WO1999065456A1 - Composition moussante pour le soin des cheveux - Google Patents

Composition moussante pour le soin des cheveux Download PDF

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Publication number
WO1999065456A1
WO1999065456A1 PCT/FR1999/001452 FR9901452W WO9965456A1 WO 1999065456 A1 WO1999065456 A1 WO 1999065456A1 FR 9901452 W FR9901452 W FR 9901452W WO 9965456 A1 WO9965456 A1 WO 9965456A1
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Prior art keywords
composition according
composition
chosen
alkyl
salts
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PCT/FR1999/001452
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English (en)
French (fr)
Inventor
Isabelle Preuilh
Anne-Emmanuelle Guise
Nathalie Willcox
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Galderma Research & Development, S.N.C.
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First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=9527638&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=WO1999065456(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Priority to HU0102190A priority Critical patent/HU228518B1/hu
Priority to CA002333427A priority patent/CA2333427C/fr
Priority to AU41514/99A priority patent/AU753735C/en
Priority to AT99925117T priority patent/ATE308960T1/de
Priority to PL344365A priority patent/PL198663B1/pl
Priority to IL13994099A priority patent/IL139940A0/xx
Priority to BRPI9911849A priority patent/BRPI9911849B8/pt
Application filed by Galderma Research & Development, S.N.C. filed Critical Galderma Research & Development, S.N.C.
Priority to EP99925117A priority patent/EP1087747B1/fr
Priority to DE69928253T priority patent/DE69928253T2/de
Priority to NZ507695A priority patent/NZ507695A/en
Priority to JP2000554336A priority patent/JP4091257B2/ja
Publication of WO1999065456A1 publication Critical patent/WO1999065456A1/fr
Priority to US09/709,477 priority patent/US7316810B1/en
Priority to NO20006471A priority patent/NO331206B1/no
Priority to US11/453,936 priority patent/US7700081B2/en
Priority to US11/984,018 priority patent/US8066975B2/en
Priority to US12/724,620 priority patent/US8066976B2/en

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/02Preparations for cleaning the hair
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/56Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/345Alcohols containing more than one hydroxy group
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37Esters of carboxylic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41Amines
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/42Amides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • A61K8/442Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof substituted by amido group(s)
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/463Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/63Steroids; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/64Proteins; Peptides; Derivatives or degradation products thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73Polysaccharides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73Polysaccharides
    • A61K8/731Cellulose; Quaternized cellulose derivatives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8158Homopolymers or copolymers of amides or imides, e.g. (meth) acrylamide; Compositions of derivatives of such polymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/92Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A61K8/922Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00Drugs for dermatological disorders
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00Drugs for dermatological disorders
    • A61P17/06Antipsoriatics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/59Mixtures
    • A61K2800/596Mixtures of surface active compounds

Definitions

  • the present invention relates to new foaming compositions for washing and treating hair and / or scalp, containing at least one active principle chosen from corticosteroids and retinoids, an anionic surfactant, an amphoteric surfactant and a propenetrant, as well than the treatment process using such compositions.
  • psoriasis is one of the most common skin conditions. This disease is observed in 1.4 to 2.9% of the population.
  • the scalp is one of the most popular sites for psoriasis; the latter mainly causes erythema, scaling, hyperkeratosis. pruritus and may also be responsible for a reduction in hair density.
  • the treatments used until now use salicylic acid, local steroids, anthralin or coal tar or wood tar. These treatments are unpleasant, in particular during the application of tar, and require long applications, in particular when hair ointments are used.
  • foaming compositions containing corticosteroids have been developed.
  • Patent BE 84515 describes a composition containing hydrocortisone in a solvent mixture consisting of 15 to 60% of aliphatic alcohol, 15 to 60% of propylene glycol and 5 to 60% of a third solubilizing agent taken from the group consisting of 2-hydroxyethyl salicylate , dipropylketone and dimethyl cocobenzylammonium chloride.
  • Patent EP 0 325 949 describes a solution comprising at least 2.5% of corticosteroids, from 25 to 80% of a nonionic surfactant, from 0 to 70% of ethanol, from 0 to 70% of propylene glycol, and a antimicrobial agent.
  • a nonionic surfactant from 0 to 70% of ethanol
  • propylene glycol from 0 to 70% of propylene glycol
  • a antimicrobial agent a solution comprising at least 2.5% of corticosteroids, from 25 to 80% of a nonionic surfactant, from 0 to 70% of ethanol, from 0 to 70% of propylene glycol, and a antimicrobial agent.
