Solubility of 3-aminosalicylic acid in ethanol + water mixtures at different temperatures

Moradi, Milad; Rahimpour, Elaheh; Hemmati, Salar; Kuentz, Martin; Martínez, Fleming; Jouyban, Abolghasem

doi:10.1016/j.molliq.2020.114310

Cited by 10 publications

(6 citation statements)

References 24 publications

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“…Model correlation is important for the solubility data of solids. Many models have been reported to correlate or predict the solubility data of solids. − In this work, the 5-FC solubility data is correlated by the famous modified Apelblat model, , λ h model, Jouyban–Acree model, , and CNIBS/R-K model …”

Section: Resultsmentioning

confidence: 99%

“…T m stands for the melting point of 5-FC. λ and h are the parameters that are closely related to the solubility of 5-FC. The Jouyban–Acree model as a classical model is commonly used to evaluate the solubility behavior of a solute in different solvent compositions at a series of temperatures. , This model is expressed as eq . Symbol x in eq stands for the mole solubility data of 5-FC at temperature T . w 1 and w 2 mean the mass fractions of solvent 1 (DMSO/DMF) and 2 (2-propanol) in mixtures without the solute (5-FC).…”

Section: Resultsmentioning

confidence: 99%

“…Many models have been reported to correlate or predict the solubility data of solids. 25−27 In this work, the 5-FC solubility data is correlated by the famous modified Apelblat model, 28,29 λh model, 30 Jouyban−Acree model, 31,32 and CNIBS/R-K model. 33 The modified Apelblat model as a semiempirical model is suitable for polar and nonpolar systems that are established according to the principle of solid−liquid equilibrium by Apelblat.…”

Section: K Xs Xs Xs Xsmentioning

confidence: 99%

“…The Jouyban−Acree model as a classical model is commonly used to evaluate the solubility behavior of a solute in different solvent compositions at a series of temperatures. 31,32 This model is expressed as eq 13.…”

Section: K Xs Xs Xs Xsmentioning

confidence: 99%

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Solubility of 5-Fluorocytosine in Different Pure and Binary Mixed Solvents: Measurement, Model Correlation, Solvent Effect, and Preferential Solvation

Cong

Wang

et al. 2021

J. Chem. Eng. Data

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In this work, the phase equilibrium solubility of 5-fluorocytosine (5-FC) in dimethyl sulfoxide (DMSO), N,N-dimethylformamide (DMF), 1-butanol, acetonitrile, 1-propanol, 1,4-dioxane, acetone, ethyl acetate, 2-propanol, 2-butanone, and mixture systems (DMSO + 2-propanol and DMF + 2-propanol) at a series of temperatures (283.15–323.15 K) is determined, and model correlation, solvent effect, and preferential solvation analysis are researched. The solubility of 5-FC is related to temperature, which decreases with decreasing temperature. For monosolvent systems, the mole solubility order is DMSO > DMF > 1-butanol > 1-propanol > 2-propanol > acetone > 2-butanone > 1,4-dioxane > acetonitrile > ethyl acetate. The solvent effect has been studied in monosolvents, hydrogen-bonding acceptor (HBA) interactions and nonspecific dipolarity/polarizability interactions favor dissolution, and solvent self-cohesiveness is not beneficial to dissolution. For two mixture systems, the mole solubility of 5-FC in DMSO + 2-propanol solvent systems is higher than that in DMF + 2-propanol solvent systems. A dimensionless parameter (δ) is defined to observe the deviation from ideality of mixed solvents whose values are all greater than zero. The equilibrium constant of the solvent exchange process (K ps) can be used to evaluate the preferential solvation of 5-FC. DMSO or DMF dissolves 5-FC in the local region around 5-FC preferentially. The equilibrium solubility data is correlated by four correlation models (modified Apelblat, λh, CNIBS/R-K, and Jouyban–Acree models). The greatest relative average deviation (RAD) and root-mean-square deviation (RMSD) values are 2.01% and 11.87 × 10–5 in pure solvent systems and 2.20% and 5.99 × 10–5 in mixture systems, respectively. These four models show excellent correlation with the experimental solubility data.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: K Xs Xs Xs Xsmentioning

confidence: 99%

Section: K Xs Xs Xs Xsmentioning

confidence: 99%

See 2 more Smart Citations

Solubility of 5-Fluorocytosine in Different Pure and Binary Mixed Solvents: Measurement, Model Correlation, Solvent Effect, and Preferential Solvation

Cong

Wang

et al. 2021

J. Chem. Eng. Data

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“…Figure 5 compares the solubility profiles of acetylsalicylic acid (used in the current study) and other related compounds in these mixtures (i.e., salicylic acid ( 56 ), 5-amino salicylic acid ( 57 ), 3-amino salicylic acid ( 58 ), and 3,5-dinitrosalicylic acid ( 59 )) at 25°C. As can be seen, the solubility difference between 5-amino salicylic acid and 3-amino salicylic acid is relatively small and between ethanol mass fractions of 0.6 and 1.0, and the solubility of 3-amino salicylic acid exceeded 5-amino salicylic acid.…”

Section: Resultsmentioning

confidence: 99%

Solubility Study of Acetylsalicylic Acid in Ethanol + Water Mixtures: Measurement, Mathematical Modeling, and Stability Discussion

et al. 2021

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Solubility determination of poorly water-soluble drugs is pivotal for formulation scientists when they want to develop a liquid formulation. Performing such a test with different ratios of cosolvents with water is time-consuming and costly. The scarcity of solubility data for poorly water-soluble drugs increases the importance of developing correlation and prediction equations for these mixtures. Therefore, the aim of the current research is to determine the solubility of acetylsalicylic acid in binary mixtures of ethanol+water at 25 and 37°C. Acetylsalicylic acid is non-stable in aqueous solutions and readily hydrolyze to salicylic acid. So, the solubility of acetylsalicylic acid is measured in ethanolic mixtures by HPLC to follow the concentration of produced salicylic acid as well. Moreover, the solubility of acetylsalicylic acid is modeled using different cosolvency equations. The measured solubility data were also predicted using PC-SAFT EOS model. DSC results ruled out any changes in the polymorphic form of acetylsalicylic acid after the solubility test, whereas XRPD results showed some changes in crystallinity of the precipitated acetylsalicylic acid after the solubility test. Fitting the solubility data to the different cosolvency models showed that the mean relative deviation percentage for the Jouyban-Acree model was less than 10.0% showing that this equation is able to obtain accurate solubility data for acetylsalicylic acid in mixtures of ethanol and water. Also, the predicted data with an average mean relative deviation percentage (MRD%) of less than 29.65% show the capability of the PC-SAFT model for predicting solubility data. A brief comparison of the solubilities of structurally related solutes to acetylsalicylic acid was also provided.

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Quantum Computational and Spectroscopic Investigation of 3-aminosalicylic Acid

Husain,

Pandey,

Fatma

et al. 2024

J Fluoresc

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Solubility of 3-aminosalicylic acid in ethanol + water mixtures at different temperatures

Cited by 10 publications

References 24 publications

Solubility of 5-Fluorocytosine in Different Pure and Binary Mixed Solvents: Measurement, Model Correlation, Solvent Effect, and Preferential Solvation

Solubility of 5-Fluorocytosine in Different Pure and Binary Mixed Solvents: Measurement, Model Correlation, Solvent Effect, and Preferential Solvation

Solubility Study of Acetylsalicylic Acid in Ethanol + Water Mixtures: Measurement, Mathematical Modeling, and Stability Discussion

Quantum Computational and Spectroscopic Investigation of 3-aminosalicylic Acid

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