32361-74-3Relevant academic research and scientific papers
Copper-catalyzed tandem [2,3]-Rearrangement and 6π-3-Azatriene electrocyclization in (E) -O -Propargylic α,β-Unsaturated oximes
Nakamura, Itaru,Zhang, Dong,Terada, Masahiro
supporting information; experimental part, p. 7884 - 7886 (2010/07/16)
Cu-catalyzed cyclizations of (E)-O-propargylic oximes of α,β-unsaturated aldehydes were successfully carried out to afford the corresponding pyridine oxides in good to high yields. As an example, (E)-acrylaldehyde O-1,3-diphenylprop-2-ynyl oxime (1b) was reacted for 5 h in the presence of CuBr(PPh3)3 (10 mol %) and PPh3 (10 mol %) in DMSO at 120 C to afford 3-benzyl-2-phenylpyridine-N-oxide (2b) in 84% yield. In this case, the reaction proceeded via Cu-catalyzed propargyl oxime-allenyl nitrone rearrangement followed by 6-3-azatriene electrocyclization.
2-substituted piperidines, pyrrolidines and hexahydro-1H-azepines promote release of growth hormone
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, (2008/06/13)
The present invention is directed to certain piperidine, pyrrolidine, and hexahydro-1H-azepine compounds of the general structural formula: STR1 wherein R1, R3, R4, R5, A, W, X, Y, and n axe as defined herein. T
Some Benzyl-Substituted Imidazoles, Triazoles, Tetrazoles, Pyridinethiones, and Structural Relatives as Multisubstrate Inhibitors of Dopamine β-Hydroxylase. 4. Structure-Activity Relationships at the Copper Binding Site
Kruse, Lawrence I.,Kaiser, Carl,DeWolf, Walter E.,Finkelstein, Joseph A.,Frazee, James S.,et al.
, p. 781 - 789 (2007/10/02)
Structure-activity relationships (SAR) were determined for novel multisubstrate inhibitors of dopamine β-hydroxylase (DBH; EC 1.14.17.1) by examining the effects upon in vitro inhibitory potencies resulting from structural changes at the copper-binding region of inhibitor.Attempts were made to determine replacement groups for the thione sulfur atom of the prototypical inhibitor 1-(4-hydroxybenzyl)imidazole-2-thione described previously.The synthesis and evaluation of oxygen and nitrogen analogues of the soft thione group demonstrated the sulfur atom to be necessary for optimal activity.An additional series of imidazole-2-thione relatives was prepared in an effort to probe the relationship between the pKa of the ligand group and inhibitor potency.In vitro inhibitory potency was shown not to correlate with ligand pKa over a range of approximately 10 pKa units, and a rationale for this is advanced.Additional ligand modifications were prepared in order to explore bulk tolerance at the enzyme oxygen binding site and to determine the effects of substituting a six-membered ligand group for the five-membered imidazole-2-thione ligand.
Evaluation of the Polar-Inductive and Mesomeric Effects exerted on Contiguous Functionalities by N-Oxidopyridinium Groups
Barchiesi, Emma,Bradamante, Silvia,Carfagna, Carla,Ferraccioli, Raffaella,Giorgio, A.,Pagni, Giorgio A.
, p. 1009 - 1014 (2007/10/02)
The polar-inductive and mesomeric effects (and mixtures thereof) of N-oxipyridinium-2-, -3-, and 4-yl functionalities have been evaluated in terms of the δIB, δR-, and δ-C scales previously defined.Values were generated fr
