Patent ID: 6306181
Filing Date: 2001-10-23
Classification: A61K,A61Q,C07D

Abstract:
A composition for dyeing keratinous fibers, comprising at least, one coupler chosen from compounds of formula (I) below and the addition salts thereof with an acid: ##STR5##in which:R.sub.1 is chosen from a hydrogen atom; a group Z; a C.sub.1 -C.sub.4 alkyl radical; a C.sub.1 -C.sub.4 monohydroxyalkyl radical; a C.sub.2 -C.sub.4 polyhydroxyalkyl radical; a (C.sub.1 -C.sub.4 alkoxy)-C.sub.1 -C.sub.4 alkyl radical; a hydroxy(C.sub.1 -C.sub.4 alkoxy)-C.sub.1 -C.sub.4 alkyl radical; a C.sub.1 -C.sub.4 aminoalkyl radical; a C.sub.1 -C.sub.4 aminoalkyl radical whose amine is mono- or disubstituted by a C.sub.1 -C.sub.4 alkyl radical, by an acetyl radical, by a C.sub.1 -C.sub.4 monohydroxyalkyl radical or by a C.sub.2 -C.sub.4 polyhydroxyalkyl radical; a (C.sub.1 -C.sub.4 alkyl)-C.sub.1 -C.sub.4 thioalkyl radical, a monohydroxy(C.sub.1 -C.sub.4 alkyl)-C.sub.1 -C.sub.4 thioalkyl radical; a polyhydroxy(C.sub.2 -C.sub.4 alkyl)-C.sub.1 -C.sub.4 thioalkyl radical; a C.sub.1 -C.sub.4 carboxyalkyl radical; a (C.sub.1 -C.sub.4 alkoxy)-C.sub.1 -C.sub.4 carbonylalkyl radical or a C.sub.1 -C.sub.4 acetylaminoalkyl radical; a C.sub.1 -C.sub.4 cyanoalkyl radical; a C.sub.1 -C.sub.4 trifluoroalkyl radical; a C.sub.1 -C.sub.4 haloalkyl radical; a C.sub.1 -C.sub.4 phosphoalkyl radical, and a C.sub.1 -C.sub.4 sulphoalkyl radical;R.sub.2 and R.sub.3, which may be identical or different, are chosen from a hydrogen or halogen atom; a group Z; a group --NH--Z; a C.sub.1 -C.sub.4 alkyl radical; a carboxyl radical; a (C.sub.1 -C.sub.4 alkoxy)carbonyl radical or a formyl radical;R.sub.4 and R.sub.5, which may be identical or different, are chosen from a hydrogen or halogen atom; a group Z; a group --NH--Z; a C.sub.1 -C.sub.4 alkyl radical; a C.sub.1 -C.sub.4 alkoxy radical; an acetylamino radical; a C.sub.1 -C.sub.5 monohydroxyalkyl radical; a C.sub.2 -C.sub.4 polyhydroxyalkyl radical; a (C.sub.1 -C.sub.4 alkoxy)-C.sub.1 -C.sub.4 alkyl radical; a thiophene radical; a furan radical; a phenyl radical; an aralkyl radical in which the alkyl moiety is C.sub.1 -C.sub.4 ; a phenyl radical or aralkyl radical in which the alkyl moiety is C.sub.1 -C.sub.4, each substituted by a halogen atom, by a C.sub.1 -C.sub.4 alkyl radical, by a trifluoromethyl radical, by a C.sub.1 -C.sub.4 alkoxy radical, by an amino radical or by an amino radical which is mono- or disubstituted by a C.sub.1 -C.sub.4 alkyl radical; a (C.sub.1 -C.sub.4 alkyl)-C.sub.1 -C.sub.4 aminoalkyl radical and a di(C.sub.1 -C.sub.4 alkyl)-C.sub.1 -C.sub.4 aminoalkyl radical;Z is chosen from the unsaturated cationic groups of formulae (II) and (III) below and the saturated cationic groups of formula (IV) below: ##STR6##in which:D is a linker which is an alkyl chain which is linear or branched and can be interrupted by at least one heteroatom and can be substituted by at least one hydroxyl or C.sub.1 -C.sub.6 alkoxy radical and carry at least one ketone functional group;the ring members