5-nitropyridine-3-carboxylic acid

• ChemBase ID: 92343
• Molecular Formular: C6H4N2O4
• Molecular Mass: 168.10696
• Monoisotopic Mass: 168.01710662
• SMILES: n1cc(cc(c1)[N+](=O)[O-])C(=O)O
• Canonical SMILES: OC(=O)c1cncc(c1)[N+](=O)[O-]
• InChI: InChI=1S/C6H4N2O4/c9-6(10)4-1-5(8(11)12)3-7-2-4/h1-3H,(H,9,10)
• InChIKey: TZAGBVHIUUFVCJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-nitropyridine-3-carboxylic acid
• IUPAC Traditional name: 5-nitropyridine-3-carboxylic acid
• Synonyms: 5-Nitropyridine-3-carboxylic acid; 3-Carboxy-5-nitropyridine; 5-Nitronicotinic acid; 5-Nitro-3-pyridinecarboxylic acid; 5-Nitro Nicotinic Acid

Database IDs

• CAS Number: 2047-49-6
• MDL Number: MFCD04038690
• PubChem SID: 162079041
• PubChem CID: 1514301

CALCULATED PROPERTIES

• Acid pKa: 3.6451788
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -1.4986234
• LogD (pH = 7.4): -2.9735975
• Log P: 0.35314047
• Molar Refractivity: 37.4778 cm^3
• Polarizability: 13.855648 Å^3
• Polar Surface Area: 93.33 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 171-173°C

Safety Information

• Storage Warning: Harmful/Irritant

Product Information

• Purity: 95+%; 98%

DETAILS

Toronto Research Chemicals - N496870

An intermediate in the synthesis of nicotinamide with potential anticoccidial activity.

REFERENCES

• Morisawa, Y. et al.: J. Med. Chem., 20, 129 (1977)