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Xenobiotica
the fate of foreign compounds in biological systems
Volume 1, 1971 - Issue 4-5
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Research Article

The Possible Role of N-Hydroxylation in the Biological Effects of Phenacetin

R. Nery Department of Endocrine Tumour Pathology, Chester Beatty Research Institute, Institute of Cancer Research, Fulham Road, London, S.W.3, UK
Pages 339-343 | Received 01 Oct 1971, Published online: 14 Oct 2008

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K. Sugihara, S. Kitamura, S. Ohta & K. Tatsumi. (2000) Reduction of hydroxamic acids to the corresponding amides catalyzed by rabbit blood. Xenobiotica 30:5, pages 457-467.
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N. K. Hayward & M. F. Lavin. (1987) Inhibition of DNA, RNA and protein synthesis and chromatin alteration by N-hydroxyphenacetin. Xenobiotica 17:1, pages 115-124.
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Peter H. Bach, James W. Bridges & Gilbert H. Mudge. (1985) Chemically Induced Renal Papillary Necrosis and Upper Urothelial Carcinoma. Part 1. CRC Critical Reviews in Toxicology 15:3, pages 217-329.
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Peter H. Bach, James W. Bridges & Gilbert H. Mudge. (1985) Chemically Induced Renal Papillary Necrosis and Upper Urothelial Carcinoma. Part 2. CRC Critical Reviews in Toxicology 15:4, pages 331-439.
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T. Fischbach & W. Lenk. (1985) Additional routes in the metabolism of phenacetin. Xenobiotica 15:2, pages 149-164.
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T. Fischbach & W. Lenk. (1985) The metabolism of N-hydroxyphenacetin in vitro and in vivo. Xenobiotica 15:11, pages 915-927.
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W. Lenk & U. Scharmer. (1980) Reaction of microsomal and cytosolic enzymes with N-arylacetohydroxamic acids. Xenobiotica 10:7-8, pages 573-591.
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L. F. Chasseaud. (1974) The Nature and Distribution of Enzymes Catalyzing the Conjugation of Glutathione with Foreign Compounds. Drug Metabolism Reviews 2:1, pages 185-220.
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G. E. Smith & L. A. Griffiths. (1974) Metabolism of N-Acylated and O-Alkylated Drugs by the Intestinal Microflora During Anaerobic Incubation in vitro. Xenobiotica 4:8, pages 477-487.
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Articles from other publishers (27)

