Eribulin

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Eribulin
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Systematic (IUPAC) name
2-(3-Amino-2-hydroxypropyl)hexacosahydro-3-methoxy- 26-methyl-20,27-bis(methylene)11,15-18,21-24,28-triepoxy- 7,9-ethano-12,15-methano-9H,15H-furo(3,2-i)furo(2',3'-5,6) pyrano(4,3-b)(1,4)dioxacyclopentacosin-5-(4H)-one
Identifiers
CAS Number 253128-41-5
ATC code none
Chemical data
Formula C40H59NO11
Molar mass 729.90 g/mol[[Script error: No such module "String".]]
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Eribulin (INN, codenamed E7389) is an investigational anticancer drug. Eribulin was previously known as E7389 (and before that, ER-086526), and also carries the US NCI designation NSC-707389. Eribulin is currently being investigated by Eisai Co. for the third-line treatment of advanced breast cancer in patients who have been previously treated with anthracyclines, taxanes and capecitabine, as well as a variety of other solid tumors, including non-small cell lung cancer, prostate cancer and sarcoma.[1]

Structurally, eribulin is a fully synthetic macrocyclic ketone analogue of the marine sponge natural product halichondrin B,[2] a potent mitotic inhibitor with a unique mechanism of action found in the Halichondria genus of sponges.[3][4] Eribulin is a mechanistically-unique inhibitor of microtubule dynamics,,[5][6] exerting its anticancer effects by triggering apoptosis of cancer cells following prolonged mitotic blockage.[7] A new synthetic route to E7389 was published in 2009.[8]

References

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  1. "Drugs.com, Eisai Announces Change in U.S. Submission Schedule for E7389 New Drug Application". http://www.drugs.com/nda/e7389_080201.html. Retrieved on 2008-02-06.
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  3. Hirata Y, Uemura D (1986). "Halichondrins - antitumor polyether macrolides from a marine sponge". Pure Appl. Chem. 58 (5): 701–710. doi:10.1351/pac198658050701. 
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