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The mutagenicity and azo reduction rate of N,N‐diethyl‐4‐aminoazobenzene (DEAB) were influenced by substitution in the 4′‐position with a ethyl or a fluorine group. The parent dye (DEAB) was shown to be slightly mutagenic with Salmonella typhimurium TA98 using Aroclor 1254‐pretreated 9000 x g supernatant fractions from rat liver. Introduction of a 4′‐ethyl group in DEAB did not affect mutagenicity of the dye, but a 4‐fluoro group markedly enchanced its mutagenicity. DEAB underwent azo reduction and its reduction rate was influenced by 4′‐substituents. A 4′‐fluoro group in DEAB increased its azo reduction rate, while a 4′‐ethyl group abolished it. Inhibitors of cytochrome P‐450 also inhibited 4′‐fluoro‐DEAB mutagenicity and azo reduction.

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