methyl 2-(3-fluoro-4-phenylphenyl)propanoate

• ChemBase ID: 173638
• Molecular Formular: C16H15FO2
• Molecular Mass: 258.2875032
• Monoisotopic Mass: 258.10560794
• SMILES: c1ccccc1c1c(cc(cc1)C(C)C(=O)OC)F
• Canonical SMILES: COC(=O)C(c1ccc(c(c1)F)c1ccccc1)C
• InChI: InChI=1S/C16H15FO2/c1-11(16(18)19-2)13-8-9-14(15(17)10-13)12-6-4-3-5-7-12/h3-11H,1-2H3
• InChIKey: CPJBKHZROFMSQM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-(3-fluoro-4-phenylphenyl)propanoate
• IUPAC Traditional name: flurbiprofen methyl ester
• Synonyms: 2-Fluoro-α-methyl-[1,1'-biphenyl]-4-acetic Acid Methyl Ester; Flurbiprofen Methyl Ester; Methyl 2-(2-fluoro-biphenyl-4-yl)propionate; Methyl Flurbiprofen

Database IDs

• CAS Number: 66202-86-6
• PubChem SID: 164229548
• PubChem CID: 4127

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 4.089802
• LogD (pH = 7.4): 4.089802
• Log P: 4.089802
• Molar Refractivity: 72.0618 cm^3
• Polarizability: 29.056969 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White to Off-White Solid
• Melting Point: 39-40°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - M305350

Prodrug of Flurbiprofen. An intermediate for the synthesis of the metabolite of Flurbiprofen, an anti-inflammatory used as an analgesic.

REFERENCES

• Greig, M., et al.: J. Med. Chem., 18, 112 (1975)
• Shanbhag, V., et al.: J. Pharm. Sci., 81, 149 (1975)
• Fukuhara, A., et al.: Biol. Pharm. Bull., 18, 140 (1995).