3-aminopyridine-2-carboxylic acid

• ChemBase ID: 16377
• Molecular Formular: C6H6N2O2
• Molecular Mass: 138.12404
• Monoisotopic Mass: 138.04292744
• SMILES: c1cnc(c(c1)N)C(=O)O
• Canonical SMILES: OC(=O)c1ncccc1N
• InChI: InChI=1S/C6H6N2O2/c7-4-2-1-3-8-5(4)6(9)10/h1-3H,7H2,(H,9,10)
• InChIKey: BOOMHTFCWOJWFO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-aminopyridine-2-carboxylic acid
• IUPAC Traditional name: 3-aminopicolinic acid
• Synonyms: 3-Amino-pyridine-2-carboxylic acid; 3-Aminopyridine-2-carboxylic Acid; 3-Amino-2-pyridinecarboxylic Acid; 3-Aminopicolinic Acid; 3-Aminopicolinic acid; 3-Amino-2-carboxypyridine; 3-Aminopyridine-2-carboxylic acid 97%; 3-Aminopyridine-2-carboxylic acid

Database IDs

• CAS Number: 1462-86-8
• MDL Number: MFCD00090153
• PubChem SID: 160979684
• PubChem CID: 73836

CALCULATED PROPERTIES

• Acid pKa: 1.7295625
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.81893003
• LogD (pH = 7.4): -2.1366763
• Log P: -0.6695627
• Molar Refractivity: 35.4857 cm^3
• Polarizability: 12.9661 Å^3
• Polar Surface Area: 76.21 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Greenish Brown Solid
• Melting Point: 218 - 220°C; 218-220°C; 218-222°C
• Partition Coefficient: -0.362
• Hydrophobicity(logP): 0.804

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: IRRITANT; Irritant/Store at -20oC
• TSCA Listed: false

Product Information

• Purity: 95%; 95+%; 98%

REFERENCES

• Dominguez, C., et al.: Bioorg. Med. Chem. Lett., 17, 6003 (2007)
• Stukenbrock, H., et al.: J. Med. Chem., 51, 2196 (2007)