Mutagenicity of 4-aminoantipyrine and 4-nitrosoantipyrine, the C-nitroso derivative of antipyrine.
The drug antipyrine and its 4-substituted analogs, 4-aminoantipyrine, 4-dimethylaminoantipyrine (aminopyrine) and 4-nitrosoantipyrine were tested for mutagenicity against the screening array of Salmonella typhimurium tester strains TA100, TA98, TA97, TA102 and TA104. Antipyrine and aminopyrine were nonmutagenic to all 5 tester strains even in the presence of S9. 4-Aminoantipyrine was directly mutagenic to TA97 only and the presence of S9 slightly increased its activity. 4-Nitrosoantipyrine was directly mutagenic to all tester strains used and S9 decreased its activity except with strain TA102. The possible long-term hazards of C-nitroso compounds derived from drugs and dietary constituents are discussed in view of their pluripotent direct genotoxicity.
Parisis
D M
DM
Department of Periodontics, Microbiology and Biochemistry, Loyola University, School of Dentistry, Maywood, IL 60153.
Rao
G S
GS
D000632:Aminopyrine / Q000633:toxicity; D000675:Ampyrone / Q000633:toxicity*; D000818:Animals; D000983:Antipyrine / Q000031:analogs & derivatives* / Q000378:metabolism / Q000633:toxicity*; D001711:Biotransformation; D013058:Mass Spectrometry; D008862:Microsomes, Liver / Q000378:metabolism; D009152:Mutagenicity Tests; D009154:Mutation / Q000187:drug effects*; D051381:Rats; D012486:Salmonella typhimurium / Q000187:drug effects
D000632:Aminopyrine; D000675:Ampyrone; C057968:4-nitrosoantipyrine; D000983:Antipyrine