Synthesis and antimycobacterial evaluation of N-substituted 3-aminopyrazine-2,5-dicarbonitriles

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11160%2F12%3A10124184" target="_blank" >RIV/00216208:11160/12:10124184 - isvavai.cz</a>

Alternative codes found

RIV/62157124:16370/12:43871112

Result on the web

<a href="http://www.sciencedirect.com/science/article/pii/S0960894X11018117" target="_blank" >http://www.sciencedirect.com/science/article/pii/S0960894X11018117</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.bmcl.2011.12.129" target="_blank" >10.1016/j.bmcl.2011.12.129</a>

Result language

angličtina

Original language name

Synthesis and antimycobacterial evaluation of N-substituted 3-aminopyrazine-2,5-dicarbonitriles

Original language description

A series of 14 new compounds related to pyrazinamide were synthesized, characterized with analytical data and screened for in vitro antimycobacterial activity against Mycobacterium tuberculosis, Mycobacterium kansasii and two types of Mycobacterium avium. The series comprised of N-substituted 3-aminopyrazine- 2,5-dicarbonitriles derived from 3-chloropyrazine-2,5-dicarbonitrile by nucleophilic substitution of chlorine by various non-aromatic amines (alkylamines, cycloalkylamines and heterocyclic amines).Noteworthy antimycobacterial activity against M. tuberculosis was found among the alkylamino derivatives, for example, 3-(heptylamino) pyrazine-2,5-dicarbonitrile inhibited M. tuberculosis at MIC = 51 mu mol/L. 3-(Hexylamino) pyrazine-2,5-dicarbonitrileinhibited M. kansasii at MIC = 218 mu mol/L. Basic structure-activity relationships are discussed. A comparison between calculated and experimentally determined lipophilicity parameters within the series is included.

Czech name

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Czech description

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Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

FR - Pharmacology and apothecary chemistry

OECD FORD branch

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Project

<a href="/en/project/NS10367" target="_blank" >NS10367: Evaluation and development of new perspective antimycobacterial drugs and prodrugs active against multidrug resistant strains</a><br>

Continuities

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>Z - Vyzkumny zamer (s odkazem do CEZ)<br>S - Specificky vyzkum na vysokych skolach<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year

2012

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

Bioorganic and Medicinal Chemistry Letters

ISSN

0960-894X

e-ISSN

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Volume of the periodical

22

Issue of the periodical within the volume

4

Country of publishing house

GB - UNITED KINGDOM

Number of pages

4

Pages from-to

1598-1601

UT code for WoS article

000300404900022

EID of the result in the Scopus database

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