FR2915887A1 - Coloring composition, useful for coloring keratin fibers, preferably human hair, comprises amino pyrazolopyridine oxidation bases, and aromatic or heteroaromatic carbonyl compounds, in a coloring medium - Google Patents

Abstract

Coloring composition, comprises one or more amino pyrazolopyridine oxidation bases (E) or (F), and one or more aromatic or heteroaromatic carbonyl compounds, in a coloring medium. Coloring composition, comprises one or more amino pyrazolopyridine oxidation bases of formulae (E) or (F), and one or more aromatic or heteroaromatic carbonyl compounds, in a coloring medium. R1-R5H, halo, -NHSO3H, OH, (1-4C)alkyl, (1-4C)alloy, (1-4C)alkylthio, mono(1-4C)alkylamino, di(1-4C)alkylamino (where the two alkyl groups can join with N atom of which they are bound, to form a cycle (interrupted by N, O or S)), heterocycle, NO2, phenyl, carbonyl, alkoxy(1-4C)carbonyl, carboxamido, CN, amino, sulfonyl, -CO2H, -SO3H, - PO3H2, -PO4H2 or hydrocarbon compound of formula (-Q-C(=R1c)-Y1); R1cO or N; Q : O, NH or NH(1-4c)alkyl; Y1OH, amino, 1-4C alkyl, (1-4C)alkoxy, (1-4C)alkylamino or di(1-4C)alkylamino; Z1, Z2simple covalent bond or divalent radical comprising -O(CH2)p- or -NR6a(CH2)q(C6H4)t-; R6aH or 1-6C alkyl (optionally substituted by OH); R1a, R2aH, 1-10Calkyl (optionally substituted and interrupted by heteroatom, O, N, Si, S, SO or SO2), halo, SO3H, cycle comprising 5-8 chains, where the cycle is cationic and/or substituted by cationic radical (optionally substituted, saturated, or aromatic, and containing heteroatom, N, O, S, SO2 or -CO), -N+>R17R18R19, 1-6C alkylcarbonyl (optionally substituted), -O-CO-R, -CO-O-R, NR-CO-R1d or - CO-NRR1d; R17-R191-5C alkyl (optionally substituted by OH); either R3a, R4a, R5aH, OH, 1-6C alkoxy, 1-6C alkylthio, amino, monoalkylamino, 1-6C dialkylamino (where the alkyl radical can form with N atom to which they are attached a heterocycle comprising 5-8 chains, optionally saturated, aromatic, being able to contain heteroatom or group comprising N, O, S, SO2, CO, and the heterocycle which can be cationic, and/or substituted by cationic radical), halo, -NHSO3H, 1-4C alkyl (optionally substituted), or carbonated cycle (optionally saturated, aromatic and substituted); or R3aR4aR5aform two to two cycle (optionally saturated); R, R1dH or 1-6C alkyl (optionally substituted); X : ion or group of ions allowing to ensures the electronegativity of (F); p, q : 0-6; and t : 0-1. Provided that: (A) the Z1 is divalent radical comprising -S, -SO-, -SO2, when R1a is CH3; (B) when Z1, Z2 represents a covalent bond, then R1a, R2a represents radical; and (C) at least one of the R1a and R2a is a cationic radical. Independent claims are included for: (1) a process of oxidation coloring of keratin fibers, comprising applying the composition on fibers, in the absence or presence of an chemical oxidizing agent, to develop desired color; and (2) a device with several compartments comprising a first compartment containing the coloring composition and a second compartment containing oxidizing agent. [Image].

Description

TINCTORIAL COMPOSITION COMPRISING AN OXIDATION BASE

  AMINOPYRAZOLOPYRIDINE AND A PARTICULAR CARBONYL COMPOUND

  The subject of the invention is a dyeing composition comprising at least one aminopyrazolopyridine base and at least one particular carbonyl compound. The subject of the invention is also the use of this composition for dyeing keratinous fibers as well as the dyeing process using this composition. It is known to dye keratinous fibers and in particular human hair with dye compositions containing oxidation dye precursors, generally known as oxidation bases, such as ortho or para-phenylenediamines, ortho or para-aminophenols and heterocyclic compounds. These oxidation bases are colorless or weakly colored compounds which, when combined with oxidizing products, can give rise to colored compounds by a process of oxidative condensation. It is also known that the shades obtained with these oxidation bases can be varied by combining them with couplers or color modifiers, the latter being chosen in particular from aromatic meta-diamines, meta-aminophenols, meta-diphenols and certain heterocyclic compounds such as than indolic compounds. The variety of molecules involved in oxidation bases and couplers, allows to obtain a rich palette of colors. The so-called "permanent" coloration obtained with these oxidation dyes must also meet a certain number of requirements. Thus, it must be harmless from the toxicological point of view, it must make it possible to obtain shades in the desired intensity and to have good resistance to external agents such as light, bad weather, washing, permanent undulations, sweating and friction. The dyes must also make it possible to cover the white hair, and finally be the least selective possible, that is to say, to obtain the lowest possible color differences throughout the same keratin fiber, which is in general differently sensitized (ie damaged) between its point and its root.

  It is already known to use aminopyrazolopyridine oxidation bases for dyeing keratin fibers, particularly in the patent application FR 2 801 308. These bases make it possible to obtain various shades. Furthermore, it is already known to use, in the field of dyeing keratin fibers, dyeing compositions employing carbonyl derivatives, in particular in the documents EP 1434557, EP 1362579 and EP 1432428. The object of the present invention is to obtain a composition for hair dyeing which has improved dyeing properties in terms of power, selectivity and resistance to external agents.

  This object is achieved with the present invention which relates to a composition for staining keratinous fibers comprising, in a suitable dyeing medium, one or more aminopyrazolopyridine oxidation bases chosen from among the bases of formula (E) or (F) , R1 (E) wherein: - R1, R2, R3, R4 and R5, identical or different, represent a hydrogen or halogen atom; a radical -NHSO3H; a hydroxyl radical; a (C1-C4) alkyl radical; a (C1-C4) alkoxy radical; a (C1-C4) alkylthio radical; mono (C1-C4) alkylamino; a di (C1-C4) alkylamino radical in which the two alkyl groups can, together with the nitrogen atom to which they are bonded, form a ring which can be interrupted by one or more nitrogen, oxygen or sulfur atoms; ; a heterocycle; a nitro radical; a phenyl radical; a carbonyl radical; a (C1-C4) alkoxycarbonyl radical; a carboxamido radical; a cyano radical; an amino radical; a sulfonyl radical; a radical -CO2H, a radical -SO3H; a radical -PO3H2; a radical -PO4H2; or a grouping: 5 R "'

  QY in which R "'represents an oxygen or nitrogen atom, Q represents an oxygen atom, an NH or NH (C1-C4) alkyl group, and Y represents a hydroxyl, amino or C1-C4 alkyl radical; C4, (C1-C4) alkoxy, (C1-C4) alkylamino, or di (C1-C4) alkylamino.3 Z ~ R '1 (F) X wherein • Z, and Z2 independently represent a single covalent bond a divalent radical chosen from - a radical --O (CH 2) p -, p denoting an integer ranging from 0 to 6 - a radical --NR '6 (CH 2) q (C 6 H 4) t q, q denoting an integer ranging from 0 to 6 and t denoting 0 or 1. R '6 represents a hydrogen atom, a C1-C6 alkyl radical optionally substituted by one or more hydroxyl groups, • Z1 may also represent a divalent radical ûS-, -SO -, -SO2- when R'1 is a methyl radical,

  R '1 and R' 2 independently represent: - a hydrogen - a C 1 -C 10 alkyl radical, optionally substituted and optionally interrupted by a heteroatom or a group chosen from among 0, N, Si, S, SO, SO 2i a halogen, an SO 3 H radical, a 5 to 8-membered ring, substituted or unsubstituted, saturated, unsaturated or aromatic, optionally containing one or more heteroatoms or groups chosen from N, O, S, SO 2, -CO-, the ring may be cationic and / or substituted with a cationic radical, - a group -N + R17R18R19, R17i R18 and R19 being linear or branched C 1 -C 5 alkyl optionally substituted with one or more hydroxyl groups.

  when Z1 respectively Z2 represents a covalent bond, then R'1 respectively R'2 may also represent a radical: C1 -C6 alkylcarbonyl optionally substituted - -O-00-R, CO-OR, NR-CO-R 'or CO -NRR 'in which R and R' independently represent a hydrogen atom or an optionally substituted C1-C6 alkyl radical, • R'3, R'4 and R'5, which are identical or different, represent - an atom of hydrogen, - a hydroxyl radical, - a C1-C6 alkoxy radical, - a C1-C6 alkylthio radical, - an amino radical, - a monoalkylamino radical, - a C1-C6 dialkylamino radical in which the alkyl radicals can form with the nitrogen atom to which they are attached a 5- to 8-membered heterocycle, saturated, unsaturated, aromatic or otherwise, which may contain one or more heteroatoms or groups selected from N, O, S, SO2i CO, the heterocycle being cationic radical, and / or substituted by a cationic radical, an alkylcarbonyl radical and C1-C6, optionally substituted, a -O-00-R, -CO-OR, NR-CO-R 'or -CO-NRR' radical with R and R 'as defined above, - a halogen, - a radical NHSO3H, an optionally substituted C1-C4 alkyl radical, a saturated, unsaturated or aromatic carbon ring, optionally substituted. R'3, R'4 and R'5 may form, in pairs, a partially saturated ring or not, • X represents an ion or group of ions making it possible to ensure the electronegativity of the derivative of formula ( F), with the proviso that at least one of the groups R ', and R'2 represents a cationic radical. One or more aromatic or heteroaromatic carbonyl compounds. The invention also relates to a dyeing process using this composition. Another object of the invention is the use of the composition of the present invention for dyeing keratinous fibers, in particular human keratinous fibers such as the hair. The composition of the present invention makes it possible in particular to obtain a dyeing composition of keratinous fibers which are suitable for use in oxidation dyeing and make it possible to obtain a coloration with varied shades, powerful, esthetic, not very selective and resistant well to various attacks on the hair such as shampoos, light, sweat and permanent deformities. The invention also makes it possible to obtain intense colorations at neutral pH. In the compounds of formula (E) and (F) above, and unless otherwise indicated, the alkyl expression used for the alkyl radicals as well as for the groups containing an alkyl part, signifies a linear or branched carbon chain comprising of 1 to 4 carbon atoms, substituted or unsubstituted by one or more heterocycles, or by one or more phenyl groups or by one or more groups selected from halogen atoms such as chlorine, bromine, iodine and fluorine; hydroxyl, alkoxy, amino, carbonyl, carboxamido, sulphonyl, -CO2H, -SO3H, -PO3H2, -PO4H2, -NHSO3H, sulphonamide, (C1-C4) alkylamino, trialkyl (C1-C4) ammonium radicals, or else by a (C 1 -C 4) -alkylamino radical in which the two alkyl groups can form, together with the nitrogen atom of said dialkyl (C 1 -C 4) amino group to which they are bonded, a ring which can be The alkoxy expression used for the alkoxy radicals as well as for the groups comprising an alkoxy moiety means that a chain O- is interrupted by one or more nitrogen, oxygen or sulfur atoms. carbon, linear or branched, having from 1 to 4 carbon, substituted or unsubstituted by one or more groups selected from heterocycles; halogen atoms such as chlorine, bromine, iodine and fluorine; hydroxyl, amino, carbonyl, carboxamido, sulphonyl, -CO2H, -SO3H, -PO3H2i -PO4H2, -NHSO3H, sulphonamide, (C1-C4) alkylamino, trialkyl (C1-C4) ammonium radicals, or else by a (C 1 -C 4) dialkylamino radical in which the two alkyl groups can form, together with the nitrogen atom of said dialkyl (C 1 -C 4) amino group to which they are attached, a ring which can be interrupted by one or several atoms of nitrogen, oxygen or sulfur. According to the invention, the term "heterocycle" means an aromatic or non-aromatic ring containing 5, 6, 7 or 8 vertices, and from 1 to 3 heteroatoms chosen from nitrogen, sulfur and oxygen atoms. These heterocycles may be fused to other heterocycles or to a phenyl group. They may be substituted by a halogen atom; a (C 1 -C 4) alkyl radical; a (C 1 -C 4) alkoxy radical; a hydroxyl radical; an amino radical; a (C 1 -C 4) alkylamino radical; di (C 1 -C 4) alkylamino wherein the two alkyl groups together with the nitrogen atom to which they are attached form a ring which can be interrupted by one or more nitrogen, oxygen or sulfur atoms. These heterocycles may, in addition, be quaternized with a (C 1 -C 4) alkyl radical. Among these optionally fused heterocycles, there may be mentioned by way of example the rings: thiadiazole, triazole, isoxazole, oxazole, azaphosphole, thiazole, isothiazole, imidazole, pyrazole, triazine, thiazine, pyrazine, pyridazine, pyrimidine, pyridine, diazepine, oxazepine, benzotriazole, benzoxazole, benzimidazole, benzothiazole, morpholine, piperidine, piperazine, azetidine, pyrrolidine, aziridine, 3- (2-hydroxyethyl) benzothiazol-3-ium, and 1- (2-hydroxyethyl) pyridinium. According to the invention, phenyl is understood to mean a phenyl radical which is unsubstituted or substituted with one or more cyano, carbonyl, carboxamido, sulphonyl, -CO 2 H, -SO 3 H, -PO 3 H 2, -PO 4 H 2, hydroxyl, amino or monoalkyl (C -C4) amino, or dialkyl (C1-C4) amino wherein the two alkyl groups can form, together with the nitrogen atom of said dialkyl (C 1 -C 4) amino group to which they are attached, a ring which can be interrupted by one or more atoms of nitrogen, oxygen or sulfur.

  Among the QY groups, there may be mentioned the acetamide, dimethylurea, 0-methylcarbamate, methylcarbonate, N-dimethylcarbamate and the ester groups.