  • the solvents present in these compositions tend to evaporate very quickly.
  • the fluidity of these compositions makes application difficult and it is often necessary to apply these compositions by rubbing to allow effective penetration of the active ingredients, which has the consequence of further irritating the epidermis, or apply these compositions and leave them to act for several hours, which causes inconvenience for
  • a foam containing a corticosteroid a foam breaking agent, a propellant and buffer.
  • the foam-breaking agent is composed of an aliphatic alcohol, water, a fatty alcohol and a nonionic surfactant.
  • these foams are applied to keratin fibers, their resulting aesthetic appearance is not satisfactory and the scalp located under the keratin fibers may be insufficiently treated.
  • compositions which do not have the abovementioned drawbacks, that is to say a composition which makes it possible to improve the penetration of the active principle, while being of particularly easy use, having good cosmetic properties.
  • the Applicant has now developed a foaming composition having the properties mentioned above.
  • compositions of the present invention while allowing good penetration of the active ingredients, also exhibit an improvement in the cosmetic performance of the compositions for treatment of skin or hair conditions, the compositions of the invention leaving the hair soft, supple and not making it greasy. In addition, these compositions are easy to rinse.
  • the foaming compositions of the present invention made it possible, surprisingly, to obtain a foam having improved volume and compactness characteristics compared to the foaming compositions for the treatment of skin or scalp affections of the body.
  • prior art It has also been found that, surprisingly, the compositions which are the subject of the present invention are stable over time, making it possible to avoid precipitation of the active ingredients, and therefore remain clear.
  • One of the objects of the invention therefore consists of a foaming composition for washing and treating the hair and / or scalp.
  • Another object of the invention is a method for washing and treating the hair and / or scalp using such a composition.
  • An object of the invention is also a composition according to the invention for its application as a medicament.
  • An object of the invention is also the use of the compositions of the invention as a medicament and for the manufacture of a medicament intended for treating skin or hair conditions.
  • the foaming composition for washing and treating the hair and / or scalp is essentially characterized by the fact that it contains in an aqueous medium:
  • the corticosteroids can be chosen from alclometasone dipropionate. amcinonide, beclomethasone dipropionate, bethamethasone benzoate, bethamethasone dipropionate, bethamethasone valerate, budesonide, clobetasol propionate, preferably clobetasol propionate, clobetasol butyrate, clobetasol butyrate dexamethasone, diflorasone diacetate, diflucortolone valerate, flurandrenolone, fluprednidene acetate, fluocortolone, fluocortin butyl, fluocinonide, fluocinolone acetonide, fluclorolone acetonide, fluclorolone acetonide furdiline hydrochloride, flu
  • the retinoids can be chosen from t-trans retinoic acid, also called tretinoin or vitamin A acid, adapalene. isotretinoin, retinol, that is to say vitamin A and its derivatives, such as acetate, palmitate or retinol propionate, motretinide. etretinate, acitretin, zinc t-trans retinoate, third generation retinoids obtained by the addition of cyclic groups on the polyene side chain. also called arotinoids, or synthetic retinoids; or from pharmaceutically acceptable mixtures of these.
  • retinoids adapalene, 4- [7- (1-adamantyl) -6-methoxyethoxymethoxy-2-naphthyl] benzoic acid, 2- hydroxy-4- [3-oxo-3- (3-tert-butyl-4-methoxyphenyl) -1-propynylbenzoic acid and 4- (3, 5, 5,8,8, -pentamethyl-5.6,7,8- tetrahydro-2-naphthylthio) benzoic acid.
  • the active ingredient particularly preferred among corticosteroids is clobetasol 17-propionate.
  • the active ingredient can be used in proportions of 0.001 to 5%, preferably between 0.01 to 0.3%) and more preferably between 0.05 and 0.1% by weight relative to the total weight of the composition.
  • anionic surfactants In the context of the present invention, the nature of the anionic surfactants is not truly critical.
  • anionic surfactants which can be used, alone or mixed, mention may in particular be made of the salts (in particular alkaline salts, in particular sodium salts, ammonium salts, amine salts, amino alcohol salts or magnesium salts) of the following compounds: alkylsulphates, alkylethersulphates, alkylamidoethersulphates, alkylarylpolyethersulphates, monoglycerides sulftates, alkylsulphonates, alkylphosphates, alkylamidesulphonates, alkylarylsulphonates, ⁇ -olefin-sulphonates, paraffinulphonates alkylethersulfosuccinates, alkylamide sulfosuccinates, alkylsulfosuccinamates, alkylsulfoacetates, alkyletherphosphates, acylsarcosinates, acylisethionates and N-acyltau
  • anionic surfactants which can still be used, mention may also be made of the salts of fatty acids such as the salts of oleic, ricinoleic, palmitic, stearic acids, coconut oil or hydrogenated coconut oil acids, acyl lactylates whose acyl radical contains 8 to 20 carbon atoms.
