Means for oxidative dyeing of keratin fibers containing novel tetra-substituted derivatives of pyrimidine

Patent metadata

Field	Value
Publication number	US-2016296447-A1
Application number	US-201615184648-A
Country	US
Kind code	A1
Filing date	Jun 16, 2016
Priority date	Dec 19, 2013
Publication date	Oct 13, 2016
Grant date	—

Abstract

Agents for oxidatively dyeing keratinous fibers include, in a cosmetic carrier, as an oxidation dye precursor of the developer type, at least one compound of formula (I) as set forth herein, in which R 1 , R 2 can stand independently of each other, for a hydrogen atom, different substituted alkyl groups, and/or different substituted acrylic groups, and Y stands for a hydroxyl group, an amino group, or a C 1 -C 6 alkylamino group, with the proviso that at least one of the moieties from the group R 1 and R 2 does not stand for a hydrogen atom, and/or the physiologically compatible salt thereof.

First claim

What is claimed is:

1 . An agent for oxidatively dyeing keratinic fibers, including in a cosmetic carrier at least one compound of formula (I) as an oxidation dye precursor of the developer type:

in which
R 1 , R 2 independently are a hydrogen atom, a C 1 -C 6 alkyl group, a C 2 -C 6 alkenyl group, a hydroxy-C 1 -C 6 alkyl group, a polyhydroxy-C 2 -C 6 alkyl group, a C 1 -C 6 alkoxy-C1-C6 alkyl group, a hydroxy-C1-C6 alkyoxy-C1-C6 alkyl group, a C 1 -C 6 alkoxy-C1-C6 alkyl group, a carboxy-C1-C6 alkyl group, a C 1 -C 6 alkanoyl group, a C 1 -C 6 alkoxycarbonyl group, a C 1 -C 6 alkylaminocarbonyl group, a (di-C 1 -C 6 alkylamino)carbonyl group, an aryl group, a heteroaryl group, or a (R 3 R 4 N)—C 2 -C 6 alkyl group,
wherein
R 3 , R 4 independently are a hydrogen atom, a C 1 -C 6 alkyl group, a hydroxy-C 1 -C 6 alkyl group, an amino-C 1 -C 6 alkyl group, a C 1 -C 6 alkoxy-C 1 -C 6 alkyl group, an aryl group, or a heteroaryl group, and

Y is a hydroxy group, an amino group, or a C 1 -C 6 alkylamino group,
with the condition that at least one of the moieties from the group R 1 and R 2 does not stand for a hydrogen atom,
or the physiologically acceptable salt thereof.

2 . The agent according to claim 1 , wherein R 1 and R 2 independently are a C 1 -C 6 alkyl group, a hydroxy C 1 -C 6 alkyl group, a C 1 -C 6 alkoxy-C1-C6 alkyl group, a C 1 -C 6 alkanoyl group, a C 1 -C 6 alkoxycarbonyl group, or an aryl group.

3 . The agent according to claim 1 , wherein Y stands for a hydroxy group or for an amino group.

4 . The agent according to claim 1 , wherein R 1 and R 2 both stand for a methyl group and Y stands for an amino group.

5 . The agent according to claim 1 , wherein the at least one compound of formula (I) is selected from the group consisting of 4,6-dimethoxypyrimidine-2,5-diamine, 4-methoxy-6-ethoxypyrimidine-2, 5-diamine, 4,6-diethoxypyrimidine-2,5-diamine, [(2, 5-diamino-6-methoxypyrimidin-4-yl)oxy]methanol, [(2,5-diamino-6-ethoxypyrimidin-4-yl)oxy]methanol, [(2,5-diamino-6-methoxypyrimidin-4-yl)oxy]ethanol, [(2,5-diamino-6-ethoxypyrimidin-4-yl)oxy]ethanol, [(2,5-diamino-6-methoxypyrimidin-4-yl)oxy]methoxy)methanol, [(2,5-diamino-6-ethoxypyrimidin-4-yl)oxy]methoxy)methanol, 2-{2-[(2,5-diamino-6-methoxypyrimidin-4-yl)oxy]ethoxy}ethan-1-ol, 2-{2-[(2,5-diamino-6-ethoxypyrimidin-4-yl)oxy]ethoxy}ethan-1-ol, and the physiologically acceptable salts thereof.

6 . The agent according to claim 1 , wherein the one or more compounds of formula (I) are included in an overall quantity of 0.001 to 5.0% by weight based on the total weight of a ready-to-apply agent.

7 . The agent according to claim 1 , further including at least one oxidation dye precursor of the coupler type selected from the group consisting of 3-aminophenol, 5-amino-2-methylphenol, 3-amino-2-chloro-6-methylphenol, 2-(2,4-diaminophenoxy)ethanol, 1,3-bis-(2,4-diaminophenoxy)propane, 1-methoxy-2-amino-4-(2-hydroxyethylamino)benzene, 2,7-dihydroxynaphthalene, 1,5-dihydroxynaphthalene, 1-naphthol, resorcinol, 2-methylresorcinol, 4-chlororesorcinol, 2-amino-3-hydroxypyridine, 3-amino-6-methoxy-2-methylaminopyridine, 2,6-dihydroxy-3,4-dimethylpyridine, 2-({3-[(2-hydroxyethyl)amino]-4-methoxy-5-methylphenyl}amino)ethanol, 2-({3-[(2-hydroxyethyl)amino]-2-methoxy-5-methylphenyl}amino)ethanol, 2-({3-[(2-hydroxyethyl)amino]-2-methylphenyl}amino)ethanol, 2,6-dihydroxy-3,4-dimethylpyridine, 1-methyl-2,6-bis(2-hydroxyethylamino)benzene, and physiologically acceptable salts thereof.

