Intermediates of (S)-N-[2-(1,6,7,8-tetrahydro-2H-indeno-[5,4-b]furan-8-yl)ethyl]propionamide
Publication Date: 2008-Mar-06
The IP.com Prior Art Database
Impurity Profile for ROZEREMTM Tablets
(S)-N-[2-(1,6,7,8-tetrahydro-2H-indeno[5,4-b]furan-8-yl)ethyl propionamide having the following chemical structure:
O N H
is a melatonin receptor agonist with both high affinity for melatonin MT1 and MT2 receptors and selectivity over the MT3 receptor. This API has been formulated as ROZEREMTM tablet.
In order to analyze impurities, an 8mg "ROZEREM" tablet was diluted in 5ml of H20: Acetonitrile, and then was filtered and injected into an Xterra® column 150x4.6mm. Chromatographic analysis was with wavelength set to 288nm. The eluent contained Acetonitrile and KH2PO4 at pH 3.0 as buffer, and the gradient was operated at
1.5mL/min. The injection volume was 10µl.
The following results were obtained:
RT 1.51 5.06 6.59 10.46 12.77 13.93 17.89 20.07 21.12 24.08 RRT 0.11 0.36 0.47 0.75 0.92 1.00 1.28 1.44 1.52 1.73 % 0.04 0.06 0.02 0.03 0.06 99.61 0.05 0.02 0.04 0.07
In another analysis impurities, another 8mg "ROZEREM" tablet was diluted in 5ml of Heptane: Ethanol, and then was filtered and injected into an chiral column 250X4.6mm. Chromatographic analysis was with wavelength set to 288nm. The eluent contained Heptane: Ethanol at. and the gradient was operated at 1.0ml/min. The injection volume was 10µl.
The following result and chromatogram was obtained:
% R - RML: N.D.