New generation dopaminergic agents. 7. Heterocyclic bioisosteres that exploit the 3-OH-phenoxyethylamine D2 template

R E Mewshaw; J A Nelson; U S Shah; X Shi; H Mazandarani; J Coupet; K Marquis; J A Brennan; T H Andree

doi:10.1016/s0960-894x(99)00434-5

New generation dopaminergic agents. 7. Heterocyclic bioisosteres that exploit the 3-OH-phenoxyethylamine D2 template

Bioorg Med Chem Lett. 1999 Sep 6;9(17):2593-8. doi: 10.1016/s0960-894x(99)00434-5.

Authors

R E Mewshaw¹, J A Nelson, U S Shah, X Shi, H Mazandarani, J Coupet, K Marquis, J A Brennan, T H Andree

Affiliation

¹ Global Chemical Sciences Department, Wyeth-Ayerst Research Laboratories, Princeton NJ 08543-8000, USA.

PMID: 10498215
DOI: 10.1016/s0960-894x(99)00434-5

Abstract

The synthesis of several bioisosteric analogs based on the 3-OH-phenoxyethylamine dopamine D2 agonist template (i.e., 3) is described. The benzimidazol-2-ones and benzthioimidazol-2-ones (7-10) and 2-trifluoromethyl-benzimidazole (13) were observed to have excellent affinity for the D2 receptor.

MeSH terms

Animals
Benzimidazoles / chemical synthesis*
Benzimidazoles / chemistry
Benzimidazoles / pharmacology
Dopamine Agents / chemical synthesis*
Dopamine Agents / chemistry
Dopamine Agents / pharmacology
Mice
Motor Activity / drug effects
Receptors, Dopamine D2 / drug effects*

Substances

Benzimidazoles
Dopamine Agents
Receptors, Dopamine D2