DE1035855B - Skin and hair care products - Google Patents
Skin and hair care productsInfo
- Publication number
- DE1035855B DE1035855B DESCH22388A DESC022388A DE1035855B DE 1035855 B DE1035855 B DE 1035855B DE SCH22388 A DESCH22388 A DE SCH22388A DE SC022388 A DESC022388 A DE SC022388A DE 1035855 B DE1035855 B DE 1035855B
- Authority
- DE
- Germany
- Prior art keywords
- skin
- care products
- hair care
- hair
- acid esters
- 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.)
- Pending
Links
- 150000002148 esters Chemical class 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 7
- 150000003839 salts Chemical class 0.000 claims description 3
- 239000000654 additive Substances 0.000 claims description 2
- 230000002421 anti-septic effect Effects 0.000 claims description 2
- 229940064004 antiseptic throat preparations Drugs 0.000 claims description 2
- 229940088597 hormone Drugs 0.000 claims description 2
- 239000005556 hormone Substances 0.000 claims description 2
- 239000000419 plant extract Substances 0.000 claims description 2
- 229940088594 vitamin Drugs 0.000 claims description 2
- 239000011782 vitamin Substances 0.000 claims description 2
- 235000013343 vitamin Nutrition 0.000 claims description 2
- 229930003231 vitamin Natural products 0.000 claims description 2
- 239000000047 product Substances 0.000 claims 3
- 239000013589 supplement Substances 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 150000001413 amino acids Chemical class 0.000 description 6
- 239000003921 oil Substances 0.000 description 5
- 235000019198 oils Nutrition 0.000 description 5
- 239000002304 perfume Substances 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- 125000003277 amino group Chemical group 0.000 description 3
- -1 antiseptics Substances 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- 239000002537 cosmetic Substances 0.000 description 3
- 235000019441 ethanol Nutrition 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000005662 Paraffin oil Substances 0.000 description 2
- LOUPRKONTZGTKE-WZBLMQSHSA-N Quinine Chemical compound C([C@H]([C@H](C1)C=C)C2)C[N@@]1[C@@H]2[C@H](O)C1=CC=NC2=CC=C(OC)C=C21 LOUPRKONTZGTKE-WZBLMQSHSA-N 0.000 description 2
- 230000010933 acylation Effects 0.000 description 2
- 238000005917 acylation reaction Methods 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 239000003925 fat Substances 0.000 description 2
- 239000006210 lotion Substances 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000003755 preservative agent Substances 0.000 description 2
- 230000002335 preservative effect Effects 0.000 description 2
- 102000004169 proteins and genes Human genes 0.000 description 2
- 108090000623 proteins and genes Proteins 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- CUNWUEBNSZSNRX-RKGWDQTMSA-N (2r,3r,4r,5s)-hexane-1,2,3,4,5,6-hexol;(z)-octadec-9-enoic acid Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.CCCCCCCC\C=C/CCCCCCCC(O)=O.CCCCCCCC\C=C/CCCCCCCC(O)=O.CCCCCCCC\C=C/CCCCCCCC(O)=O CUNWUEBNSZSNRX-RKGWDQTMSA-N 0.000 description 1
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 1
- 201000004384 Alopecia Diseases 0.000 description 1
- 241000157855 Cinchona Species 0.000 description 1
- 235000001258 Cinchona calisaya Nutrition 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 102000011782 Keratins Human genes 0.000 description 1
- 108010076876 Keratins Proteins 0.000 description 1
- 239000004166 Lanolin Substances 0.000 description 1
- XUYPXLNMDZIRQH-UHFFFAOYSA-N N-acetylmethionine Chemical compound CSCCC(C(O)=O)NC(C)=O XUYPXLNMDZIRQH-UHFFFAOYSA-N 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 235000013871 bee wax Nutrition 0.000 description 1
- 239000012166 beeswax Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- PRQXYGWRFIWWFJ-UHFFFAOYSA-N benzyl 2-acetamidoacetate Chemical compound CC(=O)NCC(=O)OCC1=CC=CC=C1 PRQXYGWRFIWWFJ-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- LOUPRKONTZGTKE-UHFFFAOYSA-N cinchonine Natural products C1C(C(C2)C=C)CCN2C1C(O)C1=CC=NC2=CC=C(OC)C=C21 LOUPRKONTZGTKE-UHFFFAOYSA-N 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 239000000262 estrogen Substances 0.000 description 1
