5-(2,4-difluorophenyl)-2-(phosphonooxy)benzoic acid

• ChemBase ID: 167408
• Molecular Formular: C13H9F2O6P
• Molecular Mass: 330.1775274
• Monoisotopic Mass: 330.01048108
• SMILES: c1cc(cc(c1OP(=O)(O)O)C(=O)O)c1ccc(cc1F)F
• Canonical SMILES: Fc1ccc(c(c1)F)c1ccc(c(c1)C(=O)O)OP(=O)(O)O
• InChI: InChI=1S/C13H9F2O6P/c14-8-2-3-9(11(15)6-8)7-1-4-12(21-22(18,19)20)10(5-7)13(16)17/h1-6H,(H,16,17)(H2,18,19,20)
• InChIKey: PBINCWMWAIMYCR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(2,4-difluorophenyl)-2-(phosphonooxy)benzoic acid
• IUPAC Traditional name: 5-(2,4-difluorophenyl)-2-(phosphonooxy)benzoic acid
• Synonyms: 2',4'-Difluoro-4-(phosphonooxy)-[1,1'-biphenyl]-3-carboxylic Acid; Diflunisal Phosphate

Database IDs

• CAS Number: 84958-45-2
• PubChem SID: 162261541
• PubChem CID: 3261316

CALCULATED PROPERTIES

• Acid pKa: 1.7249752
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.880704
• LogD (pH = 7.4): -3.8420205
• Log P: 2.6060276
• Molar Refractivity: 71.737 cm^3
• Polarizability: 28.070145 Å^3
• Polar Surface Area: 104.06 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Water
• Apperance: White Solid
• Melting Point: 161-163°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D445750

Analgesic; anti-inflammatory.

REFERENCES

• Little, S., et al.: J. Biol. Chem., 272, 25135 (1997)
• Diamandis, E., et al.: Clin. Biochem., 33, 369 (1997)
• Hutchinson, S., et al.: Clin. Chem., 49, 746 (1997)
• Blaber, S., et al.: Biochemistry, 46, 5209 (1997)