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Vol. 35 No. 8 (2023): Vol 35 Issue 8, 2023

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Synthesis of 4-Amino-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)one-[1,2,3]triazolebenzenesulphonamide Bioactive Hybrids as Novel Therapeutic Agents

https://doi.org/10.14233/ajchem.2023.27920
Krishna Kuna
Department of Chemistry, University College of Science, Osmania University, Saifabad, Hyderabad-500004, India
https://orcid.org/0000-0002-5015-4548
Ashok Kumar Baswa
Department of Chemistry, University College of Science, Osmania University, Saifabad, Hyderabad-500004, India

Corresponding Author(s) : Krishna Kuna

krishn.kuna@gmail.com

Asian Journal of Chemistry, Vol. 35 No. 8 (2023): Vol 35 Issue 8, 2023

Abstract

A novel 1H-pyrazol[1,2,3]triazole-benzenesulphonamide hybrids (7a-o) were synthesized with benzenesulfonamide and substituted aromatic azides/benzyl azides by Click reaction conditions using Cu(II) and aqueous sodium ascorbate as an inexpensive catalyst in the solvent ratio 1:1 H2O-tBu-OH around 12-14 h at room temperature with high yields (81-92%) under eco-friendly conditions. These newly designed hybrids were characterized by IR, 1H NMR and mass spectroscopic studies. These hybrids were also screened for in vitro antimicrobial activities and correlated with molecular docking studies. Among the derivatives, compound 7c was found to be a potent antibacterial and antifungal agents with minimum inhibition concentration (MIC) of in vitro values were compared with standard molecules. The docking studies of these derivatives revealed that compound 7c having greater binding affinity against the drug target haemoglobin receptor IsdB (3RTL) and it was confirmed by the in vitro screening.

Keywords

1,2,3-Triazole hybrids Click reaction Sodium ascorbate Biological activities
Kuna, K., & Baswa, A. K. (2023). Synthesis of 4-Amino-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)one-[1,2,3]triazolebenzenesulphonamide Bioactive Hybrids as Novel Therapeutic Agents. Asian Journal of Chemistry, 35(8), 1862–1868. https://doi.org/10.14233/ajchem.2023.27920
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