass cricket moth (Acosmeryx castanea), grape leafminer moth (Phyllocnistis toparcha), grape grass moth (Endopiza viteana), grape grass moth (Eupoecillia ambiguella), velvet bean caterpillar (Anticarsia gemmatalis), grass moth (Cnephasia cinereipalpana), gypsy moth (Lymantria dispar), pine moth (Dendrolimus spectabilis), bean root moth (Leguminivora glycinivorella), bean grass moth (Maruca testulalis, Matsumuraeses phaseoli, Caloptilia soyella, Phyllocnistis citrella, Omiodes indicate, Archips fuscocupreanus, Acanthoplusia agnata, Bambalina sp., Carposina niponensis, Conogethes punctiferalis, Synanthedon sp., Lyonetia clerkella, Papilio helenus, Colias erate poliographus, Phalera flavescens, Pieris rapae crucivora, Pieris rapae and other white butterflies, Euproctis similis, Acrolepiopsissuzukiella, European corn borer (Ostrinia nubilalis), armyworm moth (Mamestra brassicae), artemisele moth (Ascotis selenaria), artemisele moth (Phtheochroides clandestina), apple moth (Hoshinoa adumbratana), apple moth (Odonestis pruni japonensis), apple moth (Triaena intermedia), apple tortrix moth (Adoxophyes orana fasciata), apple fruit moth (Grapholita inopinata), apple white moth (Spilonota ocellana), apple grey moth (Spilonota lechriaspis), apple black moth (Illiberis pruni), apple fruit moth (Argyresthia conjugella), apple leaf moth (Caloptilia zachrysa, Archips breviplicanus, Anomis flava, Pectinophora gossypiella, Notarcha derogata, Diaphania indica, Heliothis virescens, and Earias cupreoviridis.

[0072] Hemiptera (Hemiptera) pests include, for example, Nezara antennata, Stenotus rubrovittatus, Graphosoma rubrolineatum, Trigonotylus coelestialium, Aeschynteles maculatus, Creontiades pallidifer, Dysdercus cingulatus, Chrysomphalus ficus, Aonidiella aurantii, Graptopsaltria nigrofuscata, American long-horned stink bug (Blissusleucopterus), Icerya scale bug (Icerya purchasi), striped stink bug (Piezodorus hybneri), rice stink bug (Lagynotomus elongatus), rice leafhopper (Thaia subrufa), rice black stink bug (Scotinophara lurida), thorny long-horned aphid (Sitobion ibarae), Iwasaki stink bug (Stariodes iwasakii), pale scale insect (Aspidiotus destructor), pale-leaved rice bug (Taylorilygus pallidulus), plum horn aphid (Myzusmumecola), plum white scale insect (Pseudaulacaspis prunicola), pea aphid (Acyrthosiphon pisum), spider bug (Anacanthocoris striicornis), black-spotted stink bug (Ectometopterus micantulus), large spurred spotted bug (Eysarcoris lewisi), large stink bug (Molipteryx fuliginosa), leafhopper (Cicadella viridis), red-veined aphid (Rhopalosophumrufiabdominalis, olive scale (Saissetia oleate), greenhouse whitefly (Trialeurodes vaporariorum), oak leafhopper (Aguriahana quercus), mirid bugs (Lygus spp.), Japanese whitefly (Euceraphis punctipennis), citrus scale (Andaspis kashicola), citrus scale (Coccus pseudomagnoliarum), citrus long-winged bug (Cavelerius saccharivorus), chrysanthemum long-horned bug (Galeatus spinifrons), chrysanthemum long-horned aphid (Macrosiphoniella sanborni), yellow scale (Aonidiella citrina), brown marmorated stink bug (Halyomorpha mista), Japanese burrowing bug (Stephanitis fasciicarina), Japanese burrowing psylla (Trioza camphorae), spider bug (Leptocorisa chinensis), chestnut psylla (Trioza quercicola), walnut burrowing bug (Uhlerites latius), grape leaf hopper (Erythroneura comes), black-legged stink bug (Paromius exiguus), black scale insect (Duplaspidiotus claviger), black leafhopper (Nephotettix nigropictus), black-legged mosquito (Halticiellus insularis), black planthopper (Perkinsiella saccharicida), black apple psylla (Psylla malivorella), mulberry psylla (Anomomeura mori), Mulberry mealybug (Pseudococcus longispinis), Mulberry white scale bug (Pseudaulacaspis pentagona), Mulberry cotton scale bug (Pulvinaria kuwacola), Green grass bug (Apolygus lucorum), Japanese long-legged stink bug (Togohemipterus, Toxoptera aurantii, Saccharicoccus sacchari, Geoica lucifuga, Numata muiri, Comstockaspis perniciosa, Unaspis citri, Aulacorthum solani, Eysarcoris ventralis, Bemisia argentifolii, Cicadella spectra, Aspidiotus hederae, Liorhyssus hyalinus, Calophya nigridorsalis, Sogatella furcifera, Megoura crassicauda, ​​Brevicoryne brassicae, Aphis glycines, Leptocorisa oratorius, Nephotettix virescens, Uroeucon formosanum, Cyrtopeltis tennuis, Bemisia tabaci, Lecanium persicae, Parlatoria theae, Pseudaonidia paeoniae), Tea green leafhopper (Empoasca onukii), German stink bug (Plautia stali), Tulip root aphid (Dysaphis tulipae), Tulip long-horn aphid (Macrosiphum euphorbiae), Azalea leafhopper (Stephanitis pyrioides), Ceroplastesceriferus, Camellia black spotted scale (Parlatoria camelliae), Green rice bug (Apolygus spinolai), Green rice leafhopper (Nephotettix cincticeps), Shiny green stink bug (Glaucias subpunctatus), Sugar beet stink bug (Orthotylus flavosparsus), Corn aphid (Rhopalosiphum maidis), Corn planthopper (Peregrinus maidis), Spiny spotted bug (Eysarcoris parvus), Bedbug (Cimex lectularius), Japanese chestnut psylla (Psylla abieti), Brown planthopper (Nilaparvata lugens), Pittosporum psylla (Psylla tobirae), Long-legged bug (Eurydema rugosum), Pear aphid (Schizaphis piricola, Pear psylla (Psylla pyricola), Pear spotted scale (Parlatoreopsis pyri), Pear earworm (Stephanitis nashi), Pear mealybug (Dysmicoccus wistariae), Pear long scale (Lepholeucaspis japonica), Pear aphid (Sappaphis piri), False radish aphid (Lipaphis erysimi), Onion aphid (Neotoxoptera formosana), Husk beetle aphid (Rhopalosophum nymphaeae), Rose leafhopper (Edwardsianarosae), Japanese long scale (Pinnaspisaspidistrae), Alder psylla (Psylla alni), Alder long scale (Speusotettix subfusculus, alder leafhopper (Alnetoidia alneti), barnyard planthopper (Sogatella panicicola), long-horned rice bug (Adelphocoris lineolatus), small red spotted stink bug (Dysdercus poecilus), small black scale (Parlatoria ziziphi), small grasshopper (Uhleritesdebile, Laodelphax striatella, Eurydema pulchrum, Cletus trigonus, Clovia punctata, Empoasca sp., Coccus hesperidum, Pachybrachius luridus, Planococcus kraunhiae, Stenotus binotatus, Arboridia apicalis, Macrosteles fascifrons, Dolycoris baccarum, Adelphocoris adelphos triannulatus, grape root aphid (Viteus vitifolii), ground cherry bug (Acanthocoris sordidus), narrow-legged stink bug (Leptocorisa acuta), narrow-winged long-legged bug (Macropes obnubilus), narrow-legged stink bug (Cletus punctiger), narrow-legged stink bug (Riptortus clavatus), potato stink bug (Paratrioza cockerelli), potato stink bug (Aphrophora costalis), pine leafhopper (Lygus disponsi), spotted mealybug (Lygus saundersi), pine mealybug (Crisicoccus pini), pine leafhopper (Empoasca abietis), Matsumoto mealybug (Crisicoccus matsumotoi), bean aphid (Aphis craccivora), round stink bug (Megacopta punctatissimum), white spotted stink bug (Eysarcoris guttiger), citrus scale (Lepidosaphes beckii), citrus psyllid (Diaphorina citri), citrus black aphid (Toxoptera citricidus), citrus mealybug (Planococcuscitri), citrus whitefly (Dialeurodes citri), citrus spiny whitefly (Aleurocanthus spiniferus), citrus mealybug (Pseudococcus citriculus), citrus leafhopper (Zyginella citri), citrus cotton scale (Pulvinaria citricola), citrus flathead scale (Coccus discrepans), citrus round scale (Pseudaonidia duplex), citrus cotton scale (Pulvinaria aurantii), dogwood scale (Lecanium corni), southern green stink bug (Nezara viridula), wheat grass worm (Stenodema calcaratum), wheat curl aphid (Rhopalosiphum padi), wheat long-horn aphid (Sitobion akebiae), wheat green aphid (Schizaphis graminum), wheat leafhopper (Sorhoanus tritici), wheat straw aphid (Brachycaudus helichrysi), purple stink bug (Carpocoris purpureipennis), peach aphid (Myzus persicae), peach butterbur aphid (Hyalopterus pruni), willow aphid (Aphis farinose yanagicola), willow powderhopper (Metasalis populi), Yanon scale (Unaspis yanonensis), mountain asahi psylla (Mesohomotoma camphorae), snow willow aphid (Aphis spiraecola), apple aphid (Aphis pomi), apple persimmon scale (Lepidosaphes ulmi), Apple psylla (Psylla mali), Apple black grass bug (Heterocordylus flavipes), Apple leaf aphid (Myzus malisuctus), Apple leaf aphid (Aphidonuguis mali), Apple leafhopper (Orientus ishidai), Apple bird aphid (Ovatusmalicolens, Eriosoma lanigerum, Ceroplastes rubens, and Aphis gossypii.

[0073] Examples of pests of the order Coleoptera include the Japanese longhorn beetle (Xystrocera globosa), the green leaf rove beetle (Paederus fuscipes), the green flower beetle (Eucetonia roelofsi), the azuki bean weevil (Callosobruchus chinensis), the sweet potato weevil (Cylas formicarius), the alfalfa weevil (Hypera postica), the rice weevil (Echinocnemus squameus), the rice leaf beetle (Oulema oryzae), the rice leaf beetle (Oulema oryzae), the rice leaf beetle (Donacia provosti), the rice water weevil (Lissorhoptrus oryzophilus), the potato leaf beetle (Colasposoma dauricum), the potato weevil (Euscepes postfasciatus, green beetle (Epilachna varivestis), bean weevil (Acanthoscelides obtectus), western corn rootworm (Diabrotica virgifera virgifera), plum weevil (Involvulus cupreus), cucumber leaf beetle (Aulacophora femoralis), pea weevil (Bruchus pisorum), large 24-spotted ladybird (Epilachna vigintioctomaculata), turtle leaf beetle (Carpophilus dimidiatus), turtle leaf beetle (Cassida nebulosa), yellow-legged flea beetle (Luperomorpha tunebrosa), striped flea beetle (Phyllotreta striolata), yellow-spotted longhorn beetle (Psacothea hilaris), yellow spotted longhorn beetle (Aeolesthes chrysothrix, chestnut weevil (Curculio sikkimensis), chestnut leaf beetle (Carpophilus hemipterus), flower beetle (Oxycetonia jucunda), corn rootworms (Diabrotica spp.), scarab beetle (Mimela splendens), rice weevil (Sitophilus zeamais), red flour beetle (Tribolium castaneum), rice weevil (Sitophilus oryzae), lesser red flour beetle (Palorus subdepressus), cockle beetle (Melolontha japonica), longhorn beetle (Anoplophora malasiaca), mealworm beetle (Neatus picipes), Colorado potato beetle (Leptinotarsa ​​decemlineata), southern corn rootworm (Diabrotica undecimpunctata howardi), grass-lined weevil (Sphenophorus venatus), yellow spotted long-necked beetle (Crioceris quatuordecimpunctata), plum curculio (Conotrachelus nenuphar, radish weevil (Ceuthorhynchidius albosuturalis), radish leaf beetle (Phaedon brassicae), cigarette beetle (Lasioderma serricorne), small weevil (Sitona japonicus), brown scarab beetle (Adoretus tenuimaculatus), brown mealworm beetle (Tenebrio molitor), brown monkey beetle (Basilepta balyi), nail weevil (Hypera nigrirostris), tench leaf beetle (Chaetocnema concinna), cuprea beetle (Anomala cuprea), long-legged beetle (Heptophylla picea), 24-spotted ladybird beetle (Epilachna vigintioctopunctata), northern corn rootworm (Diabrotica longicornis), flower beetle (Eucetonia pilifera), wireworms (Agriotes spp.), Attagenus unicolor japonicus, Pagria signata, Anomala rufocuprea, Palorus ratzeburgii, Alphitobius laevigatus, Anthrenus verbasci, Lyctus brunneus, Tribolium confusum, Medythia nigrobilineata, Xylotrechus pyrrhoderus, Epitrix cucumeris, Tomicus piniperda, Monochamus alternatus alternatus, Japanese beetle (Popillia japonica), bean tiger beetle (Epicauta gorhami), maize weevil (Sitophilus zeamais), peach vest weevil (Rhynchites heros), vegetable weevil (Listroderes costirostris), cowpea weevil (Callosobruchus maculatus), apple weevil (Phyllobius armatus), apple blossom weevil (Anthonomus pomorum), blue leaf beetle (Linaeidea aenea), and boll weevil (Anthonomus grandis).

[0074] Dipteran (fly) pests include, for example, Culex pipiens pallens, Pegomya hyoscyami, Liriomyza huidobrensis, Musca domestica, Chlorops oryzae, Hydrellia sasakii, Agromyza oryzae, Hydrellia griseola, Ophiomyia phaseoli, Dacus cucurbitae, Drosophila suzukii, and others. suzukii, Rhacochlaena japonica, Muscina stabulans, Megaselia spiracularis and other flea flies, Clogmia albipunctata, Tipula aino, Phormia regina, Culex tritaeniorhynchus, Anopheles sinensis, Hylemya brassicae, Asphondylia sp.), seed fly (Delia platura), onion fly (Delia antiqua), European cherry fruit fly (Rhagoletis cerasi), Culex pipiens molestus Forskal, Mediterranean fruit fly (Ceratitis capitata), Siberian fungus fly (Bradysia agrestis), beet root fly (Pegomya cunicularia), tomato leafminer (Liriomyza sativae), eggplant leafminer (Liriomyza bryoniae), groundminer (Chromatomyia horticola), onion leafminer (Liriomyza chinensis), southern house mosquito (Culex quinquefasciatus), Aedes aegypti, Aedes albopictus albopictus, Liriomyza trifolii, Liriomyza sativae, Dacus dorsalis, Dacus tsuneonis, Sitodiplosis mosellana, Meromuza nigriventris, Anastrea ludens, and Rhagoletis pomonella.

[0075] Examples of Hymenoptera (Hymenoptera) pests include Pristomyrmex pungens, ant wasps, Monomorium pharaohnis, Pheidole noda, Athalia rosae, Dryocosmus kuriphilus, Formica fusca japonica, hornets, Athalia infumata infumata, Arge pagana, Athalia japonica, leaf-cutter ants (Acromyrmex spp.), Solenopsis spp., Arge mali, and Ochetellus glaber.

[0076] Examples of Orthoptera (orthoptera) pests include Homorocoryphus lineosus, Gryllotalpa sp., Oxya hyla intricata, Oxya yezoensis, Locusta migratoria, Oxya japonica, Homorocoryphus jezoensis, and Teleogryllus emma.

[0077] Examples of pests of the order Thripida include Selenothrips rubrocinctus, Stenchaetothrips biformis, Haplothrips aculeatus, Ponticulothrips diospyrosi, Thrips flavus, Anaphothrips obscurus, Liothrips floridensis, Thrips simplex, Thrips nigropilosus, Heliothrips haemorrhoidalis, and Pseudodendrothrips mori), Microcephalothrips abdominalis, Leeuwenia pasanii, Litotetothrips pasaniae, Scirtothrips citri, Haplothrips chinensis, Mycterothrips glycines, Thrips setosus, Scirtothrips dorsalis, Dendrothrips minowai, Haplothrips niger, Thrips tabaci, Thrips alliorum), Thrips hawaiiensis, Haplothrips kurdjumovi, Chirothrips manicatus, Frankliniella intonsa, Thrips coloratus, Franklinella occidentalis, Thrips palmi,palmi), Frankliniella lilivora, and Liothrips vaneeckei.

[0078] Examples of pests of the order Acarina include ticks such as Leptotrombidium akamushi, Tetranychus ludeni, Dermacentor variabilis, Tetranychus truncatus, Ornithonyssus bacoti, Demodex canis, Tetranychus viennensis, Tetranychus kanzawai, and Rhipicephalus sanguineus, as well as mites such as Cheyletus malaccensis, Tyrophagus putrescentiae, Dermatophagoides farinae, and Latrodectus hasseltii, Dermacentor taiwanicus, Acaphylla theavagrans, Polyphagotarsonemus latus, Aculops lycopersici, Ornithonyssus sylvairum, Tetranychus urticae, Eriophyes chibaensis, Sarcoptes scabiei, Haemaphysalis longicornis, Ixodes scapularis, Tyrophagus similis, Cheyletus eruditus, Panonychus citri, Cheyletus moorei), Brown spider mite (Brevipalpus phoenicis), Ear mite (Octodectes cynotis), House dust mite (Dermatophagoides ptrenyssnus), Japanese mites (Haemaphysalis flava), Japanese ticks (Ixodesovatus, Ryukyu citrus rust mite (Phyllocoptruta citri), apple rust mite (Aculus schlechtendali), apple red mite (Panonychus ulmi), lone star tick (Amblyomma americanum), and red mite (Dermanyssus gallinae), Robin's bulb mite (Rhyzoglyphus robini), and a species of bulb mite (Sancassania sp.).

[0079] Examples of termite pests include Reticulitermes miyatakei, Incisitermes minor, Coptotermes formosanus, Hodotermopsis japonica, Reticulitermes sp., Reticulitermes flaviceps amamianus, Glyptotermes kushimensis, Coptotermes guangzhoensis, Neotermes koshunensis, Glyptotermes kodamai, Glyptotermes satsumensis, Cryptotermes domesticus, Odontotermes formosanus, Glyptotermes nakajimai, Pericapritermes nitobei, and Reticulitermes speratus.

[0080] Examples of cockroach pests include the Siberian cockroach (Periplaneta fuliginosa), the German cockroach (Blattella germanica), the Asian cockroach (Blatta orientalis), the Brown cockroach (Periplaneta brunnea), the Lesser German cockroach (Blattella lituricollis), the Japanese cockroach (Periplaneta japonica), and the American cockroach (Periplaneta americana).

