New benzocycloalkylpiperazines, potent and selective 5-HT1A receptor ligands.
Article Details
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el Ahmad Y, Laurent E, Maillet P, Talab A, Teste JF, Dokhan R, Tran G, Ollivier R
New benzocycloalkylpiperazines, potent and selective 5-HT1A receptor ligands.
J Med Chem. 1997 Mar 14;40(6):952-60.
- PubMed ID
- 9083484 [ View in PubMed]
- Abstract
A series of 1-(benzocycloalkyl)-4-(benzamidolkyl)piperazine derivatives was prepared in order to obtain compounds with a high affinity and selectivity for 5-HT1A receptors. The modifications of aromatic substituents, the length of the alkyl chain, and the size of the ring were explored. Most of N-(1,2,3,4-tetrahydronaphthyl)-N'-(benzamidoethyl)piperazines (32-37) were bound to 5-HT1A receptors in a nanomolar range and presented a high degree of selectivity. After resolution, levorotatory enantiomers showed affinity and selectivity higher than those of dextrorotory ones for 5-HT1A sites. The agonist type activity of selected derivatives was also confirmed in vitro on the inhibition of the activation of adenylate cyclase induced by forskolin and, in vivo, on the induction of the lower lip retraction in rats.
DrugBank Data that Cites this Article
- Binding Properties
Drug Target Property Measurement pH Temperature (°C) Buspirone 5-hydroxytryptamine receptor 1A Ki (nM) 15 N/A N/A Details Buspirone 5-hydroxytryptamine receptor 1A Ki (nM) 8.6 N/A N/A Details Buspirone Dopamine D2 receptor Ki (nM) 1000 N/A N/A Details Haloperidol Dopamine D3 receptor Ki (nM) 115 N/A N/A Details Mianserin 5-hydroxytryptamine receptor 2C Ki (nM) 3.8 N/A N/A Details