Undecylenoyl phenylalanine

Undecylenoyl phenylalanine Struktur
175357-18-3
CAS-Nr.
175357-18-3
Englisch Name:
Undecylenoyl phenylalanine
Synonyma:
Sepiwhite;LGB UP;Sepiwhite MSH powder ;UNDECYLENOYL PHENYLALANINE;Undecarbonyl phenylalanine;Undecylenoyl Phenylalanine/MSH;Triethyl orthoformate 122-51-0;UNDECYLENOYL PHENYLALANINE USP/EP/BP;UNDECYLENOYL PHENYLALANINE(175357-18-3);N-(1-Oxo-10-undecen-1-yl)-L-phenylalanine
CBNumber:
CB1965399
Summenformel:
C20H29NO3
Molgewicht:
331.45
MOL-Datei:
175357-18-3.mol

Undecylenoyl phenylalanine Eigenschaften

Schmelzpunkt:
109-112 °C
Siedepunkt:
540.0±50.0 °C(Predicted)
Dichte
1.047±0.06 g/cm3(Predicted)
Dampfdruck
0-0Pa at 25-60℃
pka
3.63±0.10(Predicted)
InChI
InChI=1S/C20H29NO3/c1-2-3-4-5-6-7-8-12-15-19(22)21-18(20(23)24)16-17-13-10-9-11-14-17/h2,9-11,13-14,18H,1,3-8,12,15-16H2,(H,21,22)(H,23,24)/t18-/m0/s1
InChIKey
RTBWWWVNZWFNBV-SFHVURJKSA-N
SMILES
C(O)(=O)[C@H](CC1=CC=CC=C1)NC(=O)CCCCCCCCC=C
LogP
-0.04-3.3 at pH2-7
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitsschädlich bei Verschlucken. Akute Toxizität oral Kategorie 4 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P270, P301+P312, P330, P501
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P302+P352, P321,P332+P313, P362
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P305+P351+P338,P337+P313P
H335 Kann die Atemwege reizen. Spezifische Zielorgan-Toxizität (einmalige Exposition) Kategorie 3 (Atemwegsreizung) Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" />
Sicherheit
P261 Einatmen von Staub vermeiden.
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P270 Bei Gebrauch nicht essen, trinken oder rauchen.
P271 Nur im Freien oder in gut belüfteten Räumen verwenden.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P302+P352 BEI BERÜHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckmäßig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.
P332+P313 Bei Hautreizung: Ärztlichen Rat einholen/ärztliche Hilfe hinzuziehen.
P337+P313 Bei anhaltender Augenreizung: Ärztlichen Rat einholen/ärztliche Hilfe hinzuziehen.

Undecylenoyl phenylalanine Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung

Undecylenoyl Phenylalanine is a chemical compound—a substituted amino acid derivative—that is used in skin conditioning agents in different brands of whitening creams and other skin care topical products. The compound helps regulate skin pigmentation, thereby, improving skin tone and its fairness.
Undecylenoyl phenylalanine is a possible antagonist of alpha-melanocyte-stimulatinghormone. It inhibits melanotropin, a melanin stimulator found in the skin. Melanotropin controls tyrosinase activity (tyrosinase being an essential enzyme in the production of melanin), melanin (eumalanin) synthesis and melanosome; therefore, by preventing the production of melanotropin, the pigmentation process is reduced or halted.

Verwenden

Undecylenoyl phenylalanine is a novel skin-lightening agent, probably acting as α-melanocyte-stimulating hormone (α-MSH) and beta-adrenergic receptor (β-ADR) antagonist.

benefits

Undecylenoyl Phenylalanine has good skin affinity and can control the binding of α-MSH (melanocyte-stimulating hormone) to melanin production factors, thus blocking the process of melanin formation. It can exert a blocking effect on α-MSH at a concentration of 0.001%, while the optimal use concentration is 1%. It can comprehensively inhibit melanin production at multiple levels, resulting in more significant and long-lasting effects.

Clinical Use

A study was done to evaluate the efficacy and safety of a preparation containing undecylenoyl phenylalanine 2% in the topical treatment of solar lentigines. In total, 36 patients with solar lentigines of the hands were randomly assigned to apply the active preparation on one side and the vehicle alone on the other side, twice daily for 12 weeks. Undecylenoyl phenylalanine 2% is a novel depigmenting agent, which possibly acts as an alpha-melanocyte-stimulating hormone antagonist, thus inhibiting melaninogenesis. It achieved a significant lightening of the lesions with minimal side-effects. Most patients were satisfied with the improvement.

Nebenwirkungen

When taken by mouth: L-phenylalanine is LIKELY SAFE for most people when taken in amounts commonly found in foods. L-phenylalanine is POSSIBLY SAFE when taken as medicine, short-term. D-phenylalanine is POSSIBLY SAFE when used as a single dose of up to 10 grams. There isn't enough reliable information to know if D-phenylalanine is safe when used as more than a single dose.

Mode of action

Undecylenoyl Phenylalanine is a structural analogue of α-MSH that competitively binds to the melanocortin-1 receptor (MC1-R) on melanocytes, leading to the suppression of melanocyte activity and reduced melanin production by inhibiting the production of tyrosinase.

Undecylenoyl phenylalanine Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Undecylenoyl phenylalanine Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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175357-18-3()Verwandte Suche:


  • UNDECYLENOYL PHENYLALANINE
  • L-Phenylalanine, N-(1-oxo-10-undecen-1-yl)-
  • N-(1-Oxo-10-undecen-1-yl)-L-phenylalanine
  • LGB UP
  • (S,E)-3-phenyl-2-undec-2-enamidopropanoic Acid
  • Nano-Liposomal(Water Soluble) UNDECYLENOYL PHENYLALANINE(MSH)
  • Sepiwhite MSH powder
  • UNDECYLENOYL PHENYLALANINE USP/EP/BP
  • Undecylenoyl Phenylalanine/MSH
  • undecylenoyl phenylalanine CAS 175357-18-3
  • (S)-3-Phenyl-2-(undec-10-enamido)propanoic acid
  • UNDECYLENOYL PHENYLALANINE(175357-18-3)
  • Sepiwhite
  • Triethyl orthoformate 122-51-0
  • Undecarbonyl phenylalanine
  • Nano-Liposomal UNDECYLENOYL PHENYLALANINE(MSH)
  • 175357-18-3
  • 175357-18-3
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