The world's first wiki where authorship really matters (Nature Genetics, 2008). Due credit and reputation for authors. Imagine a global collaborative knowledge base for original thoughts. Search thousands of articles and collaborate with scientists around the globe.

wikigene or wiki gene protein drug chemical gene disease author authorship tracking collaborative publishing evolutionary knowledge reputation system wiki2.0 global collaboration genes proteins drugs chemicals diseases compound
Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
Chemical Compound Review

2-NAPHTHYLAMINE     naphthalen-2-amine

Synonyms: zlchem 967, PubChem23236, CCRIS 424, ARONIS24272, SureCN76713, ...
Welcome! If you are familiar with the subject of this article, you can contribute to this open access knowledge base by deleting incorrect information, restructuring or completely rewriting any text. Read more.

Disease relevance of beta-Naphthylamine

  • Of the dogs given the same dose of 2-naphthylamine for 26 weeks and then kept for 3 years before being killed, 2 dogs had normal bladders but the other 2 had epithelial carcinomas [1].
  • Various sulfonic acid derivatives of 1-naphthylamine and 2-naphthylamine were tested in inbred A/St (male and female) mice by the pulmonary adenoma bioassay to determine if this class of compounds, used as intermediates in the dye-stuff industry, possesses tumorigenic activity [2].
  • Diethylnitrosamine and dimethylnitrosamine (ID50 between 1 X 10(-4) and 5 X 10(-4) M) and 1- and 2-naphthylamine (ID50 between 1 X 10(-5) and 5 X 10(-4) M) caused inhibition of DNA synthesis at concentrations which overlapped with concentrations that caused measurable toxicity [3].
  • All dogs which received pure 2-naphthylamine developed transitional-cell carcinomas of the bladder within 34 months [4].
  • With the Neisseria species, interpretation of the cinnamaldehyde-coupled beta-naphthylamine reactions was difficult and resulted in profile numbers not listed in the Profile Register. Positive resazurin-glucose reactions resulted in unlisted numbers for all B. catarrhalis strains [5].

