FOSFESTROL
FOSFESTROL Basic information
- Product Name:
- FOSFESTROL
- Synonyms:
-
- FOSFESTROL
- DIETHYLSTILBOESTROLDIPHOSPHATE
- alpha,alpha'-diethyl-(e)-4,4'-stilbenediol bis(dihydrogen phosphate)
- alpha,alpha'-diethyl-, bis(dihydrogen phosphate), (e)-4'-stilbenediol
- diethylstilbesterol diphosphate
- 3-Hexene-3,4-diylbis(4,1-phenylene) bis[dihydrogen (phosphate)]
- (E)-Hex-3-ene-3,4-diylbis(4,1-phenylene) bis(dihydrogen phosphate)
- [4-[(E)-4-(4-phosphonooxyphenyl)hex-3-en-3-yl]phenyl] dihydrogen phosphate
- CAS:
- 522-40-7
- MF:
- C18H22O8P2
- MW:
- 428.31
- EINECS:
- 208-328-8
- Mol File:
- 522-40-7.mol
FOSFESTROL Chemical Properties
- Melting point:
- 250.5°C
- storage temp.
- 2-8°C
- form
- solid
- EPA Substance Registry System
- Phenol, 4,4'-[(1E)-1,2-diethyl-1,2-ethenediyl]bis-, bis(dihydrogen phosphate) (522-40-7)
FOSFESTROL Usage And Synthesis
Originator
Stilphostrol,Dome,US,1955
Uses
Diethylstilbestrol Diphosphate USP (Stilphostrol) is used to treat Prostatic carcinoma.
Definition
ChEBI: Diethylstilbestrol diphosphate is an aryl phosphate. It is functionally related to a diethylstilbestrol.
Manufacturing Process
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.
Therapeutic Function
Estrogen, Antitumor
General Description
Odorless off-white crystalline powder.
Air & Water Reactions
Insoluble in water.
Reactivity Profile
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.
Fire Hazard
Flash point data for FOSFESTROL are not available; however, FOSFESTROL is probably combustible.
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