CZ206499A3 - Oxidant and its use for dyeing, permanent modeling and decoloring keratin fibers - Google Patents

Abstract

Cosmetic agent for keratin fiber treatment containing in a carrier suitable for keratin fibers (a) at least one enzyme 2 electrons of an oxidoreductase type v the presence of at least one donor for said enzyme; / b / at least one anionic surfactant wins from a group comprising: (i) acyl isethionates, (ii) acyltaurates, (iii) acyl sarcosinates, iv / acylglutamates; v / polyoxyalkylated carboxylic acid ethers and their salts; / vi / greasy glucanidsulphates, vii / alkyl galactoside uronates, viii / anionic alkylpolyglucoside derivatives; (ix) mixtures thereof and method of treatment keratin fibers, particularly in dyeing processes, permanent modeling or bleaching, using this means.

Description

Oxidizing agent and its use for staining, for permanent modeling or for decolourising keratin fibers

Technical field

BACKGROUND OF THE INVENTION The present invention relates to an oxidizing agent for the treatment of keratin fibers, comprising at least one oxidizeductase enzyme having two electrons in the presence of at least one donor for said enzyme and at least one specific anionic surfactant, also for use in dyeing, permanent modeling or bleaching keratin fibers especially human hair.

BACKGROUND OF THE INVENTION

It is known to dye keratin fibers, and in particular human hair, with dyeing compositions containing oxidative dye precursors, in particular p-phenylenediamines, o- or p-aminophenols and heterocyclic bases, which are commonly referred to as oxidation bases. Oxidative dye precursors or oxidation bases are weakly colored compounds which, in combination with oxidation products, can increase the color of the compounds and dyes by oxidative condensation.

It is also known that the shades obtained by these oxidation bases can be varied by combining them with coupling agents or modifiers, the modifiers being selected in particular from aromatic m-diamines, m-aminophenols and certain heterocyclic compounds.

The variety of compounds used as oxidizing bases and as coupling agents allows a wide range of colors to be obtained.

In addition, the so-called "permanent" coloration achieved by the use of these oxidative dyes must satisfy some other requirements. It must not have any toxic disadvantages, must be capable of delivering shades of the required intensity and must be resistant to external influences (light, bad weather, washing, permanent waving, sweating, wiping). ¹

The dyes must also be able to include white hair and, finally, be as selective as possible, in other words they must provide the smallest possible color differences along the length of keratin fibers, which may in fact be of different sensitivity (eg damaged) between root and tail.

The oxidative dyeing of keratin fibers is usually carried out in an alkaline environment in the presence of hydrogen peroxide. However, the use of an alkaline medium in the presence of hydrogen peroxide has the significant disadvantage of considerable damage to the fibers as well as a considerable discoloration of keratin fibers, which is not always desirable.

Oxidative dyeing of keratin fibers can also be performed using oxidation systems other than hydrogen peroxide, such as enzyme systems. Thus, it has already been proposed to dye keratin fibers, particularly in patent application EP-A-0 310 675 with compositions comprising oxidative dye precursors in combination with enzymes such as pyranose oxidase, glucose oxidase or uricase, in the presence of a donor for said enzymes. Although used under conditions which do not lead to degradation of keratin fibers comparable to the degradation caused by the dye used in the presence of hydrogen peroxide, these color formulations result in a dyeing which is insufficient as to the homogeneity of the color distributed along the fiber. harmony), so as to color (clarity), color intensity and resistance to various aggressive factors to which the hair may be exposed.

It is known that most conventional techniques for obtaining permanent modeling consist in the first step of opening keratin -SS-disulfide (cysteine) bonds using a composition comprising a suitable reducing agent (reducing step), followed by rinsing such treated hair by reconstitution in the second step of said disulfide bonding, by applying to hairs that have been previously stretched (curlers, etc.), an oxidizing agent (an oxidation stage, also known as a fixation stage), so that hair of the desired shape is finally obtained. This technique makes it equally either to achieve curled hair or straighten it after curling. The new shape given to the hair by chemical treatment as mentioned above has a considerably longer shelf life and is particularly resistant to shampooing with water, compared to simple standard techniques for temporary modeling, such as water waving.

The reducing agents that can be used to perform the first stage of hair styling permanently comprise, as reducing agents, sulfites, bisulfites, alkylphosphines or preferably thiols. As thiols, cysteine and its various derivatives, cysteamine and its derivatives, thiol acetic acid or thiol glycolic acid, their salts and esters, in particular glyceryl thioglycolate, are usually used.

With regard to the oxidizing agents required to perform the fixation step, in practice compositions based on aqueous hydrogen peroxide, sodium bromate or persalts such as perborate, which have the disadvantages of hair damage, are commonly used.

A problem with permanent waving techniques known to date is that its application to the hair induces long-term adverse changes in hair quality. The underlying causes of these adverse changes in hair quality are a reduction in their cosmetic properties such as shine and their feel and degradation of their mechanical properties, in particular degradation of mechanical strength due to swelling of keratin fibers during rinsing between the reduction stage and the oxidation stage, their porosity. Hair becomes thin and becomes brittle during subsequent treatment, for example, by blow drying.

The same problem of adverse changes in keratin fibers is encountered in hair bleaching processes.

It is known that permanent modeling or bleaching of keratin fibers can also be performed under milder conditions, using oxidation systems other than hydrogen peroxide, such as enzyme systems. Processes for the permanent waving or bleaching of keratin fibers have already been proposed, in particular in patent application EP-A-0 310 675, compositions comprising an enzyme such as pyranose oxidase, glucose oxidase or uricase in the presence of a donor for said enzyme. Although used under conditions which do not lead to degradation of keratin fibers comparable to degradation caused by conventional crimping or bleaching processes, these oxidation formulations nevertheless produce results that are still inadequate as to the compatibility of curly or bleached hair with subsequent treatment, and as regards the degradation of the mechanical properties of the permanent curly hair, in particular the reduction of the porosity of the hair and the reduction of the cosmetic properties, such as the touch, or alternatively in terms of uniformity of discoloration along the keratin fibers.

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The present invention is intended to solve the above problems.

SUMMARY OF THE INVENTION

The Applicant has surprisingly discovered novel compositions comprising as oxidation system at least one 2-electron oxidoreductase enzyme in the presence of at least one donor for said enzyme and at least one specific anionic surfactant, which will be defined below in the description which they may form in the presence of oxidizing bases and, optionally, coupling agents, ready-to-use formulations that result in more homogeneous, intense, and coloring dyes, without increasing degradation of keratin fibers, the dyes being relatively non-selective and showing good resistance to the various aggressive factors to which hair may be exposed.

