Synthesis and alpha-adrenergic activities of 2-and 4-substituted imidazoline and imidazole analogs of -and B-naphthalene

ABSTRACT

Seven analogs of medetomidine and naphazoline were synthesized and evaluated for their alpha 1- [aorta] and alpha 2- [platelet] activities. The analogs were composed of 2- and 4-substituted imidazoles and imidazolines attached through a methylene bridge to either an alpha- or beta-naphthalene ring system. In general, the alpha-naphthalene analogs were found to be the most potent inhibitors of platelet aggregation. The fact that the alpha-naphthalene analogs [2, 5, 6, and 7] were partial agonists, while the beta-naphthalene analogs [3, 8, 9] were antagonists in alpha 1-adrenergic system [aorta] was reported. Thus, appropriately substituted naphthalene analogs of medetomidine and naphazoline provided a broad spectrum of alpha 1-[agonist and antagonist] activity and alpha 2-antagonist activities