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Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
 
Chemical Compound Review: 

NSC-22420     5-aminocarbonyl-1H-imidazole- 4-diazonium

Synonyms: AC1Q4PVH, NSC22420, LS-78348, AR-1G7622, AC1L31F7, ...
 
 
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Disease relevance of Diazo-ica

  • Toxicity of DTIC in these experiments appears to reflect rapid accumulation of the immediate photodecomposition product of the drug, 4-diazoimidazole-5-carboxamide (DZC), since HGPRT-deficient cells are not resistant to DTIC under these conditions [1].
  • 4-Diazoimidazole-5-carboxamide demonstrated dose-related mutagenicity in Salmonella typhimurium TA 100 and represents a potent electrophilic reactant similar to the proposed ultimate carcinogenic forms of arylalkylnitrosamines and arylnitrosamides [2].

References

  1. Mechanisms of 5-(3,3-dimethyl-1-triazeno)imidazole-4-carboxamide (Dacarbazine) cytotoxicity toward Chinese hamster ovary cells in vitro are dictated by incubation conditions. Saunders, P.P., DeChang, W., Chao, L.Y. Chem. Biol. Interact. (1986) [Pubmed]
  2. Aryl and heterocyclic diazo compounds as potential environmental electrophiles. Lower, G.M., Lanphear, S.P., Johnson, B.M., Bryan, G.T. Journal of toxicology and environmental health. (1977) [Pubmed]
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