STABILIZED COMPOSITION COMPRISING A THIOPYRIDINONE COMPOUND AND A CHELATING AGENT

Abstract

STABILIZED COMPOSITION COMPRISING A THIOPYRIDINONE COMPOUND AND A CHELATING AGENT. The invention relates to a composition comprising A) a thiopyridinone compound; and B) a specific chelating agent. Figure for abstract: None

Description

Description Title of the invention: STABILIZED COMPOSITION COMPRISING A THIOPYRIDINONE COMPOUND AND A CHELATING AGENT Technical field

[0001] = The present invention relates to a specific composition comprising a compound thiopyridinone and a chelating agent, which is useful for the care of keratin- tineous, and in particular of the skin. CONTEXT

[0002] = Skin lightening continues to attract interest from consumers, especially those with a dark or dull complexion. Unfortunately, at different times in their life, some people see appearing on their skin, and more particularly on the hands, darker and / or more colored spots, which give the skin a hetero- geneity. These spots are particularly due to a high concentration of melanin in keratinocytes located on the surface of the skin.

[0003] = It is known that certain thiopyridinone compounds exhibit good de- pigmenting, even at low concentration, see for example the documents WO2012080075 and WO2017 / 102349. The thiopyridinone compound may show strong depigmenting or lightening effects by reducing melanin production.

[0004] — Correspondingly, it has been discovered that a thiopyridin compound tends to destabilize in a composition over time, particularly when the composition includes the thiopyridinone compound is maintained for a relatively long period under a high temperature. There is therefore a need for composition comprising thiopyridinone with increased stability. Summary of the invention