The Applicant has further unexpectedly discovered that the use of an oxidizing agent comprising, as an oxidation system, at least one 2-electron oxidoreductase enzyme in the presence of at least one donor for said enzyme and at least and at least one specific anionic surfactant to be defined below for permanent modeling of keratin fibers represents a possible solution to the problem. In particular, this type of oxidizer improves the durability of the curl over time, substantially reduces the porosity of the permanently formed hair and improves the compatibility of the permanently waved hair with respect to subsequent treatment.

The Applicant has further unexpectedly discovered that the use of an oxidizing agent comprising, as an oxidation system, at least one 2-electron oxidoreductase enzyme in the presence of at least one donor for said enzyme and at least one specific anionic surfactant, to be defined below, for bleaching keratin fibers , represents a possible solution to the problem, in particular improving the compatibility of the bleached hair with respect to subsequent treatment. This type of oxidizing agent provides a more uniform bleaching effect on the hair and improves cosmetic properties such as touch.

In three cases, the oxidizing agents of the invention have an increased level of safety. These findings form the basis of the present invention.

The object of the present invention is firstly a cosmetic and / or dermatological composition intended for the treatment of keratin fibers, in particular human keratin fibers and in particular human hair, comprising on a carrier which is suitable for keratin fibers:

(a) at least one 2-electron oxidoreductase enzyme in the presence of at least one donor for said enzyme, (b) at least one anionic surfactant selected from the group consisting of:

(i) acyl isethionates;

(ii) acyltaurates;

(iii) acyl sarcosinates;

(iv) acylglutamates; (v) polyoxyalkylated carboxylic acid ethers and salts thereof;

(vi) fatty glucamide sulfates;

(vii) alkylgalactoside uronates;

(viii) anionic alkylpolyglucoside derivatives;

(ix) mixtures thereof.

The 2-electron oxidoreductases used in the oxidizing compositions of the present invention are particularly selected from pyranose oxidases, glucose oxidases, glycerol oxidases, lactate oxidases, pyruvate oxidases and uricases.

According to the present invention, the dual electron oxidoreductase is preferably selected from uricases of animal, microbiological or biotechnological origin.

Examples include uricase extracted from male liver, uricase from Arthrobacter globiformis, as well as uricase from Aspergillus flavus.

The 2-electron oxidoreductase may be used in crystalline form or in a form diluted in a diluent which is inert with respect to said 2-electron oxidoreductase.

The 2-electron oxidoreductase according to the invention preferably constitutes 0.01 to 20 wt. % to the total weight of the composition, more preferably 0.1 to 5 wt. to this weight.

The term "donor" according to the invention is to be understood in relation to various substrates also necessary for the function of said 2-electron oxireductases. The nature of the donor (or substrate) for said enzyme varies depending on the nature of the 2 electron oxidoreductase used.

For example, D-glucose, L-sorbose and D-xylose are mentioned as donors for pyranose oxidases; D-glucose is mentioned as a donor for glucose oxidases; glycerol oxidase donors include glycerol and dihydroxyacetone; lactic acid oxidase donors include lactic acid and its salts; pyruvate oxidase donors include pyruvic acid and salts thereof; and finally, uricase donors include uric acid and salts thereof.

The donors (or substrates) used according to the invention preferably represent 0.01 to 20 wt. % to the total weight of the composition according to the invention, more preferably 0.1 to 5 wt. to this weight.

Preferred acyl isethionates and acyl taurates according to the invention correspond to the following general formula:

R-CH ₂ -CH ₂ SO ₃ M ⁺ (I) wherein R is R 1 COO or RCONR ₂ , wherein R 1 is a linear or branched, saturated or unsaturated C 8 -C ₃ aliphatic group and R ₂ is hydrogen or C 1 -C 4 an alkyl radical and M represents H, ammonium, Na or K or an organic amine radical, in particular an alkanolamine radical.

Preferred acyl sarcosinates and acylglutamates which can be used according to the invention correspond to the following general formula:

R - CO - N /

-CH \

COO

M + (II)

Rx · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · Wherein R1 and M have the same meaning as above for Formula I;

R 3 is CH ₃ and R 4 is hydrogen or alternatively R 3 is hydrogen and R ₄ is CH ₂ CH ₂ COOM ⁺ .

The polyoxyalkylenated carboxylic acid ethers of their salts according to the invention are preferably those containing 2 to 50 ethylene oxide groups and mixtures thereof. The anionic surfactants of the polyoxyalkylated carboxylic acid ethers are preferably compounds corresponding to formula III below:

R ₅ - (OC ₂ H ₄ ) _n - OCH ₂ COOA (III) where:

R 5 represents an alkyl or alkylaryl group and n is an integer or decimal number (average value) in the range of 2 to 24, preferably from 3 to 10, the alkyl radical contains between 6 and 20 carbon atoms and aryl preferably represents phenyl.

A represents H, ammonium, Na, K, Li, Mg or a monoethanolamine or triethanolamine residue. Mixtures of compounds of formula III may also be used, in particular mixtures where the R ₅ groups are different.

The compounds of formula III are supplied, for example, by KAO under the names Akypos (NP40, NP70, OP40, OP80, RLM 25, RLM 38, RLMQ 38 NV, RLM 45, RLM 45 NV, RLM 100 NV, RO 20, RO 90, RCS 60 , RS 60, RS 100, RO 50) or Sandoz under the names Sandopan (DTC Acid, DTC).

The fatty glucamide sulfates which can be used according to the invention are those described in patent application DE 44 43 645, the contents of which form an integral part of the description.

The alkylgalactoside uronates which may be used according to the invention are those described in EP-B-0701430, the contents of which form an integral part of the disclosure.

The anionic alkyl polyglucoside derivatives are preferably selected from

alkyl polyglucoside sulfate and sulfonate, or mixtures thereof;

alkyl polyglucoside ether carboxylates;

- alkylpolycluoside sulfosuccinates;

- alkylpolyglucoside isethionates;

- alkyl polyglucoside phosphates.

These anionic alkyl polyglucoside derivatives are described in particular in patent applications DE 39 18 135, DE 40 21 760, DE 42 39 390, DE 43 36 390, DE 43 36 803, DE 43 37 035 and US patent 5 001 114.

The compositions of the invention comprise specific anionic surfactants as defined above in an amount by weight that is between 0.1% and 20%, preferably between 0.5% and 15%, more preferably between 1% and 10% relative to the total weight of the composition .

