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Chemical Compound Review

CCRIS 5166     N-[4-(4- aminophenyl)phenyl]ethanamide

Synonyms: AG-F-13816, SureCN3225408, NSC-508901, Oprea1_125494, AC1L2CSR, ...
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Disease relevance of CCRIS 5166


High impact information on CCRIS 5166


Biological context of CCRIS 5166


Anatomical context of CCRIS 5166


Associations of CCRIS 5166 with other chemical compounds


Analytical, diagnostic and therapeutic context of CCRIS 5166

  • We used reverse- phase HPLC to characterize the metabolites of N-acetylbenzidine formed by PHS and HRP.(ABSTRACT TRUNCATED AT 250 WORDS)[6]
  • Urine samples were collected from 29 workers in three textile dyehouses, two tanneries, and two dyestuff quality control laboratories in West Yorkshire and Lancashire. In 200 samples, obtained over a period of 15 months and analysed by gas chromatography/mass spectrometry, no free benzidine or monoacetylbenzidine was detected [14].


  1. Human and Escherichia coli beta-glucuronidase hydrolysis of glucuronide conjugates of benzidine and 4-aminobiphenyl, and their hydroxy metabolites. Zenser, T.V., Lakshmi, V.M., Davis, B.B. Drug Metab. Dispos. (1999) [Pubmed]
  2. Human N-acetylation of benzidine: role of NAT1 and NAT2. Zenser, T.V., Lakshmi, V.M., Rustan, T.D., Doll, M.A., Deitz, A.C., Davis, B.B., Hein, D.W. Cancer Res. (1996) [Pubmed]
  3. Peroxygenase metabolism of N-acetylbenzidine by prostaglandin H synthase. Formation of an N-hydroxylamine. Zenser, T.V., Lakshmi, V.M., Hsu, F.F., Davis, B.B. J. Biol. Chem. (1999) [Pubmed]
  4. Glucuronidation of benzidine and its metabolites by cDNA-expressed human UDP-glucuronosyltransferases and pH stability of glucuronides. Ciotti, M., Lakshmi, V.M., Basu, N., Davis, B.B., Owens, I.S., Zenser, T.V. Carcinogenesis (1999) [Pubmed]
  5. N-acetylbenzidine and N,N'-diacetylbenzidine formation by rat and human liver slices exposed to benzidine. Lakshmi, V.M., Bell, D.A., Watson, M.A., Zenser, T.V., Davis, B.B. Carcinogenesis (1995) [Pubmed]
  6. Mutagenic activation of benzidine requires prior bacterial acetylation and subsequent conversion by prostaglandin H synthase to 4-nitro-4'-(acetylamino)biphenyl. Smith, B.J., DeBruin, L., Josephy, P.D., Eling, T.E. Chem. Res. Toxicol. (1992) [Pubmed]
  7. Rat liver cytochrome P450 metabolism of N-acetylbenzidine and N,N'-diacetylbenzidine. Lakshmi, V.M., Zenser, T.V., Davis, B.B. Drug Metab. Dispos. (1997) [Pubmed]
  8. Mutagenicity towards Salmonella typhimurium of some known genotoxic agents, activated by isolated hepatocytes of monkey (Macaca fascicularis). Comparison with isolated human hepatocytes. Neis, J.M., Roelofs, H.M., van Gemert, P.J., Henderson, P.T. Mutat. Res. (1986) [Pubmed]
  9. Comparative metabolic activation of benzidine and N-acetylbenzidine by prostaglandin H synthase. Degen, G.H., Schlattjan, J.H., Mähler, S., Föllmann, W., Golka, K. Toxicol. Lett. (2004) [Pubmed]
  10. Covalent binding of benzidine and N-acetylbenzidine to DNA at the C-8 atom of deoxyguanosine in vivo and in vitro. Martin, C.N., Beland, F.A., Roth, R.W., Kadlubar, F.F. Cancer Res. (1982) [Pubmed]
  11. Hepatic N-oxidation, acetyl-transfer and DNA-binding of the acetylated metabolites of the carcinogen, benzidine. Frederick, C.B., Weis, C.C., Flammang, T.J., Martin, C.N., Kadlubar, F.F. Carcinogenesis (1985) [Pubmed]
  12. N-acetylbenzidine-N'-glucuronidation by human, dog and rat liver. Babu, S.R., Lakshmi, V.M., Hsu, F.F., Kane, R.E., Zenser, T.V., Davis, B.B. Carcinogenesis (1993) [Pubmed]
  13. Sulfinamide formation following peroxidatic metabolism of N-acetylbenzidine. Lakshmi, V.M., Hsu, F.F., Davis, B.B., Zenser, T.V. Chem. Res. Toxicol. (2000) [Pubmed]
  14. Search for benzidine and its metabolites in urine of workers weighing benzidine-derived dyes. Meal, P.F., Cocker, J., Wilson, H.K., Gilmour, J.M. British journal of industrial medicine. (1981) [Pubmed]
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