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Complexation study of midazolam hydrochloride with β‐cyclodextrin: NMR spectroscopic study in solution
Author(s) -
Ali Syed Mashhood,
Upadhyay Santosh Kumar
Publication year - 2008
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.2231
Subject(s) - chemistry , cyclodextrin , aqueous solution , stoichiometry , stability constants of complexes , hydrochloride , ring (chemistry) , stereochemistry , computational chemistry , organic chemistry
1 H NMR spectroscopic study of midazolam hydrochloride (MDL), β‐cyclodextrin (β‐CD) and their mixtures confirmed the formation of β‐CD‐MDL inclusion complex in aqueous solution. The stoichiometry of the complexes was determined by Scott's method to be 1:1, and the association constant ( K a ) was calculated to be 108 M −1 . It was confirmed on the basis of 2D ROESY spectral data that only a fluorine‐substituted aromatic ring acted as guest in complexation. Most of the aromatic signals of MDL exhibited induced shift changes as well as splitting, in the presence of β‐CD, indicating chiral differentiation of MDL by β‐CD. Copyright © 2008 John Wiley & Sons, Ltd.