[0005] — The inventors unexpectedly discovered that a composition comprising the components: A) a compound of formula (I) or (T'), which can be considered as a thiopyridinone compound, or their salts, their optical isomers, their racemates, and / or their solvates such as hydrates and their derivatives, alone or in mixture; and B) a chelating agent solves these problems. 00 £) CL Cox “NS e Ë LL, Re H 8 {4} {r} Formulas (I) and (II') in which: R, denotes a radical chosen from: a) a hydrogen atom; b) a linear saturated C,-C;p Or C3-Cyobranched alkyl group optionally substituted by one or more groups, which may be the same or different, chosen from: 1) -O-R3 ii) -S-R3. Ry designates a radical chosen from: a) a hydrogen atom; (b) a linear or branched C3-Cy7 or cyclic Cz-Cz saturated hydrocarbon group, optionally substituted by one or more groups, which may be the same or different, chosen from: 1) -O-R3 li) -S-R3 li) -C(O)-O-Ra ; iv) a Cs-C;2 aryl group, optionally substituted by one or more hydroxyls and / or by one or more C,-C; alkoxy radicals; c) a Cs-C,2 aryl group, optionally substituted by one or more hydroxyls and / or by one or more C,-C alkoxy radicals; R; denotes a radical chosen from: a) a hydrogen atom; b) a linear saturated C1-C10 alkyl group; Compound (I) is the tautomeric form of compound (I) when a tautomeric equilibrium exists according to the following scheme: oO Q —*% At 2, Aya ne ROTTT LL At HH According to one embodiment of the invention, R,; represents a hydrogen atom. According to another embodiment of the invention, R, represents a linear or branched (C, -C, 0) alkyl group, in particular a linear or branched (C, -C, 1) alkyl group, such as methyl, ethyl, n-pentyl, n-nonyl, isobutyl, more preferably ethyl. In particular, said alkyl group of R, is not substituted. According to one embodiment of the invention, R» represents a hydrogen atom. According to another embodiment of the invention, R; represents a linear or branched (C1-C2) alkyl group, in particular a linear or branched (C1-C3) alkyl group, such as methyl, ethyl, n-pentyl, n-nonyl, isobutyl, more preferably methyl or ethyl; said alkyl group of R' being unsubstituted. According to another embodiment of the invention, R represents a linear or branched (C1-C2) alkyl group, in particular a linear or branched (C1-C3) 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 chosen from i), ii), iii) and iv) as defined hereinbefore. Preferably, said alkyl group being substituted by one or more groups chosen from i), ii) and iii), more preferably by one or more groups chosen from i) and iii), better substituted by a group iii) such as carboxy. Another variant for the radical R, is that said alkyl group is substituted by a group iv) in particular substituted by a phenyl group. According to another embodiment of the invention, Rz represents a cycloalkyl group (C1-C2), preferably a cycloalkyl group (C8-C9) such as cyclohexyl. According to another embodiment of the invention, Rz represents a C5-C1 aryl group optionally substituted by one or more hydroxyls and / or by one or more C1-C1 alkoxy radicals, preferably a phenyl group in particular unsubstituted. According to one embodiment, R; represents a hydrogen atom. According to another embodiment, R3 represents a linear or branched C1-C10 saturated alkyl group; in particular a linear (C1-C10) alkyl group or a branched (C1-C10) alkyl group, preferably a (C1-C4) alkyl group such as the methyl group. MODES OF EMBODIMENT OF THE INVENTION Throughout the description, including the claims, the term "comprising a" shall, unless otherwise stated, be understood as being synonymous with "comprising at least one". Furthermore, the expression "at least one" used in the present description is equivalent to the expression "one or more". For the purposes of the present invention, and unless otherwise indicated: a "linear or branched C1-C2 saturated hydrocarbon group is equivalent to a "linear (C1-C2)alkyl or branched (C1-C3)alkyl group" which corresponds to a linear or branched C1-C4 saturated hydrocarbon group, and preferably a linear or branched C1-C5 hydrocarbon group, more preferably a linear or branched C1-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. More preferably, the linear or branched saturated 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-Cz saturated hydrocarbon cyclic group is a mono- or bicyclic cycloalkyl group containing from 3 to 8 carbon atoms, in particular a C5-C7 monocyclic cycloalkyl group such as the cyclohexyl group, an "alkoxy radical" is an alkyloxy radical for which the alkyl radical is a linear or branched C1-C5 and preferably C1-C5 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, biphenyl, naphthyl group, more preferably a phenyl group; the term “at least one” is equivalent to the term “one or more”; and the term “inclusive” for a concentration range means that the limits of that range are included in the defined range. Salts of compounds of formula (I), (T), (ID) or (IT) 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. As salts of the compounds of formula (I), (T'), (IT) or (IT), mention may be made of: the salts obtained by addition of the compound of formula (I) or (ID) to: 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 an organic base such as a primary, secondary or tertiary alkylamine, for example example triethylamine or butylamine. This primary, secondary or tertiary alkylamine may comprise one or more nitrogen and / or oxygen atoms and may therefore comprise, for example, one or more alcohol functions; in particular, 2-amino-2-methylpropanol, ethanolamine, triethanolamine, 2-dimethylaminopropanol, 2-amino-2-(hydroxymethyl)-1,3-propanediol, 3-(dimethylamino)propylamine may be mentioned. 