Isomorphous Crystals Formed by the Similar Supramolecular Motifs in Sorafenib Hydrochloride and Regorafenib Hydrochloride Salts
1
Department of Chemistry, Zhejiang University, Hangzhou 310028, China
2
Faculty of Chemical Technology—Environment, University of Technology and Education, The University of Danang, Danang 550000, Vietnam
*
Authors to whom correspondence should be addressed.
Crystals 2019, 9(12), 649; https://doi.org/10.3390/cryst9120649
Received: 14 November 2019 / Revised: 4 December 2019 / Accepted: 4 December 2019 / Published: 6 December 2019
(This article belongs to the Special Issue Pharmaceutical Crystals and Its Application)
Sorafenib and regorafenib (or fluoro-sorafenib) are multikinase inhibitors active in the treatment of various human cancers, but their solubilities are very poor. To improve their solubilities, in this study, sorafenib hydrochloride (Sor·HCl, I) and regorafenib hydrochloride (Reg·HCl, II) have been prepared and their crystal structures were characterized. Their solubility properties in water were evaluated. Intriguingly, they are isomorphous crystal structures with the same space group and the similar unit cell dimensions, which were caused by the similar supramolecular patterns resulted by the formation of N–H···Cl− hydrogen bond instead of hydrogen bond between the protonated pyridinium cation and counterion. Moreover, the solubility properties displayed identical profiles. It may be concluded that a similar crystal structure leads to a comparable solubility profile.
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Keywords:
sorafenib; regorafenib; hydrochloride; isomorphous; solubility
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited
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MDPI and ACS Style
Phan, C.U.; Shen, J.; Liu, J.; Mao, J.; Hu, X.; Tang, G. Isomorphous Crystals Formed by the Similar Supramolecular Motifs in Sorafenib Hydrochloride and Regorafenib Hydrochloride Salts. Crystals 2019, 9, 649.
AMA Style
Phan CU, Shen J, Liu J, Mao J, Hu X, Tang G. Isomorphous Crystals Formed by the Similar Supramolecular Motifs in Sorafenib Hydrochloride and Regorafenib Hydrochloride Salts. Crystals. 2019; 9(12):649.
Chicago/Turabian StylePhan, Chi U.; Shen, Jie; Liu, Jiyong; Mao, Jianming; Hu, Xiurong; Tang, Guping. 2019. "Isomorphous Crystals Formed by the Similar Supramolecular Motifs in Sorafenib Hydrochloride and Regorafenib Hydrochloride Salts" Crystals 9, no. 12: 649.
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