Cisapride

Chemistry

61 atoms · Conformer computed and published by PubChem.

Formula: C23H29ClFN3O4
Molar mass: 465.9 g/mol
IUPAC name: 4-amino-5-chloro-N-[(3S,4R)-1-[3-(4-fluorophenoxy)propyl]-3-methoxypiperidin-4-yl]-2-methoxybenzamide
InChIKey: DCSUBABJRXZOMT-IRLDBZIGSA-N

Chemistry from PubChem CID 6917698.

Also known as

81098-60-4
Cisaprida
Cisapridum
Enteropride
Kinestase
Pridesia
Prepulsid
R 51619

Stereoisomers

4 distinct stereoisomers are registered for this structure.

Cisapride this area CID 6917698
4-amino-5-chloro-N-[(3R,4S)-1-[3-(4-fluorophenoxy)propyl]-3-methoxypiperidin-4-yl]-2-methoxybenzamide CID 5311047
Tocris-1695 CID 6604902
Cisapride Impurity 3 CID 13677779
Cisapride (USP/INN) mixture CID 2769

Attribution

Paul Janssen — first synthesis, 1980
Janssen Pharmaceutica under his direction (code R 51 619); Janssen is senior author on the 1985 characterisation paper, chemistry by P.G.H. Van Daele. Withdrawn from most markets around 2000 for QT prolongation. Filed under Antiemetics as the nearest family to a gastroprokinetic.

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