Composition comprising a thiopyridinone compound and an amino-sulfonic compound
A stable thiopyridinone compound composition, combined with amino-sulfonic compounds and antioxidants, addresses photostability and odor issues, enhancing depigmentation efficacy in cosmetic applications.
Patent Information
- Application Number
- PCT/EP2025/064988
- Authority / Receiving Office
- WO · WO
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2024-05-30
- Filing Date
- 2025-05-30
- Publication Date
- 2025-12-04
AI Technical Summary
Thiopyridinone compounds used in cosmetic compositions are not photostable and tend to destabilize upon exposure to UV radiation, leading to crystallization and odor issues, which affect their efficacy as depigmenting agents.
A composition comprising a thiopyridinone compound in photostable form, combined with an amino-sulfonic compound and specific stabilizers, to maintain stability and odor acceptability, while including antioxidants to enhance skin care benefits.
The composition provides improved UV stability, prevents crystallization, and maintains an acceptable odor, ensuring effective depigmentation and skin care without photodegradation.
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Abstract
Description
[0001] 1
[0002] DESCRIPTION Composition comprising a thiopyridinone compound and an amino-sulfonic 5 compound The present invention relates to a composition, preferably cosmetic, for the care of keratin materials, in particular skin care. 10 At various stages of their lives, some people see darker and / or more colored spots appear on their skin, and more particularly on their face and hands, which give their skin a heterogeneous appearance. These spots are particularly due to a high concentration of melanin in the keratinocytes located on the skin surface.15The use of harmless effective topical depigmenting substances is more particularly sought in order to reduce pigment spots. For example, arbutin, niacinamide and kojic acid are known as skin depigmenting agents. 20 Moreover, WO2012 / 080075 and WO2017 / 102349 disclose a novel depigmenting or whitening agent which is a thiopyridinone compound. This thiopyridinone compound has particularly effective depigmenting or whitening properties by reducing melanin production.25However, it has been discovered that thiopyridinone compounds tend to destabilize in a composition over time, in particular when the composition including this compound is exposed to UV radiation, i.e. thiopyrodinone compounds are not photostable (i.e. photochemically stable). 30 Thus, an objective of the present invention is that of providing a composition including a thiopyridinone compound with improved UV photostability. Another objective is that of providing a composition including a thiopyridinone compound that is stable. ^Stable^ means a composition that does not exhibit a crystallization 35 phenomenon after manufacture at ambient temperature (20°C). 2
[0003] Another objective is that of providing a composition including a thiopyridinone compound that exhibits odor stability over time and / or an absence of odor and / or an acceptable odor for the consumer. 5 The present invention addresses these needs. The composition according to the invention is a stable composition containing a thiopyridinone compound. It contains said compound in photostable form, and exhibits no odor or an acceptable odor for the consumer. 10 The invention thus relates to a composition, in particular cosmetic, comprising: i. at least one compound selected from compounds of formula (I), tautomers offormula (I^), their salts, their solvates, such as their hydrates, their optical isomers, their racemates, and mixtures thereof: 15wherein, - R1denotes a radical chosen from a) a hydrogen atom, and b) a linear C1- C10or branched C3-C10saturated alkyl group optionally substituted by one or more groups, which may be identical or different, chosen from i) -O-R3, and ii) -S-R3, and20- R2denotes a radical chosen from a) a hydrogen atom, b) a linear C1-C12or branched C3-C12or cyclic C3-C8saturated hydrocarbon group optionally substituted by one or more groups, which may be identical or different, chosen from i) -O-R3, ii) -S-R3, iii) -C(O)-O-R3, and iv) a C5-C12aryl group,optionally substituted by one or more hydroxyls and / or by one or more C1- 25 C8alkoxy radicals, and c) a C5-C12aryl group, optionally substituted by one or more hydroxyls and / or by one or more C1-C8alkoxy radicals, and - R3denotes a radical chosen from a) a hydrogen atom, and b) a linear C1- C10or branched C3-C10saturated alkyl group; ii. at least one amino-sulfonic compound chosen from compounds complying with30 the following formula (II): 3
[0004] (II) wherein: - R denotes a hydrogen atom or a group chosen from -OH and -NH2, 5 - X denotes: a hydrogen atom, - a group -a group ,10 - n is equal to 0, 1, 2 or 3, and their physiologically acceptable salts; and iii. strictly less than 0.2% by weight of an alkali salt of thiosulfuric acid and / or itssolvates such as hydrates, or said composition is totally free from alkali salt of 15 thiosulfuric acid and / or its solvates such as hydrates. Preferably, the at least one amino-sulfonic compound is chosen from compounds complying with the following formula (II): 20 (II) wherein: - R denotes a hydrogen atom or a group chosen from -OH and -NH2, - X denotes: an oxygen atom, 4 ,- n is equal to 0, 1, 2 or 3, 5 and their physiologically acceptable salts. The invention also relates to a non-therapeutic cosmetic treatment method for the care of keratin materials, in particular for depigmenting, lightening and / or whitening keratin materials, comprising a step of applying a composition according to the invention on the 10 keratin materials, preferably the skin. The invention also relates to the non-therapeutic cosmetic use of a composition according to the invention for the care of keratin materials, in particular for whitening, brightening and / or depigmenting keratin materials. 15 Thiopyridinone compound The composition according to the invention comprises at least one compound selected from compounds of formula (I), tautomers of formula (I^), their salts, their solvates, such as their hydrates, their optical isomers, their racemates, and mixtures thereof. 20 Two different thiopyridinone compounds, of formula (I) or (I^), can be used in combination. Thus, a single thiopyridinone compound of formula (I) or (I^) or a combination of different thiopyridinone compounds of formula (I) or (I^) can be used.25The thiopyridinone compound(s) are chosen from the compounds of formula (I) below, the tautomers of formula (I^) below, their salts, their solvates such as their hydrates, their optical isomers, their racemates, and mixtures thereof: [Chem 1] 5 wherein: R1denotes a radical chosen from: a) a hydrogen atom, and 5 b) a linear C1-C10or branched C3-C10saturated alkyl group optionally substituted by one or more groups, which may be identical or different, chosen from i) -O-R3, and ii) -S-R3, and R2denotes a radical chosen from: 10 a) a hydrogen atom, b) a linear C1-C12or branched C3-C12or cyclic C3-C8saturated hydrocarbon group, optionally substituted by one or more groups, which may be identical or different, chosen from i) -O-R3, 15 ii) -S-R3, iii) -C(O)-O-R3, and iv) a C5-C12aryl group, optionally substituted by one or more hydroxyls and / or by one or more C1-C8alkoxy radicals and c) a C5-C12aryl group, optionally substituted by one or more hydroxyls and / or by one or 20 more C1-C8alkoxy radicals, and R3denotes a radical chosen from: a) a hydrogen atom, and b) a linear C1-C10or branched C3-C10saturated alkyl group. 