The present invention also relates to a composition for direct use in the oxidative dyeing of keratin fibers, in particular human keratin fibers such as hair, comprising, in a medium suitable for dyeing, at least one oxidizing base and, where appropriate, one or more coupling agents characterized by: by including:

· · · · · · · · · • · • * * (A) at least one 2-electron oxidoreductase enzyme in the presence of at least one donor for said enzyme, (b) at least one surfactant selected from the group consisting of:

(i) acyl isethionates;

(ii) acyltaurates;

(iii) acyl sarcosinates;

(iv) acylglutamates;

(v) polyoxyalkylated carboxylic acid ethers and salts thereof;

(vi) fatty glucamide sulfates;

(vii) alkylgalactoside uronates;

(viii) anionic alkylpolyglucoside derivatives;

(ix) mixtures thereof.

The nature of the oxidation bases used in the ready-to-use dye is not a critical factor. They may in particular be selected from p-phenylenediamines, double bases, p-aminophenols, oaminophenols and heterocyclic oxidation bases.

Among the p-phenylenediamines which can be used as oxidation bases in the dye compositions according to the invention, mention may be made in particular of the compounds of the formula IV below and their acid addition salts:

where

- R <5 represents a hydrogen atom, a C1-C4 alkyl group, a C1-C4 monohydroxyalkyl group, a C2-C4 polyhydroxyalkyl group, a (C1-C4) alkoxy (C1-C4) alkyl group, a C1-C4 alkyl group substituted with a nitrogen group, phenyl or 4 aminophenyl;

-R 7 is hydrogen, C 1 -C 4 alkyl, C 1 -C 4 monohydroxyalkyl, C 2 -C 4 polyhydroxyalkyl, (C 1 -C 4) alkoxy (C 1 -C 4) alkyl, C 1 -C 4 alkyl substituted with nitrogen;

- Rg represents a hydrogen atom, a halogen atom such as a chlorine atom, a bromine atom, an iodine or a fluorine atom, a C1-C4 alkyl group, a C1-C4 monohydroxyalkyl group, a C1-C4 hydroxyalkoxy group, an acetylamino (C1-C4) alkoxy group , A C 1 -C 4 mesylaminoalkoxy group or a carbamoylamino (C 1 -C 4) alkoxy group,

-R 9 represents a hydrogen atom or a halogen atom or a C 1 -C 4 alkyl group.

Among the nitrogen groups of the general formula IV above, amino, mono (C 1 -C 4) alkylamino, di (C 1 -C 4) alkylamino, tri (C 1 -C 4) alkylamino, monohydroxy (C 1 -C 4) alkylamino, imidazolinium and ammonium groups are mentioned in particular.

Among the p-phenylenediamines of formula (IV) above, mention may be made in particular of p-phenylenediamine, ptoluylenediamine, 2-chloro-p-phenylenediamine, 2,3-dimethyl-p-phenylenediamine, 2,6-dimethyl-phenylenediamine, 2,6-diethyl-p -phenylenediamine, 2,5-dimethyl-p-phenylenediamine, N, N-dimethyl-pφ φ φ • φ φ φ φ φ φ φ

Φ · fenyl φ fenyl fenyl fenyl fenyl fenyl fenyl φ · · · · · fenyl fenyl fenyl fenyl fenyl fenyl fenyl fenyl fenyl fenyl fenyl fenyl fenyl fenyl fenyl fenyl fenyl fenyl fenyl phenylenediamine, Ν, Ν-dipropyl-p-phenylenediamine, 4-amino-N, N -diethyl-3-methylaniline, N, N-bis (3-hydroxyethyl) -p-phenylenediamine, 4-amino-N, N-bis (Phydroxyethyl) ) -2-methylaniline, 4-amino-2-chloro-N, N-bis (β-hydroxyethyl) aniline, 2-β-hydroxyethyl-p-phenylenediamine, 2-fluoro-p-phenylenediamine, 2-isopropyl-p-phenylenediamine, Ν- (β-hydroxypropyl) -p-phenylenediamine, 2-hydroxymethyl-p-phenylenediamine, N, N-dimethyl-3-methyl-p-phenylenediamine, N, N- (ethyl-4-hydroxyethyl) -p-phenylenediamine, Ν- (β , γ-dihydroxypropyl-p-phenylenediamine, N- (4'-aminophenyl) -p-phenylenediamine, N-phenyl-phenylenediamine, 24-hydroxyethyloxy-p-phenylenediamine, 24-acetylaminoethyloxy-phenylenediamine and N - (4-methoxyethyl) -p-phenylenediamine and acid addition salts thereof.

Among the p-phenylenediamines of formula IV above, p-phenylenediamine, ptoluylenediamine, 2-isopropyl-p-phenylenediamine, 24-hydroxyethyl-p-phenylenediamine, 2-β-hydroxy-ethyloxy-p-phenylenediamine, 2,6-dimethyl-p -phenylenediamine, 2,6-diethyl-phenylenediamine, 2,3-dimethyl-p-phenylenediamine, N, N-bis (4-hydroxyethyl) -p-phenylenediamine, 2-chloro-p-phenylenediamine and 24-acetylaminethyloxy-p-phenylenediamine and their acid addition salts.

The term double base according to the invention is to be understood as referring to compounds containing at least two aromatic rings bearing amino and / or hydroxyl groups.

Among the double bases which are used as oxidation bases in the dye compositions according to the invention, mention may be made in particular of the compounds corresponding to the general formula V below and their acid addition salts.

where:

Z1 and Z2, which may be the same or different, represent a hydroxyl or -NH2 group which may be substituted by a C1-C4 alkyl radical or a Y-bonding bridge;

- the bonding bridge Y is a linear or branched alkylene chain having 1 to 14 carbon atoms which may be interrupted or terminated by one or more nitrogen groups and / or one or more heteroatoms such as oxygen, sulfur or nitrogen atoms and optionally substituted by one or more hydroxyls or C 1 -C 6 alkoxy radicals.

-R10 and R11 are hydrogen or halogen, C1-C4 alkyl radical, C1-C4 monohydroxyalkyl radical, C2-C4 polyhydroxyalkyl radical, C1-C4 aminoalkyl radical or Y bridge;

R 12, R 13, R 14, R 15, R 16 and R 17, which may be the same or different, represent a hydrogen atom, a Y-bonding bridge or a C 1 -C 4 alkyl radical;

it being understood that the compound of formula V contains only one Y-linker bridge per molecule.

· · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · ···

Of the nitrogenous groups of formula V above include in particular the amino, mono _(Ci-4) alkylamino, di _(Ci-4) alkylamino, tri _(Ci-4) alkylamino, monohydroxy _(Ci-4) alkylamino, imidazolinium and ammonium radicals .

