Xenalipin

Base Information

• Chemical Name: Xenalipin
• CAS No.: 84392-17-6
• Molecular Formula: C14H9F3O2
• Molecular Weight: 266.219
• Hs Code.: 29162090
• UNII: 28W00I603X
• DSSTox Substance ID: DTXSID0046565
• Nikkaji Number: J34.699C
• Wikidata: Q27254352
• NCI Thesaurus Code: C152931
• Metabolomics Workbench ID: 144347
• ChEMBL ID: CHEMBL2104509
• Mol file: 84392-17-6.mol

Synonyms:4'-trifluoromethyl-2-biphenylcarboxylic acid;xenalipin

Chemical Property of Xenalipin

Chemical Property:

• Melting Point: 169-171 °C(lit.)
• Boiling Point: 335.8 °C at 760 mmHg
• PKA: 3.70±0.36(Predicted)
• Flash Point: 156.9 °C
• PSA: 37.30000
• Density: 1.326 g/cm³
• LogP: 4.07060
• Storage Temp.: Room temperature.
• Solubility.: soluble in Methanol
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 266.05546401
• Heavy Atom Count: 19
• Complexity: 319

Purity/Quality:

99% ^*data from raw suppliers

4′-(Trifluoromethyl)-2-biphenylcarboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C2=CC=C(C=C2)C(F)(F)F)C(=O)O
• Uses: 4''-(Trifluoromethyl)-2-biphenylcarboxylic Acid, is a novel compound which has been found to be effective hypolipidemic agent in animal species. It is also an intermediate in the synthesis of various pharmaceutical compounds, such as Cannabinol (C175350).
• Therapeutic Function: Antihyperlipidemic

Technology Process of Xenalipin

There total 31 articles about Xenalipin 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: 100.0%

methyl 4'-(trifluoromethyl)-[1,1'-biphenyl]-2-carboxylate (91748-18-4) → 4'-(trifluoromethyl)-2-biphenylcarboxylic acid (84392-17-6)

Guidance literature:

With water; sodium hydroxide; In methanol; at 50 ℃; for 14h;

DOI:10.1021/acs.orglett.8b00052

Reference yield: 92.0%

2-Iodobenzoic acid (88-67-5) + 4-trifluoromethylphenylboronic acid (128796-39-4) → 4'-(trifluoromethyl)-2-biphenylcarboxylic acid (84392-17-6)

Guidance literature:

2-Iodobenzoic acid; 4-trifluoromethylphenylboronic acid; palladium diacetate; In water; at 20 ℃; for 0.0833333h;

With potassium hydroxide; In water; at 20 - 75 ℃; for 5h;

DOI:10.1016/j.tetlet.2006.04.039

Reference yield: 86.0%

4,4-dimethyl-2-(4'-trifluoromethyl-2-biphenyl)-2-oxazoline (84392-18-7) → 4'-(trifluoromethyl)-2-biphenylcarboxylic acid (84392-17-6)

Guidance literature:

In hydrogenchloride;

upstream raw materials:

4,4-dimethyl-2-(4'-trifluoromethyl-2-biphenyl)-2-oxazoline

4'-Trifluoromethyl-2-biphenylcarbaldehyde

methyl 4'-(trifluoromethyl)-[1,1'-biphenyl]-2-carboxylate

p-trifluoromethylphenyl bromide

Refernces

• 1、 -. "SUBSTITUTED HYDANTOINAMIDES AS ADAMTS7 ANTAGONISTS". Page/Page column 222. . Retrieved 2021/05/21.
• 2、 Bera, Shyamal Kanti,Mal, Prasenjit. "Mechanochemical-Cascaded C-N Cross-Coupling and Halogenation Using N-Bromo- And N-Chlorosuccinimide as Bifunctional Reagents". . p. 14144 - 14159. Retrieved 2021/09/13.