Topiramate

Name: Topiramate
Brand: Tocris Bioscience
SKU: 3620

Tocris Bioscience a Bio-Techne Brand

Catalog # 3620

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Key Product Details

Description:	GluK1 antagonist; inhibits carbonic anhydrase (CA) II and IV; also positive allosteric modulator of GABA_A receptors
Alternative Names:	Topamax
Chemical Name:	2,3:4,5-Bis-O-(1-methylethylidene)-β-D-fructopyranose sulfamate
Purity:	≥99% (HPLC)
Molecular Weight:	339.36

View Full Technical Details for Topiramate

Biological Activity for Topiramate

Topiramate is an anticonvulsant. Antagonizes GluK1 (formerly GluR5) kainate receptors (IC₅₀ = 0.46 μM), acts as a positive allosteric modulator of GABA_A receptor-mediated currents, inhibits Na_v channels (IC₅₀ = 48.9 μM) and inhibits L-type Ca²⁺ channels. Also inhibits carbonic anhydrase (CA) (K_i values are 0.1 and 0.2 μM at rat CA II and CA IV respectively), which lowers intracellular neuronal pH.

Please refer to IUPHAR Guide to Pharmacology for the most recent naming conventions.

Compound Libraries for Topiramate

Topiramate is also offered as part of the Tocriscreen 2.0 Max and Tocriscreen FDA-Approved Drugs. Find out more about compound libraries available from Tocris.

Technical Data for Topiramate

M. Wt	339.36
Formula	C₁₂H₂₁NO₈S
Storage	Store at +4°C
Purity	≥99% (HPLC)
CAS Number	97240-79-4
PubChem ID	5284627
InChi Key	KJADKKWYZYXHBB-XBWDGYHZSA-N
Smiles	CC(O2)(C)O[C@H]1[C@@H]2[C@H](OC(C)(C)O3)[C@@]3(COS(N)(=O)=O)OC1

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 for Topiramate

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	DMSO	33.94	100
	ethanol	33.94	100

Preparing Stock Solutions for Topiramate

The following data is based on the product molecular weight 339.36.

Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	2.95 mL	14.73 mL	29.47 mL
5 mM	0.59 mL	2.95 mL	5.89 mL
10 mM	0.29 mL	1.47 mL	2.95 mL
50 mM	0.06 mL	0.29 mL	0.59 mL

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Reconstitution Calculator

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References for Topiramate

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

Kaminiski Topiramate selectively protects against seizures induced by ATPA, a GluR5 kainate receptor agonist. Neuropharmacology 2004 PMID: 15111016
Gryder and Rogawski Selective antagonism of GluR5 kainate-receptor-mediated synaptic currents by topir. in rat basolateral amygdala neurons. J.Neurosci. 2003 PMID: 12904467
Dodgson Topiramate as an inhibitor of carbonic anhydrase isoenzymes. Epilepsia 2000 PMID: 10768298
Zona Topiramate attenuates voltage-gated sodium currents in rat cerebellar granule cells. Neurosci.Lett. 1997 PMID: 9300637

Citations for Topiramate

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Product Documents for Topiramate

COA

Certificate of Analysis

To download a Certificate of Analysis, please select a batch below.

SDS

⚠ WARNING: This product can expose you to chemicals including Topiramate, which is known to the State of California to cause reproductive toxicity with developmental effects. For more information, go to www.P65Warnings.ca.gov