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Xenobiotica
the fate of foreign compounds in biological systems
Volume 13, 1983 - Issue 8
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Original Article

The N-oxidation of benzamidines in vitro

B. Clement Pharmazeutisches Institut, Albert-Ludwigs-Universität, Hermann-Herder-Str. 9, D-7800, Freiburg, FR Germany
Pages 467-473 | Received 24 Dec 1982, Published online: 30 Sep 2009

Citations (38)

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A. K. Fröhlich, U. Girreser & B Clement. (2005) Metabolism of benzamidoxime (N-hydroxyamidine) in human hepatocytes and role of UDP-glucuronosyltransferases. Xenobiotica 35:1, pages 17-25.
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Bernd Clement. (2002) REDUCTION OF N-HYDROXYLATED COMPOUNDS: AMIDOXIMES (N-HYDROXYAMIDINES) AS PRO-DRUGS OF AMIDINES. Drug Metabolism Reviews 34:3, pages 565-579.
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B. Clement & F. Jung. (1995) N-hydroxylation and N-dealkylation by P4502C3 of N-methylbenzamidine: N-oxygenation and N-oxidative dealkylation of one functional group. Xenobiotica 25:5, pages 443-455.
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B. Clement, M. H. Schultze-Mosgau, P. H. Richter & A. Besch. (1994) Cytochrome P450-dependent N-hydroxylation of an aminoguanidine (amidinohydrazone) and microsomal retroreduction of the N-hydroxylated product. Xenobiotica 24:7, pages 671-688.
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B. Clement & T. Kunze. (1993) In vitro oxygenation of N,N'-diphenylguanidines. Xenobiotica 23:2, pages 155-167.
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B. Clement & M. Zimmermann. (1987) Characteristics of the microsomal N-hydroxylation of benzamidine to benzamidoxime. Xenobiotica 17:6, pages 659-667.
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J. W. Gorrod & M. Christou. (1986) Metabolic N-Hydroxylation of substituted acetophenone ixnines. I. Evidence for formation of isomeric oximes. Xenobiotica 16:6, pages 575-585.
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Articles from other publishers (31)

