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196487

Sigma-Aldrich

4-Biphenylacetic acid

98%

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5 G
MXP 1,296.00

MXP 1,296.00

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5 G
MXP 1,296.00

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

MXP 1,296.00

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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[1]. 4-Biphenylacetic acid on interaction with quinolone antibacterial agents induces functional blockade of the γ-aminobutyric acid receptors[2].

Application

4-Biphenylacetic acid was used in the synthesis of gastrosparing non-steroidal antiinflammatory drug[3].

Pictograms

Skull and crossbones
GHS06

Signal Word

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 Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
H Arima et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 6(1), 53-59 (2005-11-01)
The effect of hydroxypropyl-beta-cyclodextrin (HP-beta-CyD) on the cutaneous penetration and activation of ethyl 4-biphenylyl acetate (EBA), a prodrug of non-steroidal anti-inflammatory drug 4-biphenylylacetic acid (BPAA), from hydrophilic ointment was investigated, using hairless mouse skin in vitro. When the hydrophilic ointment
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