Stereoselective interaction of procyclidine, hexahydro-difenidol, HEXBUTINOL (cas 100274-02-0) and oxyphencyclimine, and of related antagonists, with four muscarinic receptors

Add time:07/17/2019    Source:sciencedirect.com

We investigated the binding properties of the (R)- and (S)-enantiomers of the muscarinic antagonists trihexyphenidyl, procyclidine, hexahydro-difenidol, p-fluoro-hexahydro-difenidol, HEXBUTINOL (cas 100274-02-0), p-fluoro-hexbutinol, and their corresponding methiodides at muscarinic M1, M2, M3 and M4 receptor subtypes. In addition, binding properties of the (R)- and (S)-enantiomers of oxyphenycyclimine were studied. The (R)- enantiomers (cutomers) of all the compounds had a greater affinity than the (S)-isomers for the four muscarinic receptor subtypes. The binding patterns of the (R)- and (S)-enantiomers were generally different. We did not observe any general correlation between the potency of the high-affinity enantiomer and the affinity ratio (eudismic ratio) of the two enantiomers. The results are discussed in terms of a ‘four subsites’ binding model.

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