Article
Chemistry, Multidisciplinary
Mollah Rohan Ahsan, Arijit Mukherjee
Summary: Ternary and quaternary cocrystals of 2,7-dihydroxynaphthalene are synthesized using N-bases and polyaromatic hydrocarbons. Three different large synthons are observed, and a robust large synthon module (synthon C) appears repeatedly in most ternary cocrystals. This synthon is further utilized in the design of other higher-order cocrystals.
Article
Pharmacology & Pharmacy
Weizhong Gong, Pradip Kumar Mondal, Soroush Ahmadi, Yuanyi Wu, Sohrab Rohani
Summary: Pharmaceutical cocrystals and salts are extensively studied for their ability to modify the physicochemical properties of active pharmaceutical ingredients. In this study, different forms of olanzapine were discovered through solvent drop grinding and ball milling. These new solid phases all followed the Delta pKa rule and showed increased solubility due to strong hydrogen bonding interactions.
INTERNATIONAL JOURNAL OF PHARMACEUTICS
(2021)
Article
Chemistry, Multidisciplinary
Ashwini K. Nangia, Gautam R. Desiraju
Summary: Based on a molecular pharmacophore, this study suggests that the heterosynthon, a supramolecular synthon between different functional groups, plays a similar role in the design and discovery of high bioavailability drugs. The heterosynthon could offer a more efficient and cost-effective route for novel drug development.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Harsh Jain, Dipankar Sutradhar, Sourav Roy, Gautam R. Desiraju
Summary: Higher cocrystal synthesis relies heavily on understanding supramolecular synthons, taking into account the electrophilicity/nucleophilicity differences between alternative sites of halogen bond formation, and ensuring that the two halogen bonds in a ternary halogen bonded cocrystal have different strengths. Mimicking hydrogen bond interactions with halogen bonds is a feasible approach for ternary structures, as shown with the pyrene example. Crystal engineers should be able to predict halogen bonds that are stronger than hydrogen bonds.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Eleonora Veronese, Claudia Pigliacelli, Greta Bergamaschi, Giancarlo Terraneo, Valentina Dichiarante, Pierangelo Metrangolo
Summary: By selecting Fmoc-pentafluorophenylalanine as a model efficient gelator and studying its self-assembly in the presence of benzamide, a 1:1 co-crystal was obtained, which can form transparent gels in aqueous media. This crystal engineering-based approach can be used for modulating the properties of amino acid-based hydrogels and for the time-delayed release of suitable bioactive molecules.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Pharmacology & Pharmacy
Maryam Rahmani, Vijith Kumar, Julia Bruno-Colmenarez, Michael J. Zaworotko
Summary: This article discusses the crystal engineering of ionic cocrystals composed of azole functional groups. Through data mining and structural characterization of new ICCs, insights into the hierarchy of NH+···N supramolecular heterosynthons were obtained, highlighting their importance in cocrystal design.
Article
Chemistry, Multidisciplinary
Zhonghua Li, Ruiling Ouyang, Yuechao Cao, Dandan Han, Songgu Wu, Junbo Gong
Summary: This study explores the solid-state form modification of Belinostat (PXD101) through co-crystallization with other substances to improve its water solubility and enhance the efficacy of oral formulations. The results show that the obtained multicomponent crystals have higher apparent solubility compared to PXD101 alone, with PXD101-INA cocrystal demonstrating significant inhibition of cancer cell proliferation even at low concentrations. These findings shed light on the potential of multicomponent crystals in the development of pharmaceutical products.
CRYSTAL GROWTH & DESIGN
(2022)
Article
Chemistry, Multidisciplinary
Molly M. Haskins, Matteo Lusi, Michael J. Zaworotko
Summary: In this study, a new class of ionic cocrystals was investigated to solve the issue of low solubility in active pharmaceutical ingredients. Crystal engineering design and a search of the Cambridge Structural Database (CSD) revealed various hydrogen bonding motifs. The results show that these ionic cocrystals can be reliably formed and are of significance in pharmaceutical science.