- HWRSILOQIXCGQU-QMMMGPOBSA-N ethyl (2s)-2-acetamido-4-methylsulfanylbutanoate Chemical compound CCOC(=O)[C@@H](NC(C)=O)CCSC HWRSILOQIXCGQU-QMMMGPOBSA-N 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 230000003779 hair growth Effects 0.000 description 1
- 208000024963 hair loss Diseases 0.000 description 1
- 230000003676 hair loss Effects 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 229930182817 methionine Natural products 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 229960002139 pilocarpine hydrochloride Drugs 0.000 description 1
- RNAICSBVACLLGM-GNAZCLTHSA-N pilocarpine hydrochloride Chemical compound Cl.C1OC(=O)[C@@H](CC)[C@H]1CC1=CN=CN1C RNAICSBVACLLGM-GNAZCLTHSA-N 0.000 description 1
- 229960000948 quinine Drugs 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- ZZPKZRHERLGEKA-UHFFFAOYSA-N resorcinol monoacetate Chemical compound CC(=O)OC1=CC=CC(O)=C1 ZZPKZRHERLGEKA-UHFFFAOYSA-N 0.000 description 1
- 210000004761 scalp Anatomy 0.000 description 1
- 239000002884 skin cream Substances 0.000 description 1
- GQTHJBOWLPZUOI-FJXQXJEOSA-M sodium D-pantothenate Chemical compound [Na+].OCC(C)(C)[C@@H](O)C(=O)NCCC([O-])=O GQTHJBOWLPZUOI-FJXQXJEOSA-M 0.000 description 1
- 229940068459 sodium pantothenate Drugs 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 229960005078 sorbitan sesquioleate Drugs 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
Classifications
-
- 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
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
- A61K8/4946—Imidazoles or their condensed derivatives, e.g. benzimidazoles
-
- 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
- A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
-
- 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
-
- 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
-
- 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
- A61K8/67—Vitamins
-
- 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
- A61K8/67—Vitamins
- A61K8/673—Vitamin B group
-
- 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
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)
- Emergency Medicine (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
Description
Haut- und Haarpflegemittel Die Verwendung von Aminosäuren, Keratinhydrolysaten und Proteinen anderer Herkunft zur Bereitung von kosmetischen Präparaten ist seit längerer Zeit bekannt. Ihre günstige Wirkung auf die Haut- und Haarbeschaffenheit ist bei äußerlicher Anwendung sehr gering, da sich die erwähnten Verbindungen zum Teil in Wasser und anderen Lösungsmitteln nur schlecht und in den in der Kosmetik gebräuchlichen Lipoiden fast gar nicht lösen. Dies trifft auch zu für acylierte Aminosäuren wie N-Acetyl-d,l-methionin, das in Kombination mit einem östrogenen Hormon zur Verhütung von Haarausfall eingesetzt worden ist.Skin and hair care products The use of amino acids, keratin hydrolysates and proteins of other origins for the preparation of cosmetic preparations has been since known for a long time. Their beneficial effect on the condition of the skin and hair is very low when used externally, since the mentioned connections to the Part in water and other solvents only poorly and in cosmetics common lipoids almost not dissolve at all. This also applies to acylated ones Amino acids such as N-acetyl-d, l-methionine, which in combination with an estrogenic Hormone has been used to prevent hair loss.
Es wurde nun gefunden, daß man wesentlich bessere Ergebnisse erzielt, wenn man solche Derivate von Aminosäuren verwendet, die eine bessere Löslichkeit in den in der Kosmetik gebräuchlichen Rohstoffen, z. B. Fette, Öle, Wachse, Kohlenwasserstoffe und Alkohole, besitzen. It has now been found that much better results are obtained if one uses such derivatives of amino acids, which have a better solubility in the raw materials commonly used in cosmetics, e.g. B. fats, oils, waxes, hydrocarbons and alcohols.
Es sind dies Derivate von Aminosäuren, die durch Acylierung der Aminogruppe und Veresterung der Carboxylgruppe entstehen.These are derivatives of amino acids that result from acylation of the amino group and esterification of the carboxyl group arise.