25 Hereinafter, for the purposes of the present invention and unless indicated otherwise: - a ^linear C1-C12or branched C3-C12saturated^ hydrocarbon group is equivalent to a ^linear (C1-C12) or branched (C3-C12) alkyl group^ which corresponds to a linear C1-C12or branched C3-C12saturated hydrocarbon group, preferably a linear C1-C10or branched C3-C10hydrocarbon group, and more preferably a linear C1-C6or branched C3-C6hydrocarbon30group; preferably, the linear or branched groups can be chosen from methyl, ethyl, propyl, 6 isopropyl, butyl, isobutyl and tert-butyl, pentyl, hexyl, heptyl, octyl, nonyl and decyl; more preferably, the linear or branched saturated alkyl groups can be chosen from methyl, ethyl, propyl, isopropyl, butyl, isobutyl and tert-butyl, pentyl, hexyl, heptyl and octyl groups, such as methyl, ethyl, n-pentyl, n-nonyl, isobutyl; 5- a ^cyclic C3-C8^ saturated hydrocarbon group is a mono or bicyclic cycloalkyl groupcontaining from 3 to 8 carbon atoms, and in particular is a monocyclic C5to C7cycloalkyl group such as a cyclohexyl group, -an ^alkoxy radical^ is an alkyl-oxy radical for which the alkyl radical is a linear orbranched C1-C16hydrocarbon radical, and preferably a C1-C8hydrocarbon radical;10 - when the alkoxy group is optionally substituted, this implies that the alkyl group isoptionally substituted as defined above; -an ^aryl^ group represents a monocyclic or bicyclic carbon-based group, fused ornot, comprising from 5 to 12 carbon atoms, preferably from 6 to 10 carbon atoms, and wherein at least one ring is aromatic; preferably, the aryl radical is a phenyl, biphenyl,15naphthyl group, more preferably a phenyl group. The salts of the compounds of formula (I), (I^), (II) or (II^) as defined below comprise conventional non-toxic salts of said compounds, such as those formed using an organic or inorganic acid or an organic or inorganic base. 20 As salts of the compounds of formula (I), (I^), (II) or (II^), mention can be made of: - salts obtained by adding the compound of formula (I) or (II) to: - a mineral base, such as sodium hydroxide, potassium hydroxide, calcium hydroxide, ammonium hydroxide, magnesium hydroxide, lithium hydroxide, sodium, potassium or25calcium carbonate or hydrogen carbonate for example; or - an organic base such as a primary, secondary or tertiary alkylamine, for example triethylamine or butylamine. This primary, secondary or tertiary alkylamine can comprise one or more nitrogen and / or oxygen atoms and can thus comprise, for example, one or more alcohol groups. Mention can be made in particular of 2-amino-2-methylpropanol, 30 ethanolamine, triethanolamine, 2-dimethylaminopropanol, 2-amino-2-(hydroxymethyl)-1,3- propanediol and 3-(dimethylamino)propylamine. Mention can also be made of amino acid salts, for example lysine, arginine, guanidine, glutamic acid and aspartic acid. Advantageously, the salts of the compounds of formula (I) or (II) (when they comprise a carboxy group) can be chosen from alkali or alkaline earth 35 metal salts such as sodium, potassium, calcium or magnesium salts and ammonium salts. 7
[0005] An ^organic or mineral acid salt^ is more particularly chosen from salts chosen from a salt derived from i) hydrochloric acid HCl, ii) hydrobromic acid HBr, iii) sulfuric acid H2SO4, iv) alkylsulfonic acids: Alk-S(O)2OH such as methylsulfonic acid and ethylsulfonic acid; v) arylsulfonic acids: Ar-S(O)2OH such as benzenesulfonic acid and toluenesulfonic acid; 5 vi) citric acid; vii) succinic acid; viii) tartaric acid; ix) lactic acid, x) alkoxysulfinic acids: Alk- O-S(O)OH such as methoxysulfinic acid and ethoxysulfinic acid; xi) aryloxysulfinic acids such as tolueneoxysulfinic acid and phenoxysulfinic acid; xii) phosphoric acid H3PO4; xiii) acetic acid CH3C(O)OH; xiv) triflic acid CF3SO3H; and xv) tetrafluoroboric acid HBF4. 10 The acceptable solvates of the compounds described comprise conventional solvates such as those formed during the preparation of said compounds due to the presence of solvents. Mention can be made, for example, of solvates due to the presence of water or linear or branched alcohols, such as ethanol or isopropanol. The optical isomers are in particular enantiomers and diastereoisomers. 15 The compound (I^) is the tautomeric form of the compound (I) when there is a tautomeric equilibrium according to the following diagram: According to one embodiment of the present invention, R1represents a hydrogen atom. 20 According to one embodiment of the present invention, R1of formula (I) and (I^) represents a linear (C1-C10) or branched (C3-C10) alkyl group, in particular a linear (C1-C6) or branched (C3-C6) alkyl group, such as methyl, ethyl, n-pentyl, n-nonyl, isobutyl, more preferably, ethyl. In particular, said R1alkyl group is not substituted. According to one embodiment of the present invention, R2represents a hydrogen atom. 25 According to one embodiment of the present invention, R2represents a linear (C1-C10) or branched (C3-C10) alkyl group, in particular a linear (C1-C6) or branched (C3-C6) alkyl group, such as methyl, ethyl, n-pentyl, n-nonyl, isobutyl, more preferably methyl or ethyl; said alkyl group of R2not being substituted. According to one embodiment of the present invention, R2of formula (I) and (I^) represents30a linear (C1-C10) or branched (C3-C10) alkyl group, in particular a linear (C1-C6) or branched 8
[0006] (C3-C6) alkyl group, such as methyl, ethyl, n-pentyl, n-nonyl, isobutyl, more preferably methyl or ethyl; said alkyl group being substituted by one or more groups selected from i), ii), iii) and iv) as defined above. Preferably, said alkyl group being substituted by one or two groups selected from i), ii) and iii), more preferably by one or two groups chosen from i) and 5 iii), more preferably substituted by a group iii) such as carboxy. Another variant for the radical R2is that said alkyl group is substituted by a group iv) in particular substituted by a phenyl group. According to another embodiment of the present invention, R2represents a (C3-C8) cycloalkyl group, preferably a (C5-C7) cycloalkyl group such as cyclohexyl. 