Synthesis and antimycobacterial evaluation of N-substituted 5-chloropyrazine-2-carboxamides
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00179906%3A_____%2F13%3A10145627" target="_blank" >RIV/00179906:_____/13:10145627 - isvavai.cz</a>
Alternative codes found
RIV/00216208:11160/13:10145627
Result on the web
<a href="http://www.sciencedirect.com/science/article/pii/S0960894X13004903" target="_blank" >http://www.sciencedirect.com/science/article/pii/S0960894X13004903</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1016/j.bmcl.2013.04.021" target="_blank" >10.1016/j.bmcl.2013.04.021</a>
Alternative languages
Result language
angličtina
Original language name
Synthesis and antimycobacterial evaluation of N-substituted 5-chloropyrazine-2-carboxamides
Original language description
To develop new potential antimycobacterial drugs, a series of pyrazinamide derivatives was designed, synthesized and tested for their ability to inhibit the growth of selected mycobacterial strains (Mycobacterium tuberculosis H37Rv, Mycobacterium kansasii and two strains of Mycobacterium avium). This Letter is focused on binuclear pyrazinamide analogues containing the -CONH-CH2-bridge, namely on N-benzyl-5-chloropyrazine-2-carboxamides with various substituents on the phenyl ring and their comparison with some analogously substituted 5-chloro-N-phenylpyrazine-2-carboxamides. Compounds from the N-benzyl series exerted lower antimycobacterial activity against M. tuberculosis H37Rv then corresponding anilides, however comparable with pyrazinamide (12.5-25mu g/mL). Remarkably, 5-chloro-N-(4-methylbenzyl)pyrazine-2-carboxamide (8, MIC = 3.13 mu g/mL) and 5-chloro-N-(2-chloro-benzyl)pyrazine-2-carboxamide (1, MIC = 6.25 mu g/mL) were active against M. kansasii, which is naturally unsuscepti
Czech name
—
Czech description
—
Classification
Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
FR - Pharmacology and apothecary chemistry
OECD FORD branch
—
Result continuities
Project
Result was created during the realization of more than one project. More information in the Projects tab.
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Others
Publication year
2013
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Bioorganic and Medicinal Chemistry Letters
ISSN
0960-894X
e-ISSN
—
Volume of the periodical
23
Issue of the periodical within the volume
12
Country of publishing house
BR - BRAZIL
Number of pages
3
Pages from-to
3589-3591
UT code for WoS article
000319268500023
EID of the result in the Scopus database
—