Formamidine insecticides and chloroacetanilide herbicides

Mar 1, 1986 - Javier del Pino , Paula Viviana Moyano-Cires , Maria Jose Anadon , María Jesús Díaz , Margarita Lobo , Miguel Andrés Capo , and MarÃ...
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J. Agric. Food Chem. 1986, 3 4 , 157-161

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Formamidine Insecticides and Chloroacetanilide Herbicides: Disubstituted Anilines and Nitrosobenzenes as Mammalian Metabolites and Bacterial Mutagens Ella C. Kimmel, John E. Casida, and Luis 0. Ruzo* The formamidines chlordimeform and amitraz and the chloroacetanilides metolachlor, alachlor, and butachlor are metabolized in intraperitoneally treated rats and by hepatic mixed-function oxidase systems to 2,4- and 2,6-disubstituted anilines that in turn are converted to the corresponding nitrosobenzenes. These metabolites are identified by gas chromatography-mass spectrometry with selected ion monitoring and by cochromatography. The Ames assay with Salmonella typhimurium strain TA 100 and modified S9 mix gives mutagenic potencies (revertants/nmol) as follows: the pesticides,