[0081] Examples of the order Siphonaptera include the human flea (Pulex irritans), the cat flea (Ctenocephalides felis), and the chicken flea (Ceratophyllus gallinae).

[0082] Examples of nematodes include the strawberry root nematode (Nothotylenchus acris), the rice root nematode (Aphelenchoides besseyi), the northern root nematode (Pratylenchus penetrans), the northern root nematode (Meloidogyne hapla), the sweet potato root nematode (Meloidogyne incognita), the potato cyst nematode (Globodera rostochiensis), the Java root nematode (Meloidogyne javanica), the soybean cyst nematode (Heterodera glycines), the southern root nematode (Pratylenchus coffeae), the rice root nematode (Pratylenchus neglectus), and the citrus root nematode (Tylenchus semipenetrans).

[0083] Examples of mollusks include the apple snail (Pomacea canaliculata), the African snail (Achatina fulica), the slug (Meghimatium bilineatum), the brown slug (Lehmannina valentiana), the red slug (Limax flavus), and the light blue snail (Acusta despecta sieboldiana).

[0084] The agricultural and horticultural insecticide of the present invention also has a strong insecticidal effect against another pest, the tomato horn moth (Tuta absoluta).

[0085] Examples of animal parasitic mites that are targets of control include Boophilus microplus, Rhipicephalus sanguineus, Haemaphysalis longicornis, Haemaphysalis flava, Haemaphysalis campanulata, Haemaphysalis concinna, Haemaphysalis japonica, Haemaphysalis kitaokai, Haemaphysalis ias, Ixodes ovatus, Ixodes nipponensis, Ixodes persulcatus, Amblyomma testudinarium, Haemaphysalis megaspinosa, Dermacentor reticulatus, and Dermacentor taiwanesis, fowl mites such as Dermacentor gallinae, Ornithonyssus sylviarum, and Ornithonyssus bursa, Eutrombicula wichmanni, Leptotrombidium akamushi, Leptotrombidium pallidum, Leptotrombidium fuji, Leptotrombidium tosa, Neotrombicula chiggers such as Eutrombicula alfreddugesi, Helenicula miyagawai, Cheyletiella yasguri, Cheyletiellaparasitivorax, and Cheyletiella blakei; Psoroptes cuniculi, Chorioptes bovis, Otodectes cynotis, Sarcoptes scabiei, and Notoedres cati; and Demodex canis.

[0086] Other fleas to be controlled include, for example, external parasitic wingless insects belonging to the Siphonaptera order, more specifically, fleas belonging to the Pulicidae and Ceratephyllus families. Examples of fleas belonging to the Pulicidae family include Ctenocephalides canis, Ctenocephalides felis, Pulex irritans, Echidnophaga gallinacea, Xenopsylla cheopis, Leptopsylla segnis, Nosopsyllus fasciatus, and Monopsyllus anisus.

[0087] Further examples of external parasites to be controlled include lice such as cattle lice (Haematopinus eurysternus), horse lice (Haematopinus asini), sheep lice (Dalmalinia ovis), cow lice (Linognathus vituli), pig lice (Haematopinus suis), pubic lice (Phthirus pubis), and head lice (Pediculus capitis), as well as lice such as dog lice (Trichodectes canis), and blood-sucking dipteran pests such as horse flies (Tabanus trigonus), cow lice (Culicoides schultzei), and nail gnats (Simulium ornatum). Examples of internal parasites include nematodes such as lungworms, trichozoans, tuberculous worms, gastric parasites, roundworms, and filarial worms; tapeworms such as Diphyllobothrix mansoni, Diphyllobothrix latissimus, Tapeworm duodena, Tapeworm multiheadi, Echinococcus granulosus, and Echinococcus multilocularis; trematodes such as Schistosoma japonicum and Fasciola hepatica; and protozoans such as coccidia, malaria parasites, intestinal sarcocystis, Toxoplasma, and Cryptosporidium.

[0088] More specifically, as endoparasites, for example parasites of the order Enoplida: Trichuris spp. (whipworms), Capillaria spp. (hairworms), Trichomosoides spp., Trichinella spp. (trichinella spp.), Rhabditia, for example Micronema spp., Strongyloides spp., Strongylida, for example Stronylus spp. (roundworms), Triodontophorus spp., Oesophagodontus spp., Trichonema spp. (strongylida), spp.), Gyalocephalus spp., Cylindropharynx spp., Poteriostomum spp., Cyclococercus spp., Cylicostephanus spp., Oesophagostomum spp., Chabertia spp., Stephanurus spp., Ancylostoma spp., Uncinaria spp., Bunostomum spp. spp.), Globocephalus spp., Syngamus spp. (mating nematodes), Cyathostoma spp., Metastrongylus spp. (lungworms), Dictyocaulus spp., Muellerius spp., Protostrongylus spp., Neostrongylus spp.), Cystocaulus spp., Pneumostrongylus spp., Spicocaulus spp., Elaphostrongylus spp., Parelaphostrongylus spp., Crenosoma spp., Paraclenosoma spp., Angiostrongylus spp., Aelurosutrongylus spp., Filaroides spp., Parafilaroides spp., Trichostrongylus spp. spp.), Haemonchus spp. (stomach worms), Ostertagia spp., Marshallagia spp., Cooperia spp., Nematodirus spp. (nematodes), Hyostrongylus spp., Obeliscoides spp., Amidostomum spp., Ollulanus spp., etc.;.

[0089] Parasites of the order Oxyurida: Oxyuris spp., Enterobius spp., Passalurus spp., Syphacia spp., Aspiculuris spp., Heterakis spp., etc.;

[0090] Ascaridia parasites: Ascaris spp. (roundworms), Toxascaris spp., Toxocara spp. (dog roundworms), Parascaris spp. (horse roundworms), Anisakis spp., Ascaridia spp. (roundworms), Spirurida (spiral nematodes), e.g. Gnathostoma spp., Physaloptera spp., Thelazia spp., Gongylonema spp., Habronema spp. spp.), Parabronema spp., Draschia spp., Dracunculus spp., etc.;

[0091] Order Filariida: Stephanofilaria spp., Parafilaria spp., Setaria spp., Loa spp., Dirofilaria spp. (dog heartworms), Litomosoides spp., Brugia spp., Wuchereria spp. (dog heartworms), Onchocerca spp., etc.;

[0092] Order Gigantorhynchida: Subgenera Filicollis, Moniliforumis, Macracanthorhynchus, Prosthenorchis, and the like.

[0093] The endoparasite control agent containing the sulfonamide group-containing condensed heterocyclic compound or its salt represented by the general formula (1) of the present invention as an active ingredient is effective not only against parasites living in the bodies of intermediate and final hosts, but also against parasites in the host body. The sulfonamide group-containing condensed heterocyclic compound or its salt represented by the general formula (1) of the present invention is effective in all developmental stages of parasites. For example, in protozoa, the compounds are cysts, pre-encysted forms, trophozoites or schizonts in the asexual reproduction stage, amoeboids, gametocytes, gametes, fusion bodies, sporophytes, etc. in the sexual reproduction stage. In nematodes, the compounds are eggs, larvae, and adults. Furthermore, the compounds according to the present invention can not only exterminate parasites in the body, but also prevent infection with parasites by applying them to the environment that is a route of infection. For example, it is possible to prevent soil-borne infection from the soil in fields and parks; percutaneous infection from water systems such as rivers, lakes, marshes, and rice paddies; oral infection from the feces of animals such as dogs and cats; oral infection from saltwater fish, freshwater fish, crustaceans, shellfish, and raw livestock meat; and infection from mosquitoes, horseflies, flies, cockroaches, mites, fleas, lice, assassin bugs, chiggers, etc.

[0094] For use in controlling external or internal parasites in domestic mammals and birds, an effective amount of the compound of the present invention may be administered orally together with a formulation additive; parenterally, such as by injection (intramuscular, subcutaneous, intravenous, intraperitoneal); percutaneously, such as by dipping, spraying, bathing, washing, pouring-on, spotting-on, and dusting; or intranasally. The compound of the present invention may also be administered by a molded product using strips, plates, bands, collars, ear marks, limb bands, marking devices, and the like. For administration, the compound of the present invention may be in any dosage form suitable for the route of administration.

[0095] Optional dosage forms include solid preparations such as powders, granules, wettable powders, pellets, tablets, boli, capsules, molded products containing the active compound, etc.; solutions for injection, oral use, or for use on the skin or in body cavities; solution preparations such as pour-on preparations, spot-on preparations, flowable preparations, emulsions, etc.; semi-solid preparations such as ointments, gels, etc. The solid preparations can be mainly used for oral administration or for transdermal administration after diluting with water or the like, or for environmental treatment. The solid preparations can be prepared by mixing the active compound with a suitable excipient, adding an auxiliary if necessary, and converting it into a desired shape. Suitable excipients include inorganic substances such as carbonates, bicarbonates, phosphates, aluminum oxide, silica, clay, and organic substances such as sugar, cellulose, ground grain, starch, and the like.

[0096] Injectable solutions can be administered intravenously, intramuscularly, and subcutaneously. Injectable solutions can be prepared by dissolving the active compound in a suitable solvent and adding additives such as solubilizers, acids, bases, buffer salts, antioxidants, and protective agents, if necessary. Suitable solvents include water, ethanol, butanol, benzyl alcohol, glycerin, propylene glycol, polyethylene glycol, N-methylpyrrolidone, and mixtures thereof, physiologically acceptable vegetable oils, and synthetic oils suitable for injection. Solubilizing agents include polyvinylpyrrolidone, polyoxyethylated castor oil, and polyoxyethylated sorbitan esters. Protecting agents include benzyl alcohol, trichlorobutanol, p-hydroxybenzoic acid esters, and n-butanol. Other additives commonly used in this field can be used as appropriate.

[0097] Oral solutions can be administered directly or after dilution, and can be prepared in the same manner as injectable solutions.

[0098] Flowables, emulsions, etc. can be administered directly or after dilution, transdermally, or by environmental treatment.

[0099] Solutions for use on the skin can be administered by dropping, spreading, rubbing, spraying, sprinkling, or by application by immersion (dipping, bathing, or washing). These solutions can be prepared in the same way as solutions for injection.

[0100] Pour-on and spot-on preparations can be dropped or sprayed onto a limited area of ​​the skin, allowing the active compound to soak into the skin and act systemically. Pour-on and spot-on preparations can be prepared by dissolving, suspending or emulsifying the active ingredient in a suitable skin-compatible solvent or solvent mixture. If necessary, auxiliary substances such as surfactants, colorants, absorption promoters, antioxidants, light stabilizers and adhesives may be added, and the solvents include water, alkanols, glycols, polyethylene glycols, polypropylene glycols, glycerin, benzyl alcohol, phenylethanol, phenoxyethanol, ethyl acetate, butyl acetate, benzyl benzoate, dipropylene glycol monomethyl ether, diethylene glycol mono-butyl ether, acetone, methyl ethyl ketone, aromatic and / or aliphatic hydrocarbons, vegetable or synthetic oils, DMF (N,N-dimethylformamide), liquid paraffin, light liquid paraffin, silicone, dimethylacetamide, N-methylpyrrolidone or 2,2-dimethyl-4-oxy-methylene-1,3-dioxolane. The absorption promoters include DMSO (dimethyl sulfoxide), isopropyl myristate, dipropylene glycol pelargonate, silicone oils, aliphatic esters, triglycerides and fatty alcohols. Antioxidants include sulfites, metabisulfites, ascorbic acid, butylhydroxytoluene, butylhydroxyanisole and tocopherol. Other additives may be used as appropriate as those commonly used in the art.

[0101] Emulsions can be administered orally, transdermally or by injection. Emulsions can be prepared by dissolving the active ingredient in a hydrophobic or hydrophilic phase, and homogenizing the solution with a suitable emulsifier and, if necessary, with a solvent of another phase together with auxiliary agents such as coloring agents, absorption promoters, protective agents, antioxidants, light-shielding agents and thickening agents. These methods are well established in the past, and may be followed in the present invention.

[0102] Hydrophobic phase (oil) includes paraffin oil, silicone oil, sesame oil, almond oil, castor oil, synthetic triglycerides, ethyl stearate, di-n-butyryl adipate, hexyl tetradecyl acetate, dipropylene glycol pelargonate, branched short chain fatty acids and chain length C 16 ~C 18 Esters of saturated fatty acids, isopropyl myristate, isopropyl palmitate, chain length C 12 ~C 18 Caprylic / capric esters of saturated fatty alcohols, isopropyl stearate, oleyl oleate, decyl oleate, ethyl oleate, ethyl lactate, waxy fatty acid esters, dibutyl phthalate, diisopropyl adipate, isotridecyl alcohol, 2-octyldodecanol, cetylstearyl alcohol, and oleyl alcohol.

[0103] Hydrophilic phases include water, propylene glycol, glycerin, and sorbitol.

[0104] Examples of emulsifiers include nonionic surfactants such as polyoxyethylated castor oil, polyoxyethylated sorbitan monoolefinate, sorbitan monostearate, glycerin monostearate, polyoxyethyl stearate, and alkylphenol polyglycol ether; amphoteric surfactants such as disodium N-lauryl β-iminodipropionate and lecithin; anionic surfactants such as sodium lauryl sulfate, fatty alcohol sulfate ether, and monoethanolamine salts of mono / dialkyl polyglycol orthophosphate esters; and cationic surfactants such as cetyltrimethylammonium chloride.

[0105] Other adjuvants include carboxymethylcellulose, methylcellulose, polyacrylates, alginates, gelatin, gum arabic, polyvinylpyrrolidone, polyvinyl alcohol, methyl vinyl ether, copolymers of maleic anhydride, polyethylene glycol, waxes, and colloidal silica.

[0106] Semisolid preparations can be administered by painting or spreading on the skin or by introduction into body cavities. Gels can be prepared by adding to the solutions prepared as described above for injectable solutions sufficient thickener to produce a clear mass with an ointment-like consistency.

[0107] When the internal parasite control agent of the present invention is used as a medicine for humans or animals other than humans (e.g., animals belonging to mammals or birds other than humans), the optimal amount (effective amount) of the active ingredient varies depending on whether it is for treatment or prevention, the type of infecting parasite, the type and degree of infection, the dosage form, etc., but in general, when administered orally, it is in the range of about 0.0001 to 10,000 mg / kg body weight per day. When administered parenterally, it is in the range of about 0.0001 to 10,000 mg / kg body weight per day, and is administered in a single dose or in divided doses.

[0108] The concentration of the active ingredient in the endoparasite-controlling agent of the present invention is generally about 0.001 to 100% by mass, preferably about 0.001 to 99% by mass, and more preferably about 0.005 to 20% by mass. The endoparasite-controlling agent of the present invention may be a composition to be administered as is, or a high-concentration composition to be diluted to an appropriate concentration when used.

[0109] In addition, in order to reinforce or complement the effect of the endoparasite control agent of the present invention, an existing endoparasite control agent can be used in combination. When using in combination, a preparation in which two or more active ingredients are mixed before administration may be used, or two or more different preparations may be administered separately.

[0110] The agricultural and horticultural insecticide containing the sulfonamide group-containing condensed heterocyclic compound represented by the general formula (1) or its salt as an active ingredient has a remarkable control effect against the above-mentioned pests that cause damage to paddy field crops, field crops, fruit trees, vegetables, other crops, and flowers, etc., and therefore the expected effect of the agricultural and horticultural insecticide of the present invention can be achieved by treating the seedling facility, paddy field, field, fruit trees, vegetables, other crops, flowers, etc., seeds, paddy field water, foliage, or soil of the seedling facility ... or soil of the seedling facility, or soil of the seedling facility, or soil of the seedling facility, or soil of the seedling facility, or soil of the seedling facility, or soil of the seedling facility, or soil of the seedling facility, or soil of the seedling facility, or soil of the seedling facility, or soil of the seedling facility, or soil of the seedling facility, or soil of the seedling facility, or soil of the seedling facility, or soil of the seedling facility, or soil of the seedling facility, or soil of the seedling facility, or soil of the seedling facility, or soil of the seedling facility, or soil of the seedling facility, or soil of the seedling facility

[0111] Useful plants for which the agricultural and horticultural insecticide of the present invention can be used are not particularly limited, and examples thereof include cereals (e.g., rice, barley, wheat, rye, oats, corn, etc.), beans (soybeans, adzuki beans, broad beans, peas, kidney beans, peanuts, etc.), fruit trees and fruits (apples, citrus fruits, pears, grapes, peaches, plums, cherries, walnuts, chestnuts, almonds, bananas, etc.), leafy vegetables (cabbage, tomato, spinach, broccoli, lettuce, onion, green onion (chives, scallions), green peppers, eggplant, strawberries, peppers, okra, Chinese chives, etc.), root vegetables (carrots, potatoes, sweet potatoes, taro, daikon radishes, turnips, lotus roots, burdock, garlic, radishes, etc.), and the like. Examples of plants that can be used include crops for processing (cotton, hemp, beets, hops, sugar cane, sugar beets, olives, rubber, coffee, tobacco, tea, etc.), melons (pumpkin, cucumber, watermelon, Sakwau-ri, melon, etc.), pasture grasses (orchard grass, sorghum, timothy, clover, alfalfa, etc.), turfgrass (Korean grass, bentgrass, etc.), ornamental crops for flavorings and the like (lavender, rosemary, thyme, parsley, pepper, ginger, etc.), flowers (chrysanthemum, rose, carnation, orchid, tulip, lily, etc.), garden trees (ginkgo, cherry trees, aoki, etc.), and forest trees (abarch firs, spruces, pines, hiba, cedar, cypress, eucalyptus, etc.).

[0112] The above-mentioned "plant" also includes plants to which resistance has been imparted by classical breeding methods or genetic engineering techniques to HPPD inhibitors such as isoxaflutole, ALS inhibitors such as imazethapyr and thifensulfuron-methyl, EPSP synthase inhibitors such as glyphosate, glutamine synthase inhibitors such as glufosinate, acetyl-CoA carboxylase inhibitors such as sethoxydim, and herbicides such as bromoxynil, dicamba, and 2,4-D.

