Abstract:
:Thirty compounds related to the selective dopamine-autoreceptor agonist 3-(3-hydroxyphenyl)-N-n-propylpiperidine have been synthesized and tested for central dopamine-autoreceptor stimulating activity. The 3-(3-hydroxyphenyl)piperidine moiety seems indispensable for high potency and selectivity. Introduction of an additional hydroxyl group into the 4 position of the aromatic ring gives a compound with dopaminergic activity but lacking selectivity for autoreceptors. 3-(3-Hydroxyphenyl)-N-n-propylpyrrolidine, 3-(3-hydroxy)-N-n-propylperhydroazepine, and 3-(3-hydroxyphenyl)quinuclidine were all inactive. The most potent compounds were the N-isopropyl-, N-n-butyl-, N-n-pentyl-, and N-phenethyl-substituted 3-(3-hydroxyphenyl)piperidine derivatives. None of the compounds investigated seemed to have central noradrenaline- or serotonin-receptor stimulating activity.
journal_name
J Med Chemjournal_title
Journal of medicinal chemistryauthors
Hacksell U,Arvidsson LE,Svensson U,Nilsson JL,Sanchez D,Wikström H,Lindberg P,Hjorth S,Carlsson Adoi
10.1021/jm00144a021subject
Has Abstractpub_date
1981-12-01 00:00:00pages
1475-82issue
12eissn
0022-2623issn
1520-4804journal_volume
24pub_type
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