ethyl 6,7-dichloro-3-oxo-3,4-dihydroquinoxaline-2-carboxylate

• ChemBase ID: 168497
• Molecular Formular: C11H8Cl2N2O3
• Molecular Mass: 287.09882
• Monoisotopic Mass: 285.99119749
• SMILES: c1(c(cc2c(c1)nc(c(=O)[nH]2)C(=O)OCC)Cl)Cl
• Canonical SMILES: CCOC(=O)c1nc2cc(Cl)c(cc2[nH]c1=O)Cl
• InChI: InChI=1S/C11H8Cl2N2O3/c1-2-18-11(17)9-10(16)15-8-4-6(13)5(12)3-7(8)14-9/h3-4H,2H2,1H3,(H,15,16)
• InChIKey: HVUUAJYWVAZYAU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 6,7-dichloro-3-oxo-3,4-dihydroquinoxaline-2-carboxylate
• IUPAC Traditional name: ethyl 6,7-dichloro-3-oxo-4H-quinoxaline-2-carboxylate
• Synonyms: 6,7-Dichloro-3,4-dihydro-3-oxo-2-quinoxalinecarboxylic Acid Ethyl Ester; Ethyl 6,7-Dichloro-3,4-dihydro-3-oxo-2-quinoxalinecarboxylate

Database IDs

• CAS Number: 60578-70-3
• PubChem SID: 162262629
• PubChem CID: 6320212

CALCULATED PROPERTIES

• H Donor: 1
• LogD (pH = 5.5): 3.132672
• LogD (pH = 7.4): 3.1325142
• Log P: 3.1326742
• Molar Refractivity: 69.8768 cm^3
• Polarizability: 25.434 Å^3
• Polar Surface Area: 67.76 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true
• Acid pKa: 10.81167
• H Acceptors: 3

DETAILS

Toronto Research Chemicals - E915900

A Quinoxaline analogue as NMDA receptor antagonist.

REFERENCES

• Kreymann, B., et al.: Lancet, 2, 1300 (1987)
• Lu, M., et al.: Endocrinology, 132, 94 (1987)
• Cordi, A., et al.: Bioorg. Med. Chem., 3, 129 (1987)
• Kolterman, O., et al.: J. Clin. Endocrinol. Metab., 88, 3082 (1987)
• Vahl, T., et al.: Exp. Opin. Invest. Dr