ANTHRANILATE COMPOUND, SALT THEREOF, HORTICULTURAL FUNGICIDE CONTAINING SAID COMPOUND, AND A METHOD FOR USE THEREOFIn crop production in the fields of agriculture, horticulture and the like, the damage caused by diseases etc. is still immense, and diseases resistant to existing microbicides have emerged. Under such circumstances, the development of novel agricultural and horticultural microbicides is desired.The present invention provides an anthranilic acid ester compound represented by the general formula (1):  (wherein A1, A3 and A4 each represent a CH group, A2 represents a C-haloalkyl group, R1 represents an alkyl group, R3 represents a hydrogen atom or an acyl group, R4, R5 and R7 each represent a hydrogen atom, R6 represents a haloalkyl group, Z represents an alkyl group, and m represents 0, 1 or 2), or a salt thereof, an agricultural and horticultural microbicide comprising the compound or a salt thereof as an active ingredient, and a method for using the microbicide.An anthranilic acid ester compound represented by the formula: {wherein R1 represents (a1) a (C1-C6) alkyl group; (a2) a (C2-C6) alkenyl group; (a3) a (C2-C6) alkynyl group; (a4) a (C3-C6) cycloalkyl (C1-C6) alkyl group; (a5) a phenyl group; or (a6) a phenyl group having, on the ring, 1 to 5 substituting groups which may be the same or different and are selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6) alkyl group, (e) a (C1-C6) alkoxy group, (f) a halo (C1-C6) alkyl group and (g) a halo (C1-C6) alkoxy group, R3 represents (b1) a hydrogen atom; (b2) a (C1-C6) alkyl group; (b3) a (C2-C6) alkenyl group; (b4) a (C2-C6) alkynyl group; (b5) a (C3-C6) cycloalkyl group; (b6) a halo (C1-C6) alkyl group; (b7) a (C3-C6) cycloalkyl (C1-C6) alkyl group; (b8) a (C1-C6) alkoxy (C1-C6) alkyl group; (b9) a (C1-C6) alkylcarbonyl group; (b10) a (C1-C6) alkoxycarbonyl group; (b11) a (C3-C6) cycloalkylcarbonyl group; (b12) a (C1-C6) alkoxy (C1-C6) alkylcarbonyl group; (b13) a halo (C1-C6) alkylcarbonyl group; (b14) a (C1-C6) alkoxycarbonyl (C1-C6) alkyl group; or (b15) a (C1-C6) alkoxy group, R4, R5, R6 and R7 may be the same or different, and each represent (c1) a hydrogen atom; (c2) a halogen atom; (c3) a cyano group; (c4) a nitro group; (c5) a (C1-C6) alkyl group; (c6) a halo (C1-C6) alkyl group; (c7) a (C3-C6) cycloalkyl group; (c8) a halo (C3-C6) cycloalkyl group; (c9) a (C1-C6) alkoxy group; (c10) a halo (C1-C6) alkoxy group; (c11) a (C1-C6) alkylthio group; (c12) a (C1-C6) alkylsulfinyl group; (c13) a (C1-C6) alkylsulfonyl group; (c14) a halo (C1-C6) alkylthio group; (c15) a halo (C1-C6) alkylsulfinyl group; (c16) a halo (C1-C6) alkylsulfonyl group; (c17) a (C1-C6) alkoxy halo (C1-C6) alkyl group; (c18) a phenyl group; (c19) a phenyl group having, on the ring, 1 to 5 substituting groups which may be the same or different