Composition comprising a thiopyridinone compound, a hydrophilic gelling agent, a poly(propylene oxide) and poly(ethylene oxide) block polymer and a filler

Abstract

Composition comprising a thiopyridinone compound, a hydrophilic gelling agent, a poly(propylene oxide) and poly(ethylene oxide) block polymer, and a filler. The present invention relates to a composition, preferably cosmetic, comprising at least one compound selected from the compounds of formula (I) below, the tautomers of formula (I'), their salts, their solvates, such as their hydrates, their optical isomers, their racemates, and mixtures thereof; at least one hydrophilic gelling agent; at least one poly(propylene oxide) and poly(ethylene oxide) block polymer; and at least one filler. The present invention also relates to a non-therapeutic cosmetic treatment method for the care of keratinous materials, as well as a non-therapeutic cosmetic use of said composition.

Description

Title of the invention: Composition comprising a thiopyridinone compound, a hydrophilic gelling agent, a block polymer of poly(propylene oxide) and poly(ethylene oxide) and a filler

[0001] The present invention relates to the field of care of keratin materials, in particular skin care.

[0002] At different times in their lives, some people see darker and / or more colored spots appear on their skin, particularly on the face and hands, which give the skin a heterogeneity. These spots are notably due to a high concentration of melanin in the keratinocytes located on the surface of the skin.

[0003] The use of harmless topical depigmenting substances with good efficacy is particularly desired for the purpose of treating pigment spots.

[0004] For example, arbutin, niacinamide and kojic acid are known as skin depigmenting agents.

[0005] On the other hand, WO2012 / 080075 and WO2017 / 102349 disclose a novel depigmenting or whitening agent which is a thiopyridinone compound. The thiopyridinone compound exhibits particularly effective depigmenting or whitening properties by reducing the production of melanin.

[0006] However, it has been discovered that the incorporation of a thiopyridinone compound tends to destabilize a composition over time, compositions comprising one or more gelling agents and one or more fillers, leading to problems of flocculation and / or sedimentation of this (these) filler(s) in the composition.

[0007] Furthermore, it is interesting to have a composition exhibiting good sensoriality when applied to keratin materials, preferably the skin. Summary of the invention

[0008] Thus, the subject of the present invention is a composition, preferably cosmetic, comprising: - at least one compound selected from the compounds of formula (I) below, the tautomers of formula (!) below, their salts, their solvates, such as their hydrates, their optical isomers, their racemates, and their mixtures:

[0009] [Chem.l]

[0010] in which,

[0011] - Ri denotes a radical chosen from a) a hydrogen atom, and b) an alkyl group saturated linear C1-C10 or branched C3-C10 optionally substituted by one or more groups, which may be the same or different, selected from i) -O-R3, and ii) -S-R3, and

[0012] - R2 denotes a radical chosen from a) a hydrogen atom, b) a hy group C1-C12 linear or C3-C12 branched or C3-C8 cyclic saturated carbon atom optionally substituted by one or more groups, which may be the same or different, selected from i) -O-R3, ii) -S-R3, iii) -C(O)-O-R3, and iv) a C5-C12 aryl group, optionally substituted by one or more hydroxyls and / or by one or more C1-C8 alkoxy radicals> and c) a C5-C12 aryl group, optionally substituted by one or more hydroxyls and / or by one or more C1-C8 alkoxy radicals and

[0013] - R3 denotes a radical chosen from a) a hydrogen atom, and b) an alkyl group saturated linear C1-C10 or branched C3-C10; - at least one hydrophilic gelling agent; - at least one block polymer of poly(propylene oxide) and poly(oxide ethylene); - at least one charge.

[0014] According to another of its objects, the present invention also relates to a non-therapeutic cosmetic treatment process for the care of keratin materials, in particular for depigmentation, lightening and / or bleaching of keratin materials, comprising a step of applying to the keratin materials, preferably the skin, a composition, preferably cosmetic, as described above.

[0015] The present invention also relates to the non-therapeutic cosmetic use of a composition, preferably cosmetic, as described above for the care of keratin materials, in particular for bleaching, lightening and / or depigmenting keratin materials.

[0016] Definitions

[0017] The term “physiologically acceptable medium” means a medium compatible with the keratin materials of a human being.

[0018] “Keratin materials” means the skin of the body or face, the lips, the mucous membranes, the eyelashes, the nails, and the hair of a human being.

[0019] By "skin" is meant the entire skin of the body and the scalp of a human being and preferably, the skin of the face, décolleté, neck, arms and forearms, hands or even more preferably, the skin of the face (in particular the forehead, nose, cheeks, lips, chin), décolleté and neck.

[0020] For the purposes of the present invention, the term “porous particles” means particles having a structure comprising pores or interstices. The structure of the particles may be of the matrix type, like a sponge. The porosity of the particles is quantitatively characterized by their specific surface area. Detailed description of the invention

[0021] The subject of the present invention is the cosmetic use of at least one thiopyridinone compound of formula (I) or (!), their salts, their solvates, such as their hydrates, their optical isomers, their racemates and / or their mixtures, or a composition comprising it or them to improve the barrier function of the skin.

[0022] Thiopyridinone compound

[0023] The composition according to the present invention comprises at least one thiopyridinone compound. Two or more distinct thiopyridinone compounds of formula (I) or (!') may be used in combination. Thus, a single thiopyridinone compound of formula (I) or (!') or a combination of different thiopyridinone compounds of formula (I) or (!') may be used.

[0024] The thiopyridinone compound(s) are selected from the compounds of formula (I) below, the tautomers of formula (!') below, their salts, their solvates, such as their hydrates, their optical isomers, their racemates and their mixtures:

[0025] [Chem.l] (0 (0

[0026] in which:

[0027] Ri denotes a radical chosen from a) a hydrogen atom, and b) a linear C1-C10 or branched C3-C10 saturated alkyl group optionally substituted by one or several groups, which may be the same or different, chosen from i) -O-R3, and ii) -S-R3, and

[0028] R2 denotes a radical chosen from a) a hydrogen atom, b) a linear C1-C12 or branched C3-C12 or cyclic C3-C8 saturated hydrocarbon group, optionally substituted by one or more groups, which may be the same or different, chosen from i) -O-R3, ii) -S-R3, iii) -C(O)-O-R3, and iv) a C5-C12 aryl group, optionally substituted by one or more hydroxyls and / or by one or more C1-C8 alkoxy radicals and c) a C5-C12 aryl group, optionally substituted by one or more hydroxyls and / or by one or more C1-C8 alkoxy radicals, and

[0029] R3 denotes a radical chosen from a) a hydrogen atom, and b) a linear saturated C10-C10 or branched C3-C10 alkyl group.

[0030] Hereinafter, within the meaning of the present invention and unless otherwise indicated: - a "saturated, linear C1-C12 or branched C3-C12" hydrocarbon group is equivalent to a "linear (C1-C12) or branched (C3-C12) alkyl group" which corresponds to a saturated, linear C1-C12 or branched C3-C12 hydrocarbon group, preferably a linear C1-C10 or branched C3-C10 hydrocarbon group, and more preferably a linear C1-C6 or branched C3-C6 hydrocarbon group; preferably, the linear or branched groups may be chosen from methyl, ethyl, propyl, isopropyl, butyl, isobutyl and tert-butyl, pentyl, hexyl, heptyl, octyl, nonyl and decyl groups; more preferably, the saturated, linear or branched alkyl groups may 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; - a “C3-C8 cyclic” saturated hydrocarbon group is a mono- or bicyclic cycloalkyl group containing from 3 to 8 carbon atoms, and in particular is a C5 to C7 monocyclic cycloalkyl group such as a cyclohexyl group, - an “alkoxy radical” is an alkyloxy radical for which the alkyl radical is a linear or branched CrCi6 hydrocarbon radical, and preferably a CrC8 hydrocarbon radical; - when the alkoxy group is optionally substituted, this implies that the alkyl group is optionally substituted as defined above; - an “aryl” group represents a carbon-based group, monocyclic or bicyclic, fused or not, comprising from 5 to 12 carbon atoms, preferably from 6 to 10 carbon atoms, and in which at least one cycle is aromatic; preferably, the aryl radical is a phenyl group, biphenyl, naphthyl, more preferably a phenyl group; - the expression “at least one” is equivalent to the expression “one or more”; and - the term "inclusive" for a concentration range means that the limits of this range are included in the defined range.

[0031] Salts of compounds of formula (I), (!'), (II), or (II') as defined below include conventional non-toxic salts of said compounds, such as those formed from an organic or inorganic acid or an organic or inorganic base.

[0032] As salts of the compounds of formula (I), (I'), (II) or (II'), mention may be made of:

[0033] The salts obtained by addition of the compound of formula (I) or (II) to:

[0034] a mineral base, such as sodium hydroxide, potassium hydroxide, calcium hydroxide, ammonium hydroxide, magnesium hydroxide, lithium hydroxide, and sodium, potassium or calcium carbonate or hydrogen carbonate for example; or

[0035] an organic base such as a primary, secondary or tertiary alkylamine, for example triethylamine or butylamine. This primary, secondary or tertiary alkylamine may comprise one or more nitrogen and / or oxygen atoms and may thus comprise, for example, one or more alcohol functions. Mention may be made in particular of 2-amino-2-methylpropanol, ethanolamine, triethanolamine, 2-dimethylaminopropanol, 2-amino-2-(hydroxymethyl)-1,3-propanediol and 3-(dimethylamino)propylamine.

[0036] Mention may 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) may be chosen from alkali or alkaline earth metal salts such as sodium, potassium, calcium or magnesium salts and ammonium salts.

[0037] An “organic or inorganic acid salt” is more particularly chosen from the salts chosen from a salt derived from i) hydrochloric acid HCl, ii) hydrobromide acid HBr, iii) sulfuric acid H2SO4, iv) alkylsulfonic acids: Alk-S(O)2OH such as methanesulfonic acid and ethanesulfonic acid; v) arylsulfonic acids: Ar-S(O)2OH such as benzenesulfonic acid and toluenesulfonic acid; vi) citric acid; vii) succinic acid; viii) tartaric acid; ix) lactic acid; x) alkoxysulfinic acids: Alk-OS(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.

[0038] Acceptable solvates of the compounds described in the specification com- take the classical solvates such as those formed during the preparation of said compounds due to the presence of solvents. Examples include solvates due to the presence of water or linear or branched alcohols, such as ethanol or isopropanol.

[0039] The optical isomers are in particular the enantiomers and the diastereoisomers.

[0040] Compound (!') is the tautomeric form of compound (I) when a tautomeric equilibrium exists according to the following scheme:

[0041] [Chem.l]

[0042] According to one embodiment of the present invention, Ri represents a hydrogen atom.

[0043] According to one embodiment of the present invention, Ri of formula (I) and (!') 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 alkyl group of Ri'is not substituted.

[0044] According to one embodiment of the present invention, R2 represents a hydrogen atom.

[0045] According to one embodiment of the present invention, R2 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 methyl or ethyl; said alkyl group of R2 not being substituted.

[0046] According to one embodiment of the present invention, R2 of formula (I) and (!') 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 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 selected from i) and iii), better substituted by a group iii) such as carboxy.

[0047] Another variant for the radical R2 is that said alkyl group is substituted by a group iv) in particular substituted by a phenyl group.

[0048] According to another embodiment of the present invention, R2 represents a cycloalkyl group (C3-C8), preferably a cycloalkyl group (C5-C7) such as cyclohexyl.

[0049] According to another embodiment of the present invention, R2 represents a C5-C12 aryl group optionally substituted by one or more hydroxyls and / or by one or more C1-C8 alkoxy radicals, preferably a phenyl group in particular unsubstituted.

