Solubility of pharmaceutical compounds in ionic liquids

Detalhes bibliográficos
Autor(a) principal: Santos, Ana Duarte dos
Data de Publicação: 2013
Outros Autores: Morais, Ana Rita C., Melo, Catarina I., Lukasik, Rafal M., Bogel-Lukasik, Ewa
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10400.9/2327
Resumo: The solubility of N-acetyl-l-cysteine, coumarin and 4-hydroxycoumarin in alternative solvents was studied in this work. The solid–liquid equilibrium (SLE) measurements have been performed using a dynamic(synthetic) method. Melting points and enthalpies of fusion of the pharmaceutical compounds were acquired using a differential scanning calorimetry (DSC). The solubility of N-acetyl-l-cysteine and 4-hydroxycoumarin in trifluoromethanesulfonate ionic liquids was found to be significantly higher thanin the studied bis(trifluoromethylsulfonyl)amide ionic liquids while coumarin exhibited the oppositebehaviour.The solid–liquid phase equilibria were described using the six different correlation equations whichrevealed a good description with an acceptable standard deviation temperature range.Moreover, the solubility data were used to calculate the 1-octanol/water partition coefficients of thestudied drugs. Coumarin has a high partition coefficient, which is considered to be favourable for a rapidabsorption of compounds once they are in an aqueous solution. N-acetyl-l-cysteine showed oppositeresults for the system with 1-octanol/water.
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spelling Solubility of pharmaceutical compounds in ionic liquidsSolubilitySolid–liquid equilibriumIonic liquidsThermochemical propertiesPartition coefficientThe solubility of N-acetyl-l-cysteine, coumarin and 4-hydroxycoumarin in alternative solvents was studied in this work. The solid–liquid equilibrium (SLE) measurements have been performed using a dynamic(synthetic) method. Melting points and enthalpies of fusion of the pharmaceutical compounds were acquired using a differential scanning calorimetry (DSC). The solubility of N-acetyl-l-cysteine and 4-hydroxycoumarin in trifluoromethanesulfonate ionic liquids was found to be significantly higher thanin the studied bis(trifluoromethylsulfonyl)amide ionic liquids while coumarin exhibited the oppositebehaviour.The solid–liquid phase equilibria were described using the six different correlation equations whichrevealed a good description with an acceptable standard deviation temperature range.Moreover, the solubility data were used to calculate the 1-octanol/water partition coefficients of thestudied drugs. Coumarin has a high partition coefficient, which is considered to be favourable for a rapidabsorption of compounds once they are in an aqueous solution. N-acetyl-l-cysteine showed oppositeresults for the system with 1-octanol/water.ElsevierRepositório do LNEGSantos, Ana Duarte dosMorais, Ana Rita C.Melo, Catarina I.Lukasik, Rafal M.Bogel-Lukasik, Ewa2014-03-19T17:33:56Z20132013-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10400.9/2327engSantos, Ana D. dos; Morais, Ana R.C.; Melo, C.; Bogel-Lukasik, R.; Bogel-Lukasik, E. Solubility of pharmaceutical compounds in ionic liquids. In: Fluid Phase Equilibria, Vol. 356, p. 18-290378-3812info:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2023-11-26T06:44:14Zoai:repositorio.lneg.pt:10400.9/2327Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T15:35:13.258279Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse
dc.title.none.fl_str_mv Solubility of pharmaceutical compounds in ionic liquids
title Solubility of pharmaceutical compounds in ionic liquids
spellingShingle Solubility of pharmaceutical compounds in ionic liquids
Santos, Ana Duarte dos
Solubility
Solid–liquid equilibrium
Ionic liquids
Thermochemical properties
Partition coefficient
title_short Solubility of pharmaceutical compounds in ionic liquids
title_full Solubility of pharmaceutical compounds in ionic liquids
title_fullStr Solubility of pharmaceutical compounds in ionic liquids
title_full_unstemmed Solubility of pharmaceutical compounds in ionic liquids
title_sort Solubility of pharmaceutical compounds in ionic liquids
author Santos, Ana Duarte dos
author_facet Santos, Ana Duarte dos
Morais, Ana Rita C.
Melo, Catarina I.
Lukasik, Rafal M.
Bogel-Lukasik, Ewa
author_role author
author2 Morais, Ana Rita C.
Melo, Catarina I.
Lukasik, Rafal M.
Bogel-Lukasik, Ewa
author2_role author
author
author
author
dc.contributor.none.fl_str_mv Repositório do LNEG
dc.contributor.author.fl_str_mv Santos, Ana Duarte dos
Morais, Ana Rita C.
Melo, Catarina I.
Lukasik, Rafal M.
Bogel-Lukasik, Ewa
dc.subject.por.fl_str_mv Solubility
Solid–liquid equilibrium
Ionic liquids
Thermochemical properties
Partition coefficient
topic Solubility
Solid–liquid equilibrium
Ionic liquids
Thermochemical properties
Partition coefficient
description The solubility of N-acetyl-l-cysteine, coumarin and 4-hydroxycoumarin in alternative solvents was studied in this work. The solid–liquid equilibrium (SLE) measurements have been performed using a dynamic(synthetic) method. Melting points and enthalpies of fusion of the pharmaceutical compounds were acquired using a differential scanning calorimetry (DSC). The solubility of N-acetyl-l-cysteine and 4-hydroxycoumarin in trifluoromethanesulfonate ionic liquids was found to be significantly higher thanin the studied bis(trifluoromethylsulfonyl)amide ionic liquids while coumarin exhibited the oppositebehaviour.The solid–liquid phase equilibria were described using the six different correlation equations whichrevealed a good description with an acceptable standard deviation temperature range.Moreover, the solubility data were used to calculate the 1-octanol/water partition coefficients of thestudied drugs. Coumarin has a high partition coefficient, which is considered to be favourable for a rapidabsorption of compounds once they are in an aqueous solution. N-acetyl-l-cysteine showed oppositeresults for the system with 1-octanol/water.
publishDate 2013
dc.date.none.fl_str_mv 2013
2013-01-01T00:00:00Z
2014-03-19T17:33:56Z
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://hdl.handle.net/10400.9/2327
url http://hdl.handle.net/10400.9/2327
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Santos, Ana D. dos; Morais, Ana R.C.; Melo, C.; Bogel-Lukasik, R.; Bogel-Lukasik, E. Solubility of pharmaceutical compounds in ionic liquids. In: Fluid Phase Equilibria, Vol. 356, p. 18-29
0378-3812
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
dc.source.none.fl_str_mv reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
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