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Topiramate D12

Names

[ CAS No. ]:
1279037-95-4

[ Name ]:
Topiramate D12

[Synonym ]:
{(3aS,5aR,8aR,8bS)-2,2,7,7-Tetrakis[(2H3)methyl]tetrahydro-3aH-bis[1,3]dioxolo[4,5-b:4',5'-d]pyran-3a-yl}methyl sulfamate

Biological Activity

[Description]:

Topiramate D12 (McN 4853 D12) is a deuterium labeled Topiramate. Topiramate is a broad-spectrum antiepileptic agent. Topiramate is a GluR5 receptor antagonist. Topiramate produces its antiepileptic effects through enhancement of GABAergic activity, inhibition of kainate/AMPA receptors, inhibition of voltage-sensitive sodium and calcium channels, increases in potassium conductance, and inhibition of carbonic anhydrase[1][2][3].

[Related Catalog]:

Signaling Pathways >> Neuronal Signaling >> iGluR
Signaling Pathways >> Membrane Transporter/Ion Channel >> Sodium Channel
Signaling Pathways >> Membrane Transporter/Ion Channel >> Calcium Channel
Signaling Pathways >> Membrane Transporter/Ion Channel >> GABA Receptor
Signaling Pathways >> Metabolic Enzyme/Protease >> Carbonic Anhydrase
Research Areas >> Neurological Disease
Signaling Pathways >> Membrane Transporter/Ion Channel >> Potassium Channel
Signaling Pathways >> Membrane Transporter/Ion Channel >> iGluR
Signaling Pathways >> Neuronal Signaling >> GABA Receptor

[Target]

GluR5 receptor[1]; GABAergic[2]; Kainate/AMPA[2]; Sodium channel[2]; Calcium channel[2]; Potassium channel[2]; Carbonic anhydrase[2]


[References]

[1]. Kaminski RM, et al. Topiramate selectively protects against seizures induced by ATPA, a GluR5 kainate receptor agonist. Neuropharmacology. 2004 Jun;46(8):1097-104.

[2]. Lyseng-Williamson KA, et al. Topiramate: a review of its use in the treatment of epilepsy. Drugs. 2007;67(15):2231-56.

[3]. Nakamura J, et al. Target pharmacology of topiramate, a new antiepileptic drug. Nihon Yakurigaku Zasshi. 2000 Jan;115(1):53-7.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
438.7±55.0 °C at 760 mmHg

[ Molecular Formula ]:
C12H9D12NO8S

[ Molecular Weight ]:
351.436

[ Flash Point ]:
219.1±31.5 °C

[ Exact Mass ]:
351.174103

[ LogP ]:
2.97

[ Vapour Pressure ]:
0.0±1.1 mmHg at 25°C

[ Index of Refraction ]:
1.497

Safety Information

[ Symbol ]:

GHS02, GHS06, GHS08

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H225-H301 + H311 + H331-H370

[ Precautionary Statements ]:
P210-P260-P280-P301 + P310-P311

[ RIDADR ]:
UN1230 - class 3 - PG 2 - Methanol, solution

Related Compounds