5-hydroxypyrazine-2-carboxylic acid

• ChemBase ID: 34404
• Molecular Formular: C5H4N2O3
• Molecular Mass: 140.09686
• Monoisotopic Mass: 140.022192
• SMILES: c1(ncc(nc1)O)C(=O)O
• Canonical SMILES: Oc1cnc(cn1)C(=O)O
• InChI: InChI=1S/C5H4N2O3/c8-4-2-6-3(1-7-4)5(9)10/h1-2H,(H,7,8)(H,9,10)
• InChIKey: CGQFCIHUUCMACC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-hydroxypyrazine-2-carboxylic acid
• IUPAC Traditional name: 5-hydroxypyrazine-2-carboxylic acid
• Synonyms: 5-Hydroxypyrazine-2-carboxylic acid; 5-Hydroxy-2-pyrazinecarboxylic acid; 4,5-Dihydro-5-oxopyrazinecarboxylic Acid; 5-Hydroxypyrazinecarboxylic Acid; 5-Hydroxypyrazinoic acid; 5-Oxo-4,5-dihydropyrazine-2-carboxylic Acid; 2-Carboxy-5-hydroxypyrazine; 5-羟基吡嗪-2-羧酸

Database IDs

• CAS Number: 34604-60-9
• MDL Number: MFCD00190599
• Beilstein Number: 775641
• PubChem SID: 160997711; 24880105
• PubChem CID: 161825

CALCULATED PROPERTIES

• Acid pKa: 3.6102266
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -2.0141613
• LogD (pH = 7.4): -3.4676545
• Log P: -0.1277736
• Molar Refractivity: 30.9228 cm^3
• Polarizability: 11.671267 Å^3
• Polar Surface Area: 83.31 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: Black Solid
• Melting Point: >295°C (dec.); 265 - 267°C
• Hydrophobicity(logP): -0.661

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥96.0% (T); 95%
• Impurities: ≤5.0% water
• Empirical Formula (Hill Notation): C5H4N2O3

DETAILS

Toronto Research Chemicals - H952675

A versatile building block for the synthesis of new antituberculous agents. A metabolite of Pyrazinamide (P840600).

REFERENCES

• Wieser, M. et al.: Appl. Microbiol. Biotech., 48, 174 (1997)
• Lacroix, C. et al.: Eur. J. Clin. Pharmacol., 36, 395 (1997)