10 According to another embodiment of the present invention, R2represents a C5-C12aryl group optionally substituted by one or more hydroxyls and / or by one or more C1-C8alkoxy radicals, preferably phenyl group, in particular unsubstituted. According to one embodiment, R3represents a hydrogen atom. According to another embodiment, R3represents a linear C1-C10or branched C3-C1015saturated alkyl group; in particular a linear (C1-C6) or branched (C3-C6) alkyl group, preferably a (C1-C4) alkyl group such as the methyl group. Preferably, the compounds of formula (I) and the tautomer (I^) or their salts, their optical isomers, their racemates, and / or solvates such as their hydrates and their derivatives, alone20or in a mixture, have the following meanings: R1denotes a radical chosen from: a) a hydrogen atom, and b) a linear C1-C6or branched C3-C6saturated alkyl group optionally substituted by one or more groups, which may be identical or different, chosen from:25i) -O-R3, and ii) -S-R3, preferably optionally substituted by one or more groups i); R2denotes a radical chosen from: a) a hydrogen atom; 30 b) a linear C1-C10or branched C3-C10or cyclic C3-C8saturated hydrocarbon group such as C5-C6optionally substituted by one or more groups, which may be identical or different, chosen from: i) -O-R3, ii) -S-R3, 35 iii) -C(O)-O-R3, and 9 iv) a phenyl group optionally substituted by one or more hydroxyls and / or by one or more C1-C4alkoxy radicals such as methoxy, preferably substituted by one or more groups selected from i) and iii), preferably iii) such as carboxy; and 5 R3denotes a radical chosen from: a) a hydrogen atom, and b) a linear C1-C6or branched C3-C6saturated alkyl group. Preferably, the compounds of formula (I) and the tautomer (I^) or their salts, their optical 10 isomers, their racemates, and / or their solvates such as their hydrates, alone or in a mixture, have the following meanings: R1denotes a radical chosen from: a) a hydrogen atom, and b) a linear C1-C4or branched C3-C4saturated alkyl group optionally substituted by one or15more groups, which may be identical or different, chosen from i) -OR3,more preferably unsubstituted; R2denotes a radical chosen from: a) a hydrogen atom; and b) a linear C1-C10or branched C3-C10or cyclic C3-C8such as C5-C6saturated hydrocarbon20group, optionally substituted by one or more groups, which may be identical or different, chosen from: i) -O-R3, iii) -C(O)-O-R3, iv) a C5-C12aryl group, optionally substituted by one or more hydroxyls and / or by one or25more C1-C4alkoxy radicals; and R3denotes a radical chosen from: a) a hydrogen atom, and b) a linear C1-C4or branched C3-C4saturated alkyl group such as methyl or ethyl. 30 Preferably, the compounds of formula (I) and the tautomer (I^) or their salts, their optical isomers, their racemates, and / or solvates such as their hydrates and their derivatives, alone or in a mixture, have the following meanings: R1is a hydrogen atom; and R2denotes a radical chosen from: 35 a) a hydrogen atom, and 10 b) a linear C1-C5or branched C3-C5or cyclic C3-C8such as C5-C6saturated hydrocarbon group may be identical or different, chosen from v) -C(O)-O-R3, preferably substituted by a group iii) -C(O)-O-R3; R2is even more preferably a linear C1-C4or branched C3-C4saturated hydrocarbon group substituted by a group iii) -C(O)-OR3; and 5 R3denotes a radical chosen from: a) a hydrogen atom, and b) a linear C1-C4or branched C3-C4saturated alkyl group such as methyl or ethyl. According to another preferred embodiment, the compounds of formula (I) and the tautomer 10 (I^) are selected from compounds of formula (I^^) below and also their tautomers of formula (I^^^) below, their salts, their solvates and their optical isomers, and their racemates, alone or in a mixture: [Table 1] 15 In formula (I^^) and (I^^^), R1and R3have the same meaning as R1and R3for the compounds of formula (I) and (I^), and X denotes an alkylene radical -(CH2)n- where n is an integer ranging from 1 to 10 inclusive, preferably ranging from 1 to 6, more preferably ranging from 1 to 4, such as 1; preferably, R3represents a hydrogen atom.20Among the compounds of formula (I), the following compounds are preferably used, and their tautomer (I^) or their salts, their optical isomers, racemates, and / or solvates such as their hydrates and their derivatives, alone or in a mixture: [Table 2] 11 12 13 14 Among these compounds, the following compounds are more particularly preferred: [Table 3] 15 16 17 More preferably, among these compounds, the following compounds are more particularly preferred: [Table 4] 18 Even more preferably, among these compounds, the following compounds are more particularly preferred: [Table 5] 5 In one most preferred embodiment, the compound according to the present invention is the following: 19 [Table 6] All of the above compounds can be obtained with a chemical method known to those skilled in the art, from commercially available reagents. 5 The thiopyridinone compound can be prepared according to the method described, for example, in EP-A-3390363 or WO 2017 / 102349, which is incorporated herein by way of reference. The thiopyridinone compound can be an active substance or an active compound in cosmetic or dermatological products. The term ^active substance^ or compound used here10means an ingredient or compound which has an active cosmetic or dermatological property. Preferably, the quantity of the thiopyridinone compound(s) of formula (I) or (I^) in the composition according to the present invention is at least 0.01% by weight, preferably at least 0.03% by weight, and more preferably at least 0.05% by weight relative to the total15weight of the composition. Preferably, the quantity of the thiopyridinone compound(s) of formula (I) or (I^) in the composition according to the present invention is less than 5% by weight, preferably less than 3% by weight, and more preferably less than 1% by weight relative to the total weight of the composition.20Preferably, the quantity of the thiopyridinone compound(s) of formula (I) or (I^) in the composition according to the present invention is between 0.01% and 3% by weight, preferably between 0.03% and 2% by weight, more preferably between 0.05% and 1% by weight relative to the total weight of the composition. 25 Amino-sulfonic compound The composition according to the present invention comprises at least one amino-sulfonic compound chosen from compounds complying with the following formula (II): 20 (II) wherein: - R denotes a hydrogen atom or a group chosen from -OH and -NH2, 5 - X denotes: a hydrogen atom, 10 - n is equal to 0, 1, 2 or 3, and their physiologically acceptable salts. Preferably, the at least one amino-sulfonic compound is chosen from compounds complying with the following formula (II): 15 (II) wherein: - R denotes a hydrogen atom or a group chosen from -OH and -NH2, - X denotes: 20 an oxygen atom, 21 - n is equal to 0, 1, 2 or 3, and their physiologically acceptable salts. 