189131-43-9Relevant articles and documents
Four N-benzyl-substituted 2-ethyl-3-hydroxypyridin-4-ones
Burgess, John,Fawcett, John,Russell, David R.,Waltham, Emma
, p. 2011 - 2015 (2007/10/03)
The molecular structures of 1-benzyl-2-ethyl-3-hydroxypyridin-4-one hydrate [(1), C14H15NO2.H2O], 2-ethyl-3-hydroxy-1-(4-methylbenzyl)pyridin-4-one [(2), C15H17-NO2], 2-ethyl-1-(4-fluorobenzyl)-3-hydroxypyridin-4-one [(3), C14H14FNO2] and 2-ethyl-3-hydroxy-1-(4-trifluoromethylbenzyl)pyridin-4-one hemihydrate [(4), C15H14-F3NO2.0.5H2O] have been determined. The compounds all exhibit mutually hydrogen-bonded dimeric pairs. In the case of (1) and (2), the molecules of the dimer are symmetry related, while in (3) and (4), two independent molecules of the asymmetric unit are linked. For the hydrates (1) and (4), the dimeric pairs are linked by further hydrogen bonds through the water molecules.
Synthesis and in vitro trypanocidal activity of some novel iron chelating agents
Singh, Pramod K.,Jones, Mark M.,Lane, Joshua E.,Nesset, Anna,Zimmerman, Lisa J.,Ribeiro-Rodrigues, Rodrigo,Richter, Ashley,Stenger, Michael R.,Carter, Clint E.
, p. 311 - 315 (2007/10/03)
This report describes the syntheses and in vitro trypanocidal activity of a number of iron(III) chelators against epimastigotes of Trypanosoma cruzi. The compounds examined included a number of lipophilic N-alkyl derivatives of 2-ethyl- and 2-methyl-3-hydroxypyrid-4-ones, N,N'-bis(o-hydroxybenzyl)-(±)-trans-1,2-diaminocyclohexane, cyclotetrachromotropylene and four commercially available carboxy derivatives of pyridine, pyrazine, and pyarazole. Benznidazole, the drug clinically used in the treatment of Chagas' disease in humans, served as standard. All compounds were screened in vitro against Trypanosoma cruzi epimastigotes at 50 and 100 μg/ml for 72 h of exposure. At 100 μg/ml dosage, at least 4 compounds exhibited high epimastigote growth inhibition (65-69%) comparable to benznidazole (72%), whereas 9 compounds showed moderate to fair activity (53-64%) in the in vitro assay. At the lower concentration (50 μg/ml), the inhibitory activity of the best of these compounds was reduced significantly (39-48%) compared to the standard drug (59%). The activity of all the carboxylic acids remained in the lower range (4-25%). It is hypothesized that the enhanced activity of some of the compounds is due to their increased lipophilicity which enables them to successfully pass through the cellular membrane of Trypanosoma cruzi epimastigotes. The trypanocidal activities of the most effective compounds were significantly reduced when tested in the presence of added ferric ion.