[0113] Examples of "plants" that have been given resistance by classical breeding methods include rapeseed, wheat, sunflower, and rice that are resistant to imidazolinone ALS inhibitor herbicides such as imazethapyr, which are already sold under the trade name Clearfield (registered trademark). Similarly, soybeans that have been resistant to sulfonylurea ALS inhibitor herbicides such as thifensulfuron methyl by classical breeding methods are already sold under the trade name STS soybeans. Similarly, examples of plants that have been given resistance to acetyl-CoA carboxylase inhibitors such as trione oxime and aryloxyphenoxypropionic acid herbicides by classical breeding methods include SR corn. Furthermore, plants to which resistance to acetyl-CoA carboxylase inhibitors has been imparted are described in Proceedings of the National Academy of Sciences of the United States of America (Proc. Natl. Acad. Sci. USA), Vol. 87, pp. 7175-7179 (1990), and the like. In addition, mutant acetyl-CoA carboxylases resistant to acetyl-CoA carboxylase inhibitors have been reported in Weed Science, Vol. 53, pp. 728-746 (2005), and the like. By introducing such mutant acetyl-CoA carboxylase genes into plants by genetic recombination technology, or by introducing a mutation involved in imparting resistance into plant acetyl-CoA carboxylase, it is possible to produce plants resistant to acetyl-CoA carboxylase inhibitors. Furthermore, by introducing a nucleic acid with a base substitution mutation, as typified by the chimeraplasty technology (Gura T. 1999. Repairing the Genome's Spelling Mistakes. Science 285: 316-318.), into plant cells to introduce a site-specific amino acid substitution mutation into the acetyl-CoA carboxylase gene, ALS gene, or the like of a plant, it is possible to produce plants resistant to acetyl-CoA carboxylase inhibitors, ALS inhibitors, or the like, and the agricultural and horticultural insecticide of the present invention can also be used for such plants.

[0114] Further examples of toxins expressed in genetically modified plants include insecticidal proteins from Bacillus cereus and Bacillus popilia; δ-endotoxins such as Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1 or Cry9C from Bacillus thuringiensis, insecticidal proteins such as VIP1, VIP2, VIP3 or VIP3A; insecticidal proteins from nematodes; toxins produced by animals such as scorpion toxins, spider toxins, wasp toxins or insect-specific neurotoxins; fungal toxins; plant lectins; agglutinins; trypsin inhibitors, serine protease inhibitors, patatin, cytotoxins ... These include protease inhibitors such as statins and papain inhibitors; ribosome-inactivating proteins (RIPs) such as ricin, maize-RIP, abrin, rufin, saporin, and bryodin; steroid metabolic enzymes such as 3-hydroxysteroid oxidase, ecdysteroid-UDP-glucosyltransferase, and cholesterol oxidase; ecdysone inhibitors; HMG-CoA reductase; ion channel inhibitors such as sodium channel and calcium channel inhibitors; juvenile hormone esterase; diuretic hormone receptor; stilbene synthase; bibenzyl synthase; chitinase; glucanase, etc.

[0115] Toxins expressed in such genetically modified plants also include hybrid toxins, partially deleted toxins, and modified toxins of, for example, δ-endotoxin proteins such as Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1, Cry9C, Cry34Ab, or Cry35Ab, or insecticidal proteins such as VIP1, VIP2, VIP3, or VIP3A. Hybrid toxins are produced by new combinations of different domains of these proteins using recombinant technology. As a partially deleted toxin, Cry1Ab, which has a deleted portion of its amino acid sequence, is known. As a modified toxin, one or more amino acids of the natural toxin are replaced. Examples of these toxins and recombinant plants capable of synthesizing these toxins are described in, for example, EP-A-0374753, WO93 / 07278, WO95 / 34656, EP-A-0427529, EP-A-451878 and WO03 / 052073.

[0116] The toxins contained in these recombinant plants confer resistance to pests, particularly to Coleoptera, Hemiptera, Diptera, Lepidoptera, and nematodes. The agricultural and horticultural insecticide of the present invention can be used in combination with or systematized with these techniques.

[0117] The agricultural and horticultural insecticide of the present invention may be used as it is, or appropriately diluted or suspended in water, in an amount effective for controlling pests or nematodes on plants where the occurrence of said pests and nematodes is expected, and for example, for pests and nematodes occurring in fruit trees, grains, vegetables, etc., it can be sprayed on the stems and leaves, or it can be used by immersing seeds in the insecticide, seed dressing, seed treatment such as Calper treatment, mixing in the entire soil layer, row application, mixing in bed soil, cell seedling treatment, planting hole treatment, plant base treatment, top dressing, rice box treatment, water surface application, etc., or by application to soil, etc. and absorption through the roots. In addition, it can be used by application to nutrient solution in nutrient solution (hydroponic) cultivation, fumigation, trunk injection, etc. Furthermore, the agricultural and horticultural insecticide of the present invention may be used in an amount effective for controlling pests as it is, or after being appropriately diluted or suspended in water or the like, in a location where the occurrence of the pest is predicted. For example, it may be sprayed against grain storage pests, house pests, sanitary pests, forest pests, etc., and may also be used as a coating on building materials for houses, for smoking, as bait, etc.

[0118] Seed treatment methods include, for example, a method in which seeds are soaked in a liquid or solid formulation, either diluted or undiluted, to allow the agent to penetrate the seeds; a method in which a solid or liquid formulation is mixed with seeds and dusted to adhere to the seed surface; a method in which the formulation is mixed with an adhesive carrier such as a resin or polymer and then coated on the seeds; and a method in which the formulation is sprayed around the seeds at the same time as planting. The "seed" to be subjected to the seed treatment means a plant body in the early stage of cultivation used for plant propagation, and examples thereof include seeds, as well as bulbs, tubers, seed potatoes, sprouts, corms, bulbs, or plant bodies for vegetative propagation for cultivation by cuttings. The "soil" or "cultivation carrier" for a plant when carrying out the method of use of the present invention refers to a support for cultivating crops, particularly a support for growing roots, and the material is not particularly limited as long as it is a material in which plants can grow, and may be so-called soil, seedling mat, water, etc., and specific materials may be, for example, sand, pumice, vermiculite, diatomaceous earth, agar, gel-like substances, polymeric substances, rock wool, glass wool, wood chips, bark, etc.

[0119] Methods for spraying on crop stems and leaves, or on grain storage pests, house pests, sanitary pests, forest pests, and the like include a method in which a liquid formulation such as an emulsifiable concentrate or flowable concentrate, or a solid formulation such as a wettable powder or wettable granules is appropriately diluted with water and sprayed, a method in which a powder is sprayed, or fumigation, etc. Methods for application to soil include, for example, applying a liquid formulation, with or without dilution, to the base of a plant or a seedbed for raising seedlings, etc.; spraying a granule at the base of a plant or a seedbed for raising seedlings, etc.; spraying a dust, wettable powder, water dispersible granule, granule, etc. and mixing it with the entire soil before sowing or transplanting; and spraying a dust, wettable powder, water dispersible granule, granule, etc. in planting holes, rows, etc. before sowing or planting plants.

[0120] For application to rice seedling boxes, the formulation may be in the form of a dust, water dispersible granule, granule, etc., depending on the application time, for example, application at the time of sowing, application during the greening period, application at the time of transplanting, etc. Application can also be by mixing with the culture soil, and the culture soil can be mixed with a dust, water dispersible granule, or granule, for example, by mixing with the bed soil, covering soil, or the entire culture soil. It may also be applied by simply layering the culture soil and various formulations alternately. For application to paddy fields, solid preparations such as jumbo, pack, granule, and granular water dispersible agent, or liquid preparations such as flowable and emulsion are usually sprayed on flooded paddy fields. In addition, at the time of rice planting, appropriate preparations can be sprayed or injected into the soil as they are or mixed with fertilizer. In addition, by using emulsion, flowable, or other liquids at the water inlet of paddy fields such as water inlets and irrigation equipment, application can be labor-saving along with the water supply.

[0121] In field crops, the treatment can be applied to the seeds or to the cultivation carriers adjacent to the plant body during the sowing to seedling raising period. In the case of plants that are directly sown in the field, in addition to direct treatment to the seeds, treatment to the base of the plant during cultivation is preferred. Spraying treatment can be performed using granules, or irrigation treatment can be performed in liquid form with or without dilution in water. Another preferred treatment is to mix the granules with the cultivation carrier before sowing and then sowing. As treatments for cultivated plants to be transplanted during the sowing and seedling raising stage, in addition to direct treatment of seeds, irrigation of liquid agents or spraying of granules on seedling raising beds is preferred. It is also preferred to apply granules to planting holes or to mix them with cultivation carriers near the transplanting site. The agricultural and horticultural insecticide of the present invention is generally formulated into a convenient form for use according to the usual methods for formulating agricultural chemicals. That is, the fused heterocyclic compound having a sulfonamide group represented by the general formula (1) of the present invention or a salt thereof may be mixed in an appropriate ratio with an appropriate inert carrier, or if necessary, with an auxiliary, and then dissolved, separated, suspended, mixed, impregnated, adsorbed or attached to the compound to be formulated into an appropriate dosage form, such as a suspension, emulsion, solution, wettable powder, wettable granule, granules, powder, tablet, pack, etc., for use.

[0122] The composition of the present invention (agricultural and horticultural insecticide or animal internal or external parasite control agent) may contain additive components that are usually used in pesticide formulations or animal parasite control agents, in addition to the active ingredient, as necessary. Examples of the additive components include carriers such as solid carriers and liquid carriers, surfactants, dispersants, wetting agents, binders, tackifiers, thickeners, colorants, spreading agents, spreading agents, antifreezing agents, anticaking agents, disintegrants, antidecomposition agents, etc. If necessary, preservatives, plant pieces, etc. may be used as additive components. These additive components may be used alone or in combination of two or more.

[0123] Examples of solid carriers include natural minerals such as quartz, clay, kaolinite, pyrophyllite, sericite, talc, bentonite, acid clay, attapulgite, zeolite, and diatomaceous earth, inorganic salts such as calcium carbonate, ammonium sulfate, sodium sulfate, and potassium chloride, organic solid carriers such as synthetic silicic acid, synthetic silicates, starch, cellulose, and plant powders (e.g., sawdust, coconut shells, corn cobs, and tobacco stalks), plastic carriers such as polyethylene, polypropylene, and polyvinylidene chloride, urea, inorganic hollow bodies, plastic hollow bodies, fumed silica (white carbon), etc. These may be used alone or in combination of two or more.

[0124] Examples of liquid carriers include monohydric alcohols such as methanol, ethanol, propanol, isopropanol, and butanol, and polyhydric alcohols such as ethylene glycol, diethylene glycol, propylene glycol, hexylene glycol, polyethylene glycol, polypropylene glycol, and glycerin; polyhydric alcohol compounds such as propylene glycol ether; ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone, diisobutyl ketone, and cyclohexanone; ethers such as ethyl ether, dioxane, ethylene glycol monoethyl ether, dipropyl ether, and tetrahydrofuran; normal paraffin, Examples of the solvent include aliphatic hydrocarbons such as phthalic acid, isoparaffin, kerosene, and mineral oil; aromatic hydrocarbons such as benzene, toluene, xylene, solvent naphtha, and alkylnaphthalene; halogenated hydrocarbons such as dichloromethane, chloroform, and carbon tetrachloride; esters such as ethyl acetate, diisopropyl phthalate, dibutyl phthalate, dioctyl phthalate, and dimethyl adipate; lactones such as γ-butyrolactone, amides such as dimethylformamide, diethylformamide, dimethylacetamide, and N-alkylpyrrolidinone; nitriles such as acetonitrile; sulfur compounds such as dimethyl sulfoxide; vegetable oils such as soybean oil, rapeseed oil, cottonseed oil, and castor oil; and water. These may be used alone or in combination of two or more.

[0125] Examples of surfactants used as dispersants or wetting agents include sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters, sucrose fatty acid esters, polyoxyethylene fatty acid esters, polyoxyethylene resin acid esters, polyoxyethylene fatty acid diesters, polyoxyethylene alkyl ethers, polyoxyethylene alkylaryl ethers, polyoxyethylene alkylphenyl ethers, polyoxyethylene dialkylphenyl ethers, polyoxyethylene alkylphenyl ether formalin condensates, polyoxyethylene polyoxypropylene block copolymers, polystyrene polyoxyethylene block polymers, alkyl polyoxyethylene polypropylene block copolymer ethers, polyoxyethylene alkylamines, polyoxyethylene fatty acid amides, polyoxyethylene fatty acid bisphenyl ethers, polyalkylene benzyl phenyl ethers, polyoxyalkylene styryl phenyl ethers, acetylenic diols, polyoxyalkylene-added acetylenic diols, polyoxyethylene ether-type silicones, ester-type silicones, fluorine nonionic surfactants such as alkyl sulfates, polyoxyethylene alkyl ether sulfates, polyoxyethylene alkyl phenyl ether sulfates, polyoxyethylene styryl phenyl ether sulfates, alkylbenzene sulfonates, alkylaryl sulfonates, lignin sulfonates, alkyl sulfosuccinates, naphthalene sulfonates, alkylnaphthalene sulfonates, salts of formalin condensates of naphthalene sulfonic acid, salts of formalin condensates of alkylnaphthalene sulfonic acid, fatty acid salts, polycarboxylates, polyacrylates, N-methyl-fatty acid sarcosinates, resin salts, polyoxyethylene alkyl ether phosphates, and polyoxyethylene alkyl phenyl ether phosphates; cationic surfactants such as alkylamine salts such as laurylamine hydrochloride, stearylamine hydrochloride, oleylamine hydrochloride, stearylamine acetate, stearylaminopropylamine acetate, alkyltrimethylammonium chloride, and alkyldimethylbenzalkonium chloride;Amphoteric surfactants such as amino acid type or betaine type surfactants. These surfactants may be used alone or in combination of two or more kinds.

[0126] Examples of binders and tackifiers include carboxymethylcellulose and its salts, dextrin, water-soluble starch, xanthan gum, guar gum, sucrose, polyvinylpyrrolidone, gum arabic, polyvinyl alcohol, polyvinyl acetate, sodium polyacrylate, polyethylene glycol having an average molecular weight of 6,000 to 20,000, polyethylene oxide having an average molecular weight of 100,000 to 5,000,000, phospholipids (e.g., cephalin, lecithin, etc.), cellulose powder, dextrin, modified starch, polyaminocarboxylic acid chelate compounds, crosslinked polyvinylpyrrolidone, copolymers of maleic acid and styrenes, (meth)acrylic acid copolymers, half esters of polymers composed of polyhydric alcohols and dicarboxylic acid anhydrides, water-soluble salts of polystyrene sulfonic acid, paraffin, terpene, polyamide resins, polyacrylates, polyoxyethylene, wax, polyvinyl alkyl ethers, alkylphenol-formaldehyde condensates, and synthetic resin emulsions.

[0127] Examples of thickeners include water-soluble polymers such as xanthan gum, guar gum, diutan gum, carboxymethylcellulose, polyvinylpyrrolidone, carboxyvinyl polymers, acrylic polymers, starch compounds, and polysaccharides, and inorganic fine powders such as high-purity bentonite and fumed silica (white carbon).

[0128] Examples of colorants include inorganic pigments such as iron oxide, titanium oxide, and Prussian blue, and organic dyes such as alizarin dyes, azo dyes, and metal phthalocyanine dyes.

[0129] Examples of the antifreeze agent include polyhydric alcohols such as ethylene glycol, diethylene glycol, propylene glycol, and glycerin.

[0130] Examples of adjuvants for preventing caking or promoting disintegration include polysaccharides such as starch, alginic acid, mannose, and galactose, polyvinylpyrrolidone, fumed silica (white carbon), ester gum, petroleum resin, sodium tripolyphosphate, sodium hexametaphosphate, metal stearates, cellulose powder, dextrin, methacrylic acid ester copolymers, polyvinylpyrrolidone, polyaminocarboxylic acid chelate compounds, sulfonated styrene-isobutylene-maleic anhydride copolymers, and starch-polyacrylonitrile graft copolymers.

[0131] Examples of the decomposition inhibitor include drying agents such as zeolite, quicklime, and magnesium oxide; antioxidants such as phenol compounds, amine compounds, sulfur compounds, and phosphoric acid compounds; and ultraviolet absorbers such as salicylic acid compounds and benzophenone compounds.

[0132] Examples of preservatives include potassium sorbate, 1,2-benzothiazolin-3-one, etc. Furthermore, other auxiliary agents such as functional spreading agents, activity enhancers such as metabolic decomposition inhibitors such as piperonyl butoxide, antifreeze agents such as propylene glycol, antioxidants such as BHT, and ultraviolet absorbers can also be used as necessary.

[0133] The blending ratio of the active ingredient compound can be adjusted as necessary, and may be appropriately selected from the range of 0.01 to 90 parts by weight in 100 parts by weight of the agricultural and horticultural insecticide of the present invention. For example, in the case of a dust, granule, emulsifiable concentrate or wettable powder, 0.01 to 50 parts by weight (0.01 to 50% by weight based on the total weight of the agricultural and horticultural insecticide) is appropriate.

[0134] The amount of the agricultural and horticultural insecticide of the present invention to be used varies depending on various factors, such as the purpose, target pest, crop growth condition, pest occurrence tendency, weather, environmental conditions, formulation type, application method, application location, application time, etc., but may be appropriately selected depending on the purpose from the range of 0.001 g to 10 kg, preferably 0.01 g to 1 kg, of the active ingredient compound per 10 ares. The agricultural and horticultural insecticide of the present invention can be used in combination with other agricultural and horticultural insecticides, miticides, nematicides, fungicides, biological pesticides, etc. in order to expand the range of pests to be controlled and the optimal control period, or for the purpose of reducing the amount of application. It can also be used in combination with herbicides, plant growth regulators, fertilizers, etc. depending on the application scene.

