DE1617705A1 - Cosmetic preparation for the treatment of the hair and scalp - Google Patents
Cosmetic preparation for the treatment of the hair and scalpInfo
- Publication number
- DE1617705A1 DE1617705A1 DE19661617705 DE1617705A DE1617705A1 DE 1617705 A1 DE1617705 A1 DE 1617705A1 DE 19661617705 DE19661617705 DE 19661617705 DE 1617705 A DE1617705 A DE 1617705A DE 1617705 A1 DE1617705 A1 DE 1617705A1
- Authority
- DE
- Germany
- Prior art keywords
- active ingredient
- benzylcysteamine
- cosmetic agent
- radical
- acid
- 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.)
- Granted
Links
Classifications
-
- 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
-
- 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
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds 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
- A61K8/4933—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having sulfur as an exocyclic substituent, e.g. pyridinethione
-
- 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
-
- 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
- A61Q5/008—Preparations for oily hair
-
- 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
-
- 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
- A61Q5/006—Antidandruff preparations
Description
Kosmetisches Mittel zur Behandlung der Haare und Kopfhaut Die Erfindung betrifft ein kosmetisehes Mittel, das zur kosmetik schon Behandlung der gesunden Oberfläche des menschlichen Körpers, insbesondere der Haare, bestimmt ist. Kosmetische Zubereitungen nach der Erfindung in Form ton Lotionen@ Haarwassern und derglei chen lösen unter anderem die Schuppen der Frischschuppenhaut, der trockenen Schuppung, der unerwlinschten Talgansammlungen usw., Die Erfindung besteht darin, daß sie als kapillarktives Agens mindestens eine Verbindung der Formol sind und bedeuten R1 und R2 einen niederen Alkylrest, wobei R1 und R2 gleich oder verschieden sein können bzw, auch ein Wasserstoffatom darstellen können, R3 einen Rest der Formel -(CH2)P-R4, in der R4 bedeuten -C6H5, -COOR1, -C(CH3)3, -C(C6H5)3, p bedeutet 0,1 oder 2 n bedeutet 0 oder 1.Cosmetic agent for treating the hair and scalp The invention relates to a cosmetic agent which is intended for cosmetic treatment of the healthy surface of the human body, in particular the hair. Cosmetic preparations according to the invention in the form of ton lotions @ hair lotions and the like, among other things, dissolve the dandruff of fresh dandruff skin, dry flaking, unwanted sebum accumulations, etc. The invention consists in using at least one compound of the formula as a capillary agent R1 and R2 are and are a lower alkyl radical, where R1 and R2 can be the same or different or can also represent a hydrogen atom, R3 is a radical of the formula - (CH2) P-R4, in which R4 is -C6H5, -COOR1, -C (CH3) 3, -C (C6H5) 3, p means 0,1 or 2 n means 0 or 1.
Die kosmetisch wirkenden Stoffe werden in Form ihrer Salze mit einer organischen odor anorganischen Säure, wie z0B Halogen-, Wasserstoffsäure, Salicylsäure, para-toluolsulfonsäure, Zitronensäure, Phosphorsäure, Malonsäure, Weinsäure, Nicotinsäure oder Ascorbinsäure angwendet, Die erfindungsgemäß anzuwendenden Wirkstoffe können auch in Form ihrer freien Basen angwendet worden, sofern diese Basen nicht toxisch sind.The cosmetically active substances are in the form of their salts with a organic or inorganic acid, such as halogen, hydrochloric acid, salicylic acid, para-toluenesulfonic acid, citric acid, phosphoric acid, malonic acid, tartaric acid, nicotinic acid or ascorbic acid used, the active ingredients to be used according to the invention can have also been used in the form of their free bases, provided these bases are not toxic are.
