G119
GYKI 52466 hydrochloride
≥98% (HPLC), α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) receptor antagonist, solid
Synonym(s):
1-(4-Aminophenyl)-4-methyl-7,8-methylenedioxy-5H-2,3-benzodiazepine hydrochloride
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About This Item
Empirical Formula (Hill Notation):
C17H15N3O2 · HCl
CAS Number:
Molecular Weight:
329.78
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
GYKI 52466 hydrochloride, solid
assay
≥98% (HPLC)
Quality Level
form
solid
color
yellow
solubility
DMSO: 0.39 mg/mL, ethanol: 0.4 mg/mL, 0.1 M HCl: 0.68 mg/mL, methanol: 1 mg/mL, H2O: >10 mg/mL
SMILES string
Cl[H].CC1=NN=C(c2ccc(N)cc2)c3cc4OCOc4cc3C1
InChI
1S/C17H15N3O2.ClH/c1-10-6-12-7-15-16(22-9-21-15)8-14(12)17(20-19-10)11-2-4-13(18)5-3-11;/h2-5,7-8H,6,9,18H2,1H3;1H
InChI key
RUBSCPARMVJNKX-UHFFFAOYSA-N
Gene Information
human ... GRIA1(2890), GRIA2(2891), GRIA3(2892), GRIA4(2893)
Application
GYKI 52466 hydrochloride has been used as an α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) receptor selective antagonist in cell viability assays to evaluate the specificity of kainate (KA) effect on cerebellar granule cells (CGCs). It has also been used as an AMPA blocker to study the function of glutamate in neuroadapted sindbis virus (NSV) -induced motor neuron death.
Biochem/physiol Actions
GYKI 52466 serves as an antagonist of several processes, mediated by glutamate.
Selective allosteric AMPA receptor antagonist; anticonvulsant; skeletal muscle relaxant.
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.
Legal Information
Sold under exclusive license from the Institute for Drug Research Ltd., Budapest, Hungary.
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 Information
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T J Wilding et al.
Molecular pharmacology, 47(3), 582-587 (1995-03-01)
Whole-cell recordings were used to study the antagonism of alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA)-preferring and kainate-preferring receptors by 2,3-benzodiazepines. Current through kainate-preferring receptors was recorded in rat dorsal root ganglion (DRG) neuron-s, whereas AMPA receptor current was measured in cultured neurons from
Adolfo E Talpalar et al.
Frontiers in neural circuits, 4 (2010-09-17)
Locomotion is a fundamental motor act that, to a large degree, is controlled by central pattern-generating (CPG) networks in the spinal cord. Glutamate is thought to be responsible for most of the excitatory input to and the excitatory activity within
S D Donevan et al.
Neuroscience, 87(3), 615-629 (1998-10-03)
Allosteric regulators of alpha-amino-3-hydroxy-5-methyl-4-isoxazole-propionate (AMPA) receptors include 2,3-benzodiazepines such as GYKI 52466 and GYKI 53655 and the chaotropic anion thiocyanate that inhibit, and benzothiadiazines such as cyclothiazide that potentiate AMPA receptor currents. Here we sought to determine whether the allosteric
Global Trade Item Number
| SKU | GTIN |
|---|---|
| G119-25MG | 04061832090993 |
| G119-100MG | 04061832090979 |
| G119-10MG | 04061833627976 |