Chemical Compound Review:
phenacetin N-(4-ethoxyphenyl)ethanamide
Synonyms:
Daprisal, Dolostop, Emprazil, Fenidina, Fortacyl, ...
- An epidemiologic study of abuse of analgesic drugs. Effects of phenacetin and salicylate on mortality and cardiovascular morbidity (1968 to 1987). Dubach, U.C., Rosner, B., Stürmer, T. N. Engl. J. Med. (1991)
- "Sinutabs" for cluster headache. Cohen, K.L. N. Engl. J. Med. (1980)
- Drug safety: phenacetin. Macklin, A.W., Welch, R.M., Cuatrecasas, P. Science (1979)
- N-nitrosophenacetin: its synthesis, characterization, mutagenicity, and teratogenicity. Lin, J.K., Yen, J.Y., Chang, H.W., Lin-Shiau, S.Y. J. Natl. Cancer Inst. (1984)
- Thyrotoxicosis, cryofibrinogenemia, Sinutab Maximum Strength, and purple ears. Kellett, J. Ann. Intern. Med. (1989)
- Enhanced phenacetin metabolism in human subjects fed charcoal-broiled beef. Conney, A.H., Pantuck, E.J., Hsiao, K.C., Garland, W.A., Anderson, K.E., Alvares, A.P., Kappas, A. Clin. Pharmacol. Ther. (1976)
- Analgesic nephropathy and phenacetin-induced transitional cell carcinoma - analysis of 300 patients with long-term consumption of phenacetin-containing drugs. Porpáczy, P., Schramek, P. Eur. Urol. (1981)
- The risk factors for Alzheimer's disease: a review and a hypothesis. Henderson, A.S. Acta psychiatrica Scandinavica. (1988)
- Causes of Alzheimer's disease: paracetamol (acetaminophen) today? Amphetamines tomorrow? Jones, G.R. Med. Hypotheses (2001)
- Analgesic abuse and personality characteristics. Hobi, V., Ladewig, D., Dubach, U.C., Miest P-Ch, n.u.l.l., Ehrensberger, T. International journal of clinical pharmacology and biopharmacy. (1976)
- Analgesic use and chronic renal disease. Sandler, D.P., Smith, J.C., Weinberg, C.R., Buckalew, V.M., Dennis, V.W., Blythe, W.B., Burgess, W.P. N. Engl. J. Med. (1989)
- Epidemiologic study of abuse of analgesics containing phenacetin. Renal morbidity and mortality (1968-1979). Dubach, U.C., Rosner, B., Pfister, E. N. Engl. J. Med. (1983)
- Intestinal metabolism of phenacetin in the rat: effect of charcoal-broiled beef and rat chow. Pantuck, E.J., Hsiao, K.C., Kuntzman, R., Conney, A.H. Science (1975)
- Inhibition of interferon-mediated induction of indoleamine 2,3-dioxygenase in mouse lung by inhibitors of prostaglandin biosynthesis. Sayama, S., Yoshida, R., Oku, T., Imanishi, J., Kishida, T., Hayaishi, O. Proc. Natl. Acad. Sci. U.S.A. (1981)
- Species-specific activation of phenacetin into bacterial mutagens by hamster liver enzymes and identification of N-hydroxyphenacetin O-glucuronide as a promutagen in the urine. Camus, A.M., Friesen, M., Croisy, A., Bartsch, H. Cancer Res. (1982)
- Carcinogenicity of analgesics: long-term treatment of Sprague-Dawley rats with phenacetin, phenazone, caffeine and paracetamol (acetamidophen). Johansson, S.L. Int. J. Cancer (1981)
- Selection and characterization of human cytochrome P450 1A2 mutants with altered catalytic properties. Parikh, A., Josephy, P.D., Guengerich, F.P. Biochemistry (1999)
- In vivo inhibition of oxidative drug metabolism by, and acute toxicity of, 1-aminobenzotriazole (ABT). A tool for biochemical toxicology. Mico, B.A., Federowicz, D.A., Ripple, M.G., Kerns, W. Biochem. Pharmacol. (1988)
- Metabolic activation of phenacetin in rat nasal mucosa: dose-dependent binding to the glands of Bowman. Brittebo, E.B. Cancer Res. (1987)
- Comparison of the phenacetin and aminopyrine breath tests: effect of liver disease, inducers and cobaltous chloride. Schoeller, D.A., Kotake, A.N., Lambert, G.H., Krager, P.S., Baker, A.L. Hepatology (1985)
