174095-91-1Relevant academic research and scientific papers
Utilization of self-sorting processes to generate dynamic combinatorial libraries with new network topologies
Saur, Isabelle,Scopelliti, Rosario,Severin, Kay
, p. 1058 - 1066 (2006)
The synthesis of water-soluble, organometallic macrocycles is described. They were obtained by self-assembly in reactions of the half-sandwich complexes [{Ru(C6H5Me)Cl2}2], [{Ru(p-cymene)Cl2}2/s
Directed aminomethylation of 3-hydroxy-2(1H)-pyridinones and 3-hydroxy-4(1H)-pyridinones: Synthesis of iso-deferiprone
Patel, Manojbhai K.,Raymond, Fox,Taylor, Paul D.
, p. 1835 - 1840 (1996)
The site of aminomethylation of N-unsubstituted 3-hydroxy-2-(1H)-pyridinones and 3-hydroxy-4(1H)-pyridinones, under Mannich reaction conditions, is directed by the hydroxyl group when this is unprotected and by the keto group when the hydroxyl is protecte
Prediction of 3-hydroxypyridin-4-one (HPO) log K1 values for Fe(iii)
Chen, Yu-Lin,Barlow, Dave J.,Kong, Xiao-Le,Ma, Yong-Min,Hider, Robert C.
, p. 10784 - 10791 (2013/01/14)
As a means to aid in the design of 3-hydroxypyridin-4-ones (HPOs) intended for use as therapeutic Fe3+ chelating agents, a novel methodology has been developed using quantum mechanical (QM) calculations for predicting the iron binding affinities of the compounds (more specifically, their log K 1 values). The reported/measured HPO log K1 values were verified through their correlation with the corresponding sum of the compounds' ligating group pKa values. Using a training set of eleven HPOs with known log K1 values, reliable predictions are shown to be obtained with QM calculations using the B3LYP/6-31+G(d)/CPCM model chemistry (with Bondi radii, and water as solvent). With this methodology, the observed log K 1 values for the training set compounds are closely matched by the predicted values, with the correlation between the observed and predicted values giving r2 = 0.9. Predictions subsequently made by this method for a test set of 42 HPOs of known log K1 values gave predicted values accurate to within ±0.32 log units. In order to further investigate the predictive power of the method, four novel HPOs were synthesised and their log K1 values were determined experimentally. Comparison of these predicted log K1 values against the measured values gave absolute deviations of 0.22 (13.87 vs. 14.09), 0.02 (14.31 vs. 14.29), 0.12 (14.62 vs. 14.50), and 0.13 (15.04 vs. 15.17). The prediction methodology reported here is the first to be provided for predicting the absolute log K1 values of iron-chelating agents in the absence of pKa values.
Synthesis, antimicrobial evaluation and QSAR study of some 3-hydroxypyridine-4-one and 3-hydroxypyran-4-one derivatives
Fassihi, Afshin,Abedi, Daryoush,Saghaie, Lotfollah,Sabet, Razieh,Fazeli, Hossein,Bostaki, Ghasem,Deilami, Omid,Sadinpour, Hekmatollah
experimental part, p. 2145 - 2157 (2009/09/30)
A series of Mannich bases of 2-alkyl-3-hydroxy-pyridine-4-ones, namely 2-alkyl-3-hydroxy-5-N-piperidylmethyl or N,N-dialkylaminomethyl pyridine-4-ones 9, 10 and 15-18, two derivatives of N-aryl-2-methyl-3-hydroxy-pyridine-4-ones 19, 20 and two N-alkyl derivatives of maltol, 21 and 22 were prepared. They were screened for their antibacterial and antifungal activities against a variety of microorganisms using micro plate Alamar Blue assay (MABA) method. Multiple linear regressions (MLR) analysis was performed for the synthesized compounds as well as a series of pyridinone and pyranone derivatives 23-43 which have been synthesized and evaluated for antimicrobial activity by other researchers previously. Studied compounds showed a better quantitative structure-activity relationship (QSAR) model for the antimicrobial activity against Candida albicans and Staphylococcus aureus in comparison with other tested microorganisms.
