Synthesis of Two Novel Azilsartan Cocrystals: Preparation, Physicochemical Characterization and Solubility Studies
Azilsartan is a novel angiotension II receptor blocker primarily used to treat high blood pressure. This is not a formulation-friendly molecule largely due to the inherent water-solubility pitfalls. In this paper, two novel cocrystals of azilsartan (AZ) were studied (AZ-BIP, AZ-BPE; BIP = 4,4′-bipyr...
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| Format: | Article |
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MDPI AG
2020-08-01
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| Series: | Crystals |
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| Online Access: | https://www.mdpi.com/2073-4352/10/9/739 |
| _version_ | 1827708328856256512 |
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| author | Lei Gao Xian-Rui Zhang |
| author_facet | Lei Gao Xian-Rui Zhang |
| author_sort | Lei Gao |
| collection | DOAJ |
| description | Azilsartan is a novel angiotension II receptor blocker primarily used to treat high blood pressure. This is not a formulation-friendly molecule largely due to the inherent water-solubility pitfalls. In this paper, two novel cocrystals of azilsartan (AZ) were studied (AZ-BIP, AZ-BPE; BIP = 4,4′-bipyridine, BPE = trans-1,2-bis (4-pyridyl) ethylene) by solution crystallization. The structures of these two cocrystals were characterized by powder X-ray diffraction (PXRD), differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA), including the single-crystal structure determination of AZ-BIP and AZ-BPE. In the cocrystals AZ-BIP (2:1) and AZ-BPE (2:1), two AZ molecules and one coformer formed a sandwich structure through N-H…N interactions. These sandwich structures were extended into a one-dimensional structure through O-H…N hydrogen bonds. The equilibrium solubility study demonstrated that the AZ-BIP and AZ-BPE cocrystals both showed higher solubility than azilsartan in water. |
| first_indexed | 2024-03-10T17:02:10Z |
| format | Article |
| id | doaj.art-b51e25b87da24e80ae4c73bc40d7d167 |
| institution | Directory Open Access Journal |
| issn | 2073-4352 |
| language | English |
| last_indexed | 2024-03-10T17:02:10Z |
| publishDate | 2020-08-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Crystals |
| spelling | doaj.art-b51e25b87da24e80ae4c73bc40d7d1672023-11-20T10:56:23ZengMDPI AGCrystals2073-43522020-08-0110973910.3390/cryst10090739Synthesis of Two Novel Azilsartan Cocrystals: Preparation, Physicochemical Characterization and Solubility StudiesLei Gao0Xian-Rui Zhang1School of Chemical Engineering and Resource Recycling, Wuzhou University, Wuzhou 543000, ChinaSchool of Chemical Engineering and Resource Recycling, Wuzhou University, Wuzhou 543000, ChinaAzilsartan is a novel angiotension II receptor blocker primarily used to treat high blood pressure. This is not a formulation-friendly molecule largely due to the inherent water-solubility pitfalls. In this paper, two novel cocrystals of azilsartan (AZ) were studied (AZ-BIP, AZ-BPE; BIP = 4,4′-bipyridine, BPE = trans-1,2-bis (4-pyridyl) ethylene) by solution crystallization. The structures of these two cocrystals were characterized by powder X-ray diffraction (PXRD), differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA), including the single-crystal structure determination of AZ-BIP and AZ-BPE. In the cocrystals AZ-BIP (2:1) and AZ-BPE (2:1), two AZ molecules and one coformer formed a sandwich structure through N-H…N interactions. These sandwich structures were extended into a one-dimensional structure through O-H…N hydrogen bonds. The equilibrium solubility study demonstrated that the AZ-BIP and AZ-BPE cocrystals both showed higher solubility than azilsartan in water.https://www.mdpi.com/2073-4352/10/9/739azilsartan4,4′-bipyridinecocrystalsolubilitystructureX-ray diffraction |
| spellingShingle | Lei Gao Xian-Rui Zhang Synthesis of Two Novel Azilsartan Cocrystals: Preparation, Physicochemical Characterization and Solubility Studies Crystals azilsartan 4,4′-bipyridine cocrystal solubility structure X-ray diffraction |
| title | Synthesis of Two Novel Azilsartan Cocrystals: Preparation, Physicochemical Characterization and Solubility Studies |
| title_full | Synthesis of Two Novel Azilsartan Cocrystals: Preparation, Physicochemical Characterization and Solubility Studies |
| title_fullStr | Synthesis of Two Novel Azilsartan Cocrystals: Preparation, Physicochemical Characterization and Solubility Studies |
| title_full_unstemmed | Synthesis of Two Novel Azilsartan Cocrystals: Preparation, Physicochemical Characterization and Solubility Studies |
| title_short | Synthesis of Two Novel Azilsartan Cocrystals: Preparation, Physicochemical Characterization and Solubility Studies |
| title_sort | synthesis of two novel azilsartan cocrystals preparation physicochemical characterization and solubility studies |
| topic | azilsartan 4,4′-bipyridine cocrystal solubility structure X-ray diffraction |
| url | https://www.mdpi.com/2073-4352/10/9/739 |
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