Preparation of 20-(hydroxymethyl)-4-methyl-4-aza-2-oxa-5 alpha-pregnan-3-one as an inhibitor of testosterone 5 alpha-reductase.
20-(Hydroxymethyl)-4-methyl-4-aza-2-oxa-5 alpha-pregnan-3-one and the corresponding 3-thione were synthesized with use of 20-(hydroxymethyl)-4-methyl-4-aza-5 alpha-pregnan-3-one as the starting material. The compounds were tested in vitro for inhibition of testosterone 5 alpha-reductase and found to be weak inhibitors with Ki's in the 10(-7) range.
D058891:5-alpha Reductase Inhibitors; D000818:Animals; D004791:Enzyme Inhibitors / Q000138:chemical synthesis; D066298:In Vitro Techniques; D007700:Kinetics; D008297:Male; D010088:Oxidoreductases / Q000037:antagonists & inhibitors*; D011278:Pregnanes / Q000138:chemical synthesis* / Q000494:pharmacology; D011467:Prostate / Q000201:enzymology; D051381:Rats; D013260:Steroids, Heterocyclic / Q000138:chemical synthesis* / Q000494:pharmacology
D058891:5-alpha Reductase Inhibitors; D004791:Enzyme Inhibitors; D011278:Pregnanes; D013260:Steroids, Heterocyclic; C045595:20-(hydroxymethyl)-4-methyl-4-aza-2-oxapregnan-3-one; D010088:Oxidoreductases