Abstract <p>This study investigates the antimicrobial potential of 2-oxoquinoline derivatives containing 1-(pyrrolidin-3-yl)cyclopropanamine, highlighting their promise as potent pharmaceutical agents. 2-Oxoquinoline derivatives have attracted considerable interest due to their wide range of therapeutic applications, including anticancer, antibacterial, antiviral, antihypertensive, and antifungal activities. To explore their therapeutic potential, a robust synthetic method was developed to generate a series of <i>N</i>-(1-{1-[2-(6-fluoro-7-methoxy-2-oxoquinolin-1(2<i>H</i>)-yl)ethyl]pyrrolidin-3-yl}cyclopropyl)benzamide derivatives. The structures of the newly synthesized compounds were confirmed using advanced analytical techniques such as LC-MS, ¹H, ¹³C NMR, and elemental analysis. Further, all the synthesized compounds were assessed for their antimicrobial efficacy against various bacterial and fungal strains. The results revealed that certain compounds exhibited significant antibacterial activity, comparable to standard drugs such as chloramphenicol and ciprofloxacin. Additionally, some compounds showed promising antifungal activity, on par with fluconazole and miconazole, indicating their potential for clinical application. This research provides valuable insights into the therapeutic potential of 2-Oxoquinoline derivatives, paving the way for future investigations into their clinical implications for addressing microbial challenges.</p>