scholarly journals Experimental and Theoretical Screening for Green Solvents Improving Sulfamethizole Solubility

Materials ◽  
2021 ◽  
Vol 14 (20) ◽  
pp. 5915
Author(s):  
Piotr Cysewski ◽  
Maciej Przybyłek ◽  
Rafal Rozalski
Keyword(s):  
Dimethyl Sulfoxide ◽  
Binary Mixtures ◽  
Theoretical Models ◽  
Binary Solvent ◽  
Solvent Mixtures ◽  
Green Solvents ◽  
Environmental Friendliness ◽  
Vast Number ◽  
Pharmaceutical Ingredients ◽  
Aqueous Binary Mixtures

Solubility enhancement of poorly soluble active pharmaceutical ingredients is of crucial importance for drug development and processing. Extensive experimental screening is limited due to the vast number of potential solvent combinations. Hence, theoretical models can offer valuable hints for guiding experiments aimed at providing solubility data. In this paper, we explore the possibility of applying quantum-chemistry-derived molecular descriptors, adequate for development of an ensemble of neural networks model (ENNM), for solubility computations of sulfamethizole (SMT) in neat and aqueous binary solvent mixtures. The machine learning procedure utilized information encoded in σ-potential profiles computed using the COSMO-RS approach. The resulting nonlinear model is accurate in backcomputing SMT solubility and allowed for extensive screening of green solvents. Since the experimental characteristics of SMT solubility are limited, the data pool was extended by new solubility measurements in water, five neat organic solvents (acetonitrile, N,N-dimethylformamide, dimethyl sulfoxide, 1,4-dioxane, and methanol), and their aqueous binary mixtures at 298.15, 303.15, 308.15, and 313.15 K. Experimentally determined order of decreasing SMT solubility in neat solvents is the following: N,N-dimethylformamide > dimethyl sulfoxide > methanol > acetonitrile > 1,4dioxane >> water, in all studied temperatures. Similar trends are observed for aqueous binary mixtures. Since N,N-dimethylformamide is not considered as a green solvent, the more acceptable replacers were searched for using the developed model. This step led to the conclusion that 4-formylmorpholine is a real alternative to N,N-dimethylformamide, fulfilling all requirements of both high dissolution potential and environmental friendliness.

Solubility and Preferential Solvation of Piroxicam in Neat Solvents and Binary Systems

2018 ◽  
Vol 232 (2) ◽  
pp. 257-280 ◽  
Author(s):  
Gabriela Tatiana Castro ◽  
Mauricio Andrés Filippa ◽  
Cecilia Mariana Peralta ◽  
María Virginia Davin ◽  
María Cristina Almandoz ◽  
...  
Keyword(s):  
Binary Mixtures ◽  
Binary Systems ◽  
Preferential Solvation ◽  
Water Concentration ◽  
Binary Solvent ◽  
Solvent Mixtures ◽  
Ideal Behavior ◽  
Vis Spectroscopy ◽  
Linear Solvation Energy ◽  
Aqueous Binary Mixtures

AbstractThe solubilization and solvatochromic behavior of piroxicam (PRX) were analyzed using UV-vis spectroscopy in neat (protic and aprotic) and binary solvent mixtures. The effects of solvent dipolarity/polarizability and solvent–solute hydrogen bonding interactions on the absorption maxima were evaluated by means of the linear solvation energy relationship concept of Kamlet and Taft. This analysis indicated that both interactions play an important role in the position of the absorption maxima in neat solvents. While, the PRX solubility depends on the solute–solvent specific interactions, polarizability and the cohesive forces of the solvent, manifested mainly by means of the Hildebrand’s solubility parameter. Preferential solvation (PS) was studied in 10 binary mixtures. A non-ideal behavior of the wavenumber curve as the function of analytical mole fraction of co-solvent was detected. Index of preferential solvation, as well as the influence of solvent parameters were calculated. The process of dissolution was analyzed in aqueous binary mixtures of ethanol, ethylene glycol and propylene glycol. They were not spontaneous in all proportions, but when water concentration decreases in the mixtures, the process becomes more spontaneous.

scholarly journals The mechanism of solvent-mediated desolvation transformation of lenvatinib mesylate from dimethyl sulfoxide solvate to form D

2020 ◽  
Vol 76 (3) ◽  
pp. 343-352
Author(s):  
Zhixin Zheng ◽  
Baohong Hou ◽  
Xiaowei Cheng ◽  
Wanying Liu ◽  
Xin Huang ◽  
...  
Keyword(s):  
Raman Spectroscopy ◽  
Dimethyl Sulfoxide ◽  
Solid Phase ◽  
Polarized Light ◽  
Gravimetric Method ◽  
Solution Concentration ◽  
Water Volume ◽  
Binary Solvent ◽  
Solvent Mixtures ◽  
Scanning Calorimetry

