Synthetic utility of sydnones to couple pharmacologically important heterocycles for antitubercular activity

Abstract

In the present investigation we have utilized the 3-arylsydnones 1a–c to couple two biodynamic moieties in amide derivatives 7–10. The 3-arylsydnones were brominated to 4-bromo-3-arylsydnones 2a–c which further were reacted with benzotriazole/benzothiazolin-2-thione/morpholine/diphenylamine to the corresponding final compounds. The structures of the amide derivatives were confirmed by the spectral (IR, 1H NMR and Mass) and analytical data. Further, these were subjected to the antitubercular activity against Mycobacterium tuberculae (H37Rv). The morpholine 7a–c and benzotriazole 8a–c derivatives have exhibited good inhibition.

Keywords

• Sydnone
• Synthon
• Morpholine
• Benzotriazole
• Benzothiazoilin-2-thione
• Anti-tubercular activity