Improved Solubility of Vortioxetine Using C2-C4 Straight-Chain Dicarboxylic Acid Salt Hydrates
The purpose of this study was to improve the solubility of vortioxetine by crystal engineering principles. In this paper, three C2-C4 straight-chain dicarboxylic acid salt hydrates of vortioxetine (VOT-OA, VOT-MA-H2O, and VOT-SUA-H2O, VOT = vortioxetine, OA = Oxalic acid, MA = malonic acid, SUA = su...
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| Format: | Article |
| Language: | English |
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MDPI AG
2018-09-01
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| Series: | Crystals |
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| Online Access: | http://www.mdpi.com/2073-4352/8/9/352 |
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| author | Lei Gao Xian-Rui Zhang Shao-Ping Yang Juan-Juan Liu Chao-Jie Chen |
| author_facet | Lei Gao Xian-Rui Zhang Shao-Ping Yang Juan-Juan Liu Chao-Jie Chen |
| author_sort | Lei Gao |
| collection | DOAJ |
| description | The purpose of this study was to improve the solubility of vortioxetine by crystal engineering principles. In this paper, three C2-C4 straight-chain dicarboxylic acid salt hydrates of vortioxetine (VOT-OA, VOT-MA-H2O, and VOT-SUA-H2O, VOT = vortioxetine, OA = Oxalic acid, MA = malonic acid, SUA = succinic acid) were synthesized and characterized by single X-ray diffraction, powder X-ray diffraction, and differential scanning calorimetry. The single crystal structure of three salts reveals that vortioxetine has torsional flexibility, which can encourage VOT to allow combination with aliphatic dicarboxylic acids through N+-H···O hydrogen bonds. The solubility of all salts exhibits a dramatic increase in distilled water, especially for VOT-MA-H2O salt, where it shows the highest solubility, by 96-fold higher compared with pure vortioxetine. |
| first_indexed | 2024-04-11T21:52:46Z |
| format | Article |
| id | doaj.art-0644574131f341af95c9a465e04796ce |
| institution | Directory Open Access Journal |
| issn | 2073-4352 |
| language | English |
| last_indexed | 2024-04-11T21:52:46Z |
| publishDate | 2018-09-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Crystals |
| spelling | doaj.art-0644574131f341af95c9a465e04796ce2022-12-22T04:01:12ZengMDPI AGCrystals2073-43522018-09-018935210.3390/cryst8090352cryst8090352Improved Solubility of Vortioxetine Using C2-C4 Straight-Chain Dicarboxylic Acid Salt HydratesLei Gao0Xian-Rui Zhang1Shao-Ping Yang2Juan-Juan Liu3Chao-Jie Chen4School of Chemical Engineering and Resource Recycling, Wuzhou University, Wuzhou 543000, ChinaSchool of Chemical Engineering and Resource Recycling, Wuzhou University, Wuzhou 543000, ChinaSchool of Chemical Engineering and Resource Recycling, Wuzhou University, Wuzhou 543000, ChinaSchool of Chemical Engineering and Resource Recycling, Wuzhou University, Wuzhou 543000, ChinaSchool of Chemical Engineering and Resource Recycling, Wuzhou University, Wuzhou 543000, ChinaThe purpose of this study was to improve the solubility of vortioxetine by crystal engineering principles. In this paper, three C2-C4 straight-chain dicarboxylic acid salt hydrates of vortioxetine (VOT-OA, VOT-MA-H2O, and VOT-SUA-H2O, VOT = vortioxetine, OA = Oxalic acid, MA = malonic acid, SUA = succinic acid) were synthesized and characterized by single X-ray diffraction, powder X-ray diffraction, and differential scanning calorimetry. The single crystal structure of three salts reveals that vortioxetine has torsional flexibility, which can encourage VOT to allow combination with aliphatic dicarboxylic acids through N+-H···O hydrogen bonds. The solubility of all salts exhibits a dramatic increase in distilled water, especially for VOT-MA-H2O salt, where it shows the highest solubility, by 96-fold higher compared with pure vortioxetine.http://www.mdpi.com/2073-4352/8/9/352vortioxetinedicarboxylic acidsalt hydratescrystal structure |
| spellingShingle | Lei Gao Xian-Rui Zhang Shao-Ping Yang Juan-Juan Liu Chao-Jie Chen Improved Solubility of Vortioxetine Using C2-C4 Straight-Chain Dicarboxylic Acid Salt Hydrates Crystals vortioxetine dicarboxylic acid salt hydrates crystal structure |
| title | Improved Solubility of Vortioxetine Using C2-C4 Straight-Chain Dicarboxylic Acid Salt Hydrates |
| title_full | Improved Solubility of Vortioxetine Using C2-C4 Straight-Chain Dicarboxylic Acid Salt Hydrates |
| title_fullStr | Improved Solubility of Vortioxetine Using C2-C4 Straight-Chain Dicarboxylic Acid Salt Hydrates |
| title_full_unstemmed | Improved Solubility of Vortioxetine Using C2-C4 Straight-Chain Dicarboxylic Acid Salt Hydrates |
| title_short | Improved Solubility of Vortioxetine Using C2-C4 Straight-Chain Dicarboxylic Acid Salt Hydrates |
| title_sort | improved solubility of vortioxetine using c2 c4 straight chain dicarboxylic acid salt hydrates |
| topic | vortioxetine dicarboxylic acid salt hydrates crystal structure |
| url | http://www.mdpi.com/2073-4352/8/9/352 |
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