Hepatocarcinogenic activities of hydroxymethyl derivatives of 4-(N,N-dimethylamino)azobenzene in ACI/N rats.
The hepatocarcinogenic potencies of three newly identified hydroxymethyl derivatives of 4-(N,N-dimethylamino)azobenzene [(DAB) CAS: 60-11-7], i.e., 2'-CH2OH-DAB, 3'-CH2OH-DAB, and 4'-CH2OH-DAB, were strictly evaluated in a long-term test (400 days) and compared to the potency of 3'-CH3-DAB. ACI/N rats, known to be less sensitive to azo dye carcinogenesis, were given one of these compounds in their diets for 120 days. The incidence of hepatocellular carcinoma in group 2 (20/20), which was given 3'-CH2OH-DAB, was much higher than that in any of the other groups: group 1 (2'-CH2OH-DAB; 4/19), group 3 (4'-CH2OH-DAB; 1/25), or group 4 (3'-CH3-DAB; 3/24). These data suggest that 3'-CH2OH-DAB is the most potent hepatocarcinogen in the series of azo dyes. Possible reasons for the potency of the chemical are discussed.
D000818:Animals; D001711:Biotransformation; D002273:Carcinogens; D006900:Hydroxylation; D008114:Liver Neoplasms, Experimental / Q000139:chemically induced*; D008749:Methyldimethylaminoazobenzene / Q000031:analogs & derivatives* / Q000633:toxicity; D051381:Rats; D011912:Rats, Inbred ACI; D004124:p-Dimethylaminoazobenzene / Q000031:analogs & derivatives* / Q000378:metabolism
D002273:Carcinogens; C032237:3'-hydroxymethyl-4-(dimethylamino)azobenzene; D008749:Methyldimethylaminoazobenzene; D004124:p-Dimethylaminoazobenzene