Design, synthesis and biological evaluation of substituted 2-amino-1,3-thiazine derivatives as antituberculosis and anti-cancer agents

A series of substituted 2-amino-1,3-thiazines were synthesized as amides (9a-9i), carbamates (9j-9m), sulfonamides (9n-9o) and urea derivatives (9p-9q) by treating the compound 7 with acid chlorides (8a-8i), chloroformates (8j-8m), sulfonyl chlorides (8n-8o) and isocyanates (8p-8q) respectively. The synthesized compounds (9a-9q) were screened for antituberculosis activity against Mycobacterium tuberculosis H37Rv ATCC 27294 and the results show that some of these derivatives possess good activity against Mycobacterium tuberculosis H37Rv ATCC 27294. A few also display promising cytotoxic activity against human breast cancer MCF-7 and human esophageal cancer EC-9706 cell lines. Regarding both biological profiles 9b, 9m and 9h are the most active for anti-cancer, anti-TB activity.