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

• ChemBase ID: 167813
• Molecular Formular: C17H17FO4
• Molecular Mass: 304.3128832
• Monoisotopic Mass: 304.11108724
• SMILES: c1cc(c(cc1c1c(cc(cc1)C(C)C(=O)O)F)OC)OC
• Canonical SMILES: COc1ccc(cc1OC)c1ccc(cc1F)C(C(=O)O)C
• InChI: InChI=1S/C17H17FO4/c1-10(17(19)20)11-4-6-13(14(18)8-11)12-5-7-15(21-2)16(9-12)22-3/h4-10H,1-3H3,(H,19,20)
• InChIKey: LOLOPVAXJOQCPF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 1346601-72-6
• PubChem SID: 162261946
• PubChem CID: 70345523

CALCULATED PROPERTIES

• Acid pKa: 3.9394236
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.060845
• LogD (pH = 7.4): 0.4357873
• Log P: 3.628565
• Molar Refractivity: 80.2191 cm^3
• Polarizability: 31.99748 Å^3
• Polar Surface Area: 55.76 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Light Yellow Solid

DETAILS

Toronto Research Chemicals - D452770

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)