|Other names||Azaepothilone B, BMS-247550|
|Drug class||Epothilone, microtubule inhibitor|
|Main uses||Breast cancer|
|Side effects||Peripheral neuropathy, tiredness, muscle pain, hair loss, nausea, inflammation of the mouth, diarrhea, low blood cells|
|Protein binding||67 to 77%|
|Metabolism||Extensive, hepatic, CYP3A4-mediated|
|Elimination half-life||52 hours|
|Excretion||Fecal (mostly) and renal|
|Chemical and physical data|
|Molar mass||506.70 g·mol−1|
|3D model (JSmol)|
Common side effects include peripheral neuropathy, tiredness, muscle pain, hair loss, nausea, inflammation of the mouth, diarrhea, and low blood cells. Other side effects may include allergic reactions, heart attack, and arrhythmia. Use in pregnancy many harm the baby. It is an epothilone and microtubule inhibitor.
Ixabepilone, in combination with capecitabine, has demonstrated effectiveness in the treatment of metastatic or locally advanced breast cancer in patients after failure of an anthracycline and a taxane.
It has been investigated for use in treatment of non-Hodgkin's lymphoma. In pancreatic cancer phase two trial it showed some promising results (used alone). Combination therapy trials are ongoing.
Much like Taxol, Ixabepilone acts to stabilize microtubules. It is highly potent, capable of damaging cancer cells in very low concentrations, and retains activity in cases where tumor cells are insensitive to taxane type drugs.
Ixabepilone is a semi-synthetic analog of epothilone B, a natural chemical compound produced by Sorangium cellulosum. 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.
Society and culture
On October 16, 2007, the U.S. Food and Drug Administration approved ixabepilone for the treatment of aggressive metastatic or locally advanced breast cancer no longer responding to currently available chemotherapies. In November 2008, the EMEA has refused a marketing authorisation for Ixabepilone.
Ixabepilone is administered through injection, and is marketed under the trade name Ixempra.
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- London, 20 November 2008 Doc. Ref. EMEA/602569/2008