80473-34-3Relevant academic research and scientific papers
Synthesis and cardiac electrophysiological activity of 2- and 3-[(substituted phenyl)alkyl]quinuclidines. Structure-activity relationships
Morgan Jr.,Lis,Marisca,Argentieri,Sullivan,Wong
, p. 2259 - 2269 (2007/10/02)
The syntheses and cardiac electrophysiological effects of 21 2- and 3-substituted quinuclidines and some quaternary ammonium derivatives are described. The 2-substituted quinuclidines 2-8 were prepared by alkylation of 2-methylene-3-quinuclidinone. The Wittig reaction with 3-quinuclidinone afforded the 3-substituted derivative 9, which was subsequently converted to 10 and 11. The electrophysiological profiles of the compounds were determined in canine cardiac Purkinje fibers and ventricular muscle strips. The 3-[(substituted phenyl)alkyl]quinuclidines selectively increased action potential duration (Vaughan Williams class III activity). In the 2-substituted series some of the compounds both increased action potential duration and decreased conduction velocity (class I activity). For some of the 2-substituted quinuclidines, appropriate substitution of the phenyl ring was shown to be a requirement for significant class III electrophysiological activity. Selected compounds were efficacious in a programmed electrical stimulation model in the anesthetized dog.
Reactions of 2-methylene-3-oxoquinuclidine with carbonyl compounds
Bondarenko,Mikhlina,Filipenko,Turchin,Sheinker,Yakhontov
, p. 1042 - 1046 (2007/10/02)
The reaction of 2-methylene3-oxoquinuclidine with ketones, β-diketones, keto esters, and cyano esters was studied. Products of mono- and diaddition of the unsaturated ketone are formed in the presence of catalytic or equimolar amounts of sodium ethoxide,