Among the double bases of formula V above, mention may be made in particular of N, N'-bis (β-hydroxyethyl) N, N'-bis (4'-aminophenyl) -1,3-diaminopropanol, N, N'-bis (3- hydroxyethyl) -N, N'-bis (4'aminophenyl) ethylenediamine, N, N'-bis (4-aminophenyl) tetramethylenediamine, N, N'-bis (3-hydroxyethyl) -N, N'-bis (4-aminophenyl) tetramethylenediamine, N, N'-bis (4-methylaminophenyl) tetramethylenediamine, N, N'-bis (ethyl) -N, N'-bis (4'-amino-3-methylphenyl) ethylenediamine and 1,8-bis (2,5-diaminophenoxy) - 3,5-dioxaoctane and their acid addition salts.

Of the double bases of formula V, N, N'-bis (p-hydroxyethyl) -N, N'bis (4'-aminophenyl) -1,3-diaminopropanol and 1,8-bis (2,5-diaminophenoxy) are particularly suitable. -3,5-dioxaoctane or an acid addition salt thereof.

Among the p-aminophenols which can be used as oxidation bases in the dye compositions according to the invention, mention may be made in particular of the compounds corresponding to formula VI below and their acid addition salts:

(VI) where:

-R 18 is hydrogen or halogen or C 1 -C ₄ alkyl, C 1 -C ₄ monohydroxyalkyl, (C 1 -C ₄ ) alkoxy (C 1 -C ₄ ) alkyl, C 1 -C ₄ aminoalkyl or hydroxy (C 1 -C ₄ ) alkylamino - (C ₁ -C ₄ ) alkyl radical,

-R 19 represents a hydrogen or halogen atom or _Ci-4 alkyl, Ci ₄ monohydroxyalkyl, C2 -C4 polyhydroxyalkyl, C1 -C4 aminoalkyl, C1 -C4 kyanoalkvl or _(Ci-4) alkoxy _(Ci-4) alkyl radical, and it should be understood that at least one of R 18 or R 19 is hydrogen.

Among the p-aminophenols of the general formula (VI) above, mention may be made in particular of p-aminophenol, 4-amino-3-methylphenol, 4-amino-3-fluorophenol, 4-amino-3-hydroxymethylphenol, 4-amino-2-methylphenol,

4-amino-2-hydroxymethylphenol, 4-amino-2-methoxymethylphenol, 4-amino-2-aminomethylphenol, 4-amino-2- (β-hydroxyethylaminomethyl) phenol and 4-amino-2-fluorophenol and their acid addition salts.

Among the o-aminophenols which can be used as oxidizing bases in the dye compositions according to the invention, mention may be made in particular of 2-aminophenol, 2-amino-5-methylphenol, 2-amino-6-methylphenol and

5-acetamido-2-aminophenol and their acid addition salt.

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Among the heterocyclic bases which can be used as oxidation bases in the dye compositions according to the invention, mention may be made in particular of pyridine derivatives, pyrimidine derivatives, pyrazole derivatives and pyrazolopyrimidine derivatives and their acid addition salts.

Among the pyridine derivatives, mention may be made in particular of the compounds described, for example, in GB patents

And GB 1 153 196, such as 2,5-diaminopyridine, 2- (4-methoxyphenyl) amino-3aminopyridine, 2,3-diamino-6-methoxypyridine, 2- (3-methoxyethyl) amino-3-amino- 6-methoxypyridine and 3,4-diaminopyridine, and acid addition salts thereof.

Among the pyrimidine derivatives, mention may be made in particular of the compounds described, for example, in DE

359,399 or Japanese application JP 88-169,571 or WO 96/15765, such as 2,4,5,6-tetraaminopyrimidine, 4-hydroxy-2,5,6-triaminopyrimidine, 2-hydroxy-4,5 , 6-triaminopyrimidine, 2,4-dihydroxy-5,6-diaminopyrimidine and 2,5,6-triaminopyrimidine, and acid addition salts thereof.

Among the pyrazole derivatives there are mentioned in particular the compounds described in patents DE 3,843,892, DE 4,133,957 and in patent applications WO 94/08969, WO 94/08970, FR-A-2 733 749 and DE 195 43 988, such as 4, 5-diamino-1-methyl-pyrazole, 3,4-diaminopyrazole, 4,5-diamino-1- (4'-chlorobenzyl) pyrazole, 4,5-diamino-1,3-dimethylpyrazole, 4,5-diamino-3 -methyl-1-phenylpyrazole, 4,5-diamino-1-methyl-3-phenylpyrazole, 4-amino-1,3-dimethyl-5-hydrazinopyrazole, 1-benzyl-4,5-diamino-3-methylpyrazole, 4,5-diamino -3-tert-butyl-1-methylpyrazole, 4,5-diamino-1-tert-butyl-3-methylpyrazole, 4,5-diamino-1- (p-hydroxyethyl) -3-methylpyrazole, 4,5-diamino-1-ethyl 3-methylpyrazole, 4,5-diamino-1-ethyl-3- (4'methoxyphenyl) pyrazole, 4,5-diamino-1-ethyl-3-hydroxymethylpyrazole, 4,5-diamino-3 hydroxymethyl-1-methylpyrazole, 4,5-diamino-3-hydroxymethyl-1-isopropylpyrazole, 4,5-diamino-3-methyl-1-isopropylpyrazole, 4-amino-5- (2'-aminoethyl) amino-1,3-dimethylpyrazole,

3,4,5-triaminopyrazole, 1-methyl-3,4,5-triaminopyrazole, 3,5-diamino-1-methyl-4-methylaminopyrazole and 3,5-diamino-4- (P-hydroxyethyl) amino-1-methylpyrazole and their acid addition salts.

Among the pyrazolopyrimidine derivatives, mention may be made in particular of the pyrazolo [1,5-a] pyrimidines of the general formula VII below, and their acid or base addition salts and their tautomeric forms, if a tautomeric equilibrium exists:

(X) i (° H) _n

[NR ₂₀ R ₂₁ ] _p [NR ₂₀ R ₂₀ q (Vil) where:

- R 20, R 21, R 22 and R 23, which may be the same or different, represent a hydrogen atom, a C 1 -C 4 alkyl radical, an aryl radical, a C 1 -C 4 hydroxyalkyl radical, a C 2 -C 4 polyhydroxyalkyl radical, (C 1 -C 4) alkoxy (C 1 -C 4) -C4) alkyl radical, C1-C4 aminoalkyl radical (it is possible to protect an amine with an acetyl, ureide or sulfonyl radical), (C1-C4) alkylamino (C1C4) alkyl radical, di [(C1-C4) alkyl] amino (C1-C4) alkyl radical; -C4) alkyl radical (it is possible for dialkyl

