CHEBI:68584 - ezogabine

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ChEBI Name ezogabine
ChEBI ID CHEBI:68584
Definition A substituted aniline that is benzene-1,2,4-triamine bearing ethoxycarbonyl and 4-fluorobenzyl substituents at positions N-1 and N-4 respectively. An anticonvulsant used to treat seizures associated with epilepsy in adults.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C16H18FN3O2
Net Charge 0
Average Mass 303.33140
Monoisotopic Mass 303.138
InChI InChI=1S/C16H18FN3O2/c1-2-22-16(21)20-15-8-7-13(9-14(15)18)19-10-11-3-5-12(17)6-4-11/h3-9,19H,2,10,18H2,1H3,(H,20,21)
InChIKey PCOBBVZJEWWZFR-UHFFFAOYSA-N
SMILES CCOC(=O)Nc1ccc(NCc2ccc(F)cc2)cc1N
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): potassium channel modulator

Application(s): anticonvulsant
A drug used to prevent seizures or reduce their severity.
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ChEBI Ontology
Outgoing ezogabine (CHEBI:68584) has functional parent benzene-1,2,4-triamine (CHEBI:29148)
ezogabine (CHEBI:68584) has role anticonvulsant (CHEBI:35623)
ezogabine (CHEBI:68584) has role potassium channel modulator (CHEBI:50510)
ezogabine (CHEBI:68584) is a carbamate ester (CHEBI:23003)
ezogabine (CHEBI:68584) is a organofluorine compound (CHEBI:37143)
ezogabine (CHEBI:68584) is a secondary amino compound (CHEBI:50995)
ezogabine (CHEBI:68584) is a substituted aniline (CHEBI:48975)
INN Source
retigabine KEGG DRUG
Synonyms Sources
D-23129 ChemIDplus
D-23129 KEGG COMPOUND
Ethyl 2-amino-4-((p-fluorobenzyl)amino)carbanilate ChemIDplus
ethyl {2-amino-4-[(4-fluorobenzyl)amino]phenyl}carbamate ChEBI
N-(2-Amino-4-(4-fluorobenzylamino)-phenyl) carbamic acid ethyl ester KEGG COMPOUND
N-(2-Amino-4-(4-fluorobenzylamino)phenyl)carbamic acid ethyl ester ChemIDplus
Brand Name Source
Potiga KEGG DRUG
Manual Xrefs Databases
4181 DrugCentral
C13826 KEGG COMPOUND
D09569 KEGG DRUG
Ezogabine Wikipedia
US2002015730 Patent
US2002111379 Patent
US2002183395 Patent
US2012053238 Patent
US5384330 Patent
US6348486 Patent
WO2007090409 Patent
WO2011012659 Patent
View more database links
Registry Numbers Types Sources
150812-12-7 CAS Registry Number KEGG COMPOUND
150812-12-7 CAS Registry Number ChemIDplus
8072099 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22991134 PubMed citation Europe PMC
Last Modified
22 February 2017