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Please use this identifier to cite or link to this item: http://hdl.handle.net/1843/50644
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dc.creatorLuan Farinelli Dinizpt_BR
dc.creatorPaulo de Sousa Carvalho Júniorpt_BR
dc.creatorWagner da Nova Musselpt_BR
dc.creatorMaria Irene Yoshidapt_BR
dc.creatorRenata Dinizpt_BR
dc.creatorChristian Fernandespt_BR
dc.date.accessioned2023-03-03T17:42:53Z-
dc.date.available2023-03-03T17:42:53Z-
dc.date.issued2019-08-
dc.citation.volume19pt_BR
dc.citation.issue8pt_BR
dc.citation.spage4498pt_BR
dc.citation.epage4509pt_BR
dc.identifier.doihttps://doi.org/10.1021/acs.cgd.9b00263pt_BR
dc.identifier.issn1528-7505pt_BR
dc.identifier.urihttp://hdl.handle.net/1843/50644-
dc.description.resumoThe R and S enantiomers of the antihypertensive drug carvedilol (CVD) can display remarkable miscibility in the crystalline state allowing this active pharmaceutical ingredient (API) to form a solid-solution of enantiomers (SSEs) as well as racemic compounds. Although rare and still little explored, these intriguing systems can also be used to design racemic multicomponent crystal forms toward the improvement of undesirable pharmaceutical properties of APIs. In this study, aiming to understand why there is miscibility between the enantiomers during the supramolecular recognition and crystallization processes of the CVD in the presence of salt formers, two SSEs and one racemic salt were prepared from the reaction of CVD with pharmaceutically acceptable HCl, HBr, and oxalic acids. Two monohydrated isostructural salts, hydrochloride (CVD-HCl-H2O) and hydrobromide (CVD-HBr-H2O), crystallize as racemic SSEs. These unique systems are formed from the miscibility of the R···R and S···S homochiral units that propagate into enantiomerically enriched one-dimensional chains through H-bonds with water molecules along the crystal. The oxalate salt (CVD-OXA), in turn, crystallizes as a standard racemic compound since the oxalate anions, which lie in the inversion center, are directly H-bonded to both R and S CVD enantiomers, forming racemic ionic units that extend along the structure. Complementary to the crystallographic study, conformational and Hirshfeld surface analysis were also performed based on the single-crystal X-ray diffraction data. The salt formations were confirmed from the Fourier transform infrared spectroscopy as well as powder X-ray diffraction patterns, and their thermal behaviors were investigated by a combination of differential scanning calorimetry, thermogravimetric, and hot-stage microscopy techniques.pt_BR
dc.description.sponsorshipCNPq - Conselho Nacional de Desenvolvimento Científico e Tecnológicopt_BR
dc.description.sponsorshipFAPEMIG - Fundação de Amparo à Pesquisa do Estado de Minas Geraispt_BR
dc.description.sponsorshipCAPES - Coordenação de Aperfeiçoamento de Pessoal de Nível Superiorpt_BR
dc.languageengpt_BR
dc.publisherUniversidade Federal de Minas Geraispt_BR
dc.publisher.countryBrasilpt_BR
dc.publisher.departmentFAR - DEPARTAMENTO DE PRODUTOS FARMACÊUTICOSpt_BR
dc.publisher.departmentICX - DEPARTAMENTO DE QUÍMICApt_BR
dc.publisher.initialsUFMGpt_BR
dc.rightsAcesso Restritopt_BR
dc.subjectCarvedilolpt_BR
dc.subjectSolid solutionspt_BR
dc.subjectEnantiomerspt_BR
dc.subjectX-ray diffractionpt_BR
dc.subjectCrystal structurept_BR
dc.subjectChemical vapor depositionpt_BR
dc.subjectCrystalspt_BR
dc.subjectMolecular structurept_BR
dc.subjectSaltspt_BR
dc.subject.otherQuímica analíticapt_BR
dc.subject.otherÁcido tartáricopt_BR
dc.subject.otherÁcido oxálicopt_BR
dc.subject.otherEnantiômerospt_BR
dc.subject.otherAgentes hipotensorespt_BR
dc.subject.otherCristalografiapt_BR
dc.subject.otherAnálise conformacionalpt_BR
dc.subject.otherRaios X - Difraçãopt_BR
dc.subject.otherFourier, Espectroscopia de infravermelho por transformada dept_BR
dc.subject.otherMicroscopiapt_BR
dc.subject.otherTermogravimetriapt_BR
dc.subject.otherCalorimetriapt_BR
dc.subject.otherDeposição química de vaporpt_BR
dc.subject.otherEstrutura molecularpt_BR
dc.subject.otherCristaispt_BR
dc.subject.otherFarmacologiapt_BR
dc.subject.otherMedicamentos - Análisept_BR
dc.titleRacemic salts and solid solutions of enantiomers of the antihypertensive drug carvedilolpt_BR
dc.typeArtigo de Periódicopt_BR
dc.url.externahttps://pubs.acs.org/doi/10.1021/acs.cgd.9b00263pt_BR
dc.identifier.orcidhttps://orcid.org/0000-0003-4702-9065pt_BR
dc.identifier.orcidhttps://orcid.org/0000-0002-5551-9155pt_BR
dc.identifier.orcidhttps://orcid.org/0000-0002-9768-9830pt_BR
dc.identifier.orcidhttps://orcid.org/0000-0002-6795-9457pt_BR
dc.identifier.orcidhttps://orcid.org/0000-0001-9042-9094pt_BR
dc.identifier.orcidhttps://orcid.org/0000-0002-3905-3674pt_BR
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