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The radicals formed a 5- or 6-membered carbon ring or heterocycle), a hydroxy (C 1 -C 4) alkyl- or di [hydroxy (C 1 -C 4) alkyl] amino (C 1 -C 4) alkyl radical;

- the radicals X, which may be the same or different, represent a hydrogen atom, a C1-C4 alkyl radical, an aryl radical, a C1-C4 hydroxyalkyl radical, a C2-C4 polyhydroxyalkyl radical, a C1-C4 aminoalkyl radical, a (C1-C4) alkylamino (C1-C4) radical C4) alkyl radical, di [(C1-C4) alkyl] amino (C1-C4) alkyl radical (it is possible for dialkyl radicals to form a 5- or 6-membered carbon ring or heterocycle), hydroxy (C1-C4) alkyl- or di [hydroxy (C 1 -C ₄ ) alkyl] amino (C 1 -C 4) alkyl, (C 1 -C 4) alkyl or di [(C 1 -C 4) alkyl] amino; a halogen atom, a carboxylic acid group or a sulfonic acid group;

i is 0, 1, 2 or 3;

p is 0 or 1;

q is 0 or 1;

n is 0 or 1;

with the proviso that

- the sum of p + q is other than 0;

when p + q is 2 then n is 0 and the groups NR 20 R 21 and NR 22 R 23 occupy positions 2,3; 5.6; 6.7; 3.5 or 3.7;

when p + q is 1, then n is 1 and the group NR 15 R 16 (or NR 1 R 18) and the OH group occupy 2,3; 5.6; 6.7; 3.5 or 3.7.

When the pyrazolo [1,5-a] pyrimidines of formula (VII) above are such that they contain a hydroxyl group to the nitrogen atom at one of the 2, 5 or 7 positions, there is a tautomeric equilibrium, represented, for example, by the following scheme.

Among the pyrazolo [1,5-a] pyrimidines of the general formula VII above, in particular:

pyrazolo [1,5-a] pyrimidine-3,7-diamine;

2,5-dimethylpyrazolo [1,5-a] pyrimidine-3,7-diamine;

pyrazolo [1,5-a] pyrimidine-3,5-diamine;

- 2,7-dimethylpyrazolo [1,5-a] pyrimidine-3,5-diamine;

3-aminopyrazolo [1,5-a] pyrimidin-7-ol;

-3-aminopyrazolo [1,5-a] pyrimidin-5-ol;

2- (3-aminopyrazolo [1,5-a] pyrimidin-7-ylamino) ethanol;

2- (7-aminopyrazolo [1,5-a] pyrimidin-3-ylamino) ethanol;

2 - [(3-aminopyrazolo [1,5-a] pyrimidin-7-yl) - (2-hydroxyethyl) amino] ethanol;

2 - [(7-aminopyrazolo [1,5-a] pyrimidin-3-yl) - (2-hydroxyethyl) amino] ethanol;

- 5,6-dimethylpyrazolo [1,5-a] pyrimidine-3,7-diamine;

2,6-dimethylpyrazolo [1,5-a] pyrimidine-3,7-diamine;

2.5, N7, N7-tetramethylpyrazolo [1,5-a] pyrimidine-3,7-diamine;

and their addition salts and their tautomeric forms if a tautomeric equilibrium exists.

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The pyrazolo [1,5-a] pyrimidines of formula VII above can be prepared by cyclization starting from aminopyrazole, according to the procedures described in the following references:

EP 628559 Beiersdorf-Lilly.

R. Vishdu, H. Navedul, Indian J. Chem., 34b (5), 514, 1995.

-N.S. Ibrahim, K.U. Sadek, F.A. Abdel-Al, Arch. Pharm., 320, 240, 1987.

- R.H. Springer, M.B. Scholten, D.E. O'Brien, T. Novinson, J.P. Miller, R.K. Robins, J. Med. Chem., 25, 235 (1982).

- T. Novinson, R.K. Robins, T.R. Matthews, J. Med. Chem., 20, 296 (1977).

US 3907799 ICN Pharmaceuticals.

The pyrazolo [1,5-a] pyrimidines of formula VII above may be prepared by cyclization starting from hydrazine, according to the procedure described in the following references:

- A. McKillop and R.J. Kobilecki, Heterocycles, 6 (9), 1355 (1977).

- E. Alcade, J. De Mendoza, J.M. Marcia-Marquin, C. Almera, J. Elguero, J. Heterocyclic Chem., 11 (3), 423, 1974.

- K. Saito, I. Hori, M. Higarashi, H. Midorikawa, Bull. Chem. Soc. Japan, 47 (2), 476 (1974).

The oxidation bases of the invention preferably represent 0.0005 to 12 wt. based on the total weight of the ready-to-use coloring agent, and even more preferably 0.005 to 6% by weight, based on this weight.

Coupling agents are those commonly used in oxidative dye compositions, for example m-phenylenediamines, m-aminophenols and m-diphenols, mono- or polyhydroxylated naphthalene derivatives, sesamol and derivatives thereof, and heterocyclic compounds such as indole derivatives, indoline derivatives derivatives, benzimidazole derivatives, benzmorpholine derivatives, pyrazolazole derivatives, pyrolazole derivatives, imidazolazole derivatives, pyrazolopyrimidine derivatives, pyrazole-3,5-dione derivatives, pyrrolo [3,2-d] oxazole derivatives, pyrazolo [3,4-d] thiazole derivatives , thiazoloazole Soxide derivatives and thiazoloazole S, S-dioxide derivatives and their acid addition salts.

In particular, the coupling reagents are selected from the group consisting of 2-methyl-5-aminophenol,

5-N- (3-hydroxyethyl) amino-2-methylphenol, 3-aminophenol, 1,3-dihydroxybenzene, 1,3-dihydroxy-2-methylbenzene, 4-chloro-1,3-dihydroxybenzene, 2,4-diamino-1 - (β-hydroxyethyloxy) benzene, 2-amino-4- (4-hydroxyethylamino) -1-methoxybenzene, 1,3-diaminobenzene, 1,3-bis (2,4-diaminophenoxy) propane, sesamol, α-naphthol, 6-hydroxyindole, 4-hydroxyindole , 4-hydroxy-N-methylindole, 6-hydroxyindoline, 2,6-dihydroxy-4-methylpyridine, 1H-3-methylpyrazol-5-one and 1-phenyl-3-methylpyrazol-5-one and their acid addition salts .

If present, the coupling agents preferably comprise from 0.0001 to 10% by weight, based on the total weight of the ready-to-use dye, more preferably from 0.005 to 5% by weight. due to this weight.

In general, the acid addition salts that can be used in the context of the coloring compositions of the invention (oxidizing bases and coupling agents) are particularly selected from hydrochlorides, hydrobromides, sulfates, tartarates, lactates and acetates.