E, G, J, L and M, which may be identical or different, are chosen from a carbon, oxygen, sulphur or nitrogen atom;n is an integer ranging from between 0 and 4 inclusive;m is an integer ranging from between 0 and 5 inclusive;the radicals R, which may be identical or different, are chosen from a group Z, a halogen atom, a hydroxyl radical, a C.sub.1 -C.sub.6 alkyl radical, a C.sub.1 -C.sub.6 monohydroxyalkyl radical, a C.sub.2 -C.sub.6 polyhydroxyalkyl radical, a nitro radical, a cyano radical, a C.sub.1 -C.sub.6 cyanoalkyl radical, a C.sub.1 -C.sub.6 alkoxy radical, a tri(C.sub.1 -C.sub.6 alkyl)silyl-C.sub.1 -C.sub.6 alkyl radical, an amido radical, an aldehydo radical, a carboxyl radical, a C.sub.1 -C.sub.6 alkylcarbonyl radical, a thio radical, a C.sub.1 -C.sub.6 thioalkyl radical, a (C.sub.1 -C.sub.6 alkyl)thio radical, an amino radical, an amino radical protected by a (C.sub.1 -C.sub.6 alkyl)carbonyl, carbamyl or (C.sub.1 -C.sub.6 alkyl)sulphonyl radical; a group NHR"" or NR""R'"" in which R"" and R'"", which may be identical or different, are chosen from a C.sub.1 -C.sub.6 alkyl radical, a C.sub.1 -C.sub.6 monohydroxyalkyl radical and a C.sub.2 -C.sub.6 polyhydroxyalkyl radical;R.sub.6 is chosen from a C.sub.1 -C.sub.6 alkyl radical, a C.sub.1 -C.sub.6 monohydroxyalkyl radical, a C.sub.2 -C.sub.6 polyhydroxyalkyl radical, a C.sub.1 -C.sub.6 cyanoalkyl radical, a tri(C.sub.1 -C.sub.6 alkyl)silyl-C.sub.1 -C.sub.6 alkyl radical, a (C.sub.1 -C.sub.6 alkoxy)-C.sub.1 -C.sub.6 alkyl radical, a C.sub.1 -C.sub.6 carbamylalkyl radical, a (C.sub.1 -C.sub.6 alkyl)-C.sub.1 -C.sub.6 carboxyalkyl radical, a benzyl radical and a group Z of formula (II), (III) or (IV);R.sub.7, R.sub.8 and R.sub.9, which may be identical or different, are chosen from a C.sub.1 -C.sub.6 alkyl radical, a C.sub.1 -C.sub.6 monohydroxyalkyl radical, a C.sub.2 -C.sub.6 polyhydroxyalkyl radical, a (C.sub.1 -C.sub.6 alkoxy)-C.sub.1 -C.sub.6 alkyl radical, a C.sub.1 -C.sub.6 cyanoalkyl radical, an aryl radical, a benzyl radica, a C.sub.1 -C.sub.6 amidoalkyl radical, a tri(C.sub.1 -C.sub.6 alkyl)silyl-C.sub.1 -C.sub.6 alkyl radical or C.sub.1 -C.sub.6 aminoalkyl radical whose amine is protected by a (C.sub.1 -C.sub.6 alkyl)carbonyl, carbamyl or (C.sub.1 -C.sub.6 alkyl)sulphonyl radical; where two of the radicals R.sub.7, R.sub.8 and R.sub.9 may also form, together with the nitrogen atom to which they are attached, a 5- or 6-membered saturated ring containing carbon or containing at least one heteroatom, it being possible for the said ring to be unsubstituted or substituted by a halogen atom, a hydroxyl radical, a C.sub.1 -C.sub.6 alkyl radical, a C.sub.1 -C.sub.6 monohydroxyalkyl radical, a C.sub.2 -C.sub.6 polyhydroxyalkyl radical, a nitro radical, a cyano radical, a C.sub.1 -C.sub.6 cyanoalkyl radical, a C.sub.1 -C.sub.6 alkoxy radical, a tri(C.sub.1 -C.sub.6 alkyl)silyl-C.sub.1 -C.sub.6 alkyl radical, an amido radical, an aldehydo radical, a carboxyl radical, a C.sub.1 -C.sub.6 ketoalkyl radical, a thio radical, a C.sub.1 -C.sub.6 thioalkyl radical, a (C.sub.1 -C.sub.6 alkyl)thio radical, an amino radical, or an amino radical protected by a (C.sub.1 -C.sub.6 alkyl)carbonyl, carbamyl or (C.sub.1 -C.sub.6 alkyl)sulphonyl radical;one of the radicals R.sub.7, R.sub.8 and R.sub.9 may also be chosen from a second group Z which may be identical to or different from the first said group Z;R.sub.10 is chosen from a C.sub.1 -C.sub.6 alkyl radical; a C.sub.1 -C.sub.6 monohydroxyalkyl radical; a C.sub.2 -C.sub.6 polyhydroxyalkyl radical; an aryl radical; a benzyl radical; a C.sub.1 -C.sub.6 aminoalkyl radical or a C.sub.1 -C.sub.6 aminoalkyl radical whose amine is protected by a (C.sub.1 -C.sub.6 alkyl)carbonyl, carbamyl or (C.sub.1 -C.sub.6 alkyl)sulphonyl radical; a C.sub.1 -C.sub.6 carboxyalkyl radical; a C.sub.1 -C.sub.6 cyanoalkyl radical; a C.sub.1 -C.sub.6 carbamylalkyl radical; a C.sub.1 -C.sub.6 trifluoroalkyl radical; a tri(C.sub.1 -C.sub.6 alkyl)silyl-C.sub.1 -C.sub.6 alkyl radical; a C.sub.1 -C.sub.6 sulphonamidoalkyl radical; a (C.sub.1 -C.sub.6 -alkyl)carboxy-C.sub.1 -C.sub.6 alkyl radical; a (C.sub.1 -C.sub.6 alkyl)sulphinyl-C.sub.1 -C.sub.6 alkyl radical; a (C.sub.1 -C.sub.6 alkyl)sulphonyl-C.sub.1 -C.sub.6 alkyl radical; a (C.sub.1 -C.sub.6 alkyl)keto-C.sub.1 -C.sub.6 alkyl radical; an N-(C.sub.1 -C.sub.6 alkyl)carbamyl-C.sub.1 -C.sub.6 alkyl radical; or an N-(C.sub.1 -C.sub.6 alkyl)sulphonamido-C.sub.1 -C.sub.6 alkyl radicalx and y are integers equal to 0 or 1; with the following conditions:in the unsaturated cationic groups of formula (II):when x is 0, the linker D is attached to the nitrogen atom,when x is 1, the linker D is attached to one of the ring members E, G, J or L,y can adopt the value 1 only:1) when the ring members E, G, J and L are simultaneously a carbon atom and when the radical R.sub.6 is carried by the nitrogen atom of the unsaturated ring; or2) when at least one of the ring members E, G, J and L is a nitrogen atom to which the radical R.sub.6 is attached;in the unsaturated cationic groups of formula (III):when x is 0, the linker D is attached to the nitrogen atom,when x is 1, the linker D is attached to one of the ring members E, G, J, L or M,y can adopt the value 1 only when at least one of the ring members E, G, J, L and M represents a divalent atom and when the radical R.sub.6 is carried by the nitrogen atom of the unsaturated ring;in the cationic groups of formula (IV):when x is 0, the linker is attached to the nitrogen atom which carries the radicals R.sub.7 to R.sub.9,when x is 1, two of the radicals R.sub.7 to R.sub.9 form, conjointly with the nitrogen atom to which they are attached, a 5- or 6-membered saturated ring as defined above, and the linker D is carried by a carbon atom of the said saturated ring;X.sup.- is chosen from a monovalent or divalent anion;with the proviso that:the number of cationic groups Z of formula (II), (III) or (IV) is at least 1;wherein the at least one coupler is present in the composition in an amount effective for dyeing keratinous fibers.