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Xenobiotica
the fate of foreign compounds in biological systems
Volume 23, 1993 - Issue 12
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Research Article

Metabolism of benzbromarone in man: structures of new oxidative metabolites, 6-hydroxy- and 1″-oxo-benzbromarone, and the enantioselective formation and elimination of 1″-hydroxybenzbromarone

J. X. De Vries Division of Clinical Pharmacology, Department of Medicine, University of Heidelberg, Bergheimerstr. 58, D-69115, Heidelberg, Germany
,
I. Walter-Sack Division of Clinical Pharmacology, Department of Medicine, University of Heidelberg, Bergheimerstr. 58, D-69115, Heidelberg, Germany
,
A. Voss Division of Clinical Pharmacology, Department of Medicine, University of Heidelberg, Bergheimerstr. 58, D-69115, Heidelberg, Germany
,
W. Forster Division of Clinical Pharmacology, Department of Medicine, University of Heidelberg, Bergheimerstr. 58, D-69115, Heidelberg, Germany
,
P. Ilisistegui Pons Division of Clinical Pharmacology, Department of Medicine, University of Heidelberg, Bergheimerstr. 58, D-69115, Heidelberg, Germany
,
F. Stoetzer Division of Clinical Pharmacology, Department of Medicine, University of Heidelberg, Bergheimerstr. 58, D-69115, Heidelberg, Germany
,
M. Spraul Bruker Analytical Instruments Inc., D-7512, Rheinstetten, Germany
,
M. Ackermann Bruker Analytical Instruments Inc., D-7512, Rheinstetten, Germany
&
G. Moyna Faculty of Chemistry, State University, Montevideo, Uruguay
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Pages 1435-1450 | Received 20 May 1993, Published online: 22 Sep 2008

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Zihan Hou, Aijinxiu Ma, Jiale Mao, Danni Song & Xu Zhao. (2023) Overview of the pharmacokinetics and pharmacodynamics of URAT1 inhibitors for the treatment of hyperuricemia and gout. Expert Opinion on Drug Metabolism & Toxicology 0:0, pages 1-15.
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Frank J. Belas & Ian A. Blair. (2001) MASS SPECTROMETRY IN PHARMACEUTICAL ANALYSIS*. Journal of Liposome Research 11:4, pages 309-342.
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Mineyuki Mizuguchi, Takeshi Yokoyama, Takuya Okada, Yusuke Nakagawa, Kanako Fujii, Yuko Nabeshima & Naoki Toyooka. (2023) Benziodarone and 6-hydroxybenziodarone are potent and selective inhibitors of transthyretin amyloidogenesis. Bioorganic & Medicinal Chemistry 90, pages 117370.
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Naoki Cho, Hiroshi Suemizu, Hidetaka Kamimura, Tomoyuki Ohe, Fumi Ito, Hidetaka Akita & Kaoru Kobayashi. (2022) Formation of reactive metabolites of benzbromarone in humanized-liver mice. Drug Metabolism and Pharmacokinetics 47, pages 100467.
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Naoki Cho, Kaoru Kobayashi, Mina Yoshida, Noriyuki Kogure, Hiromitsu Takayama & Kan Chiba. (2017) Identification of novel glutathione adducts of benzbromarone in human liver microsomes. Drug Metabolism and Pharmacokinetics 32:1, pages 46-52.
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K. Wang, H. Wang, Y. Peng & J. Zheng. (2016) Identification of Epoxide-Derived Metabolite(s) of Benzbromarone. Drug Metabolism and Disposition 44:4, pages 607-615.
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Fernando A. Pagliai, Claudio F. Gonzalez & Graciela L. Lorca. (2015) Identification of a Ligand Binding Pocket in LdtR from Liberibacter asiaticus. Frontiers in Microbiology 6.
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David S. NewcombeDavid S. Newcombe. 2013. Gout. Gout 291 385 .
. (2011) Scientific Opinion on Flavouring Group Evaluation 13, Revision 2 (FGE.13Rev2): Furfuryl and furan derivatives with and without additional side-chain substituents and heteroatoms from chemical group 14. EFSA Journal 9:8, pages 2313.
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HO JUNG SHIN, MICHIO TAKEDA, ATSUSHI ENOMOTO, MASAAKI FUJIMURA, HIROKI MIYAZAKI, NAOHIKO ANZAI & HITOSHI ENDOU. (2011) Interactions of urate transporter URAT1 in human kidney with uricosuric drugs. Nephrology 16:2, pages 156-162.
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. (2010) Scientific Opinion on Flavouring Group Evaluation 13Rev1: Furfuryl and furan derivatives with and without additional side‐chain substituents and heteroatoms from chemical group 14. EFSA Journal 8:4.
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Matthew G. McDonald & Allan E. Rettie. (2007) Sequential Metabolism and Bioactivation of the Hepatotoxin Benzbromarone: Formation of Glutathione Adducts From a Catechol Intermediate. Chemical Research in Toxicology 20:12, pages 1833-1842.
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Charles W. Locuson, Hisashi Suzuki, Allan E. Rettie & Jeffrey P. Jones. (2004) Charge and Substituent Effects on Affinity and Metabolism of Benzbromarone-Based CYP2C19 Inhibitors. Journal of Medicinal Chemistry 47:27, pages 6768-6776.
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Charles W. LocusonIIII, Jan L. Wahlstrom, Denise A. Rock, Dan A. Rock & Jeffrey P. Jones. (2003) A NEW CLASS OF CYP2C9 INHIBITORS: PROBING 2C9 SPECIFICITY WITH HIGH-AFFINITY BENZBROMARONE DERIVATIVES. Drug Metabolism and Disposition 31:7, pages 967-971.
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Kimiyoshi Ichida, Makoto Hosoyamada, Hiroaki Kimura, Michio Takeda, Yasunori Utsunomiya, Tatsuo Hosoya & Hitoshi Endou. (2003) Urate transport via human PAH transporter hOAT1 and its gene structure. Kidney International 63:1, pages 143-155.
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