3634. Epristeride

Nomenclature

CAS number: 119169-78-7
(17β)-17-[[(1,1-Dimethylethyl)amino]carbonyl]androsta-3,5-diene-3-carboxylic acid; 17β-(N-tert-butylcarboxamido)androsta-3,5-diene-3-carboxylic acid; SKF-105657.
C25H37NO3; mol wt 399.57.
C 75.15%, H 9.33%, N 3.51%, O 12.01%.

Description and references

5α-Reductase inhibitor. Prepn and in vitro activity: D. A. Holt et al., EP 289327; eidem, US 4910226 and US 5017568 (1988, 1990, 1991 all to SmithKline Beecham); D. A. Holt et al., J. Med. Chem. 33, 943 (1990). Pharmacology: J. C. Lamb et al., Endocrinology 130, 685 (1992). Antitumor effects in rats: J. C. Lamb et al., Prostate 21, 15 (1992). Mechanism of action study: M. A. Levy et al., Biochemistry 29, 2815 (1990). HPLC determn in human plasma: V. K. Boppana et al., J. Chromatogr. 631, 251 (1993).

Chemical structure

Properties

White crystals from ethyl acetate, mp 242-249°. pK 4.8.

Therapeutic Category

Treatment of benign prostatic hypertrophy.

Keywords

Antiprostatic Hypertrophy; 5α-Reductase Inhibitor