The direct mutagenic activity of alpha, omega-dihalogenoalkanes in Salmonella typhimurium. Strong correlation between chemical properties and mutagenic activity.
A series of 18 alpha, omega-dihalogenoalkanes (kappa(CH2)n kappa with n = 1-6 and kappa = Cl, Br, I) was tested for direct mutagenic activity in Salmonella strains TA1530, TA1535 and TA100 using spot-test procedures. The results indicate that the mutagenic behaviour of these compounds is strongly dependent upon the carbon chain length as well as the type of halogen involved. This behaviour correlates with the leaving group ability and the degree of neighbouring group participation in nucleophilic displacement reactions of the different halogen atoms.
D006846:Hydrocarbons, Halogenated / Q000633:toxicity*; D009152:Mutagenicity Tests / Q000379:methods; D009153:Mutagens / Q000633:toxicity*; D009154:Mutation; D012486:Salmonella typhimurium / Q000187:drug effects; D013045:Species Specificity; D013329:Structure-Activity Relationship
D006846:Hydrocarbons, Halogenated; D009153:Mutagens