METABOLISM OF N'-(4-CHLORO-O-TOLYL)-N,N-DIMETHYLFORMAMIDINE BY APPLE SEEDLINGS

Degradation of the systemic acaricide (N′-(4-chloro-o-tolyl)-N,N-dimethylformamidine (Galecron or Fundal) occurred at a slow rate in and on apple seedlings. When Galecron was applied to the upper surface of apple leaves in situ and the leaves were analyzed after 20 days, 41% of the total applied radioactivity was recovered as the parent compound. Concentrations of Galecron in the leaves and stems (including main stems, branches, and roots) were 17 and 24%, respectively, in terms of total applied radioactivity recovered 20 days after the compound was injected into the main stem. Galecron metabolites characterized from apple seedlings included N′-(4-chloro-o-tolyl)-N-methylformamidine, N-formyl-(4-chloro-o-toluidine), and 4-chloro-o-toluidine; the glucoside N-(2-methyl-4-chlorophenyl)-D-glucosylamine was tentatively identified. © 1969, American Chemical Society. All rights reserved.