114943-72-5Relevant articles and documents
Cholinesterase inhibitors: SAR and enzyme inhibitory activity of 3-[ω-(benzylmethylamino)alkoxy]xanthen-9-ones
Piazzi, Lorna,Belluti, Federica,Bisi, Alessandra,Gobbi, Silvia,Rizzo, Stefano,Bartolini, Manuela,Andrisano, Vincenza,Recanatini, Maurizio,Rampa, Angela
, p. 575 - 585 (2007)
In this work, we further investigated a previously introduced class of cholinesterase inhibitors. The removal of the carbamic function from the lead compound xanthostigmine led to a reversible cholinesterase inhibitors 3. Some new 3-[ω-(benzylmethylamino)alkoxy]xanthen-9-one analogs were designed, synthesized, and evaluated for their inhibitory activity against both acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE). The length of the alkoxy chain of compound 3 was increased and different substituents were introduced. From the IC50 values, it clearly appears that the carbamic residue is crucial to obtain highly potent AChE inhibitors. On the other hand, peculiarity of these compounds is the high selectivity toward BuChE with respect to AChE, being compound 12 the most selective one (6000-fold). The development of selective BuChE inhibitors may be of great interest to clarify the physiological role of this enzyme and to provide novel therapeutics for various diseases.
Isoquinolinium Salt Syntheses from Cyclopalladated Benzaldimines and Alkynes
Wu, Guangzhong,Geib, Steven J.,Rheingold, Arnold L.,Heck, Richard F.
, p. 3238 - 3241 (2007/10/02)
Cyclopalladated, N-substituted benzaldimine tetrafluoroborates react with disubstituted alkynes in poor to good yields to form isoquinolinium tetrafluoroborates.The reaction is particularly useful for preparing trisubstituted products.Electron-donating substituens may be presented at the 5, 6, 7, and 8 positions, as well.Methyl (p-benzoxyphenyl)propiolate adds to cyclopalladated N-methyl-3-benzoxy-4-methoxybenzaldimine tetrafluoroborate to form the 3-arylisoquinolinium salt. 3-Hexyne reacts with cyclopalladated N-phenylbenzaldymine chloro dimer at 150 deg C to form the isoquinolinium chloride but at less than half (29percent) the yield that is obtained from the corresponding tetrafluoroborate.