Preparation and synandrogenic activity of 17β-hydroxy-4,5-seco-5-androsten-3-one

Abstract

Acylation of the sodium salt of dimethyl sulfoxide with methyl 17β-benzoyloxy-A-nor-3,5-seco-5-androsten-3-oate (I) gave the corresponding sulfoxide II which was desulfurated with aluminium amalgam to 17β-hydroxy-4,5-seco-5-androsten-3-one (IV). In vitro and in vivo assays of compound IV have shown that in contrast to antiandrogenic 4,5-seco derivatives V - VIII it has a synandrogenic activity.