  Among the compounds of formula (E) above, 3-amino pyrazolo [1,5-a] pyridines corresponding to the following sub-formula, and their addition salts with an acid or with a base, are preferred. in which: R 1, R 2, R 3, which may be identical or different, represent a hydrogen or halogen atom; a hydroxyl radical; a (C 1 -C 4) alkyl radical; a (C 1 -C 4) alkylthio radical; a (C 1 -C 4) alkoxy radical; a radical -NHSO3H; an amino radical; a (C 1 -C 4) alkylamino radical; a di (C 1 -C 4) alkylamino radical in which the two alkyl groups can, together with the nitrogen atom to which they are bonded, form a ring which can be interrupted by one or more nitrogen, oxygen or sulfur; a heterocycle as defined above; a sulfonamide radical, a carbonyl radical, a (C 1 -C 4) alkoxycarbonyl radical, a carboxamido radical, or a group of formula: R "'QY in which R"' represents an oxygen or nitrogen atom, Q represents an oxygen atom, an NH or NH (C 1 -C 4) alkyl group, and Y represents a hydroxyl, amino, C 1 -C 4 alkyl, (C 1 -C 4) alkoxy or (C 1 -C 4) alkylamino radical; or di (C 1 -C 4) alkylamino. Among the 3-amino pyrazolo [1,5-a] pyridines of formula (E) which can be used as oxidation base in the dyeing compositions according to the invention, mention may be made in particular of: pyrazolo [1 5-a] pyridin-3-ylamine; 2-acetylamino-pyrazolo [1,5-a] pyridin-3-ylamine 2-morpholin-4-yl-pyrazolo [1,5-a] pyridin-3-ylamine 3-amino-pyrazolo [1 5-a] pyridin-2-carboxylic acid; 2-methoxy-pyrazolo [1,5-a] pyridin-3-ylamino; (3-amino-pyrazolo [1,5-a] pyridin-7-yl) -methanol; 2- (3-Amino-pyrazolo [1,5-a] pyridin-5-yl) -ethanol 2- (3-amino-pyrazolo [1,5-a] pyridin-7-yl) -ethanol ( 3-amino-pyrazolo [1,5-a] pyridin-2-yl) -methanol; 3,6-diamino-pyrazolo [1,5-a] pyridine 3,4-diamino-pyrazolo [1,5-a] pyridine pyrazolo [1,5-a] pyridine-3,7-diamine; 7-morpholin-4-yl-pyrazolo [1,5-a] pyridin-3-ylamine pyrazolo [1,5-a] pyridine-3,5-diamine 5-morpholin-4-yl-pyrazolo [1] 5-a] pyridin-3-ylamine - 2 - [(3-amino-pyrazolo [1,5-a] pyridin-5-yl) - (2-hydroxyethyl) amino] ethanol; 2 - [(3-amino-pyrazolo [1,5-a] pyridin-7-yl) - (2-hydroxyethyl) amino] ethanol; 3-amino-pyrazolo [1,5-a] pyridine-5-ol - 3-amino-pyrazolo [1,5-a] pyridine-4-ol - 3-amino-pyrazolo [1,5-a] a] pyridine-6-ol; 3-amino-pyrazolo [1,5-a] pyridine-7-ol - 2-methoxy-6,7-dimethylpyrazolo [1,5-a] pyridin-3-amine; 2 - [(3-aminopyrazolo [1,5-a] pyridin-2-yl) oxy] ethanol; 4-ethyl-2-methoxy-7-methylpyrazolo [1,5-a] pyridin-3-amine hydrochloride; 1- (3-aminopyrazolo [1,5-a] pyridin-2-yl) pyrrolidin-3-ol; 2,2 '- [(3-aminopyrazolo [1,5-a] pyridin-2-yl) imino] diethanol; 2 - [(3-aminopyrazolo [1,5-a] pyridin-2-yl) amino] ethanol; N2- (2-pyridin-3-ylethyl) pyrazolo [1,5-a] pyridine-2,3-diamine; N 2 - (2-pyrrolidin-1-ylethyl) pyrazolo [1,5-a] pyridine-2,3-diamine and their addition with an acid or with a base.

  For the great majority, the 3-amino pyrazolo [1,5-a] pyridines of formula (E) are compounds known in the pharmaceutical field, and are described in particular in US Patent 5,457,200. These compounds can be prepared according to synthetic methods well known in the literature and as described, for example, in US Pat. No. 5,457,200. By ring or cationic heterocycle is meant a ring containing one or more quaternary ammonium groups. By way of example of radicals of the -N + R17R18R19 type, mention may be made of the trimethylammonium, triethylammonium, dimethylethylammonium, diethylmethylammonium, diisopropylmethylammonium, diethylpropylammonium, betahydroxyethyl diethylammonium, di (betahydroxyethyl) methylammonium, tri (betahydroxyethyl) ammonium. As an example of cationic heterocycle, there may be mentioned imidazolium heterocycles, pyridiniums, piperaziniums, pyrrolidiniums, morpholiniums, pyrimidiniums, thiazoliums, benzimidazoliums, benzothiazoliums, oxazoliums, benzotriazoliums, pyrazoliums, triazoliums, benzoxazoliums. By way of example of cationic heterocycle, mention may be made of imidazoliums, pyridiniums, piperaziniums, pyrrolidiniums, morpholiniums, pyrimidiniums, thiazoliums, benzimidazoliums, benzothiazoliums, oxazoliums, benzotriazoliums, pyrazoliums, triazoliums, benzoxazoliums. The compounds of formula (F) may optionally be salified with strong mineral acids such as, for example, HCl, HBr, HI, H 2 SO 4, H 3 PO 4, or organic acids such as, for example, acetic, lactic, tartaric or citric acid. or succinic, benzenesulfonic, para-toluenesulfonic, formic, methanesulfonic.

  If they have anionic groups such as the -CO2H, -SO3H, -PO3H2i -PO4H2 groups, the compounds of formulas (E) or (F) may be salified with hydroxides of alkali or alkaline earth metals, such as sodium hydroxide or sodium hydroxide. potash, by ammonia, by organic amines. They may also be in the form of solvates, for example a hydrate or a linear or branched alcohol solvate such as ethanol or isopropanol. In the context of the invention, the term "derivative of formula (F)" means any mesomeric or isomeric forms. By way of examples of derivatives of formula (F), mention may be made of the following compounds in which X- is as defined previously: ## STR1 ## [2- (3-Amino-pyrazolo [ 1,5-a] pyridin-2-ylamino) -ethyl] -trimethylammonium N-NH 2 N- [3- (3-Amino-pyrazolo [1,5-a] pyridin-2-yl) -1- methyl-3H-imidazol-1-NH2 NH2NiN X +, - / N1N [2- (3-Amino-pyrazolo [1,5-a] pyridin-2-ylamino) -ethyl] -ethyl-dimethyl salt Ammonium NH 2 [2- (3-Amino-pyrazolo [1,5-a] pyridin-2-ylamino) -ethyl] - (2-hydroxy-ethyl) -dimethyl-ammonium salt N / NO X + OH NH 2 NH I / NO ~ N + x- [3- (3-Amino-pyrazolo [1,5-a] pyridin-2-ylamino) -propyl] -trimethyl-ammonium salt NH 2 [4- (3-Amino-pyrazolo) salt [1,5-a] pyridin-2-ylamino) -butyl] -trimethylammonium NH 2 + NH 2 NH 2 / NO 1 X [5- (3-Amino-pyrazolo [1,5-a] salt pyridin-2-ylamino) -pentyl] -trimethylammonium NH 2 NH / NON-N + XN 3- [2- (3-Amino-pyrazolo [1,5-a] pyridin-2-ylamino) -ethyl salt ] -1-methyl-3H-imidazol-1-aq NH2 N / NO NIX 3- [3- (3-Amino-pyrazolo) salt [1,5-a] pyridin-2-ylamino) -propyl] -1-methyl-3H-imidazol-1-ium NH 2 NH 4 / N-N-OH 3-Amino-pyrazolo [1,5-a] pyridin-2-ylamino) propyl] -1 (2-hydroxy-ethyl) -3H-imidazol-1-ium NH 2 / NO - NO x 2- (3-Amino-pyrazolo [1,5-a] pyridin-2-yloxy) -ethyl] -1- (2-hydroxy-ethyl) -3H-imidazol-1-ium salt of 1- {2- [ (3-Aminopyrazolo [1,5-a] pyridin-2-yl) oxy] ethyl) -1-methylpyrrolidinium NH 2 O / NO / N + NH 2 N / a NO x 1-12 (1- [2 - [(3-aminopyrazol) salt) [1,5-a] pyridin-2-yl) oxy] ethyl} -1-methylpiperidinium NH2 / NO NO- / \ / X 4- {2 - [(3-aminopyrazolo [1,5-a] pyridin salt -2-yl) oxy] ethyl} -4-methylmorpholin-4-ium NH2 O1 / NO N + / \ X {2 - [(3-aminopyrazolo [1,5-a] pyridin-2-yl) oxy salt ] ethyl} - trimethylammonium NH2 / NO ~ N + X- {2 - [(3-aminopyrazolo [1,5-a] pyridin-2-yl) oxy] ethyl} -diisopropyl-methyl-ammonium salt NH2 X / NO 1- (3-Aminopyrazolo [1,5-a] pyridin-2-yl) -1-methylpyrrolidinium salt NH 2 N X- / NO N-1- [1- (3-Amino-pyrazolo) salt [1,5-a] pyridin-2-yl) -pyrrolidin-3-yl] ammonium -timethyl NH 2 X / NON 1 + 1- [3- (3-Amino-pyrazolo [1,5-a] pyridin-2-ylamino) -propyl] -1-methylpiperidinium salt NH 2 X N-NN 2 - / Salt 4- (3-Amino-pyrazolo [1,5-a] pyridin-2-yl) -1,1-dimethyl-piperazin-1-ae NH2 X NH / NO / N 4- [2- (3-Amino-pyrazolo [1,5-a] pyridin-2-ylamino) -ethyl] -1,1-dimethyl-piperazin-1-NH2 / X NH / NON-NN 4- [2- (3-Amino-pyrazolo [1,5-a] pyridin-2-ylamino) -ethyl] -1-methyl-1-propyl-piperazin-1-ammonium salt NH 2 X / NO N / N ~ OH 4- (3-Amino-pyrazolo [1,5-a] pyridin-2-yl) -1- (2-hydroxy-ethyl) -piperazin-1-ammonium salt NH 2 NN NH N [4- (3-Amino-pyrazolo [1,5-a] pyridin-2-ylamino) -phenyl] -trimethylammonium-NH 2 N-, 1 x- Salt of 3 - [3- (3-Amino-pyrazolo [1,5-a] pyridin-2-yloxy) -propyl] -1-methyl-3H-imidazol-1-NH2 N + X NN 4- (3- Amino-pyrazolo [1,5-a] pyridin-2-yl) -1,1-dimethyl- [1,4] diazepan-1-nium NH 2 NH X, N / salt of [2- (3-Amino-6) 7-dimethyl-pyrazolo [1,5-a] pyridin-2-ylamino) -ethyl] -trimethylammonium NH 2 / ù N + / N- (4- (3-Amino-6,7- dime thylpyrazolo [1,5-a] pyridin-2-yl) -1,1-dimethylpiperazin-1-ium NH 2 NN + XH 2 OH 4- (3-Amino-6,7-dimethyl) salt pyrazolo [1,5-a] pyridin-2-yl) -1- (2-hydroxyethyl) -1-methyl-piperazin-1-yl NH 2, N-N + X salt of [1- (3-Amino) 6-amino-6,7-dimethyl-pyrazolo [1,5-a] pyridin-2-yl) -pyrrolidin-3-yl] -trimethylammonium NH 2 N / N -NX 1- (3-amino-6,7-) salt dimethylpyrazolo [1,5-a] pyridin-2-yl) -1-methylpyrrolidinium NH 2 [1- (3-Amino-6,7-dimethyl-pyrazolo [1,5-a] pyridin-2-yl) salt pyrrolidin-3-yl] (2-hydroxyethyl) -dimethylammonium, N ~ + X OH NH 2 - {1- [2- (3-Amino-6,7-dimethyl-pyrazolo -a] pyridin-2-yloxy) -ethyl] -pyrrolidin-3-yl} -trimethylammonium + -N, ... NH2 1- {2 - [(3-Amino-6,7-dimethylpyrazolo [1-amino] salt) N-methylpiperidinium 1- {2 - [(3-amino-6,7-dimethylpyrazolo [1 - [(3-amino-6,7-dimethylpyrazolo [1-methyl] pyridin-2-yl) oxy] ethyl} -1-methylpyrrolidinium 4- {2 - [(3-amino-6,7-dimethylpyrazolo [1,5-a] pyridin-2-yl) oxy] ethyl} -1- (5-a] pyridin-2-yl) oxy] ethyl salt ] ethyl} -4- o ~ / NON NH2 methylmorpholin-4-ium NH2 NX Salt of {2 - [(3- amino-6,7-di-methylpyrazolo [1,5-a] pyridin-2-yl) oxy] ethyl-trimethylammonium ~ / NON-O-NH 2 salt of {2 - [(3-amino-6,7-dimethylpyrazolo [1,5-a] pyridin-2-yl) oxy] ethyl] diisopropylmethylammonium-NH 2 NN N + x [3- (3-Amino-6,7-dimethyl-pyrazolo) salt a] pyridin-2-ylamino) -propyl] -trimethylammonium NH 2 N + x 1 [3- (3-Amino-6,7-dimethyl-pyrazolo [1,5-a] pyridin-2-yloxy) salt propyl] -trimethylammonium NH 2 O NON-N + X [3- (3-Amino-7,8-dihydro-6H-cyclopenta [e] pyrazolo [1,5-a] pyridin-2-yloxy) salt propyl] -trimethylammonium NH 2 / i H 1 X {2 - [(3-amino-7,8-dihydro-6H-cyclopenta [e] pyrazolo [1,5-a] pyridin-2-yl) amino salt ] - ethyl} -trimethylammonium NH 2 / H I + NO N ~~ / 1 \ X {3 - [(3-amino-7,8-dihydro-6H-cyclopenta [e] pyrazolo [1,5-a] salt) ] pyridin-2-yl) amino] propyl} trimethylammonium (yl) amino] ethyl) -3-methyl-1H-imidazol-3-ium 1- {2 - [(3-amino-7) salt) 8-Dihydro-6H-cyclopenta [e] pyrazolo [1,5-a] pyridin-2-NH 2 HNNN / N + 1 X 1 - {3 - [(3-amino-7,8-dihydro) salt) 6H-cyclopenta [b] [1,5-a ] pyridin-2-NH 2 N ~ / ~~ N` / \ IN + ~ NO JX yl) amino] propyl} -3-methyl-1H-imidazol-3-ium NH2 / iH / N + N + NVX Sel 1- {2 - [(3-amino-7,8-dihydro-6H-cyclopenta [e] pyrazolo [1,5-a] pyridin-2-yl) amino] ethyl} -1-methylpyrrolidinium NH 2 / i HN + NO NX 1- {2 - [(3-amino-7,8-dihydro-6H-cyclopenta [e] pyrazolo [1,5-a] pyridin-2-yl) amino] ethyl} -1-methylpiperidinium salt NH2 NO N \ / \ N ~~ X 4- {2 - [(3-amino-7,8-dihydro-6H-cyclopenta [e] pyrazolo [1,5-a] pyridin-2-yl) amino salt ] ethyl} -4-methylmorpholin-4-ium NH 2 / i HX {2 - [(3-amino-7,8-dihydro-6H-cyclopenta [e] pyrazolo [1,5-a] pyridin-2- yl) amino] ethyl-diisopropyl-methyl-ammonium NH2 NO N + X- [3- (3-Amino-4-dimethylamino-pyrazolo [1,5-a] pyridin-2-ylamino) -propyl] -trimethyl salt Ammonium N + NH 2 NH / N + N- [2- (3-Amino-4-dimethylamino-pyrazolo [1,5-a] pyridin-2-ylamino) -ethyl] -trimethylammonium salt NH 2 / - \ X 4- (3-Amino-4-dimethylamino-pyrazolo [1,5-a] pyridin-2-yl) -1-methyl-piperazin-1NN N ~ / N -ium salt salt of [1- (3-Amino-4-dimethyla mino-pyrazolo [1,5-a] pyridin-2-yl) -pyrrolidin-3-yl] -trimethylammonium-N-NH 2 X / NO / NH 2 / NO ~ N-X = salt of 3- [2- (3-Amino-4-dimethylamino-pyrazolo [1,5-a] pyridin-2-yloxy) -ethyl] -1-methyl-3H-imidazol-1-iium [2- (3-Amino-4-dimethylamino) salt pyrazolo [1,5-a] pyridin-2-yloxy) -ethyl] -trimethylammonium N / NH 2 O / N + N + N + N + OX NH 2 N + / NO N '// {1- [2- (3-Amino-4-dimethylamino-pyrazolo [1,5-a] pyridin-2-yloxy) -ethyl] -pyrrolidin-3-yl} -trimethyl-ammonium salt (3-Amino-2-methanesulfonyl-pyrazolo [1,5-a] pyridin-4-yl) -trimethylammonium salt NN The nature of the counterion is not critical for the dyeing power of the compounds of formula (F).

