Synthesis of 3H- and 14C-cisapride

✍ Scribed by C. C. M. Janssen; H. H. C. Lenoir; J. J. A. Thijssen; A. A. Knaeps; J. J. P. Heykants

• Publisher: John Wiley and Sons
• Year: 1987
• Tongue: French
• Weight: 274 KB
• Volume: 24
• Category: Article
• ISSN: 0022-2135
• DOI: 10.1002/jlcr.2580241212

✦ Synopsis

SUPPURY Chapride, (~)-~-4-a~ino-5-chloro-~[l-[3(4-fluorophenoxy) propyl]-3-metho.y-4-piperidinyl]-2-methoqrbenzamide, is a new gaetrokinetic drug with a potent stimulating effect on the gaetrointestinal motor activity. Metabolic studies required the syntheaia of cisapride labelled at one of the three major moieties. Hence, cisapride wae tritiated either in the fluorophenyl moiety by m e a m of reductive dehalogenation, or via reductive amination in the piperidine ring. 14C-Cisapride wae labelled in the benzamide function. The title compounda were obtained at a specific activity of 17.0 Ci/mmol, 59.8 mCi/llpaol and 7.8 mCi/nrmol, respectively and with HPLC purities of > 98 X . I(ev-word&: 3H-cieapride, 14C-cieapride , gaetrokinetic, reductive dehalogenation, reductive amination IHTRODUCTIOH Cisapride, a new gaetrokinetic drug, has a potent stimulating effect on gastrointeetinal motor activity without blocking dopamine receptors or activating muscarinic cholinergic receptors and increases oeeophageal, gastrointestinal and colonic *To whom correspondence should be addreseed.