TY - JOUR
T1 - Solubilities of pharmaceutical and bioactive compounds in trihexyl(tetradecyl)phosphonium chloride ionic liquid
AU - Faria, Ricardo A.
AU - Bogel-Lukasik, Ewa
N1 - Sem PDF.
This work was financed by national funding from Fundacao para a Ciencia e Tecnologia - FCT (Portugal), Universidade Nova de Lisboa, through project PEst-C/EQB/LA0006/2013 and IF Investigator FCT 2013 IF/01643/2013.
PY - 2015/7
Y1 - 2015/7
N2 - The solubility of pharmaceutical and bioactive compounds, such as N-acetyl-l-cysteine, isoniazid, pyrazine-2-carboxamide, coumarin, 4-hydroxycoumarin, 4'-isobutylacetophenone, ibuprofen and thymoquinone, was tested in trihexyl(tetradecyl)phosphonium chloride. Hydrophobicity/hydrophilicity feature and melting point affected the solubility of the solutes in [P6,6,6,14][Cl]. 4'-Isobutylacetophenone, thymoquinone, coumarin and ibuprofen exhibited the best solubility in the IL due to their hydrophobicity. Then, N-acetyl-l-cysteine was found to be less soluble, and later on isoniazid, 4-hydroxycoumarin and pyrazinecarboxamide showed limited solubility in IL. The solid-liquid phase equilibria of all investigated systems were described using the six different correlation equations. Considering the correlation of the phase equilibrium data, the satisfactory results which revealed a good description with an acceptable standard deviation temperature range were collected for systems with: N-acetyl-l-cysteine, coumarin, thymoquinone and ibuprofen. The solubilities of the studied compounds were approximately 2 times higher in trihexyl(tetradecyl)phosphonium chloride than in trihexyl(tetradecyl)phosphonium bis[(trifluoromethyl)sulfonyl]amide ionic liquid.
AB - The solubility of pharmaceutical and bioactive compounds, such as N-acetyl-l-cysteine, isoniazid, pyrazine-2-carboxamide, coumarin, 4-hydroxycoumarin, 4'-isobutylacetophenone, ibuprofen and thymoquinone, was tested in trihexyl(tetradecyl)phosphonium chloride. Hydrophobicity/hydrophilicity feature and melting point affected the solubility of the solutes in [P6,6,6,14][Cl]. 4'-Isobutylacetophenone, thymoquinone, coumarin and ibuprofen exhibited the best solubility in the IL due to their hydrophobicity. Then, N-acetyl-l-cysteine was found to be less soluble, and later on isoniazid, 4-hydroxycoumarin and pyrazinecarboxamide showed limited solubility in IL. The solid-liquid phase equilibria of all investigated systems were described using the six different correlation equations. Considering the correlation of the phase equilibrium data, the satisfactory results which revealed a good description with an acceptable standard deviation temperature range were collected for systems with: N-acetyl-l-cysteine, coumarin, thymoquinone and ibuprofen. The solubilities of the studied compounds were approximately 2 times higher in trihexyl(tetradecyl)phosphonium chloride than in trihexyl(tetradecyl)phosphonium bis[(trifluoromethyl)sulfonyl]amide ionic liquid.
KW - Drugs
KW - Green solvent
KW - Ionic liquid
KW - Solid-liquid equilibrium
KW - Solubility
UR - http://www.scopus.com/inward/record.url?scp=84926453271&partnerID=8YFLogxK
U2 - 10.1016/j.fluid.2015.03.053
DO - 10.1016/j.fluid.2015.03.053
M3 - Article
AN - SCOPUS:84926453271
SN - 0378-3812
VL - 397
SP - 18
EP - 25
JO - Fluid Phase Equilibria
JF - Fluid Phase Equilibria
ER -