N-3 (9)-Arylpropenyl-N-9 (3)-propionyl-3, 9-diazabicyclo [3.3. 1] nonanes as μ-Opioid receptor agonists. Effects on μ-Affinity of arylalkenyl chain modifications

GA Pinna, G Cignarella, G Loriga, G Murineddu…

Index: Pinna, Gerard A.; Cignarella, Giorgio; Loriga, Giovanni; Murineddu, Gabriele; Mussinu, Jean-Mario; Ruiu, Stefania; Fadda, Paola; Fratta, Walter Bioorganic and Medicinal Chemistry, 2002 , vol. 10, # 6 p. 1929 - 1937

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Citation Number: 10

Abstract

Two series of N-3-arylpropenyl-N-9-propionyl-3, 9-diazabicyclo [3.3. 1] nonanes (1b–j) and of the reverted N-3-propionyl-N-9-arylpropenyl isomers (2b–j) as analogues of the previously reported analgesic N-3 (9)-cinnamyl-N-9 (3)-propionyl-3, 9-diazabicyclo [3.3. 1] nonanes (DBN)(1a, 2a) were synthesised and their affinity and selectivity towards opioid μ-, δ-and κ-receptors were evaluated. Several compounds (1e, i, j–2d, e, f, g, j) exhibited a μ- ...

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