32654-23-2Relevant academic research and scientific papers
Prodrugs of nitroxyl and nitrosobenzene as cascade latentiated inhibitors of aldehyde dehydrogenase
Conway, Terry T.,DeMaster, Eugene G.,Lee, Melinda J. C.,Nagasawa, Herbert T.
, p. 2903 - 2909 (2007/10/03)
The prototypic aromatic C-nitroso compound, nitrosobenzene (NB), was shown previously to mimic the effect of nitroxyl (HN=O), the putative active metabolite of cyanamide, in inhibiting aldehyde dehydrogenase (AlDH). To minimize the toxicity of NB in vivo,
O-alkylation of N-phenylhydroxylamine in dimethyl sulfoxide with methylarenesulfonates
Fountain,White, Robert D.,Patel, Kamlesh D.,New, Dallas G.,Xu, YuBo,Cassely, Aaron J.
, p. 9434 - 9436 (2007/10/03)
The methylation of N-phenylhydroxylamine (NPHA) with methylarenesulfonates in DMSO gives alkylation of the O atom in contrast to methylation in methanol where N alkylation occurs. The Hammett p values indicate that alkylations with N-methylanilines and NPHAs both involve the N atom. The NPHAs show "nominal α-effects" but involve comparison of N atoms with O atoms. The reactivity of the principle component, the zwitterion I, is examined with leaving group studies and comparison with benzyl alkoxide reactivity.
A convenient method for the preparation of N-aryl and N-alkyl-O-methyl hydroxylamines
Santos,Lobo,Prabhakar
, p. 3509 - 3518 (2007/10/03)
Trifluoroaceto or p-nitrobenzo-N-substituted hydroxamic acids are smoothly methylated with diazomethane and the products cleanly cleaved by hydrazine to provide the title compounds.
Reactions of hydroxylamines with ethyl cyanoformate. Preparation of aminonitrones and their synthetic applications
Branco,Prabhakar,Lobo,Williams
, p. 6335 - 6360 (2007/10/02)
The reaction of hydroxylamines with ethyl cyanoformate 1 leads to the formation of carbethoxyamino nitrones. 2. UV spectroscopy provided information that suggested the nitrone structure for these compounds in solution. X-ray analysis of 2a confirmed that it exists entirely in the nitrone form in the solid state. These nitrones are shown to be excellent starting materials for a variety of nitrogen containing compounds, namely, imidazoles, benzimidazoles, benzimidazolones, oxadiazolones, N-arylamidines and quinoxalone.
