Patent DE-10310906-A1 (DE)
Title: Synergistic active agent combination, useful as insecticide, acaricide and/or fungicide, comprises N,N'-disubstituted phthalamide derivative and other active agent(s), e.g. strobilurins or triazoles
Inventor: ANDERSCH WOLFRAM
IPC: A01N41/10
Filed: 2003-03-13
Abstract: New synergistic active agent combination comprises: (1) (A) N 2>-(1,1-dimethyl-2-(methylsulfonyl)-ethyl)-3-iodo-N 1>-(2-methyl-4-(1,2,2,2-tetrafluoro-1-(trifluoromethyl)-ethyl)-phenyl)-phthalamide (I); (2) (B) other active agent(s) selected from e.g. strobilurins, triazoles, sulfenamides, valinamides, carboxamides, dithiocarbamates, acylalanines, anilino-pyrimidines, benzimidazoles and carbamates. New synergistic active agent combination comprise: (A) the phthalamide derivative (I); and (B) at least one active agent selected from: (1) strobilurins of formula (II); (2) triazoles of formula (III); (3) the sulfenamides dichlofluanid or tolylfluanid; (4) the valinamides iprovalincarb or N 1>-(2-(4-((3-(4-chlorophenyl)-2-propynyl)-oxy)-3-methoxyphenyl)-ethyl)-N 2>-(methylsulfonyl)-D-valinamide; (5) carboxamides of formula X-CONH-Y-Z (V); (6) the dithiocarbamates mancozeb, maneb, metiram, propineb, thiram, zineb and/or ziram; (7) acylalanines of formula (VI) (in which the asterisked C-atom has R- or preferably S-configuration); (8) 2-anilino-4-methyl-6-(methyl, cyclopropyl or 1-propynyl)-pyrimidines; (9) benzimidazoles of formula (VIII); (10) carbamates of formula R 1 9>-O-CO-NH-R 2> 0> (IX); (11) the dicarboximides captafol, captan, folpet, iprodione, procymidone or vinclozolin; (12) the guanidines dodine, guazatine, iminoctadine triacetate or iminoctadine tris-(albesil); (13) the imidazoles cyazofamid, prochloraz or triazoxide; (14) 2-(R 2> 1>)-6-(R 2> 2>)-4-(R 2> 3>)-morpholines; (15) pyrroles of formula (XI); (16) the phosphonates fosetyl-Al or phosphonic acid; (17) phenylethanamides of formula (XII); and/or (18) the fungicides acibenzolar-S-methyl, chlorothalonil, cymoxanil, edifenphos. famoxadone, fluazinam, copper oxychloride, copper hydroxide, oxadixyl or spiroxamine. [Image] A : -C(=A 2>-OMe)-CO-A 1>-Me, (5,6-dihydro-1,4,2-dioxazin-3-yl)-(methoxyimino)-methyl, 3-methoxy-1-methyl-5-oxo-4,5-dihydro-1,2,4-triazol-4-yl or -N(OMe)-COOMe; A 1>NH or O; A 2>N or CH; L : -O-(5-(R 1>)-pyrimidin-4,6-diyl)-, -CH 2ON=C(Me)-, -CH=N-O-CH(Me)-, -CH 2O- or -O- (all bonded to the phenyl ring at the left-hand terminal); R 1>H or F; R : phenyl, phenoxy or pyridinyl (all optionally substituted (os) by 1 or 2 of Cl, CN, Me or CF 3); or 1-(4-chlorophenyl)-pyrazol-3-yl or 1,2-propanedione-bis-(O-methyl oxime)-1-yl; Q : H or SH; m : 0 or 1; R 2>H, F, Cl, Ph or 4-chlorophenoxy; R 3>H or Cl; A 3>direct bond, CH 2, CH 2CH 2 or O; or CH 2CHR 6> or CH=CR 6> (both bonded to the phenyl ring at the left-hand terminal), in which case R 5> + R 6> together form CH 2CH 2CH(CHMe 2) or CH 2CH 2C(Me) 2; A 4>C or Si; R 4>H, OH or CN; R 5>1-cyclopropylethyl, 1-chlorocyclopropyl, 1-4C alkyl, 1-6C hydroxyalkyl, (1-4C) alkylcarbonyl, (1-2C) haloalkoxy-(1-2C) alkyl, trimethylsilyl-(1-2C) alkyl, monofluorophenyl or Ph; or R 4> + R 5>OCH 2CHR 7>O, OCH 2CHR 7>CH 2 or OCHR 8>; R 7>H, 1-4C alkyl or Br; R 8>2-chlorophenyl; X : 2-chloro-3-pyridinyl; 1-methyl-pyrazol-4-yl, substituted by Me or CF 3 in the 3-position and os by H or Cl in the 5-position; 4-ethyl-2-ethylamino-1,3-thiazol-5-yl; 1-methyl-cyclohexyl; 2,2-dichloro-1-ethyl-3-methyl-cyclopropyl; 2-fluoro-2-propyl; or phenyl substituted by 1-3 of Cl and/or Me; Y : direct bond, 1-6C alkanediyl (os by Cl, CN or =O) or thiophenediyl; Z : H, 2-(R 1> 0>)-3-(R 1> 1>)-4-(R 1> 2>)-phenyl or 3-(R 1> 0>)-4-(R 1> 1>)-5-(R 1> 2>)-pyridin-2-yl; R 1> 0>H, Cl or phenyl (os by 1 or 2 of Cl and/or di-(1-3C) alkylaminocarbonyl; R 1> 1>H or Cl; R 1> 2>H, Cl, OH, Me or CF 3; or R 1> 0> + R 1> 1>CHMeCH 2CMe 2 or CHMeOCMe 2 (both bonded in the R 1> 0> position at the left-hand terminal); R 1> 3>Ph, furyl or OMe; R 1> 5>, R 1> 6>H; or together form OCF 2O; R 1> 7>H, (1-4C) alkylaminocarbonyl or 3,5-dimethyl-isoxazol-4-ylsulfonyl; R 1> 8>Cl, NHCOOMe, chlorophenyl, furyl or thiazolyl; R 1> 9>n-propyl or isopropyl; R 2> 0>di-(1-2C) alkylamino-(2-4C) alkyl or diethoxyphenyl; R 2> 1>, R 2> 2>H or Me; R 2> 3>1-14C (preferably 12-14C) alkyl, 5-12C (preferably 10-12C) cycloalkyl or phenyl-(1-4C) alkyl (os in the ring by halo or 1-4C alkyl); or acryloyl substituted by chlorophenyl and dimethoxyphenyl; R 2> 4>Cl or CN; R 2> 5>Cl or NO 2; R 2> 6>Cl; or R 2> 5> + R 2> 6>OCF 2O; R 2> 7>phenyl (os by F, Cl, Br, Me or Et), 2-naphthyl, 1,2,3,4-tetrahydronaphthyl or indanyl. ACTIVITY : Insecticide; Acaricide; Fungicide; Bactericide; Nematocide; Antifouling. In tests for protection of vines against Plasmopara viticola, the degree of effectiveness was 8% for (I) at 5 g/ha, 0% for propineb (B') at 100 g/ha and 75% for a combination of (I) at 5 g/ha and (B') at 100 g/ha. MECHANISM OF ACTION : None given.