Metabolism of [14C]Amitraz in Larvae of Boophilus Microplus

Abstract
Amitraz, 1,5-di(2,4-dimethylphenyl)-3-methyl-1,3,5-triazapenta-1,4-diene, labeled with 14C in the 2-methyl groups was applied to B. microplus larvae by an immersion technique. The chemical penetrated readily but never appeared in large amounts internally due to rapid cleavage to N-2,4-dimethylphenyl-N''-methylformamidine. The expected cleavage product 2,4-dimethylformanilide was not produced in equivalent quantity. Large amounts of polar metabolite(s) were produced. Small quantities of 2,4-dimethylaniline and an unidentified non-polar metabolite were also produced. Only amitraz and N-2,4-diemthylphenyl-N''-methylformamidine were toxic to larvae. Piperonyl butoxide applied simultaneously with amitraz had a slight effect on metabolism but had a 3-fold synergistic effect. SKF 525-A [2-diethylaminoethyl 2,2-diphenylvalerate] similarly applied had a negligible effect on both metabolism and toxicity.

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