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EntityQ11711607· pop 13· linked from 285 articles

ixabepilone

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Also known as BMS-247550-01, Ixempra, Aza-epothilone B, Azaepothilone B, Ixempra Kit, BMS-247550

Ixabepilone (INN; also known as azaepothilone B, codenamed BMS-247550) is a pharmaceutical drug developed by Bristol-Myers Squibb as a chemotherapeutic medication for cancer.

Research

484 papers

via PubMed

Wikidata facts

Subclass of
chemical compound
Mass
506.281443
Has use
medication
Show 5 more facts
chemical formula
C₂₇H₄₂N₂O₅S
canonical SMILES
CC1CCCC2(C(O2)CC(NC(=O)CC(C(C(=O)C(C1O)C)(C)C)O)C(=CC3=CSC(=N3)C)C)C
isomeric SMILES
C[C@H]1CCC[C@@]2([C@@H](O2)C[C@H](NC(=O)C[C@@H](C(C(=O)[C@@H]([C@H]1O)C)(C)C)O)/C(=C/C3=CSC(=N3)C)/C)C
World Health Organisation international non-proprietary name
ixabepilone
legal status (medicine)
boxed warning
Sources (6)

via Wikidata · CC0

~2 min read

Encyclopedic overview

6 sections
Contents
  • History
  • Pharmacology
  • Approval
  • Clinical uses
  • References
  • External links

Ixabepilone (INN; also known as azaepothilone B, codenamed BMS-247550) is a pharmaceutical drug developed by Bristol-Myers Squibb as a chemotherapeutic medication for cancer.

==History== Ixabepilone is a semi-synthetic analog of epothilone B, a natural chemical compound produced by Sorangium cellulosum. The structural difference between Epothilone B and Ixabepilone consists of only a single atom oxygen-to-nitrogen subsitution that converts the ester into an amide. Epothilone B itself could not be developed as a pharmaceutical drug because of poor metabolic stability and pharmacokinetics. Ixabepilone was designed through medicinal chemistry to improve upon these properties.

Excerpted from Wikipedia’s “ixabepilone” article, available under the CC BY-SA 4.0 licence.

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