2246-20-0Relevant articles and documents
Design and synthesis of novel delta opioid receptor agonists and their pharmacologies
Nagase, Hiroshi,Osa, Yumiko,Nemoto, Toru,Fujii, Hideaki,Imai, Masayuki,Nakamura, Takashi,Kanemasa, Toshiyuki,Kato, Akira,Gouda, Hiroaki,Hirono, Shuichi
, p. 2792 - 2795 (2009)
We re-examined the accessory site of the 4,5-epoxymorphinan skeleton by camdas conformational analysis in an effort to deign novel δ opioid receptor antagonists. We synthesized three novel compounds (SN-11, 23 and 28) with a 10-methylene bridge and withou
Synthesis and pharmacological evaluation of aminothiazolomorphinans at the Mu and Kappa opioid receptors
Provencher, Brian A.,Sromek, Anna W.,Li, Wei,Russell, Shayla,Chartoff, Elena,Knapp, Brian I.,Bidlack, Jean M.,Neumeyer, John L.
, p. 8872 - 8878 (2013)
Previous studies with aminothiazolomorphinans suggested that this class of opioid ligands may be useful as a potential pharmacotherapeutic to decrease drug abuse. Novel aminothiazole derivatives of cyclorphan were prepared to evaluate a series of aminothiazolomorphinans with varying pharmacological properties at the κ opioid receptor (KOR) and μ opioid receptor (MOR). This study was focused on exploring the regioisomeric analogs with the aminothiazole on the C-ring of the morphinan skeleton. Receptor binding and [35S] GTPγS binding assays were used to characterize the affinity and pharmacological properties of the aminothiazolomorphinans. Intracranial self-stimulation (ICSS) was used to compare the effects of a representative aminothiazolomorphinan with the morphinan mixed-KOR/MOR agonist butorphan (MCL-101) on brain-stimulation reward.
Rapid access to morphinones: removal of 4,5-ether bridge with Pd-catalyzed triflate reduction
Hupp, Christopher D.,Neumeyer, John L.
supporting information; experimental part, p. 2359 - 2361 (2010/06/13)
A new synthetic method for the removal of the 4,5-bridged ether moiety of several opioids has been developed. This process offers a faster, simpler synthetic route to obtain the morphinone scaffold in high yields without the need for protection of the ketone moiety.