Extending the SAFT-γ Mie approach to model benzoic acid, diphenylamine, and mefenamic acid : solubility prediction and experimental measurement
Febra, Sara A. and Bernet, Thomas and Mack, Corin and McGinty, John and Onyemelukwe, Iyke I. and Urwin, Stephanie J. and Sefcik, Jan and ter Horst, Joop H. and Adjiman, Claire S. and Jackson, George and Galindo, Amparo (2021) Extending the SAFT-γ Mie approach to model benzoic acid, diphenylamine, and mefenamic acid : solubility prediction and experimental measurement. Fluid Phase Equilibria, 540. 113002. ISSN 0378-3812 (https://doi.org/10.1016/j.fluid.2021.113002)
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Abstract
The prediction of the solubility of active pharmaceutical ingredients (APIs) is a significant challenge which is of importance in pharmaceutical applications and solvent selection. Here, we extend the table of group interactions (3 like interactions, 47 unlike interactions) of the SAFT-γ Mie group-contribution equation of state to model the phase behaviour and solubility of mefenamic acid, a nonsteroidal anti-inflammatory drug, in a range of solvents. In addition to mefenamic acid, we also consider its molecular synthons: benzoic acid and diphenylamine. New experimental solubility data are presented for the three molecules in a range of solvents, and three new SAFT-γ Mie functional groups are defined (aCCOOH, aCNHaC and CH 3CO) and characterised, together with their interactions with solvent groups. Literature data for the vapour pressure, single-phase density, saturation density, vapourisation enthalpy, bubble temperature, dew temperature, and bubble pressure are used to characterise the new group interactions. Solubility data are used to characterise the new group-group interactions only if there are no other experimental data available. The transferability and predictive accuracy of the new models are assessed by comparing the theoretical predictions with the experimental solubility data. Our comparison includes alcohols, ketones, and esters as families of solvents and mixed-solvent solubility predictions.
ORCID iDs
Febra, Sara A., Bernet, Thomas, Mack, Corin, McGinty, John ORCID: https://orcid.org/0000-0002-8166-7266, Onyemelukwe, Iyke I., Urwin, Stephanie J. ORCID: https://orcid.org/0000-0002-9092-0200, Sefcik, Jan ORCID: https://orcid.org/0000-0002-7181-5122, ter Horst, Joop H. ORCID: https://orcid.org/0000-0003-0118-2160, Adjiman, Claire S., Jackson, George and Galindo, Amparo;-
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Item type: Article ID code: 76900 Dates: DateEvent15 July 2021Published2 March 2021Published Online25 February 2021AcceptedSubjects: Science > Chemistry
Technology > Chemical engineering
Medicine > Pharmacy and materia medicaDepartment: Faculty of Science > Strathclyde Institute of Pharmacy and Biomedical Sciences
Faculty of Engineering > Chemical and Process Engineering
Technology and Innovation Centre > Continuous Manufacturing and Crystallisation (CMAC)
Technology and Innovation Centre > BionanotechnologyDepositing user: Pure Administrator Date deposited: 29 Jun 2021 10:13 Last modified: 16 Dec 2024 02:24 URI: https://strathprints.strath.ac.uk/id/eprint/76900