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Xenobiotica
the fate of foreign compounds in biological systems
Volume 4, 1974 - Issue 3
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Research Article

Biotransformation of Molsidomine (N-Ethoxycarbonyl-3-morpholinosydnonimine), a New Anti-anginal Agent, in Rats

Shigeharu Tanayama Biological Research Laboratories, Central Research Division, Takeda Chemical Industries Ltd., Juso, Higashiyodogawa-ku, Osaka, Japan
,
Yoichi Nakai Biological Research Laboratories, Central Research Division, Takeda Chemical Industries Ltd., Juso, Higashiyodogawa-ku, Osaka, Japan
,
Takeshi Fujita Biological Research Laboratories, Central Research Division, Takeda Chemical Industries Ltd., Juso, Higashiyodogawa-ku, Osaka, Japan
,
Ziro Suzuoki Biological Research Laboratories, Central Research Division, Takeda Chemical Industries Ltd., Juso, Higashiyodogawa-ku, Osaka, Japan
,
Yoshio Imashiro Biological Research Laboratories, Central Research Division, Takeda Chemical Industries Ltd., Juso, Higashiyodogawa-ku, Osaka, Japan
&
Katsutada Masuda Chemical Research Laboratories, Central Research Division, Takeda Chemical Industries Ltd., Juso, Higashiyodogawa-ku, Osaka, Japan
Pages 175-191 | Received 21 Oct 1973, Published online: 14 Oct 2008

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Federica Vacondio, Claudia Silva, Marco Mor & Bernard Testa. (2010) Qualitative structure-metabolism relationships in the hydrolysis of carbamates. Drug Metabolism Reviews 42:4, pages 551-589.
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I. D. Wilson, J. M. Fromson, H. P. A. Illing & E. Schraven. (1987) The metabolism of [14C]N-ethoxycarbonyl-3-morpholinosydnonimine (molsidomine) in man. Xenobiotica 17:1, pages 93-104.
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I. D. Wilson, K. V. Watson, J. Troke, H. P. A. Illing, J. M. Fromson & E. Schraven. (1986) The metabolism of [14C]N-ethoxycarbonyl-3-morpholinosydnonimine (molsidomine) in laboratory animals. Xenobiotica 16:12, pages 1117-1128.
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M. Polgár, L. Vereczkey, L. Szporny, G. Czira, J. Tamás, E. Gács-Baitz & S. Holly. (1979) Metabolism of mesocarb in the rat. Xenobiotica 9:8, pages 511-519.
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David H. Chatfield. (1976) Disposition and Metabolism of Some Nitrofurylthiazoles Possessing Antiparasitic Activity. Xenobiotica 6:8, pages 509-520.
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Articles from other publishers (36)

Michał ŻorniakKatarzyna A. MitręgaMaurycy PorcTadeusz F. Krzemiński. (2017) New approach to molsidomine active metabolites coming from the results of 2 models of experimental cardiology. Canadian Journal of Physiology and Pharmacology 95:2, pages 111-121.
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Yong Zhang, Catherine Palette-Pays, Emmanuel Naline, Odile Varoquaux & Charles Advenier. (1993) Effect of Molsidomine and Linsidomine on the Human Isolated Bronchus and the Guinea-pig Isolated Trachea. Journal of Pharmacy and Pharmacology 45:4, pages 280-285.
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V. G. Granik. (2010) Biotransformations of drugs belonging to nitrogen heterocycles. Russian Chemical Bulletin 59:1, pages 1-36.
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Pek Yee Lum, Christopher D. Armour, Sergey B. Stepaniants, Guy Cavet, Maria K. Wolf, J.Scott Butler, Jerald C. Hinshaw, Philippe Garnier, Glenn D. Prestwich, Amy Leonardson, Philip Garrett-Engele, Christopher M. Rush, Martin Bard, Greg Schimmack, John W. Phillips, Christopher J. Roberts & Daniel D. Shoemaker. (2004) Discovering Modes of Action for Therapeutic Compounds Using a Genome-Wide Screen of Yeast Heterozygotes. Cell 116:1, pages 121-137.