5 The invention extends its scope to optical and / or geometric isomers of the compounds of formula (II), alone or in a mixture in any proportions. Among the compounds of formula (II) preferably used according to the invention, mention can be made of:10 - 4-(2-hydroxyethyl)piperazine-1-ethanesulfonic acid complying with the followingformula: -4-(2-hydroxyethyl)piperazine-1-(2-hydroxypropanesulfonic acid) complying with thefollowing formula: 15 -4-(2-hydroxyethyl)piperazine-1-propanesulfonic acid complying with the followingformula: 20 - 3-morpholinopropanesulfonic acid complying with the following formula: -2-morpholinoethanesulfonic acid complying with the following formula: 22 -piperazine-1.4-bis-(2-ethanesulfonic acid) complying with the following formula: -piperazine-1.4-bis(2-hydroxypropane sulfonic acid) complying with the following5 formula: Among these compounds, 4-(2-hydroxyethyl)piperazine-1-ethanesulfonic acid or HEPES is particularly preferred, marketed in particular under the name HEPES-LUV by TAIWAN HOPAX. 10 The quantity of amino-sulfonic compound of formula (II) usable according to the invention can be from 0.01 to 20%, preferably from 0.1 to 15% and, more preferably, from 1 to 10% of the total weight of the composition. 15 Alkali salt of thiosulfuric acid The composition according to the present invention (i) or comprises strictly less than 0.2% by weight of an alkali salt of thiosulfuric acid and / or its solvates such as hydrates, (ii) or is totally free from alkali salt of thiosulfuric acid and / or its solvates such as hydrates. ^Totally free from alkali salt of thiosulfuric acid and / or its solvates such as hydrates^ means 20 that the composition comprises 0% by weight of alkali salt of thiosulfuric acid and / or its solvates such as hydrates. In other words, it contains none. ^Alkali salt of thiosulfuric acid^ means a salt of thiosulfuric acid with an alkali metal such as sodium or potassium, preferably sodium. Preferably, the alkali salt of thiosulfuric acid is 25 sodium thiosulfate. 23 When an alkali salt of thiosulfuric acid and / or its solvates such as hydrates, preferably sodium thiosulfate, is present in the composition, it is preferably present at a content of less than 0.1% by weight relative to the total weight of the composition, preferably less than 5 0.01% by weight, more preferably less than 0.0001% by weight. Antioxidant agent Preferably, the composition according to the invention also comprises at least one antioxidant agent. 10 Preferably, the antioxidant agent is chosen from carnosine compounds, vitamin E and its derivatives, vitamin C and its derivatives such as vitamin CG (ascorbyl glucoside), arginine, glycyrrhizic acid and its salts such as dipotassium glycyrrhizate, and mixtures thereof.15Preferably, the composition according to the invention comprises at least one antioxidant agent chosen from carnosine compounds, vitamin E and its derivatives, vitamin C and its derivatives such as vitamin CG, arginine, glycyrrhizic acid and its salts such as dipotassium glycyrrhizate, and mixtures thereof. Preferably, the composition according to the invention comprises at least one antioxidant agent chosen from carnosine, vitamin E and its20derivatives, vitamin C and its derivatives such as vitamin CG, arginine, glycyrrhizic acid and its salts such as dipotassium glycyrrhizate, and mixtures thereof. Preferably, the composition according to the invention comprises at least two antioxidant agents chosen from those mentioned hereinabove, preferably at least three, more25preferably at least four, even more preferably at least five antioxidant agents chosen from those mentioned hereinabove. Carnosine compounds Preferably, the carnosine compound is chosen from compounds of formula (III):30 wherein R1 represents H or CH3 and R2 represents H or COOH, 24 and their salts. The salts of the compounds of formula (III) are preferably salts of compounds of formula (III) with mineral acids, especially salts of formula (IV): 5 where n represents 1, 2 or 3 and A represents HCl or HNO3 and R1 represents H or CH3 and R2 represents H or COOH. The carnosine compounds that can be used for the composition according to the present invention are known and accessible with conventional organic chemistry methods. Preferably, the carnosine compound is chosen from carnosine, L-carnosine, D-carnosine, 10 D / L-carnosine, carnicine, HCl salt of carnicine, anserine, D-anserine, L-anserine, HNO3 salt of L-anserine, and combinations thereof. As a commercial product for carnosine, mention can be made of that available under the brand name Dragosine® P.N.844033 from Symrise. 15 Advantageously, the carnosine compound, preferably carnosine, is present in a quantity ranging from 0.01% by weight to 5% by weight, preferably from 0.1% by weight to 3% by weight, more preferably from 0.3% by weight to 1% by weight relative to the total weight of the composition. 20 Vitamin E and its derivatives Vitamin E comprises tocopherols and tocotrienols: tocopherols In particular, vitamin E comprises α-tocopherol 5 β-tocopherol γ-tocopherol δ-tocopherol 10 α-tocotrienol
[0007] 5 δ-tocotrienol As examples of vitamin E derivatives, mention can be made of pharmaceutically acceptable 10 compounds such as acetate, sulfate, succinate, benzoate, propionate, sorbate, oleate, orotate, linoleate, nicotinate, palmitate, allophanate and phosphate. Preferably, vitamin E and / or the vitamin E derivative is chosen from α-tocopherol, β- tocopherol, γ-tocopherol, δ-tocopherol, tocopheryl acetate, tocopheryl succinate, tocopheryl benzoate, tocopheryl propionate, tocopheryl sorbate, tocopheryl oleate, tocopheryl orotate, 15 tocopheryl linoleate, tocopheryl nicotinate, and mixtures thereof. Preferably, the composition according to the present invention comprises vitamin E. 27 More preferably, the composition according to the present invention comprises α- tocopherol, such as that marketed under the name DL ALPHA TOCOPHEROL® by the ZHEJIANG NHU COMPANY. Advantageously, the total content of vitamin E and / or its derivative is from 0.01% by weight 5 to 1% by weight, preferably from 0.05% by weight to 0.8% by weight, more preferably from 0.1% by weight to 0.5% by weight, relative to the total weight of the composition. Vitamin C and its derivatives Vitamin C corresponds to L-ascorbic acid. 10 Ascorbic acid has a structure according to the following formula (V): The term ^ascorbic acid derivative^ preferably denotes a compound chosen from 5,6-di-O- dimethylsilylascorbate (particularly sold by Exsymol under the reference PRO-AA®), DL-15alpha-tocopheryl-DL-ascorbyl-phosphate potassium salt also known as Potassium Ascorbyl Tocopheryl Phosphate (sold by SEPPIC under the reference SEPIVITAL EPC®), magnesium ascorbyl phosphate, sodium ascorbyl phosphate (sold by DSM under the reference Stay-C 50®), disodium ascorbyl sulfate, sulfinyl-L-ascorbic acid, glucopyranosyl- L-ascorbic acid and ascorbyl glucoside. 20 The term ^ascorbyl glucoside^ or vitamin CG denotes a condensation product of glucose, in D form, i.e. in α or β glucopyranose or α or β furanose, or in L form, with ascorbic acid, preferably in L form. Preferably, the ascorbyl glucoside is L-ascorbic acid 2-O-α-D- glucopyranoside, particularly available under the trade name AA2G® from HAYASHIBARA. Mention can be made for example of the product Ascorbic acid L® from RECKON 25 ORGANICS (synthetic pure ascorbic acid) or Ascorbic acid Ultrafine powder® from DSM nutritional products (natural extract). Preferably, ascorbyl glucoside is used. 30 Advantageously, the total content of vitamin C and / or its derivative is from 0.1% by weight to 1% by weight, preferably from 0.2% by weight to 0.8% by weight, more preferably from 0.3% by weight to 0.7% by weight relative to the total weight of the composition. 