Acylamino-substituted fused cyclopentanecarboxylic acid derivatives and their use as pharmaceuticals
US-2016272577-A1 · Sep 22, 2016 · US
US2016366884A1 · US · A1
| Field | Value |
|---|---|
| Publication number | US-2016366884-A1 |
| Application number | US-201415035252-A |
| Country | US |
| Kind code | A1 |
| Filing date | Nov 11, 2014 |
| Priority date | Nov 12, 2013 |
| Publication date | Dec 22, 2016 |
| Grant date | — |
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In crop production in the fields of agriculture, horticulture, and the like, the damage caused by insect pests etc. is still immense, and insect pests resistant to existing insecticides have emerged. Under such circumstances, the development of novel agricultural and horticultural insecticides is desired. The present invention, provides an amide compound represented by the general formula (I): (wherein A 1 , A 2 and A 3 each represent a nitrogen atom or a CH group, R 1 represents an alkyl group, R 2 and R 4 each represent a haloalkyl groups, R 3 represents an alkyl group, and m represents 0, 1 or 2 ) or a salt thereof; an agricultural and horticultural insecticide and microbicide comprising the compound or a salt thereof as an active ingredient; and a method for using the insecticide and microbicide.
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1 - 20 . (canceled) 21 . A method for controlling an agricultural and horticultural disease, comprising applying, to plants or soil, an effective amount of an amide compound represented by the formula: wherein R 1 represents (a1) a (C 1 -C 6 ) alkyl group; (a2) a (C 2 -C 6 ) alkenyl group; (a3) a (C 2 -C 6 ) alkynyl group; (a4) a (C 3 -C 6 ) cycloalkyl (C 1 -C 6 ) alkyl group; (a5) a halo (C 1 -C 6 ) alkyl group; (a6) a halo (C 2 -C 6 ) alkenyl group; (a7) a halo (C 2 -C 6 ) alkynyl group; or (a8) a halo (C 3 -C 6 ) cycloalkyl (C 1 -C 6 ) alkyl group, R 2 and R 4 may be the same or different, and each represent (b1) a halogen atom; (b2) a cyano group; (b3) a nitro group; (b4) a (C 1 -C 6 ) alkyl group; (b5) a halo (C 1 -C 6 ) alkyl group; (b6) a (C 3 -C 6 ) cycloalkyl group; (b7) a halo (C 3 -C 6 ) cycloalkyl group; (b8) a (C 1 -C 6 ) alkoxy group; (b9) a halo (C 1 -C 6 ) alkoxy group; (b10) a (C 1 -C 6 ) alkylthio group; (b11) a (C 1 -C 6 ) alkylsulfinyl group; (b12) a (C 1 -C 6 ) alkylsulfonyl group; (b13) a halo (C 1 -C 6 ) alkylthio group; (b14) a halo (C 1 -C 6 ) alkylsulfinyl group; (b15) a halo (C 1 -C 6 ) alkylsulfonyl group; (b16) a (C 1 -C 6 ) alkoxy halo (C 1 -C 6 ) alkyl group; (b17) a pentafluorothio group; (b18) a tri-(C 1 -C 6 ) alkylsilyl group (wherein the alkyl groups of the tri-(C 1 -C 6 ) alkyl moiety may be the same or different); or (b19) a hydrogen atom, R 3 represents (c1) a hydrogen atom; (c2) a (C 