Thermodynamic Assessment of Triclocarban Dissolution Process in <i>N</i>-Methyl-2-pyrrolidone + Water Cosolvent Mixtures

Solubility is one of the most important physicochemical properties due to its involvement in physiological (bioavailability), industrial (design) and environmental (biotoxicity) processes, and in this regard, cosolvency is one of the best strategies to increase the solubility of poorly soluble drugs...

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Main Authors: Diego Ivan Caviedes-Rubio, Claudia Patricia Ortiz, Fleming Martinez, Daniel Ricardo Delgado
Format: Article
Language:English
Published: MDPI AG 2023-10-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/28/20/7216
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author Diego Ivan Caviedes-Rubio
Claudia Patricia Ortiz
Fleming Martinez
Daniel Ricardo Delgado
author_facet Diego Ivan Caviedes-Rubio
Claudia Patricia Ortiz
Fleming Martinez
Daniel Ricardo Delgado
author_sort Diego Ivan Caviedes-Rubio
collection DOAJ
description Solubility is one of the most important physicochemical properties due to its involvement in physiological (bioavailability), industrial (design) and environmental (biotoxicity) processes, and in this regard, cosolvency is one of the best strategies to increase the solubility of poorly soluble drugs in aqueous systems. Thus, the aim of this research is to thermodynamically evaluate the dissolution process of triclocarban (TCC) in cosolvent mixtures of {<i>N</i>-methyl-2-pyrrolidone (NMP) + water (W)} at seven temperatures (288.15, 293.15, 298.15, 303.15, 308.15, 313.15 and 318.15 K). Solubility is determined by UV/vis spectrophotometry using the flask-shaking method. The dissolution process of the TCC is endothermic and strongly dependent on the cosolvent composition, achieving the minimum solubility in pure water and the maximum solubility in NMP. The activity coefficient decreases from pure water to NMP, reaching values less than one, demonstrating the excellent positive cosolvent effect of NMP, which is corroborated by the negative values of the Gibbs energy of transfer. In general terms, the dissolution process is endothermic, and the increase in TCC solubility may be due to the affinity of TCC with NMP, in addition to the water de-structuring capacity of NMP generating a higher number of free water molecules.
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spelling doaj.art-f957166f39cc46f59643e21d92cd58fc2023-11-19T17:34:29ZengMDPI AGMolecules1420-30492023-10-012820721610.3390/molecules28207216Thermodynamic Assessment of Triclocarban Dissolution Process in <i>N</i>-Methyl-2-pyrrolidone + Water Cosolvent MixturesDiego Ivan Caviedes-Rubio0Claudia Patricia Ortiz1Fleming Martinez2Daniel Ricardo Delgado3Programa de Ingeniería Civil, Grupo de Investigación de Ingenierías UCC-Neiva, Facultad de Ingeniería, Universidad Cooperativa de Colombia, Sede Neiva, Calle 11 No. 1-51, Neiva 410001, ColombiaPrograma de Administración en Seguridad y Salud en el Trabajo, Grupo de Investigación en Seguridad y Salud en el Trabajo, Corporación Universitaria Minuto de Dios-UNIMINUTO, Neiva 410001, ColombiaGrupo de Investigaciones Farmacéutico-Fisicoquímicas, Departamento de Farmacia, Facultad de Ciencias, Universidad Nacional de Colombia, Sede Bogotá, Carrera 30 No. 45-03, Bogotá 110321, ColombiaPrograma de Ingeniería Civil, Grupo de Investigación de Ingenierías UCC-Neiva, Facultad de Ingeniería, Universidad Cooperativa de Colombia, Sede Neiva, Calle 11 No. 1-51, Neiva 410001, ColombiaSolubility is one of the most important physicochemical properties due to its involvement in physiological (bioavailability), industrial (design) and environmental (biotoxicity) processes, and in this regard, cosolvency is one of the best strategies to increase the solubility of poorly soluble drugs in aqueous systems. Thus, the aim of this research is to thermodynamically evaluate the dissolution process of triclocarban (TCC) in cosolvent mixtures of {<i>N</i>-methyl-2-pyrrolidone (NMP) + water (W)} at seven temperatures (288.15, 293.15, 298.15, 303.15, 308.15, 313.15 and 318.15 K). Solubility is determined by UV/vis spectrophotometry using the flask-shaking method. The dissolution process of the TCC is endothermic and strongly dependent on the cosolvent composition, achieving the minimum solubility in pure water and the maximum solubility in NMP. The activity coefficient decreases from pure water to NMP, reaching values less than one, demonstrating the excellent positive cosolvent effect of NMP, which is corroborated by the negative values of the Gibbs energy of transfer. In general terms, the dissolution process is endothermic, and the increase in TCC solubility may be due to the affinity of TCC with NMP, in addition to the water de-structuring capacity of NMP generating a higher number of free water molecules.https://www.mdpi.com/1420-3049/28/20/7216triclocarbansolubilitycosolventthermodynamicsN-methyl-2-pyrrolidonewater
spellingShingle Diego Ivan Caviedes-Rubio
Claudia Patricia Ortiz
Fleming Martinez
Daniel Ricardo Delgado
Thermodynamic Assessment of Triclocarban Dissolution Process in <i>N</i>-Methyl-2-pyrrolidone + Water Cosolvent Mixtures
Molecules
triclocarban
solubility
cosolvent
thermodynamics
N-methyl-2-pyrrolidone
water
title Thermodynamic Assessment of Triclocarban Dissolution Process in <i>N</i>-Methyl-2-pyrrolidone + Water Cosolvent Mixtures
title_full Thermodynamic Assessment of Triclocarban Dissolution Process in <i>N</i>-Methyl-2-pyrrolidone + Water Cosolvent Mixtures
title_fullStr Thermodynamic Assessment of Triclocarban Dissolution Process in <i>N</i>-Methyl-2-pyrrolidone + Water Cosolvent Mixtures
title_full_unstemmed Thermodynamic Assessment of Triclocarban Dissolution Process in <i>N</i>-Methyl-2-pyrrolidone + Water Cosolvent Mixtures
title_short Thermodynamic Assessment of Triclocarban Dissolution Process in <i>N</i>-Methyl-2-pyrrolidone + Water Cosolvent Mixtures
title_sort thermodynamic assessment of triclocarban dissolution process in i n i methyl 2 pyrrolidone water cosolvent mixtures
topic triclocarban
solubility
cosolvent
thermodynamics
N-methyl-2-pyrrolidone
water
url https://www.mdpi.com/1420-3049/28/20/7216
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AT claudiapatriciaortiz thermodynamicassessmentoftriclocarbandissolutionprocessininimethyl2pyrrolidonewatercosolventmixtures
AT flemingmartinez thermodynamicassessmentoftriclocarbandissolutionprocessininimethyl2pyrrolidonewatercosolventmixtures
AT danielricardodelgado thermodynamicassessmentoftriclocarbandissolutionprocessininimethyl2pyrrolidonewatercosolventmixtures