[0135] Other agricultural and horticultural insecticides, acaricides, and nematocides used for such purposes include, for example, 3,5-xylyl methylcarbamate (XMC), fenobucarb (BPMC), Bt toxin-based insecticides, CPCBS (chlorfenson), DCIP (dichlorodiisopropyl ether), DD (1, 3-dichloropropene), DDT, NAC, O-4-dimethylsulfamoylphenyl O,O-diethyl phosphorothioate (DSP), and O-ethyl O-4-nitrophenyl Phenylphosphonothioate (EPN), tripropylisocyanurate (TPIC), acrinathrin, azadirachtin, acinonapyr, azinphos-methyl, acequinocyl, acetamiprid, acetoprole, acephate, abamectin, afidopyropen, avermectin-B, amidoflumet, amitraz traz, alanycarb, aldicarb, aldoxycarb, aldrin, alpha-endosulfan, alpha-cypermethrin, albendazole, allethrin, isazofos, isamidofos, isoamidofos, isoxathion, isocycloseram, isofenphos, isoprocarb:MIPC, epsilon-metofluthrin, epsilon-momfluorothrin, ivermectin, imicyafos, imidacloprid, imiprothrin, indoxacarb, esfenvalerate, ethiofencarb rb), ethion, ethiprole, etoxazole, etofenprox, ethoprophos, etrimfos, emamectin, emamectin-benzoate, endosulfan, empenthrin, oxazosulfyl, oxamyl, oxydemeton-methyl, oxydeprofos (ESP), oxibendazole, oxfendazole, potassium oleate, sodium oleate,

[0136] Cadusafos, kappa-tefluthrin, kappa-bifenthrin, cartap, carbaryl, carbosulfan, carbofuran, gamma-cyhalothrin, xylylcarb, quinalphos, kinoprene, chinomethionat, cloethocarb, clothianidin, clofentezine, chromafenozide, Chlorantraniliprole, chlorethoxyfos, chlordimeform, chlordane, chlorpyrifos, chlorpyrifos-methyl, chlorphenapyr, chlorfenson, chlorfenvinphos, chlorfluazuron, chlorobenzilate, chlorobenzoate, chloroprallethrin, dicofol, salithion, cyhalodiamide, cyanophos:CYAP), diafenthiuron, diamidafos, cyantraniliprole, theta-cypermethrin, dienochlor, cyenopyrafen, dioxabenzofos, diofenolan, sigma-cypermethrin, cyclaniliprole, dichlophenthion (ECP), cycloprothrin, dichlorvos (dichlorvos: DDVP), dichloromezotiaz, disulfoton, dinotefuran, cyhalodiamide, cyhalothrin, cyphenothrin, cyfluthrin, diflubenzuron, cyflumetofen, diflovidadin, cyhexatin, cypermethrin, dimethylvinphos, dimethoate, dimpropyridaz , dimefluthrin, silafluofen, cyromazine, spinetoram, spinosad, spirodiclofen, spirotetramat, spiropidione, spiromesifen, sulfluramid, sulprofos, sulfoxaflor, zeta-cypermethrin,

[0137] Diazinon, tau-fluvalinate, dazomet, thiacloprid, thiaxazafen, thiamethoxam, tioxazafen, thiodicarb, thiocyclam, thiosultap, thiosultap-sodium, thionazin, thiometon, deet, dieldrin, tetrachlorantraniliprole, tyclopyrazoflor, tetrachlorvinphos, tetradifon, tetraniliprole etraniliprole, tetramethylfluthrin, tetramethrin, tebupirimfos, tebufenozide, tebufenpyrad, tefluthrin, teflubenzuron, demeton-S-methyl, temephos, deltamethrin, terbufos, doramectin, tralopyril, tralomethrin, transfluthrin, triazamate, triazuron, trichlamide, trichlorphon: DEP), triflumezopyrium, triflumuron, tolfenpyrad, naled (BRP),

[0138] Nithiazine, nitenpyram, novaluron, noviflumuron, hydroprene, vaniliprole, vamidothion, parathion, parathion-methyl, halfenprox, halofenozide, bistrifluron, bisultap, hydramethylnon, hydroxypropyl starch starch, binapacryl, pyflubumide, bifenazate, bifenthrin, pymetrozine, pyraclorfos, pyrafluprole, pyridaphenthion, pyridaben, pyridalyl, pyrifluquinazon, pyriprole role), pyriproxyfen, pirimicarb, pyrimidifen, pyriminostrobin, pirimiphos-methyl, pyrethrins, fipronil, fenazaquin, fenamiphos, phenisobromorate, fenitrothion (MEP), fenoxycarb, fenothiocarb, fenothrin, fenobucarb, fensulfothion, fenthion (MPP), phenthoate (phenthoate:PAP), fenvalerate, fenpyroximate, fenpropathrin, fenbendazole, fosthiazate, formetanate, butathiofos , buprofezin, furathiocarb, prallethrin, fluacrypyrim, furazaindolizine, fluazinam, fluazuron, fluensulfone, fluxametamide, flucycloxuron, flucythrinate, fluvalinate, flupyradifurone, flufiprole, flupyrazofos, flupyrimin , flufenerim, flufenoxystrobin, flufenoxuron, flufenzine, flufenprox, fluproxyfen, flubrocythrinate, fluhexafon, flubendiamide, flumethrin, flurimfen, prothiofos, protrifenbute, flonicamid, propaphos, propargite (BPPS), profenofos, broflanilide, profluthrin, propoxur (propoxur:PHC), flometoquin, alpha-bromadiolone, bromopropylate,

[0139] beta-cyfluthrin, hexaflumuron, hexythiazox, heptafluthrin, heptenophos, permethrin, benclothiaz, bendiocarb, benzpyrimoxan, bensultap, benzoximate, benfuracarb, phoxim, phosalone, fosthietan, phosphamidon, phosphocarb, phosmet: PMP, polynactins, formothion, phorate, machine oil, malathion, milbemycin, milbemycin-A, milbemectin, mecarbam, mesulfenfos, methomyl, metaldehyde, metaflumizone, methamidophos, metam-ammonium, metam-sodium, methiocarb, methidathion:DMTP), methylisothiocyanate, methylneodecanamide, methylparathion, metoxadiazone, methoxychlor, methoxyfenozide, metofluthrin, methoprene, metolcarb, meperfluthrin thrin, mevinphos, monocrotophos, monosultap, momfluorothrin, lambda-cyhalothrin, ryanodine, lufenuron, rescalure, resmethrin, lepimectin, rotenone, levamisole hydrochloride Examples of suitable antihistamines include nicotine, nicotine sulfate, nicotine hydrochloride, fenbutatin oxide, morantel tartarate, methyl bromide, cyhexatin hydroxide, calcium cyanamide, calcium polysulfide, sulfur, and nicotine sulfate, as well as their salts.

[0140] Examples of agricultural and horticultural fungicides used for similar purposes include aureofungin, azaconazole, azithiram, acypetacs, acibenzolar, acibenzolar-S-methyl, azoxystrobin, anilazine, amisulbrom, aminopyrifen, ampropylfos, ametoctradin, and allyl alcohol. alcohol), aldimorph, amobam, isotianil, isovaledione, isopyrazam, isofetamide, isofentamid, isoflucipram, isoprothiolane, ipconazole, ipfentrifluconazole, ipflufenoquin oquin, iprodione, iprovalicarb, iprobenfos, imazalil, iminoctadine, metam, iminoctadine-albesilate, iminoctadine-triacetate, imibenconazole, inpyrfluxam, uniconazole, uniconazole-P, echlomezole, edifenphos, etaconazole, ethaboxam, ethirimol, etem, ethoxyquin, etridiazole, enestroburin, enoxastrobin, epoxyconazo epoxiconazole, oxadixyl, oxathiapiprolin, oxycarboxin, copper-8-quinolinolate, oxytetracycline, copper-oxinate, oxpoconazole, oxpoconazole-fumarate, oxolinic acid, octhilinone, ofurace, orysastrobin,

[0141] Metam-sodium, Kasugamycin, Carbamorph, Carpropamid, Carbendazim, Carboxin, Carvone, Quinazamid, Quinaceto, Quinacetol, Quinoxyfen, Quinofumelin, Chinomethionate, Quinomethionate, Captafol, Captan, Kiralaxyl, Quinconazole, Quintozene, Guazatine, Cufraneb, Cuprobam, Coumoxystrobin, Glyodin in), griseofulvin, climbazole, cresol, kresoxim-methyl, chlozolinate, clotrimazole, chlobenthiazone, chloraniformethan, chloranil, chlorquinox, chloropicrin, chlorphenazole, chlorodinitronaphthalene, chlorothalonil, chloroneb, salicylanilide, zarilamid, cyazofamid, diethyl pyropacarbonatepyrocarbonate, diethofencarb, cyclafuramid, diclocymet, dichlozoline, diclobutrazol, dichlofluanid, cycloheximide, dichlobentiazox, diclomezine, dicloran, dichlorophen, dicloron, disulfiram, ditalimfos, dithianon, diniconazole, diniconazole-M, zineb, dinocap, dinocton, dinosulfone (dinosulfon), dinoterbone, dibuton, dinopenton, dipymetitrone, dipyrithione, diphenylamine, difenoconazole, cyflufenamid, diflumetorim, cyproconazole, cyprodinil, cyprofuram, cypendazole, simeconazole, dimethirimol, dimethomorph, cymoxanil, dimoxystrobin, ziram, silthiofam,

[0142] Streptomycin, spiroxamine, sultropen, sedaxane, zoxamide, dazomet, thiadiazin, tiadinil, thiadifluor, thiabendazole, tioxymid, thioquinox, thiochlorfenphim, Thiophanate, thiophanate-methyl, thifluzamide, thicyofen, thioquinox, thiram, decaphentin, tecnazene, tecloftalam, tecoram, tetraconazole, debacarb, dehydroacetic acid acid), tebuconazole, tebufloquin, dodicin, dodine, dodecylbenzenesulfonic acid bisethylenediamine copper complex salt (II) (DBEDC), dodemorph, drazoxolon, triadimenol, triadimefon, triazbutil, triazoxide, triamiphos, triarimol, trichlamide, triclopyricarb, tricyclazole, triticonazole, tridemorph, tributyltin oxideoxide), triflumizole, trifloxystrobin, triforine, tolylfluanid, tolclofos-methyl, tolprocarb,

[0143] Natamycin, nabam, nitrostyrene, nitrothal-isopropyl, nuarimol, copper nonylphenol sulfonate, halacrinate, validamycin, valifenalate, harpin protein protein), picarbutrazox, bixafen, picoxystrobin, picobenzamide, pydiflumetofen, bithionol, bitertanol, hydroxyisoxazole, hydroxyisoxazole potassium, binapacryl, biphenyl, piperalin, hymexazol, pyraoxystrobin, pyracarbolid, pyraclostrobin robin, pyraziflumid, pyrazophos, pyrapropoyne, pyrametostrobin, pyriophenone, pyridinitril, pyrifenox, pyrisoxazole, pyridaclomethyl, pyrifenox, pyribencarb, pyriminostrobin, pyrimethanil, pyroxychlor, pyroxyfur, pyroquilon, vinclozolin,

[0144] ferbam, famoxadone, fenapanil, fenamidone, fenaminosulf, phenaminestrobin, fenarimol, fenitropan, fenoxanil, ferimzone, ferbam, fentin, fenpiclonil, fenpicoxamid, fenpyrazamine, fenbuconazole, fenfuram, fenpropidin, fenpropimorph, fenhexamid, phthalide, buthiobate, butylamine, bupirimate, fuberidazole zole, blasticidin-S, furametpyr, furalaxyl, fluacrypyrim, fluazinam, fluindapyr, fluoxastrobin, fluoxapiprolin, fluotrimazole, fluopicolide, fluopimomi de), fluopyram, fluoroimide, furcarbanil, fluxapyroxad, fluquinconazole, fluconazole, fluconazole-cis, fludioxonil, flusilazole, flusulfamide, flutianil,Flutolanil, flutriafol, flufenoxystrobin, furfural, furmecyclox, flumetover, flumorph, proquinazid, prochloraz, procymidone, prothiocarb, prothioconazole, pronitridine, propamocarb, propiconazole, propineb, furophanate, probe probenazole, bromuconazole, florylpicoxamid, hexachlorobutadiene, hexaconazole, hexylthiofos, bethoxazin, benalaxyl, benalaxyl-M, benodanil, benomyl, pefurazoate, benquinox, penconazole, benzamorf, pencycuron, benzohydroxamic acid acid), benzovindiflupyr, bentaluron, benthiazole, benthiavalicarb, benthiavalicarb-isopropyl, penthiopyrad, penflufen, boscalid, phosdiphen, fosetyl, fosetyl-aluminum, polyoxins,Polyoxorim, polycarbamate, folpet, formaldehyde,

[0145] machine oil, maneb, mancozeb, mandipropamid, mandestrobin, myclozolin, myclobutanil, mildiomycin, milneb, mecarbinzid, methasulfocarb, metazoxolon, metam, metam-sodium, metalaxyl, metalaxyl-M, metiram, methyl isothiocyanate isothiocyanate, methyl dinocap, methyl tetraprole, metconazole, metsulfovax, metofuroxam, metominostrobin, metrafenone, mepanipyrim, mefenoxam, mefentrifluconazole, meptyldinocap, mepronil, mebenil, methyl iodide, rabenzazole, methyl bromide, benzalkonium chloride, basic copper chloride, basic copper sulfate Inorganic disinfectants such as sulfate, metallic silver, sodium hypochlorite, cupric hydroxide, wettable sulfur, calcium polysulfide, potassium hydrogen carbonate, sodium bicarbonateExamples of suitable antioxidants include hydrogen carbonate, inorganic sulfur, copper-based compounds such as copper sulfate anhydride, nickel dimethyldithiocarbamate, oxine copper, zinc sulfate, and copper sulfate pentahydrate, and their salts.

[0146] Similarly, herbicides such as 1-naphthylacetamide, 2,4-PA, 2,3,6-TBA, 2,4,5-T, 2,4,5-TB, 2,4-D, 2,4-DB, 2,4-DEB, 2,4-DEP, 3,4-DA, 3,4-DB, 3,4-DP, 4-CPA, 4-CPB, 4-CPP, MCP, MCPA, MCPA thioethyl, MCPB, ioxynil, aclonifen, azafenidin, din), acifluorfen, aziprothrin, azimsulfuron, asulam, acetochlor, atrazine, atraton, anisuron, anilofos, aviglycine, abscisic acidacid, amicarbazone, amidosulfuron, amitrole, aminocyclopyrachlor, aminopyralid, amivudine, amiprophos-methyl, ametridione, ametryn, alachlor, allidochlor, alloxydim, alorac, iofensulfuron, isouron, isocarbamid, isoxachlortole, isoxapyrifop, isoxaflutole, isoxaben, isocil l), isonoruron, isoproturon, isopropalin, isopolinate, isomethiozin, inabenfide, ipazine, ipfencarbazone, iprimidam, imazaquin, imazapic, Imazapyr, imazamethapyr, imazamethabenz, imazamethabenz-methyl, imazamox, imazethapyr, imazosulfuron, indaziflam, indanofan, indolebutyric acidacid), uniconazole-P, eglinazine, esprocarb, ethametsulfuron, ethametsulfuron-methyl, ethalfluralin, ethiolate, ethychlozate-ethyl, ethidimuron, ethinofen, ethephon, ethoxysulfuron, ethoxyfen, etnipromid, etofumesate, etobenzanid, epronaz, erbon, endothal,

[0147] Oxadiazon, oxadiargyl, oxaziclomefone, oxasulfuron, oxapyrazon, oxyfluorfen, oryzalin, orthosulfamuron, orbencarb, cafenstrole, cambendichlor, carba carbasulam, carfentrazone, carfentrazone-ethyl, karbutilate, carbetamide, carboxazole, quizalofop, quizalofop-P, quizalofop-ethyl, xylachlor, quinoclamine ne), quinonamid, quinclorac, quinmerac, cumyluron, clacyfos, cliodinate, glyphosate, glufosinate, glufosinate-P, credazine, clethodim, cloxyfonac, clodinafop nafop, clodinafop-propargyl, clotoluron, clopyralid, cloproxydim, cloprop, chlorbromuron, clofop, clomazone, chlomethoxynil, chlomethoxyfen, clomeprop,Chlorazifop, chlorazine, chlorasulam, chloranocryl, chloramben, cloransulam, chloransulam-methyl, chloridazon, chlorimuron, chlorimuron-ethyl, chlorsulfuron, chlorthal, chlorthiamid, chlortoluron, chlornitrofen lornitrofen, chlorfenac, chlorfenprop, chlorbufam, chlorphthalim, chlorflurazole, chlorflurenol, chlorprocarb, chlorpropham, chlormequat, chloreturon, chloroxynil, chloroxuron, chlorotoluron, chloropon,

[0148] Saflufenacil, cyanazine, cyanatryn, di-allate, diuron, diethamquat, dicamba, cycluron, cycloate, cycloxydim, diclosulam, cyclosulfamuron, cyclopyranil , cyclopyrimorate, dichlorprop, dichlorprop-P, dichlobenil, diclofop, diclofop-methyl, dichromate, dichloralurea, diquat, cisanilide, disul, siduron, dithiopyr, dinitramine, cinidon-ethyl, dinosam, cinosulfuron, dinoseb, dinoterb, dinofenir Dinoprop, cyhalofop-butyl, diphenamid, difenoxuron, difenopenten, difenzoquat, cybutryne, cyprazine, cyprazole, diflufenican, diflufenzopyr, dipropetryn, cypromid, cyperquat, gibberellin, simazine, dimexano, dimethachlor,Dimedazon, dimethametryn, dimethenamid, simetryn, simeton, dimepiperate, dimefuron, cinmethylin, swep, sulglycapin, sulcotrione, sulfalate, sulfentrazone, sulfosulfuron, sulfometuron, sulfometuron-methyl, secbumeton, sethoxydim, sebuthylazine,

[0149] Terbacil, daimuron, dazomet, dalapon, thiazafluron, thiazopyr, thiaphenacyl, thiencarbazone, thiencarbazone-methyl, thiocarbazil, thioclorim, thiobencarb, thidiazimin, thidiazuron, thifensulfuron, thifensulfuron-methyl, desmedipham, desmetryn, tetflupyrolimet, tetrafluron, thenylchlor, tebutam, tebuthiuron, terbumeton, tepraloxydim, tefuryltrione, tembotrione, delaclor, terbacil, terbucarb, terbuchlor, terbuthylazine, terbutryn, topramezone, tralkoxydim, triaziflam, triasulfuron, triafamone, tri-allallate te), trietazine, tricamba, triclopyr, tridiphane, tritac, tritosulfuron, trifludimoxazin, triflusulfuron, triflusulfuron-methyl, trifluralin, trifloxysulfuron, tripropindan, tribenuron, tribenuron-methyl, triphop, trifopsime, trimeturon, tolpyralate,

[0150] naptalam, naproanilide, naproamide, nicosulfuron, nitralin, nitrofen, nitrofluorfen, nipyraclofen, neburon, norflurazon, noruron, barban, paclobutrazol, paclobutrazol paraquat, parafluron, haloxydine, haloxifene, haloxyfop, haloxyfop-P, haloxyfop-methyl, halosafen, halosulfuron, halosulfuron-methyl, bialafos, bixlozone, picloram, picolinafen, bicyclopyrone, bispyribac, bispyribac-sodium, pydanon, pinoxaden, bifenox, piperophos, hymexazol, pyraclonil, pyrasulfotole, pyrazoxyfen, pyrazosulfuron, pyrazosulfuron-ethyl, pyrazolate e), bilanafos, pyraflufen-ethyl, pyriclor, pyridafol, pyrithiobac, pyrithiobac-sodium, pyridate, pyriftalid, pyributicarb, pyribenzoxim, pyrimisulfan, pyrimisulfuron, pyriminobac-methyl, pyroxasulfone, pyroxsulam,

