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[Description]
Encainide is a membrane-active class I c
agent with complex metabolism and clinical
pharmacology , . To date, its effectiveness
has been proved against ventricular arrhythmias. |
[Uses]
Cardiac depressant (anti-arrhythmic. |
[Definition]
ChEBI: Encainide is 4-Methoxy-N-phenylbenzamide in which the hydrogen at the 2 position of the phenyl group is substituted by a 2-(1-methylpiperidin-2-yl)ethyl group. A class Ic antiarrhythmic, the hydrochloride was used for the treatment of severe or life-threatening ventricular arrhythmias, but it was associated with increased death rates in patients who had asymptomatic heart rhythm abnormalities after a recent heart attack and was withdrawn from the market. It has a role as an anti-arrhythmia drug and a sodium channel blocker. It is a member of piperidines and a member of benzamides. |
[Brand name]
Enkaid
(Bristol Labs). |
[World Health Organization (WHO)]
The membrane-stabilizing antiarrhythmic agent encainide was
introduced into medicine in the mid-1980's. The decision to delete the indications
for patients with asymptomatic and less severe symptomatic ventricular
arrhythmias was taken on the basis of the results of a trial (CAST study) that
showed a two-fold increase in deaths in post-myocardiac patients taking encainide
compared with the placebo group. (See also WHO comment for flecainide). |
[Side effects]
Side effects include central nervous system
activity. |
[Synthesis]
Encainide, 4-methoxy-N-[2-[2-(1-methyl-2-piperidinyl)ethyl]phenyl]-benzamide
(18.1.15), is synthesized by acylating 2-(1-methyl-2-piperidylethyl)aniline with 4-
methoxybenzoic acid chloride. The chemical structure of encainide is substantially
different than other local anesthetics and antiarrhythmics.
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