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Peng George Wang, Ming Xian, Xiaoping Tang, Xuejun Wu, Zhong Wen, Tingwei Cai & Adam J. Janczuk. (2002) Nitric Oxide Donors:  Chemical Activities and Biological Applications. Chemical Reviews 102:4, pages 1091-1134.
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Ravinder Jit Singh, Neil Hogg, Joy Joseph, Eugene Konorev & B. Kalyanaraman. (1999) The Peroxynitrite Generator, SIN-1, Becomes a Nitric Oxide Donor in the Presence of Electron Acceptors. Archives of Biochemistry and Biophysics 361:2, pages 331-339.
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J.M. McMillan. (1999) Galactosamine decreases nitric oxide formation in cultured rat hepatocytes: Lack of involvement in cytotoxicity. Journal of Biochemical and Molecular Toxicology 13:3-4, pages 135-142.
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Yann A. Henry, Annie Guissani & Béatrice DucastelClaire Ducrocq & Annie Guissani. 1996. Nitric Oxide Research from Chemistry to Biology. Nitric Oxide Research from Chemistry to Biology 271 291 .
Ye Wang, Lori G. Rochelle, Harriet Kruszyna, Robert Kruszyna, Roger P. Smith & Dean E. Wilcox. (1994) An impurity present in some samples of SIN-1 oxidizes it to nitric oxide in anaerobic solutions. Toxicology 88:1-3, pages 165-176.
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James F. KerwinJr.Jr. & Michael Heller. (2006) The arginine‐nitric oxide pathway: A target for new drugs. Medicinal Research Reviews 14:1, pages 23-74.
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F. Holmquist, M. Fridstrand, H. Hedlund & K.-E. Andersson. (1993) Actions of 3-Morpholinosydnonimin (Sin-1) On Rabbit Isolated Penile Erectile Tissue. Journal of Urology 150:4, pages 1310-1315.
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Hans-Christian Pape & Ralph Mager. (1992) Nitric oxide controls oscillatory activity in thalamocortical neurons. Neuron 9:3, pages 441-448.
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C. Oliver Kappe & Thomas Kappe. (2011) Cross‐conjugated and pseudo‐cross‐conjugated mesomeric betaines, XVIII: Bicyclic mesoionic pyrimidines with cardiovascular activity. Archiv der Pharmazie 324:11, pages 863-866.
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Hervé Desmorat, Jean-Pierre Vinel, Omar Lahlou, Bernard Pipy, Philippe Badia, Paul Cales, Jean-Marc Combis, Marie-Claude Souqual & Jean-Pierre Pascal. (1991) Systemic and splanchnic hemodynamic effects of molsidomine in rats with carbon tetrachloride–induced cirrhosis. Hepatology 13:6, pages 1181-1184.
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Günter SeyffartGünter Seyffart. 1991. Drug Dosage in Renal Insufficiency. Drug Dosage in Renal Insufficiency 347 401 .
Q. Feng & T. Hedner. (2008) Endothelium‐derived relaxing factor (EDRF) and nitric oxide (NO). II.. Clinical Physiology 10:6, pages 503-526.
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R. Jauch, E. Griesser, G. Oesterhelt, W. Arnold, W. Melster, W. H. Ziegler & T. W. Guentert. (2007) Biotransformation of moclobemide in humans. Acta Psychiatrica Scandinavica 82:S360, pages 87-90.
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Jean Pierre Vinel, Jean-Luc Monnin, Jean-Marc Combis, Paul Cales, Herve Desmorat & Jean-Pierre Pascal. (1990) Hemodynamic evaluation of molsidomine: A vasodilator with antianginal properties in patients with alcoholic cirrhosis. Hepatology 11:2, pages 239-242.
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C. Dutot, J. Moreau, P. Cordonnier, O. Spreux-Varoquaux, C. Klein, J. Ostrowski, C. Advenier, W. Gärtner & M. Pays. (1990) Determination of the active metabolite of molsidomine in human plasma by reversed-phase high-performance liquid chromatography. Journal of Chromatography B: Biomedical Sciences and Applications 528, pages 435-446.
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Karl-Heinz BeyerKarl-Heinz Beyer. 1990. Biotransformation der Arzneimittel. Biotransformation der Arzneimittel 373 374 .
