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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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10 mg
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CZK 4,290.00
25 mg
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CZK 10,800.00
100 mg
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CZK 24,900.00

About This Item

Empirical Formula (Hill Notation):
C17H15N3O2 · HCl
CAS Number:
192065-56-8
Molecular Weight:
329.78
UNSPSC Code:
12352200
PubChem Substance ID:
24277984
NACRES:
NA.77
MDL number:
MFCD00153803
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
100

CZK 4,290.00

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Product Name

GYKI 52466 hydrochloride, solid

assay

≥98% (HPLC)

Quality Level

100

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

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

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.

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GYKI 52466 hydrochloride solid

Sigma-Aldrich

G119

GYKI 52466 hydrochloride

GYKI-53655 hydrate >99.0% (HPLC)

Sigma-Aldrich

G7798

GYKI-53655 hydrate

GW405833 hydrochloride ≥98% (HPLC), solid

Sigma-Aldrich

G1421

GW405833 hydrochloride

Cyproheptadine hydrochloride sesquihydrate ≥98% (TLC), solid

Sigma-Aldrich

C6022

Cyproheptadine hydrochloride sesquihydrate

form

solid

form

powder

form

solid

form

solid

assay

≥98% (HPLC)

assay

>99.0% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (TLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

200

solubility

DMSO: 0.39 mg/mL, 0.1 M HCl: 0.68 mg/mL, H2O: >10 mg/mL, methanol: 1 mg/mL, ethanol: 0.4 mg/mL

solubility

H2O: >10 mg/mL

solubility

DMSO: soluble >10 mg/mL, H2O: insoluble <2 mg/mL

solubility

ethanol: soluble, methanol: soluble

color

yellow

color

yellow to orange

color

white to pink

color

white to slightly yellow

Gene Information

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

Gene Information

-

Gene Information

-

Gene Information

human ... HRH1(3269), HTR2A(3356), HTR2B(3357), HTR2C(3358)

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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Certificates of Analysis (COA)

Lot/Batch Number
0000513570
0000513570
0000415614
0000415614
0000153120

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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
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
29th Colloquium, Protides of Biological Fluids null
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Global Trade Item Number

SKUGTIN
G119-25MG04061832090993
G119-100MG04061832090979
G119-10MG04061833627976

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