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Abstract <p>Schiff bases prepared by the reaction of 1-cyclopentyl-1-(3,4-dimethoxyphenyl)methanamine with various benzaldehydes were reduced with sodium borohydride to obtain the corresponding secondary amines. Under the Eschweiler–Clarke reaction conditions, the latter undergo cyclization, yielding substituted <i>N</i>-benzyl-4-spirocyclopentane-6,7-dimethoxytetrahydroisoquinolines. Secondary amines derived from 1-cyclopentyl-1-phenylmethanamine failed to cyclize under the Eschweiler–Clark reaction conditions and transform into <i>N</i>-methyl derivatives. The products containing hydroxyl substituents were isolated as hydrobromides. The synthesized compounds were screened for antioxidant and cardiotonic activities.</p>

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Synthesis and Antioxidant and Cardiotonic Activities of New Derivatives of N-Benzyl-4-spirocyclopentane-6,7-disubstituted-1,2,3,4-tetrahydroisoquinolines

  • 期刊论文

  • 发表日期：

    2026年1月1日

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  • A. A. Aghekyan,
  • R. E. Margaryan,
  • S. A. Harutyunyan,
  • N. A. Pahutyan,
  • M. S. Grigoryan,
  • G. G. Mkryan

摘要

Abstract

Schiff bases prepared by the reaction of 1-cyclopentyl-1-(3,4-dimethoxyphenyl)methanamine with various benzaldehydes were reduced with sodium borohydride to obtain the corresponding secondary amines. Under the Eschweiler–Clarke reaction conditions, the latter undergo cyclization, yielding substituted N-benzyl-4-spirocyclopentane-6,7-dimethoxytetrahydroisoquinolines. Secondary amines derived from 1-cyclopentyl-1-phenylmethanamine failed to cyclize under the Eschweiler–Clark reaction conditions and transform into N-methyl derivatives. The products containing hydroxyl substituents were isolated as hydrobromides. The synthesized compounds were screened for antioxidant and cardiotonic activities.