Docetaxel trihydrate

Docetaxel trihydrate Basic information
Pharmacology Tolerability
Product Name:Docetaxel trihydrate
Synonyms:(αR,βS)-β-[[(1,1-dimethylethoxy)carbonyl]amino]-α-hydroxy-benzenepropanoic acid, (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,6,11-;Docetaxel/Docetaxel Trihydrate;Docetaxel (200 mg);Taxotere Trihydrate;(αR,βS)-β-[[(1,1-dimethylethoxy)carbonyl]amino]-α-hydroxy-benzenepropanoic acid, (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,6,11-trihydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester,hydrate (1:3);RP56976 (NSC 628503) Trihydrate;Docetaxel(trihydrous);(2AR,4S,4aS,6R,9S,11S,12S,12aS,12bS)-12b-acetoxy-9-(((2R,3S)-3-((tert-butoxycarbonyl)amino)-2-
CAS:148408-66-6
MF:C43H55NO15
MW:825.91
EINECS:642-361-2
Product Categories:Anticancer;Plant extracts;Plant extract;Herb extract;TAXOTERE;Anti-cancer&immunity;All Inhibitors;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:148408-66-6.mol
Docetaxel trihydrate Structure
Docetaxel trihydrate Chemical Properties
Melting point 186-192°C
storage temp. 2-8°C
solubility Practically insoluble in water, freely soluble in anhydrous ethanol, soluble in methylene chloride.
form neat
color White to OFf-White
Stability:Hygroscopic
InChIKeyXCDIRYDKECHIPE-KHDBCEGQSA-N
CAS DataBase Reference148408-66-6(CAS DataBase Reference)
Safety Information
WGK Germany 3
HS Code 2932996560
MSDS Information
Docetaxel trihydrate Usage And Synthesis
Pharmacology

Docetaxel principally exerts its cytotoxic activity by promoting and stabilising microtubule assembly while simultaneously preventing microtubule depolymerisation. This results in inhibition of normal cell division. In vitro and in vivo, docetaxel has antineoplastic activity against a wide range of cancer cells, demonstrates synergistic activity with several antineoplastic agents and often has greater cytotoxic activity against human breast cancer cell lines than paclitaxel. Docetaxel, binds to and stabilizes tubulin, which prevents physiological microtubule depolymerization/disassembly and results in cell-cycle arrest at the G2/M phase and cell death. This agent also is known to inhibit the anti-apoptotic gene Bcl2 and to encourage the expression of p27, a cell-cycle inhibitor, and further pro-angiogenic factors such as vascular endothelial growth factor (VEGF). Docetaxel is mainly metabolized in the liver by the cytochrome P450 CYP3A4 and CYP3A5 subfamilies of isoenzymes, and its clearance has been shown to be related to body surface area and hepatic enzyme and alpha1 acid glycoprotein plasma levels.

Tolerability

The tolerability of docetaxel in comparative clinical trials was generally acceptable. Severe neutropenia affects most docetaxel recipients, with febrile neutropenia occurring in approximately one-eighth of patients. Dose-cumulative severe fluid retention was reported in docetaxel recipients, despite premedication with prophylactic corticosteroids. Other adverse events include asthenia, stomatitis, infections, neurosensory, cutaneous or gastrointestinal events, nail changes, severe fever in the absence of infection, myalgia and hypersensitivity reactions.

Chemical PropertiesWhite Crystalline Powder
UsesAn antineoplastic. An antimitotic agent that promotes the assembly of microtublules and inhibits their depolymerization to free tubulin
UsesDocetaxel Trihydrate is an anti-cancer drugs; Semisynthetic analog of the taxane paclitaxel.
DefinitionChEBI: The trihydrate form of docetaxel. It is used for the treatment of breast, ovarian, and non-small cell lung cancer, and with prednisone or prednisolone in hormone-refractory metastatic prostate cancer.
Brand nameTaxotere (Sanofi Aventis).
Docetaxel trihydrate Preparation Products And Raw materials
Docetaxel Metabolite M4 Olaparib Docetaxel Crizotinib (2S)-1-[3-Ethyl-7-[[(1-oxido-3-pyridinyl)methyl]amino]pyrazolo[1,5-a]pyrimidin-5-yl]-2-piperidineethanol NOCODAZOLE AVP-AEW541 7,11-methano-5h-cyclodeca[3,4]benz[1,2-b]oxete benzenepropanoic acid deriv. TYRPHOSTIN AG 1024 Docetaxel (2R,3S)-Boc-3-Phenylisoserine Methyl (2R,3S)-3-(tert-butoxycarbonylamino)-2-hydroxy-3-phenylpropionate METHYL (R)-N-BOC-3-PHENYL-BETA-ALANINATE TILORONE ANALOG R11-877DA Docetaxel trihydrate Docetaxel intermediate 4-Benzyloxy-2,3-dimethyl-butan-2-ol BOC-L-BETA-HOMOALANINE ALLYL ESTER

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