  When R'1 or R'2 denote a heterocycle, this heterocycle is preferably a cationic heterocycle or a heterocycle substituted with a cationic radical. By way of example, mention may be made of imidazoles substituted with a quaternary ammonium radical or imidazoliums, piperazines substituted with a quaternary ammonium radical or piperaziniums, pyrrolidines substituted with a quaternary ammonium radical or pyrrolidiniums, diazepanes substituted with a quaternary ammonium radical or diazepaniums. According to a different embodiment, R'1 or R'2 represent a group -N + R17R18R19, R17i R18 and R19 being linear or branched C1-C5 alkyls optionally substituted by one or more hydroxyl groups, such as trialkylammonium, tri (hydroxyalkyl) ammonium, hydroxyalkyl-dialkylammonium or di (hydroxyalkyl) alkylammonium. The radicals R'3, R'4 and R'5 independently may be a hydrogen atom, a C1-C4 alkyl radical may be substituted. By way of example, mention may be made of methyl, ethyl, hydroxyethyl, aminoethyl, propyl and butyl radicals.

  According to a particular embodiment, R'3, R'4 and R'5 independently represent a hydrogen atom or a C1-C4 alkyl radical. According to a particular embodiment, R'4 and R'5 together form a partially saturated or unsaturated 5- or 8-membered ring, in particular an optionally substituted cyclopentene or cyclohexene.

  According to a particular embodiment, the compound of formula (F) corresponds to the following formula: Z ~ R'1 R'5 in which Z1i R'1, R'3, R'4 and R'5 are as defined previously. According to a particular embodiment of this formula, Z represents a covalent bond, a radical ## STR1 ## or a radical ## STR2 ## and R 'is a cationic radical.

  According to a particular embodiment, the bases of formula (E) or (F) are chosen from NH 2, 2HCl 7 -, yN ~ HClNH 2, HCIH 2, 2HCl / - or the oxidation bases of the invention are generally present each in an amount of between 0.001 to 10% by weight of the total weight of the dyeing composition, preferably between 0.005 and 6%. By way of example of carbonyl derivatives, mention may be made of the compounds of formula A: in which AR represents a benzene group, a naphthalene group, a pyridine group, a pyrimidine group, a pyrazine group, a pyrazidine group and a carbazole group. , a pyrrole group, a pyrazole group, a furan group, a thiophene group, a 1,2,3-triazine group, a 1,3,5-triazine group, a quinoline group (or chinoline), an isoquinoline group (or isochinoline), an indole group, an indoline group, an indolizine group, an indane group, an imidazole group, a 1,2,4-triazole group, a 1,2,3-triazole group, a tetrazole group, a benzimidazole group, a 1,3-thiazole group, benzothiazole group, indazole group, benzoxazole group, quinoxaline group, quinazoline group, quinolizine group, cinnoline group, acridine group, julolidine group, acenaphthene group, fluorene group , a biphenyl group, a diphenylmethane group, a n benzophenone group, a diphenyl ether group, an azobenzene group, a chromone group, a coumarin group, a diphenylamine group, a stylbene group, the nitrogen heteroaromatic compounds may also be quaternized, • R, represents a hydrogen atom, an alkyl group C 1 -C 4 mono- or dihydroxyalkyl, C 1 -C 5 acyl, C 2 -C 4 alkenyl, C 1 -C 4 perfluoroalkyl, optionally substituted aryl or heteroaryl, • R 2, R3, R4, R5 and R6 represent, independently of one another, a hydrogen atom; a halogen atom; a C1-C4 alkyl group, a C1-C4 alkoxy group; a C1-C4 aminoalkyl group, a C1-C4 mono or dihydroxyalkyl group; a C1-C4 acyl group; a carboxyl group, a carboxylato group, a sulfo group, a C 1 -C 4 sulfoalkyl group, a C 1 -C 4 carboxyalkyl group; a sulfate group, a C 2 -C 6 alkenyl group, an aryl group; a C1-C4 arylalkyl group; a hydroxyl group, a nitro group, a pyrrolidino group, a morpholino group, a piperidino group, a C4 aminoalkylCl group, an ammonioalkyl group; an amino group; an ammonio group; a 1-imidazol (in) group, the last five groups being C 1 -C 4 alkyl substituted, C 1 -C 4 carboxyalkyl, C 1 -C 4 hydroxyalkyl substituted with C 1 -C 4 alkenyl groups; C2-C4 with optionally substituted benzyl groups, with C1-C4 sulfoalkyl groups or with C1-C4 alkyl groups containing a heterocyclic ring, which may be substituted by C1-C4 alkyl, by C2-alkenyl group; -C4 or with a C1-C4 hydroxyalkoxy group, two of the radicals selected from the group consisting of R2, R3, R4 and -X-CO-R, which can also form a 5-membered, 6-membered or 7-membered fused ring optionally substituted, which may also carry a fused aromatic ring, the AR system depending on the size of the nucleus may carry other substituents which may represent, independently of one another, the same substituents as those indicated for R2, R3 and R4, • X represents a direct bond; a carbonyl group; a C1-C4 carboxyalkylene group; a C 2 -C 6 alkenylene group, a C 4 -C 6 alkadienylene group, a furylene group, a thienylene group, an arylene group, a vinylenearylene group, a vinylenefurylene group, a vinylenethienylene group, these groups being optionally substituted; X may also form, together with the CO-R group, a 5-membered, 6-membered or 7-membered, optionally substituted nucleus.

