sodium 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate

• ChemBase ID: 163780
• Molecular Formular: C12H8NNaO3
• Molecular Mass: 237.18659
• Monoisotopic Mass: 237.0401874
• SMILES: c1c(cn(c(=O)c1)c1ccccc1)C(=O)[O-].[Na+]
• Canonical SMILES: [O-]C(=O)c1ccc(=O)n(c1)c1ccccc1.[Na+]
• InChI: InChI=1S/C12H9NO3.Na/c14-11-7-6-9(12(15)16)8-13(11)10-4-2-1-3-5-10;/h1-8H,(H,15,16);/q;+1/p-1
• InChIKey: BPLLHUZTWQNPIW-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate
• IUPAC Traditional name: sodium 6-oxo-1-phenylpyridine-3-carboxylate
• Synonyms: 1,6-Dihydro-6-oxo-1-phenyl-3-pyridinecarboxylic Acid Sodium Salt; 6-Oxo-1-phenyl-1,6-dihydropyridine-3-carboxylic Acid Sodium Salt; 5-Carboxy Pirfenidone, Sodium Salt; 5-Carboxy-N-phenyl-2-1H-pyridone, Sodium Salt

Database IDs

• CAS Number: 1189982-99-7
• PubChem SID: 162257915
• PubChem CID: 57369196

CALCULATED PROPERTIES

• Acid pKa: 3.3877347
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -0.76575416
• LogD (pH = 7.4): -2.0724347
• Log P: 1.3335503
• Molar Refractivity: 69.5559 cm^3
• Polarizability: 21.773628 Å^3
• Polar Surface Area: 60.44 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: Off-White Solid
• Melting Point: 170-185°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C179023

A metabolite of Pirfenidone, a new drug to treat patients with kidney disease who have diabetes.

REFERENCES

• Kehrer, J., et al.: Toxicol. Lett., 90, 125 (1997)
• Taniyama, M., et al.: Eur. J. Clin. Pharmacol., 52, 77 (1997)
• Nicod, L., et al.: Lancet, 354, 268 (1997)
• Miric, G., et al.: Br. J. Pharmacol., 133, 687 (1997)