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C239

Sigma-Aldrich

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:
115066-14-3
Molecular Weight:
276.12 (anhydrous basis)
MDL number:
MFCD09953908
UNSPSC Code:
12352200
PubChem Substance ID:
24277972
NACRES:
NA.77

product name

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

Quality Level

100

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

Gene Information

human ... ADORA1(134) , ADORA2A(135) , ADORA2B(136) , ADORA3(140) , GRIA1(2890) , GRIA2(2891) , GRIA3(2892) , GRIA4(2893)

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PDSCL

Deleterious substance

JAN Code

C239-25MG:4548173190884
C239-100MG:4548173190877
C239-IP:
C239-5MG:4548173190891
C239-VAR:
C239-BULK:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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CNQX Blocks Kainate-induced Corneal Irritation
Ibitokun, Bernadette O and Miller, Kenneth E
investigate opthalmology and visual science, 53(14), 1855-1855 (2012)
Medicinal chemistry of competitive kainate receptor antagonists
Larsen, Ann M and Bunch, Lennart
ACS Chemical Neuroscience, 2(2), 60-74 (2010)
Teri M Furlong et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 34(14), 5012-5022 (2014-04-04)
Access to highly palatable and calorically dense foods contributes to increasing rates of obesity worldwide. Some have made the controversial argument that consumption of such foods can lead to "food addiction," yet little is known about how long-term access to
Selective excitatory actions of DNQX and CNQX in rat thalamic neurons
Lee SH, et al.
Journal of Neurophysiology, 103(4), 1728-1734 (2010)
Karen F S Bell et al.
Journal of neurochemistry, 126(2), 274-287 (2013-02-01)
NMDA-type glutamate receptors mediate both trophic and excitotoxic signalling in CNS neurons. We have previously shown that blocking NMDAR- post-synaptic density-95 (PSD95) interactions provides significant protection from excitotoxicity and in vivo ischaemia; however, the mechanism of neuroprotection is unclear. Here
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