2-{[3-(trifluoromethyl)(5,6-2H2)phenyl]amino}(2H3)pyridine-3-carboxylic acid

• ChemBase ID: 175147
• Molecular Formular: C13H9F3N2O2
• Molecular Mass: 282.2179696
• Monoisotopic Mass: 282.0616122
• SMILES: c1ccc(c(n1)Nc1cccc(c1)C(F)(F)F)C(=O)O
• Canonical SMILES: OC(=O)c1cccnc1Nc1cccc(c1)C(F)(F)F
• InChI: InChI=1S/C13H9F3N2O2/c14-13(15,16)8-3-1-4-9(7-8)18-11-10(12(19)20)5-2-6-17-11/h1-7H,(H,17,18)(H,19,20)
• InChIKey: JZFPYUNJRRFVQU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[3-(trifluoromethyl)(5,6-^2H₂)phenyl]amino}(^2H₃)pyridine-3-carboxylic acid
• IUPAC Traditional name: 2-{[3-(trifluoromethyl)(5,6-^2H₂)phenyl]amino}(^2H₃)pyridine-3-carboxylic acid
• Synonyms: 2-[[3-(Trifluoromethyl)phenyl]amino]-3-pyridinecarboxylic Acid-d5; 2-[3-(Trifluoromethyl)anilino]nicotinic Acid-d5; Actol-d5; Donalgin-d5; Flogovital-d5; Forenol-d5; Landruma-d5; Nifluminic Acid-d5; Nifluril-d5; UP 83-d5; Niflumic Acid-d5 (Major)

Database IDs

• PubChem SID: 164231057
• PubChem CID: 71751032

CALCULATED PROPERTIES

• Acid pKa: 1.8800513
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.8410227
• LogD (pH = 7.4): 1.4721208
• Log P: 3.1187294
• Molar Refractivity: 65.9307 cm^3
• Polarizability: 23.735823 Å^3
• Polar Surface Area: 62.22 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Tan Solid
• Melting Point: 199-204°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - N457502

Anti-inflammatory. Selective cyclooxygenase-2 (COX-2) inhibitor.

REFERENCES

• Glasson, et al.: Biochem, Pharmacol., 18, 633 (1969)
• Boissier, et al.: Therapie, 26, 211 (1969)
• Sorenson, J.R.J., et al.: J. Med. Chem., 19, 135 (1969)
• Barnett, J., et al.: Biochim. Biophys. Acta, 1209, 130 (1969)
• Johnson, J.L., et al.: Arch. Biochem.