Contributions to ecological chemistry CXLII: Separation and identification of metabolites excreted by rats after long term oral administration of imugan- 14C

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Rapid conversion and high rate of excretion of the fungicide, Imugan- 14C (N-formyl-N′ - (3,4-dichlorophenyl)-2, 2, 2-trichloroacetaldehydeaminal, Fig. 1) has been observed in rats upon long term oral administration 2. In simulated waste composting experiments 3 this fungicide is metabolized to 3,4-dichloroaniline (3,4-DCA). 3,4-DCA and 3,3′, 4,4′-tetrachloroazobenzene (3,3′, 4,4′-TCAB) have been isolated from soil treated with it 4. Algae have been found to convert it to a ring hydroxylated monohydroxy 3,3′,4,4′-TCAB 5. In this work, the isolation and structure elucidation of metabolites of Imugan excreted with urine and faeces of rats are reported.