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G119

Sigma-Aldrich

GYKI 52466 hydrochloride

solid

Sinonimo/i:

1-(4-Aminophenyl)-4-methyl-7,8-methylenedioxy-5H-2,3-benzodiazepine hydrochloride

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10 MG
CHF 166.00
25 MG
CHF 418.00
100 MG
CHF 1’050.00

CHF 166.00

Spedizione prevista il09 aprile 2025

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Cambia visualizzazione
10 MG
CHF 166.00
25 MG
CHF 418.00
100 MG
CHF 1’050.00

About This Item

Formula empirica (notazione di Hill):
C17H15N3O2 · HCl
Numero CAS:
192065-56-8
Peso molecolare:
329.78
Numero MDL:
MFCD00153803
Codice UNSPSC:
12352200
ID PubChem:
24277984
NACRES:
NA.77

CHF 166.00

Spedizione prevista il09 aprile 2025

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Saggio

≥98% (HPLC)

Livello qualitativo

100

Stato

solid

Colore

yellow

Solubilità

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

Stringa SMILE

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
RUBSCPARMVJNKX-UHFFFAOYSA-N

Informazioni sul gene

human ... GRIA1(2890) , GRIA2(2891) , GRIA3(2892) , GRIA4(2893)

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Applicazioni

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).[1] It has also been used as an AMPA blocker to study the function of glutamate in neuroadapted sindbis virus (NSV) -induced motor neuron death.[2]

Azioni biochim/fisiol

GYKI 52466 serves as an antagonist of several processes, mediated by glutamate.[3]
Selective allosteric AMPA receptor antagonist; anti­convulsant; skeletal muscle relaxant.

Caratteristiche e vantaggi

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.

Note legali

Sold under exclusive license from the Institute for Drug Research Ltd., Budapest, Hungary.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

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Certificati d'analisi (COA)

Lot/Batch Number
0000415614
0000415614
0000153120
0000153121
0000153121

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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
29th Colloquium, Protides of Biological Fluids null
2013 IEEE International Conference on Solid Dielectrics (ICSD) IEEE null
53rd National Meeting of the Italian Society of Biochemistry and Molecular Biology (SIB) and National Meeting of Chemistry of Biological Systems ? Italian Chemical Society (SCI - Section CSB) null
S D Donevan et al.
Neuron, 10(1), 51-59 (1993-01-01)
In whole-cell voltage-clamp recordings from cultured rat hippocampal neurons, the 2,3-benzodiazepine GYKI 52466 was a potent antagonist of kainate- and AMPA-activated currents (IC50 values, 7.5 and 11 microM, respectively), but was inactive against N-methyl-D-aspartate (NMDA) or gamma-aminobutyric acid responses. The
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