Synthesis and Antituberculotic Activity of 5-Alkyl-6-chloro-2-pyrazinecarboxamides and Corresponding Thioamides

Autor:	Antonín Lyčka, Jana Krinková, Jiří Hartl, Martin Doležal, Želmíra Odlerová
Rok vydání:	1996
Předmět:	chemistry.chemical_classification Partial hydrolysis medicine.drug_class General Chemistry Alkylation Antimycobacterial Medicinal chemistry Homolysis chemistry Reagent medicine Proton NMR Alkanoic acid Alkyl
Zdroj:	Collection of Czechoslovak Chemical Communications. 61:1109-1114
ISSN:	1212-6950 0010-0765
DOI:	10.1135/cccc19961109
Popis:	Homolytic alkylation of 6-chloro-2-pyrazinecarbonitrile by alkanoic acid and subsequent partial hydrolysis afforded 5-alkyl-6-chloro-2-pyrazinecarboxamides 1a-1e. Reaction of amides 1a-1e by Lawesson's reagent afforded corresponding thioamides 2a-2e. The structure of compounds was confirmed by elemental analysis, IR and 1H NMR spectra. The assessment of in vitro antimycobacterial activity of the compounds was carried out. The highest antituberculotic activity against Mycobacterium tuberculosis and other mycobacterial strains in this series was shown by 5-(1,1-dimethylethyl)-6-chloro-2-pyrazinecarbothioamide (2e).
Databáze:	OpenAIRE
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