F. Tanaka, H. R. Swanson, D. Frear
Sep 1, 1972
Citations
0
Influential Citations
9
Citations
Quality indicators
Journal
Phytochemistry
Abstract
Abstract Inhibition studies with N -methylcarbamates and phenylureas were carried out to examine the mechanism for microsomal N -demethylation of substituted 3-(phenyl)-1-methylureas. Studies with a number of substituted N -methylcarbamates showed that a high electron density at the ortho position relative to the carbamate group was necessary for an effective inhibition of N -demethylation. Similar studies with several substituted phenylureas demonstrated that the proton on the aniline nitrogen atom was also necessary for effective inhibition of the microsomal N -demethylase system. Stable isotope studies with a methyl- d 3 and a carbonyl- 18 O labeled 3-(phenyl)-1-methylurea were also performed; the methyl-d 3 substrate exhibited a value of k H / k D = 1·3 for the metabolic reaction, and the carbonyl- 18 O substrate demonstrated no isotopic exchange of labeled oxygen after N -dealkylation.