Nach der Erfindung ist es auch möglich, Wirkstoffe, welche eine Carboxylgruppe enthaltene naeh ihrer Veresterung zu verwenden9 um dadurch ihre Lepoidlöslichkeit zu erhöhen, Unter den arfindungsgemä# zu verwendenden Wirkatoffen sei unter anderem im einzelnen Ggenannt@: das Dicitrat des S-benzylcysteamins der Formel das Salicylat des S-benzylcysteamins der Formel das para-toluolsulfonat des S-benzylcysteamins der Formel das Nicotinat dea S-benzylcysteamins der Formel Das Bromhydrat des S-benzylcysteamins der Formel C6H5 - CH2 - 5 - CH2 - CH2 - NH2 , HBr das Ditartrat der S-benzylcysteamins der Formel das Malat des S-benzylcysteamins der Formal C6H5-CH2-S-CH2-CH2-NH2, HO2C-CH2-CHOH-CO2H das 2 basische S-benzylcysteamih der Formel C6H5 - CH2 - S - CH2 - CH2 - NH2, H3 PO4 das S-thenylcysteamin der Formel das N-oxyd des (amino-2-äthylthio)-2 )-2 pyridins der Formel bzw. sein Chlorhydrat, das Askorbinat des S-benzylcysteamins.According to the invention it is also possible to use active ingredients which contain a carboxyl group after their esterification9 in order to increase their lepoid solubility the salicylate of S-benzylcysteamine of the formula the para-toluenesulfonate of S-benzylcysteamine of the formula the nicotinate dea S-benzylcysteamine of the formula The bromohydrate of S-benzylcysteamines of the formula C6H5 - CH2 - 5 - CH2 - CH2 - NH2, HBr the ditartrate of S-benzylcysteamines of the formula the malate of S-benzylcysteamine of the form C6H5-CH2-S-CH2-CH2-NH2, HO2C-CH2-CHOH-CO2H the 2 basic S-benzylcysteamine of the formula C6H5 - CH2 - S - CH2 - CH2 - NH2, H3 PO4 the S-thenylcysteamine of the formula the N-oxide of (amino-2-ethylthio) -2) -2 pyridine of the formula or its chlorohydrate, the ascorbate of S-benzylcysteamine.
Erfindungagemä# können die genannten Wirkstoffe auch in Gestalt ihrer Abkömmlinge benutzt werden9, in denen eines der Wasserstoff atome des Am ins ersetzt sind durch ein Radikal -COR oder S02R9 in welchem R ein niederes Alkyl oder Aryl bendeutet.The active ingredients mentioned can also be used in the form of their invention Derivatives are used9 in which one of the hydrogen atoms of the Am is replaced are represented by a radical -COR or SO2R9 in which R is a lower alkyl or aryl means.
Unter niederen Alkylen sind Alkohole zu verstehen, welche 19 2 oder 3 Atome Kohlenstoff enthaltene Hergestellt werden die erfindungsgemäß zu verwendenden WirkstofF fe dadurch, da# man ein Mercaptan auf gin Halogenamin einwirken lä#t, wobei das Mercaptan und das Amin selbstverständlich des geitünsohten Mittels angepaßt ist. Die Umsetzung erfolgt zweckmäßigerveise in alkoholischer Lösng von Natriumalkoholat Um die erfindungs#emä# zu verwondenden Wirkstoffe in Form ihrer Salze zu erhaLten, löst man zunächst die den Salzen entsprechenden Säuren in einem ihrer Lösungsmittel und führt dieser Lösung eine Base zu, wobei man zweckmä#igerweise das gleiche Lösungsmittel Banutzt.Lower alkylene is to be understood as meaning alcohols which 19 2 or Those to be used according to the invention are produced which contain 3 atoms of carbon Active ingredients by letting a mercaptan act on the halogenamine, the mercaptan and the amine, of course, being adapted to the treated agent is. The reaction is expediently carried out in an alcoholic solution of sodium alcoholate To the Invention # emä # to be used active ingredients in the form of their To obtain salts, one first dissolves the acids corresponding to the salts in a their solvent and this solution feeds a base, which is expediently the same solvent is used.