J. Elks & C. R. Ganellin. 1990. Dictionary of Drugs. Dictionary of Drugs 476 531 .
Rolf‐Eberhard Nitz & Volker B. Fiedler. (2012) Molsidomine: Alternative Approaches To Treat Myocardial Ischemia. Pharmacotherapy: The Journal of Human Pharmacology and Drug Therapy 7:1, pages 28-37.
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Volker B. Fiedler & Trevor S. Abram. (1985) Molsidomine on cardiovascular leukotriene D4 actions. Naunyn-Schmiedeberg's Archives of Pharmacology 329:2, pages 152-157.
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Ivano Cantelli, Cinzia Lolli, Anna Brunelli & Daniele Bracchetti. (1985) Hemodynamic effects of molsidomine in patients with heart failure following acute myocardial infarction. American Heart Journal 109:3, pages 715-719.
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T. Meinertz, A. Brandstätter, D. Trenk, E. Jähnchen, J. Ostrowski & W. Gärtner. (1985) Relationship between pharmacokinetics and pharmacodynamics of molsidomine and its metabolites in humans. American Heart Journal 109:3, pages 644-648.
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R. Bergstrand, A. Vedin, C. Wilhelmsson, L. -E. Peterson, J. Chamberlain, D. Dell, L. A. Stevens & J. Ostrowski. (1984) Intravenous and oral administration of molsidomine, a pharmacodynamic and pharmacokinetic study. European Journal of Clinical Pharmacology 27:2, pages 203-208.
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Yoshihiko Seino, John K. Vyden, Harold B. Rose, Teruo Takano, Kanji Obayashi, Hirokazu Hayakawa & Eiichi Kimura. (2016) Unloading Effects of Molsidomine on Peripheral Circulation and Cardiac Hemodynamics in Patients with Acute Myocardial Infarction. Angiology 34:8, pages 535-545.
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S. Bacher, O. Kraupp, B. Stanek & G. Raberger. (1983) The effect of repeated intravenous and oral doses of molsidomine (N-carboxy-3-morpholino-sydnonimine-ethylester) on plasma renin activity and plasma catecholamine levels in conscious dogs. Basic Research in Cardiology 78:2, pages 193-202.
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Volker B. Fiedler, Sybille Buchheim & Josef Scholtholt. (1982) The effects of molsidomine on intracranial pressure in anaesthetized dogs. Naunyn-Schmiedeberg's Archives of Pharmacology 320:2, pages 201-204.
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Toshiyuki Yamakado, Masakatsu Nishikawa & Hiroyoshi Hidaka. (1982) Stimulation of human platelet guanylate cyclase by nitroso compounds. Thrombosis Research 26:2, pages 135-140.
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W. -D. Bussmann, K. Neidl & M. Kaltenbach. (1982) Wirkung von Molsidomin auf Haemodynamik und Myokardischaemie beim frischen HerzinfarktEffect of molsidomine on hemodynamics and myocardial ischemia in patients with acute myocardial infarction. Klinische Wochenschrift 60:2, pages 77-85.
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Moises Aptecar, Carlos A. Otero y Garzon, Alberto Vasquez, Sergio Varini, Luis Collia, Alfredo Esteguy & Salvador Caruso. (1981) Hemodynamic effects of molsidomine vasodilator therapy in acute myocardial infarction. American Heart Journal 101:4, pages 369-373.
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Pirzada A. Majid, Pim J. F. DeFeyter, Ernst E. Van der Wall, Rafik Wardeh & Jan P. Roos. (1980) Molsidomine in the Treatment of Patients with Angina Pectoris. New England Journal of Medicine 302:1, pages 1-6.
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J. Holtz, E. Bassenge & A. Kolin. (1978) Hemodynamic and myocardial effects of long-lasting venodilation in the conscious dogHämodynamische und myokardiale Wirkungen von langanhaltender Venendilatation im wachen Hund. Basic Research in Cardiology 73:5, pages 469-481.
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A Takeshita, M Nakamura, T Tajimi, H Matsuguchi & A Kuroiwa. (1977) Long-lasting effect of oral molsydomine on exercise performance: a new antianginal agent.. Circulation 55:2, pages 401-407.
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