# US 10,945,432 B2 · Active compound combinations comprising a (thio)carboxamide derivative and a fungicidal compound > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 10,945,432 B2 - Document ID: US10945432B2 - Status: Granted - Kind: B2 - Application number: 15/029,581 - Filed: 2014-10-15 - Published: 2016-09-15 - Granted: 2021-03-16 - Earliest claimed: 2013-10-16 - Assignees: Bayer CropScience AG - Applicants: Bayer Cropscience Aktiengesellschaft - Inventors: Pierre Cristau; Peter Dahmen; Philippe Desbordes; Tomoki Tsuchiya; Ulrike Wachendorff-Neumann; Pierre-Yves Coqueron - Web page: https://patentgrep.com/patent/US10945432B2 ## CPC - A01N 43/56: 1,2-Diazoles; Hydrogenated 1,2-diazoles - A01N 43/42: condensed with carbocyclic rings - A01N 43/653: 1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles - A01N 43/72: having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms - A01N: PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF (preservation of food or foodstuff A23); BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES (preparations for medical, dental or toiletry purposes which kill or prevent the growth or proliferation of unwanted organisms A61K); PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS ## Abstract The present invention relates to active compound combinations, in particular within a fungicide composition, which comprises (A) a N-cyclopropyl-N-[substituted-benzyl]-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide or thiocarboxamide derivative and a further fungicidally active compound (B). Moreover, the invention relates to a method for curatively or preventively or eradicatively controlling the phytopathogenic fungi of plants or crops, to the use of a combination according to the invention for the treatment of seed, to a method for protecting a seed and not at least to the treated seed. ## Claims ### Claim 1 An active compound composition comprising (A) N-(5-chloro-2-isopropylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide or an agrochemically acceptable salt thereof, and (B) an active fungicidal compound B selected from the group consisting of (b27) 3-(4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)quinoline; (b29) 3-(difluoromethyl)-N-methoxy-1-methyl-N-[1 -(2,4,6-trichlorophenyl)propan-2-yl]-1H-pyrazole-4-carboxamide; (b40) 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol; (b41) 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol; (b45) 9-fluoro-2,2-dimethyl-5-(quinolin-3-yl)-2,3-dihydro-1,4-benzoxazepine; (b46) 2-{2-fluoro-6-[(8-fluoro-2-methylquinolin-3-yl)oxy]phenyl}propan-2-ol; and (b47) 2-{2-[(7,8-difluoro-2-methylquinolin-3-yl)oxy]-6-fluorophenyl}propan-2-ol; wherein if (B) is (b27), (b29), (b45), (b46) or (b47), (A) and (B) are present in a weight ratio in a range of 10:1 to 1:50; and wherein if (B) is (b40) or (b41), (A) and (B) are present in a weight ratio in a range of 1:1 to 1:50. ### Claim 2 (depends on 1) A composition for controlling phytopathogenic harmful fungi, comprising the active compound composition according to claim 1, and further comprising extenders and/or surfactants. ### Claim 3 (depends on 2) The composition for controlling phytopathogenic harmful fungi according to claim 2 comprising at least one further active ingredient selected from the group of insecticides, attractants, sterilants, bactericides, acaricides, nematicides, fungicides, growth regulators, herbicides, fertilizers, safeners and semiochemicals. ### Claim 4 (depends on 1) A method for controlling phytopathogenic harmful fungi, comprising applying the active compound composition according to claim 1 to the phytopathogenic harmful fungi and/or their habitat. ### Claim 5 (depends on 1) A process for producing compositions for controlling phytopathogenic harmful fungi, comprising mixing the active compound composition according to claim 1 with extenders and/or surfactants. ### Claim 6 (depends on 1) A method for controlling phytopathogenic harmful fungi, comprising applying the active compound composition according to claim 1 to a transgenic plant. ### Claim 7 (depends on 1) A method for controlling phytopathogenic harmful fungi, comprising applying the active compound composition according to claim 1 to a seed or to a seed of a transgenic plant. ### Claim 8 (depends on 1) active compound composition according to claim 1, wherein the fungicidal compound B is (b27) 3-(4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl) quinoline. ### Claim 9 (depends on 1) The active compound composition according to claim 1, wherein if (B) is (b27), (b29), (b45), (b46) or (b47), (A) and (B) are present in a synergistically effective weight ratio in a range of 4:1 to 1:25; and wherein if (B) is (b40) or (b41), (A) and (B) are present in a synergistically effective weight ratio in a range of 1:1 to 1:25. ### Claim 10 (depends on 8) The active compound composition according to claim 8, wherein (A) and (B) are present in a synergistically effective weight ratio in a range of 2:1 to 1:25. ### Claim 11 (depends on 1) The active compound composition according to claim 1, wherein the fungicidal compound B is (b29) 3-(difluoromethyl)-N-methoxy-1-methyl-N-[1-(2,4,6-trichlorophenyl)propan-2-yl]-1H-pyrazole-4-carboxamide. ### Claim 12 (depends on 1) The active compound composition according to claim 1, wherein the fungicidal compound B is (b40) 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol. ### Claim 13 (depends on 1) The active compound composition according to claim 1, wherein the fungicidal compound B is (b41) 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol. ### Claim 14 (depends on 1) The active compound composition according to claim 1, wherein the fungicidal compound B is (b45) 9-fluoro-2,2-dimethyl-5-(quinolin -3-yl)-2,3-dihydro-1,4-benzoxazepine. ### Claim 15 (depends on 1) The active compound composition according to claim 1, wherein the fungicidal compound B is (b46) 2-{2-fluoro-6-[(8-fluoro-2-methylquinolin-3-yl)oxy]phenyl}propan-2-ol. ### Claim 16 (depends on 1) The active compound composition according to claim 1, wherein the fungicidal compound B is (b47) 2-{2-[(7,8-difluoro-2-methylquinolin-3-yl)oxy]-6-fluorophenyl}propan-2-ol. ### Claim 17 (depends on 1) The active compound composition according to claim 1, wherein (A) and (B) are the only active compounds. ### Claim 18 (depends on 11) The active compound composition according to claim 11, wherein (A) and (B) are present in a synergistically effective weight ratio in a range of 2:1 to 1:1. ### Claim 19 (depends on 12) The active compound composition according to claim 12, wherein (A) and (B) are present in a synergistically effective weight ratio in a range of 1:2 to 1:5. ### Claim 20 (depends on 13) The active compound composition according to claim 13, wherein (A) and (B) are present in a synergistically effective weight ratio in a range of 1:1 to 1:10. ### Claim 21 (depends on 14) The active compound composition according to claim 14, wherein (A) and (B) are present in a synergistically effective weight ratio in a range of 1:1 to 1:20. ### Claim 22 (depends on 15) The active compound composition according to claim 15, wherein (A) and (B) are present in a synergistically effective weight ratio in a range of 4:1 to 1:20. ### Claim 23 (depends on 16) The active compound composition according to claim 16, wherein (A) and (B) are present in a synergistically effective weight ratio in a range of 4:1 to 1:20.