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 (D) 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. An "organic or inorganic acid salt" is more particularly chosen from salts chosen from a salt derived from i) hydrochloric acid HCl, ii) hydrobromic acid HBr, iii) sulfuric acid H,SO,, iv) alkylsulfonic acids: Alk-S(O);OH such as methanesulfonic acid and ethanesulfonic acid; v) arylsulfonic acids: Ar-S(O),OH 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 H,PO, ; xiii) acetic acid CH,C(O)OH ; xiv) triflic acid CF,SO4H ; and xv) tetrafluoroboric acid HBF, ; Acceptable solvates of the compounds described in the present invention include conventional 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. Optical isomers are in particular enantiomers and diastereoisomers. Preferably, the “keratinous material” according to the present invention is skin. By “skin” we mean all the skin of the body. Still preferably, the keratinous material is the face or neck, more particularly the face. In the application, unless specifically stated otherwise, quantities, contents, parts and percentages are expressed on a weight basis. In the application, a numerical range is defined with a lower limit and an upper limit if necessary, such that one or more lower limits and one or more upper limits are given to form a range optionally with one or more preferred ranges. A given range can be defined by selecting a lower limit and an upper limit that define the bounds of the given range. All ranges defined in this way are inclusive and combinable, i.e., any lower limit can be combined with any upper limit to form a range, provided that both lower and upper limits are provided to modify the same subject. For example, where ranges of 60-110 and 80-120 are indicated for a specific subject, it is to be understood that the ranges 60-120 and 80-110 are also contemplated and encompassed. Further, if the lower limits indicated are 1 and 2 and the upper limits are 3, 4 and 5, the following ranges are all foreseeable and within the scope of this disclosure: 1-3, 1-4, 1-5, 2-3, 2-4 and 2-5. Apart from the working examples, or unless otherwise indicated, all numbers expressing amounts of components and / or reaction conditions are to be understood as being modified in all cases by the term "about", with a meaning conventionally known in the art, for example, to within 10% of the number indicated (such that "about 10%" means 9% - 11% and "about 2%" means 1.8% - 2.2%). The present invention provides a composition comprising the following components: A) a compound of formula (I) or (I'), and B) a specific chelating agent. Component A) The composition according to the invention comprises a compound of formula (I) or (T) below or tautomer (I) below or their salts, their optical isomers, their racemates, and / or their solvates such as hydrates and their derivatives, alone or as a mixture, as component A): oO GO “> To Fa 22 To Ra yUN SOUND CL R; CL, fe Ho H {15 {y Formulas (I) and (I') in which: R, denotes a radical chosen from: a) a hydrogen atom; b) a linear saturated C,-Cyp or Cz-Cyp branched alkyl group optionally substituted by one or more groups, which may be the same or different, chosen from: 1) -O-R4 ii) -S-R4, Ry designates a radical chosen from: a) a hydrogen atom: (b) a linear or branched C1-C4 saturated hydrocarbon group; cyclic, optionally substituted by one or more groups, which may be the same or different, chosen from: 1) -O-R4 ii) -S-R3 iii) -C(O)-OR; ; iv) a Cs-Cy2 aryl group, optionally substituted by one or more hydroxyls and / or by one or more C;-C; alkoxy radicals; €) a Cs-C;2 aryl group, optionally substituted by one or more hydroxyls and / or by one or more C,-C; alkoxy radicals; R3 denotes a radical chosen from: a) a hydrogen atom; b) a linear C1-C10 or branched Cz-C10 saturated alkyl group: Compound (I) is the tautomeric form of compound (I) when a tautomeric equilibrium exists according to the following scheme: oO Q A Ra cr— es ME + + FSI H 4} (M) According to one embodiment of the invention, R represents a hydrogen atom. According to another embodiment of the invention, R represents a linear or branched (C1-C6) alkyl group (C1-C10), in particular a linear or branched (C1-C12) alkyl group (C1-C14), such as methyl, ethyl, n-pentyl, n-nonyl, isobutyl, more preferably ethyl. In particular, said alkyl group of R is not substituted. According to one embodiment of the invention, R» represents a hydrogen atom. According to another embodiment of the invention, R represents a linear or branched (C1-C10) alkyl group, in particular a linear or branched (C1-C12) alkyl group, such as methyl, ethyl, n-pentyl, n-nonyl, isobutyl, more preferably methyl or ethyl; said alkyl group of R> not being substituted. According to another embodiment of the invention, R represents a linear or branched (C1-C2) alkyl group, in particular a linear or branched (C3-C4) 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 chosen from i), ii), iii) and iv) as defined hereinbefore. Preferably, said alkyl group being substituted by one or more groups chosen from i), ii) and iii), more preferably by one or more groups chosen from i) and iii), better substituted by a group iii) such as carboxy. Another variant for the radical R; is that said alkyl group is substituted by a group iv) in particular substituted by a phenyl group. According to another embodiment of the invention, R; represents a cycloalkyl group (C;-C;), preferably a cycloalkyl group (C;-C7) such as cyclohexyl. According to another embodiment of the invention, R; represents a C; -C, aryl group optionally substituted by one or more hydroxyls and / or by one or more C, -C, alkoxy radicals, preferably a phenyl group in particular unsubstituted. According to one embodiment, R; represents a hydrogen atom. According to another embodiment, R3 represents a linear or branched C1-C10 saturated alkyl group; in particular a linear (C1-C10) alkyl group or a branched (C1-C10) alkyl group, preferably a (C1-C10) alkyl group such as the methyl group. Preferably, the compounds of formula (I) and the tautomer (T) or their salts, their optical isomers, racemates, and / or solvates such as hydrates and their derivatives, alone or in mixture, as component A); have the following meanings: R, denotes a radical chosen from: a) a hydrogen atom; (b) a linear C1-C2 or C1-C3 saturated alkyl group, branched and optionally substituted by one or more groups, which may be the same or different, chosen from: 1) -O-R4 ii) -S-R3. preferably optionally substituted by one or more groups i) Ry designates a radical chosen from: a) a hydrogen atom; b) a linear C,-Cyp Or branched C3-C;p Or cyclic C,-C; as in Cs -C6 saturated hydrocarbon group, optionally substituted by one or more groups, which may be the same or different, chosen from: 1) -O-R3 li) -SR-3 li) -C(O)-O-R3 ; iv) a phenyl group optionally substituted by one or more hydroxyls and / or by one or more C,-C alkoxy radicals; such as methoxy; preferably substituted by one or more groups chosen from 1) and iii), preferably- tially iii) such as carboxy R3 denotes a radical chosen from: a) a hydrogen atom; b) a linear C1-C2 or branched C7-C5 saturated alkyl group; Preferably, the compounds of formula (I) and the tautomer (T) or their salts, their optical isomers, racemates, and / or solvates such as hydrates and their derivatives, alone or in mixture; have the following meanings: R, denotes a radical chosen from: a) a hydrogen atom; b) a linear saturated C,-C, or C;-Cybranched alkyl group optionally substituted by one or more groups, which may be