Synthesis of novel analogues of the delta opioid ligand SNC-80 using AlCl3-promoted aminolysis.
Two focused libraries of delta opioid ligands were synthesised using AlCl3 facilitated aminolysis. Several compounds were identified with DOR binding affinities higher or similar to SNC-80. A novel acyclic derivative of SNC-80 produced antinociception in the acetic acid abdominal constriction test, which is at least partially mediated via the delta-opioid receptor.
Barn
D R
DR
Organon Laboratories Ltd., Newhouse, Scotland, UK.
Bom
A
A
Cottney
J
J
Caulfield
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WL
Morphy
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JR
D000077410:Aluminum Chloride; D017607:Aluminum Compounds / Q000737:chemistry*; D000818:Animals; D001549:Benzamides / Q000138:chemical synthesis*; D002712:Chlorides / Q000737:chemistry*; D020128:Inhibitory Concentration 50; D051379:Mice; D010879:Piperazines / Q000138:chemical synthesis*; D017465:Receptors, Opioid, delta / Q000737:chemistry*
D017607:Aluminum Compounds; D001549:Benzamides; D002712:Chlorides; D010879:Piperazines; D017465:Receptors, Opioid, delta; C088464:4-(alpha-(4-allyl-2,5-dimethyl-1-piperazinyl)-3-methoxybenzyl)-N,N-diethylbenzamide; D000077410:Aluminum Chloride