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Sci. Pharm. 2009, 77(3), 539-554; doi:10.3797/scipharm.0905-06

Antiarrhythmic Activities of Some Newly Synthesized Tricyclic and Tetracyclic Thienopyridine Derivatives

1
Applied Organic Chemistry Department, National Research Centre, Dokki, Cairo, Egypt
2
Research Units, Hi-Care Pharmaceutical Co., Cairo, Egypt
*
Author to whom correspondence should be addressed.
Received: 11 May 2009 / Accepted: 4 August 2009 / Published: 5 August 2009
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Abstract

3,5-Bis(4-chlorobenzylidene)-1-ethylpiperidin-4-one (1b) was condensed with malononitrile or cyanothioacetamide to yield pyranopyridine 2 and thiopyridopyridine 3b, respectively. Treatment of compound 3b with methyl iodide or ethyl chloroacetate in the presence of a base catalyst gave the corresponding compounds 4 and 5. Compound 3b was reacted with 2-chloro-N-arylacetamide derivatives to yield compounds 7a,b, which were reacted with benzoyl chloride or sodium nitrite to give the corresponding tetracyclic compounds 8a,b and 9a,b, respectively. Compound 2 was treated with acetic anhydride or formic acid to yield the corresponding N-acetylpyranopyridine 10 and pyranopyrimidine 11. Treatment of compound 2 with triethyl ortho-formate gave compound 12, which was cyclized with hydrazine hydrate to give N-aminopyrimidine 13. Some of the synthesized compounds showed high antiarrhythmic activities comparable with Procaine amide and Lidocaine as positive controls.
Keywords: Pyridinethione; Thienopyridine; Thienopyrimidine; Thienotriazine; Pyranopyrimidine; Antiarrhythmic agents Pyridinethione; Thienopyridine; Thienopyrimidine; Thienotriazine; Pyranopyrimidine; Antiarrhythmic agents
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

ABDEL-HAFEZ, N.A.; Ashraf; MOHAMED, M.; AMR, A.E.-G.; ABDALLA, M.M. Antiarrhythmic Activities of Some Newly Synthesized Tricyclic and Tetracyclic Thienopyridine Derivatives. Sci. Pharm. 2009, 77, 539-554.

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