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Total assignment of the 1 H and 13 C NMR data for felodipine and its derivatives
Author(s) -
Jung Jihyun,
Kim Laehee,
Lee Chang Sik,
Cho Yoon Hwan,
Ahn SeungHo,
Lim Yoongho
Publication year - 2001
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.854
Subject(s) - felodipine , chemistry , pyridine , dihydropyridine , ring (chemistry) , carbon 13 nmr , stereochemistry , medicinal chemistry , two dimensional nuclear magnetic resonance spectroscopy , proton nmr , organic chemistry , calcium , medicine , blood pressure , radiology
The 1 H and 13 C NMR data for felodipine and its derivatives were completely assigned. Felodipine has 3‐ethyl and 5‐methyl esters which make the 1,4‐dihydropyridine asymmetric. It is, however, difficult to distinguish 2,6‐dimethyl groups in the NMR spectra. With the help of NOESY and computer‐aided molecular modeling, these groups can be assigned. Whereas the 1,4‐dihydropyridine of felodipine is connected through a methine carbon to a dichlorophenyl ring, the aromatic pyridine of felodipine derivatives is connected through a quaternary carbon. As a result, the three‐dimensional conformations between the pyridine ring and the phenyl ring have important implications. Copyright © 2001 John Wiley & Sons, Ltd.