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Vol. 34 No. 3 (2022): Vol 34 Issue 3, 2022

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Synthesis, Characterization and Biological Activities of Pyrazole Based Heterocycles

https://doi.org/10.14233/ajchem.2022.23556
Nitin V. Kale
Department of Chemistry, New Arts, Commerce and Science College (Affiliated to Savitribai Phule Pune University, Pune), Ahmednagar-414001, India
Supriya P. Salve
Department of Chemistry, New Arts, Commerce and Science College (Affiliated to Savitribai Phule Pune University, Pune), Ahmednagar-414001, India
Bhaskar H. Zaware
Department of Chemistry, New Arts, Commerce and Science College (Affiliated to Savitribai Phule Pune University, Pune), Ahmednagar-414001, India
Bhausaheb K. Karale
Department of Chemistry, New Arts, Commerce and Science College (Affiliated to Savitribai Phule Pune University, Pune), Ahmednagar-414001, India
Anil E. Athare
Department of Chemistry, New Arts, Commerce and Science College (Affiliated to Savitribai Phule Pune University, Pune), Ahmednagar-414001, India
Sushama B. Dare
Department of Chemistry, New Arts, Commerce and Science College (Affiliated to Savitribai Phule Pune University, Pune), Ahmednagar-414001, India
Sushama J. Takate
Department of Chemistry, New Arts, Commerce and Science College (Affiliated to Savitribai Phule Pune University, Pune), Ahmednagar-414001, India

Corresponding Author(s) : Sushama J. Takate

sjtakate26@gmail.com

Asian Journal of Chemistry, Vol. 34 No. 3 (2022): Vol 34 Issue 3, 2022

Abstract

In this work, a unique pyrazolyl compounds comprising flourine and thiophene were synthesized. In brief, esters 3a-f were synthesized by reacting thiophene and pyrazolyl acid (1) with various 2-hydroxyacetophenones (2a-f). The 1,3-diketones 4a-f were formed by Baker-Venkataraman rearrangement of esters 3a-f. Compounds 4a-f were cyclized to form chromene derivatives 5a-f, which further converted into pyrazolyl derivatives 6a-f. The majority of the compounds in series 3a-f, 4a-f, 5a-f and 6a-f showed promising antibacterial activity against S. typhii, S. aureus, B. subtilis and E. coli. Compounds 4e and 4f exhibited considerable antifungal activity against A. niger, while the majority of the compounds had promising activity against T. viride. At 1 mg/mL concentration, some of the synthesized compounds shown potential α-amylase inhibitory action.

Keywords

Baker-Venkataraman rearrangement Baker-Venkataraman rearrangement Chromone Chromone Pyrazole Pyrazole Antimicrobial activity Antimicrobial activity
V. Kale, N., P. Salve, S., H. Zaware, B., K. Karale, B., E. Athare, A., B. Dare, S., & J. Takate, S. (2022). Synthesis, Characterization and Biological Activities of Pyrazole Based Heterocycles. Asian Journal of Chemistry, 34(3), 583–590. https://doi.org/10.14233/ajchem.2022.23556
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