1 -C 6 ) alkyl group; (c3) a (C 3 -C 6 ) cycloalkyl group; (c4) a (C 1 -C 6 ) alkoxy group; (c5) a halo (C 1 -C 6 ) alkyl group; (c6) a (C 3 -C 6 ) cycloalkyl (C 1 -C 6 ) alkyl group; (c7) a (C 1 -C 6 ) alkoxy (C 1 -C 6 ) alkyl group; (c8) a (C 1 -C 6 ) alkoxycarbonyl group; (c9) a (C 1 -C 6 ) alkylthio (C 1 -C 6 ) alkyl group; (c10) a (C 1 -C 6 ) alkylsulfinyl (C 1 -C 6 ) alkyl group; (c11) a (C 1 -C 6 ) alkylsulfonyl (C 1 -C 6 ) alkyl group; (c12) a (C 2 -C 6 ) alkenyl group; (c13) a (C 2 -C 6 ) alkynyl group; (c14) a cyano (C 1 -C 6 ) alkyl group; (c15) a (C 1 -C 6 ) alkoxy (C 1 -C 6 ) alkoxy (C 1 -C 6 ) alkyl group; (c16) a (C 1 -C 6 ) alkylcarbonyl group; or (c17) a (C 3 -C 6 ) cycloalkyl (C 1 -C 6 ) carbonyl group, m represents 0, 1 or 2, A 1 , A 2 and A 3 may be the same or different, and each represent a nitrogen atom or a C-R 5 group (wherein R 5 represents (d1) a hydrogen atom; (d2) a halogen atom; (d3) a (C 1 -C 6 ) alkyl group; (d4) a (C 1 -C 6 ) alkoxy group; (d5) a halo (C 1 -C 6 ) alkyl group; (d6) a halo (C 1 -C 6 ) alkoxy group; (d7) a (C 1 -C 6 ) alkylthio group; (d8) a (C 1 -C 6 ) alkylsulfinyl group; (d9) a (C 1 -C 6 ) alkylsulfonyl group; (d10) a halo (C 1 -C 6 ) alkylthio group; (d11) a halo (C 1 -C 6 ) alkylsulfinyl group; (d12) a halo (C 1 -C 6 ) alkylsulfonyl group; or (d13) a (C 1 -C 6 ) alkylcarbonyl group), R 6 and R 7 may be the same or different, and each represent (e1) a hydrogen atom; (e2) a halogen atom; (e3) a cyano group; (e4) a (C 1 -C 6 ) alkyl group; (e5) a (C 1 -C 6 ) alkoxy group; (e6) a (C 1 -C 6 ) alkylthio group; (e7) a (C 1 -C 6 ) alkylsulfinyl group; (e8) a (C 1 -C 6 ) alkylsulfonyl group; (e9) a (C 2 -C 6 ) alkenyl group; (e10) a (C 2 -C 6 ) alkynyl group; (e11) a (C 3 -C 6 ) cycloalkyl group; or (e12) a tri-(C 1 -C 6 ) alkylsilyl (C 2 -C 6 ) alkynyl group (wherein the alkyl groups of the tri- (C 1 -C 6 ) alkyl moiety may be the same or different), and X is an oxygen atom or a sulfur atom, or a salt thereof. 22 . The method according to claim 21 , wherein R 1 represents (a1) a (C 1 -C 6 ) alkyl group, R 2 and R 4 may be the same or different, and each represent (b1) a halogen atom; (b4) a (C 1 -C 6 ) alkyl group; (b5) a halo (C 1 -C 6 ) alkyl group; (b8) a (C 1 -C 6 ) alkoxy group; (b9) a halo (C 1 -C 6 ) alkoxy group; (b10) a (C 1 -C 6 ) alkylthio group; (b12) a (C 1 -C 6 ) alkylsulfonyl group; (b13) a halo (C 1 -C 6 ) alkylthio group; (b16) a (C 1 -C 6 ) alkoxy halo (C 1 -C 6 ) alkyl group; (b18) a tri-(C 1 -C 6 ) alkylsilyl group (wherein the alkyl groups of the tri-(C 1 -C 6 ) alkyl moiety may be the same or different); or (b19) a hydrogen atom, R 3 represents (c1) a hydrogen atom; (c2) a (C 1 -C 6 ) alkyl group; (c3) a (C 3 -C 6 ) cycloalkyl group; (c4) a (C 1 -C 6 ) alkoxy group; (c7) a (C 1 -C 