SYNTHESIS OF HOXY-N-(2-[3-(METHYLAMINO)HEPTYL]PHENYL)BENZAMIDE, AN ANTIARRHYTHMIC COMPOUND RELATED TO ENCAINIDE

Authors
THOMPSON MD TORABI HS
Citation
Md. Thompson et Hs. Torabi, SYNTHESIS OF HOXY-N-(2-[3-(METHYLAMINO)HEPTYL]PHENYL)BENZAMIDE, AN ANTIARRHYTHMIC COMPOUND RELATED TO ENCAINIDE, Synthesis, (9), 1994, pp. 965-968
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthesis → ACNP
ISSN journal
00397881
Issue
9
Year of publication
1994
Pages
965 - 968
Database
ISI
SICI code
0039-7881(1994):9<965:SOHAA>2.0.ZU;2-H
Abstract
A ring-opened side product 3, formed during the reduction of a pyridin ium precursor to the antiarrhythmic drug, encainide (2), was isolated. The structure of 3 was cofirmed by an independent synthesis from o-io donitrobenzene and 1-hepten-3-ol. The key step was a palladium(II) cat alyzed coupling to introduce the 3-oxoheptyl side chain onto the aroma tic ring. Synthetic 3 exhibited significant antiarrhythmic activity.