Compositions comprising 4-membered ring carboxamide compounds

Abstract

The present invention relates to a stable, single-phase emulsifiable or dispersible composition, comprising: (a) one or more compounds selected from N-[(1,2 cis)-2-(2,4- dichlorophenyl)cyclobutyl]-2-(trifluoromethyl)pyridine-3-carboxamide (1, cyclobutrifluram), and the following close analogues thereof: N-[(1,2 cis)-2-(2,4-difluorophenyl)cyclobutyl]-2-(trifluoromethyl)- benzamide (2); N-[(1,2 cis)-2-(2,4-difluorophenyl)cyclobutyl]-2-(trifluoromethyl)pyridine-3- carboxamide (3); N-[(1,2 cis)-2-(2,4-difluorophenyl)cyclobutyl]-3-(trifluoromethyl)pyrazine-2- carboxamide (4); N-[(1,2 cis)-2-[2-chloro-4-(trifluoromethyl)phenyl]cyclobutyl]-3-(trifluoromethyl)pyridine-2-carboxamide (5); N-[(1,2 cis)-2-[2-chloro-4-(trifluoromethyl)-phenyl]cyclobutyl]-2-(trifluoromethyl)pyridine-3-carboxamide (6); N-[(1,2 cis)-2-[2-chloro-4-(trifluoromethyl)phenyl]cyclobutyl]-3-(trifluoromethyl)pyrazine-2-carboxamide (7); N-[(1,2 cis)-2-[2- fluoro-4-(trifluoromethyl)phenyl]cyclobutyl]-2-(trifluoromethyl)benzamide (8); N-[(1,2 cis)-2-[2- fluoro-4-(trifluoromethyl)phenyl]cyclobutyl]-3-(trifluoromethyl)pyridine-2-carboxamide (9); N-[(1,2 cis)-2-[2-fluoro-4-(trifluoromethyl)phenyl]cyclobutyl]-2-(trifluoromethyl)pyridine-3-carboxamide (10); N-[(1,2 cis)-2-[2-fluoro-4-(trifluoromethyl)phenyl]cyclobutyl]-3-(trifluoromethyl)pyrazine-2- carboxamide (11); N-[(2,3 cis)-2-(2,4-difluorophenyl)oxetan-3-yl]-2-(trifluoromethyl)benzamide (12); N-[(2,3 cis)-2-(2,4-difluorophenyl)oxetan-3-yl]-2-(trifluoromethyl)pyri-dine-3-carboxamide (13); N- [(1,2 cis)-2-(2,4-dichlorophenyl)cyclobutyl]-3-(trifluoromethyl)pyridine-2-carboxamide (14); N-[(1,2 cis)-2-(2-chloro-4-fluoro-phenyl)cyclobutyl]-2-(trifluoromethyl)pyridine-3-carboxamide (15); N-[(1,2 cis)-2-(2-chloro-4-fluoro-phenyl)cyclobutyl]-3-(trifluoromethyl)pyridine-2-carboxamide (16); N-[(1,2 cis)-2-(2,4-difluorophenyl)cyclobutyl]-3-(trifluoromethyl) pyridine-2-carboxamide (17); N-[(1,2 cis)-2-(4-chloro-2-fluoro-phenyl)cyclobutyl]-3-(trifluoromethyl)pyridine-2-carboxamide (18); N-[(1,2 cis)-2- (2-ch Io ro-4-fluoro-phenyl)cyclobutyl]-2-(trifluoromethyl) benzamide (19); N-[(1,2 cis)-2-[4-fluoro-2-(trifluoromethyl)phenyl]cyclobutyl]-2-(trifluoromethyl)pyridine-3-carboxamide (20); N-[(1,2 cis)-2-(4-chloro-2-fluoro-phenyl)cyclobutyl]-2-(trifluoromethyl)pyridine-3-carboxamide (21); N-[(1,2 cis)-2-(2-chloro-4-fluoro-phenyl)cyclobutyl]-4-(trifluoromethyl)thiazole-5-carboxamide (22); N-[(1,2 cis)-2-(4-chloro-2-fluoro-phenyl)cyclobutyl]-3-(trifluoromethyl)pyrazine-2-carboxamide (23); N-[(1,2 cis)-2-(4-chloro-2-fluoro-phenyl)cyclobutyl]-2-(trifluoromethyl)benzamide (24); and N-[(1,2 cis)-2-(2,4- difluorophenyl)cyclobutyl]-4-(trifluoromethyl)thiazole-5-carboxamide (25); N-[(1,2 cis)-2-(2,4- dichlorophenyl)cyclobutyl]-2-(trifluoromethyl)pyridine-3-carboxamide (26); N-[(1,2 cis)-2-(2,4-difluorophenyl)cyclobutyl]-2-(trifluoromethyl)benzamide (27); N-[(1,2 cis)-2-(2,4-difluorophenyl)cyclobutyl]-2-(trifluoromethyl)pyridine-3-carboxamide (28); N-[(1,2 cis)-2-(2,4-difluorophenyl)cyclobutyl]-3-(trifluoromethyl)pyrazine-2-carboxamide (29); N-[(2,3 cis)-2-(2,4-difluorophenyl)oxetan-3-yl]-2-(trifluoromethyl)benzamide (30); N-[(2,3 cis)-2-(2,4-difluorophenyl)oxetan-3-yl]-2-(trifluoromethyl)pyridine-3-carboxamide (31); N- [(1,2 cis)-2-(2-chloro-4-fluoro-phenyl)cyclobutyl]-2-(trifluoromethyl)pyridine-3-carboxamide (32); N-[(1,2 cis)-2-(2-chloro-4-fluoro-phenyl)cyclobutyl]-3-(tri-fluoromethyl)pyridine-2-carboxamide (33); N-[(1,2 cis)-2-(2,4-difluorophenyl)cyclobutyl]-3-(trifluoromethyl)pyridine-2-carboxamide (34); N-[(1,2 cis)-2-(4-chloro-2-fluoro-phenyl)cyclobutyl]-3-(trifluoromethyl)pyridine-2-carboxamide (35); and N-[(1,2 cis)-2-(4-chloro-2-fluoro-phenyl) cyclobutyl]-2-(trifluoromethyl)pyridine-3-carboxamide (36), stereoisomers, tautomers, salts or N-oxides thereof; and (b) a solvent system comprising: (i) at least one non-aqueous polar solvent classified by a Hp (Hansen Polarity) value in the range of from 5 to 15 and a Hh (Hansen H-Bonding) parameter in a range of from 5 to 15, and (ii) at least one water immiscible apolar solvent; and (c) an emulsifying surfactant system enabling an oil in water emulsion to be formed when the emulsifiable concentrate is added to water, thereby forming an Emulsifiable concentrate (EC).

Dependencies are inferred from the claim text.