Chemistry:Alestramustine
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Short description: Chemical compound
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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 (INN), also known as estradiol 3-(bis(2-chloroethyl)carbamate) 17β-(L-alaninate), is a cytostatic antineoplastic agent which was never marketed.[1][2] It is the L-alanine ester of estramustine, which is a combination of the nitrogen mustard normustine coupled via a carbamate to the estrogen estradiol.[1][3] Alestramustine acts as a prodrug to estramustine, and also forms estradiol as a byproduct.[1][3] The drug, via its active metabolites, binds to microtubule-associated proteins and β-tubulin and interferes with microtubule function, thereby inhibiting cell division.[1][3] Due to its estrogen moiety, alestramustine is selectively concentrated in estrogen receptor-positive cells such as prostate and breast.[1]
See also
References
- ↑ 1.0 1.1 1.2 1.3 1.4 NCI Thesaurus. "Alestramustine". https://ncit.nci.nih.gov/ncitbrowser/ConceptReport.jsp?dictionary=NCI_Thesaurus&ns=NCI_Thesaurus&code=C77370.
- ↑ Ashgate Handbook of Antineoplastic Agents. Wiley. 1 July 2000. p. 5. ISBN 978-0-566-08382-2. https://books.google.com/books?id=ZNkhAQAAMAAJ.
- ↑ 3.0 3.1 3.2 Essentials of Medical Pharmacology. JP Medical Ltd. 30 September 2013. pp. 866–. ISBN 978-93-5025-937-5. https://books.google.com/books?id=FfG8AQAAQBAJ&pg=PA866.
Original source: https://en.wikipedia.org/wiki/Alestramustine.
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