New generation dopaminergic agents. Part 8: heterocyclic bioisosteres that exploit the 7-OH-2-(aminomethyl)chroman D(2) template.
Based on the 7-OH-2-(aminomethyl)chroman dopamine D(2) template (2) is described the preparation and resolution of two bioisosteric analogues. The benzimidazol-2-one derivative (6) had similar affinity to the known indolone derivative (4).
Mewshaw
Richard E
RE
Global Chemical Sciences Department, Wyeth-Ayerst Research Laboratories, PO Box 42528, Philadelphia, PA 19101-2528, USA. mewshar@war.wyeth.com
Zhao
Rulin
R
Shi
Xiaojie
X
Marquis
Karen
K
Brennan
Julie A
JA
Mazandarani
Hossein
H
Coupet
Joseph
J
Andree
Terrance H
TH
D001578:Benzopyrans / Q000138:chemical synthesis / Q000737:chemistry*; D018491:Dopamine Agonists / Q000138:chemical synthesis / Q000737:chemistry*; D008961:Models, Structural; D017448:Receptors, Dopamine D2 / Q000008:administration & dosage / Q000737:chemistry*; D013329:Structure-Activity Relationship; D013698:Templates, Genetic
C456399:2-(N-benzylaminomethyl)-7-hydroxybenzopyran; D001578:Benzopyrans; D018491:Dopamine Agonists; D017448:Receptors, Dopamine D2