[0151] fenasulam, phenisopham, fenuron, fenoxasulfone, fenoxaprop, fenoxaprop-P, fenoxaprop-ethyl, phenothiol, fenoprop, phenobenzuron, fenquinotrione, Fenthiaprop, fenteracol, fentrazamide, phenmedipham, phenmedipham-ethyl, butachlor, butafenacil, butamifos, buthiuron, buthidazole, butyrate, buturon, Butenachlor, butroxydim, butralin, butroxydim, flazasulfuron, flamprop, furyloxyfen, prinachlor, primisulfuron-methyl, fluazifop, fluazifop-P, fluazifop-butyric fluazifop-butyl, fluazolate, fluroxypyr, fluothiuron, fluometuron, fluoroglycofen, flurochloridone, fluorodifen, fluoronitrofen, fluoromidine, flucarbazone,Flucarbazone-sodium, fluchloralin, flucetosulfuron, fluthiacet, fluthiacet-methyl, flupyrsulfuron, flufenacet, flufenican, flufenpyr, flupropacil, flupropanate (flupropanate), flupoxam, flumioxazin, flumiclorac, flumiclorac-pentyl, flumipropyn, flumezin, fluometuron, flumetsulam, fluridone, flurtamone, fluroxypyr, pretira Pretilachlor, Proxan, Proglinazine, Procyazine, Prodiamine, Prosulfalin, Prosulfuron, Prosulfocarb, Propaquizafop, Propachlor, Propazine, Propanil, Propyzamide zamide, propisochlor, prohydrojasmon, propyrisulfuron, propham, profluazol, profluralin, prohexadione-calcium, propoxycarbazone, propoxycarbazone-sodium,profoxydim, bromacil, brompyrazone, prometryn, prometon, bromoxynil, bromofenoxim, bromobutide, bromobonil, florasulam, florpyrauxifen,

[0152] Hexachloroacetone, hexazinone, pethoxamid, benazolin, penoxsulam, pebulate, beflubutamid, beflubutamid-M, vernolate, perfluidone, bencarbazone, benzadox, benzipram, benzylaminopurine, benzthiazuron, benzfendizone, bensulide, bensul Bensulfuron-methyl, benzoylprop, benzobicyclon, benzofenap, benzofluor, bentazone, pentanochlor, benthiocarb, pendimethalin, pentoxazone, benfluralin, benfuresate, fosamine, fomesafen, foramsulfuron, forchlorfenuron, maleic hydrazidehydrazide), mecoprop, mecoprop-P, medinoterb, mesosulfuron, mesosulfuron-methyl, mesotrione, mesoprazine, mesoprotryne, metazachlor, methazole, metazosulfuron, methabenzthiazuron, metamitron, metamifop, metam, metham, methalpropalin, methiuron, methiozolin, methiobe Methiobencarb, methyldymron, metoxuron, metoslam, metsulfuron, metsulfuron-methyl, metflurazon, metobromuron, metobenzuron, methometon, metolachlor, metribuzin, mepiquat-chloride, mefenacet, mefluidide, monalide, monisouron, monuron, monochloroacetic acidacid, monolinuron, molinate, morphamquat, iodosulfuron, iodosulfuron-methyl-sodium, iodobonil, iodomethane, lactofen, lancotrione, linuron, rimsulfuron, lenacil, rhodethanil, calcium peroxide, and methyl bromide and their salts.

[0153] Likewise, biological pesticides include, for example, Agrobacterium radiobacter (e.g., Galltrol-A® from AgBioChem, CA using the strain K84, Nogall® from Becker Underwood, US using the strain K1026), Agrobacterium radiobacter (e.g., Bacteroise® from Nihon Nohyaku Co., Ltd. using the strain 84), Ampelomyces quisqualis (e.g., AQ 10® from IntrachemBio Italia & Co. KG using the strain AQ10), Aspergillus flavus (e.g., Afla-Guard® from Syngenta, Arizona Cotton Research and Protection Council, US, Afla-Guard from Syngenta using NRRL 21882), Aureobasidium pullulans (e.g. Botector from bio-ferm, GmbH, which is a mixture of blastospores of strain DSM 14940 and blastospores of strain DSM 14941),

[0154] Bacillus amyloliquefaciens (e.g., strain AT-332 in Impression Clear from Idemitsu Agri Co., Ltd., strain B246 in Avogreen from University of Pretoria, strain D747 (e.g., strain DB101 in Shelter from Dagutat Bio lab, ZA, strain DB102 in Artemis from Dagutat Bio lab, ZA, strain FZB42 in RhizoVital from ABiTEP, DE, strain GB03 in Kodiak from Bayer Crop Science AG, DE, strain MBI600 in Becker Underwood, "Subtilex®" manufactured by "USA" and "Marrone Bio Innovations, Inc."Amplitude" from Microbial Products), Bacillus cepacia (e.g. "Deny Stine" from Microbial Products), Bacillus cereus (e.g. "Mepichlor" from Arysta, US using strain BP01), Bacillus firmus (e.g. "BioNeem" from AgoGreen using strain I-1582), Bacillus lacticola (e.g. from Micro Flo Company), Bacillus lactimorbus (e.g. from Micro Flo Company), Bacillus lactis (e.g. from Micro Flo Company), Bacillus laterosporus (e.g. from Agro-Organics, Examples of suitable fungicides include Bacillus licheniformis (e.g., EcoGuard Biofungicide® from Novozymes using strain SB3086), Bacillus maroccanus (e.g., Micro Flo Company), Bacillus megaterium (e.g., Bioarc® from Bio Arc using strain YFM3.25), Bacillus metiens (e.g., Micro Flo Company), Bacillus mojavensis (e.g., Probelte, Sa using strain SR11), Bacillus mycoides (e.g., isolate J.Bacillus nigrificans (e.g., from Micro Flo Company), Bacillus popilliae (e.g., from Bio Crop, CO, in the form of Cronox®), Bacillus pumilus (e.g., from Becker Underwood, US, in the form of Integral F-33®, from Bayer Crop Science AG, DE, in the form of Yield Shield®, from Bayer Crop Science AG, DE, in the form of GB34, and from Bayer CropScience LP, US, in the form of Sonata®, from Bayer CropScience LP, US, in the form of QST2808), Bacillus simplex (e.g., from strain CGF2856 (e.g., "Momihope WP" manufactured by Arysta Life Sciences, Inc.), Bacillus sphaericus (e.g., "VectoLex" manufactured by Valent BioSciences, US, using serotype H5a5b strain 2362), Bacillus subtilis (e.g., "Botokilla WP" manufactured by Idemitsu Agri Co., Ltd., and "Novozyme Biologicals, Inc.Taegro® from Bayer CropScience LP, US, SERENADE MAX® from Bayer CropScience LP, US using strain QST713 / AQ713, Serenade-DPZ® from strain AQ30002, Ecoshot® from Kumiai Chemical Co., Ltd. using strain D747, Agrocare WP® from Nisso Green Co., Ltd. using strain HAI-0404, Botopica WP® from Idemitsu Kosan Co., Ltd. using strain MBI600, Batistar WP® from Arista LifeSciences Co., Ltd. using strain Y1336, Companion Biological Fungicide Wettable Powder from Growth Products Ltd using strain GB03), Bacillus thuringiensis (e.g. Valent® from strain AM65-52), BioSciences, US), Bacillus thuringienses aizawai (e.g., XenTari® from Bayer Crop Science AG, DE using strain ABTS-1857, Florbac WG® from Valent BioSciences, US using serotype H-7, and Agree WG Biological Insecticide from Certis USA using strain GC-91), Bacillus thuringiensis aegypti (Bacillus thuringiensis subspecies.aegypti (e.g. Agerin®), Bacillus thuringienses israelensis (e.g. Aquabac® from Becker Microbial Products IL using strain BMP144), Bacillus thuringienses kurstaki (e.g. Dipel ES® from Valent BioSciences, US using strain HD-1, BMP 123 from Becker Microbial Products, IL using strain BMP123, BMP144 / Aquabac from Becker Microbial Products using strain BMP144, Dipel ES® from Valent BioSciences, US using strain ABTS-351 from Valent USA LLC. 10G, Condor Wettable Powder from Certis USA using strain EG2348, Crymax Bioinsecticide from Certis USA using strain EG7841, Deliver Biological Insecticide from Certis USA using strain SA-12, Bioprotec PLUS from AEF Global using strain EVB-113-19), Bacillus thuringiensis galleriae (e.g., beetleGONE! from Phyllom BioProducts and boreGONE! from Phyllom BioProducts using strain SDS-502), Bacillus thuringiensis var.Colmeri (e.g., TianBaoBTc® from Changzhou Jianghai Chemical Factory), Bacillus thuringienses tenebrionis (e.g., Novodor FC® from BioFa DE using strain NB 176), Bacillus thuringiensis var. san diego (e.g., M-One® from Bacillus thuringiensis var. san diego),

[0155] Beauveria bassiana (e.g. Naturalis® from Intrachem Bio Italia, Bove Max® from Novozymes using strain CG716, Biolisa Madara® from Idemitsu Kosan Co., Ltd. using strain F-263, BotaniGard WP® from ARYSTA using strain GHA, balEnce from Terragena, Inc. using strain HF23, BotaniGard ES from BioWorks Inc. using strain GHA, BioCeres WP from BioSafe Systems using strain ANT-03), Beauveria brongniartii (e.g. Andermatt Biocontrol AG (Beaupro®), Bradyrhizobium japonicum (e.g., Optimize® from Novozymes), Burkholderia spp. (e.g., MBI-206 TGAI® from Marrone Bio Innovations using strain A396),

[0156] Candida oleophila (e.g. Aspire® from Ecogen Inc., US using strain I-82 and Nexy® from BioNext using strain O), Candida saitoana (e.g. BIOCURE® from Micro Flo Company, US (BASF SE)), Chaetomium cupreum (e.g. BIOKUPRUM TM® from AgriLife), Chaetomium globosum (e.g. Rivadiom® from Rivale), Chromobacterium subtsugae (e.g. Marrone Bio Inc., US using strain PRAA4-1T), Innovations' "Grandevo®", Cladosporium cladosporioides (e.g., "Cladosporium cladosporioides"), Clonostachys rosea f.catenulate (e.g., PRESTOP® from Verdera, Finland using strain J1446), Colletotrichum gloeosporioides (e.g., Collego® from Agriultural Research Initiatives), Coniothyrium minitans (e.g., Contans® from Encore Technologies, LLC using strain CON / M / 91-08), Cryptococcus albidus (e.g., YieldPlus® from Anchor Bio Technologies, ZA), Delftia acidovorans (e.g., BioBoost® from Brett Young Seeds using strain RAY209), Dilophosphora alopecuri (e.g., Twist Fungus®), Drechsrela monoceras (e.g., Tasmart Herbicide® from Mitsui Chemicals Agro using strain MTB-951), Entomophthora virulenta (e.g., Vektor® from Ecomic),

[0157] Fusarium oxysporum (e.g., Marcalite from Eisai Seikakensha using strain 101-2), Fusarium oxysporum (e.g., Fusaclean® from Natural Plant Protection using strain Fo47), Gliocladium spp. (e.g., Prestop® from AgBio Inc. using strain J1446 and strain 321U from WF Stoneman Company LLC), Hirsutella thompsonii (e.g., Mycohit® from Agro Bio tech Research Centre, IN), Lactobacillus acidophilus (e.g., Inagrosa Industrias Agrobiologicas, SA), Lactobacillus plantarum (e.g., Meiji Seika Pharma's "Lactoguard Wettable Powder" using the strain BY), Lecanicillium lecanii (e.g., Koppert / Arysta's "Mycotal" using conidia of the strain KV01), Metarhizium anisopliae (e.g., Bayer CropScience's "BIO 1020" using the strain F52, Arysta LifeScience's "Pirate Granules" using the strain SMZ-2000, and LidoChem Inc's "Bio-Blast" using the strain ESC1), Metarhizium anisopliae acridium var.acridum (e.g. Green Muscle® from Biological Control Products and GreenGuard® from Becker Underwood, US), Metschnikowia fructicola (e.g. Shemer® from Bayer CropScience), Microdochium dimerum (e.g. ANTIBOT® from Agrauxine, France), Microsphaeropsis ochracea (e.g. Microx® from Prophyta),

[0158] Monacrosporium phymatopagum (e.g. Nemahiton® from Tomoe Chemical Industry Co., Ltd.), Mucor haemelis (e.g. BioAvard® from Indore Biotech Inputs & Research), Muscodor albus (e.g. Arabesque from Bayer Crop Science using strain QST 20799), Myrothecium verrucaria (e.g. DiTera™ from Valent Biosciences using strain AARC-0255), Paecilomyces fumosoroseus (e.g. strain apopka 97 produced by Biobest, Preferred Wettable Powder produced by Tokai Bussan Co., Ltd., No Fly produced by Natural Industries Inc. (Novozymes company) using strain FE 9901), Paecilomyces lilacinus (e.g. BioAct WG produced by Prophyta using strain 251), Paecilomyces tenuipes (e.g. Gottsu A produced by Idemitsu Kosan Co., Ltd. using strain T1), Paecilomyces variotii (e.g. Nemaquim produced by Quimia, MX using strain Q-09), Paenibacillus polymyxa (e.g. polymyxa (e.g., Topseed® from Green Biotech Company Ltd. using strain AC-1), Paenibacillus poppiliae (e.g., St.Gabriel Laboratories), Pasteuria nishizawae (e.g. oyacystLF / ST from Pasteuria Bioscience and Clariva pn from Syngenta using strain Pn1), Pasteuria penetrans (e.g. Pasteuria from Pasteuria Bioscience), Pasteuria usagae (e.g. Econom from Pasteuria Bioscience), Pantoea agglomerans (e.g. Bloomtime Biological FD Biopesticide from Nufarm US using strain E325), Pectobacterium carotovorum ( For example, Biokeeper (registered trademark) from Nissan Chemical Industries, Ltd. and Ecomate (registered trademark) from Kumiai Chemical Industries, Ltd. using strain CGE234M403), Phoma macrostroma (for example, Phoma H (registered trademark) from Scotts, US using strain 94-44B), Penicillium bilaii (for example, Jump Start (registered trademark) from Novozymes), Phlebiopsis gigantea (for example, ROTSOP (registered trademark) from Verdera, Finland using strain FOC PG B22 / SP1190 / 3.2), Pochonia chlamydosporia var. catenulata (for example, The National Center of Animal and Plant "KlamiC (registered trademark)" manufactured by CENSA Health (CU).

[0159] Pseudomonas aureofaciens (e.g., Spot-Less Biofungicide® from Eco Soils Systems, CA using strain TX-1), Pseudomonas chlororaphis (e.g., ATEze® from EcoSoil Systems using strain 63-28 and Cedomon® from Bioagri, S using strain MA 342), Pseudomonas fluorescens (e.g., Frostban® from Frost Technology Corp using strain 1629RS), D (registered trademark), Blightban (registered trademark) manufactured by Blightban using strain A506, Konae Fukudo (registered trademark) manufactured by Taki Chemical Co., Ltd. using strain FPT-9601, Cellnae Genki (registered trademark) manufactured by Taki Chemical Co., Ltd., which is a mixture of strains FPT-9601 and FPH-9601, and VegiKeeper (registered trademark) manufactured by Arysta Life Sciences Inc. using strain G7090), Pseudomonas proradix (e.g., [Proradix (registered trademark)] manufactured by Sourcon Padena), Pseudomonas resinovorans (e.g., Solanacure (registered trademark) manufactured by Agricultural Research Council, SA), Pseudomonas syringae (e.g., EcoScience, Inc. using strain MA-4),"Biosave®" from "Frost Technology Corp®" using strain 742RS, "Frostban C" from "Frost Technology Corp®" using strain 742RS, "Bio-save 10LP Biological Fungicide" from "Jet Harvest Systems" using strain ESC10, "Bio-Save 11 LP Biological Fungicide" from "Jet Harvest Systems" using strain ESC11), Pseudomonas spp. (e.g. "Masterpiece WP®" from "Nippon Soda Co., Ltd." using strain HAI-0804, and "Momigenki WP" from "Nissan Chemical Industries, Ltd." using strain CAB-02), Pseudozyma aphidis (e.g. "Yissum Research Development Company of the Hebrew University of Jerusalem"), Pseudozyma flocculosa (e.g., Sporodex L® from Plant Products Co. Ltd, CA using strain PF-A22 UL), Pythium oligandrum (e.g., Polyversum® from Bioprepraty, CZ using strains DV74 or M1), Reynoutria sachlinensis (e.g., REGALIA® from Marrone BioInnovations, US), Rhizopogon amylopogon (e.g., Myco-Sol® from Helena Chemical Company), Rhizopogon fulvigleba (e.g., Myco-Sol® from Helena Chemical Company),

[0160] Saccharomyces cerevisiae (e.g., from Lesaffre et Compagnie, FR), Sclerotinia minor (e.g., from Agrium Advanced Technologies under the trademark Sarritor®), Serratia entomophila (e.g., from Wrightson Seeds under the trademark Invade®), Sporothrix insectorum (e.g., from Biocerto;BR under the trademark Sporothrix Es®), Steinernema carpocapsae (e.g., from SDS Biotech under the trademark Biosafe®), Steinernema kushidai (e.g., Shibaichinema from Kubota Corporation), Steinernema glaseri (e.g., Biotopia® from Arista Life Sciences), Streptomyces acidiscabies (e.g., MBI-005EP® from Marrone Bioinnovations, CA using strain RL-110T), Streptomyces candidus (e.g., BioBac® from Biontech, TW using strain Y21007-2), Streptomyces galbus (e.g., Mycostop® from Verdera using strain K61), Streptomyces lydicus (e.g., ACTINOVATE® from Natural Industries, US using strain WYEC108), Streptomyces saraceticus (e.g., A & A Group (Agro Chemical Corp.) "Clanda (registered trademark)" manufactured by .

