9584. Trengestone

Nomenclature

CAS number: 5192-84-7
(9β,10α)-6-Chloropregna-1,4,6-triene-3,20-dione; 6-chloro-1,6-didehydroretroprogesterone; 6-chloro-1,6-bisdehydroretroprogesterone; Ro-4-8347; Retroid (Roche).
C21H25ClO2; mol wt 344.88.
C 73.13%, H 7.31%, Cl 10.28%, O 9.28%.

Description and references

A member of a class of hormonally active steroids termed “retrosteroids”, which are characterized by a (9β, 10α)-configuration in contrast to the usual (9α,10β)-configuration of steroids. Prepn: Threadgold, BE 652597 corresp to Reerink et al., US 3422122 (1965, 1969 to Phillips). Activity studies: Sadovsky et al., Gynecol. Invest. 1, 319 (1970); Kalra et al., J. Endocrinol. 51, 675 (1971). Metabolism: Breuer et al., Acta Endocrinol. 74, 127 (1973); Dixon et al., Steroids 22, 35 (1973).

Chemical structure

Properties

Crystals from acetone, mp 208-209° (dec). uv max: 229, 253, 302 nm (ε 11500, 10520, 10650).

Therapeutic Category

Progestogen.

Keywords

Progestogen