and are selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6) alkyl group, (e) a (C1-C6) alkoxy group, (f) a halo (C1-C6) alkyl group and (g) a halo (C1-C6) alkoxy group; (c20) a phenoxy group; (c21) a phenoxy group having, on the ring, 1 to 5 substituting groups which may be the same or different and are selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6) alkyl group, (e) a (C1-C6) alkoxy group, (f) a halo (C1-C6) alkyl group and (g) a halo (C1-C6) alkoxy group; (c22) a pyridyloxy group; (c23) a pyridyloxy group having, on the ring, 1 to 4 substituting groups which may be the same or different and are selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6) alkyl group, (e) a (C1-C6) alkoxy group, (f) a halo (C1-C6) alkyl group and (g) a halo (C1-C6) alkoxy group; (c24) an amino group; (c25) an amino group having 1 to 2 substituting groups which may be the same or different and are selected from the group consisting of (d) a (C1-C6) alkyl group, (e) a (C1-C6) alkoxy group, (f) a halo (C1-C6) alkyl group and (g) a halo (C1-C6) alkoxy group; (c26) a phenyl (C1-C6) alkoxy group; or (c27) a phenyl (C1-C6) alkoxy group having, on the ring, 1 to 5 substituting groups which may be the same or different and are selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6) alkyl group, (e) a (C1-C6) alkoxy group, (f) a halo (C1-C6) alkyl group and (g) a halo (C1-C6) alkoxy group, except for a case where R4, R5, R6 and R7 each represent a hydrogen atom, A1, A2, A3 and A4 may be the same or different, and each represent a nitrogen atom or a C-R2 group (wherein R2 represents (d1) a hydrogen atom; (d2) a halogen atom; (d3) a (C1-C6) alkyl group; (d4) a (C1-C6) alkoxy group; (d5) a halo (C1-C6) alkyl group; (d6) a halo (C1-C6) alkoxy group; (d7) a (C1-C6) alkylthio group; (d8) a (C1-C6) alkylsulfinyl group; (d9) a (C1-C6) alkylsulfonyl group; (d10) a halo (C1-C6) alkylthio group; (d11) a halo (C1-C6) alkylsulfinyl group; (d12) a halo (C1-C6) alkylsulfonyl group; (d13) a cyclo (C3-C6) alkyl group; (d14) a phenyl group; (d15) a phenyl group having, on the ring, 1 to 5 substituting groups which may be the same or different and are selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6) alkyl group, (e) a (C1-C6) alkoxy group, (f) a halo (C1-C6) alkyl group and (g) a halo (C1-C6) alkoxy group; or (d16) a phenoxy group), Z represents(e1) a (C1-C6) alkyl group; (e2) a (C2-C6) alkenyl group; (e3) a (C3-C6) alkynyl group; (e4) a (C3-C6) cycloalkyl group; (e5) a cyclo (C3-C6) alkyl (C1-C6) alkyl group; (e6) a phenyl (C1-C6) alkyl group; or (e7) a cyano (C1-C6) alkyl group, and m represents 0, 1 or 2}, and a salt thereof.
