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A study of antituberculosis activities and crystal structures of (E)-2-[2-(arylidene)hydrazinyl]pyrimidine and (E)-N1-(arylidene)pyrimidine-2-carbohydrazide derivatives

A study of antituberculosis activities and crystal structures of... AbstractA study of the anti-tuberculosis activity against Mycobacterium tuberculosis ATTC 27294 and an X-ray structural determination of (E)-2-[2-(arylidene)hydrazinyl]pyrimidine, 1, and (E)-N1-(arylidene)pyrimidine-2-carbohydazide, 2, derivatives are presented. The effect of the substituents in the aryl moiety on the antituberculosis (anti-TB) activities of 1 and 2 is compared with that of other heteroaryl hydrazonyl and acylhydrazonyl derivatives. The biological activities of 1 do not depend on the coordinating ability of the substituted aryl group: in 2, the most effective aryl group is 5-nitrofuranyl. The structure determinations of (E)-2-((2-(pyrimidin-2-yl)hydrazono)methyl)-phenol, (E)-N′-(2,5-dihydroxybenzylidene)pyrimidine-2-carbohydrazide and of the hydrate of (E)-N′-(2-hydroxy-4-methylbenzylidene)pyrimidine-2-carbohydrazide, and a literature search of related structures in the CCDC data base, allowed an examination of the more important interactions, including the occurrence of X–Y⋯π interactions. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Zeitschrift für Naturforschung B de Gruyter

A study of antituberculosis activities and crystal structures of (E)-2-[2-(arylidene)hydrazinyl]pyrimidine and (E)-N1-(arylidene)pyrimidine-2-carbohydrazide derivatives

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References (59)

Publisher
de Gruyter
Copyright
© 2020 Walter de Gruyter GmbH, Berlin/Boston
ISSN
0932-0776
eISSN
1865-7117
DOI
10.1515/znb-2020-0108
Publisher site
See Article on Publisher Site

Abstract

AbstractA study of the anti-tuberculosis activity against Mycobacterium tuberculosis ATTC 27294 and an X-ray structural determination of (E)-2-[2-(arylidene)hydrazinyl]pyrimidine, 1, and (E)-N1-(arylidene)pyrimidine-2-carbohydazide, 2, derivatives are presented. The effect of the substituents in the aryl moiety on the antituberculosis (anti-TB) activities of 1 and 2 is compared with that of other heteroaryl hydrazonyl and acylhydrazonyl derivatives. The biological activities of 1 do not depend on the coordinating ability of the substituted aryl group: in 2, the most effective aryl group is 5-nitrofuranyl. The structure determinations of (E)-2-((2-(pyrimidin-2-yl)hydrazono)methyl)-phenol, (E)-N′-(2,5-dihydroxybenzylidene)pyrimidine-2-carbohydrazide and of the hydrate of (E)-N′-(2-hydroxy-4-methylbenzylidene)pyrimidine-2-carbohydrazide, and a literature search of related structures in the CCDC data base, allowed an examination of the more important interactions, including the occurrence of X–Y⋯π interactions.

Journal

Zeitschrift für Naturforschung Bde Gruyter

Published: Dec 16, 2020

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