Cyclothiazide

Pricing Availability Delivery Time Qty
Cat.No. 0713 - Cyclothiazide | C14H16ClN3O4S2 | CAS No. 2259-96-3
Description: AMPA selective desensitization inhibitor
Chemical Name: 6-Chloro-3,4-dihydro-3-(5-norbornen-2-yl)-2H-1,2,4-benzothiazidiazine-7-sulfonamide-1,1-dioxide
Purity: ≥98% (HPLC)
Datasheet
Citations (14)
Literature

Biological Activity

Positive allosteric modulator of AMPA receptors that potently inhibits AMPA receptor desensitization. Selective for the flip variant of each of the four receptor subunits. Also available as part of the AMPA Receptor Tocriset™.

Compound Libraries

Cyclothiazide is also offered as part of the Tocriscreen Plus and Tocriscreen Library of FDA-Approved Compounds. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 389.87
Formula C14H16ClN3O4S2
Storage Store at RT
Purity ≥98% (HPLC)
CAS Number 2259-96-3
PubChem ID 2910
InChI Key BOCUKUHCLICSIY-UHFFFAOYSA-N
Smiles NS(=O)(=O)C1=C(Cl)C=C2NC(NS(=O)(=O)C2=C1)C1CC2CC1C=C2

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 38.99 100
ethanol 9.75 25

Preparing Stock Solutions

The following data is based on the product molecular weight 389.87. 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 2.56 mL 12.82 mL 25.65 mL
5 mM 0.51 mL 2.56 mL 5.13 mL
10 mM 0.26 mL 1.28 mL 2.56 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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Safety Datasheet

References

References are publications that support the products' biological activity.

Desai et al (1995) Cyclothiazide acts at a site on the α-amino-3-hydroxy-5-methyl-4-isoxazole propionic acid receptor complex that does not recognise competitive or noncompetitive AMPA receptor antagonists. J.Pharmacol.Exp.Ther. 272 38 PMID: 7529311

Donevan and Rogawski (1998) Allosteric regulation of a-amino-3-hydroxy-5-methyl-4-isoxazole propionic acid receptors by thiocyanate and cyclothiazide at a common modulatory site distinct from that of 2,3-benzodiazepines. Neuroscience 87 615 PMID: 9758228

Kessler et al (2000) The norbornenyl moiety of cyclothiazide determines the preference for flip-flop variants of AMPA receptor subunits. Neurosci.Lett. 287 161 PMID: 10854736


If you know of a relevant reference for Cyclothiazide, please let us know.

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Keywords: AMPA selective desensitization desensitisation inhibitors inhibits Glutamate Receptors iGluR Ionotropic positive allosteric modulators PAM AMPA Receptors

14 Citations for Cyclothiazide

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

Imlach et al (2016) Glycinergic dysfunction in a subpopulation of dorsal horn interneurons in a rat model of neuropathic pain Scientific Reports 6 37104  PMID: 27841371

McGee et al (2015) Auxiliary Subunit GSG1L Acts to Suppress Calcium-Permeable AMPA Receptor Function. Front Cell Neurosci 35 16171 PMID: 26658868

Angelantonio et al (2015) Basal adenosine modulates the functional properties of AMPA receptors in mouse hippocampal neurons through the activation of A1R A2AR and A3R. Neuropsychopharmacology 9 409 PMID: 26528137

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

Seebohm et al (2014) Structural basis of PI(4,5)P2-dependent regulation of GluA1 by phosphatidylinositol-5-phosphate 4-kinase, type II, alpha (PIP5K2A). Pflugers Arch 466 1885 PMID: 24389605

Maguire et al (2014) Extrasynaptic glycine receptors of rodent dorsal raphe serotonergic neurons: a sensitive target for ethanol. PLoS One 39 1232 PMID: 24264816

Chen et al (2013) The Munc13 proteins differentially regulate readily releasable pool dynamics and calcium-dependent recovery at a central synapse. J Neurosci 33 8336 PMID: 23658173

Oh et al (2012) Overexpression of calcium-permeable glutamate receptors in glioblastoma derived brain tumor initiating cells. PLoS One 7 e47846 PMID: 23110111

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

Smejkalova and Woolley (2010) Estradiol acutely potentiates hippocampal excitatory synaptic transmission through a presynaptic mechanism. J Neurosci 30 16137 PMID: 21123560

Menuz et al (2009) Critical role for TARPs in early development despite broad functional redundancy. Neuropharmacology 56 22 PMID: 18634809

Soto et al (2009) Selective regulation of long-form calcium-permeable AMPA receptors by an atypical TARP, gamma-5. Nat Neurosci 12 277 PMID: 19234459

Bender et al (2006) Two coincidence detectors for spike timing-dependent plasticity in somatosensory cortex. J Neurosci 26 4166 PMID: 16624937

Takayasu et al (2006) Glial glutamate transporters maintain one-to-one relationship at the climbing fiber-Purkinje cell synapse by preventing glutamate spillover. J Neurosci 26 6563 PMID: 16775144


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