| US 7,578,855 B2 | ||
| Composition for dyeing keratin fibers comprising at least one cationic 3-amino-pyrazolopyridine derivative, and methods of use thereof | ||
| Aziz Fadli, Chelles (France) | ||
| Assigned to L'Oréal S.A., Paris (France) | ||
| Filed on Nov. 09, 2006, as Appl. No. 11/594,957. | ||
| Claims priority of provisional application 60/737461, filed on Nov. 17, 2005. | ||
| Claims priority of application No. 05 53402 (FR), filed on Nov. 09, 2005. | ||
| Prior Publication US 2007/0136959 A1, Jun. 21, 2007 | ||
| This patent is subject to a terminal disclaimer. | ||
| Int. Cl. A61Q 5/10 (2006.01); C07D 513/02 (2006.01) | ||
| U.S. Cl. 8—405 [8/406; 8/407; 8/410; 8/411; 8/435; 8/568; 8/570; 8/571; 8/574; 8/669; 8/670; 546/121] | 22 Claims |
1. A composition for dyeing keratin fibers comprising, in a suitable dyeing medium, at least one oxidation dyeing base chosen
from 3-amino pyrazolo-[1,5-a]-pyridine derivatives of formula (I) as well as its salts and solvates:
 Z1 and Z2, which may be the same or different, are independently chosen from:
a single covalent bond,
a divalent radical chosen from:
an oxygen atom,
a radical —NR6(R7)p—, where p is 0 or 1; wherein
when p is equal to 0, R6 is chosen from a hydrogen atom and C1-C6 alkyl radicals, or R6 together with at least one of R1 and R2 form, together with the nitrogen atom to which they are attached, a substituted or unsubstituted, saturated or unsaturated,
aromatic or non-aromatic heterocycle comprising 5 to 8 ring members, wherein said heterocyle may optionally comprise at least
one heteroatom or group chosen from N, O, S, SO2, —CO—, and may be cationic and/or substituted with a cationic or non-cationic radical;
when p is equal to 1, —NR6R7— is a cationic radical in which R6 and R7 may be the same or different, and are independently chosen from alkyl radicals; and
when R1 is a methyl radical, Z1 may also be chosen from a divalent radical —S—, —SO— and —SO2—;
with the proviso that at least one of Z1 and Z2 is not a single covalent bond;
R1 and R2, which may be the same or different, are independently chosen from:
a hydrogen atom
C1-C10 alkyl radicals, optionally substituted and optionally interrupted by at least one heteroatom or group chosen from O, N, Si,
S, SO, SO2,
C1-C10 alkyl radicals substituted and/or interrupted by a cationic radical,
a halogen atom,
an SO3H radical,
a ring with 5 to 8 ring members, wherein said ring may be substituted or unsubstituted, saturated, unsaturated or aromatic,
and may contain at least one heteroatom or group chosen from N, O, S, SO2, —CO—, and said ring can be cationic and/or substituted with a cationic radical; and
when Z1 or Z2 is a covalent bond, R1 or R2 respectively may also be a radical chosen from:
optionally substituted C1-C6 alkylcarbonyls; and
—O—CO—R, —CO—O—R, NR—CO—R′ or —CO—NRR′ in which R and R′ may be the same or different, and are independently chosen from a
hydrogen atom and optionally substituted C1-C6 alkyl radicals;
R3, R4 and R5, which may be the same or different, are independently chosen from:
a hydrogen atom;
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, together with the nitrogen atom to which they are attached, a
heterocycle comprising 5 to 8 ring members, wherein said heterocycle may be saturated or unsaturated, aromatic or non-aromatic,
and may contain at least one heteroatom or group chosen from N, O, S, SO2, CO, and said heterocycle may be cationic, and/or substituted with a cationic radical;
an optionally substituted C1-C6 alkylcarbonyl radical;
a radical —O—CO—R, —CO—O—R, NR—CO—R′ or —CO—NRR′, in which R and R′ may be the same or different, and are independently chosen
from a hydrogen atom and optionally substituted C1-C6 alkyl radicals;
a halogen atom;
a radical —NHSO3H,
an optionally substituted C1-C4 alkyl radical;
an optionally substituted, saturated, unsaturated or aromatic carbon ring; and
any two of R3, R4 and R5, can form a saturated or unsaturated ring;
X is chosen from at least one anion that can ensure the electronegativity of the derivative of formula (I), with the proviso that at least one of the groups Z1, R1, Z2, R2 is a cationic radical.
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