1448. Broparoestrol

Nomenclature

CAS number: 479-68-5
1-(2-Bromo-1,2-diphenylethenyl)-4-ethylbenzene; 1-bromo-2-(p-ethylphenyl)-1,2-diphenylethylene; 1-bromo-2-(4-ethylphenyl)-1,2-diphenylethene; α-bromo-α,β-diphenyl-β-(p-ethylphenyl)ethylene; 1-(p-ethylphenyl)-1,2-diphenyl-2-bromoethylene; B.D.P.E.; LN-107; Acnestrol (Dermik); Longestrol (Syntex).
C22H19Br; mol wt 363.29.
C 72.73%, H 5.27%, Br 21.99%.

Description and references

Prepn: Dvolaitsky, Jacques, Bull. Soc. Chim. Biol. 40, 939 (1958).

Chemical structure

Derivative

cis-trans Mixture.

Properties

Crystals, mp 89°. (Isomer A, needles from ethanol, mp 112-113.5°; isomer B, mp 111.5-112°). The commercial medicinal product is the cis-trans mixture. Soluble in ether, benzene, chloroform; less sol in ethanol.

Therapeutic Category

Estrogen. Used in dermatology.

Keywords

Estrogen; Nonsteroidal