4950-04-3Relevant academic research and scientific papers
Structure-based design and parallel synthesis of N-benzyl isatin oximes as JNK3 MAP kinase inhibitors
Cao, Jingrong,Gao, Huai,Bemis, Guy,Salituro, Francesco,Ledeboer, Mark,Harrington, Edmund,Wilke, Susanne,Taslimi, Paul,Pazhanisamy,Xie, Xiaoling,Jacobs, Marc,Green, Jeremy
scheme or table, p. 2891 - 2895 (2010/01/16)
A series of N-benzylated isatin oximes were developed as inhibitors of the mitogen-activated kinase, JNK3. X-ray crystallographic structures aided in the design and synthesis of novel, selective compounds, that inhibit JNK3, but not p38 MAP kinase and provided key insights into understanding the behavior of gatekeeper residue methionine-146 in determining target selectivity for this series.
Synthesis of 2-(2,6-dinitrophenyl)malonates, -acetates and acetonitrile by copper-mediated vicarious nucleophilic substitution
Haglund,Nilsson
, p. 242 - 243 (2007/10/02)
A regioselective, vicarious nucleophilic substitution of 1,3- dinitrobenzene with α-bromo- and iodocarbanions proceeds in the presence of copper(1) tert-butoxide and pyridine giving 2,6-dinitrophenylmalonates, 2,6- dinitrophenylacetates or 2,6-dinitrophenylacetonitrile as the only isomers from bromomalonate esters, bromoacetate esters, iodoacetate esters or iodoacetonitrile, respectively. Without copper(I) tert-butoxide, the 4- substituted isomer is the only product. We believe that the reaction proceeds via a σ-adduct of 1,3-dinitrobenzene and halocarbanion from which hydrogen and halogen are eliminated. This elimination is dependent upon the concentration of copper(I) tert-butoxide.
