Preparation and Characterization of Aripiprazole Cocrystals with Coformers of Multihydroxybenzene Compounds
DC Field | Value | Language |
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dc.contributor.author | Cho, Min-Yong | - |
dc.contributor.author | Kim, Paul | - |
dc.contributor.author | Kim, Ga-Young | - |
dc.contributor.author | Lee, Ju-Yeon | - |
dc.contributor.author | Song, Keon-Hyoung | - |
dc.contributor.author | Lee, Min-Jeong | - |
dc.contributor.author | Yoon, Woojin | - |
dc.contributor.author | Yun, Hoseop | - |
dc.contributor.author | Choi, Guang J. | - |
dc.date.accessioned | 2021-08-11T14:23:45Z | - |
dc.date.available | 2021-08-11T14:23:45Z | - |
dc.date.issued | 2017-12 | - |
dc.identifier.issn | 1528-7483 | - |
dc.identifier.issn | 1528-7505 | - |
dc.identifier.uri | https://scholarworks.bwise.kr/sch/handle/2021.sw.sch/7000 | - |
dc.description.abstract | A novel co-crystal of aripiprazole (ARI), the active substance in the atypical antipsychotic Abilify, with orcinol (ORC) as a coformer, was prepared, characterized, and compared with other ARI co-crystals with dihydroxy- and trihydroxybenzene coformers [catechol (CAT), resorcinol (RES), and phloroglucinol (PHL)] reported previously (Nanubolu, J. B.; Ravikumar, K. CrystEngComm 2016, 18, 1024-1038). Three preparation methods were used: neat grinding (NG), liquid-assisted grinding (LAG), and solvent evaporation (SE). Based on single-crystal X-ray diffraction (SC-XRD) measurements, the crystal structure of the ARI-ORC co-crystal was determined to be monoclinic. The melting point of ARI-ORC co-crystal was found to be 184-185 degrees C, higher than existing ARI co-crystals with multihydroxybenzene coformers. Additionally, the ARI ORC co-crystal showed the highest dissolution rate among those in the test group in an acetonitrile-water 10/90 cosolvent. We investigated how the co-crystallization pathway and the dissolution behavior might correlate with the coformer moiety, primarily in terms of its chemical structure and melting point. Co-crystallization between ARI and PHL via grinding (NG or LAG) required the highest activation energy, mainly due to the coformer's higher melting point. The dissolution rate of ARI co-crystals was not obviously correlated with the coformer's melting point or its molecular weight. However, the high dissolution rate of ARI ORC co-crystals was possibly associated with the bond angle of D-H center dot center dot center dot A for O3-H3O center dot center dot center dot N2 in the co-crystal's superlattice structure. The stability of ARI co-crystals was examined by aging these powders in a controlled oven at 80 degrees C/98% relative humidity for 1 week. We observed that all of the co-crystal powders, except for the aripiprazole-catechol (ARI-CAT) pair, underwent no noticeable degradation or physicochemical change upon treatment. In conclusion, we can consider the novel ARI-ORC co-crystal as a potential drug substance with the enhanced dissolution behavior in aqueous media and good stability under stressed conditions. | - |
dc.format.extent | 12 | - |
dc.language | 영어 | - |
dc.language.iso | ENG | - |
dc.publisher | American Chemical Society | - |
dc.title | Preparation and Characterization of Aripiprazole Cocrystals with Coformers of Multihydroxybenzene Compounds | - |
dc.type | Article | - |
dc.publisher.location | 미국 | - |
dc.identifier.doi | 10.1021/acs.cgd.7b01281 | - |
dc.identifier.scopusid | 2-s2.0-85047564734 | - |
dc.identifier.wosid | 000417669900055 | - |
dc.identifier.bibliographicCitation | Crystal Growth & Design, v.17, no.12, pp 6641 - 6652 | - |
dc.citation.title | Crystal Growth & Design | - |
dc.citation.volume | 17 | - |
dc.citation.number | 12 | - |
dc.citation.startPage | 6641 | - |
dc.citation.endPage | 6652 | - |
dc.type.docType | Article | - |
dc.description.isOpenAccess | N | - |
dc.description.journalRegisteredClass | sci | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
dc.relation.journalResearchArea | Chemistry | - |
dc.relation.journalResearchArea | Crystallography | - |
dc.relation.journalResearchArea | Materials Science | - |
dc.relation.journalWebOfScienceCategory | Chemistry, Multidisciplinary | - |
dc.relation.journalWebOfScienceCategory | Crystallography | - |
dc.relation.journalWebOfScienceCategory | Materials Science, Multidisciplinary | - |
dc.subject.keywordPlus | DRUGS | - |
dc.subject.keywordAuthor | formulation | - |
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