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Submit ReviewSYM 2206
Description: Non-competitive AMPA antagonist
Chemical Name: (±)-4-(4-Aminophenyl)-1,2-dihydro-1-methyl-2-propylcarbamoyl-6,7-methylenedioxyphthalazine
Purity: ≥99% (HPLC)
Biological Activity for SYM 2206
Novel, potent, non-competitive AMPA receptor antagonist (IC50 = 2.8 μM ). Acts allosterically at the same regulatory site as GYKI 52466 (Cat. No. 1454) and GYKI 53655 (Cat. No. 2555) 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 for SYM 2206
| M. Wt | 366.42 |
| Formula | C20H22N4O3 |
| Storage | Store at RT |
| Purity | ≥99% (HPLC) |
| CAS Number | 173952-44-8 |
| PubChem ID | 5039877 |
| InChI Key | OFUDZKKOKPGXOH-UHFFFAOYSA-N |
| Smiles | CCCNC(=O)N1N=C(C2=CC=C(N)C=C2)C2=C(C=C3OCOC3=C2)C1C |
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.
Product Datasheets for SYM 2206
References for SYM 2206
References are publications that support the biological activity of the product.
Bleakman et al (2002) Kainate receptor agonists, antagonists and allosteric modulators. Curr.Pharm.Des. 8 873 PMID: 11945137
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
Li et al (1999) Kainate-receptor-mediated sensory synaptic transmission in mammalian spinal cord. Nature 397 161 PMID: 9923678
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Keywords: SYM 2206, SYM 2206 supplier, Non-competitive, AMPA, antagonist, Glutamate, Receptors, iGlur, Ionotropic, SYM2206, 0961, Tocris Bioscience
7 Citations for SYM 2206
Citations are publications that use Tocris products. Selected citations for SYM 2206 include:
Roopun et al (2010) Cholinergic neuromodulation controls directed temporal communication in neocortex in vitro. Front Neural Circuits 4 8 PMID: 20407636
Steullet et al (2014) Fast oscillatory activity in the anterior cingulate cortex: DArgic modulation and effect of perineuronal net loss. Front Cell Neurosci 8 244 PMID: 25191228
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
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
Nygaard et al (2015) Melanoma brain colonization involves the emergence of a brain-adaptive phenotype. J Neurophysiol 1 82 PMID: 25593989
Liu et al (2004) Astrocyte-mediated activation of neuronal kainate receptors. Oncoscience 101 3172 PMID: 14766987
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
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