Journal of Medicinal Chemistry p. 2311 - 2320 (1993)
Update date:2022-08-05
Topics:
Costa, Brian R. de
He, Xiao-shu
Linders, Joannes T.M.
Dominguez, Celia
Gu, Zi Qiang
et al.
As a continuation of our earlier study (J.Med.Chem. 1992, 35, 4334-4343) we conformationally restricted the ?-receptor ligand 2-(1-pyrrolidinyl)-N-<2-(3,4-dichlorophenyl)ethyl>-N-methylethylamine (1) by incorporating it into a series of homologous piperazines 3-9 and homopiperazines 10 and 11, diazabicyclononanes and decanes, bridgehead bicyclooctanes and nonanes as well as other miscellaneous compounds. ?-Receptor binding affinites were obtained using <3H>(+)-pentazocine in guinea pig brain membrane ?1 sites.The studies suggest that the nitrogen lone pair orient ation found in the piperazines affords the strongest binding interaction.Other nitrogen lone pair orientations or compounds representing unlikely staggered conformations of 1
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