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Chemical Compound Review

1-Naphthylisothiocyanate     1-isothiocyanatonaphthalene

Synonyms: Kesscocide, ANIT, N4525_ALDRICH, ACMC-1B133, CCRIS 4678, ...
 
 
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Disease relevance of 1-Naphthylisothiocyanate

 

High impact information on 1-Naphthylisothiocyanate

  • The modifying effects of alpha-naphthyl isothiocyanate (ANIT) on 2-amino-3-methylimidazo[4,5-b]pyridine (PhIP)-induced mammary carcinogenesis were investigated in female Sprague-Dawley (SD) rats, and the hepatic activities of the phase II detoxifying enzymes glutathione S-transferase (GST) and quinone reductase (QR) were also assayed [6].
  • In BDL rats and in ANIT-treated animals, immunoreactivity of bile ductules for CK20 was strikingly heterogeneous [7].
  • One isothiocyanatonaphthalene derivative (8) displaced [3H]CP-55940 binding to a rat brain P2 membrane preparation with an IC50 of 690 nM, which was 10-fold less potent than the parent molecule (IC50 = 73 nM) [8].
  • Conversely, band-5 hepatocytes were more susceptible than band-1 hepatocytes to the cytotoxic effects of 1-naphthylisothiocyanate and methotrexate (known periportal-selective toxins) [9].
  • Pretreating rats with the cholestatic agents alpha-naphthyl isothiocyanate (ANIT), oestradiol valerate (OV) and colchicine increased the biliary equilibrium concentration and decreased the half-life of the fast phase of the biliary sucrose elimination [10].
 

Chemical compound and disease context of 1-Naphthylisothiocyanate

 

Biological context of 1-Naphthylisothiocyanate

 

Anatomical context of 1-Naphthylisothiocyanate

 

Associations of 1-Naphthylisothiocyanate with other chemical compounds

 

Gene context of 1-Naphthylisothiocyanate

 

