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US 6,099,593 AGranted
Compositions for dyeing keratin fibers containing pyrazolo(1,5-a)pyrimidine derivatives and dyeing processes
AssigneeL'oreal
InventorsEric Terranova, Aziz Fadli, Alain Lagrange
Life of this patent
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Abstract
Novel compositions for the oxidation dyeing of keratin fibres, comprising at least one specific pyrazolo[1,5-a]pyrimidine derivative, a dyeing process using these compositions, novel pyrazolo[1,5-a]pyrimidine derivatives and a process for their preparation.
Claims26
A composition comprising, in a medium suitable for dyeing, at least one oxidation base present in an amount effective for dyeing keratin fibers and ranging from 0.005 to 12 percent by weight relative to the total weight of said composition, and at least one coupler present in an amount ranging from 0.0001 to 10 percent by weight relative to the total weight of said composition, wherein said at least one oxidation base is a pyrazolo[1,5-a]pyrimidine compound of formula (I), an acid-addition salt thereof, a base-addition salt thereof, or a tautomeric form thereof, when a tautomeric equilibrium exists:
- ##STR19## in which:
- R.sub.1, R.sub.2, R.sub.3 and R.sub.4 each independently denote a hydrogen atom, a C.sub.1 -C.sub.4 alkyl radical, an aryl radical, a C.sub.1 -C.sub.4 hydroxyalkyl radical, a C.sub.2 -C.sub.4 polyhydroxyalkyl radical, a (C.sub.1 -C.sub.4)alkoxy(C.sub.1 -C.sub.4)alkyl radical, a C.sub.1 -C.sub.4 aminoalkyl radical, wherein the amine may be protected with an acetyl, an amido or a sulphonyl, a (C.sub.1 -C.sub.4)alkylamino(C.sub.1 -C.sub.4)alkyl radical, a di[(C.sub.1 -C.sub.4)alkyl]amino(C.sub.1 -C.sub.4)alkyl radical, wherein said dialkyls, together with the nitrogen atom to which they are attached, may form a 5- or a 6-membered aliphatic or heterocyclic ring, a hydroxy(C.sub.1 -C.sub.4)alkylamino(C.sub.1 -C.sub.4)alkyl radical or a di[hydroxy(C.sub.1 -C.sub.4)alkyl]-amino(C.sub.1 -C.sub.4)alkyl radical;
- the radicals X each independently denote a hydrogen atom, a C.sub.1 -C.sub.4 alkyl radical, an aryl radical, a C.sub.1 -C.sub.4 hydroxyalkyl radical, a C.sub.2 -C.sub.4 polyhydroxyalkyl radical, a C.sub.1 -C.sub.4 aminoalkyl radical, a (C.sub.1 -C.sub.4)alkylamino(C.sub.1 -C.sub.4)alkyl radical, a di[(C.sub.1 -C.sub.4)alkyl]amino(C.sub.1 -C.sub.4)alkyl radical, wherein said dialkyls, together with the nitrogen atom to which they are attached, may form a 5- or 6-membered aliphatic or heterocyclic ring, a hydroxy(C.sub.1 -C.sub.4)alkylamino-(C.sub.1 -C.sub.4)alkyl radical, a di[hydroxy(C.sub.1 -C.sub.4)alkyl]-amino(C.sub.1 -C.sub.4)alkyl radical, an amino radical, a (C.sub.1 -C.sub.4)alkylamino radical or a di[(C.sub.1 -C.sub.4)alkyl]amino radical, a halogen atom, a carboxylic acid group or a sulphonic acid group;
- i is equal to 0, 1, 2 or 3;
- p is equal to 0 or 1;
- q is equal to 0 or 1;
- n is equal to 0 or 1;
- with the proviso that:
- (i) the sum p+q is not 0;
- (ii) when p+q is equal to 2, then n is equal to 0 and the groups NR.sub.1 R.sub.2 and NR.sub.3 R.sub.4 occupy positions (2,3);
- (5,6);
- (6,7);
- (3,5) or (3,7);
- (iii) and when p+q is equal to 1, then n is equal to 1 and the group NR.sub.1 R.sub.2 or NR.sub.3 R.sub.4 and the OH group occupy positions (2,3);
- (5,6);
- (6,7);
- (3,5) or (3,7);
- and further wherein said composition is an oxidation dye for keratin fibers.
