Acta Cryst. (2002). E58, o1169-o1171  [ doi:10.1107/S1600536802017683 ]

(+)-(3S,4R)-Norcisapride hydrogen (2R,3R)-tartrate monohydrate

O. M. Peeters and N. M. Blaton

Abstract: The title compound, (+)-(3S,4R)-cis-4-amino-5-chloro-2-methoxy-N-(3-methoxypiperidin-1-ium-4-yl)benzamidehydrogen (2R,3R)-dihydroxybutanedioate monohydrate, C₁₄H₂₁ClN₃O₃⁺·C₄H₅O₆^-·H₂O, is the (+)-tartrate salt of (+)-norcisapride. It has been found that (+)-norcisapride has both 5-HT3 antagonistic and 5-HT4 agonistic properties and is further substantially devoid of central nervous system effects. An intramolecular N-HO hydrogen bond forces the amido group to be roughly coplanar with the substituted benzene ring. A three-dimensional network of hydrogen bonds is formed in the crystal. The absolute configuration of (+)-norcisapride is 3S,4R.

Online 30 September 2002

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