Crystal Structure, Stability and Desolvation of the Solvates of Sorafenib Tosylate
In this study, three solvates of sorafenib tosylate were obtained from methanol, ethanol and n-methyl-2-pyrrolidone (NMP) after solvate screening and the effect of solvent on the formation of solvate was analyzed. The solvents with high value of polarity/dipolarity and appropriate hydrogen bond dono...
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doaj-cae658753f164f8387a49c9c60998d6b2020-11-24T20:53:44ZengMDPI AGCrystals2073-43522019-07-019736710.3390/cryst9070367cryst9070367Crystal Structure, Stability and Desolvation of the Solvates of Sorafenib TosylatePeng Yang0Chunlei Qin1Shichao Du2Lina Jia3Yujia Qin4Junbo Gong5Songgu Wu6State Key Laboratory of Chemical Engineering, School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, ChinaState Key Laboratory of Chemical Engineering, School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, ChinaState Key Laboratory of Chemical Engineering, School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, ChinaState Key Laboratory of Chemical Engineering, School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, ChinaState Key Laboratory of Chemical Engineering, School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, ChinaState Key Laboratory of Chemical Engineering, School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, ChinaState Key Laboratory of Chemical Engineering, School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, ChinaIn this study, three solvates of sorafenib tosylate were obtained from methanol, ethanol and n-methyl-2-pyrrolidone (NMP) after solvate screening and the effect of solvent on the formation of solvate was analyzed. The solvents with high value of polarity/dipolarity and appropriate hydrogen bond donor/acceptor propensity are more likely to form corresponding solvates. The crystal structures of the solvates were elucidated for the first time by using single crystal X-ray diffraction data. The analysis results indicate that methanol solvate and ethanol solvate are isostructural and hydrogen bonds could be formed between solvent molecules and sorafenib tosylate molecules. Hirshfeld surface analysis was used to research the interactions in the solvates, and the results reveal that the H···H, C···H/H···C and O···H/ H···O contacts play the vital role in molecular packing. In addition, three solvates were characterized by polarized light microscope, powder X-ray diffraction, thermogravimetric analysis and differential scanning calorimetry. The solvates show different thermodynamic stability in methanol +NMP and ethanol +NMP mixtures. Furthermore, the desolvation of solvates was studied by hot stage microscope and discussed.https://www.mdpi.com/2073-4352/9/7/367sorafenib tosylatesolvateformationHirshfeld surface analysisstabilitydesolvation |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Peng Yang Chunlei Qin Shichao Du Lina Jia Yujia Qin Junbo Gong Songgu Wu |
spellingShingle |
Peng Yang Chunlei Qin Shichao Du Lina Jia Yujia Qin Junbo Gong Songgu Wu Crystal Structure, Stability and Desolvation of the Solvates of Sorafenib Tosylate Crystals sorafenib tosylate solvate formation Hirshfeld surface analysis stability desolvation |
author_facet |
Peng Yang Chunlei Qin Shichao Du Lina Jia Yujia Qin Junbo Gong Songgu Wu |
author_sort |
Peng Yang |
title |
Crystal Structure, Stability and Desolvation of the Solvates of Sorafenib Tosylate |
title_short |
Crystal Structure, Stability and Desolvation of the Solvates of Sorafenib Tosylate |
title_full |
Crystal Structure, Stability and Desolvation of the Solvates of Sorafenib Tosylate |
title_fullStr |
Crystal Structure, Stability and Desolvation of the Solvates of Sorafenib Tosylate |
title_full_unstemmed |
Crystal Structure, Stability and Desolvation of the Solvates of Sorafenib Tosylate |
title_sort |
crystal structure, stability and desolvation of the solvates of sorafenib tosylate |
publisher |
MDPI AG |
series |
Crystals |
issn |
2073-4352 |
publishDate |
2019-07-01 |
description |
In this study, three solvates of sorafenib tosylate were obtained from methanol, ethanol and n-methyl-2-pyrrolidone (NMP) after solvate screening and the effect of solvent on the formation of solvate was analyzed. The solvents with high value of polarity/dipolarity and appropriate hydrogen bond donor/acceptor propensity are more likely to form corresponding solvates. The crystal structures of the solvates were elucidated for the first time by using single crystal X-ray diffraction data. The analysis results indicate that methanol solvate and ethanol solvate are isostructural and hydrogen bonds could be formed between solvent molecules and sorafenib tosylate molecules. Hirshfeld surface analysis was used to research the interactions in the solvates, and the results reveal that the H···H, C···H/H···C and O···H/ H···O contacts play the vital role in molecular packing. In addition, three solvates were characterized by polarized light microscope, powder X-ray diffraction, thermogravimetric analysis and differential scanning calorimetry. The solvates show different thermodynamic stability in methanol +NMP and ethanol +NMP mixtures. Furthermore, the desolvation of solvates was studied by hot stage microscope and discussed. |
topic |
sorafenib tosylate solvate formation Hirshfeld surface analysis stability desolvation |
url |
https://www.mdpi.com/2073-4352/9/7/367 |
work_keys_str_mv |
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