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CHEBI:135127 - pilsicainide

ChEBI IDCHEBI:135127
ChEBI Namepilsicainide
Stars
DefinitionA secondary carboxamide resulting from the formal condensation of the amino group of 2,6-dimethylaniline with the carboxy group of (tetrahydro-1H-pyrrolizin-7a(5H)-yl)acetic acid. It is a sodium channel blocker which is used as an antiarrhythmic drug for the management of atrial tachyarrhythmias in Japan.
Last Modified7 January 2020
DownloadsMolfile
FormulaC17H24N2O
Net Charge0
Average Mass272.392
Monoisotopic Mass272.18886
SMILESCc1cccc(C)c1NC(=O)CC12CCCN1CCC2
InChIInChI=1S/C17H24N2O/c1-13-6-3-7-14(2)16(13)18-15(20)12-17-8-4-10-19(17)11-5-9-17/h3,6-7H,4-5,8-12H2,1-2H3,(H,18,20)
InChIKeyBCQTVJKBTWGHCX-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Role:
sodium channel blocker  An agent that inhibits sodium influx through cell membranes.
Application:
anti-arrhythmia drug  A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres.
ChEBI Ontology
Outgoing Relation(s)
pilsicainide (CHEBI:135127) has role anti-arrhythmia drug (CHEBI:38070)
pilsicainide (CHEBI:135127) has role sodium channel blocker (CHEBI:38633)
pilsicainide (CHEBI:135127) is a organic heterobicyclic compound (CHEBI:27171)
pilsicainide (CHEBI:135127) is a secondary carboxamide (CHEBI:140325)
IUPAC Name 
N-(2,6-dimethylphenyl)-2-(tetrahydro-1H-pyrrolizin-7a(5H)-yl)acetamide
INNs  Source
pilsicainideWHO MedNet
pilsicainidaWHO MedNet
pilsicaïnideWHO MedNet
pilsicainidumWHO MedNet
Synonym  Source
pilzicainideChemIDplus
Manual XrefsDatabases
2167DrugCentral
DB12712DrugBank
D08377KEGG DRUG
PilsicainideWikipedia
Registry NumbersSources
CAS:88069-67-4ChemIDplus
Citations