Solubility of lamotrigine in 2-propanol + water mixtures at T = (293.2 to 313.2) K

Rezaei, Homa; Jouyban, Abolghasem; Barzegar-Jalali, Mohammad; Martínez, Fleming; Rahimpour, Elaheh

doi:10.1016/j.molliq.2019.01.082

Cited by 10 publications

(1 citation statement)

References 24 publications

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“…From a therapeutical point of view, 2-propanol has also been investigated and proved for treatment of postoperative nausea or vomiting. 11 On the other hand, aqueous mixtures of 2-propanol have been analyzed in several studies of cosolvency and/or preferential solvation of some drugs and drug-alike compounds including trimethoprim, 12,13 ferulic acid, 14,15 celecoxib, 16 lamotrigine, 17 bosentan, 18 ketoconazole, 19 mesalazine, 20 5-nitrosalicylaldehyde, 21 uracil, 22 and lanosterol. 23 Physicochemical data regarding the equilibrium solubility of drug compounds in aqueous cosolvent mixtures, as well as the comprehension of the respective dissolution mechanisms, are very important in pharmaceutical and chemical sciences, because the measured, reported and analyzed solubility values expand the solubility database, which is useful for practical purposes in both the pharmaceutical and chemical industries.…”

Section: Introductionmentioning

confidence: 99%

Solubility, correlation, dissolution thermodynamics and preferential solvation of meloxicam in aqueous mixtures of 2-propanol

Tinjacá¹,

Martínez²,

Almanza³

et al. 2021

Pharm Sci

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Background: Meloxicam is a powerful analgesic and anti-inflammatory drug widely prescribed by physicians in current therapeutics. Because of the very low aqueous equilibrium solubility of meloxicam, this property has been studied in {2-propanol + water} mixtures from (293.15 to 313.15) K to expand the solubility database about pharmaceutical compounds in mixed solvents useful for homogeneous liquid dosage forms design. Methods: Flask shaken method and UV-vis spectrophotometry were used for meloxicam solubility determinations. Jouyban-Acree model was challenged for solubility correlation. The van’t Hoff and Gibbs equations were employed here to calculate the respective apparent standard thermodynamic quantities for the dissolution and mixing processes, namely Gibbs energy, enthalpy, and entropy. In addition, the inverse Kirkwood-Buff integrals were employed to compute the preferential solvation parameters of meloxicam by 2-propanol in the mixtures. Results: Meloxicam solubility increases with temperature arising and maximum solubilities are observed in the mixture of x1 = 0.70 at all temperatures. Jouyban-Acree model correlates the meloxicam solubility very well. Dissolution processes were endothermic in all cases and entropy-driven in the interval 0.20 ≤ x1 ≤ 1.00. Non-linear enthalpy–entropy relationship was observed in the plot of enthalpy vs. Gibbs energy exhibiting negative but variant slopes in the composition region 0.00 < x1 < 0.40 and variant negative and positive slopes in the other mixtures. Meloxicam is preferentially solvated by water in water-rich mixtures, it is apparently solvated by water in 2-propanol-rich mixtures, but it is preferentially solvated by 2-propanol in the composition interval of 0.19 < x1 < 0.78. Conclusion: Solid-liquid equilibrium of meloxicam in {2-propanol + water} mixtures has been studied at several temperatures as a contribution to preformulation studies of homogeneous liquid pharmaceutical dosage forms based on this drug.

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Section: Introductionmentioning

confidence: 99%

Solubility, correlation, dissolution thermodynamics and preferential solvation of meloxicam in aqueous mixtures of 2-propanol

Tinjacá¹,

Martínez²,

Almanza³

et al. 2021

Pharm Sci

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Equations for the Correlation and Prediction of Partition Coefficients of Neutral Molecules and Ionic Species in the Water–Isopropanol Solvent System

et al. 2021

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We use literature data on solubilities of 46 compounds in the water-isopropanol (IPA) system to obtain the corresponding partition coefficients, P, for transfer from water to water-IPA mixtures. We have then used our previously constructed linear free energy equation to obtain equations that correlate log 10 P at water-IPA intervals across the entire water-IPA system. These equations can then be used to predict partition coefficients and solubilities of further compounds in the water-IPA systems at 298 K. The coefficients in our linear free energy equation encode information on the physicochemical properties of the water-IPA mixtures. We show that the hydrogen bond basicity of the water-IPA mixtures only increases slightly from water to IPA, but that the hydrogen bond acidity of the mixtures decreases markedly from water to IPA in a smooth continuous manner.We have also used data on ions and on ionic species to set out equations for the estimation of their partition coefficients from water to water-IPA mixtures. We find that for partition from water to IPA itself, log 10 P= -1.

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Determination of the solubility of 6-Chloro-7-azapurine in twelve single solvents and four binary mixed solvent systems at t = (278.15–323.15) K

Yang

et al. 2021

The Journal of Chemical Thermodynamics

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Solubility of lamotrigine in 2-propanol + water mixtures at T = (293.2 to 313.2) K

Cited by 10 publications

References 24 publications

Solubility, correlation, dissolution thermodynamics and preferential solvation of meloxicam in aqueous mixtures of 2-propanol

Solubility, correlation, dissolution thermodynamics and preferential solvation of meloxicam in aqueous mixtures of 2-propanol

Equations for the Correlation and Prediction of Partition Coefficients of Neutral Molecules and Ionic Species in the Water–Isopropanol Solvent System

Determination of the solubility of 6-Chloro-7-azapurine in twelve single solvents and four binary mixed solvent systems at t = (278.15–323.15) K

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Solubility of lamotrigine in 2-propanol + water mixtures at T = (293.2 to 313.2) K

Cited by 10 publications

References 24 publications

Solubility, correlation, dissolution thermodynamics and preferential solvation of meloxicam in aqueous mixtures of 2-propanol

Solubility, correlation, dissolution thermodynamics and preferential solvation of meloxicam in aqueous mixtures of 2-propanol

Equations for the Correlation and Prediction of Partition Coefficients of Neutral Molecules and Ionic Species in the Water–Isopropanol Solvent System

Determination of the solubility of 6-Chloro-7-azapurine in twelve single solvents and four binary mixed solvent systems at t = (278.15–323.15) K

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Solubility of lamotrigine in 2-propanol + water mixtures at T = (293.2 to 313.2) K