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Details

Stereochemistry ACHIRAL
Molecular Formula C8H4N4O6
Molecular Weight 252.1406
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FG-9041

SMILES

[O-][N+](=O)C1=CC2=C(NC(=O)C(=O)N2)C=C1[N+]([O-])=O

InChI

InChIKey=RWVIMCIPOAXUDG-UHFFFAOYSA-N
InChI=1S/C8H4N4O6/c13-7-8(14)10-4-2-6(12(17)18)5(11(15)16)1-3(4)9-7/h1-2H,(H,9,13)(H,10,14)

HIDE SMILES / InChI

Molecular Formula C8H4N4O6
Molecular Weight 252.1406
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

FG-9041 (6,7-Dinitroquinoxaline-2,3-dion or DNQX) is an antagonist of non-NMDA glutamate (AMPA and kainate) receptor. FG-9041 is used in molecular biology to identify the properties of different types of channels. In addition, experiments in rats have shown that DNQX reduces electroconvulsive shock-induced impairment of learning-memory.

Approval Year

Targets

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
NADPH diaphorase activity in the rabbit retina is modulated by glutamatergic pathways.
2001 Feb 26
Nuclear factor kappaB activation is mediated by NMDA and non-NMDA receptor and L-type voltage-gated Ca(2+) channel following severe global ischemia in rat hippocampus.
2002 Apr 12
Contribution of ionotropic glutamate receptors to acute amphetamine-stimulated preproenkephalin mRNA expression in the rat striatum in vivo.
2003 Jul 31
Antioxidant NAC and AMPA/KA receptor antagonist DNQX inhibited JNK3 activation following global ischemia in rat hippocampus.
2003 Jun
Dopamine D1 receptors mediate CREB phosphorylation via phosphorylation of the NMDA receptor at Ser897-NR1.
2003 Nov
Antioxidant N-acetylcysteine and AMPA/KA receptor antagonist DNQX inhibited mixed lineage kinase-3 activation following cerebral ischemia in rat hippocampus.
2003 Sep
Activation of ERK5 is mediated by N-methyl-D-aspartate receptor and L-type voltage-gated calcium channel via Src involving oxidative stress after cerebral ischemia in rat hippocampus.
2004 Feb 26
NMDA receptor-mediated immediate Ser831 phosphorylation of GluR1 through CaMKIIalpha in rat hippocampus during early global ischemia.
2004 Jan
The putative glutamate receptor 1.1 (AtGLR1.1) in Arabidopsis thaliana regulates abscisic acid biosynthesis and signaling to control development and water loss.
2004 Oct
Activation of c-Jun NH2-terminal kinase 3 is mediated by the GluR6.PSD-95.MLK3 signaling module following cerebral ischemia in rat hippocampus.
2005 Nov 2
Methotrexate induces seizure and decreases glutamate uptake in brain slices: prevention by ionotropic glutamate receptors antagonists and adenosine.
2006 Dec 3
NMDA and group I metabotropic glutamate receptors activation modulates substance P release from the arcuate nucleus and median eminence.
2006 Jan 23
NMDA receptor/L-VGCC-dependent expression and AMPA/KA receptor-dependent activation of c-Jun induced by cerebral ischemia in rat hippocampus.
2006 May 8
Role of the amygdaloid cholecystokinin (CCK)/gastrin-2 receptors and terminal networks in the modulation of anxiety in the rat. Effects of CCK-4 and CCK-8S on anxiety-like behaviour and [3H]GABA release.
2007 Dec
AMPA and NMDA receptor regulation of firing activity in 5-HT neurons of the dorsal and median raphe nuclei.
2007 May
Glutamatergic contributions to nicotinic acetylcholine receptor agonist-evoked cholinergic transients in the prefrontal cortex.
2008 Apr 2
Prelimbic and infralimbic prefrontal cortex interact during fast network oscillations.
2008 Jul 16
Mesolimbic dopamine in desire and dread: enabling motivation to be generated by localized glutamate disruptions in nucleus accumbens.
2008 Jul 9
Arcopallium, NMDA antagonists and ingestive behaviors in pigeons.
2009 Dec 7
Efficient network reconstruction from dynamical cascades identifies small-world topology of neuronal avalanches.
2009 Jan
Are L-glutamate and ATP cotransmitters of the peripheral chemoreflex in the rat nucleus tractus solitarius?
2009 Jan
Blockade of the translocation and activation of c-Jun N-terminal kinase 3 (JNK3) attenuates dopaminergic neuronal damage in mouse model of Parkinson's disease.
2009 Jun
Icilin-induced wet-dog shakes in rats are dependent on NMDA receptor activation and nitric oxide production.
2009 May
GABAergic synapse properties may explain genetic variation in hippocampal network oscillations in mice.
2010
A Signal Processing Analysis of Purkinje Cells in vitro.
2010
Spatiotemporal dynamics of excitation in rat insular cortex: intrinsic corticocortical circuit regulates caudal-rostro excitatory propagation from the insular to frontal cortex.
2010 Jan 13
Diphenyl ditelluride induces hypophosphorylation of intermediate filaments through modulation of DARPP-32-dependent pathways in cerebral cortex of young rats.
2012 Feb
Patents