the same or different, chosen from i) -ORy more preferably unsubstituted; Radenotes a radical chosen from: a) a hydrogen atom; (b) a linear C,-C10 or branched C3-Cyp or cyclic C:-C; saturated hydrocarbon group, such as C1-C6, optionally substituted by one or more groups, which may be the same or different, selected from: 1) -O-R3 ii) -C(O)-O-Ra; iv) a Cs-C;2 aryl group, optionally substituted by one or more hydroxyls and / or by one or more C,-C, alkoxy radicals; R; denotes a radical chosen from: a) a hydrogen atom; (b) a linear C1-C4 or branched C1-C4 saturated alkyl group such as methyl or ethyl. Preferably, the compounds of formula (I) and the tautomer (T) or their salts, their optical isomers, racemates, and / or solvates such as hydrates and their derivatives, alone or in mixture; have the following meanings: R, is a hydrogen atom; and Ry designates a radical chosen from: a) a hydrogen atom; b) a linear C,-C; or branched C3-Cs or cyclic C;-C; saturated hydrocarbon group such as Cs-C6, optionally substituted by one or more groups, which may be the same or different, selected from v) -C(O)-OR; , preferably substituted by a group iii) -C(O)-OR; ; Rz is even more preferably a linear saturated hydrocarbon group in C,-C 4 Or branched C--C, substituted by a group iii) -C(O)-ORz. According to another preferred embodiment, the compounds of formula (1) and the tautomer (I') are chosen from the compounds of formula (II) as well as their tautomers, their salts, their solvates and their optical isomers, and their racemates, alone or as a mixture: 9 0 Ï and" CODED» NS R 0 neSgu ts © {H} (H" Formulas (IT) and (IT) without which R1 and R3 have the same meaning as for the compounds of formula (D) and (T') and X denotes an alkylene radical -(CH>),- with n an integer ranging inclusively from 1 to 10, preferably ranging from 1 to 6, more preferably ranging from 1 to 4, such that 1, preferably R3 represents a hydrogen atom. Preferably, 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: [Tables 1] No. | Structure Chemical Name CAS No. you k | 1 N-ethyl-2-thioxo-1,2- ee matin |0re5s-75-5 | Pa Hi ik [A EEE 4 4%; S, mo PS |2 N-methyl-2-thioxo-1,2- | rie | SRE TEA at se At “5 Among these compounds, the following compounds are more particularly preferred: [Tables 2] [No] Structure Chemical Name CAS No. [4 N-ethyl-2-thioxo-$,2- member | 91859-755 a À ES 9 SDS NT Ë * È : A0 Se MAS want you. Need, at 2 k 2% N-methylh2-Bloxo-1,2- PR = > | dihydropyridine-3-carboxamide SIREDTHA Sd pv Se < s — pt ae ; ST Ve” Nes N-benzyl-2-ihioxo-1,2- 5; |4 À 3 rue |srese-754 | À TS Pa Na 7 > x loans A oi es pre N-cyclohexyt-2-thioxo-1,2- |e | ti 1° dihydropyridine-3-carhoxamide |sres0-7048 [7 N-{2-(6-methorppneny / elhul-2-thioxo-1,2-dihycropyridine-2- S23682-88-5 | caboxeride ë SF Ta LUE a es À ot re a N-pentyi-2-Ihioxo-1,2- 57 Ë | Qu, mm 330667-57-7 =, The Ages = PS SSSR N-{2-hydroxyethyl}-2-thioxo-1,2- | | f { ba" dihycropyricin-3-carboxamide Pe | ( ST Ps Sa pe - More preferably, among these compounds, the following compounds are more particularly preferred: [Tables 3] Co Structure Chemical Name CAS No. erPeme” k 5 N-ethyt-2-Ahioxo-1,2- 7 |: H { ” dihyoropyridine-2-carboxamide |pressors Matte SL QETSR, See Te N-ôthys-2-thioxo-1.2-7 | [3 | T © eme res FRSEISE ÉL Ae #4 9 [ptet; joe. N-pentyk2-thioxo-f,2-LA dihydropyAdine-3-caiboramide | 330667-57-7 | THE [16 Étoui N-[2-iNioxo-1.2- dihydropyricïn -3- / }carbonyalaninale s 3H L Eee + #s* Ci A ne HEY [18 Etryt AHmetnp-N-{(2-4hi0x-1,2- | dihydropyridin-3- #hgarmonshalxcinair. ess A cg Even more preferably, among these compounds, the following compounds are more particularly preferred: [Tables 4] [Nos] Structure Chemical Name CAS No. js li LL to PR Rs N VS (CL UT at day 8 Étayt N-métimd-N-H2-Mhioxo-t,2- | dibvaranudoi 3-vicahond sivcigatie . u [1st ï} Bu 008 | Etin Nt@-Rioxe-+.2- PO x Lu dihydropyridir Ë % -3-yhicarbonyTalrcioate Suns —E73 [25 (TY C ï Pr & -vHcarbonySglycne pyido | In a most preferred embodiment, the compound according to the present invention is as follows: [Tables 5] [2 Ê ee ST Mi-{ / 2-ihioxo-1,2-dihydropyridin | {} to —-w)cardonydglycine a All compounds can be obtained by a chemical process known to those skilled in the art, from commercially available reagents. For example, the synthetic method disclosed in European patent application EP3 390 363 can be used. Compound 20, N-[(2-thioxo-1,2-dihydropyridin-3-yl)carbonyl]glycine, which may also be named 3-carboxymethylaminocarbonyl-2-thiopyridinone, is a typical representative of the thiopyridinone compounds useful according to the present invention. Compound (I), (T'), (ID) and / or (IT') may be present in an amount ranging, for example, from 0.01% to 10% by weight, preferably from 0.1% to 5% by weight, in particular from 0.5% to 3% by weight, relative to the total weight of the composition. Component B), chelating agents According to one embodiment of the present invention, the composition may comprise a chelating agent. Such chelating agents are defined and described in particular in the article "Chelating agents” Kirk Othmer Encyclopedia of Chemical Technology, Vol. 5 pp. 708-739, published in 2003. Examples of chelating agents are specific derivatives of succinic acid, such as ethylenediamine disuccinic acid (EDDS), and a salt thereof. These agents are particularly useful for reducing electrostatic bonding associated with the substantial presence of water in the intermediate makeup and / or care composition according to the invention. According to the present invention, the chelating agent may be present in the composition from 0.001% to 1% by weight, preferably from 0.01% to 0.5% by weight, relative to the total weight of the composition according to the present invention. - Surfactant The composition according to the present invention may comprise a surfactant, for example a non-ionic surfactant, or a mixture thereof. Useful nonionic surfactants include esters of polyols and saturated or unsaturated chain fatty acids, and their oxyalkylenated derivatives, i.e., derivatives containing oxyethylenated and / or oxypropylenated units, such as glyceryl esters and their oxyalkylenated derivatives; polyethylene glycol esters and their oxyalkylenated derivatives; sorbitol esters and their oxyalkylenated derivatives; sugar esters (sucrose, glucose or alkylglucose) and their oxyalkylenated derivatives; fatty alcohol ethers; sugar ethers and mixtures thereof. Glyceryl esters of fatty acids that may be mentioned include glyceryl stearate (glyceryl monostearate, distearate and / or tristearate). Polyethylene glycol esters of fatty acids that may be mentioned include polyethylene glycol monostearate 40 