US2022241169A1PendingUtilityA1
Use of dihydroisoquinolinium salts for treating keratin materials, compositions and implementation processes
Est. expiryDec 23, 2035(~9.4 yrs left)· nominal 20-yr term from priority
C07D 217/04A61Q 5/08A61K 8/22C07D 401/06A61K 8/4946A61Q 5/065A61K 2800/4322A61K 8/4926A61K 8/49A61Q 5/10C07D 217/10C07D 217/14
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Claims
Abstract
Use of dihydroisoquinolinium salts for treating keratin materials, compositions and implementation processes The present invention relates to the use of one or more dihydroisoquinolinium salts for treating keratin materials, in particular keratin fibres, especially human keratin fibres such as the hair. The invention also relates to a process for treating keratin materials using said salts and optionally in the presence of one or more chemical oxidizing agents. A subject of the invention is also a composition for lightening keratin materials, comprising one or more dihydroisoquinolinium salts as defined below and one or more chemical oxidizing agents.
Claims
exact text as granted — not AI-modified1 .- 17 . (canceled)
18 . A composition comprising:
at least one chemical oxidizing agent, and at least one compound of formula (I), addition salts thereof, or solvates thereof:
wherein in formula (I):
R represents a linear or branched C 1 -C 20 alkyl radical, substituted with a group chosen from:
an amino group —NR 5 R 6 ,
an amino group —NR 7 R 8 ,
a carboxyl group —COOH,
a cyano group,
a halogen atom,
an aminocarbonyl group —CONH 2 ,
a (C 1 -C 6 )alkoxycarbonyl group,
a saturated or unsaturated, optionally aromatic, 5- or 6-membered heterocycle, optionally substituted with one or more radicals, which may be identical or different, chosen from:
a linear or branched C 1 -C 6 alkyl radical,
a linear or branched C 1 -C 6 hydroxyalkyl radical,
a C 1 -C 6 alkoxy radical,
a hydroxyl radical,
an amino radical —NR 5 R 6 ,
a pyrrolidine, piperidine or morpholine radical,
an ammonium radical N + R a R b R c wherein R a , R b and R c are chosen from, independently of each other, a linear or branched C 1 -C 6 alkyl radical or a C 1 -C 6 hydroxyalkyl radical,
a saturated or unsaturated, optionally aromatic, 5- or 6-membered cationic heterocycle, optionally substituted with at least one radical, which may be identical or different, chosen from a linear or branched C 1 -C 6 alkyl radical, a C 1 -C 6 hydroxyalkyl radical, a C 1 -C 6 alkoxy radical, a hydroxyl radical or an amino radical —NR 5 R 6 ;
an ammonium radical N + R a R b R c wherein R a , R b and R c are chosen from, independently of each other, a linear or branched C 1 -C 6 alkyl radical or a C 1 -C 6 hydroxyalkyl radical,
wherein when R represents an alkyl radical substituted with a cationic group, then the electrical neutrality of the compounds of formula (I) is ensured by the presence of one or more cosmetically acceptable anions X − , X − adding to the anion An − ,
R 1 , R 2 , R 3 and R 4 represent, independently of each other, a radical chosen from:
a hydrogen atom,
a linear or branched C 1 -C 6 alkyl radical optionally substituted with at least one group, which may be identical or different, chosen from hydroxyl, C 1 -C 6 alkoxy and amino —NR 5 R 6 groups,
a hydroxyl radical,
an amino radical —NR 5 R 6 ,
a C 1 -C 6 alkoxy radical;
an aminocarbonyl radical —CONH 2 ,
a carboxyl radical —COOH,
R 5 and R 6 , which may be identical or different, are chosen from a hydrogen atom or a linear or branched C 1 -C 6 alkyl radical,
R 7 and R 8 , which may be identical or different, are chosen from a linear or branched C 1 -C 6 alkyl radical, substituted with a hydroxyl group,
An − and X − representing, independently of each other, a cosmetically acceptable anion or mixture of anions which ensures the electrical neutrality of the compounds of formula (I).
19 . The composition according to claim 18 , wherein R 1 , R 2 , R 3 and R 4 are identical.
20 . The composition according to claim 18 , wherein R 1 , R 2 , R 3 and R 4 represent a hydrogen atom.