Patents

Sample Use Guides

Forty-eight adult Wistar-Kyoto (WKY) rats (an animal model for depressive behavior): DNQX (FG9041) (iv 2 mL 5 mg/kg DNQX through the tail veins of WKY rats )
Route of Administration: Intravenous
It was tested the effects of the quinoxaline derivative DNQX (FG9041) on the membrane potential of thalamic reticular nucleus (TRN) and ventrobasal (VB) neurons. DNQX (20 μM) produced a slow-onset, long-duration depolarization in all TRN neurons tested with average amplitude of 3.3 ± 1.1 mV. In contrast, DNQX (20 μM) did not alter the membrane potential (0.2 ± 0.5 mV, n = 6) or input resistance of VB neurons. Accordingly, in voltage-clamp recordings, DNQX (20 μM) evoked an inward current that averaged −14.3 ± 5.6 pA but not in VB neurons (1.3 ± 2.3 pA, n = 5, P > 0.1). At a lower concentration, DNQX (4 μM) produced a negligible depolarization (0.3 ± 0.3 mV, n = 5) in TRN neurons, but at higher concentrations, DNQX (100 μM) produced a larger depolarization that averaged 3.7 ± 1.6 mV.
Substance Class Chemical
Created
by admin
on Sat Dec 16 10:08:27 UTC 2023
Edited
by admin
on Sat Dec 16 10:08:27 UTC 2023
Record UNII
62T278S1MX
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FG-9041
Common Name English
6,7-DINITROQUINOXALINE-2,3-DIONE
Systematic Name English
2,3-QUINOXALINEDIONE, 1,4-DIHYDRO-6,7-DINITRO-
Systematic Name English
DNQX
Common Name English
Code System Code Type Description
PUBCHEM
3899541
Created by admin on Sat Dec 16 10:08:27 UTC 2023 , Edited by admin on Sat Dec 16 10:08:27 UTC 2023
PRIMARY
FDA UNII
62T278S1MX
Created by admin on Sat Dec 16 10:08:27 UTC 2023 , Edited by admin on Sat Dec 16 10:08:27 UTC 2023
PRIMARY
CAS
2379-57-9
Created by admin on Sat Dec 16 10:08:27 UTC 2023 , Edited by admin on Sat Dec 16 10:08:27 UTC 2023
PRIMARY
EPA CompTox
DTXSID60178476
Created by admin on Sat Dec 16 10:08:27 UTC 2023 , Edited by admin on Sat Dec 16 10:08:27 UTC 2023
PRIMARY
DRUG BANK
DB03759
Created by admin on Sat Dec 16 10:08:27 UTC 2023 , Edited by admin on Sat Dec 16 10:08:27 UTC 2023
PRIMARY
WIKIPEDIA
DNQX
Created by admin on Sat Dec 16 10:08:27 UTC 2023 , Edited by admin on Sat Dec 16 10:08:27 UTC 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY