Measurement and Correlation of the Solubility of Etonogestrel in Ten Pure and Binary Mixed Solvent Systems at Temperatures from 273.15 to 323.15 K

被引:8
作者
Chen, Xiaofeng [1 ]
Gong, Xiaofang [1 ]
Xu, Juan [1 ]
Li, Peng [1 ]
Wang, Huiping [1 ]
Ning, Lifeng [1 ]
机构
[1] Natl Res Inst Family Planning, Beijing 100081, Peoples R China
基金
国家重点研发计划;
关键词
WATER PLUS ETHANOL; L-GLUTAMIC ACID; ORGANIC-SOLVENTS; THERMODYNAMIC PROPERTIES; METHANOL; EQUILIBRIUM; PARAMETERS; MIXTURES; BEHAVIOR;
D O I
10.1021/acs.jced.0c00201
中图分类号
O414.1 [热力学];
学科分类号
摘要
The solubility of etonogestrel in ten different monosolvents [isopropanol, n-propanol, tetrahydrofuran (THF), ethanol, ethyl acetate, methyl acetate, N,N-dimethylformamide (DMF), n-butanol, acetone, and water] and in a binary solvent system of methanol + water has been tested at temperatures from 273.15 to 323.15 K under atmospheric pressure by the gravimetric method. The dissolving capacity of etonogestrel in ten pure solvents and the methanol + water binary system increased with increasing temperature. The order of solubility in pure solvents is ranked as follows: THF > DMF > ethyl acetate > acetone > methyl acetate > n-butanol > isopropanol > n-propanol > ethanol > water. The modified van't Hoff equation, the Buchowski-Ksiazczak.h equation, the Apelblat equation, the nonrandom two-liquid equation, the UNIQUAC equation, the Wilson equation, the Jouyban-van't Hoff equation, and the Jouyban-Apelblat equation were used to describe the solubility data in different solvents. The solubility calculated by the Apelblat model is in good agreement with the experimental data in ten pure and mixed solvents, which provided the basis for the separation and production process of etonogestrel.
引用
收藏
页码:3190 / 3202
页数:13
相关论文
共 35 条
[1]   Dielectric constants of some organic solvent-water mixtures at various temperatures [J].
Akerlof, G .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1932, 54 :4125-4139
[2]   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
[3]   Ritonavir: An extraordinary example of conformational polymorphism [J].
Bauer, J ;
Spanton, S ;
Henry, R ;
Quick, J ;
Dziki, W ;
Porter, W ;
Morris, J .
PHARMACEUTICAL RESEARCH, 2001, 18 (06) :859-866
[4]   Measurement, Correlation, and Thermodynamics Parameters of Biological Active Pyrimidine Derivatives in Organic Solvents at Different Temperatures [J].
Bhesaniya, Kapil ;
Baluja, Shipra .
JOURNAL OF CHEMICAL AND ENGINEERING DATA, 2014, 59 (11) :3380-3388
[5]   SOLUBILITY OF SOLIDS IN LIQUIDS - ONE-PARAMETER SOLUBILITY EQUATION [J].
BUCHOWSKI, H ;
KHIAT, A .
FLUID PHASE EQUILIBRIA, 1986, 25 (03) :273-278
[6]   Quality of sexual life of women using the contraceptive vaginal ring in extended cycles: Preliminary report [J].
Caruso, Salvatore ;
Cianci, Stefano ;
Malandrino, Chiara ;
Cicero, Carla ;
Lo Presti, Lucia ;
Cianci, Antonio .
EUROPEAN JOURNAL OF CONTRACEPTION AND REPRODUCTIVE HEALTH CARE, 2014, 19 (04) :307-314
[7]   A multicentre efficacy and safety study of the single contraceptive implant Implanon® [J].
Croxatto, HB ;
Urbancsek, J ;
Massai, R ;
Bennink, HC ;
van Beek, A .
HUMAN REPRODUCTION, 1999, 14 (04) :976-981
[8]   Solution-mediated transformation of α to β L-glutamic acid:: Rate enhancement due to secondary nucleation [J].
Ferrari, ES ;
Davey, RJ .
CRYSTAL GROWTH & DESIGN, 2004, 4 (05) :1061-1068
[9]   Solubility of phenylacetic acid, p-hydroxyphenylacetic acid, p-aminophenylacetic acid, p-hydroxybenzoic acid, and ibuprofen in pure solvents [J].
Gracin, S ;
Rasmuson, ÅC .
JOURNAL OF CHEMICAL AND ENGINEERING DATA, 2002, 47 (06) :1379-1383
[10]   Grouping solvents by statistical analysis of solvent property parameters: implication to polymorph screening [J].
Gu, CH ;
Li, H ;
Gandhi, RB ;
Raghavan, K .
INTERNATIONAL JOURNAL OF PHARMACEUTICS, 2004, 283 (1-2) :117-125