Synthesis and Antiarrhythmic, Hemostatic, Anthelmintic, and Larvicidal Activity of Acetamide Hydrochlorides

A series of (3,3-dialkyl-6,7-diethoxy-3,4-dihydroisoquinolin-1(2H)-ylidene)acetamide hydrochlorides were synthesized via Ritter cyclocondensation of 1,1-(R.sup.1).sub.2-2-(3,4-diethoxyphenyl)ethanols with N-R.sup.2-N-R.sup.3 cyanacetamides (R.sup.1 = Me, Et; NR.sup.2R.sup.3 = NH.sub.2, NHMe, pyrroli...

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Bibliographic Details
Published in:Pharmaceutical chemistry journal 2021-10, Vol.55 (7), p.638
Main Authors: Mikhailovskii, A. G, Likhtenshtein, E. S, Rudakova, I. P, Starkova, A. V, Pershina, N. N
Format: Article
Language:English
Subjects:
Amides
Anti-arrhythmia drugs
Calcium chloride
Resveratrol
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Summary:A series of (3,3-dialkyl-6,7-diethoxy-3,4-dihydroisoquinolin-1(2H)-ylidene)acetamide hydrochlorides were synthesized via Ritter cyclocondensation of 1,1-(R.sup.1).sub.2-2-(3,4-diethoxyphenyl)ethanols with N-R.sup.2-N-R.sup.3 cyanacetamides (R.sup.1 = Me, Et; NR.sup.2R.sup.3 = NH.sub.2, NHMe, pyrrolidine, piperidine, hexamethyleneimine, morpholine). The obtained hydrochlorides were tested for antiarrhythmic activity (calcium chloride model). Five of eleven compounds showed significant antiarrhythmic activity with a maximum antiarrhythmic index (AI) of 13.9. Ten of eleven compounds proved to be hemostatics with the most active compound increasing blood coagulation by 32.2%. Six compounds exceeded pyrantel in anthelmintic activity. Four compounds exhibited larvicidal (insecticidal) effects that reduced larvae lifespans to 16.8 - 25.0 min, which exceeded the effect of imidacloprid (43.5 min).
ISSN:0091-150X
DOI:10.1007/s11094-021-02472-3