CHEBI:135127 - pilsicainide

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ChEBI Name pilsicainide
ChEBI ID CHEBI:135127
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C17H24N2O
Net Charge 0
Average Mass 272.392
Monoisotopic Mass 272.18886
InChI InChI=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)
InChIKey BCQTVJKBTWGHCX-UHFFFAOYSA-N
SMILES C=1(C(=CC=CC1C)C)NC(CC23CCCN3CCC2)=O
Roles Classification
Biological Role(s): sodium channel blocker
An agent that inhibits sodium influx through cell membranes.
Application(s): 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.
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ChEBI Ontology
Outgoing 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 Sources
pilsicainida WHO MedNet
pilsicainide WHO MedNet
pilsicaïnide WHO MedNet
pilsicainidum WHO MedNet
Synonym Source
pilzicainide ChemIDplus
Manual Xrefs Databases
2167 DrugCentral
D08377 KEGG DRUG
DB12712 DrugBank
Pilsicainide Wikipedia
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Registry Number Type Source
88069-67-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
07 January 2020