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EP0335477A2 Expired / Lapsed EP ⏱️ 0.0 years remaining

The use of N-substituted-5,6-dihydroxyindoles as a hair coloring agent

Assignee: Bristol Myers Squibb Co
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Filing: 1989-01-19
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Granted: —
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Expires: 2009-01-19
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Abstract

Abstract The use of N-substituted-5,6-dihydroxyindoles in solution as a hair dyeing agent in combination with the pre-treatment of the hair to be dyed with a solution comprising the water soluble salt of various metals is also provided. This yields hair colors from light golden to light reddish brown to dark auburn to black.

Inventors

  • 👤 Thomas M. Schultz
  • 👤 Keith C. Brown
  • 👤 Bryan P. Murphy
  • 👤 Alice A. Mayer
  • 👤 Mu-Ill Lim

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-01 22:44
CPC Classifications
A; A61; A61K; A61K8/00; A61K8/18; A61K8/30; A61K8/49; A61K8/4906; A61K8/4913; A61K8/492; A61Q; A61Q5/00; A61Q5/10; A61K2800/00; A61K2800/40; A61K2800/42; A61K2800/43

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 67 words
A method for dyeing hair which comprises contacting the hair with a solution of a water soluble metal ion followed by contacting the hair with a solution of a N-substituted-5,6-­dihydroxyindole, or in the reverse order, wherein the substituent on the nitrogen atom is selected from the group consisting of: C₁₋₈ alkyl, hydroxyalkyl, aminoalkyl, aminoaryl, and nitroaryl, wherein the aryl group may bear from 1 to 3 substituents.
Claim 2
Independent Claim 67 words
A method for dyeing hair which comprises contacting the hair with a solution of a water soluble metal ion followed by contacting the hair with a solution of a N-substituted-5,6-­dihydroxyindole, or in the reverse order, wherein the substituent on the nitrogen atom is selected from the group consisting of: C₁₋₈ alkyl, hydroxyalkyl, aminoalkyl, aminoaryl, and nitroaryl, wherein the aryl group may bear from 1 to 3 substituents.
Claim 3
Dependent Claim 74 words
The method of Claim 1 wherein the water soluble salts are selected from the group consisting of salts of Cr, Ag, Au, Pb, Pd, Co, Cu, Ni, Bi, Mn, Fe, Ti, Sn, or Zn, and are applied in solution in concentrations of from about 0.001% to about 2.0% by weight at a pH of about pH 3 to about pH 11, prior to treating the hair with the said solution of N-substituted 5, 6-dihydroxyindole.
Claim 4
Dependent Claim 20 words
The method of Claim 1 wherein the solution of the N-substituted-5,6-dihydroxyindole is applied at about pH 3 to pH 12.
Claim 5
Dependent Claim 95 words
The method of Claim 2 wherein the hair to be dyed is subjected to steps comprising: (1) treatment with a composition comprising water soluble salts of Cr, Ag, Au, Pb, Pd, Co, Cu, Ni, Bi, Mn, Fe, Ti, Sn, or Zn, and are applied in solution in concentrations of from about 0.001% to about 2% by weight at a pH of about pH 3 to about pH 11, (2) subsequent treatment with said solution of N-substituted 5,6-dihydroxyindole at about pH 3 to about pH 12, either with or without rinsing of the first applied solution.
Claim 6
Dependent Claim 15 words
The method of claim 4 wherein the order of steps (1) and (2) is reversed.
Claim 7
Dependent Claim 57 words
The method of Claim 1 followed by the subsequent treatment of the hair with a solution of a bleaching agent, at a concentration of from about l% to 6% at from about pH 6 to pH 11, for a period of 5 to 30 minutes to effect a lightening or removal of the coloration of the hair.
Claim 8
Dependent Claim 11 words
The method of Claim 6 wherein the bleaching agent is H₂O₂.
Claim 9
Dependent Claim 35 words
The method of Claim 6 wherein the bleaching agent is a salt of SO₂ such as sodium or potassium bisulfate or a sulfhydryl compound such as thioglycollic acid or its potassium, sodium or ammonium salts.
Claim 10
Dependent Claim 31 words
The method of Claim 1, wherein the substituent in the N-substituted-5,6-dihydroxyindole is methyl, isopropyl, an aminophenyl, or a nitrophenyl wherein each benzene ring may also have from 1 to 3 substituents.
Claim 11
Dependent Claim 10 words
The method of Claim 1 wherein the N-substituted-5,6-di-­hydroxyindole is N-methyl-5,6-dihydroxyindole.
Claim 12
Dependent Claim 10 words
The method of Claim 1 wherein the N-substituted-5,6-di-­hydroxyindole is N-isopropyl-5,6-dihydroxyindole.
Claim 13
Dependent Claim 10 words
The method of Claim 1 wherein the N-substituted-5,6-di-­hydroxyindole is N-(2,4-dinitrophenyl)-5,6-dihydroxyindole.
Claim 14
Dependent Claim 10 words
The method of Claim 1 wherein the N-substituted-5,6-di-­hydroxyindole is N-(4-nitrophenyl)-5,6-dihydroxyindole.
Claim 15
Dependent Claim 10 words
The method of Claim 1 wherein the N-substituted-5,6-di-­hydroxyindole is N(4-aminophenyl)-5,6-dihydroxyindole.

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