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

• ChemBase ID: 157615
• Molecular Formular: C14H11F3N2O3
• Molecular Mass: 312.2439496
• Monoisotopic Mass: 312.07217688
• SMILES: Cc1c(cccc1Nc1c(cc(cn1)O)C(=O)O)C(F)(F)F
• 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-methyl-3-(trifluoromethyl)phenyl]amino}pyridine-3-carboxylic acid
• IUPAC Traditional name: 5-hydroxy-2-{[2-methyl-3-(trifluoromethyl)phenyl]amino}pyridine-3-carboxylic acid
• Synonyms: 5-Hydroxy-2-(2-methyl-3-trifluoromethylanilino)nicotinic acid; 5-Hydroxy-2-{[2-methyl-3-(trifluoromethyl)phenyl]amino}-3-pyridinecarboxylic acid; 5-Hydroxyflunixin; 5-Hydroxy-2-[[2-methyl-3-(trifluoromethyl)phenyl]amino]-3-pyridinecarboxylic Acid; 5-Hydroxy Flunixin (Contain 5% Flunixin)

Database IDs

• CAS Number: 75369-61-8
• MDL Number: MFCD18252567
• Beilstein Number: 9575875
• PubChem SID: 162251752
• PubChem CID: 12978215

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: 26.144283 Å^3
• Polar Surface Area: 82.45 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Orange Solid
• Melting Point: >265°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302

Product Information

• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C14H11F3N2O3

DETAILS

Sigma Aldrich - 32463

Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

Toronto Research Chemicals - H942420

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).