[0050] According to one embodiment, R3 represents a hydrogen atom.

[0051] According to another embodiment, R3 represents a saturated, linear C1-C10 or branched C3-C10 alkyl group; in particular a linear (C1-C6) or branched (C3-C6) alkyl group, preferably an alkyl group (C1-C4) such as the methyl group.

[0052] Preferably, the compounds of formula (I) and the tautomer (!) or their salts, their optical isomers, racemates, and / or solvates such as their hydrates and their derivatives, alone or in mixture have the following meanings:

[0053] Ri denotes a radical chosen from a) a hydrogen atom, and b) a linear C1-C6 or branched C3-C6 saturated alkyl group optionally substituted by one or more groups, which may be identical or different, chosen from i) -O-R3, and ii) -S-R3, preferably optionally substituted by one or more groups i);

[0054] R2 denotes a radical chosen from a) a hydrogen atom; b) a linear C1-C10 or branched C3-C10 or cyclic C3-C8 such as C5-C6 saturated hydrocarbon group optionally substituted by one or more groups, which may be the same or different, chosen from: i) -O-R3, ii) -S-R3, iii) -C(O)-O-R3, and iv) a phenyl group optionally substituted by one or more hydroxyls and / or by one or more C1-C4 alkoxy radicals such as methoxy, preferably substituted by one or more groups selected from i) and iii), preferably iii) such as carboxy; and

[0055] R3 denotes a radical chosen from a) a hydrogen atom, and b) a linear C1-C6 or branched C3-C6 saturated alkyl group.

[0056] Preferably, the compounds of formula (I) and the tautomer (!) or their salts, their optical isomers, racemates, and / or their solvates such as their hydrates, alone or in mixture have the following meanings:

[0057] Ri denotes a radical chosen from a) a hydrogen atom, and b) a linear C1-C4 or branched C3-C4 saturated alkyl group optionally substituted by one or more groups, which may be the same or different, chosen from i) -OR3jplus preferably unsubstituted;

[0058] R2 denotes a radical chosen from a) a hydrogen atom; and b) a linear C1-C10 or branched C3-C10 or cyclic C3-C8 saturated hydrocarbon group such as C5-C6, optionally substituted by one or more groups, which may be the same or different, chosen from i) -O-R3, iii) -C(O)-O-R3, iv) a C5-C12 aryl group, optionally substituted by one or more hydroxyls and / or by one or more C1-C4 alkoxy radicals; and

[0059] R3 denotes a radical chosen from a) a hydrogen atom, and b) a linear C1-C4 or branched C3-C4 saturated alkyl group such as methyl or ethyl.

[0060] Preferably, the compounds of formula (I) and the tautomer (!) or their salts, their optical isomers, racemates, and / or solvates such as hydrates and their derivatives, alone or in mixture have the following meanings:

[0061] Ri is a hydrogen atom; and

[0062] R2 denotes a radical chosen from a) a hydrogen atom, and b) a saturated hydrocarbon group, linear in C1-C5 or branched in C3-C5 or cyclic in C3-C8 such that C 5-C6 may be identical or different, chosen from v) -C(O)-O-R3, preferably substituted by a group iii) -C(O)-O-R3; R2 is more preferably still a saturated hydrocarbon group, linear in C1-C4 or branched in C3-C4 substituted by a group iii) -C(O)-OR3; and

[0063] R3 denotes a radical chosen from a) a hydrogen atom, and b) a linear C1-C4 or branched C3-C4 saturated alkyl group such as methyl or ethyl.

[0064] According to another preferred embodiment, the compounds of formula (I) and the tautomer (!') are selected from the compounds of formula (II) below and also their tautomers of formula (II') below, their salts, their solvates and their optical isomers, and their racemates, alone or as a mixture:

[0065] [Tables 1] QX 'V : TK JX R-1 NT 'S ' H n 0 O IL > '-'N"' SH O d (II) (II')

[0066] In formula (II) and (II'), R1 and R3 have the same meaning as R1 and R3 for the compounds of formula (I) and (I'), and X denotes an alkylene radical -(CH2)n- with n being an integer ranging inclusively from 1 to 10, preferably from 1 to 6, more preferably from 1 to 4, such that 1, preferably, R3 represents a hydrogen atom.

[0067] Among 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 hydrates and their derivatives, alone or in mixture:

[0068] [Tables2] No. Structure Chemical Name CAS No. 1 N-ethyl-2-thioxo-1,2-dihydropyridine-3-carbo xamide 91859-75-5 2 N-methyl-2-thioxo-1,2-dihydropyridine-3-car boxamide 91859-74-4 3 N-octyl-2-thioxo-1,2-dihydropyridine-3-carbo xamide 91859-77-7 4 N-benzyl-2-thioxo-1,2-dihydropyridine-3-car boxamide 91859-79-9 5 / / XX .--------s Hii--f' r x-....... / \= / Y N-phenyl-2-thioxo-1,2-dihydropyridine-3-ca rboxamide 104857-16- 1 6 Y' -ZH ] HH N-cyclohexyl-2-thiox o-1,2-dihydropyridine -3-carboxamide 91859-78-8 7 i . O" ' 6 xï ' N - [2-(4-methoxyphen yl)ethyl]-2-thioxo-1,2-dihydropyridine-3-car boxamide 923682-88- 6 8 b H $ A N-(2-méthylpropyl)-2-thioxo-1,2-dihydropyr idine-3-carboxamide 1100027-79 -9 9 >i A---’' H N-pentyl-2-thioxo-1,2 -dihydropyridine-3-ca rboxamide 330667-57- 7 10 1¼ N-nonyl-2-thioxo-1,2-dihydropyridine-3-car boxamide 1031149-44 -6 11 H 0 A"A H >lx / X N-(2-hydroxyéthyl)-2-thioxo-1,2-dihydropyr idine-3-carboxamide 12 <y N,N-diéthyl 2-mercaptonicotinami de 13 X^' ■ H / S VH; N-éthyl-N-(2-hydroxy éthyl)-2-thioxo-1,2-di hydropyridine-3-carbo xamide 14 N-(2,3-dihydroxyprop yl)-2-thioxo-1,2-dihyd ropyridine-3-carboxa mide I . • :! 15 V' ' !; _,.x . Ax. <ZAS ,C!H N-( 1,3-dihydroxyprop an-2-yl)-2-thioxo-1,2-dihydropyridine-3-car boxamide 16 Xx ''y^ ’x -À' H / N - [(2-thioxo-1,2-dihy dropyridin-3-yl)carbo nyl]alaninate d'éthyle 17 AT S-^ 1 ” ' .Ax N - [(2-thioxo-1,2-dihy dropyridin-3-yl)carbo nyl]phényl alaninate d'éthyle 18 ; $ x s S À N-méthyl-N- [(2-thiox o-1,2-dihydropyridin-3-yl)carbonyl]glycinat e d'éthyle 19 N - [(2-thioxo-1,2-dihy dropyridin-3-yl)carbo iiyljglyemate d'éthyle 20 a A ..^ lf N - [(2-thioxo-1,2-dihy dropyridin-3-yl)carbo iiyljglyeme 21 D j.--' $ U Jk CK GH H N-methyl-N- [(2-thiox o-1,2-dihydropyridin-3-yl)carbonyl]glycine 22 rir Hv K -v, 'x .Z' X "''XN,N-bis(2-hydroxyeth yl)-2-thioxo-1,2-dihyd ropyridine-3-carboxa mide 23 :: <x N-(3-méthoxypropyl)-2-thioxo-1,2-dihydrop yridine- 3 -carboxamid e 24 . . z-'"'-. 3$ . 0 N-butyl-2-thioxo-1,2-dihydropyridine-3-car boxamide

[0069] Among these compounds, the following compounds are more particularly preferred:

[0070] [Tables3] No. Structure Chemical Name CAS No. 1 .X / X / 'X. t 'k " ZZ "ZH N-ethyl-2-thioxo-1,2-dihydropyridine-3-car boxamide 91859-75-5 2 ........%. 6 N-methyl-2-thioxo-1, 2-dihy dropyridine- 3 -c arboxamide 91859-74-4 4 3 £ '■ ' . ( Z N-benzyl-2-thioxo-1, 2-dihy dropyridine- 3 -c arboxamide 91859-79-9 6 Z "N " " / . / ' N ; h .••'"X •''■"x'' ZV %- / •■■" s N- [2- (4-methoxyphen yl)ethy 1] -2-thioxo-1,2 -dihy dropyridine- 3 -ca rboxamide 923682-88-6 9 Z' N^X \-z ^Z" ]!: ZN N-pentyl-2-thioxo-1,2 -dihy dropyridine- 3 -ca rboxamide 330667-57-7 11 .■■■■■'z Zx / n '"' T fZx ; CH ^'SH N-(2-hydroxyethyl)-2 -thioxo-1,2-dihydropy ridine- 3 -carboxamide 12 ç l A. k 'TH.. -,_A ..JN,N-diethyl 2-mercaptonicotinami de 14 ;ki kk .Y- A.. N-(2,3-dihydroxyprop yl)-2-thioxo-1,2-dihy dropyridine Yk N-1k5H5carboxa mide 1,3-dihydroxyprop an-2-yl)-2-thioxo-1,2-dihydropyridine-3-car bokamide 16 ''ï / '•S \ H / N-[(2-thioxo-1,2-dihy dropyridin-3-yl)carbo nyl]alaninate d'Y7 [«YUY 1 N-[(2-thioxo-1,2-dihy dropyridin-3-yl)carbo nyl]phenyl alaninate of ethyl 18 C' v'Y'" A"" Yz KA <k *- ''N-' N ! CM ;, N-méthyl-N-[(2-thiox o-1,2-dihydropyridin-3-yl)carbonyl]glycinat e d'éthyle 19 , .-Â*- x ® N-[(2-thioxo-1,2-dihy dropyridin-3-yl)carbo nyljglycinate d'ethylene 20 0 N-[(2-thioxo-1,2-dihy dropyridin-œ3-yl)carbo nylj 'K 'ch'" 21 s N -methyl-N-[(2-thiox o-1,2-dihydropyrdin-3-yl)carbonyl]glycine

[0071] More preferably, among these compounds, the following compounds are more particularly preferred:

[0072] [Tables4] No. Structure Chemical Name CAS No. 1 £ ■■^X--XX^NZ " ] H *<§ H N-ethyl-2-thioxo-1,2-dihydropyridine-3-car boxamide 91859-75-5 9 'N' NJ-'" 'V' ît N N-pentyl-2-thioxo-1,2 -dihy dropyridine- 3 -ca rboxamide 330667-57-7 16 "X ' Ethyl N-[(2-thioxo-1,2-dihy dropyridin-3-yl)carbonyl]alaninate 18 T* Xy' Ethyl N-methyl-N-[(2-thiox o-1,2-dihydropyridin-3-yl)carbonyl]glycinate 19 Ethyl N-[(2-thioxo-1,2-dihy ethyl dropyridin-3-yl)carbo nylglycinate 20 1 (XTT N-[(2-thioxo-1,2-dihy dropyridin-3-yl)carbo nylglycine 21 H N-methyl-N-[(2-thiox o-1,2-dihydropyridin-3-yl)carbonyl]glycine

[0073]

[0074]

[0075] Even more preferably, among these compounds, the following compounds are more particularly preferred: [Tables 5] No. Structure Chemical name CAS No. 18 AA A0 N-methyl-N-[(2-thiox o-1,2-dihydropyridin-3-yl)carbonyl]ethyl glycinate 19 # \ .. Y < jLaaaaaajv. -'•X / "m \ XU \ n N-methyl-N-[(2-thiox o-1,2-dihydropyridin-3-yl)carbonyl]glycine In a most preferred embodiment, the compound according to the present invention is as follows:

[0076] [Tableauxô] 20 jti ÇV T N-[(2-thioxo-1,2-dihy dropyridin-3-yl)carbo nyl]glycine

[0077] All the above compounds can be obtained by a chemical process known to those skilled in the art, from commercially available reagents.

