Thermodynamic Analysis of the Solubility of Sulfadiazine in (Acetonitrile 1-Propanol) Cosolvent Mixtures from 278.15 K to 318.15 K

Drug solubility is one of the most significant physicochemical properties as it is related to drug design, formulation, quantification, recrystallization, and other processes, so understanding it is crucial for the pharmaceutical industry. In this context, this research presents the thermodynamic an...

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Autores:
Trujillo Trujillo, Carlos Francisco
Angarita Reina, Fredy
Herrera, Mauricio
Ortiz, Claudia Patricia
Cárdenas Torres, Rossember Edén
Martínez, Fleming
Delgado, Daniel Ricardo
Tipo de recurso:
Article of journal
Fecha de publicación:
2022
Institución:
Universidad Cooperativa de Colombia
Repositorio:
Repositorio UCC
Idioma:
eng
OAI Identifier:
oai:repository.ucc.edu.co:20.500.12494/55398
Acceso en línea:
https://hdl.handle.net/20.500.12494/55398
Palabra clave:
sulfadiazine
solubility
cosolvent
thermodynamics
acetonitrile
1-propanol
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openAccess
License
http://creativecommons.org/licenses/by/4.0/
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dc.title.none.fl_str_mv Thermodynamic Analysis of the Solubility of Sulfadiazine in (Acetonitrile 1-Propanol) Cosolvent Mixtures from 278.15 K to 318.15 K
dc.title.translated.none.fl_str_mv Thermodynamic Analysis of the Solubility of Sulfadiazine in (Acetonitrile 1-Propanol) Cosolvent Mixtures from 278.15 K to 318.15 K
title Thermodynamic Analysis of the Solubility of Sulfadiazine in (Acetonitrile 1-Propanol) Cosolvent Mixtures from 278.15 K to 318.15 K
spellingShingle Thermodynamic Analysis of the Solubility of Sulfadiazine in (Acetonitrile 1-Propanol) Cosolvent Mixtures from 278.15 K to 318.15 K
sulfadiazine
solubility
cosolvent
thermodynamics
acetonitrile
1-propanol
title_short Thermodynamic Analysis of the Solubility of Sulfadiazine in (Acetonitrile 1-Propanol) Cosolvent Mixtures from 278.15 K to 318.15 K
title_full Thermodynamic Analysis of the Solubility of Sulfadiazine in (Acetonitrile 1-Propanol) Cosolvent Mixtures from 278.15 K to 318.15 K
title_fullStr Thermodynamic Analysis of the Solubility of Sulfadiazine in (Acetonitrile 1-Propanol) Cosolvent Mixtures from 278.15 K to 318.15 K
title_full_unstemmed Thermodynamic Analysis of the Solubility of Sulfadiazine in (Acetonitrile 1-Propanol) Cosolvent Mixtures from 278.15 K to 318.15 K
title_sort Thermodynamic Analysis of the Solubility of Sulfadiazine in (Acetonitrile 1-Propanol) Cosolvent Mixtures from 278.15 K to 318.15 K
dc.creator.fl_str_mv Trujillo Trujillo, Carlos Francisco
Angarita Reina, Fredy
Herrera, Mauricio
Ortiz, Claudia Patricia
Cárdenas Torres, Rossember Edén
Martínez, Fleming
Delgado, Daniel Ricardo
dc.contributor.author.none.fl_str_mv Trujillo Trujillo, Carlos Francisco
Angarita Reina, Fredy
Herrera, Mauricio
Ortiz, Claudia Patricia
Cárdenas Torres, Rossember Edén
Martínez, Fleming
Delgado, Daniel Ricardo
dc.contributor.researchgroup.none.fl_str_mv Grupo de Investigación de Ingenierías UCC-Neiva
dc.subject.proposal.none.fl_str_mv sulfadiazine
solubility
cosolvent
thermodynamics
acetonitrile
1-propanol
topic sulfadiazine
solubility
cosolvent
thermodynamics
acetonitrile
1-propanol
description Drug solubility is one of the most significant physicochemical properties as it is related to drug design, formulation, quantification, recrystallization, and other processes, so understanding it is crucial for the pharmaceutical industry. In this context, this research presents the thermodynamic analysis of the solubility of sulfadiazine (SD) in cosolvent mixtures {acetonitrile + 1-propanol} at 9 temperatures (278.15 K–318.15 K), which is a widely used drug in veterinary therapy, and two solvents of high relevance in the pharmaceutical industry, respectively. The solubility of SD, in cosolvent mixtures {acetonitrile + 1-propanol} is an endothermic process where the maximum solubility was reached in pure acetonitrile at 318.15 K and the minimum in 1-propanol at 278.15 K. Although the solubility parameters of acetonitrile and propanol were similar, the addition of acetonitrile to the cosolvent mixture leads to a positive cosolvent effect on the solubility of DS. As for the thermodynamic functions of the solution, the process is strongly influenced by enthalpy, and according to the enthalpy–entropy compensation analysis, the process is enthalpy-driven in intermediate to rich mixtures in 1-propanol and entropy-driven in mixtures rich in acetonitrile.
