API reference

Topiramate

CAS number
97240-79-4
Molecular formula
C12H21NO8S
Molecular weight
339.36 g/mol
Topiramate — 2D structure
2D structure (PubChem)

About this molecule

Topiramate is a sulfamate-substituted monosaccharide with anticonvulsant property. Although the mechanism of action has not been fully elucidated, topiramate antagonizes kainate/AMPA subtype of the glutamate receptors, which are ligand-activated cation channels that mediate the fast component of excitatory postsynaptic currents in neurons of the central nervous system. This antagonistic action results in stabilizing hyper-excited neural membranes, inhibiting repetitive neuronal firing, and decreasing propagation of synaptic impulses, thereby impedes seizure occurrences. In addition, this agent augments gamma-aminobenzoic acid (GABA) activity and thereby attenuating GABAnergic inhibitory transmission.

Source: NCI Thesaurus (NCIt), via PubChem.

Identifiers

IUPAC name
[(1R,2S,6S,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-6-yl]methyl sulfamate
InChIKey
KJADKKWYZYXHBB-XBWDGYHZSA-N
SMILES
CC1(O[C@@H]2CO[C@@]3([C@H]([C@@H]2O1)OC(O3)(C)C)COS(=O)(=O)N)C
PubChem CID
5284627

Also known as

topiramate · Topamax · Epitomax · Topamax Sprinkle · Topina · Tipiramate · Topiramato · Topiramatum

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