The N- and alpha- C-oxidation of N,N-dialkylanilines by rabbit liver microsomes in vitro.

1. A method for the determination of N,N-dialkylanilines and their metabolites by g.l.c. is described. 2. N-Demethylation and N-oxidation are important routes of metabolism of N-alkyl-N-methylanilines. 3. N-dealkylation, except the removal of a N-t-butyl group, occurs during the metabolism of N,N-dialkylanilines. 4. N-oxidation was found with N,N-dimethyl and N,N-diethylaniline and all N-methyl-N-alkylanilines examined except N-methyl-N-t-butylaniline. 5. A good correlation was found between the hydrophobic bonding constant (pi) and the extent of demethylation of a series of N-alkyl-N-methylanilines.