(2H3)pyrazine-2-carboxylic acid

• ChemBase ID: 177116
• Molecular Formular: C5H4N2O2
• Molecular Mass: 124.09746
• Monoisotopic Mass: 124.02727738
• SMILES: c1cncc(n1)C(=O)O
• Canonical SMILES: OC(=O)c1cnccn1
• InChI: InChI=1S/C5H4N2O2/c8-5(9)4-3-6-1-2-7-4/h1-3H,(H,8,9)
• InChIKey: NIPZZXUFJPQHNH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (^2H₃)pyrazine-2-carboxylic acid
• IUPAC Traditional name: (^2H₃)pyrazine-2-carboxylic acid
• Synonyms: 2-Pyrazinecarboxylic Acid-d3; Pyrazinoic Acid-d3; 1,4-Diazinecarboxylic Acid-d3; 2-Carboxypyrazine-d3; 2-Pyrazinoic Acid-d3; NSC 13146-d3; NSC 27192-d3; Pyrazinic Acid-d3; Pyrazinecarboxylic Acid-d3

Database IDs

• PubChem SID: 164233026
• PubChem CID: 71751879

CALCULATED PROPERTIES

• Acid pKa: 3.4400523
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -2.4702332
• LogD (pH = 7.4): -3.8117578
• Log P: -0.4186658
• Molar Refractivity: 28.6284 cm^3
• Polarizability: 10.99408 Å^3
• Polar Surface Area: 63.08 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P840752

Labelled analogue of Pyrazinecarboxylic Acid, a very potent urate retaining drug. Pyrazinecarboxylic Acid is a metabolite of the antibacterial agent Pyrazinamide (P840600).

REFERENCES

• Fanelli, G.M. et al.: J. Clin. Invest., 52, 1946 (1973): Fanelli, G.M. et al.: J. Pharmacol. Exp. Therap., 200, 413 (1977)
• Lacroix, C. et al.: Arzneim.-Forsch., 40, 76 (1977)
• Kraemer, H.-J. et al.: J. Chrom. B Niomed. Sci. Appl., 706, 319 (1977)