EO. Mixtures of these surfactants can also be used. The non-ionic surfactant may be present in the composition according to the present invention in an amount of 0.1% to 15% by weight, such as 0.15% to 10% by weight, relative to the total weight of the composition. Medium / solvent The composition according to the invention may advantageously comprise at least one medium / solvent, including water and / or an organic medium / solvent. Water The composition according to the invention may advantageously comprise water in various quantities. For low viscosity applications of the composition, for example in the form of a leave-on lotion, a relatively large quantity of water may be used. For example, water is used in a content greater than or equal to 40% by weight relative to the total weight of the composition. The water content in the low viscosity composition according to the invention preferably ranges from 40% to 99% by weight, more preferably from 50% to 90% by weight, or from 60% to 80% by weight, relative to the total weight of the composition. For high viscosity applications of the composition, for example in the form of a leave-on cream, a relatively smaller amount of water may be used. The high viscosity composition according to the invention advantageously comprises water in a content of less than or equal to 40% by weight relative to the total weight of the composition. The water content in the high viscosity composition according to the invention preferably ranges from 10% to 40% by weight, more preferably from 15% to 35% by weight, or from 20% to 30% by weight, relative to the total weight of the composition. Medium / organic solvent The composition according to the invention may also comprise one or more organic media / solvents, preferably water-soluble organic media / solvents (solubility greater than or equal to 5% in water at 25°C and at atmospheric pressure). Examples of organic media / solvents that may be cited include monoalcohols or diols, linear or branched, and preferably saturated; or polyols containing more than two hydroxyl functions, in particular C3-C6 polyols, such as glycerol; polyol ethers, alone or in mixture. The organic media / solvents, when present, are present in an amount ranging from 0.1% to 40% by weight, preferably from 1% to 30% by weight, or from 5% to 20% by weight, relative to the total weight of the composition according to the invention. pH correction agent The composition according to the present invention may comprise (3) at least one pH correcting agent (pH corrector). 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. As (3) pH correction agent, at least one acidifying agent and / or at least one basifying agent (alkaline agent) can be used. The acidifying agent may be a monovalent or polyvalent acid, such as divalent. 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, lactic acid, as well as sulfonic acids. The basifying agent may be a monovalent or polyvalent base, such as divalent. Basifying agents can be mineral (inorganic) or organic, or hybrid. 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. 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. Furthermore, the organic amines do not comprise any alkyl or alkenyl fatty chain containing more than ten carbon atoms. The organic basifying agent may be chosen, for example, from alkanolamines, oxyethylenated and / or oxypropylenated ethylenediamines, amino acids and amine compounds of formula (III) below: ) that R. — K Se; NWN° R7 in which W represents a divalent C1-C2 alkylene radical optionally substituted by one or more hydroxyl groups or a C1-C3 alkyl radical, and optionally interrupted by one or more heteroatoms such as O and N, and Rs R,, R,, and R, which may be the same or different, represent a hydrogen atom or a C;-C4 alkyl, C,-C4 hydroxyalkyl, or C,-Cs aminoalkyl radical Examples of amine compounds of formula (III) that may be mentioned include 1,3-diaminopropane, 1,3-diamino-2-propanol, spermine and spermidine. The term 'alkanolamine' means an organic amine comprising a primary, secondary or tertiary amine function, and one or more linear or branched C,-C alkyl groups; bearing one or more hydroxyl radicals. Alkanolamines such as monoalkanolamines, dialkanolamines or trialkanolamines comprising one to three identical or different C1-C2 hydroxyalkyl radicals may be suitable for the present invention. Among the compounds of this type, mention may be made of monoethanolamine (MEA), diethanolamine, triethanolamine, monoisopropanolamine, 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. The amino acids that 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. Amino acids that may be used in the present invention include, in particular, aspartic acid, glutamic acid, alanine, arginine, ornithine, citrulline, asparagine, carnitine, cysteine, glutamine, glycine, histidine, lysine, isoleucine, leucine, methionine, N-phenylalanine, proline, serine, taurine, threonine, tryptophan, tyrosine and valine. 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. Such basic amino acids may preferably be chosen from those corresponding to formula (IV) below: (IV) Jr R-—-CH, CH ' { co, in which R represents a group chosen from: » ; Nu -(CH,);-NH>, -(CH,).-NH>, -(CH,),-NH-CO-NH,, and ACH)NH—— C —NH, | NH Compounds corresponding to formula (IV) include histidine, lysine, arginine, ornithine and citrulline. 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, we may mention in particular pyridine, piperidine, imidazole, triazole, tetrazole and benzimidazole. The organic basifying agent may also be chosen from amino acid dipeptides. Amino acid dipeptides that may be used in the present invention include, in particular, carnosine, anserine and balein. 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 be made in particular 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. In a preferred embodiment of the present invention, the organic basifying agent may be chosen 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. Hybrid compounds that may be mentioned 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. The (3) 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, relative to the total weight of the composition. The (3) 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, relative to the total weight of the composition. The (3) 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, relative to the total weight of the composition. It is preferable that the composition according to the present invention has a pH of 4.5 or more, and more preferably 5 or more. It is preferable that the composition according to the present invention has a pH of 6.5 or less, and more preferably 6 or less. 