DE1930023A1 - External cosmetic product - Google Patents
External cosmetic productInfo
- Publication number
- DE1930023A1 DE1930023A1 DE19691930023 DE1930023A DE1930023A1 DE 1930023 A1 DE1930023 A1 DE 1930023A1 DE 19691930023 DE19691930023 DE 19691930023 DE 1930023 A DE1930023 A DE 1930023A DE 1930023 A1 DE1930023 A1 DE 1930023A1
- Authority
- DE
- Germany
- Prior art keywords
- radical
- acid
- thia
- ethylamine
- benzylcysteamine
- 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
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
- C07K1/006—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length of peptides containing derivatised side chain amino 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
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
- A61K8/447—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof containing sulfur
-
- 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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
- A61K8/4926—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having six membered rings
-
- 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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4986—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with sulfur as the only hetero atom
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/81—Amides; Imides
- C07D213/82—Amides; Imides in position 3
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/89—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members with hetero atoms directly attached to the ring nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D333/30—Hetero atoms other than halogen
- C07D333/34—Sulfur atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- Genetics & Genomics (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Analytical Chemistry (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Description
!IiI ! - -! IiI! - -
•V · . '..Ur-,.• V ·. '..Ur- ,.
Firma L1OREAL
Paris, FrankreichCompany L 1 OREAL
Paris, France
München, 22. Mai 1969 M/9679Munich, May 22, 1969 M / 9679
Äußerlich anwendbares kosmetisches MittelExternally applicable cosmetic product
Die Erfindung betrifft neue Mittel zur Bekämpfung einer übermäßigen Sekretion der Talgdrüsen der Haut.The invention relates to new agents for combating excessive secretion of the sebum glands of the skin.
Es ist bekannt, daß in bestimmten Fällen die Talgdrüsen der Haut eine übermäßige Sekretion aufweisen, was zu einem unangenehmen Aussehen und in bestimmten Fällen sogar zu bestimmten Formen von Akne führt. Die Erfindung beruht auf der Feststellung, daß mit bestimmten Verbindungen gegen derartige Über-It is known that in certain cases the sebum glands of the skin exhibit excessive secretion, which is unpleasant Appearance and in certain cases even leads to certain forms of acne. The invention is based on the finding that with certain connections against such over-
90 988 3/1$8290 988 3/1 $ 82
mäßige Sekretionen gekämpft v/erden kann, wobei diese Verbindungen eine der Akne entgegengesetzte 'wirkung haben. Die Erfindung betrifft ein neues auf die Haut anwendbares kosmetisches Mittel zur Herabsetzung einer übermäßigen Sekretion der Talgdrüsen, das dadurch gekennzeichnet ist, daß es in einem entsprechenden kosmetischen Träger mindestens eine wirksame Verbindung, wie 3-substituierte Derivate von Cystein und 8-substituierte Derivate von Cysteamin, entnält.Moderate secretions can be fought with these compounds have the opposite effect of acne. The invention relates to a new one applicable to the skin cosmetic product to reduce excessive secretion of the sebum glands, which is characterized in that there is at least one in a corresponding cosmetic carrier effective compound such as 3-substituted derivatives of cysteine and 8-substituted derivatives of cysteamine.
Von den in den oben definierten Mitteln verwendbaren wirksamenOf the active ones that can be used in the means defined above
beispielsweise
Verbindungen werden/genannt :for example
Connections are / called:
1) - Verbindungen der folgenden Formel I :1) - Compounds of the following formula I:
R - S - CH0 - CH - COOH (I)R - S - CH 0 - CH - COOH (I)
ITH2 ITH 2
worin R das Radikal (C6Hc)3-C-, das Radikal (C6H5J2-CH-, das Radikal C^Hc-CHo- oder schließlich das Radikalwhere R is the radical (C 6 Hc) 3 -C-, the radical (C 6 H 5 J 2 -CH-, the radical C ^ Hc-CHo- or finally the radical
^ HOOC-(CHp) -, worin η eine ganze Zahl kleiner oder gleich 4 darstellt, vorzugsweise einen Wert von 1 oder 2 aufweist, bedeutet.^ HOOC- (CHp) -, where η is an integer less than or equal to 4 represents, preferably has a value of 1 or 2, means.
Diese Verbindungen können ebenfalls in Form ihrer oalze einer Mineaalsäure oder einer organischen iäure oder in veresterter Form verwendet werden.These compounds can also be in the form of their salts a mineral acid or an organic acid or in esterified form.
Ein Wasserstoffatom der Aminfunktion kann durch ein Radikal
-COR' oder -SOpR1» worin R1 ein Alkylradikal oder ürylradikal
bedeutet, ersetzt sein.
2) - Verbindungen der folgenden Formel II :A hydrogen atom of the amine function can be replaced by a radical -COR 'or -SOpR 1 »in which R 1 denotes an alkyl radical or uryl radical.
2) - compounds of the following formula II:
909883/168 2909883/168 2
«- 3 —«- 3 -
R3 - S - C - (CH2Jn-CH2 - NH2 (II)R 3 - S - C - (CH 2 J n -CH 2 - NH 2 (II)
R2 - R 2 -
worin R1 und R2 Wasserstoff oder ein niederes Alkylradikal bedeuten, wobei R^ und R2 gleich oder verschieden sein können, R, das Radikal der Formel -(CH2) -R. bedeutet, worin R^ - CgH5 wherein R 1 and R 2 are hydrogen or a lower alkyl radical, where R ^ and R 2 can be identical or different, R, the radical of the formula - (CH 2 ) -R. means where R ^ - CgH 5
oder -CHOH - CH2 - N+(CH3J3 Cl" ,or -CHOH - CH 2 - N + (CH 3 J 3 Cl ",
- COOR5 (worin R5 Wasserstoff oder ein niederes Alkylradikal ist),- COOR 5 (where R 5 is hydrogen or a lower alkyl radical),
das Tertiobutylradikai -C (CH3J3, das Tritylradikal -C(C6H5J3,the tertiobutyl radical -C (CH 3 J 3 , the trityl radical -C (C 6 H 5 J 3 ,
-CH-NH0 -CH-NH 0
COUR5,COUR 5 ,
das Thienyl-2-Radikal :the thienyl-2 radical:
oder das 2-(K-C!xy pyridyl)-radikalor the 2- (K-C! xy pyridyl) radical
darstellt, ρ gleich 0, 1 oder 2 ist und η gleich 0 oder ist, wooei die Verbindungen dieser Gruppe vorzugsweiserepresents, ρ is 0, 1 or 2 and η is 0 or, where the compounds of this group are preferably
909883/16 8 2909883/16 8 2
■ - 4 -■ - 4 -
in Form ihrer Salze mit einer organischen Säure oderin the form of their salts with an organic acid or
einer Mineralsäure, wie zum Beispiel Halogenwasserstoffsäuren, Salicylsäure, Paratoluolsulfosäure, Zitronensäure, Phosphorsäure, Apfelsäure, Weinsäure, Nikotinsäure oder Ascorbinsäure, verwendet werden. Die Verbindungen dieses Typs, die eine Carboxylgruppe besitzen, können vorteilhafterweise zur Erhöhung ihrer Lip%dlöslichkeit verestert sein.a mineral acid, such as hydrohalic acids, salicylic acid, paratoluene sulfonic acid, citric acid, Phosphoric acid, malic acid, tartaric acid, nicotinic acid or ascorbic acid can be used. The links of this Types having a carboxyl group may advantageously be esterified to increase their liposolubility.