High impact information on beta-Naphthylamine


Chemical compound and disease context of beta-Naphthylamine


Biological context of beta-Naphthylamine


Anatomical context of beta-Naphthylamine


Associations of beta-Naphthylamine with other chemical compounds


Gene context of beta-Naphthylamine


Analytical, diagnostic and therapeutic context of beta-Naphthylamine


  1. Histologic and histochemical preneoplastic changes in the bladder mucosae of dogs given 2-naphthylamine. Rdomski, J.L., Krischer, C., Krischer, K.N. J. Natl. Cancer Inst. (1978) [Pubmed]
  2. Pulmonary adenoma response of strain A mice to sulfonic acid derivatives of 1- and 2-naphthylamines. Theiss, J.C., Shimkin, M.B., Weisburger, E.K. J. Natl. Cancer Inst. (1981) [Pubmed]
  3. Inhibition of DNA synthesis by chemical carcinogens in cultures of initiated and normal proliferating rat hepatocytes. Novicki, D.L., Rosenberg, M.R., Michalopoulos, G. Cancer Res. (1985) [Pubmed]
  4. Lifetime carcinogenicity study of 1- and 2-naphthylamine in dogs. Purchase, I.F., Kalinowski, A.E., Ishmael, J., Wilson, J., Gore, C.W., Chart, I.S. Br. J. Cancer (1981) [Pubmed]
  5. Use of the API NeIdent system for identification of pathogenic Neisseria spp. and Branhamella catarrhalis. Janda, W.M., Morello, J.A., Bohnhoff, M. J. Clin. Microbiol. (1984) [Pubmed]
  6. Induction of DNA repair synthesis in human urothelial cells by the N-hydroxy metabolites of carcinogenic arylamines. Wang, C.Y., Christensen, B., Zukowski, K., Morton, K.C., Lee, M.S. J. Natl. Cancer Inst. (1984) [Pubmed]
  7. Human cytochrome P-450PA (P-450IA2), the phenacetin O-deethylase, is primarily responsible for the hepatic 3-demethylation of caffeine and N-oxidation of carcinogenic arylamines. Butler, M.A., Iwasaki, M., Guengerich, F.P., Kadlubar, F.F. Proc. Natl. Acad. Sci. U.S.A. (1989) [Pubmed]
  8. Variation of hepatic glucuronidation: Novel functional polymorphisms of the UDP-glucuronosyltransferase UGT1A4. Ehmer, U., Vogel, A., Schütte, J.K., Krone, B., Manns, M.P., Strassburg, C.P. Hepatology (2004) [Pubmed]
  9. Salmonella typhimurium strains expressing human arylamine N-acetyltransferases: metabolism and mutagenic activation of aromatic amines. Grant, D.M., Josephy, P.D., Lord, H.L., Morrison, L.D. Cancer Res. (1992) [Pubmed]
  10. Polymorphic expression of acetyl coenzyme A-dependent arylamine N-acetyltransferase and acetyl coenzyme A-dependent O-acetyltransferase-mediated activation of N-hydroxyarylamines by human bladder cytosol. Kirlin, W.G., Trinidad, A., Yerokun, T., Ogolla, F., Ferguson, R.J., Andrews, A.F., Brady, P.K., Hein, D.W. Cancer Res. (1989) [Pubmed]
  11. Alterations of the p53 gene in occupational bladder cancer in workers exposed to aromatic amines. Yasunaga, Y., Nakanishi, H., Naka, N., Miki, T., Tsujimura, T., Itatani, H., Okuyama, A., Aozasa, K. Lab. Invest. (1997) [Pubmed]
  12. Molecular cloning and expression of an amine sulfotransferase cDNA: a new gene family of cytosolic sulfotransferases in mammals. Yoshinari, K., Nagata, K., Ogino, M., Fujita, K., Shiraga, T., Iwasaki, K., Hata, T., Yamazoe, Y. J. Biochem. (1998) [Pubmed]
  13. Histopathological changes induced in the urinary bladder and liver of female BALB/c mice treated simultaneously with 2-naph-thylamine and cyclophosphamide. Yoshida, M., Numoto, S., Otsuka, H. Gann = Gan. (1979) [Pubmed]
  14. Hepatic metabolism of N-hydroxy-N-methyl-4-aminoazobenzene and other N-hydroxy arylamines to reactive sulfuric acid esters. Kadlubar, F.F., Miller, J.A., Miller, E.C. Cancer Res. (1976) [Pubmed]
  15. Purification and characterization of a thyrotropin-releasing hormone deamidase from rat brain. Rupnow, J.H., Taylor, W.L., Dixon, J.E. Biochemistry (1979) [Pubmed]
  16. Evaluation of DNA damage by alkaline elution technique after in vivo treatment with aromatic amines. Bolognesi, C., Cesarone, C.F., Santi, L. Carcinogenesis (1981) [Pubmed]