publishDate 2022
dc.date.issued.none.fl_str_mv 2022-12-12
dc.date.accessioned.none.fl_str_mv 2024-04-11T17:32:09Z
dc.date.available.none.fl_str_mv 2024-04-11T17:32:09Z
dc.type.none.fl_str_mv Artículo de revista
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dc.identifier.citation.none.fl_str_mv Trujillo-Trujillo, C.F.; Angarita-Reina, F.; Herrera, M.; Ortiz, C.P.; Cardenas-Torres, R.E.; Martinez, F.; Delgado, D.R. Thermodynamic Analysis of the Solubility of Sulfadiazine in (Acetonitrile 1-Propanol) Cosolvent Mixtures from 278.15 K to 318.15 K. Liquids 2023, 3, 7-18. https://doi.org/10.3390/liquids3010002
dc.identifier.issn.none.fl_str_mv 2673-8015
dc.identifier.uri.none.fl_str_mv https://hdl.handle.net/20.500.12494/55398
dc.identifier.doi.none.fl_str_mv doi.org/10.3390/liquids3010002
dc.identifier.eissn.none.fl_str_mv 2673-8015
identifier_str_mv Trujillo-Trujillo, C.F.; Angarita-Reina, F.; Herrera, M.; Ortiz, C.P.; Cardenas-Torres, R.E.; Martinez, F.; Delgado, D.R. Thermodynamic Analysis of the Solubility of Sulfadiazine in (Acetonitrile 1-Propanol) Cosolvent Mixtures from 278.15 K to 318.15 K. Liquids 2023, 3, 7-18. https://doi.org/10.3390/liquids3010002
2673-8015
doi.org/10.3390/liquids3010002
url https://hdl.handle.net/20.500.12494/55398
dc.language.iso.none.fl_str_mv eng
language eng
dc.relation.citationedition.none.fl_str_mv N/A
dc.relation.citationendpage.none.fl_str_mv 12
dc.relation.citationissue.none.fl_str_mv 1
dc.relation.citationstartpage.none.fl_str_mv 1
dc.relation.citationvolume.none.fl_str_mv 3
dc.relation.ispartofjournal.none.fl_str_mv Liquids
dc.relation.references.none.fl_str_mv Feng, Y.; Wu, D.; Liao, C.; Deng, Y.; Zhang, T.; Shih, K. Red mud powders as low-cost and efficient catalysts for persulfate activation: Pathways and reusability of mineralizing sulfadiazine. Sep. Purif. Technol. 2016, 167, 136–145
Delgado, D.R.; Bahamón-Hernandez, O.; Cerquera, N.E.; Ortiz, C.P.; Martínez, F.; Rahimpour, E.; Jouyban, A.; Acree, W.E. Solubility of sulfadiazine in (acetonitrile + methanol) mixtures: Determination, correlation, dissolution thermodynamics and preferential solvation. J. Mol. Liq. 2021, 322, 114979
Delgado, D.R.; Martínez, F. Solution thermodynamics of sulfadiazine in some ethanol+water mixtures. J. Mol. Liq. 2013
Jiménez, D.M.; Cárdenas, Z.J.; Delgado, D.R.; Peña, M.A.; Martínez, F. Solubility temperature dependence and preferential solvation of sulfadiazine in 1,4-dioxane+water co-solvent mixtures. Fluid Phase Equilibria 2015, 397, 26–36
Osorio, I.P.; Martínez, F.; Peña, M.A.; Jouyban, A.; Acree, W.E. Solubility, dissolution thermodynamics and preferential solvation of sulfadiazine in (N-methyl-2-pyrrolidone+water) mixtures. J. Mol. Liq. 2021, 330, 115693.
Bustamante, P.; Escalera, B.; Martin, A.; Selles, E. A modification of the extended Hildebrand approach to predict the solubility of structurally related drugs in solvent mixtures. J. Pharm. Pharmacol. 2011, 45, 253–257.
Elworthy, P.H.; Worthington, H.E.C. The solubility of sulphadiazine in water-dimethylformamide mixtures. J. Pharm. Pharmacol. 2011, 20, 830–835.