  • Weakly anionic surfactants can also be used, such as alkyl D galactoside uronic acids and their salts, as well as polyoxyalkylenated (C 6 -C 24 ) alkyl ether acids, (C 6 - C 24 ) aryl ether carboxylic acids. polyoxyalkylenated, polyoxyalkylenated (C 6 - C2 4 ) amido ether carboxylic acids and their salts, in particular those comprising from 2 to 50 ethylene oxide groups, and mixtures thereof.
  • the salts of alkyl sulphates or of alkyl ether sulphates or their mixtures More particularly, it is preferred to use laurylethersulfate sodium (2 moles OE), in particular that marketed under the name “Texapon N70 ® ", sodium lauryl ether sulfate, particularly that marketed under the name “Sipon AOS 225 UP ® ", and sodium lauryl sulfate, especially that marketed under name "Texapon K 12 ® ".
  • anionic surfactants can be used in proportions of between 0.05 and 50%, preferably between 1 and 30% and more preferably between 2 and 25% of Active Matter (AM) by weight relative to the total weight of the composition.
  • Amphoteric surfactants the nature of which is not critical in the context of the present invention, can in particular be derivatives of aliphatic secondary or tertiary amines.
  • the aliphatic radical is a straight or branched chain containing 8 to 22 carbon atoms and containing at least one water-soluble anionic group (for example carboxylate, sulfonate, sulfate, phosphate or phosphonate); mention may also be alkyl (C 8 - C 20) alkylbetaines, sulfobetaines, (C 8 -C 20) alkylamido (C, -C 6) alkylbetaines or (C 8 -C 20) alkylamido (C 1 -C 6 ) sulfobetaines.
  • alkyl C 8 - C 20 alkylbetaines, sulfobetaines, (C 8 -C 20) alkylamido (C, -C 6) alkylbetaines or (C 8 -C 20) alkylamido (C 1 -C 6 ) sulfobetaines.
  • R 2 -CONHCH 2 CH 2 -N (R 3 ) (R 4 ) (CH 2 COO-) in which: R denotes an alkyl radical derived from an acid R -, - COOH present in hydrolyzed coconut oil. a heptyl radical. nonyl or undecyl, R 3 denotes a beta-hydroxyethyl group and R denotes a carboxymethyl group; and R 5 -CONCH 2 CH 2 -N (B) (C) in which: B represents -CH 2 CH 2 OX ', C represents - (CH 2 ) Z -Y', with z 1 or 2.
  • X ' denotes the group -CH 2 CH 2 -COOH or a hydrogen atom
  • HR 5 denotes an alkyl radical of an acid R 9 -COOH present in coconut oil or in hydrolysed linseed oil, an alkyl radical, in particular in C 7 , C Q , C or C 13 , a C 17 alkyl radical and its iso form, an C 17 unsaturated radical.
  • Disodium Lauroamphodiacetate Disodium caprylamphodiacetate.
  • cocolbetaines are particularly preferred and more particularly cocamidopropylbetaine, in particular that marketed under the name “Tegobetaine F50 ® ", cocamidopropylhydroxysultaine, especially that marketed under the name “Amonyl 675 SB ® “, and cocoylbain in particular those marketed under the names “Dehyton AB 30 ® “ and “Chimexane HC ® ".
  • amphoteric surfactants can be used in proportions of between 0.01 and 30%, preferably between 0.5 and
  • the ratio between the proportions in M.A. of the anionic surfactants and the amphoteric surfactants is preferably between 1 and 20, and more preferentially between 2 and 10.
  • the propenetrant which makes it possible to facilitate the penetration of the active ingredients, is preferably solubilizing the active ingredient present in the composition according to the invention. More particularly, it is selected from volatile alcohols C1 -C 4. like ethanol. isopropanol, among polyhydric alcohols such as propylene glycol and among glycol ethers such as ethoxydiglycol.
  • the preferred penetrating agent in the context of the present invention is ethanol.
  • the penetrating agents can be used in concentrations of between 0.1 and 25% and preferably between 5 and 10% by weight relative to the total weight of the composition.