- Metabolic oxidation of the carcinogens 4-aminobiphenyl and 4,4'-methylene-bis(2-chloroaniline) by human hepatic microsomes and by purified rat hepatic cytochrome P-450 monooxygenases. Butler, M.A., Guengerich, F.P., Kadlubar, F.F. Cancer Res. (1989)
- Renal disease from habitual antipyretic analgesic consumption: an assessment of the epidemiologic evidence. Buckalew, V.M., Schey, H.M. Medicine (Baltimore) (1986)
- Rate-determining steps in phenacetin oxidations by human cytochrome P450 1A2 and selected mutants. Yun, C.H., Miller, G.P., Guengerich, F.P. Biochemistry (2000)
- The effects of acetaminophen, antipyrine and phenacetin on rat urothelial cell proliferation. Johansson, S.L., Radio, S.J., Saidi, J., Sakata, T. Carcinogenesis (1989)
- Kinetic study of paracetamol on prolidase activity in erythrocytes by capillary electrophoresis with Ru(bpy)(3) (2+) electrochemiluminescence detection. Yuan, J., Wei, H., Jin, W., Yang, X., Wang, E. Electrophoresis (2006)
- Sticky-finger interaction sites on cytosolic lipid-binding proteins? Kennedy, M.W., Beauchamp, J. Cell. Mol. Life Sci. (2000)
- CYP1A2-catalyzed conversion of dietary heterocyclic amines to their proximate carcinogens is their major route of metabolism in humans. Boobis, A.R., Lynch, A.M., Murray, S., de la Torre, R., Solans, A., Farré, M., Segura, J., Gooderham, N.J., Davies, D.S. Cancer Res. (1994)
- Renal tubular dysfunction in patients with inflammatory bowel disease treated with aminosalicylate. Schreiber, S., Hämling, J., Zehnter, E., Howaldt, S., Daerr, W., Raedler, A., Kruis, W. Gut (1997)
- Oxidations of p-alkoxyacylanilides catalyzed by human cytochrome P450 1A2: structure-activity relationships and simulation of rate constants of individual steps in catalysis. Yun, C.H., Miller, G.P., Guengerich, F.P. Biochemistry (2001)
- Caffeine as a probe for human cytochromes P450: validation using cDNA-expression, immunoinhibition and microsomal kinetic and inhibitor techniques. Tassaneeyakul, W., Mohamed, Z., Birkett, D.J., McManus, M.E., Veronese, M.E., Tukey, R.H., Quattrochi, L.C., Gonzalez, F.J., Miners, J.O. Pharmacogenetics (1992)
- Inhibition of human cytochrome P450 isoforms by nonnucleoside reverse transcriptase inhibitors. von Moltke, L.L., Greenblatt, D.J., Granda, B.W., Giancarlo, G.M., Duan, S.X., Daily, J.P., Harmatz, J.S., Shader, R.I. Journal of clinical pharmacology. (2001)
- Human cytochromes P450 mediating phenacetin O-deethylation in vitro: validation of the high affinity component as an index of CYP1A2 activity. Venkatakrishnan, K., von Moltke, L.L., Greenblatt, D.J. Journal of pharmaceutical sciences. (1998)
- Inhibition and inactivation of human cytochrome P450 isoforms by phenethyl isothiocyanate. Nakajima, M., Yoshida, R., Shimada, N., Yamazaki, H., Yokoi, T. Drug Metab. Dispos. (2001)
- Involvement of CYP2E1 as A low-affinity enzyme in phenacetin O-deethylation in human liver microsomes. Kobayashi, K., Nakajima, M., Oshima, K., Shimada, N., Yokoi, T., Chiba, K. Drug Metab. Dispos. (1999)
- Effect of charcoal-broiled beef on phenacetin metabolism in man. Pantuck, E.J., Hsiao, K.C., Conney, A.H., Garland, W.A., Kappas, A., Anderson, K.E., Alvares, A.P. Science (1976)
- A [14C]phenacetin breath test to measure hepatic function in man. Breen, K.J., Bury, R.W., Calder, I.V., Desmond, P.V., Peters, M., Mashford, M.L. Hepatology (1984)
- Renal effects of antipyretic analgesics. Nanra, R.S. Am. J. Med. (1983)