Flecainide

• CAT Number: R007398
• CAS Number: 54143-55-4
• Molecular Formula: C17H20F6N2O3
• Molecular Weight: 414.348
• Purity: ≥95%
• Synonyms: N-(2-Piperidinylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide; (±)-Flecainide; Flecaine
• Storage: -20°C
• IUPAC Name: N-(piperidin-2-ylmethyl)-2,5-bis(2,2,2-trifluoroethoxy)benzamide
• 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: C1CCNC(C1)CNC(=O)C2=C(C=CC(=C2)OCC(F)(F)F)OCC(F)(F)F

Flecainide acetate 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.

Reference

1:Efficacy of Flecainide in the Treatment of Catecholaminergic Polymorphic Ventricular Tachycardia: A Randomized Clinical Trial. Kannankeril PJ, Moore JP, Cerrone M, Priori SG, Kertesz NJ, Ro PS, Batra AS, Kaufman ES, Fairbrother DL, Saarel EV, Etheridge SP, Kanter RJ, Carboni MP, Dzurik MV, Fountain D, Chen H, Ely EW, Roden DM, Knollmann BC.JAMA Cardiol. 2017 May 10. doi: 10.1001/jamacardio.2017.1320. [Epub ahead of print] PMID: 28492868 2:Flecainide treats a novel KCNJ2 mutation associated with Andersen-Tawil syndrome. Van Ert HA, McCune EC, Orland KM, Maginot KR, Von Bergen NH, January CT, Eckhardt LL.HeartRhythm Case Rep. 2016 Dec 9;3(2):151-154. doi: 10.1016/j.hrcr.2016.11.009. eCollection 2017 Feb. No abstract available. PMID: 28491792 Free PMC Article3:Flecainide-induced incessant orthodromic atrioventricular reentrant tachycardia in Wolff-Parkinson-White syndrome: Uneven depression of accessory pathway conduction. Pellizzón OA, Márquez MF, González MD, Nannini S, Leiva R, Catalano A, Iturralde P.HeartRhythm Case Rep. 2016 Aug 17;2(6):506-510. doi: 10.1016/j.hrcr.2016.08.001. eCollection 2016 Nov. No abstract available. PMID: 28491747 Free PMC Article4:Magnetocardiographic evaluation of nonarrhythmogenic flecainide-induced electrocardiographic T-wave inversion. Brisinda D, Sorbo AR, La Brocca L, Fenici R.Anatol J Cardiol. 2017 Apr;17(4):337-339. doi: 10.14744/AnatolJCardiol.2017.7556. No abstract available. PMID: 28466829 Free Article5:Multiple targets for flecainide action: implications for cardiac arrhythmogenesis. Salvage SC, Chandrasekharan KH, Jeevaratnam K, Dulhunty AF, Thompson AJ, Jackson AP, Huang CL.Br J Pharmacol. 2017 Apr 3. doi: 10.1111/bph.13807. [Epub ahead of print] Review. PMID: 28369767 6:Long-term flecainide therapy in type 3 long QT syndrome. Chorin E, Taub R, Medina A, Flint N, Viskin S, Benhorin J.Europace. 2017 Feb 28. doi: 10.1093/europace/euw439. [Epub ahead of print] PMID: 28339995 7:When potion becomes poison! A case report of flecainide toxicity. Bajaj S, Tullu MS, Khan Z, Agrawal M.J Postgrad Med. 2017 Mar 3. doi: 10.4103/0022-3859.201422. [Epub ahead of print] PMID: 28272074 Free Article8:Confused and Too Long: Neurotoxicity and Cardiac Toxicity of Flecainide. Tsai TF, Garcia RT, Bui JQ, Thinda A, Amsterdam EA.Crit Pathw Cardiol. 2017 Mar;16(1):42-45. doi: 10.1097/HPC.0000000000000096. No abstract available. PMID: 28195943 9:Flecainide as first-line treatment for fetal supraventricular tachycardia. Ekiz A, Kaya B, Bornaun H, Acar DK, Avci ME, Bestel A, Yildirim G.J Matern Fetal Neonatal Med. 2017 Feb 14:1-6. doi: 10.1080/14767058.2017.1286317. [Epub ahead of print] PMID: 28114840 10:Antiarrhythmic drug therapy in patients with arrhythmogenic dysplasia/cardiomyopathy: Is there a role for flecainide? Calkins H.Heart Rhythm. 2017 Apr;14(4):570-571. doi: 10.1016/j.hrthm.2017.01.016. Epub 2017 Jan 12. No abstract available. PMID: 28089876