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1H and 13C NMR studies of the protonation of isomeric methoxysulmazole analogues
Authors:J. C. Lindon  J. M. Williams  P. Barraclough  W. R. King  M. S. Nobbs
Affiliation:1. Department of Physical Sciences, Wellcome Research Laboratories, Langley Court, Beckenham, Kent BR3 3BS, UK;2. Department of Medicinal Chemistry, Wellcome Research Laboratories, Langley Court, Beckenham, Kent BR3 3BS, UK
Abstract:
The major protonation sites of six cardiotonic isomeric 2-aryl-n-methoxy-1H-imidazo[4,5-b]- and -[4,5-c]-pyridines (n = 4–7) were determined by 1H and 13C NMR methods. All the 1H-imidazo[4,5-c]pyridines and the 7-methoxy derivative of sulmazole were found to protonate at the pyridyl nitrogen. Protonation occurred at the imidazo nitrogen, however, for the 5- and 6-methoxy derivatives of sulmazole.
Keywords:Inotropism  Imidazopyridine  13C NMR  1H NMR Tautomerism
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