Crystal Form Diversity of the Antiepileptic Drug Retigabine

Gautam, R and Kaur, R and Cherukuvada, S and Swain, D and Row, TNG (2018) Crystal Form Diversity of the Antiepileptic Drug Retigabine. In: Crystal Growth and Design, 18 (3). pp. 1501-1508.

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Abstract

Crystal form screening of the antiepileptic drug Retigabine was undertaken to establish the stability order among the known trimorphs and design new cocrystals of the drug. X-ray crystal structures of polymorphs A and B have been determined, and the thermodynamic stability among the trimorphs at ambient conditions was found to be in the order B (least stable) < C < A (most stable) from thermal and phase transformation experiments. Two anhydrous cocrystals, an anhydrous salt and a eutectic of Retigabine were successfully designed and characterized. Interestingly, Retigabine forms a cocrystal with 4-hydroxybenzoic acid only with a water of crystallization (i.e., as a cocrystal hydrate), or else the binary combination manifests as a eutectic. The number of hydroxyl groups and water is implicated in the formation of anhydrous/hydrated cocrystals and eutectic respectively among the combinations explored. © 2018 American Chemical Society

Item Type:	Journal Article
Publication:	Crystal Growth and Design
Publisher:	American Chemical Society
Additional Information:	The copyright for this article belongs to the American Chemical Society.
Keywords:	Crystal structure; Phase transitions, 4-hydroxybenzoic acids; Ambient conditions; Antiepileptic drugs; Binary combinations; Hydroxyl groups; Stability orders; Water of crystallization; X ray crystal structures, Eutectics
Department/Centre:	Division of Chemical Sciences > Solid State & Structural Chemistry Unit
Date Deposited:	08 Aug 2022 10:35
Last Modified:	08 Aug 2022 10:35
URI:	https://eprints.iisc.ac.in/id/eprint/75630

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