The dye compositions of the invention may also contain, in addition to the oxidation bases defined above and optionally combined coupling agents, direct dyes to enrich shades. These direct dyes may in particular be selected from nitro-dyes, azo-dyes and anthraquinone dyes.

9 9 • 9 9 9

ϋ · · · · · · · · · · · · ·

The present invention also provides a method for dyeing keratin fibers, particularly human keratin fibers such as hair, by using ready-to-use coloring agents as defined above.

According to this process, the at least one ready-to-use dye composition as defined above is applied to the fibers for a period of time sufficient to develop the desired coloration, after which the hair is rinsed, optionally washed with shampoo, and rinsed and dried again.

The time required to develop coloring to keratin fibers is usually between 3 and 60 minutes, more preferably between 5 and 40 minutes.

According to one specific embodiment of the invention, the process comprises a first step comprising, on the one hand, a separately deposited composition A comprising in the environment suitable for dyeing at least one oxidizing base and optionally at least one coupling agent as defined above, and B, comprising in an environment suitable for dyeing at least one 2-electron oxidoreductase enzyme in the presence of at least one donor for said enzyme and at least one anionic surfactant and mixing at the time of use prior to application of the composition to keratin fibers.

According to another specific embodiment of the invention, the basic amino acid is incorporated into composition A.

A further object of the invention is a multi-compartment dyeing kit or device or multi-compartment equipment or any multi-compartment packaging system comprising in the first compartment composition A as defined above and in the second compartment composition B as defined above. The device may be provided with means to apply the desired composition to the hair, such as the device described in French Patent No. 2,586,913 filed under the name of the applicant of the present invention.

It is also an object of the present invention to provide a novel method of treating keratin substance, particularly hair, to obtain a permanent treatment of such hair, particularly in the form of a permanent model, the process comprising the following steps: (i) a reducing agent is applied to the keratin substance to be treated wherein the keratin substance is first placed on the mechanical tensioning means, (ii) the keratin substance is optionally rinsed, (iii) an oxidizing agent as defined above is applied to the optionally rinsed keratin substance, (iv) the keratin substance is optionally rinsed again.

The first step (i) of this process consists in applying a hair reducing agent. This application is done individually or at a time.

The reducing agent comprises, for example, at least one reducing agent, which may be selected, in particular, from thioglycolic acid, cysteine, cysteamine, glycerol thioglycolate, thiomolenic acid or thiolactic and thioglycolic acid salts.

The usual tensioning of the hair to a shape corresponding to the desired final shape for the hair (e.g., curls) can be accomplished by suitable means, in particular by suitable mechanical means which are suitable and known per se to maintain tight hair, such as curlers and the like.

Ftft ftftftft ftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftft

The hair can also be shaped without the aid of external means, simply by fingers.

Before performing the optional rinsing (ii), the hair to which the reducing agent has been applied can be allowed to stand for several minutes, usually between 5 minutes and 1 hour, preferably between 10 and 30 minutes, so that the reducing agent has sufficient time to act on the hair. This phase is usually carried out at a temperature of from 35 ° C to 45 ° C, the hair preferably being protected by a cap.

In the optional second process step (step (ii)) the hair impregnated with the reducing agent is thoroughly rinsed with water.

Further, in the third step (step (iii)), the oxidizing agent of the invention is applied to the rinsed hair thus fixed with a new hair shape.

Similar to the application of the reducing agent, the hair to which the oxidizing agent is applied is then left to rest for at least several minutes, usually between 3 and 30 minutes, preferably between 5 and 15 minutes.

If the hair is kept taut by external means, these means (e.g., curlers) are removed from the hair before or after the fixation stage.

Finally, in the final step according to the invention (step (iv)), which is also optional, the hair impregnated with the oxidizing agent is rinsed thoroughly, usually with water.

Soft hair is obtained which is easy to comb. The hair is wavy.

The oxidizing agent according to the invention can also be used in decolorizing keratin fibers, in particular hair.

The decolorizing step of the invention comprises the step of applying an oxidizing agent of the invention to keratin fibers in the presence or absence of an oxidizing auxiliary. Conventionally, the second step of the bleaching process of the invention is the step in which the keratin fibers are rinsed.

An environment suitable for keratin fibers (or carrier) for ready-to-use colorants and oxidizing agents used for the permanent modeling or decolorization of keratin fibers according to the invention usually consists of water or a mixture of water and at least one organic solvent to dissolve the compounds which are not sufficiently soluble in water. As organic solvents, for example, C 1 -C ₄ alkanols such as ethanol and isopropanol are used; glycerol; glycols and glycol ethers such as 2-butoxyethanol, propylene glycol, propylene glycol monomethyl ether, diethylene glycol monoethyl ether and monomethyl ether and aromatic alcohols such as benzyl alcohol and phenoxyethanol, similar products and mixtures thereof.

The solvents may be present in an amount preferably between 1 and 40% by weight. to the total weight of the colorant, more preferably between 5 and 30% by weight.

The pH of the ready-to-use coloring agents and oxidizing agents used for the permanent modeling or bleaching of keratin fibers according to the invention is selected so as not to adversely affect the enzyme activity of the 2-electron oxidoreductase.

• · 9 · 9 9 · 99 • 9 9 9 9999 9 9 9 • 99 9999 999

9,999 99,99-999

998 9999 9 9

999 99 99 99 99 99 ···

Typically, the pH is between 5 and 11, preferably between 6.5 and 10. It can be adjusted to the desired value using acidifying or alkalinizing agents usually used for dyeing keratin fibers.

As acidifying agents, inorganic or organic acids such as hydrochloric acid, orthophosphoric acid, sulfuric acid, carboxylic acids such as acetic acid, tartaric acid, citric acid or lactic acid and sulfonic acid can be used.

As alkalinizing agents, for example, aqueous ammonia, alkali carbonates, alkanolamines such as mono-, di- and triethanolamines, 2-methyl-2-aminopropanol and their derivatives, sodium hydroxide, potassium hydroxide and compounds of formula VIII below may be used:

\ z ^zo

N WN (VIII) ^R 25 ^R 27 wherein W is a propylene radical optionally substituted by a hydroxyl group or a C 1 -C 4 alkyl radical; R 24, R 25, R 26 and R 27, which may be the same or different, represent a hydrogen atom or C 1 -C 4 alkyl or C 1 -C 4 hydroxyalkyl.