  By way of examples of compounds of formula A, mention may be made of the following compounds: 5- (4'-dimethylaminophenyl) -penta-2,4-dienal, 5- (4'-diethylaminophenyl) -penta-2,4 dienal, 5- (4'-methoxyphenyl) -penta-2,4-dienal, 5- (3 ', 4'-dimethoxyphenyl) -penta-2,4-dienal, 5- (2', 4'-dimethoxyphenyl) -penta-2,4-dienal, 5- (4'-piperidinophenyl) -penta-2,4-dienal, 5- (4'-morpholinophenyl) -penta-2,4-dienal, 5- (4'-pyrrolidino-phenyl) -penta-2,4-dienal, 6- (4'-dimethylaminophenyl) -hexa-2,4-dien-2-one, 6- (4'-dimethylaminophenyl) -hexa-2,4-dien-2-one, diethylaminophenyl) -hexa-2,4-dien-2-one, 6- (4'-methoxyphenyl) -hexa-2,4-dien-2-one, 6- (3 ', 4'-dimethoxyphenyl) -hexa -2,4-dien-2-one, 6- (2 ', 4'-dimethoxyphenyl) -hexa-2,4-dien-2-one, 6- (4'-piperidinophenyl) hexa-2, 4-dien-2-one, 6- (4'-morpholino-phenyl) -hexa-2,4-dien-2-one, 6- (4'-pyrrolidinophenyl) -hexa-2,4-dienes 2-yl-5-one, 5- (4'-dimethylaminonaphth-1-yl) -penta-2,4-dienal, 2-nitropiperonal, 5-nitropiperonal, 6-nitro piperonal, 5-hydroxy-2-nitropiperonal, 2-hydroxy-5-nitropiperonal, 2-chloro-6-nitropiperonal, 5-chloro-2-nitropiperonal, 2,6-dlnitroplperonal, - 2 nitrobenzaldehyde, 3-nitrobenzaldehyde, 4-nitrobenzaldehyde, 4-methyl-3-nitrobenzaldehyde, 3-hydroxy-4-nitrobenzaldehyde, 4-hydroxy-3-nitrobenzaldehyde, 5-hydroxy-2-nitrobenzaldehyde, 2-nitrobenzaldehyde, 5-hydroxy-5-nitrobenzaldehyde, 2-hydroxy-3-nitrobenzaldehyde, 2-fluoro-3-nitrobenzaldehyde, 3-methoxy-2-nitrobenzaldehyde, 4-chloro-3-nitrobenzaldehyde, 2-chloro-6 nitrobenzaldehyde, 5-chloro-2-nitrobenzaldehyde, 4-chloro-2-nitrobenzaldehyde, 2,4-dinitrobenzaldehyde, 2,6-dinitrobenzaldehyde, 2-hydroxy-3-methoxy-5-nitrobenzaldehyde, 4-chloro-2-nitrobenzaldehyde, 5-Nitrodanaldehyde, 5-nitrovanillin, 3,5-dinitrosalicylaldehyde, 5-bromo-3-nitrosalicyl-aldehyde, 3-nitro-4-formylbenzenesulfonic acid, 4-nitro- 1-5 naphthadehyde, 2-nitrocinnamaldehyde, 3-nit rocinnamaldehyde, 4-nitrocinnamaldehyde, carbazol-aldehydes or carbazole-ketones, in particular 9-methyl-3-carbazole-aldehyde, 9-ethyl-3-carbazolaldehyde, 3-acetylcarbazole, diacetyl-9-ethylcarbazole, 3-acetyl-9-methylcarbazole, 1,4-dimethyl-3-carbazol-aldehyde, 1,4,9-trimethyl-3-carbazole-aldehyde, - 4-trimethylammoniobenzaldehyde salts 4-Benzyldimethylammoniobenzaldehyde, 4-trimethylammoniocinnamaldehyde, 4-trimethylammonionaphthalaldehyde, 2-methoxy4-trimethylammoniobenzaldehyde, N- (4'-acetylphenyl) trimethylammonium, 4- (N, N-diethyl) -N-methylammonio) -benzaldehyde, N- (4 1-Benzoylphenyl) trimethylammonium, N- (4'-benzoylphenyl) -N, N-diethylmethylammonium, N- (4'-formylphenyl) -N-methylpyrrolidinium, N- (4'-formylphenyl) N-methylpiperidinium, N (4'-Formylphenyl) -N-methylmorpholinium, N- (4'-acetylphenyl) -N-methylmorpholinium, N- (4'-benzoylphenyl) -N-methylmorpholinium, 3-formyl-N-ethyl-N-methyl carbazolium, 3-formyl-9,9-dimethylcarbazolium, 1- (4'-acetylphenyl) -3-methylimidazolium, 1- (4'-acetylphenyl) -3-methyl-2-imidazolinium, 1- (4'-benzoyl) phenyl) -3-methylimidazolium, 5-acetyl-1,3-diethyl-2-methylbenzimidazolium, 5-trimethylammonio-1-indanone, in particular benzenesulphonates, p-toluenesulphonates, methanesulphonates, ethanesulphonates, propane-sulphonates, perchlorates, sulphates, chlorides, bromides, iodides, tetrachlorozincates, methylsulfates, trifluoromethanesulfonates, hexafluorophosphates, tetrafluoroborates, formyl-1-methylpyridinium salts, 2-formyl-1-methylpyridinium, 4-formyllethylpyridinium, 2-formyl-1-ethylpyridinium, 4-formyl-1 benzylpyridinium, 2-formyl-1-benzylpyridinium, 4-formyl-1,2-dimethyl-pyridinium, 4-formyl-1,3-dimethylpyridinium, 4-formyl-1-methylquinolinium, 2-formyl-1-methylquinolinium 4-acetyl-1-methyl-pyridinium, 2-acetyl-1-methylpyridinium, 4-acetyl-1-methylquinolinium, 5-formyl-1-meth ylquinolinium, 6-formyl-1-methylquinolinium, 7-formyl-1-methylquinolinium, 8-formyl-1-methylquinolinium, 5-formyl-1-ethylquinolinium, 6-formyl-1-ethylquinolinium, 7-formyl-1-ethylquinolinium, 8-Formyl-1-ethylquinolinium, 5-formyl-1-benzyl-quinolinium, 6-formyl-1-benzylquinolinium, 7-formyl-1-benzyl-quinolinium, 8-formyl-1-benzylquinolinium, 5-formyl-1 - allyl-quinolinium, 7-formyl-1-alkylquinolinium and 8-formyl-1-allyquinolinium, 5-acetyl-1-methylquinolinium, 6-acetyl-1-methylquinolinium, 7-acetyl-1-methylquinolinium, 8-acetyl-1-methylquinolinium , 5-acetyl-1-ethylquinolinium, 6-acetyl-1-ethylquinolinium, 7-acetyl-1-ethylquinolinium, 8-acetylethylquinolinium, 5-acetyl-1-benzylquinolinium, 6-acetyl-1-benzylquinolinium, 7-acetyl-1 benzylquinolinium, 6-acetyl-benzylquinolinium, 5-acetyl-1-allylquinolinium, 6-acetyl-1-alkyl-quinolinium, 7-acetyl-1-allylquinolinium and 8-acetyl-1- allyl-quinolinium, 9-formyl-10-methylacridinium, 4- (2'-formylvinyl) -1-methylpyridinium, 1,3-dimethyl-2- (4'-formylphenyl) -benzimidazolinium, 1,3-dimethyl- 2- (4'-Formylphenyl) imidazolinium, 2- (4'-formylphenyl) -3-methylbenzothiazolium, 2- (4'-acetylphenyl) -3-methylbenzothiazolium, 2- (4'-formylphenyl) -3-methylbenzoxazolium, 2- (5-Formyl-2-furyl) -3-methylbenzothiazolium, 2 (5-formyl-2-thienyl) -3-methylbenzothiazolium, 2- (3'-formyl) phenyl) -3-methylbenzothiazolium, 2- (4-formyl-2-furyl) -3-methylbenzothiazolium. Formylnaphth-1-yl) -3-methylbenzothiazolium, 5-chloro-2- (4'-formylphenyl) -3-methyl-benzothiazolium, 2- (4'-formylphenyl) -3,5-dimethylbenzothiazolium, 1-methyl 2- [2- (4'-Formylphenyl) -ethenyl] -pyridinium, 1-methyl-4- [2- (4'-acetylphenyl) -ethenyl] -pyridinium, 1-benzyl-4- [2- (4'-Acetylphenyl) -ethenyl] -pyridinium, 1-methyl-4- [2- (4'-formylphenyl) -ethenyl] -pyridinium. 1-methyl-2- [2- (4'-formylphenyl) -ethenyl] -pyridinium, 1-methyl-4- [2- (4'-formylphenyl) -ethenyl] -quinolinium, 1-methyl-2-yl (4'-Formylphenyl) -ethenyl] -quinolinium, 1-methyl-2 [2- (5-formyl-2-furyl) -ethenyl] -quinolinium, 1-methyl-2- [2- (5-formyl) 2-thienyl) -ethenyl] -quinolinium, 1-methyl-2- [2- (4-formylphenyl) -5-ethenyl] benzothiazolinium, 1,3-dimethyl-2- [2- (4'-formylphenyl) -ethenyl] - benzimidazolinium, 1,3-dimethyl-2- [2- (4'-formylphenyl) -ethenyl-imidazolinium, 1-methyl-5-oxo-indeno [1,2-b] -pyridinium (4-methyl-4- azonio-9-fluorenone), 1-ethyl-5-oxo-indeno [1,2-b] -pyridinium (4-ethyl-4-azonio-9-fluorenone), 1-benzyl-5-oxo-indeno [1 2-b] -pyridinium (4-benzyl-4-azonio-9-fluorenone), 2-methyl-5-oxo-indeno [1,2-c] pyridinium, 2-methyl-9-oxoindeno [2], 1-c] pyridinium, 1-methyl-9-oxo-indeno [2,1-b] pyridinium, in particular benzenesulphonate, p-toluenesulphonate, methanesulphonate, perchlorate, sulphate, chloride, bromide, iodide, tetrachlorozincate , methylsulfate, trifluoromethanesulfonate, tetrafluoroborate, salicylaldehyde, vanillin, 4-hydroxy-3-methoxycinnamiddehyde (coniferaldehyde), 2,4-dihydroxybenzaldehyde, 4-dimethylamino-benzaldehyde, 4-diethylaminobenzaldehyde, 4 dimethylamino-2-hydroxybenzaldehyde, 4-pyrrolidinobenzaldehyde, 4-morpholinobenzaldehyde, 4-piperidinobenzaldehyde, 4-dimethylaminoacetophenone, 4-hydroxynaphthaldehyde, 4-dimethylaminonaphthaldehyde, 4-dimethylaminobenzylideneacetone, 4-dimethylamino-cinnamaldehyde, 2-dimethylaminobenzaldehyde, 2-chloro-4-dimethylaminobenzaldehyde, 4-dimethylamino-2-methylbenzaldehyde, trans-4-diethylamino-cinnamaldehyde, 4- (dibutylamino) benzaldehyde, 4-diphenylaminobenzaldehyde, 2,3 , 6,7-tetrahydro-1H, 5H-benzoylquinolizine-9-carboxaldehyde, 4-dimethylamino-2-methoxybenzaldehyde, 2,3,6,7-tetrahydro-8-hydroxy-1H, 5H-benzoylquinolizine-9 -carboxaldehyde, the 4- (1-imidazoyl) -benzaldehyde, 2-morpholinobenzaldehyde, indol-3-carboxaldehyde, 1-methylindol-3-carboxaldehyde, N-ethylcarbazole-3-carboxaldehyde, 2-formyl-methylene-1, 3,3-trimethylindoline (tribal aldehyde), 1,3-diacetylbenzene, 1,4-diacetylbenzene, 1,3,5-triacetylbenzene, 2-benzoylacetophenone, 2- (4'-methoxybenzoyl) acetophenone, 2- (2-furoyl) acetophenone, 2- (3-pyridoyl) acetophenone, 2- (2-pyridoyl) acetophenone, 1-phenyl-1,2-propanedione, phenyl-1,2-butanedione, 1 - (chloro-phenyl) -1,2-propanedione, 1-phenyl-3,3-dimethyl-1,2-butanedione, benzil, anisil, salicylic acid , 5,5'-dibromosalic, 2,2'-furyl, 2,2'-thienyl, 2,2'-, 4,4'-pyridile, 6,6'-dimethyl-4,4 pyridyl, 4-hydroxy-, 4-methoxy-, 4-chloro, 4-methyl-, 4-dimethylamino-, 4,4'-dihydroxy-, dimethyl-, -dibromo, -dichloro-, bis-dimethylamino-, 2,4-dihydroxy-, 3,3'-dimethoxy, 2'-chloro-3,4-dimethoxy- , 3,4,5,3 ', 4', 5'-hexamethoxybenzyl, isatin and its derivatives, such as 1-methyl isatin, 1-allyl isatin, 5-chloroisatin, 5-methoxyisatin, 5-nitroisatin, 6-nitroisatin, 5-sulfoisatin, isatin-5-sulphonic acid, isatin-4-carboxylic acid and isatin-5-carboxylic acid, - N-substituted isatin derivatives such as N-methylisatin, N- (2'-hydroxyethyl) isatin, N- (2'-hydroxymethyl) isatin, N- (2'-hydroxypropyl) -isatin, N- (3'-hydroxy-) propyl) -isatin, N- (2 ', 3'-dihydroxypropyl) -isatin, N- (2'-sulfoethyl) -isatin, (3'-sulfopropyl) -isatin, N-allylisatin, N-vinylisatin, N-benzylisatin, N- (4'-methoxybenzyl) -isatin, N- (4'-carboxybenzyl) -isatin, N- (4'-sulfobenzyl) -isatin, dimethylaminoethyl) -isatin N- (2'-pyrrolidinoethyl) -isatin, N- (2'-piperidinoethyl) -isatin, (2'-morpholinoethyl) -isatin, N- (2'-furyylmethyl) isatin, N - (thien-2-ylmethyl) -isatin, N- (pyrid-2-ylmethyl) -i satine, N- (pyrid-3-ylmethyl) -isatin, N- (pyrid-4-ylmethyl) -isatin, N-allylisatin-5-sulfonic acid, 5-chloro-N- (2 ') hydroxyethyl) -isatin, 5-methyl-N- (2'-hydroxyethyl) -isatin, 5,7-dichloro-N-allylisatin, 5-nitro-N-allylisatin, N-hydroxymethylisatin, N- hydroxymethyl-5-methylisatin, N-hydroxymethyl-5-chloroisatin, N-hydroxymethyl-5-sulfoisatin, N-hydroxymethyl-5-carboxyisatin, N-hydroxymethyl-5-nitroisatin, N-hydroxymethyl-5-bromoisatin , N-hydroxymethyl-5-methoxyisatin, N-hydroxymethyl-5,7-dichloroisatin, N-dimethylaminomethylisatin, N-diethylaminomethylisatin, N- (bis- (2'-hydroxyethyl) -aminomethyl) -isatin, N- ( 2'-hydroxyethylaminomethyl) -isatin, N- (bis- (2'-hydroxypropyl) -aminomethyl) -isatin, N-pyrrolidinomethylisatin, N-piperidinomethylisatin, N-morpholinomethylisatin, N- (1,2,4 -triazo] yl) -methylisatin, N- (1-imidazolyl) -methylisatin, N-carboxymethylaminometh ylisatin, N- (2-carboxyethylaminomethyl) isatin, N- (3'-carboxypropylaminomethyl) -isatin, N- (bis- (2'-hydroxyethyl) -aminomethyl) -5-methylisatin, N-piperidinomethyl-5 chloroisatin, N- (2'-sulfoethylamino) -isatin, as well as the alkali metal and optionally ammonium salts of the acidic compounds, quinisatin and its derivatives, such as N-methylquinisatin, acetophenone, propiophenone 2-hydroxyacetophenone, 3-hydroxyacetophenone, 4-hydroxyacetophenone, 2-hydroxypropiophenone, 3-hydroxypropiophenone, 4-hydroxypropiophenone, 2-hydroxybutyrophenone, 3-hydroxybutyrophenone, 4-hydroxy-butyrophenone, 2, 4-dihydroxyacetophenone, 2,5-dihydroxyaceto-phenone, 2,6-dihydroxyacetophenone, 2,3,4-trihydroxyacetophenone, 3,4,5-trihydroxyacetophenone, 2,4,6-trihydroxyacetophenone, 2,4,6-trimethoxyacetophenone, 3,4,5-trimethoxyacetophenone, 3,4,5-trimethoxyacetophenone-diethyl tal, 4-hydroxy-3-methoxyacetophenone, 3,5-dimethoxy-4-hydroxyacetophenone, 4-aminoacetophenone, 4-dimethylaminoacetophenone, 4-morpholinoacetophenone, 4- piperidinoacetophenone, 4-imidazolinoacetophenone, 2-hydroxy-5-bromoacetophenone, 4-hydroxy-3-nitroacetophenone, acetophenone-2-carboxylic acid, acetophenone-4-carboxylic acid, benzophenone, hydroxybenzophenone, 2-aminobenzophenone, 4,4'-dihydroxybenzophenone, 2,4-dihydroxybenzophenone, 2,4,4'-trihydroxybenzo-phenone, 2,3,4-trihydroxybenzophenone, 2-hydroxy-1 -acetonaphthon, 1-hydroxy-2-acetonaphthon, chromone, chromone-2-5 carboxylic acid. flavone, 3-hydroxyflavone, 3,5,7-trihydroxyflavone, 4 ', 5,7-trihydroxyflavone, 5,6,7-trihydroxyflavone, quercetin, indanone, 9-fluorenone, hydroxy-fluorenone, anthrone, 1,8-dihydroxyanthrone, heterocyclic carbonyl compounds such as 2-indolaldehyde, 3-indolaldehyde, 1-methylindol-3-aldehyde, 2-methylindol-3-aldehyde, -acetylindol-3-aldehyde, 3-acetylindole, 1-methyl-3-acetylindole, 2- (1,3,3-trimethyl-2-indolinylidene) acetaldehyde, 1-methylpyrrol-2-aldehyde, 1-methyl-2-acetylpyrrole, 1-pyridin-aldehyde, 2-pyridinaldehyde, 3-pyridin aldehyde, 4-acetylpyridine, 2-acetylpyridine, 3-acetylpyridine, pyridoxal, quinoline-3-aldehyde , quinoline-4-aldehyde, antipyrin-4-aldehyde, furfural, 5-nitrofurfural, 2-thienoyl-trifluoroacetone, chromone-3-aldehyde, 3- (5-nitro-2-furyl) ) -acrolein, 3- (2-furyl) -acrolein, imidazo 1-2-aldehyde, - indanone derivatives, such as, for example, 1,2-indanedione, 2-oximo-1-indanone, indan-1,2,3-trione-2-oxime, 5-methoxyindan-1,2 , 3-trione-2-oxime, 2-nitro-1,3-indanedione, as well as any mixtures of the foregoing compounds,