  • the ratio between the proportion in MA of the anionic surfactants and the proportion of the penetrating agents is preferably between 0.1 and 10, and more preferentially between 0.5 and 5, and even more preferably between 1 and 2.
  • compositions which are the subject of the present invention can be thickened and their cosmetic properties improved by adding, for example, cationic polymers, acrylic polymers, cellulose derivatives, quaternized or not.
  • the cationic polymers which can be used in accordance with the present invention can be chosen from all those already known per se as improving the cosmetic properties of hair treated with detergent compositions, namely in particular those described in patent application EP-A-0 337 354 and in French patent applications FR-A- 2 270 846, 2 383 660.2 598 611, 2 470 596 and 2 519 863.
  • cationic polymer designates any polymer containing cationic groups and / or groups which can be ionized into cationic groups.
  • the preferred cationic polymers are chosen from those which contain units comprising primary, secondary, tertiary and / or quaternary amine groups which can either be part of the main polymer chain, or be carried by a lateral substituent directly linked thereto.
  • the cationic polymers used generally have a number-average molecular mass of between 500 and 5.10 6 approximately, and preferably between 10 3 and 3.10 6 approximately.
  • quaternized proteins or protein hydrolysates
  • polymers of the polyamine, polyaminoamide and poly quaternary ammonium type are known products.
  • the proteins or hydrolysates of quaternized proteins are in particular chemically modified polypeptides carrying at the end of the chain, or grafted onto it, quaternary ammonium groups. Their molecular mass can vary for example from 1,500 to 10,000, and in particular from 2,000 to 5,000 approximately.
  • - collagen hydrolysates carrying groups triethylammonium such as the products sold under the name "Quat-Pro E” by the company MAYBROOK and called in the CTFA dictionary "Triethonium Hydrolyzed Collagen Ethosulfate";
  • - protein hydrolysates carrying quaternary ammonium groups on the polypeptide chain comprising at least one alkyl radical having from 1 to 18 carbon atoms.
  • Crotein Q the quaternary ammonium groups of which comprise at least one alkyl group having from 1 to 18 carbon atoms.
  • quaternized proteins or hydrolysates are, for example, those corresponding to the formula: CH,
  • X ⁇ is an anion of an organic or mineral acid
  • A denotes a protein residue derived from collagen protein hydrolysates
  • R 5 denotes a lipophilic group containing up to 30 carbon atoms
  • R 6 represents a group alkylene having 1 to 6 carbon atoms.
  • quaternized vegetable proteins such as wheat, corn or soy proteins: as quaternized wheat proteins
  • quaternary polyammonium which can be used in accordance with the present invention, which may be mentioned in particular, are those described in French patents No. 2,505,348 or 2,542,997. Among these polymers, there may be mentioned:
  • Cationic cellulose derivatives such as cellulose copolymers or cellulose derivatives grafted with a water-soluble quaternary ammonium monomer, and described in particular in US Pat. No. 4,131,576, such as hydroxyalkyl celluloses, such as hydroxymethyl- , hydroxyethyl- or hydroxypropyl celluloses grafted in particular with a salt of methacryloylethyl trimethylammonium, of methacrylmidopropyl trimethylarrimonium, of dimethyldiallylammonium.
  • the marketed products meeting this definition are more particularly the products sold under the name "Celquat SC 240", “Celquat L 200" and “Celquat H 100” by the National Starch Company.
  • the cationic polysaccharides described more particularly in US patents 3,589,578 and 4,031,307 such as guar gums containing cationic trialkylammonium groups. Guar gums modified with a salt (eg chloride) of 2,3-epoxypropyl trimethylammonium are used, for example.
  • Such products are sold in particular under the trade names of JAGUAR C13 S, JAGUAR C 15. JAGUAR C 17 or JAGUAR Cl 62 by the company MEYHALL.
  • polymers consisting of piperazinyl units and divalent alkylene or hydroxyalkylene radicals with straight or branched chains, optionally interrupted by oxygen, sulfur, nitrogen atoms or by aromatic or heterocyclic rings, as well as the products oxidation and / or quaternization of these polymers.
  • Such polymers are described in particular in French patents 2,162,025 and 2,280,361; (6) water-soluble polyaminoamides prepared in particular by polycondensation of an acidic compound with a polyamine; these polyaminoamides can be crosslinked with an epLhalohydrin, a diepoxide, a dianhydride, an unsaturated dianhydride, a bis-unsaturated derivative, a bishalohydrin, a bis-azetidinium.
