Paper
Isoquinoline Derivatives. Synthesis and Antiarrhythmic Properties Of 1-Nitrophenyl-6,7-dimethoxy-4- spirocyclopentane-1,2,3,4-tetrahydroisoquinolines
Published Dec 1, 2000 · É. A. Markaryan, Zh. S. Arustamyan, S. Avetisyan
Pharmaceutical Chemistry Journal
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Abstract
Earlier we synthesized 4-spiro-substituted tetrahydroisoquinolines (THI) containing phenyl and benzyl groups with methoxyl substituents in the 1 position [1 – 3]; we studied their effect on the cardiovascular system. In this paper, we present data on synthesis and study of the antiarrhythmic properties of compounds III – Va – Vc and VII, VIIIa, VIIIb, containing nitrophenyl groups. As the starting reagent for the synthesis of the indicated compounds, we used 1-(3,4-dimethoxyphenyl)-1-aminomethylcyclopentane (I) [1]. By acylation of amine I with acid chlorides of o-, m-, p-nitrobenzoic acids (II) in the presence of pyridine, we obtained the corresponding amides IIIa – IIIc in 70 – 88% yield.
1-Nitrophenyl-6,7-dimethoxy-4-spirocyclopentane-1,2,3,4-tetrahydroisoquinolines show promising antiarrhythmic properties, with potential applications in the treatment of atrial fibrillation.
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