- Effect of 1-Butyl-3-methylimidazolium Ibuprofenate as an Active Pharmaceutical Ingredient Ionic Liquid (API-IL) on the Thermodynamic Properties of Glycine and l-Alanine in Aqueous Solutions at Different Temperatures
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Recently, ionic liquids have been combined with active pharmaceutical ingredients (APIs), and a third generation of ILs has emerged (API-ILs). The effect of a novel ionic liquid containing the ibuprofenate anion as an active pharmaceutical ingredient ionic liquid (API-IL) on the thermodynamic properties of two amino acids, glycine and l-alanine, have been studied. The densities, speeds of sound, viscosities and refractive indices of glycine and l-alanine in water and in aqueous solutions of an API-IL, 1-butyl-3-methylimidazolium ibuprofenate ([BMIM][Ibu]), have been determined at temperatures 288.15-318.15 K. The measured data have been used to calculate the standard partial molar volume Vφ0, partial molar volume of transfer ΔtrVφ0, Hepler's constant (?2Vφ0/?T2) p, apparent molar isentropic compressibility κφ, molar refraction R D, viscosity B coefficient (B) and hydration number parameters n H. All of these parameters are discussed in terms of the competitive interactions occurring between amino acids-[BMIM][Ibu] and amino acids-water.
- Shekaari, Hemayat,Zafarani-Moattar, Mohammed Taghi,Mirheydari, Seyyedeh Narjes
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- Ionogels as drug delivery system: One-step sol-gel synthesis using imidazolium ibuprofenate ionic liquid
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Ionogels containing imidazolium ibuprofenate have been shown to be an efficient drug releasing system with kinetics controlled by the nature of the silica wall.
- Viau, Lydie,Tourne-Peteilh, Corine,Devoisselle, Jean-Marie,Vioux, Andre
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- Improved transdermal permeability of ibuprofen by ionic liquid technology: Correlation between counterion structure and the physicochemical and biological properties
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The aim of this study was to explore the feasibility of transdermal delivery of ibuprofen using ionic liquid technology. Ibuprofen, a non-steroidal anti-inflammatory drug, was transformed into nine ionic liquids using aromatic, tetraalkylammonium and tetr
- Wu, Hao,Deng, Zhaizhu,Zhou, Bijian,Qi, Minghui,Hong, Minghuang,Ren, Guobin
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p. 399 - 409
(2019/03/28)
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- Drug delivery systems based on pharmaceutically active ionic liquids and biocompatible poly(lactic acid)
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Poly(l-lactic acid) (PLLA) membranes containing pharmaceutically active ionic liquids (API-ILs) have been prepared by using a simple film casting from solvent evaporation method. Several sets of membranes were prepared from two different ionic liquids namely 1-methyl-3-butyl-imidazolium ibuprofenate (C 4MImIbu) and lidocainium ibuprofenate (LidIbu) with different API-IL contents. Scanning Electron Microscopy (SEM), Differential Scanning Calorimetry (DSC), Wide-Angle and Small-Angle X-ray Scattering (WAXS and SAXS) revealed the strong influence of both the IL nature and content on the morphology and the crystallinity of the resulting PLLA. At 20 weight%, LidIbu was shown to act as a plasticizer for PLLA and homogeneous membranes were obtained. In contrast, at the same IL content, phase separation occurred using C4MImIbu, resulting in the formation of porous PLLA. An increase of LidIbu content to 50 weight% results also in phase separation. 1H and 1H- 13C CP-MAS NMR measurements evidenced the influence of different morphologies and crystallinities on IL mobility. C4MImIbu was found to be highly mobile whereas the mobility of LidIbu was content dependent. At low percent, low mobility was observed while at higher content, two populations with respectively high and low mobility were observed. These PLLA-IL membranes were further tested as drug delivery systems. In accordance with the morphology and mobility obtained, we demonstrated that release kinetics from PLLA membranes can be tuned by the nature and the content of API-ILs. Sustainable release kinetics were obtained with API-IL acting as a plasticizer while the fastest release was obtained with API-IL acting as a porogenic agent.
- Jouannin, Claire,Tourne-Peteilh, Corine,Darcos, Vincent,Sharkawi, Tahmer,Devoisselle, Jean-Marie,Gaveau, Philippe,Dieudonne, Philippe,Vioux, Andre,Viau, Lydie
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p. 3133 - 3141
(2014/05/20)
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- A simple halide-to-anion exchange method for heteroaromatic salts and ionic liquids
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A broad and simple method permitted halide ions in quaternary heteroaromatic and ammonium salts to be exchanged for a variety of anions using an anion exchange resin (A- form) in non-aqueous media. The anion loading of the AER (OH- form) was examined using two different anion sources, acids or ammonium salts, and changing the polarity of the solvents. The AER (A- form) method in organic solvents was then applied to several quaternary heteroaromatic salts and ILs, and the anion exchange proceeded in excellent to quantitative yields, concomitantly removing halide impurities. Relying on the hydrophobicity of the targeted ion pair for the counteranion swap, organic solvents with variable polarity were used, such as CH3OH, CH3CN and the dipolar nonhydroxylic solvent mixture CH3CN:CH2Cl 2 (3:7) and the anion exchange was equally successful with both lipophilic cations and anions.
- Alcalde, Ermitas,Dinares, Immaculada,Ibanez, Anna,Mesquida, Neus
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experimental part
p. 4007 - 4027
(2012/07/28)
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- Surfactant properties of ionic liquids containing short alkyl chain imidazolium cations and ibuprofenate anions
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Interfacial tension, electrical conductivity, NMR self-diffusion and DLS experiments have been used to investigate the self-aggregation in water of ionic liquids associating an ibuprofenate anion and 1-alkyl-3-methylimidazolium [CnMIm]+/s
- Tourne-Peteilh, Corine,Devoisselle, Jean-Marie,Vioux, Andre,Judeinstein, Patrick,In, Martin,Viau, Lydie
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experimental part
p. 15523 - 15529
(2012/01/14)
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- A general halide-to-anion switch for imidazolium-based ionic liquids and oligocationic systems using anion exchange resins (A- form)
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Further studies on the application of an AER (A- form) method broadened the anion exchange scope of representative ionic liquids and bis(imidazolium) systems. Depending on the hydrophobicity nature of the targeted imidazolium species and counte
- Alcalde, Ermitas,Dinares, Immaculada,Ibanez, Anna,Mesquida, Neus
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supporting information; scheme or table
p. 3266 - 3268
(2011/05/30)
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