Determination of Regorafenib monohydrate (colorectal anticancer drug) solubility in supercritical CO2: Experimental and thermodynamic modeling

Gholamhossein Sodeifian; Ratna Surya Alwi; Fatemeh Sodeifian; Solmaz Amraee; Mohammadreza Rashidi-Nooshabadi; Fariba Razmimanesh

doi:10.1016/j.heliyon.2024.e29049

Determination of Regorafenib monohydrate (colorectal anticancer drug) solubility in supercritical CO₂: Experimental and thermodynamic modeling

Heliyon. 2024 Apr 15;10(8):e29049. doi: 10.1016/j.heliyon.2024.e29049. eCollection 2024 Apr 30.

Authors

Gholamhossein Sodeifian^{1

2

3}, Ratna Surya Alwi⁴, Fatemeh Sodeifian⁵, Solmaz Amraee^{1

2

3}, Mohammadreza Rashidi-Nooshabadi⁶, Fariba Razmimanesh^{1

2

3}

Affiliations

¹ Department of Chemical Engineering, Faculty of Engineering, University of Kashan, 87317-53153, Kashan, Iran.
² Laboratory of Supercritical Fluids and Nanotechnology, University of Kashan, 87317-53153, Kashan, Iran.
³ Modeling and Simulation Centre, Faculty of Engineering, University of Kashan, 87317-53153, Kashan, Iran.
⁴ Research Centre for Computing, National Research and Innovation Agency (BRIN), Jl, Raya Jakarta-Bogor KM 46 Cibinong, Indonesia.
⁵ School of Medicine, Shahid Beheshti of Medical Sciences, Iran.
⁶ Department of Pharmacology, School of Medicine, Kashan University of Medical Sciences, 87159-88141, Kashan, Iran.

Abstract

In this study, the solubilities of Regorafenib monohydrate (REG), a widely used as a colorectal anticancer drug, in supercritical carbon dioxide (ScCO₂) were measured under various pressures and temperature conditions, for the first time. The minimum value of REG in mole fraction was determined to be 3.06×10^-7, while the maximum value was found to be 6.44×10^-6 at 338 K and 27 MPa. The experimental data for REG were correlated through the utilization of two types of models: (1) a set of 25 existing empirical and semi-empirical models that incorporated 3-8 parameters according to functional dependencies, (2) a model that relied on solid-liquid equilibrium (SLE) and the newly improved association models. All of the evaluated models were capable of generating suitable fits to the solubility data of REG, however, the average absolute relative deviation (AARD) of Gordillo et al. model (AARD=13.2%) and Reddy et al. model (AARD=13.5%) indicated their superiority based on AARD%. Furthermore, solvation and sublimation enthalpies of REG drug were estimated for the first time.

Keywords: Anticancer; Regorafenib monohydrate; Solubility; Supercritical carbon dioxide; Thermodynamic modeling.