Taxotere

Docetaxel
Clinical data


Trade names	Taxotere, Docecad, others
AHFS/Drugs.com	Monograph
MedlinePlus	a696031
Pregnancy category	US: D (Evidence of risk)
Routes of administration	IV
ATC code	L01CD02 (WHO)
Legal status
Legal status	In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability	NA
Protein binding	>98%
Metabolism	Hepatic
Biological half-life	86 hours
Excretion	Biliary
Identifiers
IUPAC name 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	114977-28-5^N
PubChem CID	148124
IUPHAR/BPS	6809
DrugBank	DB01248^N
ChemSpider	130581^N
UNII	699121PHCA
KEGG	D07866^N
ChEBI	CHEBI:4672^N
ChEMBL	CHEMBL92^N
ECHA InfoCard	100.129.246
Chemical and physical data
Formula	C₄₃H₅₃NO₁₄
Molar mass	807.879 g/mol
3D model (Jmol)	Interactive image
SMILES 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 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
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Docetaxel, sold under the brand name Taxotere among others, is a chemotherapy medication used to treat a number of types of cancer. This includes breast cancer, head and neck cancer, stomach cancer, prostate cancer and non small-cell lung cancer. It may be used by itself or along with other chemotherapy medication. It is given by slow injection into a vein.

Common side effects include hair loss, low blood cell counts, numbness, shortness of breath, vomiting, and muscle pains. Other severe side effects include allergic reactions and future cancers. Side effects are more common in people with liver problems. Use during pregnancy may harm the baby. Docetaxel is in the taxane family of medications. It works by disrupting the normal function of microtubules and thereby stopping cell division.

Docetaxel was patented in 1986 and approved for medical use in 1995. It is on the World Health Organization's List of Essential Medicines, the most effective and safe medicines needed in a health system. Docetaxel is available as a generic medication. The wholesale cost in the developing world is about 15.53 to 87.37 USD per 80 mg vial. This dose in the United Kingdom costs the NHS about 454.53 pounds.