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User:Mr. Ibrahem/Ixabepilone

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Mr. Ibrahem/Ixabepilone
Clinical data
Trade namesIxempra
Other namesAzaepothilone B,[1] BMS-247550
AHFS/Drugs.comMonograph
MedlinePlusa608042
License data
Routes of
administration
Intravenous infusion
Drug classEpothilone, microtubule inhibitor[2]
Legal status
Legal status
Pharmacokinetic data
BioavailabilityN/A
Protein binding67 to 77%
MetabolismExtensive, hepatic, CYP3A4-mediated
Elimination half-life52 hours
ExcretionFecal (mostly) and renal
Identifiers
  • (1R,5S,6S,7R,10S,14S,16S)-6,10-dihydroxy-1,5,7,
    9,9-pentamethyl-14-[(E)-1-(2-methyl-1,3-thiazol-
    4-yl)prop-1-en-2-yl]-17-oxa-13-azabicyclo[14.1.0]
    heptadecane-8,12-dione
Chemical and physical data
FormulaC27H42N2O5S
Molar mass506.70 g·mol−1
3D model (JSmol)
  • Cc3nc(/C=C(\C)[C@@H]1C[C@@H]2O[C@]2(C)CCC[C@H](C)[C@H](O)[C@@H](C)C(=O)C(C)(C)[C@@H](O)CC(=O)N1)cs3
  • InChI=1S/C27H42N2O5S/c1-15-9-8-10-27(7)22(34-27)12-20(16(2)11-19-14-35-18(4)28-19)29-23(31)13-21(30)26(5,6)25(33)17(3)24(15)32/h11,14-15,17,20-22,24,30,32H,8-10,12-13H2,1-7H3,(H,29,31)/b16-11+/t15-,17+,20-,21-,22-,24-,27+/m0/s1 checkY
  • Key:FABUFPQFXZVHFB-PVYNADRNSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Ixabepilone, also known as azaepothilone B, is a medication used to treat breast cancer.[2][1] It is used in people who fail other treatments.[2] It is used by gradual injection into a vein.[2]

Common side effects include peripheral neuropathy, tiredness, muscle pain, hair loss, nausea, inflammation of the mouth, diarrhea, and low blood cells.[3] Other side effects may include allergic reactions, heart attack, and arrhythmia.[3][2] Use in pregnancy many harm the baby.[3] It is an epothilone and microtubule inhibitor.[2]

Ixabepilone was approved for medical use in the United States in 2007.[2] In the United states it costs about 5,200 USD per 45 mg vial as of 2021.[4] It is sold under the brand name Ixempra.[3]

References[edit]

  1. ^ a b Mandhare, A; Biradar, S; Gurule, A (August 2016). "Azaepothilone B and its derivatives: a patent review". Expert opinion on therapeutic patents. 26 (8): 891–905. doi:10.1080/13543776.2016.1199688. PMID 27282355.
  2. ^ a b c d e f g h "Ixabepilone Monograph for Professionals". Drugs.com. Archived from the original on 25 July 2021. Retrieved 26 November 2021.
  3. ^ a b c d e "DailyMed - IXEMPRA- ixabepilone kit". dailymed.nlm.nih.gov. Archived from the original on 22 April 2021. Retrieved 1 December 2021.
  4. ^ "Ixempra Prices, Coupons & Patient Assistance Programs". Drugs.com. Archived from the original on 21 January 2021. Retrieved 1 December 2021.