  • Such polymers are described in particular in French patents 2,252,840 and 2,368,508;
  • polyaminoamide derivatives resulting from the condensation of polyalkylene polyamines with polycarboxylic acids followed by alkylation by bifunctional agents Mention may be made, for example, of the adipic acid-diacoylaminohydroxyalkoyldialoylene triamine polymers in which the alkyl radical contains from 1 to 4 carbon atoms and preferably denotes methyl, ethyl, propyl. Such polymers are described in particular in French patent 1,583,363.
  • adipic acid / dimethylaminohydroxypropyl / diethylene triamine polymers sold under the name "Cartaretine F, F4 or F8" by the company Sandoz.
  • the molar ratio between the polyalkylene polylamine and the dicarboxylic acid being between 0.8: 1 and 1.4: 1; the resulting polyaminoamide being reacted with epichlorohydrin in a molar ratio of epichlorohydrin with ratio to the secondary amine group of the polyaminoamide of between 0.5: 1 and 1.8: 1.
  • Such polymers are described in particular in US patents 3,227,615 and 2,961,347.
  • Polymers of this type are in particular sold under the name "Hercosett 57” by the company Hercules Inc. or else under the name of "PD 170” or “Delsette 101” by the company Hercules in the case of the adipic acid copolymer / epoxypropyl / diethylene-triamine.
  • R ] 2 denotes a hydrogen atom or a methyl radical
  • J0 R and R independently of one another, denote an alkyl group having 1 to 22 carbon atoms, a hydroxyalkyl group in which the alkyl group preferably has 1 to 5 carbon atoms, a lower amidoalkyl group or R 10 and R n can denote, jointly with the nitrogen atom to which they are attached, heterocyclic groups, such as piperidinyl or morpholinyl
  • Y ⁇ is an anion such as bromide, chloride, acetate.
  • R 13 , R 14 , R 15 and R 16 identical or different, represent aliphatic, alicyclic, or arylaliphatic radicals containing from 1 to 20 carbon atoms or lower hydroxyalkylaliphatic radicals, or alternatively R 13 .
  • R 14 , R 15 and R 16 together or separately, constitute with the nitrogen atoms to which they are attached heterocycles possibly containing a second heteroatom other than nitrogen or else
  • R 13 , R ] 4 , R 15 and R 16 represent a linear or branched C j -C 6 alkyl radical substituted by a nitrile, ester, acyl, amide or -CO-OR ⁇ -D or -CO-NH-R ⁇ -D group where R 17 is an alkylene and D a quaternary ammonium group;
  • a j and B j represent polymethylenic groups containing from 2 to 20 carbon atoms which may be linear or branched, saturated or unsaturated, and which may contain, linked to or intercalated in the main chain, one or more aromatic rings, or one or more oxygen, sulfur or sulphoxide groups, sul one.
  • a j denotes a linear or branched, saturated or unsaturated alkylene or hydroxyalkylene radical
  • B j can also denote a group (CH 2 ) n -CO-D-OC- (CH 2 ) n in which D denotes: a) a glycol residue of formula: -OZO-, where Z denotes a linear or branched hydrocarbon radical or a group corresponding to l '' one of the following formulas: - (CH 2 -CH r O) ⁇ -CH 2 -CH 2 -
  • x and y denote an integer from 1 to 4. representing a defined and unique degree of polymerization or any number of 1 to 4 representing an average degree of polymerization; b) a bis-secondary diamine residue such as a piperazine derivative; c) a bis-primary diamine residue of formula: -NH-Y-NH-.
  • Y denotes a linear or branched hydrocarbon-based radical, or else the bivalent radical -CH 2 -CH 2 -SS-CH 2 -CH 2 -; d) a ureylene group of formula: -NH-CO-NH-:
  • X ⁇ is an anion such as chloride or bromide.
  • These polymers have a number-average molecular mass generally between 1000 and 100,000.
  • R 18 , R 19 , R 20 and R 21 identical or different, represent a hydrogen atom or a methyl, ethyl, propyl, ⁇ -hydroxyethyl, ⁇ -hydroxypropyl or -CH 2 CH 2 (OCH 2 CH 2 ) radical p OH, where p is equal to 0 or an integer between 1 and 6, provided that R 18 , R 19 , R 20 and R 21 do not simultaneously represent a hydrogen atom, r and s, identical or are whole numbers between 1 and 6 q is 0 or an integer between 1 and 34,
  • X denotes a halogen atom
  • A denotes a radical of a dihalide or preferably represents -CH 2 CH 2 -0-CH 2 -CH 2 -.