Analytical, diagnostic and therapeutic context of 1-Naphthylisothiocyanate

References

  1. Mechanism of gamma-glutamyl transpeptidase release in serum during intrahepatic and extrahepatic cholestasis in the rat: a histochemical, biochemical and molecular approach. Bulle, F., Mavier, P., Zafrani, E.S., Preaux, A.M., Lescs, M.C., Siegrist, S., Dhumeaux, D., Guellaën, G. Hepatology (1990) [Pubmed]
  2. Involvement of glutathione in 1-naphthylisothiocyanate (ANIT) metabolism and toxicity to isolated hepatocytes. Carpenter-Deyo, L., Marchand, D.H., Jean, P.A., Roth, R.A., Reed, D.J. Biochem. Pharmacol. (1991) [Pubmed]
  3. Nuclear magnetic resonance spectroscopic and principal components analysis investigations into biochemical effects of three model hepatotoxins. Beckwith-Hall, B.M., Nicholson, J.K., Nicholls, A.W., Foxall, P.J., Lindon, J.C., Connor, S.C., Abdi, M., Connelly, J., Holmes, E. Chem. Res. Toxicol. (1998) [Pubmed]
  4. Polyuria in experimental intrahepatic cholangitis induced by alpha-naphthyl-isothiocyanate. Tur-Kaspa, R., Adler, R., Popovtzer, M.M., Eliakim, M. Eur. J. Clin. Invest. (1983) [Pubmed]
  5. Suppression of delayed-type hypersensitivity mediated by macrophage-like cells in mice with experimental liver injury. Tajima, S., Nishimura, N., Ito, K. Immunology (1985) [Pubmed]
  6. Effect of alpha-naphthyl isothiocyanate on 2-amino-3-methylimidazo[4,5-b]pyridine (PhIP)-induced mammary carcinogenesis in rats. Sugie, S., Ohnishi, M., Ushida, J., Yamamoto, T., Hara, A., Koide, A., Mori, Y., Kohno, H., Suzuki, R., Tanaka, T., Wakabayashi, K., Mori, H. Int. J. Cancer (2005) [Pubmed]
  7. Expression of cytokeratin 20 in developing rat liver and in experimental models of ductular and oval cell proliferation. Faa, G., Van Eyken, P., Roskams, T., Miyazaki, H., Serreli, S., Ambu, R., Desmet, V.J. J. Hepatol. (1998) [Pubmed]
  8. (Aminoalkyl)indole isothiocyanates as potential electrophilic affinity ligands for the brain cannabinoid receptor. Yamada, K., Rice, K.C., Flippen-Anderson, J.L., Eissenstat, M.A., Ward, S.J., Johnson, M.R., Howlett, A.C. J. Med. Chem. (1996) [Pubmed]
  9. Subpopulations of rat hepatocytes separated by Percoll density-gradient centrifugation show characteristics consistent with different acinar locations. Osypiw, J.C., Allen, R.L., Billington, D. Biochem. J. (1994) [Pubmed]
  10. Quantitative estimation of transcellular and paracellular pathways of biliary sucrose in isolated perfused rat liver. Jaeschke, H., Krell, H., Pfaff, E. Biochem. J. (1987) [Pubmed]
  11. 1-Naphthyl isocyanate and 1-naphthylamine as metabolites of 1-naphthylisothiocyanate. Li, Y., Yousef, I.M., Plaa, G.L. Liver (1995) [Pubmed]
  12. Pharmacokinetics of alpha-naphthyl isothiocyanate in rats. Hu, K., Morris, M.E. Journal of pharmaceutical sciences. (2005) [Pubmed]
  13. Histological changes and impairment of liver mitochondrial bioenergetics after long-term treatment with alpha-naphthyl-isothiocyanate (ANIT). Palmeira, C.M., Ferreira, F.M., Rolo, A.P., Oliveira, P.J., Santos, M.S., Moreno, A.J., Cipriano, M.A., Martins, M.I., Seiça, R. Toxicology (2003) [Pubmed]
  14. Deletion of hyperplastic biliary epithelial cells by apoptosis following removal of the proliferative stimulus. Bhathal, P.S., Gall, J.A. Liver (1985) [Pubmed]
  15. 1-Naphthylisothiocyanate-induced permeability of hepatic tight junctions to proteins. Kan, K.S., Coleman, R. Biochem. J. (1986) [Pubmed]
  16. Alpha-naphthyl-isothiocyanate-induced cholestasis in the rat: studies of liver plasma membrane enzymes. Hertzog, P.J., Bhathal, P.S., Dorling, P.R., Le Page, R.N. Pathology. (1975) [Pubmed]
  17. Pharmacokinetic studies of trimethadione and its metabolite in rats with chemical-induced liver injury. Tanaka, E., Kinoshita, H., Yamamoto, T., Kuroiwa, Y., Takabatake, E. J. Pharmacobio-dyn. (1981) [Pubmed]
  18. Blood acetaldehyde levels in alcohol-dosed rats after treatment with ANIT, ANTU, dithiocarbamate derivatives, or cyanamide. García de Torres, G., Römer, K.G., Torres Alanis, O., Freundt, K.J. Drug and chemical toxicology. (1983) [Pubmed]
  19. Protamine enhances the proliferative activity of hepatocyte growth factor in rats. Liu, K.X., Kato, Y., Kaku, T.I., Matsumoto, K., Nakamura, T., Sugiyama, Y. Am. J. Physiol. (1998) [Pubmed]
  20. High performance liquid chromatographic determination of glucosamine in rat plasma. Aghazadeh-Habashi, A., Sattari, S., Pasutto, F., Jamali, F. Journal of pharmacy & pharmaceutical sciences [electronic resource] : a publication of the Canadian Society for Pharmaceutical Sciences, Société canadienne des sciences pharmaceutiques. (2002) [Pubmed]
  21. Semi-automatic liquid chromatographic analysis of pamidronate in serum and citrate plasma after derivatization with 1-naphthylisothiocyanate. Sparidans, R.W., den Hartigh, J., Beijnen, J.H., Vermeij, P. J. Chromatogr. B Biomed. Sci. Appl. (1998) [Pubmed]
  22. Preventive effect of the Taiwan folk medicine Ixeris laevigata var. oldhami on alpha-naphthyl-isothiocyanate and carbon tetrachloride-induced acute liver injury in rats. Lu, K.L., Tsai, C.C., Ho, L.K., Lin, C.C., Chang, Y.S. Phytotherapy research : PTR. (2002) [Pubmed]
 
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