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Synthesis and pharmacological characterization of beta2-adrenergic agonist enantiomers: zilpaterol
Christopher Kern1, Thorsten Meyer, Serge Droux
1Intervet Innovation GmbH, Zur Propstei, D 55270 Schwabenheim, Germany.
Abstract:
The beta-adrenergic agonist 1 (zilpaterol) is used as production enhancer in cattle. Binding experiments of separated enantiomers on recombinant human beta(2)-adrenergic and mu-opioid receptors and functional studies showed that the (-)-1 enantiomer accounts for essentially all the beta(2)-adrenergic agonist activity and that it exhibits less affinity toward the mu-opioid receptor than (+)-1, which is a mu-opioid receptor antagonist. X-ray crystallography revealed the absolute configuration of (-)-1 to be 6R,7R.
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