Design, synthesis and SAR exploration of hybrid 4-chlorophenylthiazolyl-s-triazine as potential antimicrobial agents

Abstract

Two novel series of hybrid class 4-chlorophenylthiazole-s-triazine were synthesized via nucleophilic substitution of 2,4,6-trichloro-1,3,5-triazine with distinguished alkenyl/alkyl/aryl/hetero alkyl–aryl amino and mercapto nucleophiles under nitrogen atmosphere. We identified that the spectrums of antibacterial activity of all tested compounds reveal promising and significant inhibition of gram-positive and gram-negative micro-organisms and the most active compounds, 31d and 32d, were found to be non-toxic in preliminary cytotoxicity assay. We also report that the Molinspiration and Osiris Property Explorer calculations have found a new lead 32d, which binds preferentially to the nuclear receptor to exhibit antibacterial potency.

Keywords::

• s-Triazine
• synthesis
• MIC
• substituent effect
• Molinspiration
• Osiris

Acknowledgements

The authors acknowledged the valuable contributions made to their work by Lonza, Switzerland for arranging a gift sample of cyanuric chloride for the work included in this paper and critical reading and supports from Archana Uppal, SGRRITS, Dehradun for structuring the manuscript. The authors are also thankful to an anonymous reviewer for carefully reading the manuscript and for his critical comments and valuable suggestions.

Declaration of interest

The authors declared no conflict of interest.