6-hydroxy-2-oxo-1,2-dihydropyridine-4-carboxylic acid

• ChemBase ID: 30113
• Molecular Formular: C6H5NO4
• Molecular Mass: 155.1082
• Monoisotopic Mass: 155.02185765
• SMILES: c1(cc([nH]c(=O)c1)O)C(=O)O
• Canonical SMILES: OC(=O)c1cc(O)[nH]c(=O)c1
• InChI: InChI=1S/C6H5NO4/c8-4-1-3(6(10)11)2-5(9)7-4/h1-2H,(H,10,11)(H2,7,8,9)
• InChIKey: CSGQJHQYWJLPKY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-hydroxy-2-oxo-1,2-dihydropyridine-4-carboxylic acid
• IUPAC Traditional name: 2-hydroxy-6-oxo-1H-pyridine-4-carboxylic acid; citrazinic acid
• Synonyms: 6-Hydroxy-2-oxo-1,2-dihydro-pyridine-4-carboxylic acid; 2,6-Dihydroxyisonicotinic acid; 2,6-Dihydroxypyridine-4-carboxylic acid; Citrazinic acid

Database IDs

• CAS Number: 99-11-6
• MDL Number: MFCD00006274; MFCD00134947
• PubChem SID: 160993420
• PubChem CID: 7425
• Chemspider ID: 7147
• Wikipedia Title: Citrazinic_acid

CALCULATED PROPERTIES

• Acid pKa: 3.2190642
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -2.680821
• LogD (pH = 7.4): -4.291351
• Log P: -0.41210267
• Molar Refractivity: 45.323 cm^3
• Polarizability: 13.105805 Å^3
• Polar Surface Area: 86.63 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Slightly, with hydrolysis in water
• Apperance: yellow powder
• Melting Point: >300 °C (decomp.)

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95%