28 Arginine The composition according to the invention can comprise arginine as an antioxidant agent. Arginine (2-amino-5-carbamimidamidopentanoic acid) can be L- or S-arginine. 5 Advantageously, arginine is present in a quantity ranging from 0.1% by weight to 5% by weight, preferably from 0.3% by weight to 4% by weight, more preferably from 0.5% by weight to 3% by weight relative to the total weight of the composition. 10 Glycyrrhizic acid and / or its salts The composition according to the invention can comprise glycyrrhizic acid and / or one of its salts such as dipotassium glycyrrhizate. The term ^salt^ means a salt formed by an inorganic or organic base. Mention can be made, as salts, of the ammonium salt of glycyrrhizic acid and dipotassium glycyrrhizate.15Preferably, the glycyrrhizic acid salt according to the invention is dipotassium glycyrrhizate. Glycyrrhizic acid or (3β,20β)-20-carboxy-11-oxo-30-norolean-12-en-3-yl 2-O-β-D- glucopyranuronosyl-alpha-D-glucopyranosiduronic acid is a heteroside, the aglycone (an acidic terpene) part of which is bound to a dimer sugar acid of glucuronic acid.20It complies with formula (VI) below: Dipotassium glycyrrhizate complies with formula (VII) below: 29 Preferably, glycyrrhizic acid and / or its salts such as dipotassium glycyrrhizate according to the invention is used at a concentration of 0.01% to 2%, preferably from 0.05% to 1.5% and 5 even more preferably from 0.1% to 1% relative to the total weight of the composition. Preferably, the composition according to the invention comprises the three antioxidant agents that are vitamin CG, arginine and dipotassium glycyrrhizate. Preferably, the composition according to the invention comprises the four antioxidant agents10that are vitamin CG, arginine, dipotassium glycyrrhizate and carnosine. Preferably, the composition according to the invention comprises the five antioxidant agents that are vitamin E, vitamin CG, arginine, dipotassium glycyrrhizate and carnosine. Preferably, the composition comprises from 0.05% to 5% by weight of antioxidant agent(s)15relative to the total weight of the composition, preferably from 0.1% to 4% by weight, more preferably from 0.2% to 3% by weight. Preferably, the composition according to this invention is transparent or translucent. According to some preferred embodiments, the composition according to the invention is a 20 transparent composition. The term transparent or translucent composition as used in the context of this invention means a turbidity value of less than 800 NTU, preferably less than 500 NTU, and preferably less than 200 NTU, and preferably less than 150 NTU, and preferably less than 100 NTU, preferably less than 50 NTU, preferably less than 30 NTU. Preferably, the turbidity 25 of the compositions is at least equal to 0.1 NTU, preferably at least equal to 1 NTU. NTUs (nephelometric turbidity units) are units for measurement of the turbidity of a composition. The turbidity measurement is made, for example, with a model 2100Q Portable Turbidimeter from Hach Company, the tubes used for the measurement being 30 referenced AR0413A cat 24347-06. The measurements are made at ambient temperature (from 20°C to 25°C). Preferably, the composition is transparent and has a turbidity value equal to between 0.1 and 200 NTU, preferably between 1 and 150 NTU, preferably between 1.5 and 50 NTU, 5 preferably between 2 and 30 NTU. Preferably, the composition according to the invention is substantially free from surfactant. ^Substantially free^ means that the composition comprises less than 3% by weight, preferably less than 1% by weight, preferably less than 0.5% by weight, preferably 10 less than 0.3% by weight of surfactant relative to the total weight of the composition. Preferably, the composition according to the invention is totally free from surfactant. Preferably, the composition according to the invention is substantially free from fatty substances. ^Substantially free^ means that the composition comprises less than 1% by weight, preferably less than 0.2% by weight, preferably less than 0.1% by weight of fatty15substances relative to the total weight of the composition. Preferably, the composition according to the invention is totally free from fatty substances. ^Fatty substance ^ means any solid, pasty, or liquid lipophilic compound, in particular waxes and oils. Physiologically acceptable medium20In addition to the compounds indicated above, the composition according to the invention comprises a physiologically acceptable medium. The term ^physiologically acceptable medium^ means a medium that is particularly suitable for the application of a composition of the invention onto keratin materials, in particular the skin.25The term ^skin^ means all of the skin of the body, and the scalp and preferably, the skin of the face, neckline, neck, arms and forearms, hands, or even more preferably, the skin of the face (in particular the forehead, nose, cheeks, chin), neckline and neck. The physiologically acceptable medium is generally adapted to the nature of the substrate onto which the composition is to be applied, and also to the aspect in which the 30 composition is to be packaged. The cosmetic compositions of the invention are preferably in the form of an O / W emulsion. The physiologically acceptable medium can comprise water, preferably 35 demineralized water, and optionally one or more water-miscible solvent(s). 31 According to a preferred embodiment, the compositions according to the invention comprise at least 20% by weight of water, particularly at least 40% by weight of water relative to the total weight of said composition. Preferably, the composition according to the invention has a water content ranging 5 from 20% to 95% by weight, more preferably from 40% to 90% by weight relative to the total weight of the composition. A water suitable for the invention can be a floral water such as cornflower water and / or a mineral and / or spring water such as VITTEL water, VICHY water or LA ROCHE POSAY water. 