Synthesis, antimycobacterial and antifungal evaluation of 3-arylaminopyrazine-2,5-dicarbonitriles.
This paper describes preparation and biological evaluation of pyrazinamide analogues. Pyrazinamide with its simple structure gives a good opportunity for further modification regarding an increase of its antimycobacterial activity. We prepared a series of compounds derived from pyrazine-2,5-dicarbonitrile with arylamino substitution in position 3. All compounds were assayed in vitro against major Mycobacterium and various Fungi species. The best activity was found in 3-{[3-(trifluoromethyl)phenyl]amino}pyrazine-2,5-dicarbonitrile 11 with the value of 6.25 micromol(-1) against M. tuberculosis H(37)Rv and moderate activity against minor Mycobacterium pathogens.
Palek
Lukás
L
Department of Medicinal Chemistry and Drug Control, Charles University Prague, Faculty of Pharmacy in Hradec Králové, Hradec Králové, Czech Republic.
Dvorák
Jaroslav
J
Svobodová
Michaela
M
Buchta
Vladimír
V
Jampílek
Josef
J
Dolezal
Martin
M
D020095:Absidia / Q000187:drug effects; D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D000995:Antitubercular Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001232:Aspergillus fumigatus / Q000187:drug effects; D002175:Candida / Q000187:drug effects; D002851:Chromatography, High Pressure Liquid; D008826:Microbial Sensitivity Tests; D009161:Mycobacterium / Q000187:drug effects; D009570:Nitriles / Q000138:chemical synthesis* / Q000494:pharmacology; D011718:Pyrazinamide / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000494:pharmacology; D011719:Pyrazines / Q000138:chemical synthesis* / Q000494:pharmacology; D013329:Structure-Activity Relationship; D014250:Trichosporon / Q000187:drug effects
C527675:3-((3-(trifluoromethyl)phenyl)amino)pyrazine-2,5-dicarbonitrile; D000935:Antifungal Agents; D000995:Antitubercular Agents; D009570:Nitriles; D011719:Pyrazines; D011718:Pyrazinamide