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 to 6. The pH of the composition means the pH of the aqueous phase of the composition according to the present invention. It may be preferable that at least one buffer or buffering agent is also used, such as (3) 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. Any commonly known buffer can be used as a buffer. For example, salts of acids or bases, preferably salts of weak acids or weak bases, can be used. For example, sodium citrate or sodium lactate can be used as a buffer, if citric acid or lactic acid is used as the acidifying agent. Adjuvants In a known manner, the composition of the present invention may also contain adjuvants which are customary in the cosmetic, pharmaceutical and / or dermatological field depending on the end uses and / or the specific forms of the products, such as hydrophilic or lipophilic gelling agents, emulsifiers, hydrophilic or lipophilic active agents, preservatives, perfumes, fillers, pH correctors, odor absorbers and dyes. The amounts of these different adjuvants are those conventionally used in the field considered, and for example from 0.01 to 20% by weight of the total weight of the composition. These adjuvants and their concentrations must be such that they do not modify the property sought for the composition of the invention. The composition according to the invention is preferably in the form of an aqueous gel. In a preferred embodiment according to the invention, the composition comprises hydrophilic gelling agents. The compositions according to the invention can be manufactured by known processes, generally used in the cosmetic or dermatological field. The composition according to the invention finds its application in a large number of cosmetic treatments of keratinous materials such as the skin, the scalp or the mucous membranes (lips), and more particularly the skin, in particular in skin care, to lighten the skin. The subject of the invention is also a cosmetic process for caring for or making up keratinous materials, comprising the application to the keratinous materials of a composition as defined above. The subject of the invention is also a non-therapeutic cosmetic process for caring for or making up keratinous materials, comprising the application to the keratinous materials of a composition as defined above. The invention also relates to the cosmetic use of a composition as defined above, for the care or makeup of keratinous materials. More particularly, the subject of the invention is the cosmetic use of a composition as defined above, for skin care, preferably for lightening the skin, and / or reducing or lightening darker and / or more colored spots on the skin. skin. In a particular embodiment, the composition is suitable for the treatment of darker and / or more colored spots on the skin. EXAMPLES The following examples of compositions according to the invention are given by way of illustration and without limitation. The compounds are indicated by chemical name or INCI name. The quantities / concentrations of the ingredients in the compositions / formulas described below are expressed in % by weight, relative to the total weight of each composition / formula, unless otherwise indicated. [Tables 6] [INCI Name [Trade Name | Supplier [oLEIC ACID [KORTACID 1811 |PACIFIC O î 1811 PACIFIC OLEO-ICHEMICALS® 80 / 85 |BASF AJINOMOTO |OLEYL ALCOHOL HD-OCENOL® 80 / 85 V ISOPROPYL LAUROYL SAR- |JELDEW SL-205 COSINATE HEXYLDECANOL ISOFOL 16 GLYCERIN GLYCERINE 4861 | PENTYLENE GLYCOL [PUROLAN PD-LO TRISODIUM ETHYL- | |NATRLQUESTE30 NEDIAMINE DISUCCINATE ISOFOL 16 SASOL GLYCERINE 4861 | |OLEON PUROLANPD-LO | |LANXESS NATRLQUESTE30 | |INNOSPEC ACTIVE CHEMICALS Compound 20 is synthesized as indicated in Example 2 of patent EP3 390 363. Example To The inventive compositions of Ex.1-Ex.2, as well as the comparative compositions of EC.1 and EC.2, were prepared from the ingredients indicated in Table 1 below (in which the contents are indicated in % by weight of materials relative to the total weight of the composition): [Tables 7] qq [Ne 1 Ex. 1 Ex 2 EC.1 |EC.2 COMPOUND 20 0.5 0.5 0.5 0.5 PEG-40 STEARATE = — = = GLYCERYL STEARATE} ES # ES HEXYLDECANOL 3 3 OLEIC ACID 3 3 OLEYL ALCOHOL + + ISOPROPYL LAUROYL SAR- PF PB COSINATE CETYL ALCOHOL 1 1 1 1 GLYCERIN 3 3 3 3 PENTYLENE GLYCOL 3 3 3 3 SODIUM HYDROXIDE 0.08 jo12 lo08 lo12 TRISODIUM ETHYLENEDIAMINE |0.3 02 0 0 DISUCCINATE WATER |as. for |as for |as for |as- for qs for |qs for |qs for |qs for 100 100 100 100 The compositions were prepared according to the following steps, taking Ex.1 as an example: 1). Heat the surfactant, fatty compounds and, if used, to 75°C, mixing well until all solids have melted. 2). Mix water, glycol, chelator, and heat to 75°C, mixing well until there are no more lumps. 3). Transfer the oily phase into the aqueous phase at 75°C, mixing homogeneously for 15 min. 4). Cool to 30°C, 5). Finally, add compound 20 and Sodium Hydroxide to correct the pH to 5.7 + 0.3. Example B The inventive compositions Ex.1 and EC.1 prepared in Example A were evaluated for degradation of compound 20, by the following steps: Weigh exactly 100 mg of the inventive and comparative compositions respectively into 10 mL volumetric flasks; Add 2.5 mL of Ultra-pure water and tighten the lid, then vortex to obtain good dispersion, without obvious agglomeration; Fill with methanol to the volumetric flask line and close the lid tightly; Sonicate the solution for 5 minutes, then cool to room temperature; Stir the solution on the magnetic stir plate for 1.5 hours; and Filter the solution with a 0.4S / GHP filter to obtain the injection solution; and subsequently: First, perform UPLC (Ultra-performance liquid chromatography) analysis on the test compositions to obtain the degradation TO data of compound 20; each composition having two parallel samples to be analyzed; where TO means the time of the start of the degradation test; Then, put the compositions in a 55°C oven for an accelerated aging test for 2 weeks and 45°C for an accelerated aging test for 1 month or put the compositions in a 45°C oven for an accelerated aging test for 2 months; Finally, analyze the aged compositions; each composition having two parallel samples to analyze. The results were given in Table 2 below. [Tables 8] |FORMULA |EC.1 Ex. 1 TEST CONDITION fo 2 Weeks at 55°C |! Months at 45°C TO 2 Weeks at 55°C 1 Month at 45°C |EC.2 |Ex.2 | DOSE of Compound 20 [Remaining rate (%) of {%) Compound 20 0.45 90 55°C |o.44 88 = los 78 0.51 100 55e Jo.51 100 = lo4s 96 0.46 2 : \o35 m0 0.46 92 = Jo 82 [ro 2 Months at 45°C TO 2 Months at 45°C

