Dopaminergic and serotonergic activities of imidazoquinolinones and related compounds.

@article{Moon1992DopaminergicAS,
  title={Dopaminergic and serotonergic activities of imidazoquinolinones and related compounds.},
  author={Malcolm W. Moon and J K Morris and Richard F. Heier and Constance G. Chidester and William E. Hoffmann and M. F. Piercey and John S. Althaus and Philip F. von Voigtlander and D. L. Evans and L. M. Figur},
  journal={Journal of medicinal chemistry},
  year={1992},
  volume={35 6},
  pages={
          1076-92
        }
}
The synthesis of 5-(dipropylamino)-5,6-dihydro-4H-imidazo[4,5,1-ij] quinolin-2(1H)-one (5), a potent dopamine D2 agonist showing high dopamine/serotonin (5HT1A) selectivity, is described. Dopaminergic activity is associated with the (R)-enantiomer of 5; the (S)-enantiomer shows no dopaminergic activity. A series of analogues where the imidazolone ring was modified to various 5- or 6-membered heterocyclic rings were prepared. Some of these compounds showed a combination of dopaminergic and… 
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A review of the recent literature is given focusing on synthetic approaches to 1,2,3,4-tetrahydroquinolines, 2,3-dihydro-4(1H)-quinolinones and 4(1h)-quinolones using domino reactions, with a brief discussion of mechanism, scope, yields, simplicity and potential utility.
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