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Cabazitaxel

Cabazitaxel Structure
CAS No.
183133-96-2
Chemical Name:
Cabazitaxel
Synonyms
Jevtana;Cabazitaxel Injection;CS-877;TXD-258;XRP 6258;Takabasai;Kabatasai;Cabazitaxe;RPR-116258A;Cabazitaxel
CBNumber:
CB42517227
Molecular Formula:
C45H57NO14
Molecular Weight:
835.93
MOL File:
183133-96-2.mol
Modify Date:
2024/9/5 14:45:50

Cabazitaxel Properties

Melting point 180 °C
Boiling point 870.7±65.0 °C(Predicted)
Density 1.31
storage temp. Inert atmosphere,Store in freezer, under -20°C
solubility Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
form White solid.
pka 11.20±0.46(Predicted)
color White to Off-White
InChIKey BMQGVNUXMIRLCK-JACFBOAKNA-N

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07,GHS08
Signal word  Warning
Hazard statements  H302-H315-H341-H361fd-H373
Precautionary statements  P202-P260-P264-P301+P312-P302+P352-P308+P313
Safety Statements  24/25
HS Code  29329990
NFPA 704
0
2 0

Cabazitaxel price More Price(2)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) SML2487 Cabazitaxel ≥95% (HPLC) 183133-96-2 5MG ₹7815.65 2022-06-14 Buy
Sigma-Aldrich(India) SML2487 Cabazitaxel ≥95% (HPLC) 183133-96-2 25MG ₹31587.35 2022-06-14 Buy
Product number Packaging Price Buy
SML2487 5MG ₹7815.65 Buy
SML2487 25MG ₹31587.35 Buy

Cabazitaxel Chemical Properties,Uses,Production

Description

In June 2010, the U.S. FDA approved cabazitaxel (also referred to as XRP6258 and RPR 116258A) in combination with the steroid prednisone for the treatment of metastatic Castration-Resistant Prostate Cancer (mCRPC) for patients who were previously treated with a docetaxelcontaining regimen for late-stage disease.
Cabazitaxel is a semisynthetic analog of the natural product taxol, which is isolated from the bark of the yew tree. Cabazitaxel is a microtubule inhibitor that binds to the taxol-binding site of tubulin. Similar to other tubulin inhibitors of the taxol class, cabazitaxel inhibits microtubule disassembly resulting in mitotic blockade and cell death. Docetaxel, also a semisynthetic taxol analog, was approved by the FDA for the treatment of mCRPC in 2004. However, docetaxel is a substrate for P-gp, which is thought to contribute to the constitutive and acquired resistance of cancer cells to taxanes. Cabazitaxel has poor affinity for P-gp and showed antitumor activity in preclinical in vitro studies and in vivo tumor models that overexpress this protein. Cabazitaxel is synthesized on a commercial scale from 10-deacetylbaccatin .

Chemical Properties

White solid

Uses

Cabazitaxel (Jevtana, XRP6258) is a semi-synthetic derivative of a natural taxoid.

Definition

ChEBI: A tetracyclic diterpenoid that is 10-deacetylbaccatin III having O-methyl groups attached at positions 7 and 10 as well as an O-(2R,3S)-3-[(tert-butoxycarbonyl)amino]-2-hy roxy-3-phenylpropanoyl group attached at position 13. Acts as a microtubule inhibitor, binds tubulin and promotes microtubule assembly and simultaneously inhibits disassembly.

Clinical Use

Cabazitaxel was developed by Sanofi-Aventis as an intravenous injectable drug for the treatment of hormone-refractory metastatic prostate cancer. As a microtubule inhibitor, cabazitaxel differs from docetaxel because it exhibits a much weaker affinity for P-glycoprotein (P-gp), an adenosine triphosphate (ATP)-dependent drug efflux pump. Cancer cells that express P-gp become resistant to taxanes, and the effectiveness of docetaxel can be limited by its high substrate affinity for P-gp. Clinical studies confirmed that cabazitaxel retains activity in docetaxel-resistant tumors. Common adverse events with cabazitaxel include diarrhea and neutropenia. Cabazitaxel in combination with prednisone is an important new treatment option for men with docetaxel-refractory metastatic CRPC (castration-resistant prostate cancer).

