Synthesis and QSAR studies on 5-[2-(2-methylprop1-enyl)-1H benzimidazol-1yl]-4,6-diphenyl-pyrimidin-2-(5H)-thione derivatives as antibacterial agents

A new series of 5-[2-(2-methylprop1-enyl)-1H benzimidazol-1yl]-4,6-diphenyl-pyrimidin-2-(5H)-thione derivatives [3a–q] has been synthesized and subjected to evaluate their antibacterial properties. All the synthesized compounds of the series displayed, remarkable activity in comparison to standard drug (ampicillin). A number of descriptors were tested to adjudge a quantitative correlation between activity and structural features. However, significant correlations have emerged between activity and physicochemical parameters viz. polarizability parameter (MR). Moreover, results are interpreted on the basis of multiple regression and cross-validation methodology.

Graphical abstractA new series of 5-[2-(2-methylprop-1-enyl)-1H-benzimidazol-1yl]-4,6-diphenyl-pyrimidin-2-(5H)-thione derivatives [3a–q] have been synthesized by the insertion–cyclization of dimethylvinylidene carbene into azo moiety of synthesized 4,6-diphenyl-5-[(2-phenyldiazenyl)pyrimidin-2(5H)-thione] derivatives [2a–q] under phase transfer catalysis conditions and subjected to evaluate their antibacterial activity through QSAR studies. Significant correlations have emerged between activity and polarizability parameter i.e. MR.Figure optionsDownload full-size imageDownload as PowerPoint slide