Zhang, C.L.; Wang, F.A.; Wang, Y. Solubilities of sulfadiazine, sulfamethazine, sulfadimethoxine, sulfamethoxydiazine, sulfamonomethoxine, sulfamethoxazole, and sulfachloropyrazine in water from (298.15 to 333.15) K. J. Chem. Eng. Data 2007, 52, 1563–1566
Yalkowsky, S.H. Solubility and Solubilization in Aqueous Media; American Chemical Society: Washington, DC, USA, 1999
Yalkowsky, S.H.; Wu, M. Estimation of the ideal solubility (crystal-liquid fugacity ratio) of organic compounds. J. Pharm. Sci. 2010, 99, 1100–1106
Mauger, J.W.; Paruta, A.N.; Gerraughty, R.J. Solubilities of sulfadiazine, sulfisomidine, and sulfadimethoxine in several normal alcohols. J. Pharm. Sci. 1972, 61, 94–97.
Delgado, D.R.; Martínez, F. Preferential solvation of sulfadiazine, sulfamerazine and sulfamethazine in ethanol+water solvent mixtures according to the IKBI method. J. Mol. Liq. 2014, 193, 152–159.
Delgado, D.R.; Martínez, F. Solubility and preferential solvation of sulfadiazine in methanol+water mixtures at several temperatures. Fluid Phase Equilibria 2014, 379, 128–138
Muñoz, M.M.; Delgado, D.R.; Peña, M.A.; Jouyban, A.; Martínez, F. Solubility and preferential solvation of sulfadiazine, sulfamerazine and sulfamethazine in propylene glycol+water mixtures at 298.15K. J. Mol. Liq. 2015, 204, 132–136.
Cruz-González, A.M.; Vargas-Santana, M.S.; Ortiz, C.P.; Cerquera, N.E.; Delgado, D.R.; Martínez, F.; Jouyban, A.; Acree, W.E., Jr. Solubility of sulfadiazine in (ethylene glycol+water) mixtures: Measurement, correlation, thermodynamics and preferential solvation. J. Mol. Liq. 2021, 323, 115058.
Blanco-Márquez, J.H.; Quigua-Medina, Y.A.; García-Murillo, J.D.; Castro-Camacho, J.K.; Ortiz, C.P.; Cerquera, N.E.; Delgado, D.R. Thermodynamic analysis and applications of the Abraham solvation parameter model in the study of the solubility of some sulfonamides. Rev. Colomb. Cienc. Químico-Farm. 2020, 49, 234–255.
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spelling Trujillo Trujillo, Carlos FranciscoAngarita Reina, Fredy Herrera, MauricioOrtiz, Claudia PatriciaCárdenas Torres, Rossember EdénMartínez, FlemingDelgado, Daniel RicardoGrupo de Investigación de Ingenierías UCC-Neiva2024-04-11T17:32:09Z2024-04-11T17:32:09Z2022-12-12Trujillo-Trujillo, C.F.; Angarita-Reina, F.; Herrera, M.; Ortiz, C.P.; Cardenas-Torres, R.E.; Martinez, F.; Delgado, D.R. Thermodynamic Analysis of the Solubility of Sulfadiazine in (Acetonitrile 1-Propanol) Cosolvent Mixtures from 278.15 K to 318.15 K. Liquids 2023, 3, 7-18. https://doi.org/10.3390/liquids30100022673-8015https://hdl.handle.net/20.500.12494/55398doi.org/10.3390/liquids30100022673-8015Drug solubility is one of the most significant physicochemical properties as it is related to drug design, formulation, quantification, recrystallization, and other processes, so understanding it is crucial for the pharmaceutical industry. In this context, this research presents the thermodynamic analysis of the solubility of sulfadiazine (SD) in cosolvent mixtures {acetonitrile + 1-propanol} at 9 temperatures (278.15 K–318.15 K), which is a widely used drug in veterinary therapy, and two solvents of high relevance in the pharmaceutical industry, respectively. The solubility of SD, in cosolvent mixtures {acetonitrile + 1-propanol} is an endothermic process where the maximum solubility was reached in pure acetonitrile at 318.15 K and the minimum in 1-propanol at 278.15 K. Although the solubility parameters of acetonitrile and propanol were similar, the addition of acetonitrile to the cosolvent mixture leads to a positive cosolvent effect on the solubility of DS. As for the thermodynamic functions of the solution, the process is strongly influenced by enthalpy, and according to the enthalpy–entropy compensation analysis, the process is enthalpy-driven in intermediate to rich mixtures in 1-propanol and entropy-driven in mixtures rich in acetonitrile.Universidad Cooperativa de ColombiaEnergias, agua y medio ambientepdfapplication/pdfengUniversidad Cooperativa de Colombia, Facultad de Ingenierías, Ingeniería