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Chemical Compound Review

Phenetidine     4-ethoxyaniline

Synonyms: Phenethidine, p-Fenetidin, p-Phenetidin, p-Phenetidine, p-Aminofenetol, ...
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Disease relevance of Phenetidine


High impact information on Phenetidine

  • Prostaglandin synthase and horseradish peroxidase catalyzed DNA-binding of p-phenetidine [3].
  • Arylamine N-acetyltransferase activity (A-NAT: E.C. from Rana perezi retina was studied using p-phenetidine as specific substrate [4].
  • Subcellular localization in neural retina indicated that both enzymatic activities are in the supernatant fraction (39,000 g, 20 min). p-Phenetidine acetylation was linear as a function of the neural retina amount in the assay (1/16 to 1 retina), and it is insensitive to phosphate buffer pH in the range 6.5-8 [4].
  • Kinetic constants were KM = 11.2 microM, Vmax = 0.49 nmol/h/mg prot. for p-phenetidine (50 microM acetyl-CoA), and KM = 113.4 microM, Vmax = 3.1 nmol/h/mg prot. for acetyl-CoA (5 mM p-phenetidine) [4].
  • It is suggested that there are two forms of retinal A-NAT, and that, under specified conditions, the activity of one form (A-NAT; p-phenetidine) may be regulated in an opposite manner to AA-NAT activity [5].

Chemical compound and disease context of Phenetidine


Biological context of Phenetidine


Anatomical context of Phenetidine


Associations of Phenetidine with other chemical compounds


Gene context of Phenetidine


  1. The role of N-hydroxyphenetidine in phenacetin-induced hemolytic anemia. Jensen, C.B., Jollow, D.J. Toxicol. Appl. Pharmacol. (1991) [Pubmed]
  2. Inhalation toxicity of 4-ethoxyaniline (p-phenetidine): critical analysis of results of subacute inhalation exposure studies in rats. Pauluhn, J., Mohr, U. Inhalation toxicology. (2001) [Pubmed]
  3. Prostaglandin synthase and horseradish peroxidase catalyzed DNA-binding of p-phenetidine. Andersson, B., Larsson, R., Rahimtula, A., Moldéus, P. Carcinogenesis (1984) [Pubmed]
  4. Differential characteristics and regulation of arylamine and arylalkylamine N-acetyltransferases in the frog retina (Rana perezi). Alonso-Gómez, A.L., Valenciano, A.I., Alonso-Bedate, M., Delgado, M.J. Neurochem. Int. (1995) [Pubmed]
  5. Arylamine and arylalkylamine N-acetyltransferases in retina, pineal gland, brain and liver of chicks: a comparative study. Nowak, J.Z., Zawilska, J.B., Woldan-Tambor, A. Neurochem. Int. (1995) [Pubmed]
  6. Suppression of phenacetin-induced methemoglobinemia by diethyldithiocarbamate and carbon disulfide and its relation to phenacetin metabolism in mice. Nakayama, N., Masuda, Y. J. Pharmacobio-dyn. (1985) [Pubmed]
  7. Hydroperoxide-dependent activation of p-phenetidine catalyzed by prostaglandin synthase and other peroxidases. Andersson, B., Larsson, R., Rahimtula, A., Moldéus, P. Biochem. Pharmacol. (1983) [Pubmed]
  8. Two arylamine N-acetyltransferases from chicken pineal gland as identified by cDNA cloning. Ohtomi, M., Sasaki, M., Deguchi, T. Eur. J. Biochem. (1989) [Pubmed]
  9. Stimulation of microsomal drug oxidation activities by incorporation into microsomes of purified NADPH-cytochrome c (P-450) reductase. Kitada, M., Kubota, K., Kitagawa, H., Kamataki, T. Jpn. J. Pharmacol. (1979) [Pubmed]
  10. Prostaglandin synthase catalyzed metabolic activation of p-phenetidine and acetaminophen by microsomes isolated from rabbit and human kidney. Larsson, R., Ross, D., Berlin, T., Olsson, L.I., Moldéus, P. J. Pharmacol. Exp. Ther. (1985) [Pubmed]
  11. Cellular effects of N(4-ethoxyphenyl)p-benzoquinone imine, a p-phenetidine metabolite formed during peroxidase reactions. Larsson, R., Lindqvist, T., Lindeke, B., Moldéus, P. Chem. Biol. Interact. (1986) [Pubmed]
  12. Effects of phenacetin and its metabolite p-phenetidine on COX-1 and COX-2 activities and expression in vitro. Kankuri, E., Solatunturi, E., Vapaatalo, H. Thromb. Res. (2003) [Pubmed]
  13. The oxidation of p-phenetidine by horseradish peroxidase and prostaglandin synthase and the fate of glutathione during such oxidations. Ross, D., Larsson, R., Andersson, B., Nilsson, U., Lindquist, T., Lindeke, B., Moldéus, P. Biochem. Pharmacol. (1985) [Pubmed]
  14. NADH-synergism of NADPH-dependent o-dealkylation of type II compounds, p-anisidine and p-phenetidine, in rat liver microsomes. Kitada, M., Kamataki, T., Kitagawa, H. Arch. Biochem. Biophys. (1977) [Pubmed]
  15. Direct electron spin resonance detection of free radical intermediates during the peroxidase catalyzed oxidation of phenacetin metabolites. Fischer, V., Harman, L.S., West, P.R., Mason, R.P. Chem. Biol. Interact. (1986) [Pubmed]
  16. Immunogenicity of p-phenetidine, 2-hydroxy-p-phenetidine and their protein conjugates in guinea pigs, rabbits and man. Erne, P.E., Geczy, A.F., Spengler, H., de Weck, A.L., Dubach, U.C. Int. Arch. Allergy Appl. Immunol. (1977) [Pubmed]
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