text: The preparation and human muscarinic receptor profiling of oxybutynin and N-desethyloxybutynin enantiomers.
  Oxybutynin (1) is a non-selective muscarinic receptor antagonist that is used clinically for the treatment of urinary incontinence. The major metabolite of oxybutynin in humans is desethyloxybutynin (2). We have prepared the enantiomers of 1 and 2 and evaluated their ability to displace N-CT(3)-scopolamine chloride ((3)H-NMS) binding on human cloned muscarinic m1-5 receptors. Compounds 1 and 2 potently displaced (3)H-NMS binding at m1, m3 and m4 receptors, but were less potent at the m2 and m5 subtypes. However, metabolite 2 was more potent than the parent compound 1 in the binding assay. In general the R enantiomers were more potent than their respective S enantiomers. Therefore, we suggest that the cholinergic side effects associated with 2 may be due to its greater apparent potency with m1 and m3 receptors, especially of its R-enantiomer, when compared with parent drug 1.
entities.id: T10 T11 T12 T13 T14 T15 T1 T2 T3 T4 T5 T6 T7 T8 T9
entities.type: GENE-N GENE-N GENE-Y GENE-Y GENE-N GENE-N CHEMICAL CHEMICAL CHEMICAL CHEMICAL CHEMICAL CHEMICAL CHEMICAL CHEMICAL GENE-N
entities.text: muscarinic receptor m1, m3 and m4 receptors m2 m5 m1 and m3 receptors human muscarinic receptor Oxybutynin oxybutynin desethyloxybutynin N-CT(3)-scopolamine chloride (3)H-NMS (3)H-NMS oxybutynin N-desethyloxybutynin human cloned muscarinic m1-5 receptors