WO1982004190A1 - Compositions cosmetiques a application topique dans le traitement de la seborrhee - Google Patents

Compositions cosmetiques a application topique dans le traitement de la seborrhee Download PDF

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Publication number
WO1982004190A1
WO1982004190A1 PCT/EP1982/000110 EP8200110W WO8204190A1 WO 1982004190 A1 WO1982004190 A1 WO 1982004190A1 EP 8200110 W EP8200110 W EP 8200110W WO 8204190 A1 WO8204190 A1 WO 8204190A1
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WO
WIPO (PCT)
Prior art keywords
carbon atoms
group
alkyl group
alkoxy group
compounds
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/EP1982/000110
Other languages
German (de)
English (en)
Inventor
Kgaa Henkel
Hinrich Moeller
Siegfried Wallat
Friedhelm Bartnik
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of WO1982004190A1 publication Critical patent/WO1982004190A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/008—Preparations for oily skin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/42—Amides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/02—Preparations for cleaning the hair

Definitions

  • the invention relates to topical cosmetic preparations for improving the greasy and unaesthetic appearance of the hair and skin, in particular for the treatment of heavily greasy hair.
  • Arylalkanoic acids for the preparation of the compounds of the formula I are, for example:
  • alcohol components for the preparation of the arylalkenates to be used according to the invention are, for example, methanol, ethanol, propanol, isopropanol, n-butanol, iso-butanol, sec. Butanol, tert. Butanol, benzyl alcohol suitable.
  • suitable amide components for the arylalkenamides to be used according to the invention are, for example: Methyl, dimethyl, ethyl, diethyl, propyl, dipropyl, methylpropyl, 2-propyl, butyl, dibutyl, 2-butyl, sec. Butyl, tert-butyl, benzyl amide, anilide, N-methyl anilide, piperidide, 2-methyl, 3-methyl, 4-methyl piperidide, 2,6-dimethyl, 3,5-diraethyl piperidide, morpholide and 2,6-dimethylmorpholide.
  • the ethyl esters are particularly effective; Hydroxy- and alkoxy-substituted cinnamic acid esters are preferred, in particular derivatives substituted in the 3- and / or 4-position.
  • the cosmetic preparations according to the invention are solutions of the active compounds of formula I to be used in water, in alcohol, in aqueous-alcoholic mixtures, in oil, suspensions, in gels, emulsions, ointments, pastes, aerosols. They can be used in almost all for the treatment of Skin and hair usual cosmetic agents are incorporated to give these sebosuppressive properties.
  • the cosmetic preparations according to the invention can be in the form of hair lotions, shampoos, cures, rinses or also in the form of skin lotions and shake mixtures.
  • the preparations according to the invention contain known carriers and auxiliaries such as water, solvents, surface-active compounds, oils and fats, waxes, perfume oils, dyes, preservatives and the like.
  • An advantageous form of application for the treatment of greasy hair is the shampoo.
  • such shampoos can contain anionic, cationic, nonionic or amphoteric surfactants, dyes,
  • the cosmetic preparations according to the invention contain the unsaturated arylalkanoic acid derivatives in an amount of 0.01 to 20 percent by weight, preferably 1 to 10 percent by weight, based on the weight of the entire preparation.
  • Preparations can be used daily; however, satisfactory results are achieved with a single weekly application.
  • the greasy appearance of the hair is reduced and the after greasing is delayed, which gives the possibility of normal hair care.
  • the preparation according to the invention is used in the form of skin creams or milk preparations or shake mixtures, it is possible to permanently improve its appearance by regular use on the skin.
  • the antiseborrhosic effect of the compounds used in the cosmetic preparations according to the invention was investigated in more detail by animal experiments described below.
  • Male Wlstar rats of 220-230 g body weight served as experimental animals.
  • This test is based on the observation that young female rats and male rats after washing with surfactant solution or a lipid solvent and also male rats which have been systemically treated with estrogens only have the normal light pink skin after shearing; in parallel, only comparatively very small amounts of lipid can be extracted from the cut hair.
  • test substances in the form of a 1% solution in ethanol or ethanol / acetone (1: 1) were brushed on each side of 6 rats on the back skin. The other side was only treated with the solvent without active substance (control side). During the test period of 14 days, application was carried out once on a total of 9 days. A group of 6 rats, which remained completely untreated, served for further control. At the end of the experiment, the animals were shorn on the back and on the flanks and independently assessed visually by a panel of judges (6 people) under double-blind conditions.
  • Kie The first criterion was assessed whether the majority of the assessors correctly recognized the treated side, whereby Kie was differentiated as follows:
  • the second criterion was the difference between the right and left side, whereby 1 point was to be awarded for each judge and animal, in such a way that the darker side with 1 and the lighter side with 0 and, in the case of equality, both sides with 0, 5 were graded.
  • Table 1 shows the evaluation results according to the aforementioned scheme for the substances examined.
  • topical preparations according to the invention for the treatment of strongly oily hair and seborrhoeic skin are given below.