10 Among the water-miscible organic solvents (at ambient temperature - 25°C), mention can be made of one or more cosmetically acceptable water-miscible organic solvents, which can be alcohols: in particular monovalent alcohols such as ethyl alcohol, propanediol, isopropyl alcohol, benzyl alcohol and phenylethyl alcohol; diols such as15ethylene glycol, propylene glycol, butylene glycol and pentylene glycol; and ethers such as monomethyl, monoethyl and monobutyl ethers of ethylene glycol, monomethyl, monoethyl and monobutyl ether of propylene glycol, and monomethyl, monoethyl and monobutyl ethers of butylene glycol, and glycerin. The water-miscible organic solvent(s) can be present at a concentration of 0.01% to2030% by weight, preferably from 0.1% to 25% by weight and more preferably from 1% to 20% by weight, relative to the total weight of the composition. The composition according to the invention can also comprise any water-soluble or water-dispersible compound such as gelling agents, film-forming polymers, thickeners and25mixtures thereof. The composition according to the invention can comprise niacinamide or one of its derivatives. For the purposes of the invention, niacinamide has a structure according to the following formula: 30 The term ^niacinamide derivative^ preferably denotes a compound wherein the amide group of the niacinamide is secondary or tertiary, preferably substituted by one or 32 two alkyl groups independently chosen from C1-C4 alkyl groups and / or wherein at least one hydrogen atom of the pyridine group is replaced by a C1-C4 alkyl group. Preferably, the compound chosen from niacinamide and its derivatives is niacinamide. Mention can be made for example of the product Niacinamide PC® marketed 5 by DSM NUTRITIONAL PRODUCTS. Preferably, the composition comprises from 0.1% to 20% by weight of the compound chosen from niacinamide and its derivatives relative to the total weight of the composition, preferably from 0.5% to 15% by weight, more preferably from 0.8% to 10% by weight. 10 The composition according to the invention may comprise at least one sequestrant. Among the preferred sequestrants, mention can be made of ethylenediamine disuccinic acid salts, EDTA and its salts, and mixtures thereof. The ethylenediamine disuccinic acid is a compound of formula: 15Preferably, the ethylene diamine disuccinic acid salt is chosen from alkali metal salts, such as potassium and sodium salts, ammonium salts, and amine salts. The alkali metal salts of ethylenediamine disuccinic acid are more specifically preferred. Preferably, the ethylene diamine disuccinic acid salt used according to the invention is trisodium ethylene diamine disuccinate.20For example, such a compound is marketed under the trade name Natrlquest® E30 by Innospec Active Chemicals at 37% by weight in water. Preferably, the composition according to the invention comprises from 0.001% to 1% by weight of ethylene diamine disuccinic acid salt, preferably from 0.005% to 0.5% by weight, more preferably from 0.01% to 0.05% by weight relative to the total weight of the 25 composition. In a particular embodiment of the invention, the composition according to the present invention can also comprise at least one pH correction agent (pH corrector). Two or more pH correction agents can be used in combination. Thus, a single type 30 of pH correction agent or a combination of different types of pH correction agents can be used. As a pH correction agent, at least one acidifying agent and / or at least one alkalizing agent (alkaline agent) can be used. 33 The acidifying agent can be a monovalent or polyvalent, such as divalent, acid. The acidifying agents can be, for example, mineral (inorganic) acids such as hydrochloric acid, sulfuric acid, phosphoric acid, or organic acids such as carboxylic acids, for example tartaric acid, citric acid, and lactic acid, and sulfonic acids. 5 The alkalizing agent can be a monovalent or polyvalent, such as divalent, base. The alkalizing agents can be mineral (inorganic) or organic, or hybrid. Mineral alkalizing agents can be chosen from aqueous ammonia; alkali metal carbonates or bicarbonates such as sodium or potassium carbonates and sodium or potassium bicarbonates; alkali metal hydroxides such as sodium hydroxide and potassium 10 hydroxide; and mixtures thereof. Organic alkalizing agents can be chosen from organic amines such as alkanolamines, amino acids, and mixtures thereof. The pH correction agent can be present in a quantity of 0.01% by weight or more, preferably 0.05% by weight or more, and more preferably 0.1% by weight or more, relative15to the total weight of the composition. The pH correction agent can be present in a quantity of 15% by weight or less, preferably 10% by weight or less, and more preferably 5% by weight or less, relative to the total weight of the composition. The pH correction agent can be present in a quantity ranging from 0.01% to 15% by20weight, preferably from 0.05% to 10% by weight, and more preferably from 0.1% to 5% by weight or less, relative to the total weight of the composition. The composition according to the present invention preferably has a pH of 4.5 or more, and more preferably of 5 or more. The composition according to the present invention preferably has a pH of 7.0 or25less, and more preferably of 6.5 or less. The composition according to the present invention preferably has a pH from 4.5 to 6.5, and more preferably from 5.5 to 6.5. The pH of the composition means the pH of the aqueous phase of the composition according to the present invention. 30 It may be preferable that at least one buffer or buffer agent be also used, as the pH correction agent, in combination with the acidifying agent and / or the alkalizing agent, in order to stabilize the pH of the composition according to the present invention. As a buffer, any commonly known buffer can be used. For example, acid or base salts, preferably weak acid or weak base salts, can be used. For example, sodium citrate 35 or sodium lactate can be used as a buffer, if citric acid or lactic acid is used as an acidifying agent. 34 Additives A cosmetic composition according to the invention can also further comprise any additive normally used in the field in question, for example chosen from gums, resins, 5 dispersants, polymers, essential oils, preservatives, fragrances, neutralizing agents, antiseptic agents, anti-UV protective agents, cosmetic active agents and mixtures thereof. A person skilled in the art can adjust the type and quantity of additives present in the compositions according to the invention by means of routine operations, so that the cosmetic properties and the stability properties sought for these compositions are not 10 affected by the additives. The composition used according to the invention comprising particularly at least one thiopyridinone compound of formula (I) or (I^) described hereinabove can be in any dosage forms routinely used in the cosmetic field. 