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Cortison-21-acetat Produkt Beschreibung

Cortisone acetate Struktur
50-04-4
CAS-Nr.
50-04-4
Bezeichnung:
Cortison-21-acetat
Englisch Name:
Cortisone acetate
Synonyma:
artriona;cortelan;cortisyl;ricortex;NSC 49420;cortistab;biocortacetate;cortoneacetate;irisoneacetate;cortogenacetate
CBNumber:
CB9277612
Summenformel:
C23H30O6
Molgewicht:
402.48
MOL-Datei:
50-04-4.mol

Cortison-21-acetat Eigenschaften

Schmelzpunkt:
237-240 °C(lit.)
alpha 
D25 +164° (c = 0.5 in acetone); D25 +208 to +217° (dioxane)
Brechungsindex
212 ° (C=1, MeOH)
storage temp. 
2-8°C
Löslichkeit
Practically insoluble in water, freely soluble in methylene chloride, soluble in dioxan, sparingly soluble in acetone, slightly soluble in ethanol (96 per cent) and in methanol.
Aggregatzustand
neat
Wasserlöslichkeit
19mg/L(25 ºC)
Merck 
14,2539
BRN 
2067543
Stabilität:
Stable. Incompatible with strong oxidizing agents.
CAS Datenbank
50-04-4(CAS DataBase Reference)
EPA chemische Informationen
Cortisone acetate (50-04-4)

Sicherheit

S-Sätze: 22-36/37-24/25
WGK Germany  3
RTECS-Nr. GM9140000
HS Code  32041200

Cortison-21-acetat Chemische Eigenschaften,Einsatz,Produktion Methoden

S-Sätze Betriebsanweisung:

S22:Staub nicht einatmen.
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.

Chemische Eigenschaften

solid

Originator

Cortone Acetate,MSD,US,1950

Verwenden

Cortisone Acetate is a glucocorticoid. Cortisone Acetate is an antiinflammatory agent. Cortisone Acetate is bioavailable and readily converted to the therapeutically active form, Hydrocotisone (H71461 5).

Manufacturing Process

The following technique is described in US Patent 2,541,104. A solution of 2.0 g of 3(α)-hydroxy-21-acetoxy-11,20-diketo-pregnane, which can be prepared as described in Helv. Chim. Acta 27, 1287 (1944), is treated in a mixture of 25 cc of alcohol and 6.4 cc of acetic acid at 0°C with 6.0 g of potassium
cyanide. The solution is allowed to warm to room temperature and after 3 hours is diluted with water. The addition of a large volume of water to the alcohol-hydrogen cyanide mixture precipitates a gum which is extracted with chloroform or ethyl acetate. The extract is washed with water, and evaporated to small volume under reduced pressure. The crystalline precipitate (1.3 g) consists of 3(α),20-dihydroxy-20-cyano-21-acetoxy-11-keto-pregnane; dec. 175° to 185°C.
A solution of 0.60 g of chromic acid in 1.2 cc of water and 11 cc of acetic acid is added to a solution containing about 1.2 g of 3(α),20-dihydroxy-20-cyano- 21-acetoxy-11-ketopregnane at room temperature. After 1 hour, water is added and the product, which precipitates, is filtered and recrystallized from ethyl acetate to produce 3,11-diketo-20-hydroxy-20-cyano-21-acetoxypregnane; dec. 214° to 217°C.
0.40 cc of phosphorus oxychloride is added to a solution containing about 950 mg of 3,11-diketo-20-hydroxy-20-cyano-21-acetoxy-pregnane dissolved in 3 cc of pyridine. After standing at room temperature for 24 hours, the solution is poured into water and dilute hydrochloric acid, extracted with benzene and concentrated to dryness. The crude product, after chromatography gives one main constituent, namely δ17-3,11-diketo-20-cyano-21-acetoxy-pregnene; MP 189° to 190°C.
A solution of 1.0 g of δ17-3,11-diketo-20-cyano-21-acetoxy-pregnene in 10 cc of benzene is treated with 1.0 g of osmium tetroxide and 0.43 g of pyridine. After standing at room temperature for 18 hours, the resulting solution is treated successively with 50 cc of alcohol, and with 50 cc of water containing 2.5 g of sodium sulfite. The mixture is stirred for 30 hours, filtered, and the filtrate acidified with 0.5 cc of acetic acid and concentrated to small volume in vacuo. The aqueous suspension is then extracted four times with chloroform, the chloroform extracts are combined, washed with water and concentrated to dryness in vacuo. Recrystallization of the residue from acetone gives 9°C. This compound is then treated with acetic anhydride and pyridine for 15 minutes at room temperature to produce 3,11,20-triketo-17(α)-hydroxy-21-acetoxypregnane or cortisone acetate.

Therapeutic Function

Glucocorticoid

Allgemeine Beschreibung

Cortisone acetate, 21-(acetyloxy)-17-hydroxypregn-4-ene-3,11,20-trione, is the 21-acetate of naturally occurring cortisone with good systemicanti-inflammatory activity and low-to-moderate salt-retentionactivity after its in vivo conversion to hydrocortisoneacetate. This conversion is mediated by 11β-hydroxysteroiddehydrogenase. It is used for the entire spectrum of uses discussedpreviously under the heading, “Therapeutic Uses ofAdrenal Cortex Hormones”—collagen diseases, Addisondisease, severe shock, allergic conditions, chronic lymphocyticleukemia, and many other indications. Cortisone acetateis relatively ineffective topically, mainly because itmust be reduced in vivo to hydrocortisone. Its plasma halflifeis only about 30 minutes, compared with 90 minutes to3 hours for hydrocortisone.

läuterung methode

Crystallise -1cortisone-21-acetate from acetone or CHCl3. The UV has 15,800 M-1cm at 238nm in dioxane. [Sarett J Biol Chem 162 601 1946, Beilstein 8 III 4058, 5 IV 3481.]

