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| Trade names | Emcyt, Estracyt |
| Other names | EM; EaM; Leo 275; Ro 21-8837; Estradiol 3-(bis(2-chloroethyl)carbamate) ester; Estra-1,3,5(10)-triene-3,17β-diol 3-(bis(2-chloroethyl)carbamate) ester |
| Drug class | Chemotherapeutic agent;Estrogen;Estrogen ester |
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| ECHA InfoCard | 100.019.161 |
| Chemical and physical data | |
| Formula | C23H31Cl2NO3 |
| Molar mass | 440.41 g·mol−1 |
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Estramustine (INNTooltip International Nonproprietary Name,USANTooltip United States Adopted Name,BANTooltip British Approved Name) is anestrogen andcytostaticantineoplastic agent which was never marketed.[1][2] It is acarbamate derivative ofestradiol and acts in part as aprodrug of estradiol in the body.[1][2]Estramustine phosphate, the C17βphosphateester of estramustine and a prodrug of estramustine,estromustine, estradiol, andestrone, is marketed and used in the treatment ofprostate cancer.[1][2]
Estramustine is acarbamate derivative of the natural hormone,estradiol. Theamine(ClCH2CH2)2NH is treated withphosgene to give theacid chloride ofnormustine. This reacts with thephenolic hydroxyl group of estradiol in the presence of abase to give estramustine.[3][4]
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