21 . The composition according to claim 18 , wherein R represents a linear C 1 -C 6 alkyl radical, preferably a linear C 1 -C 4 alkyl radical.
22 . The composition according to claim 18 , wherein the compound(s) of formula (I) are chosen from the compounds of formula (II), and addition salts thereof or solvates thereof:
wherein in formula (II):
R′ represents a linear or branched C 1 -C 20 alkyl radical, substituted with a group chosen from:
a group —NR′ 5 R′ 6 ,
a group —NR 7 R 8 ,
a cyano group,
a halogen atom,
an aminocarbonyl group —CONH 2 ,
a (C 2 -C 6 )alkoxycarbonyl group,
a saturated or unsaturated, optionally aromatic, 5- or 6-membered cationic heterocycle, optionally substituted with one or more radicals, which may be identical or different, chosen from:
a linear or branched C 1 -C 6 alkyl radical,
a C 1 -C 6 hydroxyalkyl radical,
a C 1 -C 6 alkoxy radical,
a hydroxyl radical,
an amino radical —NR 5 R 6 ,
an ammonium radical N + R a R b R c wherein R a , R b and R c are chosen from, independently of each other, a linear or branched C 1 -C 6 alkyl radical or a C 1 -C 6 hydroxyalkyl radical, or
a saturated or unsaturated, optionally aromatic, 5- or 6-membered heterocycle, chosen from:
said heterocycle being optionally substituted with at least one radical, which may be identical or different, chosen from:
a linear or branched C 1 -C 6 alkyl radical,
a linear or branched C 1 -C 6 hydroxyalkyl radical,
a C 1 -C 6 alkoxy radical,
a hydroxyl radical,
an amino radical —NR 5 R 6 ,
a pyrrolidine, piperidine or morpholine radical,
an ammonium radical N + R a R b R c wherein R a , R b and R c are chosen from, independently of each other, a linear or branched C 1 -C 6 alkyl radical or a C 1 -C 6 hydroxyalkyl radical;
wherein when R′ represents an alkyl radical substituted with a cationic group, then the electrical neutrality of the compounds of formula (I) is ensured by the presence of one or more cosmetically acceptable anions X − , X − adding to the anion An − ,
R′1, R′2, R′3 and R′4 represent, independently of each other, a radical chosen from:
a hydrogen atom,
a linear or branched C 1 -C 6 alkyl radical optionally substituted with one or more groups, which may be identical or different, chosen from hydroxyl, C 1 -C 6 alkoxy and amino —NR 5 R 6 groups,
an amino radical —NR 5 R 6 ,
an amino radical —NH 2 ,
an aminocarbonyl radical —CONH 2 ,
a carboxyl radical —COOH,
R′5 and R′6, which may be identical or different, are chosen from a hydrogen atom or a linear or branched C 1 -C 6 alkyl radical, it being noted that R′5 and R′6 cannot simultaneously be a hydrogen atom,
R 7 and R 8 , which may be identical or different, are chosen from a linear or branched C 1 -C 6 alkyl radical, substituted with a hydroxyl group,
R 5 and R 6 , which may be identical or different, are chosen from a linear or branched C 1 -C 6 alkyl radical;
An′ − and X′ − representing, independently of each other, a cosmetically acceptable anion or mixture of anions which ensures the electrical neutrality of the compounds of formula (II).
23 . The composition according to claim 18 , wherein R′ represents a linear C 1 -C 6 alkyl radical substituted with:
a group —NR′ 5 R′ 6 ,
a cyano group,
a halogen atom,
a (C 2 -C 6 )alkoxycarbonyl group,
a saturated or unsaturated, optionally aromatic, 5- or 6-membered cationic heterocycle chosen from the following formulae:
Rd corresponding to a linear C 1 -C 4 alkyl radical,
an ammonium radical N + R a R b R c wherein R a , R b and R c are chosen from, independently of each other, a C 1 -C 3 alkyl radical,
a saturated or unsaturated, optionally aromatic, 5- or 6-membered heterocycle, chosen from:
wherein R a corresponds to a C 1 -C 3 alkyl radical,
said heterocycle being optionally substituted with an amino radical
—NR 5 R 6 wherein R 5 and R 6 represent a C 1 -C 3 alkyl radical or an ammonium radical N + R a R b R c wherein R a , R b , and R are chosen from, independently of each other, a C 1 -C 3 alkyl radical.
