Flecainide

Flecainide

Clinical data
Trade names	Tambocor
AHFS/Drugs.com	Monograph
MedlinePlus	a608040
Pregnancy category	C
ATC code	C01BC04 (WHO)
Pharmacokinetic data
Bioavailability	95%
Protein binding	40%
Metabolism	CYP2D6 (limited)
Biological half-life	20 hours (range 12–27 hours)
Excretion	Renal
Identifiers
IUPAC name (RS)-N-(piperidin-2-ylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide
CAS Number	54143-55-4 Y
PubChem CID	3356
IUPHAR/BPS	2560
DrugBank	DB01195 Y
ChemSpider	3239 Y
UNII	K94FTS1806
KEGG	D07962 Y
ChEBI	CHEBI:75984 N
ChEMBL	CHEMBL652 Y
ECHA InfoCard	100.211.334
Chemical and physical data
Formula	C17H20F6N2O3
Molar mass	414.343 g/mol
3D model (Jmol)	Interactive image
Chirality	Racemic mixture
SMILES FC(F)(F)COc2cc(C(=O)NCC1NCCCC1)c(OCC(F)(F)F)cc2
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) Y Key:DJBNUMBKLMJRSA-UHFFFAOYSA-N Y
NY (what is this?)

Flecainide acetate (/flɛˈkeɪnaɪd/ flek-AY-nyde) is a class Ic antiarrhythmic agent used to prevent and treat tachyarrhythmias (abnormal fast rhythms of the heart). It is used to treat a variety of cardiac arrhythmias including paroxysmal atrial fibrillation (episodic irregular heartbeat originating in the upper chamber of the heart), paroxysmal supraventricular tachycardia (episodic rapid but regular heartbeat originating in the atrium), and ventricular tachycardia (rapid rhythms of the lower chambers of the heart). Flecainide works by regulating the flow of sodium in the heart, causing prolongation of the cardiac action potential.

Flecainide is sold under the trade name Tambocor (manufactured by 3M pharmaceuticals). Flecainide went off-patent on February 10, 2004. In addition to being marketed as Tambocor, it is also available in generic version and under the trade names Almarytm, Apocard, Ecrinal, and Flécaine.

Flecainide is used in the treatment of many types of supraventricular tachycardias, including AV nodal re-entrant tachycardia (AVNRT) and Wolff-Parkinson-White syndrome (WPW). This is because of the action of flecainide on the His-Purkinje system.