Patent EP-2216332-A1 (EP)
Inventor: DUNKEL RALF DR
IPC: A01N43/40
Filed: 2005-12-08
Abstract: 2-Alkyl-cycloalk(en)yl-carboxamide compounds (I) are new. 2-Alkyl-cycloalk(en)yl-carboxamide compounds (I) of formula (A-CO-N(R 1>)-L-CH 2(R 2>)-(CH 2) s-X) are new. X : -CR 3>R 4>R 5> or -SiR 49>R 50>R 51>; s : 1-2; R 1>H, 1-8C alkyl, 1-6C alkylsulfinyl, 1-6C alkylsulfonyl, 1-4C alkoxy-1-4C-alkyl, 3-8C cycloalkyl, 1-6C haloalkyl, 1-4C haloalkylthio, 1-4C haloalkylsulfinyl, 1-4C haloalkylsulfonyl, halo-1-4C-alkoxy-1-4C-alkyl, 3-8C halocycloalkyl (with 1-9 of F, Cl and/or Br), formyl, formyl-1-3C-alkyl, (1-3C-alkyl)carbonyl-1-3C-alkyl, (1-3C-alkoxy)carbonyl-1-3C-alkyl, halo-(1-3C-alkyl)carbonyl-1-3C-alkyl, halo-(1-3C-alkoxy)carbonyl-1-3C-alkyl (with 1-13 of F, Cl and/or Br), (1-8C-alkyl)carbonyl, (1-8C-alkoxy)carbonyl, (1-4C-alkoxy-1-4C-alkyl)carbonyl, (3-8C-cycloalkyl)carbonyl, (1-6C-haloalkyl)carbonyl, (1-6C-haloalkoxy)carbonyl, (halo-1-4C-alkoxy-1-4C-alkyl)carbonyl, (3-8C-halocycloalkyl)carbonyl (with 1-9 of F, Cl and/or Br), -C(=O)C(=O)R 6>, -CONR 7>R 8> or -CH 2NR 9>R 10>; L : L 1> or L 2>; L 1>3-7C cycloalkyl-1,2-ene (3-7C-cycloalkyl-1,2-diyl) (optionally substituted by 1-4 of F, Cl, 1-4C alkyl or 1-4C haloalkyl); L 2>cyclohexenylene (cyclohexendiyl) (optionally substituted by 1-4 of F, Cl, 1-4C alkyl or 1-4C haloalkyl); R 2>H, halo, 1-4C alkyl or 1-4C haloalkyl with 1-9 of F, Cl and/or Br; either R 3>halo, 1-8C alkyl or 1-6C haloalkyl with 1-13 of F, Cl and/or Br; and R 4>halo, 1-8C alkyl or 1-6C haloalkyl with 1-13 of F, Cl and/or Br; or CR 3>R 4>3-6 membered, optionally unsaturated, carbocyclic or heterocyclic ring (optionally substituted with halo, 1-4C alkyl, 1-4C alkoxy, 1-4C haloalkyl or 1-4C haloalkoxy); R 5>H, halo, 1-8C alkyl or 1-6C haloalkyl with 1-13 of F, Cl and/or Br; R 49>, R 50>H, 1-8C alkyl, 1-8C alkoxy, 1-4C alkoxy-1-4C-alkyl, 1-4C alkylthio-1-4C-alkyl or 1-6C haloalkyl; R 51>phenyl, phenylalkyl (both optionally substituted), H, 1-8C alkyl, 1-8C alkoxy, 1-4C alkoxy-1-4C-alkyl, 1-4C-alkylthio-1-4C-alkyl, 2-8C alkenyl, 2-8C-alkynyl, 1-6C haloalkyl, 2-6C haloalkenyl, 2-6C haloalkynyl or 3-6C cycloalkyl; R 6>H, 1-8C alkyl, 1-8C alkoxy, 1-4C alkoxy-1-4C-alkyl, 3-8C cycloalkyl, 1-6C haloalkyl, 1-6C haloalkoxy, halo-1-4C-alkoxy-1-4C-alkyl or 3-8C-halocycloalkyl with 1-9 of F, Cl and/or Br; either R 7>, R 8>H, 1-8C alkyl, 1-4C alkoxy-1-4C-alkyl, 3-8C cycloalkyl, 1-8C haloalkyl, halo-1-4C-alkoxy-1-4C-alkyl or 3-8C-halocycloalkyl with 1-9 of F, Cl and/or Br; or NR 7>R 8>5-8 membered saturated heterocycle (optionally containing 1-2 further non-adjacent heteroatoms of O, S or NR 11>) optionally substituted with one or more halo or 1-4C alkyl; either R 9>, R 10>H, 1-8C alkyl, 3-8C cycloalkyl, 1-8C haloalkyl or 3-8C-halocycloalkyl with 1-9 of F, Cl and/or Br; or NR 9>R 10>5-8 membered saturated heterocycle (optionally containing 1-2 further non-adjacent heteroatoms of O, S or NR 11>), optionally substituted with halo or 1-4C alkyl; R 11>H or 1-6C alkyl; A : 19 (hetero)cyclic groups e.g. phenyl compound of formula (1), pyridine compound of formula (2) and thio compound of formula (3); R 21>H, halo, OH, CN, 1-6C alkyl; or 1-4C haloalkyl, 1-4C haloalkoxy or 1-4C haloalkylthio, each with 1-5 halo atoms; R 22>H, halo, OH, CN, 1-4C alkyl, 1-4C alkoxy, 1-4C alkylthio; or 1-4C haloalkyl, 1-4C haloalkylthio or 1-4C haloalkoxy, each with 1-5 halo atoms; R 23>H, halo, OH, CN, 1-4C alkyl, 1-4C alkoxy, 1-4C alkylthio; or 1-4C haloalkyl, 1-4C haloalkoxy, each with1-5 halo atoms, 1-4C-alkylsulfinyl or 1-4C alkylsulfonyl; and R 26>1-4C alkyl or 1-4C haloalkyl with 1-5 halo atoms. Independent claims are also included for: (1) the preparation of (I); (2) agents for combating undesired microorganisms, comprising at least (I) with diluting agent and/or surface active agents; and (3) methods for combating undesired microorganisms, comprising applying (I) with diluting agent and/or surface active agents on the microorganisms and/or its habitat. [Image] ACTIVITY : Antibacterial; Antifungal. MECHANISM OF ACTION : None given.