7α-Thiomethylspironolactone sulfoxide
Chemical compound
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Other names | 7α-TMS sulfoxide; 7α-Thiomethylspironolactone S-oxide; 7α-Methylsulfinylspironolactone |
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Formula | C23H32O4S |
Molar mass | 404.57 g·mol−1 |
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7α-Thiomethylspironolactone sulfoxide (also known as 7α-TMS sulfoxide, 7α-thiomethylspironolactone S-oxide, or 7α-methylsulfinylspironolactone) is a metabolite of spironolactone (brand name Aldactone), an antimineralocorticoid and antiandrogen medication.[1][2][3][4][5][6] 7α-TMS sulfoxide is specifically formed from 7α-thiomethylspironolactone (7α-TMS).[1][2][4][3][5][6]
References
- ^ a b Cashman JR, Peña S (1988). "S-oxygenation of 7 alpha-thiomethylspironolactone by the flavin-containing monooxygenase". Drug Metabolism and Drug Interactions. 6 (3–4): 337–348. doi:10.1515/dmdi.1988.6.3-4.337. PMID 3271645. S2CID 87034365.
- ^ a b Mohrke W, Ullrich F (6 December 2012). "Metabolism of Diuretics". In Greger RF, Knauf H, Mutschler E (eds.). Diuretics. Springer Science & Business Media. pp. 194–. ISBN 978-3-642-79565-7.
- ^ a b Al-Hadiya BM, Belal F, Asiri YA, Gubara OA (2002). Spironolactone. Analytical Profiles of Drug Substances and Excipients. Vol. 29. pp. 261–320. doi:10.1016/S1075-6280(02)29009-6. ISBN 9780122608292. ISSN 1075-6280.
- ^ a b Abshagen U, Rennekamp H, Luszpinski G (December 1976). "Pharmacokinetics of spironolactone in man". Naunyn-Schmiedeberg's Archives of Pharmacology. 296 (1): 37–45. doi:10.1007/BF00498838. PMID 1012347. S2CID 21225731.
- ^ a b Overdiek HW, Merkus FW (1987). "The metabolism and biopharmaceutics of spironolactone in man". Reviews on Drug Metabolism and Drug Interactions. 5 (4): 273–302. doi:10.1515/DMDI.1987.5.4.273. PMID 3333882. S2CID 29482256.
- ^ a b Cashman JR, Peña S (1989). "Canrenone formation via general-base-catalyzed elimination of 7 alpha-(methylthio)spironolactone S-oxide". Chemical Research in Toxicology. 2 (2): 109–113. doi:10.1021/tx00008a007. PMID 2519709.
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Spironolactone
- Pharmacodynamics of spironolactone
- 7α-Thiomethylspironolactone (major)
- Canrenone (minor)
- 6β-Hydroxy-7α-thiomethylspironolactone (minor)
- 7α-Thiospironolactone (minor)
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