Ein Wasserstoffatom der Aminfunktionen der Verbindungen dieses Typs können ebenfalls durch ein Radikal -COR' oder -SOpR'. worin R' ein niederes Alkylradikal oder Ary!radikal bedeutet, ersetzt sein. 'A hydrogen atom of the amine functions of the compounds of this Type can also be represented by a radical -COR 'or -SOpR'. wherein R 'is a lower alkyl radical or ary! radical means to be replaced. '
3) - Verbindungen der folgenden Formel III :3) - compounds of the following formula III:
R - S - CH2 - CH2 - NH2 (III)R - S - CH 2 - CH 2 - NH 2 (III)
worin R ein lineares oder verzweigtes, gesättigtes oder ungesättigtes Kohlenwasserstoffradikal mit bis zu 20 Kohlenstoffatomen bedeutet, das gegebenenfalls ein oder mehrere Heteroatome und eine oder mehrere Alkoholfunktionen, von denen eine endständig sein kann, aufweisen kann. Liese Verbindungen können in Form ihrer freien -Base oder in form ihrer Salze mit Säuren, wie Salzsäure, Phenylessigsäure, ündecylensäure oder Sorbinsäure, verwendet werden. Ein Wasserstoffatom der Aminfunktion kann durch ein Radikal -COR' oder'-SO2R', worin R1 ein Altcy!radikal oder ein Arylradikal bedeutet, ersetzt sein.wherein R is a linear or branched, saturated or unsaturated hydrocarbon radical with up to 20 carbon atoms, which may optionally have one or more heteroatoms and one or more alcohol functions, one of which may be terminal. Liese compounds may be their salts with acids such as hydrochloric acid, phenylacetic acid, or ündecylensäure, sorbic acid are used in form of their free -Base or f orm. A hydrogen atom of the amine function can be replaced by a radical -COR 'or'-SO 2 R', in which R 1 is an Altcy! Radical or an aryl radical.
909883/1682909883/1682
4) - Salze gemäß der folgenden Formel IV :4) - salts according to the following formula IV:
-S--S-
C -C -
— OXIp — JMllp- OXIp - JMllp
(IV)(IV)
worin η = 0 oder 1 ist,where η = 0 or 1,
R1 und Rp, die gleich oder verschieden sind, Wasserstoff oder ein niederes Alkylradikal dar&tellen, R, die Gruppe der formel darstellt :R 1 and Rp, which are identical or different, represent hydrogen or a lower alkyl radical, R represents the group of the formula:
-(CH2) -R6 (worin ρ gleich 0,1 oder 2 ist), worin Rg bedeutet :- (CH 2 ) -R 6 (where ρ is 0, 1 or 2), where Rg is:
- COOR (worin R ein niederes Alkylradikal ist),- COOR (where R is a lower alkyl radical),
- C(CH3)3, -C(C6H5)3,
-CH-NH-R7 - C (CH 3 ) 3 , -C (C 6 H 5 ) 3 ,
-CH-NH-R 7
COOR8 (worin R7 Wasserstoff oder ein Acyl- oder SuIfonyIradikai bedeutet und RQ ein niederes Alkylradikal.oder Wasserstoff bedeutet nur wenn R7 Wasserstoff darstellt),COOR 8 (where R 7 is hydrogen or an acyl or sulfony radical and R Q is a lower alkyl radical. Or hydrogen is only when R 7 is hydrogen),
- CH2 - NH - R7,- CH 2 - NH - R 7 ,
das 2-Thienylradikal der Formelthe 2-thienyl radical of the formula
das 2-Pyridylradikal,.the 2-pyridyl radical ,.
909883/1682909883/1682
- 6· -■'""■ . das 2-(N-0xypyridyl)-Radikal der Formel - 6 · - ■ '"" ■ . the 2- (N-oxypyridyl) radical of the formula
oderor
. ein lineares oder verzweigtes, gesättigtes oder ungesättigtes Kohlenwasserstoffradikal mit bis zu 20 Kohlenstoffatomen, das gegebenenfalls in seiner Kette ein oder mehrere Heteroatome und eine oder mehrere Alkoholfunktionen, von denen eine endständig sein kann, aufweist, R. entweder Wasserstoff darstellt, in welchem J?all Rc ein Radikal -(CH2)m-C02H, worin m eine ganze Zanl von 1 bis 5 ist, darstellt und. a linear or branched, saturated or unsaturated hydrocarbon radical with up to 20 carbon atoms, which optionally has one or more heteroatoms and one or more alcohol functions, one of which can be terminal, in its chain, R. represents either hydrogen, in which J? all Rc is a radical - (CH 2 ) m -C0 2 H, wherein m is an integer from 1 to 5, and
. y ψ 1 und χ = 1 sind, wenn R, keine freie Amingruppe ) enthält,. y ψ 1 and χ = 1 if R does not contain a free amine group),
. y = 2 und χ = 1 sind, wenn R^ eine freie Amingruppe. y = 2 and χ = 1 when R ^ is a free amine group
enthält,
oder ein Acylradikal oder SuIfonylradikal darstellt,
in welchem Pail Rc sein kann :contains,
or represents an acyl radical or sulfonyl radical, in which Pail R c can be:
entweder gleich (C6H5J5C-, (CgH5)2 CH-, CgH5- CH2-, . y = 1 und χ = 1, wenn R, keine freie Amingruppe enthält , either equal to (C 6 H 5 J 5 C-, (CgH 5 ) 2 CH-, CgH 5 - CH 2 -,. y = 1 and χ = 1, if R does not contain a free amine group,
. y = 2 und χ = 1, wenn R5 eine freie Amingruppe enthält, oder gleich -(CH2)m-CO2H sein kann,. y = 2 and χ = 1, if R 5 contains a free amine group, or can be - (CH 2 ) m -CO 2 H,
909883/1682909883/1682
. y = 1 und χ = 1, wenn R, eine freie Amingruppe aufweist,. y = 1 and χ = 1 when R is a free amine group having,
. y = 1 und χ = 2, wenn R, keine freie Amingruppe. y = 1 and χ = 2, if R, no free amine group
aufweist.having.
