On March 31, 1988, Dirr, A.; Wild, D. published an article.Synthetic Route of 5709-67-1 The title of the article was Synthesis and mutagenic activity of nitroimidazoarenes. A study on the mechanism of the genotoxicity of heterocyclic arylamines and nitroarenes. And the article contained the following:
A series of nitroimidazoarenes (nitro-IAs) (I and II, X = CH or N, R = H or Me) were synthesized from the corresponding aminoimidazoarenes (amino-IAs). These 2 classes of compounds are structurally related to the potent food mutagen and carcinogen, 2-amino-3-methylimidazo[4,5-f]quinoline (IQ). The mutagenic activities of the I and II were assayed in the Salmonella typhimurium frameshift tester strains TA98, TA98/1,8-DNP6 and TA98NR without use of extracellular metabolization. I (X = N, R = Me) the nitro counterpart of IQ, was 2-fold more mutagenic than IQ. In general, the mutagenic activities of the I varied >50,000-fold. The relation between the chem. structures and mutagenic activities are identical with those previously reported for the corresponding amino-IAs: the Me group on the imidazole ring and the quinoline N were required for potent mutagenic activity. The reductive activation of the nitro-IAs is not carried out primarily by the classical nitroreductase of Salmonella which is defective in TA98NR. The O-acetyltransferase defective in TA98/1,8-DNP6 is required for the efficient production of the ultimate mutagens of the nitro-IAs. The interchangeability of the structure-activity relations of the nitro-IAs and amino-IAs reflects a basic similarity of the mechanisms of the mutagenicity of the 2 classes of compounds Probably, the N-hydroxy compounds are proximate metabolites common to the nitro-IAs and amino-IAs; they are further activated by an acetyl-CoA-dependent O-acetyltransferase of Salmonella. It is very likely a property of the ultimate mutagen, possibly a nitrenium ion, which governs the mutagenic potency of the different nitro- and amino-IAs and thus determines the structure-activity relations. The experimental process involved the reaction of 2-Nitro-1H-benzo[d]imidazole(cas: 5709-67-1).Synthetic Route of 5709-67-1
The Article related to nitroimidazoarene toxicity preparation, imidazoarene toxicity preparation, genotoxicity imidazoarene preparation, Toxicology: Carcinogens, Mutagens, and Teratogens and other aspects.Synthetic Route of 5709-67-1
Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem