Polymorphism of gemfibrozil: Investigation by thermal and spectroscopic methods

Detalhes bibliográficos
Autor(a) principal: Holanda, Bruno B.C. [UNESP]
Data de Publicação: 2019
Outros Autores: Bannach, Gilbert [UNESP], Ramos Silva, M., Eusébio, M. Ermelinda S., Castro, Ricardo A.E.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://dx.doi.org/10.1016/j.tca.2019.03.026
http://hdl.handle.net/11449/190216
Resumo: The knowledge of polymorphism of active pharmaceutical ingredient is relevant in the pharmaceutical field. In this work, a multidisciplinary approach involving differential scanning calorimetry, polarized light thermal microscopy, X-ray powder diffraction and attenuated total reflectance infrared spectroscopy was used to investigate polymorphism of gemfibrozil (GEM), an important fibric acid derivative, in melting cooling/heating cycles. An amorphous phase, Tg = −34 °C, and two monotropic crystalline polymorphs with very close melting temperatures, form I, T fus,I = 59.0 °C, and form II, T fus,II = 58.0 °C, were identified, being form I the stable phase. In some experiments the forms were obtained concomitantly. The crystallization process seems to be dependent on molten liquid memory. Thereby, this effect could be due to low molecular mobility in the liquid state resulting from the relatively long carbon chain structure of GEM.
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spelling Polymorphism of gemfibrozil: Investigation by thermal and spectroscopic methodsGemfibrozilMemory effectPolymorphismThermal analysisThe knowledge of polymorphism of active pharmaceutical ingredient is relevant in the pharmaceutical field. In this work, a multidisciplinary approach involving differential scanning calorimetry, polarized light thermal microscopy, X-ray powder diffraction and attenuated total reflectance infrared spectroscopy was used to investigate polymorphism of gemfibrozil (GEM), an important fibric acid derivative, in melting cooling/heating cycles. An amorphous phase, Tg = −34 °C, and two monotropic crystalline polymorphs with very close melting temperatures, form I, T fus,I = 59.0 °C, and form II, T fus,II = 58.0 °C, were identified, being form I the stable phase. In some experiments the forms were obtained concomitantly. The crystallization process seems to be dependent on molten liquid memory. Thereby, this effect could be due to low molecular mobility in the liquid state resulting from the relatively long carbon chain structure of GEM.Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Fundação para a Ciência e a TecnologiaUNESP – São Paulo State University School of Sciences Chemistry DepartmentCfisUC Department of Physics University of CoimbraCQC Department of Chemistry University of CoimbraFaculty of Pharmacy University of CoimbraUNESP – São Paulo State University School of Sciences Chemistry DepartmentFAPESP: 2017/08820-8CNPq: 302267/2015-8FAPESP: 88881.189289/2018-01Universidade Estadual Paulista (Unesp)University of CoimbraHolanda, Bruno B.C. [UNESP]Bannach, Gilbert [UNESP]Ramos Silva, M.Eusébio, M. Ermelinda S.Castro, Ricardo A.E.2019-10-06T17:06:00Z2019-10-06T17:06:00Z2019-05-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article113-118http://dx.doi.org/10.1016/j.tca.2019.03.026Thermochimica Acta, v. 675, p. 113-118.0040-6031http://hdl.handle.net/11449/19021610.1016/j.tca.2019.03.0262-s2.0-85063284583Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengThermochimica Actainfo:eu-repo/semantics/openAccess2024-04-29T18:16:43Zoai:repositorio.unesp.br:11449/190216Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-04-29T18:16:43Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv Polymorphism of gemfibrozil: Investigation by thermal and spectroscopic methods
title Polymorphism of gemfibrozil: Investigation by thermal and spectroscopic methods
spellingShingle Polymorphism of gemfibrozil: Investigation by thermal and spectroscopic methods
Holanda, Bruno B.C. [UNESP]
Gemfibrozil
Memory effect
Polymorphism
Thermal analysis
title_short Polymorphism of gemfibrozil: Investigation by thermal and spectroscopic methods
title_full Polymorphism of gemfibrozil: Investigation by thermal and spectroscopic methods
title_fullStr Polymorphism of gemfibrozil: Investigation by thermal and spectroscopic methods
title_full_unstemmed Polymorphism of gemfibrozil: Investigation by thermal and spectroscopic methods
title_sort Polymorphism of gemfibrozil: Investigation by thermal and spectroscopic methods
author Holanda, Bruno B.C. [UNESP]
author_facet Holanda, Bruno B.C. [UNESP]
Bannach, Gilbert [UNESP]
Ramos Silva, M.
Eusébio, M. Ermelinda S.
Castro, Ricardo A.E.
author_role author
author2 Bannach, Gilbert [UNESP]
Ramos Silva, M.
Eusébio, M. Ermelinda S.
Castro, Ricardo A.E.
author2_role author
author
author
author
dc.contributor.none.fl_str_mv Universidade Estadual Paulista (Unesp)
University of Coimbra
dc.contributor.author.fl_str_mv Holanda, Bruno B.C. [UNESP]
Bannach, Gilbert [UNESP]
Ramos Silva, M.
Eusébio, M. Ermelinda S.
Castro, Ricardo A.E.
dc.subject.por.fl_str_mv Gemfibrozil
Memory effect
Polymorphism
Thermal analysis
topic Gemfibrozil
Memory effect
Polymorphism
Thermal analysis
description The knowledge of polymorphism of active pharmaceutical ingredient is relevant in the pharmaceutical field. In this work, a multidisciplinary approach involving differential scanning calorimetry, polarized light thermal microscopy, X-ray powder diffraction and attenuated total reflectance infrared spectroscopy was used to investigate polymorphism of gemfibrozil (GEM), an important fibric acid derivative, in melting cooling/heating cycles. An amorphous phase, Tg = −34 °C, and two monotropic crystalline polymorphs with very close melting temperatures, form I, T fus,I = 59.0 °C, and form II, T fus,II = 58.0 °C, were identified, being form I the stable phase. In some experiments the forms were obtained concomitantly. The crystallization process seems to be dependent on molten liquid memory. Thereby, this effect could be due to low molecular mobility in the liquid state resulting from the relatively long carbon chain structure of GEM.
publishDate 2019
dc.date.none.fl_str_mv 2019-10-06T17:06:00Z
2019-10-06T17:06:00Z
2019-05-01
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://dx.doi.org/10.1016/j.tca.2019.03.026
Thermochimica Acta, v. 675, p. 113-118.
0040-6031
http://hdl.handle.net/11449/190216
10.1016/j.tca.2019.03.026
2-s2.0-85063284583
url http://dx.doi.org/10.1016/j.tca.2019.03.026
http://hdl.handle.net/11449/190216
identifier_str_mv Thermochimica Acta, v. 675, p. 113-118.
0040-6031
10.1016/j.tca.2019.03.026
2-s2.0-85063284583
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Thermochimica Acta
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 113-118
dc.source.none.fl_str_mv Scopus
reponame:Repositório Institucional da UNESP
instname:Universidade Estadual Paulista (UNESP)
instacron:UNESP
instname_str Universidade Estadual Paulista (UNESP)
instacron_str UNESP
institution UNESP
reponame_str Repositório Institucional da UNESP
collection Repositório Institucional da UNESP
repository.name.fl_str_mv Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)
repository.mail.fl_str_mv
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