MUTAGENIC AND ALKYLATING ACTIVITIES OF 3-METHYL-1-PHENYLTRIAZENES AND THEIR POSSIBLE ROLE AS CARCINOGENIC METABOLITES OF THE PARENT DIMETHYL COMPOUNDS

  • 1 January 1982
    • journal article
    • research article
    • Vol. 42  (4) , 1446-1453
Abstract
3-Methyl-1-phenyltriazene and a series of ring-substituted derivatives (4-methylphenyl, 4-chlorophenyl and 2,4,6-trichlorophenyl), structurally related benzenediazonium fluoborates and phenyl azides and the recently isolated [1-methyl-3-(2,4,6-trichlorophenyl)-2-triazeno]methyl-.beta.-D-glucopyranoside uronic acid, were studied for their mutagenic activity in Salmonella typhimurium strains. The 3-methyl-1-phenyltriazene derivatives and 2,4,6-trichlorobenzenediazonium fluoborate were direct-acting mutagens; the glucuronide was active in strain TA 1530 only after deconjugation with .beta.-glucuronidase. The half-lives of the monomethylphenyltriazenes in vitro were determined and compared with their methylating activity towards 4-(4-nitrobenzyl)pyridine and their mutagenicity. The results are discussed in relation to the possible mechanism of action of the N,N-dimethylphenyltriazenes and their monomethyl derivatives as mutagens and organ-specific carcinogens.

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