15 It can in particular be in the form of an aqueous, hydroalcoholic solution, optionally gelled, an optionally biphasic lotion type dispersion, an oil-in-water or water-in-oil or multiple emulsion, an aqueous gel, a dispersion of oils in an aqueous phase, in particular using spherules, these spherules being capable of being polymeric particles or preferably, ionic20and / or nonionic type lipid vesicles, or in the form of a powder, a serum, a paste or a soft stick or a stick. It can be of solid, pasty, or more or less fluid liquid consistency. It could possibly be applied on the skin in the form of a spray. It may also be in solid form, and for example in stick form.25Thus, the composition can comprise all the constituents usually used in the envisaged topical application and administration. A composition according to the invention can advantageously be in the form of an emulsion, in particular obtained by dispersing an aqueous phase in a fatty phase (W / O) or a fatty phase in an aqueous phase (O / W), of liquid or semi-liquid consistency of the milk 30 type, or of soft, semi-solid or solid consistency of the cream or gel type, or multiple emulsion (W / O / W or O / W / O). These compositions are prepared using routine methods. Said thiopyridinone compound(s) of formula (I) or (I^), or said composition containing them are implemented topically, in the context of a use or a method according to the 35 invention. 35 The term ^implemented topically^ means an application on the surface of the skin in question. The compositions according to the invention can be applied directly onto the skin or, alternatively, onto occlusive or non-occlusive cosmetic substrates, intended to be applied 5 locally onto the skin. As non-limiting examples of cosmetic substrates, mention can be made in particular of a patch, a wipe, a roll-on and a pen. The composition may be rinsed or not after having been applied on the skin. Applications 10 The cosmetic compositions covered by the invention can be facial or body care products. The compositions according to the invention are cosmetic compositions intended for skin care. These compositions are thus intended to be applied onto the skin. 15 According to another subject matter, the present invention also relates to a non- therapeutic cosmetic treatment method for the care of keratin materials, in particular for depigmenting, lightening and / or whitening keratin materials, comprising a step of applying a composition, preferably cosmetic, as described hereinabove on the keratin materials,20preferably the skin. The present invention also relates to the non-therapeutic cosmetic use of a composition, preferably cosmetic, as described hereinabove for the care of keratin materials, in particular for whitening, lightening and / or depigmenting keratin materials. 25 A cosmetic implementation of the invention therefore only addresses skin blemishes, and therefore does not apply a therapeutic effect. ^Care^ means a non-therapeutic treatment capable of producing a visually appealing 30 effect without preventing or correcting a pathological dysfunction of the skin. The invention will now be illustrated in the following non-limiting examples. Unless specified otherwise, the % are expressed by weight in relation to the total weight of the composition (% w / w). 35 The compositions are prepared using routine cosmetic composition formulation methods. 36 Example: Evaluation of inventive and comparative compositions Compositions according to the invention C1 to C7 and comparative composition 5 CC1* were prepared. Their stability at 45°C and their photostability were then evaluated. Stability was evaluated at T0 and after 2 months (T2M) at 45°C. The results show 10 that compositions according to the invention C1 to C7 exhibit conforming chemical stability in respect of the compound 2-MERCAPTONICOTINOYL GLYCINE at T0 and at T2M at 45°C. Photostability evaluation protocol 15 The photostability of examples according to the invention C1 to C7 and comparative example CC1* was tested. The photostability of the inventive and comparative examples was evaluated by following the procedure described below. First, the quantity of 2-MERCAPTONICOTINOYL GLYCINE compound in the20formula is measured by HPLC / UV. A specific quantity of formula is spread uniformly on a PMMA plate to obtain a layer of about 2 mg / cm2 (n=4 plates). All the plates are exposed to UV light for 11 minutes until a dose of 5J / cm2 (UVA flux 0.00789 W / cm2 and UVB flux 0.000488 W / cm2), corresponding to the average daily UV dose, is achieved using a sunlight simulator. The plates are removed and the solvent is used to remove the film of formula and25the 2-MERCAPTONICOTINOYL GLYCINE compound is then extracted. This extract is then assayed to determine the concentration of 2-MERCAPTONICOTINOYL GLYCINE compound using HPLC / UV. The photostability percentage is given as follows: % of 2-MERCAPTONICOTINOYL GLYCINE compound after UV exposure / initial % of 2- 30 MERCAPTONICOTINOYL GLYCINE compound x 100. The results are as follows: [Table 7] 37 They demonstrate that 2-MERCAPTONICOTINOYL GLYCINE compound is significantly more photostable in compositions according to the invention C1 to C7 than in comparative composition CC1*. 5
Claims
38 CLAIMS 1. Composition, in particular cosmetic, comprising:i. at least one compound selected from compounds of formula (I), tautomers of5 formula (I^), their salts, their solvates, such as their hydrates, their optical isomers, their racemates, and mixtures thereof:wherein, - R1denotes a radical chosen from a) a hydrogen atom, and b) a linear C1-10C10or branched C3-C10saturated alkyl group optionally substituted by one or more groups, which may be identical or different, chosen from i) -O-R3, and ii) -S-R3, and - R2denotes a radical chosen from a) a hydrogen atom, b) a linear C1-C12or branched C3-C12or cyclic C3-C8saturated hydrocarbon group optionally15substituted by one or more groups, which may be identical or different, chosen from i) -O-R3, ii) -S-R3, iii) -C(O)-O-R3, and iv) a C5-C12aryl group, optionally substituted by one or more hydroxyls and / or by one or more C1- C8alkoxy radicals, and c) a C5-C12aryl group, optionally substituted by one or more hydroxyls and / or by one or more C1-C8alkoxy radicals, and20- R3denotes a radical chosen from a) a hydrogen atom, and b) a linear C1- C10or branched C3-C10saturated alkyl group; ii. at least one amino-sulfonic compound chosen from compounds complying withthe following formula (II):25 (II) wherein:39 - R denotes a hydrogen atom or a group chosen from -OH and -NH2, - X denotes: a hydrogen atom, 5- n is equal to 0, 1, 2 or 3, and their physiologically acceptable salts; and10 iii. strictly less than 0.2% by weight of an alkali salt of thiosulfuric acid and / or itssolvates such as hydrates, or said composition is totally free from alkali salt of thiosulfuric acid and / or its solvates such as hydrates.
2. Composition according to claim 1, wherein the compounds of formula (I)15and the tautomer (I^) or their salts, their optical isomers, racemates, and / or solvates such as hydrates and their derivatives, alone or in a mixture, have the following meanings: R1is a hydrogen atom; and R2denotes a radical chosen from: a) a hydrogen atom, and20b) a linear C1-C5or branched C3-C5or cyclic C3-C8such as C5-C6saturated hydrocarbon group may be identical or different, chosen from v) -C(O)-O-R3, preferably substituted by a group iii) -C(O)-O-R3; R2is even more preferably a linear C1-C4or branched C3-C4saturated hydrocarbon group substituted by a group iii) -C(O)-OR3; and R3denotes a radical chosen from: 25 a) a hydrogen atom, and b) a linear C1-C4or branched C3-C4saturated alkyl group such as methyl or ethyl.
