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Chemical Compound Review

Nitrofurfural     5-nitrofuran-2-carbaldehyde

Synonyms: PubChem19850, CHEMBL351937, NSC-5574, ACMC-1AVOH, CCRIS 1542, ...
 
 
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Disease relevance of Nitrofurfural

 

High impact information on Nitrofurfural

 

Chemical compound and disease context of Nitrofurfural

  • Analysis of partially purified crude extract of Escherichia coli K12 by chromatography and gel electrophoresis has resulted in the separation of three distinct activities which catalyse the reduction of nitrofurazone (semicarbazone of 5-nitro-2-furaldehyde) in the presence of oxygen (type I nitroreductases) [6].
 

Biological context of Nitrofurfural

 

Gene context of Nitrofurfural

  • 5-Nitro-2-furaldehyde (NFA) forms in alkaline solutions an anion of nitronic acid of (5-nitro-furan-2-yl)-methanediol [9].

References

  1. Cytotoxicity and induction of repairable DNA damage by photoactivated 5-nitrofurfural. Busker, R.W., Beijersbergen van Henegouwen, G.M. Toxicology (1987) [Pubmed]
  2. Metabolic and photochemical hydroxylation of 5-nitro-2-furancarboxaldehyde derivatives. Olivard, J., Rose, G.M., Klein, G.M., Heotis, J.P. J. Med. Chem. (1976) [Pubmed]
  3. CoMFA-SIMCA model for antichagasic nitrofurazone derivatives. Martinez-Merino, V., Cerecetto, H. Bioorg. Med. Chem. (2001) [Pubmed]
  4. Synthesis and antitrypanosomal evaluation of E-isomers of 5-nitro-2-furaldehyde and 5-nitrothiophene-2-carboxaldehyde semicarbazone derivatives. structure-activity relationships. Cerecetto, H., Di Maio, R., González, M., Risso, M., Sagrera, G., Seoane, G., Denicola, A., Peluffo, G., Quijano, C., Stoppani, A.O., Paulino, M., Olea-Azar, C., Basombrío, M.A. European journal of medicinal chemistry. (2000) [Pubmed]
  5. Irreversible photobinding of nitrofurantoin and of nitrofurfural to plasma proteins in vitro. Busker, R.W., Beijersbergen van Henegouwen, G.M., Vaassen, G.J., Menke, R.F. J. Photochem. Photobiol. B, Biol. (1989) [Pubmed]
  6. Type I nitroreductases of Escherichia coli. Bryant, D.W., McCalla, D.R., Leeksma, M., Laneuville, P. Can. J. Microbiol. (1981) [Pubmed]
  7. Inhibition of platelet aggregation by 5-nitro-2-furaldehyde diacetate with observations on structure-activity relationships. Rossi, E.C., Nimer, S., Louis, G. J. Lab. Clin. Med. (1976) [Pubmed]
  8. Mutagen formation in browning model systems. Shibamoto, T. Journal of applied toxicology : JAT. (1984) [Pubmed]
  9. Reactivity of 5-nitro-2-furaldehyde in alkaline and acidic solutions. Cisak, A., Rzeszowska-Modzelewska, K., Brzezińska, E. Acta poloniae pharmaceutica. (2001) [Pubmed]
 
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