ISSN:
0749-1581
Keywords:
4-Alkyl-4-arylpiperidines
;
Opioid ligands
;
1H NMR
;
13C NMR
;
Stereochemistry
;
Conformational analysis
;
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The 1H (270, 400 MHz) and 13C (67.5 MHz) NMR spectra of some 4-methyl- (also 4-n-propyl- and -isobutyl)-4-(3-hydroxy- and 3-methoxy-phenyl)piperidines and their 3-methyl diastereoisomers are reported. Many of the compounds had opioid ligand activities. The data were analysed in terms of preferred conformation and configuration (3-methyl derivatives). Only compounds with preference for axial 4-aryl chair conformations displayed marked agonist properties and the one potent antagonist, cis-1,3,4-trimethyl-4-(3-hydroxyphenyl)piperidine, favoured an equatorial 4-aryl chair.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/mrc.1260271012
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