Retinylacetat

Retinyl acetate Struktur
127-47-9
CAS-Nr.
127-47-9
Bezeichnung:
Retinylacetat
Englisch Name:
Retinyl acetate
Synonyma:
VITAMIN A ACETATE;RETINOL ACETATE;retinyl;VITAMIN A ACETAT;ALL-TRANS-RETINYL ACETATE;Crystalets;Retinylacetat;RETINOL ACETATE ALL TRANS;Myvak;Myvax
CBNumber:
CB4308339
Summenformel:
C22H32O2
Molgewicht:
328.49
MOL-Datei:
127-47-9.mol

Retinylacetat Eigenschaften

Schmelzpunkt:
57-58 °C
Siedepunkt:
406.22°C (rough estimate)
Dichte
1.0474 (rough estimate)
Brechungsindex
1.547-1.555
Flammpunkt:
14℃
storage temp. 
2-8°C
Löslichkeit
absolute ethanol: 25 mg/mL
Aggregatzustand
solid or viscous liquid
Farbe
Yellow powder
Geruch (Odor)
Amine like
Biologische Quelle
synthetic (organic)
Wasserlöslichkeit
soluble
Sensitive 
Light & Air Sensitive & Hygroscopic
Merck 
14,10013
BRN 
1915439
Specific Activity
475,000-650,000USP units/g
Stabilität:
Hygroscopic, Light Sensitive
Major Application
clinical testing
Kosmetik-Inhaltsstoffe Funktionen
SKIN CONDITIONING - MISCELLANEOUS
InChI
1S/C22H32O2/c1-17(9-7-10-18(2)14-16-24-20(4)23)12-13-21-19(3)11-8-15-22(21,5)6/h7,9-10,12-14H,8,11,15-16H2,1-6H3/b10-7+,13-12+,17-9+,18-14+
InChIKey
QGNJRVVDBSJHIZ-QHLGVNSISA-N
SMILES
O(C\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(CCCC1(C)C)C)C(=O)C
LogP
9.4 at 25℃
CAS Datenbank
127-47-9(CAS DataBase Reference)
NIST chemische Informationen
Retinol, acetate(127-47-9)
EPA chemische Informationen
Retinol acetate (127-47-9)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher Xn,Xi,T,F
R-Sätze: 38-63-36/37/38-53-61-11
S-Sätze: 36/37-45-37/39-26-53-16
RIDADR  UN1170 - class 3 - PG 2 - Ethanol
WGK Germany  2
RTECS-Nr. VH6825000
1-8-10
TSCA  TSCA listed
HS Code  29362100
Speicherklasse 3 - Flammable liquids
Hazard Classifications Eye Irrit. 2
Flam. Liq. 2
Toxizität LD50 (10 day) orally in mice: 4100 mg/kg (Kamm)
Bildanzeige (GHS) Health Hazard (GHS08)
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H360 Kann die Fruchtbarkeit beeinträchtigen oder das Kind im Mutterleib schädigen. Fertility (Fruchtbarkeit) Kategorie 1 Achtung
H413 Kann für Wasserorganismen schädlich sein, mit langfristiger Wirkung. Langfristig (chronisch) gewässergefährdend Kategorie 4
Sicherheit
P201 Vor Gebrauch besondere Anweisungen einholen.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P308+P313 BEI Exposition oder falls betroffen: Ärztlichen Rat einholen/ärztliche Hilfe hinzuziehen.

Retinylacetat Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R38:Reizt die Haut.
R63:Kann das Kind im Mutterleib möglicherweise schädigen.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

S-Sätze Betriebsanweisung:

S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.

Beschreibung

Retinyl acetate (retinol acetate, vitamin A acetate,127-47-9) is a natural form of vitamin A. It is the acetate ester of retinol. It consists of yellow crystals which are greasy or sticky. It has a mild, characteristic odor. It has potential antineoplastic and chemo-preventive activities. It can be used to fortify food with vitamin A. As vitamin A acetate can induce cell differentiation and inhibit cell proliferation, it is used in skin-conditioning agent.

Chemische Eigenschaften

Retinyl acetate is a yellow, prism-shaped crystal and a lipid-soluble compound, with better chemical stability than vitamin A. In clinical practice, either vitamin A acetate or its palmitate form is typically dissolved in vegetable oil for administration, where it is hydrolyzed by enzymes in the body to release active vitamin A. The form of vitamin A listed in the Chinese Pharmacopoeia refers to the active vitamin A compound.