Civil, NeivaSuizahttp://creativecommons.org/licenses/by/4.0/info:eu-repo/semantics/openAccessAttribution 4.0 Internationalhttp://purl.org/coar/access_right/c_abf2https://www.mdpi.com/2673-8015/3/1/2Thermodynamic Analysis of the Solubility of Sulfadiazine in (Acetonitrile 1-Propanol) Cosolvent Mixtures from 278.15 K to 318.15 KThermodynamic Analysis of the Solubility of Sulfadiazine in (Acetonitrile 1-Propanol) Cosolvent Mixtures from 278.15 K to 318.15 KArtículo de revistahttp://purl.org/coar/resource_type/c_6501http://purl.org/coar/resource_type/c_2df8fbb1http://purl.org/coar/version/c_970fb48d4fbd8a85info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionN/A12113LiquidsFeng, Y.; Wu, D.; Liao, C.; Deng, Y.; Zhang, T.; Shih, K. Red mud powders as low-cost and efficient catalysts for persulfate activation: Pathways and reusability of mineralizing sulfadiazine. Sep. Purif. Technol. 2016, 167, 136–145Delgado, D.R.; Bahamón-Hernandez, O.; Cerquera, N.E.; Ortiz, C.P.; Martínez, F.; Rahimpour, E.; Jouyban, A.; Acree, W.E. Solubility of sulfadiazine in (acetonitrile + methanol) mixtures: Determination, correlation, dissolution thermodynamics and preferential solvation. J. Mol. Liq. 2021, 322, 114979Delgado, D.R.; Martínez, F. Solution thermodynamics of sulfadiazine in some ethanol+water mixtures. J. Mol. Liq. 2013Jiménez, D.M.; Cárdenas, Z.J.; Delgado, D.R.; Peña, M.A.; Martínez, F. Solubility temperature dependence and preferential solvation of sulfadiazine in 1,4-dioxane+water co-solvent mixtures. Fluid Phase Equilibria 2015, 397, 26–36Osorio, I.P.; Martínez, F.; Peña, M.A.; Jouyban, A.; Acree, W.E. Solubility, dissolution thermodynamics and preferential solvation of sulfadiazine in (N-methyl-2-pyrrolidone+water) mixtures. J. Mol. Liq. 2021, 330, 115693.Bustamante, P.; Escalera, B.; Martin, A.; Selles, E. A modification of the extended Hildebrand approach to predict the solubility of structurally related drugs in solvent mixtures. J. Pharm. Pharmacol. 2011, 45, 253–257.Elworthy, P.H.; Worthington, H.E.C. The solubility of sulphadiazine in water-dimethylformamide mixtures. J. Pharm. Pharmacol. 2011, 20, 830–835.Zhang, C.L.; Wang, F.A.; Wang, Y. Solubilities of sulfadiazine, sulfamethazine, sulfadimethoxine, sulfamethoxydiazine, sulfamonomethoxine, sulfamethoxazole, and sulfachloropyrazine in water from (298.15 to 333.15) K. J. Chem. Eng. Data 2007, 52, 1563–1566Yalkowsky, S.H. Solubility and Solubilization in Aqueous Media; American Chemical Society: Washington, DC, USA, 1999Yalkowsky, S.H.; Wu, M. Estimation of the ideal solubility (crystal-liquid fugacity ratio) of organic compounds. J. Pharm. Sci. 2010, 99, 1100–1106Mauger, J.W.; Paruta, A.N.; Gerraughty, R.J. Solubilities of sulfadiazine, sulfisomidine, and sulfadimethoxine in several normal alcohols. J. Pharm. Sci. 1972, 61, 94–97.Delgado, D.R.; Martínez, F. Preferential solvation of sulfadiazine, sulfamerazine and sulfamethazine in ethanol+water solvent mixtures according to the IKBI method. J. Mol. Liq. 2014, 193, 152–159.Delgado, D.R.; Martínez, F. Solubility and preferential solvation of sulfadiazine in methanol+water mixtures at several temperatures. Fluid Phase Equilibria 2014, 379, 128–138Muñoz, M.M.; Delgado, D.R.; Peña, M.A.; Jouyban, A.; Martínez, F. Solubility and preferential solvation of sulfadiazine, sulfamerazine and sulfamethazine in propylene glycol+water mixtures at 298.15K. J. Mol. Liq. 2015, 204, 132–136.Cruz-González, A.M.; Vargas-Santana, M.S.; Ortiz, C.P.; Cerquera, N.E.; Delgado, D.R.; Martínez, F.; Jouyban, A.; Acree, W.E., Jr. Solubility of sulfadiazine in (ethylene glycol+water) mixtures: Measurement, correlation, thermodynamics and preferential solvation. J. Mol. Liq. 2021, 323, 115058.Blanco-Márquez, J.H.; Quigua-Medina, Y.A.; García-Murillo, J.D.; Castro-Camacho, J.K.; Ortiz, C.P.; Cerquera, N.E.; Delgado, D.R. Thermodynamic analysis and applications of the Abraham solvation parameter model in the study of the solubility of some sulfonamides. Rev. Colomb. Cienc. 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