In allen oben definierten Fällen, in denen die wirksame Verbindung
eine freie Karbonsäurefunktion aufweist, kann diese in Komplexform mit einer bakteriziden kationischen quprtären
Ammoniumverbindung/^/i, wie zum Beispiel dem Monohydrat von
^Siisobutylphenoxyäthoxyäthyldimethylbenzyl/ammoniumchlorid
oder dem Monohydrat von ^Disiobutylcresoxyäthoxyäthyldimethylbenzyl/ammQniumchlorid,
verwendet werden· Von den wirksamen Verbindungen gemäß den oben genannten Formeln
werden insbesondere genannt t
- S-Trityl-C-cystein der Formel ίIn all cases defined above, in which the active compound has a free carboxylic acid function, this can be in complex form with a bactericidal cationic primary ammonium compound / ^ / i, such as the monohydrate of ^ sisobutylphenoxyethoxyethyldimethylbenzyl / ammonium chloride or the monohydrate of ^ disiobutylcresoxyethoxyethyl chloride are used · Of the active compounds according to the above formulas are specifically mentioned t
- S-Trityl-C-cysteine of the formula ί
NH2 NH 2
und sein Chlorhydrat,
- S-(2-Carboxyäthyl)-£-cystein der Formeland its chlorohydrate,
- S- (2-carboxyethyl) - £ -cysteine of the formula
' HOOC-CH^-CH0-S-CH0-CH-COuH
c 2 2. ,'HOOC-CH ^ -CH 0 -S-CH 0 -CH-COuH
c 2 2.,
und sein Chlorhydrat,and its chlorohydrate,
- S-(Carboxy^etnyi)cysteamin der iOrmel ι HOOC - CH2 - S - CH2 - GH2 - KH2 - S- (Carboxy ^ etnyi) cysteamine der iOrmel ι HOOC - CH 2 - S - CH 2 - GH 2 - KH 2
und sein Ghlorhydrat,and its chlorohydrate,
0 9883/1602 BAD ORKälNAt0 9883/1602 BAD ORKälNAt
S-Trityl-cysteamin der Formel : " " ■S-trityl-cysteamine of the formula: "" ■
(O6H5)3 - C - S - CH2 - CH2 - NH2 (O 6 H 5 ) 3 - C - S - CH 2 - CH 2 - NH 2
und sein Chlorhydrat,
S-Benzyl-cysteaminchlorhydrat der Formel :and its chlorohydrate,
S-benzyl-cysteamine chlorohydrate of the formula:
C6H5 - CH2-S- CH2 - CH2 - M2 , HClC 6 H 5 - CH 2 -S- CH 2 - CH 2 - M 2 , HCl
Chlorid von (3-ß-Aminoäthylthio-2-hydroxy)Propyltrimethyl ammoniumchlorhydrat der Formel :Chloride of (3-ß-aminoethylthio-2-hydroxy) propyltrimethyl ammonium chlorohydrate of the formula:
(CH3J3 = t - CH2 -CHOH - CH2 - S-CH2-CH2 -NH2 , HCl Cl(CH 3 J 3 = t - CH 2 -CHOH - CH 2 - S-CH 2 -CH 2 -NH 2 , HCl Cl
- S-Carboxymethyl—cysteinat von Methyl der formel :- S-carboxymethyl cysteinate of methyl of the formula:
HOOC - CH2 -S- CH2 - CH - COOCH3 HOOC - CH 2 -S- CH 2 - CH - COOCH 3
NH2 ." . ■ .NH 2. ". ■.
- S-(Methoxycarbonylmethyl)cystein der Formel :- S- (methoxycarbonylmethyl) cysteine of the formula:
H7C-OCO-CH0- S -GH0 - CH -COOHH 7 C-OCO-CH 0 -S -GH 0 -CH -COOH
J C. C. 1 J CC 1
NH2 NH 2
und sein Chlorhydrat,and its chlorohydrate,
- ii-Acetyl-Ö-benzylcysteamin der Formel :- ii-Acetyl-Ö-benzylcysteamine of the formula:
• CO-CH3 • CO-CH 3
- Bizitrat von S-Benzylcysteamin der Formel CH9-CO0H1H0N - CH0 - CH0 - S - CH0 - (- Bicitrate of S-Benzylcysteamine of the formula CH 9 -CO 0 H 1 H 0 N - CH 0 - CH 0 - S - CH 0 - (
\ C. C. C. : C. C. ά\ C. C. C.: C. C. ά
HO0C - C - OHHO 0 C - C - OH
CH2-CO2H1H2N - CH2 - CH2 -S - CH2 -CH 2 -CO 2 H 1 H 2 N - CH 2 - CH 2 -S - CH 2 -
909883/1682909883/1682
- Salicylat von S-Benzylcysteamin der Formel :- Salicylate of S-Benzylcysteamine of the formula:
CÄHC - CH0 - S - GH0 - CH0 - NH0 , HO0CC Ä H C - CH 0 - S - GH 0 - CH 0 - 0 NH, 0 C HO
OHOH
- p-Toluolsulfonat von S-Benzylcysteamin der Formel :- p-Toluenesulfonate of S-Benzylcysteamine of the formula:
C6H5 - CH2 - S - CH2 - CH2 - NH2 , HO3SC 6 H 5 - CH 2 - S - CH 2 - CH 2 - NH 2 , HO 3 S
- CH,- CH,
- Nikotinat von S-Benzylcysteamin der Formel :- Nicotinate of S-Benzylcysteamine of the formula:
C6H5 - CH2 -S- CH2 - CH2 - NH2 ,C 6 H 5 - CH 2 -S- CH 2 - CH 2 - NH 2 ,
- Bromhydrat von S-Benzylcysteamin der Formel :- S-benzylcysteamine bromine hydrate of the formula:
C6H5 -CH2-S- CH2 - CH2 - NH2 , HBrC 6 H 5 -CH 2 -S- CH 2 - CH 2 - NH 2, HBr
Ditartrat von S-Benzylcysteamin der Formel :Ditartrate of S-Benzylcysteamine of the formula:
. C6H5-CH2S-CH2-CH2-NH2, HO2C - CHOH C6H5-CH2-S-OH2-CH2-NH2, HO2C -CHOH. C 6 H 5 -CH 2 S-CH 2 -CH 2 -NH 2 , HO 2 C -CHOH C 6 H 5 -CH 2 -S-OH 2 -CH 2 -NH 2 , HO 2 C -CHOH
