Patent EP-1980558-A1 (EP)
Inventor: DAVID HERVE
IPC: C07D403/14
Filed: 2008-04-11
Abstract: Polycationic compounds of hydrazone type (I) and their tautomeric forms, additive salts with an acid and solvates are new. Polycationic compounds of hydrazone type of formula (I) and their tautomeric forms, additive salts with an acid and solvates are new. W 1heteroaromatic radical of formulae (A1)-(H1); R 1H, 1-20C alkyl (optionally substituted, optionally interrupted by heteroatoms and/or group comprising O, N, S, CO, SO and/or SO 2, where the alkyl radical not comprising a function of NO 2, nitroso, peroxo or diazo), R-CO-, RSO 2-, R 1aSO 2-, (R 1b) 2N-SO 2-, (R 1b) 2N-CO-, halo comprising Br, Cl or F, OH, 1-4C alkoxy, 2-4C (poly)hydroxyalkoxy, hydroxycarbonyl, RO-CO-, RCO-O-, aryloxy (optionally substituted), NR 7R 8, RCO-NR 1b-, NR(R) 2-CO-NR 1b, R-S-, RSO 2-NR 1b, CN or CF 3; R : 1-4C alkyl; R 1aphenyl or benzyl (optionally substituted); R 1bH or 1-4C alkyl; either R 7, R 8H, phenyl, aminophenyl, 4-N,N-diethylaminophenyl, methoxyphenyl or 1-4C alkyl (optionally carrying at least OH or 1-2C alkoxy), where the alkyl radical optionally being able to form with the nitrogen atom to which they are attached, heterocycle comprising 5-7 chain links, optionally saturated, optionally substituted, optionally aromatic, optionally comprising another heteroatom or different of N; or NR 7R 8, R 2R 7R 8(located in ortho of group NR 7R 8) : 5 or 6 membered heterocycle (optionally saturated and substituted); either R 2, R 3halo, 1-16C alkyl (optionally substituted, optionally interrupted by heteroatoms and/or group comprising O, N, S, CO, SO and/or SO 2, where the alkyl radical not comprising a function of NO 2, nitroso, peroxo or diazo), OH, 1-4C alkoxy, 2-4C (poly)hydroxyalkoxy, hydroxycarbonyl, RO-CO-, RCO-O-, aryloxy, arylamino (both optionally substituted), amino (optionally substituted by 1 or 2 substituents of 1-4C alkyl (optionally carrying at least OH or 1-2C alkoxy, where the alkyl radical together with N atoms optionally forms 5-7 membered heterocycle (optionally saturated, substituted and aromatic, and optionally comprising another heteroatom of N))), R1aCO-NR1b-, (R1b) 2N-CO, N(R) 2-CO-NR1b, (R1b) 2N-SO 2, R-S-, RSO 2-NR1b-, RSO 2-, -CN or -CF 3; and CR 2R 25 or 6 membered (non)aromatic (hetero)cyclic radical (optionally substituted); or CR 3R 3aromatic cycle with 6 links (optionally substituted); X : NR or CR 2; R 41-20C alkyl (optionally substituted, optionally interrupted by heteroatom and/or group comprising O, N, S, CO, SO and/or SO 2, where the alkyl radical not comprising a function of NO 2, nitroso, peroxo or diazo), 1-4C trimethylsilylalkyl, phenyl or benzyl (both optionally substituted); R 5H, 1-20C alkyl (optionally substituted, optionally interrupted by heteroatoms and/or group comprising O, N, S, CO, SO and/or SO 2, where the alkyl radical not comprising a function of NO 2, nitroso, peroxo or diazo), phenyl or benzyl (both optionally substituted), R-CO-, RSO 2-, R1aSO 2- or (R1b) 2N-CO; R 5R 2(located in ortho of group NR 5), NR 55 or 6 membered heterocycle (optionally saturated and substituted); R 6H, 1-26C alkyl (optionally substituted, optionally interrupted by heteroatoms and/or group comprising O, N, S, CO, SO and/or SO 2, where the alkyl radical not comprising a function of NO 2, nitroso, peroxo or diazo), amino (optionally substituted by 1 or 2 substituents of 1-4C alkyl (optionally carrying at least OH or 1-2C alkoxy, where the alkyl radical optionally being able to form with the nitrogen atom to which they are attached, heterocycle comprising 5-6 chain links, optionally saturated, optionally substituted, optionally aromatic, optionally comprising another heteroatom or different of N)), RCO-NR1b, N(R) 2-CO-NR1b, RSO 2-NR1b, -COOH, RO-CO-, phenyl or benzyl (both optionally substituted); Z : 2-20C alkylene comprising at least a quaternized nitrogen atom; m, p1 : 0-4; o : 0-2; and p : 0-3, where the electroneutrality of (I) is ensured by one or more anions or its mixtures (An). Provide that: when m (less than 4), o (lower than 2), p (lower than 3) or p1 (lower than 4) the non substituted carbon atoms carries H atom; #the bond of heteroaromatic radial (W 1) is connected to the carbon atom of group CR6; and #the bond of cationic group (Z) is connected to N atom of the heteroaromatic radical (W 1). Independent claims are included for: (1) a composition for coloring human keratinous fibers comprising (I) in a medium; (2) a process of coloring human keratinous fibers, comprising applying the dyeing composition to keratinous fibers, and leaving for a sufficient time to obtain the desired effect; and (3) a device with several compartments, comprising a first compartment containing the composition and a second compartment containing a composition comprising at least an oxidizing agent. [Image] [Image] [Image].