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Merck
CN

196487

4-Biphenylacetic acid

98%

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About This Item

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

98%

InChI key

QRZAKQDHEVVFRX-UHFFFAOYSA-N

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)

SMILES string

OC(=O)Cc1ccc(cc1)-c2ccccc2

mp

159-160 °C (lit.)

solubility

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

Quality Level

Gene Information

human ... BAD(572)

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

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Regulatory Information

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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
I Smolders et al.
Antimicrobial agents and chemotherapy, 46(2), 471-477 (2002-01-18)
Fluoroquinolones are antibiotics with central excitatory side effects. These adverse effects presumably result from inhibition of gamma-aminobutyric acid (GABA) binding to GABA(A) receptors. This GABA antagonistic effect is greatly potentiated by the active metabolite of fenbufen, biphenylacetic acid (BPAA). Nevertheless
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
Yohei Sakaguchi et al.
Journal of pharmaceutical and biomedical analysis, 55(1), 176-180 (2011-02-12)
Fluorous derivatization followed by fluorous-phase liquid chromatographic (LC) separation exploits the affinity between perfluoroalkyl compounds for highly selective and quantitative isolation of various analytes. However, the applicability of this technique as a simple pretreatment for fluorometric determination in clinical settings
M Koutsoviti-Papadopoulou et al.
Pharmacological research, 44(3), 229-233 (2001-09-01)
This paper examines the effect of biphenylacetic acid on the antagonistic action of norfloxacin and enoxacin on the GABA(A)-mediated responses of the isolated guinea-pig ileum. GABA produced transient contractions followed by relaxation. The contractile effect of exogenously applied GABA was

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