Abstract

Substitution of fluorine for hydrogen in position 2, 5, or 6 of the aromatic ring of norepinephrine markedly alters the α- and β-adrenergic agonist properties of norepinephrine. The 6-fluoro isomer is an α-adrenergic agonist with virtually no β agonist activity, while the 2-fluoro isomer is a β-adrenergic agonist with little α activity. The 5-fluoro isomer is equipotent with norepinephrine as an α agonist and significantly more potent as a β agonist. The possible physiochemical basis for these differences is discussed.

Keywords

AgonistChemistryNorepinephrineBETA (programming language)Partial agonistAdrenergic agonistAdrenergic receptorEndocrinologyInternal medicinePharmacologyReceptorMedicineBiochemistryDopamine

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Publication Info

Year
1979
Type
article
Volume
204
Issue
4398
Pages
1217-1219
Citations
47
Access
Closed

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Daniéle Cantacuzène, Kenneth L. Kirk, David H. McCulloh et al. (1979). Effect of Fluorine Substitution on the Agonist Specificity of Norepinephrine. Science , 204 (4398) , 1217-1219. https://doi.org/10.1126/science.221978

Identifiers

DOI
10.1126/science.221978