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Sci. Pharm.
Volume 77
Issue 3
10.3797/scipharm.0905-06
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Scientia Pharmaceutica is published by MDPI from Volume 84 Issue 3 (2016). Previous articles were published by another publisher in Open Access under a CC-BY (or CC-BY-NC-ND) licence, and they are hosted by MDPI on mdpi.com as a courtesy and upon agreement with Austrian Pharmaceutical Society (Österreichische Pharmazeutische Gesellschaft, ÖPhG).
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Article

Antiarrhythmic Activities of Some Newly Synthesized Tricyclic and Tetracyclic Thienopyridine Derivatives

by
Naglaa A. ABDEL-HAFEZ
1,*,
Ashraf
1,
M. MOHAMED
1,
Abd El-Galil E. AMR
1 and
Mohamed M. ABDALLA
2
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.
Sci. Pharm. 2009, 77(3), 539-554; https://doi.org/10.3797/scipharm.0905-06
Submission received: 11 May 2009 / Accepted: 4 August 2009 / Published: 5 August 2009
Versions Notes

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

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MDPI and ACS Style

ABDEL-HAFEZ, N.A.; Ashraf; MOHAMED, M.; AMR, A.E.-G.E.; ABDALLA, M.M. Antiarrhythmic Activities of Some Newly Synthesized Tricyclic and Tetracyclic Thienopyridine Derivatives. Sci. Pharm. 2009, 77, 539-554. https://doi.org/10.3797/scipharm.0905-06

AMA Style

ABDEL-HAFEZ NA, Ashraf, MOHAMED M, AMR AE-GE, ABDALLA MM. Antiarrhythmic Activities of Some Newly Synthesized Tricyclic and Tetracyclic Thienopyridine Derivatives. Scientia Pharmaceutica. 2009; 77(3):539-554. https://doi.org/10.3797/scipharm.0905-06

Chicago/Turabian Style

ABDEL-HAFEZ, Naglaa A., Ashraf, M. MOHAMED, Abd El-Galil E. AMR, and Mohamed M. ABDALLA. 2009. "Antiarrhythmic Activities of Some Newly Synthesized Tricyclic and Tetracyclic Thienopyridine Derivatives" Scientia Pharmaceutica 77, no. 3: 539-554. https://doi.org/10.3797/scipharm.0905-06

APA Style

ABDEL-HAFEZ, N. A., Ashraf, MOHAMED, M., AMR, A. E.-G. E., & ABDALLA, M. M. (2009). Antiarrhythmic Activities of Some Newly Synthesized Tricyclic and Tetracyclic Thienopyridine Derivatives. Scientia Pharmaceutica, 77(3), 539-554. https://doi.org/10.3797/scipharm.0905-06

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