Mutagenicity and chemistry of N-nitroso-N-(p-substituted-benzyl)methylamines.
The relative mutagenicities of N-nitroso-N-(p-substituted-benzyl)methylamines in Salmonella typhimurium TA 1535 were tested in order to determine whether biological activity is affected by the electron density at a nitrosamine alpha carbon. The order of potency was as follows: X = Cl greater than CN greater than Br greater than NO2 greater than H greater than CH3O greater than CH3 greater than F much greater than COOH. No direct correlation was apparent, nor was there any obvious correlation between biological activity and the extent of base-catalyzed hydrogen-deuterium exchange at the alpha carbons.
D002273:Carcinogens / Q000494:pharmacology*; D055598:Chemical Phenomena; D002621:Chemistry; D004128:Dimethylnitrosamine / Q000031:analogs & derivatives* / Q000494:pharmacology; D004305:Dose-Response Relationship, Drug; D009682:Magnetic Resonance Spectroscopy; D009152:Mutagenicity Tests; D012475:Salmonella / Q000187:drug effects
D002273:Carcinogens; C014707:nitrosobenzylmethylamine; D004128:Dimethylnitrosamine