The ready-to-use dye compositions and the oxidative compositions for permanent modeling or bleaching of keratin fibers according to the invention may also contain various adjuvants commonly used in dyeing, permanent modeling or bleaching compositions, such as anionic, cationic, nonionic, amphoteric or zwitterionic surfactants. substances or mixtures thereof, anionic, cationic, nonionic, amphoteric or zwitterionic polymers or mixtures thereof, inorganic or organic thickeners, antioxidants, enzymes other than 2-electron oxidoreductases used according to the invention, such as peroxidases, penetrating agents, masking agents, fragrances, buffers, dispersing agents, conditioners, film forming agents, preservatives and quenching agents.

It should further be appreciated that one skilled in the art may optionally select other compounds such that the advantageous properties intrinsically associated with the compositions of the invention are not or substantially not adversely affected by their addition.

The ready-to-use coloring and oxidizing agents used for the permanent modeling or decolorization of the keratin fibers according to the invention may be in various forms, for example in the form of liquids, creams or gels or in other forms which are optionally pressurized or in another form suitable for dyeing, permanent modeling or bleaching of keratin.

Direct-dye dyes, oxidizing dyes and 2-electron oxidoreductases are present in said composition, which must not contain oxygen gas to prevent premature oxidation of the oxidizing dyes.

99

9 9 9

9 9 9

999 999

9

99 · · · · · · · · · · · · · · · · · ·

9 9 9 • * ··

9 9

99

Specific examples illustrating the invention are set forth below. In the text above and unless otherwise indicated, percentages are by weight. The examples are given by way of illustration only and in no way limit the scope of the invention.

DETAILED DESCRIPTION OF THE INVENTION

Examples of coloring agents 1 to 4

The ready-to-use dye compositions listed below (grams content) were prepared.

Example 1

- Arthrobacter globiformis uricase at a concentration of 20 International Units (I.U.) / Mg, sold by Sigma

- Uric acid

- Ethanol

- Hydroxyethylcellulose sold under the name Natrosol 250 HHR by Aqualon

- Triethanolamine cocoyglutamate as an aqueous 30% solution, marketed under the name Acylglutamate CT12 Ajimoto

- p-phenylenediamine

- Resorcinol

- Monoethanolamine

- Demineralized water

Example 2

- Arthrobacter globiformis uricase at a concentration of 20 International Units (I.U.) / Mg, sold by Sigma

- Uric acid

- Ethanol

- Hydroxyethylcellulose sold under the name Natrosol 250 HHR by Aqualon

- Sodium Lauroylsarcosinate as an aqueous 30% solution marketed under the name Oramix L30 by SEPPIC

- p-phenylenediamine

- Resorcinol

- Monoethanolamine

- Demineralized water

1.5 g 1.5 g

20,0 g

1.0 g

15.0 g 0.324 g 0.33 g qs pH 9.5 qs 100 g

1.5 g 1.5 g

20,0 g

1.0 g

15.0 g 0.324 g 0.33 g qs pH 9.5 qs 100 g

Example 3

- Arthrobacter globiformis uricase at a concentration of 20 International Units (I.U.) / Mg, sold by Sigma 1.5 g

- Uric acid 1.5 g

- Ethanol 20.0 g

- Powdered cocoyl sodium isethionate, sold under the name

Jordapon CI Powder by PPG 5.0 g

- Hydroxyethylcellulose sold under the name Natrosol 250 HHR by Aqualon 1.0 g

44

4 4 4 4

4 · 4 «

4

4 4 4 • 44 44 44 4 4 4 4 # 44 4 4 44

444 «1 2 3 4»

444 44 44 4

- p-phenylenediamine

- Resorcinol

- Monoethanolamine

- Demineralized water

Example 4

- Arlhrobacter globiformis uricase at a concentration of 20 International Units (I.U.) / Mg, sold by Sigma

- Uric acid

- Ethanol

- Carboxylic acid lauryl ether containing 10 EO, sold under the name Akypo RLM by KAO

- Hydroxyethylcellulose sold under the name Natrosol 250 HHR by Aqualon

- p-phenylenediamine

- Resorcinol

- Monoethanolamine

- Demineralized water

0.324 g 0.33 g qs pH 9.5 qs 100 g

1.5 g 1.5 g

20,0 g

5.0 g

1.0 g 0.324 g 0.33 g qs pH 9.5 qs 100 g

Each of the above dye compositions was applied to curls of natural gray hair containing 90% white hair for 30 minutes. The hair was then rinsed, washed with conventional shampoo and dried.

Hair curls colored matt dark-blonde were obtained with each of these compositions.

Example 5

Oxidizing agent for permanent bleaching

- Arlhrobacter globiformis uricase at a concentration of 20 International Units (I.U.) / Mg, sold by Sigma 1.8 g

- Uric acid 1,65 g

- Monosodium Lauroyl glutamate, sold under the name

Acylglutamate LS 11 by Ajimoto 5.0 g

- Ethanol 20.0 g

2-Methyl-2-methyl-1-propanol q with pH 9.5

- Demineralized water qs 100 g

Claims (29)

