Detoxication of Dimetilan in Cockroaches and House Flies1

Abstract

Dimetilan-C¹⁴ (2-dimethylcarbamoyl-3-methyl-5-pyrazolyl dimethylcarbamate-carbonyl-C¹⁴) is rapidly metabolized in Blattella germanica (L.) to yield 9 C¹⁴-labeled metabolites. Six of these metabolites are formed also in Periplaneta americana (L.) and 4 in Musca domestica L. Metabolites tentatively identified include 2-dimethylcarbamoyl-3-methyl-5-pyrazolyl N-hydroxymethyl,N-methylcarbamate and 2-methylcarbamoyl-3-methyl-5-pyrazolyl dimethylcarbamate. Three other metabolites are unidentified N-hydroxymethyl derivatives. None of these metabolites was more toxic to house flies than dimetilan, but 1 formaldehyde-yielding metabolite was almost as toxic as the parent material. Many metabolites were synergized in their toxicity by sesamex as was the case also with dimetilan and certain of its analogs. Af-methyl hydroxylation appears to be a major factor in the detoxication of dimetilan in insects.