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Chemical Compound Review

Hydroxyfluorenylacetamide     N-(9H-fluoren-2-yl)-N- hydroxy-ethanamide

Synonyms: Nohfaa, n-ho-aaf, N-Hydroxy-aaf, CCRIS 338, CHEMBL284464, ...
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Disease relevance of Hydroxyacetylaminofluorene


High impact information on Hydroxyacetylaminofluorene


Chemical compound and disease context of Hydroxyacetylaminofluorene


Biological context of Hydroxyacetylaminofluorene


Anatomical context of Hydroxyacetylaminofluorene


Associations of Hydroxyacetylaminofluorene with other chemical compounds


Gene context of Hydroxyacetylaminofluorene


Analytical, diagnostic and therapeutic context of Hydroxyacetylaminofluorene


  1. Mutagenic activation of N-2-fluorenylacetamide and N-hydroxy-N-2-fluorenylacetamide in subcellular fractions from X/Gf mice. Reddy, T.V., Weisburger, E.K., Thorgeirsson, S.S. J. Natl. Cancer Inst. (1980) [Pubmed]
  2. Influences of different polychlorinated biphenyls on cytocidal, mitoinhibitory, and nodule-selecting activities of N-2-fluorenylacetamide in rat liver. Hayes, M.A., Roberts, E., Safe, S.H., Farber, E., Cameron, R.G. J. Natl. Cancer Inst. (1986) [Pubmed]
  3. Steroid hormone receptors in the rat mammary adenocarcinoma induced by N-hydroxy-N-2-fluorenylacetamide. Li, S.A., Malejka-Giganti, D., Li, J.J. J. Natl. Cancer Inst. (1982) [Pubmed]
  4. Activating mutations of the c-Ha-ras protooncogene in chemically induced hepatomas of the male B6C3 F1 mouse. Wiseman, R.W., Stowers, S.J., Miller, E.C., Anderson, M.W., Miller, J.A. Proc. Natl. Acad. Sci. U.S.A. (1986) [Pubmed]
  5. Immunosuppression in primary liver and colon tumor induction with N-hydroxy-N-2-fluorenylacetamide and azoxymethane. Kroes, R., Berkvens, J.M., Weisburger, J.H. Cancer Res. (1975) [Pubmed]
  6. Species difference in liver microsomal and cytosolic enzymes involved in mutagenic activation of N-hydroxy-N-2-fluorenylacetamide. Kaneda, S., Seno, T., Takeishi, K. J. Natl. Cancer Inst. (1981) [Pubmed]
  7. Mutagenic activation of N-hydroxy-2-acetylaminofluorene by developing epithelial cells of rat small intestine and effects of antioxidants. Schut, H.A., Thorgeirsson, S.S. J. Natl. Cancer Inst. (1979) [Pubmed]
  8. Induction of monooxygenases in rhesus monkeys by 3-methylcholanthrene: metabolism and mutagenic activation of N-2-acetylaminofluorene and benzo(a)pyrene. Thorgeirsson, S.S., Sakai, S., Adamson, R.H. J. Natl. Cancer Inst. (1978) [Pubmed]
  9. Nonrandom binding of the carcinogen N-hydroxy-2-acetylaminofluorene to repetitive sequences of rat liver DNA in vivo. Gupta, R.C. Proc. Natl. Acad. Sci. U.S.A. (1984) [Pubmed]
  10. Inhibitory effect of reducing agents on N-acetoxy- and N-hydroxy-2-acetylaminofluorene-induced mutagenesis. Rosin, M.P., Stich, H.F. Cancer Res. (1978) [Pubmed]
  11. Metabolic activation and genotoxicity of N-hydroxy-2-acetylaminofluorene and N-hydroxyphenacetin derivatives in Reuber (H4-II-E) hepatoma cells. Glowinski, I.B., Sanderson, N.D., Hayashi, S., Thorgeirsson, S.S. Cancer Res. (1984) [Pubmed]