CRYSTAL GROWTH & DESIGN
(2022)
Article
Chemistry, Multidisciplinary
German L. Perlovich
Summary: By analyzing the fusion temperatures and enthalpies of two-component molecular co-crystals, a database has been built for predicting co-crystals with predictable melting temperatures. The correlation equations connecting the melting points of co-crystals and individual components have been obtained. An approach for evaluating the ideal solubility of co-crystals based on the ideal solubility of one of the co-crystal individual components has been developed.
CRYSTAL GROWTH & DESIGN
(2021)
Article
Chemistry, Multidisciplinary
Ramokone Junia Malapile, Kudzanai Nyamayaro, Luigi R. Nassimbeni, Nikoletta B. Bathori
Summary: Baclofen was used to form multicomponent crystals with coformers of different acidic strength and molecular size, resulting in a variety of MCCs with similarities in crystal packing arrangements. This structural feature can be utilized for crystal engineering purposes in the design of Baclofen MCCs.
Article
Pharmacology & Pharmacy
Rebecca Birolo, Federica Bravetti, Simone Bordignon, Ilenia D'Abbrunzo, Paolo P. Mazzeo, Beatrice Perissutti, Alessia Bacchi, Michele R. Chierotti, Roberto Gobetto
Summary: This study aims to develop new multicomponent crystal forms of sulpiride to improve its solubility. Nine new adducts and three new co-drugs were obtained by combining the active ingredient with acid coformers. The samples were characterized using various techniques and in vitro dissolution tests were performed.
Article
Chemistry, Multidisciplinary
Luzia S. S. Germann, Elvio Carlino, Antonietta Taurino, Oxana V. V. Magdysyuk, Dario Voinovich, Robert E. E. Dinnebier, Dejan-Kresimir Bucar, Dritan Hasa
Summary: Crystal engineering has traditionally focused on small organic molecules, but this study demonstrates how cocrystallization of a polymer can yield a material with improved thermal stability and flexibility. By replacing one of the cocrystal components, solid solutions with adjustable melting points within a wide temperature range can be formed. This expands the scope of crystal engineering and cocrystallization from small molecules to polymers.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Bernadeta Prus, Michal K. Cyranski, Roland Boese, Janusz Zachara, Lukasz Dobrzycki
Summary: This paper analyzed the homologous series of 10 allylamine adducts with n-alcohols, synthesized under atmospheric pressure using in situ crystallization technique. The structures were characterized by single-crystal X-ray diffraction, with hydrogen-bonding interactions influencing the architecture of the structures. Predicting the type of architecture was based on cohesive and adhesive energies, with thermal stabilities correlating with the melting points of the co-forming alcohols.
CRYSTAL GROWTH & DESIGN
(2022)
Article
Chemistry, Physical
Arshid A. Ganie, Aadil A. Ahangar, Abhimanew Dhir, Abhishek K. Gupta, Aijaz A. Dar
Summary: The interaction between sulfonate and pyridinium can be used to control the solid-state luminescence of organic salts, and the emission properties are influenced by the crystal packing and solvent nature.
JOURNAL OF PHYSICAL CHEMISTRY C
(2023)
Article
Chemistry, Multidisciplinary
Xirui Zhang, Yunfei Xu, Denghui Yang, Yue Gong, Wei Du, Na Tang, Jianwei Jiang
Summary: Dry grinding and solvent-drop grinding were used to prepare the cocrystals of NPNO and PABA in this study. It was found that different solvents used in solvent-drop grinding can accelerate the formation of cocrystals, and the crystallization region of the cocrystal expands with increasing temperature. The stronger the binding energy of O…H-O in solvents, the faster the formation of the cocrystal, as indicated by the experimental results.
CRYSTAL GROWTH & DESIGN
(2022)