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imine |
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Among them were 1,4-benzoquinone (a mutagen) and N-acetyl-p-benzoquinone imine (a hepatotoxicant also produced during acetaminophen metabolism that is responsible for overdose deaths). Isolation and analysis of products demonstrated that 40-70% of the imine or diimine was reduced to the corresponding PPD, while 2050% was isolated as the alkylated product. The hypothesized mechanism of carcinogenicity is bioactivation of these herbicides through several steps, ultimately leading to the formation of a DNA-reactive metabolite (Figure 2), 2-methyl-6-ethylbenzoquinone imine (MEBQI) for acetochlor and metolachlor and 2,6-diethylbenzoquinone imine (DEBQI) for alachlor and butachlor. |
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