SYNTHESIS AND BIOLOGICAL ACTIVITY OF 2-SUBSTITUTED-N-HETEROARYLACETAMIDES

Gabrielė Juraitytė1, Austėja Šakalytė2, Algirdas Šačkus1, Ingrida Šatkauskienė2, Vida Malinauskienė1

1 Kaunas University of Technology, Kaunas, Lithuania

2 Vytautas Magnus University, Kaunas, Lithuania

[email protected]

Artificial intelligence systems are progressively utilized to forecast the structure of prospective pharmaceutical active compounds, yet their effectiveness is still doubtful. The classical way of generating new potentially biologically active substances by merging various fragments that have previously demonstrated comparable activity continues to be significant. After initial evaluations of such compounds, additional adjustments can be done based on the outcomes of biological testing.

Different 2-arylacetamides [1] and pyridine compounds [2] have been identified to possess antibacterial properties. The amide bond serves as a crucial component in the structure of antibacterial active compounds. Recent studies have shown that N-heteroarylphenylacetamides were also reported as trypanosomacides [3].

The aim of this research was to synthesize new 2-aryl-N-(heteroaryl)acetamides and assess their biological activity.

To fulfill this objective, aminopyridine acylation different reaction conditions were experimentally tested. The chosen conditions for this acylation reaction were applied for the preparation a set of 2-(chlorophenyl)-N-(heteroaryl)acetamides. The structures of these synthesized products were verified using mass spectrometry, nuclear magnetic resonance, and infrared spectroscopy techniques.

Evaluation of 2-(chlorophenyl)-N-(pyridine)acetamides antibacterial properties was carried out against the E.Coli dh5ɑ bacterial line aiming to define possible direction of compound library expansion. Additionally primary antiprotozoal activity testing was carried out.


[1] Kumari, S. et al. J. Med. Chem. 2020, 63, p. 12290.

[2] Aatif, M. et al. Antibiotics. 2022, 11, p. 1750

[3] Rezende Júnior, C. O. et al. Eur. J. Med. Chem. 2023, 246, p. 114925.