Microsomal mediated metabolism of dialkylaryltriazenes. I. Demethylation of ring halogenated 3,3-dimethyl-1-phenyltriazenes.

The oxidative N-demethylation was investigated for a series of 3,3-dimethyl-l-phenyl-triazenes. Triazenes, deactivated with halogene atoms in the phenylring, were expected to be better demethylated. The results do indicate a good trend that substitution of the ring with deactivating atoms and extent of demethylation compare well. The percentages of demethylation were: For 3,3-dimethyl-l-phenyltriazene, 45%; for 3,3-dimethyl-l (4-chlor-phenyl)-triazene, 92%; for 3,3-dimethyl-l(4-bromophenyl)triazene, 89%; for 3,3-dimethyl-l-(2,4,6-trichlorophenyl)triazene, 122%; and for 3,3-dimethyl-l-l-(2,4,6-tribromophenyl)triazene, 85%.