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

Autores: 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
Afiliações:
1. Scientific and Technological Center of Organic and Pharmaceutical Chemistry of the National Academy of Sciences of the Republic of Armenia
Edição: Volume 61, Nº 1 (2025)
Páginas: 75-81
Seção: ЭКСПЕРИМЕНТАЛЬНЫЕ СТАТЬИ
URL: https://aspvestnik.ru/0514-7492/article/view/682058
DOI: https://doi.org/10.31857/S0514749225010053
EDN: https://elibrary.ru/AFPISO
ID: 682058

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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.

Palavras-chave

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

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Siwach A., Verma P.K., BMC Chem., 2020, 14, 70. doi: 10.1186/s13065-020-00721-2
Vaidya A., Pathak D., Shah K., Chem. Biol. Drug. Des., 2021, 97, 572–591. doi: 10.1111/cbdd.13795
Vaghani H., Patel Sh., Patel S. Int. J. Pharm. Sci. Res., 2021, 13, 5292–5299. doi: 10.13040/IJPSR.0975-8232.12(10).5292-99
The use of stems in the selection of International Nonproprietary Names (INN) for pharmaceutical substances WHO, Stem Book 2018, p.139–140. https://cdn.who.int PDF
Авакян А.С., Вартанян С.О., Саргсян А.Б., Маркарян Э.А. ЖОрХ., 2014, 50, 445–449. [Avakyan A.S., Vartanyan S.O., Sargsyan A.B., Markaryan E.A. Russ. J. Org. Chem., 2014, 50, 434–438.] doi: 10.1134/S1070428014030233
Авакян А.С., Вартанян С.О., Саргсян А.Б., Агекян A.A., Паносян Г.А., Пароникян Р.В., Степанян Г.М., Мурадян Р.Е. ЖОрХ, 2020, 56, 373–378. [Avakyan A.S., Vardanyan S.O., Sargsyan A.B., Aghekyan A.A., Panosyan H.A., Paronikyan R.V., Stepanyan H.M., Muradyan R.E. Russ. J. Org. Chem. 2020, 56, 385–389]. doi: 10.1134/S1070428020030033
Айрапетян Г.К., Акопян М.Г., Арустамян Ж.С., Маркарян Э.А. ХГС, 1993, 5, 677–680.
Руководство по проведению доклинических иссле-дований лекарственных средств, Ред. А.Н. Миронов, Часть первая, М.: Гриф и К, 2012, 387.

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Volume 61, Nº 1 (2025)

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

Texto integral

Resumo

Palavras-chave

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Sobre autores

A. Avagyan

S. Vartanyan

A. Sargsyan

G. Panosyan

G. Mkrtchyan

A. Tumajyan

R. Muradyan

A. Aghekyan

Bibliografia

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