N171

NBQX hydrate

powder, ≥98% (HPLC)

• Synonym(e): 1,2,3,4-Tetrahydro-6-nitro-2,3-dioxo-benzo[f]quinoxaline-7-sulfonamide hydrate, FG 9202
• Empirische Formel (Hill-System): C₁₂H₈N₄O₆S · xH₂O
• CAS-Nummer: 118876-58-7
• Molekulargewicht: 336.28 (anhydrous basis)
• MDL-Nummer: MFCD11046016
• UNSPSC-Code: 12352200
• PubChem Substanz-ID: 329818588
• NACRES: NA.77

Eigenschaften

• Qualitätsniveau: 100
• Assay: ≥98% (HPLC)
• Form: powder
• Farbe: yellow
• Löslichkeit: methanol: 0.25 mg/mL; 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 0.5 mg/mL; DMSO: 4 mg/mL; H₂O: insoluble
• SMILES String: O.NS(=O)(=O)c1cccc2c3NC(=O)C(=O)Nc3cc([N+]([O-])=O)c12
• 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
• InChIKey: VOYWRRFTJLCIEL-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

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.

Anwendung

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. Wirkung

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.

Neuroprotective AMPA/kainate glutamate receptor antagonist.

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: dust mask type N95 (US), Eyeshields, Gloves