3-(4-Piperidinyl)indoles and 3-(4-piperidinyl)pyrrolo-[2,3-b]pyridines as ligands for the ORL-1 receptor.
A novel series of indoles and 1H-pyrrolo[2,3-b]pyridines having a piperidine ring at the 3-position were synthesized and found to bind with high affinity to the ORL-1 receptor. Structure-activity relationships at the piperidine nitrogen were investigated in each series. Substitution on the phenyl ring and nitrogen atom of the indole and 1H-pyrrolo[2,3-b]pyridine cores generated several selective high-affinity ligands that were agonists of the ORL-1 receptor.
Bignan
Gilles C
GC
Johnson & Johnson Pharmaceutical Research and Development, L.L.C PO Box 300, 1000 Route 202, Raritan, NJ 08869, USA. gbignan@gmail.com
Battista
Kathleen
K
Connolly
Peter J
PJ
Orsini
Michael J
MJ
Liu
Jingchun
J
Middleton
Steven A
SA
Reitz
Allen B
AB
D001665:Binding Sites; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D008024:Ligands; D015394:Molecular Structure; D010880:Piperidines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D011725:Pyridines / Q000737:chemistry / Q000494:pharmacology*; D011758:Pyrroles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D011957:Receptors, Opioid / Q000819:agonists*; D013329:Structure-Activity Relationship; D000094942:Nociceptin Receptor
D007211:Indoles; D008024:Ligands; D010880:Piperidines; D011725:Pyridines; D011758:Pyrroles; D011957:Receptors, Opioid; D000094942:Nociceptin Receptor