1-[omega-(4-arylpiperazin-1-yl)alkyl]-3-diphenylmethylene-2,5- pyrrolidinediones as 5-HT1A receptor ligands: study of the steric requirements of the terminal amide fragment on 5-HT1A affinity/selectivity.
In the present paper, we report the synthesis and the binding profile on 5-HT1A, alpha 1 and D2 receptors of a new series of imide-arylpiperazines 3. The study of the length of the alkyl chain and the imide substructure allows us to suggest some important differences between the no-pharmacophoric sites of both 5-HT1A and alpha 1-adrenergic receptors, which could be of great importance in order to design new selective ligands.
López-Rodríguez
M L
ML
Departamento de Química Orgánica I, Facultad de Ciencias Químicas, Universidad Complutense, Madrid, Spain. mluzlr@eucmax.sim.ucm.es
Morcillo
M J
MJ
Rovat
T K
TK
Fernández
E
E
Sanz
A M
AM
Orensanz
L
L
D000317:Adrenergic alpha-Antagonists / Q000378:metabolism; D000818:Animals; D002540:Cerebral Cortex / Q000378:metabolism; D003342:Corpus Striatum / Q000378:metabolism; D018492:Dopamine Antagonists / Q000378:metabolism; D008024:Ligands; D008956:Models, Chemical; D011224:Prazosin / Q000378:metabolism; D011760:Pyrrolidinones / Q000737:chemistry* / Q000378:metabolism*; D020891:Raclopride; D051381:Rats; D018340:Receptors, Adrenergic, alpha-1 / Q000378:metabolism; D017448:Receptors, Dopamine D2 / Q000378:metabolism; D011985:Receptors, Serotonin / Q000378:metabolism*; D044263:Receptors, Serotonin, 5-HT1; D012457:Salicylamides / Q000378:metabolism; D017366:Serotonin Receptor Agonists / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D000317:Adrenergic alpha-Antagonists; D018492:Dopamine Antagonists; D008024:Ligands; D011760:Pyrrolidinones; D018340:Receptors, Adrenergic, alpha-1; D017448:Receptors, Dopamine D2; D011985:Receptors, Serotonin; D044263:Receptors, Serotonin, 5-HT1; D012457:Salicylamides; D017366:Serotonin Receptor Agonists; D020891:Raclopride; D011224:Prazosin