Zum Beispiel Kann man Äthylalkohol als Lösungsmittel benutzen zur Herstellung der Chlorhydrate, der Phosphate, der Malate, Äther zur Harstellung der citrate, der Salicylate oder der para-Toluolsulfate und Wasser zur Herstellung der Tartrate, der Nicotinate und Bromhydrate.For example, you can use ethyl alcohol as a solvent for Production of the chlorohydrates, the phosphates, the malates, ether for the production of the citrate, salicylate or para-toluene sulfate and water for the production of the Tartrates, nicotinates and bromine hydrates.
Um die als Wirkstoff zu verwendenden N-abustituiorten Basen herzustellen, läßt man auf die reine Base ein Anhydrid oder eilt Säu rechlorjd einwirken Infolge der Wärmeentwicklung bei dör Reaktion muß das Säurechlorid oder -anhydrid ganz allmählich die Reaktion eingeführt werden, um eine zu starke Temperaturerhöhung zu vermeiden. Die Wirksubstanz fällt aus bzw, man ffihrt die Ausfällung durch Zusatz von Wasser herbei. Die überschüssige Base9 die nicht in Reaktion Chlor getreten ist, wird in Form von Chlorhydrat ausgeschioden.In order to produce the N-abustituiorten bases to be used as active ingredients, an anhydride is allowed to act on the pure base or acidic chloride is allowed to act as a result The acid chloride or anhydride must be very gradual to the development of heat during the reaction the reaction must be introduced in order to avoid an excessive increase in temperature. The active substance precipitates or the precipitation is carried out by adding water come here. The excess base9 that did not react with chlorine is in Eliminated the form of chlorohydrate.
Die. erfindungsgemä# zu verwondenden Stoffe können beispielsweise in Mongen von 0,5 bis 5 %, vorzugswoise in Mengen von 1,5 bis 2 % in der fertigen Zubecitung angowendet werden, Die erfindungsgemä# zu verwendenden Wirkstoffe können in Geatalt einer Suspension ohne Lösung in Wasser oder in Öl in Gestalt einer Creme oder eines Gels für sich oder in Mischung mit anderen ange wendet werden.The. Substances to be used according to the invention can, for example in amounts of 0.5 to 5%, preferably in amounts of 1.5 to 2% in the finished product Preparation are used, The # to be used according to the invention Active ingredients can be in suspension without being dissolved in water or in oil Form of a cream or gel applied by itself or in a mixture with others will.
Der Vorteil der durch die Verwendung der neuen Wirkstoffe erzielt wird ist vor allem anderen zu sehen in ihrer leichten Lösichkeit in Wasser bzw. in verdünntem, etwa 50 %igea Alkohol, welcher eine sehr kosmetisch angenehme Anwendungsmöglichkeit erlaubt.The benefit obtained by using the new active ingredients is to be seen above all else in its easy solubility in water resp. in diluted, about 50% alcohol, which is a very cosmetically pleasant application permitted.
Selbstverständlich können den neuen Zubereitungen gebräuchlich kosmetisch angewandte Stoffe, wie Farbstoffe, Parfums, Notsmittel usw. beigemischt werden. Beachtlich ist auch daß die neuen Mittel mit Vorteil nicht nur auf das lebende Haar als solches aufgebracht werden, etwa durch einen Spray, sondern auch durch Einreiben derKopfha;ut angewendet werden können.Of course, the new preparations can usually be cosmetic Applied substances such as dyes, perfumes, emergency supplies, etc. are added. It is also noteworthy that the new means are beneficial not only on living hair can be applied as such, for example by means of a spray, but also by rubbing in the scalp can be applied.