6 ) alkoxy (C 1 -C 6 ) alkyl group; (c8) a (C 1 -C 6 ) alkoxycarbonyl group; (c9) a (C 1 -C 6 ) alkylthio (C 1 -C 6 ) alkyl group; (c10) a (C 1 -C 6 ) alkylsulfinyl (C 1 -C 6 ) alkyl group; (c12) a (C 2 -C 6 ) alkenyl group; (c14) a cyano (C 1 -C 6 ) alkyl group; or (c15) a (C 1 -C 6 ) alkoxy (C 1 -C 6 ) alkoxy (C 1 -C 6 ) alkyl group, m represents 0, 1 or 2, A1, A2 and A3 may be the same or different, and each represent a nitrogen atom or a C-R 5 group (wherein R 5 represents (d1) a hydrogen atom; (d2) a halogen atom; (d3) a (C 1 -C 6 ) alkyl group; (d5) a halo (C 1 -C 6 ) alkyl group; or (d7) a (C 1 -C 6 ) alkylthio group), R 6 and R 7 may be the same or different, and each represent (e1) a hydrogen atom; (e2) a halogen atom; (e3) a cyano group; (e4) a (C 1 -C 6 ) alkyl group; (e5) a (C 1 -C 6 ) alkoxy group; (e6) a (C 1 -C 6 ) alkylthio group; or (e7) a (C 1 -C 6 ) alkylsulfinyl group, and X is an oxygen atom or a sulfur atom. 23 . The method according to claim 21 , wherein R 1 represents (a1) a (C 1 -C 6 ) alkyl group, R 2 and R 4 may be the same or different, and each represent (b1) a halogen atom; (b5) a halo (C 1 -C 6 ) alkyl group; (b8) a (C 1 -C 6 ) alkoxy group; (b9) a halo (C 1 -C 6 ) alkoxy group; (b10) a (C 1 -C 6 ) alkylthio group; (b12) a (C 1 -C 6 ) alkylsulfonyl group; (b13) a halo (C 1 -C 6 ) alkylthio group; (b16) a (C 1 -C 6 ) alkoxy halo (C 1 -C 6 ) alkyl group; (b18) a tri-(C 1 -C 6 ) alkylsilyl group (wherein the alkyl groups of the tri-(C 1 -C 6 ) alkyl moiety may be the same or different); or (b19) a hydrogen atom, R 3 represents (c1) a hydrogen atom; (c2) a (C 1 -C 6 ) alkyl group; (c3) a (C 3 -C 6 ) cycloalkyl group; (c7) a (C 1 -C 6 ) alkoxy (C 1 -C 6 ) alkyl group; (c8) a (C 1 -C 6 ) alkoxycarbonyl group; (c9) a (C 1 -C 6 ) alkylthio (C 1 -C 6 ) alkyl group; (c10) a (C 1 -C 6 ) alkylsulfinyl (C 1 -C 6 ) alkyl group; (c12) a (C 2 -C 6 ) alkenyl group; (c14) a cyano (C 1 -C 6 ) alkyl group; or (c15) a (C 1 -C 6 ) alkoxy (C 1 -C 6 ) alkoxy (C 1 -C 6 ) alkyl group, m represents 0, 1 or 2, A1, A2 and A3 may be the same or different, and each represent a nitrogen atom or a C-R 5 group (wherein R 5 represents (d1) a hydrogen atom; (d2) a halogen atom; (d3) a (C 1 -C 6 ) alkyl group; (d5) a halo (C 1 -C 6 ) alkyl group; or (d7) a (C 1 -C 6 ) alkylthio group), R 6 and R 7 may be the same or different, and each represent (e1) a hydrogen atom; (e2) a halogen atom; (e4) a (C 1 -C 6
Chemistry & Metallurgy · mapped topic
Y being a carbon atom of a six-membered aromatic ring · CPC title
linked by a chain containing hetero atoms as chain links · CPC title
having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton · CPC title
1,2-Diazines; Hydrogenated 1,2-diazines · CPC title
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