[0161] Talaromyces flavus (e.g., "Momikeer" manufactured by Central Glass Co., Ltd. using the strain B-422, "Tuffblock" manufactured by Idemitsu Kosan Co., Ltd. using the strain SAY-Y-94-01, and "PROTUS" manufactured by Prophyta, DE using the strain V117b), Trichoderma asperellum (e.g., "Isagro" manufactured by Isagro using the strain ICC 012, "T34 Biocontrol" manufactured by Bioncontrol Technologies, ES using the strain T34, and "ECO-HOPE" manufactured by Kumiai Chemical Industry Co., Ltd. using the strain SKT-1), Trichoderma atroviride (e.g., "Esquive" manufactured by Agrauxine, FR), WP, Tenet® or SENTINEL® from Agrimm Technologies Ltd, NZ using strain LC52, Ecohope DJ® from Kumiai Chemical Industry Co., Ltd. using strain SKT-1), Trichoderma gamsii (e.g. BIO-TAM™ from Bayer CropScience LP, US), Trichoderma harzianum (e.g. T-Gro 7456® from Dagutat Biolab using strain DB 103, Trianum-P® from Koppert using strain ITEM908, Trichoplus® from Biological Control Products, SA using strain KD, ROOT PRO® from Mycontrol Ltd. using strain TH-35, (registered trademark)"), Trichoderma harzianum rifai (e.g., strain T-22, "Firma BioWorks Inc.Examples of suitable microbial strains include PLANTSHIELD T-22G® from Makhteshim Ltd, US, and TRICHODEX® from Makhteshim Ltd, US using strain T-39), Trichoderma lignorum (e.g. Mycotric® from Futureco Bioscience, ES using strain TL-0601), Trichoderma polysporum (e.g. Binab TF WP® from BINAB Bio-Innovation AB, Sweden), Trichoderma stromaticum (e.g. TRICOVAB® from Ceplac; Brazil), Trichoderma virens (e.g. Certis LLC, using strain GL-21), Trichoderma maltophilum (e.g. Mycotric® from Futureco Bioscience, ES using strain TL-0601), Trichoderma maltophilum (e.g. Binab TF WP® from BINAB Bio-Innovation AB, Sweden), Trichoderma maltophilum (e.g. TRICOVAB® from Ceplac; Brazil), Trichoderma virens (e.g. Certis LLC, using strain GL-21), Trichoderma maltophilum (e.g. Mycotric® from Futureco Bioscience, ES using strain TL-060 ... Binab TF WP® from BINAB Bio-Innovation AB, Sweden), Trichoderma maltophilum (e.g. TRICOVAB® from Ceplac; Brazil), Trichoderma maltophilum (e.g. TRICOVAB® from Certis LLC, US), Trichoderma viride (e.g., REMEDIER WP using strain ICC080 from Isagro Ricerca, ITALIA, and Trianum-P using strain TV1 from Koppert).

[0162] Tsukamurella paurometabola (e.g., "HeberNem®" using strain C-924), Ulocladium oudemansii (e.g., "Botry-Zen®" from Botry-Zen Ltd, NZ using strain HRU3 and "BioWorks Inc. using strain U3)"BotryStop" from "Central Glass Co., Ltd."), Variovorax paradoxus (e.g., "Field Keeper hydrated agent" from "Central Glass Co., Ltd. using the strain CGF4526), ​​VA (Vesicular-Arbuscular Mycorrhiza) mycorrhizal fungi (e.g., "Dr. Kinkon" from "Idemitsu Agri Co., Ltd. using the strain CGF4526), ​​Verticillium alboatrum (e.g., "Dutch Trig" from "Tree Care Innovations" using the strain WCS850), Verticillium lecanii (e.g., "Vertalec" from "Arysta Life Sciences Co., Ltd. using the strain IMI 179172 and "Vertalec" from "Arysta Life Sciences Co., Ltd. using the strain IMI 179172), Mycotal (registered trademark) manufactured by Arysta Life Sciences Co., Ltd. using 263817), Xanthomonas campestris (for example, Camperico Liquid (registered trademark) manufactured by Taki Chemical Industry Co., Ltd.), Xanthomonas campestris pv poae, Heterorhabditis bacteriophora, Steinernema feltiae, Steinernema kraussei, Steinernema riobrave, Steinernema scapterisi, scapterisci) and insecticidal / fungicidal strains selected from mutants of these strains that possess all of the identifying characteristics of each strain, as well as metabolites produced by each strain that exhibit activity against plant pathogenic fungi.

[0163] In addition, natural enemies such as Encarsia formosa, Aphidius colemani, Aphidoletes aphidimyza, Diglyphus isaea, Dacnusa sibirica, Phytoseiulus persimilis, Amblyseius cucumeris, Orius sauteri, and other insecticides are also present. It is also possible to use it in combination with microbial pesticides such as E. brongniartii, and pheromone agents such as (Z)-10-tetradecenyl acetate, (E,Z)-4,10-tetradecadinyl acetate, (Z)-8-dodecenyl acetate, (Z)-11-tetradecenyl acetate, (Z)-13-icosen-10-one, and 14-methyl-1-octadecene.

[0164] The present invention will be explained in more detail below with reference to examples of the preparation of representative compounds and intermediates, but the present invention is not limited to these examples. EXAMPLES

[0165] Example 1. Preparation of 5-cyclopropyl-N-methyl-2-(3-methyl-6-trifluoromethyl-3H-imidazo[4,5-b]pyridin-2-yl)pyridine-3-sulfonamide (Compound No. 1-1) [ka] 1,3-Dichloro-5,5-dimethylhydantoin (118 mg) was added to a mixed solution of 2-(3-benzylthio-5-cyclopropylpyridin-2-yl)-3-methyl-6-trifluoromethyl-3H-imidazo[4,5-b]pyridine (102 mg) prepared by the method described in Reference Example 1 in acetonitrile (2 mL) and acetic acid (0.2 mL) to obtain sulfonic acid chloride. The sulfonic acid chloride was not isolated or purified, and THF (tetrahydrofuran) (3 mL) and a 40% by mass methylamine methanol solution (2 mL) were added to the reaction solution and reacted for 10 minutes. Then, a saturated aqueous sodium thiosulfate solution and ethyl acetate were added. The organic layer was concentrated and subjected to column chromatography to obtain the target product (94 mg). Bn represents a benzyl group.

[0166] Example 2. Preparation of N,N-dimethyl-5-(4-fluorophenyl)-2-(3-methyl-6-trifluoromethyl-3H-imidazo[4,5-c]pyridazin-2-yl)pyridine-3-sulfonamide (Compound No. 2-3) [ka] 2-(5-(4-fluorophenyl)-3-ethylsulfonylpyridin-2-yl)-3-methyl-6-trifluoromethyl-3H-imidazo[4,5-c]pyridazine synthesized by the method described in WO2016 / 059145 pamphlet was converted to 2-(5-(4-fluorophenyl)-3-benzylthiopyridin-2-yl)-3-methyl-6-trifluoromethyl-3H-imidazo[4,5-c]pyridazine by the method described in Reference Example 1, and then, in the same manner as in Example 1, this was reacted with 1,3-dichloro-5,5-dimethylhydantoin in a mixed solution of acetonitrile and acetic acid to obtain sulfonic acid chloride, which was not isolated and purified. To the reaction solution, THF and a 50% by mass dimethylamine aqueous solution were added instead of the 40% by mass methylamine methanol solution of Example 1, and the target product was further synthesized by the same method as in Example 1.

[0167] Example 3. Preparation of 5-cyclopropyl-N,N-dimethyl-2-(5-trifluoromethylthiobenzoxazol-2-yl)pyridine-3-sulfonamide (Compound No. 4-6) [ka] 2-(5-cyclopropyl-3-ethylsulfonylpyridin-2-yl)-5-(trifluoromethylthio)benzoxazole synthesized by the method described in WO2016 / 121997 pamphlet was converted into 2-(3-benzylthio-5-cyclopropylpyridin-2-yl)-5-(trifluoromethylthio)benzoxazole by the method described in Reference Example 1, and then, in the same manner as in Example 1, this was reacted with 1,3-dichloro-5,5-dimethylhydantoin in a mixed solution of acetonitrile and acetic acid to obtain sulfonic acid chloride. Without isolating and purifying this, THF and a 50% by mass dimethylamine aqueous solution were added to the reaction solution instead of the 40% by mass methylamine methanol solution of Example 1, and the target product was further synthesized by the same method as in Example 1.

[0168] Example 4. Preparation of N,N-dimethyl-5-(3-trifluoromethylphenyl)-2-(7-trifluoromethyl-1,2,4-triazolo[1,5-a]pyridin-3-yl)pyridine-3-sulfonamide (Compound No. 5-3) [ka] 2-(3-ethylsulfonyl-5-(3-trifluoromethylphenyl)pyridin-2-yl)-7-trifluoromethyl-1,2,4-triazolo[1,5-a]pyridine synthesized by the method described in WO2019 / 038195 pamphlet was converted to 2-(3-benzylthio-5-(3-trifluoromethylphenyl)pyridin-2-yl)-7-trifluoromethyl-1,2,4-triazolo[1,5-a]pyridine by the method described in Reference Example 1, and then, in the same manner as in Example 1, this was reacted with 1,3-dichloro-5,5-dimethylhydantoin in a mixed solution of acetonitrile and acetic acid to obtain sulfonic acid chloride, which was not isolated and purified. To the reaction solution, THF and a 50% by mass dimethylamine aqueous solution were added instead of the 40% by mass methylamine methanol solution of Example 1, and the target product was further synthesized by the same method as in Example 1.

[0169] Reference Example 1. Preparation of 2-(3-benzylthio-5-cyclopropylpyridin-2-yl)-3-methyl-6-trifluoromethyl-3H-imidazo[4,5-b]pyridine [ka] Under an argon atmosphere, benzylthiol (585 μL) and 60% by mass sodium hydride (220 mg) were added in sequence to a DMF (10 mL) solution of 2-(5-cyclopropyl-3-ethylsulfonylpyridin-2-yl)-3-methyl-6-trifluoromethyl-3H-imidazo[4,5-b]pyridine (1.13 g) produced by the method described in WO2016 / 121998 pamphlet. After reacting for 10 minutes at 100 ° C, water and ethyl acetate were added. The organic layer was concentrated and subjected to column chromatography to obtain the desired 2-(3-benzylthio-5-cyclopropylpyridin-2-yl)-3-methyl-6-trifluoromethyl-3H-imidazo[4,5-b]pyridine (0.45 g). Melting point: 140-143℃

[0170] Examples of the formulation of the present invention are shown below, but the present invention is not limited thereto. In the formulation examples, parts means parts by weight.

[0171] Formulation example 1. Compound of the present invention 10 parts Xylene 70 parts N-Methylpyrrolidone 10 parts Polyoxyethylene nonylphenyl ether Mix with calcium alkylbenzene sulfonate (1:1 volume ratio) 10 parts The above ingredients are mixed and dissolved uniformly to prepare an emulsion.

[0172] Formulation example 2. Compound of the present invention Part 3 82 parts clay powder 15 parts diatomaceous earth powder The above ingredients are mixed and ground uniformly to obtain a powder.

[0173] Formulation example 3. Compound of the present invention 5 parts 90 parts bentonite and clay powder mix (1:1 volume ratio) Calcium lignosulfonate 5 parts The above ingredients are mixed uniformly, an appropriate amount of water is added, the mixture is kneaded, granulated, and dried to give granules.

[0174] Formulation example 4. Compound of the present invention 20 parts Kaolin and synthetic highly dispersed silicic acid (1:1 volume ratio) 75 parts Polyoxyethylene nonylphenyl ether Mixed with calcium alkylbenzene sulfonate 5 parts The above ingredients are mixed uniformly and pulverized to prepare a wettable powder.

[0175] Formulation Example 5. Compound of the present invention 20 parts Polyoxyethylene lauryl ether 3 parts Sodium dioctyl sulfosuccinate 3.5 parts Dimethyl sulfoxide 37 parts 2-Propanol 36.5 parts The above ingredients are mixed and dissolved uniformly to give a water-soluble concentrate preparation.

[0176] Formulation Example 6. Compound of the present invention Part 2 Dimethyl sulfoxide 10 parts 2-Propanol 35 parts 53 parts acetone The above ingredients are mixed and dissolved uniformly to give a liquid preparation for spraying.

[0177] Formulation Example 7. Compound of the present invention 5 parts Hexylene glycol 50 parts 45 parts isopropanol The above ingredients are mixed and dissolved uniformly to give a liquid preparation for transdermal administration.

[0178] Formulation Example 8. Compound of the present invention 5 parts Propylene glycol monomethyl ether 50 parts Dipropylene glycol 45 parts The above ingredients are mixed and dissolved uniformly to give a liquid preparation for transdermal administration.

[0179] Formulation Example 9. Compound of the present invention Part 2 Light liquid paraffin 98 parts The above ingredients are mixed and dissolved uniformly to give a liquid preparation for transdermal administration (dropping).

[0180] Formulation Example 10. Compound of the present invention Part 2 Light liquid paraffin 58 parts 30 parts olive oil ODO-H (manufactured by Nisshin Oillio) 9 parts Shin-Etsu Silicone Division 1 The above ingredients are mixed and dissolved uniformly to give a liquid preparation for transdermal administration (dropping).

[0181] Next, test examples of the present invention will be described, but the present invention is not limited to these.

[0182] Test example 1. Control value test against green peach aphid (Myzus persicae) Chinese cabbage was planted in plastic pots 8 cm in diameter and 8 cm in height, and the number of parasites in each pot was counted. The sulfonamide group-containing condensed heterocyclic compound or its salt represented by the general formula (1) of the present invention was dispersed in water and diluted to a 500 ppm drug solution, which was sprayed on the stems and leaves of Chinese cabbage planted in the pots and air-dried, and the pots were stored in a greenhouse. Six days after spraying, the number of parasites of the green peach aphid infesting each Chinese cabbage was counted, and the control value was calculated according to the following formula and judged according to the following criteria.

[0183]

number

[0184] Ta: Number of parasites before spraying in the treated area T: Number of parasites in the treated area after spraying Ca: Number of parasites before spraying in untreated area C: Number of parasites after spraying in the untreated area

[0185] Judgment criteria A: Control value 100% B: Control value 99%~90% C: Control value 89%-80% D: Control value 79%~50%

[0186] As a result, the present invention is 1-1, 1-2, 1-3, 1-4, 1-5, 1-6, 1-7, 1-8, 1-9, 1-10, 1-11, 1-12, 1-13, 1-14, 1-15, 1-16, 1-17, 1-18, 1-19, 1-20, 1-21, 1-22, 1-23, 1-24, 1-25, 1-26, 1-27, 1-28, 1-29, 1-30, 1-31, 1-32, 1-33, 1- 34, 1-35, 1-36, 1-37, 1-38, 1-39, 1-40, 1-41, 1-42, 1-43, 1-44, 1-45, 1-46, 1-47, 1-48, 1-49, 1-50, 1-51, 1-52, 1-53, 1-54, 1-55, 1-56, 1-57, 1-58, 1-59, 1-60, 1-61, 1-62, 1-63, 1-64, 1-65, 1-66, 1-67 , 1-68, 1-69, 1-70, 1-71, 1-72, 1-73, 1-74, 1-75, 2-1, 2-2, 2-3, 2-4, 2-5, 2-6, 2-7, 2-8, 2-9, 2-10, 2-11, 2-12, 2-13, 2-14, 2-15, 2-16, 3-1, 3-2, 3-3, 3-4, 3-5, 4-1, 4-2, 4-3, 4-4, 4-5, 4-6, 4-7, 4-8, 4-9 , 4-10, 4-11, 4-12, 4-13, 4-14, 4-15, 4-16, 4-17, 5-1, 5-2, 5-3, 5-4, 5-5, 5-6, 5-7, 5-8, 5-9, 5-10, 5-11, 5-12, 5-13, 5-14, 5-15, 5-16, 5-17, 5-18, 5-19, 5-20, 6-1, 6-2, 7-1, 7-2, 7-3, 8-3, 8-4, 9-1, 9-2, and 9- of 3 The compound exhibited activity of A.

[0187] Test Example 2. Insecticidal test against the small brown planthopper (Laodelphax striatella) The condensed heterocyclic compound having a sulfonamide group represented by the general formula (1) of the present invention or a salt thereof was dispersed in water and diluted to a 500 ppm drug solution. Rice seedlings (variety: Nipponbare) were immersed in the drug solution for 30 seconds, air-dried, and then placed in glass test tubes. Ten 3rd instar brown planthoppers were inoculated into each tube, and the tubes were then plugged with cotton. Eight days after inoculation, the survival rate was investigated based on the number of dead and alive insects, and the corrected mortality rate was calculated from the following formula and evaluated according to the following evaluation criteria.

[0188]

number

[0189] Judgment criteria: A...100% mortality rate B... Mortality rate 99%~90% C... Mortality rate 89%~80% D... Mortality rate 79%~50%

[0190] As a result, the present invention is 1-1, 1-2, 1-3, 1-4, 1-5, 1-6, 1-7, 1-8, 1-9, 1-10, 1-11, 1-12, 1-13, 1-14, 1-15, 1-16, 1-17, 1-18, 1-19, 1-20, 1-21, 1-22, 1-23, 1-24, 1-25, 1-26, 1-27, 1-28, 1-29, 1-30, 1-31, 1-32, 1-33, 1- 34, 1-35, 1-36, 1-37, 1-38, 1-39, 1-40, 1-41, 1-42, 1-43, 1-44, 1-45, 1-46, 1-47, 1-48, 1-49, 1-50, 1-51, 1-52, 1-53, 1-54, 1-55, 1-56, 1-57, 1-58, 1-59, 1-60, 1-61, 1-62, 1-63, 1-64, 1-65, 1-66, 1-67 , 1-68, 1-69, 1-70, 1-71, 1-72, 1-73, 1-74, 1-75, 2-1, 2-2, 2-3, 2-4, 2-5, 2-6, 2-7, 2-8, 2-9, 2-10, 2-11, 2-12, 2-13, 2-14, 2-15, 2-16, 3-1, 3-2, 3-3, 3-4, 3-5, 4-1, 4-2, 4-3, 4-4, 4-5, 4-6, 4-7, 4-8, 4-9 , 4-10, 4-11, 4-12, 4-13, 4-14, 4-15, 4-16, 4-17, 5-1, 5-2, 5-3, 5-4, 5-5, 5-6, 5-7, 5-8, 5-9, 5-10, 5-11, 5-12, 5-13, 5-14, 5-15, 5-16, 5-17, 5-18, 5-19, 5-20, 6-1, 6-2, 7-1, 7-2, 7-3, 8-3, 8-4, 9-1, 9-2, and 9- of 3 The compound exhibited activity of A.

[0191] Test Example 3. Insecticidal test against diamondback moth (Plutella xylostella) Adult diamondback moths were released onto Chinese cabbage seedlings to allow them to lay eggs, and two days after the release, the Chinese cabbage seedlings with the eggs were immersed for about 30 seconds in a drug solution containing a condensed heterocyclic compound having a sulfonamide group represented by the general formula (1) of the present invention or a salt thereof as an active ingredient, diluted to 500 ppm, and then air-dried and placed in a thermostatic chamber at 25°C. Six days after immersion in the drug solution, the number of hatched insects was counted, and the corrected insect mortality rate was calculated using the following formula, and the evaluation was performed according to the evaluation criteria of Test Example 2. 10 insects per section, 3 replicates.

