Measurement and modelling of econazole nitrate in twelve pure organic solvents at temperatures from 278.15 K to 318.15 K

被引:7
作者
Xie, Yong [1 ]
Han, Shuo [2 ]
Shi, Hongwei [1 ]
Du, Cunbin [2 ]
Cong, Yang [2 ]
Zhao, Hongkun [2 ]
机构
[1] Suzhou Univ, Sch Chem & Chem Engn, Suzhou 234000, Anhui, Peoples R China
[2] Yangzhou Univ, Coll Chem & Chem Engn, Yangzhou 225002, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
Econazole nitrate; Solubility; Apelblat equation; Dissolution enthalpy; MAGNESIUM-DL-ASPARTATE; P-TOLUIC ACID; SOLUBILITIES; WATER; BINARY; CELLS;
D O I
10.1016/j.jct.2016.07.043
中图分类号
O414.1 [热力学];
学科分类号
摘要
The solubility of econazole nitrate (racemic mixture) in organic solvents is of clear importance for the design of separation processes and further theoretical studies. In this work, the solubilities of econazole nitrate in methanol, ethanol, n-butanol, isopropanol, ethyl acetate, 2-butanone, 3-methyl-1-butanol, acetonitrile, 1,4-dioxane, N,N-dimethylformamide (DMF), 1-methyl-2-pyrrolidinone (NMP) and acetone were determined at the temperatures from 278.15 K to 318.15 K under atmosphere pressure (p = 101.2 kPa) by high-performance liquid chromatography (HPLC). It was found that the econazole nitrate solubilities in mole fraction in selected solvents increased with the increase in temperature. At a given temperature, they obeyed the following order from high to low in different solvents: NMP > DMF > methanol > 2-butanone > acetone > (3-methyl-1-butanol, ethanol) > acetonitrile > n-butanol > isopropanol > 1,4-dioxane > ethyl acetate. The experimental solubility data were correlated with the modified Apelblat equation and the Buchowski-Ksiazczak lambda h equation. The calculated solubilities using the modified Apelblat solubility model were in better agreement with the experimental values. The largest percentage of average relative deviation was 1.53% for solubility of econazole nitrate in isopropanol calculated with the lambda h equation, and the maximum value of root-mean-square deviation was 2.11 x 10(-4). Based on the modified Apelblat equation, the apparent dissolution enthalpies of econazole nitrate in twelve pure solvent were derived. The results indicate that the dissolution of econazole nitrate in all studied cases is endothermic process. (C) 2016 Elsevier Ltd.
引用
收藏
页码:59 / 68
页数:10
相关论文
共 32 条
[1]   Physicochemical properties of antifungal drug-cyclodextrin complexes prepared by supercritical carbon dioxide and by conventional techniques [J].
Al-Marzouqi, Ali H. ;
Elwy, Hanan M. ;
Shehadi, Ihsan ;
Adem, Abdu .
JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, 2009, 49 (02) :227-233
[2]   Solubilities of manganese, cadmium, mercury and lead acetates in water from T=278.15 K to T=340.15 K [J].
Apelblat, A ;
Manzurola, E .
JOURNAL OF CHEMICAL THERMODYNAMICS, 2001, 33 (02) :147-153
[3]   Solubilities of o-acetylsalicylic, 4-aminosalicylic, 3,5-dinitrosalicylic, and p-toluic acid, and magnesium-DL-aspartate in water from T = (278 to 348) K [J].
Apelblat, A ;
Manzurola, E .
JOURNAL OF CHEMICAL THERMODYNAMICS, 1999, 31 (01) :85-91
[4]   SOLVENT ACTIVITY ALONG A SATURATION LINE AND SOLUBILITY OF HYDROGEN-BONDING SOLIDS [J].
BUCHOWSKI, H ;
KSIAZCZAK, A ;
PIETRZYK, S .
JOURNAL OF PHYSICAL CHEMISTRY, 1980, 84 (09) :975-979
[5]   ANALYSIS OF MICONAZOLE AND ECONAZOLE IN PHARMACEUTICAL FORMULATIONS BY DERIVATIVE UV SPECTROSCOPY AND LIQUID-CHROMATOGRAPHY (HPLC) [J].
CAVRINI, V ;
DIPIETRA, AM ;
GATTI, R .
JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, 1989, 7 (12) :1535-1543
[6]  
[陈莉 CHEN Li], 2008, [中国新药杂志, Chinese Journal New Drugs], V17, P1607
[7]  
Dyas A. Mark, 1994, V23, P125
[8]   Solubility and solution thermodynamics of sorbic acid in eight pure organic solvents [J].
Fang, Jing ;
Zhang, Meijing ;
Zhu, Peipei ;
Ouyang, Jinbo ;
Gong, Junbo ;
Chen, Wei ;
Xu, Fengxia .
JOURNAL OF CHEMICAL THERMODYNAMICS, 2015, 85 :202-209
[9]   PREPARATION AND ANTIMYCOTIC PROPERTIES OF DERIVATIVES OF 1-PHENETHYLIMIDAZOLE [J].
GODEFROI, EF ;
HEERES, J ;
VANCUTSE.J ;
JANSSEN, PAJ .
JOURNAL OF MEDICINAL CHEMISTRY, 1969, 12 (05) :784-&
[10]   ECONAZOLE - REVIEW OF ITS ANTIFUNGAL ACTIVITY AND THERAPEUTIC EFFICACY [J].
HEEL, RC ;
BROGDEN, RN ;
SPEIGHT, TM ;
AVERY, GS .
DRUGS, 1978, 16 (03) :177-201