Taxane

Base Information

• Chemical Name: Taxane
• CAS No.: 1605-68-1
• Molecular Formula: C₂₀H₃₆
• Molecular Weight: 276.506
• DSSTox Substance ID: DTXSID70936327
• Nikkaji Number: J704.181K
• Wikipedia: Taxane
• Wikidata: Q27116688
• Metabolomics Workbench ID: 55268
• Mol file: 1605-68-1.mol

Synonyms:taxane

Chemical Property of Taxane

Chemical Property:

• Vapor Pressure: 0.000192mmHg at 25°C
• Boiling Point: 338.5°C at 760 mmHg
• Flash Point: 151.6°C
• PSA: 0.00000
• Density: 0.86g/cm³
• LogP: 6.30130
• XLogP3: 8.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 276.281701148
• Heavy Atom Count: 20
• Complexity: 355

Purity/Quality:

99% ^*data from raw suppliers

TAXANE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCCC2(C1CC3CCC(C(C3(C)C)CC2)C)C
• Isomeric SMILES: C[C@@H]1CCC[C@@]2([C@@H]1C[C@@H]3CC[C@H]([C@@H](C3(C)C)CC2)C)C
• Recent ClinicalTrials: Neoadjuvant Study Chemotherapy vs Letrozole + Abemaciclib in HR+/HER2- High/Intermediate Risk Breast Cancer Patients
• General Description: Taxanes, such as those referenced by the systematic name *6,10-Methanobenzocyclodecene, tetradecahydro-4,9,12a,13,13-pentamethyl-, [4R-(4a,4ab,6a,9a,10a,12aa)]-* or the simpler terms *Taxane* or *Taxan*, are a class of antimitotic agents that stabilize microtubules and disrupt tubulin dynamics, making them effective in cancer therapy. However, their clinical utility is often limited by drug resistance and toxicity, prompting the search for novel tubulin-targeting compounds with improved pharmacological profiles.

Technology Process of Taxane

There total 2 articles about Taxane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 70.0%

→ taxane (1605-68-1) + 13-[(2R,3S)-3-(tert-butoxycarbonyl) amino-2-hydroxy-3-phenylpropanoyl]-10-deacetyl-14-hydroxybaccatin-III-1,14-carbonate

Guidance literature:

Reference yield:

→ taxane (1605-68-1)

Guidance literature:

Refernces

High content screening of diverse compound libraries identifies potent modulators of tubulin dynamics

10.1021/ml5000564

The research focuses on the discovery of new antimitotic compounds that modulate tubulin dynamics, addressing the limitations of existing cancer therapies like taxanes, which often face issues of resistance and toxicity. By employing phenotypic screening of a diverse compound library, the study identified a compound that induces mitotic arrest in human cells at submicromolar concentrations. The key chemical structures explored include biphenylacetamides, specifically a family termed biphenabulins, which were synthesized through simple methods involving amide and Suzuki couplings. The findings suggest that these compounds can effectively inhibit tubulin polymerization, with one compound showing potential allosteric inhibition at the colchicine-binding site, thus providing promising alternatives for further development in cancer treatment.