Synthesis of a novel 6,14-epoxymorphinan derivative and its pharmacology.
A novel 6,14-epoxymorphinan benzamide derivative (NS22) was synthesized, which showed opioid kappa receptor agonistic activity in the [(35)S]GTPgammaS binding assay. The antinociceptive effect of NS22 was evaluated in the tail-flick and the hot-plate test. This compound showed a potent antinociceptive activity in mice by s.c. administration, which was attenuated with nor-BNI (selective opioid kappa receptor antagonist).
Nemoto
Toru
T
Department of Medicinal Chemistry, School of Pharmacy, Kitasato University, 5-9-1, Shirokane, Minato-ku, Tokyo 108-8641, Japan.
Fujii
Hideaki
H
Narita
Minoru
M
Miyoshi
Kan
K
Nakamura
Atsushi
A
Suzuki
Tsutomu
T
Nagase
Hiroshi
H
D000700:Analgesics / Q000494:pharmacology; D000818:Animals; D001549:Benzamides / Q000138:chemical synthesis* / Q000494:pharmacology; D002626:Chemistry, Pharmaceutical / Q000379:methods*; D015195:Drug Design; D016244:Guanosine 5'-O-(3-Thiotriphosphate) / Q000378:metabolism; D006860:Hydrogen Bonding; D007279:Injections, Subcutaneous; D007477:Ions; D008024:Ligands; D051379:Mice; D008954:Models, Biological; D008956:Models, Chemical; D009019:Morphinans / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D011485:Protein Binding; D017473:Receptors, Opioid, kappa / Q000737:chemistry
D000700:Analgesics; D001549:Benzamides; D007477:Ions; D008024:Ligands; D009019:Morphinans; C540147:NS22 compound; D017473:Receptors, Opioid, kappa; D016244:Guanosine 5'-O-(3-Thiotriphosphate)