[0078] The thiopyridinone compound (1) can be prepared according to the method described, for example, in EP-A-3390363 or WO 2017 / 102349.

[0079] The thiopyridinone compound (1) may be an active ingredient or an active compound in cosmetic or dermatological products. The term "active" ingredient or compound used herein means an ingredient or compound that has an active cosmetic or dermatological property, such as antioxidant, whitening, UV filtering, and antibacterial effects. The thiopyridinone compound (1) used in the present invention may function as a depigmenting, bleaching, or bleaching agent, and thus the composition according to the present invention may be used as a bleaching product or as a cosmetic composition for bleaching a keratinous material.

[0080] The thiopyridinone compound (1) can be used as an agent for depigmenting, bleaching or whitening the skin, body hair, eyelashes or hair, and also the lips and / or nails, and preferably the skin, in particular for removing pigmentation spots or aging spots, and / or as an anti-tanning agent.

[0081] The amount of the thiopyridinone compound(s) (1) in the composition according to the present invention may be 0.01% by weight or more, preferably 0.05% by weight or more, and more preferably 0.1% by weight or more, relative to the total weight of the composition.

[0082] Furthermore, the amount of the thiopyridinone compound(s) (1) in the composition according to the present invention may be 10% by weight or less, preferably 5% by weight or less, and more preferably 3% by weight or less, relative to the total weight of the composition.

[0083] The amount of the thiopyridinone compound(s) (1) in the composition according to the present invention may range from 0.01% to 10% by weight, preferably from 0.05% to 5% by weight, more preferably from 0.1% to 3% by weight, relative to the total weight of the composition.

[0084] Hydrophilic gelling agent

[0085] The composition according to the invention comprises at least one hydrophilic gelling agent. It may preferably comprise a mixture of several hydrophilic gelling agents.

[0086] Said hydrophilic gelling agent is different from the block polymer of poly(propylene oxide) and poly(ethylene oxide) used in the context of the present invention.

[0087] Advantageously, the composition according to the invention comprises at least one hydrophilic gelling agent chosen from polymers containing a sulfonic group, polysaccharides, and mixtures thereof.

[0088] The hydrophilic gelling agent(s) may be present in the composition according to the invention in a content ranging from 0.01% to 5%, and preferably from 0.1% to 3%, and even more preferably from 0.1% to 1% by weight of hydrophilic gelling agent relative to the total weight of said composition.

[0089] A- Polymer with a sulfonic group

[0090] By "polymer with a sulfonic group" is meant a polymer of poly (2-acrylamido 2-methyl propane sulfonic acid), their salts, their mixtures, preferably a homo or a copolymer of a monomer with a sulfonic group, their salts, their mixtures.

[0091] These are water-soluble, water-dispersible or water-swellable polymers. The polymers used in accordance with the invention are homo or copolymers capable of being obtained from at least one monomer with ethylenic unsaturation and a sulfonic group, which may be in free form or partially or totally neutralized.

[0092] Preferably, the sulfonic group-containing polymers used in accordance with the invention may be partially or completely neutralized by an inorganic base (such as sodium hydroxide, potassium hydroxide or aqueous ammonia) or an organic base such as mono-, di- or triethanolamine, an amino-methylpropanediol, N-methylglucamine or basic amino acids such as arginine and lysine, or mixtures of these compounds. They are generally neutralized. In the present invention, the term "neutralized" is intended to denote polymers which have been completely or almost completely neutralized, i.e. neutralized to at least 90%.

[0093] The polymers with a sulfonic group used in the composition of the invention generally have a number-average molecular mass ranging from 1000 to 20,000,000 g / mol, preferably ranging from 20,000 to 5,000,000, and even more preferably from 100,000 to 1,500,000 g / mol.

[0094] The sulfonic group monomers of the polymer used in the composition of the invention are chosen in particular from vinylsulfonic acid, styrenesulfonic acid, (meth)acrylamido-(Cl-C22)alkylsulfonic acids, N-(Cl-C22)alkyl-(meth)acrylamido-(Cl-C22)-alkylsulfonic acids such as undecyl- acrylamido-methane-sulfonic acid, as well as their partially or totally neutralized forms, and their mixtures.

[0095] According to a preferred embodiment of the invention, the monomers containing a sulfonic group are chosen from (meth)acrylamido(Cl-C22)alkylsulfonic acids such as, for example, acrylamido-methanesulfonic acid, acrylamido-ethanesulfonic acid, acrylamido-propanesulfonic acid, 2-acrylamido-2-methylpropanesulfonic acid, 2-methacrylamido-2-methylpropanesulfonic acid, 2-acrylamido-n-butanesulfonic acid, 2-acrylamido-2,4,4-trimethylpentanesulfonic acid, 2-methacrylamido-dodecylsulfonic acid, 2-acrylamido-2,6-dimethyl-3-heptanesulfonic acid, as well as their partially or totally neutralized forms, and their mixtures.

[0096] These polymers according to the invention can be crosslinked or not crosslinked.

[0097] When the polymers are crosslinked, the crosslinking agents can be chosen from olefinically polyunsaturated compounds commonly used for crosslinking polymers obtained by radical polymerization.

[0098] As crosslinking agents, mention may be made, for example, of divinylbenzene, diallyl ether, dipropylene glycol diallyl ether, polyglycol diallyl ether, triethylene glycol divinyl ether, hydroquinone diallyl ether, ethylene glycol di(meth)acrylate, tetraethylene glycol di(meth)acrylate, trimethylolpropane triacrylate, methylenebisacrylamide, methylenebismethacrylamide, triallylamine, triallyl cyanurate, diallyl maleate, tetraallylethylenediamine, tetraallyloxyethane, trimethylolpropane diallyl ether, allyl(meth)acrylate, allyl ethers of alcohols as well as allyl esters of phosphoric acid derivatives and / or vinylphosphonic acid derivatives, or mixtures of these compounds. According to a preferred embodiment of the invention, the crosslinking agent is chosen from methylene-bis-acrylamide, allyl methacrylate or trimethylol propane triacrylate (TMPTA).

[0099] The crosslinking rate generally varies from 0.01 to 10 mol%, and more particularly from 0.2 to 2 mol%, relative to the polymer.

[0100] Preferably, the polymer with a sulfonic group is chosen from homo- and co-polymers of 2-acrylamido-2-methyl propane sulfonic acid, their salts and their mixtures. Even more preferably, the polymer with a sulfonic group is chosen from homopolymers of 2-acrylamido-2-methyl propane sulfonic acid, their salts and their mixtures.

[0101] The more particularly preferred homopolymers of 2-acrylamido 2-methyl propane sulfonic acid comprise, randomly distributed, units of the following general formula (II):

[0102] [Chem.2] H,. (II)

[0103] in which X+ denotes a proton, an alkali metal cation, an alkaline earth cation or the ammonium ion, at most 10 mol% of the X+ cations being able to be H+ protons;

[0104] and crosslinking units originating from at least one monomer having at least two olefinic double bonds.

[0105] The homopolymers used according to the invention and more particularly preferred comprise from 90 to 99.9% by weight and preferably from 98 to 99.5% by weight of units of formula (I), and from 0.01 to 10% by weight, preferably from 0.2 to 2% by weight of crosslinking units, the proportions by weight being defined relative to the total weight of the polymer.

[0106] Preferred homopolymers of this type are chosen from crosslinked or non-crosslinked polymers of sodium 2-acrylamido-2-methyl propane sulfonate acid such as that used in the commercial product SIMULGEL 800 (CTFA name: Sodium Polyacryloyl-dimethyl Taurate), or crosslinked polymers of ammonium 2-acrylamido-2-methyl propane sulfonate acid (INCI name: AMMONIUM POLYACRYLDIMEYL-TAURAMIDE) such as the product sold under the trade name HOSTACERIN AMPS® by the company Clariant.

[0107] Preferred 2-acrylamido 2-methyl propane sulfonic acid copolymers are selected from: - copolymers of 2-acrylamido-2-methylpropane sulfonic acid and acrylamide, for example of the SEPIGEL or SIMULGEL type marketed in particular by the company SEPPIC. As non-limiting examples of such copolymers, mention may be made, for example, of crosslinked anionic acrylamide / 2-acrylamido-2-methylpropane sulfonic acid copolymers, in the form of a W / O emulsion, such as those marketed under the name Sepigel 305 (INCI name: polyacrylamide (and) C13-14 isoparaffin (and) laureth-7) and under the name Simulgel 600 (INCI name: acrylamide / sodium acryloyl-dimethyltaurate copolymer (and) isohexadecane (and) polysorbate 80) by the company SEPPIC; - copolymers of 2-acrylamido 2-methyl propane sulfonic acid and vinylpyrrolidone or vinylformamide such as that used in the commercial product sold under the name ARISTOFLEX AVC® by the company CLARIANT (CTFA name: AMMONIUM ACRYLOYLDIME-THYLTAURATE / VP COPOLYMER) but neutralized by sodium hydroxide or potassium hydroxide; - copolymers of 2-acrylamido 2-methyl propane sulfonic acid and sodium acrylate, such as for example the 2-acrylamido 2-methyl propane sulfonic acid / sodium acrylate copolymer such as that used in the commercial product sold under the name SIMULGEL EG® by the company SEPPIC or under the trade name SEPINOV EM (CTFA name: HYDROXYETHYL ACRYLATE / SODIUM ACRYLOYLDIMETHYL TAURATE COPOLYMER); - copolymers of 2-acrylamido 2-methyl propane sulfonic acid and hydroxyethyl acrylate, such as for example the 2-acrylamido 2-methyl propane sulfonic acid / hydroxyethyl acrylate copolymer such as that used in the commercial product sold under the name SIMULGEL NS® by the company SEPPIC (CTFA name: HYDROXYETHYL ACRYLATE / SODIUM ACRYLOYLDIMETHYLTAURATE COPOLYMER (AND) SQUALANE (AND) POLYSORBATE 60) or such as the product marketed under the name COPOLYMER ACRYLAMIDO-2-METHYL PROPANE SULFONATE DE SODIUM / HYDROXYETHYLACRYLATE such as the commercial product SEPINOV EMT 10 (INCI name: HYDROXYETHYL ACRYLATE / SODIUM ACRYLOYLDIMETHYL TAURATE COPOLYMER); - copolymers of 2-acrylamido 2-methyl propane sulfonic acid and ethoxylated cetearyl methacrylate, possibly crosslinked, such as Aristoflex® HMS, which has the name 2-acrylamido 2-methyl propane sulfonic acid / ethoxylated cetearyl methacrylate (25 EO) 80 / 20 copolymer, crosslinked by trimethylolpropane triacrylate (TMPTA) or Ammonium Acryloyldimethyltaurate / Steareth-25 methacrylate crosspolymer in INCI name; - and their mixtures.

[0108] In a particular embodiment, the composition according to the invention does not comprise copolymers of 2-acrylamido 2-methyl propane sulfonic acid such as copolymers of 2-acrylamido-2-methylpropane sulfonic acid and acrylamide such as, for example, anionic acrylamide / 2-acrylamido 2-methyl propane sulfonic acid copolymers crosslinked in the form of a W / O emulsion, such as that com marketed under the name Simulgel 600 (INCI name: acrylamide / sodium acry-loyldimethyltaurate copolymer (and) isohexadecane (and) polysorbate 80) by the company SEPPIC.

