TY - JOUR
T1 - Solubility of pharmaceutical compounds in ionic liquids
AU - dos Santos, Ana Duarte
AU - Morais, Ana R. C.
AU - Melo, Catarina
AU - Bogel-Łukasik, Rafał
AU - Bogel-Łukasik, Ewa
N1 - Sem PDF
PY - 2013/10/25
Y1 - 2013/10/25
N2 - The solubility of N-acetyl. l-cysteine, coumarin and 4-hydroxycoumarin in alternative solvents was studied in this work. The solid-liquid equilibrium (SLE) measurements have been performed using a dynamic (synthetic) method. Melting points and enthalpies of fusion of the pharmaceutical compounds were acquired using a differential scanning calorimetry (DSC). The solubility of N-acetyl. l-cysteine and 4-hydroxycoumarin in trifluoromethanesulfonate ionic liquids was found to be significantly higher than in the studied bis(trifluoromethylsulfonyl)amide ionic liquids while coumarin exhibited the opposite behaviour.The solid-liquid phase equilibria were described using the six different correlation equations which revealed a good description with an acceptable standard deviation temperature range.Moreover, the solubility data were used to calculate the 1-octanol/water partition coefficients of the studied drugs. Coumarin has a high partition coefficient, which is considered to be favourable for a rapid absorption of compounds once they are in an aqueous solution. N-acetyl. l-cysteine showed opposite results for the system with 1-octanol/water.
AB - The solubility of N-acetyl. l-cysteine, coumarin and 4-hydroxycoumarin in alternative solvents was studied in this work. The solid-liquid equilibrium (SLE) measurements have been performed using a dynamic (synthetic) method. Melting points and enthalpies of fusion of the pharmaceutical compounds were acquired using a differential scanning calorimetry (DSC). The solubility of N-acetyl. l-cysteine and 4-hydroxycoumarin in trifluoromethanesulfonate ionic liquids was found to be significantly higher than in the studied bis(trifluoromethylsulfonyl)amide ionic liquids while coumarin exhibited the opposite behaviour.The solid-liquid phase equilibria were described using the six different correlation equations which revealed a good description with an acceptable standard deviation temperature range.Moreover, the solubility data were used to calculate the 1-octanol/water partition coefficients of the studied drugs. Coumarin has a high partition coefficient, which is considered to be favourable for a rapid absorption of compounds once they are in an aqueous solution. N-acetyl. l-cysteine showed opposite results for the system with 1-octanol/water.
KW - Ionic liquid
KW - Partition coefficient
KW - Solid-liquid equilibrium
KW - Solubility
KW - Thermochemical properties
UR - http://www.scopus.com/inward/record.url?scp=84880914991&partnerID=8YFLogxK
U2 - 10.1016/j.fluid.2013.07.020
DO - 10.1016/j.fluid.2013.07.020
M3 - Article
VL - 356
SP - 18
EP - 29
JO - Fluid Phase Equilibria
JF - Fluid Phase Equilibria
SN - 0378-3812
ER -