This Article Full Text (PDF) Alert me when this article is cited Alert me if a correction is posted Services Similar articles in this journal Similar articles in PubMed Alert me to new issues of the journal Download to citation manager Citing Articles Citing Articles via Google Scholar Google Scholar Articles by Lin, J.-K. Articles by Wu, J.-R. Search for Related Content PubMed PubMed Citation Articles by Lin, J.-K. Articles by Wu, J.-R.

Syntheses, Toxicities, and Carcinogenicities of Carcinogenic Bifunctional Aminoazo Dyes¹

Institute of Biochemistry, College of Medicine, National Taiwan University, Taipei, Taiwan, Republic of China

In this investigation 12 bifunctional aminoazo dyes were synthesized and 8 of them were newly discovered. These new dyes were 4'-amino-N-monomethyl-4-aminoazobenzene, 4'-amino-N-acetyl-N-monomethyl-4-aminoazobenzene, N'-monomethyl-4'-amino-N-acetyl-N-monomethyl-4-aminoazobenzene (XII), N'-monomethyl-4'-amino-N-monomethyl-4-aminoazobenzene, N'-acetyl-N'-monomethyl-N-acetyl-N-monomethyl-4-aminoazobenzene (X), N'-acetyl-4'-amino-N-acetyl-N-monomethyl-4-aminoazobenzene, N',N'-dimethyl-4'-amino-N-monomethyl-4-aminoazobenzene, and N',N'-dimethyl-4'-amino-N-acetyl-N-monomethyl-4-aminoazobenzene (IIIb). When the carcinogenicities of these dyes were tested in rats of the Long-Evans and Sprague-Dawley strains, IIIb was found to be approximately 4 times as active as N,N-dimethyl-4-aminoazobenzene, whereas X and XII were about twice as active. Although all of the other compounds were found to be inactive under the experimental conditions, IIIb was capable of inducing liver tumors in a rather short period of time (2 to 3 months). The acute toxicities of these dyes in young rats were found to be less than that of N,N-dimethyl-4-aminoazobenzene.

¹ This work was supported by the China Medical Board Foundation, New York, and by the National Science Council, Taipei, Taiwan, Republic of China.

Received 1/22/74. Accepted 5/10/74.