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| Other names | Alanylestramustine; Estradiol 3-(bis(2-chloroethyl)carbamate) 17β-(L-alaninate); Estradiol 3-(bis(2-chloroethyl)carbamate) 17β-(2β-aminopropanoate); Estradiol 3-(bis(2-chloroethyl)carbamate) 17β-((2S)-2-aminopropanoate) |
| Drug class | Chemotherapeutic agent;Estrogen;Estrogen ester |
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| Formula | C26H36Cl2N2O4 |
| Molar mass | 511.48 g·mol−1 |
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Alestramustine (INNTooltip International Nonproprietary Name), also known asestradiol 3-(bis(2-chloroethyl)carbamate) 17β-(L-alaninate), is acytostaticantineoplastic agent which was never marketed.[1][2] It is theL-alanineester ofestramustine, which is a combination of thenitrogen mustardnormustine coupled via acarbamate to theestrogenestradiol.[1][3] Alestramustine acts as aprodrug to estramustine, and also forms estradiol as abyproduct.[1][3] The drug, via itsactive metabolites, binds tomicrotubule-associated proteins andβ-tubulin and interferes withmicrotubule function, thereby inhibitingcell division.[1][3] Due to its estrogenmoiety, alestramustine is selectively concentrated inestrogen receptor-positivecells such asprostate andbreast.[1]
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