38753-77-4Relevant articles and documents
Stereoselective synthesis of the two major metabolites of spironolactone, 3α- and 3β-hydroxy-7α-methylthio-17α-pregn-4-ene-21,17-carbolactone
Li, Guo,Zhang, Yan
, p. 569 - 572 (2007)
7α-Methylthio-3β-hydroxy-17α-pregn-4-ene-21,17-carbolactone and 7α-methylthio-3α-hydroxy-17α-pregn-4-ene-21,17-carbolactone, the two major metabolites of spironolactone, were prepared stereoselectively by exploring different types of reduction reagents. For the 3β-hydroxyl isomer, the application of NaBH4/CeCl3·7H2O gave the best result while for the 3α-hydroxyl isomer, K-selectride seemed to provide the highest stereoselectivity.
A safe and practical method for the preparation of 7α-Thioether and thioester derivatives of spironolactone
Agusti, Géraldine,Bourgeois, Sandrine,Cartiser, Nathalie,Fessi, Hatem,Le Borgne, Marc,Lomberget, Thierry
, p. 102 - 107 (2013/02/22)
Spironolactone is a renal competitive aldosterone antagonist. One of its most important metabolite is the 7α-methylthio spironolactone: thus it is very important to have an efficient and safe access to this compound, for pharmacokinetic studies. In this context, we synthesized this metabolite by thioalkylation of 7α-Thio spironolactone using Hu?nig's base with a very good yield. We also used our procedure to prepare, with an easy work-up and high yields, 7α-Thioether and thioester derivatives of spironolactone, that could be useful for further Structure-Activity Relationships studies.
