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Flecainide

Flecainide

Class ic antiarrhythmic agent used to prevent and treat tachyarrhythmias

OverviewStructured DataIssuesContributors

Contents

Is a
Chemical substance
Chemical substance

Chemical Substance attributes

ChEMBL ID
CHEMBL652
CAS Registry Number
54143-55-4
Canonical SMILES
C1CCNC(C1)CNC(=O)C2=C(C=CC(=C2)OCC(F)(F)F)OCC(F)(F)F
DSSTox ID
DTXSID8023054
UNII
K94FTS1806
WHO International Nonproprietary Name
flecainide

Other attributes

Industry
Pharmaceutical industry
Pharmaceutical industry
Wikidata ID
Q421381

Flecainide (acetate) is a Class IC anti-arrhythmic that is used in certain situations to prevent serious heart rhythm disorders. Flecainide is structurally related to lidocaine and procainamide. It is chemically distinguished from these agents by the presence of trifluoroethoxy- substituents in the aromatic portion of the molecule and a piperidine ring in the amide side chain instead of the diethylaminoethyl group of the procainamide side chain.

Flecainide acetate is available in tablets of 50, 100, or 150 mg for oral administration.

Flecainide acetate is benzamide, N-(2-piperidinylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)-, monoacetate. The structural formula is given below.

Chemical structure

Flecainide (acetate) is indicated for:

1.Supraventricular arrhythmias:

a) due to pre-excitation syndromes, e.g. Wolff-Parkinson-White and Lown-Ganong-Levine

syndromes

b) due to dual AV nodal pathways in patients with debilitating symptoms

c) paroxysmal atrial fibrillation/flutter (PAF) associated with disabling symptoms

Although Flecainide (acetate) may be effective in supraventricular arrhythmias in patients with structural

heart disease, its use has been associated with life-threatening and occasionally fatal ventricular

arrhythmias. In these patients, particularly in the presence of impaired left ventricular function,

Flecainide (acetate) should be used with extreme caution, preferably after other antiarrhythmic drugs have

been tried or considered inappropriate

Use of Flecainide (acetate) in chronic atrial fibrillation has not been adequately studied and is not

recommended.

2. Life threatening ventricular arrhythmias not controlled by other drugs.

Intravenous Flecainide (acetate) is indicated when rapid control or short-term prophylaxis of the above

arrhythmias is the main clinical requirement. All use of the injection should be in hospitals only.

Flecainide (acetate) tablets are used for continuous maintenance of normal rhythm following initial oral or

intravenous therapy or conversion by other means.

Timeline

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Further Resources

Title
Author
Link
Type
Date

2020 ESC Guidelines for the diagnosis and management of atrial fibrillation developed in collaboration with the European Association for Cardio-Thoracic Surgery (EACTS): The Task Force for the diagnosis and management of atrial fibrillation of the European Society of Cardiology (ESC) Developed with the special contribution of the European Heart Rhythm Association (EHRA) of the ESC

Hindricks, Gerhard, Potpara, Tatjana, Dagres, Nikolaos, Arbelo, Elena, Bax, Jeroen J, Blomström-Lundqvist, Carina, Boriani, Giuseppe, Castella, Manuel, Dan, Gheorghe-Andrei, Dilaveris, Polychronis E, Fauchier, Laurent, Filippatos, Gerasimos, Kalman, Jonathan M, La Meir, Mark, Lane, Deirdre A, Lebeau, Jean-Pierre, Lettino, Maddalena, Lip, Gregory Y H, Pinto, Fausto J, Thomas, G Neil, Valgimigli, Marco, Van Gelder, Isabelle C, Van Putte, Bart P, Watkins, Caroline L, ,

https://academic.oup.com/eurheartj/article/42/5/373/5899003?login=false

Web

August 29, 2020

Atrial Fibrillation Treatment & Management: Approach Considerations, Risk-Management Decisions, Management of New-Onset AF

Lawrence Rosenthal, MD, PhD, FACC, FHRS

https://emedicine.medscape.com/article/151066-treatment

Web

October 17, 2021

Tambocor (flecainide) dosing, indications, interactions, adverse effects, and more

https://reference.medscape.com/drug/tambocor-flecainide-342300

Web

September 30, 2021

References

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