2-Phenyl-4-(aminomethyl)imidazoles as potential antipsychotic agents. Synthesis and dopamine D2 receptor binding

A Thurkauf; A Hutchison; J Peterson; L Cornfield; R Meade; K Huston; K Harris; P C Ross; K Gerber; T V Ramabhadran

doi:10.1021/jm00012a026

2-Phenyl-4-(aminomethyl)imidazoles as potential antipsychotic agents. Synthesis and dopamine D2 receptor binding

J Med Chem. 1995 Jun 9;38(12):2251-5. doi: 10.1021/jm00012a026.

Authors

A Thurkauf¹, A Hutchison, J Peterson, L Cornfield, R Meade, K Huston, K Harris, P C Ross, K Gerber, T V Ramabhadran

Affiliation

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

PMID: 7783157
DOI: 10.1021/jm00012a026

Abstract

A series of 2-phenyl-4-(aminomethyl)imidazoles were designed as conformationally restricted analogs of the dopamine D2 selective benzamide antipsychotics. The title compounds were synthesized and tested for blockade of [3H]YM-09151 binding in cloned African green monkey dopamine D2 receptor preparations. The binding affinity data thus obtained were compared against that of the benzamides and a previously described series of 2-phenyl-5-(aminomethyl)-pyrroles.

MeSH terms

Animals
Antipsychotic Agents / chemical synthesis
Antipsychotic Agents / metabolism
Antipsychotic Agents / pharmacology*
CHO Cells
Chlorocebus aethiops
Cloning, Molecular
Cricetinae
DNA, Complementary
Imidazoles / chemical synthesis
Imidazoles / chemistry
Imidazoles / metabolism
Imidazoles / pharmacology*
Protein Binding
Receptors, Dopamine D2 / drug effects*
Receptors, Dopamine D2 / genetics
Receptors, Dopamine D2 / metabolism
Structure-Activity Relationship

Substances

Antipsychotic Agents
DNA, Complementary
Imidazoles
Receptors, Dopamine D2

Associated data

GENBANK/U18547