24 . The composition according to claim 18 , wherein the at least one compound(s) of formula (I) are chosen from the following compounds:
or mixtures thereof.
25 . The composition according to claim 18 , wherein the at least one chemical oxidizing agent is chosen from hydrogen peroxide, urea peroxide, alkali metal bromates, persalts such as perborates and persulfates, peracids and oxidase enzymes, among which mention may be made of peroxidases, two-electron oxidoreductases such as uricases, and four-electron oxygenases, for instance laccases.
26 . A compound of formula (II′), addition salts thereof or solvates thereof:
wherein in formula (II′):
R′ represents a linear or branched C 1 -C 20 alkyl radical, substituted with a group chosen from:
a group —NR′ 5 R′ 6 ,
a group —NR 7 R 8 ,
a cyano group,
a halogen atom,
an aminocarbonyl group —CONH 2 ,
a (C 2 -C 6 )alkoxycarbonyl group,
a saturated or unsaturated, optionally aromatic, 5- or 6-membered cationic heterocycle, optionally substituted with one or more radicals, which may be identical or different, chosen from:
a linear or branched C 1 -C 6 alkyl radical,
a C 1 -C 6 hydroxyalkyl radical,
a C 1 -C 6 alkoxy radical,
a hydroxyl radical,
an amino radical —NR 5 R 6 ,
an ammonium radical N + R a R b R c wherein R a , R b and R c are chosen from, independently of each other, a linear or branched C 1 -C 6 alkyl radical or a C 1 -C 6 hydroxyalkyl radical,
a saturated or unsaturated, optionally aromatic, 5- or 6-membered heterocycle, chosen from:
said heterocycle being optionally substituted with at least one radical, which may be identical or different, chosen from:
a linear or branched C 1 -C 6 alkyl radical,
a linear or branched C 1 -C 6 hydroxyalkyl radical,
a C 1 -C 6 alkoxy radical,
a hydroxyl radical,
an amino radical —NR 5 R 6 ,
a pyrrolidine, piperidine or morpholine radical,
an ammonium radical N + R a R b R c wherein R a , R b and R c are chosen from, independently of each other, a linear or branched C 1 -C 6 alkyl radical or a C 1 -C 6 hydroxyalkyl radical;
wherein when R′ represents an alkyl radical substituted with a cationic group, then the electrical neutrality of the compounds of formula (II′) is ensured by the presence of one or more cosmetically acceptable anions X − , X − adding to the anion An′ − ,
R′ 1 , R′ 2 , R′ 3 and R′ 4 represent, independently of each other, a radical chosen from:
a hydrogen atom,
a linear or branched C 1 -C 6 alkyl radical optionally substituted with one or more groups, which may be identical or different, chosen from hydroxyl, C 1 -C 6 alkoxy and amino —NR 5 R 6 groups,
an amino radical —NR 5 R 6 ,
an amino radical —NH 2 ,
an aminocarbonyl radical —CONH 2 ,
a carboxyl radical —COOH,
R′ 5 and R′ 6 , which may be identical or different, are chosen from a hydrogen atom or a linear or branched C 1 -C 6 alkyl radical, it being noted that R′ 5 and R′ 6 cannot simultaneously be a hydrogen atom,
R 7 and R 8 , which may be identical or different, are chosen from a linear or branched C 1 -C 6 alkyl radical, substituted with a hydroxyl group,
R 5 and R 6 , which may be identical or different, are chosen from a hydrogen atom or a linear or branched C 1 -C 6 alkyl radical,
An′ − and X′ − representing a cosmetically acceptable anion or mixture of anions intended to ensure the electrical neutrality of the compounds of formula (II′);
wherein compound (II′) is different from the compound:
27 . The compound of formula (II′) according to claim 26 , wherein:
R′ represents a linear or branched C 1 -C 20 alkyl radical, substituted with a saturated or unsaturated, optionally aromatic, 5- or 6-membered heterocycle, chosen from:
28 . The compound of formula (II′) according to claim 26 , wherein the compound (II′) is different from the compound:
29 . The compound of formula (II′) according to claim 26 , chosen from compounds 1 to 8 and 10 to 27, addition salts thereof or the solvates thereof:
30 . A composition comprising at least one compound of formula (II′) according to claim 9 , addition salts thereof or solvates thereof.Join the waitlist — get patent alerts
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