- Malat von S-Benzylcysteamin der Formel : C6H5-CH2-S-CH2-CH2-NH2 , -HO2C-CH2-CHOH-CO2H- Malate of S-benzylcysteamine of formula: C 6 H 5 -CH 2 -S-CH 2 -CH 2 -NH 2 , -HO 2 C-CH 2 -CHOH-CO 2 H
- zweibasischea Phosphat von S-Benzylcysteamin der Formel : C6H5 - CH2 - S - CH2 - CH2 - NH2 , H3PO4 - Dibasic phosphate of S-benzylcysteamine of the formula: C 6 H 5 - CH 2 - S - CH 2 - CH 2 - NH 2 , H 3 PO 4
- S-Thenylcysteamin der Formel :- S-thenylcysteamine of the formula:
I II I
- CH2. - S - CH2 - CH2 - NH- CH 2 . - S - CH 2 - CH 2 - NH
909883/1682909883/1682
und sein Chlorhydrat, N-Acetyl-S-thenylcysteamin der Formel :and its chlorohydrate, N-acetyl-S-thenylcysteamine of the formula:
P JP J
- CH0-S-CH0-Ch0-NH-CO-CH,- CH 0 -S-CH 0 -Ch 0 -NH-CO-CH,
- N-Oxyd von 2-(JA/2-Amino-äthylthio)-pyridin der Formel :- N-oxide of 2- ( J A / 2-amino-ethylthio) -pyridine of the formula:
- S - CH2 - CH2 - NH- S - CH 2 - CH 2 - NH
0 und sein Chlorhydrat, Ascorbat von S-Benzylcysteamin der Formel :0 and its hydrochloride, ascorbate of S-benzylcysteamine of the formula:
C6H5 - S - GH2 - CH2 - NH2 , CO - C = C - CH - CHOH - CHC 6 H 5 - S - GH 2 - CH 2 - NH 2 , CO - C = C - CH - CHOH - CH
OH OHOH OH
- S-Methylcysteamin der Formel :- S-methylcysteamine of the formula:
CH3-S- CH2 - CH2 - NH2 CH 3 -S- CH 2 - CH 2 - NH 2
und sein Chlorhydrat,and its chlorohydrate,
- Phenylacetat von cJ-Methylcysteamin der Formel :- Phenyl acetate of cJ-methylcysteamine of the formula:
CH, - S - CH0 - CH9 - NH9 , HO0C - CH9 - C,HR CH, - S - CH 0 - CH 9 - NH 9 , HO 0 C - CH 9 - C, H R
- Undecylenat von S-Methylcysteamin der Formel : - Undecylenate of S-methylcysteamine of the formula:
CH3-S- CH2 - CH2 - NH2 , H02C-(CH2)8 - CH = CH3 CH 3 -S- CH 2 - CH 2 - NH 2 , HO 2 C- (CH 2 ) 8 - CH = CH 3
- Sorbat von S-Methylcysteamin der Formel :- S-methylcysteamine sorbate of the formula:
CH3-S- CH2 - CH2 - NH2 , HO2C - CH = CH - 'CH=CH-CH3 CH 3 -S- CH 2 - CH 2 - NH 2 , HO 2 C - CH = CH - 'CH = CH-CH 3
- Chlorhydrat von S-(2-Hydroxy-äthyl)cysteamin der Formel :- S- (2-hydroxy-ethyl) cysteamine hydrochloride of the formula:
HOCH2 - CH2 - S - CH2 - CH2 - NH3 , HClHIGH 2 - CH 2 - S - CH 2 - CH 2 - NH 3 , HCl
909883/1682909883/1682
- Chlorhydr^t von S-Laurylcysteamin der Formel :- Chlorhydr ^ t of S-Laurylcysteamine of the formula:
CH3 - (CH2J11 - S - CH2 - CH2 - NH2 , HClCH 3 - (CH 2 J 11 - S - CH 2 - CH 2 - NH 2 , HCl
- Chlorhydrat von S-Cetylcysteamin der Formel :- S-cetylcysteamine chlorohydrate of the formula:
CH3 - (CH2J15 - S - CH2 - CH2 - NH2 , HClCH 3 - (CH 2 J 15 - S - CH 2 - CH 2 - NH 2 , HCl
- 5-Amino-5-carboxy-3-thia-pentänoat von Benzyl-2-thioäthylamin der Formel :- 5-Amino-5-carboxy-3-thia-pentanoate of benzyl-2-thioethylamine the formula:
C^He-CH0-S-CH0-CH0-NH0 , HO0C-CH0-S-CH0-CH-CO0H. ο ρ d ddc d c d, d C ^ He-CH 0 -S-CH 0 -CH 0 -NH 0 , HO 0 C-CH 0 -S-CH 0 -CH-CO 0 H. ο ρ d ddc dcd, d
- 5-Amino-5-carboxy-3-thia-pentanoat von 3-(2-Aminoäthyl)- - 5-Amino-5-carboxy-3-thia-pentanoate of 3- (2-aminoethyl) -
cystein der Formel :cysteine of the formula:
CH1ZCH 1 Z
HO0C-CH-CH^-S-CH0-CU0H ', H0N^hT-S-CH0-CH-NH0 d 1 c cd d d df d HO 0 C-CH-CH ^ -S-CH 0 -CU 0 H ', H 0 N ^ hT-S-CH 0 -CH-NH 0 d 1 c CD d d df d
NH2 Cu2HNH 2 Cu 2 H
- 5-Amino-5-carboxy-3-thia-pentanoat von 2-Methylthioäthylamin der Formel :- 5-Amino-5-carboxy-3-thia-pentanoate of 2-methylthioethylamine the formula:
ilUrjO —On —ulio—ο —On0-ljvJon ( ηο« — L>iio— On0- ο — Uu^ilUrjO —On —uli o —ο —On 0 -ljvJ o n ( η ο «- L> ii o - On 0 - ο - Uu ^
dd tt dd dathere dddddd JJ
NH2 NH 2
- 5-Amino-5-carboxy-3-thia-pentanoat von 3--ßenzylthiopropylamin der Formel :- 5-Amino-5-carboxy-3-thia-pentanoate of 3-ßenzylthiopropylamine the formula:
ηυ,-,Ο—On—OnO-U-OxI0-OvJ0Il · n^JN —0ηο —0ηο —Οχίο""" —0ηο —Ornc dy ηυ, -, Ο — On — OnO-U-OxI 0 -OvJ 0 Il · n ^ JN —0η ο —0η ο —Οχίο """—0η ο —Orn c dy CC. dd dd CC. ddc.ddc. d D P d DP
NH2 NH 2
- 6-Amino-6-carboxy-4-thia-hexanoat von 2-3enzylthioäthylamin
der Formel :
Ho0C-CH-CH^-S-CH0-CH0-CO0H , H0N-CH0-CH0-S-CH0-C4-Hc.- 6-Amino-6-carboxy-4-thia-hexanoate of 2-3enzylthioethylamine of the formula:
Ho 0 C-CH-CH ^ -S-CH 0 -CH 0 -CO 0 H, H 0 N-CH 0 -CH 0 -S-CH 0 -C 4 -Hc.
