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Phenindamine and its analogues and precursors: NMR evidence of structure and configuration

✍ Scribed by Alan F. Casy; Rohannah B. Hussain; Christopher Upton

Publisher
John Wiley and Sons
Year
1992
Tongue
English
Weight
376 KB
Volume
30
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

The ^1^H and ^13^C NMR spectra of analogues of the antihistaminie agent phenindamine and its precursors are interpreted in terms of structure and geometry. Points of interest are the conformations of 4‐piperidinol and dihydro‐1‐pyrindene(diene) intermediates, and the configuration of the hexahydro analogue of phenindamine and its corresponding product of equilibration. Results of an antihistamine evaluation test are presented.

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The possible tautomeric equilibria of benzofuroxan and its sulphur and selenium analogues were examined by multinuclear NMR methods. The 1 H, 13 C, 14 N and 15 N NMR signal assignments were achieved largely by 2D methods and some older nitrogen NMR data were verified. At room temperature and above,