Solubility Determination and Correlation of Warfarin Sodium 2-Propanol Solvate in Pure, Binary, and Ternary Solvent Mixtures

George De La Rosa, M. V.; Santiago, R.; Malavé Romero, J.; Duconge, J.; Monbaliu, Jean-Christophe; López-Mejías, V.; Stelzer, T.

doi:10.1021/acs.jced.8b00977

Article (Scientific journals)

Solubility Determination and Correlation of Warfarin Sodium 2-Propanol Solvate in Pure, Binary, and Ternary Solvent Mixtures

George De La Rosa, M. V.; Santiago, R.; Malavé Romero, J. et al.

2019 • In Journal of Chemical and Engineering Data, 64 (4), p. 1399-1413

Peer Reviewed verified by ORBi

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https://hdl.handle.net/2268/237053

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10.1021/acs.jced.8b00977

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Keywords :

Acetone; Binary mixtures; Drug products; Ethanol; Heptane; Hexane; Sodium; Solubility; Binary solvent mixtures; Experimental solubility datum; Increasing temperatures; Pharmaceutical crystallizations; Polythermal methods; Relative deviations; Solubility determination; Ternary solvent mixture; Organic solvents

Abstract :

[en] The solubility of warfarin sodium isopropanol solvate (WS·IPA), a widely used anticoagulant, was determined at temperatures ranging from 278.15 to 333.15 K in four pure solvents (acetone, ethanol, IPA, and water), five binary solvent mixtures (IPA + acetone, IPA + ethanol, IPA + water, IPA + heptane, and IPA + hexane), and five ternary solvent mixtures (IPA + acetone + heptane, IPA + acetone + hexane, IPA + ethanol + heptane, IPA + ethanol + hexane, and IPA + water + heptane) using the polythermal method. It was demonstrated that the solubility of WS·IPA increases with increasing temperature in the pure solvents and at constant solvent composition in the solvent mixtures. In addition, the solubility of WS·IPA in IPA increases with increasing content of acetone, ethanol, and water, which act as cosolvents, and decreases with increasing content of heptane and hexane, which act as antisolvents. The experimental solubility data of WS·IPA in pure solvents and binary and ternary solvent mixtures were correlated using the modified Apelblat and λh model equations. The correlated solubility data agree with the experimental data based on the relative deviation and the average relative deviation (ARD %) values. Thus, the correlated and experimentally derived solubility data of WS·IPA provide a pathway to engineer advanced pharmaceutical crystallization processes for WS·IPA. © 2019 American Chemical Society.

Disciplines :

Chemistry

Author, co-author :

George De La Rosa, M. V.; Department of Pharmaceutical Sciences, University of Puerto Rico, Medical Sciences Campus, San Juan, PR 00936, United States, Crystallization Design Institute, Molecular Sciences Research Center, University of Puerto Rico, San Juan, PR 00926, United States

Santiago, R.; Crystallization Design Institute, Molecular Sciences Research Center, University of Puerto Rico, San Juan, PR 00926, United States, Department of Mathematics, University of Puerto Rico, Río Piedras Campus, San Juan, PR 00931, United States

Malavé Romero, J.; Crystallization Design Institute, Molecular Sciences Research Center, University of Puerto Rico, San Juan, PR 00926, United States, Department of Biology, University of Puerto Rico, Bayamón Campus, Bayamón, PR 00959, United States

Duconge, J.; Department of Pharmaceutical Sciences, University of Puerto Rico, Medical Sciences Campus, San Juan, PR 00936, United States

Monbaliu, Jean-Christophe ; Université de Liège - ULiège > Département de chimie (sciences) > Synthèse organique appliquée

López-Mejías, V.; Crystallization Design Institute, Molecular Sciences Research Center, University of Puerto Rico, San Juan, PR 00926, United States, Department of Chemistry, University of Puerto Rico, Río Piedras Campus, San Juan, PR 00931, United States

Stelzer, T.; Department of Pharmaceutical Sciences, University of Puerto Rico, Medical Sciences Campus, San Juan, PR 00936, United States, Crystallization Design Institute, Molecular Sciences Research Center, University of Puerto Rico, San Juan, PR 00926, United States

Language :

English

Title :

Solubility Determination and Correlation of Warfarin Sodium 2-Propanol Solvate in Pure, Binary, and Ternary Solvent Mixtures

Publication date :

2019

Journal title :

Journal of Chemical and Engineering Data

ISSN :

0021-9568

eISSN :

1520-5134

Publisher :

American Chemical Society

Volume :

Issue :

Pages :

1399-1413

Peer reviewed :

Peer Reviewed verified by ORBi

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since 19 June 2019

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