6-(5-chloropyridin-2-yl)-7-hydroxy-5H,6H,7H-pyrrolo[3,4-b]pyrazin-5-one

• ChemBase ID: 164623
• Molecular Formular: C11H7ClN4O2
• Molecular Mass: 262.65188
• Monoisotopic Mass: 262.02575316
• SMILES: c1c(ccc(n1)N1C(c2c(C1=O)nccn2)O)Cl
• Canonical SMILES: Clc1ccc(nc1)N1C(O)c2c(C1=O)nccn2
• InChI: InChI=1S/C11H7ClN4O2/c12-6-1-2-7(15-5-6)16-10(17)8-9(11(16)18)14-4-3-13-8/h1-5,10,17H
• InChIKey: FUUXOEKDNNWZTR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-(5-chloropyridin-2-yl)-7-hydroxy-5H,6H,7H-pyrrolo[3,4-b]pyrazin-5-one
• IUPAC Traditional name: 6-(5-chloropyridin-2-yl)-7-hydroxy-7H-pyrrolo[3,4-b]pyrazin-5-one
• Synonyms: 6-(5-Chloro-2-pyridin-2-yl)-7-hydroxy-6,7-dihydro-pyrrolo[3,4-b]pyrazin-5-one; [Eszoplicone Impurity B]; RP 29307; 6-(5-Chloro-2-pyridyl)-6,7-dihydro-7-hydroxy-5H-pyrrolo[3,4-b]pyrazin-5-one(Zopiclone Impurity)

Database IDs

• CAS Number: 43200-81-3
• PubChem SID: 162258758
• PubChem CID: 6451972

CALCULATED PROPERTIES

• Acid pKa: 11.387328
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.40448886
• LogD (pH = 7.4): 0.40444675
• Log P: 0.40449145
• Molar Refractivity: 62.2138 cm^3
• Polarizability: 23.990622 Å^3
• Polar Surface Area: 79.21 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Off-White to Light Tan Solid
• Melting Point: 240-242°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C379925

Eszopiclone Impurity B.

REFERENCES

• Vire, J.C., et al.: Talanta, 40, 313 (1993)
• Sha, Yu., et al.: Molecules, 13, 1817 (1993)