Preparation of Pyrazinamide Eutectics versus Cocrystals Based on Supramolecular Synthon Variations

被引:27
|
作者
Rajbongshi, Trishna [1 ]
Sarmah, Kashyap Kumar [1 ]
Sarkar, Ankita [1 ]
Ganduri, Ramesh [2 ]
Cherukuvada, Suryanarayan [2 ]
Thakur, Tejender S. [3 ]
Thakuria, Ranjit [1 ]
机构
[1] Gauhati Univ, Dept Chem, Gauhati 781014, Assam, India
[2] Indian Inst Sci, Solid State & Struct Chem Unit, Bengaluru 560012, Karnataka, India
[3] CSIR Cent Drug Res Inst, Mol & Struct Biol Div, Lucknow 226031, Uttar Pradesh, India
关键词
CO-CRYSTAL; PHARMACEUTICAL COCRYSTALS; ACIDS; CAFFEINE; NICOTINAMIDE; DRUG; MIXTURES; DESIGN;
D O I
10.1021/acs.cgd.8b00878
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Cocrystallization of the antituberculosis drug pyrazinamide (PZA) with several substituted aromatic carboxylic acids as coformers was studied. The combinations were analyzed by X-ray diffraction and melting behavior to assess the formation of eutectic versus cocrystal. Benzoic acid, cinnamic acid, and N-heterocycle coformers gave eutectics, whereas the majority of their hydroxyl/methoxy substitutes formed cocrystals with PZA. X-ray crystal structures were obtained for some cocrystals, and binary phase diagrams were constructed to determine eutectic compositions. Differences in functional group position and variations in supramolecular growth were found to dictate the formation of eutectics versus cocrystals. Supramolecular synthon energy calculations on selected combinations validated the formation of eutectic versus cocrystal.
引用
收藏
页码:6640 / 6651
页数:12
相关论文
共 50 条
  • [41] Preparation and Electrochemistry Properties of a New Polyoxometalate-Based Supramolecular Assembly
    Han, Zhangang
    Gao, Yuanzhe
    Wang, Jiye
    Hu, Changwen
    ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, 2009, 635 (15): : 2665 - 2670
  • [42] Precise synthesis of polyrotaxane and preparation of supramolecular materials based on its mobility
    Yuichiro Kobayashi
    Polymer Journal, 2021, 53 : 505 - 513
  • [43] Preparation and application of BODIPY-containing pillararenes based supramolecular systems
    Zhou, Le
    Liu, Chang
    Zhang, Huacheng
    Han, Jie
    Liu, Zhaona
    DYES AND PIGMENTS, 2021, 196 (196)
  • [44] Supramolecular self-assembly of a coumarine-based acylthiourea synthon directed by π-stacking interactions: Crystal structure and Hirshfeld surface analysis
    Saeed, Aamer
    Ashraf, Saba
    Floerke, Ulrich
    Delgado Espinoza, Zuly Yuliana
    Erben, Mauricio F.
    Perez, Hiram
    JOURNAL OF MOLECULAR STRUCTURE, 2016, 1111 : 76 - 83
  • [45] Preparation and Biomedical Applications of Cucurbit[n]uril-Based Supramolecular Hydrogels
    Gao, Ruihan
    Ge, Qingmei
    Cong, Hang
    Zhang, Yunqian
    Zhao, Jianglin
    MOLECULES, 2023, 28 (08):
  • [46] Protein-Triggered Supramolecular Disassembly: Insights Based on Variations in Ligand Location in Amphiphilic Dendrons
    Torres, Diego Amado
    Garzoni, Matteo
    Subrahmanyam, Ayyagari V.
    Pavan, Giovanni M.
    Thayumanavan, S.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (14) : 5385 - 5399
  • [47] Cyclodextrin-based supramolecular assemblies: a versatile toolbox for the preparation of functional porous materials
    Rudina Bleta
    Anne Ponchel
    Eric Monflier
    Environmental Chemistry Letters, 2018, 16 : 1393 - 1413
  • [48] Biocompatible Supramolecular Systems Based on Chlorin e6: Preparation, Photophysical Properties
    Klimenko, Inna, V
    Lobanov, Anton, V
    MACROHETEROCYCLES, 2020, 13 (02): : 142 - 146
  • [49] Preparation and Properties of Supramolecular Organogel Based on Iodine-Functionalized Pillar[5]arene
    Chen, Jinfa
    Liu, Xi
    Han, Bingbing
    Ding, Jindong
    Zhang, Youming
    Lin, Qi
    Yao, Hong
    Wei, Taibao
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2018, 38 (10) : 2741 - 2746
  • [50] Cyclodextrin-based supramolecular assemblies: a versatile toolbox for the preparation of functional porous materials
    Bleta, Rudina
    Ponchel, Anne
    Monflier, Eric
    ENVIRONMENTAL CHEMISTRY LETTERS, 2018, 16 (04) : 1393 - 1413