[0192]

number

[0193] As a result, the present invention is 1-1, 1-2, 1-3, 1-4, 1-5, 1-6, 1-7, 1-8, 1-9, 1-10, 1-11, 1-12, 1-13, 1-14, 1-15, 1-16, 1-17, 1-18, 1-19, 1-20, 1-21, 1-22, 1-23, 1-24, 1-25, 1-26, 1-27, 1-28, 1-29, 1-30, 1-31, 1-32, 1-33, 1- 34, 1-35, 1-36, 1-37, 1-38, 1-39, 1-40, 1-41, 1-42, 1-43, 1-44, 1-45, 1-46, 1-47, 1-48, 1-49, 1-50, 1-51, 1-52, 1-53, 1-54, 1-55, 1-56, 1-57, 1-58, 1-59, 1-60, 1-61, 1-62, 1-63, 1-64, 1-65, 1-66, 1-67 , 1-68, 1-69, 1-70, 1-71, 1-72, 1-73, 1-74, 1-75, 2-1, 2-2, 2-3, 2-4, 2-5, 2-6, 2-7, 2-8, 2-9, 2-10, 2-11, 2-12, 2-13, 2-14, 2-15, 2-16, 3-1, 3-2, 3-3, 3-4, 3-5, 4-1, 4-2, 4-3, 4-4, 4-5, 4-6, 4-7, 4-8, 4-9 , 4-10, 4-11, 4-12, 4-13, 4-14, 4-15, 4-16, 4-17, 5-1, 5-2, 5-3, 5-4, 5-5, 5-6, 5-7, 5-8, 5-9, 5-10, 5-11, 5-12, 5-13, 5-14, 5-15, 5-16, 5-17, 5-18, 5-19, 5-20, 6-1, 6-2, 7-1, 7-2, 7-3, 8-3, 8-4, 9-1, 9-2, and 9- of 3 The compound exhibited activity of A. [Industrial Applicability]

[0194] INDUSTRIAL APPLICABILITY The compound according to the present invention is useful since it has excellent control effects against a wide range of agricultural and horticultural pests, external and internal parasites of animals (eg, mites), and the like.

Claims

1. General formula (1) 【Chemistry 1】 {In the formula, R １ and R ２ may be the same or different, (a1) a hydrogen atom; (a2) (C １ -C ６ ) alkyl group; or (a3) R １ and R ２ may also be bonded to each other to form a 3- to 6-membered aliphatic ring containing the nitrogen atom of the sulfonamide group. X １ teeth, (b1) a hydrogen atom; (b2) Halo (C １ -C ６ ) alkyl group; (b3) Halo (C １ -C ６ ) an alkoxy group; (b4) Halo (C １ -C ６ ) an alkylthio group; (b5) Halo (C １ -C ６ ) an alkylsulfinyl group; or (b6) Halo (C １ -C ６ ) an alkylsulfonyl group; Y 1 teeth, (c1) a hydrogen atom; (c2) a halogen atom; (c3) (C １ -C ６ ) alkyl group; (c4) (C ３ -C ６ ) a cycloalkyl group; (c5) Cyano (C ３ -C ６ ) a cycloalkyl group; (c6) an aryl group; (c7) may be the same or different, and are: (a) a halogen atom, (b) a cyano group, (c) a nitro group, or (d) (C １ -C ６ ) alkyl group, (e) halo (C １ -C ６ ) alkyl group, (f) (C １ -C ６ ) alkoxy group, (g) halo (C １ -C ６ ) an alkoxy group, (h) (C １ -C ６ ) alkylthio group, (i) halo(C １ -C ６ ) an alkylthio group, (j) (C １ -C ６ ) alkylsulfinyl group, (k) halo (C １ -C ６ ) an alkylsulfinyl group, (l) (C １ -C ６ ) alkylsulfonyl groups, and (m) halo (C １ -C ６ ) an alkylsulfonyl group; or (c8) A triazole group. Y ２ teeth, (d1) a hydrogen atom; (d2) (C ３ -C ６ ) a cycloalkyl group; (d3) Cyano (C ３ -C ６ ) a cycloalkyl group; (d4) Halo (C １ -C ６ ) alkyl group; (d5) C(R ３ ) = NOR ４ group (in the formula, R ３ (C ３ -C ６ ) a cycloalkyl group; R 4 Halo (C １ -C ６ ) alkyl group; (d6) an aryl group; (d7) may be the same or different, and are: (a) a halogen atom, (b) a cyano group, (c) a nitro group, or (d) (C １ -C ６ ) alkyl group, (e) halo (C １ -C ６ ) alkyl group, (f) (C １ -C ６ ) alkoxy group, (g) halo (C １ -C ６ ) an alkoxy group, (h) (C １ -C ６ ) alkylthio group, (i) halo(C １ -C ６ ) an alkylthio group, (j) (C １ -C ６ ) alkylsulfinyl group, (k) halo (C １ -C ６ ) an alkylsulfinyl group, (l) (C １ -C ６ ) alkylsulfonyl groups, and (m) halo (C １ -C ６ ) an alkylsulfonyl group, (k) (C １ -C ６ ) an alkylthio group, (l) a formyl group, (m) (C １ -C ６ ) alkylcarbonyl group, (n) (C １ -C ６ ) an aryl group having 1 to 5 substituents on the ring selected from an alkoxycarbonyl group, (o) an acetamide group, (p) a methylenedioxy group, and (q) a trimethylsilyl group; (d8) Y １ and Y ２ are bonded together to form Y １ and Y ２ can form an aromatic heterocycle together with the pyridine ring to which it is bonded, and the aromatic ring portion can be (a) a halogen atom, (b) a cyano group, (c) a nitro group, or (d) a (C １ -C ６ ) alkyl group, (e) halo (C １ -C ６ ) alkyl group, (f) (C １ -C ６ ) alkoxy group, (g) halo (C １ -C ６ ) an alkoxy group, (h) (C １ -C ６ ) alkylthio group, (i) halo(C １ -C ６ ) an alkylthio group, (j) (C １ -C ６ ) alkylsulfinyl group, (k) halo (C １ -C ６ ) an alkylsulfinyl group, (l) (C １ -C ６ ) alkylsulfonyl groups, and (m) halo (C １ -C ６ ) an aromatic heterocyclic group which may have 1 to 4 substituents on the ring selected from alkylsulfonyl groups; (d9) a halogen atom; (d10) (C １ -C ６ ) alkyl group; (d11) (C ２ -C ６ ) alkenyl group; (d12) (C １ -C ６ ) an alkoxy group; (d13) Halo (C １ -C ６ ) an alkoxy group; (d14) (C １ -C ６ ) an alkylthio group; (d15) (C １ -C ６ ) an alkylsulfonyl group; (d16) carboxyl group; (d17) (C １ -C ６ ) an alkoxycarbonyl group; (d18) Cyano (C １ -C ６ ) alkyl group; (d19) Cyanohalo (C １ -C ６ ) alkyl group; (d20) (C １ -C ６ ) Alkoxy (C １ -C ６ ) alkyl group; (d21) (C １ -C ６ ) alkylsulfonyl (C １ -C ６ ) alkyl group; (d22) N.R. ａ R ｂ Group (R ａ and R ｂ may be the same or different, (aa) a hydrogen atom, (ab) (C １ -C ６ ) alkyl group, (ac) (C ２ -C ６ ) an alkynyl group, (ad) (C ３ -C ６ ) Cycloalkyl(C １ -C ６ ) alkyl group, (ae) (C １ -C ６ ) Alkoxy (C １ -C ６ ) alkyl group, (af) (C １ -C ６ ) an alkylcarbonyl group, (ag) (C １ -C ６ ) an alkoxycarbonyl group, or (ah) dimethylaminocarbonyl group; (d23) CONR ａ R ｂ Group (R ａ and R ｂ is the same as above.) (d24) Dimethylamino (C １ -C ６ ) an alkylideneamino group; (d25) dimethylsulfinylideneamino group; (d26) a pyrimidyl group; (d27) may be the same or different, and are: (a) a halogen atom, (b) a cyano group, (c) a nitro group, or (d) (C １ -C ６ ) alkyl group, (e) halo (C １ -C ６ ) alkyl group, (f) (C １ -C ６ ) alkoxy group, (g) halo (C １ -C ６ ) an alkoxy group, (h) (C １ -C ６ ) alkylthio group, (i) halo(C １ -C ６ ) an alkylthio group, (j) (C １ -C ６ ) alkylsulfinyl group, (k) halo (C １ -C ６ ) an alkylsulfinyl group, (l) (C １ -C ６ ) alkylsulfonyl groups, and (m) halo (C １ -C ６ ) a pyrimidyl group having 1 to 3 substituents on the ring selected from alkylsulfonyl groups; (d28) a pyridyl group; (d29) may be the same or different, and are: (a) a halogen atom, (b) a cyano group, (c) a nitro group, or (d) (C １ -C ６ ) alkyl group, (e) halo (C １ -C ６ ) alkyl group, (f) (C １ -C ６ ) alkoxy group, (g) halo (C １ -C ６ ) an alkoxy group, (h) (C １ -C ６ ) alkylthio group, (i) halo(C １ -C ６ ) an alkylthio group, (j) (C １ -C ６ ) alkylsulfinyl group, (k) halo (C １ -C ６ ) an alkylsulfinyl group, (l) (C １ -C ６ ) alkylsulfonyl groups, and (m) halo (C １ -C ６ ) a pyridyl group having 1 to 4 substituents on the ring selected from alkylsulfonyl groups; (d30) a pyridazinyl group; (d31) may be the same or different, and is (a) a halogen atom, (b) a cyano group, (c) a nitro group, or (d) (C １ -C ６ ) alkyl group, (e) halo (C １ -C ６ ) alkyl group, (f) (C １ -C ６ ) alkoxy group, (g) halo (C １ -C ６ ) an alkoxy group, (h) (C １ -C ６ ) alkylthio group, (i) halo(C １ -C ６ ) an alkylthio group, (j) (C １ -C ６ ) alkylsulfinyl group, (k) halo (C １ -C ６ ) an alkylsulfinyl group, (l) (C １ -C ６ ) alkylsulfonyl groups, and (m) halo (C １ -C ６ ) a pyridazinyl group having 1 to 3 substituents on the ring selected from alkylsulfonyl groups; (d32) a pyrazinyl group; (d33) may be the same or different, (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) (C １ -C ６ ) alkyl group, (e) halo (C １ -C ６ ) alkyl group, (f) (C １ -C ６ ) alkoxy group, (g) halo (C １ -C ６ ) an alkoxy group, (h) (C １ -C ６ ) alkylthio group, (i) halo(C １ -C ６ ) an alkylthio group, (j) (C １ -C ６ ) alkylsulfinyl group, (k) halo (C １ -C ６ ) an alkylsulfinyl group, (l) (C １ -C ６ ) alkylsulfonyl groups, and (m) halo (C １ -C ６ ) a pyrazinyl group having 1 to 3 substituents on the ring selected from alkylsulfonyl groups; (d34) a furanyl group; (d35) may be the same or different, (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) (C １ -C ６ ) alkyl group, (e) halo (C １ -C ６ ) alkyl group, (f) (C １ -C ６ ) alkoxy group, (g) halo (C １ -C ６ ) an alkoxy group, (h) (C １ -C ６ ) alkylthio group, (i) halo(C １ -C ６ ) an alkylthio group, (j) (C １ -C ６ ) alkylsulfinyl group, (k) halo (C １ -C ６ ) an alkylsulfinyl group, (l) (C １ -C ６ ) alkylsulfonyl groups, and (m) halo (C １ -C ６ ) a furanyl group having 1 to 3 substituents on the ring selected from alkylsulfonyl groups; (d36) thienyl group; (d37) may be the same or different, (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) (C １ -C ６ ) alkyl group, (e) halo (C １ -C ６ ) alkyl group, (f) (C １ -C ６ ) alkoxy group, (g) halo (C １ -C ６ ) an alkoxy group, (h) (C １ -C ６ ) alkylthio group, (i) halo(C １ -C ６ ) an alkylthio group, (j) (C １ -C ６ ) alkylsulfinyl group, (k) halo (C １ -C ６ ) an alkylsulfinyl group, (l) (C １ -C ６ ) alkylsulfonyl groups, and (m) halo (C １ -C ６ ) a thienyl group having 1 to 3 substituents on the ring selected from alkylsulfonyl groups; (d38) imidazole group; (d39) may be the same or different, (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) (C １ -C ６ ) alkyl group, (e) halo (C １ -C ６ ) alkyl group, (f) (C １ -C ６ ) alkoxy group, (g) halo (C １ -C ６ ) an alkoxy group, (h) (C １ -C ６ ) alkylthio group, (i) halo(C １ -C ６ ) an alkylthio group, (j) (C １ -C ６ ) alkylsulfinyl group, (k) halo (C １ -C ６ ) an alkylsulfinyl group, (l) (C １ -C ６ ) alkylsulfonyl groups, and (m) halo (C １ -C ６ ) an imidazole group having 1 to 2 substituents on the ring selected from alkylsulfonyl groups; (d40) a pyrazole group; (d41) may be the same or different, (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) (C １ -C ６ ) alkyl group, (e) halo (C １ -C ６ ) alkyl group, (f) (C １ -C ６ ) alkoxy group, (g) halo (C １ -C ６ ) an alkoxy group, (h) (C １ -C ６ ) alkylthio group, (i) halo(C １ -C ６ ) an alkylthio group, (j) (C １ -C ６ ) alkylsulfinyl group, (k) halo (C １ -C ６ ) an alkylsulfinyl group, (l) (C １ -C ６ ) alkylsulfonyl groups, and (m) halo (C １ -C ６ ) a pyrazole group having 1 to 3 substituents on the ring selected from alkylsulfonyl groups; (d42) a thiazole group; (d43) may be the same or different, (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) (C １ -C ６ ) alkyl group, (e) halo (C １ -C ６ ) alkyl group, (f) (C １ -C ６ ) alkoxy group, (g) halo (C １ -C ６ ) an alkoxy group, (h) (C １ -C ６ ) alkylthio group, (i) halo(C １ -C ６ ) an alkylthio group, (j) (C １ -C ６ ) alkylsulfinyl group, (k) halo (C １ -C ６ ) an alkylsulfinyl group, (l) (C １ -C ６ ) alkylsulfonyl groups, and (m) halo (C １ -C ６ ) a thiazole group having 1 to 2 substituents on the ring selected from alkylsulfonyl groups; (d44) an isothiazole group; (d45) may be the same or different, (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) (C １ -C ６ ) alkyl group, (e) halo (C １ -C ６ ) alkyl group, (f) (C １ -C ６ ) alkoxy group, (g) halo (C １ -C ６ ) an alkoxy group, (h) (C １ -C ６ ) alkylthio group, (i) halo(C １ -C ６ ) an alkylthio group, (j) (C １ -C ６ ) alkylsulfinyl group, (k) halo (C １ -C ６ ) an alkylsulfinyl group, (l) (C １ -C ６ ) alkylsulfonyl groups, and (m) halo (C １ -C ６ ) an isothiazole group having 1 to 2 substituents on the ring selected from alkylsulfonyl groups; (d46) an oxazole group; (d47) may be the same or different, (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) (C １ -C ６ ) alkyl group, (e) halo (C １ -C ６ ) alkyl group, (f) (C １ -C ６ ) alkoxy group, (g) halo (C １ -C ６ ) an alkoxy group, (h) (C １ -C ６ ) alkylthio group, (i) halo(C １ -C ６ ) an alkylthio group, (j) (C １ -C ６ ) alkylsulfinyl group, (k) halo (C １ -C ６ ) an alkylsulfinyl group, (l) (C １ -C ６ ) alkylsulfonyl groups, and (m) halo (C １ -C ６ ) an oxazole group having 1 to 2 substituents on the ring selected from alkylsulfonyl groups; (d48) an isoxazole group; (d49) may be the same or different, (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) (C １ -C ６ ) alkyl group, (e) halo (C １ -C ６ ) alkyl group, (f) (C １ -C ６ ) alkoxy group, (g) halo (C １ -C ６ ) an alkoxy group, (h) (C １ -C ６ ) alkylthio group, (i) halo(C １ -C ６ ) an alkylthio group, (j) (C １ -C ６ ) alkylsulfinyl group, (k) halo (C １ -C ６ ) an alkylsulfinyl group, (l) (C １ -C ６ ) alkylsulfonyl groups, and (m) halo (C １ -C ６ ) an isoxazole group having 1 to 2 substituents on the ring selected from alkylsulfonyl groups; (d50) an oxadiazole group; (d51) may be the same or different, (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) (C １ -C ６ ) alkyl group, (e) halo (C １ -C ６ ) alkyl group, (f) (C １ -C ６ ) alkoxy group, (g) halo (C １ -C ６ ) an alkoxy group, (h) (C １ -C ６ ) alkylthio group, (i) halo(C １ -C ６ ) an alkylthio group, (j) (C １ -C ６ ) alkylsulfinyl group, (k) halo (C １ -C ６ ) an alkylsulfinyl group, (l) (C １ -C ６ ) alkylsulfonyl groups, and (m) halo (C １ -C ６ ) an oxadiazole group having one substituent on the ring selected from an alkylsulfonyl group; (d52) a thiadiazole group; (d53) may be the same or different, (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) (C １ -C ６ ) alkyl group, (e) halo (C １ -C ６ ) alkyl group, (f) (C １ -C ６ ) alkoxy group, (g) halo (C １ -C ６ ) an alkoxy group, (h) (C １ -C ６ ) alkylthio group, (i) halo(C １ -C ６ ) an alkylthio group, (j) (C １ -C ６ ) alkylsulfinyl group, (k) halo (C １ -C ６ ) an alkylsulfinyl group, (l) (C １ -C ６ ) alkylsulfonyl groups, and (m) halo (C １ -C ６ ) a thiadiazole group having one substituent on the ring selected from an alkylsulfonyl group; (d54) a triazole group; (d55) may be the same or different, (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) (C １ -C ６ ) alkyl group, (e) halo (C １ -C ６ ) alkyl group, (f) (C １ -C ６ ) alkoxy group, (g) halo (C １ -C ６ ) an alkoxy group, (h) (C １ -C ６ ) alkylthio group, (i) halo(C １ -C ６ ) an alkylthio group, (j) (C １ -C ６ ) alkylsulfinyl group, (k) halo (C １ -C ６ ) an alkylsulfinyl group, (l) (C １ -C ６ ) alkylsulfonyl groups, and (m) halo (C １ -C ６ ) a triazole group having 1 to 2 substituents on the ring selected from alkylsulfonyl groups; (d56) a pyrimidyloxy group; (d57) a pyridyloxy group; or The following structural formula Q １ , Q ２ , Q ３ , Q ４ , Q ５ , or Q ６ 【Chemistry 2】 (wherein R ５ may be the same or different, and each represents a halogen atom or (C １ -C ６ ) alkyl group; R ６ (C １ -C ６ ) an alkyl group; m is an integer of 0 to 2, and the arrow indicates the bonding position. G １ is an oxygen atom, a nitrogen atom, CH, CF, or N—CH ３ indicates, G ２ represents a carbon atom or a nitrogen atom, G ３ represents a nitrogen atom or CH; G ４ is a nitrogen atom or C-X ２ A group (wherein X ２ is a hydrogen atom; or halo(C １ -C ６ ) an alkyl group; ) a condensed heterocyclic compound having a sulfonamide group, or a salt thereof,

