Indolizine derivatives, compositions comprising at least one coupler chosen from indolizine derivatives and at least one oxidation base, and methods for using same

A composition according to claim I wherein said indolizine derivatives of formula (I) are chosen from:

• indolizine;
• 2-methyl-1-phenylindolizine;
• 2,8-dimethylindolizine;
• methyl 2-methylindolizine-6-carboxylate;
• 2,7-dimethylindolizine;
• 2-methyl-1-(4-nitrophenyl)indolizine;
• 8-methyl-2-phenylindolizine;
• 2-methylindolizine;
• 7-methyl-2-phenylindolizine;
• 2-phenylindolizine;
• 7-methyl-2-(3-nitrophenyl)indolizine;
• 7-methyl-2-(2,5-dimethoxyphenyl)indolizine;
• 2-(2-pyridyl)indolizine;
• 2-(4-N,N-dimethylaminophenyl)indolizine;
• 2-phenyl-3-[2-(4-pyridyl)ethyl]indolizine;
• 2-phenyl-3-[2-(2-pyridyl)ethyl]indolizine;
• 2-ethyl-7-methoxyindolizine;
• 2-ethyl-8-methoxyindolizine;
• ethyl 2-butyl-7-indolizinecarboxylate;
• 1-ethylindolizine;
• 6,8-dimethylindolizine;
• 5-ethyl-7-methylindolizine;
• N,N-diethyl-2-methyl-1-indolizinethanamine;
• N,N-dimethyl-2-methyl-1-indolizinethanamine;
• N-ethyl-2-methyl-1-indolizinethanamine;
• N-methyl-2-methyl-1-indolizinethanamine;
• 2-methyl-1-indolizinethanamine;
• 5,7-dimethylindolizine;
• 8-cyano-2-methylindolizine;
• 1-ethyl-2-methylindolizine;
• 5-indolizineacetic acid;
• dihydroindolizine;
• 1-indolizinealanine;
• 6-ethyl-1,2-dimethylindolizine;
• 3-ethylindolizine;
• 2-ethyl-1-methylindolizine;
• N,N-diethyl-2-methyl-3-indolizinethanamine;
• N-ethyl-2-methyl-3-indolizinethanamine;
• N-ethyl-N-[2-(2-methyl-3-indolizinyl)ethyl]acetamide;
• N-[2-(2-methyl-3-indolizinyl)ethyl]acetamide;
• N,N,2-trimethyl-3-indolizinethanamine;
• N,2-dimethyl-3-indolizinethanamine;
• 2-methyl-3-indolizinethanamine;
• ethyl 7-indolizinecarboxylate;
• ethyl 6-indolizinecarboxylate;
• N,N-diethyl-2-methyl-3-indolizinepropanamine;
• N-ethyl-N-[3-(2-methyl-3-indolizinyl)propyl]acetamide;
• N-ethyl-2-methyl-3-indolizinepropanamine;
• N-[3-(2-methyl-3-indolizinyl)propyl]acetamide;
• N,N,2-trimethyl-3-indolizinepropanamine;
• N,2-dimethyl-3-indolizinepropanamine;
• 2-methyl-3-indolizinepropanamine;
• 2-methyl-8-nitroindolizine;
• 2-methyl-6-nitroindolizine;
• N,N′-dimethyl-1,2-indolizinethanamine;
• methyl 2-methyl-7-indolizinecarboxylate;
• ethyl 2-methyl-7-indolizinecarboxylate;
• 2-methyl-7-indolizinecarboxamide;
• N-ethyl-2-indolizinethanamine;
• N-methyl-2-indolizinethanamine;
• ethyl 2-methyl-8-indolizinecarboxylate;
• 2-methyl-8-indolizinecarboxylic acid;
• 2-methyl-6-methoxyindolizine;
• 2,8-dimethylindolizine;
• 8-methylindolizine;
• N-[(2-methyl-7-indolizinyl)methyl]acetamide;
• 7-(aminomethyl)-2-methylindolizine;
• 2-methyl-7-indolizinecarboxamide;
• 1-β-hydroxyethyl-2-methylindolizine;
• 6-hydroxymethyl-2-methylindolizine;
• ethyl 6-carboxy-2-methylindolizine;
• 1-hydroxymethylindolizine;
• 2-aminomethylindolizine;
• 2-hydroxymethylindolizine;
• 2,3,7-trimethylindolizine;
• 2,3,6-trimethylindolizine;
• 5-methylindolizine;
• 3,5-dimethylindolizine;
• 1-methylindolizine;
• 2-methylindolizine;
• 7-methylindolizine;
• 6-methylindolizine;
• 3-methylindolizine;
• 6-ethyl-2,3-dimethylindolizine;
• 6-ethyl-2-methylindolizine;
• 1,2-dimethylindolizine;
• 2,7-dimethylindolizine;
• 2,6-dimethylindolizine;
• 2,5-dimethylindolizine;
• 2,3-dimethylindolizine;
• 2-(3-furanyl)indolizine;
• 2-(2-thiazolyl)indolizine;
• 2-(3-thienyl)indolizine;
• 2-(2-thienyl)indolizine;
• 5,7-dimethyl-2-phenylindolizine;
• 2-(3,4-dimethoxyphenyl)indolizine;
• 5-carboxy-2-phenylindolizine;
• 4-(7-indolizinyl)benzenesulphonic acid;
• 4-(2-indolizinyl)benzenesulphonic acid;
• 3,8-dimethyl-2-phenylindolizine;
• 3,7-dimethyl-2-phenylindolizine;
• 3,6-dimethyl-2-phenylindolizine;
• 3,5-dimethyl-2-phenylindolizine;
• 7-methyl-8-nitro-2-phenylindolizine;
• 7-methyl-6-nitro-2-phenylindolizine;
• 1-β-aminoethyl-2-phenylindolizine;
• 8-methyl-2-phenylindolizine;
• 2-(3-methoxyphenyl)indolizine;
• 6-ethyl-2-phenylindolizine;
• 2-(2,5-dimethoxyphenyl)-5-methylindolizine;
• 2-(2,5-dimethoxyphenyl)indolizine;
• 6-methyl-2-phenylindolizine;
• 8-carboxy-2-phenylindolizine;
• 2-(4-γ-hydroxypropylphenyl)indolizine;
• 2-(4-β-hydroxyethylphenyl)indolizine;
• 8-nitro-2-phenylindolizine;
• 6-nitro-2-phenylindolizine;
• 6-carboxy-2-phenylindolizine;
• 6-carboxy-2-phenylindolizine;
• 5-methyl-2-phenylindolizine;
• 7-methoxy-2-phenylindolizine;
• 1-[2-(dimethylamino)ethyl]-2-phenylindolizine;
• 1-[3-(dimethylamino)propyl]-2-phenylindolizine;
• 1-[(dimethylamino)methyl]-2-phenylindolizine;
• 2-(4-methoxyphenyl)indolizine;
• and the acid addition salts of any of the foregoing.