Cx C C d d d d d d D P C x CC dddddd DP
909883/1682909883/1682
- 12 -- 12 -
- 5-Amino-5-carboxy-3-th.ia-pentanoat von 2-(2,2-Dimethoxyäthylthio)-äthylamin der Formel :5-Amino-5-carboxy-3-th.ia-pentanoate of 2- (2,2-dimethoxyethylthio) ethylamine the formula:
OCH5 HO0C-CH-CH0-S-CH0-CO0H , H0N-CH15-CH0-S-CH13-CHOCH 5 HO 0 C-CH-CH 0 -S-CH 0 -CO 0 H, H 0 N-CH 15 -CH 0 -S-CH 13 -CH
C-C- \\ C.C. C.C. C.C. C.CC.C.CC. CC. V_V_
wir ^OCH,we ^ OCH,
JNn.p J JNn.p J
- N-Acetyl-S-Benzyl-t-cysteinat von 2-Methylthio-äthylamin der Formel :- N-acetyl-S-benzyl-t-cysteinate of 2-methylthio-ethylamine the formula:
C6H5-CH2-S-CH2-CH-CO2H , H2N-CH2-CH2-S-CH5 C 6 H 5 -CH 2 -S-CH 2 -CH-CO 2 H, H 2 N-CH 2 -CH 2 -S-CH 5
NH-COCH5 NH-COCH 5
- 5-Benzoylamino-3-thia-hexandioat von Di-(2-Benzylthioäthylamin) der Formel :- 5-Benzoylamino-3-thia-hexanedioate of di- (2-benzylthioethylamine) the formula:
(C6H5-CH2-S-CH2-CH2-NH2)2 , HO2C-CH2-S-CH2-CH-CO2H(C 6 H 5 -CH 2 -S-CH 2 -CH 2 -NH 2 ) 2 , HO 2 C-CH 2 -S-CH 2 -CH-CO 2 H
NH-COC6H5 NH-COC 6 H 5
- 5-Nilcotinylamino-3-tMa-hexandioat von Di(2-Benzylthioäthylamin) der Formel :- 5-Nilcotinylamino-3-tMa-hexanedioate of di (2-benzylthioethylamine) the formula:
(C6H5-CH2-S-CH2-CH2-NH2)2 , HO2C-CH2-S-CH2-CH-CO2H(C 6 H 5 -CH 2 -S-CH 2 -CH 2 -NH 2 ) 2, HO 2 C-CH 2 -S-CH 2 -CH-CO 2 H
NH-CONH-CO
5-p-Toluolsulfonylamino-3-thia-hexandioat von Di(2-Benzylth.io-ätiiylamin) der Formel :5-p-toluenesulfonylamino-3-thia-hexanedioate of di (2-benzylth.io-ethylamine) the formula:
(C6H5-CH2-S-CH2-CH2-NH2)2(C 6 H 5 -CH 2 -S-CH 2 -CH 2 -NH 2 ) 2
S-p-Acetamidobenzolsulfonylamino^-thia-h.exandioat von Di(2-Benzylthio-äthylamin) der Formel :S-p-Acetamidobenzenesulfonylamino ^ -thia-h.exandioate of Di (2-benzylthio-ethylamine) of the formula:
909883/1682909883/1682
S-p-Acetamidobenzoylamino-i-thia-hexandioat von Di(2-Benzylthio-äthylamin) der Formel :S-p-acetamidobenzoylamino-i-thia-hexanedioate of di (2-benzylthio-ethylamine) the formula:
)o,HO0C-CH0-S-CH0-CH-Cu0H) o , HO 0 C-CH 0 -S-CH 0 -CH-Cu 0 H
C. C- C. C. ) C.C. C- C. C.) C.
NH-CO-/^NH-CO - / ^
i.-OrtJaohydroxybenzoylamino^-thia-hexandioat von Di (2-Benzyltliio-äthylamin) der Formel : (C6H5-CH2-S-CH2-CH2-IiH2) 2,H02C-CH2-S-CH2-CH-C02Hi.-Ort Jaohydroxybenzoylamino ^ -thia-hexanedioate of di (2-Benzyltliio-ethylamine) of the formula: (C 6 H 5 -CH 2 -S-CH 2 -CH 2 -IiH 2 ) 2 , H0 2 C-CH 2 - S-CH 2 -CH-CO 2 H
NH-CO-C.H.-OH 6NH-CO-C.H.-OH 6
^-Acetamido^-tMa-heptandioat von Di-(2-Meth.ylthioäthylamin) der Formel 5^ -Acetamido ^ -tMa-heptanedioate of di- (2-meth.ylthioethylamine) of formula 5
(CH5 -S-CH2-CH2 -M2)(CH 5 -S-CH 2 -CH 2 -M 2 )
ITH-COCH3 ITH-COCH 3
9-Amino-9-carboxy-7-thia-nonanoat von 2-BenzyItMoäthylamin der Formel :9-Amino-9-carboxy-7-thia-nonanoate from 2-BenzyItMoethylamine the formula:
C6H5-CH2-S-CH2-CH2-NH2,HO2C-(CHg)5-S-CH2-CH-CO2HC 6 H 5 -CH 2 -S-CH 2 -CH 2 -NH 2 , HO 2 C- (CHg) 5 -S-CH 2 -CH-CO 2 H
- 2-Acetamido-4-thia-nonandioat- 2-acetamido-4-thia-nonandioate
H2N-CH2-CH2-S-CH2-CH2-IIH2 , HOgC-iCH^-S-CHg-CH-CH 2 N-CH 2 -CH 2 -S-CH 2 -CH 2 -IIH 2 , HOgC-iCH ^ -S-CHg-CH-C
NH-COCHNH-COCH
- S-Acetamido-J-thia-hexandioat von Di-(2-Benzylthioäthylamin) der Formel :- S-acetamido-J-thia-hexanedioate of di- (2-benzylthioethylamine) the formula:
909883/1882909883/1882
NH-COCH3 NH-COCH 3
Das erfindungsgemäße Mittel liegt vorzugsweise als Creme,The agent of the invention lie gt v orzugsweise as a cream,
Applikat ions stift j^JE
Milch, Gelee, dermatologischer^eep!* oder Aerosolschaum vor.Application stif t j ^ JE
Milk, jelly, dermatological ^ eep! * Or aerosol foam.
Es kann ebenfalls eine wässrige oder wässrigalkoholische Lotion sein.It can also be an aqueous or aqueous alcoholic lotion.
Das erfindungsgemäße Mittel enthält im allgemeinen 0,1 $ bisThe agent according to the invention generally contains 0.1 to
ψ 3 ^ der oben definierten wirksamen Verbindung. Das erfindungsgemäße Mittel kann ebenfalls alle für bchönheitscremes für das Gesicht herkömmlichen Bestandteile, wie I'ettkörper, Emulgiermittel, Konservierungsmittel, Parfüms, Farbstoffe, V/achse, enthalten. Es kann ebenfalls faroige Pigmente, die das Färben der Haut ermöglichen und estetische Unschönheiten der Haut verdecken, enthalten, während die wirksamen Produkte eine übermäßige Wirkung der Talgdrüsen herabsetzen. Die Erfindung betrifft ebenfalls ein neues Verfahren zur Her- ψ 3 ^ of the active compound defined above. The agent according to the invention can also contain all of the conventional ingredients for beauty creams for the face, such as fat bodies, emulsifiers, preservatives, perfumes, colorants, additives. It can also contain pigments that allow the skin to be tinted and hide the aesthetic imperfections of the skin, while the active products reduce excessive effects on the sebum glands. The invention also relates to a new method for producing
^ absetzung einer übermäßigen Sekretion der Talgdrüsen der Haut zur Bekämpfung von Akne. Es besteht darin, daß man ein Mittel, wie es oben definiert ist, auf die zu behandelnden Oberflächen aufträgt.^ Deposition of excessive secretion from the sebum glands of the skin to fight acne. It consists in applying an agent as defined above to the surfaces to be treated applies.
Die nachfolgenden Beispiele erläutern die Erfindung, ohne sie einzuschränken.The following examples explain the invention without it to restrict.
