Patent EP-1974608-A1 (EP)
Inventor: GAERTZEN OLIVER DR
IPC: C07D403/04
Filed: 2007-03-30
Abstract: Aryl pyridazine compounds (I) and their salts, are new. Aryl pyridazine compounds of formula (I) and their salts, are new. R1>halo, CN, 1-6C-alkoxy, 1-6C-alkylthio, 1-6C-alkylsulfinyl, 1-6C-alkylsulfonyl, 1-6C-haloalkoxy or 1-6C-haloalkylthio; R2>H, 1-8C-alkyl, 2-8C-alkenyl, 2-8C-alkynyl, 3-8C-cycloalkyl, 3-8C-cycloalkenyl or 3-10 membered saturated, mono- or bicyclic carbon-bounded heterocycle containing 1-4 heteroatoms of O, N or S and substituted by 1-3 substituents of R1a; R1a : halo, alkylamino, dialkylamino, alkyl hydrazino, CN, oxo, NO2, 1-6C-alkylthio, 1-6C-alkyl, 1-6C-haloalkyl, tri(1-4C-alkyl)silyl, 1-6C-alkoxy, 1-4C-alkyl or 1-4C-haloalkyl substituted 3-6C-cycloalkyl; either R3>-R7>H, halo, CN, NO2, amino, OH, mercapto, formyl, carboxy, carbamoyl, thiocarbamoyl, 1-6C-alkyl, 1-6C-alkoxy, 1-6C-alkylthio, 1-6C-alkylsulfinyl or 1-6C-alkylsulfonyl, 2-6C-alkenyl, 2-6C-alkenyloxy, 2-6C-alkynyl, 2-6C-alkynyloxy, 1-6C-haloalkyl, 1-6C-haloalkoxy, 1-6C-haloalkylthio, 1-6C-haloalkylsulfinyl or 1-6C-haloalkylsulfonyl with 1-13 halo atoms, 2-6C-haloalkenyl or 2-6C-haloalkonyloxy with 1-11 different halo atoms or 2-6C-haloalkynyloxy, 1-6C-alkylamino, 1-6C-alkylcarbonyl, 1-6C-alkylcarbonyloxy, 1-6C-alkylcarbonylamino, 1-6C-alkoxycarbonylamino, 1-6C-alkoxy-carbonyl, 1-6C-alkoxycarbonyloxy, 1-6C-alkylaminocarbonyl, 1-6C-alkylamino-carbonyloxy, 1-6C-akylsulfamoyl, 1-6C-alkylsulfonyloxy, 1-6C-alkylsulfonylamino, hydroxyimino-1-6C-alkyl, 1-6C-alkoxyimino-1-6C-alkyl, 1-6C-alkoxy-1-6C-alkoxy, 1-6C-alkoxy-1-6C-alkoxy-1-6C-alkoxy, 1-6C-haloalkoxy-1-6C-alkoxy or 1-6C-alkylamino-1-6C-alkoxy, 1-6C-dialkylamino, 1-6C-1-6C-dialkylaminoalkyl, 1-6C-diarylamino-alkoxy, 1-6C-dialkylaminocarbonyl, 1-6C-dialkylaminosulfonyl or 1-6C-dialkylaminocarbonyloxy, 3-8C-cycloalkyl (which is 1-5 times substituted by F, Cl, CH3, cyclopropyl or CF3), phenyl (which is 1-5 times substituted by F, Cl, CH3, CF3, N-methoxyethane imidoyl or (methoxyimino)methyl), optionally saturated heterocycle with 5-7 ring members and 1-4 heteroatoms of N, O or S (optionally substituted by F, Cl, CH3, CF3, N-methoxyethane imidoyl or (methoxyimino)methyl); or 2 adjacent R3>-R7>5-7 membered optionally saturated and substituted ring, optionally containing up to two heteroatoms of N, O or S; R8>completely or partially unsaturated heterocycle with 5-7 membered ring containing 1-4 heteroatoms of N, O or S, which is further optionally annealed with completely or partially unsaturated 5-7 membered carbocyclic or heterocyclic ring, where the heterocyclic ring is substituted by 1-2 further heteroatoms of N, O or S, and the R8> is one or more times substituted by R9>; and either R9>1-6C-alkyl, 1-6C-alkoxy, 1-6C-alkylthio, 1-6C-haloalkyl, 1-6C-haloalkoxy or 1-6C-haloalkylthio (all substituted with 1-13 halo atoms), H, halo, CN, amino, OH, mercapto, formyl, carboxy, carbamoyl, thiocarbamoyl, 1-6C-alkylamino, 1-6C-alkylcarbonyl, 1-6C-alkylcarbamoyl, 1-6C-alkylsulfamoyl, 1-6C-alkylcarbonyloxy, 1-6C-alkoxycarbonyl, hydroxyimino-1-6C-alkyl or 1-6C-alkoxyimino-1-6C-alkyl, 1-6C-alkoxy-1-6C-alkyl, 1-6C-haloalkoxy-1-6C-alkyl, 1-6C-alkylamino-1-6C-alkyl, 1-6C-alkoxy-1-6C-alkoxy, 1-6C-alkoxy-1-6C-alkoxy-1-6C-alkoxy, 1-6C-haloalkoxy-1-6C-alkoxy, 1-6C-alkylamino-1-6C-alkoxy, 1-6C-dialkylamino, 1-6C-dialkylaminoalkoxy, 1-6C-dialkylaminoalkyl or optionally substituted 3-8C-cycloalkyl (1-5 times substituted by F, Cl, CH3 or CF3); or 2R9>+C : a carbonyl- or thiocarbonyl group. Provided that: two oxygen atoms are not adjacent. Independent claims are included for: (1) the preparation of (I); and (2) (2H)-pyridazinone compound of formula (VIII). [Image] [Image] ACTIVITY : Antimicrobial; Antibacterial; Fungicide; Antialgal. MECHANISM OF ACTION : None given.