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Chemical Compound Review

Nitrofluorene     2-nitro-9H-fluorene

Synonyms: CHEMBL351487, SureCN644332, NSC-5182, ACMC-1B201, CCRIS 1189, ...
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Disease relevance of NSC5182


High impact information on NSC5182


Chemical compound and disease context of NSC5182


Biological context of NSC5182


Anatomical context of NSC5182


Associations of NSC5182 with other chemical compounds


Gene context of NSC5182


Analytical, diagnostic and therapeutic context of NSC5182

  • Northern and Western blot analyses, and analyses of microsomal metabolism of the carcinogen 2-nitrofluorene (NF) were conducted with the aim of studying age dependent cytochrome P-450b levels in the rat lung [27].
  • Additional preparative and analytical HPLC of the solvent fractions of polar neutrals and polar aromatics, resulted in the tentative identification of 2-nitrofluorene [28].
  • The test chemicals were subjected to the mutagenicity test using a fixed dose of various positive standard mutagens such as 2-nitrofluorene, Trp-P-1, Trp-P-2, 2-aminofluorene and benzo[a]pyrene, thus testing them for their influence on the mutagenic activities [29].


  1. Effect of 2-nitrofluorene, 1,2-dimethylhydrazine, and azoxymethane on Salmonella typhimurium mutants in the gastrointestinal tract of gnotobiotic rats. Carter, J.H., McLafferty, M.A., Goldman, P. Cancer Res. (1979) [Pubmed]
  2. Induction of -2 frameshift mutations by 2-nitrofluorene, N-hydroxyacetylaminofluorene, and N-2-acetylaminofluorene in reversion assays in Escherichia coli strains differing in permeability and acetyltransferase activity. Hoffmann, G.R., Janel-Bintz, R., Fuchs, R.P. Mutat. Res. (2001) [Pubmed]
  3. Alterations of the intestinal microflora by diet, oral antibiotics, and Lactobacillus: decreased production of free amines from aromatic nitro compounds, azo dyes, and glucuronides. Goldin, B.R., Gorbach, S.L. J. Natl. Cancer Inst. (1984) [Pubmed]
  4. Association of salmonella mutants with germfree rats: site specific model to detect carcinogens as mutagens. Wheeler, L.A., Carter, J.H., Soderberg, F.B., Goldman, P. Proc. Natl. Acad. Sci. U.S.A. (1975) [Pubmed]
  5. New sublines of Chinese hamster CHL stably expressing human NAT1 or NAT2 N-acetyltransferases or Salmonella typhimurium O-acetyltransferase: comparison of the sensitivities to nitroarenes and aromatic amines using the in vitro micronucleus test. Watanabe, M., Matsuoka, A., Yamazaki, N., Hayashi, M., Deguchi, T., Nohmi, T., Sofuni, T. Cancer Res. (1994) [Pubmed]
  6. Inactivation of 1,3-, 1,6-, and 1,8-dinitropyrene by cytochrome P-450 enzymes in human and rat liver microsomes. Shimada, T., Guengerich, F.P. Cancer Res. (1990) [Pubmed]
  7. Evidence for a one-electron mechanism of 2-aminofluorene oxidation by prostaglandin H synthase and horseradish peroxidase. Boyd, J.A., Eling, T.E. J. Biol. Chem. (1984) [Pubmed]
  8. Effects of secondary biliary acids on the mutagenicity of N-methyl-N'-nitro-N-nitrosoguanidine, 2-acetylaminofluorene and 2-nitrofluorene towards Salmonella typhimurium strains. Wilpart, M., Roberfroid, M. Carcinogenesis (1986) [Pubmed]
  9. Desmutagenic substance in water extract of grass-wrack pondweed (Potamogeton oxyphylus Miquel). Sato, T., Suzuki, Y., Ose, Y., Ishikawa, T. Mutat. Res. (1984) [Pubmed]
  10. Polymethoxylated xanthones from the herb of Centaurium erythraea with strong antimutagenic properties in Salmonella typhimurium. Schimmer, O., Mauthner, H. Planta Med. (1996) [Pubmed]
  11. Correlation between induction of unscheduled DNA synthesis in the liver and excretion of mutagenic metabolites in the urine of rats exposed to the carcinogenic air pollutant 2-nitrofluorene. Beije, B., Möller, L. Carcinogenesis (1988) [Pubmed]
  12. 2-Nitrofluorene metabolism in the rat lung. Pharmacokinetic and metabolic effects of beta-naphthoflavone treatment. Törnquist, S., Möller, L., Gabrielsson, J., Gustafsson, J.A., Toftgård, R. Carcinogenesis (1990) [Pubmed]
