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The Carcinogenic Activities of Certain Analogues of 2-Acetylaminofluorene in the Rat^*

(From the McArdle Memorial Laboratory, University of Wisconsin, Madison 6, Wisconsin, and the Department of Chemistry, University of Alberta, Edmonton, Alberta, Canada)

1. The carcinogenic activities of 3-acetylaminodibenzothiophene, 3-acetylaminodibenzothiophene-5-oxide, and 3-acetylaminodibenzofuran were directly compared with that of 2-acetylaminofluorene in male and female rats. A fourth compound, 4-dimethylaminobiphenyl, was tested for carcinogenic activity in male rats. All of the compounds were fed for 8 months.

2. The data demonstrate that replacing the -CH₂- bridge in 2-acetylaminofluorene by -S- as in 3-acetylaminodibenzothiophene did not alter the carcinogenicity of the molecule for either mammary gland or ear duct tissue. Substitution of
for the -CH₂- as in 3-acetylaminodibenzothiophene-5-oxide greatly lowered the activity towards these two tissues, while insertion of an -O- bridge as in 3-acetylaminodibenzofuran only partially diminished the activity of the molecule in these respects. Unlike the control compound, 2-acetylaminofluorene, however, none of these 3 compounds had any carcinogenic activity towards the liver. The tumors produced by all of these compounds appeared 4 to 8 months after the beginning of the experiment.

3. 4-Dimethylaminobiphenyl, a derivative in which the -CH₂- bridge is absent, produced tumors in the mammary glands, ear duct, liver, and vertebral canal of male rats. These tumors appeared 8 to 10 months from the beginning of the experiment.

^* This work was supported by grants-in-aid from the National Cancer Institute, United States Public Health Service, from the American Cancer Society upon recommendation of the Committee on Growth of the National Research Council, and from the Alberta Branch of the Canadian Cancer Society. We wish to thank Mr. R. W. Sapp for aid in the experiment with 4-dimethylaminobiphenyl.