Synthesis of new 4-isopropylthiazole hydrazide analogs and some derived clubbed triazole, oxadiazole ring systems – A novel class of potential antibacterial, antifungal and antitubercular agents

In the present study a series of 4-isopropylthiazole-2-carbohydrazide analogs, derived clubbed oxadiazole–thiazole and triazole–thiazole derivatives have been synthesized and characterized by IR, 1H NMR, 13C NMR, elemental and mass spectral analyses. The synthesized compounds were evaluated for their preliminary in vitro antibacterial, antifungal and antitubercular activity against Mycobacterium tuberculosis H37Rv strain by broth dilution assay method.The synthesized compounds 7a, 7b, 7d and 4 showed an antitubercular efficacy considerably greater than that of the parent 4-isopropyl-1,3-thiazole-2-carbohydrazide 1, suggesting that the substituted 4-isopropylthiazole-2-carbohydrazide moiety plays an important role in enhancing the antitubercular properties of this class of compounds. Compounds 2c, 3, 4, 6d, 7a and 7b exhibited good or moderate antibacterial and antifungal activity. Compounds 4 and 7b showed appreciable cytotoxicity at a concentration of 250 μM.

Graphical abstractThe present work describes synthesis of 4-isopropylthiazole-2-carbohydrazide analogs, some derived clubbed oxadiazole–thiazole, triazole–thiazole derivatives and evaluation of their preliminary in vitro antibacterial, antifungal and antitubercular activity.Figure optionsDownload full-size imageDownload as PowerPoint slide