Claims

Claims

1. Composition comprising the following components: A) at least one compound chosen from the compounds of formula (I) and tautomer of formula (I) below; and their salts, optical isomers, racemates, and / or solvates such as hydrates, alone or in mixture: D ÔO A is À Ra (TON page RER CL 6 {There H û # {F) Formulas (I) and (I) in which: -R, denotes a radical chosen from: a) a hydrogen atom; b) a linear saturated C,-C, or optionally gramified C,-C, alkyl group tively substituted by one or more groups, which may be identical or different, chosen from: 1) -O-R4 ii) -S-R4. - R, denotes a radical chosen from: a) a hydrogen atom; (b) a linear or branched C,-C, saturated hydrocarbon group or C:-Cscyclic, optionally substituted by one or more groups, which may be identical or different, chosen from: 1) -O-R3 11) -S-R3 111) -C(O)-OR;3 ; iv) a Cs-C, aryl group, optionally substituted with one or several hydroxyls and / or by one or more C,-C alkoxy radicals; (c) a C1-C12 aryl group, optionally substituted by one or more several hydroxyls and / or by one or more C,-C alkoxy radicals; - R; denotes a radical chosen from: a) a hydrogen atom; b) a linear C1-C10 or branched C7-C10 saturated alkyl group; B) a chelating agent chosen from succinic acid derivatives, such as ethylenediamine disuccinic acid, and a salt thereof.

2. A composition according to claim 1, wherein: - R, of formula (D) and (I) represents a hydrogen atom, Or - R, of formula (I) and (T') represents a linear alkyl group (C,-C;0) or branched (C1-C2), in particular a linear (C1-C2) alkyl group or branched (C;-C;), such as methyl, ethyl, n-pentyl, n-nonyl, isobutyl, more preferably ethyl; in particular said group alkyl of R, is not substituted.

3. Composition according to any one of the preceding claims, in which: - R; of formula (D) and (I) represents a hydrogen atom, Or - R, of formula (I) and (T') represents a linear alkyl group (C,-C;0) or branched (Cz-C10), in particular a linear alkyl group (C,-Ce) or branched (C;-C;), such as methyl, ethyl, n-pentyl, n-nonyl, isobutyl, more preferably methyl or ethyl; said alkyl group of Ry'not being substituted.

4. A composition according to claim 1 or 2, wherein: - Rz of formula (I) and (I) represents a linear (C;,-C;0) alkyl group or (C-C10) branched, in particular a linear (C1-C10) alkyl group or (C1-C2) branched, such as methyl, ethyl, n-pentyl, n-nonyl, isobutyl, more preferably methyl or ethyl; said alkyl group being substituted by one or more groups chosen from i), ii), iii) and iv) as defined in claim 1, preferably said group alkyl being substituted by one or two groups chosen from i), ii) and iii), more preferably by one or two groups chosen from i) and iii), better substituted by a group iii) such as carboxy.

5. A composition according to claim 1 or 2, wherein: - R; of formula (D) and (l') represents a cycloalkyl group (C;-Cg), preferably a cycloalkyl group (Cs-Cy) such as cyclohexyl; Or - R, of formula (I) and (T) represents a Cs-C, aryl group, optional- tively substituted by one or more hydroxyls and / or by one or several Cy-C; alkoxy radicals, preferably a phenyl group particular not substituted.

6. Composition according to any one of the preceding claims, in which: - R3 of formula (I) and (T') represents a hydrogen atom; Or - R3 of formula (D) and (I) represents a saturated C,-C10 alkyl group linear or Cz-C;, branched; in particular an alkyl group (C,-C4) linear or a branched (C1-C3) alkyl group, preferably a (C1-C4) alkyl group such as the methyl group.

