Optically Pure (-)-4-[(N-Allyl-3-Methyl-4-Piperidinyl)Phenylamino]-N,N-DIETHYLBENZAMIDE (cas 1696-17-9) Displays Selective Binding and Full Agonist Activity for the δ Opioid Receptor

Add time:09/26/2019    Source:infona.pl

The optical isomers of 4-[(N-allyl-3-methyl-4-piperidinyl)phenylamino]-N,N-diethylbenzamide (3) have been prepared and tested in both binding and functional assays. The data show that (-)-3 is responsible for the δ opioid activity demonstrated by the racemic material. This compound displays a binding affinity of 5.5 nM for the δ opioid receptor as well as a 470-fold δ versus μ selectivity. Importantly, (-)-3 is a full agonist at the δ receptor in comparison with SNC-80 (2). Taken together, the data suggest that (-)-3 behaves more like the prototypical δ agonists, BW373U86 or SNC-80, and less like the peptidomimetic compound SL-3111 (5).

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