Skip to Content
Merck

N183

NBQX disodium salt hydrate

≥98% (HPLC), lyophilized powder, neuroprotective AMPA/kainate glutamate receptor antagonist

Synonym(s):

1,2,3,4-Tetrahydro-6-nitro-2,3-dioxo-benzo[f]quinoxaline-7-sulfonamide disodium salt hydrate, FG 9202 disodium salt hydrate

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C12H6N4Na2O6S · xH2O
CAS Number:
118876-58-7
Molecular Weight:
380.24 (anhydrous basis)
UNSPSC Code:
12352200
PubChem Substance ID:
24277996
NACRES:
NA.77
MDL number:
MFCD12910445
Assay:
≥98% (HPLC)
Form:
lyophilized powder
Quality level:
100
Storage condition:
desiccated

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

NBQX disodium salt hydrate, ≥98% (HPLC)

SMILES string

O.[Na+].[Na+].NS(=O)(=O)c1cccc2c1c(cc3nc([O-])c([O-])nc23)[N+]([O-])=O

InChI

1S/C12H8N4O6S.2Na.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/q;2*+1;/p-2

InChI key

LQSCHRKYVVVUFA-UHFFFAOYSA-L

assay

≥98% (HPLC)

form

lyophilized powder

storage condition

desiccated

color

, brown to dark red-brown

solubility

H2O: >10 mg/mL

storage temp.

2-8°C

Quality Level

100

Gene Information

human ... GRIA1(2890), GRIA2(2891), GRIA3(2892), GRIA4(2893), GRIK1(2897), GRIK2(2898), GRIK3(2899), GRIK4(2900), GRIK5(2901)

Related Categories

Application

NBQX disodium salt hydrate has been used:
  • in N-methyl-D-aspartate receptor (NMDAR) kinetic studies
  • as an α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) receptor antagonist for the electrophysiological studies cultured neurons
  • in the extracellular solution for current/voltage (I/V) relationship and rectification index experiments in excitatory postsynaptic currents (EPSCs) mediated by NMDA receptors (EPSCNMDAR)

Biochem/physiol Actions

NBQX disodium salt hydrate is a neuroprotective AMPA/kainate glutamate 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.
This compound is featured on the Glutamate Receptors (Ion Channel Family) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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.

N183-25MG: + N183-IP: + N183-VAR: + N183-100MG: + N183-BULK: + N183-5MG:

jan

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000351305
0000351305
0000218968
0000217004
0000218968

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

The C-terminal tails of endogenous GluA1 and GluA2 differentially contribute to hippocampal synaptic plasticity and learning
Zhou Z, et al.
Nature Neuroscience, 21(1), 50-50 (2018)
Cross-modal reinstatement of thalamocortical plasticity accelerates ocular dominance plasticity in adult mice
Rodriguez G, et al.
Cell Reports, 24(13), 3433-3440 (2018)
Predicting the functional states of human iPSC-derived neurons with single-cell RNA-seq and electrophysiology
Bardy C, et al.
Molecular Psychiatry, 21(11), 1573-1573 (2016)
Sandra Jurado et al.
Neuron, 77(3), 542-558 (2013-02-12)
Membrane fusion during exocytosis is mediated by assemblies of SNARE (soluble NSF-attachment protein receptor) and SM (Sec1/Munc18-like) proteins. The SNARE/SM proteins involved in vesicle fusion during neurotransmitter release are well understood, whereas little is known about the protein machinery that
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
View All Related Papers

Articles

DISCOVER Bioactive Small Molecules for Neuroscience

DISCOVER Bioactive Small Molecules for Neuroscience

Related Content

神経科学分野における低分子生理活性物質の創薬研究

神経科学分野における低分子生理活性物質の創薬研究

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service