Propylthiouracil Solubility in Aqueous Solutions of Ethylene Glycol, N,N-Dimethylformamide, N-Methyl-2-pyrrolidone, and Dimethylsulfoxide: Measurement and Thermodynamic Modeling

被引:20
作者
Yin, Hao [1 ]
Zhao, Hongkun [1 ]
Zhao, Youhua [1 ]
机构
[1] Yangzhou Univ, Coll Chem & Chem Engn, Yangzhou 225002, Jiangsu, Peoples R China
关键词
SOLVENTS; TEMPERATURES; PREDICTION; CONSTANTS; MIXTURES; ETHANOL; DRUGS;
D O I
10.1021/acs.jced.9b00201
中图分类号
O414.1 [热力学];
学科分类号
摘要
Solubility values of propylthiouracil dissolved in four neat solvents of N,N-dimethylformamide (DMF), N-methyl-2-pyrrolidone (NMP), dimethylsulfoxide (DMSO), and ethylene glycol (EG) and aqueous cosolvent solutions of DMF, NMP, EG, and DMSO from 293.15 to 333.15 K were determined. The determination process was carried out using the saturation shake-flask method at 101.1 kPa. At the identical temperature and cosolvent composition of DMF, NMP, EG, or DMSO, the solubility of propylthiouracil in mole fraction was maximum in DMSO (DMF) (1) + water (2) systems, and minimum in EG (1) + water (2) systems. Through the vant Hoff-Jouyban-Acree, Jouyban-Acree, and Apelblat-Jouyban-Acree models, the solubility of propylthiouracil was correlated very well, acquiring root-mean-square deviation values that are smaller than 9.75 x 10(-4) and relative average deviation values that are smaller than 3.01%.
引用
收藏
页码:2836 / 2842
页数:7
相关论文
共 34 条
[1]  
ABOULENEIN HY, 1977, ANAL PROFILES DRUG S, V6, P457
[2]  
Aulton M.E., 2002, SCI DOSAGE FORMS DES
[3]  
Balakin KV., 2003, Curr. Drug Discov., P27
[4]   BDDCS Applied to Over 900 Drugs [J].
Benet, Leslie Z. ;
Broccatelli, Fabio ;
Oprea, Tudor I. .
AAPS JOURNAL, 2011, 13 (04) :519-547
[5]   INFRARED-SPECTRA, DYNAMIC AND ELECTROOPTICAL PARAMETERS OF AMINOGROUP OF SUBSTITUTED ANILINES IN H-BONDED 1/1 COMPLEXES [J].
BORISENKO, VE ;
TUCHKOVA, EI .
SPECTROSCOPY LETTERS, 1994, 27 (06) :741-762
[6]   BDDCS Class Prediction for New Molecular Entities [J].
Broccatelli, Fabio ;
Cruciani, Gabriele ;
Benet, Leslie Z. ;
Oprea, Tudor I. .
MOLECULAR PHARMACEUTICS, 2012, 9 (03) :570-580
[7]   Solubility Modeling, Solute-Solvent Interactions, and Thermodynamic Dissolution Properties of p-Nitrophenylacetonitrile in Sixteen Monosolvents at Temperatures Ranging from 278.15 to 333.15 K [J].
Chen, Gaoquan ;
Liang, Jinhua ;
Han, Jingchao ;
Zhao, Hongkun .
JOURNAL OF CHEMICAL AND ENGINEERING DATA, 2019, 64 (01) :315-323
[8]   Novel high/low solubility classification methods for new molecular entities [J].
Dave, Rutwij A. ;
Morris, Marilyn E. .
INTERNATIONAL JOURNAL OF PHARMACEUTICS, 2016, 511 (01) :111-126
[9]   VASCULITIS AND ANTINEUTROPHIL CYTOPLASMIC AUTOANTIBODIES ASSOCIATED WITH PROPYLTHIOURACIL THERAPY [J].
DOLMAN, KM ;
GANS, ROB ;
VERVAAT, TJ ;
ZEVENBERGEN, G ;
MAINGAY, D ;
NIKKELS, RE ;
DONKER, AJM ;
BORNE, AEGKV ;
GOLDSCHMEDING, R .
LANCET, 1993, 342 (8872) :651-652
[10]   METAL COMPLEXES OF THIOURACILS .1. STABILITY CONSTANTS BY POTENTIOMETRIC TITRATION STUDIES AND STRUCTURES OF COMPLEXES [J].
GARRETT, ER ;
WEBER, DJ .
JOURNAL OF PHARMACEUTICAL SCIENCES, 1970, 59 (10) :1383-&