  17. NAT2 slow acetylation and bladder cancer in workers exposed to benzidine. Carreón, T., Ruder, A.M., Schulte, P.A., Hayes, R.B., Rothman, N., Waters, M., Grant, D.J., Boissy, R., Bell, D.A., Kadlubar, F.F., Hemstreet, G.P., Yin, S., LeMasters, G.K. Int. J. Cancer (2006) [Pubmed]
  18. Viscometric detection of liver DNA fragmentation in rats treated with ten aromatic amines. Discrepancies with results provided by the alkaline elution technique. Brambilla, G., Carlo, P., Finollo, R., Ledda, A. Carcinogenesis (1985) [Pubmed]
  19. Metabolic activation of carcinogenic aromatic amines by dog bladder and kidney prostaglandin H synthase. Wise, R.W., Zenser, T.V., Kadlubar, F.F., Davis, B.B. Cancer Res. (1984) [Pubmed]
  20. Metabolism of 1- and 2-naphthylamine in isolated rat hepatocytes. Orzechowski, A., Schrenk, D., Bock, K.W. Carcinogenesis (1992) [Pubmed]
  21. Effect of pH on the neoplastic transformation of normal human skin fibroblasts by N-hydroxy-1-naphthylamine and N-hydroxy-2-naphthylamine. Oldham, J.W., Kadlubar, F.F., Milo, G.E. Carcinogenesis (1981) [Pubmed]
  22. Specificity studies on enteropeptidase substrates related to the N-terminus of trypsinogen. Jenö, P., Green, J.R., Lentze, M.J. Biochem. J. (1987) [Pubmed]
  23. DNA adducts formed by ring-oxidation of the carcinogen 2-naphthylamine with prostaglandin H synthase in vitro and in the dog urothelium in vivo. Yamazoe, Y., Miller, D.W., Weis, C.C., Dooley, K.L., Zenser, T.V., Beland, F.A., Kadlubar, F.F. Carcinogenesis (1985) [Pubmed]
  24. Role of the acetylation polymorphism in determining susceptibility of cultured rabbit hepatocytes to DNA damage by aromatic amines. McQueen, C.A., Maslansky, C.J., Williams, G.M. Cancer Res. (1983) [Pubmed]
  25. Effect of 2-aminonaphthalene on glutathione content and cytochrome P-450 p-nitroanisole O-demethylation activity in mouse liver. Unger, M., Andersen, O., Clausen, J. Cancer Res. (1977) [Pubmed]
  26. Correlation between transformation potential and inducible enzyme levels of hamster embryo cells. Poiley, J.A., Raineri, R., Cavanaugh, D.M., Ernst, M.K., Pienta, R.J. Carcinogenesis (1980) [Pubmed]
  27. Metabolic activation and deactivation of arylamine carcinogens by recombinant human NAT1 and polymorphic NAT2 acetyltransferases. Hein, D.W., Doll, M.A., Rustan, T.D., Gray, K., Feng, Y., Ferguson, R.J., Grant, D.M. Carcinogenesis (1993) [Pubmed]
  28. Human liver arylamine N-sulfotransferase activity. Thermostable phenol sulfotransferase catalyzes the N-sulfation of 2-naphthylamine. Hernández, J.S., Powers, S.P., Weinshilboum, R.M. Drug Metab. Dispos. (1991) [Pubmed]
  29. Fatty acids and glucose increase neutral endopeptidase activity in human microvascular endothelial cells. Muangman, P., Spenny, M.L., Tamura, R.N., Gibran, N.S. Shock (2003) [Pubmed]
  30. 2-Naphthylamine, a compound found in cigarette smoke, decreases both monoamine oxidase A and B catalytic activity. Hauptmann, N., Shih, J.C. Life Sci. (2001) [Pubmed]
  31. Human acetylator genotype: relationship to colorectal cancer incidence and arylamine N-acetyltransferase expression in colon cytosol. Rodriguez, J.W., Kirlin, W.G., Ferguson, R.J., Doll, M.A., Gray, K., Rustan, T.D., Lee, M.E., Kemp, K., Urso, P., Hein, D.W. Arch. Toxicol. (1993) [Pubmed]
  32. DNA hyperploidy as a marker for biological response to bladder carcinogen exposure. Hemstreet, G.P., Schulte, P.A., Ringen, K., Stringer, W., Altekruse, E.B. Int. J. Cancer (1988) [Pubmed]
  33. Metabolism of 2-naphthylamine and benzidine by rat and human bladder organ cultures. Moore, B.P., Potter, P.M., Hicks, R.M. Carcinogenesis (1984) [Pubmed]
  34. Determination of 2-naphthylamine in urine by a novel reversed-phase high-performance liquid chromatography method. Hansen, A.M., Poulsen, O.M., Christensen, J.M., Hansen, S.H. J. Chromatogr. (1992) [Pubmed]
  35. GC/MS analysis of biologically important aromatic amines. Application to human dosimetry. Stillwell, W.G., Bryant, M.S., Wishnok, J.S. Biomed. Environ. Mass Spectrom. (1987) [Pubmed]
WikiGenes - Universities