Thermodynamic study of the solubility of acetaminophen in propylene glycol plus water cosolvent mixtures

被引:108
作者
Jiménez, JA [1 ]
Martínez, F [1 ]
机构
[1] Univ Nacl Colombia, Dept Farm, Bogota 14490, DC, Colombia
关键词
acetaminophen; solubility; solution thermodynamics; activity coefficients;
D O I
10.1590/S0103-50532006000100018
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Based on van't Hoff and Gibbs equations the thermodynamic functions Gibbs energy, enthalpy, and entropy of solution, mixing and solvation of acetaminophen in propylene glycol + water (PG + W) cosolvent mixtures, were evaluated from solubility data determined at several temperatures. The solubility was greater at 100% of PG at all temperatures studied. The solvation of this drug in the mixtures increases as the PG proportion is also increased founding a maximum at 70% of PG. From 10% up to 20% of PG and from 70% up to 100% of PG, entropy driving was found, while from pure water up to 10% of PG and from 20% up to 70% of PG, enthalpy driving was found. These facts can be explained in terms of water-structure loss, and a diminishing in the energy required for cavity formation in the solvent, for mixtures from 30% up to 70% of PG.
引用
收藏
页码:125 / 134
页数:10
相关论文
共 31 条
[1]   Temperature-dependence of the solubility of some acetanilide derivatives in several organic and aqueous solvents [J].
Baena, Y ;
Pinzón, JA ;
Barbosa, HJ ;
Martínez, F .
PHYSICS AND CHEMISTRY OF LIQUIDS, 2004, 42 (06) :603-613
[2]  
Bevington R., 1969, DATA REDUCTION ERROR
[3]  
Budavari, 2001, MERCK INDEX ENCY CHE
[4]   Enthalpy-entropy compensation for the solubility of drugs in solvent mixtures: Paracetamol, acetanilide, and nalidixic acid in dioxane-water [J].
Bustamante, P ;
Romero, S ;
Pena, A ;
Escalera, B ;
Reillo, A .
JOURNAL OF PHARMACEUTICAL SCIENCES, 1998, 87 (12) :1590-1596
[5]  
Bustamante P., 1995, PHARM SCI, V1, P505, DOI [10.1111/j.2042-7158.1995.tb00366.x, DOI 10.1111/J.2042-7158.1995.TB00366.X]
[6]  
Coronado YP., 1999, Rev. Colomb Cienc. Quim Farm, V28, P59
[7]   NATURE OF ACETAMINOPHEN-ANTIPYRINE COMPLEX [J].
DEARDEN, JC .
JOURNAL OF PHARMACEUTICAL SCIENCES, 1972, 61 (10) :1661-&
[8]   THERMODYNAMICS OF PARACETAMOL SOLUBILITY IN SUGAR-WATER COSOLVENT SYSTEMS [J].
ETMAN, MA ;
NAGGAR, VF .
INTERNATIONAL JOURNAL OF PHARMACEUTICS, 1990, 58 (03) :177-184
[9]   METHOD FOR ESTIMATING BOTH SOLUBILITY PARAMETERS AND MOLAR VOLUMES OF LIQUIDS [J].
FEDORS, RF .
POLYMER ENGINEERING AND SCIENCE, 1974, 14 (02) :147-154
[10]  
GARLAND DP, 1968, EXPT FISICOQUIMICA U