Diversity in Itraconazole Cocrystals with Aliphatic Dicarboxylic Acids of Varying Chain Length

被引：49

作者：

Shevchenko, Anna ^{[1
,2
]}

Miroshnyk, Inna ^{[1
,3
]}

Pietila, Lars-Olof ^{[2
]}

Haarala, Jorma ^{[2
]}

Salmia, Jukka ^{[2
]}

Sinervo, Kai ^{[2
]}

Mirza, Sabiruddin ^{[1
,3
]}

van Veen, Bert ^{[2
]}

Kolehmainen, Erkki ^{[4
]}

Nonappa ^{[4
]}

Yliruusi, Jouko ^{[1
]}

机构：

[1] Univ Helsinki, Fac Pharm, Div Pharmaceut Technol, FIN-00014 Helsinki, Finland

[2] Orion Corp, Res & Dev, FI-02101 Espoo, Finland

[3] Harvard Univ, Sch Engn & Appl Sci, Cambridge, MA 02138 USA

[4] Univ Jyvaskyla, Dept Chem, Organ Chem Lab, FI-40014 Jyvaskyla, Finland

来源：

CRYSTAL GROWTH & DESIGN | 2013年 / 13卷 / 11期

基金：

芬兰科学院;

关键词：

SOLID-STATE PROPERTIES; PHARMACEUTICAL CO-CRYSTALS; SOLUBILITY ADVANTAGE; CARBOXYLIC-ACIDS; DRUG; DISSOLUTION; IMPROVE; STABILITY; COMPONENT; BONDS;

D O I：

10.1021/cg401061t

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The cocrystal formation potential of itraconazole, a potent antifungal drug, with C2-C10 aliphatic dicarboxylic acids has been investigated. Using two experimental screening techniques (solvent-assisted grinding and evaporation-based crystallization), the cocrystals of itraconazole with C2-C7 dicarboxylic acids have been successfully synthesized and characterized by powder X-ray diffraction, solid state nuclear magnetic resonance, Raman spectroscopy, and thermal analysis. The characterized multicomponent compounds include anhydrous cocrystals (malonic, succinic, glutaric, and pimelic acids), a cocrystal hydrate (adipic acid), and cocrystal solvates with acetone and tetrahydrofuran (oxalic acid). This study is the first to demonstrate the diversity in itraconazole cocrystals with a range of aliphatic dicarboxylic acids of variable carbon chain lengths.

引用

页码：4877 / 4884

页数：8

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