PATENT CLAIMS E Cosmetic and / or dermatological composition intended for the treatment of keratin fibers, in particular human keratin fibers and in particular human hair, characterized in that it contains on a carrier suitable for keratin fibers: (a) at least one 2-electron oxidoreductase enzyme in the presence of at least one donor for said enzyme, (b) at least one anionic surfactant selected from the group consisting of: (i) acyl isethionates; (ii) acyltaurates; (iii) acyl sarcosinates; (iv) acylglutamates; (v) polyoxyalkylated carboxylic acid ethers and salts thereof; (vi) fatty glucamide sulfates; (vii) alkylgalactoside uronates; (viii) anionic alkylpolyglucoside derivatives; (ix) mixtures thereof. Cosmetic and / or dermatological composition according to claim 1, characterized in that the 2 electron oxidoreductase is selected from uricases of animal, microbiological or biotechnological origin. Cosmetic and / or dermatological composition according to claim 1 or 2, characterized in that the oxidoreductases represent 0.01 to 20% by weight, based on the total weight. Cosmetic and / or dermatological composition according to claim 3, characterized in that the oxidoreductases represent 0.1 to 5% by weight, based on the total weight of the composition. Cosmetic and / or dermatological composition according to claim 2, characterized in that the donor (or substrate) for said 2-oxidoreductase is selected from uric acid and its salts. Cosmetic and / or dermatological composition according to any one of the preceding claims, characterized in that the donors represent 0.01 to 20% by weight, based on the total weight of the composition. Cosmetic and / or dermatological composition according to claim 6, characterized in that the donors represent 0.1 to 5% by weight, based on the total weight of the composition. Cosmetic and / or dermatological composition according to any one of claims 1 to 7, characterized in that the acylisethionates and acyltaurates correspond to the following general formula: R-CH ₂ -CH ₂ SO ₃ M ⁺ (I) wherein R represents a group R 1 COO or a group RCONR ₂ , wherein R 1 represents a linear or branched, saturated or unsaturated C ₅ -C ₃ aliphatic group and R ₂ represents hydrogen ·· or C1 A -C 4 alkyl radical and M represents H, ammonium, Na or K or an organic amine radical. Cosmetic and / or dermatological composition according to any one of claims 1 to 7, characterized in that the acyl sarcosinates and acylglutamates which can be used according to the invention correspond to the following general formula: R. '3 COO ^{M +} R 4 (H) wherein R 1 and M have the same meaning as above for Formula I; R 3 is CH 3 and R 4 is hydrogen or alternatively R 3 is hydrogen and R 4 is CH ₂ CH ₂ COOM ⁺ . Cosmetic and / or dermatological composition according to any one of claims 1 to 7, characterized in that the polyoxyalkylenated carboxylic acid ethers and their salts contain 2 to 50 ethylene oxide groups. Cosmetic and / or dermatological composition according to claim 10, characterized in that the anionic surfactants of the polyoxyalkylated carboxylic acid ethers correspond to the formula III below: R ₅ - (OC ₂ H ₄ ) n -OCH ₂ COOA (III) where: R 5 represents an alkyl or alkylaryl group and n is an integer or decimal number (average) in the range of 2 to 24, preferably from 3 to 10, the alkyl radical contains between 6 and 20 carbon atoms and aryl preferably represents phenyl, A represents H, ammonium, Na , K, Li, Mg or a monoethanolamine or triethanolamine residue. Cosmetic and / or dermatological composition according to any one of claims 1 to 7, characterized in that the anionic alkyl polyglucoside derivatives are selected from: - alkyl polyglucoside sulfates and sulfonates, or mixtures thereof; alkyl polyglucoside ether carboxylates; - alkylpolycluoside sulfosuccinates; - alkylpolyglucoside isethionates; - alkyl polyglucoside phosphates. Cosmetic and / or dermatological composition according to any one of claims 1 to 12, characterized in that the concentration of anionic surfactant is in the range of 0.1% to 20% by weight, based on the total weight of the composition and preferably between 0.5 and 15%. ‘ Ready-to-use cosmetic and / or dermatological composition according to any one of claims 1 to 13 for the oxidative dyeing of keratin fibers, in particular human keratin fibers such as hair, characterized in that it also contains, in an environment suitable for use. Ftft ftftftft ftftftft ftft ftft ftft for keratin fiber, ftft ftft ftft for keratin fibers, at least one oxidizing base and optionally one or more coupling agents. Cosmetic and / or dermatological composition according to claim 14, characterized in that the oxidation bases are selected from the group consisting of p-phenylenediamines, double bases, o- or p-aminophenols and heterocyclic bases, as well as addition salts thereof. with acids. Cosmetic and / or dermatological composition according to claim 14 or 15, characterized in that the oxidation bases are present in concentrations ranging from 0.0005 to 12% by weight, based on the total weight of the composition. Cosmetic and / or dermatological composition according to any one of claims 14 to 16, characterized in that the coupling agents are selected from the group consisting of phenylenediamines, m-aminophenols, m-diphenols and heterocyclic coupling agents and acid addition salts of these compounds. Cosmetic and / or dermatological composition according to any one of claims 14 to 17, characterized in that the coupling agents are present in concentrations ranging from 0.0001 to 10% by weight, based on the total weight of the composition. Cosmetic and / or dermatological composition according to any one of claims 14 to 18, characterized in that the acid addition salts for oxidizing bases and coupling agents are selected from hydrochlorides, hydrobromides, sulphates, tartrates, lactates and acetates. Cosmetic and / or dermatological composition according to any one of claims 14 to 19, characterized in that it also contains direct dyes. Cosmetic and / or dermatological composition according to any one of claims 1 to 20, characterized in that the environment suitable for keratin fibers (or support) consists of water or a mixture of water and at least one organic solvent. Cosmetic and / or dermatological composition according to claim 21, characterized in that the organic solvent is present in an amount preferably in the range of 1 to 40% by weight based on the total weight of the composition and even more preferably in the range of 5 to 30% by weight. . Cosmetic and / or dermatological composition according to any one of claims 1 to 22, characterized in that the pH is in the range from 5 to 11 and preferably in the range from 6.5 to 10. Cosmetic and / or dermatological composition according to any one of claims 1 to 23, characterized in that it also contains at least one excipient usually used in dyeing, permanent modeling or bleaching agents selected from the group consisting of anionic, cationic , nonionic, amphoteric or zwitterionic surfactants or mixtures thereof, anionic, cationic, nonionic, amphoteric or zwitterionic polymers or mixtures thereof, inorganic or organic thickeners, antioxidants, enzymes other than 2-electron oxidoreductases, penetrating agents, masking agents, fragrances , buffers, dispersing agents, conditioners, film forming agents, preservatives and quenching agents. · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · · 25. A method for dyeing keratin fibers, and in particular human keratin fibers, such as hair, characterized in that at least one ready-to-use dye composition as defined in claims 14 to 24 is applied to said fibers for a time sufficient to development of the desired coloration. 26. The method of claim 25, comprising a first step comprising, on one side, a separately deposited composition A comprising at least one oxidizing base and, optionally, at least one coupling agent as defined in any one of a coloring medium. of claims 14 to 19, and on the other hand, composition B comprising in an environment suitable for staining at least one 2-electron oxidoreductase enzyme in the presence of at least one donor for said enzyme as defined in any one of the preceding claims, followed by mixing them in at the time of use, before the composition is applied to the keratin fibers, wherein component A or component B comprises an anionic surfactant as defined in the preceding claims. A multi-compartment dyeing kit or apparatus comprising a first compartment comprising composition A as defined in claim 26 and a second compartment comprising composition B as defined in claim 26. 28. A method of treating a keratinous substance, in particular a hair, to obtain a permanent treatment thereof, in particular in a permanent permanent form, characterized in that the process comprises the following steps: (i) a reducing agent is applied to the keratinous substance to be treated wherein the keratin substance is first placed on the mechanical tensioning means, (ii) the keratin substance is optionally rinsed, (iii) an oxidizing agent is applied to the optionally rinsed keratin substance as defined in claims 1 to 13 and 21 to 24, (iv) the keratin substance is optionally rinsed again. A method of treating keratin fibers, in particular hair, to discolour them, characterized in that the method comprises applying an oxidizing agent as defined in any one of claims 1 to 13 and 21 to 24, optionally comprising an oxidizing aid and a second rinsing step keratin fibers.