Experimental and Computational Approaches for Solubility Measurement of Pyridazinone Derivative in Binary (DMSO + Water) Systems
The current research work was performed to evaluate the solubilization behavior, solution thermodynamics, and solvation behavior of poorly soluble pyridazinone derivative i.e., 6-phenyl-pyridazin-3(2<i>H</i>)-one (PPD) in various binary solvent systems of dimethyl sulfoxide (DMSO) and wa...
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MDPI AG
2019-12-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/25/1/171 |
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| author | Faiyaz Shakeel Sultan Alshehri Mohd Imran Nazrul Haq Abdullah Alanazi Md. Khalid Anwer |
| author_facet | Faiyaz Shakeel Sultan Alshehri Mohd Imran Nazrul Haq Abdullah Alanazi Md. Khalid Anwer |
| author_sort | Faiyaz Shakeel |
| collection | DOAJ |
| description | The current research work was performed to evaluate the solubilization behavior, solution thermodynamics, and solvation behavior of poorly soluble pyridazinone derivative i.e., 6-phenyl-pyridazin-3(2<i>H</i>)-one (PPD) in various binary solvent systems of dimethyl sulfoxide (DMSO) and water using experimental and various computational approaches. The solubility of PPD in various binary solvent system of DMSO and water was investigated within the temperature range <i>T</i> = 298.2 K to 318.2 K at constant air pressure <i>p</i> = 0.1 MPa, by employing an isothermal technique. The generated solubility data of PPD was computationally represented by five different cosolvency models including van’t Hoff, Apelblat, Yalkowsky−Roseman, Jouyban−Acree, and Jouyban−Acree−van’t Hoff models. The performance of each computational model for correlation studies was illustrated using root mean square deviations (<i>RMSD</i>). The overall <i>RMSD</i> value was obtained <2.0% for each computational model. The maximum solubility of PPD in mole fraction was recorded in neat DMSO (4.67 × 10<sup>−1</sup> at <i>T</i> = 318.2 K), whereas the lowest one was obtained in neat water (5.82 × 10<sup>−6</sup> at <i>T</i> = 298.2 K). The experimental solubility of PPD in mole fraction in neat DMSO was much higher than its ideal solubility, indicating the potential of DMSO for solubility enhancement of PPD. The computed values of activity coefficients showed maximum molecular interaction in PPD-DMSO compared with PPD-water. Thermodynamic evaluation showed an endothermic and entropy-driven dissolution of PPD in all the mixtures of DMSO and water. Additionally, enthalpy−entropy compensation evaluation indicated an enthalpy-driven mechanism as a driven mechanism for the solvation property of PPD. |
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| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-04-14T07:01:46Z |
| publishDate | 2019-12-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-c6edad21775441bdaba1ac34b77be8b32022-12-22T02:06:45ZengMDPI AGMolecules1420-30492019-12-0125117110.3390/molecules25010171molecules25010171Experimental and Computational Approaches for Solubility Measurement of Pyridazinone Derivative in Binary (DMSO + Water) SystemsFaiyaz Shakeel0Sultan Alshehri1Mohd Imran2Nazrul Haq3Abdullah Alanazi4Md. Khalid Anwer5Department of Pharmaceutics, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh 11451, Saudi ArabiaDepartment of Pharmaceutics, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh 11451, Saudi ArabiaDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, Northern Border University, P.O. Box 840, Rafha 91911, Saudi ArabiaDepartment of Pharmaceutics, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh 11451, Saudi ArabiaDepartment of Pharmaceutics, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh 11451, Saudi ArabiaDepartment of Pharmaceutics, College of Pharmacy, Prince Sattam bin Abdulaziz University, P.O. Box 173, Al-Kharj 11942, Saudi ArabiaThe current research work was performed to evaluate the solubilization behavior, solution thermodynamics, and solvation behavior of poorly soluble pyridazinone derivative i.e., 6-phenyl-pyridazin-3(2<i>H</i>)-one (PPD) in various binary solvent systems of dimethyl sulfoxide (DMSO) and water using experimental and various computational approaches. The solubility of PPD in various binary solvent system of DMSO and water was investigated within the temperature range <i>T</i> = 298.2 K to 318.2 K at constant air pressure <i>p</i> = 0.1 MPa, by employing an isothermal technique. The generated solubility data of PPD was computationally represented by five different cosolvency models including van’t Hoff, Apelblat, Yalkowsky−Roseman, Jouyban−Acree, and Jouyban−Acree−van’t Hoff models. The performance of each computational model for correlation studies was illustrated using root mean square deviations (<i>RMSD</i>). The overall <i>RMSD</i> value was obtained <2.0% for each computational model. The maximum solubility of PPD in mole fraction was recorded in neat DMSO (4.67 × 10<sup>−1</sup> at <i>T</i> = 318.2 K), whereas the lowest one was obtained in neat water (5.82 × 10<sup>−6</sup> at <i>T</i> = 298.2 K). The experimental solubility of PPD in mole fraction in neat DMSO was much higher than its ideal solubility, indicating the potential of DMSO for solubility enhancement of PPD. The computed values of activity coefficients showed maximum molecular interaction in PPD-DMSO compared with PPD-water. Thermodynamic evaluation showed an endothermic and entropy-driven dissolution of PPD in all the mixtures of DMSO and water. Additionally, enthalpy−entropy compensation evaluation indicated an enthalpy-driven mechanism as a driven mechanism for the solvation property of PPD.https://www.mdpi.com/1420-3049/25/1/171computational modelspyridazinone derivativesolution thermodynamicssolubilization |
| spellingShingle | Faiyaz Shakeel Sultan Alshehri Mohd Imran Nazrul Haq Abdullah Alanazi Md. Khalid Anwer Experimental and Computational Approaches for Solubility Measurement of Pyridazinone Derivative in Binary (DMSO + Water) Systems Molecules computational models pyridazinone derivative solution thermodynamics solubilization |
| title | Experimental and Computational Approaches for Solubility Measurement of Pyridazinone Derivative in Binary (DMSO + Water) Systems |
| title_full | Experimental and Computational Approaches for Solubility Measurement of Pyridazinone Derivative in Binary (DMSO + Water) Systems |
| title_fullStr | Experimental and Computational Approaches for Solubility Measurement of Pyridazinone Derivative in Binary (DMSO + Water) Systems |
| title_full_unstemmed | Experimental and Computational Approaches for Solubility Measurement of Pyridazinone Derivative in Binary (DMSO + Water) Systems |
| title_short | Experimental and Computational Approaches for Solubility Measurement of Pyridazinone Derivative in Binary (DMSO + Water) Systems |
| title_sort | experimental and computational approaches for solubility measurement of pyridazinone derivative in binary dmso water systems |
| topic | computational models pyridazinone derivative solution thermodynamics solubilization |
| url | https://www.mdpi.com/1420-3049/25/1/171 |
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