Biological Activity
Anticonvulsant. Antagonizes 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.
Compound Libraries
Topiramate 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 | 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.
All Tocris products are intended for laboratory research use only.
Solubility Data
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 33.94 | 100 | |
| ethanol | 33.94 | 100 |
Preparing Stock Solutions
The following data is based on the product molecular weight 339.36. 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.
| 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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References
References are publications that support the products' biological activity.
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 topiramate 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
Keywords: Topiramate, supplier, GluR5, antagonists, anticonvulsant, GABAA, receptor, positive, allosteric, modulators, Glutamate, Kainate, Receptors, iGluR, Ionotropic, Topamax, Kainate, Receptors, GABAA, Receptors, Carbonic, anhydrases, Kainate, Receptors, Tocris Bioscience
