38402-02-7Relevant academic research and scientific papers
Improvement of New Dianionic Ionic Liquids vs Monoanionic in Solubility of Poorly Water-Soluble Drugs
Agostinho, Daniela A.S.,Jesus, Ana R.,Silva, Ana B.P.,Esperan?a, José M.S.S.,Paiva, Alexandre,Duarte, Ana R.C.,Reis, Patrícia M.
, p. 2489 - 2500 (2021)
New ionic liquids (ILs) based on dianionic phosphonate anions and ammonium cations were prepared and characterized. They were used as excipients to increase the water solubility of two oral drugs, piroxicam and ibuprofen, that are slightly soluble in water. An increment in solubility of 300-fold was achieved for ibuprofen when compared with pure water, with only 0.25 mol% of IL in water. Interestingly, this was achieved with the less toxic dianionic ionic liquid [N4 1 2OH 2OH]2 [C2H5PO3], which presents an IC50 of 120 mM (≈0.25 mol%). On the other hand, piroxicam showed an increase of 480-fold for the same dianionic ionic liquid, with the same ionic liquid percentage. In contrast, for monoanionic ionic liquids, the effect was not so pronounced, and only a 10-fold was obtained, in the presence of 0.3 mol% of IL. The lipophilicity (logP) of drugs decreased in the presence of these ILs. Cytotoxicity profile of these ILs was determined and they did not show a significant impact towards healthy fibroblasts. The cytotoxicity of ibuprofen and piroxicam was also determined, and cellular viability almost did not change when ionic liquid was in the presence of 1 mM of oral drug.
Concentration effects in the nucleophilic reactions of tertiary amines in aqueous solutions. Alkylation of amines with ethylene chlorohydrin
Kazantsev,Baruta,Shirshin,Sivokhin,Kamorin
, p. 2071 - 2076 (2010)
During the alkylation of tertiary amines with ethylene chlorohydrin in aqueous solutions, the initial rates and degrees of conversion attained within control periods of time showed nonstandard dependences on the initial concentrations of reagents. The character of the concentration dependences depended on the structure of the hydrocarbon fragments and the available sets of functional groups in amines. On the basis of our results and viscosimetric data for the model systems, we assumed that these effects were due to pre-reaction association involving the reagents and products.
