Mutagenicities of styrene oxide derivatives on Salmonella typhimurium (TA 100): relationship between mutagenic potencies and chemical reactivity.
The lethal and mutagenic effects of p-methyl-, m-chloro-, p-chloro- and  unsubstituted styrene oxide on Salmonella typhimurium (TA 100) were investigated. At equal concentrations, p-chlorostyrene oxide was more lethal than p-methyl-, m-chloro- or unsubstituted styrene oxide. When the survival fraction was 0.8 or more, the mutagenicities of these compounds increased in the order: m-chlorostyrene oxide = p-chlorostyrene oxide less than styrene oxide less than p-methyl-styrene oxide. The mutagenicities of these compounds depended only on the reactivity of their benzylic site; the reactivity at their primary site and their partition coefficients appeared to have no effect.
D004305:Dose-Response Relationship, Drug; D004852:Epoxy Compounds / Q000494:pharmacology*; D004988:Ethers, Cyclic / Q000494:pharmacology*; D009153:Mutagens; D010087:Oxides / Q000378:metabolism; D012486:Salmonella typhimurium / Q000235:genetics; D013329:Structure-Activity Relationship; D013343:Styrenes / Q000378:metabolism / Q000494:pharmacology*
D004852:Epoxy Compounds; D004988:Ethers, Cyclic; D009153:Mutagens; D010087:Oxides; D013343:Styrenes; C013690:styrene oxide