2006
DOI: 10.1002/anie.200603241
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Designing a Cocrystal of γ‐Amino Butyric Acid

Abstract: It takes two: The possibility of developing a strategy for the controlled preparation of cocrystals (see picture) with a predesigned structure is demonstrated. It relies on recognizing and utilizing a specific hydrogen‐bond pattern, defined in graph‐set notation (${{{\rm {\rm R}}{{2\hfill \atop 4\hfill}}}}$(8)), as a supramolecular synthon for the systematic generation of individual four‐molecule clusters.

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Cited by 59 publications
(22 citation statements)
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“…Gabapentin is structurally related to the neurotransmitter -aminobutyric acid (GABA), which has been widely studied for its signi®cant inhibitory action in the central nervous system (Bowery, 1993). There have also been studies on the cocrystallization of GABA with various carboxylic acids as a means of possibly improving the effectiveness of GABA (Wenger & Bernstein, 2006).…”
Section: Commentmentioning
confidence: 99%
“…Gabapentin is structurally related to the neurotransmitter -aminobutyric acid (GABA), which has been widely studied for its signi®cant inhibitory action in the central nervous system (Bowery, 1993). There have also been studies on the cocrystallization of GABA with various carboxylic acids as a means of possibly improving the effectiveness of GABA (Wenger & Bernstein, 2006).…”
Section: Commentmentioning
confidence: 99%
“…The design and synthesis of multicomponent crystals of active pharmaceutical ingredients (APIs) has attracted considerable attention in recent years (Almarsson & Zaworotko, 2004;Childs et al, 2007). Many types of supramolecular synthons have been exploited for generating multicomponent crystals by the use of suitable guest molecules with complementary functional groups to APIs (Trask et al, 2005;Wenger & Bernstein, 2006). Although an organic acid is preferable to a basic drug molecule, an inorganic acid, such as phosphoric acid, displays its unique hydrogen-bonding pattern in the formation of multicomponent crystals (Chen et al, 2007).…”
Section: Commentmentioning
confidence: 99%
“…Multicomponent crystals of active pharmaceutical ingredients (APIs) may offer advantages over the corresponding APIs in terms of physical properties such as crystallinity, solubility and dissolution rate (Black et al, 2007;Childs et al, 2007). Hydrogen-bonded supramolecular synthons are commonly used as a reliable method in the formation of these crystals (Wenger & Bernstein, 2006). Recently, the hierarchy of synthons in a competitive environment has been studied intensively (Bis et al, 2007).…”
Section: Commentmentioning
confidence: 99%