Structure―Stability Relationships in Cocrystal Hydrates: Does the Promiscuity of Water Make Crystalline Hydrates the Nemesis of Crystal Engineering?
作者： Heather D. Clarke , Kapildev K. Arora , Heather Bass , Padmini Kavuru , Tien Teng Ong
DOI: 10.1021/CG901345U
关键词: Crystallography 、 Hydrate 、 Single crystal 、 Chemistry 、 Hydrogen bond 、 Cocrystal 、 Thermal stability 、 Crystal engineering 、 Thermogravimetric analysis 、 Crystal structure
摘要: This contribution addresses the role of water molecules in crystal engineering by studying structures and thermal stabilities 11 new cocrystal hydrates, all which were characterized single X-ray crystallography, powder diffraction (PXRD), infrared spectroscopy (IR), thermogravimetric analysis (TGA), differential scanning calorimetry (DSC). The hydrates can be grouped into four categories based upon stability: (1) is lost at 120 °C; (4) dehydration occurs concurrently with melt cocrystal. In order to address if there any correlation between structure stability, following factors considered: type hydrate (tunnel or isolated hydrate); number hydrogen bond donors acceptors; distances; packing efficiency. Category 1 exhibit tunnels. However, no structure/stability correlations exist o...
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Gordon L. Amidon, Hans Lennernäs, Vinod P. Shah, John R. Crison, A Theoretical Basis for a Biopharmaceutic Drug Classification: The Correlation of in Vitro Drug Product Dissolution and in Vivo Bioavailability Pharmaceutical Research. ,vol. 12, pp. 413- 420 ,(1995) , 10.1023/A:1016212804288
Nicholas A. Meanwell, The Emerging Utility of Co-Crystals in Drug Discovery and Development Annual Reports in Medicinal Chemistry. ,vol. 43, pp. 373- 404 ,(2008) , 10.1016/S0065-7743(08)00022-5
The generation of possible crystal structures of primary amides Proc. R. Soc. Lond. A. ,vol. 388, pp. 133- 175 ,(1983) , 10.1098/RSPA.1983.0076
Stephen R. Byrn, Chung-Tang Lin, Letter: The effect of crystal packing and defects on desolvation of hydrate crystals of caffeine and L-(--)-1,4-cyclohexadiene-1-alanine. Journal of the American Chemical Society. ,vol. 98, pp. 4004- 4005 ,(1976) , 10.1021/JA00429A048
Veneta Videnova-Adrabińska, Margaret C. Etter, Urea-glutaric acid (2∶1) structural aggregates as building blocks for crystal engineering Journal of Chemical Crystallography. ,vol. 25, pp. 823- 829 ,(1995) , 10.1007/BF01671077
Brian Moulton, Michael J. Zaworotko, From molecules to crystal engineering: supramolecular isomerism and polymorphism in network solids. Chemical Reviews. ,vol. 101, pp. 1629- 1658 ,(2001) , 10.1021/CR9900432
Daniel P. McNamara, Scott L. Childs, Jennifer Giordano, Anthony Iarriccio, James Cassidy, Manjunath S. Shet, Richard Mannion, Ed O'Donnell, Aeri Park, Use of a Glutaric Acid Cocrystal to Improve Oral Bioavailability of a Low Solubility API Pharmaceutical Research. ,vol. 23, pp. 1888- 1897 ,(2006) , 10.1007/S11095-006-9032-3
Scott G. Fleischman, Srinivasan S. Kuduva, Jennifer A. McMahon, Brian Moulton, Rosa D. Bailey Walsh, Naír Rodríguez-Hornedo, Michael J. Zaworotko, Crystal Engineering of the Composition of Pharmaceutical Phases: Multiple-Component Crystalline Solids Involving Carbamazepine Crystal Growth & Design. ,vol. 3, pp. 909- 919 ,(2003) , 10.1021/CG034035X
G. Patrick Stahly, A Survey of Cocrystals Reported Prior to 2000 Crystal Growth & Design. ,vol. 9, pp. 4212- 4229 ,(2009) , 10.1021/CG900873T
Peddy Vishweshwar, Ashwini Nangia, Vincent M. Lynch, Molecular Complexes of Homologous Alkanedicarboxylic Acids with Isonicotinamide: X-ray Crystal Structures, Hydrogen Bond Synthons, and Melting Point Alternation Crystal Growth & Design. ,vol. 3, pp. 783- 790 ,(2003) , 10.1021/CG034037H