Synonyms. DES; Diethylstilboestrol; Stilbol.
Proprietary names. Apstil; Distilbene.
4,4′[(1E)-1,2-Diethyl–1,2–ethenediyl]bisphenol
C18H20O2=268.4
CAS—56–53–1
A white crystalline powder. M.p. 169° to 172°.
Practically insoluble in water; soluble 1 in 5 of ethanol, 1 in 200 of chloroform and 1 in 3 of ether; soluble in acetone and methanol; soluble in fatty oils and alkali hydroxides.
Diethylstilbestrol is a powerful oestrogen. Contact with the skin or inhalation should be avoided.
Synonyms. Fosfestrol; Phosphoestrolum.
Proprietary names. Honvan; Stilphostrol (tablets)
Fosfestrol Sodium (the tetra–sodium salt of diethylstilbestrol diphosphate) is available under the proprietary names Honvan, Honvol, Ronvan, ST-52, and Stilphostrol (injection).
C18H22O8P2=428.3
CAS—522–40–7
An off–white crystalline powder which decomposes at about 204° to 206°.
Sparingly soluble in water; soluble in ethanol and dilute alkalis.
Proprietary names. Cyren B; Dibestil
C24H28O4=380.5
CAS—130–80–3
Colourless crystals or white crystalline powder. M.p. 104°.
Slightly soluble in water and dilute mineral acids; soluble 1 in 100 of ethanol (90%) and 1 in 6 of ether; freely soluble in acetone and chloroform.
Log P(octanol/water), 5.1.
Antimony pentachloride—red; Naphthol–Sulfuric acid—yellow/orange; Sulfuric acid—orange.
Dissolve about 0.5 mg in 0.2 mL of acetic acid, add 1 mL of phosphoric acid acid, and heat on a water–bath for 3 min—yellow, disappearing on dilution with 3 mL of acetic acid. (This test distinguishes diethylstilbestrol from dienestrol, which produces a violet colour.)
System TB—Rf 3; system TE—Rf 73; system TF—Rf 68; system TP—Rf 65, streaking may occur; system TQ—Rf 10, streaking may occur; system TR—Rf 18, streaking may occur; system TS—Rf 03; system TAE—Rf 92; system TAF—Rf 92.
System GA—RI 2298.
System HX—592; system HY—RI 559; system HAA—Retention time(s) 20.9 min.
Ethanol—241 nm (A11=600a).
Principal peaks at wavenumbers 1205, 1176, 833, 1250, 1512, 1610 cm−1 (KBr disk).
Principal ions at m/z 107, 145, 268, 238, 121, 133, 159, 224.
In blood, plasma, serum, bile or tissues: FID—K. A. Kohrman and J. MacGee,J. Assoc. Off. Anal. Chem.,1977, 60, 5–8.
In plasma, urine or tissues: UV detection—G. D. Newport et al.,J. Liq. Chromatogr.,1980, 3, 1053–1070.
0.1 to 2Â mg daily; doses of 15Â mg daily may be given.
