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37612-13-8

37612-13-8 Structure

37612-13-8 Structure
IdentificationBack Directory
[Name]

Encainide
[CAS]

37612-13-8
[Synonyms]

Encainide
Unii-sy3J0147nb
Encainide [inn:ban]
Encainide USP/EP/BP
4-Methoxy-N-(2-(2-(1-Methylpiperidin-2-yl)ethyl)phenyl)benzaMide
[Molecular Formula]

C22H28N2O2
[MOL File]

37612-13-8.mol
[Molecular Weight]

352.475
Raw materials And Preparation ProductsBack Directory
[Preparation Products]

BENZAMIDE, 4-METHOXY-N-[2-[2-(1-METHYL-2-PIPERIDINYL)ETHYL]PHENYL]-
Hazard InformationBack Directory
[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increased death rates in patients who had asymptomatic heart rhythm abnormalities after a recent heart attack and was withdrawn from the market.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.

Synthesis_37612-13-8

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