Docetaxel

Docetaxel
Clinical data
Trade namesTaxotere, Docecad, Docefrez, others
AHFS/Drugs.comMonograph
MedlinePlusa696031
License data
Pregnancy
category
Routes of
administration		Intravenous
ATC code
Legal status
Legal status
  • AU: S4 (Prescription only)[3]
  • US: WARNING[2]Rx-only[4]
  • EU: Rx-only[5]
  • In general: ℞ (Prescription only)
Pharmacokinetic data
BioavailabilityNA
Protein binding>98%
MetabolismLiver
Elimination half-life11 hours
ExcretionBile duct
Identifiers
  • 1,7β,10β-trihydroxy-9-oxo-5β,20-epoxytax-11-ene-2α,4,13α-triyl 4-acetate 2-benzoate 13-{(2R,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-3-phenylpropanoate}
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.129.246 Edit this at Wikidata
Chemical and physical data
FormulaC43H53NO14
Molar mass807.890 g·mol−1
3D model (JSmol)
  • O=C(OC(C)(C)C)N[C@@H](c1ccccc1)[C@@H](O)C(=O)O[C@@H]4C(=C3/[C@@H](O)C(=O)[C@]6([C@H]([C@H](OC(=O)c2ccccc2)[C@@](O)(C3(C)C)C4)[C@@]5(OC(=O)C)[C@H](OC5)C[C@@H]6O)C)/C
  • InChI=1S/C43H53NO14/c1-22-26(55-37(51)32(48)30(24-15-11-9-12-16-24)44-38(52)58-39(3,4)5)20-43(53)35(56-36(50)25-17-13-10-14-18-25)33-41(8,34(49)31(47)29(22)40(43,6)7)27(46)19-28-42(33,21-54-28)57-23(2)45/h9-18,26-28,30-33,35,46-48,53H,19-21H2,1-8H3,(H,44,52)/t26-,27-,28+,30-,31+,32+,33-,35-,41+,42-,43+/m0/s1 ☒N
  • Key:ZDZOTLJHXYCWBA-VCVYQWHSSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

Docetaxel (DTX or DXL), sold under the brand name Taxotere among others, is a chemotherapy medication used to treat a number of types of cancer.[6] This includes breast cancer, head and neck cancer, stomach cancer, prostate cancer and non-small-cell lung cancer.[7] It may be used by itself or along with other chemotherapy medication.[6] It is given by slow injection into a vein.[6]

Common side effects include hair loss, cytopenia (low blood cell counts), numbness, shortness of breath, nausea, vomiting, and muscle pains.[6] Other severe side effects include allergic reactions and future cancers.[6] Docetaxel induced pneumotoxicity is also a well recognized adverse effect which has to be identified timely and treated after withholding the drug.[8] Side effects are more common in people with liver problems.[6] Use during pregnancy may harm the baby.[6] Docetaxel is in the taxane family of medications.[9] It works by disrupting the normal function of microtubules and thereby stopping cell division.[6]

Docetaxel was patented in 1986 and approved for medical use in 1995.[10] It is on the World Health Organization's List of Essential Medicines.[11] Docetaxel is available as a generic medication.[6]

  1. ^ "Docetaxel Use During Pregnancy". Drugs.com. 4 June 2020. Retrieved 29 October 2020.
  2. ^ "FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links.)". nctr-crs.fda.gov. FDA. Retrieved 22 Oct 2023.
  3. ^ "Prescription medicines: registration of new generic medicines and biosimilar medicines, 2017". Therapeutic Goods Administration (TGA). 21 June 2022. Retrieved 30 March 2024.
  4. ^ "Taxotere- docetaxel injection, solution, concentrate". DailyMed. 26 December 2019. Retrieved 28 October 2020.
  5. ^ "Taxotere EPAR". European Medicines Agency (EMA). 17 September 2018. Retrieved 28 October 2020.
  6. ^ a b c d e f g h i "Docetaxel". The American Society of Health-System Pharmacists. Archived from the original on 21 December 2016. Retrieved 8 December 2016.
  7. ^ "FDA Approval for Docetaxel". National Cancer Institute. 2006-10-05. Archived from the original on 21 December 2016. Retrieved 21 December 2016.
  8. ^ Hettiarachchi SM, Thilakaratne D, Dharmasena D, Rathnapala A, Abeysinghe P, Perera E (July 2021). "Docetaxel-induced interstitial lung disease among patients with breast cancer: a case series and review of literature". Respirology Case Reports. 9 (7): e00802. doi:10.1002/rcr2.802. PMC 8200505. PMID 34136263.
  9. ^ British national formulary : BNF 69 (69 ed.). British Medical Association. 2015. p. 622. ISBN 9780857111562.
  10. ^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 512. ISBN 9783527607495. Archived from the original on 2016-12-21.
  11. ^ World Health Organization (2019). World Health Organization model list of essential medicines: 21st list 2019. Geneva: World Health Organization. hdl:10665/325771. WHO/MVP/EMP/IAU/2019.06. License: CC BY-NC-SA 3.0 IGO.