A series of N-alkyl-3-(alkylamino)pyrazine-2-carboxamides and their N-alkyl-3-chloropyrazine-2-carboxamide precursors were prepared. All compounds were characterized by analytical methods and tested for antimicrobial and antiviral activity. The antimycobacterial MIC values against Mycobacterium tuberculosis H37Rv of the most effective compounds, 3-(hexylamino)-, 3-(heptylamino)- and 3-(octylamino)-N-methyl-pyrazine-2-carboxamides 14‒16, was 25 μg/mL. The compounds inhibited photosystem 2 photosynthetic electron transport (PET) in spinach chloroplasts. This activity was strongly connected with the lipophilicity of the compounds. For effective PET inhibition longer alkyl chains in the 3-(alkylamino) substituent in the N-alkyl-3-(alkylamino)pyrazine-2-carboxamide molecule were more favourable than two shorter alkyl chains.

Department of Environmental Ecology Faculty of Natural Sciences Comenius University Mlynska Dolina CH 2 Bratislava 84215 Slovakia

Faculty of Pharmacy Charles University Prague Heyrovskeho 1203 Hradec Kralove 50005 Czech Republic

Institute of Chemistry Faculty of Natural Sciences Comenius University Mlynska Dolina CH 2 Bratislava 84215 Slovakia

Laboratory of Virology and Chemotherapy Rega Institute KU Leuven Minderbroedersstraat 10 Leuven B 3000 Belgium

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