Alestramustine

Alestramustine
Identifiers
CAS Number 139402-18-9
PubChem (CID) 20055302
ChemSpider 16736564
UNII 81U8A51CHK
ChEMBL CHEMBL2106670
Chemical and physical data
Formula C26H36Cl2N2O4
Molar mass 511.48104 g/mol
3D model (Jmol) Interactive image

Alestramustine (INN), also known as estradiol 3-(bis(2-chloroethyl)carbamate), 17-ester with L-alanine, is a nitrogen mustard alkylating antineoplastic drug that 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. 1 2 3 4 5 NCI Thesaurus. "Alestramustine". Retrieved 24 June 2016.
  2. G. W. A. Milne (1 July 2000). Ashgate Handbook of Antineoplastic Agents. Wiley. p. 5. ISBN 978-0-566-08382-2.
  3. 1 2 3 KD Tripathi (30 September 2013). Essentials of Medical Pharmacology. JP Medical Ltd. pp. 866–. ISBN 978-93-5025-937-5.



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