56633-08-0Relevant academic research and scientific papers
Design, synthesis, and biological evaluation of Erythrina alkaloid analogues as neuronal nicotinic acetylcholine receptor antagonists
Crestey, Fran?ois,Jensen, Anders A.,Borch, Morten,Andreasen, Jesper Tobias,Andersen, Jacob,Balle, Thomas,Kristensen, Jesper Langgaard
supporting information, p. 9673 - 9682 (2014/01/06)
The synthesis of a new series of Erythrina alkaloid analogues and their pharmacological characterization at various nicotine acetylcholine receptor (nAChR) subtypes are described. The compounds were designed to be simplified analogues of aromatic erythrinanes with the aim of obtaining subtype-selective antagonists for the nAChRs and thereby probe the potential of using these natural products as scaffolds for further ligand optimization. The most selective and potent nAChR ligand to come from the series, 6,7-dimethoxy-2- methyl-1,2,3,4-tetrahydroisoquinoline (3c) (also a natural product by the name of O-methylcorypalline), displayed submicromolar binding affinity toward the α4β2 nAChR with more than 300-fold selectivity over α4β4, α3β4, and α7. Furthermore, this lead structure (which also has inhibitory activity at monoamine oxidases A and B and at the serotonin and norepinephrine transporters) showed antidepressant-like effect in the mouse forced swim test at 30 mg/kg.
Rhodium catalyzed hydrogenation of quinolines and isoquinolines under water-gas shift conditions
Murahashi,Imada,Hirai
, p. 2968 - 2976 (2007/10/02)
Wide variety of quinolines and isoquinolines can be hydrogenated selectively in the nitrogen-containing ring by means of carbon monoxide and water in the presence of catalytic amount of rhodium carbonyl cluster. These reactions provide a useful method for the preparation of 1,2,3,4-tetrahydroquinolines and 1,2,3,4-tetrahydroisoquinolines which are key intermediates for the synthesis of isoquinoline alkaloids and other biologically active nitrogen compounds.
RHODIUM CATALYZED HYDROGENATION OF NITROGEN HETEROAROMATICS UNDER WATER GAS SHIFT CONDITIONS. SELECTIVE SYNTHESIS OF 1,2,3,4-TETRAHYDROQUINOLINES AND N-FORMYL-1,2,3,4-TETRAHYDROISOQUINOLINES
Murahashi, Shun-Ichi,Imada, Yasushi,Hirai, Yoshiaki
, p. 77 - 80 (2007/10/02)
Quinolines and isoquinolines are hydrogenated selectively in the nitrogen-containing ring by means of carbon monoxide and water in the presence of catalytic amount of rhodium carbonyl cluster.
