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Bioorg Med Chem Lett. 2012 Apr 15;22(8):2689-92. doi: 10.1016/j.bmcl.2012.03.001. Epub 2012 Mar 8.

Design and synthesis of novel opioid ligands with an azabicyclo[2.2.2]octane skeleton and their pharmacologies.

Author information

1
School of Pharmacy, Kitasato University, Tokyo, Japan.

Abstract

A novel opioid ligand possessing a stable and cyclic imine 16 and its derivatives with an azabicyclo[2.2.2]octane skeleton were synthesized. The imine 16 showed higher affinity for the μ receptor than compound 21 with an oxabicyclo[2.2.2]octane skeleton. Azabicyclo[2.2.2]octane derivative 18d with a cyclopropylmethyl group on the 8-nitrogen showed the highest affinity for the μ receptor among the synthesized derivatives.

PMID:
22445285
DOI:
10.1016/j.bmcl.2012.03.001
[Indexed for MEDLINE]

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