4-amino-17.beta.-(cyclopropyloxy)androst-4-en-3-one, 4-amino-17.beta.-(cyclopropylamino)androst-4-en-3-one and related compounds as C.sub.17-20 lyase and 5.alpha.-reductase
US5486511A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | May 2, 1994 |
| Grant date | Jan 23, 1996 |
| Priority date | — |
| Expiry date | May 2, 2014 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07J71/001
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
This invention is directed to 4-amino-17.beta.-(cyclopropyloxy)androst-4-en-3-one, 4-amino-17.beta.-(cyclopropylylamino)androst-4-en-3-one and related compounds, a process for their synthesis, a pharmaceutical composition having C.sub.17-20 lyase and 5.alpha.-reductase inhibitory activity, the use of the present compounds as C.sub.17-20 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 bengin prostatic hyperplasia, breast cancer and prostatic cancer. The 4-amino compounds are prepared by the reaction of the appropriate 4,5-epoxide 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.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.