FB2024_03 , released June 25, 2024
Chemical: topiramate
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General Information
Name
topiramate
FlyBase ID
FBch0000686
ChEBI Name
topiramate
ChEBI ID
PubChem Name
Topiramate
PubChem ID
5284627 (PubChem link: Topiramate)
Chemical Structure
Chemical structure of topiramate
topiramate
InChIKey

KJADKKWYZYXHBB-XBWDGYHZSA-N

Definition (ChEBI)

ChEBI: Topiramate is a hexose derivative that is 2,3:4,5-di-O-isopropylidene-beta-D-fructopyranose in which the hydroxy group has been converted to the corresponding sulfamate ester. It blocks voltage-dependent sodium channels and is used as an antiepileptic and for the prevention of migraine. It has a role as an anticonvulsant and a sodium channel blocker. It is a cyclic ketal, a sulfamate ester and a ketohexose derivative.NCI Thesaurus (NCIt): 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.

Roles Classification (ChEBI)
Comment
Synonyms and Secondary IDs (25)
Synonyms
2,3:4,5-bis-O-(1-methylethylidene)-beta-D-fructopyranose sulfamate
2,3:4,5-di-O-isopropylidene-beta-D-fructopyranose sulfamate
97240-79-4
Epitomax
PubChem:5284627
RWJ-17021
Tipiramate
Tipiramato
Topamax Sprinkle
Topiramato
Topiramatum
epitomax
mcn-4853
pubchem:5284627
topamax sprinkle
Secondary FlyBase IDs
    References (4)