6533b858fe1ef96bd12b6dd0

RESEARCH PRODUCT

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

Serge DrouxThorsten MeyerDieter SchollmeyerChristopher KernChristian Miculka

subject

AgonistTrimethylsilyl CompoundsStereochemistrymedicine.drug_classZilpaterolAbsolute configurationBiological activityStereoisomerismPharmacologyAdrenergic beta-AgonistsReceptor antagonistCrystallography X-RayRecombinant Proteinschemistry.chemical_compoundchemistryDrug DiscoverymedicineMolecular MedicineHumansEnantiomerReceptorBeta (finance)Adrenergic beta-2 Receptor AgonistsChromatography High Pressure Liquid

description

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.

yearjournalcountryeditionlanguage
2009-02-28Journal of medicinal chemistry
10.1021/jm801211chttps://pubmed.ncbi.nlm.nih.gov/19245211