3760-55-2Relevant articles and documents
Electrical and optical properties of the nitramine group and molecular structure of some N-nitramines
Prezhdo,Bykova,Daszkiewicz,Halas,Iwaszkiewicz-Kostka,Prezhdo,Kyziol,Blaszczak
, p. 907 - 916 (2001)
The electrical and optical properties (dipole moment, electrooptical and optical Kerr constants, molecular polarizability anisotropy, polarizability tensor, molecular refraction) of N,N-dimethylnitramine as the simplest N-NO2 derivative were studied by a set of experimental and theoretical methods with the aim to determine the components of the polarizability ellipsoid of the N-NO2 group and develop a valence-optical scheme for calculating the optical and electrooptical parameters of N-NO2 compounds. Conjugation of the p electrons of the imide nitrogen atom with the π electrons of the nitro group results in deviation of the properties of N,N-dimethylnitramine from the additive values. Comparative evaluation of the parameters of the Csp3-NO2, Csp2-NO2, and N-NO2 groups was made.
Formation of N-nitrosamines and N-nitramines by the reaction of secondary amines peroxynitrite and other reactive nitrogen species: Comparison with nitrotyrosine formation
Masuda, Mitsuharu,Mower, Howard F.,Pignatelli, Brigitte,Celan, Irena,Friesen, Marlin D.,Nishino, Hoyoku,Ohshima, Hiroshi
, p. 301 - 308 (2007/10/03)
Reactive nitrogen species, including nitrogen oxides (N2O3 and N2O4), peroxynitrite (ONOO-), and nitryl chloride (NO2Cl), have been implicated as causes of inflammation and cancer. We studied reactions of secondary amines with peroxynitrite and found that both N-nitrosamines and N- nitramines were formed. Morpholine was more easily nitrosated by peroxynitrite at alkaline pH than at neutral pH, whereas its nitration by peroxynitrite was optimal at pH 8.5. The yield of nitrosomorpholine in this reaction was 3 times higher than that of nitromorpholine at alkaline pH, whereas 2 times more nitromorpholine than nitrosomorpholine was formed at pH 2N·), which react with nitric oxide (·NO) or nitrogen dioxide (·NO2) to yield nitroso and nitro secondary amines, respectively. Reaction of morpholine with NO· and superoxide anion (O2·-), which were concomitantly produced from spermine NONOate and by the xanthine oxidase systems, respectively, also yielded nitromorpholine, but its yield was 2·- inhibited its formation. Reactions of morpholine with nitrite plus HOCl or nitrite plus H2O2, with or without addition of myeloperoxidase or horseradish peroxidase, also yielded nitration and nitrosation products, in yields that depended on the reactants. Tyrosine was nitrated easily by synthetic peroxynitrite, by NaNO2 plus H2O2 with myeloperoxidase, and by NaNO2 plus H2O2 under acidic conditions. Nitrated secondary amines, e.g., N-nitroproline, could be identified as specific markers for endogenous nitration mediated by reactive nitrogen species.
Reactions of Secondary Nitramines with Tributyltin Hydride and Tris(trimethylsilyl)silane
Imrie, Christopher
, p. 328 - 329 (2007/10/03)
The reactions of secondary nitramines (N-nitroamines) with tributyltin hydride or tris(trimethylsilyl)silane have been investigated under free radical conditions.Reactions of nitramines with tributyltin radicals gave mostly the denitration products (secondary amines) whilst reactions with tris(trimethylsilyl)silyl radicals afforded almost exclusively nitrosamines (N-nitrosoamines).
