Prebediolone acetate
Prebediolone acetate (brand names Acetoxanon, Acetoxanone, Acetoxy-Prenolon, Artisone, Artivis, Pregnartrone, Sterosone), also known as 21-hydroxypregnenolone 21-acetate or 21-acetoxypregnenolone (A.O.P.), as well as 3β,21-dihydroxypregn-5-en-20-one 21-acetate, is a synthetic pregnane steroid which is described as a glucocorticoid and has been used in the treatment of rheumatoid arthritis.[1][2][3] It is the C21 acetate ester of prebediolone (21-hydroxypregnenolone), the C21 hydroxylated derivative of pregnenolone.[1] Prebediolone acetate has been known since at least 1950.[4] The compound is also an intermediate in a synthesis of deoxycorticosterone acetate (21-acetoxyprogesterone).[5]
 | |
| Clinical data | |
|---|---|
| Trade names | Acetoxanon, Acetoxanone, Acetoxy-Prenolon, Artisone, Artivis, Pregnartrone, Sterosone |
| Other names | 21-Hydroxypregnenolone 21-acetate; Pregnenolone 21-acetate; 21-Acetoxypregnenolone; A.O.P.; 3β,21-Dihydroxypregn-5-en-20-one 21-acetate; Pregn-5-en-3β,21-diol-20-one 21-acetate |
| Identifiers | |
| |
| CAS Number | |
| PubChem CID | |
| ChemSpider | |
| UNII | |
| ChEMBL | |
| CompTox Dashboard (EPA) | |
| ECHA InfoCard | 100.008.454  |
| Chemical and physical data | |
| Formula | C23H34O4 |
| Molar mass | 374.521 g·mol−1 |
| 3D model (JSmol) | |
| |
| |
References
- J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 665–. ISBN 978-1-4757-2085-3.
- BRUGSCH HG, MANNING RA (1951). "A comparative study of pregnenolone, 21-acetoxypregnenolone and ACTH". N. Engl. J. Med. 244 (17): 628–32. doi:10.1056/NEJM195104262441703. PMID 14815736.
- LEFKOVITS AM (1953). "Artisone therapy in rheumatoid arthritis". Rheumatism. 9 (4): 70–6. PMID 13101380.
- Spring, F. S. (1950). "Recent advances in the chemistry of the steroids". Journal of the Chemical Society (Resumed): 3352. doi:10.1039/jr9500003352. ISSN 0368-1769.
- Rheumatism. Rolls House Publishing Company. 1953.
Artisone is a steroid of the 21-carbon type. It is 5-pregnene 3 beta, 21-dial-20-one 21 acetate.4 It is also known as 21-acetoxy-pregnenolone, acetoxanon, prebediolone acetate. It is an intermediate product in the synthesis of desoxycorticosterone acetate and is prepared by reacting 5,6-pregnene-3-ol-20-one with bromine and chloroform and treating the obtained oily bromide with potassium I acetate in alcohol.
This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.