13649-16-6Relevant academic research and scientific papers
Hydroxamate inhibitor profiling of both zn2+- and ni2+-activated glyoxalase i metalloenzymes having diverse quaternary structures
Suttisansanee, Uthaiwan,Honek, John F.
, p. 843 - 852 (2017/08/07)
Background: The glyoxalase enzyme system is a critical component in the detoxification of cellular metabolically generated alpha-ketoaldehydes, such as methylglyoxal. Inhibitors of these enzymes have been shown to have potential in the development of anti
Kinetics and mechanism of base-catalysed degradations of substituted aryl-N-hydroxycarbamates, their N-methyl and N-phenyl analogues
Beier, Petr,Mindl, Jaromir,Sterba, Vojeslav,Hanusek, Jiri
, p. 562 - 569 (2007/10/03)
The kinetics and mechanism of the degradation reactions of substituted phenyl N-hydroxycarbamates and their N-methyl and N-phenyl analogues have been studied at pseudo-first-order reaction conditions in aqueous buffers and sodium hydroxide solutions at 20°C and 60°C and at I = 1 mol·1 -1. The dependence of log kobs on pH for phenyl N-hydroxycarbamates at pH 13 is linear with the unit slope; at pH 10-12 log kobs is pH independent. The Bronsted coefficient βlg is about -1 (pH 7-13) and -1.53 (pH > 13) indicating that the degradation reaction of phenyl N-hydroxycarbamates follows an ElcB mechanism giving the corresponding phenol/phenolate and HO-N=C=O. The latter species undergoes further decomposition to give carbonate, nitrogen and ammonia as final products. In contrast to the phenyl N-hydroxycarbamates the N-methyl derivatives at pH 7-9 undergo degradation to the corresponding phenol/phenolate, carbonate and methylamine via a concerted mechanism (βlg is about - 0.75). The only exception is 4-nitrophenyl N-hydroxy-N-methylcarbamate in which the predominant break down pathway proceeds via the Smiles rearrangement to give sodium N-methyl-(4-nitrophenoxy)carbamate. At pH > 9 the reaction of N-hydroxy-N-methylcarbamates is kinetically complex: the dependence of absorbance on time is not exponential and it proceeds as a consecutive two-step reaction. N-Hydroxy-N-phenylcarbamate under the same conditions undergoes degradation to phenol, carbonate, aniline and azoxybenzene.
Glutathione N-hydroxycarbamoyl thioesters and method of inhibiting neoplastic growth
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, (2008/06/13)
A compound of the formula STR1 with R being hydrogen, alkyl, cycloalkyl or aryl, which may be substituted with halogen or alkyl, and R' and Ra being hydroxyl, or --O-alkyl, pharmaceutically acceptable salts thereof; or mixtures thereof. An anti