2. R １ and R ２ may be the same or different, (a1) a hydrogen atom; (a2) (C １ -C ６ ) alkyl group; or (a3) R １ and R ２ may also be linked together to form a 3- to 6-membered aliphatic ring containing the nitrogen atom of the sulfonamide group; X １ but, (b1) a hydrogen atom; (b2) Halo (C １ -C ６ ) alkyl group; (b3) Halo (C １ -C ６ ) an alkoxy group; (b4) Halo (C １ -C ６ ) an alkylthio group; (b5) Halo (C １ -C ６ ) an alkylsulfinyl group; or (b6) Halo (C １ -C ６ ) an alkylsulfonyl group; Y 1 but, (c1) a hydrogen atom; (c2) a halogen atom; (c3) (C １ -C ６ ) alkyl group; (c4) (C ３ -C ６ ) a cycloalkyl group; (c5) Cyano (C ３ -C ６ ) a cycloalkyl group; (c7) may be the same or different, and are: (a) a halogen atom, (b) a cyano group, (c) a nitro group, or (d) (C １ -C ６ ) alkyl group, (e) halo (C １ -C ６ ) alkyl group, (f) (C １ -C ６ ) alkoxy group, (g) halo (C １ -C ６ ) an alkoxy group, (h) (C １ -C ６ ) alkylthio group, (i) halo(C １ -C ６ ) an alkylthio group, (j) (C １ -C ６ ) alkylsulfinyl group, (k) halo (C １ -C ６ ) an alkylsulfinyl group, (l) (C １ -C ６ ) alkylsulfonyl groups, and (m) halo (C １ -C ６ ) an alkylsulfonyl group; or (c8) a triazole group; Y ２ but, (d1) a hydrogen atom; (d2) (C ３ -C ６ ) a cycloalkyl group; (d3) Cyano (C ３ -C ６ ) a cycloalkyl group; (d4) Halo (C １ -C ６ ) alkyl group; (d5) C(R ３ ) = NOR ４ group (in the formula, R ３ (C ３ -C ６ ) a cycloalkyl group; R 4 Halo (C １ -C ６ ) alkyl group; (d7) may be the same or different, and are: (a) a halogen atom, (b) a cyano group, (c) a nitro group, or (d) (C １ -C ６ ) alkyl group, (e) halo (C １ -C ６ ) alkyl group, (f) (C １ -C ６ ) alkoxy group, (g) halo (C １ -C ６ ) an alkoxy group, (h) (C １ -C ６ ) alkylthio group, (i) halo(C １ -C ６ ) an alkylthio group, (j) (C １ -C ６ ) alkylsulfinyl group, (k) halo (C １ -C ６ ) an alkylsulfinyl group, (l) (C １ -C ６ ) alkylsulfonyl groups, and (m) halo (C １ -C ６ ) an alkylsulfonyl group, (k) (C １ -C ６ ) an alkylthio group, (l) a formyl group, (m) (C １ -C ６ ) alkylcarbonyl group, (n) (C １ -C ６ ) an aryl group having 1 to 5 substituents on the ring selected from an alkoxycarbonyl group, (o) an acetamide group, (p) a methylenedioxy group, and (q) a trimethylsilyl group; (d8) Y １ and Y ２ are bonded together to form Y １ and Y ２ can form an aromatic heterocycle together with the pyridine ring to which it is bonded, and the aromatic ring portion can be (a) a halogen atom, (b) a cyano group, (c) a nitro group, or (d) a (C １ -C ６ ) alkyl group, (e) halo (C １ -C ６ ) alkyl group, (f) (C １ -C ６ ) alkoxy group, (g) halo (C １ -C ６ ) an alkoxy group, (h) (C １ -C ６ ) alkylthio group, (i) halo(C １ -C ６ ) an alkylthio group, (j) (C １ -C ６ ) alkylsulfinyl group, (k) halo (C １ -C ６ ) an alkylsulfinyl group, (l) (C １ -C ６ ) alkylsulfonyl groups, and (m) halo (C １ -C ６ ) an aromatic heterocyclic group which may have 1 to 4 substituents on the ring selected from alkylsulfonyl groups; (d9) a halogen atom; (d10) (C １ -C ６ ) alkyl group; (d11) (C ２ -C ６ ) alkenyl group; (d12) (C １ -C ６ ) an alkoxy group; (d13) Halo (C １ -C ６ ) an alkoxy group; (d14) (C １ -C ６ ) an alkylthio group; (d15) (C １ -C ６ ) an alkylsulfonyl group; (d16) carboxyl group; (d17) (C １ -C ６ ) an alkoxycarbonyl group; (d18) Cyano (C １ -C ６ ) alkyl group; (d19) Cyanohalo (C １ -C ６ ) alkyl group; (d20) (C １ -C ６ ) Alkoxy (C １ -C ６ ) alkyl group; (d21) (C １ -C ６ ) alkylsulfonyl (C １ -C ６ ) alkyl group; (d22) N.R. ａ R ｂ Group (R ａ and R ｂ may be the same or different, (aa) a hydrogen atom, (ab) (C １ -C ６ ) alkyl group, (ac) (C ２ -C ６ ) an alkynyl group, (ad) (C ３ -C ６ ) Cycloalkyl(C １ -C ６ ) alkyl group, (ae) (C １ -C ６ ) Alkoxy (C １ -C ６ ) alkyl group, (af) (C １ -C ６ ) an alkylcarbonyl group, (ag) (C １ -C ６ ) an alkoxycarbonyl group, or (ah) dimethylaminocarbonyl group; (d23) CONR ａ R ｂ Group (R ａ and R ｂ is the same as above.) (d24) Dimethylamino (C １ -C ６ ) an alkylideneamino group; (d25) dimethylsulfinylideneamino group; (d26) a pyrimidyl group; (d27) may be the same or different, and are: (a) a halogen atom, (b) a cyano group, (c) a nitro group, or (d) (C １ -C ６ ) alkyl group, (e) halo (C １ -C ６ ) alkyl group, (f) (C １ -C ６ ) alkoxy group, (g) halo (C １ -C ６ ) an alkoxy group, (h) (C １ -C ６ ) alkylthio group, (i) halo(C １ -C ６ ) an alkylthio group, (j) (C １ -C ６ ) alkylsulfinyl group, (k) halo (C １ -C ６ ) an alkylsulfinyl group, (l) (C １ -C ６ ) alkylsulfonyl groups, and (m) halo (C １ -C ６ ) a pyrimidyl group having 1 to 3 substituents on the ring selected from alkylsulfonyl groups; (d28) a pyridyl group; (d29) may be the same or different, and are: (a) a halogen atom, (b) a cyano group, (c) a nitro group, or (d) (C １ -C ６ ) alkyl group, (e) halo (C １ -C ６ ) alkyl group, (f) (C １ -C ６ ) alkoxy group, (g) halo (C １ -C ６ ) an alkoxy group, (h) (C １ -C ６ ) alkylthio group, (i) halo(C １ -C ６ ) an alkylthio group, (j) (C １ -C ６ ) alkylsulfinyl group, (k) halo (C １ -C ６ ) an alkylsulfinyl group, (l) (C １ -C ６ ) alkylsulfonyl groups, and (m) halo (C １ -C ６ ) a pyridyl group having 1 to 4 substituents on the ring selected from alkylsulfonyl groups; (d30) a pyridazinyl group; (d31) may be the same or different, and is (a) a halogen atom, (b) a cyano group, (c) a nitro group, or (d) (C １ -C ６ ) alkyl group, (e) halo (C １ -C ６ ) alkyl group, (f) (C １ -C ６ ) alkoxy group, (g) halo (C １ -C ６ ) an alkoxy group, (h) (C １ -C ６ ) alkylthio group, (i) halo(C １ -C ６ ) an alkylthio group, (j) (C １ -C ６ ) alkylsulfinyl group, (k) halo (C １ -C ６ ) an alkylsulfinyl group, (l) (C １ -C ６ ) alkylsulfonyl groups, and (m) halo (C １ -C ６ ) a pyridazinyl group having 1 to 3 substituents on the ring selected from alkylsulfonyl groups; (d32) a pyrazinyl group; (d33) may be the same or different, (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) (C １ -C ６ ) alkyl group, (e) halo (C １ -C ６ ) alkyl group, (f) (C １ -C ６ ) alkoxy group, (g) halo (C １ -C ６ ) an alkoxy group, (h) (C １ -C ６ ) alkylthio group, (i) halo(C １ -C ６ ) an alkylthio group, (j) (C １ -C ６ ) alkylsulfinyl group, (k) halo (C １ -C ６ ) an alkylsulfinyl group, (l) (C １ -C ６ ) alkylsulfonyl groups, and (m) halo (C １ -C ６ ) a pyrazinyl group having 1 to 3 substituents on the ring selected from alkylsulfonyl groups; (d34) a furanyl group; (d35) may be the same or different, (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) (C １ -C ６ ) alkyl group, (e) halo (C １ -C ６ ) alkyl group, (f) (C １ -C ６ ) alkoxy group, (g) halo (C １ -C ６ ) an alkoxy group, (h) (C １ -C ６ ) alkylthio group, (i) halo(C １ -C ６ ) an alkylthio group, (j) (C １ -C ６ ) alkylsulfinyl group, (k) halo (C １ -C ６ ) an alkylsulfinyl group, (l) (C １ -C ６ ) alkylsulfonyl groups, and (m) halo (C １ -C ６ ) a furanyl group having 1 to 3 substituents on the ring selected from alkylsulfonyl groups; (d36) thienyl group; (d37) may be the same or different, (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) (C １ -C ６ ) alkyl group, (e) halo (C １ -C ６ ) alkyl group, (f) (C １ -C ６ ) alkoxy group, (g) halo (C １ -C ６ ) an alkoxy group, (h) (C １ -C ６ ) alkylthio group, (i) halo(C １ -C ６ ) an alkylthio group, (j) (C １ -C ６ ) alkylsulfinyl group, (k) halo (C １ -C ６ ) an alkylsulfinyl group, (l) (C １ -C ６ ) alkylsulfonyl groups, and (m) halo (C １ -C ６ ) a thienyl group having 1 to 3 substituents on the ring selected from alkylsulfonyl groups; (d38) imidazole group; (d39) may be the same or different, (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) (C １ -C ６ ) alkyl group, (e) halo (C １ -C ６ ) alkyl group, (f) (C １ -C ６ ) alkoxy group, (g) halo (C １ -C ６ ) an alkoxy group, (h) (C １ -C ６ ) alkylthio group, (i) halo(C １ -C ６ ) an alkylthio group, (j) (C １ -C ６ ) alkylsulfinyl group, (k) halo (C １ -C ６ ) an alkylsulfinyl group, (l) (C １ -C ６ ) alkylsulfonyl groups, and (m) halo (C １ -C ６ ) an imidazole group having 1 to 2 substituents on the ring selected from alkylsulfonyl groups; (d40) a pyrazole group; (d41) may be the same or different, (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) (C １ -C ６ ) alkyl group, (e) halo (C １ -C ６ ) alkyl group, (f) (C １ -C ６ ) alkoxy group, (g) halo (C １ -C ６ ) an alkoxy group, (h) (C １ -C ６ ) alkylthio group, (i) halo(C １ -C ６ ) an alkylthio group, (j) (C １ -C ６ ) alkylsulfinyl group, (k) halo (C １ -C ６ ) an alkylsulfinyl group, (l) (C １ -C ６ ) alkylsulfonyl groups, and (m) halo (C １ -C ６ ) a pyrazole group having 1 to 3 substituents on the ring selected from alkylsulfonyl groups; (d42) a thiazole group; (d43) may be the same or different, (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) (C １ -C ６ ) alkyl group, (e) halo (C １ -C ６ ) alkyl group, (f) (C １ -C ６ ) alkoxy group, (g) halo (C １ -C ６ ) an alkoxy group, (h) (C １ -C ６ ) alkylthio group, (i) halo(C １ -C ６ ) an alkylthio group, (j) (C １ -C ６ ) alkylsulfinyl group, (k) halo (C １ -C ６ ) an alkylsulfinyl group, (l) (C １ -C ６ ) alkylsulfonyl groups, and (m) halo (C １ -C ６ ) a thiazole group having 1 to 2 substituents on the ring selected from alkylsulfonyl groups; (d44) an isothiazole group; (d45) may be the same or different, (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) (C １ -C ６ ) alkyl group, (e) halo (C １ -C ６ ) alkyl group, (f) (C １ -C ６ ) alkoxy group, (g) halo (C １ -C ６ ) an alkoxy group, (h) (C １ -C ６ ) alkylthio group, (i) halo(C １ -C ６ ) an alkylthio group, (j) (C １ -C ６ ) alkylsulfinyl group, (k) halo (C １ -C ６ ) an alkylsulfinyl group, (l) (C １ -C ６ ) alkylsulfonyl groups, and (m) halo (C １ -C ６ ) an isothiazole group having 1 to 2 substituents on the ring selected from alkylsulfonyl groups; (d46) an oxazole group; (d47) may be the same or different, (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) (C １ -C ６ ) alkyl group, (e) halo (C １ -C ６ ) alkyl group, (f) (C １ -C ６ ) alkoxy group, (g) halo (C １ -C ６ ) an alkoxy group, (h) (C １ -C ６ ) alkylthio group, (i) halo(C １ -C ６ ) an alkylthio group, (j) (C １ -C ６ ) alkylsulfinyl group, (k) halo (C １ -C ６ ) an alkylsulfinyl group, (l) (C １ -C ６ ) alkylsulfonyl groups, and (m) halo (C １ -C ６ ) an oxazole group having 1 to 2 substituents on the ring selected from alkylsulfonyl groups; (d48) an isoxazole group; (d49) may be the same or different, (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) (C １ -C ６ ) alkyl group, (e) halo (C １ -C ６ ) alkyl group, (f) (C １ -C ６ ) alkoxy group, (g) halo (C １ -C ６ ) an alkoxy group, (h) (C １ -C ６ ) alkylthio group, (i) halo(C １ -C ６ ) an alkylthio group, (j) (C １ -C ６ ) alkylsulfinyl group, (k) halo (C １ -C ６ ) an alkylsulfinyl group, (l) (C １ -C ６ ) alkylsulfonyl groups, and (m) halo (C １ -C ６ ) an isoxazole group having 1 to 2 substituents on the ring selected from alkylsulfonyl groups; (d50) an oxadiazole group; (d51) may be the same or different, (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) (C １ -C ６ ) alkyl group, (e) halo (C １ -C ６ ) alkyl group, (f) (C １ -C ６ ) alkoxy group, (g) halo (C １ -C ６ ) an alkoxy group, (h) (C １ -C ６ ) alkylthio group, (i) halo(C １ -C ６ ) an alkylthio group, (j) (C １ -C ６ ) alkylsulfinyl group, (k) halo (C １ -C ６ ) an alkylsulfinyl group, (l) (C １ -C ６ ) alkylsulfonyl groups, and (m) halo (C １ -C ６ ) an oxadiazole group having one substituent on the ring selected from an alkylsulfonyl group; (d52) a thiadiazole group; (d53) may be the same or different, (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) (C １ -C ６ ) alkyl group, (e) halo (C １ -C ６ ) alkyl group, (f) (C １ -C ６ ) alkoxy group, (g) halo (C １ -C ６ ) an alkoxy group, (h) (C １ -C ６ ) alkylthio group, (i) halo(C １ -C ６ ) an alkylthio group, (j) (C １ -C ６ ) alkylsulfinyl group, (k) halo (C １ -C ６ ) an alkylsulfinyl group, (l) (C １ -C ６ ) alkylsulfonyl groups, and (m) halo (C １ -C ６ ) a thiadiazole group having one substituent on the ring selected from an alkylsulfonyl group; (d54) a triazole group; (d55) may be the same or different, (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) (C １ -C ６ ) alkyl group, (e) halo (C １ -C ６ ) alkyl group, (f) (C １ -C ６ ) alkoxy group, (g) halo (C １ -C ６ ) an alkoxy group, (h) (C １ -C ６ ) alkylthio group, (i) halo(C １ -C ６ ) an alkylthio group, (j) (C １ -C ６ ) alkylsulfinyl group, (k) halo (C １ -C ６ ) an alkylsulfinyl group, (l) (C １ -C ６ ) alkylsulfonyl groups, and (m) halo (C １ -C ６ ) a triazole group having 1 to 2 substituents on the ring selected from alkylsulfonyl groups; (d56) a pyrimidyloxy group; or (d57) a pyridyloxy group; R ５ may be the same or different, and each represents a halogen atom or (C １ -C ６ ) alkyl group; R ６ However, (C １ -C ６ ) an alkyl group; m represents an integer of 0 to 2; G １ is an oxygen atom, a nitrogen atom, CH, or N—CH ３ indicates, G ２ represents a carbon atom or a nitrogen atom; G ３ represents a nitrogen atom or CH; G ４ is a nitrogen atom or C-X ２ Group (X ２ The fused heterocyclic compound or a salt thereof according to claim 1 , wherein R 1 is the same as that described above.

3. G １ But N-CH ３ indicates, G ２ represents a carbon atom, and G ３ represents a nitrogen atom, G ４ But C-X ２ Group (X ２ The fused heterocyclic compound having a sulfonamide group or a salt thereof according to claim 1 or 2, wherein

4. G １ represents a nitrogen atom, G ２ represents a carbon atom, and G ３ and G ４ The fused heterocyclic compound having a sulfonamide group or a salt thereof according to claim 1 or 2, wherein represents a nitrogen atom.

5. G １ represents a nitrogen atom, G ２ represents a nitrogen atom, G ３ represents CH, and G ４ is C-X ２ Group (X ２ The fused heterocyclic compound having a sulfonamide group or a salt thereof according to claim 1 or 2, wherein

6. 6. An agricultural and horticultural insecticide comprising the fused heterocyclic compound having a sulfonamide group or a salt thereof according to claim 1 as an active ingredient.

7. A method for using an agricultural and horticultural insecticide, which comprises treating plants or soil with an effective amount of the fused heterocyclic compound having a sulfonamide group or a salt thereof according to any one of claims 1 to 5.

8. 6. An animal ectoparasite control agent, comprising an effective amount of the sulfonamide group-containing fused heterocyclic compound or its salt according to claim 1 as an active ingredient.

9. 6. An animal internal parasite control agent, comprising an effective amount of the fused heterocyclic compound having a sulfonamide group or a salt thereof according to claim 1 as an active ingredient.

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