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  • What is Cabazitaxel?
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Cabazitaxel Spectrum

(2AR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-acetoxy-9-(((2R,3S)-3-((tert-butoxycarbonyl)amino)-2- TXD-258 (αR,βS)-β-[[(1,1-DiMethylethoxy)carbonyl]aMino]-α-hydroxybenzenepropanoic 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-11-hydroxy-4,6-diMethoxy-4a,8,13,13-tetraMethyl-5-oxo-7,11-Methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl Ester XRP 6258 Cabazitaxel β-[[(1,1-DiMethylethoxy)carbonyl]aMino]-α-hydroxybenzenepropanoic Acid [2aR-[2aα,4β,4aβ,6β,9α(αR*,βS*),11α,12α,12aα,12bα]]-12b-(Acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-11-hydroxy-4,6-diMethoxy-4a,8,13,13-tetraMethyl 7β, 10β-DiMethoxydocetaxel Cabazitaxel(XRP-6258) 7beta, 10beta-DiMethoxydocetaxel RPR-116258A taxoid XRP6258 [2aR[2aalpha,4beta,4abeta,6beta,9alpha(2R,3S),11beta,12alpha,12aalpha,12balpha]]-12b-Acetoxy-9-[3-(tert-butoxycarbonylaMino)-2-hydroxy-3-phenylpropionyloxy]-12-(benzoyloxy)-11-hydroxy-4,6-diMethoxy-4a,8,13,13-tetraMethyl-2a,3,4,4a,5,6,9,10,11,12,12a,12b-d (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-acetoxy-9-(((2R,3S)-3-((tert-butoxycarbonyl)aMino)-2-hydroxy-3-phenylpropanoyl)oxy)-11-hydroxy-4,6-diMethoxy-4a,8,13,13-tetraMethyl-5-oxo-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-Methanocyclodeca[3,4]be Benzenepropanoic acid, β-[[(1,1-dimethylethoxy)carbonyl]amino]-α-hydroxy-, (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-11-hydroxy-4,6-dimethoxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester, (αR,βS)- Cabazitaxel, >=98% XRP6258;RPR-116258A;TAXOID XRP6258;TXD 258 CS-877 Cabazitaxel 183133-96-2 Benzenepropanoic acid, β-[[(1,1-dimethylethoxy)carbonyl]amino]-α-hydroxy-, (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-11-hydroxy-4,6-dimethoxy- Cabazitaxel (This product is only available in Japan.) [2aR[2aalpha,4beta,4abeta,6beta,9alpha(2R,3S),11beta,12alpha,12aalpha,12balpha]]-12b-Acetoxy-9-[3-(tert-butoxycarbonylamino)-2-hydroxy-3-phenylpropionyloxy]-12-(benzoyloxy)-11-hydroxy-4,6-dimethoxy-4a Cabazitaxelum (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-Acetoxy-9-((3-((tert-butoxycarbonyl)amino)-2-hydroxy-3-phenylpropanoyl)oxy)-11-hydroxy-4,6-dimethoxy-4a,8,13,13-tetramethyl-5-oxo-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxet-12-yl benzoate Cabazitaxel USP/EP/BP 7β,10β-Dimethoxydocetaxel [2aR[2aalpha,4beta,4abeta,6beta,9alpha(2R,3S),11beta,12alpha... (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-Acetoxy-9-((3-((tert-butoxycarbonyl)amino)-2-hydroxy-3-phenylpropanoyl)oxy)-11-hydroxy-4,6-dimethoxy-4a,8,13,13-tetramethyl-5-oxo-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2- CabazitaxelQ: What is Cabazitaxel Q: What is the CAS Number of Cabazitaxel Q: What is the storage condition of Cabazitaxel Q: What are the applications of Cabazitaxel Jevtana Cabazitaxel Injection Takabasai Benzenepropanoic acid, β-[[(1,1-dimethylethoxy)carbonyl]amino]-α-hydroxy-, (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-11-hydroxy-4,6-dimethoxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester,... Kabatasai Cabazitaxe carbazitaxel Cabazitoxel 183133-96-2 C45H57NO14 XRP-6258 Final material Plant extracts Herb extract Aromatics Chiral Reagents Inhibitors Intermediates & Fine Chemicals Pharmaceuticals Pharmaceutical intermediate API APIs