Synthesis of Pyrimidine Incorporated Piperazine Derivatives and their Antimicrobial Activity

K S Thriveni; B Padmashali; M B Siddesh; C Sandeep

Synthesis of Pyrimidine Incorporated Piperazine Derivatives and their Antimicrobial Activity

Indian J Pharm Sci. 2014 Jul;76(4):332-8.

Authors

K S Thriveni¹, B Padmashali¹, M B Siddesh¹, C Sandeep¹

Affiliation

¹ Department of Chemistry, Sahyadri Science College (Autonomous), Shimoga-577 203, India.

PMID: 25284931
PMCID: PMC4171870

Abstract

Thiophene substituted chalcones (1a-e) were cyclised with thiourea in presence of potassium hydroxide to get 4-substituted-6-(thiophen-2-yl)pyrimidine-2-thiols (2a-e) which were then stirred with methyl iodide to obtain 4-substituted-2-(methylsulfanyl)-6-(thiophen-2-yl)pyrimidines (3a-e). Compounds (3a-e) were refluxed with different N-methylpiperazine and N-phenylpiperazine to afford 4-substituted-2-(4-methylpiperazin-1-yl)-6-(thiophen-2-yl)pyrimidines (4a-e) and 4-substituted-2-(4-phenylpiperazin-1-yl)-6-(thiophen-2-yl)pyrimidines (5a-e). The structures of all the newly synthesised compounds 4b, 4d, 5a and 5b showed good antibacterial activity at 40μg/mlconcentration. Compounds 4a, 4d, 4e, 5c and 5e showed significant antifungal activity at 40 μg/ml concentration compared with standard drugs.

Keywords: 2-Acetylthiophene; antibacterial; antifungal; piperazine; pyrimidine; thiourea.