3-(4-hydroxyphenyl)-1,2-dihydropyrazin-2-one

• ChemBase ID: 171126
• Molecular Formular: C10H8N2O2
• Molecular Mass: 188.18272
• Monoisotopic Mass: 188.05857751
• SMILES: c1(ccc(cc1)O)c1ncc[nH]c1=O
• Canonical SMILES: Oc1ccc(cc1)c1ncc[nH]c1=O
• InChI: InChI=1S/C10H8N2O2/c13-8-3-1-7(2-4-8)9-10(14)12-6-5-11-9/h1-6,13H,(H,12,14)
• InChIKey: KNKDJXWCPVPHPA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(4-hydroxyphenyl)-1,2-dihydropyrazin-2-one
• IUPAC Traditional name: 3-(4-hydroxyphenyl)-1H-pyrazin-2-one
• Synonyms: 3-(4-Hydroxyphenyl)-2(1H)-pyrazinone

Database IDs

• CAS Number: 126247-63-0
• PubChem SID: 164227036
• PubChem CID: 71587466

CALCULATED PROPERTIES

• Acid pKa: 8.7879505
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.0264602
• LogD (pH = 7.4): 1.0094452
• Log P: 1.026733
• Molar Refractivity: 51.3179 cm^3
• Polarizability: 19.255919 Å^3
• Polar Surface Area: 61.69 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H951260

A potential impuritiy of the penicillins, ampicillin and amoxicillin, which have not been reported previously. This impurity may be formed during the semi-synthetic preparation of these antibiotics or upon their degradation.

REFERENCES

• Munro, A., et al.: J. Pharm. Sci., 67, 1197 (1978)
• Lebelle, M., et al.: J. Pharm. Pharmacol., 31, 441 (1978)