Encainide

Title: Encainide
CAS Registry Number: 66778-36-7
CAS Name: 4-Methoxy-N-[2-[2-(1-methyl-2-piperidinyl)ethyl]phenyl]benzamide
Additional Names: (±)-2¢-[2-(1-methyl-2-piperidyl)ethyl]-p-anisanilide; 4-methoxy-2¢-[2-(1-methyl-2-piperidyl)ethyl]benzanilide
Molecular Formula: C22H28N2O2
Molecular Weight: 352.47
Percent Composition: C 74.97%, H 8.01%, N 7.95%, O 9.08%
Literature References: Anti-arrhythmic benzanilide derivative. Prepn: S. J. Dykstra, J. L. Minielli, DE 2210154 (1972 to Bristol-Myers), C.A. 78, 4138j (1973); eidem, US 3931195 (1976 to Mead Johnson); S. J. Dykstra et al., J. Med. Chem. 16, 1015 (1973). Anti-arrhythmic pharmacology in animals: J. E. Byrne et al., J. Pharmacol. Exp. Ther. 200, 147 (1977). Clinical pharmacology and efficacy in chronic ventricular arrhythmia: D. M. Roden et al., N. Engl. J. Med. 302, 877 (1980). Electrophysiology and effects on cardiac conduction: M. Sami et al., Am. J. Cardiol. 44, 526 (1979). Hemodynamic effects: M. Sami et al., ibid. 52, 507 (1983). Adverse effects: R. A. Winkle et al., Am. Heart J. 102, 857 (1981). Comparison with other Class I anti-arrhythmic agents: A. Pottage, Am. J. Cardiol. 52, 24C (1983). Series of articles on pharmacology, pharmacokinetics, metabolism, clinical safety and efficacy: ibid. 58(5), 1C-116C (1986). Review: L. B. Mitchell, R. A. Winkle in New Drugs Annual: Cardiovascular Drugs vol. 1, A. Scriabine, Ed. (Raven Press, New York, 1983) pp 93-107.
Derivative Type: Hydrochloride
CAS Registry Number: 66794-74-9
Manufacturers' Codes: MJ-9067
Trademarks: Enkaid (Mead Johnson)
Molecular Formula: C22H28N2O2.HCl
Molecular Weight: 388.93
Percent Composition: C 67.94%, H 7.52%, N 7.20%, O 8.23%, Cl 9.12%
Properties: Crystals, mp 131.5-132.5°. Freely sol in water; slightly sol in ethanol. Insol in heptane. LD50 in mice, dogs (mg/kg): 86, 43 orally; 16, 17 i.v. (Mitchell, Winkle).
Toxicity data: LD50 in mice, dogs (mg/kg): 86, 43 orally; 16, 17 i.v. (Mitchell, Winkle)
Therap-Cat: Antiarrhythmic (class IC).
Keywords: Antiarrhythmic.
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Encainide
Encainide.svg
Systematic (IUPAC) name
4-methoxy-N-[2-(1-methyl-2-piperidin-1-ylethyl)phenyl]benzamide
Clinical data
Trade names Enkaid
AHFS/Drugs.com Micromedex Detailed Consumer Information
MedlinePlus a605040
Legal status Withdrawn
Identifiers
CAS number 66778-36-7
ATC code C01BC08
PubChem CID 48041
DrugBank DB01228
ChemSpider 43697 YesY
UNII SY3J0147NB YesY
KEGG D07894 YesY
ChEBI CHEBI:4788 YesY
Chemical data
Formula C22H28N2O2 
Mol. mass 352.47 g/mol
 YesY (what is this?)  (verify)

Encainide (trade name Enkaid) is a class Ic antiarrhythmic agent. It is no longer used because of its frequent proarrhythmic side effects.[1]