Acta Cryst. (2005). E61, o2283-o2285  [ doi:10.1107/S1600536805019008 ]

A monoamine oxidase B inhibitor: N-(2-aminoethyl)-p-chlorobenzamide (Ro16-6491) hydrochloride

A. Hempel, N. Camerman, D. Mastropaolo and A. Camerman

Abstract: In the title compound, 2-(4-chlorobenzamido)ethanaminium chloride, C₉H₁₂ClN₂O⁺·Cl^-, both independent cations have linearly extended conformations, with protonation occurring at the terminal N atom. The interplanar angles between the chlorobenzoyl rings and the planar amide groups are 137.6 (3) and 149.3 (5)° for cations A and B, respectively. The cations are N-HO hydrogen-bonded in a head-to-head/tail-to-tail fashion, producing distinct hydrophobic and hydrophilic layers running parallel to [110]. The Cl^- anions are hydrogen-bonded to the terminal positively charged -NH₃⁺ groups. Weak C-HCl^- interactions further coordinate the Cl^- anions. Structural comparison with pargyline, an irreversible MAO-B inhibitor, is presented.

Online 30 June 2005

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