Dopaminergic activity and stereochemical considerations for rigid angular tricyclic congeners of dopamine: Benzoquinoxalines and naphthothiazines
Replacement of the oxygen atom at 1-position in the hexahydro-naphthoxazines (4, PHNO) with a sulfur or nitrogen atom leads to the hexahydro-naphthothiazines (6, PHNT) and octahydro-benzoquinoxalines (5, POBQ) respectively and the 9-OH-PHNT shows to have a high affinity towards D-2 dopamine receptors in the binding assays; the racemic 9-OH-PHNT was then resolved and its absolute configuration was determined by CD. Inactivity on D-2 receptors of (+)-9-OCH3-PHNT 12 confirms the validity of the McDermed receptor model.
Perrone,Berardi,Tortorella,Racagni,Rovescalli
p. 479 - 488
(2007/10/02)
Synthesis of 4-substituted 2H-naphth[1,2-b]-1,4-oxazines, a new class of dopamine agonists
A series of tricyclic oxazines, namely, the 4-substituted 2H-naphth[1,2-b]-1,4-oxazines, have been synthesized and assayed for dopamine agonist activity. One of the members of this series was found to be a remarkably potent agonist in vivo when tested in