909883/1682909883/1682
Eine Anti-Akne-Creme zur Gesichtspflege wird durch Mischen hergestellt :An anti acne facial skin care cream is made by mixing manufactured :
- Chlorhydrat von ü-iSenzylcysteaniin- Hydrochloride of ü-iSenzylcysteaniine
- oxyäthylenierter Cetyl-ütearylalkohol- oxyethylene cetyl-tearyl alcohol
- Diäthylenglykolstearat- diethylene glycol stearate
- auf der Grundlage von- on the B a position of
- Konservierungsmittel^"*«* Kethylparahydroxybenzoat, im Handel unter der Bezeichnung NIPAGINE- Preservatives ^ "*" * Kethyl parahydroxybenzoate, commercially under the name NIPAGINE
auf der,Oryndlage vonon the r , Orynd location of
- KonservierungsmitteIvfWfr Propylpara-- KonservierungsmitteI v FWF r Propylpara-
hydroxybenzoat, im Handel unter der Bezeichnung NIPASOLhydroxybenzoate, sold under the name NIPASOL
- mit 'Wasser aufgefüllt auf- topped up with 'water
2 g2 g
7 g7 g
1 g1 g
6 g6 g
0,10 g0.10 g
0,10 g ecm0.10 g ecm
Eine Anti-Akne-Iuilcn wird durch Mischen vonAn anti-acne Iuilcn is made by mixing
- Chlorhydrat von S-Tritjlcysteamin 2 g- S-tritylcysteamine chlorohydrate 2 g
- netzartige Polyacrylsäure, im Handel- reticulated polyacrylic acid, commercially
unter der ßezeichnung CAR30P0L 934 0,375 gunder the SSE drawing CAR30P0L 934 0.375 g
- Isopropylester von Lanolinfettsäure 1 g- Isopropyl ester of lanolin fatty acid 1 g
- Oxyäthylenlanolin 2,5 g- Oxyethylene lanolin 2.5 g
- OxyäthylencetylstearylalKohol 3 g β substituiertes Alkylamid 2 g- OxyäthylencetylstearylalKohol 3 g β-substituted alkylamide 2 g
- Alkohol 20 cnr- alcohol 20 cnr
- Triäthanolamin- triethanolamine
auf derGrrjiELdlaffe vonon derGrrjiELdlaffe of
- KonservierungsmittelVm*·» Methylparahydroxybenzoat, im Handel unter der Bezeichnung IiIPAQINE- Preservative Vm * · »methyl parahydroxybenzoate, commercially under the name IiIPAQINE
bis zu einem pH-Wert vonup to a pH of
0,10 g0.10 g
909883/1682909883/1682
auf der Grundlage vonbased on
- KonservierungsmitteTVwfch»Propylparahydroxybenzoat, im Handel unter dem- Preservative TVwfch »Propyl parahydroxybenzoate, in trade under the
Zeichen NIPASOL 0,10 gMark NIPASOL 0.10 g
- mit Wasser aufgefüllt auf 100 g hergestellt.- made up to 100 g with water.
Eine Anti-Akne-Creme wird durch Vermischen der folgenden Bestandteile hergestellt :An anti acne cream is made by mixing the following Components manufactured:
- Cetylalkohol - ■ 7g- Cetyl alcohol - ■ 7g
- pflanzliches öl oder Mineralöl 5 g- vegetable oil or mineral oil 5 g
- Stearinsäure 2g- stearic acid 2g
- Polyoxyäthylenderivat von Sorbitol 16 g- Polyoxyethylene derivative of sorbitol 16 g
- Konservierungsmittel 0,3 g- preservative 0.3 g
- S-Benzylcysteamin 2g- S-benzylcysteamine 2g
- mit Wasser aufgefüllt auf 100 g- made up to 100 g with water
Es wird ein Anti-Akne-Creme in gleicher Weise wie im Beispiel 3 hergestellt, wobei jedoch S-Benzyl-cysteamin durch das Chlorhydrat von S-Tritylcysteamin ersetzt wird.It will be an anti-acne cream in the same way as in the example 3, but S-benzyl-cysteamine is replaced by the chlorohydrate of S-tritylcysteamine.
Es wird ein gleiches Mittel wie im Beispiel 3 hergestellt, mit dem Unterschied, daß S-Benzylcysteamin durch S-Carboxymethylcystein ersetzt wird.The same agent is prepared as in Example 3, with the difference that S-benzylcysteamine is replaced by S-carboxymethylcysteine is replaced.
Ein Anti-Akne-Creme wird durch Vermischen folgender Be-An anti-acne cream is made by mixing the following ingredients
909883/1682909883/1682
standteile hergestellt :components manufactured:
- Ch.lorh.ydrat von S-Benzylcysteamin 2 g- Ch.lorh.ydrate of S-benzylcysteamine 2 g
- Oxyäthylencetylstearylalkohol 7g- Oxyethylene acetyl stearyl alcohol 7g
- SilikonöM 1 g- Silicone ÖM 1 g
- Polyglykolstearat 6g- Polyglycol stearate 6g
- Ester von Parahydroxybenzoesäure 0,20 g- Parahydroxybenzoic acid ester 0.20 g
- mit Wasser aufgefüllt auf 100 g- made up to 100 g with water
Man stellt eine Deckcreme zur Behandlung der Aknl, die die schwarzen Punkte verdeckt, unter Vermischen der folgenden Bestandteile her :One puts a top cream to treat the acnl that the black dots, by mixing the following components:
- S-Benzylcysteaminchlorhydrat 2g- S-benzylcysteamine chlorohydrate 2g
- Titanoxyd 10 g rotes Eisenoxyd 0,3 g- Titanium oxide 10 g red iron oxide 0.3 g
- gelbes Eisenoxyd 0,2 g- yellow iron oxide 0.2 g
- braunes Eisenoxyd 0,4 g- brown iron oxide 0.4 g
- kastanienbraunes Eisenoxyd . · 0,2g- maroon iron oxide. 0.2g
- Oxyäthylencetylstearylalkohol 7g- Oxyethylene acetyl stearyl alcohol 7g
- Silikonöl 1g- silicone oil 1g
- Polyglykolstearat 6g- Polyglycol stearate 6g
- Ester von Parahydrobenzoesäure 0,20 g- Parahydrobenzoic acid ester 0.20 g
- mit Wasser aufgefüllt auf 100 g- made up to 100 g with water
909883/1682909883/1682
"■-■ 18 -"■ - ■ 18 -
Man stellt eine Anti-Akne-Milch'durch Vermischen folgender Bestandteile her :An anti-acne milk is made by mixing the following Components from:
- Pilyoxyäthylencetylstearylalkohol 2,6 g- Pilyoxyethylene acetyl stearyl alcohol 2.6 g
- Antioxydierungsmittel 0,01 g- Antioxidant 0.01 g
- Cetylalkohol 2,6g- Cetyl alcohol 2.6g
- Stearinsäure 0,6 g- stearic acid 0.6 g
- Mineralöl 6,85 g- mineral oil 6.85 g
- Pllanzenöl 1,3 g- Vegetable oil 1.3 g
- Polyoxyäthylenderivat 0,26 g- Polyoxyethylene derivative 0.26 g
- Konservierungsmittel 0,2 g- Preservative 0.2 g
- Isopropylmyristat 4,5 g- isopropyl myristate 4.5 g
- Parfüm 0,3 g- perfume 0.3 g
- S-Benzylcyeteamin 2g- S-benzylcyeteamine 2g
- mit Wasser aufgefüllt auf 100 g Beispiel 9- made up with water to 100 g example 9
Man stellt eine Milch in gleicher Weise wie im Beispiel 8 her, wobei man S-Benzylcysteamin durch das Chlorhydrat von S-Tritylcysteamin ersetzt.A milk is prepared in the same way as in Example 8, S-benzylcysteamine being replaced by the chlorohydrate of S-trityl cysteamine replaced.
