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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%

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

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

Certificates of Analysis (COA)

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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
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
Ananda Sarkar et al.
Journal of molecular modeling, 15(10), 1221-1228 (2009-03-07)
Cyclooxygenase (COX) is a well-known enzyme, which converts arachidonic acid to prostaglandins H(2) (PGH(2)), which are the effective mediators of inflammation. 4', 5 di-substituted 3-biphenyl acetic acids (BPA) and several alpha-methyl derivatives (MBPA) of it are widely used as powerful
Samuel R Pygall et al.
International journal of pharmaceutics, 387(1-2), 93-102 (2009-12-17)
There are few studies of alkalising pH-modifiers in HPMC hydrophilic matrices. These agents may be incorporated to provide microenvironmental buffering and facilitate pH-independent release of weak acid drugs. This study compared tris(hydroxylmethyl) aminomethane (THAM, TRIS, tromethamine, trometamol) with sodium citrate
Samuel R Pygall et al.
International journal of pharmaceutics, 370(1-2), 110-120 (2008-12-23)
Few studies report the effects of alkalizing buffers in HPMC matrices. These agents are incorporated to provide micro-environmental buffering, protection of acid-labile ingredients, or pH-independent release of weak acid drugs. In this study, the influence of sodium citrate on the
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