4-AMINO-17 beta -(CYCLOPROPYLOXY)ANDROST-4-EN-3-ONE, 4-AMINO-17 beta -(CYCLOPROPYLAMINO)ANDROST-4-EN-3-ONE AND RELATED COMPOUNDS AS C17-20 LYASE AND 5 alpha -REDUCTASE INHIBITORS

摘要

This invention is directed to a 4-amino-17 beta -(cyclopropyloxy)androst-4-en-3-one, 4-amino-17 beta -(cyclopropylamino)androst-4-en-3-one and related compounds, a process for their synthesis, a pharmaceutical composition having C17-20 lyase and 5 alpha -reductase inhibitory activity, the use of the present compounds as C17-20 lyase and 5 alpha -reductase inhibitors and also to a method for using such compounds in the treatment of androgen and/or estrogen dependent disorders, including benign prostatic hyperplasia, breast cancer and prostatic cancer. The 4-amino compounds are prepared by the reaction of the appropriate 4,5-epoxyde with sodium azide in an inert solvent in the presence of a catalytic amount of strong acid under appropriate reaction conditions. Alternatively, the 4-amino compounds are prepared by first nitration and then reduction of the appropriate steroid under appropriate reaction conditions.