15 more elements
A composition comprising, in a medium suitable for dyeing at least one oxidation base and at least one additional oxidation base,
- wherein said at least one oxidation base is a pyrazolo[1,5-a]pyrimidine compound of formula (I), an acid-addition salt thereof, a base-addition salt thereof, or a tautomeric form thereof, when a tautomeric equilibrium exists:
- ##STR20## in which:
- R.sub.1, R.sub.2, R.sub.3 and R.sub.4 each independently denote a hydrogen atom, a C.sub.1 -C.sub.4 alkyl radical, an aryl radical, a C.sub.1 -C.sub.4 hydroxyalkyl radical, a C.sub.2 -C.sub.4 polyhydroxyalkyl radical, a (C.sub.1 -C.sub.4)alkoxy(C.sub.1 -C.sub.4)alkyl radical, a C.sub.1 -C.sub.4 aminoalkyl radical, wherein the amine may be protected with an acetyl, an amido or a sulphonyl, a (C.sub.1 -C.sub.4)alkylamino(C.sub.1 -C.sub.4)alkyl radical, a di[(C.sub.1 -C.sub.4)alkyl]amino(C.sub.1 -C.sub.4)alkyl radical, wherein said dialkyls, together with the nitrogen atom to which they are attached, may form a 5- or a 6-membered aliphatic or heterocyclic ring, a hydroxy(C.sub.1 -C.sub.4)alkylamino(C.sub.1 -C.sub.4)alkyl radical or a di[hydroxy(C.sub.1 -C.sub.4)alkyl]-amino(C.sub.1 -C.sub.4)alkyl radical;
- the radicals X each independently denote a hydrogen atom, a C.sub.1 -C.sub.4 alkyl radical, an aryl radical, a C.sub.1 -C.sub.4 hydroxyalkyl radical, a C.sub.2 -C.sub.4 polyhydroxyalkyl radical, a C.sub.1 -C.sub.4 aminoalkyl radical, a (C.sub.1 -C.sub.4)alkylamino(C.sub.1 -C.sub.4)alkyl radical, a di[(C.sub.1 -C.sub.4)alkyl]amino(C.sub.1 -C.sub.4)alkyl radical, wherein said dialkyls, together with the nitrogen atom to which they are attached, may form a 5- or 6-membered aliphatic or heterocyclic ring, a hydroxy(C.sub.1 -C.sub.4)alkylamino-(C.sub.1 -C.sub.4)alkyl radical, a di[hydroxy(C.sub.1 -C.sub.4)alkyl]-amino(C.sub.1 -C.sub.4)alkyl radical, an amino radical, a (C.sub.1 -C.sub.4)alkylamino radical or a di[(C.sub.1 -C.sub.4)alkyl]amino radical, a halogen atom, a carboxylic acid group or a sulphonic acid group;
- i is equal to 0, 1, 2 or 3;
- p is equal to 0 or 1;
- q is equal to 0 or 1;
- n is equal to 0 or 1;
- with the proviso that:
- (i) the sum p+q is not 0;
- (ii) when p+q is equal to 2, then n is equal to 0 and the groups NR.sub.1 R.sub.2 and NR.sub.3 R.sub.4 occupy positions (2,3);
- (5,6);
- (6,7);
- (3,5) or (3,7);
- (iii) and when p+q is equal to 1, then n is equal to 1 and the group NR.sub.1 R.sub.2 or NR.sub.3 R.sub.4 and the OH group occupy positions (2,3);
- (5,6);
- (6,7);
- (3,5) or (3,7);
- wherein said at least one additional oxidation base is different than said at least one oxidation base of formula (I);
- and further wherein said composition is an oxidation dye for keratin fibers.
17 more elements
Dependencies are inferred from the claim text.