Role of hydrogen bonding in cocrystals and coamorphous solids: indapamide as a case study

被引：23
作者：
Allu, Suryanarayana [1 ]
Suresh, Kuthuru [1 ,3 ]
Bolla, Geetha [1 ]
Mannava, M. K. Chaitanya [1 ]
Nangia, Ashwini [1 ,2 ,3 ]
机构：
[1] Univ Hyderabad, Sch Chem, Prof CR Rao Rd,Gachibowli Cent Univ PO, Hyderabad 500046, Telangana, India
[2] CSIR Natl Chem Lab, Dr Homi Bhabha Rd, Pune 411008, Maharashtra, India
[3] Univ Hyderabad, Technol Business Incubator, Prof CR Rao Rd,Cent Univ PO, Hyderabad 500046, Telangana, India
来源：
CRYSTENGCOMM | 2019年 / 21卷 / 13期
关键词：
PHARMACEUTICAL COCRYSTALS; SUPRAMOLECULAR SYNTHONS; PHYSICAL-PROPERTIES; DESIGN; DISPERSION; DRUGS; FORMS;
D O I：
10.1039/c8ce01075g
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The stronger sulfonamide-pyridine (SO2NH2 center dot center dot center dot N-Py) and sulfonamide-carboxamide (SO2NH2 center dot center dot center dot O = C-NH) hydrogen bonds direct the formation of cocrystals, while the weaker sulfonamide-amine (SO2NH2 center dot center dot center dot N-H) hydrogen bond results in coamorphous products. IDP-PIP and IDP-ARG coamorphous solids exhibit remarkable stability under accelerated conditions.
引用
收藏
页码：2043 / 2048
页数：6
相关论文
共 50 条
[31]   Triplet-Triplet Energy Transfer Study in Hydrogen Bonding Systems [J].
Wang, Zhijia ;
Zhao, Jianzhang ;
Guo, Song .
CHIMIA, 2015, 69 (09) :524-529
[32]   The Role of N-Methyl Squaramides in a Hydrogen-Bonding Strategy to Fold Peptidomimetic Compounds [J].
Martinez-Crespo, Luis ;
Escudero-Adan, Eduardo C. ;
Costa, Antonio ;
Rotger, Carmen .
CHEMISTRY-A EUROPEAN JOURNAL, 2018, 24 (67) :17802-17813
[33]   London Dispersion and Hydrogen-Bonding Interactions in Bulky Molecules: The Case of Diadamantyl Ether Complexes [J].
Quesada Moreno, Maria Mar ;
Pinacho, Pablo ;
Perez, Cristobal ;
Sekutor, Marina ;
Schreiner, Peter R. ;
Schnell, Melanie .
CHEMISTRY-A EUROPEAN JOURNAL, 2020, 26 (47) :10817-10825
[34]   Hydrogen Bond Donor/Acceptor Ratios of the Coformers: Do They Really Matter for the Prediction of Molecular Packing in Cocrystals? The Case of Benzamide Derivatives with Dicarboxylic Acids [J].
Manin, Alex N. ;
Drozd, Ksenia, V ;
Churakov, Andrei, V ;
Perlovich, German L. .
CRYSTAL GROWTH & DESIGN, 2018, 18 (09) :5254-5269
[35]   Vibrational spectra, hydrogen bonding analysis and herbicidal activity study of mefenacet: A DFT approach [J].
Suma, N. ;
Aruldhas, D. ;
Joe, I. Hubert ;
Balachandran, S. ;
Anuf, A. Ronaldo ;
Sasi, Arun ;
George, Jesby .
JOURNAL OF MOLECULAR STRUCTURE, 2020, 1201
[36]   Molecular Recognition via Hydrogen Bonding in Supramolecular Complexes: A Fourier Transform Infrared Spectroscopy Study [J].
Martinez-Felipe, Alfonso ;
Brebner, Fraser ;
Zaton, Daniel ;
Concellon, Alberto ;
Ahmadi, Sara ;
Pinol, Milagros ;
Oriol, Luis .
MOLECULES, 2018, 23 (09)
[37]   Energetics of carboxylic acid-pyridine heterosynthon revisited: A computational study of intermolecular hydrogen bond domination on phenylacetic acid-nicotinamide cocrystals [J].
Kusuma, Aris Perdana ;
Soewandhi, Sundani Nurono ;
Mauludin, Rachmat ;
Suendo, Veinardi ;
Kurniawan, Fransiska ;
Pamungkas, Gawang ;
Nugraha, Yuda Prasetya .
OPEN CHEMISTRY, 2022, 20 (01) :949-957
[38]   Mechanism and origins of gold-catalyzed domino cyclization to spiroindolines: the role of periplanar cooperation and hydrogen bonding interactions [J].
Li, Yunhe ;
Zhao, Xiang .
ORGANIC CHEMISTRY FRONTIERS, 2020, 7 (13) :1663-1670
[39]   Prediction of protein mutation effects based on dehydration and hydrogen bonding - A large-scale study [J].
Schomburg, Karen T. ;
Nittinger, Eva ;
Meyder, Agnes ;
Bietz, Stefan ;
Schneider, Nadine ;
Lange, Gudrun ;
Klein, Robert ;
Rarey, Matthias .
PROTEINS-STRUCTURE FUNCTION AND BIOINFORMATICS, 2017, 85 (08) :1550-1566
[40]   Anion recognition based on halogen bonding: a case study of macrocyclic imidazoliophane receptors [J].
Lu, Yunxiang ;
Li, Haiying ;
Zhu, Xiang ;
Liu, Honglai ;
Zhu, Weiliang .
JOURNAL OF MOLECULAR MODELING, 2012, 18 (07) :3311-3320
12345