안트라닐산 에스테르 화합물 또는 이의 염류 및 해당 화합물을 함유하는 농원예용 살균제 및 이의 사용 방법농업 및 원예 등의 작물생산에 있어서, 병해 등에 의한 피해는 지금도 크고, 기존 약에 대한 저항성 병해의 발생 등의 요인으로부터 신규의 농원예용 살균제의 개발이 요망되고 있다. 본 발명은 일반식 (1) [식 중, A1, A3, 및 A4는 CH기를 나타내고, A2는 C-할로알킬기를 나타낸다. R1은 알킬기를 나타내고, R3는 수소 원자 또는 아실기를 나타내고, R4, R5, 및 R7은 수소 원자를 나타내고, R6은 할로알킬기를 나타낸다. Z는 알킬기를 나타내고, m은 0, 1 또는 2을 나타낸다.]로 표시되는 안트라닐산 에스테르 화합물 또는 이의 염류, 이를 유효성분으로 하는 농원예용 살균제 및 이의 사용 방법을 제공한다.하기 일반식 (1)[식 중, R1은 (a1) (C1-C6)알킬기; (a2) (C2-C6)알케닐기; (a3) (C2-C6)알키닐기; (a4) (C3-C6)시클로알킬(C1-C6)알킬기; (a5) 페닐기; 또는 (a6) 동일 또는 상이해도 좋은, (a) 할로겐 원자, (b) 시아노기, (c) 니트로기, (d) (C1-C6)알킬기, (e) (C1-C6)알콕시기, (f) 할로(C1-C6)알킬기 및 (g) 할로(C1-C6)알콕시기로 이루어진 군으로부터 선택된 1∼5의 치환기를 환상에 갖는 페닐기를 나타내고, R3는 (b1) 수소 원자; (b2) (C1-C6)알킬기; (b3) (C2-C6)알케닐기; (b4) (C2-C6)알키닐기; (b5) (C3-C6)시클로알킬기; (b6) 할로(C1-C6)알킬기; (b7) (C3-C6)시클로알킬(C1-C6)알킬기; (b8) (C1-C6)알콕시(C1-C6)알킬기; (b9) (C1-C6)알킬카르보닐기; (b10) (C1-C6)알콕시카르보닐기; (b11) (C3-C6)시클로알킬카르보닐기; (b12) (C1-C6)알콕시(C1-C6)알킬카르보닐기; (b13) 할로(C1-C6)알킬카르보닐기; (b14) (C1-C6)알콕시카르보닐(C1-C6)알킬기; 또는 (b15) (C1-C6)알콕시기 를 나타내고, R4, R5, R6, 및 R7은, 동일 또는 상이해도 좋고, (c1) 수소 원자; (c2) 할로겐 원자; (c3) 시아노기; (c4) 니트로기; (c5) (C1-C6)알킬기; (c6) 할로(C1-C6)알킬기; (c7) (C3-C6)시클로알킬기; (c8) 할로(C3-C6)시클로알킬기; (c9) (C1-C6)알콕시기; (c10) 할로(C1-C6)알콕시기; (c11) (C1-C6)알킬티오기; (c12) (C1-C6)알킬술피닐기; (c13) (C1-C6)알킬술포닐기; (c14) 할로(C1-C6)알킬티오기; (c15) 할로(C1-C6)알킬술피닐기; (c16) 할로(C1-C6)알킬술포닐기; (c17) (C1-C6)알콕시할로(C1-C6)알킬기; (c18) 페닐기;(c19) 동일 또는 상이해도 좋은, (a) 할로겐 원자, (b) 시아노기, (c) 니트로기, (d) (C1-C6)알킬기, (e) (C1-C6)알콕시기, (f) 할로(C1-C6)알킬기 및 (g) 할로(C1-C6)알콕시기로 이루어진 군으로부터 선택된 1∼5의 치환기를 환상에 갖는 페닐기; (c20) 페녹시기; (c21) 동일 또는 상이해도 좋은, (a) 할로겐 원자, (b) 시아노기, (c) 니트로기, (d) (C1-C6)알킬기, (e) (C1-C6)알콕시기, (f) 할로(C1-C6)알킬기 및 (g) 할로(C1-C6)알콕시기로 이루어진 군으로부터 선택된 1∼5의 치환기를 환상에 갖는 페녹시기; (c22) 피리딜옥시기; (c23) 동일 또는 상이해도 좋은, (a) 할로겐 원자, (b) 시아노기, (c) 니트로기, (d) (C1-C6)알킬기, (e) (C1-C6)알콕시기, (f) 할로(C1-C6)알킬기 및 (g) 할로(C1-C6)알콕시기로 이루어진 군으로부터 선택된 1∼4의 치환기를 환상에 갖는 피리딜옥시기; (c24) 아미노기; (c25) 동일 또는 상이해도 좋은, (d) (C1-C6)알킬기, (e) (C1-C6)알콕시기, (f) 할로(C1-C6)알킬기 및 (g) 할로(C1-C6)알콕시기로 이루어진 군으로부터 선택된 1∼2의 치환기를 갖는 아미노기; (c26) 페닐(C1-C6)알콕시기; 또는 (c27) 동일 또는 상이해도 좋은, (a) 할로겐 원자, (b) 시아노기, (c) 니트로기, (d) (C1-C6)알킬기, (e) (C1-C6)알콕시기, (f) 할로(C1-C6)알킬기 및 (g) 할로(C1-C6)알콕시기로 이루어진 군으로부터 선택된 1∼5의 치환기를 환상에 갖는 페닐(C1-C6)알콕시기 를 나타내고(단, R4, R5, R6, 및 R7은 동시에 수소 원자를 나타내지는 않는다.),A1, A2, A3 및 A4는 동일 또는 상이해도 좋은 질소 원자 또는 C-R2기를 나타내고 (여기서, R2는 (d1) 수소 원자; (d2) 할로겐 원자; (d3) (C1-C6)알킬기; (d4) (C1-C6)알콕시기; (d5) 할로(C1-C6)알킬기; (d6) 할로(C1-C6)알콕시기; (d7) (C1-C6)알킬티오기; (d8) (C1-C6)알킬술피닐기; (d9) (C1-C6)알킬술포닐기; (d10) 할로(C1-C6)알킬티오기; (d11) 할로(C1-C6)알킬술피닐기; (d12) 할로(C1-C6)알킬술포닐기; (d13) 시클로(C3-C6)알킬기; (d14) 페닐기; (d15) 동일 또는 상이해도 좋은, (a) 할로겐 원자, (b) 시아노기, (c) 니트로기, (d) (C1-C6)알킬기, (e) (C1-C6)알콕시기, (f) 할로(C1-C6)알킬기 및 (g) 할로(C1-C6)알콕시기로 이루어진 군으로부터 선택된 1∼5의 치환기를 환상에 갖는 페닐기; 또는 (d16) 페녹시기를 나타낸다.), Z는(e1) (C1-C6)알킬기; (e2) (C2-C6)알케닐기; (e3) (C3-C6)알키닐기; (e4) (C3-C6)시클로알킬기; (e5) 시클로(C3-C6)알킬(C1-C6)알킬기; (e6) 페닐(C1-C6)알킬기; 또는 (e7) 시아노(C1-C6)알킬기 를 나타내고, m은 0, 1 또는 2를 나타낸다.]로 표시되는 안트라닐산 에스테르 화합물 및 이의 염류.