Mechanism of alkylation by N-nitroso compounds: detection of rearranged alcohol in the microsomal metabolism of N-nitrosodi-n-propylamine and base-catalyzed decomposition of N-n-propyl-N-nitrosourea.
Metabolism of N-nitrosodi-n-propylamine by an isolated rat liver microsomal fraction yielded 17% isopropanol and 83% n-propanol (expressed as a percentage of total propanol formed). Base-catalyzed decomposition of N-n-propyl-N-nitrosourea yielded 39% isopropanol and 61% n-propanol. The values provide evidence for involvement of carbocations in both of these reactions.
D000438:Alcohols / Q000378:metabolism*; D000478:Alkylation; D000818:Animals; D066298:In Vitro Techniques; D007536:Isomerism; D008297:Male; D008862:Microsomes, Liver / Q000378:metabolism*; D009603:Nitroso Compounds / Q000378:metabolism*; D009607:Nitrosourea Compounds / Q000378:metabolism; D010084:Oxidation-Reduction; D011437:Propylamines / Q000378:metabolism; D051381:Rats
D000438:Alcohols; D009603:Nitroso Compounds; D009607:Nitrosourea Compounds; D011437:Propylamines