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196487

Sigma-Aldrich

4-Biphenylacetic acid

98%

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About This Item

Linear Formula:
C6H5C6H4CH2CO2H
CAS Number:
5728-52-9
Molecular Weight:
212.24
EC Number:
227-233-2
MDL number:
MFCD00004351
UNSPSC Code:
12352100
PubChem Substance ID:
24851763
NACRES:
NA.22
assay:
98%

Quality Level

100

assay

98%

mp

159-160 °C (lit.)

solubility

DMSO: soluble 50 mg/mL, clear, colorless to yellow

SMILES string

OC(=O)Cc1ccc(cc1)-c2ccccc2

InChI

1S/C14H12O2/c15-14(16)10-11-6-8-13(9-7-11)12-4-2-1-3-5-12/h1-9H,10H2,(H,15,16)

InChI key

QRZAKQDHEVVFRX-UHFFFAOYSA-N

Gene Information

human ... BAD(572)

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General description

4-Biphenylacetic acid is a potential non-steroidal antiinflammatory agent and forms solid inclusion complex with β-cyclodextrin. 4-Biphenylacetic acid on interaction with quinolone antibacterial agents induces functional blockade of the γ-aminobutyric acid receptors.

Application

4-Biphenylacetic acid was used in the synthesis of gastrosparing non-steroidal antiinflammatory drug.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
STBD6530V
STBB5594
STBB5441
STBB1940
09108TE

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K Akahane et al.
Antimicrobial agents and chemotherapy, 38(10), 2323-2329 (1994-10-01)
The combination of some new quinolone antibacterial agents with 4-biphenylacetic acid (BPAA), a metabolite of fenbufen, is known to specifically induce functional blockade of the gamma-aminobutyric acid (GABA) receptors. The mechanisms of these drug interactions were further examined. Scatchard analysis
G Puglisi et al.
The Journal of pharmacy and pharmacology, 43(6), 430-432 (1991-06-01)
4-Biphenylacetic acid, a potent non-steroidal anti-inflammatory agent forms a solid inclusion complex with beta-cyclodextrin in a 1:1 molar ratio, which exhibits better solubility and dissolution characteristics than the uncomplexed drug. Following oral administration of the complex to rats, quicker and
Chao Zhang et al.
Xenobiotica; the fate of foreign compounds in biological systems, 41(4), 340-348 (2010-12-25)
Felbinac trometamol (trishydroxymethylaminomethane 4-biphenylacetate) is a new water-soluble salt of felbinac currently undergoing clinical evaluation as an intravenous (i.v.) formulation for the treatment of severe post-operative pain. This article reports the pharmacokinetics of felbinac after i.v. administration of felbinac trometamol
Mamta Madhukar et al.
European journal of medicinal chemistry, 45(6), 2591-2596 (2010-03-17)
A novel mutual prodrug consisting of 4-biphenylacetic acid (BPA) and quercetin tetramethyl ether (QTME) has been synthesized as a gastrosparing NSAID, devoid of ulcerogenic side effects. The physicochemical properties, including aqueous solubility, partition coefficient, chemical stability and enzymatic hydrolysis of
Chao Zhang et al.
Journal of pharmaceutical and biomedical analysis, 50(1), 41-45 (2009-04-21)
A rapid and sensitive analytical method based on high-performance liquid chromatography-tandem mass spectrometry (LC-MS/MS) has been developed for the determination of felbinac in rat plasma, bile, urine, feces and tissue. Sample preparation involved liquid-liquid extraction with ethyl ether-dichloromethane (60:40, v/v).
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