SYM 2206

Cat. No. 0961

SYM 2206
 C20H22N4O3 [173952-44-8]

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Chemical Name: (±)-4-(4-Aminophenyl)-1,2-dihydro-1-methyl-2-propylcarbamoyl-6,7-methylenedioxyphthalazine

Biological Activity

Novel, potent, non-competitive AMPA receptor antagonist (IC50 = 2.8 μM ). Acts allosterically at the same regulatory site as GYKI 52466 and 53655 and other benzodiazepines but does not bind to the central diazepine binding site. Selective for AMPA relative to kainate receptor sub-types. Similar potency to GYKI 53655. Anticonvulsant in vivo.

Licensing Information

Sold with the permission of Annovis Inc.

Technical Data

M.Wt:
366.42
Formula:
C20H22N4O3
Solubility:
Soluble to 100 mM in ethanol and to 100 mM in DMSO
Purity:
>99 %
Storage:
Store at RT
CAS No:
173952-44-8

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
All Tocris products are intended for laboratory research use only.

Certificate of Analysis / Product Datasheet / Safety Data Sheet

Certificate of Analysis / Product Datasheet
Select another batch:

Bleakman et al (2002) Kainate receptor agonists, antagonists and allosteric modulators. Curr.Pharm.Des. 8 873. PMID: 11945137.

Li et al (1999) Kainate-receptor-mediated sensory synaptic transmission in mammalian spinal cord. Nature 397 161. PMID: 9923678.

Pelletier et al (1996) Substituted 1,2-dihydrophthalazines: potent, selective and non-competitive inhibitors of the AMPA receptor. J.Med.Chem. 39 343. PMID: 8558499.

If you know of a relevant reference for this product please let us know.

Citations are publications that use Tocris products. Selected citations for SYM 2206 include:

Nygaard et al (2015) Melanoma brain colonization involves the emergence of a brain-adaptive phenotype. J Neurophysiol 1 82. PMID: 25593989.

Steullet et al (2014) Fast oscillatory activity in the anterior cingulate cortex: dopaminergic modulation and effect of perineuronal net loss. Front Cell Neurosci 8 244. PMID: 25191228.

Kopach et al (2011) Inflammation alters trafficking of extrasynaptic AMPA receptors in tonically firing lamina II neurons of the rat spinal dorsal horn. Pain 152 912. PMID: 21282008.

Randall et al (2011) Fast oscillatory activity induced by kainate receptor activation in the rat basolateral amygdala in vitro. Eur J Neurosci 33 914. PMID: 21255131.

Roopun et al (2010) Cholinergic neuromodulation controls directed temporal communication in neocortex in vitro. Front Neural Circuits 4 8. PMID: 20407636.

Satake et al (2006) Characterization of AMPA receptors targeted by the climbing fiber transmitter mediating presynaptic inhibition of GABAergic transmission at cerebellar interneuron-Purkinje cell synapses. J Neurosci 26 2278. PMID: 16495455.

Liu et al (2004) Astrocyte-mediated activation of neuronal kainate receptors. Oncoscience 101 3172. PMID: 14766987.

Do you know of a great paper that uses SYM 2206 from Tocris? If so please let us know.show all ▼show less ▲

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Keywords: SYM 2206, supplier, Non-competitive, AMPA, antagonist, Glutamate, Receptors, iGlur, Ionotropic, SYM2206, Tocris Bioscience, AMPA Receptor Antagonist products

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