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Chemical Compound Review

o-Aminoazotoluene     2-methyl-4-(2- methylphenyl)diazenyl-aniline

Synonyms: OAAT, O-AAT, O-AT, CCRIS 25, CHEMBL83552, ...
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Disease relevance of o-Aminoazotoluene


High impact information on o-Aminoazotoluene


Chemical compound and disease context of o-Aminoazotoluene


Biological context of o-Aminoazotoluene

  • Cytochrome P4501A1 and 1A2 gene expression in the liver of 3-methylcholanthrene- and o-aminoazotoluene-treated mice: a comparison between PAH-responsive and PAH-nonresponsive strains [9].
  • The objective of this study was to investigate cytochrome P4501A1 and 1A2 mRNA, protein, and enzyme activity in the liver of male mice differing in the aryl hydrocarbon receptor (AhR) genotype during treatment with the carcinogenic compounds 3-methylcholanthrene (MC) and o-aminoazotoluene (OAT) [9].

Anatomical context of o-Aminoazotoluene

  • Using peptide 4-methoxy-2-naphthylamide substrates (Bz-Arg-MNA, Z-Lys-Arg-MNA, Z-Gly-Arg-MNA, Z-Pro-Arg-MNA and Z-Gly-Pro-Arg-MNA) and Fast Garnet GBC as chromogen the red azo dye was found to precipitate in the cytoplasmic granules of the cutaneous mast cells [10].

Associations of o-Aminoazotoluene with other chemical compounds


Gene context of o-Aminoazotoluene


Analytical, diagnostic and therapeutic context of o-Aminoazotoluene


  1. In vitro metabolism of o-aminoazotoluene and mutagenesis of Salmonella by the metabolites. Degawa, M., Kanazawa, C., Hashimoto, Y. Carcinogenesis (1982) [Pubmed]
  2. Genotoxicity of o-aminoazotoluene (AAT) determined by the Ames test, the in vitro chromosomal aberration test, and the transgenic mouse gene mutation assay. Ohsawa, K., Hirano, N., Sugiura, M., Nakagawa, S., Kimura, M. Mutat. Res. (2000) [Pubmed]
  3. Mutagenicity and CYP1A induction by azobenzenes correlates with their carcinogenicity. Cheung, Y.L., Puddicombe, S.M., Gray, T.J., Ioannides, C. Carcinogenesis (1994) [Pubmed]
  4. Oxidation of uroporphyrinogen by methylcholanthrene-induced cytochrome P-450. Essential role of cytochrome P-450d. Jacobs, J.M., Sinclair, P.R., Bement, W.J., Lambrecht, R.W., Sinclair, J.F., Goldstein, J.A. Biochem. J. (1989) [Pubmed]
  5. Involvement of transcription factor HNF3gamma in the effect of o-aminoazotoluene on glucocorticoid induction of tyrosine aminotransferase in mice sensitive to its hepatocarcinogenic action. Kropachev, K.Y., Kaledin, V.I., Kobzev, V.F., Plisov, S.Y., Levashova, Z.B., Merkulova, T.I. Mol. Carcinog. (2001) [Pubmed]
  6. Identification and isolation of two rat serum proteins with A-esterase activity toward paraoxon and chlorpyrifos-oxon. Pond, A.L., Coyne, C.P., Chambers, H.W., Chambers, J.E. Biochem. Pharmacol. (1996) [Pubmed]
  7. Suggested assignment of peptidase S (PEPS) to 4p11-4q12 by exclusion using gene dosage, accounting for variability in fibroblasts. Schmutz, S.M., Simpson, N.E. Hum. Genet. (1983) [Pubmed]
  8. 3-Methoxy-4-aminoazobenzene, a unique carcinogenic aromatic amine as a substrate for cytochrome-P-450-mediated mutagenesis. Degawa, M., Kojima, M., Hashimoto, Y. Mutat. Res. (1985) [Pubmed]
  9. Cytochrome P4501A1 and 1A2 gene expression in the liver of 3-methylcholanthrene- and o-aminoazotoluene-treated mice: a comparison between PAH-responsive and PAH-nonresponsive strains. Zacharova, L.Y., Gulyaeva, L.F., Lyakhovich, V.V., Mikhailova, O.N., Timofeeva, O.A., Filipenko, M.L., Kaledin, V.I. Toxicol. Sci. (2003) [Pubmed]
  10. Immunoperoxidase and enzyme-histochemical demonstration of human skin tryptase in cutaneous mast cells in normal and mastocytoma skin. Harvima, I.T., Naukkarinen, A., Harvima, R.J., Fräki, J.E. Arch. Dermatol. Res. (1988) [Pubmed]
  11. Biochemical and histochemical evaluation of tryptase in various human tissues. Harvima, I.T., Karkola, K., Harvima, R.J., Naukkarinen, A., Neittaanmäki, H., Horsmanheimo, M., Fräki, J.E. Arch. Dermatol. Res. (1989) [Pubmed]
  12. The use of hexazonium-p-rosanilin in the histochemical demonstration of peptidases. Lojda, Z. Histochemistry (1975) [Pubmed]
  13. Relationship between high sensitivity of suckling mice to hepatocarcinogenic and antiglucocorticoid effects of o-aminoazotoluene and diethylnitrosamine. Il'nitskaya, S.I., Vasil'eva, E.D., Kropachev, K.Y., Kaledin, V.I. Bull. Exp. Biol. Med. (2004) [Pubmed]
  14. Expression of CYP1A in liver of A/Sn and CC57BR mice differing in sensitivity to hepatocarcinogenesis induced by o-aminoazotoluene. Timofeeva, O.A., Filipenko, M.L., Rychkova, N.A., Gulyaeva, L.F., Lyakhovich, V.V. Biochemistry Mosc. (2000) [Pubmed]
  15. Zymograms of Kurloff cell acid phosphatases. Thin layer isoelectric focusing and native polyacrylamide 4-15% gradient gel electrophoresis. Landemore, G., Buat, M.L., Izard, J. Biol. Cell (1987) [Pubmed]
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