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Novel pseudopolymorph of the active metabolite of perindopril

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The dimethyl sulfoxide hemisolvate of perindoprilat [systematic name: (1S)‐2‐((S)‐{1‐[(2S,3aS,7aS)‐2‐carboxyoctahydro‐1H‐indol‐1‐yl]‐1‐oxopropan‐2‐yl}azaniumyl)pentanoate dimethyl sulfoxide hemisolvate], C17H28N2O5ยท0.5C2H6OS, an active metabolite of perindopril, has been synthesized, structurally characterized by single‐crystal X‐ray diffraction and compared with its ethanol disolvate analogue [Pascard et al. (1991). J. Med. Chem. 34, 663–669]. Both compounds crystallize in the orthorhombic P212121 space group in the same zwitterionic form, with a protonated alanine N atom and an anionic carboxylate group at the n‐alkyl chain. The three structural units present in the unit cell (two zwitterions and the solvent molecule) are held together by a rich system of O—H...O, N—H...O and C—H...O hydrogen‐bond contacts.
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Document Type: Research Article

Publication date: September 15, 2012

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