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Measurement and Correlation of the Solubility of 5-Fluorouracil in Pure and Binary Solvents

  • Rocío I. Zorrilla-Veloz
    Rocío I. Zorrilla-Veloz
    Department of Biology, University of Puerto Rico - Río Piedras Campus, San Juan, Puerto Rico 00931, United States
    Crystallization Design Institute, Molecular Sciences Research Center, University of Puerto Rico, San Juan, Puerto Rico 00926, United States
  • Torsten Stelzer*
    Torsten Stelzer
    Crystallization Design Institute, Molecular Sciences Research Center, University of Puerto Rico, San Juan, Puerto Rico 00926, United States
    Department of Pharmaceutical Sciences, University of Puerto Rico - Medical Sciences Campus, San Juan, Puerto Rico 00936, United States
    *E-mail: [email protected] (T.S.).
  • , and 
  • Vilmalí López-Mejías*
    Vilmalí López-Mejías
    Crystallization Design Institute, Molecular Sciences Research Center, University of Puerto Rico, San Juan, Puerto Rico 00926, United States
    Department of Chemistry, University of Puerto Rico - Río Piedras Campus, San Juan, Puerto Rico 00931, United States
    *E-mail: [email protected] (V.L.-M.).
Cite this: J. Chem. Eng. Data 2018, 63, 10, 3809–3817
Publication Date (Web):October 2, 2018
https://doi.org/10.1021/acs.jced.8b00425
Copyright © 2018 American Chemical Society

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    Abstract

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    The solubility of 5-fluorouracil (5-FU), a widely used chemotherapeutic agent to treat solid tumors, which include colorectal, head and neck, breast, and lung cancer, was determined at temperatures ranging from 278.15 to 333.15 K in 11 pure solvents and binary water + ethanol solvent mixtures using the polythermal method. It was demonstrated that the solubility of 5-FU increases with increasing temperature in the pure solvents and at constant solvent composition in the solvent mixtures. Moreover, the solubility of 5-FU in the solvent mixtures exceeds its solubility in pure water and ethanol. The experimental solubility data of 5-FU in the pure solvents and solvent mixtures were correlated using the modified Apelblat and λh model equations. The predicted solubility data obtained agree with the experimental data based on the calculated relative deviation (RD) and the average relative deviation (ARD%) values. The selected solvents are categorized as either Class 2 or 3 (less toxic and lower risk to human health) solvents, and hence the correlated and experimentally derived solubility data of 5-FU presented provide a pathway to develop and engineer enhanced pharmaceutical processes and products based on this compound.

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    The Supporting Information is available free of charge on the ACS Publications website at DOI: 10.1021/acs.jced.8b00425.

    • Detailed experimental procedures for the solubility curves of 5-FU in acetone, acetonitrile, n-butanol, 1,4-dioxane, ethanol, ethyl acetate, methanol, isopropanol, 1-propanol, tetrahydrofuran, water, and binary water + ethanol solvent mixtures, Raman spectra, powder X-ray diffractograms, and DSC thermographs (PDF)

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