1-Phenyl-3-(aminomethyl)pyrroles as potential antipsychotic agents. Synthesis and dopamine receptor binding

A Thurkauf; J Yuan; X Chen; J W Wasley; R Meade; K H Woodruff; K Huston; P C Ross

doi:10.1021/jm00025a013

1-Phenyl-3-(aminomethyl)pyrroles as potential antipsychotic agents. Synthesis and dopamine receptor binding

J Med Chem. 1995 Dec 8;38(25):4950-2. doi: 10.1021/jm00025a013.

Authors

A Thurkauf¹, J Yuan, X Chen, J W Wasley, R Meade, K H Woodruff, K Huston, P C Ross

Affiliation

¹ Department of Chemistry, Neurogen Corporation, Branford, Connecticut 06405, USA.

PMID: 8523409
DOI: 10.1021/jm00025a013

Abstract

A series of 1-phenyl-3-(aminomethyl)pyrroles were prepared in two steps from aniline and their affinities for D2, D3, and D4 dopamine receptor subtypes determined. A 15-fold selectivity for cloned human D4 receptors over cloned African Green monkey D2 receptors was observed with 1-(2-pyridyl)-4-[[3-(1-phenylpyrrolyl)]methyl]piperazine.

MeSH terms

Animals
Antipsychotic Agents / chemistry
Antipsychotic Agents / metabolism
Antipsychotic Agents / pharmacology*
Chlorocebus aethiops
Cloning, Molecular
Humans
Hydrogen Bonding
Magnetic Resonance Spectroscopy
Pyrroles / chemical synthesis
Pyrroles / metabolism
Pyrroles / pharmacology*
Receptors, Dopamine / classification
Receptors, Dopamine / genetics
Receptors, Dopamine / metabolism*
Recombinant Proteins / genetics
Recombinant Proteins / metabolism
Structure-Activity Relationship

Substances

Antipsychotic Agents
Pyrroles
Receptors, Dopamine
Recombinant Proteins