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Cortisone acetate

Cortisone acetate
Cortisone acetate structure
CAS No.
50-04-4
Chemical Name:
Cortisone acetate
Synonyms
artriona;cortelan;cortisyl;ricortex;NSC 49420;cortistab;biocortacetate;cortoneacetate;irisoneacetate;cortogenacetate
CBNumber:
CB9277612
Molecular Formula:
C23H30O6
Formula Weight:
402.48
MOL File:
50-04-4.mol

Cortisone acetate Properties

Melting point:
237-240 °C(lit.)
Boiling point:
577.3±50.0 °C(Predicted)
alpha 
D25 +164° (c = 0.5 in acetone); D25 +208 to +217° (dioxane)
Density 
1.26±0.1 g/cm3(Predicted)
refractive index 
212 ° (C=1, MeOH)
storage temp. 
2-8°C
solubility 
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.
form 
neat
pka
12.32±0.60(Predicted)
Water Solubility 
19mg/L(25 ºC)
Merck 
14,2539
BRN 
2067543
Stability:
Stable. Incompatible with strong oxidizing agents.
CAS DataBase Reference
50-04-4(CAS DataBase Reference)
EWG's Food Scores
1
FDA UNII
883WKN7W8X
EPA Substance Registry System
Cortisone acetate (50-04-4)
SAFETY
  • Risk and Safety Statements
Safety Statements  22-36/37-24/25
WGK Germany  3
RTECS  GM9140000
HS Code  32041200

Cortisone acetate price More Price(14)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich C2800000 Cortisone acetate European Pharmacopoeia (EP) Reference Standard 50-04-4 c2800000 $190 2020-08-18 Buy
Sigma-Aldrich C2800000 Cortisone acetate European Pharmacopoeia (EP) Reference Standard 50-04-4 $190 2021-03-22 Buy
Sigma-Aldrich BP585 Cortisone acetate British Pharmacopoeia (BP) Reference Standard 50-04-4 bp585 $196 2020-08-18 Buy
Sigma-Aldrich BP585 Cortisone acetate British Pharmacopoeia (BP) Reference Standard 50-04-4 $196 2021-03-22 Buy
Cayman Chemical 23798 Cortisone Acetate ≥98% 50-04-4 5g $49 2021-03-22 Buy

Cortisone acetate Chemical Properties,Uses,Production

Chemical Properties

solid

Originator

Cortone Acetate,MSD,US,1950

Uses

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

General Description

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.

Purification Methods

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.]

Cortisone acetate Preparation Products And Raw materials

Raw materials

Preparation Products


Cortisone acetate Suppliers

Global( 271)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 22607 55
Hangzhou FandaChem Co.,Ltd.
008615858145714
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Hebei Guanlang Biotechnology Co., Ltd.
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Cangzhou Wanyou New Material Technology Co.,Ltd
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BOC Sciences
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CONIER CHEM AND PHARMA LIMITED
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View Lastest Price from Cortisone acetate manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-09-29 Cortisone acetate
50-04-4
US $0.00-0.00 / Kg/Drum 1KG 98%min 100kg WUHAN FORTUNA CHEMICAL CO., LTD
2021-08-12 Cortisone acetate
50-04-4
US $56.00 / KG 1g 99.9% 500000kgs Shijiazhuang tongyang Import and Export Co., LTD
2021-08-11 CORTISONE ACETATE
50-04-4
US $10.00 / KG 1KG 99% 10 mt Hebei Guanlang Biotechnology Co., Ltd.

Cortisone acetate Spectrum


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