A process for oxidation dyeing of keratin fibers comprising:

• applying to said keratin fibers for a sufficient time to develop a desired color at least one dye composition comprising, in a medium suitable for dyeing, (i) at least one oxidation base and (ii) at least one coupler chosen from indolizine derivatives of formula (I) and the acid addition salts thereof:
• 10
• wherein:
• n is an integer ranging from 0 to 4;
• R1 and R3, which may be identical or different, are each chosen from a hydrogen atom;
• halogen atoms;
• C1-C4 alkyl radicals;
• C1-C4 alkoxy radicals;
• C1-C4 monohydroxyalkyl radicals;
• C2-C4 polyhydroxyalkyl radicals;
• C1-C4 aminoalkyl radicals;
• acetylamino radicals;
• acetylamino(C1-C4)alkyl radicals;
• (C1-C4)alkoxy(C1-C4)alkyl radicals;
• mono(C1-C4)alkylamino(C1-C4)alkyl radicals;
• di(C1-C4)alkylamino(C1-C4)alkyl radicals;
• aminocarboxy(C1-C4)alkyl radicals;
• acetyl(C1-C4)alkylamino(C1-C4)alkyl radicals;
• and aromatic rings, optionally substituted with at least one radical chosen from halogen atoms, C1-C4 alkyl radicals, trifluoromethyl radicals, C1-C4 alkoxy radicals, amino radicals and mono- and disubstituted amino radicals wherein the substituent is chosen from C1-C4 alkyl radicals, (C1-C4)alkylamino(C1-C4)alkyl radicals, di(C1-C4)alkylamino(C1-C4)alkyl radicals, carboxyl radicals and sulphoxy radicals;
• wherein R3 may optionally further be chosen from 5- and 6-membered unsaturated heterocycles;
• and
• with the proviso that at least one of R1 and R3 is a hydrogen atom;
• R2 and R4, which may be identical or different, are each chosen from a hydrogen atom, halogen atoms, C1-C4 alkyl radicals, C1-C4 monohydroxyalkyl radicals, C2-C4 polyhydroxyalkyl radicals, C1-C4 aminoalkyl radicals, mono(C1-C4)alkylamino(C1-C4)alkyl radicals, di(C1-C4)alkylamino(C1-C4)alkyl radicals, carboxyl radicals, cyano radicals, carboxy(C1-C4)alkyl radicals, nitro radicals, and 5- and 6-membered aromatic rings, optionally substituted with at least one radical chosen from halogen atoms, C1-C4 alkyl radicals, trifluoromethyl radicals, C1-C4 alkoxy radicals, amino radicals and mono- and disubstituted amino radicals wherein the substituent is chosen from C1-C4 alkyl radicals, (C1-C4)alkylamino(C1-C4)alkyl radicals, di(C1-C4)alkylamino(C1-C4)alkyl radicals, carboxyl radicals and sulphoxy radicals.