  • the groups R 22 independently denote H or CH 3
  • the groups A 1 independently denote a linear or branched alkyl group of 1 to 6 carbon atoms or a group hydroxyalkyl of 1 to 4 carbon atoms
  • the groups R 23 , R 2 , R 25 identical or different, independently denoting an alkyl group of 1 to 18 carbon atoms or a benzyl radical
  • the groups R 26 and R 27 represent a hydrogen atom or an alkyl group of 1 to 6 carbon atoms.
  • X 2 ⁇ denotes an anion, for example methosulfate or halide, such as chloride or bromide.
  • the comonomer (s) that can be used in the preparation of the corresponding copolymers belong to the family of acrylamides, methacrylamides, diacetone acrylamides, acrylamides and methacrylamides substituted with nitrogen by lower alkyls, alkyl esters, acrylic or methacrylic acids.
  • vinylpyrrolidone or vinyl esters (13) Quaternary polymers of vinylpyrrolidone and of vinylimidazole such as, for example, the products sold under the names Luviquat FC 905, FC 550 and FC 370 by the company B.A.S.F ..
  • Crosslinked polymers of methacryloyloxyethyluethylimethylammonium chloride such as polymers obtained by homopolymerization of dimethylaminoethylmethacrylate quaternized with methyl chloride, or by copolymerization of acrylamide with dimethylaminoethylmethacrylate quaternized with methyl chloride, homo or copolymerization being followed by crosslinking with an olefinically unsaturated compound, in particular methylene bis acrylamide, use may more particularly be made of a crosslinked acrylamide / methacryloyloxyethyl chloride trimmed ylammonium copolymer (20/80 by weight) in the form of a dispersion containing 50% by weight of said copolymer in mineral oil.
  • This dispersion is sold under the name "SALCARE SC 92" by the company ALLIED COLLOIDS. It is also possible to use a crosslinked homopolymer of methacryloyloxyethyl chloride. trimethylammonium containing approximately 50% by weight of the homopolymer in mineral oil. This dispersion is marketed under the name of "SALCARE SC 95" by the company ALLIED COLLOIDS.
  • Other cationic polymers which can be used in the context of the invention are polyalkyleneimines, in particular polyethyleneimines, polymers containing vinylpyridine or vinylpyridinium units, condensates of polyamines and epichlorohydrin, quaternary polyureylenes and chitin derivatives.
  • the polymers chosen from Mirapol the compound of formula (VII) in which R 13 , R 14 , R 15 and R 16 represent the methyl radical.
  • A represents the radical of formula - (CH 2 ) - and B, represents the radical of formula - (CH 2 ) 6 - and X® represents the chloride pion (subsequently named Mexomer PO) and the compound of formula (VII) in which R 13 and R 14 represent the ethyl radical, R 15 and R 1 ( represent the methyl radical, A j and B j represent the radical of formula - (CH 2 ) 3 - and X® represents the bromide pennant (subsequently named Mexomer PAK) .
  • the cationic polymer (s) can represent from 0.001% to 10% by weight, preferably from 0.005% to 5? by weight, and even more preferably from 0.01% to 3% by weight, of the total weight of the final composition.
  • the aqueous medium may contain, in addition to water, cosmetically acceptable solvents other than the propenetrant, such as monoalcohols, polyalcohols, glycol ethers used alone or as a mixture.
  • the solvents are preferably used in proportions of 0.5 to 10% by weight relative to the total weight of the composition.
  • the pH of the compositions is preferably between 2 and 9 and in particular between 3 and 8.
  • the pH is advantageously between 5.5 and 6.5. It is adjusted by cosmetically acceptable basifying or acidifying agents.
  • the compositions in accordance with the invention may also contain other adjuvants used in foaming compositions such as shampoos, and in particular ceramides, such as those described in French patent FR 2 673 179, glycoceramides, non-surface active agents.
  • ionics which can be chosen from alcohols, alphadiols, alkylphenols.
  • alkylpolyglycosides N-alkyl glycamine derivatives, amine oxides such as amino (C 10 -C 1 ) oxides or oxides of N-acylaminopropylmo holine.
  • the alkylpolyglycosides and alfadiol alcohols alkylphenols of polyglycerolated fatty acids are more particularly preferred.
  • the compositions can also contain thickening agents chosen in particular from sodium alginate, gum arabic, cellulose derivatives such as methylcellulose.
  • the thickener can also be obtained by mixing polyethylene glycol and polyethylene glycol stearates or distearates or by mixing phosphoric esters and amides.
