29048-58-6Relevant academic research and scientific papers
Benzofuropyridin-6-ols: Synthesis, Affinity for Opioid-Receptor Subtypes, and Antinociceptive Activity
Hutchison, Alan J.,Jesus, Reynalda de,Williams, Michael,Simke, John P.,Neale, Robert F.,et al.
, p. 2221 - 2226 (1989)
A general synthetic approach to a novel series of cis-1,2,3,4,4a,9a-hexahydrobenzofuropyridin-6-ols is described together with their receptor-binding profile on opioid-receptor subtypes (μ, κ, δ).In addition, their in vivo antinociceptive activity
Probes for narcotic receptor mediated phenomena. 39. Enantiomeric n-substituted benzofuro[2,3-c]pyridin-6-ols: synthesis and topological relationship to oxide-bridged phenylmorphans
Zhang, Yi,Lee, Yong Sok,Rothman, Richard B.,Dersch, Christina M.,Deschamps, Jeffrey R.,Jacobson, Arthur E.,Rice, Kenner C.
experimental part, p. 7570 - 7579 (2010/05/18)
Enantiomers of N-substituted benzofuro[2,3-c]pyridin-6-ols have been synthesized, and the subnanomolar affinity and potent agonist activity of the known racemicN-phenethyl substituted benzofuro[2,3-c]pyridin-6-ol can now be ascribed to the 4aS,9aRenantiomer. The energy-minimized structures suggest that the active enantiomer bears a greater three-dimensional resemblance to morphine than to an ostensibly structurally similar oxide-bridged phenylmorphan. Structural features of the conformers of N-substituted benzofuro[2,3-c]pyridin- 6-ols were compared to provide the rationale for their binding affinity.
