126875-69-2Relevant articles and documents
N-ACETOXY-4-METHOXYANILINE, A MODEL COMPOUND FOR THE ULTIMATE CARCINOGEN OF THE PHENACETIN RELATED 4-ETHOXYANILINE
Meier, Chris,Boche, Gernot
, p. 1693 - 1696 (1990)
We prepared and trapped in situ with N-methylaniline and deoxyguanosine (dG) the three N-acyloxy-4-methoxyanilines 7a-c.Furthermore, we synthesized N-acetoxy-4-methoxyaniline 7a and reacted it with dG.Especially 7a is a model for the ultimate carcinogen o
A nanostarch functionalized ionic liquid containing imidazolium cation and cobalt chelate anion for the synthesis of carbamates from amines and dimethyl carbonate
Kumar, Subodh,Jain, Suman L.
, p. 15214 - 15218 (2013/10/22)
A new nanostarch functionalized ionic liquid containing imidazolium cation and cobalt chelate anion was synthesized and tested for the one pot synthesis of carbamates by the reaction of amines and dimethyl carbonate (DMC), affording excellent yield of the products under solvent free mild reaction conditions. The synthesized ionic liquid was easily recovered and reused several times without any loss in catalytic efficiency.
N-Aryl-O-(α-aminoacyl)hydroxylamines: Model Reactions with Deoxyguanosine, Guanosine and 5'-Guanosinemonophosphate for the Activation of Monocyclic Aromatic Amines (e.g. Phenacetin) into Ultimate Carcinogens
Meier, Chris,Boche, Gernot
, p. 1699 - 1705 (2007/10/02)
In in vitro model reactions of the activation of monocyclic aromatic amines by α-amino acids it is shown that α-aminohydroxamic acids 8 and 9 rearrange base-catalyzed to N-(α-aminoacyloxy)arylamines 10 and 11 which react with bionucleophiles such as deoxyguanosine (dG) (12), guanosine (G) (13) and 5'-guanosinemonophosphate (5'-GMP) (14) to form adducts.We describe the regioselective formation of the C-8 adducts of 4-chloroaniline (15), aniline (16), 4-methylaniline (17), and 4-methoxyaniline (18), respectively, , and also of N-(guanosine-8-yl)-4-methylaniline (21) and 8-(4-methylanilino)-5'-guanosinemonophosphate (22).Similar reactions of the N-(acetoxy)arylamines 20, which are very likely to be "ultimate" carcinogens of aromatic amines, lead to the same C-8 adducts 15-18, 21, and 22 in comparable yields.These in vitro reactions thus show that the N-(α-aminoacyloxy)arylamines 10 and 11 react like the N-(acetoxy)anilines 20 as "ultimate" carcinogens.Therefore, the activation of aromatic hydroxylamines by O-α-aminoacylation is of similar quality as by O-acetylation.