Title: Dimestrol
CAS Registry Number: 130-79-0
CAS Name: 1,1¢-[(1E)-1,2-Diethyl-1,2-ethenediyl]bis[4-methoxybenzene]
Additional Names: (E)-a,a¢-diethyl-4,4¢-dimethoxystilbene; stilbestrol dimethyl ether; (E)-3,4-bis(p-methoxyphenyl)-3-hexene; (E)-3,4-dianisyl-3-hexene
Molecular Formula: C20H24O2
Molecular Weight: 296.40
Percent Composition: C 81.04%, H 8.16%, O 10.80%
Literature References: Nonsteroidal synthetic estrogen; dimethyl ether of diethylstilbestrol, q.v. Prepn: Dodds et al., Nature 142, 211, 247 (1938); Reid, Wilson, J. Am. Chem. Soc. 64, 1625 (1942); Sisido, Nozaki, J. Am. Chem. Soc. 70, 777 (1948). Improved stereospecific prepn: T. Hiyama, H. Nozaki, Bull. Chem. Soc. Jpn. 46, 2248 (1973). Crystal structure: G. Ruban, P. Luger, Acta Crystallogr. B31, 2658 (1975). Biological activities: Y. Inamori et al., Chem. Pharm. Bull. 33, 4478 (1985). Review and bibliography: Solmssen, Chem. Rev. 37, 481 (1945).
Properties: Crystals from petr ether, mp 124°. Less sol than the monomethyl ether, mestilbol. Practically insol in water. Sol in alcohol; freely sol in acetone, ether; also sol in dil aq or alcoholic solns of alkali hydroxides and in vegetable oils.
Melting point: mp 124° |