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...
Main Authors: | , , , |
---|---|
Format: | Article |
Language: | English |
Published: |
MDPI AG
2023-10-01
|
Series: | Molecules |
Subjects: | |
Online Access: | https://www.mdpi.com/1420-3049/28/20/7216 |
_version_ | 1797572812108464128 |
---|---|
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. |
first_indexed | 2024-03-10T21:01:11Z |
format | Article |
id | doaj.art-f957166f39cc46f59643e21d92cd58fc |
institution | Directory Open Access Journal |
issn | 1420-3049 |
language | English |
last_indexed | 2024-03-10T21:01:11Z |
publishDate | 2023-10-01 |
publisher | MDPI AG |
record_format | Article |
series | Molecules |
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 |
work_keys_str_mv | AT diegoivancaviedesrubio thermodynamicassessmentoftriclocarbandissolutionprocessininimethyl2pyrrolidonewatercosolventmixtures AT claudiapatriciaortiz thermodynamicassessmentoftriclocarbandissolutionprocessininimethyl2pyrrolidonewatercosolventmixtures AT flemingmartinez thermodynamicassessmentoftriclocarbandissolutionprocessininimethyl2pyrrolidonewatercosolventmixtures AT danielricardodelgado thermodynamicassessmentoftriclocarbandissolutionprocessininimethyl2pyrrolidonewatercosolventmixtures |