Hexestrol
Title: Hexestrol
CAS Registry Number: 84-16-2
CAS Name: 4,4¢-(1,2-Diethyl-1,2-ethanediyl)bisphenol
Additional Names: 4,4¢-(1,2-diethylethylene)diphenol; meso-3,4-bis(p-hydroxyphenyl)-n-hexane; 4,4¢-dihydroxy-g,d-diphenylhexane; 4,4¢-dihydroxy-a,b-diethyldiphenylethane; dihydrodiethylstilbestrol; hexoestrol
Trademarks: Synthovo; Cycloestrol; Hexanoestrol; Hormoestrol; Syntrogène
Molecular Formula: C18H22O2
Molecular Weight: 270.37
Percent Composition: C 79.96%, H 8.20%, O 11.84%
Literature References: From anethole HBr: Campbell et al., Proc. Roy. Soc. B128, 253 (1940); Bernstein, Wallis, J. Am. Chem. Soc. 62, 2871 (1940); US 2357985 (1944); Buu-Hoi, Hoán, J. Org. Chem. 14, 1023 (1949). By the reduction of Grignard compds with cobaltous chloride: Kharasch et al., J. Am. Chem. Soc. 65, 491 (1943). Proof of meso configuration: Wessely, Welleba, Ber. 74, 777 (1941). Comprehensive description: H. Y. Aboul-Enein et al., Anal. Profiles Drug Subs. 11, 347-374 (1982).
Properties: Needles from benzene, thin plates from dil alc, mp 185-188°. Freely sol in ether; sol in acetone, alcohol, methanol; slightly sol in benzene, chloroform. Sol in vegetable oils upon slight warming, also in dil solns of alkali hydroxides. Practically insol in water and in dil mineral acids.
Melting point: mp 185-188°
 
Derivative Type: Diacetate
Trademarks: Retalon-Lingual
Properties: Crystals, mp 137-139°.
Melting point: mp 137-139°
 
Derivative Type: Dipropionate
Trademarks: Retalon Oleosum
Properties: Crystals from petr ether, mp 127-128°.
Melting point: mp 127-128°
 
Derivative Type: Diphosphate
CAS Registry Number: 14188-82-0
Additional Names: Hexestrol 4,4¢-diphosphoric ester
Trademarks: Cytostatin
Molecular Formula: C18H24O8P2
Molecular Weight: 430.33
Percent Composition: C 50.24%, H 5.62%, O 29.74%, P 14.40%
Literature References: Prepn: GB 593480 (1947 to Roche); Atherton et al., US 2490573 (1949 to Hoffmann-La Roche).
 
Therap-Cat: Estrogen; antineoplastic (hormonal).
Therap-Cat-Vet: Estrogen.
Keywords: Antineoplastic (Hormonal); Estrogens; Estrogen; Nonsteroidal.

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