2-{2-[(2-chloro-6-fluorophenyl)amino]-5-(2H3)methyl(2H3)phenyl}acetic acid

• ChemBase ID: 172431
• Molecular Formular: C15H13ClFNO2
• Molecular Mass: 293.7206232
• Monoisotopic Mass: 293.06188456
• SMILES: c1(ccc(c(c1)CC(=O)O)Nc1c(cccc1F)Cl)C
• Canonical SMILES: OC(=O)Cc1cc(C)ccc1Nc1c(F)cccc1Cl
• InChI: InChI=1S/C15H13ClFNO2/c1-9-5-6-13(10(7-9)8-14(19)20)18-15-11(16)3-2-4-12(15)17/h2-7,18H,8H2,1H3,(H,19,20)
• InChIKey: KHPKQFYUPIUARC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-[(2-chloro-6-fluorophenyl)amino]-5-(^2H₃)methyl(^2H₃)phenyl}acetic acid
• IUPAC Traditional name: {2-[(2-chloro-6-fluorophenyl)amino]-5-(^2H₃)methyl(^2H₃)phenyl}acetic acid
• Synonyms: 2-[(2-Chloro-6-fluorophenyl)amino]-5-methylbenzeneacetic Acid-d6; 2-[2-(2-Chloro-6-fluorophenylamino)-5-methylphenyl]acetic Acid-d6; CGS 35189-d6; COX 189-d6; Prexige-d6; Lumiracoxib-d6

Database IDs

• PubChem SID: 164228341
• PubChem CID: 46214676

CALCULATED PROPERTIES

• Acid pKa: 4.114901
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.911556
• LogD (pH = 7.4): 1.2215736
• Log P: 4.311088
• Molar Refractivity: 75.9142 cm^3
• Polarizability: 28.68921 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - L474702

Labelled Lumiracoxib (L474702). Selective cyclooxygenase-2-(COX-2) inhibitor. Anti-inflammatory.

REFERENCES

• Bitner, M., et al.: Int. J. Clin. Pract., 58, 340 (2004)
• Packman, E., et al.: Headache, 45, 1163 (2004)
• Rordorf, C.M., et al.: Clin. Pharmacokinet., 44. 1247 (2004)
• Schnitzer, T.J., et al.: Curr. Med. Res. Opin., 21, 151 (2004)