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1-[1-(trans-4-Isopropylcyclohexyl)piperidin-4-yl]indolin-2-one, one of a novel series of nociceptin receptor ligands

Acta Cryst. (2004). E60, o791–o792 [ doi:10.1107/S1600536804008682]

[a N-(4-piperidinyl)-2-indolinone]
A series of N-(4-piperidinyl)-2-indolinones have been discovered as a new class of nociceptin (NOP) receptor ligands. The physiological role of the NOP receptor and its ligand has been the focus of intense research. This paper reports on a member of this new series based on the 1,3-dihydroindolin-2-one heterocyclic scaffold. This series is particularly interesting because subtle changes in the piperidine N-1 substituent result in the production of both antagonists and agonists, the title compound being a weak agonist. In this example changing only the configuration of the cyclohexyl-isopropyl group from trans to cis converts this weak agonist to a strong agonist.

J. R. Deschamps, D. Parrish, N. T. Zaveri and F. Jiang