SYM 2206

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Cat.No. 0961 - SYM 2206 | C20H22N4O3 | CAS No. 173952-44-8
Description: Non-competitive AMPA antagonist
Chemical Name: (±)-4-(4-Aminophenyl)-1,2-dihydro-1-methyl-2-propylcarbamoyl-6,7-methylenedioxyphthalazine
Purity: ≥99% (HPLC)
Datasheet
Citations (7)
Literature

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
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.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 36.64 100
ethanol 36.64 100

Preparing Stock Solutions

The following data is based on the product molecular weight 366.42. Batch specific molecular weights may vary from batch to batch due to solvent 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 2.73 mL 13.65 mL 27.29 mL
5 mM 0.55 mL 2.73 mL 5.46 mL
10 mM 0.27 mL 1.36 mL 2.73 mL
50 mM 0.05 mL 0.27 mL 0.55 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

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, supplier, Non-competitive, AMPA, antagonist, Glutamate, Receptors, iGlur, Ionotropic, SYM2206, AMPA, Receptors, AMPA, Receptors, Tocris Bioscience

7 Citations for SYM 2206

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

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


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

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Pathways for SYM 2206

Protocols

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