Chemistry:NBQX

NBQX

Names
Preferred IUPAC name 6-Nitro-2,3-dioxo-1,2,3,4-tetrahydrobenzo[f]quinoxaline-7-sulfonamide
Identifiers
CAS Number	118876-58-7 Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL222519 Y
ChemSpider	2521927 Y
IUPHAR/BPS	4264
KEGG	C13667 Y
PubChem CID	3272524
UNII	8LZ6Q43V2S Y
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) Y Key: UQNAFPHGVPVTAL-UHFFFAOYSA-N Y InChI=1/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) Key: UQNAFPHGVPVTAL-UHFFFAOYAI
SMILES [O-][N+](=O)c2cc3c(c1cccc(c12)S(=O)(=O)N)NC(=O)C(=O)N3
Properties
Chemical formula	C12H8N4O6S
Molar mass	336.281
Appearance	brown/red powder
Solubility in water	Soluble to 100 mM in DMSO
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

Tracking categories (test):

• SizeSet

NBQX (2,3-dioxo-6-nitro-7-sulfamoyl-benzo[f]quinoxaline) is an antagonist of the AMPA receptor.

NBQX blocks AMPA receptors in micromolar concentrations (~10–20 μM) and also blocks kainate receptors. In experiments, it is used to counter glutamate excitotoxicity. NBQX was found to have anticonvulsant activity in rodent seizure models.

As the disodium salt, NBQX is soluble in water at high concentrations (at least up to 100 mM).

See also

• CNQX
• DNQX
• Fanapanel (MPQX)
• Quinoxalinedione