Imidazo[4,5‐b]pyridine derivatives of potential tuberculostatic activity, II: Synthesis and bioactivity of designed and some other 2‐cyanomethylimidazo[4,5‐b]pyridine derivatives
Identifieur interne : 002052 ( Main/Curation ); précédent : 002051; suivant : 002053Imidazo[4,5‐b]pyridine derivatives of potential tuberculostatic activity, II: Synthesis and bioactivity of designed and some other 2‐cyanomethylimidazo[4,5‐b]pyridine derivatives
Auteurs : Ludwik Bukowski [Pologne] ; Roman Kaliszan [Pologne]Source :
- Archiv der Pharmazie [ 0365-6233 ] ; 1991-09.
English descriptors
- Teeft :
- Active congeners, Antibacterial activity, Bacterial strain, Bioactivity, Bioactivity data, Bukowski, Derivative, Etheric solution, Medical academy, Mycobacterium, Mycobacterium tuberculosis, Pyridine derivatives, Qsar, Qsar analysis, Qsar equation, Recrystallized, Room temp, Small portions, Weinheim.
Abstract
Based on the analysis of Quantitative Structure ‐ Activity Relationships (QSAR) three representatives of imidazo[4,5‐b]pyridine derivatives of predicted high antibacterial activity against Mycobacterium tuberculosis were synthetized and tested bacteriologically. Excellent agreement of the predicted and experimentally observed bioactivity was noted. Additional new derivatives of 4‐methyl‐4H‐2‐cyanomethylimidazo[4,5‐b]pyridine (7) and 2‐(α‐methylcyanomethyl)imidazo[4,5‐b]pyridine (22) were also synthesized and some of them were tested for tuberculostatic activity. The compounds synthesized according to a standard “trial and error” approach appeared generally inactive.
Imidazo[4,5‐b]pyridin‐Derivate mit potentiell tuberkulostatischer Wirkung, 2. Mitt: Synthese und Bioaktivität einiger 2‐Cyanomethylimidazo[4,5‐b]pyridin‐Derivate Auf Grund der Analyse von Quantitativen Struktur‐Wirkung‐Beziehungen (QSAR), die in der 1. Mitt, beschrieben wurden, wurden drei Imidazo[4,5‐b] pyridin‐Derivate mit der vorhergesehenen hohen antibakteriellen Aktivität gegen Mycobacterium tuberculosis entworten, synthetisiert und bakteriologisch geprüft. Ausgezeichnete übereinstimmung wurde zwischen der vorhergesehenen und experimentellen Bioaktivität festgestellt. Nachträglich wurden auch neue Derivate von 4‐Methyl‐4H‐2‐Cyanomethylimidazo[4,5‐b] pyridin 7 und 2‐(α‐Methylcyanomethyl)imidazo[4,5‐b]pyridin 22 synthetisiert und manche von ihnen wurden auf tuberkulostatische Wirkung geprüft. Die Verbindungen, die nach der “Versuch und Fehler” Methode synthetisiert wurden, stellten sich als inaktiv heraus.
Url:
DOI: 10.1002/ardp.2503240903
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ISTEX:70A4BDC63479704B77637986CD8F48EDE2334E68Le document en format XML
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<front><div type="abstract" xml:lang="en">Based on the analysis of Quantitative Structure ‐ Activity Relationships (QSAR) three representatives of imidazo[4,5‐b]pyridine derivatives of predicted high antibacterial activity against Mycobacterium tuberculosis were synthetized and tested bacteriologically. Excellent agreement of the predicted and experimentally observed bioactivity was noted. Additional new derivatives of 4‐methyl‐4H‐2‐cyanomethylimidazo[4,5‐b]pyridine (7) and 2‐(α‐methylcyanomethyl)imidazo[4,5‐b]pyridine (22) were also synthesized and some of them were tested for tuberculostatic activity. The compounds synthesized according to a standard “trial and error” approach appeared generally inactive.</div>
<div type="abstract" xml:lang="de">Imidazo[4,5‐b]pyridin‐Derivate mit potentiell tuberkulostatischer Wirkung, 2. Mitt: Synthese und Bioaktivität einiger 2‐Cyanomethylimidazo[4,5‐b]pyridin‐Derivate Auf Grund der Analyse von Quantitativen Struktur‐Wirkung‐Beziehungen (QSAR), die in der 1. Mitt, beschrieben wurden, wurden drei Imidazo[4,5‐b] pyridin‐Derivate mit der vorhergesehenen hohen antibakteriellen Aktivität gegen Mycobacterium tuberculosis entworten, synthetisiert und bakteriologisch geprüft. Ausgezeichnete übereinstimmung wurde zwischen der vorhergesehenen und experimentellen Bioaktivität festgestellt. Nachträglich wurden auch neue Derivate von 4‐Methyl‐4H‐2‐Cyanomethylimidazo[4,5‐b] pyridin 7 und 2‐(α‐Methylcyanomethyl)imidazo[4,5‐b]pyridin 22 synthetisiert und manche von ihnen wurden auf tuberkulostatische Wirkung geprüft. Die Verbindungen, die nach der “Versuch und Fehler” Methode synthetisiert wurden, stellten sich als inaktiv heraus.</div>
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