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Domperidone Solubility in Aqueous Cosolvent Mixtures of N,N-Dimethylformamide, Isopropanol, Dimethyl Sulfoxide, and Ethanol: Thermodynamic Modeling and Preferential Solvation Analysis

  • Qiong He
    Qiong He
    School of Pharmaceutical and Environmental Engineering, Changzhou Vocational Institute of Engineering, Changzhou, Jiangsu 213164, People’s Republic of China
    More by Qiong He
  • Min Zheng
    Min Zheng
    College of Chemistry & Chemical Engineering, YangZhou University, YangZhou, Jiangsu 225002, People’s Republic of China
    More by Min Zheng
  • , and 
  • Hongkun Zhao*
    Hongkun Zhao
    College of Chemistry & Chemical Engineering, YangZhou University, YangZhou, Jiangsu 225002, People’s Republic of China
    *E-mail: [email protected]. Tel: +86 514 87975244.
    More by Hongkun Zhao
Cite this: J. Chem. Eng. Data 2019, 64, 7, 3113–3121
Publication Date (Web):June 22, 2019
https://doi.org/10.1021/acs.jced.9b00216
Copyright © 2019 American Chemical Society

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    Abstract

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    The determination of solubility of domperidone in aqueous cosolvent mixtures of isopropanol, N,N-dimethylformamide (DMF), dimethyl sulfoxide (DMSO), and ethanol was carried out by a shake-flask method over the temperatures from 293.15 to 333.15 K under local atmospheric pressure p = 101.1 kPa. It may be observed that the domperidone solubility increased and then decreased as the mass fractions of DMF (DMSO, isopropanol, or ethanol) increased. The maximum solubility data was found with the cosolvent composition of 0.8 in mass fraction. The determined solubility values were correlated using the Jouyban–Acree, van’t Hoff–Jouyban–Acree, and Apelblat–Jouyban–Acree models. The attained average relative deviations were smaller than 7.56%. Preferential solvation analysis of domperidone was performed by the inverse Kirkwood–Buff integral method. The preferential solvation parameters (δx1,3) by the cosolvent showed positive values in the composition regions of 0.20 < x1 < 0.50 for DMF, 0.24 < x1 < 0.55 for isopropanol, 0.20 < x1 < 0.45 for DMSO, and 0.24 < x1 < 0.61 for ethanol. Domperidone was solvated preferentially by the cosolvents in these regions. We may conjecture that the drug acts as a Lewis acid in the presence of isopropanol (DMF, DMSO, and ethanol) molecules.

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    The Supporting Information is available free of charge on the ACS Publications website at DOI: 10.1021/acs.jced.9b00216.

    • XPRD patterns (Figure S1), comparison of solubility (Figure S2), Gibbs energy of transfer of domperidone(Figure S3), Gibbs energy of transfer of domperidone (Table S1), coefficients of empirical equation (Table S2), and values of G1,3, G2,3, D, δx1,3, and correlation volume (Tables S3–S6) (PDF)

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    Cited By

    This article is cited by 4 publications.

    1. Juan Wang, Shuguang Li, Yinping Liu, Wentian Li, Yifei Wang. Solubility Determination, Computational Methodologies, and Preferential Solvation of 3-Nitro-1,2,4-triazol-5-one in Several Solvent Blends. Journal of Chemical & Engineering Data 2022, 67 (9) , 2822-2832. https://doi.org/10.1021/acs.jced.2c00352
    2. Xinchao Fan, Bangfu Huang, Gaoyong Zi, Zhe Shi, Linjing Yang, Liubin Luo, Fu Yuan, Keying Zhu. Thermodynamic and kinetic study of (NH4)2SO4 crystallization in the presence of CaSO4. Materials Today Communications 2024, 39 , 108861. https://doi.org/10.1016/j.mtcomm.2024.108861
    3. Qirui Guo, Weizhong Shi, Hongkun Zhao, Wanxin Li, Gui Han, Ali Farajtabar. Solubility, solvent effect, preferential solvation and DFT computations of 5-nitrosalicylic acid in several aqueous blends. The Journal of Chemical Thermodynamics 2023, 177 , 106936. https://doi.org/10.1016/j.jct.2022.106936
    4. Kifayat Ullah Khan, Muhammad Usman Minhas, Syed Faisal Badshah, Muhammad Suhail, Aousaf Ahmad, Shakeel Ijaz. Overview of nanoparticulate strategies for solubility enhancement of poorly soluble drugs. Life Sciences 2022, 291 , 120301. https://doi.org/10.1016/j.lfs.2022.120301

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