Cortison-21-acetat Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Cortison-21-acetat Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 237)Lieferanten
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Henan Tianfu Chemical Co.,Ltd.
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Hangzhou FandaChem Co.,Ltd.
0086 158 5814 5714 (Mobile
+86-571-56059825 fandachem@gmail.com CHINA 3275 55
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sales@czwytech.com CHINA 914 58
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BOC Sciences
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1-631-614-7828 inquiry@bocsci.com United States 20039 58
CONIER CHEM AND PHARMA LIMITED
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50-04-4(Cortison-21-acetat)Verwandte Suche:


  • 11,20-trione,17,21-dihydroxy-pregn-4-ene-21-acetate
  • 11-dehydro-17-hydroxycorticosterone-21-acetate
  • 11-dehydro-17-hydroxycorticosteroneacetate
  • 17,21-dihydroxypregn-4-ene-3,11,20-trioneacetate
  • 4-PREGNEN-17ALPHA,21-DIOL-3,11,20-TRIONE ACETATE
  • 4-PREGNEN-17,21-DIOL-3,11,20-TRIONE 21-ACETATE
  • 4-PREGNENE-17ALPHA,21-DIOL-3,11,20-TRIONE 21-ACETATE
  • 17ALPHA,21-DIHYDROXY-4-PREGNENE-3,11,20-TRIONE 21-ACETATE
  • 17,21-DIHYDROXYPREGN-4-ENE-3,11,20-TRIONE 21 ACETATE
  • CORTISONE 21-ACETATE
  • CORTISONE ACETATE
  • DELTA4-PREGNEN-17ALPHA-21-DIOL-3, 11, 20-TRIONE-21-ACETATE
  • ACETIC ACID 2-((8S,9S,10R,13S,14S,17R)-17-HYDROXY-10,13-DIMETHYL-3,11-DIOXO-2,3,6,7,8,9,10,11,12,13,14,15,16,17-TETRADECAHYDRO-1H-CYCLOPENTA[A]PHENANTHREN-17-YL)-2-OXO-ETHYL ESTER
  • 21-acetoxypregnen-17a-ol-3,11,20-trione
  • 21-Acetoxypregnen-17alpha-ol-3,11,20-trione
  • Cortisoneacetate,99%
  • Cortison Acetate
  • CORTISONE ACETATE CRYSTALLINE
  • CORTISONE-21-ACETATE, PH EUR
  • KENDALL'S COMPOUND 'E' ACETATE
  • Pregn-4-ene-3,11,20-trione, 21-(acetyloxy)-17-hydroxy-
  • CORTISONEACETATE,MICRONIZED,USP
  • CORTISONEACETATE,POWDER,USP
  • 21-Acetoxy-17-hydroxypregn-4-ene-3,11,20-trione
  • 21-Acetoxy-17α-hydroxy-3,11,20-triketopregnene-4
  • 21-Acetoxy-17α-hydroxypregn-4-ene-3,11,20-trione
  • 4-Pregnene-17a,21-diol-3,11,20-trione 21-acetate
  • Cortisone, 21-acetate (8CI)
  • Cortisyl Artriona
  • NSC 49420
  • Cortisone acetate, 98.5%
  • 20-trione,21-(acetyloxy)-17-hydroxy-pregn-4-ene-11
  • 21-(acetyloxy)-17-hydroxypregn-4-ene-3,11,20-trione
  • 21-acetoxy-17,alpha-hydroxy-3,11,20-triketopregnene-4
  • 21-acetoxy-17,alpha-hydroxypregn-4-ene-3,11,20-trione
  • acetatecortisone
  • artriona
  • biocortacetate
  • compoundeacetate
  • cortelan
  • cortisonemonoacetate
  • cortistab
  • cortisyl
  • cortogenacetate
  • cortoneacetate
  • irisoneacetate
  • ricortex
  • Pregn-4-ene-3,11,20-trione, 17,21-dihydroxy-, 21-acetate (7CI)
  • 17α,21-Dihydroxy-4-pregnene-3,11,20-trione 21-acetate, 21-Acetoxy-4-pregnen-17α-ol-3,11,20-trione, 4-Pregnene-17α,21-diol-3,11,20-trione 21-acetate
  • 17α,21-Dihydroxy-4-pregnene-3,11,20-trione 21-acetate, 21-Acetoxy-4-pregnen-17α-ol-3,11,20-trione, 4-Pregnene-17α,21-diol-3,11,20-trione 21-acetate, Cortisoni acetas
  • 17,21-dihydroxypregn-4-ene-3,11,20-trione acetat
  • Cortisone Acetate (150 mg)
  • Cortison phosphate
  • Cortone 21-Acetate
  • CORTISONE ACETATE ONISED
  • 2-((8S,9S,10R,13S,14S,17R)-17-hydroxy-10,13-diMethyl-3,11-dioxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
  • IMp. A (EP): Hydrocortisone Acetate
  • 17α,21-Dihydroxy-4-pregnene-3,11,20-trione 21-acetate
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