N171

NBQX hydrate

powder, ≥98% (HPLC)

• Sinônimo(s): 1,2,3,4-Tetrahydro-6-nitro-2,3-dioxo-benzo[f]quinoxaline-7-sulfonamide hydrate, FG 9202
• Fórmula empírica (Notação de Hill): C₁₂H₈N₄O₆S · xH₂O
• Número CAS: 118876-58-7
• Peso molecular: 336.28 (anhydrous basis)
• Número MDL: MFCD11046016
• Código UNSPSC: 12352200
• ID de substância PubChem: 329818588
• NACRES: NA.77

Propriedades

• Nível de qualidade: 100
• Ensaio: ≥98% (HPLC)
• Formulário: powder
• cor: yellow
• solubilidade: methanol: 0.25 mg/mL; 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 0.5 mg/mL; DMSO: 4 mg/mL; H₂O: insoluble
• cadeia de caracteres SMILES: 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
• chave InChI: VOYWRRFTJLCIEL-UHFFFAOYSA-N

Descrição

Descrição geral

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.[1]

Aplicação

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[2]
• α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor (AMPAR) antagonist in monocytes[3]
• AMPA and N-methyl-D-aspartate receptor (NMDA) antagonist in migrating interneurons expressing potassium-chloride cotransporter (shKCC2)[4]

Ações bioquímicas/fisiológicas

NBQX [2,3-dihydroxy-6-nitro-7-sulphamoyl-benzo(F)quinoxaline], an anticonvulsant[1] 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.[5]

Neuroprotective AMPA/kainate glutamate receptor antagonist.

Informações de segurança

• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable
• Equipamento de proteção individual: dust mask type N95 (US), Eyeshields, Gloves