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EC number: 202-448-4
CAS number: 95-76-1
Orally administered 3,4-dichloroaniline is absorbed by the body,
metabolized in the liver and excreted mainly via urine. A low dose of
3,4-dichloroaniline (approx. 5 µg) was excreted to about 80 % within 24
h and completely excreted within 72 h by rats, without any
bioaccumulation in tissues (Worobey and Shields, 1991). Oral as well as
dermal administration of a higher dose of 3,4-dichloroaniline (12 mg)
instead led to an increased excretion of parent compound (indicating
saturation of the biotransformation pathways) and a total excretion of
only 2 % of the administered dose within 24 h (El Marbouh et al., 2002).
The main metabolite detected in urine of male rats was
2-amino-4,5-dichlorophenol. In vitro rat liver microsomes metabolized
3,4-dichloroaniline in the presence of NADPH-regenerating system
(indicating the involvement of CYP450 -Phase I enzymes) to the two main
metabolites N-hydroxy- and 6-hydroxy-3,4 -dichloroaniline with apparent
km-values of 0.12 mM and 0.29 mM, respectively (McMillan, 1990a).
Pretreatment of rats with 3,4-dichloraniline (100 mg/ kg, 3 d, i.p.)
increased NADPH-dependent metabolite formation in rats by about two-fold
(Mc Millan, 1990b). 3,4-dichloroaniline therefore is a weak inducer of
microsomal enzymes. 3,4-dichloroaniline metabolism in male rabbit
microsomes resembles that in rats. N-hydroxy- and
6-hydroxy-3,4-dichloroaniline are the main metabolites, with
N-hydroxy-3,4-dichloroaniline being able to induce methemoglobin
formation (Lenk and Sterzl, 1978). Very little dermal absorption through
intact skin was observed within the first 4 h of application (Levillain,
1998). Nevertheless the choice of solvent (emulsifier) and the condition
of the skin (lesion) can enhance the amount of 3,4-dichloroaniline that
is absorbed through the skin (Marty, 1979).
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