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Acta Pharmaceutica

The Journal of Croatian Pharmaceutical Society

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Volume 61, Issue 2


Synthesis and antimicrobial evaluation of some 6-aryl-5-cyano-2-thiouracil derivatives

Mosaad Mohamed / Samir Awad / Naglaa Ahmed
Published Online: 2011-06-17 | DOI: https://doi.org/10.2478/v10007-011-0019-1

Synthesis and antimicrobial evaluation of some 6-aryl-5-cyano-2-thiouracil derivatives

A series of 6-aryl-5-cyano-2-thiouracil derivatives (1a-d) was synthesized by the reaction of ethyl cyanoacetate with thiourea and aldehydes. These products were used as intermediate compounds for the synthesis of a number of thiouracil derivatives (2a-d to 10a-d). All compounds were screened for antibacterial and antifungal activities. Some of the prepared compounds, 6-(4-fluorophenyl)-4-oxo-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide (2a), 4-oxo-2-thioxo-6-(3,4,5-trimethoxyphenyl)-1,2,3,4-tetrahydropyrimidine-5-carboxamide (2d), 6-(4-fluorophenyl)-4-hydrazino-2-thioxo-1,2-dihydropyrimidine-5-cabonitrile (7a) and 4-hydrazino-2-thioxo-6-(3,4,5-trimethoxyphenyl)-1,2-dihydropyrimidine-5-carbonitrile (7d) revealed promising antimicrobial activity.

Sinteza i antimikrobno vrednovanje nekoliko 6-aril-5-cijano-2-tiouracil derivata

Polazeći iz etil-cijanoacetata, tiouree i odgovarajućeg aldehida sintetizirana je serija 6-aril-5-cijano-2-tiouracil derivata (1a-d), koji su potom upotrijebljeni za dobivanje tiouracil derivata (2a-d do 10a-d). Svim spojevima ispitano je antibakterijsko i antimikotsko djelovanje. Neki od sintetiziranih spojeva, 6-(4-fluorofenil)-4-okso-2-tiokso-1,2,3,4-tetrahidropirimidin-5-karboksamid (2a), 4-okso-2-tiokso-6-(3,4,5-trimetoksifenil)-1,2,3,4-tetrahidropirimidin-5-karboksamid (2d), 6-(4-fluorofenil)-4-hidrazino-2-tiokso-1,2-dihidropirimidin-5-kabonitril (7a) i 4-hidrazino-2-tiokso-6-(3,4,5-trimetoksifenil)-1,2-dihidropirimidin-5-karbonitril (7d) imaju značajno antimikrobno djelovanje.

Keywords: 6-aryl-5-cyano-2-thiouracil; antibacterial activity; antifungal activity

Keywords: 6-aril-5-cijano-2-tiouracil; antibakterijsko djelovanje; antimikotsko djelovanje

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About the article

Published Online: 2011-06-17

Published in Print: 2011-06-01

Citation Information: Acta Pharmaceutica, Volume 61, Issue 2, Pages 171–185, ISSN (Online) 1846-9558, ISSN (Print) 1330-0075, DOI: https://doi.org/10.2478/v10007-011-0019-1.

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