GYKI 53655 hydrochloride

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Cat.No. 2555 - GYKI 53655 hydrochloride | C19H20N4O3.HCl | CAS No. 143692-48-2
Description: Non-competitive non-NMDA iGluR antagonist
Chemical Name: 1-(4-Aminophenyl)-3-methylcarbamyl-4-methyl-3,4-dihydro-7,8-methylenedioxy-5H-2,3-benzodiazepine hydrochloride
Purity: ≥99% (HPLC)
Datasheet
Citations (11)
Reviews
Literature (10)

Biological Activity

Non-competitive AMPA and kainate receptor antagonist. Analog of GYKI 52466 (Cat. No. 1454). Prolongs the survival time after MgCl2- induced global cerebral ischemia. Exhibits anticonvulsant activity. Also blocks GluK3 homomeric receptors (IC50 = 63 μM) and GluK2b(R)/GluK3 heteroreceptors (IC50 = 32 μM) at high concentrations.

Technical Data

M. Wt 388.85
Formula C19H20N4O3.HCl
Storage Desiccate at RT
Purity ≥99% (HPLC)
CAS Number 143692-48-2
PubChem ID 126757
InChI Key ASLCSBBDVWPSQT-UHFFFAOYSA-N
Smiles CC(N(C(NC)=O)N=C3C4=CC=C(N)C=C4)CC1=C3C=C(OCO2)C2=C1.Cl

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
water 38.88 100
DMSO 38.88 100

Preparing Stock Solutions

The following data is based on the product molecular weight 388.85. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.57 mL 12.86 mL 25.72 mL
5 mM 0.51 mL 2.57 mL 5.14 mL
10 mM 0.26 mL 1.29 mL 2.57 mL
50 mM 0.05 mL 0.26 mL 0.51 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References

References are publications that support the biological activity of the product.

Paternain et al (1995) Selective antagonism of AMPA receptors unmasks kainate receptor-mediated responses in hippocampal neurons. Neuron 14 185 PMID: 7826635

Szabados et al (2001) Comparison of anticonvulsive and acute neuroprotective activity of three 2,3-benzodiazepine compounds, GYKI 52466, GYKI 53405, and GYKI 53655. Brain Res.Bull. 55 387 PMID: 11489346

Perrais et al (2009) Antagonism of recombinant and native GluK3-containing kainate receptors. Neuropharmacology 56 131 PMID: 18761361


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11 Citations for GYKI 53655 hydrochloride

Citations are publications that use Tocris products. Selected citations for GYKI 53655 hydrochloride include:

Ben-Simon et al (2015) A Combined Optogenetic-Knockdown Strategy Reveals a Major Role of Tomosyn in Mossy Fiber Synaptic Plasticity. PLoS One 12 396 PMID: 26166572

Biase et al (2010) Excitability and synaptic communication within the oligodendrocyte lineage. J Neurosci 30 3600 PMID: 20219994

Buldyrev et al (2012) Synaptic pathways that shape the excitatory drive in an OFF retinal ganglion cell. J Neurophysiol 107 1795 PMID: 22205648

Droste et al (2017) Ca2+-permeable AMPA receptors in mouse olfactory bulb astrocytes. Sci Rep 7 44817 PMID: 28322255

Murphy-Baum and Taylor (2015) The Synaptic and Morphological Basis of Orientation Selectivity in a Polyaxonal Amacrine Cell of the Rabbit Retina. J Neurosci 35 13336 PMID: 26424882

Falgairolle and O'Donovan (2015) Pharmacological Investigation of Fluoro-Gold Entry into Spinal Neurons. Pharmacol Res Perspect 10 e0131430 PMID: 26102354

Lu et al (2017) Slow AMPAR Synaptic Transmission Is Determined by Stargazin and Glutamate Transporters. Neuron 96 73 PMID: 28919175

Astorga et al (2015) An excitatory GABA loop operating in vivo. Front Cell Neurosci 9 275 PMID: 26236197

Höft et al (2014) Heterogeneity in expression of functional ionotropic glutamate and GABA receptors in astrocytes across brain regions: insights from the thalamus. Philos Trans R Soc Lond B Biol Sci 369 20130602 PMID: 25225096

Tang et al (2011) Neto1 is an auxiliary subunit of native synaptic kainate receptors. Cell Rep 31 10009 PMID: 21734292

Straub et al (2011) Distinct functions of kainate receptors in the brain are determined by the auxiliary subunit Neto1. Nat Neurosci 14 866 PMID: 21623363


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Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* your copy today!

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