Solubility of antibiotics in different solvents.: 1.: Hydrochloride forms of tetracycline, moxifloxacin, and ciprofloxacin

被引:98
作者
Varanda, Fatima
de Melo, Maria J. Pratas
Caco, Ana I.
Dohrn, Ralf
Makrydaki, Foteini A.
Voutsas, Epaminondas
Tassios, Dimitrios
Marrucho, Isabel M. [1 ]
机构
[1] Univ Aveiro, Dept Chem, CICEO, P-3810293 Aveiro, Portugal
[2] Bayer Technol Serv GmbH, D-51368 Leverkusen, Germany
[3] Natl Tech Univ Athens, Dept Chem Engn, TTPL, GR-15780 Athens, Greece
关键词
D O I
10.1021/ie060055v
中图分类号
TQ [化学工业];
学科分类号
0817 ;
摘要
The solubilities of tetracycline hydrochloride, moxifloxacin hydrochloride, and ciprofloxacin hydrochloride were measured in several solvents, such as water, ethanol, 2-propanol, and acetone, in the temperature range of 293.15-323.15 K for ciprofloxacin. HCl and moxifloxacin. HCl and 288.15-310.15 K for tetracycline. All the antibiotics have the same solubility order; that is, they are more soluble in water than in ethanol, and more soluble in ethanol than in 2-propanol and acetone. The solubility in water is similar to 3 orders of magnitude higher than that in acetone. The modeling of the experimental solid-liquid equilibria (SLE) data, using the NRTL and UNIQUAC models, proves that these models can correlate the solubility of studied antibiotics satisfactorily in the temperature range for which experimental data are available, with the UNIQUAC model generally being slightly superior to the NRTL model, when only two adjustable parameters are used for each binary system.
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页码:6368 / 6374
页数:7
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共 30 条
[1]   Predicting the solubilities of complex chemicals I. Solutes in different solvents [J].
Abildskov, J ;
O'Connell, JP .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2003, 42 (22) :5622-5634
[2]   STATISTICAL THERMODYNAMICS OF LIQUID-MIXTURES - NEW EXPRESSION FOR EXCESS GIBBS ENERGY OF PARTLY OR COMPLETELY MISCIBLE SYSTEMS [J].
ABRAMS, DS ;
PRAUSNITZ, JM .
AICHE JOURNAL, 1975, 21 (01) :116-128
[3]   Binary solid-liquid equilibria of N,N-dimethylacetamide with 1,2-dichloroethane, dichloromethane, and 1-propanol [J].
Atik, Z ;
Ahlers, J ;
Lohmann, J ;
Gmehling, J .
JOURNAL OF CHEMICAL AND ENGINEERING DATA, 2001, 46 (05) :1190-1192
[4]   Comparison between capillary electrophoresis, liquid chromatography, potentiometric and spectrophotometric techniques for evaluation of pKa values of zwitterionic drugs in acetonitrile-water mixtures [J].
Barbosa, J ;
Barrón, D ;
Jiménez-Lozano, E ;
Sanz-Nebot, V .
ANALYTICA CHIMICA ACTA, 2001, 437 (02) :309-321
[5]   PHASE PARTITIONING OF BIOMOLECULES - SOLUBILITIES OF AMINO-ACIDS [J].
CHEN, CC ;
ZHU, Y ;
EVANS, LB .
BIOTECHNOLOGY PROGRESS, 1989, 5 (03) :111-118
[6]   Solid-liquid equilibria for systems containing 1-butyl-3-methylimidazolium chloride [J].
Domanska, U ;
Bogel-Lukasik, E .
FLUID PHASE EQUILIBRIA, 2004, 218 (01) :123-129
[7]   (Solid plus liquid) phase equilibria of binary mixtures containing N-methyl-2-pyrrolidinone and alcohol at atmospheric pressure [J].
Domanska, U ;
Lachwa, J .
JOURNAL OF CHEMICAL THERMODYNAMICS, 2003, 35 (08) :1215-1224
[8]   SOLID-LIQUID EQUILIBRIA USING UNIFAC [J].
GMEHLING, JG ;
ANDERSON, TF ;
PRAUSNITZ, JM .
INDUSTRIAL & ENGINEERING CHEMISTRY FUNDAMENTALS, 1978, 17 (04) :269-273
[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]   Prediction of solubility of solid organic compounds in solvents by UNIFAC [J].
Gracin, S ;
Brinck, T ;
Rasmuson, ÅC .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2002, 41 (20) :5114-5124