Grundsätzlich sind die N-Acylaminosäureester von allen Aminosäuren zur Pflege der Haut und Haare geeignet. Auf Grund ihres physiologischen Charakters werden jedoch die Aminosäuren vorgezogen, welche Bestandteile der natürlichen Proteine sind. Es können sowohl die optisch aktiven N-Acylaminosäureester als auch deren Racemate verwendet werden. Die N-Acylaminosäureester sind an ihrem N-Atom noch zur Salzbildung fähig, und es können auch die entsprechenden anorganischen oder organischen Salze in dem Haut- und Haarpflegemittel zur Anwendung kommen. Zur Acylierung der Aminogruppe oder -gruppen werden ein- oder mehlbasische Carbonsäuren verwendet. Die Veresterung der Carboxylgruppe oder -gruppen erfolgt mit ein- oder mehrwertigen Alkoholen. Basically, the N-acyl amino acid esters are of all amino acids suitable for the care of the skin and hair. Because of their physiological character however, the amino acids are preferred, which are components of natural proteins are. Both the optically active N-acylamino acid esters and their Racemates can be used. The N-acylamino acid esters are still at their N atom Capable of salt formation, and it can also be the corresponding inorganic or organic Salts in which skin and hair care products are used. For acylation of Amino group or groups are mono- or flour-basic carboxylic acids. The carboxyl group or groups are esterified with mono- or polyvalent ones Alcohols.
Die beschriebenen N-Acylaminosäureester lassen sich in Form von Lösungen in geeigneten organischen Lösungsmitteln oder in Wasser verwenden; es kommen aber auch Lösungsmittelgemische in Betracht. Die geeigneten organischen Lösungsmittel können auch mit Wasser verdünnt sein. Die beschriebenen N-Acylaminosäureester können aber auch geeigneten Ölen, Fetten oder Emulsionen zugesetzt werden oder auch als Zusätze zu pulverförmigen Stoffen dienen. Die beschriebenen Haut- und Haarpflegemittel können darüber hinaus Wirkstoffe zur Kräftigung der Haut, des Haarbodens und des Haarwuchses enthalten, wie z. B. Vitamine, Hormone, Antiseptika, Pflanzenauszüge Auf Grund ihrer günstigen Löslichkeitseigenschaften lassen sich die beschriebenen N-Acylaminosäureester besser in Haut- und Haarpflegemittel einarbeiten. Die beschriebenen Hautpflegemittel verbessern das Aussehen der Haut und machen sie geschmeidig. Die beschriebenen Haarpflegemittel kräftigen die Struktur der Haare. The N-acylamino acid esters described can be in the form of solutions use in suitable organic solvents or in water; but there are solvent mixtures are also possible. The appropriate organic solvents can also be diluted with water. The N-acylamino acid esters described can but also suitable oils, fats or emulsions can be added or also as Additives to powdery substances are used. The skin and hair care products described can also use active ingredients to strengthen the skin, scalp and hair Contain hair growth, such as B. Vitamins, hormones, antiseptics, plant extracts Due to their favorable solubility properties, the described Incorporate N-acylamino acid esters better into skin and hair care products. The described Skin care products improve the appearance of the skin and make it supple. the Hair care products described strengthen the structure of the hair.