[0109] Preferably, the polymer with a sulfonic group is a crosslinked homopolymer of ammonium 2-acrylamido-2-methyl propane sulfonate acid (INCI name: AMMONIUM POLYACRYLDIMEHYLTAURAMIDE) such as the product sold under the trade name HOSTACERIN AMPS® by the company Clariant.

[0110] B-Polysaccharide

[0111] Generally speaking, the polysaccharides according to the invention may be chosen from polysaccharides produced by microorganisms; polysaccharides isolated from algae and polysaccharides from higher plants, such as homogeneous polysaccharides, in particular celluloses and its derivatives or fructans, heterogeneous polysaccharides such as gum arabic, galactomannans, glucomannans, pectins, and their derivatives.

[0112] In particular, the polysaccharides may be chosen from fructans, gellans, glucans, amylose, amylopectin, glycogen, pullulan, dextrans, celluloses and their derivatives, in particular methylcelluloses, hydroxyalkylcelluloses, ethylhydroxyethylcelluloses, and carboxymethylcelluloses, mannans, xylans, lignins, arabans, galactans, galacturonans, alginate-based compounds, chitin, chitosans, glucoronoxylans, arabinoxylans, xyloglucans, glucomannans, pectic acids and pectins, arabinogalactans, carrageenans, agars, glycosaminoglucans, gum arabics, gums Tragacanth, Ghatti gums, Karaya gums, carob gums, galactomannans such as guar gums and their non-ionic derivatives, in particular hydroxypropyl guar, and ionic, biopolysaccharide gums of microbial origin,in particular scleroglucan or xanthan gums, mucopolysaccharides, and in particular chondroitin sulfates and their mixtures.

[0113] Advantageously, a composition according to the invention comprises, as hydrophilic gelling agent, at least one polysaccharide chosen from carrageenans, in particular kappa-carrageenan, gellan gum, agar-agar, xanthan gum, alginate-based compounds, in particular sodium alginate, sceroglucan gum, guar gum, inulin, pullulan, and mixtures thereof.

[0114] These polysaccharides can be chemically modified, in particular by urea, urethane groups, or by hydrolysis, oxidation, esterification, etherification, sulfation, phosphatation, amination, amidation, alkylation reaction, or by several of these modifications.

[0115] The derivatives obtained can be anionic, cationic, amphoteric or non- ionic.

[0116] Advantageously, the polysaccharides may be chosen from carrageenans, in particular kappa-carrageenan, gellan gum, agar-agar, xanthan gum, alginate-based compounds, in particular sodium alginate, sceroglucan gum, guar gum, rinulin, pullulan, and mixtures thereof.

[0117] Generally speaking, the compounds of this type, which can be used in the present invention, are chosen from those which are described in particular in "Encyclopedia of Chemical Technology, Kirk-Othmer, Third Edition, 1982, volume 3, pp. 896-900, and volume 15, pp. 439-458", in "Polymers in Nature, by EA Mc GREGOR and CT GREENWOOD, Editions John Wiley & Sons, Chapter 6, pp. 240-328, 1980", in the work by Robert L. DAVIDSON entitled "Handbook of Water soluble gums and resins" published by Mc Graw Hill Book Company (1980) and in the Industrial Gums "Polysaccharides and their Derivatives, Edited by Roy L. WHISTLER, Second Edition, Edition Academie Press Inc.".

[0118] According to a preferred embodiment, the polysaccharide is chosen from xanthan gum, alginate-based compounds, in particular sodium alginate, sceroglucan gum, guar gum, and mixtures thereof.

[0119] According to a preferred embodiment, the polysaccharide is xanthan gum.

[0120] The xanthan gums have a molecular weight of between 1,000,000 g / mol and 50,000,000 g / mol and a viscosity of between 0.6 and 1.65 Pa.s for an aqueous composition containing 1% xanthan gum (measured at 25°C using a Brookfield viscometer, LVT type, at 60 revolutions per minute).

[0121] Xanthan gums are represented, for example, by the products sold under the names Rhodicare by the company RHODIA CHIMIE, under the name SATIAXANE™ by the company Cargill Texturizing Solutions (for the food, cosmetic and pharmaceutical industries), under the name NOVAXAN™ by the company ADM, and under the names Kelzan® and Keltrol® by the company CP-Kelco.

[0122] In a preferred embodiment, the composition according to the invention comprises at least one hydrophilic gelling agent chosen from polymers containing a sulfonic group, polysaccharides, and mixtures thereof.

[0123] In a preferred embodiment, the composition according to the invention comprises at least two hydrophilic gelling agents, the first being chosen from polymers with a sulfonic group and the second being chosen from polysaccharides. In this embodiment, even more preferably, the polymer(s) with a sulfonic group is(are) present in a content ranging from 0.005% to 4.5%, and preferably from 0.05% to 2.6%, and even more preferably from 0.05% to 0.7% by weight relative to the total weight of said composition; and the polysaccharide(s) is(are) present in a content ranging from 0.005% to 0.5%, and preferably from 0.05% to 0.4%, and even more preferably from 0.05% to 0.3% by weight relative to the total weight of said composition.

[0124] In a preferred embodiment, the composition according to the invention comprises at least one hydrophilic gelling agent chosen from a crosslinked homopolymer of ammonium 2-acrylamido-2-methyl propane sulfonate acid, a xanthan gum, and mixtures thereof.

[0125] In a preferred embodiment, the composition according to the invention comprises at least two hydrophilic gelling agents, the first being a crosslinked homopolymer of ammonium 2-acrylamido-2-methyl propane sulfonate acid and the second being a xanthan gum. In this embodiment, even more preferably, the crosslinked homopolymer of ammonium 2-acrylamido-2-methyl propane sulfonate acid is present in a content ranging from 0.005% to 4.5%, and preferably from 0.05% to 2.6%, and even more preferably from 0.05% to 0.7% by weight relative to the total weight of said composition, and the xanthan gum is present in a content ranging from 0.005% to 0.5%, and preferably from 0.05% to 0.4%, and even more preferably from 0.05% to 0.3% by weight relative to the total weight of said composition.

[0126] Poly(propylene oxide) and poly(ethylene oxide) block polymer

[0127] Poly(propylene oxide) and poly(ethylene oxide) block polymers, also called propylene oxide and ethylene oxide copolymers or poloxamers or EO / OP polycondensates, are copolymers consisting of polyethylene glycol and polypropylene glycol blocks. Preferably, the EO / OP polymer is chosen from polyethylene glycol / polypropylene glycol / polyethylene glycol triblock polymers, for example those having the following chemical structure:

[0128] [Chem. 3]

[0129] H-(O-CH2-CH2)a-(O-CH(CH3)-CH2)b-(O-CH2-CH2)a-OH (III),

[0130] in which: a ranges from 2 to 150, and b ranges from 1 to 100; preferably a ranges from 10 to 130, and b ranges from 20 to 80.

[0131] The block polymer (polycondensate) of ethylene oxide and propylene oxide preferably has a weight average molecular weight ranging from 1000 to 20000, better still ranging from 1500 to 19000, in particular ranging from 2000 to 18000 and even better still ranging from 4000 to 17000.

[0132] As block polymers, mention may in particular be made of the polyethylene glycol / polypropylene glycol / polyethylene glycol triblock polymer marketed under the names “Synperonic” by the company Uniqema, such as the polymers of ethylene oxide, propylene oxide and ethylene oxide (13 EO / 30 OP / 13 EO) (MW: 2900) marketed under the name Synperonic PE / L 64 NAA LQ (Poloxamer 184), the polymers of ethylene oxide, propylene oxide and ethylene oxide (8 0E / 3O OP / 8 EO) (MW: 2500) marketed under the name Synperonic PE / L 62 (INCI name: Poloxamer 182), polymers of ethylene oxide, propylene oxide and ethylene oxide (6 EO / 67 OP / 6 EO) (MW: 4400) marketed under the name Synperonic PE / L 121 (INCI name: Poloxamer 401), polymers of ethylene oxide, propylene oxide and ethylene oxide (46 EO / 16 OP / 46 EO) (MW: 5000) marketed under the name Synperonic® PE / F38 (INCI name: Poloxamer 108), polymers of ethylene oxide, propylene oxide and ethylene oxide (128 EO / 54 OP / 128 EO) (MW: 14,000) marketed under the name Synperonic® PE / F108 (INCI name: Poloxamer 338), propylene oxide and ethylene oxide polymers (11 EO / 21 OP / 11 EO) (MW: 2200) marketed under the name Synperonic® PE / L44 (INCI name: Poloxamer 124), ethylene oxide polymers,of propylene oxide and ethylene oxide (5 EO / 21 OP / 5 EO) (MW: 1630) marketed under the name Synperonic® PE / L42 (INCI name: Poloxamer 122), polymers of ethylene oxide, propylene oxide and ethylene oxide (98 EO / 67 OP / 98 EO) (MW: 12,000) marketed under the name Synperonic® PE / F127 (INCI name: Poloxamer 407), polymers of ethylene oxide, propylene oxide and ethylene oxide (97 EO / 39 OP / 97 EO) (MW: 10,800) marketed under the name Synperonic® PE / F88 (INCI name: Poloxamer 238) and mixtures thereof.

[0133] Even more preferably, the block polymer of poly(propylene oxide) and poly(ethylene oxide) is the polymers of ethylene oxide, propylene oxide and ethylene oxide (128 EO / 54 OP / 128 EO) (MW: 14,000) marketed under the name Synperonic® PE / F108 (INCI name: Poloxamer 338).

[0134] The block polymer(s) of poly(propylene oxide) and poly(ethylene oxide) may be present in the composition according to the invention in a content ranging from 0.05% to 2% by weight relative to the total weight of the composition, and preferably from 0.1% to 1% by weight, and even more particularly from 0.2% to 0.9% by weight.

[0135] Charges

[0136] The composition according to the invention comprises at least one filler.

[0137] The compositions in accordance with the invention may also comprise at least one filler, of organic or mineral nature.

[0138] By "filler" is meant colorless or white, solid particles of all shapes, which are in an insoluble form and dispersed in the medium of the composition. Of mineral or organic nature, they make it possible to give body or rigidity to the composition and / or softness.

[0139] The fillers used in the compositions according to the present invention may be of lamellar, globular, spherical, fiber forms or any other intermediate form between these defined forms.

[0140] The fillers according to the invention may or may not be surface coated, and, in particular, they may be surface treated with silicones, amino acids, fluorinated derivatives or any other substance promoting the dispersion and compatibility of the filler in the composition.

[0141] The filler(s) may be present in the composition according to the invention in a content ranging from 0.1% to 20% by weight relative to the total weight of the composition, and preferably ranging from 1% to 10% by weight, and even more preferably ranging from 2% to 5% by weight relative to the total weight of the composition.

[0142] Mineral charge

[0143] Examples of mineral fillers include talc, mica, silica such as fumed silica and porous silica particles of spherical shape, kaolin, calcium carbonate, magnesium carbonate, hydroxyapatite, boron nitride, glass or ceramic microcapsules, silica and titanium dioxide composites, such as the TSG series marketed by Nippon Sheet Glass.

[0144] A-Fumed silica

[0145] In particular, hydrophilic pyrogenic silicas are obtained by continuous flame pyrolysis at 1000°C of silicon tetrachloride (SiCl4) in the presence of hydrogen and oxygen. In particular, the hydrophilic pyrogenic silicas thus obtained are finely divided.

[0146] More particularly, the hydrophilic pyrogenic silica is chosen from hydrophilic pyrogenic silicas having a specific surface area of ​​30 to 500 m2 / g, a number average particle size ranging from 30 to 50 nanometers and a density ranging from 40 to 200, better still from 50 to 150 g / l. The specific surface area can be characterized using the B ET method.

[0147] Such silicas are marketed under the name Aerosil by the company Degussa-Hüls.

