Research Article | Volume: 8, Issue: 7, July, 2018

Design, One-pot Synthesis and Biological Evaluation of Imidazo[2,1-b] [1,3,4] Thiadiazole Derivatives for their Anti- Tubercular and Anti-Fungal Activity

Manjoor Ahamad Syed Yiragam Reddy Padmanabha Reddy K. B. Chandrasekhar   

Open Access   

Published:  Jul 30, 2018

DOI: 10.7324/JAPS.2018.8704

In the present designed work, we have synthesized imidazo[2,1-b][1,3,4]thiadiazole derivatives (6a1-a6 to 6d1-d6) by reaction of compound 3 with appropriate α-haloaryl ketones produce substituted imidazo thiadiazole derivatives (4a-d). In the next step, these compounds (4a–d) undergoes the Vilsmeier reaction to introduce formyl group on the substituted arylimidazo[2,1-b][1,3,4]thiadiazole derivatives to form carbaldehyde derivatives (5a–d) and finally in the last step of the reaction for the synthesis of designed molecules, a one-pot synthetic procedure was used. For this, the one-pot reaction of 5a–d, thiosemicarbazide and substituted α-haloaryl ketones were reacted together in different reaction condition in ethanol solvent at an optimum temperature around 80°C produces a corresponding derivatives (6a1-a6 to 6d1-d6) with a better yield. The IR, 1H-NMR, and mass spectroscopy techniques were used to confirm the structure of final products and all synthesized molecules were tested for anti-TB and anti-fungal activity. The compounds 6a1, 6a2, 6a3, 6c1, 6c6 and 6d1 with MIC 1.6-6.25 μgm/ml displayed very good antitubercular and 6a1, 6a4, 6a5, and 6d1 displayed very good antifungal activity with MIC 5 μgm/ml due to electron withdrawing groups at 4th position to both phenyl rings which are attached to the thiazole of the imidazo thiadiazole and imidazo thiadiazole ring.

Keyword:     Anti-fungal Anti-tubercular Imidazo[21-b][134] thiadiazole-5-carbaldehyde One-pot synthesis Vilsmeier reaction.


Syed MA, Reddy YRP, Chandrasekhar KB. Design, One-pot Synthesis and Biological Evaluation of Imidazo[2,1-b] [1,3,4] Thiadiazole Derivatives for their Anti-Tubercular and AntiFungal Activity. J App Pharm Sci, 2018; 8(07): 021-027.

Copyright: © The Author(s). This is an open-access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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