Fenbufen

Base Information

• Chemical Name: Fenbufen
• CAS No.: 36330-85-5
• Molecular Formula: C16H14O3
• Molecular Weight: 254.285
• Hs Code.: 2921440000
• European Community (EC) Number: 252-979-0
• NSC Number: 757812
• UNII: 9815R1WR9B
• DSSTox Substance ID: DTXSID9023043
• Nikkaji Number: J3.182H
• Wikipedia: Fenbufen
• Wikidata: Q2304195
• NCI Thesaurus Code: C80548
• Pharos Ligand ID: C2PB6W2R6N66
• Metabolomics Workbench ID: 54424
• ChEMBL ID: CHEMBL277522
• Mol file: 36330-85-5.mol

Synonyms:Cinopal;fenbufen;gamma-oxo(1,1'-biphenyl)-4-butanoic acid;Lederfen

Chemical Property of Fenbufen

Chemical Property:

• Appearance/Colour: White solid
• Vapor Pressure: 1.21E-09mmHg at 25°C
• Melting Point: 184-187 °C(lit.)
• Refractive Index: 1.5600 (estimate)
• Boiling Point: 470.2 °C at 760 mmHg
• PKA: pKa 4.3(H2O tunde?ned Iunde?ned) (Uncertain)
• Flash Point: 252.3 °C
• PSA: 54.37000
• Density: 1.188 g/cm³
• LogP: 3.40110
• Storage Temp.: Refrigerator
• Solubility.: Very slightly soluble in water, slightly soluble in acetone, in ethanol (96 per cent) and in methylene chloride.
• Water Solubility.: 2.212mg/L(25 oC)
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 254.094294304
• Heavy Atom Count: 19
• Complexity: 310

Purity/Quality:

99% ^*data from raw suppliers

Fenbufen ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 28-45

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(=O)CCC(=O)O
• Uses: Cyclo-oxygenase inhibitor; analgesic; anti-inflammatory muscle relaxant (smooth)
• Therapeutic Function: Antiinflammatory

Technology Process of Fenbufen

There total 20 articles about Fenbufen 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: 99.0%

succinic acid anhydride (108-30-5) + biphenyl (92-52-4,1594-86-1) → 3-(p-phenyl)benzoylpropionic acid (36330-85-5)

Guidance literature:

succinic acid anhydride; With aluminum (III) chloride; In dichloromethane; at 20 ℃; for 0.0833333h; Schlenk technique; Sealed tube;

biphenyl; In dichloromethane; at 20 ℃; Schlenk technique; Sealed tube;

DOI:10.1021/acs.orglett.5b03543

Reference yield: 99.0%

methyl 4-([1,1'-biphenyl]-4-yl)-4-oxobutanoate (54011-27-7) → 3-(p-phenyl)benzoylpropionic acid (36330-85-5)

Guidance literature:

With sodium hydroxide; Reflux;

Reference yield: 95.0%

4-(4-chlorophenyl)-4-oxobutanoic acid (3984-34-7) + phenylboronic acid (98-80-6) → 3-(p-phenyl)benzoylpropionic acid (36330-85-5)

Guidance literature:

With potassium phosphate; tetrabutylammomium bromide; In water; at 95 ℃; for 40h;

DOI:10.1002/adsc.202000742

upstream raw materials:

succinic acid anhydride

biphenyl

aluminium trichloride

nitrobenzene

Downstream raw materials:

5-biphenyl-4-yl-3H-furan-2-one

carbon dioxide

biphenyl-4-carboxylic acid

5-Biphenyl-4-yl-3-[1-(2-hydroxy-phenyl)-meth-(Z)-ylidene]-3H-furan-2-one

Refernces

Transient Directing Group Enabled Pd-Catalyzed γ-C(sp³)-H Oxygenation of Alkyl Amines

10.1021/acscatal.0c01310

The research describes a novel method for the γ-C(sp3)–H oxygenation of free aliphatic amines, utilizing 2-hydroxynicotinaldehyde as a transient directing group and N-fluoro-2,4,6-trimethylpyridinium tetrafluoroborate as a bystanding oxidant. The purpose of this study was to develop a general protocol for the selective oxygenation at the γ-methyl positions of a wide range of aliphatic amines, which could be coupled with various aryl, heteroaryl, and aliphatic acids, as well as primary, secondary, and tertiary alcohols, to afford amine-containing esters and ethers. The conclusions highlight the method's broad applicability, good functional group tolerance, and its potential for late-stage functionalization of natural products and drug molecules, such as ibuprofen, isozepac, fenbufen, and lithocholic acid. This approach provides a more straightforward access to mono-protected amino alcohols and hindered ethers, which are challenging to synthesize using conventional methods.