Patent FR-2940309-A1 (FR)
Title: New monochromophoric compounds having pyrazoline units or tetrahydropyridazine units useful for dyeing human keratin fibers
Inventor: DAVID HERVE
IPC: A61K8/49
Filed: 2008-12-18
Abstract: Monochromophoric compounds (I) having pyrazoline units or tetrahydropyridazine units and their mesomeric forms, addition salts with an acid or solvates, are new. Monochromophoric compounds having pyrazoline units or tetrahydropyridazine units of formula (I), and their mesomeric forms, addition salts with an acid or solvates, are new. W 1>heteroaryl groups of formula (a)-(e); R 1>H, halo (preferably Cl, Br or F), 1-4C alkyl (optionally substituted by OH, amino, (di)alkylamino, 1-2C alkyl, carboxyl, carboxylate, sulfonic group or sulfonate), alkylcarbonyl group of formula (R-CO-), alkylsulfonyl group of formula (RSO 2), (di)alkylaminosulfonyl group of formula (R 3>3>2N-SO 2-), (di)alkylaminocarbonyl group of formula (R 3>3>2N-CO-), OH, 1-4C alkoxy, alkoxycarbonyl group of formula (R 3>3>O-CO-), carboxylate, carboxyl, NR 9>R 1>0>, alkylcarbonylamino group of formula (RCO-NH-) (aa), ureido group of formula (N(R2a) 2-CO-NR1a), alkylsulfonylamino group of formula (R 3>4>SO 2-NR1a-) (bb), sulfonic group or sulfonate; R2a, R1a : H or 1-4C alkyl; R 3>4>1-4C alkyl; R : 1-4C alkyl (optionally carrying carboxyl or carboxylate group); R 3>3>H, or 1-4C, preferably 1-2C alkyl; R 9>, R 1>0>H, 1-8C alkyl (optionally carrying at least one OH, where the alkyl may form with the nitrogen atom to which they are attached, a 5 or 7-membered heterocycle optionally saturated, optionally substituted by at least one OH, optionally including another N, and optionally quaternized with an two groups of 1-2C alkyl), phenyl, aminophenyl, 4-N,N'-diethylaminophenyl, or methoxyphenyl; either R 2>halo, 1-2C alkyl, OH, 1-2C alkoxy, alkoxycarbonyl group of formula (R 3>5>O-CO-), carboxylate, carboxyl, amino (optionally substituted by one or two 1-2C alkyl optionally carrying at least one OH), alkylcarbonylamino group of formula (R 3>6>CO-NH-), alkylsulfonylamino group of formula (R 3>6>SO 2-NH-), sulfonic group, sulfonate, or alkylsulfonyl group of formula (R 3>6>SO 2-) (cc); or CR 2>R 2>5-membered, aromatic or nonaromatic group, heterocyclic group substituted by OH, amino, dihydroxyethyl, -NH-COCH 3or pyrrolidine; n1 : 0-4, preferably 0-2, when n1 is less than 4 or then the unsubstituted carbon atoms carry a hydrogen atom; R 3>, R 4>H, phenyl (optionally substituted with one or two hydroxyl groups or 1-2C alkoxy), 1-4C alkyl optionally substituted by a hydroxyl group, where one of R 3>and R 4>is optionally substituted phenyl; R 5>, R 6>H or 1-4C alkyl optionally substituted by OH; R 7>1-4C alkyl (optionally substituted by OH, amino, 1-3C alkyl or SiR 3>7>3), phenyl optionally substituted by Cl, benzyl optionally substituted by one or two OH carried by one or more atom of adjacent carbon; either R 8>halo, preferably Cl, 1-3C alkyl (optionally substituted by OH), OH, 1-2C alkoxy, alkoxycarbonyl group of formula (RO-CO), carboxyl, carboxylate, amino (optionally substituted by one or two 1-2C alkyl and optionally carrying at least one OH), alkylcarbonylamino (aa), alkylsulfonylamino (bb), or alkylsulfonyl (cc); or CR 8>R 8>6-membered secondary aryl ring (optionally substituted by 1-2C alkyl, OH, 1-2C alkoxy, alkylcarbonylamino with 1-2C alkyl or halo); n : 0 or 1; o : 0-2, preferably 0 or 2; p : 0-4, preferably 0 or 2; p1 : 0-3, preferably 0 or 1, when o is less than 2, p is less than 4 or p1 is less than 3, or then the unsubstituted carbon atoms carries H; R 3>6>1-2C alkyl; R 3>7>1-2C alkyl, carboxyl, carboxylate, sulfonic group or sulfonate group; R 3>5>H or 1-4C alkyl, preferably H or ethyl; q : 0-2; and An : one or more ion, where the bond a connects the group W 1>of 5 or 6 membered ring unit, by one of carbon atom of the heterocycle or one of the carbon atom of the secondary ring, preferably by carbon atoms of the heterocycle. Independent claims are included for: (1) composition for dyeing human keratin fibers, comprising (I) as a direct dye, in a medium; (2) a method of dyeing human keratin fibers, comprising applying the dye composition on keratin fibers; and leaving the composition for a sufficient time to obtain the desired effect; (3) device with two compartments, comprising a first compartment containing a composition and a second compartment containing a composition comprising at least one oxidizing agent; and (4) device with three compartments, comprising a first compartment containing a composition comprising one or more (I); a second compartment comprising a composition comprising at least one oxidation dye precursor comprising one or more oxidation bases optionally associated with one or more couplers; and a third compartment containing a composition comprising at least one oxidizing agent. [Image] [Image] [Image].