In this work, the mechanism of solvent-mediated desolvation transformation of lenvatinib mesylate (LM) was investigated. Two new solid forms of LM, a dimethyl sulfoxide (DMSO) solvate and an unsolvated form defined as form D, were discovered and characterized using powder X-ray diffraction, thermogravimetric analysis, differential scanning calorimetry, polarized light microscopy and Raman spectroscopy. To investigate the thermodynamic mechanism of solvent-mediated desolvation transformation (SMDT) from LM DMSO solvate to form D, solubilities of LM DMSO solvate and form D in binary solvent mixtures of DMSO and water at different water volume fractions and temperatures (293.15–323.15 K) were measured and correlated by non-random two liquids model. The solubility data were used to evaluate the thermodynamic driving force of the SMDT process from DMSO solvate to form D and the effect of the activities of water and DMSO on the transformation process. Raman spectroscopy was used to monitor in situ the solid phase compositions during the SMDT process from LM DMSO solvate to form D while the solution concentration was measured by the gravimetric method. The overall desolvation transformation experiments demonstrated that the SMDT process was controlled by the nucleation and growth of form D. Moreover, effects of operating factors on the SMDT process were studied and the results illustrated that water activity in solution was the paramount parameter in the SMDT process. Finally, a new SMDT mechanism was suggested and discussed.

scholarly journals Dielectric Properties of Binary Solvent Mixtures of Dimethyl Sulfoxide with Water

2009 ◽  
Vol 10 (3) ◽  
pp. 1261-1270 ◽  
Author(s):  
Li-Jun Yang ◽  
Xiao-Qing Yang ◽  
Ka-Ma Huang ◽  
Guo-Zhu Jia ◽  
Hui Shang
Keyword(s):  
Dielectric Properties ◽  
Dimethyl Sulfoxide ◽  
Binary Solvent ◽  
Solvent Mixtures ◽  
Binary Solvent Mixtures

scholarly journals Thermodynamic Characteristics of Phenacetin in Solid State and Saturated Solutions in Several Neat and Binary Solvents

Molecules ◽  
2021 ◽  
Vol 26 (13) ◽  
pp. 4078
Author(s):  
Maciej Przybyłek ◽  
Anna Kowalska ◽  
Natalia Tymorek ◽  
Tomasz Dziaman ◽  
Piotr Cysewski
Keyword(s):  
Heat Capacity ◽  
Solid State ◽  
Binary Mixtures ◽  
Thermodynamic Characteristics ◽  
Precise Determination ◽  
Binary Solvents ◽  
Binary Solvent ◽  
Aqueous Mixtures ◽  
Scanning Calorimetry ◽  
Aqueous Binary Mixtures

The thermodynamic properties of phenacetin in solid state and in saturated conditions in neat and binary solvents were characterized based on differential scanning calorimetry and spectroscopic solubility measurements. The temperature-related heat capacity values measured for both the solid and melt states were provided and used for precise determination of the values for ideal solubility, fusion thermodynamic functions, and activity coefficients in the studied solutions. Factors affecting the accuracy of these values were discussed in terms of various models of specific heat capacity difference for phenacetin in crystal and super-cooled liquid states. It was concluded that different properties have varying sensitivity in relation to the accuracy of heat capacity values. The values of temperature-related excess solubility in aqueous binary mixtures were interpreted using the Jouyban–Acree solubility equation for aqueous binary mixtures of methanol, DMSO, DMF, 1,4-dioxane, and acetonitrile. All binary solvent systems studied exhibited strong positive non-ideal deviations from an algebraic rule of mixing. Additionally, an interesting co-solvency phenomenon was observed with phenacetin solubility in aqueous mixtures with acetonitrile or 1,4-dioxane. The remaining three solvents acted as strong co-solvents.

scholarly journals Ion-Solvent Interactions Investigated by Isentropic Compressibility Measurements of Lithium and Sodium Salts in Binary Mixtures of Acetonitrile and Nitromethane at 298.15 K

2021 ◽  
Vol 33 (6) ◽  
pp. 1447-1451
Author(s):  
Hardeep Anand ◽  
Narender Singh ◽  
Suresh Kumar
Keyword(s):  
Binary Mixtures ◽  
Sodium Perchlorate ◽  
Lithium Perchlorate ◽  
Isentropic Compressibility ◽  
Binary Solvent ◽  
Solvent Mixtures ◽  
Large Magnitude ◽  
Solvent Interactions ◽  
Na Ions ◽  
Solvent Molecules

Ultrasonic velocities (u) and densities (ρ) of lithium perchlorate (LiClO4), sodium perchlorate (NaClO4), sodium tetraphenylborate (NaBPh4), tetrabutylammonium tetraphenylborate (Bu4NBPh4) and tetrabutylammonium perchlorate (Bu4NClO4) were measured in the concentration range 0.001-0.25 mol kg-1 in acetonitrile (AN) and nitromethane (NM) binary mixtures consisting of 0, 20, 40, 60, 80 and 100 mol%NM in AN at 298.15 K. The isentropic compressibility (Ks) and apparent molal isentropic compressibility (Ks,f) values of the above salts in all solvent mixtures have been evaluated from experimental data. Limiting apparent molal isentropic compressibilities (Ko s,φ) for various salts were evaluated and split into the ionic contributions (Ko s,φ)±. The variation of (Ko s,φ)± with solvent compositions shows that Li+ and Na+ ions have very large negative (Ko s,φ)± values indicating strong solvation of both Li+ and Na+ ions in AN + NM mixtures over whole binary solvent composition range. Stronger solvation was further observed in the intermediate compositions of AN + NM mixtures. Li+ ions, however, showed much higher solvation as compared to Na+ ions at all compositions. The ClO4 – ions showed feeble solvation in AN + NM mixtures through some interaction with AN binary mixtures with higher mol% of AN. The positive values of (Ko s,φ)± with large magnitude for Bu4N+ and Ph4B– ions indicate solvophobic type of interaction with the solvent molecules, which is stronger in the intermediate compositions of AN + NM mixtures.

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