Synthesis and pharmacological characterization of beta2-adrenergic agonist enantiomers: zilpaterol.

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Kern C, Meyer T, Droux S, Schollmeyer D, Miculka C

Synthesis and pharmacological characterization of beta2-adrenergic agonist enantiomers: zilpaterol.

J Med Chem. 2009 Mar 26;52(6):1773-7. doi: 10.1021/jm801211c.

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19245211 [ View in PubMed
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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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