CHEBI:75984 - flecainide

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ChEBI Name flecainide
ChEBI ID CHEBI:75984
Definition A monocarboxylic acid amide obtained by formal condensation of the carboxy group of 2,5-bis(2,2,2-trifluoroethoxy)benzoic acid with the primary amino group of piperidin-2-ylmethylamine. An antiarrhythmic agent used (in the form of its acetate salt) to prevent and treat tachyarrhythmia (abnormal fast rhythm of the heart).
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Anonymous
Secondary ChEBI IDs CHEBI:5090
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Formula C17H20F6N2O3
Net Charge 0
Average Mass 414.34270
Monoisotopic Mass 414.138
InChI InChI=1S/C17H20F6N2O3/c18-16(19,20)9-27-12-4-5-14(28-10-17(21,22)23)13(7-12)15(26)25-8-11-3-1-2-6-24-11/h4-5,7,11,24H,1-3,6,8-10H2,(H,25,26)
InChIKey DJBNUMBKLMJRSA-UHFFFAOYSA-N
SMILES FC(F)(F)COc1ccc(OCC(F)(F)F)c(c1)C(=O)NCC1CCCCN1
Roles Classification
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 flecainide (CHEBI:75984) has role anti-arrhythmia drug (CHEBI:38070)
flecainide (CHEBI:75984) is a aromatic ether (CHEBI:35618)
flecainide (CHEBI:75984) is a monocarboxylic acid amide (CHEBI:29347)
flecainide (CHEBI:75984) is a organofluorine compound (CHEBI:37143)
flecainide (CHEBI:75984) is a piperidines (CHEBI:26151)
flecainide (CHEBI:75984) is conjugate base of flecainide(1+) (CHEBI:76033)
Incoming flecainide(1+) (CHEBI:76033) is conjugate acid of flecainide (CHEBI:75984)
IUPAC Name
N-(piperidin-2-ylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide
INNs Sources
flecainida DrugBank
flecainide KEGG DRUG
flécaïnide WHO MedNet
flecainidum DrugBank
Synonyms Sources
(±)-flecainide ChemIDplus
CCRIS 313 ChemIDplus
Flecaine ChemIDplus
N-(2-Piperidinylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide ChemIDplus
Database Links Databases
1176 DrugCentral
C07001 KEGG COMPOUND
D07962 KEGG DRUG
DB01195 DrugBank
Flecainide Wikipedia
HMDB0015326 HMDB
LSM-1297 LINCS
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Registry Numbers Types Sources
500093 Reaxys Registry Number Reaxys
54143-55-4 CAS Registry Number KEGG COMPOUND
54143-55-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
22 February 2017