  As carbonyl compounds, there may also be mentioned compounds of formula B in which R 'represents a hydrogen atom, a C 1 -C 4 alkyl group, a C 2 -C 4 alkenyl group, an aryl group or an aryl group ( C 1 -C 4 alkyl), C 1 -C 4 acyl group, hydroxy (C 1 -C 4 alkyl) group, dihydroxy (C 1 -C 4) alkyl group, sulfo (C 1 -C 4) alkyl group, carboxy (C1-C4) alkyl group, R, RäN- (CH2) m, - or R, RäR ,,, N ± (CH2) m, -, where m is 1, 2, 3 or 4 and R ,, R and R ,,, independently of one another represent a hydrogen atom. a C 1 -C 4 alkyl group, a hydroxy C 1 -C 4 alkyl group, an aryl C 1 -C 4 alkyl group or R 1 and R 5 together with the nitrogen atom form a 5-, 6- or 5-membered heterocyclic ring; 7-link, or a group of formula (II) below: wherein - A represents a C1-C8 alkylene group, a carbonyl group, an arylene group or a - (CH2); -O- (CH2) k group; -. where j and k represent, independently of one another, a number equal to 1,2,3 or 4, - R 6, R 7, R 8 and R 9 represent, independently of one another, a hydrogen atom, an atom of halogen, a nitro group, a sulfonic acid group, a hydroxy group, a carboxyl group, a C1-C4 alkyl group, an aryl group, a C1-C4 alkoxy group, a hydroxy-C1-C4 alkyl group, a dihydroxy (C 2 -C 4) alkyl group, a sulfo (C 1 -C 4) alkyl group, a carboxy (C 1 -C 4) alkyl group, a C 1 -C 4 acyl group, a R group, vRvN- (CH 2) n, or a group R, vRvRv, N ± (CH2) n, -, where R, v, Rv and RNA independently of one another represent a hydrogen atom, a C1-C4 alkyl group, a hydroxy group (C 1 -C 4 alkyl), or an aryl (C 1 -C 4) alkyl group, and n 'is 1, 2, 3 or 4, and R 2, R 3, R 4 and R 5 independently represent one of the other a hydrogen atom, a halogen atom, a C1-C4 alkyl group, an alkyl group, a C1-C4 alkoxy group, a hydroxy group (a C1-C4 alkyl), a dihydroxy (C1-C4) alkyl group, a sulfo (C1-C4) alkyl group, a carboxy (C1-C4) alkyl group, a C1-C4 acyl group, a ## STR2 ## as well as a group R.sub.R.sub.R.sub.R.sup.R.sup.R.sub.R.sup.R.sup.R.sub.R.sup.R.sup.R.sub.R.sup.R.sup.R.sub.R.sup.R.sub.R.sup.R.sub.R.sub.xR.sub.xR.sub.xR.sub.xR.sub.xR.sub.xR.sub.xR.sub.xR.sub.R.sub.R.sub.R.sub.R.sub.R.sub.R.sub.R.sub.R.sup.R.sub.R.sub.R.sub.R.sub.R.sub.R.sub.R.sub.R.sub.R.sub.R.sub.R.sub.R.sub.R.sub.R.sub.R.sub.R.sub.R.sub.R.sub.R.sub.R.sub.R another a hydrogen atom, a C1-C4 alkyl group, a hydroxy (C1-C4) alkyl group or an aryl (C1-C4) alkyl group and q is 1,2,3 or 4, a nitro group, a sulfonic acid group, a hydroxy group, a carboxyl group, a group of formula (II), wherein A, R6, R7, R8 and R9 are defined as above, or a group of formula (III) two contiguous radicals of R 2, R 3, R 4 and R 5 which can form a fused radical, chosen from formulas (IV) to (VIII), - R 6, R 7, R 8 and R 9 are defined as above, - R 10 represents an atom hydrogen, C1-C4 alkyl, C2-C4 alkenyl, aryl, aryl C1-C4 alkyl, C1-C4 acyl group; hydroxy-C 1 -C 4 -alkyl, dihydroxy-C 1 -C 4 -alkyl, sulfo-C 1 -C 4 -alkyl, carboxy-C 1 -C 4 -alkyl, R x R x, N- (CH2) s or RxRx, Rx-N ± (CH2) s-, where Rx Rx, and Rxa independently of one another represent a hydrogen atom, a C1-C4 alkyl group, a hydroxy group ( C1-C4 alkyl) or aryl (C1-C4) alkyl and s is 1, 2, 3 or 4, - B represents a direct bond, an oxygen atom, a sulfur atom, a group disulfide, an NH group, a sulfonyl group, a C 1 -C 4 alkylene group, a carbonyl group, a -O- (CH 2), -O- group, where t is 1, 2, 3 or 4, a group - (CH2) u10O- (CH2), -, where u and v are independently of one another 1, 2, 3 or 4, - D is methylene, carbonyl and a group NH 5

  provided that:. one of the radicals R ', R2, R3, R4 or R5 is a group of formula II or III as defined above, and / or two of the adjacent radicals of R2, R3, R4 or R5 together form a condensed radical chosen from formulas IV to VIII. By way of example, mention may be made of compounds B, mention may be made of (1H, 7H) 2,3,5,6-tetrahydropyrrolo [3,2-f] indolo-2,3,5,6-tetrone (1H, 6H) -2,3,7,8-Tetrahydropyrrolo [2 ', 3': 1,2] naphtho [5,6-b] pyrrolo-2,3,7,8-tetraone, (3H, 8H) -1,2,6,7-tetrahydro-5,10-dichloroindolo [7,6-g] indolo-1,2,6,7-tetraone, 5,5'-oxy-bis (1H-2,3-dihydroindolo-2,3-dione), 6,6'-oxy-bis (1H-2,3-dihydroindolo-2,3-dione), 6,6'-carbonyl bis (1H-2,3-dihydro-indolo-2,3-dione), (1H, 7H) -2,3,5,6-tetrahydro-8-chloro-4-methoxy-benzo [1, 2-b: 5,4-b '] dipyrrolo-2,3,5,6-tetraone, (1H, 8H) -2,3,6,7-tetrahydro-benzo [2,1-b: 3 , 4-b '] dipyrrolo-2,3,6,7-tetraone, 6,6'-methylene-bis (1H-2,3-tetrahydroindolo-2,3-dione), 6,6'- methylene-bis (1H-2,3-tetrahydro-7-chloroindolo-2,3-dione), 1,1'-methylene-bis (1H-2,3-tetrahydroindolo-2,3-dione) ), 1,1 '- (1,3-propanediyl) bis (1H-2,3-tetrahydro-5-methylindolo-2,3-dione), (1H, 7H) -2, 3,5,6-tetrahydro-8-methylbenzo [1,2-b: 5,4-b '] dipyrrolo-2,3,5,6-t (1H, 1'H), 2,2 ', 3,3'-tetrahydro-7,7'-dimethoxy-5,5'-bundolo-2,2', 3,3'-tetrone, (1H, 7H) -2,3,5,6-tetrahydro-4,8-dimethylbenzo [1,2-b: 5,4-b '] dipyrrolo-2,3,5,6-tetron, 1 H, 1'H) -2,2 ', 3,3'-tetrahydro-5,5', 6,6'-tetrahydroxy-1,1'-dimethyl-4,4'-biindolo-2,2 ', 3,3'-tetrone. As carbonyl compounds, the compounds of the following formulas C and D may also be mentioned: R 7 represents a hydrogen atom, a C 1 -C 4 alkyl group, an aryl group or an aryl-C 1-4 alkyl group; C4) or a heteroaryl group and R8, R9 and R10, and R11 are each independently of one another a hydrogen atom, a halogen atom, a C1-C4 alkyl group, a C1-C4 alkoxy group or a C4 or C1-C4 hydroxyalkoxy, hydroxy, nitro, carboxy, carboxylato, C1-C4 alkoxycarbonyl, carbamoyl, sulfo, sulfato, sulfamoyl, or amino, optionally substituted, which may be substituted by C1-C4 alkyl, or C1-C4 hydroxyalkyl, R12 is hydrogen, C1-C4alkyl, C2C4 acyl. The compounds of formula D or of formula C are chosen from 1-acetylindolin-3-one, 1-propionylindolin-3-one. 1-acetyl-5-chloroindolin-3-one, 1-acetyl-5-bromoindolin-3-one, 1-acetyl-5-nitroindolin-3-one, 1-acetyl-1-acetyl-3-one 5-carboxyindolin-3-one, 1-acetyl-5-ethoxycarbonylindolin-3-one, 1-acetyl-5-methoxycarbonylindolin-3-one, 1-acetyl-5-methylindolin-3 -one, 1-acetyl-5-methoxy-indolin-3-one, 1-acetyl-3-acetoxyindole, their acid addition products and any mixtures of the foregoing compounds

  According to a particular embodiment, the carbonyl compounds are chosen from 4-formyl-1-methylquinolinium-4-methylbenzenesulfonate, 4-formyl-1-methylpyridiniumbenzenesulfonate, 3-formyl-1-methylpyridiniumbenzenesulfonate, 2-formyl-1-methylpyridiniumbenzenesulfonate, 1 1-methyl-1H-imidazole-5-carbaldehyde, 5-formyl-1,3-dimethyl-1H-imidazol-3-ium, 1,2-dihydro-3H-indol-3-one, 1-acetyl-1 2-dihydro-3H-indol-3-one, 1H-indole-2,3-dione, 1-acetyl-1,2-dihydro-3H-indol-3-one, 3H-indol-3-one. The carbonyl compounds are generally present in an amount of between 0.001% and 20% relative to the total weight of the composition.

  This composition may also contain one or more conventional couplers in coloring. Among these couplers, there may be mentioned meta-phenylenediamines, meta-aminophenols, meta-diphenols, naphthalenic couplers, heterocyclic couplers and their addition salts. By way of example of a coupler, there may be mentioned 2-methyl-5-aminophenol, 5-N- (3-hydroxyethyl) amino-2-methylphenol, 6-chloro-2-methyl-5-aminophenol, 3 amino phenol, 2,4-dichloro-3-aminophenol, 5-amino-4-chloro-o-cresol, 1,3-dihydroxy benzene, 1,3-dihydroxy-2-methyl benzene, 4-chloro 1 , 3-dihydroxy benzene, 2,4-diamino 1- (B-hydroxyethyloxy) benzene, 2-amino 4- (B-hydroxyethylamino) 1-methoxybenzene, 1,3-diamino benzene, 1,3-bis - (2,4-diaminophenoxy) propane, 3-ureido aniline, 3-ureido 1-dimethylamino benzene, sesamol, 1-B-hydroxyethylamino-3,4-methylenedioxybenzene, α-naphthol, 2-methyl 1-naphthol, 1,5-dihydroxy naphthalene, 2,7-naphthalenediol, 1-acetoxy-2-methylnaphthalene, 6-hydroxyindole, 4-hydroxyindole, 4-hydroxy N-methylindole, 2-amino-3-hydroxy-pyridine, 6-hydroxybenzomorpholine, 3,5-diamino-2,6-dimethoxypyridine, 2,6-dihydroxy-3-4-dimethylpyridine, 3-amino-2-methyl amino-6-methoxypyridine, 1-N- (β-hydroxyethyl) amino-3,4-methylene dioxybenzene, 2,6-bis- (β-hydroxyethylamino) toluene, 3-methyl-1-phenyl-5- pyrazolone phenyl methyl pyrazolone and their addition salts with an acid. The composition of the present invention may further comprise one or more additional oxidation bases conventionally used in oxidation dyeing different from the oxidation bases of formula (E) and (F). By way of example, these additional oxidation bases are chosen from para-phenylenediamines other than those previously described, bis-phenylalkylenediamines, para-aminophenols, bis-para-aminophenols, ortho-aminophenols, heterocyclic bases other than those described above. oxidation bases of formulas (E) and (F) and their addition salts. Among the para-phenylenediamines, there may be mentioned, for example, para-phenylenediamine, para-toluenediamine, 2-chloro-para-phenylenediamine, 2,3-dimethyl-para-phenylenediamine and 2,6-dimethyl-para-phenylenediamine. , 2,6-diethyl-para-phenylenediamine, 2,5-dimethyl-para-phenylenediamine, N, N-dimethyl-para-phenylenediamine, N, N-diethyl-para-phenylenediamine, N, N-dipropyl para-

  phenylenediamine, 4-amino N, N-diethyl-3-methylaniline, N, N-bis- (13-hydroxyethyl) para-phenylenediamine, 4-N, N-bis (13-hydroxyethyl) amino-2-methyl aniline, 4-N, N-bis- (13-hydroxyethyl) amino 2-chloroaniline, 2-13-hydroxyethyl-para-phenylenediamine, 2-fluoro-para-phenylenediamine, 2-isopropyl-para-phenylenediamine, N - (13-hydroxypropyl) para-phenylenediamine, 2-hydroxymethyl-para-phenylenediamine, N, N-dimethyl-3-methyl-para-phenylenediamine, N, N- (ethyl, 13-hydroxyethyl) para-phenylenediamine, N- (13, γ-dihydroxypropyl) para-phenylenediamine, N- (4'-aminophenyl) para-phenylenediamine, N-phenyl para-phenylenediamine, 2-hydroxyethyloxy para-phenylenediamine, 2-13-acetylaminoethyloxy para-phenylenediamine, N- (13-methoxyethyl) para-phenylenediamine, 4-aminophenylpyrrolidine, 2-thienyl para-phenylenediamine, 2-hydroxyethylamino-5-amino toluene, 3-hydroxy-1- (4'-aminophenyl) ) pyrrolidine and their addition salts with an acid. Among the para-phenylenediamines mentioned above, para-phenylenediamine, para-toluenediamine, 2-isopropyl para-phenylenediamine, 2-13-hydroxyethyl para-phenylenediamine, 2-13-hydroxyethyloxy para-phenylenediamine, 2 6-dimethyl-para-phenylenediamine, 2,6-diethyl-para-phenylenediamine, 2,3-dimethyl-para-phenylenediamine, N, N-bis- (13-hydroxyethyl) para-phenylenediamine, 2-chloro-para-phenylenediamine, 2-13-acetylaminoethyloxy para-phenylenediamine, and their addition salts with an acid are particularly preferred. Among the bis-phenylalkylenediamines, mention may be made, by way of example, of N, N'-bis- (13-hydroxyethyl) N, N'-bis- (4'-aminophenyl) 1,3-diamino propanol, N N, N'-bis- (13-hydroxyethyl) N, N'-bis- (4'-aminophenyl) ethylenediamine, N, N'-bis- (4-aminophenyl) tetramethylenediamine, N, N'-bis- ( 13-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, 1,8-bis (2,5-diamino phenoxy) -3,6-dioxaoctane, and their addition salts with an acid. Among the para-aminophenols, para-aminophenol, 4-amino-3-methylphenol, 4-amino-3-fluoro phenol, 4-amino-3-hydroxymethylphenol, 4- amino 2-methylphenol, 4-amino-2-hydroxymethylphenol, 4-amino-2-methoxymethylphenol, 4-amino-2-aminomethylphenol, 4-amino-2- (R-hydroxyethylaminomethyl) phenol, 4- amino 2-fluoro phenol, 1-hydroxy-4-