[0148] More particularly, hydrophilic pyrogenic silicas are used having a specific surface area of ​​between 180 and 350 m2 / g, an average particle size of between 10 and 20 nanometers, and a density of between 50 and 150 g / l.

[0149] Such hydrophilic pyrogenic silicas are marketed under the names Aérosil 200 and Aérosil 300 by the company Degussa-Hüls.

[0150] B- Porous silica particles of spherical shape

[0151] The porous silica particles of spherical shape have in particular a specific surface area of ​​30 to 1000 m2 / g, more particularly of 100 to 900 m2 / g.

[0152] The specific surface area per unit mass can be determined by the nitrogen absorption method called the BET (BRUNAUER - EMMET - TELLER) method described in "The journal of the American Chemical Society", vol. 60, page 309, February 1938 and corresponding to the international standard ISO 5794 / 1 (annex D). The BET specific surface area corresponds to the total specific surface area of ​​the particles considered.

[0153] Particle sizes can be measured by static light scattering using a commercial granulometer such as the MasterSizer 2000 from Malvem. The data are processed on the basis of Mie scattering theory. This theory is described in particular in the work of Van de Hulst, HC, "Light Scattering by Small Particles," Chapters 9 and 10, Wiley, New York, 1957.

[0154] In particular, the porous silica particles of spherical shape used in the context of the present invention are porous silica microspheres.

[0155] In particular, the silicas which can be used in the composition of the invention are amorphous.

[0156] In the present invention, the term "spherical silicas" means particles having the shape or substantially the shape of a sphere, insoluble in the medium of the composition according to the invention, even at the melting temperature of the medium (approximately 100°C).

[0157] The average diameter of the porous silica particles of spherical shape by volume generally ranges from 0.1 pm (microns) to 40 pm (microns). It is preferably less than 30 pm and in particular less than 20 pm. More particularly, the average diameter of the particles by volume ranges from 1 pm to 20 pm. It can be assessed by electron microscopy measurements.

[0158] Preferably, the porous silica particles of spherical shape according to the invention have an oil absorption capacity measured at the WET POINT ranging from 25g / 100g to 350g / 100g, preferably from 50 to 150 g / 100g and better still from 70 to 130 g / 100g.

[0159] The absorption capacity measured at the Wet Point, and noted Wp, corresponds to the quantity of oil that must be added to 100 g of particles to obtain a homogeneous paste.

[0160] It is measured according to the so-called Wet Point method or method for determining powder oil uptake described in standard NF T 30-022. It corresponds to the quantity of oil adsorbed on the available surface of the powder and / or absorbed by the powder by measuring the Wet Point, described below:

[0161] A quantity m= 2 g of powder is placed on a glass plate and then the oil (oleic acid) is added drop by drop. After adding 4 to 5 drops of oil to the powder, it is mixed with a spatula and the oil is continued to be added until conglomerates of oil and powder form. From this point on, the oil is added one drop at a time and the mixture is then kneaded with the spatula. The addition of oil is stopped when a firm and smooth paste is obtained. This paste should be spread on the glass plate without cracking or lumps forming. The mass in g of oil used is then noted.

[0162] The oil uptake corresponds to the ratio of mass of oil (g) to mass of powder (g).

[0163] Preferably, the spherical porous silica particles used in the present invention have an oil uptake and a water uptake close to each other.

[0164] As examples of porous silica particles of spherical shape which can be used in the context of the present invention, the following commercial products may be mentioned in particular: Silica Beads SB-150, SB-300 or SB 700, preferably SB 300 from the company MYOSHI KASEI; the SUNSPHERE range from the company Asahi Glass AGC SLTECH, in particular the Sunsphere H-51, the Sunsphere H-33 or the Sunsphère 12L, Sunsphère H-201, H-52 and H-53; the SO-LESPHERE range from the company Asahi Glass AGC SLTECH, in particular the Solesphere H-51; Sunsil 130 from the company Sunjin; Spherica P-1500 from the company Ikeda Corporation; Sy-losphere from the company Fuji Silysia.

[0165] Organic load

[0166] Examples of organic fillers include polyamide powders (Nylon® Orgasol from Atochem), polyethylene, polymethyl methacrylate, polytetrafluoroethylene powders (Teflon), acrylic acid copolymers (Polytrap from Dow Corning), lauroyl lysine, hollow polymeric microspheres such as those of polyvinylidene chloride / acrylonitrile such as Expancel (Nobel Industrie), hexamethylene diisocyanate / Trimethylol hexyllactone copolymer powder (Plastic Powder from Toshiki), silicone resin microbeads (Tospearl from Toshiba for example), synthetic or natural micronized waxes, metallic soaps derived from organic carboxylic acids having from 8 to 22 carbon atoms, preferably from 12 to 18 carbon atoms, for example, zinc, magnesium or lithium stearate, zinc laurate, magnesium myristate, Polypore* L 200 (Chemdal Corporation),organopolysiloxane elastomers, crosslinked polyurethane powders comprising a copolymer, said copolymer comprising trimethylol hexyllactone. In particular, it may be a hexamethylene diisocyanate / trimethylol hexyllactone polymer. Such particles are in particular commercially available, for example, under the name PLASTIC POWDER D-400® or PLASTIC POWDER D-800® from the company TOSHIKI, and mixtures thereof.

[0167] Organopolysiloxane elastomers

[0168] Among the organopolysiloxane elastomers, mention may be made of non-emulsifying organopolysiloxane elastomers.

[0169] The term non-emulsifying defines organopolysiloxane elastomers not containing a hydrophilic chain, and in particular not containing polyoxyalkylene units (in particular polyoxyethylene or polyoxypropylene), nor poly- units glyceryl.

[0170] Thus, the organopolysiloxane elastomer can be obtained by addition crosslinking reaction of diorganopolysiloxane containing at least one hydrogen bonded to silicon and diorganopolysiloxane having ethylenically unsaturated groups bonded to silicon, in particular in the presence of a platinum catalyst; or by condensation crosslinking dehydrogenation reaction between a diorganopolysiloxane with hydroxyl terminations and a diorganopolysiloxane containing at least one hydrogen bonded to silicon, in particular in the presence of an organotin; or by condensation crosslinking reaction of a diorganopolysiloxane with hydroxyl terminations and a hydrolyzable organopolysiloxane; or by thermal crosslinking of organopolysiloxane, in particular in the presence of an organoperoxide catalyst; or by crosslinking organopolysiloxane by high energy radiation such as gamma rays, ultraviolet rays, electron beam.

[0171] Preferably, the organopolysiloxane elastomer is obtained by crosslinking addition reaction (A) of diorganopolysiloxane containing at least two hydrogens each bonded to a silicon, and (B) of diorganopolysiloxane having at least two ethylenically unsaturated groups bonded to the silicon, in particular in the presence (C) of platinum catalyst.

[0172] In particular, the organopolysiloxane elastomer can be obtained by reaction of dimethylvinylsiloxy-terminated dimethylpolysiloxane and trimethylsiloxy-terminated methylhydrogenopolysiloxane, in the presence of a platinum catalyst.

[0173] Compound (A) is the basic reagent for the formation of elastomeric organopolysiloxane and crosslinking is carried out by addition reaction of compound (A) with compound (B) in the presence of catalyst (C).

[0174] Compound (A) is in particular an organopolysiloxane having at least two hydrogen atoms bonded to distinct silicon atoms in each molecule.

[0175] Compound (A) may have any molecular structure, in particular a linear chain or branched chain structure or a cyclic structure.

[0176] Compound (A) may have a viscosity at 25°C ranging from 1 to 50,000 centistokes, in particular to be easily miscible with compound (B).

[0177] The organic groups bonded to the silicon atoms of compound (A) may be alkyl groups such as methyl, ethyl, propyl, butyl, octyl; substituted alkyl groups such as 2-phenylethyl, 2-phenylpropyl, 3,3,3-trifluoropropyl; aryl groups such as phenyl, tolyl, xylyl; substituted aryl groups such as phenylethyl; and substituted monovalent hydrocarbon groups such as an epoxy group, a carboxylate ester group, or a mercapto group.

[0178] Compound (A) can thus be chosen from methylhydrogenopolysiloxanes with trimethylsiloxy endings, dimethylsiloxane-methylhydroge- copolymers trimethylsiloxy-terminated nosiloxane, dimethylsiloxane-methylhydrogenosiloxane cyclic copolymers.

[0179] Compound (B) is advantageously a diorganopolysiloxane having at least two lower alkenyl groups (e.g. C2-C4); the lower alkenyl group may be selected from vinyl, allyl, and propenyl groups. These lower alkenyl groups may be located in any position of the organopolysiloxane molecule but are preferably located at the ends of the organopolysiloxane molecule. Organopolysiloxane (B) may have a branched chain, straight chain, cyclic, or network structure, but the straight chain structure is preferred. Compound (B) may have a viscosity ranging from a liquid to a gum state. Preferably, compound (B) has a viscosity of at least 100 centistokes at 25°C.

[0180] In addition to the above-mentioned alkenyl groups, other organic groups bonded to the silicon atoms in compound (B) may be alkyl groups such as methyl, ethyl, propyl, butyl or octyl; substituted alkyl groups such as 2-phenylethyl, 2-phenylpropyl or 3,3,3-trifluoropropyl; aryl groups such as phenyl, tolyl or xylyl; substituted aryl groups such as phenylethyl; and substituted monovalent hydrocarbon groups such as an epoxy group, a carboxylate ester group, or a mercapto group.

[0181] The organopolysiloxanes (B) may be chosen from methylvinylpolysiloxanes, methylvinylsiloxane-dimethylsiloxane copolymers, dimethylpolysiloxanes with dimethylvinylsiloxy terminations, dimethylsiloxane-methylphenylsiloxane copolymers with dimethylvinylsiloxy terminations, dimethylsiloxane-diphenylsiloxane-methylvinylsiloxane copolymers with dimethylvinylsiloxy terminations, dimethylsiloxane-methylvinylsiloxane copolymers with trimethylsiloxy terminations, dimethylsiloxane-methylphenylsiloxane-methylvinylsiloxane copolymers with trimethylsiloxy terminations, methyl(3,3,3-trifluoropropyl)polysiloxane with dimethylvinylsiloxy terminations, and dimethylsiloxane-methyl(3,3,3-trifluoropropyl)siloxane copolymers with dimethylvinylsiloxy terminations.

[0182] In particular, the organopolysiloxane elastomer can be obtained by reaction of dimethylvinylsiloxy-terminated dimethylpolysiloxane and trimethylsiloxy-terminated methylhydrogenopolysiloxane, in the presence of a platinum catalyst.

[0183] According to another variant, the compound (B) may be an unsaturated hydrocarbon compound, having at least two lower alkenyl groups (for example C2-C4); the lower alkenyl group may be chosen from vinyl, allyl, and propenyl groups. These lower alkenyl groups may be located in any position of the molecule but are preferably located at the ends. By way of example, mention may be made of hexadiene, and in particular 1,5-hexadiene.

[0184] Advantageously, the sum of the number of ethylenic groups per molecule of compound (B) and the number of hydrogen atoms bonded to silicon atoms per molecule of compound (A) is at least 5.

[0185] It is advantageous that the compound (A) is added in an amount such that the molecular ratio between the total amount of hydrogen atoms bonded to silicon atoms in the compound (A) and the total amount of all ethylenically unsaturated groups in the compound (B) is in the range of 1.5 / 1 to 20 / 1.

[0186] Compound (C) is the catalyst for the crosslinking reaction, and is notably chloroplatinic acid, chloroplatinic acid-olefin complexes, chloroplatinic acid-alkenylsiloxane complexes, chloroplatinic acid-diketone complexes, black platinum, and supported platinum.

