Drug/Small Molecule:
flecainide

2D structure

Overview

Generic Names: Flecainida [INN-Spanish]; Flecainide acetate; Flecainidum [INN-Latin]
Trade Names: Flecaine; Tambocor
PharmGKB Accession Id: PA449646

Description

A potent anti-arrhythmia agent, effective in a wide range of ventricular and atrial arrhythmias and tachycardias. Paradoxically, however, in myocardial infarct patients with either symptomatic or asymptomatic arrhythmia, flecainide exacerbates the arrhythmia and is not recommended for use in these patients. PubChem (source: Drug Bank)

Indication

For the prevention of paroxysmal supraventricular tachycardias (PSVT), including atrioventricular nodal reentrant tachycardia, atrioventricular reentrant tachycardia and other supraventricular tachycardias of unspecified mechanism associated with disablin. (source: Drug Bank)

ATC Therapeutic Category

  • C01BC:Antiarrhythmics, class Ic

Pharmacology, Interactions, and Contraindications

Mechanism Of Action

Flecainide acts on sodium channels on the neuronal cell membrane, limiting the spread of seizure activity and reducing seizure propagation. The antiarrhythmic actions are mediated through effects on sodium channels in Purkinje fibers. (source: Drug Bank)

Pharmacology

Flecainide has local anesthetic activity and belongs to the membrane stabilizing (Class 1) group of antiarrhythmic agents; it has electrophysiologic effects characteristic of the IC class of antiarrhythmics. (source: Drug Bank)

Food Interactions

Take without regard to meals. (source: Drug Bank)

Absorption, Distribution, Metabolism, Elimination & Toxicity

Biotransformation

Hepatic. Flecainide does not undergo any consequential presystemic biotransformation. The two major urinary metabolites are meta-O-dealkylated flecainide (active, but about one-fifth as potent) and the meta-O-dealkylated lactam of flecainide (non-active metabolite). (source: Drug Bank)

Protein Binding

40% (source: Drug Bank)

Absorption

Nearly complete following oral administration. (source: Drug Bank)

Toxicity

Oral LD50 is 50-498 mg/kg in rat. Symptoms of overdose include nausea and vomiting, convulsions, hypotension, bradycardia, syncope, extreme widening of the QRS complex, widening of the QT interval, widening of the PR interval, ventricular tachycardia, AV nodal block, asystole, bundle branch block, cardiac failure, and cardiac arrest. (source: Drug Bank)

Isomeric SMILES Code:

c1cc(c(cc1OCC(F)(F)F)C(=O)NCC2CCCCN2)OCC(F)(F)F (source: Drug Bank)

The following genes are in curated knowledge about this drug.

  Gene Relationship Evidence
Phenotype data available Genotype Data Available Literature annotations available Has annotations
CYP2D6
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Publications

A list of non-curated publications that mention this drug along with other genes is available.

Drug Targets

Gene Description
SCN5A Uncurated Annotation (source: Drug Bank)

PharmGKB Curated Pathways

A list of non-curated publications that mention this drug along with other drugs is available.

Drug Interactions

Drug Description
amiodarone Uncurated Annotation Amiodarone increases the effect and toxicity of flecainide (source: Drug Bank)
cimetidine Uncurated Annotation Cimetidine increases serum levels of flecainide (source: Drug Bank)
cisapride Uncurated Annotation Increased risk of cardiotoxicity and arrhythmias (source: Drug Bank)
duloxetine Uncurated Annotation Possible increase in the levels of this agent when used with duloxetine (source: Drug Bank)
mesoridazine Uncurated Annotation Increased risk of cardiotoxicity and arrhythmias (source: Drug Bank)
quinupristin Uncurated Annotation This combination presents an increased risk of toxicity (source: Drug Bank)
ritonavir Uncurated Annotation Ritonavir increases the toxicity of the anti-arrhythmic (source: Drug Bank)
terfenadine Uncurated Annotation Increased risk of cardiotoxicity and arrhythmias (source: Drug Bank)
thioridazine Uncurated Annotation Increased risk of cardiotoxicity and arrhythmias (source: Drug Bank)

Curated Information

The following diseases are in curated knowledge about this drug.

  Disease Relationship Evidence
Phenotype data available Genotype Data Available Literature annotations available Not annotated
Atrial Fibrillation
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Publications
No phenotype data No genotype data Literature annotations available Not annotated
Tachycardia, Ventricular
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Publications

Non-Curated Information

A list of non-curated publications that mention this drug along with other diseases is available.

LinkOuts

Web Resource:
Wikipedia
DrugBank:
DB01195
KEGG Compound ID:
C07001
PubChem Compound ID:
3356
PubChem Substance ID:
181803
IUPHAR Ligand ID:
2560

Common Searches

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Non-Curated Publications

A list of non-curated publications that mention this drug is available.

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