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See detailDevelopment and validation of a nonaqueous capillary electrophoretic method for the enantiomeric purity determination of a synthetic intermediate of new 3,4-dihydro-2,2-dimethyl-2H-1-benzopyrans using a single-isomer anionic cyclodextrin derivative and an ionic liquid
Rousseau, Anne ULg; Florence, Xavier ULg; Pirotte, Bernard ULg et al

in Journal of Chromatography. A (2010)

The enantiomeric purity determination of a synthetic intermediate of new 3,4-dihydro-2,2-dimethyl-2H-1-benzopyrans, i.e. 4-amino-2,2-dimethyl-6-ethoxycarbonylamino-3,4-dihydro-2H-1-benzopyran, was ... [more ▼]

The enantiomeric purity determination of a synthetic intermediate of new 3,4-dihydro-2,2-dimethyl-2H-1-benzopyrans, i.e. 4-amino-2,2-dimethyl-6-ethoxycarbonylamino-3,4-dihydro-2H-1-benzopyran, was successfully carried out using an anionic cyclodextrin (CD) derivative combined with a chiral ionic liquid (IL). In order to obtain high resolution and efficiency values, the addition of a chiral IL, i.e. ethylcholine bis(trifluoromethylsulfonyl)imide (EtChol NTf2), to the background electrolyte containing heptakis(2,3-di-O-methyl-6-O-sulfo)-β-CD (HDMS-β-CD) was found to be essential. A simultaneous increase in separation selectivity and enantioresolution seems to indicate a synergistic effect of HDMS-β-CD and EtChol NTf2. The best enantioseparation of the key intermediate was achieved using a methanolic solution of 0.75 M formic acid, 10 mM ammonium formate, 1.5 mM HDMS-β-CD and 5 mM EtChol NTf2. Levamisole was selected as internal standard. The optimized conditions allowed the determination of 0.1 % of each enantiomer in the presence of its stereoisomer using the method of standard additions. The NACE method was then fully validated with respect to selectivity, response function, trueness, precision, accuracy, linearity and limits of detection and quantification. [less ▲]

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See detailNew R/S-3,4-dihydro-2,2-dimethyl-2H-1-benzopyrans as KATP channel openers: modulation of the 4-position
Florence, Xavier ULg; Sebille, Sophie; De Tullio, Pascal ULg et al

in Bioorganic & Medicinal Chemistry (2009), 17

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See detailOriginal cromakalim analogues as KATP channel openers
Florence, Xavier ULg; De Tullio, Pascal ULg; Pirotte, Bernard ULg et al

in Metabolic and Functional Research on Diabetes (2009), 2

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See detailSynthesis and activity on rat aorta rings and rat pancreatic beta-cells of ring-opened analogues of benzopyran-type potassium channel activators
Khelili, S.; Florence, Xavier ULg; Bouhadja, M. et al

in Bioorganic & Medicinal Chemistry (2008), 16

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See detailNew insights into the development pf ATP-sensitive potassium channel openers
Pirotte, Bernard ULg; De Tullio, Pascal ULg; Antoine, M.-H. et al

in Expert Opinion on Therapeutic Patents (2005), 15

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