Patent DE-102008000872-A1 (DE)
Title: New pyrazine compounds useful in the fungicidal agent, for combating plant pathogenic fungus in protecting materials, plants, ground or seeds and to treat cancer
Inventor: DIETZ JOCHEN
IPC: A61K31/50
Filed: 2008-03-28
Abstract: Pyrazine compounds (I) and their salts are new. Pyrazine compounds of formula (I) and their salts are new. R1>, R4>halo (preferred), CN, 1-8C alkoxy or phenyl-1-4C alkyl; R2>1-12C alkyl, 1-10C haloalkyl, 2-10C alkenyl, 2-10C haloalkenyl, 2-10C alkynyl, 2-10C haloalkynyl, 3-6C cycloalkyl, 3-8C cycloalkenyl, 3-12C cycloalkenyl, 3-6C halocycloalkyl, 3-12C halocycloalkenyl, aryl (preferred) or aromatic heterocycle (containing 1-4 R1a group and other than carbon atoms, up to 4 N or 0-2 N, S or O as a ring atoms, where the aromatic groups are 5-10 membered ring system); R1a : CN, nitro, OH, carboxyl, 1-6C alkyl, 2-6C alkynyl, 3-6C cycloalkyl, 3-8C cycloalkenyl, 1-6C alkoxy, 2-6C alkenyloxy, 3-6C alkynyloxy, 3-6C cycloalkoxy, 3-6C cycloalkenyloxy, C(O)R1n, C(O)OR1n, C(S)OR1n, C(O)SR1n, C(S)SR, OC(O)OR1n, 1-6C alkylthio, amino, 1-6C alkylamino, di-1-6C alkylamino, 1-6C alkylene, oxy-1-4C alkylene, oxy-1-3C alkylenoxy, where the divalent groups are bonded to the same atom or at the adjacent atoms, phenyl, naphthyl, 5-10 membered saturated, partially unsaturated or aromatic heterocycle (containing other than the carbon atoms, an up to 4 N or up to 3 N, S or O as a ring atom); R1n : 1-8C alkyl, 3-8C alkenyl, 3-8C alkynyl, 3-6C cycloalkyl or 3-6C cycloalkenyl, where the aliphatic, alicyclic or aromatic groups in R1a and R1n are halogenated partially or completely and carries 1-3 groups of R1b; R1b : halo, CN, nitro, OH, mercapto, amino, carboxyl, alkyl, haloalkyl, alkenyl, alkoxy, haloalkoxy, alkenyloxy, alkynyloxy, alkylthio, alkylamino, dialkylamino, formyl, alkylcarbonyl, alkylsulfonyl, alkylsulfoxyl, alkoxycarbonyl, alkylcarbonyloxy, alkoxycarbonyloxy, aminocarbonyl, aminothiocarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, alkylaminothiocarbonyl, dialkylaminothiocarbonyl, where the alkyl group contains 1-6 carbon atom and the alkenyl- or alkynyl group contains 2-8 carbon atoms, cycloalkyl, cycloalkoxy, heterocyclyl, heterocyclyloxy, where the cyclic system contains 3-10 ring member, aryl, aryloxy, arylthio, aryl-1-6C alkoxy, aryl-1-6C alkyl, hetaryl, hetaryloxy, hetarylthio, where the aryl residue is preferably 6-10 ring members containing 5-6 membered hetaryl residues, where the cyclic systems are partially or completely halogenated and/or substituted by alkyl- or haloalkyl group; R3>aryl (preferred) or heteroaryl, containing other than carbon atom, up to 4 N or 0-2 N, S or as a ring atom, where the group is 5-10 membered ring system, containing a group L1> in ortho position to the bonding to the pyridazine-basic unit and at least a further group Lm; L1>halo, 1-4C alkyl, 1-4C haloalkyl; L : halo, OH, OCN, CN, nitro, 1-8C alkyl, 1-8C haloalkyl, 2-10C alkenyl, 2-10C haloalkenyl, 2-10C alkynyl, 3-6C cycloalkyl, 3-6C halocycloalkyl, 3-6C cycloalkenyl, 1-8C alkoxy, 1-8C haloalkoxy, 2-10C alkenyloxy, 2-10C alkynyloxy, 3-6C cycloalkyloxy, 3-6C cycloalkenyloxy, amino, 1-4C alkylamino, di-(1-4C)-alkylamino, C(O)-R1z, C(S)-R1z, S(O)n-R1z, 1-8C alkoxyimino- (1-8C)-alkyl, 2-10C alkenyloxyimino-(1-8C)-alkyl, 2-10C alkynyloxyimino-(1-8C)-alkyl, 2-10C alkynylcarbonyl, 3-6C cycloalkylcarbonyl, or 5-10 membered saturated, partially unsaturated or aromatic heterocyclic containing 1-4 heteroatoms of O, N or S; R1z : H, 1-4C alkyl, 1-2C haloalkyl, 1-4C alkoxy, 2-4C alkenyloxy, 2-4C alkynyloxy, where the group R1z is substituted with 1-3 R1b group; n : 0-2; and m : 1-4. Independent claims are included for: (1) the preparation of (I); (2) 1,2-dihydro-pyridazine-3,6-dione compound of formula (II); a fungicidal agent containing a solid or liquid carrier and (I); and (3) a seed containing (I) in a quantity of 1-1000 g/100 kg. [Image] [Image] ACTIVITY : Fungicide; Cytostatic. MECHANISM OF ACTION : None given.