2-{5-ethyl-2-[(2,3,5,6-tetrafluorophenyl)amino]phenyl}acetic acid

• ChemBase ID: 177585
• Molecular Formular: C16H13F4NO2
• Molecular Mass: 327.2735328
• Monoisotopic Mass: 327.08824154
• SMILES: c1(cc(c(c(c1F)Nc1ccc(cc1CC(=O)O)CC)F)F)F
• Canonical SMILES: CCc1ccc(c(c1)CC(=O)O)Nc1c(F)c(F)cc(c1F)F
• InChI: InChI=1S/C16H13F4NO2/c1-2-8-3-4-12(9(5-8)6-13(22)23)21-16-14(19)10(17)7-11(18)15(16)20/h3-5,7,21H,2,6H2,1H3,(H,22,23)
• InChIKey: ZEXGDYFACFXQPF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{5-ethyl-2-[(2,3,5,6-tetrafluorophenyl)amino]phenyl}acetic acid
• IUPAC Traditional name: {5-ethyl-2-[(2,3,5,6-tetrafluorophenyl)amino]phenyl}acetic acid
• Synonyms: 5-Ethyl-2-[(2,3,5,6-tetrafluorophenyl)amino]benzeneacetic Acid; Robenacoxib

Database IDs

• CAS Number: 220991-32-2
• PubChem SID: 164233495
• PubChem CID: 6433107

CALCULATED PROPERTIES

• Acid pKa: 3.6524947
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.735026
• LogD (pH = 7.4): 1.2557254
• Log P: 4.5797176
• Molar Refractivity: 76.3596 cm^3
• Polarizability: 27.827288 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: White Solid
• Melting Point: 153-155°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - R638000

A novel COX-2 selective inhibitor, as a nonsteroidal analgesic, anti-inflammatory and antipyretic agent.

REFERENCES

• McCormack, K., et al.: Drugs, 41, 533 (1991)
• Giraudel, J., et al.: Br. J. Pharmacol., 146, 642 (1991)
• Brune, K., et al.: Rheumatology, 46, 911 (1991)