  13. 2-Nitrofluoren-9-one: a unique mutagen formed in the photo-oxidation of 2-aminofluorene. Strniste, G.F., Nickols, J.W., Okinaka, R.T., Whaley, T.W. Carcinogenesis (1986) [Pubmed]
  14. Regioselective hydroxylations of 2-nitrofluorene in vivo: a nuclear magnetic resonance study. Castañeda-Acosta, J., Shane, B.S., Winston, G.W. Chem. Res. Toxicol. (1997) [Pubmed]
  15. Effects of induction and age-dependent enzyme expression on lung bioavailability, metabolism, and DNA binding of urban air particulate-absorbed benzo[a]pyrene, 2-nitrofluorene, and 3-amino-1,4-dimethyl-5H-pyridol-(4,3)-indole. Gøtze, J.P., Lindeskog, P., Törnquist, C.S. Environ. Health Perspect. (1994) [Pubmed]
  16. Reductions of nitro and 9-Oxo groups of environmental nitrofluorenes by the rat mammary gland in vitro. Ritter, C.L., Decker, R.W., Malejka-Giganti, D. Chem. Res. Toxicol. (2000) [Pubmed]
  17. Estrogenic activity of an environmental pollutant, 2-nitrofluorene, after metabolic activation by rat liver microsomes. Fujimoto, T., Kitamura, S., Sanoh, S., Sugihara, K., Yoshihara, S., Fujimoto, N., Ohta, S. Biochem. Biophys. Res. Commun. (2003) [Pubmed]
  18. Induction of micronuclei in BALB/c-3T3 cells by selected chemicals and complex mixtures. Gu, Z.W., Whong, W.Z., Wallace, W.E., Ong, T.M. Mutat. Res. (1992) [Pubmed]
  19. Chemically induced DNA damage in isolated rabbit lung cells. Becher, R., Låg, M., Schwarze, P.E., Brunborg, G., Søderlund, E.J., Holme, J.A. Mutat. Res. (1993) [Pubmed]
  20. Fungal metabolism of 2-nitrofluorene. Pothuluri, J.V., Evans, F.E., Heinze, T.M., Fu, P.P., Cerniglia, C.E. Journal of toxicology and environmental health. (1996) [Pubmed]
  21. Mutagenicity of urine from rats after 1-nitropyrene and 2-nitrofluorene administration using new sensitive Salmonella typhimurium strains YG1012 and YG1024. Scheepers, P.T., Theuws, J.L., Bos, R.P. Mutat. Res. (1991) [Pubmed]
  22. Construction of mutants of Salmonella typhimurium deficient in 8-hydroxyguanine DNA glycosylase and their sensitivities to oxidative mutagens and nitro compounds. Suzuki, M., Matsui, K., Yamada, M., Kasai, H., Sofuni, T., Nohmi, T. Mutat. Res. (1997) [Pubmed]
  23. Mixtures of polycyclic aromatic compounds inhibit mutagenesis in the Salmonella/microsome assay by inhibition of metabolic activation. Haugen, D.A., Peak, M.J. Mutat. Res. (1983) [Pubmed]
  24. Validation of the Salmonella (SV50)/arabinose-resistant forward mutation assay system with 26 compounds. Xu, J., Whong, W.Z., Ong, T. Mutat. Res. (1984) [Pubmed]
  25. Involvement of molybdenum hydroxylases in reductive metabolism of nitro polycyclic aromatic hydrocarbons in mammalian skin. Ueda, O., Sugihara, K., Ohta, S., Kitamura, S. Drug Metab. Dispos. (2005) [Pubmed]
  26. Activation and inactivation of a variety of mutagenic compounds by the reconstituted system containing highly purified preparations of cytochrome P-450 from rat liver. Kawano, S., Kamataki, T., Maeda, K., Kato, R., Nakao, T., Mizoguchi, I. Fundamental and applied toxicology : official journal of the Society of Toxicology. (1985) [Pubmed]
  27. Age dependent expression of cytochrome P-450b and metabolism of the potent carcinogen 2-nitrofluorene in the rat lung. Törnquist, S., Sundin, M., Möller, L., Gustafsson, J.A., Toftgård, R. Carcinogenesis (1988) [Pubmed]
  28. The influence of automobile exhausts on mutagenicity of soils: contamination with, fractionation, separation, and preliminary identification of mutagens in the Salmonella/reversion assay and effects of solvent fractions on the sister-chromatid exchanges in human lymphocyte cultures and in the in vivo mouse bone marrow micronucleus assay. Wesp, H.F., Tang, X., Edenharder, R. Mutat. Res. (2000) [Pubmed]
  29. Influence of chemicals commonly found in a water environment on the Salmonella mutagenicity test. Abe, A., Urano, K. Sci. Total Environ. (1994) [Pubmed]
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