7. Composition according to any one of the preceding claims, in which: - R, of formula (I) and (I) represents a radical chosen from: a) a hydrogen atom; (b) a linear C,-C, or optionally branched C,-C, saturated alkyl group; tively substituted by one or more groups, which may be identical or different, chosen from: 1) -O-R4 ii) -S-R3. preferably optionally substituted by one or more groups i) - R; of formula (I) and (T') represents a radical chosen from: a) a hydrogen atom; b) a linear saturated hydrocarbon group in C,-Cy0 or branched in C4-C10 or cyclic in C3-C; as in C5 -C6, optionally substituted by a or more groups, which may be the same or different, chosen among : 1) -O-R4 11) -SR-3 111) -C(O)-OR; ; iv) a phenyl group optionally substituted by one or more hy- droxyls and / or by one or more C,-C alkoxy radicals, such as methoxy; preferably substituted by one or more groups chosen from i) and iii), preferably iii) such as carboxy - R3 of formula (I) and (T') represents a radical chosen from: a) a hydrogen atom; b) a linear C1-C2 or branched C2-C5 saturated alkyl group; preferably, the compounds of formula (I) and the tautomer (T) or their salts, their optical isomers, racemates, and / or solvates such as hydrates and their derivatives, alone or in mixture; have the following meanings: - R, of formula (I) and (T') represents a radical chosen from: a) a hydrogen atom; (b) a linear C1-C2 or optionally branched C1-C3 saturated alkyl group tively substituted by one or more groups, which may be identical or different, chosen from i) -OR, more preferably unsubstituted; - R, of formula (I) and (l') represents a radical chosen from: a) a hydrogen atom; b) a linear C,-C, or branched C3-Cy0 saturated hydrocarbon group or cyclic C;-C; such as C5-C6, optionally substituted by one or more groups, which may be the same or different, chosen from: 1) -O-R4 iii) -C(O)-OR; ; iv) a C-C aryl group, optionally substituted by one or several hydroxyls and / or by one or more C,-C alkoxy radicals; - R3 of formula (I) and (l') represents a radical chosen from: a) a hydrogen atom; (b) a saturated linear C1-C2 or branched C4-C5 alkyl group; such that methyl or ethyl. [Claim Composition according to any one of the preceding claims, in which: the compound of formula (1) selected from the group consisting of compounds 1 to 24 below and their tautomer or their salts, their optical isomers, their racemates and / or their solvates such as hydrates, alone or in mixture, in particular compounds 1, 2, 4, 6, 7, 9, 11, 12, 14, 15, 16, 17, 18, 19, 20 or 21, more particularly 1, 9, 16, 18, 19, 20 or 21, preferably 18, 19, 20 or 21, more preferably 20: [Tables 9] 2, A, San, N-ethyl-2-{hiox0-1,2- Ro * dihyaropyridne-3- And carrexamicia Ÿ eus N-methy{-2-ihioxo-1,2- 5 € dihydropyridine % -3-carboxarräde ps ÊOE rm Ncocty-21hio20-1.2-6hydropyrdine | Se N-benayt-2-thioxo-1,2-EC; = * dinydropyrdine St RS -3-carboxarride ., FU % Z Nu N-phényi-2-Mtioxo-1,2- 0 M dihycropyridine md À Es -3-cartoxamide $ Ps ÿ € ETS es ++ f£ 0 Hi htrs H. À RE N-cyclohexoi-2-thioxo-1,2- Ê Ï * dihydropyrdine-3-carboxamide ST 5 PS. ; PM N-{2-t4-methonyphenyetra-2- qe SL thioxo Sets A 2-dihycrogyridine-3-carboxamice | 201 N-(2-mettulorenu{;2-thioxo-1,2-dihydropyridine-3-carboxamide gs = I * | Dep Se TS * € pra TS a ST N-pentyl-2-thiox0-1,2- BL dihydropyridine be -3-carboxamide N-nonyi-2-thiexo-1,2-dinyoropyridine-3-carboxamide The SEE Fu has VE 1 CE This PR to Sr + A N-(2-hydronyéthy / }-2-4hioxo-1 2- be DS ainydropyridine-3-catboxamide US x | NN-dietiyi Z-mercapionicotinamide | | f Sema Tout «“ pes or, himself, # N-ÉUN-(2-hydroxyethyl}-2-Hox0 -4,2-dihydropyridine-3-carboxamide EN À pe ae, É UOEX Ë 4e jacket ne, | hr 2nd Ë To of the 6th N-(2,3-dihydroxypropy{)-2-thiox0- VE» 1,2-ditydropyridine-3-carboxamide | D H FA éme ka ui N-{1,3-dihydroxypropan-2-y1)-2- gere NS thioxo # n —1,2-dihydropyridine-3-carboxanide | + Ets N-@-inioxo-1,2- dihydropysdin-3-y1 SatRoaKElanitais Ÿ M, it | N, 5 A, 8 Nage Se = ES ä f Sert " r> > PR born + Etise N-{(2-ihioxe-1.2- dihycropysdin-3-vi achoneionéos alanioaia. = Te a > ë y ï [ ES TS Éthiyt N-metiii!-N-{(2-thioxo-1,2- L € dihydropyridin-3- L, vdcarhorsBaucigate, » È Pin ER Etpu N-{(2-inioxe-t.2- a ri dhycropyndin-345 Kris B sarhonsiiakcinaie N-{{2-thioxo-1.2-dihycropyridin-3-44} | carbonyflolycin | guevng vs [24 CC È Sam N-métiu-M-{(2-{ioxo-1,2- | | Cor Ram re | es, * H | BF = NN-bis(2-hydroxyethyl)-2-thiato- OO E 2. 12 PTT difydropyridine-2-carboxantide ÿ À | OH 7 w, À À RS N-C3-IEIONE MEME Z-Hhiox0-3.2- | 23 | TES dihydropyridine-3-carboxamide 12 # A Anse “a Y not [Claim Non-therapeutic cosmetic process for depigmentation, lightening and / or bleaching of keratinous materials, preferably of the skin, comprising the step: application to keratinous material of the composition according to any one of claims | to 8.