522-40-7

Stilphostrol,Dome,US,1955

Diethylstilbestrol Diphosphate USP (Stilphostrol) is used to treat Prostatic carcinoma.

ChEBI: Diethylstilbestrol diphosphate is an aryl phosphate. It is functionally related to a diethylstilbestrol.

A solution of 1 part of α,α'-diethyl-4,4'-dihydroxystilbene in 5 parts of pyridine is added drop by drop to the strongly cooled solution of 2 parts of phosphorus-hydroxy chloride in 5 parts of pyridine. The mixture soon solidifies to a crystalline magma. It is allowed to stand in ice for ? hour and then for an hour at room temperature. The mass is then poured into an excess of saturated sodium bicarbonate solution. Unconsumed parent material is removed by extraction with ether. The aqueous solution is then mixed with 2 N hydrochloric acid, whereupon the primary phosphoric acid ester of α,α'- diethyl-4,4'-dihydroxystilbene of the formula is precipitated in the form of a voluminous white powder. By recrystallization or reprecipitation this ester may be further purified.

Estrogen, Antitumor

Odorless off-white crystalline powder.

Insoluble in water.

Organophosphates, such as FOSFESTROL, are susceptible to formation of highly toxic and flammable phosphine gas in the presence of strong reducing agents such as hydrides. Partial oxidation by oxidizing agents may result in the release of toxic phosphorus oxides.

Flash point data for FOSFESTROL are not available; however, FOSFESTROL is probably combustible.