B e i s p i e l X in 100 ml destilliertem und parfumiertm Wasser werden 5 g S-benzylcysteamin der Formel C6H5-CH2-S-CH2-CH2-NH2, BrH gelöst. Eg p i e l X in 100 ml of distilled and perfumed water 5 g of S-benzylcysteamine of the formula C6H5-CH2-S-CH2-CH2-NH2, BrH are dissolved.
B e i s p i e l 2 Zur Herstellung einer Lot ion löst man 3 g S-tert-butylcysteamin der Formel (CH3)3 C C - S - CH2 - OH2 in 100 ml 50 %igen wässerigen Alkohol. Example 2 To make a lotion, dissolve 3 g of S-tert-butylcysteamine of the formula (CH3) 3 C C - S - CH2 - OH2 in 100 ml of 50% aqueous alcohol.
B e i s p i e l 3 Zur Herstellung eines Kopfwassers werden 1 g Neoxy (amino-2 äthylthio)-2 pyridin-chlorhydrat der Formel in 100 ml parfumiertem wasser gelöst Beispiel 4 1,5 t S-thenylcysteamin Chlorhydrat der Formal 0475 g Methionine werden in 100 ml destilliertem und parfumiertem Wasser gelöst.Example 3 1 g of neoxy (amino-2-ethylthio) -2-pyridine chlorohydrate of the formula is used to prepare water over the top dissolved in 100 ml of perfumed water Example 4 1.5 t of s-thenylcysteamine chlorohydrate of the formal 0475 g methionine are dissolved in 100 ml distilled and perfumed water.
Beispiel 5 1 g S-benzylcysteamin Nicotinat der Formel Dime thylhydrantoin Formolwachs 0,5 g Dimethyldilaurylammoniumhydrid 0,5 g Duftstoff Op1 g Alkohol 60 ml Auffüllen auf mit Wasser auf 100 ml Beicepiel. 6 S-benzylcysteaminmalat der Formel C6H5CH2-S-CH2-CH2-NH2,HO2C-CH2-CHOH-CO2H 1,3 g Polyäthylenglycol 300 5 g Parfum 0,1 g Alkohol 45 ml Auffüllen mit Wasser auf 100 ml Toxixitätaversuche mit den nouon kosmetischen Mitteln wurden einerßeita an männlichen Wistarratte, die ungefähr zwei Honate alt waren und ein Gewicht von etwa 100 g hatten, durchgefährt. Die vor suche wurden in 5 Gruppen zu Jo 15 Tieren durchgefährt, Vor dem Impfen wurde am Rücken Jeder Ratte der einzelnen Gruppen eine Fläche von etwa 15 qcm abgeschoren, während zwei Wochen wurden sodann 0,02 mM der folgenden Wirkstoffe in 0,5 ml Wasser injiziert, und zwar Gruppe ls S-carboxymethylcysteamin Gruppe 2: S-tritylcysteaminchlorhyderat Gruppe 3 s S-benzylcysteaminchlorhydrat Gruppe : 0,5 ml Wasser ohne Jeden Zusatz Gruppe 5: unbehandelte Vergleichstiere Während der zweiwöchigen Behandlungedauer wurden die Tiere unter den gleichen Lebens- und Nahrungsbedingungen gehalten und ihr Wachstum wöchentlich kontrolliert. Irgendwelche Unterschiede wurden wlihrend dieser Behandlungsdauer bei den Tieren der Gruppen 1, 2 und 3 gegenüber der Gruppen 4 und 5 nicht festgestellt.Example 5 1 g of S-benzylcysteamine nicotinate of the formula Dimethylhydrantoin formol wax 0.5 g dimethyldilaurylammonium hydride 0.5 g fragrance Op1 g alcohol 60 ml fill up with water to 100 ml example. 6 S-benzylcysteamine malate of the formula C6H5CH2-S-CH2-CH2-NH2, HO2C-CH2-CHOH-CO2H 1.3 g polyethylene glycol 300 5 g perfume 0.1 g alcohol 45 ml fill up with water to 100 ml toxicity tests with the nouon cosmetic Means were carried out on male Wistar rats approximately two months old and weighing approximately 100 grams. The search was carried out in 5 groups of Jo 15 animals. Before vaccination, an area of about 15 square centimeters was sheared off the back of each rat in the individual groups, then 0.02 mM of the following active ingredients in 0.5 ml of water for two weeks injected, namely group ls S-carboxymethylcysteamine group 2: S-tritylcysteamine chlorohydrate group 3 s S-benzylcysteamine chlorohydrate group: 0.5 ml water without any additive group 5: untreated comparison animals During the two-week treatment period, the animals were under the same living and feeding conditions and their growth is monitored weekly. No differences were found in the animals in groups 1, 2 and 3 compared to groups 4 and 5 during this treatment period.
