Collect. Czech. Chem. Commun.
1996, 61, 1102-1108
https://doi.org/10.1135/cccc19961102
Synthesis and Antituberculotic Properties of Some Substituted Pyrazinecarbothioamides
Martin Doležala, Jiří Hartla, Antonín Lyčkab, Vladimír Buchtac and Želmíra Odlerovád
a Department of Medicinal Chemistry and Drug Control, Charles University, 500 05 Hradec Králové, Czech Republic
b Research Institute of Organic Syntheses, 532 18 Pardubice-Rybitví, Czech Republic
c Department of Biological and Medical Sciences, Charles University, 500 05 Hradec Králové, Czech Republic
d Institute of Preventive and Clinic Medicine, 833 01 Bratislava, Slovak Republic
Abstract
A series of N-substituted 3-amino-5-thiocarbamoyl-2-pyrazinecarboxamides was prepared. The structure of compounds was confirmed by elemental analysis, IR and 1H NMR spectra. The results of in vitro antifugal and antimycobacterial susceptibility testing shown no activity against pathogenic fungi and some effect on mycobacteria. The highest antituberculotic activity (MIC within 25-50 mg ml-1) against Mycobacterium tuberculosis and other mycobacterial strains in this series was shown by 3-(3-hydroxyphenylamino)-5-thiocarbamoyl-2-pyrazinecarboxamide. The antituberculotic activity of these compounds is mostly influenced by the presence of the thioamide moiety.
Keywords: Substituted aminopyrazinecarbothioamides; Structure–activity relationships; Antituberculotic activity; Antifungal activity.