  • compositions in accordance with the invention may also contain dyes, viscosity modifiers, pearlescent agents, hydrating agents, anti-dandruff agents, antiseborrhoeic agents, sun filters, proteins, vitamins, hydroxy acids, salts, perfumes, preservatives, sequestrants, softeners, foam modifiers, detoxifiers or mixtures thereof.
  • Conditioners can also be used such as natural oils, hydrogenated or not, synthetic or not, hydrocarbon, cyclic or aliphatic, linear or branched (saturated or not), volatile or non-silicone, organomodified or not, soluble or not, perfluorinated or fluorinated oils, polybutenes and polyisobutenes, fatty esters in liquid, pasty or solid form, esters of polyhydric alcohols, glycerides, natural or synthetic waxes, gums and silicone resins, salts of quaternary ammonium such as for example the compound classified in the CTFA dictionary, 7th edition,
  • compositions are more particularly in the form of liquids, optionally thickened.
  • compositions according to the invention are more particularly used as shampoos for the treatment of hair or scalp.
  • the composition is preferably applied to wet or dry hair, then a light massage is carried out during which a foam is formed, then rinsed and. optionally, the shampoo is applied again followed by a further rinse with water.
  • An object of the invention is also a foaming composition as defined above for its application as a medicament.
  • the present invention also relates to the use of a composition as defined above for the manufacture of a medicament intended for treating affections of the scalp.
  • compositions according to the invention are very particularly indicated in the treatment of eczemas, eczematous or psoriatic erythroderma, pruritic lesions, chronic lupus erythematosus, psoriasis and plaque parapsoriasis. These treatments generally require an application as described above 2 to 3 times a week.
  • compositions according to the invention will now be given by way of illustration and without any limiting character.
  • the following shampoo is prepared:
  • Texapon N70® Laurylether sodium sulfate
  • the following shampoo is prepared:
  • the following shampoo is prepared:
  • the following shampoo is prepared:
  • the following shampoo is prepared:
  • the following shampoo is prepared:
  • the following shampoo is prepared:
  • the following shampoo is prepared: - Citric acid 0.24 g
  • the following shampoo is prepared:
  • the following shampoo is prepared:
  • the following shampoo is prepared:
  • the following shampoo is prepared:
  • the following shampoo is prepared:
  • the following shampoo is prepared:
PCT/FR1999/001452 1998-06-19 1999-06-17 Composition moussante pour le soin des cheveux WO1999065456A1 (fr)

Priority Applications (16)

Application Number Priority Date Filing Date Title
EP99925117A EP1087747B1 (fr) 1998-06-19 1999-06-17 Composition moussante pour le soin des cheveux
DE69928253T DE69928253T2 (de) 1998-06-19 1999-06-17 Schäumendes haarpflegemittel
CA002333427A CA2333427C (fr) 1998-06-19 1999-06-17 Composition moussante pour le soin des cheveux
NZ507695A NZ507695A (en) 1998-06-19 1999-06-17 Foaming composition for treatment of psoriasis and other scalp conditions
PL344365A PL198663B1 (pl) 1998-06-19 1999-06-17 Kompozycja pieniąca do pielęgnacji włosów
IL13994099A IL139940A0 (en) 1998-06-19 1999-06-17 Foaming composition for hair care
BRPI9911849A BRPI9911849B8 (pt) 1998-06-19 1999-06-17 composição espumante para a lavagem e o tratamento dos cabelos e/ou do couro cabeludo.
