Spirolactone
Spirolactones are a class of functional group in
G. D. Searle & Company in the 1950s and thereafter and were denoted as "SC" compounds (e.g., SC-9420 for spironolactone).[1][5]
The spirolactones include the marketed drugs
7α-thiomethylspironolactone (SC-26519), mexrenoate potassium (SC-26714), spirorenone (ZK-35973), ZK-91587 (15β,16β-methylenemexrenone), mespirenone (ZK-94679), and ZK-97894 (7α-thiomethylmespirenone). Oxprenoate potassium
(RU-28318) is not a spirolactone by definition but is a closely related antimineralocorticoid that was never marketed.
SC-5233 (6,7-dihydrocanrenone), the C17α
prototype compound of the spirolactones, and is one of a few of the simplest members of the series along with SC-8109 (the 19-demethyl analogue of SC-5233) and canrenone (the 1,2-didehydro analogue of SC-5233).[1][2][7] Spironolactone is a derivative of SC-5233 with a 7α-acetylthio group (that is, SC-5233 is 7α-desthioacetylspironolactone).[1]
Chemical structures of spirolactones
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See also
- 7α-Thioprogesterone (SC-8365)
References
- ^ ISBN 978-0-521-22673-8.
- ^ ISBN 978-0-8493-4724-5.
- ^ PMID 24992570.
- ^ ISBN 978-3-642-49716-2.
- ^ ISBN 978-3-642-79565-7.
- ISBN 978-0-444-51830-9.
- ISBN 978-3-527-63212-1.