6-nitro-2,3-dioxo-1H,2H,3H,4H-benzo[f]quinoxaline-7-sulfonamide

• ChemBase ID: 128558
• Molecular Formular: C12H8N4O6S
• Molecular Mass: 336.28012
• Monoisotopic Mass: 336.016455
• SMILES: [O-][N+](=O)c1cc2c(c3cccc(c13)S(=O)(=O)N)[nH]c(=O)c(=O)[nH]2
• Canonical SMILES: [O-][N+](=O)c1cc2[nH]c(=O)c(=O)[nH]c2c2c1c(ccc2)S(=O)(=O)N
• InChI: InChI=1S/C12H8N4O6S/c13-23(21,22)8-3-1-2-5-9(8)7(16(19)20)4-6-10(5)15-12(18)11(17)14-6/h1-4H,(H,14,17)(H,15,18)(H2,13,21,22)
• InChIKey: UQNAFPHGVPVTAL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-nitro-2,3-dioxo-1H,2H,3H,4H-benzo[f]quinoxaline-7-sulfonamide
• IUPAC Traditional name: NBQX
• Synonyms: NBQX; 1,2,3,4-Tetrahydro-6-nitro-2,3-dioxo-benzo[f]quinoxaline-7-sulfonamide; NBQX; 6-Nitro-7-sulfamoylbenzo[f]quinoxaline-2,3-Dione

Database IDs

• CAS Number: 118876-58-7
• PubChem SID: 162222865
• PubChem CID: 3272524
• CHEMBL: 222519
• Chemspider ID: 2521927
• KEGG ID: C13667
• Wikipedia Title: NBQX

CALCULATED PROPERTIES

• Acid pKa: 9.360603
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 0.16704363
• LogD (pH = 7.4): 0.16278279
• Log P: 0.16709812
• Molar Refractivity: 80.868 cm^3
• Polarizability: 30.513304 Å^3
• Polar Surface Area: 164.18 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetonitrile; DMSO; Soluble to 100 mM in DMSO
• Apperance: brown/red powder; Yellow Solid
• Melting Point: >300°C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Freezer at -20°C

DETAILS

Toronto Research Chemicals - N550000

A potent and discriminating antagonist for AMPA binding sites.

REFERENCES

• Honoré, T., et al.: Science, 241, 701 (1988)
• Gill, et al.: Brain Res., 580, 35 (1988)
• Pook, et al.: Br. J. Pharmacol., 108, 179 (1993)