  methylamino-benzene, 2-2'-methylenebis-4-amino phenol and their addition salts with an acid. Among the ortho-aminophenols, mention may be made, for example, of 2-amino phenol, 2-amino-5-methylphenol, 2-amino-6-methylphenol and 5-acetamido-2-aminophenol, and their addition salts with an acid. Among the heterocyclic bases that may be mentioned by way of example are pyridine derivatives, pyrimidine derivatives and pyrazole derivatives. Among the pyridine derivatives, mention may be made of the compounds described for example in patents GB 1 026 978 and GB 1 153 196, such as 2,5-diaminopyridine, 2- (4-methoxyphenyl) amino 3-aminopyridine, 2 , 3-diamino-6-methoxy pyridine, 2-03-methoxyethyl) amino-3-amino-6-methoxy pyridine, 3,4-diamino pyridine, and their addition salts with an acid. Among the pyrimidine derivatives, mention may be made of the compounds described, for example, in DE 2359399; JP 88-169571; JP 05-63124; EP 0770375 or patent application WO 96/15765 such as 2,4,5,6-tetraaminopyrimidine, 4-hydroxy 2,5,6-triaminopyrimidine, 2-hydroxy 4,5,6-triaminopyrimidine, , 4-dihydroxy-5,6-diaminopyrimidine, 2,5,6-triaminopyrimidine, and pyrazolopyrimidine derivatives such as those mentioned in the patent application FR-A-2750048 and among which mention may be made of pyrazolo [1, 5-a] -pyrimidine-3,7-diamine; 2,5-dimethyl pyrazolo [1,5-a] pyrimidine-3,7-diamine; pyrazolo [1,5-a] pyrimidine-3,5-diamine; 2,7-dimethyl pyrazolo [1,5-a] pyrimidine-3,5-diamine; 3-amino pyrazolo [1,5-a] pyrimidin-7-ol; 3-amino pyrazolo [1,5-a] pyrimidin-5-ol; 2- (3-amino pyrazolo [1,5-a] pyrimidin-7-ylamino) ethanol, 2- (7-amino pyrazolo [1,5-a] pyrimidin-3-ylamino) - ethanol, 2 - [(3-amino-pyrazolo [1,5-a] pyrimidin-7-yl) - (2-hydroxyethyl) amino] ethanol, 2 - [(7-amino-pyrazolo [ 1,5-a] pyrimidin-3-yl) - (2-hydroxyethyl) amino] ethanol, 5,6-dimethyl pyrazolo [1,5-a] pyrimidine-3,7-diamine, 2,6-dimethyl pyrazolo [1,5-a] pyrimidine-3,7-diamine, 2,5-N, 7,7-tetramethyl pyrazolo [1,5-a] pyrimidine-3,7- diamine, 3-amino-5-methyl-7-imidazolylpropylamino pyrazolo [1,5-a] pyrimidine and their acid addition salts and their tautomeric forms, when tautomeric equilibrium exists. Among the pyrazole derivatives, mention may be made of the compounds described in DE 3843892, DE 4133957 and patent applications WO 94/08969, WO 94/08970, FR-A-2 733 749 and DE 195 43 988 as the 4.5 1-methyl pyrazole, 4,5-diamino-1-yl-hydroxyethyl) pyrazole, 3,4-diamino pyrazole, 4,5-diamino-1- (4'-chlorobenzyl) pyrazole, diamino 1,3-dimethyl pyrazole, 4,5-diamino-3-methyl-1-phenyl pyrazole, 4,5-diamino-1-methyl-3-phenylpyrazole, 4-amino-1,3-dimethyl-5-hydrazino pyrazole, 1-Benzyl-4,5-diamino-3-methyl-pyrazole, 4,5-diamino-3-tert-butyl-1-methyl-pyrazole, 4,5-diamino-1-tert-butyl-3-methyl-pyrazole, 4,5 amino-1- (13-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-hydroxymethyl pyrazole, 4,5-diamino-3-hydroxymethyl-1-methyl-pyrazole, 4,5-diamino-3-hydroxymethyl-1-isopropyl pyrazole, 4,5-diamino-3-meth 1-isopropyl pyrazole, 4-amino 5- (2'-aminoethyl) amino 1,3-dimethyl pyrazole, 3,4,5-triamino pyrazole, 1-methyl 3,4,5-triamino pyrazole, 3,5-diamino-1-methyl-4-methylamino pyrazole, 3,5-diamino 4- (13-hydroxyethyl) amino-1-methyl pyrazole, and their addition salts with an acid. There may also be mentioned diaminopyrazolinones described in patent application FR2886137 and in particular 2,3-diamino-6,7-dihydro-1H, 5H-pyrazol-1-one and its salts. In general, the addition salts of the oxidation bases and couplers that can be used in the context of the invention are chosen especially from the addition salts with an acid such as hydrochlorides, hydrobromides, sulphates, citrates, succinates, tartrates, lactates, tosylates, benzenesulfonates, phosphates and acetates and addition salts with a base such as sodium hydroxide, potassium hydroxide, ammonia, amines or alkanolamines. The dye composition in accordance with the invention may also contain one or more direct dyes that may be chosen in particular from nitro dyes of the benzene series, azo direct dyes and methine direct dyes. These direct dyes may be nonionic, anionic or cationic in nature. The medium suitable for dyeing, also known as a dyeing medium, generally comprises water or a mixture of water and at least one organic solvent for solubilizing compounds that are not sufficiently soluble in water. As organic solvent, there may be mentioned for example lower alkanols C1-C4i such as ethanol and isopropanol; polyols and polyol ethers such as 2-butoxyethanol, propylene glycol, propylene glycol monomethyl ether, diethylene glycol monoethyl ether and monomethyl ether, as well as aromatic alcohols such as benzyl alcohol or phenoxyethanol, and mixtures thereof.

  The solvents are preferably present in proportions preferably of between 1 and 40% by weight approximately relative to the total weight of the dye composition, and even more preferably between 5 and 30% by weight approximately.

  The dyeing composition in accordance with the invention may also contain various adjuvants conventionally used in compositions for dyeing hair, such as anionic, cationic, nonionic, amphoteric or zwitterionic surfactants, or mixtures thereof, anionic polymers, cationic, nonionic, amphoteric, zwitterionic or their mixtures, inorganic or organic thickeners, and in particular anionic, cationic, nonionic and amphoteric polymeric associative thickeners, antioxidants, penetrating agents, sequestering agents, perfumes, buffers, dispersing agents, conditioning agents such as, for example, volatile or non-volatile silicones, modified or unmodified, film-forming agents, ceramides, preserving agents, opacifying agents. The adjuvants above are generally present in an amount for each of them between 0.01 and 20% by weight relative to the weight of the composition. Of course, one skilled in the art will take care to choose this or these optional additional compounds such that the advantageous properties intrinsically attached to the oxidation dyeing composition according to the invention are not, or not substantially impaired by the addition or additions envisaged. The pH of the dye composition according to the invention is generally between 3 and 12 approximately, and preferably between 5 and 11 approximately. It can be adjusted to the desired value by means of acidifying or alkalizing agents usually used for dyeing keratin fibers or else using conventional buffer systems. Among the acidifying agents, mention may be made, by way of example, of mineral or organic acids such as hydrochloric acid, orthophosphoric acid, sulfuric acid, carboxylic acids such as acetic acid, tartaric acid, citric acid, lactic acid, sulphonic acids. Among the alkalinizing agents that may be mentioned, by way of example, are ammonia, alkaline carbonates, alkanolamines such as mono-, di- and triethanolamines and their derivatives, sodium or potassium hydroxides and following formula: Ra R bi NW-NR ~ Rd in which W is a propylene residue optionally substituted by a hydroxyl group or a C1-C4 alkyl radical; Ra, Rb, R, and Rd, which may be identical or different, represent a hydrogen atom, a C1-C4 alkyl radical or a C1-C4 hydroxyalkyl radical. The dye composition according to the invention may be in various forms, such as in the form of liquids, creams, gels, or in any other form suitable for dyeing keratinous fibers, and especially human hair.

  The process of the present invention is a process in which the composition according to the present invention as defined above is applied to the fibers in the presence or absence of an oxidizing agent for a time sufficient to develop the desired coloration. If an oxidizing agent is used, the color can be revealed at acidic, neutral or alkaline pH and the oxidizing agent can be added to the composition of the invention just at the time of use or it can be used from an oxidizing composition containing it, applied simultaneously or sequentially to the composition of the invention. According to a particular embodiment, the composition according to the present invention is mixed, preferably at the time of use, with a composition containing, in a medium suitable for dyeing, at least one oxidizing agent, this oxidizing agent being present in an amount sufficient to develop a coloration. The mixture obtained is then applied to the keratinous fibers. After a residence time of about 3 to 50 minutes, preferably about 5 to 30 minutes, the keratinous fibers are rinsed, washed with shampoo, rinsed again and then dried.

  The oxidizing agents conventionally used for the oxidation dyeing of keratin fibers are, for example, hydrogen peroxide, urea peroxide, alkali metal bromates, persalts such as perborates and persulfates, peracids and oxidase enzymes. among which there may be mentioned peroxidases, 2-electron oxidoreductases such as uricases and 4-electron oxygenases such as laccases. Hydrogen peroxide is particularly preferred.

  The oxidizing composition may also contain various adjuvants conventionally used in compositions for dyeing hair and as defined above. The pH of the oxidizing composition containing the oxidizing agent is such that, after mixing with the dyeing composition, the pH of the resulting composition applied to the keratinous fibers preferably varies between 3 and 12 approximately, and even more preferably between 5 and 11. It can be adjusted to the desired value by means of acidifying or basifying agents usually used for dyeing keratinous fibers and as defined above.

  Preferably, the process of the invention is carried out without the addition of a chemical oxidizing agent. The ready-to-use composition which is finally applied to the keratin fibers may be in various forms, such as in the form of liquids, creams, gels or in any other form suitable for dyeing keratinous fibers, and including human hair. The invention also relates to a multi-compartment device or "kit" of dyeing in which a first compartment contains the dye composition of the present invention defined above and a second compartment contains an oxidizing agent. This device may be equipped with means for delivering the desired mixture to the hair, such as the devices described in patent FR-2 586 913 in the name of the applicant. From this device, it is possible to dye the keratinous fibers from a process which comprises mixing a dye composition comprising one or more oxidation bases of formula (E) and / or (F) with a or several aromatic or heteroaromatic carbonyl compounds, and the application of the mixture obtained on the keratin fibers for a time sufficient to develop the desired coloration. The examples which follow serve to illustrate the invention without however being limiting in nature.30 EXAMPLES

  EXAMPLES OF DYEING Compositions 1 to 3 comprise the following dyes: Compo 2 - [(3- 2 - [(3-4-FORMYL-1-5-AMINO-6-aminopyrazolo [1,5-aminopyrazolo] - METHYLQUINOLINI CHLORO-o- (g) a] pyridin-2-a] pyridin-2-UM-4-CRESOL yl) amino] -N, N, N-yl) oxy] ethanol METHYLBENZENE trimethylethanaminiu hydrochloride SULFONATE m chloride hydrochloride Cl 0.0025 0.0025 C2 0.0025 0.0025 C3 0.00125 0.00125 0. 00125 0.00125 10 introduced in the following medium:

  Sulfite of sodium 0.1 g Sodium lauryl ether sulphate oxyethylenated (2.2 EO) at 30% in aqueous solution 1.0 g Ethanol 5.0 g Ammonia at 20% NH3 4.0 g Demineralized water q.s.p 100 g

  Method of application The extemporaneous mixture thus produced is applied to gray hair at 90% white at a rate of 30 g for 3 g of hair for 30 minutes on a heating plate at 27 C. The hair was then rinsed, washed with a standard shampoo and dried

  Results Capillary staining was evaluated visually. Compositions Height of tone Reflection 90% BN 90% BN Composition Cl Dark Blonde Violine Chromatic Iridescent Composition C2 Dark Blonde Chromatic Red Composition C3 Dark Blonde Violine Chromatous riser These shades are stubborn and uniform 25

Claims (25)