[0187] The catalyst (C) is preferably added from 0.1 to 1000 parts by weight, more preferably from 1 to 100 parts by weight, as clean platinum metal per 1000 parts by weight of the total amount of compounds (A) and (B).

[0188] As spherical non-emulsifying elastomers, it is possible, for example, to use those sold under the names DC 9040®, DC 9041®, DC 9509®, DC 9505® by the company Dow Corning.

[0189] It is also possible to use those sold under the names KSG-6®, KSG-15®, KSG-16®, KSG-18®, KSG-41®, KSG-42®, KSG-43®, KSG-44®, by the company Shin Etsu; Gransil SR 5CYC® gel, Gransil SR DMF 10 gel®, Gransil SR DC556 gel®, Gransil RPS®, Gransil DMG-6® and Gransil DMG-6® LC from the company Grant Industries; 1229-02-167®, 1229-02-168® and SFE 839 ® from the company General Electric.

[0190] According to a preferred embodiment, the composition according to the invention comprises at least one non-emulsifying organopolysiloxane elastomer in the form of a gel carried in at least one silicone oil, preferably a linear silicone oil of the dimethicone type.

[0191] Examples include the Poly silicone-11 / Dimethicone mixture such as the commercial product Gransil DMG-6® and Gransil DMG-6® LC from the company Grant Industries.

[0192] In a preferred embodiment, the composition according to the invention comprises at least one filler chosen from pyrogenic silica, porous silica particles of spherical shape, organopolysiloxane elastomers and mixtures thereof.

[0193] In a preferred embodiment, the composition according to the invention comprises at least two fillers, the first being chosen from pyrogenic silica or porous silica particles of spherical shape and the second being chosen from organopolysiloxane elastomers.

[0194] Physiologically acceptable medium

[0195] In addition to the compounds indicated above, the composition according to the invention comprises a physiologically acceptable medium.

[0196] By "physiologically acceptable medium" is meant a medium suitable particularly to the application of a composition of the invention to keratin materials, in particular the skin.

[0197] The physiologically acceptable medium is generally adapted to the nature of the support on which the composition is to be applied, as well as to the aspect in which the composition is to be packaged.

[0198] The cosmetic compositions of the invention are preferably in the form of an H / W emulsion.

[0199] The physiologically acceptable medium may comprise water and optionally one or more water-miscible solvent(s).

[0200] According to a preferred embodiment, the compositions of the invention comprise at least 20% by weight of water, in particular at least 40% by weight of water relative to the total weight of said composition.

[0201] Preferably, the composition according to the invention has a water content ranging from 20% to 95% by weight, even better from 40% to 90% by weight relative to the total weight of the composition.

[0202] A water suitable for the invention may be a floral water such as cornflower water and / or a mineral water such as VITTEL water, VICHY water or LA ROCHE POSAY water and / or a thermal water.

[0203] Among the water-miscible organics (at room temperature - 25°C) there may be mentioned As solvents, there may be mentioned one or more cosmetically acceptable organic solvents, which may be alcohols: in particular monovalent alcohols such as ethyl alcohol, isopropyl alcohol, benzyl alcohol and phenylethyl alcohol; diols such as ethylene glycol, propylene glycol and butylene 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.

[0204] The water-miscible organic solvent(s) may be present in a concentration of 0.01% to 30% by weight, preferably 0.1% to 20% by weight and more preferably 1% to 15% by weight, relative to the total weight of the composition.

[0205] The composition according to the invention may also comprise any water-soluble or water-dispersible compound such as gelling agents, film-forming polymers, thickeners, surfactants and mixtures thereof.

[0206] The composition according to the invention may also comprise at least one fatty substance such as one or more oil(s).

[0207] According to one embodiment, the composition may comprise from 0.1% to 50% by weight of fatty substances, preferably oil(s), and preferably from 0.5% to 40% of fatty substances. fat, preferably oil(s), by weight relative to the total weight of said composition.

[0208] Oil means any fatty substance in liquid form at room temperature (20-25°C) and at atmospheric pressure. These oils can be of vegetable, mineral or synthetic origin.

[0209] As oils which can be used in the composition of the invention, we can cite for example: - hydrocarbon oils of animal origin; - hydrocarbon oils of vegetable origin; - synthetic esters and ethers, in particular of fatty acids, such as oils of formulas R1COOR2 and R1OR2 in which RI represents the residue of a fatty acid containing from 8 to 29 carbon atoms, and R2 represents a hydrocarbon chain, branched or not, containing from 3 to 30 carbon atoms; - linear or branched hydrocarbons, of mineral or synthetic origin; - fatty alcohols having 8 to 26 carbon atoms; - partially hydrocarbon and / or silicone fluorinated oils; - silicone oils; - their mixtures.

[0210] In the list of oils cited above, the term hydrocarbon oil means any oil comprising mainly carbon and hydrogen atoms, and possibly ester, ether, fluorine, carboxylic acid and / or alcohol groups.

[0211] According to a preferred embodiment of the invention, the composition used in the context of the invention is a water-in-oil (W / O) or oil-in-water (O / W) emulsion, preferably oil-in-water (O / W). The proportion of fatty substances in the emulsion can range from 5 to 90% by weight, and preferably from 5 to 60% by weight relative to the total weight of the composition.

[0212] The composition may comprise at least one emulsifier. The emulsions generally contain at least one emulsifier chosen from amphoteric, anionic, cationic or non-ionic emulsifiers, used alone or as a mixture, and optionally a co-emulsifier. The emulsifiers are chosen appropriately depending on the emulsion to be obtained (W / O or O / W).

[0213] Among the emulsifiers, mention may be made of dimethicone copolyol, in particular bis-PEG / PPG-16 / 16 PEG / PPG-16 / 16 dimethicone, preferably a mixture of bis-PEG / PPG-2 16 / 16 PEG / PPG-16 / 16 dimethicone and caprylic / capric triglycerides (87 / 13), such as that sold under the name Abil Care 85 by the company Evonik Goldschmidt.

[0214] The emulsifier and the co-emulsifier are generally present in the composition, in a proportion ranging from 0.3 to 20% by weight, and preferably from 0.5 to 10 % by weight relative to the total weight of the composition.

[0215] In a particular embodiment of the invention, the composition according to the present invention may also comprise at least one pH correction agent (pH corrector).

[0216] Two or more pH correcting agents may be used in combination. Thus, a single type of pH correcting agent or a combination of different types of pH correcting agents may be used.

[0217] As pH correction agent, at least one acidifying agent and / or at least one basifying agent (alkaline agent) may be used.

[0218] The acidifying agent may be a monovalent or polyvalent acid, such as divalent.

[0219] The acidifying agents may 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, as well as sulfonic acids.

[0220] The basifying agent may be a monovalent or polyvalent base, such as divalent.

[0221] Basifying agents can be mineral (inorganic) or organic, or hybrid.

[0222] The mineral basifying agents may 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 hydroxide; and mixtures thereof.

[0223] The organic basifying agents may be chosen from organic amines whose pKb at 25°C is less than 12, preferably less than 10, and even more advantageously less than 6. It should be noted that this is the pKb corresponding to the function of greatest basicity. In addition, the organic amines do not comprise any alkyl or alkenyl fatty chain comprising more than ten carbon atoms.

[0224] The organic basifying agent may be chosen, for example, from alkanolamines, oxyethylenated and / or oxypropylenated ethylenediamines, amino acids and amine compounds of formula (IV) below:

[0225] [Chem.4] R, x A. (IV)

[0226] in which

[0227] W represents a divalent C1-C6 alkylene radical optionally substituted by one or more hydroxyl groups or a C1-C6 alkyl radical, and optionally interrupted by one or more heteroatoms such as O and N, and

[0228] Rx, Ry, Rz and Rt, which may be the same or different, represent a hydrogen atom or a C1-C6 alkyl, C1-C6 hydroxyalkyl, or C1-C6 aminoalkyl radical.

[0229] Examples of amine compounds of formula (IV) that may be cited include 1,3-diaminopropane, 1,3-diamino-2-propanol, spermine and spermidine.

[0230] The term “alkanolamine” designates an organic amine comprising a primary, secondary or tertiary amine function, and one or more linear or branched CrC8 alkyl groups carrying one or more hydroxyl radicals.

[0231] Alkanolamines such as monoalkanolamines, dialkanolamines or trialkanolamines comprising one to three identical or different C1-C4 hydroxyalkyl radicals may be suitable for the present invention. Among the compounds of this type, mention may be made of monoethanolamine (MEA), diethanolamine, triethanolamine, monoisopropa-nolamine, diisopropanolamine, N-dimethylaminoethanolamine, 2-amino-2-methyl-1-propanol, triisopropanolamine, 2-amino-2-methyl-1,3-propanediol, 3-amino-1,2-propanediol, 3-dimethylamino-1,2-propanediol and tris(hydroxymethylamino)methane.

[0232] The amino acids which can be used are of natural or synthetic origin, in their L, D or racemic form, and comprise at least one acid function chosen more particularly from the carboxylic acid, sulfonic acid, phosphonic acid or phosphoric acid functions. The amino acids can be in neutral or ionic form.

[0233] As amino acids that can be used in the present invention, mention may be made in particular of aspartic acid, glutamic acid, alanine, arginine, omithine, ci-trulline, asparagine, carnitine, cysteine, glutamine, glycine, histidine, lysine, isoleucine, leucine, methionine, N-phenylalanine, proline, serine, taurine, threonine, tryptophan, tyrosine and valine.

[0234] It may be preferable that the amino acids are basic amino acids comprising an additional amine function optionally included in a ring or in a ureido function.

[0235] Such basic amino acids may preferably be chosen from those corresponding to formula (V) below:

[0236] [Chem.5] R™-CH, CH\ CO. H (V)

[0237] in which

[0238] R represents a group chosen from:

[0239] % w / F

[0240]

[0241]

[0242]

[0243] -(CH2)3-NH2, -(CH2)2-NH2, -(CH2)2-NH-CO-NH2, and NB

[0244] Compounds corresponding to formula (V) include histidine, lysine, arginine, ornithine and citrulline.

[0245] The organic basifying agent may be chosen from organic amines of heterocyclic type. In addition to histidine, which has already been mentioned in the amino acids, mention may in particular be made of pyridine, piperidine, imidazole, triazole, tetrazole and benzimidazole.

[0246] The organic basifying agent may also be chosen from amino acid dipeptides. As amino acid dipeptides which may be used in the present invention, mention may in particular be made of carnosine, anserine and balein.

[0247] The organic basifying agent may also be chosen from compounds comprising a guanidine function. As amines of this type which may be used in the present invention, in addition to arginine, which has already been mentioned as an amino acid, mention may in particular be made of creatine, creatinine, 1,1-dimethylguanidine, 1,1-diethylguanidine, glycocyamine, metformin, agmatine, N-amidinoalanine, 3-guanidinopropionic acid, 4-guanidinobutyric acid and 2-([amino(imino)methyl]amino)ethane-1-sulfonic acid.

[0248] In a preferred embodiment of the present invention, the organic basifying agent may be selected from amino acids, preferably basic amino acids, and more preferably arginine, lysine, histidine or mixtures thereof. Even more preferably, the organic basifying agent may be arginine.

[0249] Hybrid compounds that may be cited include salts of the aforementioned amines with acids such as carbonic acid or hydrochloric acid. Guanidine carbonate or monoethanolamine hydrochloride may in particular be used.

[0250] The pH correcting agent may be present in an amount of 0.01% by weight or more, preferably 0.05% by weight or more, and more preferably 0.1% by weight or more, based on the total weight of the composition.

[0251] The pH correcting agent may be present in an amount of 15% by weight or less, preferably 10% by weight or less, and more preferably 5% by weight or less, based on the total weight of the composition.

