Solubility, solution thermodynamics and molecular interactions of osimertinib in some pharmaceutically useful solvents

Anwer, Md. Khalid; Mohammad, Mohammad Amin; Fatima, Farhat; Alshahrani, Saad; Aldawsari, Mohammed F.; Alalaiwe, Ahmed; Al-Shdefat, Ramdan; Shakeel, Faiyaz

doi:10.1016/j.molliq.2019.03.128

Cited by 29 publications

(13 citation statements)

References 19 publications

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“…To evaluate the dissolution behavior of the drug in different solvents and the TWM binary mixture, thermodynamic analysis of solubility was performed [ 42 ]. In this study, Δ H ° sol ,

, and

of the drug solution were obtained by VHM analysis with Equation (3) [ 26 ].…”

Section: Resultsmentioning

confidence: 99%

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Solubility Determination of c-Met Inhibitor in Solvent Mixtures and Mathematical Modeling to Develop Nanosuspension Formulation

et al. 2021

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The solubility and dissolution thermodynamics of new c-Met inhibitor, ABN401, were determined in eleven solvents and Transcutol® HP–water mixture (TWM) from 298.15 to 318.15 K. The experimental solubilities were validated using five mathematical models, namely modified Apelblat, van’t Hoff, Buchowski–Ksiazaczak λh, Yalkowsky, and Jouyban–Acree van’t Hoff models. The experimental results were correlated and utilized further to investigate the feasibility of nanosuspension formation using liquid anti-solvent precipitation. Thermodynamic solubility of ABN401 increased significantly with the increase in temperature and maximum solubility was obtained with Transcutol® HP while low solubility in was obtained water. An activity coefficient study indicated that high molecular interaction was observed in ABN401–Transcutol® HP (THP). The solubility increased proportionately as the mole fraction of Transcutol® HP increased in TWM, which was also supported by a solvent effect study. The result suggested endothermic and entropy-driven dissolution. Based on the solubility, nanosuspension was designed with Transcutol® HP as solvent, and water as anti-solvent. The mean particle size of nanosuspension decreased to 43.05 nm when the mole fraction of ABN401 in THP, and mole fraction of ABN401 in TWM mixture were decreased to 0.04 and 0.1. The ultrasonicated nanosuspension appeared to give comparatively higher dissolution than micronized nanosuspension and provide a candidate formulation for in vivo purposes.

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“…To evaluate the dissolution behavior of the drug in different solvents and the TWM binary mixture, thermodynamic analysis of solubility was performed [ 42 ]. In this study, Δ H ° sol ,

, and

of the drug solution were obtained by VHM analysis with Equation (3) [ 26 ].…”

Section: Resultsmentioning

confidence: 99%

“…The thermal analysis was performed to analyze different thermal parameters and to evaluate the possible transformations of ABN401 into its polymorph/solvate/hydrate. ABN401 solid solute was recovered from the bottom of saturated solution by slow evaporation of the solvent at 298.15 K [ 11 , 42 , 48 ].…”

Section: Methodsmentioning

confidence: 99%

Solubility Determination of c-Met Inhibitor in Solvent Mixtures and Mathematical Modeling to Develop Nanosuspension Formulation

et al. 2021

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“…Solid phase characterization of initial and equilibrated AHF was performed by Differential Scanning Calorimetry (DSC) and Powder X-ray Diffraction (PXRD) analysis. DSC and PXRD evaluation were done to know the many thermal properties of initial and equilibrated samples of AHF [26,27,28]. DSC spectral analysis of the samples were recorded by Perkin Elmer DSC-8000, Waltham, MA, USA equipped with autosampler and controlled by Pyris software (Waltham, MA, USA).…”