Rachel Weinstein, Amisha M. Parikh-Das, Raymark Salonga, Martijn Schuemie, Patrick B. Ryan, Evren Atillasoy, Anne Hermanowski-Vosatka, Gary Eichenbaum & Jesse A. Berlin. (2021) A systematic assessment of the epidemiologic literature regarding an association between acetaminophen exposure and cancer. Regulatory Toxicology and Pharmacology 127, pages 105043.
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F. Jay Murray, Andrew D. Monnot, David Jacobson-Kram, Samuel M. Cohen, Jerry F. Hardisty, Suren B. Bandara, Michael Kovochich, Milind Deore, Suresh Kumar Pitchaiyan, Cathy K. Gelotte, John C.K. Lai, Evren Atillasoy, Anne Hermanowski-Vosatka, Edwin Kuffner, Kenneth M. Unice, Kyunghee Yang, Yeshitila Gebremichael, Brett A. Howell & Gary Eichenbaum. (2020) A critical review of the acetaminophen preclinical carcinogenicity and tumor promotion data and their implications for its carcinogenic hazard potential. Regulatory Toxicology and Pharmacology 118, pages 104801.
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Adarsh Sahu, Debashree Das, Ram Kishore Agrawal & Asmita Gajbhiye. (2019) Bio-isosteric replacement of amide group with 1,2,3-triazole in phenacetin improves the toxicology and efficacy of phenacetin-triazole conjugates (PhTCs). Life Sciences 228, pages 176-188.
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Zvi RappoportAnthony S. Travis. 2010. Patai's Chemistry of Functional Groups. Patai's Chemistry of Functional Groups.
Chris Meier & Gernot Boche. (1990) N-acetoxy-4-methoxyaniline, a model compound for the ultimate carcinogen of the phenacetin belated 4-ethoxyaniline. Tetrahedron Letters 31:12, pages 1693-1696.
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Peter H. Bach & T.L. Hardy. (1985) Relevance of animal models to analgesic-associated renal papillary necrosis in humans. Kidney International 28:4, pages 605-613.
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Tilman Fischbach, Hildegard Hertle, Manfred Kiese, Werner Lenk, Heidrun Sterzl & Peter Meister. (1984) N-Hydroxy-N-arylacetamides. Archives of Toxicology 56:2, pages 96-105.
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Peter H. Bach & James W. Bridges. (1984) The role of metabolic activation of analgesics and non-steroidal anti-inflammatory drugs in the development of renal papillary necrosis and upper urothelial carcinoma. Prostaglandins, Leukotrienes and Medicine 15:2, pages 251-274.
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E. Kunze. 1984. Das Harnblasenkarzinom. Das Harnblasenkarzinom 37 62 .
E. Kunze, H.-H. W�ltjen, B. Hartmann & W. Engelhardt. (1983) Animal experiments regarding a possible carcinogenic effect of phenacetin on the resting and proliferating urothelium stimulated by cyclophosphamide. Journal of Cancer Research and Clinical Oncology 105:1, pages 38-47.
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Werner Lenk & Heidrun Sterzl. (1982) DIFFERENCES IN THE FERRIHEMOGLOBINFORMING CAPABILITIES AND CARCINOGENICITIES BETWEEN MONOCYCLIC AND POLYCYCLIC N-ACYLARYLAMINES AND THEIR DERIVATIVES. Drug Metabolism and Drug Interactions 4:2-3.
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Gilbert H. Mudge. 1982. Nephrotoxic Mechanisms of Drugs and Environmental Toxins. Nephrotoxic Mechanisms of Drugs and Environmental Toxins 209 225 .
Stephen J. Rinkus & Marvin S. Legator. 1980. Chemical Mutagens. Chemical Mutagens 365 473 .
German F. Valle, Robert C. Biesterfeld & Jerry F. Taintor. (1979) Phenacetin: an update. Journal of Endodontics 5:7, pages 201-207.
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Sonny Johansson. (2009) Urothelial Hyperplasia of the Urinary Bladder of the Rat Induced by Mechanical Perforation and Phenacetin Treatment. Acta Pathologica Microbiologica Scandinavica Section A Pathology 86A:1-6, pages 333-335.
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Ulla Bengtsson, Sonny Johansson & Lennart Angervall. (1978) Malignancies of the urinary tract and their relation to analgesic abuse. Kidney International 13:1, pages 107-113.
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Giovanna Carro-Ciampi. (1978) Phenacetin abuse: A review. Toxicology 10, pages 311-339.
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Sonny Johansson & Lennart Wahlqvist. (2009) TUMOURS OF URINARY BLADDER AND URETER ASSOCIATED WITH ABUSE OF PHENACETIN‐CONTAINING ANALGESICS. Acta Pathologica Microbiologica Scandinavica Section A Pathology 85A:6, pages 768-774.
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J. F. Mahony, B. G. Storey, R. C. Ibañez & J. H. Stewart. (1977) Analgesic Abuse, Renal Parenchymal Disease and Carcinoma of the Kidney or Ureter. Australian and New Zealand Journal of Medicine 7:5, pages 463-469.
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Arnold H. Beckett & Pierre M. Belanger. (1977) The in vitro metabolism of mephentermine. Biochemical Pharmacology 26:16, pages 1455-1462.
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J. H. Stewart & Eileen D. M. Gallery. (1976) Analgesic Abuse and Kidney Disease. Australian and New Zealand Journal of Medicine 6:5, pages 498-508.
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Sonny Johansson & Lennart Angervall. (2009) UROTHELIAL CHANGES OF THE RENAL PAPILLAE IN SPRAGUE‐DAWLEY RATS INDUCED BY LONG TERM FEEDING OF PHENACETIN. Acta Pathologica Microbiologica Scandinavica Section A Pathology 84A:5, pages 375-383.
Crossref
Sonny Johansson & Lennart Angervall. (2009) UROTHELIAL HYPERPLASIA OF THE RENAL PAPILLAE IN FEMALE SPRAGUE‐DAWLEY RATS INDUCED BY LONG TERM FEEDING OF PHENACETIN. Acta Pathologica Microbiologica Scandinavica Section A Pathology 84A:4, pages 353-354.
Crossref
G Margetts. (2016) Phenacetin and Paracetamol. Journal of International Medical Research 4:4_suppl, pages 55-70.
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R. Nery. (1976) Carcinogenic mechanisms: A critical review and a suggestion that oncogenesis may be adaptive ontogenesis. Chemico-Biological Interactions 12:2, pages 145-169.
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Sonny Johansson, Lennart Angervall, Ulaa Bengtsson & Lennart Wahlqvist. (1974) Uroepithelial tumors of the renal pelvis associated with abuse of phenacetin-containing analgesics. Cancer 33:3, pages 743-753.
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W. LutzeyerP. Rathert, H. Melchior & W. Lutzeyer. 1974. Tagung vom 17. bis 20. Oktober 1973 in Aachen. Tagung vom 17. bis 20. Oktober 1973 in Aachen 157 160 .

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