Synthesis and Antiarrhythmic Activity of New 1,3,4-Oxadiazole Derivatives Containing a 1,4-Benzodioxane Fragment

A. S. Avagyan; Авакян А. С.; S. O. Vartanyan; Вартанян С. О.; A. B. Sargsyan; Саргсян А. Б.; G. A. Panosyan; Паносян Г. А.; G. S. Mkrtchyan; Мкртчян Г. С.; A. E. Tumajyan; Тумаджян А. Е.; R. E. Muradyan; Мурадян Р. Е.; A. A. Aghekyan; Агекян A. A.

doi:10.31857/S0514749225010053

Synthesis and Antiarrhythmic Activity of New 1,3,4-Oxadiazole Derivatives Containing a 1,4-Benzodioxane Fragment

Authors: Avagyan A.S.¹, Vartanyan S.O.¹, Sargsyan A.B.¹, Panosyan G.A.¹, Mkrtchyan G.S.¹, Tumajyan A.E.¹, Muradyan R.E.¹, Aghekyan A.A.¹
Affiliations:
1. Scientific and Technological Center of Organic and Pharmaceutical Chemistry of the National Academy of Sciences of the Republic of Armenia
Issue: Vol 61, No 1 (2025)
Pages: 75-81
Section: ЭКСПЕРИМЕНТАЛЬНЫЕ СТАТЬИ
URL: https://journal-vniispk.ru/0514-7492/article/view/291859
DOI: https://doi.org/10.31857/S0514749225010053
EDN: https://elibrary.ru/AFPISO
ID: 291859

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Abstract

By reacting the previously synthesized 4-(1,4-benzodioxan-6-yl)tetrahydro-2H-pyran-4-carboxylic acid chloride with hydrazine hydrate a symmetrically substituted diacylhydrazine was synthesized, cyclized with phosphorus oxychloride to 2,5-bis-(4-(1,4-benzodioxan-6-yl)tetrahydro-2H-pyran-4-yl)-1,3,4-oxadiazole. For the synthesis of unsymmetrically 2,5-disubstituted 1,3,4-oxadiazoles, the condensation reaction of the above mantione acid chloride with various hydrazides was carried out, and the subsequent cyclization of the resulting diacyl-substituted hydrazines under action of phosphorus oxychloride. The antiarrhythmic properties of the synthesized compounds were studied.

Keywords

1,4-benzodioxane, 1,3,4-oxadiazole, phosphorus oxychloride, hydrazide, cyclization, antiarrhythmic properties

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