Section: Methodsmentioning

confidence: 99%

Estimating the Solubility, Solution Thermodynamics, and Molecular Interaction of Aliskiren Hemifumarate in Alkylimidazolium Based Ionic Liquids

et al. 2019

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Estimating the solubility and solution thermodynamics parameters of aliskiren hemifumarate (AHF) in three different room temperature ionic liquids (RTILs), Transcutol-HP (THP) and water are interesting as there is no solubility data available in the literature. In the current study, the solubility and solution thermodynamics of AHF in three different RTILs, THP and water at the temperature range from 298.2 to 318.2 K under air pressure 0.1 MP were evaluated. The solid phase evaluation by Differential Scanning Calorimetry (DSC) and Powder X-ray Diffraction (PXRD) indicated no conversion of AHF into polymorph. The mole fraction solubility of AHF was found to be highest in 1-hexyl-3-methylimidazolium hexafluorophosphate (HMMHFP) ionic liquid (7.46 × 10−2) at 318.2 K. The obtained solubility values of AHF was regressed by the Apelblat and van’t Hoff models with overall root mean square deviations (RMSD) of 0.62% and 1.42%, respectively. The ideal solubility of AHF was higher compared to experimental solubility values at different temperatures. The lowest activity coefficient was found in HMMHFP, which confirmed highest molecular interaction between AHF–HMMHFP. The estimated thermodynamic parameters confirmed endothermic and entropy driven dissolution of AHF in different RTILs, THP, and water.

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“…While, temperature-dependent solubilities and other physicochemical parameters of ECT in other studied solvents are not reported elsewhere. The solubility and other physicochemical data of drugs in pure solvents have significant role in drug discovery process and formulation development [ 17 , 18 , 19 ]. Although, ECT had no solubility issues but the solubility and other physicochemical data of ECT are scarce in literature.…”

Section: Introductionmentioning

confidence: 99%

“…Although, ECT had no solubility issues but the solubility and other physicochemical data of ECT are scarce in literature. ECT is a BCS class I drug but solubility data are important for any kind of drug in order to obtain the physicochemical information about those drugs [ 4 , 17 ]. The solubility data of drugs are important for various industrial processes such as purification, recrystallization, drug development, drug discovery, pre-formulation studies and formulation development [ 18 , 19 ].…”

Section: Introductionmentioning

confidence: 99%

Solubility Data, Solubility Parameters and Thermodynamic Behavior of an Antiviral Drug Emtricitabine in Different Pure Solvents: Molecular Understanding of Solubility and Dissolution

2021

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The solubility values, various Hansen solubility parameters (HSPs) and thermodynamic behavior of emtricitabine (ECT) in twelve different pure solvents (PS) were estimated using various experimental as well as computational methods. Experimental solubility values (xe) of ECT in twelve different PS were obtained at T = 298.2 K to 318.2 K and p = 0.1 MPa. The xe values of ECT were correlated by “van’t Hoff, Apelblat and Buchowski-Ksiazaczak λh models”. Various HSPs for ECT and twelve different PS were also calculated using “HSPiP software”. The xe values of ECT were estimated maximum in polyethylene glycol-400 (PEG-400; 1.41 × 10−1), followed by ethylene glycol, Transcutol-HP, propylene glycol, methanol, water, isopropanol, ethanol, 1-butanol, dimethyl sulfoxide, 2-butanol and EA (1.28 × 10−3) at T = 318.2 K. “Apparent thermodynamic analysis” showed an “endothermic and entropy-driven dissolution” of ECT. Overall, PEG-400 was found as the best/ideal solvent for solubility/miscibility of ECT compared to other solvents studied.

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Solubility, solution thermodynamics and molecular interactions of osimertinib in some pharmaceutically useful solvents

Cited by 29 publications

References 19 publications

Solubility Determination of c-Met Inhibitor in Solvent Mixtures and Mathematical Modeling to Develop Nanosuspension Formulation

Solubility Determination of c-Met Inhibitor in Solvent Mixtures and Mathematical Modeling to Develop Nanosuspension Formulation

Estimating the Solubility, Solution Thermodynamics, and Molecular Interaction of Aliskiren Hemifumarate in Alkylimidazolium Based Ionic Liquids

Solubility Data, Solubility Parameters and Thermodynamic Behavior of an Antiviral Drug Emtricitabine in Different Pure Solvents: Molecular Understanding of Solubility and Dissolution

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