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substituted pyrazinecarboxamides synthesis and biological evaluation代替pyrazinecarboxamides合成和生物学评价.pdf

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substituted pyrazinecarboxamides synthesis and biological evaluation代替pyrazinecarboxamides合成和生物学评价

Molecules 2006, 11, 242-256 molecules ISSN 1420-3049 Full Paper Substituted Pyrazinecarboxamides: Synthesis and Biological Evaluation† Martin Dolezal 1,*, Lukas Palek 1, Jarmila Vinsova 1, Vladimir Buchta 1, Josef Jampilek 2 and 3 Katarina Kralova 1 Faculty of Pharmacy in Hradec Kralove, Charles University in Prague, Heyrovskeho 1203, 500 05 Hradec Kralove, Czech Republic 2 Zentiva, a.s. U Kabelovny 130, 102 37 Prague 10, Czech Republic 3 Institute of Chemistry, Faculty of Natural Sciences, Comenius University, Mlynska Dolina, 842 15 Bratislava, Slovak Republic † Preliminary results were presented at the Seventh Electronic Conference on Synthetic Organic Chemistry (ECSOC-7, /ecsoc-7), November 1-30, 2003 (paper C001). * Author to whom correspondence should be addressed; e-mail: martin.dolezal@faf.cuni.cz; Tel.: (+420) 49-5067272; Fax: (+420) 49-5512423. Received: 20 July 2005; in revised form: 19 March 2006 / Accepted: 20 March 2006 / Published: 29 March 2006 Abstract: Condensation of the corresponding chlorides of some substituted pyrazine-2- carboxylic acids (pyrazine-2-carboxylic acid, 6-chloropyrazine-2-carboxylic acid, 5-tert- butylpyrazine-2-carboxylic acid or 5-tert-butyl-6-chloropyrazine-2-carboxylic acid) with various ring-substituted aminothiazoles or anilines yielded a series of amides. The syntheses, analytical and spectroscopic data of thirty newly prepared compounds are presented. Structure-activity relationships between the chemical structures and the anti- mycobacterial, antifungal an