Man stellt eine Milch in gleicher Weise wie im Beispiel 8 her, wobei man S-Benzylcysteamin durch S'-Carboxymethyloystein ersetzt.A milk is prepared in the same way as in Example 8, S-benzylcysteamine being substituted for S'-carboxymethyloysteine replaced.
909883/1681909883/1681
Beispiel 11Example 11
Man stellt eine Milch, durch Vermischen der folgenden Bestandteile her :A milk is made by mixing the following ingredients from:
- Chlorhydrat von S-Tritylcysteamin 2 g- S-trityl cysteamine chlorohydrate 2 g
- netzartige Polyacrylsäure, im Handel- reticulated polyacrylic acid, commercially
unter dem Zeichen CARBOPOL 934 ' 0,375 gunder the sign CARBOPOL 934 '0.375 g
- Isopropylester von Lanolinfettsäure 1 g- Isopropyl ester of lanolin fatty acid 1 g
- Oxyäthylenlanolin 2,5 g- Oxyethylene lanolin 2.5 g
- Oxyäthylencetylstearylalkohol 3 g- Oxyethylene acetyl stearyl alcohol 3 g
- substituiertes Alkylamin 2 g- substituted alkylamine 2 g
- Triethanolamin bis zu einem pH-Yiert von 8- Triethanolamine up to a pH of 8
- Konservierungsmittel auf der Grundlage von Propylparahydroxybenzoat, im Handel unter- Preservatives based on propyl parahydroxybenzoate, commercially available at
dem Zeichen NIPASOL 0,10 gthe mark NIPASOL 0.10 g
- mit Wasser aufgefüllt auf 100 g Beispiel 12- made up with water to 100 g example 12
Man stellt eine Anti-Aknl-Lotion durch Vermischen der folgenden -Bestandteile her :One makes an anti-acne lotion by mixing the following together - Ingredients:
- S-Qarboxymethylcystein . 0,25 g- S-carboxymethylcysteine. 0.25 g
- Monohydrat des Chlorids von /Diisobutylphenoxyäthoxyäthyl-dimethyl-benzyl7_ - Monohydrate of the chloride of / Diisobutylphenoxyäthoxyäthyl-dimethyl-benzyl7_
ammonium 0,75 gammonium 0.75 g
- organische Base 9 ecm- organic base 9 ecm
- Parfüm ' 0,05 g- Perfume 0.05 g
- 96 #-igen Alkohol 20,8 g- 96 # alcohol 20.8 g
- mit Wasser aufgefüllt auf 100 g- made up to 100 g with water
909883/1682909883/1682
Man stellt eine Anti-Akne-Lotion in gleicher Weise wie im Beispiel 12 her, wobei jedoch das icationische quartäre Ammoniumbakterizid durch Hexachlorpphen ersetzt wird.One makes an anti-acne lotion in the same way as im Example 12, but using the icationic quaternary Ammonium bactericide is replaced by hexachlorophene.
Beispiel 14Example 14
Man stellt einen schäumenden Anti-Aknl-Gelee durch Vermischen der folgenden Bestandteile her :A foaming anti-acne jelly is made by mixing the following components:
- netzartige Polyacrylsäure, im Handel- reticulated polyacrylic acid, commercially
unter dem Zeichen CAEBOPOL 934 25 gunder the sign CAEBOPOL 934 25 g
- Sulfate von Fettalkohol . 8g- sulfates of fatty alcohol. 8g
- Polyglycol 10 g- polyglycol 10 g
- Ammoniak 0,2 g- ammonia 0.2 g
- S-Carboxymethylcystein 2g- S-carboxymethylcysteine 2g
- mit Wasser aufgefüllt auf 100 g- made up to 100 g with water
Man stellt einen Anti-Akne-Aerosolschaum durch Vermischen der folgenden Bestandteile in einer Aerosolbombe her :Make an anti-acne foam aerosol by mixing of the following ingredients in an aerosol bomb:
- netzartige Polyacrylsäure, im Handel- reticulated polyacrylic acid, commercially
unter dem Zeichen CAR30P0L 934 25 gunder the sign CAR30P0L 934 25 g
- Sulfate von Fettalkohol 8g- Sulphates of fatty alcohol 8g
- Polyglykol . 10g- polyglycol. 10g
- Ammoniak 0,2 g- ammonia 0.2 g
- S-Carboxymethylcystein 2 g- S-carboxymethylcysteine 2 g
- mit Wasser aufgefüllt auf 100 g- made up to 100 g with water
88 g der oben beschriebenen Lösung werden in einem Aerosolfläschchen mit 12 g Idfluordichlor-metnan konditioniert.88 g of the solution described above are in an aerosol vial conditioned with 12 g of idfluorodichloromethane.
909883/1682909883/1682
ApplikationsstiftApplication pen
Man stellt einnderinatologischen Anti-Akne-Jfcre* durch Vermischen der folgenden Bestandteile her :It is adjusted n derinatologischen anti-acne Jfcre * by mixing the following ingredients forth:
- Fettester von Natriumisethionat 75 g- Sodium isethionate fatty ester 75 g
- hydrophiles überfettungsmittel . - 23 g- hydrophilic superfatting agent. - 23 g
- S-Carboxymethylcystein 2 g- S-carboxymethylcysteine 2 g
Applikationsstift Man stellt e^n1 dermatologische^ Anti-Akne-£«plr in gleicher Weise wie im Beispiel 16 her, wobei man jedoch S-Carboxymethylcystein durch S-Benzyl-eysteamin ersetzt.Application pin It is e ^ n ^ 1 dermatological anti-acne £ "plr in the same manner as in Example 16 fro, except for the fact S-carboxymethylcysteine replaced by S-benzyl-eysteamin.
Applikationsstift Man stellt e-fn dermatologischen. Anti-Akne-Äs1^ in gleicher Weise wie im Beispiel 16 her, wobei man jedoch S-Carboxymethylcystein durch das Malat von S-Benzylcysteamin ersetzt.Application pen One puts e-fn dermatological. Anti-acne Aes 1 ^ in the same way as in Example 16, except that S-carboxymethylcysteine is replaced by the malate of S-benzylcysteamine.
en Applikationsstift en application pen
Man stellt ein dermatologischen Anti-Akne-ÄPB* in gleicher Weise wie im Beispiel 16 her, wobei man jedoch S-Carboxymethylcystein durch 5-Amino-5-carboxy-3-thia-pentanoat von 2-Benzylthioäthylamin ersetzt.-A dermatological anti-acne ÄPB * is provided in the same As in Example 16, but using S-carboxymethylcysteine replaced by 5-amino-5-carboxy-3-thia-pentanoate of 2-benzylthioethylamine.
