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Articles

Vol. 2 No. 4 (2011): October-December 2011

Topliss Modified Approach for Design and Synthesis of 1,3 Thiazines as Antimicrobials

DOI
https://doi.org/10.37285/ijddd.2.4.4
Submitted
December 9, 2024
Published
2024-12-09

Abstract

In the series of 6-[4-substitutedphenyl]-4-phenyl-6H-1,3-thiazine-2-amines and N-[6-(4-substitutedphenyl)-
4-phenyl-6H-1,3-thiazine-yl]acetamides, substituents at fourth position of the phenyl ring were selected according to the Topliss modified approach and synthesized initial set of compounds. The antimicrobial screening revealed that compounds with methoxy substituent having negative sigma (-0.04) and negative pi (-0.27) values are good antimicrobials showing low minimum inhibitory concentration (MIC). Based on the observation hydroxyl group with more negative sigma (-0.61) and pi (-0.37) values was selected to synthesize second set compounds and were found better antimicrobials than the initial set of compounds. The study revealed that electron donating polar substituents at fourth position of the phenyl ring are required to improve antimicrobial potential in the series of 6-[4-substitutedphenyl]-4-phenyl-6H-1,3-thiazine-2-amines and N-[6-(4-substitutedphenyl)-4-phenyl-6H-1,3-thiazine-yl]acetamides.

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