Multicomponent crystals of clotrimazole: a combined theoretical and experimental study

被引：14

作者：

Li, Chang ^{[1
]}

Wu, Di ^{[1
]}

Li, Jiulong ^{[1
]}

Ji, Xu ^{[1
]}

Qi, Luguang ^{[1
]}

Sun, Qin ^{[2
]}

Wang, Aiyu ^{[3
]}

Xie, Chuang ^{[1
,4
]}

Gong, Junbo ^{[1
,4
]}

Chen, Wei ^{[1
,4
]}

机构：

[1] Tianjin Univ, Natl Engn Res Ctr Ind Crystallizat Technol, Sch Chem Engn & Technol, Tianjin 300072, Peoples R China

[2] Shenyang Sinochem Agrochem R&D Co Ltd, Shenyang 110021, Liaoning, Peoples R China

[3] Shandong Lukang Pharmaceut Co Ltd, Jining 272104, Shandong, Peoples R China

[4] Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 300072, Peoples R China

来源：

CRYSTENGCOMM | 2021年 / 23卷 / 39期

基金：

中国国家自然科学基金;

关键词：

CHEMICAL ACTIVITY; SALT-COCRYSTAL; WAVE-FUNCTION; BASIS-SETS; DESIGN; DRUG; SOLUBILITY; INHIBITION; PREDICTION; COSMO;

D O I：

10.1039/d1ce00934f

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

In order to improve the aqueous solubility of clotrimazole (CLT), an effective antifungal agent, its new multicomponent crystals were developed according to crystal engineering. To efficiently synthesize the multicomponent solids, a protocol which combined a virtual cocrystal screening tool based on the conductor-like screening model for realistic solvents (COSMO-RS) and the experimental liquid-assisted grinding (LAG) method was applied. As a result, fourteen multicomponent crystals were obtained from 21 potential coformers, including 5 previously reported ones. Nine novel multicomponent crystals were identified and characterized by single crystal X-ray diffraction, powder X-ray diffraction, differential scanning calorimetry, thermogravimetric analysis and Fourier-transform infrared spectroscopy. Intermolecular interactions were elucidated by Hirshfeld surface analysis, and the origin of the cocrystals/salts was explained using molecular electrostatic potential surfaces. Finally, powder dissolution experiments were carried out. Compared with CLT, some multicomponent crystals showed an improvement in solubility (3.13-1.53 times) and dissolution rate.

引用

页码：6977 / 6993

页数：17

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