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Submit ReviewTopiramate
Description: GluK1 antagonist; inhibits carbonic anhydrase (CA) II and IV; also positive allosteric modulator of GABAA receptors
Alternative Names: Topamax
Chemical Name: 2,3:4,5-Bis-O-(1-methylethylidene)-β-D-fructopyranose sulfamate
Purity: ≥99% (HPLC)
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 GABAA receptor-mediated currents, inhibits Nav channels (IC50 = 48.9 μM) and inhibits L-type Ca2+ channels. Also inhibits carbonic anhydrase (CA) (Ki 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 Data 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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Product Datasheets for Topiramate
References for Topiramate
References are publications that support the biological activity of the product.
Zona et al (1997) Topiramate attenuates voltage-gated sodium currents in rat cerebellar granule cells. Neurosci.Lett. 231 123 PMID: 9300637
Dodgson et al (2000) Topiramate as an inhibitor of carbonic anhydrase isoenzymes. Epilepsia 41 S35 PMID: 10768298
Gryder and Rogawski (2003) Selective antagonism of GluR5 kainate-receptor-mediated synaptic currents by topir. in rat basolateral amygdala neurons. J.Neurosci. 23 7069 PMID: 12904467
Kaminiski et al (2004) Topiramate selectively protects against seizures induced by ATPA, a GluR5 kainate receptor agonist. Neuropharmacology 46 1097 PMID: 15111016
If you know of a relevant reference for Topiramate, please let us know.
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Keywords: Topiramate, Topiramate supplier, GluR5, antagonists, anticonvulsant, GABAA, receptor, positive, allosteric, modulators, Glutamate, Kainate, Receptors, iGluR, Ionotropic, GluK1, PAM, Topamax, Carbonic, anhydrases, 3620, Tocris Bioscience
⚠ 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
Citations for Topiramate
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