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

• ChemBase ID: 173448
• Molecular Formular: C13H11NO3
• Molecular Mass: 229.23134
• Monoisotopic Mass: 229.07389322
• SMILES: c1c(cn(c(=O)c1)c1ccccc1)C(=O)OC
• Canonical SMILES: COC(=O)c1ccc(=O)n(c1)c1ccccc1
• InChI: InChI=1S/C13H11NO3/c1-17-13(16)10-7-8-12(15)14(9-10)11-5-3-2-4-6-11/h2-9H,1H3
• InChIKey: RJBSPLUQQNNULO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate
• IUPAC Traditional name: methyl 6-oxo-1-phenylpyridine-3-carboxylate
• Synonyms: Methyl 6-Oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate; 1,6-Dihydro-6-oxo-1-phenyl-nicotinic Acid Methyl Ester; Methyl 5-Carboxy-N-phenyl-2-1H-pyridone

Database IDs

• CAS Number: 77837-09-3
• PubChem SID: 164229358
• PubChem CID: 11989075

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.7127776
• LogD (pH = 7.4): 1.7127777
• Log P: 1.7127777
• Molar Refractivity: 63.4879 cm^3
• Polarizability: 23.971281 Å^3
• Polar Surface Area: 46.61 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane; Ethanol; Ethyl Acetate; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - M294451

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)