Journal article
2,5-Dimethoxy congeners of (+)- and (-)-3-(3-hydroxyphenyl)-N-n-propylpiperidine
Journal of medicinal chemistry, Vol.36(16), pp.2416-2419
08/01/1993
DOI: 10.1021/jm00068a021
PMID: 8103114
Abstract
p-Dimethoxyaryl analogs of certain potent catechol-derived dopaminergic agonists show dopaminergic properties for which no structure-activity relationship has yet been defined. (S)-3-(3-Hydroxyphenyl)-N-n-propylpiperidine (1, S-“3-PPP”) is a dopaminergic autoreceptor agonist, and at high doses it also exhibits postsynaptic antagonism. (R)-1 is a postsynaptic agonist. In a continuation of studies of effects of the p-dimethoxy moiety at dopamine receptors, synthesis and resolution of the 2,5-dimethoxy analog 3 of 3-PPP was undertaken. The two enantiomers and the racemic modification showed cardiovascular effects consistent with actions at DA-2 receptors. The potency of all three compounds was much lower than that of 3-PPP, although they displayed approximately the same duration of action. Absolute configuration does not seem to be a major determinant of these compounds' ability to interact with DA-2 receptors. © 1993, American Chemical Society. All rights reserved.
Details
- Title: Subtitle
- 2,5-Dimethoxy congeners of (+)- and (-)-3-(3-hydroxyphenyl)-N-n-propylpiperidine
- Creators
- Joseph G CannonKaren S KirschbaumVictor E. D AmooAlan K JohnsonJohn Paul Long
- Resource Type
- Journal article
- Publication Details
- Journal of medicinal chemistry, Vol.36(16), pp.2416-2419
- Publisher
- American Chemical Society
- DOI
- 10.1021/jm00068a021
- PMID
- 8103114
- ISSN
- 0022-2623
- eISSN
- 1520-4804
- Language
- English
- Date published
- 08/01/1993
- Academic Unit
- Psychological and Brain Sciences; Neuroscience and Pharmacology; Health and Human Physiology
- Record Identifier
- 9984213267302771
Metrics
11 Record Views