1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid

• ChemBase ID: 24707
• Molecular Formular: C7H7NO3
• Molecular Mass: 153.13538
• Monoisotopic Mass: 153.04259309
• SMILES: c1(cn(c(=O)cc1)C)C(=O)O
• Canonical SMILES: OC(=O)c1ccc(=O)n(c1)C
• InChI: InChI=1S/C7H7NO3/c1-8-4-5(7(10)11)2-3-6(8)9/h2-4H,1H3,(H,10,11)
• InChIKey: RGZCKPXTNJAWMR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid
• IUPAC Traditional name: 1-methyl-6-oxopyridine-3-carboxylic acid
• Synonyms: Nudifloric acid; 1,6-Dihydro-1-methyl-6-oxo-3-pyridinecarboxylic acid; 1,6-Dihydro-1-methyl-6-oxo-3-pyridinecarboxylic Acid; Methyl-6-oxo-1,6-dihydropyridine-3-carboxylic Acid; 1-Methyl-6-pyridone-3-carboxylic Acid; 1-Methylpyridin-2-one-5-carboxylic Acid; Nudifloric Acid; 1-Methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid; 1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxylic acid

Database IDs

• CAS Number: 3719-45-7
• MDL Number: MFCD00031002
• PubChem SID: 160988014
• PubChem CID: 592704

CALCULATED PROPERTIES

• Acid pKa: 3.5533063
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -2.2647798
• LogD (pH = 7.4): -3.6831782
• Log P: -0.32440817
• Molar Refractivity: 38.9412 cm^3
• Polarizability: 14.216352 Å^3
• Polar Surface Area: 57.61 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: White Solid
• Melting Point: 236 - 238°C; 240-245 °C
• Hydrophobicity(logP): -0.04

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36/37
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Storage Temperature: 2-8°C

Product Information

• Purity: 95%; 95+%; 97%
• Empirical Formula (Hill Notation): C7H7NO3

DETAILS

Sigma Aldrich - 741507

Packaging
1 g in glass bottle

Toronto Research Chemicals - N925490

A metabolite of Tryptophan-niacin.

REFERENCES

• Yuyama, S. et al.: Adv. Exp. Med. Biol. 294, 475 (1991).