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.
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Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 51, No. 5, pp. 25 – 28, May, 2017.
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Boyarshinov, V.D., Mikhalev, A.I., Yushkova, T.A. et al. Synthesis and Biological Activity of Quinoline-2-Carboxylic Acid Aryl Esters and Amides. Pharm Chem J 51, 351–354 (2017). https://doi.org/10.1007/s11094-017-1613-4
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DOI: https://doi.org/10.1007/s11094-017-1613-4