42219-60-3Relevant academic research and scientific papers
Isolation and identification of novel sulfur-containing metabolites of spironolactone (Aldactone)
Karim, Aziz,Brown, Edward A.
, p. 41 - 62 (2007/10/10)
In the urine of subjects given an oral dose of spironolactone [3-(3-oxo-7α-acetylthio-17β-hydroxy-4-androsten-17α-y1)propionic acid γ-lactone], six metabolites have been detected. One of the major metabolites was found to be the previously characterized de-thioacetylated compound, 3-(3-oxo-17β-hydroxy-4,6-androstadien-17α-y1)propionic acid γ-lactone (canrenone). Besides this a new major sulfur-containing metabolite has been isolated and identified as 3-(3-oxo-7α-methylsulfinyl-6β,17β-dihydroxy-4-androsten-17α-y1)propionic acid γ-lactone. This structural assignment was based on detailed analysis of its IR, NMR and UV spectra as well as comparison of its physical constants and chromatographic (TLC and GLC) characteristics with a synthetic sample. The three minor metabolites were found to be very labile and were readily converted to canrenone.