  1. Dyeing composition comprising, in a suitable dyeing medium, one or more aminopyrazolopyridine oxidation bases chosen from among the bases of formula (E) or (F), (E) R 4 6 N 7 R 5 in which: R 1, R 2 R3, R4 and R5, which may be identical or different, represent a hydrogen or halogen atom; a radical -NHSO3H; a hydroxyl radical; a (C1-C4) alkyl radical; a (C1-C4) alkoxy radical; a (C1-C4) alkylthio radical; mono (C1-C4) alkylamino; a di (C1-C4) alkylamino radical in which the two alkyl groups can, together with the nitrogen atom to which they are bonded, form a ring which can be interrupted by one or more nitrogen, oxygen or sulfur atoms; ; a heterocycle; a nitro radical; a phenyl radical; a carbonyl radical; a (C1-C4) alkoxycarbonyl radical; a carboxamido radical; a cyano radical; an amino radical; a sulfonyl radical; a radical -CO2H, a radical -SO3H; a radical -PO3H2; a radical -PO4H2; or a group: R "'QY in which R"' represents an oxygen or nitrogen atom, Q represents an oxygen atom, an NH or NH (C1-C4) alkyl group, and Y represents a hydroxyl radical; amino, C1-C4alkyl, (C1-C4) alkoxy, (C1-C4) alkylamino, or di (C1-C4) alkylamino. Wherein Z1 and Z2 independently represent a single covalent bond, a divalent radical selected from a -O (CH2) p- radical, where p denotes an integer ranging from 0 to A radical --NR'6 (CH2) q (C6H4) where q denotes an integer ranging from 0 to 6 and t denotes 0 or 1. R'6 represents a hydrogen atom, a C1-C6 alkyl radical; optionally substituted with one or more hydroxy groups. Z1 may also represent a divalent radical ùS-, -SO-, -SO2- when R'1 is a methyl radical, R'1 and R'2 independently represent: a hydrogen or a C1-C10 alkyl radical, optionally substituted and optionally interrupted by a heteroatom or a group selected from O, N, Si, S, SO, SO 2, - a halogen, - a SO 3 H radical, - a 5 to 8-membered ring, substituted or unsubstituted, saturated, unsaturated or aromatic, optionally containing one or more heteroatoms or groups selected from N, O, S, SO2i -CO-, the ring may be cationic and / or substituted with a cationic radical, - a group -N + R17R18R19, R17i R13 and R19 being C1-C5 linear or branched alkyls optionally substituted by one or more hydroxyl groups. When Z1 and Z2 respectively represent a covalent bond, then R'1 respectively R'2 may also represent a radical: C1-C6 alkylcarbonyl, optionally substituted 25- -0-00-R, CO-OR, NR-CO- In which R and R 'independently represent a hydrogen atom or an optionally substituted C1-C6 alkyl radical, R'3, R'4 and R'5, which may be identical or different, represent a hydrogen atom, - a hydroxyl radical, - a C 1 -C 6 alkoxy radical, - a C 1 -C 6 alkylthio radical, - an amino radical, - a monoalkylamino radical, - a C 1 -C 6 dialkylamino radical in which alkyl radicals can form, with the nitrogen atom to which they are attached, a saturated, unsaturated, aromatic or non-aromatic 5 to 8-membered heterocycle which may contain one or more heteroatoms or groups chosen from N, O, S and SO2i CO, the heterocycle may be cationic, and / or substituted by a cationic radical, an alkylcarbonyl radical; C1-C6, optionally substituted, a -O-00-R, ùCO-OR, NR-CO-R 'or ùCO-NRR' radical with R and R 'as defined previously, - a halogen, a radical - NHSO3H, - an optionally substituted C1-C4 alkyl radical, - a saturated, unsaturated or aromatic carbon ring, optionally substituted. R'3, R'4 and R'5 may form, two by two, a saturated or unsaturated ring; X represents an ion or group of ions making it possible to ensure the electronegativity of the derivative of formula (F), with the proviso that at least one of the groups R ', and R'2 represents a cationic radical. One or more aromatic or heteroaromatic carbonyl compounds   2. Composition according to Claim 1, characterized in that the compounds of formula (E) are chosen from the compounds of the following sub-formula, and their addition salts with an acid or with a base: embedded image in which: R, R 2, R 3, which may be identical or different, represent a hydrogen or halogen atom; a hydroxyl radical; a (C 1 -C 4) alkyl radical; a (C 1 -C 4) alkylthio radical; a (C 1 -C 4) alkoxy radical; a radical -NHSO3H; an amino radical; a (C 1 -C 4) alkylamino radical; a di (C 1 -C 4) alkylamino radical in which the two alkyl groups can, together with the nitrogen atom to which they are bonded, form a ring which can be interrupted by one or more nitrogen, oxygen or sulfur; a heterocycle; a sulfonamide radical, a carbonyl radical, a (C 1 -C 4) alkoxycarbonyl radical, a carboxamido radical, or a group of the following formula: R "'QY in which R"' represents an oxygen or nitrogen atom X represents an oxygen atom, an NH or NH (C 1 -C 4) alkyl group, and Y represents a hydroxyl, amino, C 1 -C 4 alkyl or (C 1 -C 4) alkoxy (C 1 -C 4) radical; ) alkylamino, or di (C 1 -C 4) alkylamino. 20   3. Composition according to claim 1, characterized in that the 3-amino pyrazolo [1,5-a] pyridines of formula (E) are chosen from: pyrazolo [1,5-a] pyridin-3 -ylamine; 2-acetylamino pyrazolo [1,5-a] pyridin-3-ylamine; 2-morpholin-4-yl-pyrazolo [1,5-a] pyridin-3-ylamine; 3-Amino-pyrazolo [1,5-a] pyridin-2-carboxylic acid; 2-methoxy-pyrazolo [1,5-a] pyridin-3-ylamino; (3-amino-pyrazolo [1,5-a] pyridin-7-yl) -methanol 5- 2- (3-amino-pyrazolo [1,5-a] pyridin-5-yl) -ethanol 2- (3-Amino-pyrazolo [1,5-a] pyridin-7-yl) -ethanol - (3-amino-pyrazolo [1,5-a] pyridin-2-yl) -methanol - 3,6-diamino-pyrazolo [1,5-a] pyridine; 3,4-diamino-pyrazolo [1,5-a] pyridine; pyrazolo [1,5-a] pyridine-3,7-diamine; 7-morpholin-4-yl-pyrazolo [1,5-a] pyridin-3-ylamine; pyrazolo [1,5-a] pyridine-3,5-diamine; 5-morpholin-4-yl-pyrazolo [1,5-a] pyridin-3-ylamine; 2 - [(3-amino-pyrazolo [1,5-a] pyridin-5-yl) - (2-hydroxyethyl) amino] ethanol; 2 - [(3-amino-pyrazolo [1,5-a] pyridin-7-yl) - (2-hydroxyethyl) amino] ethanol; 3-amino-pyrazolo [1,5-a] pyridine-5-ol - 3-amino-pyrazolo [1,5-a] pyridine-4-ol - 3-amino-pyrazolo [1,5-a] a] pyridine-6-ol; 3-amino-pyrazolo [1,5-a] pyridine-7-ol - 2-methoxy-6,7-dimethylpyrazolo [1,5-a] pyridin-3-amine; 2 - [(3-aminopyrazolo [1,5-a] pyridin-2-yl) oxy] ethanol; the   4-ethyl-2-methoxy-7-methylpyrazolo [1,5-a] pyridin-3-amine hydrochloride; 1- (3-aminopyrazolo [1,5-a] pyridin-2-yl) pyrrolidin-3-ol; 2,2 '- [(3-aminopyrazolo [1,5-a] pyridin-2-yl) imino] diethanol; 2 - [(3-aminopyrazolo [1,5-a] pyridin-2-yl) amino] ethanol; N2- (2-pyridin-3-ylethyl) pyrazolo [1,5-a] pyridine-2,3-diamine; N 2 - (2-pyrrolidin-1-ylethyl) pyrazolo [1,5-a] pyridine-2,3-diamine and their addition with an acid or with a base. 4. Composition according to claim 1, characterized in that, in the formula (F), Z, and / or Z2 represents a covalent bond, a radical NRR6 (CH2) q or a radical O (CH2) q and R '. and / or R'2 is a cationic radical.   5. Composition according to claim 4 wherein R ', or R'2 denote imidazoles substituted with a quaternary ammonium radical or imidazoliums, quaternary ammonium-substituted piperazines or piperaziniums, quaternary ammonium-substituted pyrrolidines or pyrrolidiniums, diazepanes substituted with a quaternary ammonium radical or diazepaniums.   6. Composition according to claim 4 wherein R ', and R'2 independently represent a hydrogen atom, or a trialkylammonium, tri (hydroxyalkyl) ammonium, hydroxyalkyl-dialkylammonium or di (hydroxyalkyl) alkylammonium.   7. Composition according to any one of the preceding claims, in which the R'3, R'4 and R'5 radicals of formula (F) independently represent a hydrogen atom, a C1-C4 alkyl radical which may be substituted. .   8. Composition according to any one of the preceding claims wherein the compound of formula (F) corresponds to Z ~ R '1 R' 5 wherein Z ,, R'1, R'3, R'4 and R'5 are as defined in any one of the preceding claims.   9. A composition according to claim 8 wherein Z, is a covalent bond, a radical NR1 (CH2) q or a radical O (CH2) q and R 'is a cationic radical.   10. Composition according to any one of the preceding claims wherein the compound of formula (F) is chosen from: N NH2 N \ X 3- (3-Amino-pyrazolo [1,5-a] pyridin-2- salt yl) -1-methyl-3H-imidazol-1-lithium NH 2 NH / NON X - / N - [2- (3-Amino-pyrazolo [1,5-a] pyridin-2-ylamino) -ethyl salt ] -ethyl-dimethyl-ammonium NH2 [2- (3-Amino-pyrazolo [1,5-a] pyridin-2-ylamino) -ethyl] - (2-hydroxy-ethyl) -dimethyl-ammonium salt N / NO X + --- / Nù \ OH NH2 [3- (3-Amino-pyrazolo [1,5-a] pyridin-2-ylamino) -propyl] -trimethyl-ammonium salt NH / NON ~ I N + X-NH 2 [4- (3-Amino-pyrazolo [1,5-a] pyridin-2-ylamino) -butyl] trimethylammonium NH 4 + NH 2 / NO N + X salt [5- (3) salt -Amino-pyrazolo [1,5-a] pyridin-2-ylamino) -pentyl] -trimethylammonium NH 2 / NH / NON-N + XN 3- [2- (3-Amino-pyrazolo [1] salt, 5-a] -Pyridin-2-ylamino) -ethyl] -1-methyl-3H-imidazol-1-NH2 / NO N + N + X 3- [3- (3-Amino) -2- pyrazolo [1,5-a] pyridin-2-ylamino) -propyl] -1-methyl-3H-imidazol-1-ium NH2 / NO1 + / OH NIX 3- [3- (3-Amino-pyrazolo [1,5-a] pyridin-2-ylamino) -propyl] -1 (2-hydroxy-ethyl) -3H-imidazol-1-an NH 2 OH 3-salt; [2- (3-Amino-pyrazolo [1,5-a] pyridin-2-yloxy) -ethyl] -1- (2-hydroxy-ethyl) -3H-imidazol-1 / NO - NO NONI + -ium NH 2 / O / NO / N '1- {2 - [(3-Aminopyrazolo [1,5-a] pyridin-2-yl) oxy] ethyl} -1-methylpyrrolidinium NH 2 salt / NO N + salt of 1- {2 [(3-Aminopyrazolo [1,5-a] pyridin-2-yl) oxy] ethyl] -1-methylpiperidinium / NH2 salt / NO NO- 4- {2 - [(3-aminopyrazolo [1 5-a] pyridin-2-yl) oxy] ethyl-4-methylmorpholin-4-ium / N x N 2 N - N + N + XSel of {2 - [(3-aminopyrazolo [1,5-a] ] pyridin-2-yl) oxy] ethyl} trimethylammonium NH 2 / NO / NX {2 - [(3-aminopyrazolo [1,5-a] pyridin-2-yl) oxy] ethyl} -diisopropyl salt methyl-ammonium NH2 X- / NO Nui 1- (3-aminopyrazolo [1,5-a] pyridin-2-yl) -1-methylpyrrolidinium salt NH2 N + X-N [1- (3-Amino-pyrazolo) salt [1,5-a] pyridin-2-yl) -pyrrolidin-3-yl] trimethylammonium NH 2 / X 1 N + N + 1- [3- (3-Amino-pyrazolo [1.5] salt) -a] pyridin-2-ylamino) -propyl] -1-methylpiperidini ## STR1 ## N 4- (3-Amino-pyrazolo [1,5-a] pyridin-2-yl) -1,1-dimethyl-piperazin-1-ium salt NH 2 X NH NN 4- [2- (3-Amino-pyrazolo [1,5-a] pyridin-2-ylamino) -ethyl] -1,1-dimethyl-piperazin-1-ium NH 2 / X NH / NO salt NN 4- [2- (3-Amino-pyrazolo [1,5-a] pyridin-2-ylamino) -ethyl] -1-methyl-1-propyl-piperazin-1-ium NH 4 N, NN 4- (3-Amino-pyrazolo [1,5-a] pyridin-2-yl) -1- (2-hydroxy-ethyl) -piperazin-1-ammonium NH 2 NH / NO N + X salt [4- (3-Amino-pyrazolo [1,5-a] pyridin-2-ylamino) -phenyl] -trimethyl-ammonium salt NH 2 ONX 3- [3- (3-Amino-pyrazolo) salt -a] pyridin-2-yloxy) -propyl] -1-methyl-3H-imidazol-1-lithium NH 2 N + / NO ~ N ~ 4- (3-Amino-pyrazolo [1,5-a] pyridin salt -2-yl) -1,1-dimethyl- [1,4] diazepan-1-nium NH 2 / NH X + - N- [2- (3-Amino-6,7-dimethyl-pyrazolo [1] salt, 5-a] pyridin-2-ylamino) -ethyl] -trimethylammonium NH 2 / ù N + / - N + / - 4- (3-Amino-6,7-dimethyl-pyrazolo [1,5-a] salt ] pyridin-2-yl) -1,1-dimethyl-piperazin-1-nium NH 2 NNH 2 OH 4- (3-Amino-6,7-dimethyl-pyrazol salt) o [1,5-a] pyridin-2-yl) -1- (2-hydroxy-ethyl) -1-methyl-piperazin-1-ium NH 2 + salt of [1- (3-Amino-6,7- dimethyl-pyrazolo [1,5-a] pyridin-2-yl) -pyrrolidin-3-yl] -trimethylammonium X / NH 2 N- [1- (3-amino-6,7-dimethylpyrazolo [1 5-a] pyridin-2-yl) -1-methylpyrrolidinium [1- (3-Amino-6,7-dimethyl-pyrazolo [1,5-a] pyridin-2-yl) -pyrrolidin-3-salt [1- [2- (3-Amino-6,7-dimethyl-pyrazolo [1-yl] (2-hydroxy-ethyl) -dimethyl-ammonium NH 2 N ~ + X, NùN OH ~ / NO NH 2 / N ~ , 5-a] pyridin-2-yloxy) -ethyl] -pyrrolidin-3-yl} -trimethyl-ammonium NH 2 X 1- {2 - [(3-amino-6,7-dimethylpyrazolo [1,5-a] - a] pyridin-2-yl) oxy] ethyl] -1methyl pyrrolidinium NH 2 / NO X 1- {2 - [(3-amino-6,7-dimethylpyrazolo [1,5-a] pyridin-2-yl) salt oxy] ethyl} -1-methylpiperidinium ~ / NO NH2 CN + O 4- {2 - [(3-amino-6,7-dimethylpyrazolo [1,5-a] pyridin-2-yl) oxy] ethyl salt - 4-methylmorpholin-4-ium NH 2 / NO NX {2 - [(3-amino-6,7-dimethylpyrazolo [1,5-a] pyridin-2-yl) oxy] ethyl} trimethylammonium NH 2 N salt N {2 - [(3-amino-6,7-dimethylpyrazo) salt lo [1,5-a] pyridin-2-yl) oxy] ethyl] -diisopropylmethylammonium N-N-NH 2 4NHN + X- [3- (3-Amino-6,7-dimethyl) pyrazolo [1,5-a] pyridin-2-ylamino) propyl] trimethylammonium NH 2 salt [3- (3-Amino-6,7-dimethyl-pyrazolo [1,5-a] pyridin-2- yloxy) -propyl] -trimethylammonium N + N + X -NH 2 O N + X [3- (3-Amino-7,8-dihydro-6H-cyclopenta [e] pyrazolo [1] salt, 