Verwenden

Retinyl acetate has been used:
  • a control diet to study its effect at different developmental periods in fish larvae
  • to study its inhibitory effects on Mycobacterium aviumsubspeciesparatuberculosis(MAP) strains
  • as an internal standard in high performance liquid chromatography (HPLC) to quantify vitamin A in fortified milk

synthetische

A method for preparing retinyl acetate the following steps:
Under alkaline conditions, 3-methyl-4-oxo-2-butene-1-yl acetate (referred to as C5 aldehyde ester) and tetraethyl methylene diphosphate undergo a condensation reaction to form an intermediate C6 phosphate (chemical name: 5-(diethyl phosphate)-3-methyl-2,4-hexadiene-1-acetate).
Under alkaline conditions, the C6 phosphate undergoes a transposition reaction. C14 aldehyde (chemical name: 2-methyl-4-(2,6,6-trimethyl-1-cyclohexene-1-yl)-3-butene-1-aldehyde) is then added to undergo a Wittig-Horner condensation reaction, yielding retinyl acetate.

Allgemeine Beschreibung

Retinyl acetate is suitable for use in the retention identification of the analyte when using HPLC and GC. Not intended for use as an activity reference standard. It has been thoroughly evaluated to ensure the utmost quality. Neat, unless otherwise noted. Certificate of Composition provided with the purchase.

Sicherheitsprofil

Moderately toxic by ingestion. Experimental teratogenic and reproductive effects. Questionable carcinogen with experimental neoplastigenic data. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes. See also VITAMIN A.

läuterung methode

The acetate is separated from retinol by column chromatography, then crystallised from MeOH. [Kofler and Rubin Vitamins and Hormones (NY) 18 315 1960 for purification methods]. Store it in the dark, under N2 or Ar, at 0o. [Beilstein 6 IV 4135.]

Retinylacetat Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Retinylacetat Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 727)Lieferanten
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127-47-9(Retinylacetat)Verwandte Suche:


  • RETINYL ACETATE
  • RETINOL ACETATE ALL TRANS
  • RETINOL ACETATE, WATER SOLUBLE
  • VITAMIN A ACETATE, ALL TRANS
  • VITAMIN A ACETATE 1500
  • TRANS-RETINOL ACETATE
  • TRANS-RETINYL ACETATE
  • VITAMIN-A-ACETATE STAB. BHA/BHT CONC.
  • RETINOL ACETATE, 100MG, NEAT
  • VITAMIN A (ACETATE) MEETS USP TESTING S
  • RETINOL ACETATE ALL TRANS INSECT CELL*CU LTURE TESTE
  • VITAMIN-A-ACETATE, STAB. DL-A-TOCOPHEROL ,CONC.(I.PEANUTOIL)
  • RETINOL ACETATE ALL TRANS CELL*CULTURE T ESTED
  • VitaminAAcetateForBiochemistry
  • VitaminAAcetateB.P.,U.S.P.
  • Vitamin A acetate in gelatin, powder
  • all-trans-Retinyl acetate, 1.5 million IU/g, in sunflower oil, USP/EP, stab.
  • Retinyl acetate solution
  • Retinyl Acetate (Vitamin A Acetate)
  • (all-E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-4,6,8-nonatetraen- 1-ol Acetate
  • all-trans-Retinol Acetat
  • VitaMin A ace
  • Retinyl (Retinol) Acetate
  • VITAMINAACETATE(1,000,0001U/G)
  • VITAMINAACETATE(1,500,0001U/G)
  • VITAMINAACETATE(1,700,0001U/G)
  • VITAMINAACETATE(2,000,0001U/G)
  • VITAMINAACETATE(2,500,0001U/G)
  • VITAMINAACETATE(2,800,0001U/G)
  • VITAMINAACETATE,FEED,POWDER(1,000,0001U/G)
  • VITAMINAACETATE,FEED,POWDER(1,500,0001U/G)
  • VITAMINAACETATE,FEED,POWDER(500,0001U/G)
  • VITAMINAACETATE,FEED,POWDER(650,0001U/G)
  • VITAMINAACETATE,FOOD,POWDER(500,0001U/G)
  • VITAMINAACETATE,SYNTHETIC,CRYSTALLINE
  • VITAMINAACETATE,USP
  • VITAMIN A ACETATE(RETINOL ACETATE)(RG)
  • VITAMIN A ACETATE(RETINOL ACETATE)(AS)
  • Antixerophthalmic vitamin acetate
  • (2E,4E,6E,8E)
  • -3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)
  • nona-2,4,6,8-tetraen-1-yl acetate
  • Retinol acetate Vitamin A acetate all-trans Vitamin A acetate all-trans-Retinyl acetate
  • Retinal acetate
  • Vitamin A Acetate, all trans(Synthetic) 500,000 USP u/g
  • Vitamin A Acetate 1000 IU Feed Grade
  • Retinyl acetate, 2750 IU/mg
  • Water Soluble Retinyl Acetate (Vitamin A Acetate), Liposomal Retinyl Acetate, Retinyl Acetate NanoEmusion
  • ALL-TRANS VITAMIN A ACETATE
  • 3,7-Dimethyl-9-(2,6,6,-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraen-1-ol acetate
  • All-trans-retinol acetate
  • Davitan A 650
  • Myvak
  • Myvax
  • trans-Vitamin A acetate
  • trans-vitaminaacetate
  • Vitamin A alcohol acetate
  • Vitamin A1 acetate
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