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<p>Ritter cyclization of 2-methyl-3-(1-naphthyl)-propanol-2 with nitriles of general formula NCCH<sub>2</sub>CH<sub>2</sub>OR followed by HCl treatment synthesized 4-(2-alkoxyethyl)-2,2-dimethyl-1,2-dihydrobenzo[<i>f</i>]isoquinoline hydro-chlorides (R = Me, Et, <i>n</i>-Pr, <i>i</i>-Pr, <i>n</i>-Bu, <i>i</i>-Bu, <i>n</i>-Am, <i>i</i>-Am, <i>n</i>-Oct, Ph, Bn, cyclopentyl, cyclohexyl, and 3-menthyl). The obtained hydrochlorides were tested for antiarrhythmic activity (CaCl<sub>2</sub> model) with 6 of 13 compounds showing antiarrhythmic activity. The antiarrhythmic index ranged from 1.5 to 1.9. All 13 sub-stances turned out to be anticoagulants according to the effect on blood clotting. The most active substance reduced blood clotting by 62.9%. Six out of twelve substances were superior to pyrantel in terms of anthelmintic activity. Larvicidal (insecticidal) activity was found in six substances. Two substances exceed imidacloprid in terms of their activity level.</p>

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Synthesis and Antiarrhythmic, Anticoagulant, Anthelmintic, and Larvicidal Activities of 4-(2-Alkoxyethyl)-2,2-Dimethyl-1,2-Dihydrobenzo[F] Isoquinoline Hydrochlorides

  • 期刊论文

  • 发表日期：

    2025年11月1日

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  • N. N. Pershina,
  • A. G. Mikhailovskii,
  • I. P. Rudakova,
  • A. V. Starkova

摘要

Ritter cyclization of 2-methyl-3-(1-naphthyl)-propanol-2 with nitriles of general formula NCCH2CH2OR followed by HCl treatment synthesized 4-(2-alkoxyethyl)-2,2-dimethyl-1,2-dihydrobenzo[f]isoquinoline hydro-chlorides (R = Me, Et, n-Pr, i-Pr, n-Bu, i-Bu, n-Am, i-Am, n-Oct, Ph, Bn, cyclopentyl, cyclohexyl, and 3-menthyl). The obtained hydrochlorides were tested for antiarrhythmic activity (CaCl2 model) with 6 of 13 compounds showing antiarrhythmic activity. The antiarrhythmic index ranged from 1.5 to 1.9. All 13 sub-stances turned out to be anticoagulants according to the effect on blood clotting. The most active substance reduced blood clotting by 62.9%. Six out of twelve substances were superior to pyrantel in terms of anthelmintic activity. Larvicidal (insecticidal) activity was found in six substances. Two substances exceed imidacloprid in terms of their activity level.