Solution thermodynamics of acetaminophen in some PEG 400+water mixtures

Ahumada, Edgar A.; Delgado, Daniel Ricardo; Martínez, Fleming

doi:10.1016/j.fluid.2012.07.004

Cited by 44 publications

(14 citation statements)

References 18 publications

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“…This observation was probably due to higher solvation of ECT in pure PEG-400 molecules compared with pure water molecules [7]. The solvation behavior of ECT in various "PEG-400 + water" mixtures recorded in this study was in accordance with those proposed for the solvation mechanism of ferulic acid, 4-(4-ethoxyphenyl)-5-(3,4,5-trimethoxybenzoyl)-3,4-dihydropyrimidine-2(1H)-one, lornoxicam, hydrazide derivative, isatin, paracetamol and sulfadiazine in various "PEG-400 + water" mixtures [7,11,12,[31][32][33][34]. 4.…”

Section: Solvation Analysis Of Ectsupporting

confidence: 87%

Solubility, Hansen Solubility Parameters and Thermodynamic Behavior of Emtricitabine in Various (Polyethylene Glycol-400 + Water) Mixtures: Computational Modeling and Thermodynamics

2020

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This study was aimed to find out the solubility, thermodynamic behavior, Hansen solubility parameters and molecular interactions of an antiviral drug emtricitabine (ECT) in various “[polyethylene glycol-400 (PEG-400) + water]” mixtures. The solubility of ECT in mole fraction was determined at “T = 298.2 to 318.2 K” and “p = 0.1 MPa” using an isothermal method. The experimental solubilities of ECT in mole fraction were validated and correlated using various computational models which includes “Van’t Hoff, Apelblat, Yalkowsky-Roseman, Jouyban-Acree and Jouyban-Acree-Van’t Hoff models”. All the models performed well in terms of model correlation. The solubility of ECT was increased with the raise in temperature in all “PEG-400 + water” mixtures studied. The highest and lowest solubility values of ECT were found in pure PEG-400 (1.45 × 10−1) at “T = 318.2 K” and pure water (7.95 × 10−3) at “T = 298.2 K”, respectively. The quantitative values of activity coefficients indicated higher interactions at molecular level in ECT and PEG-400 combination compared with ECT and water combination. “Apparent thermodynamic analysis” showed an “endothermic and entropy-driven dissolution” of ECT in all “PEG-400 + water” combinations studied. The solvation nature of ECT was found an “enthalpy-driven” in each “PEG-400 + water” mixture studied.

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Section: Solvation Analysis Of Ectsupporting

confidence: 87%

Solubility, Hansen Solubility Parameters and Thermodynamic Behavior of Emtricitabine in Various (Polyethylene Glycol-400 + Water) Mixtures: Computational Modeling and Thermodynamics

2020

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“…It is interesting to note that in both concentration scales the MEL solubility increases constantly from neat water to neat PEG 400 without reaching a solubility maximum in a mixture. This behavior is different in comparison with that reported for acetaminophen [20,21], where the maximum solubility in mole fraction is obtained in neat PEG 400 but in molarity it is found in the mixture with w 1 = 0.90. Table 1 also reports the ideal solubilities taken from the literature from 298.15 to 313.15 K [17].…”

Section: Solubility Determinationscontrasting

confidence: 99%

“…It is important to note that PEG 400 is miscible with water in all the range of compositions and it is widely used to develop liquid medicines due to its high solubilizing power [19]. Otherwise, it is noteworthy that several thermodynamic studies about the solubility of drugs in aqueous PEG 400 mixtures have been recently reported in the literature [20][21][22][23][24][25][26] which demonstrate the practical usefulness of them in the pharmaceutical field. Even more, PEG 400 (1) + water (2) co-solvent mixtures have been thermodynamically characterized from a volumetric point of view at several temperatures [27] and have also been challenged by using the Jouyban-Acree model to correlate the equilibrium solubility of several other drugs as a function of mixtures composition and temperature [28].…”

Section: Introductionmentioning

confidence: 99%

Solubility and solution thermodynamics of meloxicam in polyethylene glycol 400+water mixtures

Cárdenas

Jiménez

Martínez

2015

Journal of Molecular Liquids

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“…Usually, the maximum solubility of a substance is found in a solvent or mixture of solvents with polarity similar to that of the solute. This behavior has been described by Delgado and Martinez in several investigations [30][31][32][33][34][35][36][37]. However, the experimental data did not present a maximum in a mixture but in pure ethanol (1).…”

Section: Resultssupporting

confidence: 76%

Preferential solvation of tricin in {ethanol (1) + water (2)} mixtures at several temperatures

Castro

Ortíz²,

Rodríguez-Rubiano

et al. 2018

Rev. Colomb. Cienc. Quím. Farm.

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The preferential solvation parameters of tricin in {ethanol (1) + water (2)} binary mixtures were obtained from their thermodynamic properties by means of the inverse Kirkwood-Buff integrals method. Tricin is very sensitive to specific solvation effects, so the preferential solvation parameter by ethanol (1), x 1,3, is negative in the water-rich mixtures but positive in all the other compositions at temperatures from 293.15, to 313.15 K. It is conjecturable that in water-rich mixtures the hydrophobic hydration around the aromatic and methyl groups of the drug plays a relevant role in the solvation. The higher drug solvation by ethanol in mixtures of similar solvent proportions and in ethanol-rich mixtures could be due mainly to polarity effects. In these mixtures, the drug would be acting as Lewis acid with the ethanol molecules because this co-solvent is more basic than water. ResumenSolvatación preferencial de tricin en mezclas etanol + agua a varias temperaturas Los parámetros de solvatación preferencial del tricina en mezclas {etanol (1) + agua (2)} se obtuvieron a partir de las propiedades termodinámicas de solución, mediante el método de las integrales inversas de Kirkwood-Buff. La tricina es muy sensible a los efectos de solvatación específicos, por lo que el parámetro de solvatación preferencial, x 1,3, es negativo en las mezclas ricas en agua, pero positivo en todas las otras composiciones a temperaturas desde 293,15 hasta 313,15 K. Se puede establecer que en mezclas ricas en agua la hidratación hidrofóbica alrededor de los grupos aromáticos y metilo del fármaco tiene un papel relevante en la solvatación. La mayor solvatación del fármaco por etanol se presenta en mezclas de proporción intermedia y en mezclas ricas en etanol, esto podría deberse principalmente a los efectos de la polaridad. En estas mezclas, el fármaco actuaría como ácido de Lewis con las moléculas de etanol, puesto que este codisolvente es más básico que el agua.Palabras clave: Tricina, IKBI, etanol, solvatación preferencial.

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Solution thermodynamics of acetaminophen in some PEG 400+water mixtures

Cited by 44 publications

References 18 publications

Solubility, Hansen Solubility Parameters and Thermodynamic Behavior of Emtricitabine in Various (Polyethylene Glycol-400 + Water) Mixtures: Computational Modeling and Thermodynamics

Solubility, Hansen Solubility Parameters and Thermodynamic Behavior of Emtricitabine in Various (Polyethylene Glycol-400 + Water) Mixtures: Computational Modeling and Thermodynamics

Solubility and solution thermodynamics of meloxicam in polyethylene glycol 400+water mixtures

Preferential solvation of tricin in {ethanol (1) + water (2)} mixtures at several temperatures

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