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<p>Ritter reactions between dialkylbenzylcarbinols and HCN, (1-naphthyl)acetonitrile, or diphenylacetonitrile yielded the corresponding 6,7-(R<sup>1</sup>O)<sub>2</sub>-3,3-(R<sup>2</sup>)<sub>2</sub>-3,4-dihydroisoquinolines, 1-(1-naphthylmethyl)-6,7-(R<sup>1</sup>O)<sub>2</sub>-3,3-(R<sup>2</sup>)<sub>2</sub>-3,4-dihydroisoquinolines, and 1-benzhydryl-6,7-(R<sup>1</sup>O)<sub>2</sub>-3,3- (R<sup>2</sup>)<sub>2</sub>-3,4-dihydroisoquinolines (R<sup>1</sup> = OMe, OEt; R<sup>2</sup> = Me, Et), a total of eight compounds. The hydrochlorides of the obtained compounds were tested for four types of activity. The LD<sub>50</sub> values of the tested substances (mice, intravenous) ranged from 30.0 to 70.8 mg/kg. Three substances exhibited antiarrhythmic activity with antiarrhythmic indices of 1.8 to 2.1. Three of the eight substances reliably demonstrated weak anticoagulant activity (14.3 to 23.2 %) in terms of hemostasis. All substances exceeded pyrantel in terms of anthelmintic activity (worm death time was 12.0 to 55.6 min compared to 215 min for pyrantel). In terms of insecticidal (larvicidal) effect, the maximum larval death time reached 13.6 min (17 min for diazinon).</p>

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Synthesis and Antiarrhythmic, Anticoagulant, Anthelmintic, and Larvicidal Activities of 6,7-Dialkoxy-3,3-Dialkyl-3,4-Dihydroisoquinoline Hydrochlorides and Their 1-(1-Naphthylmethyl)-and 1-Benzhydryl-Substituted Derivatives

  • 期刊论文

  • 发表日期：

    2026年1月1日

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

摘要

Ritter reactions between dialkylbenzylcarbinols and HCN, (1-naphthyl)acetonitrile, or diphenylacetonitrile yielded the corresponding 6,7-(R1O)2-3,3-(R2)2-3,4-dihydroisoquinolines, 1-(1-naphthylmethyl)-6,7-(R1O)2-3,3-(R2)2-3,4-dihydroisoquinolines, and 1-benzhydryl-6,7-(R1O)2-3,3- (R2)2-3,4-dihydroisoquinolines (R1 = OMe, OEt; R2 = Me, Et), a total of eight compounds. The hydrochlorides of the obtained compounds were tested for four types of activity. The LD50 values of the tested substances (mice, intravenous) ranged from 30.0 to 70.8 mg/kg. Three substances exhibited antiarrhythmic activity with antiarrhythmic indices of 1.8 to 2.1. Three of the eight substances reliably demonstrated weak anticoagulant activity (14.3 to 23.2 %) in terms of hemostasis. All substances exceeded pyrantel in terms of anthelmintic activity (worm death time was 12.0 to 55.6 min compared to 215 min for pyrantel). In terms of insecticidal (larvicidal) effect, the maximum larval death time reached 13.6 min (17 min for diazinon).