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Merck
CN

C239

CNQX disodium salt hydrate

≥98% (HPLC), solid, AMPA/kainate receptor antagonist.

Synonym(s):

6-Cyano-7-nitroquinoxaline-2,3-dione disodium salt hydrate

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About This Item

Empirical Formula (Hill Notation):
C9H2N4Na2O4 · xH2O
CAS Number:
Molecular Weight:
276.12 (anhydrous basis)
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
Storage condition:
protect from light
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Product Name

CNQX disodium salt hydrate, ≥98% (HPLC), solid

Quality Level

assay

≥98% (HPLC)

form

solid

storage condition

protect from light

color

orange to red

solubility

H2O: >2 mg/mL (warmed)

SMILES string

O.[Na+].[Na+].[O-]c1nc2cc(C#N)c(cc2nc1[O-])[N+]([O-])=O

InChI

1S/C9H4N4O4.2Na.H2O/c10-3-4-1-5-6(2-7(4)13(16)17)12-9(15)8(14)11-5;;;/h1-2H,(H,11,14)(H,12,15);;;1H2/q;2*+1;/p-2

InChI key

LCDWHGXMFAZHEO-UHFFFAOYSA-L

Application

CNQX disodium salt hydrate has been used as:
  • as a competitive non-NMDA receptor antagonist and competitive AMPA/kainate receptor antagonist in neuronal cultures(110)
  • as a glutamatergic blockers for measuring inhibitory postsynaptic currents in projection neurons(111)
  • as a AMPA glutamate receptor antagonist prefrontal cortex neurons(112)

Biochem/physiol Actions

CNQX(6-cyano-7-nitroquinoxaline-2,3-dioneis) is a potent, competitive AMPA/kainate receptor antagonist. It is a quinoxaline derivative and also an antagonist for non-N-methyl-d-aspartate (non-NMDA) glutamate receptor. CNQX mediates depolarization thalamic reticular nucleus via α-amino-3-hydroxy-5-methylisoxazole-4-propionic acid receptors (AMPARs). It displays micromolar affinity towards AMPA/kainate receptor.
Potent, competitive AMPA/kainate receptor antagonist.

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Articles

DISCOVER Bioactive Small Molecules for Neuroscience


CNQX Blocks Kainate-induced Corneal Irritation
Ibitokun, Bernadette O and Miller, Kenneth E
investigate opthalmology and visual science, 53(14), 1855-1855 (2012)
Vincent Villette et al.
Cell, 179(7), 1590-1608 (2019-12-14)
Optical interrogation of voltage in deep brain locations with cellular resolution would be immensely useful for understanding how neuronal circuits process information. Here, we report ASAP3, a genetically encoded voltage indicator with 51% fluorescence modulation by physiological voltages, submillisecond activation
Medicinal chemistry of competitive kainate receptor antagonists
Larsen, Ann M and Bunch, Lennart
ACS Chemical Neuroscience, 2(2), 60-74 (2010)



Global Trade Item Number

SKUGTIN
C239-5MG04061833475768
C239-100MG04061832089713
C239-25MG04061833475751