SYM 2206

Name: SYM 2206
Brand: Tocris Bioscience
SKU: 0961

Catalog # 0961

Citations (7)

COA / SDS

Discontinued Product

0961 has been discontinued. View all AMPA Receptor Antagonists products.

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Bio-Techne Corporation

tel: (800) 343-7475 (free phone)

tel: (612) 379-2956

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Shipping Information

$35 to United States

Products in stock will be shipped in 1-3 business days unless specified.

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Key Product Details

Description:	Non-competitive AMPA antagonist
Chemical Name:	(±)-4-(4-Aminophenyl)-1,2-dihydro-1-methyl-2-propylcarbamoyl-6,7-methylenedioxyphthalazine
Purity:	≥99% (HPLC)
Molecular Weight:	366.42

View Full Technical Details for SYM 2206

Biological Activity

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

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.

Solubility

Soluble Soluble to 100 mM in ethanol and to 100 mM in DMSO

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References

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

Bleakman Kainate receptor agonists, antagonists and allosteric modulators. Curr.Pharm.Des. 2002 PMID: 11945137
Li Kainate-receptor-mediated sensory synaptic transmission in mammalian spinal cord. Nature 1999 PMID: 9923678
Pelletier Substituted 1,2-dihydrophthalazines: potent, selective and non-competitive inhibitors of the AMPA receptor. J.Med.Chem. 1996 PMID: 8558499

Citations for SYM 2206 (7)

Showing 1 - 7 of 7 citations Showing All

View all citations for the Small Molecules and Peptides platform.

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Citations are publications that use Bio-Techne 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: 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
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

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