8 . The agent according to claim 1 , further including
one or more oxidation dye precursors of the coupler type selected from the group consisting of resorcinol, 2-methylresorcinol, and 4-chlororesorcinol and one or more oxidation dye precursors of the coupler type selected from the group consisting of (2,4-diaminophenoxy)ethanol, 1,3-bis(2,4-diaminophenoxy)propane, and 1-methoxy-2-amino-4-(2-hydroxyethylamino)benzene.

9 . The agent according to claim 1 , further including
one or more oxidation dye precursors of the coupler type selected from the group consisting of resorcinol, 2-methylresorcinol, and 4-chlororesorcinol and one or more oxidation dye precursors of the coupler type selected from the group consisting of 2-amino-3-hydroxypyridine, 3-amino-6-methoxy-2-methylaminopyridine, and 2,6-dihydroxy-3,4-dimethylpyridine.

10 . The agent according to claim 1 , further including
one or more oxidation dye precursors of the coupler type selected from the group consisting of resorcinol, 2-methylresorcinol, and 4-chlororesorcinol and one or more oxidation dye precursors of the coupler type selected from the group consisting of 1-naphthol, 1,5-dihydroxynaphthalene, and 1-methyl-2,6-bis(2-hydroxyethylamino)benzene.

11 . The agent according to claim 1 , further including at least one oxidation dye precursor of the developer type selected from the group consisting of p-phenylenediamine, p-toluylenediamine, 2-(2-hydroxyethyl)-p-phenylenediamine, 2-(1,2-dihydroxyethyl)-p-phenylenediamine, N,N-bis-(2-hydroxyethyl)-p-phenylenediamine, 2-methoxymethyl-p-phenylenediamine, N-(4-amino-3-methylphenyl)-N-[3-(1H-imidazol-1-yl)propyl]amine, N,N′-bis-(2-hydroxyethyl)-N,N′-bis-(4-aminophenyl)-1,3-diaminopropan-2-ol, bis-(2-hydroxy-5-aminophenyl)methane, 1,3-bis-(2,5-diaminophenoxy)propan-2-ol, N,N′-bis-(4-aminophenyl)-1,4-diazacycloheptane, 1,10-bis-(2, 5-diaminophenyl)-1,4,7,10-tetraoxadecane, 4-aminophenol, 4-amino-3-methylphenol, 4-amino-2-aminomethylphenol, 4-amino-2-(1,2-dihydroxyethyl)phenol and 4-amino-2-(diethylaminomethyl)phenol, 4,5-diamino-1-(2-hydroxyethyl)pyrazole, 2,4,5,6-tetraaminopyrimidine, 4-hydroxy-2,5,6-triaminopyrimidine, 2-hydroxy-4,5,6-triaminopyrimidine benzene, and physiologically acceptable salts thereof.

12 . The agent according to claim 1 , further including at least one oxidation dye precursor of the developer type selected from the group consisting of 2-(2-hydroxyethyl)-p-phenylenediamine, 2-methoxymethyl-p-phenylenediamine, N-(4-amino-3-methylphenyl)-N-[3-(1H-imidazol-1-yl)propyl]amine, bis-(2-hydroxy-5-aminophenyl)methane, 4,5-diamino-1-(2-hydroxyethyl)pyrazole, and physiologically acceptable salts thereof.

13 . A multicomponent kit-of-parts for oxidatively dyeing keratinic fibers, including two preparations (M1) and (M2) that are separately packaged, wherein
agent (M1) is an agent according to claim 1 , agent (M2) includes hydrogen peroxide in an aqueous cosmetic carrier, and the mixture of (M1) and (M2) includes hydrogen peroxide in a quantity of 0.5 to 6.0% by weight based on the total weight of the mixture of (M1) and (M2).

14 . The multicomponent kit-of-parts according to claim 13 , wherein
the mixture of (M1) and (M2) includes water in a quantity of at least 50% by weight based on the total weight of the mixture of (M1) and (M2), and the mixture of (M1) and (M2) has a pH of 7.0 to 10.5.

Assignees

• Henkel Ag & Co Kgaa

Inventors

• Gebert-Schwarzwaelder Antje
• Giesa Helmut
• Moch Melanie

Classifications

• A61K8/4953 Primary

  containing pyrimidine ring derivatives, e.g. minoxidil · CPC title

• A61K2800/4324

  in preparations for permanently dyeing the hair · CPC title

• A61K2800/88

  Two- or multipart kits · CPC title

• B65D81/32

  for packaging two or more different materials which must be maintained separate prior to use in admixture · CPC title

• A61Q5/10

  Preparations for permanently dyeing the hair · CPC title