Nach dieser Behandlungazeit wurden dSe Tiere klinisch untersucht und dabei festgestellt, daß die Haut der Tiere der Gruppen 1, 2 und 3 keinerlei Reizung aufwies im @egenteil, die Haut der Tiefe der Gruppen 4 und 5 war schuppig.After this period of treatment, the animals were examined clinically and It was found that the skin of the animals in groups 1, 2 and 3 did not cause any irritation On the contrary, the skin of the depths of groups 4 and 5 was scaly.
Claims (1)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US60248066A | 1966-12-19 | 1966-12-19 |
Publications (3)
Publication Number | Publication Date |
---|---|
DE1617705A1 true DE1617705A1 (en) | 1972-04-13 |
DE1617705B2 DE1617705B2 (en) | 1973-03-08 |
DE1617705C3 DE1617705C3 (en) | 1973-10-11 |
Family
ID=24411510
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE19661617705 Expired DE1617705C3 (en) | 1966-12-19 | 1966-12-20 | Cosmetic product for hair treatment |
Country Status (2)
Country | Link |
---|---|
AT (4) | AT283602B (en) |
DE (1) | DE1617705C3 (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
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 |
US4323553A (en) * | 1979-05-03 | 1982-04-06 | L'oreal | Composition for strengthening and revitalizing brittle or damaged nails containing a salt of 2-benzylthio ethylamine |
US8139778B2 (en) | 2006-09-29 | 2012-03-20 | Siemens Audiologische Technik Gmbh | Method for the time-controlled adjustment of a hearing apparatus and corresponding hearing apparatus |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ZA792608B (en) * | 1978-05-30 | 1980-06-25 | Smith Kline French Lab | Nitro compounds |
-
1966
- 1966-12-20 DE DE19661617705 patent/DE1617705C3/en not_active Expired
- 1966-12-21 AT AT1174166A patent/AT283602B/en not_active IP Right Cessation
-
1967
- 1967-12-18 AT AT369769A patent/AT280229B/en not_active IP Right Cessation
- 1967-12-18 AT AT369669A patent/AT282611B/en not_active IP Right Cessation
- 1967-12-18 AT AT1138767A patent/AT279569B/en not_active IP Right Cessation
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4323553A (en) * | 1979-05-03 | 1982-04-06 | L'oreal | Composition for strengthening and revitalizing brittle or damaged nails containing a salt of 2-benzylthio ethylamine |
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 |
US8139778B2 (en) | 2006-09-29 | 2012-03-20 | Siemens Audiologische Technik Gmbh | Method for the time-controlled adjustment of a hearing apparatus and corresponding hearing apparatus |
Also Published As
Publication number | Publication date |
---|---|
DE1617705B2 (en) | 1973-03-08 |
AT279569B (en) | 1970-03-10 |
AT283602B (en) | 1970-08-10 |
AT280229B (en) | 1970-04-10 |
DE1617705C3 (en) | 1973-10-11 |
AT282611B (en) | 1970-07-10 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
C3 | Grant after two publication steps (3rd publication) | ||
E77 | Valid patent as to the heymanns-index 1977 | ||
8339 | Ceased/non-payment of the annual fee |