Piracetam Co-Crystals with OH-Group Functionalized Carboxylic Acids

被引：50

作者：

Viertelhaus, Martin ^{[1
]}

Hilfiker, Rolf ^{[1
]}

Blatter, Fritz ^{[1
]}

Neuburger, Markus ^{[2
]}

机构：

[1] Solvias AG, CH-4002 Basel, Switzerland

[2] Univ Basel, Dept Chem, CH-4056 Basel, Switzerland

来源：

CRYSTAL GROWTH & DESIGN | 2009年 / 9卷 / 05期

关键词：

HYDROGEN-BOND; POLYMORPHISM; EXPLORATION; COCRYSTALS; SALT;

D O I：

10.1021/cg800942n

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We report the synthesis, crystal structures, and basic physicochemical properties of six co-crystals of piracetam. Co-crystals of piracetam with L-tartaric acid, with citric acid in a 1:1 and 3:2 ratio, with racemic mandelic acid, and with L-mandelic acid, as well as a piracetam-citric acid ethanol solvate were found in a focused screening approach. Sample amounts of up to several hundred milligrams of each co-crystal were obtained from either solvent-drop grinding, solution evaporation, or crystallization from solution. Crystal structure analysis revealed that the often observed amide-carboxylic acid R-2(2)(8) synthon is rarely found in the herein reported crystal structures. The mentioned motif can be used as a target for hydrogen bonds; however, in presence of a multitude of hydrogen bond donors and acceptors it cannot serve for an anticipation of co-crystals. Compared to piracetam the piracetam-L-tartaric acid co-crystal shows improved hygroscopic properties.

引用

页码：2220 / 2228

页数：9

共 38 条

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