A multicompartment device or kit for oxidation dyeing of keratin fibers comprising a first compartment containing a first composition comprising, in a medium suitable for dyeing, (i) at least one oxidation base and (ii) at least one coupler chosen from indolizine derivatives of formula (I) and the acid addition salts thereof:

• 11
• wherein:
• n is an integer ranging from 0 to 4;
• R1 and R3, which may be identical or different, are each chosen from a hydrogen atom;
• halogen atoms;
• C1-C4 alkyl radicals;
• C1-C4 alkoxy radicals;
• C1-C4 monohydroxyalkyl radicals;
• C2-C4 polyhydroxyalkyl radicals;
• C1-C4 aminoalkyl radicals;
• acetylamino radicals;
• acetylamino(C1-C4)alkyl radicals;
• (C1-C4)alkoxy(C1-C4)alkyl radicals;
• mono(C1-C4)alkylamino(C1-C4)alkyl radicals;
• di(C1-C4)alkylamino(C1-C4)alkyl radicals;
• aminocarboxy(C1-C4)alkyl radicals;
• acetyl(C1-C4)alkylamino(C1-C4)alkyl radicals;
• and aromatic rings, optionally substituted with at least one radical chosen from halogen atoms, C1-C4 alkyl radicals, trifluoromethyl radicals, C1-C4 alkoxy radicals, amino radicals and mono- and disubstituted amino radicals wherein the substituent is chosen from C1-C4 alkyl radicals, (C1-C4)alkylamino(C1-C4)alkyl radicals, di(C1-C4)alkylamino(C1-C4)alkyl radicals, carboxyl radicals and sulphoxy radicals;
• wherein R3 may optionally further be chosen from 5- and 6-membered unsaturated heterocycles;
• and
• with the proviso that at least one of R1 and R3 is a hydrogen atom;
• R2 and R4, which may be identical or different, are each chosen from a hydrogen atom, halogen atoms, C1-C4 alkyl radicals, C1-C4 monohydroxyalkyl radicals, C2-C4 polyhydroxyalkyl radicals, C1-C4 aminoalkyl radicals, mono(C1-C4)alkylamino(C1-C4)alkyl radicals, di(C1-C4)alkylamino(C1-C4)alkyl radicals, carboxyl radicals, cyano radicals, carboxy(C1-C4)alkyl radicals, nitro radicals, and 5- and 6-membered aromatic rings, optionally substituted with at least one radical chosen from halogen atoms, C1-C4 alkyl radicals, trifluoromethyl radicals, C1-C4 alkoxy radicals, amino radicals and mono- and disubstituted amino radicals wherein the substituent is chosen from C1-C4 alkyl radicals, (C1-C4)alkylamino(C1-C4)alkyl radicals, di(C1-C4)alkylamino(C1-C4)alkyl radicals, carboxyl radicals and sulphoxy radicals;
• and
• a second compartment containing a second composition comprising at least one oxidizing composition.