Beispiele 1. Hautcreme
2. Haarwasser 0,50 0/o d,l-N-Acetyl-methionin-äthylester 0,25 °/0 l-N-Acetyl-glutaminsäure-diäthylesterhydrochlorid 0,25 0/, Natriumpantothenat 52,00 0/o Äthylalkohol (9600ig) 47,00 01o Wasser s. q. Parfüm, Farbstoff 100,00 01o 3. Haarwasser 0,100/, l-N-Benzoyl-histidin-monoglycerinester 0,10 0/, l-N-Acetyl-methionin-äthylester 0,1001, Pilocarpin-hydrochlorid 0,10 01ü Resorcinmonoacetat 1,00 01o Chinarindenextrakt 40,00 0!o Isopropylalkohol 58,60°/o Wasser q. s. Parfüm, Farbstoff 100,00 0/, 4. Haaröl 50,0% Olivenöl 40,0°/0 Paraffinöl 9,001, Isopropylmyristat 0,5 01, d,1-N-Salicylyl-methionin-isopropylester 0,5% I-N-Acetyl-cystein-isopropylester q. s. Parfüm, Konservierungsmittel, Farbstoff lOOp °/o pTENTANSPRbCHE 1. Haut- und Haarpflegemittel, gekennzeichnet durch einen Gehalt an einem oder mehreren N-Acylaminosäureestern in optisch aktiver Form und bzw. oder als Racemat. 2. Hair lotion 0.50% d, 1-N-acetyl-methionine-ethyl ester 0.25% 1-N-acetylglutamic acid diethyl ester hydrochloride 0.25%, sodium pantothenate 52.00 0 / o ethyl alcohol (9600ig) 47.00 01o water see q. Perfume, dye 100.00 01o 3. Hair lotion 0.100 /, l-N-Benzoyl-histidine-monoglycerol ester 0.10 0 /, l-N-acetyl-methionine-ethyl ester 0.1001, pilocarpine hydrochloride 0.10 01u resorcinol monoacetate 1.00 01o quinine bark extract 40.00% isopropyl alcohol 58.60% water q. see perfume, dye 100.00 0 /, 4th Hair oil 50.0% olive oil 40.0% paraffin oil 9.001, isopropyl myristate 0.5 01, d, 1-N-salicylyl methionine isopropyl ester 0.5% I-N-acetyl-cysteine-isopropyl ester q. See perfume, preservative, dye lOOp% / o pTENT CLAIMS 1. Skin and hair care products, characterized by a Content of one or more N-acylamino acid esters in optically active form and or or as a racemate.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DESCH22388A DE1035855B (en) | 1957-06-29 | 1957-06-29 | Skin and hair care products |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DESCH22388A DE1035855B (en) | 1957-06-29 | 1957-06-29 | Skin and hair care products |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1035855B true DE1035855B (en) | 1958-08-07 |
Family
ID=7429303
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DESCH22388A Pending DE1035855B (en) | 1957-06-29 | 1957-06-29 | Skin and hair care products |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE1035855B (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3235457A (en) * | 1962-12-07 | 1966-02-15 | Gillette Co | Humectant |
| US3242052A (en) * | 1963-08-13 | 1966-03-22 | Mead Johnson & Co | Hair treatment with nu-acylcysteines |
| EP0572167A1 (en) * | 1992-05-20 | 1993-12-01 | Unilever Plc | Cosmestic composition |
| WO2001095866A1 (en) * | 2000-06-13 | 2001-12-20 | Unilever Plc | Hair oils |
| JPWO2010058730A1 (en) * | 2008-11-19 | 2012-04-19 | ポーラ化成工業株式会社 | Wrinkle improving agent |
| IT202000007234A1 (en) * | 2020-04-06 | 2021-10-06 | Isagro Spa | Compounds with fungicidal activity, relative agronomic compositions and use for the control of phytopathogenic fungi |
-
1957
- 1957-06-29 DE DESCH22388A patent/DE1035855B/en active Pending
Non-Patent Citations (1)
| Title |
|---|
| None * |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3235457A (en) * | 1962-12-07 | 1966-02-15 | Gillette Co | Humectant |
| US3242052A (en) * | 1963-08-13 | 1966-03-22 | Mead Johnson & Co | Hair treatment with nu-acylcysteines |
| EP0572167A1 (en) * | 1992-05-20 | 1993-12-01 | Unilever Plc | Cosmestic composition |
| WO2001095866A1 (en) * | 2000-06-13 | 2001-12-20 | Unilever Plc | Hair oils |
| JPWO2010058730A1 (en) * | 2008-11-19 | 2012-04-19 | ポーラ化成工業株式会社 | Wrinkle improving agent |
| US8835498B2 (en) | 2008-11-19 | 2014-09-16 | Pola Chemical Industries Inc. | Anti-wrinkle agents |
| IT202000007234A1 (en) * | 2020-04-06 | 2021-10-06 | Isagro Spa | Compounds with fungicidal activity, relative agronomic compositions and use for the control of phytopathogenic fungi |
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