Synthesis and beta-adrenergic blocking activity of new aliphatic and alicyclic oxime ethers.

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Bouzoubaa M, Leclerc G, Decker N, Schwartz J, Andermann G

Synthesis and beta-adrenergic blocking activity of new aliphatic and alicyclic oxime ethers.

J Med Chem. 1984 Oct;27(10):1291-4.

PubMed ID
6148422 [ View in PubMed
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Abstract

We describe the synthesis and pharmacological properties of two new series of aliphatic and alicyclic beta-adrenergic blockers, most of them containing a cyclopropyl ring. They belong either to 2-hydroxy-3-(tert-butylamino)propyl ether A or 2-hydroxy-3-tert-(butylamino)propyl ketoxime ether B derivatives. The O-[2-hydroxy-3-(tert-butylamino)propyl] dicyclopropyl ketoxime 5 exhibited a beta-adrenergic antagonist activity comparable to that of propranolol. It was found that ketoxime ethers B generally showed higher potency than the corresponding ethers A. We confirm that the presence of an aromatic nucleus is not crucial for the beta-adrenergic activity. Structure-activity relationships among these series are discussed.

DrugBank Data that Cites this Article

Binding Properties
DrugTargetPropertyMeasurementpHTemperature (°C)
PropranololBeta-1 adrenergic receptorKd (nM)2.4N/AN/ADetails