  12. N-sulfoöxy-2-aminofluorene is the major ultimate electrophilic and carcinogenic metabolite of N-hydroxy-2-acetylaminofluorene in the livers of infant male C57BL/6J x C3H/HeJ F1 (B6C3F1) mice. Lai, C.C., Miller, J.A., Miller, E.C., Liem, A. Carcinogenesis (1985) [Pubmed]
  13. Comparative toxicity and mutagenicity of N-hydroxy-2-acetylaminofluorene and 7-acetyl-N-hydroxy-2-acetylaminofluorene in human lymphoblasts. Babson, J.R., Gavitt, N.E., Boteju, L.W., Hanna, P.E. Mutat. Res. (1992) [Pubmed]
  14. Correlation of immunogenicity with suppression of lymphocyte adenosine 3',5'-monophosphate-dependent protein kinase. Hakim, A.A. Experientia (1979) [Pubmed]
  15. Comparative toxicity of N-hydroxy-2-acetylaminofluorene in several strains of rats. Irving, C.C. Cancer Res. (1975) [Pubmed]
  16. Homodimeric and heterodimeric aryl sulfotransferases catalyze the sulfuric acid esterification of N-hydroxy-2-acetylaminofluorene. Kiehlbauch, C.C., Lam, Y.F., Ringer, D.P. J. Biol. Chem. (1995) [Pubmed]
  17. Biotransformation of aromatic amines to DNA-damaging products by urinary bladder organ cultures. McQueen, C.A., Way, B.M., Williams, G.M. Carcinogenesis (1987) [Pubmed]
  18. Mutagenicity and DNA damage induced by arylamines in the Salmonella/hepatocyte system. Staiano, N., Erickson, L.C., Smith, C.L., Marsden, E., Thorgeirsson, S.S. Carcinogenesis (1983) [Pubmed]
  19. The catalytic effect of bovine serum albumin on the ortho rearrangement of the potential ultimate carcinogen, N-(sulfooxy)-2-(acetylamino)fluorene, generated enzymatically from N-hydroxy-2-(acetylamino)fluorene and evidence for substrate specificity of the enzymatic sulfonation of arylhydroxamic acids. Kolanczyk, R.C., Rutks, I.R., Gutmann, H.R. Chem. Res. Toxicol. (1991) [Pubmed]
  20. Mechanism of in vitro mutagenic activation and covalent binding of N-hydroxy-2-acetylaminofluorene in isolated liver cell nuclei from rat and mouse. Sakai, S., Reinhold, C.E., Wirth, P.J., Thorgeirsson, S.S. Cancer Res. (1978) [Pubmed]
  21. Acetyl coenzyme A dependent activation of N-hydroxy derivatives of carcinogenic arylamines: mechanism of activation, species difference, tissue distribution, and acetyl donor specificity. Shinohara, A., Saito, K., Yamazoe, Y., Kamataki, T., Kato, R. Cancer Res. (1986) [Pubmed]
  22. Peroxidative metabolism of a carcinogen, N-hydroxy-N-2-fluorenylacetamide, by rat uterus and mammary gland in vitro. Malejka-Giganti, D., Ritter, C.L., Decker, R.W., Suilman, J.M. Cancer Res. (1986) [Pubmed]
  23. Biochemical and morphological changes in hepatic nuclear membranes produced by N-hydroxy-2-acetylaminofluorene. Glazer, R.I., La Via, M.F. Cancer Res. (1975) [Pubmed]
  24. Activation of carcinogenic arylhydroxamic acids by human tissues. King, C.M., Olive, C.W., Cardona, R.A. J. Natl. Cancer Inst. (1975) [Pubmed]
  25. Covalent binding of 2-acetylaminofluorene, 2-aminofluorene, and N-hydroxy-2-acetylaminofluorene to rat liver nuclear DNA and protein in vivo and in vitro. Stout, D.L., Hemminki, K., Becker, F.F. Cancer Res. (1980) [Pubmed]