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Dermatology (AREA)
  • Emergency Medicine (AREA)
  • Cosmetics (AREA)

Abstract

Produits cosmetiques contenant des composes de formule generale (I) (FORMULE) dans laquelle R1, R2 et R3 signifient, independamment l'un de l'autre, un atome d'hydrogene, un groupe alkyl inferieur avec 1 a 4 atomes de carbone, un atome d'halogene, un groupe alkoxy avec 1 a 14 atomes de carbone et eventuellement substitue, un groupe hydroxyle, ainsi que deux des restes peuvent former, en commun avec le noyau benzenique, un polycycle naphthaline, eventuellement substitue, dans laquelle n signifie un des chiffres 0 ou 1, dans laquelle R4 signifie de l'hydrogene ou un groupe alkyl inferieur avec 1 a 4 atomes de carbone et dans laquelle Y signifie un groupe alkoxy avec 1 a 4 atomes de carbone, un groupe aralkoxy ou un groupe amine de formule partielle NR5R6, ou R5 et R6 designent l'hydrogene, un groupe alkyl avec 1 a 14 atomes de carbone, un groupe aryl ou un groupe aralkyl, respectivement R5 et R6 peuvent former un heterocycle en combinaison avec l'azote. Ces composes s'adjoignent a la composition en des quantites allant de 0,01 a 20% en poids, en particulier en des quantites allant de 1 a 10% en poids, par rapport a l'ensemble de la composition. Parmi ces composes on prefere utiliser les esters, en particulier les esters d'acide phenyl-alkenique, substitue de groupes alkoxy et/ou hydroxy.
PCT/EP1982/000110 1981-05-27 1982-05-21 Compositions cosmetiques a application topique dans le traitement de la seborrhee Ceased WO1982004190A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19813121091 DE3121091A1 (de) 1981-05-27 1981-05-27 Topische, kosmetische zubereitungen zur behandlung von seborrhoe
DE3121091810527 1981-05-27

Publications (1)

Publication Number Publication Date
WO1982004190A1 true WO1982004190A1 (fr) 1982-12-09

Family

ID=6133339

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1982/000110 Ceased WO1982004190A1 (fr) 1981-05-27 1982-05-21 Compositions cosmetiques a application topique dans le traitement de la seborrhee

Country Status (3)

Country Link
DE (1) DE3121091A1 (fr)
IT (1) IT1151175B (fr)
WO (1) WO1982004190A1 (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2580277B1 (fr) * 1985-04-15 1988-06-10 Oreal Nouveaux derives naphtaleniques a action retinoique, le ur procede de preparation et compositions medicamenteuse et cosmetique les contenant
LU86345A1 (fr) * 1986-03-06 1987-11-11 Oreal Nouveaux derives benzofuranniques,leurs procedes de preparation et compositions medicamenteuse et cosmetique les contenant
DE3738407A1 (de) * 1987-11-12 1989-05-24 Henkel Kgaa Sebosuppressive topische zubereitungen

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SU260826A1 (ru) * Всесоюзный научно исследовательский институт синтетических Фотозащитный компонент косметических изделий
US3714241A (en) * 1969-10-29 1973-01-30 Merck & Co Inc PREPARATION OF alpha -METHYL-3,4-DISUBSTITUTED PHENYLALANINES
US3755604A (en) * 1970-12-14 1973-08-28 Mead Johnson & Co Sebum inhibitors
GB1370236A (en) * 1972-01-11 1974-10-16 Unilever Ltd Skin composition
DE2542366A1 (de) * 1974-09-24 1976-04-08 Hoffmann La Roche Kosmetisches haar- bzw. kopfhautpflegemittel
FR2315908A1 (fr) * 1975-07-02 1977-01-28 Henkel & Cie Gmbh Produits antisolaires pour l'usage corporel
FR2390160A1 (fr) * 1977-05-12 1978-12-08 Henkel Kgaa Agents anti-inflammatoires pour produits cosmetiques

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1547573A (fr) * 1967-09-14 1968-11-29 Substance cosmétique pour la croissance des cheveux

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SU260826A1 (ru) * Всесоюзный научно исследовательский институт синтетических Фотозащитный компонент косметических изделий
US3714241A (en) * 1969-10-29 1973-01-30 Merck & Co Inc PREPARATION OF alpha -METHYL-3,4-DISUBSTITUTED PHENYLALANINES
US3755604A (en) * 1970-12-14 1973-08-28 Mead Johnson & Co Sebum inhibitors
GB1370236A (en) * 1972-01-11 1974-10-16 Unilever Ltd Skin composition
DE2542366A1 (de) * 1974-09-24 1976-04-08 Hoffmann La Roche Kosmetisches haar- bzw. kopfhautpflegemittel
FR2315908A1 (fr) * 1975-07-02 1977-01-28 Henkel & Cie Gmbh Produits antisolaires pour l'usage corporel
FR2390160A1 (fr) * 1977-05-12 1978-12-08 Henkel Kgaa Agents anti-inflammatoires pour produits cosmetiques

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
Chemical Abstracts, Vol. 73, no. 2, 13 July 1970 (Columbus, Ohio, US) page 244, column 2, abstract 7091w; & SU-A-260 826, 6 January 1970, All-Union Scientific Research Institute of Synthetic and Natural Perfumes *

Also Published As

Publication number Publication date
IT1151175B (it) 1986-12-17
DE3121091A1 (de) 1983-08-18
IT8221375A0 (it) 1982-05-20

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