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Chemical Compound Review

p-Aminoazobenzene     4-phenyldiazenylaniline

Synonyms: p-AAZB, Cellitazol R, Induline R, Zlut anilinova, CCRIS 24, ...
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Disease relevance of p-Aminoazobenzene


High impact information on p-Aminoazobenzene


Chemical compound and disease context of p-Aminoazobenzene

  • The mutagenicity of 8 azo dyes and 6 p-phenylenediamine derivatives, which comprised the metabolites of carcinogenic 4-aminoazobenzene derivatives, was studied on Salmonella typhimurium TA98 and TA100 [10].
  • The commercial disperse dye product CI Disperse Blue 291 containing the aminoazobenzene 2-[(2-bromo-4,6-dinitrophenyl)azo]-5-(diethylamino)-4-methoxyacetanilide (CAS registry no. 56548-64-2) was tested for mutagenic activity in the Salmonella assay [11].

Biological context of p-Aminoazobenzene

  • After the application of AB phosphorylation of the proteins of rat liver nuclear ribonucleoprotein particles decreased to 70% and in regenerating liver to 61% of the phosphorylation of particle proteins in control liver [12].

Anatomical context of p-Aminoazobenzene


Associations of p-Aminoazobenzene with other chemical compounds


Gene context of p-Aminoazobenzene


Analytical, diagnostic and therapeutic context of p-Aminoazobenzene


  1. Murine p53 intron sequences 5-8 and their use in polymerase chain reaction/direct sequencing analysis of p53 mutations in CD-1 mouse liver and lung tumors. Goodrow, T.L., Storer, R.D., Leander, K.R., Prahalada, S.R., van Zwieten, M.J., Bradley, M.O. Mol. Carcinog. (1992) [Pubmed]
  2. The effect of alkoxy substituents on the mutagenicity of some aminoazobenzene dyes and their reductive-cleavage products. Esancy, J.F., Freeman, H.S., Claxton, L.D. Mutat. Res. (1990) [Pubmed]
  3. Partial degradation of p-aminoazobenzene by a defined mixed culture of Bacillus subtilis and Stenotrophomonas maltophilia. Zissi, U., Lyberatos, G. Biotechnol. Bioeng. (2001) [Pubmed]
  4. Differences in DNA damage induced by mutagenic and nonmutagenic 4-aminoazobenzene derivatives in Escherichia coli. Kojima, M., Morita, T., Degawa, M., Hashimoto, Y., Tada, M. Mutat. Res. (1992) [Pubmed]
  5. Patch test results with the metalworking fluid series of the German Contact Dermatitis Research Group (DKG). Geier, J., Lessmann, H., Dickel, H., Frosch, P.J., Koch, P., Becker, D., Jappe, U., Aberer, W., Schnuch, A., Uter, W. Contact Derm. (2004) [Pubmed]
  6. Use of hamster hepatocytes to metabolize carcinogens in an in vitro bioassay. Poiley, J.A., Raineri, R., Pienta, R.J. J. Natl. Cancer Inst. (1979) [Pubmed]
  7. 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]
  8. Recombinant rat and hamster N-acetyltransferases-1 and -2: relative rates of N-acetylation of arylamines and N,O-acyltransfer with arylhydroxamic acids. Jones, R.F., Land, S.J., King, C.M. Carcinogenesis (1996) [Pubmed]
  9. Resonance Raman studies in some carboni anhydrase-aromatic sulfonamide complexes. Kumar, K., King, R.W., Carey, P.R. Biochemistry (1976) [Pubmed]
  10. Mutagenicity of metabolites of carcinogenic aminoazo dyes. Degawa, M., Shoji, Y., Masuko, K., Hashimoto, Y. Cancer Lett. (1979) [Pubmed]
  11. Mutagenicity evaluation of the commercial product CI Disperse Blue 291 using different protocols of the Salmonella assay. de Aragão Umbuzeiro, G., Freeman, H., Warren, S.H., Kummrow, F., Claxton, L.D. Food Chem. Toxicol. (2005) [Pubmed]
  12. Decrease in the phosphorylation of the proteins associated with heterogeneous nuclear RNA after the application of 3'-methyl-4-dimethylaminoazobenzene. Ramagli, L.S., Holoubek, V. Chem. Biol. Interact. (1984) [Pubmed]
  13. Detection of rodent liver carcinogen genotoxicity by the alkaline single-cell gel electrophoresis (Comet) assay in multiple mouse organs (liver, lung, spleen, kidney, and bone marrow). Sasaki, Y.F., Izumiyama, F., Nishidate, E., Matsusaka, N., Tsuda, S. Mutat. Res. (1997) [Pubmed]
  14. In vitro formation of organ-specific ultimate carcinogens of 4-dimethylaminoazobenzene and urethan by microsomes. Gupta, R., Dani, H.M. Toxicol. Lett. (1989) [Pubmed]
  15. Bioactivation of N-arylhydroxamic acids by rat hepatic N-acetyltransferase. Detection of multiple enzyme forms by mechanism-based inactivation. Wick, M.J., Hanna, P.E. Biochem. Pharmacol. (1990) [Pubmed]
  16. Late reactions in patch tests: a 4-year review from a clinic of occupational dermatology. Aalto-Korte, K., Alanko, K., Kuuliala, O., Jolanki, R. Contact Derm. (2007) [Pubmed]
  17. Effects of 3'-methyl-4-dimethylaminoazobenzene and 4-aminoazobenzene on plating efficiency, mitotic index, and macromolecular synthesis of cultured liver cells. Tokiwa, T., Nishi, M., Sato, J. Acta Med. Okayama (1976) [Pubmed]
  18. Induction of a high spin form of microsomal cytochrome P-448 in rat liver by 4-aminoazobenzene derivatives. Degawa, M., Kojima, M., Sato, Y., Hashimoto, Y. Biochem. Pharmacol. (1986) [Pubmed]
  19. Oriented attachment-based assembly of dendritic silver nanostructures at room temperature. Lu, L., Kobayashi, A., Kikkawa, Y., Tawa, K., Ozaki, Y. The journal of physical chemistry. B, Condensed matter, materials, surfaces, interfaces & biophysical (2006) [Pubmed]
  20. Contact dermatitis of the feet. Correia, S., Brandão, F.M. Dermatosen in Beruf und Umwelt. Occupation and environment. (1986) [Pubmed]
  21. Determination of total and free sulfur dioxide in wine by flow injection analysis and gas-diffusion using p-aminoazobenzene as the colorimetric reagent. Bartroli, J., Escalada, M., Jimenez Jorquera, C., Alonso, J. Anal. Chem. (1991) [Pubmed]
  22. 32P-postlabeling analysis of DNA adducts in rat livers after treatment with genotoxic and non-genotoxic 4-aminoazobenzene derivatives. Kojima, M., Degawa, M., Hashimoto, Y., Tada, M. Cancer Lett. (1991) [Pubmed]
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