N-Substituted 2-Isonicotinoylhydrazinecarboxamides - New Antimycobacterial Active Molecules

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11160%2F14%3A10281771" target="_blank" >RIV/00216208:11160/14:10281771 - isvavai.cz</a>

Result on the web

<a href="http://www.mdpi.com/1420-3049/19/4/3851/htm" target="_blank" >http://www.mdpi.com/1420-3049/19/4/3851/htm</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.3390/molecules19043851" target="_blank" >10.3390/molecules19043851</a>

Result language

angličtina

Original language name

N-Substituted 2-Isonicotinoylhydrazinecarboxamides - New Antimycobacterial Active Molecules

Original language description

This report presents a new modification of the isoniazid (INH) structure linked with different anilines via a carbonyl group obtained by two synthetic procedures and with N-substituted 5-(pyridine-4-yl)-1,3,4-oxadiazole-2-amines prepared by their cyclisation. All synthesised derivatives were characterised by IR, NMR, MS and elemental analyses and were evaluated in vitro for their antimycobacterial activity against Mycobacterium tuberculosis H(37)Rv, Mycobacterium avium 330/88, Mycobacterium kansasii 235/80 and one clinical isolated strain of M. kansasii 6509/96. 2-Isonicotinoyl-N-(4-octylphenyl)hydrazinecarboxamide displayed an in vitro efficacy comparable to that of INH for M. tuberculosis with minimum inhibitory concentrations (MICs) of 1-2 mu M. Among the halogenated derivatives, the best anti-tuberculosis activity was found for 2-isonicotinoyl-N-(2,4,6-trichlorophenyl)hydrazinecarboxamide (MIC = 4 mu M). In silico modelling on the enoyl-acyl carrier protein reductase InhA confirmed

Czech name

—

Czech description

—

Type

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

CEP classification

FR - Pharmacology and apothecary chemistry

OECD FORD branch

—

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)<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year

2014

Confidentiality

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

Name of the periodical

Molecules

ISSN

1420-3049

e-ISSN

—

Volume of the periodical

19

Issue of the periodical within the volume

4

Country of publishing house

CH - SWITZERLAND

Number of pages

18

Pages from-to

3851-3868

UT code for WoS article

000336087800001

EID of the result in the Scopus database

—