Synthesis and preliminary antimicrobial activity evaluation of some new 4-aminoantipyrine derivatives
نویسندگان
1 Department of Pharmaceutical Chemistry, College of Pharmacy, University of Baghdad, Baghdad, Iraq
2 Department of Pharmaceutical Chemistry, College of Pharmacy, University of Baghdad, Baghdad, Iraq
3 Department of Pharmacology and Toxicology, College of Pharmacy, University of Baghdad, Baghdad, Iraq
4 Department of Pharmaceutical Chemistry, College of Pharmacy, University of Baghdad, Baghdad, Iraq
5 Department of Pharmaceutical Chemistry, College of Pharmacy, University of Baghdad, Baghdad, Iraq.
6 Department of Pharmaceutical Chemistry, College of Pharmacy, University of Baghdad, Baghdad, Iraq
doi
10.22034/crl.2025.513623.1567چکیده
A new series of S- and O- alkylated derivatives of 4-aminoantipyrine ( IIIa, IIIb, IVa-IVc) have been synthesized from 2-chloro-N-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl) acetamide (II) by using deferent thiols and phenols. The target compounds had acceptable docking scores and interaction with the gyrase B enzyme and had acceptable ADME properties. The effectiveness of the newly synthesized derivatives as antimicrobial agents was evaluated in vitro against two G-positive and two G-negative bacteria, and fungi. All compounds had a high level of activity against tested microbes. Compound (IVb) showed the highest activitiy against Bacillus subtilis and staphylococcus aureus compared to other compounds while compound (IVc) was more effective against Escherichia Coli, pseudomonas aeruginosa, and Candida albicans than other compounds. The final compounds were confirmed by TLC, ATR-FTIR and 1HNMR.
