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NBQX hydrate

SIGMA/N171 - powder, ≥98% (HPLC)

Synonym: 1,2,3,4-Tetrahydro-6-nitro-2,3-dioxo-benzo[f]quinoxaline-7-sulfonamide hydrate; FG 9202

CAS Number: 118876-58-7 (anhydrous)
Empirical Formula (Hill Notation): C12H8N4O6S · xH2O
Molecular Weight: 336.28 (anhydrous basis)
MDL Number: MFCD11046016
Linear Formula: C12H8N4O6S · xH2O
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-N171-5MG 5 mg
 $313.00
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45-N171-25MG 25 mg
 $1220.00
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assay ≥98% (HPLC)
color yellow
form powder
InChI 1S/C12H8N4O6S.H2O/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);1H2
InChI key VOYWRRFTJLCIEL-UHFFFAOYSA-N
Quality Level 100 
SMILES string O.NS(=O)(=O)c1cccc2c3NC(=O)C(=O)Nc3cc([N+]([O-])=O)c12
solubility 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 0.5 mg/mL
  DMSO: 4 mg/mL
  H2O: insoluble
  methanol: 0.25 mg/mL
Application: NBQX hydrate has been used:
• as a non-N-methyl-D-aspartate receptor (NMDA) 2-amino-3-hydroxy-5-methyl-4-isoxazol propionic acid (AMPA) receptor antagonist to monitor gonadotropin responses
• α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor (AMPAR) antagonist in monocytes
• AMPA and N-methyl-D-aspartate receptor (NMDA) antagonist in migrating interneurons expressing potassium-chloride cotransporter (shKCC2)
Biochem/physiol Actions: NBQX [2,3-dihydroxy-6-nitro-7-sulphamoyl-benzo(F)quinoxaline], an anticonvulsant provides protection against white matter damage in spinal cord crush injury and also protects oligodendrocyte in experimental autoimmune encephalomyelitis (EAE). However, its role in preventing inflammation in EAE is not yet clear.
Biochem/physiol Actions: Neuroprotective AMPA/kainate glutamate receptor antagonist.
General description: NBQX [2,3-dihydroxy-6-nitro-7-sulphamoyl-benzo(F)quinoxaline] is a competitive antagonist, which shows high affinity to 2-amino-3-hydroxy-5-methyl-4-isoxazol propionic acid (AMPA) receptor than kainite receptor.
Packaging: 5, 25 mg in glass bottle
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
UNSPSC 12352200

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