4-Biphenylacetic acid Chemical Properties

Melting point:

159-160 °C (lit.)

Boiling point:

312.08°C (rough estimate)

Density 

1.1035 (rough estimate)

refractive index 

1.6000 (estimate)

storage temp. 

2-8°C

solubility 

DMSO: soluble50mg/mL, clear, colorless to yellow

form 

Powder

pka

4.29±0.10(Predicted)

color 

Beige

Water Solubility 

39.27mg/L(25 ºC)

Merck 

14,3316

BRN 

1211592

InChI

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)

InChIKey

QRZAKQDHEVVFRX-UHFFFAOYSA-N

SMILES

C1(C2=CC=CC=C2)=CC=C(CC(O)=O)C=C1

CAS DataBase Reference

5728-52-9(CAS DataBase Reference)

Safety Information

Hazard Codes 

T,Xn

Risk Statements 

23/25-36/37/38-25-36/37/38/63-20/21/22

Safety Statements 

26-36/37/39-45-37/39-28A-26/36/3745/60-20-36

RIDADR 

UN 2811 6.1/PG 3

WGK Germany 

3

RTECS 

DU8229050

Hazard Note 

Irritant

HazardClass 

6.1

PackingGroup 

III

HS Code 

29163900

Toxicity

LD50 orally in rats: 164 mg/kg (Sloboda, Osterberg)

MSDS

• Language:English Provider:4-Biphenylacetic acid
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

4-Biphenylacetic acid Usage And Synthesis

Description

Felbinac Is the active metabolite of the non-steroidal antiinflammatory agent, fenbufen. Applied topically as a gel to joints, it is useful in the symptomatic relief of articular inflammation and pain.

Chemical Properties

Off-white powder

Originator

Lederle (USA)

Uses

Anti-inflammatory, analgesic drug.

Uses

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

Definition

ChEBI: Biphenyl-4-ylacetic acid is a monocarboxylic acid in which one of the alpha-hydrogens is substituted by a biphenyl-4-yl group. An active metabolite of fenbufen, it is used as a topical medicine to treat muscle inflammation and arthritis. It has a role as a non-steroidal anti-inflammatory drug. It is a member of biphenyls and a monocarboxylic acid. It contains a biphenyl-4-yl group. It is functionally related to an acetic acid.

brand name

Dolinac (Wyeth-Ayerst); Flexfree(Wyeth-Ayerst); Napageln (Wyeth-Ayerst); Target (Wyeth-Ayerst); Traxam (Wyeth-Ayerst).

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.

Safety Profile

Poison by subcutaneous route.Moderately toxic by ingestion and intraperitoneal routes.An experimental teratogen. Other experimentalreproductive effects. When heated to decomposition itemits acrid smoke and fumes.

Synthesis

First 4-aminophenylacetic acid is prepared by reducing 4-nitrophenylacetic acid in the presence of a palladium-carbon catalyst; 4-Biphenylacetic acid is finally prepared by reacting 4-aminophenylacetic acid with benzene in the presence of sodium nitrite and an acid.

4-Biphenylacetic acid(5728-52-9)Related Product Information

• Phenylacetic acid
• 4-Biphenylcarboxylic acid
• Xenyhexenic
• felbinacethyl
• cicloprofen
• xenbucin
• FLURBIPROFEN AXETIL
• (R)-(-)-2-FLUORO-ALPHA-METHYL-4-BIPHENYLACETIC ACID
• 2-FLUORO-ALPHA-METHYL-4-BIPHENYLACETIC ACID
• FLURBIPROFEN SODIUM (200 MG)
• Namoxyrate
• butixirate
• (S)-Flurbiprofen
• 2-FLUORO-ALPHA-METHYL-4-BIPHENYLACETIC ACID
• 4-Biphenylacetic acid
• BIFEPROFEN
• 2',4'-difluorobiphenyl-4-acetic acid
• Fluprofen