2-[4-(3,4-dihydroxyphenyl)-3-fluorophenyl]propanoic acid

• ChemBase ID: 167812
• Molecular Formular: C15H13FO4
• Molecular Mass: 276.2597232
• Monoisotopic Mass: 276.07978712
• SMILES: c1cc(c(cc1c1c(cc(cc1)C(C)C(=O)O)F)O)O
• Canonical SMILES: OC(=O)C(c1ccc(c(c1)F)c1ccc(c(c1)O)O)C
• InChI: InChI=1S/C15H13FO4/c1-8(15(19)20)9-2-4-11(12(16)6-9)10-3-5-13(17)14(18)7-10/h2-8,17-18H,1H3,(H,19,20)
• InChIKey: PXJMZAQJKURKMR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[4-(3,4-dihydroxyphenyl)-3-fluorophenyl]propanoic acid
• IUPAC Traditional name: 2-[4-(3,4-dihydroxyphenyl)-3-fluorophenyl]propanoic acid
• Synonyms: 2-Fluoro-3',4'-dihydroxy-α-methyl-[1,1'-biphenyl]-4-acetic Acid; 2-(3',4'-Dihydroxy-2-fluoro-4-biphenylyl) propionic Acid; 3',4'-Dihydroxy Flurbiprofen

Database IDs

• CAS Number: 66067-41-2
• PubChem SID: 162261945
• PubChem CID: 128319

CALCULATED PROPERTIES

• Acid pKa: 3.953744
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 1.7827168
• LogD (pH = 7.4): 0.14198402
• Log P: 3.336777
• Molar Refractivity: 71.2545 cm^3
• Polarizability: 28.18286 Å^3
• Polar Surface Area: 77.76 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Beige Solid
• Melting Point: 140-142°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D452760

A metabolite of Flurbiprofen (F598700).

REFERENCES

• Cefali, E.A., et al.: J. Clin. Pharmacol., 31, 808 (1991)
• Knadler, M., et al.: Br. J. Clin. Pharmacol., 33, 369 (1991)
• Tsunematsu, H., et al.: J. Drug Target., 2, 517 (1991)