Synthesis and evaluation of 2-(arylamino)imidazoles as alpha 2-adrenergic agonists.

Article Details

Citation
Copy to clipboard

Munk SA, Harcourt DA, Arasasingham PN, Burke JA, Kharlamb AB, Manlapaz CA, Padillo EU, Roberts D, Runde E, Williams L, Wheeler LA, Garst ME

Synthesis and evaluation of 2-(arylamino)imidazoles as alpha 2-adrenergic agonists.

J Med Chem. 1997 Jan 3;40(1):18-23.

PubMed ID
9016324 [ View in PubMed
]
Abstract

A series of 2-(arylamino)imidazoles was synthesized and evaluated for activity at alpha 1- and alpha 2-adrenoceptors. This class of agents has been shown to have potent and selective agonist activity at the alpha 2-adrenoceptors. The most potent member of this class, 2-[(5-methyl-1,4-benzodioxan-6yl)amino]imidazole, proved efficacious for the reduction of intraocular pressure upon topical administration and for the reduction of blood pressure upon intravenous administration. During the course of our studies, we developed a new reagent that allowed rapid assembly of the target compounds. This reagent, N-(2,2-diethoxyethyl)carbodiimide, was convenient to prepare and was stable under low-temperature storage conditions.

DrugBank Data that Cites this Article

Binding Properties
DrugTargetPropertyMeasurementpHTemperature (°C)
BrimonidineAlpha-2A adrenergic receptorEC 50 (nM)4.1N/AN/ADetails
BrimonidineAlpha-2A adrenergic receptorKi (nM)2.7N/AN/ADetails
BrimonidineAlpha-2C adrenergic receptorEC 50 (nM)3.4N/AN/ADetails
BrimonidineAlpha-2C adrenergic receptorKi (nM)44N/AN/ADetails