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Synthesis and mutagenicity of 3-halogenated and 3,3', 5,5'-tetrahalogenated benzidines
Authors:Savard, Shaunalea   Josephy, P.David
Affiliation:Guelph-Waterloo Centre for Graduate Work in Chemistry, Department of Chemistry and Biochemistry, University of Guelph Guelph, Ontario NIG 2W1, Canada
Abstract:3-Fluorobenzidine (FBz), 3-chlorobenzidine (CIBz), 3-bromobenzidine(BrBz), 3,3', 5,5'-tetrafluorobenzidine (F4Bz), and 3,3', 5,5'-tetrachlorobenzidine(Cl4Bz) were synthesized and tested for their ability to revertSalmonella typhimurium. F4Bz was the only compound to show direct-actingmutagenicity and was equally potent in strain TA98 and the acetylase-deficientstrain TA98/1,8-DNP6. In the presence of hamster liver S9, allcompounds except CI4Bz were mutagenic. The relative mutagenicitiesin TA98 were FBz > CIBz > BrBz > F4Bz > Bz >Cl4Bz = 0. In TA98/1,8-DNP6 the trend was F4Bz ~ BrBz ~ ClBz >FBz > Bz > CI4Bz = 0. 1To whom correspondence should be addressed
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