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N171

NBQX hydrate

powder, ≥98% (HPLC)

Synonym(s):

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

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Pack SizeSKUAvailabilityPrice
5 mg
Please contact Customer Service for Availability
CZK 6,830.00
25 mg
Please contact Customer Service for Availability
CZK 27,900.00
CZK 23,715.00

About This Item

Empirical Formula (Hill Notation):
C12H8N4O6S · xH2O
CAS Number:
Molecular Weight:
336.28 (anhydrous basis)
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Quality level:

CZK 6,830.00


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Quality Level

assay

≥98% (HPLC)

form

powder

color

yellow

solubility

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

SMILES string

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 key

VOYWRRFTJLCIEL-UHFFFAOYSA-N

General description

NBQX [2,3-dihydroxy-6-nitro-7-sulphamoyl-benzo(F)quinoxaline] is a competitive antagonist, which shows high affinity to 2-amino-3-hydroxy-5-methyl-4-isoxazol propionic acid (AMPA) receptor than kainite receptor.

Application

NBQX hydrate has been used:
  • as a non-N-methyl-D-aspartate receptor (NMDA) 2-amino-3-hydroxy-5-methyl-4-isoxazol propionic acid (AMPA) receptor antagonist to monitor gonadotropin responses[1]
  • α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor (AMPAR) antagonist in monocytes
  • AMPA and N-methyl-D-aspartate receptor (NMDA) antagonist in migrating interneurons expressing potassium-chloride cotransporter (shKCC2)

Biochem/physiol Actions

NBQX [2,3-dihydroxy-6-nitro-7-sulphamoyl-benzo(F)quinoxaline], an anticonvulsant provides protection against white matter damage in spinal cord crush injury and also protects oligodendrocyte in experimental autoimmune encephalomyelitis (EAE). However, its role in preventing inflammation in EAE is not yet clear.
Neuroprotective AMPA/kainate glutamate receptor antagonist.

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1 of 1

This Item
N183C239P1999
form

powder

form

lyophilized powder

form

solid

form

powder

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

solubility

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

solubility

H2O: >10 mg/mL

solubility

H2O: >2 mg/mL (warmed)

solubility

water: 10 mg/mL

color

yellow

color

, brown to dark red-brown

color

orange to red

color

white to beige


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



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Pro-inflammatory monocyte profile in patients with major depressive disorder and suicide behaviour and how ketamine induces anti-inflammatory M2 macrophages by NMDAR and mTOR
Nowak W, et al.
EBioMedicine, 50, 290-305 (2019)
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
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



Global Trade Item Number

SKUGTIN
N171-5MG04061834109723
N171-25MG04061832092232

Questions

  1. Hello. How to store the reagent? This is not indicated in the sample sheet. Room temperature I assume? Thank you

    1 answer
    1. This product may be stored at room temperature. For products with no specified storage temperature given on the label or product page, ambient storage may be assumed. Products that require controlled temperature storage, such as refrigeration or freezer conditions, storage temperatures are published on the product label, Certificate of Analysis, the Safety Data Sheet (SDS), and in the PROPERTIES section of the product detail page.

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