[0252] The pH correcting agent may be present in an amount ranging from 0.01% to 15% by weight, preferably from 0.05% to 10% by weight, and more preferably from 0.1% to 5% by weight or less, based on the total weight of the composition.

[0253] It is preferable that the composition according to the present invention has a pH of 4.5 or higher, and more preferably 5 or higher.

[0254] It is preferable that the composition according to the present invention has a pH of 7.0 or less, and more preferably 6.5 or less.

[0255] It is preferable that the composition according to the present invention has a pH of 4.5 to 6.5, and more preferably of 5.5 to 6.5.

[0256] The pH of the composition means the pH of the aqueous phase of the composition according to the present invention.

[0257] It may be preferable that at least one buffer or buffering agent is also used, such as the pH correcting agent, in combination with the acidifying agent and / or the basifying agent, in order to stabilize the pH of the composition according to the present invention.

[0258] As the buffer, any of the commonly known buffers may be used. For example, salts of acids or bases, preferably salts of weak acids or weak bases, may be used. For example, sodium citrate or sodium lactate may be used as the buffer, if citric acid or lactic acid is used as the acidifying agent.

[0259] Additives

[0260] A cosmetic composition according to the invention may also further comprise any additive usually used in the field concerned, for example chosen from gums, resins, dispersing agents, polymers, antioxidants, essential oils, preservatives, perfumes, neutralizers, antiseptic agents, UV protective agents, cosmetic active ingredients, and mixtures thereof.

[0261] It is within the routine operations of the person skilled in the art to adjust the nature and quantity of additives present in the compositions in accordance with the invention, such that the cosmetic properties and the desired stability properties thereof are not affected.

[0262] A composition used according to the invention comprises in particular at least one thiopyridinone compound of formula (I) or (!') described above and can be presented in all the galenic forms normally used in the cosmetic field.

[0263] It may be in particular in the form of an aqueous, hydroalcoholic, optionally gelled solution, a dispersion of the lotion type, optionally two-phase, 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 able to be polymeric particles or better, lipid vesicles of ionic and / or non-ionic type, or even in the form of a powder, a serum, a paste or a flexible stick or even a stick. It may be of solid, pasty, or more or less fluid liquid consistency. It may be optionally applied to the skin in the form of an aerosol. It may also be in solid form, and for example in the form of a stick.

[0264] Thus, the composition may comprise all the constituents usually employed in the envisaged topical application and administration.

[0265] A composition according to the invention may 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 type, or of soft, semi-solid or solid consistency of the cream or gel type, or even of multiple emulsion (W / O / W or O / W / O). These compositions are prepared according to the usual methods.

[0266] Said thiopyridinone compound(s) of formula (I) or (!'), or said composition containing them are implemented, within the framework of a use or a method according to the invention, by topical route.

[0267] The compositions according to the invention may be applied directly to the skin or, alternatively, to cosmetic supports of the occlusive or non-occlusive type, intended to be applied locally to the skin. As non-limiting examples of cosmetic supports, mention may in particular be made of a patch, a wipe, a roll-on and a pen.

[0268] The composition may or may not be rinsed off after being applied to the skin.

[0269] Applications

[0270] The cosmetic compositions covered by the invention may be facial or body care products.

[0271] The compositions according to the invention are cosmetic compositions intended for skin care.

[0272] These compositions are therefore intended to be applied to the skin.

[0273] According to another of its objects, the present invention also relates to a method of non-therapeutic cosmetic treatment for the care of keratin materials, in particular for depigmentation, lightening and / or bleaching of keratin materials, comprising a step of applying to the keratin materials, preferably the skin, a composition, preferably cosmetic, as described above.

[0274] The present invention also relates to the non-therapeutic cosmetic use of a composition, preferably cosmetic, as described above for the care of keratin materials, in particular for bleaching, lightening and / or depigmenting keratin materials.

[0275] A cosmetic implementation of the invention is therefore only aimed at aesthetic defects of the skin, and therefore does not exert a therapeutic effect.

[0276] The present invention relates to a non-therapeutic cosmetic skin care application of at least one thiopyridinone compound of formula (I) or (I'), or of a composition, in particular a cosmetic composition, comprising said thiopyridinone compound(s).

[0277] By “treatment” we mean a non-therapeutic treatment capable of producing an aesthetic effect without preventing or correcting a pathological dysfunction of the skin.

[0278] Throughout the application, the wording "comprising a" or "comprising a" means "comprising at least one" or "comprising at least" one unless otherwise specified.

[0279] Throughout the above description, unless otherwise stated, the term "between x and y" or "ranging from x to y" corresponds to an inclusive range, that is to say that the values ​​x and y are included in the range.

[0280] Furthermore, the expression “at least one” must be understood as being synonymous with “one or more” unless otherwise specified.

[0281] The invention will be illustrated in the following non-limiting examples. Unless otherwise stated, the % are expressed by weight relative to the total weight of the composition.

[0282] The compositions are prepared according to the usual methods of formulating cosmetic compositions.

[0283] The following examples are presented for illustrative and non-limiting purposes of the invention. The compounds are, as appropriate, cited by chemical names or CTFA (International Cosmetic Ingredient Dictionary and Handbook) names.

[0284] The invention is illustrated in more detail in the following examples. Examples

[0285] Example - Evaluation of the stability of a composition according to the invention

[0286] A-Stability at 2 months 37°C and 45°C

[0287] The compositions presented in Table 7 were prepared according to the usual methods of those skilled in the art.

[0288] Raw materials are mentioned in % by mass weight.

[0289] [Tables?] Noms INCI Cl CCI CC2 CC3 Octyldodecanol 0,50 0,50 0,50 0,50 Hydroxyde de sodium 0,08 0,08 0,08 0,08 Conservateur Qs Qs Qs Qs Colorant Qs Qs Qs Qs Parfum Qs Qs Qs Qs Eau Qsp 100 Qsp 100 Qsp 100 Qsp 100 Peg-20 methyl glucose ses-quistearate 0,20 0,20 0,20 0,20 Glycérine 7,00 7,00 7,00 7,00 Dimethicone 1,00 1,00 1,00 1,00 Gomme de xanthane (KELTROL CG-T® de chez CP KELCO) 0,20 0,20 0,20 0,4 Actifs 17,70 17,70 17,70 17,70 Glycols 2,65 2,65 2,65 2,65 Ammonium polyacryloyl-dimethyl taurate (HOSTACERIN AMPS® de chez CLARIANT) 0,45 0,45 0,45 0,45 Silice (SOLESPHERE H 51®dechezAGC SL TECH) 1,50 1,50 1,50 1,50 Acrylamide / sodium acry-loyldimethyltaurate copolymer (and) iso-hexadecane (and) po-lysorbate 80 (SIMULGEL 600® de chez SEPPIC) 0,50 (0,20 m.a) Bis-peg / ppg-16 / 16 peg / ppg-16 / 16 dimethicone (and) caprylic / capric tri- 1,20 1,20 1,20 1,20 glyceride Carnosine 0.30 0.30 0.30 0.30 Chelating agent 0.20 0.20 0.20 0.20 Poloxamer 338 (SYNPERONIC PE / F 108-NAA-FL-(CQ)® from CRODA) 0.30 - - - Dimethicone (and) Polysilicone-11 (GRANSIL DMG-6LC® from GRANT INDUSTRIES) 12.00 (1.92 ma) 12.00 (1.92 ma) 12.00 (1.92 ma) 12.00 (1.92 ma) N - [(2-thioxo-1,2-dihydrop yridin-3-yl)carbonyl]glyci ne 0.50 0.50 0.50 0.50 Citric acid 0.001 0.001 0.001 0.001

[0290] ma means active ingredient.

[0291] The compositions (Cl according to the invention and comparative CCI, CC2 and CC3 outside the invention) above are manufactured, packaged in 100 ml jars and placed in ovens (Firlabo brand, BioConcept BC120 model) having different temperatures (45 °C and 37 °C) for 2 months in order to predict their stability at 3 years at room temperature. The appearance of the formulas is observed after returning to room temperature.

[0292] The results are presented in Table 8 below:

[0293] [Tables8] Cl CCI CC2 CC3 No agglomerates of Polysilicone 11 range at 45°C and 37°C = Stable Agglomerates visible to the naked eye of Polysilicone 11 on the surface at 45°C and 37°C = Not stable Agglomerates visible to the naked eye of Polysilicone 11 on the surface at 45°C and 37°C = Not stable Agglomerates visible to the naked eye of Polysilicone 11 on the surface at 45°C and 37°C = Not stable

[0294] Conclusion: No agglomerate of Polysilicone 11 used in the composition as a filler is observed in the case of composition Cl according to the invention containing a poloxamer following an oven at 45°C and 37°C for 2 months, unlike

[0295]

[0296] to what is observed for the comparative compositions outside the invention CCI, CC2, and CC3. B- Stability after centrifugation The compositions presented in Table 9 were prepared according to the usual methods of those skilled in the art.

[0297] [Tables9] INCI Names C2 CC4 CC5 Octyldodecanol 0.50 0.50 0.50 Sodium hydroxide 0.08 0.08 0.00 Preservative qs qs qs Color qs qs qs Perfume qs qs qs Water qsp 100 qsp 100 qsp 100 Peg-20 methyl glucose ses-quistearate 0.20 0.20 0.20 Glycerin 7.00 7.00 7.00 Dimethicone 1.00 1.00 1.00 Xanthan gum (KELTROL CG-T® from CP KELCO) 0.20 0.20 0.20 Glycols 2.65 2.65 2.65 Ammonium polyacryloyl-dimethyl taurate (HOSTACERIN AMPS® from CLARIANT) 0.45 0.45 0.45 Silica (SOLESPHERE H 51® from AGC SI-TECH) 1.50 1.50 1.50 BIS-PEG / PPG-16 / 16 PEG / PPG-16 / 16 DIMETHICONE (and) CAPRYLIC / CAPRIC TRIGLYCERIDE 1.20 1.20 1.20 Carnosine 0.30 0.30 0.30 Chelating agent 0.20 0.20 0.20 Poloxamer 338 (SYNPERONIC PE / F 108-NAA-FL-(CQ)® from CRODA) 0.30 - - Dimethicone (and) Poly- 12.00 12.00 12.00 silicone-11 (GRANSIL DMG-6LC® from GRANT INDUSTRIES) (1.92 ma) (1.92 ma) (1.92 ma) N - [(2-thioxo-1,2-dihydropyridi n-3-yl)carbonyl]glycine 0.50 0.50 -

[0298] ma means active ingredient.

[0299] The test consists of verifying the conformity of compositions C2 according to the invention and CC4 and CC5 outside the invention after centrifugation (Firlabo brand, model SW9) of a sample of these compositions, under conditions allowing accelerated aging to be simulated. Observation is carried out at the conical bottom of the tube and at the surface (evaluation of the rise or flocculation of the charges and evaluation of the sedimentation of the charges).

[0300] The standard centrifugation conditions retained are: - Speed: FCR 900 g - Time 60 min - Temperature 25° C - 15 mL graduated conical bottom tubes

[0301] The results are presented in Table 10 below:

[0302] [TableauxlO] C2 CC4 CC5 Very low silica sedimentation and very low Polysilicone rise 11 = Stable Strong silica sedimentation + Polysilicone rise 11 = Not stable Very low silica sedimentation and very low Polysilicone rise 11 = Stable Conclusion: Composition C2 according to the invention and comparative composition CC5 outside the invention (not containing the active ingredient N-[(2-thioxo-1,2-dihydropyridin-3-yl)carbonyl]glycine) have the same stability profiles, namely very low sedimentation of the silica and very low rise of Polysilicone 11, unlike composition CC4 without poloxamer. Thus, the introduction of N-[(2-thioxo-1,2-dihydropyridin-3-yl)carbonyl]glycine induces problems of sedimentation or flocculation of the fillers present in composition C2 according to the invention to a lesser extent in the presence of poloxamer compared to composition CC4 outside the invention without poloxamer. The addition of poloxamer therefore makes it possible to stabilize compositions comprising the N- [(2-thioxo-l,2-dihydropyridin-3-yl)carbonyl]glycine and fillers in a gel system.