Michel A. Struwe, Axel J. Scheidig & Bernd Clement. (2023) The mitochondrial amidoxime reducing component—from prodrug-activation mechanism to drug-metabolizing enzyme and onward to drug target. Journal of Biological Chemistry 299:11, pages 105306.
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Bernd Clement & Michel A. Struwe. (2023) The History of mARC. Molecules 28:12, pages 4713.
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Abd-Elgawad Radi, Waganat Fakherel-Dien Ashour & Tarek Wahdan. (2021) Electrochemical sensing of the interaction of the anti-infective agent pentamidine with DNA. Monatshefte für Chemie - Chemical Monthly 152:1, pages 167-173.
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Zvi RappoportPeter Hlavica & Michael Lehnerer. 2010. Patai's Chemistry of Functional Groups. Patai's Chemistry of Functional Groups.
U. Girreser, M. König & B. Clement. (2002) Characterization of para ‐substituted benzamidoximes and benzamidinium salts by 15 N NMR spectroscopy . Magnetic Resonance in Chemistry 40:3, pages 202-206.
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Sihe Wang, James Edwin Hall, Farial A. Tanious, W.David Wilson, Donald A. Patrick, Donald R. McCurdy, Brenden C. Bender & Richard R. Tidwell. (1999) Dicationic dibenzofuran derivatives as anti-Pneumocystis carinii pneumonia agents: synthesis, DNA binding affinity, and anti-P. carinii activity in an immunosuppressed rat model. European Journal of Medicinal Chemistry 34:3, pages 215-224.
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Bernd Clement, Rüdiger Lomb & Wenke Möller. (1997) Isolation and Characterization of the Protein Components of the Liver Microsomal O2-insensitive NADH-Benzamidoxime Reductase. Journal of Biological Chemistry 272:31, pages 19615-19620.
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U. Hess, A.-K. Windeck & H. Brosig. 1997. Pentaerithrityltetranitrat. Pentaerithrityltetranitrat 30 36 .
D. Mansuy, J.L. Boucher & B. Clement. (1995) On the mechanism of nitric oxide formation upon oxidative cleavage of CN(OH) bonds by NO-synthases and cytochromes P450. Biochimie 77:7-8, pages 661-667.
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Bernd Clement, Marcus-Hillert Schultze-Mosgau & Hanke Wohlers. (1993) Cytochrome P450 dependent N-hydroxylation of a guanidine (debrisoquine), microsomal catalysed reduction and further oxidation of the N-hydroxy-guanidine metabolite to the urea derivative. Biochemical Pharmacology 46:12, pages 2249-2267.
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Bernd Clement, Martina Immel, Sigrid Schmitt & Udo Steinmann. (1993) Biotransformations of Benzamidine and Benzamidoximein vivo. Archiv der Pharmazie 326:10, pages 807-812.
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. (2006) Kurzreferate der Vorträge. Pharmazie in unserer Zeit 21:3, pages 111-134.
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Bernd Clement, Martina Immel, Rolf Terlinden & Franz‐J. Wingen. (2006) Reduction of Amidoxime Derivatives to Pentamidine in vivo . . Archiv der Pharmazie 325:1, pages 61-62.
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B. Clement & Th. Kämpchen. 1991. N-Oxidation of Drugs. N-Oxidation of Drugs 19 35 .
B. Clement, M. Immel, H. Pfundner, S. Schmitt & M. Zimmermann. 1991. N-Oxidation of Drugs. N-Oxidation of Drugs 185 205 .
RICHARD R. TIDWELL, SUSAN K. JONES, J. DIETER GERATZ, KWASI A. OHEMENG, CONSTANCE A. BELL, BRADLEY J. BERGER & JAMES EDWIN HALL. (1990) Development of Pentamidine Analogues as New Agents for the Treatment of Pneumocystis carinii Pneumonia. Annals of the New York Academy of Sciences 616:1 AIDS, pages 421-441.
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B J BergerR J LombardyG D MarburyC A BellC C DykstraJ E HallR R Tidwell. (1990) Metabolic N-hydroxylation of pentamidine in vitro. Antimicrobial Agents and Chemotherapy 34:9, pages 1678-1684.
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Bradley J. Berger, James Edwin Hall & Richard R. Tidwell*. (2009) The Distribution of Multiple Doses of Pentamidine in Rats. Pharmacology & Toxicology 66:3, pages 234-236.
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B. Clement. (1989) STRUCTURAL REQUIREMENTS OF MICROSOMAL N-OXYGENATIONS DERIVED FROM STUDIES ON AMIDINES. Drug Metabolism and Drug Interactions 7:1.
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Bernd Clement, Martin Zimmermann & Sigrid Schmitt. (1989) Biotransformation des Benzamidins und des Benzamidoxims durch mikrosomale Enzyme vom Kaninchen. Archiv der Pharmazie 322:7, pages 431-435.
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Bernd Clement & Martin Zimmermann. (1988) Mechanism of the microsomal N-hydroxylation of para-substituted benzamidines. Biochemical Pharmacology 37:24, pages 4747-4752.
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B. Clement, P. Schmezer, H. Weber, J. R. Schlehofer, S. Schmitt & B. L. Pool. (1988) Genotoxic activities of benzamidine and itsN-hydroxylated metabolite benzamidoxime inSalmonella typhimurium and mammalian cells. Journal of Cancer Research and Clinical Oncology 114:4, pages 363-368.
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Bernd Clement, Sigrid Schmitt & Martin Zimmermann. (2006) Enzymatic Reduction of Benzamidoxime to Benzamidoxine. Archiv der Pharmazie 321:12, pages 955-956.
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Bernd Clement & Stefan Wissel. (2006) N‐Hydroxyisothioharnstoffe, 2. Mitt. Addition von N‐substituierten Hydroxylaminen an Methylthiocyanat. Archiv der Pharmazie 321:10, pages 769-770.
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Bernd Clement & Martin Zimmermann. (1987) Hepatic microsomal N-demethylation of N-methylbenzamidine. Biochemical Pharmacology 36:19, pages 3127-3133.
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Bernd Clement & Martina Immel. (2006) Untersuchungen zur in vitro N‐Oxygenierung N‐tert.alkylsubstituierter Benzamidine. Archiv der Pharmazie 320:7, pages 660-665.
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B.L. Pool, G. Eisenbrand, R. Preussmann, J.R. Schlehofer, P. Schmezer, H. Weber & M. Wiessler. (1986) Detection of mutations in bacteria and of DNA damage and amplified DNA sequences in mammalian cells as a systematic test strategy for elucidating biological activities of chemical carcinogens. Food and Chemical Toxicology 24:6-7, pages 685-691.
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Bernd Clement. (2006) N‐Hydroxyisothioharnstoffe. Archiv der Pharmazie 319:11, pages 968-972.
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Bernd Clement. (2006) In‐vitro‐Untersuchungen zur mikrosomalen N‐Oxidation einiger Guanidine. Archiv der Pharmazie 319:11, pages 961-968.
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Bernd Clement & Thomas Kämpchen. (2006) 15 N‐NMR‐Studien an 2‐Hydroxyguanidinen und Amidoximen . Chemische Berichte 118:9, pages 3481-3491.
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Bernd Clement. (2006) In vitro Untersuchungen zur mikrosomalen N‐Oxidation N‐substituierter Benzamidine. Archiv der Pharmazie 317:11, pages 925-933.
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