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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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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
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Quality Segment

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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This Item
N183C239P1999
assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

form

powder

form

lyophilized powder

form

solid

form

powder

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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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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