Analysis of Multiple Solvation Interactions of Methotrexate and Ammonium Based Ionic Liquids Using COSMO-RS

被引：8

作者：

Lotfi, Meysam ^{[1
]}

Moniruzzaman, Muhammad ^{[1
]}

Mutalib, M. I. Abdul ^{[1
]}

Wilfred, Cecilia Devi ^{[2
]}

Alitheen, Noorjahan Banu ^{[3
]}

Goto, Masahiro ^{[4
]}

机构：

[1] Univ Teknol PETRONAS, Chem Engn Dept, Bandar Seri Iskandar 32610, Perak, Malaysia

[2] Univ Teknol PETRONAS, Fundamental & Appl Sci, Bandar Seri Iskandar 32610, Perak, Malaysia

[3] Univ Putra Malaysia, Fac Biotechnol & Mol Sci, Dept Cell & Mol Biol, Upm Serdang 43400, Selangor De, Malaysia

[4] Kyushu Univ, Grad Sch Engn, Dept Appl Chem, 744 Moto Oka, Fukuoka 8190395, Japan

来源：

PROCEEDING OF 4TH INTERNATIONAL CONFERENCE ON PROCESS ENGINEERING AND ADVANCED MATERIALS (ICPEAM 2016) | 2016年 / 148卷

关键词：

ionic liquid; ammonium based; methotrexate; COSMO-RS; misfit; H-bonding; van der Waals; DRUG-DELIVERY; MICROEMULSIONS; WATER;

D O I：

10.1016/j.proeng.2016.06.464

中图分类号：

T [工业技术];

学科分类号：

08 ;

摘要：

Solubility prediction of methotrexate (a pharmaceutical compound) in ammonium based ionic liquids has been investigated in this study using COSMO-RS. We examined the effect of anion and related interaction energies (misfit, H- bonding and van der Waals interaction energy) on the solubility of methotrexate (MTX) in ammonium based ionic liquids. COSMO-RS model is a physically admissible computational procedure and favorably it doesn't need the experimental data, so these traits make COSMO-RS a superior and practicable replacement for solubility calculations in ionic liquids. Our promising results showed that the methotrexate solubility highly depends on anionic part of ionic liquids, also we found out that the H-bonding interaction energy is the most controlling interaction for ionic liquids which is pursued by misfit and van der Waals interaction energy. This work results may be significant to improve our comprehending of solute solubility interactions in ionic liquids. (C) 2016 The Authors. Published by Elsevier Ltd.

引用

页码：459 / 466

页数：8

共 24 条

[1] INCORPORATION OF SOLVENT EFFECTS INTO DENSITY-FUNCTIONAL CALCULATIONS OF MOLECULAR-ENERGIES AND GEOMETRIES [J].

ANDZELM, J ;

KOLMEL, C ;

KLAMT, A .

JOURNAL OF CHEMICAL PHYSICS, 1995, 103 (21) :9312-9320

[2] Ionic liquid-mediated transcutaneous protein delivery with solid-in-oil nanodispersions [J].

Araki, Shota ;

Wakabayashi, Rie ;

Moniruzzaman, Muhammad ;

Kamiya, Noriho ;

Goto, Masahiro .

MEDCHEMCOMM, 2015, 6 (12) :2124-2128

[3]

Armand M, 2009, NAT MATER, V8, P621, DOI [10.1038/NMAT2448, 10.1038/nmat2448]

[4] Measurements and Molecular Interactions for N,N-Dimethylformamide with Ionic Liquid Mixed Solvents [J].

Attri, Pankaj ;

Reddy, P. Madhusudan ;

Venkatesu, P. ;

Kumar, Anil ;

Hofman, T. .

JOURNAL OF PHYSICAL CHEMISTRY B, 2010, 114 (18) :6126-6133

[5]

Ben-Naim A., 1987, SOL ATION THERMODYNA

[6] Transdermal delivery of capsaicin derivative-sodium nonivamide acetate using microemulsions as vehicles [J].

Bin Huang, Yaw ;

Lin, Yong Hao ;

Lu, Tzy Ming ;

Wang, Ren Jiunn ;

Tsai, Yi Hung ;

Wu, Pao Chu .

INTERNATIONAL JOURNAL OF PHARMACEUTICS, 2008, 349 (1-2) :206-211

[7] Lipophilic prodrugs designed for intestinal lymphatic transport [J].

Charman, WN ;

Porter, CJH .

ADVANCED DRUG DELIVERY REVIEWS, 1996, 19 (02) :149-169

[8] Perspective on solvent use in the pharmaceutical industry [J].

Constable, David J. C. ;

Jimenez-Gonzalez, Conchita ;

Henderson, Richard K. .

ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2007, 11 (01) :133-137

[9] Ionic liquid (molten salt) phase organometallic catalysis [J].

Dupont, J ;

de Souza, RF ;

Suarez, PAZ .

CHEMICAL REVIEWS, 2002, 102 (10) :3667-3691

[10] GROUP-CONTRIBUTION ESTIMATION OF ACTIVITY-COEFFICIENTS IN NONIDEAL LIQUID-MIXTURES [J].

FREDENSLUND, A ;

JONES, RL ;

PRAUSNITZ, JM .

AICHE JOURNAL, 1975, 21 (06) :1086-1099

← 1 2 3 →