7α-Thioprogesterone: Difference between revisions
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Revision as of 03:33, 4 July 2017
| Clinical data | |
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| Other names | 7α-TP4; SC-8365; 7α-Mercaptopregn-4-ene-3,20-dione |
| Identifiers | |
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| Chemical and physical data | |
| Formula | C21H28O2S |
| Molar mass | 344.511 g/mol g·mol−1 |
| 3D model (JSmol) | |
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7α-Thioprogesterone (7α-TP4; developmental code name SC-8365), also known as 7α-mercaptopregn-4-ene-3,20-dione, is a synthetic, steroidal antimineralocorticoid and antiandrogen which was developed by G. D. Searle & Co and was described in the late 1970s and early 1980s.[1][2][3] It is a derivative of progesterone with a thio (sulfur) substitution at the C7α position, and is related to the spirolactone group of drugs but lacks a γ-lactone ring.[1][2] As an antiandrogen, 7α-TP4 has approximately the same affinity as that of spironolactone and its active metabolites for the rat ventral prostate androgen receptor (AR), which is in the range of 3.0 to 8.5% of that of dihydrotestosterone (DHT).[1] The drug has also been assessed at steroid hormone-associated carrier proteins, and shows very low binding to sex hormone-binding globulin (SHBG) but high affinity for corticosteroid-binding globulin (CBG) approximately equal to that of progesterone.[2]
References
- ^ a b c Cutler GB, Pita JC, Rifka SM, Menard RH, Sauer MA, Loriaux DL (1978). "SC 25152: A potent mineralocorticoid antagonist with reduced affinity for the 5 alpha-dihydrotestosterone receptor of human and rat prostate". J. Clin. Endocrinol. Metab. 47 (1): 171–5. doi:10.1210/jcem-47-1-171. PMID 263288.
- ^ a b c Pugeat MM, Dunn JF, Nisula BC (1981). "Transport of steroid hormones: interaction of 70 drugs with testosterone-binding globulin and corticosteroid-binding globulin in human plasma". J. Clin. Endocrinol. Metab. 53 (1): 69–75. doi:10.1210/jcem-53-1-69. PMID 7195405.
- ^ Ulrich Westphal (6 December 2012). Steroid-Protein Interactions II. Springer Science & Business Media. pp. 501–. ISBN 978-3-642-82486-9.
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