2-(4-phenylphenyl)acetic acid

• ChemBase ID: 5121
• Molecular Formular: C14H12O2
• Molecular Mass: 212.24388
• Monoisotopic Mass: 212.08372962
• SMILES: C(C(=O)O)c1ccc(cc1)c1ccccc1
• Canonical SMILES: OC(=O)Cc1ccc(cc1)c1ccccc1
• 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

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(4-phenylphenyl)acetic acid
• IUPAC Traditional name: felbinac
• Synonyms: BIPHENYL-4-YL-ACETALDEHYDE; 4-Biphenylacetic acid; 4-Biphenylacetic acid; [1,1'-Biphenyl]-4-acetic Acid; 4-Carboxymethylbiphenyl; 4-Phenylphenylacetic Acid; 4-Biphenylacetic Acid; Seltouch; Traxam; NSC 16284; Felbinac; 4-(Carboxymethyl)biphenyl; (Biphenyl-4-yl)acetic acid 97%; Felbinac; 4-联苯乙酸; 4-联苯基乙酸

Database IDs

• CAS Number: 5728-52-9
• EC Number: 227-233-2
• MDL Number: MFCD00004351
• Beilstein Number: 1211592
• Merck Index: 143951
• PubChem SID: 160968551; 99443948; 24851763
• PubChem CID: 3332

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.713691
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.406904
• LogD (pH = 7.4): 0.62925225
• Log P: 3.2582195
• Molar Refractivity: 62.5018 cm^3
• Polarizability: 25.513988 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.49
• LOG S: -3.76
• Solubility (Water): 3.72e-02 g/l

PROPERTIES

Physical Property

• Melting Point: 158-163°C; 158-163°C; 159-160 °C(lit.); 159-162°C

Safety Information

• Storage Warning: IRRITANT; Toxic/Irritant
• RTECS: DU8229050
• European Hazard Symbols: Toxic (T)
• UN Number: 2811; UN2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3; III
• Risk Statements: 23/25-36/37/38; 25-36/37/38
• Safety Statements: 26-36/37/39-45; 26-36/37-45
• TSCA Listed: false; 否
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H315-H319-H331-H335; H301-H315-H319-H335
• GHS Precautionary statements: P261-P301 + P310-P305 + P351 + P338-P311; P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3

Pharmacology Properties

• Gene Information: human ... BAD(572)

Product Information

• Purity: 97%; 98%
• Linear Formula: C6H5C6H4CH2CO2H

DETAILS

DrugBank - DB07477

Drug information: experimental

Sigma Aldrich - 196487

Packaging
25 g in poly bottle
5 g in glass bottle

Toronto Research Chemicals - F231100

Anti-inflammatory, analgesic drug.

REFERENCES

• Burns, A., et al.: Nat. Chem. Biol., 6, 549 (2010)
• Madhukar, M., et al.: Eur. J. Med. Chem., 45, 2591 (2010)
• Evindar, G., et al.: Bioorg. Med. Chem. Lett., 20, 2520 (2010)