  26. Activation of the Ha-, Ki-, and N-ras genes in chemically induced liver tumors from CD-1 mice. Manam, S., Storer, R.D., Prahalada, S., Leander, K.R., Kraynak, A.R., Ledwith, B.J., van Zwieten, M.J., Bradley, M.O., Nichols, W.W. Cancer Res. (1992) [Pubmed]
  27. Horseradish peroxidase/hydrogen peroxide-catalyzed oxidation of the carcinogen N-hydroxy-N-acetyl-2-aminofluorene as effected by cyanide and ascorbate. Floyd, R.A., Soong, L.M., Culver, P.L. Cancer Res. (1976) [Pubmed]
  28. Irreversible inactivation of arylamine N-acetyltransferases in the presence of N-hydroxy-4-acetylaminobiphenyl: a comparison of human and hamster enzymes. Wang, H., Wagner, C.R., Hanna, P.E. Chem. Res. Toxicol. (2005) [Pubmed]
  29. Expression profiling of sulfotransferases in human cell lines derived from extra-hepatic tissues. Tamura, H.O., Taniguchi, K., Hayashi, E., Hiyoshi, Y., Nagai, F. Biol. Pharm. Bull. (2001) [Pubmed]
  30. Dose-related changes in the profile of ras mutations in chemically induced CD-1 mouse liver tumors. Manam, S., Shinder, G.A., Joslyn, D.J., Kraynak, A.R., Hammermeister, C.L., Leander, K.R., Ledwith, B.J., Prahalada, S., van Zwieten, M.J., Nichols, W.W. Carcinogenesis (1995) [Pubmed]
  31. Metabolic activation of N-hydroxy-2-aminofluorene and N-hydroxy-2-acetylaminofluorene by monomorphic N-acetyltransferase (NAT1) and polymorphic N-acetyltransferase (NAT2) in colon cytosols of Syrian hamsters congenic at the NAT2 locus. Hein, D.W., Doll, M.A., Gray, K., Rustan, T.D., Ferguson, R.J. Cancer Res. (1993) [Pubmed]
  32. Molecular cloning, expression, and characterization of novel human SULT1C sulfotransferases that catalyze the sulfonation of N-hydroxy-2-acetylaminofluorene. Sakakibara, Y., Yanagisawa, K., Katafuchi, J., Ringer, D.P., Takami, Y., Nakayama, T., Suiko, M., Liu, M.C. J. Biol. Chem. (1998) [Pubmed]
  33. Effects of neonatal and adult castration on the in vitro metabolism of steroids and xenobiotics in rat liver. Blanck, A., Aström, A., Hansson, T. Cancer Res. (1986) [Pubmed]
  34. Spin trapping of the primary radical involved in the activation of the carcinogen N-hydroxy-2-acetylaminofluorene by cumene hydroperoxide-hematin. Rosen, G.M., Rauckman, E.J. Mol. Pharmacol. (1980) [Pubmed]
  35. The role of specific DNA adducts in the induction of micronuclei by N-hydroxy-2-acetylaminofluorene in rat liver in vivo. van de Poll, M.L., van der Hulst, D.A., Tates, A.D., Mulder, G.J., Meerman, J.H. Carcinogenesis (1989) [Pubmed]
  36. Metabolism of the carcinogen N-hydroxy-N-2-fluorenylacetamide by rat peritoneal neutrophils. Malejka-Giganti, D., Ritter, C.L., Willmott, L.D. Carcinogenesis (1993) [Pubmed]
  37. Induction of chromosomal aberrations and sister-chromatid exchanges in Chinese hamster cells in vitro by some proximate and ultimate carcinogenic arylamide derivatives. Tates, A.D., Kriek, E. Mutat. Res. (1981) [Pubmed]
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