5-a] pyridin-2-yloxy) -propyl] trimethylammonium NH 2 N-N + N-NIX Salt of {2 - [(3-amino-7,8-dihydro-6H-cyclopenta [e] pyrazolo [1,5-a] pyridin-2-yl) amino] ethyl] -trimethylammonium NH 2 H + N + N N- {X - {3 - [(3-amino-7,8-dihydrogen) 6H-cyclopenta [e] pyrazolo [1,5-a] pyridin-2-yl) amino] propyl} -trimethylammonium NH 2 HN NO 1 / N + 1, - [(3-amino-7,8-dihydro-6H-cyclopenta [e] pyrazolo [1,5-a] pyridin-2-yl) amino] ethyl) -3-methyl-1H-imidazol-3-ium NH 2 H NO NJ X 1- {3 - [(3-amino-7,8-dihydro-6H-cyclopenta [e] pyrazolo [1,5-a] pyridin-2-yl) amino] propyl} -3 salt 1-methyl-1H-imidazol-3-ium NH 2 HN NNI + [(3-amino-7,8-dihydro-6H-cyclopenta [e] pyrazolo [1,5-a] pyridin-2-yl) amino] ethyl] -1-methylpyrrolidinium NH 2 N + X NO 1- {2 - [(3-amino-7,8-dihydro-6H-cyclopenta [e] pyrazolo [1,5-a] pyridin-2-yl) amino] ethyl} -1-methylpiperidinium NH 2 / i H NO 4- {2 - [(3-amino-7,8-dihydro-6H-cyclopenta [e] pyrazolo [1,5-a] pyridin-2-yl) amino salt] ethyl} -4-methylmorpholin-4-ium NH2 HNX {2 - [(3-amino-7,8-dihydro-6H-cyclopenta [e] pyrazolo [1,5-a] pyridin-2-yl) amino salt ] ethyl} -diisopropyl-methyl-ammonium N / NH 2 / NO NH N + X- [3- (3-Amino-4-dimethylamino-pyrazolo [1,5-a] pyridin-2-ylamino) propyl] salt trimethylammonium N-NH 2 / NH / NO N 1 X [2- (3-Amino-4-dimethylamino-pyrazolo [1,5-a] pyridin-2-ylamino) -ethyl] -trimethyl- ammonium NH2 / - \ X / \ _ / N / NO 4- (3-Amino-4-dimethylamino-pyrazolo [1,5-a] pyridin-2-yl) -1-methyl-piperazin-1-salt ## STR2 ## / NH2 / NO X Salt of 3 [2- (3-Amino-4-dimethylamino-pyrazolo [1,5-a] pyridin-2-yloxy) -ethyl] -1-methyl-3H-imidazol-1-ium N / X NH 2 O / NO N + ~ - [2- (3-Amino-4-dimethylamino-pyrazolo [1,5-a] pyridin-2-yloxy) -ethyl] -trimethylammonium salt N / NH 2 / NO X-1 N ~ / I {1- [2- (3-Amino-4-dimethylamino-pyrazolo [1,5-a] pyridin-2-yloxy) -ethyl] -pyrrolidin-3-yl} -trimethyl-ammonium salt X NH2 N-aN Sp (3-Amino-2-methanesulfonyl-pyrazolo [1,5-a] pyridin-4-yl) -trimethylammonium salt x-N NH2 (3-Amino-2-methoxy-pyrazolo [1] salt , 5-a] pyridin-4-yl) trimethylammonium / NO   11. A composition according to claim 10 wherein the derivative of formula (F) is chosen from the derivatives in which Z1 is equal to -NH- and R'1 is a cationic radical or Z1 is equal to -0- and R'1 is a cationic radical.   12. A composition according to any one of the preceding claims wherein the carbonyl compound is selected from the compounds of formula A. wherein AR represents a benzene group, a naphthalene group, a pyridine group, a pyrimidine group, a pyrazine group, a pyrazidine group, a carbazole group, a pyrrole group, a pyrazole group, a furan group, a thiophene group, a 1,2,3-triazine group, a 1,3,5-triazine group, a quinoline group (or chinoline group) , an isoquinoline group (or isochinoline), an indole group, an indoline group, an indolizine group, an indane group, an imidazole group, a 1,2,4-triazole group, a 1,2,3-triazole group, a tetrazole group , a benzimidazole group, a 1,3-thiazole group, a benzothiazole group, an indazole group, a benzoxazole group, a quinoxaline group, a quinazoline group, a quinolizine group, a cinnoline group, an acridine group, a julolidine group, a acenaphthene group, a group fluorene, a biphenyl group, a diphenylmethane group, a benzophenone group, a diphenylether group, an azobenzene group, a chromone group, a coumarin group, a diphenylamine group, a stylbene group, the nitrogenous heteroaromatic compounds which can also be quaternized, , represents a hydrogen atom, a C1-C4 alkyl group, a C1-C4 mono or dihydroxyalkyl group, a C1-C5 acyl group, a C2-C4 alkenyl group, a C1-C4 perfluoroalkyl group, an optionally substituted aryl or heteroaryl group; • R2, R3, R4, R5 and R6 represent, independently of one another, a hydrogen atom; a halogen atom; a C1-C4 alkyl group, a C1-C4 alkoxy group; a C1-C4 aminoalkyl group, a C1-C4 mono or dihydroxyalkyl group; a C1-C4 acyl group; a carboxyl group, a carboxylato group, a sulfo group, a C 1 -C 4 sulfoalkyl group, a C 1 -C 4 carboxyalkyl group; a sulfate group, a C 2 -C 6 alkenyl group, an aryl group; a C1-C4 arylalkyl group; a hydroxyl group, a nitro group, a pyrrolidino group, a morpholino group, a piperidino group, a C4 aminoalkylCl group, an ammonioalkyl group; an amino group; an ammonio group; a 1-imidazol (in) io group, the last five groups mentioned being able to be substituted with a C1-C4 alkyl group, with a C1-C4 carboxyalkyl group, with a C1-C4 hydroxyalkyl group, with alkenyl groups; C2-C4 with optionally substituted benzyl groups, with C1-C4 sulfoalkyl groups or with C1-C4 alkyl groups containing a heterocyclic ring, which may be substituted by C1-C4 alkyl, by C2-alkenyl group; -C4 or with a C1-C4 hydroxyalkoxy group, two of the radicals selected from the group consisting of R2, R3, R4 and -X-CO-R, which can also form a 5-membered, 6-membered or 7-membered fused ring optionally substituted, which may also carry a fused aromatic ring, the AR system depending on the size of the nucleus may carry other substituents which may represent, independently of one another, the same substituents as those indicated for R2, R3 and R4, • X represents a direct bond; a carbonyl group; a C1-C4 carboxyalkylene group; a C 2 -C 6 alkenylene group, a C 4 -C 6 alkadienylene group, a furylene group, a thienylene group, an arylene group, a vinylenearylene group, a vinylenefurylene group, a vinylenethienylene group, these groups being optionally substituted; X may also form, together with the CO-R group, a 5-membered, 6-membered or 7-membered, optionally substituted nucleus.   13. A composition according to any one of the preceding claims wherein the carbonyl compound is selected from compounds of formula B wherein R1 represents a hydrogen atom, a C1-C4 alkyl group, a C2-C4 alkenyl group, an aryl group, an aryl (C1-C4) alkyl group, a C1-C4 acyl group, a hydroxy (C1-C4) alkyl group, a dihydroxy (C1-C4) alkyl group, a sulfo group ( C1-C4 alkyl), a carboxy (C1-C4) alkyl group, a RIRIIN- (CH2) m group, or RIRIIRIIIN ± (CH2) m, -, where m is 1, 2, 3 or 4 and RI, RII and RIII independently of one another represent a hydrogen atom. a C1-C4 alkyl group, a hydroxy (C1-C4) alkyl group, an aryl (C1-C4) alkyl group or R1 and IIa together with the nitrogen atom form a 5-, 6- or 7-membered heterocyclic ring; or a group of formula II in which - A represents a C1-C8 alkylene group, a carbonyl group, an arylene group or a - (CH2) nO- (CH2) k- group. wherein j and k represent, independently of one another, a number equal to 1,2,3 or 4, - R 6, R 7, R 8 and R 9 represent, independently of one another, a hydrogen atom, a hydrogen atom, halogen, a nitro group, a sulfonic acid group, a hydroxy group, a carboxyl group, a C1-C4 alkyl group, an aryl group, a C1-C4 alkoxy group, a hydroxy group (C1-C4 alkyl) , a dihydroxy (C 2 -C 4) alkyl group, a sulfo (C 1 -C 4) alkyl group, a carboxy (C 1 -C 4) alkyl group, a C 1 -C 4 acyl group, a RIVVRVN- (CH 2) group. n, -or RIVRVRVIN ± (CH2) n, -, where RIV, RV and RVI independently of one another represent a hydrogen atom, a C1-C4 alkyl group, a hydroxy group (alkyl) C1-C4), or aryl (C1-C4) alkyl, and n is 1,2,3 or 4, and R2, R3, R4 and R5 independently of one another represent an atom. hydrogen, a halogen atom, a C1-C4 alkyl group, an alkyl group, a C1-C4 alkoxy group, a hydroxy (C 1 -C 4) alkyl, dihydroxy (C 1 -C 4) alkyl, sulfo (C 1 -C 4) alkyl, carboxy (C 1 -C 4) alkyl, C 1 -C 4 acyl group; , a group RVIIRVIIIN- (CH2) q and a group RVIIRVIIIRIX-N ± (CH2) q-, with RVIII and RIX which represent, independently of one another, a hydrogen atom, a C1-C6 alkyl group, C4, hydroxy (C1-C4) alkyl or aryl (C1-C4) alkyl and q is 1,2,3 or 4, nitro group, sulfonic acid group, hydroxy group, carboxyl group, a group of formula II, wherein A, R6, R7, R8 and R9 are defined as above, or a group of formula III, two adjacent radicals of R2, R3, R4 and R5 being able to form a fused radical, chosen from the formulas IV to VIII, - R6, R7, R8 and R9 are defined as above, - R10 represents a hydrogen atom, a C1-C4 alkyl group, a C2-C4 alkenyl group, a group aryl, an aryl (C1-C4) alkyl group, a C1-C4 acyl group, a hydroxy (C1-C4) alkyl group, a dihydroxy (C1-C4) alkyl group, a sulfo (C1-C4) alkyl group, a carboxy (C1-C4) alkyl group, a RXRXIN- (CH2) group; or RXRXIRXII-N ± (CH2) s-, wherein RX RXI and RXII independently of one another represent a hydrogen atom, a C1-C4 alkyl group or a hydroxy (C1-C4) alkyl group; or aryl (C1-C4) alkyl and s is 1, 2, 3 or 4, B represents a direct bond, an oxygen atom, a sulfur atom, a disulfide group, an NH group, , a sulfonyl group, a C1-C4 alkylene group, a carbonyl group, a -O- (CH2) tO- group, where t is 1, 2, 3 or 4, a group - (CH2) uO- (CH2) v-, wherein u and v are each independently of the numbers 1, 2, 3 or 4, - D represents a methylene group, a carbonyl group and an NH group provided that: one of the radicals R1, R2, R3, R4 or R5 is a group of formula II or III according to the definition indicated above, and / or. to the contiguous of R2, R3, R4 or R5 together form a condensed radical, selected from formulas IV to VIII.   14. A composition according to any one of the preceding claims wherein the carbonyl compound is selected from compounds of formula (D) or (C) below • R7 represents a hydrogen atom, a C1-C4 alkyl group, a group aryl, aryl (C1-C4) alkyl or heteroaryl and R8, R9 and R10, and R11 are each independently of one another hydrogen, halogen, C 1 -C 4 alkyl, C 1 -C 4 alkoxy or C 1 -C 4 hydroxyalkoxy, hydroxy, nitro, carboxy, carboxylato, C 1 -C 4 alkoxycarbonyl, carbamoyl, sulfo, sulfato, sulfamoyl, or amino, optionally substituted, which may be substituted with C1-C4 alkyl, or C1-C4 hydroxyalkyl, R12 is hydrogen, C1-C4alkyl, C2C4 acyl.   15. Composition according to any one of the preceding claims wherein the carbonyl compounds are chosen from the following compounds: 4-formyl-1-methylquinolinium-4-methylbenzenesulfonate, 4-formyl-1-methylpyridiniumbenzenesulfonate, 3-formyl-1-methylpyridiniumbenzenesulfonate 2formyl-1-methylpyridiniumbenzenesulfonate, 1-methyl-1H-imidazole-5-carbaldehyde, 5-formyl-1,3-dimethyl-1H-imidazol-3-ium, 1,2-dihydro-3H-indol-3 -one, 1-acetyl-1,2-dihydro-3H-indol-3-one, 1H-indole-2,3-dione, 1-acetyl-1,2-dihydro-3H-indol-3-one, 3H-indol-3-one.   16. Composition according to any one of the preceding claims wherein the amount of carbonyl compounds is between 0.001 and 20% relative to the total weight of the composition.   17. Composition according to any one of the preceding claims comprising one or more additional oxidation bases chosen from para-phenylenediamines, bis-phenylalkylenediamines, para-aminophenols, ortho-aminophenols, heterocyclic bases other than oxidation bases. of formula (E) or (F) and their addition salts.   18. Composition according to any one of the preceding claims comprising one or more couplers chosen from meta-phenylenediamines, meta-aminophenols, meta-diphenols, naphthalenic couplers, heterocyclic couplers and their addition salts.   19. Composition according to any one of the preceding claims wherein the amount of each of the oxidation bases is between 0.001 to 10% by weight approximately of the total weight of the dyeing composition.   20. The composition of claim 18 wherein the amount of each of the couplers is between 0.001 and 10% by weight of the total weight of the dye composition.   21. Process for the oxidation dyeing of keratinous fibers, characterized in that a dye composition as defined in any one of Claims 1 to 20 is applied to the fibers in the absence of the addition of an oxidizing agent. chemical, for a time sufficient to develop the desired color.   22. Process for the oxidation dyeing of keratinous fibers, characterized in that a dye composition as defined in any one of Claims 1 to 20 is applied to the fibers in the presence of a chemical oxidizing agent for a period of time. sufficient to develop the desired color.   23. The method of claim 22 wherein the oxidizing agent is selected from hydrogen peroxide, urea peroxide, alkali metal bromates, persalts, peracids and oxidase enzymes.   24. Multi-compartment device wherein a first compartment contains a dye composition as defined in any one of claims 1 to 20 and a second compartment contains an oxidizing agent.   25. Use of the composition defined in claims 1 to 20 for dyeing keratinous fibers.