Derivatives of quinoline-4-carboxylic acid are known to possess anti-inflammatory and analgesic activity. However, structurally analogous amides and esters of quinoline-2-carboxylic acid are insufficiently studied. In the present work, esters and substituted amides of quinoline-2-carboxylic acid were prepared by reacting quinoline-2-carboxylic acid chloride with phenol or arylamine, respectively. The structures of the synthesized compounds were confirmed using spectroscopic data; the purities, TLC. The physicochemical properties of the target reaction products were determined. Animal experiments determined the anti-inflammatory and analgesic activities as compared with the standard drug diclofenac sodium. The developed method for synthesizing quinoline-2-carboxylic acid derivatives could be used in preparative organic chemistry to prepare potentially biologically active quinoline derivatives.