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Merck

N171

Sigma-Aldrich

NBQX 水合物

powder, ≥98% (HPLC)

别名:

1,2,3,4-四氢-6-硝基-2,3-二氧代苯并[f]喹喔啉-7-磺酰胺 水合物, FG 9202

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About This Item

经验公式(希尔记法):
C12H8N4O6S · xH2O
分子量:
336.28 (anhydrous basis)
MDL號碼:
分類程式碼代碼:
12352200
PubChem物質ID:
NACRES:
NA.77

品質等級

化驗

≥98% (HPLC)

形狀

powder

顏色

yellow

溶解度

methanol: 0.25 mg/mL
45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 0.5 mg/mL
DMSO: 4 mg/mL
H2O: insoluble

SMILES 字串

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

InChI 密鑰

VOYWRRFTJLCIEL-UHFFFAOYSA-N

一般說明

NBQX [2,3-二羟基-6-硝基-7-氨基磺酰基苯并(F)喹喔啉]是一种竞争性拮抗剂,其对2-氨基-3-羟基-5-甲基-4-异恶唑丙酸( AMPA)受体的亲和力要比钾盐镁矾受体高。

應用

NBQX 水合物已用于:
  • 作为非NN-甲基-D-天冬氨酸受体 (NMDA)的 2-氨基-3-羟基-5-甲基-4-异恶唑丙酸(AMPA) 受体拮抗剂用于监测促性腺激素反应
  • α单核细胞中的-氨基-3-羟基-5-甲基-4-异恶唑丙酸受体 (AMPAR) 拮抗剂
  • 在表达氯化钾共转运蛋白(shKCC2)的迁移中间神经元中的AMPA 和 N-甲基-D-天冬氨酸受体 (NMDA) 拮抗剂

生化/生理作用

NBQX [2,3-二羟基-6-硝基-7-氨基磺酰基苯并(F)喹喔啉]是一种抗惊厥药,可防止脊髓挤压伤中的白质损伤,并在实验性自身免疫性脑脊髓炎(EAE)中保护少突胶质细胞。然而,其在预防EAE中炎症的作用尚不清楚。
神经保护AMPA/红藻氨酸谷氨酸受体拮抗剂。

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves


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Jane E Libbey et al.
Experimental neurology, 280, 89-96 (2016-04-14)
Seizures occur due to an imbalance between excitation and inhibition, with the balance tipping towards excitation, and glutamate is the predominant excitatory neurotransmitter in the central nervous system of mammals. Since upregulation of expression and/or function of glutamate receptors can
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Nowak W, et al.
EBioMedicine, 50, 290-305 (2019)
D Pitt et al.
Nature medicine, 6(1), 67-70 (1999-12-29)
Glutamate excitotoxicity mediated by the AMPA/kainate type of glutamate receptors damages not only neurons but also the myelin-producing cell of the central nervous system, the oligodendrocyte. In multiple sclerosis, myelin, oligodendrocytes and some axons are lost as a result of
NBQX, a highly selective competitive antagonist of AMPA and KA ionotropic glutamate receptors, increases seizures and mortality following picornavirus infection
Libbey JE, et al.
Experimental Neurology, 280, 89-96 (2016)
Amy M Pooler et al.
EMBO reports, 14(4), 389-394 (2013-02-16)
Propagation of tau pathology is linked with progressive neurodegeneration, but the mechanism underlying trans-synaptic spread of tau is unknown. We show that stimulation of neuronal activity, or AMPA receptor activation, induces tau release from healthy, mature cortical neurons. Notably, phosphorylation

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