Journal of Medicinal Chemistry p. 750 - 755 (1992)
Update date:2022-08-11
Topics:
Amemiya
Hong
Venkataraman
Patil
Shams
Romstedt
Feller
Hsu
Miller
Seven analogues of medetomidine and naphazoline were synthesized and evaluated for their α1 (aorta) and α2 (platelet) activities. The analogues were composed of 2- and 4-substituted imidazoles and imidazolines attached through a methylene bridge to either the 1- or 2-naphthalene ring system. In general the 1-naphthalene analogues were the most potent inhibitors of epinephrine-induced platelet aggregation. Of considerable interest was the fact that the 1-naphthalene analogues (2, 5-7) were partial agonists while the 2-naphthalene analogues (3, 8, 9) were antagonists in an α1-adrenergic system (aorta). Thus, appropriately substituted naphthalene analogues of medetomidine and naphthazoline provide a spectrum of α1- agonist, α1-antagonist, and α2-antagonist activity.
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