3. Composition according to claim 1 or 2, wherein the C-glycoside is chosenfrom: 30 [Table 2]404142434. Composition according to one of the preceding claims, wherein thethiopyridone compound is as follows: [Table 6]5 5. Composition according to one of the preceding claims, wherein thethiopyridinone compound is present in a quantity of at least 0.01% by weight, preferably at least 0.03% by weight, and more preferably at least 0.05% by weight relative to the total weight of the composition; and / or in a quantity of less than 5% by weight, preferably less10than 3% by weight, and more preferably less than 1% by weight relative to the total weight of the composition; and / or in a quantity between 0.01% and 3% by weight, preferably between 0.03% and 2% by weight, more preferably between 0.05% and 1% by weight relative to the total weight of the composition.15 6. Composition according to one of the preceding claims, wherein the amino-sulfonic compound of formula (II) is chosen from:44 -4-(2-hydroxyethyl)piperazine-1-ethanesulfonic acid complying with the followingformula:-4-(2-hydroxyethyl)piperazine-1-(2-hydroxypropanesulfonic acid) complying with the5 following formula:-4-(2-hydroxyethyl)piperazine-1-propanesulfonic acid complying with the followingformula: 10-3-morpholinopropanesulfonic acid complying with the following formula:-2-morpholinoethanesulfonic acid complying with the following formula:15 -piperazine-1.4-bis-(2-ethanesulfonic acid) complying with the following formula:45-piperazine-1.4-bis(2-hydroxypropane sulfonic acid) complying with the followingformula:, 5 preferably the amino-sulfonic compound of formula (II) is 4-(2-hydroxyethyl)piperazine-1- ethanesulfonic acid or HEPES.
7. Composition according to one of the preceding claims, wherein the amino-sulfonic compound of formula (II) is present from 0.01 to 20%, preferably from 0.1 to 15%, 10 and more preferably from 1 to 10% of the total weight of the composition.
8. Composition according to one of the preceding claims, wherein the alkalisalt of thiosulfuric acid is sodium thiosulfate, preferably it is present at a content of less than 0.1% by weight relative to the total weight of the composition, preferably less than 0.01% 15 by weight, preferably less than 0.0001% by weight.
9. Composition according to one of the preceding claims, which alsocomprises at least one antioxidant agent.20 10. Composition according to claim 9, wherein the antioxidant agent is chosenfrom carnosine compounds, vitamin E and its derivatives, vitamin C and its derivatives such as vitamin CG (ascorbyl glucoside), arginine, glycyrrhizic acid and its salts such as dipotassium glycyrrhizate, and mixtures thereof; preferably, the antioxidant agent is chosen from carnosine, vitamin E and its derivatives, vitamin C and its derivatives such as vitamin25CG, arginine, glycyrrhizic acid and its salts such as dipotassium glycyrrhizate, and mixtures thereof.46 11. Composition according to claim 9 or 10, which comprises at least twoantioxidant agents, preferably at least three, more preferably at least four, even more preferably at least five antioxidant agents; preferably, the composition comprises vitamin CG, arginine and dipotassium glycyrrhizate; preferably, the composition comprises vitamin 5 CG, arginine, dipotassium glycyrrhizate and carnosine; preferably, the composition comprises vitamin E, vitamin CG, arginine, dipotassium glycyrrhizate and carnosine.
12. Composition according to one of claims 9 to 11, wherein the antioxidantagent is a carnosine compound chosen from compounds of formula (III):10wherein R1 represents H or CH3 and R2 represents H or COOH, and their salts, preferably the carnosine compound is chosen from carnosine, L-carnosine, D-carnosine, D / L-carnosine, carnicine, HCl salt of carnicine, anserine, D-anserine, L- anserine, HNO3 salt of L-anserine, and combinations thereof, preferably carnosine; 15 preferably present in a quantity ranging from 0.01% by weight to 5% by weight, preferably from 0.1% by weight to 3% by weight, more preferably from 0.3% by weight to 1% by weight relative to the total weight of the composition.
13. Composition according to one of claims 9 to 11, wherein the antioxidant20 agent is vitamin E or one of its derivatives, preferably chosen from α-tocopherol, β- tocopherol, γ-tocopherol, δ-tocopherol, tocopheryl acetate, tocopheryl succinate, tocopheryl benzoate, tocopheryl propionate, tocopheryl sorbate, tocopheryl oleate, tocopheryl orotate, tocopheryl linoleate, tocopheryl nicotinate, and mixtures thereof, preferably vitamin E; preferably present at a content of 0.01% by weight to 1% by weight, preferably from 0.05% 25 by weight to 0.8% by weight, more preferably from 0.1% by weight to 0.5% by weight, relative to the total weight of the composition.
14. Composition according to one of claims 9 to 11, wherein the antioxidantagent is vitamin C or one of its derivatives, preferably chosen from 5,6-di-O- 30 dimethylsilylascorbate, potassium salt of DL-alpha-tocopheryl-DL-ascorbyl-phosphate, magnesium ascorbyl phosphate, sodium ascorbyl phosphate, disodium ascorbyl sulfate,47 sulfinyl-L-ascorbic acid, glucopyranosyl-L-ascorbic acid, and ascorbyl glucoside, preferably ascorbyl glucoside; preferably present at a content of 0.1% by weight to 1% by weight, preferably from 0.2% by weight to 0.8% by weight, more preferably from 0.3% by weight to 0.7% by weight relative to the total weight of the composition. 5 15. Composition according to one of claims 9 to 11, wherein the antioxidantagent is arginine, preferably present in a quantity ranging from 0.1% by weight to 5% by weight, preferably from 0.3% by weight to 4% by weight, more preferably from 0.5% by weight to 3% by weight relative to the total weight of the composition. 10 16. Composition according to one of claims 9 to 11, wherein the antioxidantagent is glycyrrhizic acid and / or one of its salts, preferably dipotassium glycyrrhizate; preferably present at a concentration of 0.01% to 2%, preferably from 0.05% to 1.5% and even more preferably from 0.1% to 1% relative to the total weight of the composition. 15 17. Composition according to one of the preceding claims, which istransparent, and / or which is substantially free from surfactant, and / or which is substantially free from fatty substances.20 18. Composition according to one of the preceding claims, which comprisesa physiologically acceptable medium which may comprise water and optionally one or more water-miscible solvent(s).
19. Non-therapeutic cosmetic treatment method for the care of keratin25 materials, in particular for depigmenting, lightening and / or whitening keratin materials, comprising a step of applying a composition according to one of the preceding claims on the keratin materials, preferably the skin.
20. Non-therapeutic cosmetic use of a composition according to one of claims301 to 18 for the care of keratin materials, in particular for whitening, brightening and / or depigmenting keratin materials.
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