Claims

Claims

1. Composition, preferably cosmetic, comprising: - at least one compound selected from the compounds of formula (I), the tautomers of formula (!), their salts, their solvates, such as their hydrates, their optical isomers, their racemates, and their mixtures: 0:) in which, - R 1 denotes a radical selected from a) a hydrogen atom, and b) a linear C 1 -C 10 or branched C 3 -C 10 saturated alkyl group optionally substituted by one or more groups, which may be the same or different, selected from i) -O-R 3, and ii) -S-R 3, and - R 2 denotes a radical selected from a) a hydrogen atom, b) a linear C 1 -C 12 or branched C 3 -C 12 or cyclic C 3 -C 8 saturated hydrocarbon group optionally substituted by one or more groups, which may be the same or different, selected from i) -O-R 3, ii) -SR 3, iii) -C(O)-O-R 3, and iv) a C 5 -C 12 aryl group, optionally substituted by one or more hydroxyls and / or by one or more C 1 -C 8 alkoxy radicals> and c) a group C5-C12 aryl, optionally substituted by one or more hydroxyls and / or by one or more C1-C8 alkoxy radicals, and - R3 denotes a radical chosen from a) a hydrogen atom, and b) a linear C1-C10 or branched C3-C10 saturated alkyl group; - at least one hydrophilic gelling agent; - at least one poly(propylene oxide) block polymer and poly(ethylene oxide); - at least one charge.

2. A composition according to claim 1, wherein R 1 of formulas (I) and (!') represents a hydrogen atom; a linear (C i-C io) alkyl group or a branched (C 3-C 10) alkyl group, in particular a linear (C 1-C 6) alkyl group or a branched (C 3-C 6) alkyl group, such as methyl, ethyl, n-pentyl, n-nonyl, isobutyl, more preferably ethyl, in particular said alkyl group of R 1 is not substituted.

3. A composition according to claim 1 or 2, wherein R2 of formulae (I) and (I') represents a hydrogen atom; 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 R2 being unsubstituted.

4. A composition according to any one of claims 1 to 3, wherein R3 of formulae (I) and (!') represents a hydrogen atom; a linear C1-C10 or branched C3-C10 saturated alkyl group; in particular a linear (C1-C6) alkyl group or a branched (C3-C6) alkyl group, preferably a (C1-C4) alkyl group such as the methyl group.

5. A composition according to any one of claims 1 to 4, wherein R2 of formula (I) and (!') represents a linear (C1-C10) alkyl group or a branched (C3-C10) alkyl group, in particular a linear (C1-C6) alkyl group or a branched (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 in claim 1, preferably said alkyl group being substituted by one or two groups selected from i), ii) and iii), more preferably by one or two groups selected from i) and iii), better substituted by a group iii) such as carboxy.

6. Composition according to any one of claims 1 to 5, in which R2 of formulae (I) and (!') represents a cycloalkyl group (C3-C8), preferably a cycloalkyl group (C5-C7) such as cyclohexyl; a C5-C12 aryl group optionally substituted by one or more hydroxyls and / or by one or more C1-C8 alkoxy radicals, preferably a phenyl group in particular unsubstituted.

7. A composition according to any one of claims 1 to 6, wherein R3 of formulae (I) and (!') represents a hydrogen atom; a linear C1-C10 or branched C3-C10 saturated alkyl group; in particular a linear (C1-C6) alkyl group or a branched alkyl group (C3-C6), preferably an alkyl group (CrC4) such as a methyl group.

8. Composition according to any one of claims 1 to 7, in which: - R 1 of formulae (I) and (!') represents a radical chosen from a) a hydrogen atom, and b) a linear saturated C 1 -C 6 or C 3 -C 6 branched alkyl group optionally substituted by one or more groups, which may be the same or different, chosen from i) -O-R3, and ii) -S-R3, preferably optionally substituted by one or more groups i);- R2 of formula (I) and (!') represents a radical chosen from a) a hydrogen atom, and b) a linear C1-C10 or branched C3-C10 or cyclic C3-C8 as well as C5-C6 saturated hydrocarbon group, optionally substituted by one or more groups, which may be the same or different, chosen from i) -O-R3, ii) -S-R3, iii) -C(O)-O-R3, and iv) a phenyl group optionally substituted by one or more hydroxyls and / or by one or more C1-C4 alkoxy radicals such as methoxy, preferably substituted by one or more groups selected from i) and iii), preferably iii) such as carboxy; and - R3 of formula (I) and (!') represents a radical chosen from a) a hydrogen atom, and b) a linear C1-C6 or branched C3-C6 saturated alkyl group;

9. Composition according to any one of claims 1 to 8, in which: - R1 of formula (I) and (!') represents a radical chosen from a) a hydrogen atom, and b) a linear C1-C4 or branched C3-C4 saturated alkyl group optionally substituted by one or more groups, which may be the same or different, chosen from i) -OR3>more preferably unsubstituted; - R2 of formula (I) and (!') represents a radical chosen from a) a hydrogen atom, and b) a linear C1-C10 or branched C3-C10 or cyclic C3-C8 as in C5-C6 saturated hydrocarbon group, optionally substituted by one or more groups, which may be the same or different, chosen from from i) -O-R3, i) -C(O)-O-R3, and iv) a C5-C12 aryl group, optionally substituted by one or more hydroxyls and / or by one or more C1-C4 alkoxy radicals; and R3 of formula (I) and (!') represents a radical chosen from a) a hydrogen atom; b) a linear C1-C4 or branched C3-C4 saturated alkyl group such as methyl or ethyl.

10. A composition according to any one of claims 1 to 9, wherein the compound of formula (I) is selected from compounds 1 to 24 below, their tautomers, their salts, their solvates, such as their hydrates, their optical isomers, their racemates, and their mixtures, preferably compounds 1, 2, 4, 6, 7, 9, 11, 12, 14, 15, 16, 17, 18, 19, 20 or 21, more preferably 1, 9, 16, 18, 19, 20 or 21, even more preferably 18, 19, 20 or 21, and even better 20: N° Structure Nom chimique 1 .... I CM. H H N-éthyl-2-thioxo-1,2-dihydro pyridine-3-carboxamide 2 \ / N-méthyl-2-thioxo-1,2-dihydr opyridine-3-carboxamide 3 N-octyl-2-thioxo-1,2-dihydro pyridine-3-carboxamide 4 ri" 7'” N-benzyl-2-thioxo-1,2-dihydr opyridine-3-carboxamide 5 / / ¢ / 0 N-phényl-2-thioxo-1,2-dihydr opyridine-3-carboxamide 6 H [ V'^ / s H N-cyclohexyl-2-thioxo-1,2-di hy dropyridine- 3 -c arboxamide 7 jl 1 f N- [2- (4-méthoxyphény l)éthy 1 ] -2-thioxo-1,2-dihydropyridin e-3-carboxamide 8 1} H N-(2-méthylpropyl)-2-thioxo-1,2-dihydropyridine-3-carbox amide 9 ;^>z Xzy :\ / ï;: $ M N-pentyl-2-thioxo-1,2-dihydr opyridine-3-carboxamide 10 N-nonyl-2-thioxo-1,2-dihydro pyridine-3-carboxamide 11 A. '^Y 11 x QH ^S' H N-(2-hydroxyéthyl)-2-thioxo-1,2-dihydropyridine-3-carbox amide 12 0 N,N-diethyl 2-mercaptonicotinamide 'xx,:Z'' '"■rice • > <> '-v' H 13 .z. N-[(2-thioxo-1,2-dihydropyri ethyl din-3-yl)carbonyl]alaninate 17 U XX N- [(2-thioxo-1,2-dihydropyri din-3-yl)carbonyl]phenyl ethyl alaninate 18 sx zX \ ■ - x X>X xX X : ^t:. N-methyl-N- [(2-thioxo-1,2-di hydropyridin-3-yl)carbonyl]gl ycinate ethyl 19 O N- [(2-thioxo-1,2-dihydropyri din-3-yl)carbonyl]ethyl glycinate 20 ! XX Al N- [(2-thioxo-1,2-dihydropyridin-3-yl)carbonyl]glycine 21 hii 1 *4 JS» H N-methyl-N- [(2-thioxo-1,2-dihydropyridin-3-yl)carbonyl]gl ycine 22 N,N-bis(2-hydroxyethyl)-2-th ioxo-1,2-dihydropyridine-3-c arboxamide 23 --'"

11.

12. Composition according to any one of claims 1 to 10, wherein said compound of formula (I) or (!') is present in the composition in a content ranging from 0.01% to 10% by weight, preferably from 0.05% to 5% by weight, more preferably from 0.1% to 3% by weight, relative to the total weight of the composition. Composition according to any one of claims 1 to 11, in in which the hydrophilic gelling agent is chosen from polymers with a sulfonic group, polysaccharides, and their mixtures.

13. Composition according to claim 12, in which the polymer with a sulfonic group is chosen from homo- and co-polymers of 2-acrylamido-2-methyl propane sulfonic acid, their salts and their mixtures, preferably, the polymer with a sulfonic group is chosen from homopolymers of 2-acrylamido-2-methyl propane sulfonic acid, their salts and their mixtures.

14. A composition according to claim 12 or 13, wherein the polysaccharide is xanthan gum.

15. Composition according to any one of claims 1 to 14, in which said gelling agent is present in the composition in a content ranging from 0.01% to 5% relative to the total weight of the composition, and preferably from 0.1% to 3%, and even more preferably from 0.1% to 1% by weight of hydrophilic gelling agent relative to the total weight of the composition.

16. A composition according to any one of claims 1 to 15, wherein said poly(propylene oxide) and poly(ethylene oxide) block polymer is selected from polyethylene glycol / polypropylene glycol / polyethylene glycol triblock polymers, of the following chemical structure: H-(O-CH2-CH2)a-(O-CH(CH3)-CH2)b-(O-CH2-CH2)a-OH, wherein: a ranges from 2 to 150, and b ranges from 1 to 100; preferably a ranges from 10 to 130, and b ranges from 20 to 80.

17. Composition according to any one of claims 1 to 16, wherein said block polymer of poly(propylene oxide) and poly(ethylene oxide) is present in the composition in a content ranging from 0.05 to 2% by weight relative to the total weight of the composition, and preferably from 0.1 to 1% by weight, and even more preferably from 0.2 to 0.9% by weight relative to the total weight of the composition.

18. A composition according to any one of claims 1 to 17, wherein said filler is selected from fumed silica, porous silica particles of spherical shape, organopolysiloxane elastomers and mixtures thereof.

19. Composition according to any one of claims 1 to 18, in which said filler is present in a content ranging from 0.1% to 20% by weight relative to the total weight of the composition, and preferably ranging from 1% to 10% by weight, and even more preferably ranging from 2% to 5% by weight relative to the total weight of the composition.

20. Non-therapeutic cosmetic treatment process for the care of keratin materials, in particular for depigmentation, lightening and / or bleaching of keratin materials, comprising a step of applying to the keratin materials, preferably the skin, a composition, preferably cosmetic, as defined according to any one of claims 1 to 19.

21. Non-therapeutic cosmetic use of a composition, preferably cosmetic, as defined according to any one of claims 1 to 19 for the care of keratin materials, in particular for whitening, lightening and / or depigmenting keratin materials.