Die unter allgemeine Formel fallenden Mittel, von denen in den Beispielen eine Reihe namentlich angeführt sind, können einzeln oder in Mischung zur Anwendung kommen.The means falling under the general formula, a number of which are named in the examples, can can be used individually or in a mixture.
909883/1682909883/1682
Claims (22)
R, die Gruppe der 3?ormel darstellt ίR 1 and R 2 , which are identical or different, represent hydrogen or a lower alkyl radical,
R, the group of 3 ormeles represents ί
niederes Alkylradikal oder Wasserstoff bedeutet nur wenn R7 Wasserstoff darstellt),COORg (where R 7 is hydrogen or an acyl or sulfonyl radical and Rg is a
means lower alkyl radical or hydrogen only if R 7 is hydrogen),
in seiner Kette ein oder mehrere Heteroatome und eine oder mehrere Alkoholfunktionen, von denen eine endständig sein kann, aufweist,
^ entweder Wasserstoff darstellt, in welchem Fall c ein Radikal -(CH2)m-C02H, worin m eine ganze Zahl von 1 bis 5 ist, darstellt und. a linear or branched, saturated or unsaturated hydrocarbon radical having up to 20 carbon atoms, which optionally
has one or more heteroatoms and one or more alcohol functions in its chain, one of which can be terminal,
^ is either hydrogen, in which case c is a radical - (CH 2 ) m -C0 2 H, where m is an integer from 1 to 5, and
. y = 2 und χ = 1 sind, wenn R, eine freie Amin-group contains,
. y = 2 and χ = 1 if R is a free amine
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US73696068A | 1968-06-14 | 1968-06-14 |
Publications (1)
Publication Number | Publication Date |
---|---|
DE1930023A1 true DE1930023A1 (en) | 1970-01-15 |
Family
ID=24962038
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE19691930023 Ceased DE1930023A1 (en) | 1968-06-14 | 1969-06-13 | External cosmetic product |
Country Status (8)
Country | Link |
---|---|
JP (1) | JPS5022096B1 (en) |
BE (1) | BE733993A (en) |
CA (1) | CA930669A (en) |
CH (1) | CH534515A (en) |
DE (1) | DE1930023A1 (en) |
ES (1) | ES368323A1 (en) |
FR (1) | FR2011940A1 (en) |
NL (1) | NL6909079A (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2219631A1 (en) * | 1971-04-23 | 1972-11-09 | Oreal | |
DE2749801A1 (en) * | 1976-11-08 | 1978-05-11 | Oreal | COSMETIC PREPARATION WITH SLIMMING AND ANTICELLULITIS EFFECT AND THEIR USE |
WO2003075901A2 (en) * | 2002-03-11 | 2003-09-18 | Carlo Ghisalberti | Use of s-substituted l-crysteine for the manufacture of a medicament for the treatment of dermatological disorders |
CN115501125A (en) * | 2022-10-20 | 2022-12-23 | 澳门科技大学 | H for repairing skin lesions 2 S donor gel and H 2 Preparation method of S donor gel |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2455457A1 (en) * | 1979-05-03 | 1980-11-28 | Oreal | COMPOSITIONS CONTAINING CERTAIN N-OXYPYRIDYL-2-THIOL DERIVATIVES FOR THE STRENGTHENING AND REVITALIZATION OF FRAGILE OR ALTERED NAILS |
FR2462159A1 (en) * | 1979-08-02 | 1981-02-13 | Oreal | Strengthening and revitalising brittle finger nails - using an inorganic or organic salt of benzyl-2-thio:ethylamine |
FR2740340B1 (en) * | 1995-10-30 | 1997-12-05 | Oreal | USE OF CARBOXYLIC ACIDS CARRYING A SULFURED FUNCTION TO PROMOTE SKIN DEQUAMATION OR STIMULATE EPIDERMAL RENEWAL |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1051870A (en) * | 1964-01-29 | |||
NL131093C (en) * | 1965-12-22 | |||
CH514335A (en) * | 1967-06-21 | 1971-10-31 | Oreal | Cosmetic composition for improving the appearance of hair tending to have a greasy appearance |
NL144484B (en) * | 1967-07-26 | 1975-01-15 | Merck & Co Inc | PROCESS FOR THE PREPARATION OF A MEDICINAL PRODUCT WITH ANTI-ANFLAMMATORY ACTION AND A PROCESS FOR THE PREPARATION OF THE ANTI-INFLAMMATORY ACTIVE ARALKYL MERCAPTOAMINO ACIDS. |
-
1969
- 1969-06-03 BE BE733993D patent/BE733993A/xx not_active IP Right Cessation
- 1969-06-12 CA CA054223A patent/CA930669A/en not_active Expired
- 1969-06-13 JP JP4617269A patent/JPS5022096B1/ja active Pending
- 1969-06-13 CH CH908669A patent/CH534515A/en not_active IP Right Cessation
- 1969-06-13 NL NL6909079A patent/NL6909079A/xx unknown
- 1969-06-13 DE DE19691930023 patent/DE1930023A1/en not_active Ceased
- 1969-06-13 ES ES368323A patent/ES368323A1/en not_active Expired
- 1969-06-13 FR FR6919792A patent/FR2011940A1/en active Granted
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2219631A1 (en) * | 1971-04-23 | 1972-11-09 | Oreal | |
DE2749801A1 (en) * | 1976-11-08 | 1978-05-11 | Oreal | COSMETIC PREPARATION WITH SLIMMING AND ANTICELLULITIS EFFECT AND THEIR USE |
WO2003075901A2 (en) * | 2002-03-11 | 2003-09-18 | Carlo Ghisalberti | Use of s-substituted l-crysteine for the manufacture of a medicament for the treatment of dermatological disorders |
WO2003075901A3 (en) * | 2002-03-11 | 2003-12-31 | Carlo Ghisalberti | Use of s-substituted l-crysteine for the manufacture of a medicament for the treatment of dermatological disorders |
CN115501125A (en) * | 2022-10-20 | 2022-12-23 | 澳门科技大学 | H for repairing skin lesions 2 S donor gel and H 2 Preparation method of S donor gel |
Also Published As
Publication number | Publication date |
---|---|
CA930669A (en) | 1973-07-24 |
NL6909079A (en) | 1969-12-16 |
ES368323A1 (en) | 1971-06-16 |
CH534515A (en) | 1973-03-15 |
JPS5022096B1 (en) | 1975-07-28 |
FR2011940B1 (en) | 1974-08-09 |
BE733993A (en) | 1969-12-03 |
FR2011940A1 (en) | 1970-03-13 |
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Legal Events
Date | Code | Title | Description |
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8131 | Rejection |