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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

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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A I Khan et al.
Chemical communications (Cambridge, England), (22)(22), 2342-2343 (2002-09-21)
A series of pharmaceutically active compounds including diclofenac, gemfibrozil, ibuprofen, naproxen, 2-propylpentanoic acid, 4-biphenylacetic acid and tolfenamic acid can be reversibly intercalated into a layered double hydroxide, initial studies suggest that these materials may have application as the basis of
Takako Ishiguro et al.
International journal of pharmaceutics, 419(1-2), 161-169 (2011-08-16)
2-Hydroxybutyl-β-cyclodextrins (HB-β-CyDs) with different degrees of substitution (D.S.) were prepared and their physicochemical and biological properties and solubilizing abilities were studied and compared with those of 2-hydroxypropyl-β-cyclodextrin (HP-β-CyD). The surface activity of HB-β-CyD was higher than that of HP-β-CyD (D.S.
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
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
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
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