5-hydroxy-2-{[2-(2H3)methyl-3-(trifluoromethyl)phenyl]amino}pyridine-3-carboxylic acid

• ChemBase ID: 170586
• Molecular Formular: C14H11F3N2O3
• Molecular Mass: 312.2439496
• Monoisotopic Mass: 312.07217688
• SMILES: c1c(cc(c(n1)Nc1c(c(ccc1)C(F)(F)F)C)C(=O)O)O
• Canonical SMILES: Oc1cnc(c(c1)C(=O)O)Nc1cccc(c1C)C(F)(F)F
• InChI: InChI=1S/C14H11F3N2O3/c1-7-10(14(15,16)17)3-2-4-11(7)19-12-9(13(21)22)5-8(20)6-18-12/h2-6,20H,1H3,(H,18,19)(H,21,22)
• InChIKey: JSXNJGKWSWRIGA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-hydroxy-2-{[2-(^2H₃)methyl-3-(trifluoromethyl)phenyl]amino}pyridine-3-carboxylic acid
• IUPAC Traditional name: 5-hydroxy-2-{[2-(^2H₃)methyl-3-(trifluoromethyl)phenyl]amino}pyridine-3-carboxylic acid
• Synonyms: 5-Hydroxy-2-[[2-methyl-d3-3-(trifluoromethyl)phenyl]amino]-3-pyridinecarboxylic Acid; 5-Hydroxy Flunixin-d3

Database IDs

• PubChem SID: 164226496
• PubChem CID: 46781809

CALCULATED PROPERTIES

• Acid pKa: 2.7695963
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 2.9705424
• LogD (pH = 7.4): 1.5128617
• Log P: 3.9162068
• Molar Refractivity: 72.9528 cm^3
• Polarizability: 26.21237 Å^3
• Polar Surface Area: 82.45 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DSMO
• Apperance: Yellow to Orange Solid
• Melting Point: >270°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H942422

The main metabolite of Flunixin.

REFERENCES

• Odensvik, K., et al.: Am. J. Vet. Res., 56, 489 (1995)
• Ngoh, M.A., et al.: J. Agric. Food Chem., 51, 4701 (2003).