Oxygen isosteric derivatives of 3-(3-hydroxyphenyl)-N-n-propylpiperidine.
Some substituted 3-phenylmorpholines (10a-e,j,k) and 3-thienylmorpholines (10f,g), isosteres of 3-(3-hydroxy-phenyl)-N-n-propylpiperidine (3-PPP), were prepared and submitted to binding assays on D-2 dopaminergic and 5-HT1 and 5-HT2 serotonergic receptors, in comparison with 3-PPP and its analogue 3a,b. The results show the loss of D-2 affinity for all morpholines, while a certain activity was still observable for piperidine derivatives. Regarding the serotonergic affinity, only chloro and methoxy derivatives (10a-d) were moderately active on the 5-HT1A receptor, either when the substituent was in the C-2 or C-3 position, whereas no tested compounds showed affinity toward the 5-HT2 receptor.
Dipartimento Farmaco-chimico, Università di Bari, Italy.
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Perrone
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Berardi
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Leopoldo
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Tortorella
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Lograno
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Daniele
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Govoni
D000818:Animals; D001921:Brain / Q000378:metabolism; D015259:Dopamine Agents / Q000737:chemistry* / Q000378:metabolism; D066298:In Vitro Techniques; D007650:Ketanserin / Q000378:metabolism; D051379:Mice; D010100:Oxygen / Q000737:chemistry*; D010880:Piperidines / Q000737:chemistry* / Q000378:metabolism; D011869:Radioligand Assay; D051381:Rats; D011919:Rats, Inbred Strains; D011985:Receptors, Serotonin / Q000378:metabolism; D013134:Spiperone / Q000378:metabolism
D015259:Dopamine Agents; D010880:Piperidines; D011985:Receptors, Serotonin; D013134:Spiperone; D007650:Ketanserin; C026539:preclamol; D010100:Oxygen