Chemical & Pharmaceutical Bulletin 2000-05-01

Synthesis and alpha-adrenergic binding ligand affinities of 2-iminoimidazolidine derivatives.

J Chang-Fong, K Benamour, B Szymonski, F Thomasson, J M Morand, M Cussac

Index: Chem. Pharm. Bull. 48(5) , 729-33, (2000)

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Abstract

In order to obtain possible veinotonic drugs acting through alpha2 receptor activation, we prepared clonidine analogues in which the 2-imino-imidazolidine was attached to various aliphatic or aromatic heterocycles. Among them, the two benzopyranic derivatives 16 and 22 exhibited interesting affinities (19 and 95 nM respectively on [3H]rauwolscine binding, compared to 35 nM for clonidine). Their affinity for alpha1 receptors was found to be much lower: 7570 and 5030 nM for 16 and 22 respectively, suggesting 16 to be 400 times more selective for alpha2 than for alpha1-adrenoceptors.