HU0102190A HU228518B1 (en) 1998-06-19 1999-06-17 Foaming composition for hair care
JP2000554336A JP4091257B2 (ja) 1998-06-19 1999-06-17 毛髪保護用起泡剤組成物
AU41514/99A AU753735C (en) 1998-06-19 1999-06-17 Foaming composition for hair care
AT99925117T ATE308960T1 (de) 1998-06-19 1999-06-17 Schäumendes haarpflegemittel
US09/709,477 US7316810B1 (en) 1998-06-19 2000-11-13 Foaming composition for washing and treating hair and/or scalp based on an active principle
NO20006471A NO331206B1 (no) 1998-06-19 2000-12-18 Skumblanding for vasking og behandling av har og/eller hodebunn, samt anvendelse derav
US11/453,936 US7700081B2 (en) 1998-06-19 2006-06-16 Foaming compositions for hair care
US11/984,018 US8066975B2 (en) 1998-06-19 2007-11-13 Foaming composition for washing and treating hair and/or scalp based on an active principle
US12/724,620 US8066976B2 (en) 1998-06-19 2010-03-16 Foaming compositions for hair care

Applications Claiming Priority (2)

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FR9807802A FR2761600B1 (fr) 1998-06-19 1998-06-19 Composition moussante pour le lavage et le traitement des cheveux et/ou du cuir chevelu a base d'un principe actif, d'un tensioactif anionique, d'un tensioactif amphotere et d'un agent propenetrant
FR98/07802 1998-06-19

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WO1996001632A1 (en) * 1994-07-11 1996-01-25 Sandra Brown Method and compound for the treatment of hair loss
WO1997027835A1 (en) * 1996-02-02 1997-08-07 Unilever Plc Personal care composition

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7820186B2 (en) 2001-12-21 2010-10-26 Galderma Research & Development Gel composition for once-daily treatment of common acne comprising a combination of benzoyl peroxide and adapalene and/or adapalene salt
US7964202B2 (en) 2001-12-21 2011-06-21 Galderma Research & Development, S.N.C. Method for treatment of common acne
US8105618B2 (en) 2001-12-21 2012-01-31 Galderma Research & Development Dermatological/cosmetic gels comprising at least one retinoid and/or retinoid salt and benzoyl peroxide
US8241649B2 (en) 2001-12-21 2012-08-14 Galderma Research & Development Dermatological/cosmetic gels comprising at least one retinoid and/or retinoid salt and benzoyl peroxide
US8936800B2 (en) 2001-12-21 2015-01-20 Galderma Research & Development Gel composition for treatment of common acne comprising a combination of benzoyl peroxide and adapalene and/or adapalene salt
US9814690B2 (en) 2001-12-21 2017-11-14 Galderma Research & Development Gel composition for treatment of common acne comprising a combination of benzoyl peroxide and adapalene and/or adapalene salt
WO2006061260A1 (en) * 2004-12-08 2006-06-15 Galderma S.A. Clobetasol propionate shampoos for the treatment of seborrheic dermatitis of the scalp
US10925814B2 (en) 2006-12-21 2021-02-23 Galderma Research & Development Cream gels comprising at least one retinoid and benzoyl peroxide

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RU2001101891A (ru) 2004-02-20
NO20006471L (no) 2000-12-18
FR2761600B1 (fr) 2000-03-31
ATE444054T1 (de) 2009-10-15
JP4091257B2 (ja) 2008-05-28
BR9911849B1 (pt) 2015-02-10
AR019321A1 (es) 2002-02-13
EP1695691A3 (fr) 2007-07-04
CA2333427A1 (fr) 1999-12-23
US20100234337A1 (en) 2010-09-16
US8066975B2 (en) 2011-11-29
DE69928253T2 (de) 2006-07-20
BRPI9911849B8 (pt) 2021-05-25
US20080070878A1 (en) 2008-03-20
AU4151499A (en) 2000-01-05
DE69928253D1 (de) 2005-12-15
BR9911849A (pt) 2001-05-02
EP1695691A2 (fr) 2006-08-30
NO331206B1 (no) 2011-10-31
ZA200006073B (en) 2001-06-25
HUP0102190A3 (en) 2011-05-30
JP2005298518A (ja) 2005-10-27
ATE308960T1 (de) 2005-11-15
PL344365A1 (en) 2001-11-05
CN1306413A (zh) 2001-08-01
AU753735B2 (en) 2002-10-24
US7700081B2 (en) 2010-04-20
IL139940A0 (en) 2002-02-10
US8066976B2 (en) 2011-11-29
DE69941497D1 (de) 2009-11-12
HU228518B1 (en) 2013-03-28
KR100501783B1 (ko) 2005-07-18
US20060233735A1 (en) 2006-10-19
US7316810B1 (en) 2008-01-08
EP1087747A1 (fr) 2001-04-04
HUP0102190A2 (hu) 2001-11-28
CA2333427C (fr) 2007-01-09
DK1087747T3 (da) 2006-03-06
CN1171579C (zh) 2004-10-20
EP1695691B1 (fr) 2009-09-30
ES2247805T3 (es) 2006-03-01
JP2002518311A (ja) 2002-06-25
RU2193388C2 (ru) 2002-11-27
HK1089956A1 (en) 2006-12-15
PL198663B1 (pl) 2008-07-31
NO20006471D0 (no) 2000-12-18
FR2761600A1 (fr) 1998-10-09
EP1087747B1 (fr) 2005-11-09
NZ507695A (en) 2004-01-30
KR20010052883A (ko) 2001-06-25

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