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Cortisone acetate

Product Name
Cortisone acetate
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
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Cortisone acetate Property

Melting point:
237-240 °C(lit.)
alpha 
D25 +164° (c = 0.5 in acetone); D25 +208 to +217° (dioxane)
Boiling point:
577.3±50.0 °C(Predicted)
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.
pka
12.32±0.60(Predicted)
form 
Solid
color 
White to Off-White
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)
EPA Substance Registry System
Cortisone acetate (50-04-4)
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Safety

Safety Statements 
22-36/37-24/25
WGK Germany 
3
RTECS 
GM9140000
HS Code 
32041200
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H361Suspected of damaging fertility or the unborn child

H373May cause damage to organs through prolonged or repeated exposure

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P281Use personal protective equipment as required.

P308+P313IF exposed or concerned: Get medical advice/attention.

P314Get medical advice/attention if you feel unwell.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
C2800000
Product name
Cortisone acetate
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
c2800000
Price
$220
Updated
2024/03/01
Sigma-Aldrich
Product number
BP585
Product name
Cortisone acetate
Purity
British Pharmacopoeia (BP) Reference Standard
Packaging
100MG
Price
$229
Updated
2024/03/01
Cayman Chemical
Product number
23798
Product name
Cortisone Acetate
Purity
≥98%
Packaging
5g
Price
$62
Updated
2024/03/01
Cayman Chemical
Product number
23798
Product name
Cortisone Acetate
Purity
≥98%
Packaging
10g
Price
$115
Updated
2024/03/01
Sigma-Aldrich
Product number
C3130
Product name
Cortisone 21-acetate
Purity
≥99%
Packaging
1g
Price
$68.2
Updated
2024/03/01
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Cortisone acetate Chemical Properties,Usage,Production

Description

Cortisone acetate is a synthetic glucocorticoid with anti-inflammatory properties. It decreases the size of Bacillus Calmette-Guérin (BCG) vaccine-induced dermal lesions and tuberculin reactions in rabbits when administered at 2 mg/kg on alternate days over the course of 46 days. It also reduces the number and percentage of activated lesion-infiltrating mononuclear cells and decreases the amount of caseous necrosis and ulceration. Cortisone acetate (2.5 mg/kg per day, s.c.) slows tissue regeneration in a rabbit model of wound healing. It also decreases the number of dexamethasone binding sites on isolated human lymphocytes by 30%. Formulations containing cortisone acetate have been used to relieve inflammation, pruritic manifestations of corticosteroid-responsive dermatoses, and in the treatment of immune and allergic disorders.

Chemical Properties

White needle crystal or crystalline powder (acetone), odorless. Stable in the air. Mp239- 241°C, specific rotation [α]20D+164°(0.5%, acetone), [α]23D+169°(chloroform), [α]25D+208°-+217°(dioxane), The ethanol solution of this product has a maximum absorption at a wavelength of 240nm. Soluble in chloroform (1:4), soluble in acetone (1:75), slightly soluble in ethanol and ether, and hardly soluble in water. This product dissolves in sulfuric acid and turns yellow without fluorescence (different from hydrocortisone acetate).

Originator

Cortone Acetate,MSD,US,1950

Uses

Cortisone Acetate (Hydrocortisone Acetate EP Impurity D) is a glucocorticoid. Cortisone Acetate is an antiinflammatory agent. Cortisone Acetate is bioavailable and readily converted to the therapeutically active form, Hydrocotisone.

Preparation

Cortisone acetate is prepared from dehydropregnenolone by epoxidation, Wolff's oxidation, mycoxidation, chromic acid oxidation, hydrogen bromide ring-opening, Raney's nickel-catalyzed debromination, iodination, and acetyloxy substitution.

Definition

ChEBI: Cortisone acetate is a corticosteroid hormone.

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.]

References

1. Cortisone acetate in skin disease; local effect in the skin from topical application and local injection. DOI:10.1001/ARCHDERM.1952.01530210056007
2. McCue, R.E., Dannenberg, A.M., Jr., Huguchi, S., et al. The effect of cortisone on the accumulation, activation, and necrosis of macrophages in tuberculous lesions. Inflammation 3(2), 159-176 (1978). DOI:10.1007/BF00910737
3. Joseph, J., and Tydd, M. The effects of cortisone acetate on tissue regeneration in the rabbit’s ear. J. Anat. 115(Pt. 3), 445-460 (1973).
4. Schlechte, J.A., Ginsberg, B.H., and Sherman, B.M. Regulation of the glucocorticoid receptor in human lymphocytes. J. Steroid Biochem. 16(1), 69-74 (1982). DOI:10.1016/0022-4731(82)90145-5
5. Sittig's Pharmaceutical Manufacturing Encyclopedia
6. Textbook of organic medicinal and pharmaceutical chemistry. DOI:10.1002/jps.3030451120
7. Purification of Laboratory Chemicals DOI:10.5860/choice.50-6768

Cortisone acetate Preparation Products And Raw materials

Raw materials

16-Dehydropregnenolone Hydrogen peroxide Nickel Chromic acid Chromium(VI) oxide 16-Dehydropregnenolone acetate CORTISONE 16a,17a-Epoxyprogesterone Potassium Acetate Saponin

Preparation Products

Prednisone 21-acetate Prednisone Hydrocortisone
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View Lastest Price from Cortisone acetate manufacturers

hebei hongtan Biotechnology Co., Ltd
Product
Cortisone Acetate 50-04-4
Price
US $80.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
1000
Release date
2024-03-21
Hebei Weibang Biotechnology Co., Ltd
Product
Cortisone acetate 50-04-4
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-21
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Cortisone acetate 50-04-4
Price
US $0.00-0.00/Kg/Drum
Min. Order
1KG
Purity
98%min
Supply Ability
100kg
Release date
2021-08-19

50-04-4, Cortisone acetateRelated Search:

Cellulose acetate Vinyl acetate Ethyl acetate Sodium acetate POLY(VINYL ACETATE) Hydrocortisone Hydrocortisone acetate Ammonium acetate Glatiramer acetate CORTISONE ACETATE 21-DEOXYCORTISONE CORTISONE ACETATE DIETHYLENEKETAL Cortisone acetate CORTISONE-21-ACETATE (CORTISONE ACETATE) Cortisone Acetate, Powder CORTISONE ACETATE USP 23 CORTISONE ACETATE IMP. A (EP): HYDROCORTISONE ACETATE

  • 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