2-Aminothiazole-Derived Opioids. Bioisosteric Replacement of Phenols
journal contributionposted on 08.04.2004, 00:00 by Ao Zhang, Wennan Xiong, James E. Hilbert, Emily K. DeVita, Jean M. Bidlack, John L. Neumeyer
A series of aminothiazole-derived morphinans, benzomorphans, and morphine were synthesized. Although their affinities were somewhat lower than their phenol prototypes, one compound (9a, ATPM) has been identified possessing high affinity and selectivity at the κ receptor. Functional assays showed that 9a was a full κ but partial μ agonist; the efficacy at κ was significantly greater than at μ receptors. This novel compound may be valuable for the development of long-acting analgesics and drug abuse medication.