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The Relationship Between the Toxicity and Structure of Nitroaromatic Chemicals Pages: 10 Published: Jan 1983
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View License Agreement Source: STP802-EB Abstract The acute toxicities of nitrotoluene, dinitrotoluene, trinitrotoluene, aminonitrotoluene, aminodinitrotoluene, and dinitrobenzene isomers were evaluated in fathead minnows. For the nitroaromatics, toxicity appeared to be related to the number and orientation of nitro groups; compounds with nitro groups positioned ortho or para to each other were appreciably more toxic than isomers having the nitro groups in the meta orientation. In contrast, the toxicities of the aminonitrotoluenes and aminodinitrotoluenes were not related in any obvious way to their structures. Two mechanisms may account for the differences in toxicity between the nitroaromatic isomers: (1) nucleophilic displacement of a nitro group and (2) reduction of a nitro group. The available data indicate that reduction of a nitro group is the more likely pathway. Keywords: aquatic toxicology, structure-activity relationship, metabolic pathways, fathead minnows, nitroaromatics, nitrotoluene, dinitrotoluene, trinitrotoluene, aminonitrotoluene, aminodinitrotoluene, dinitrobenzene, trinitrobenzene, hazard assessment Paper ID: STP33500S Committee/Subcommittee: E47.01 DOI: 10.1520/STP33500S ASTM International is a member of CrossRef. | ||