New generation dopaminergic agents. 7. Heterocyclic bioisosteres that exploit the 3-OH-phenoxyethylamine D2 template.
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.
Mewshaw
R E
RE
Global Chemical Sciences Department, Wyeth-Ayerst Research Laboratories, Princeton NJ 08543-8000, USA.
Nelson
J A
JA
Shah
U S
US
Shi
X
X
Mazandarani
H
H
Coupet
J
J
Marquis
K
K
Brennan
J A
JA
Andree
T H
TH
D000818:Animals; D001562:Benzimidazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D015259:Dopamine Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D051379:Mice; D009043:Motor Activity / Q000187:drug effects; D017448:Receptors, Dopamine D2 / Q000187:drug effects*
D001562:Benzimidazoles; D015259:Dopamine Agents; D017448:Receptors, Dopamine D2