164934-25-2

Upstream product

• 6940-78-9 4-chlorobutyl bromide 
• 3722-51-8 3-hydroxyxanthen-9-one 

Downstream Products

• 164934-40-1 3-{4-[(3-methoxy-benzyl)-methyl-amino]-butoxy}-xanthen-9-one 
• 164934-30-9 3-[4-(benzyl-methyl-amino)-butoxy]-xanthen-9-one 
• 164934-45-6 3-[N-methyl-N-(3-hydroxybenzyl)amino]butoxyxanthen-9-one 

Relevant academic research and scientific papers

Cholinesterase inhibitors: SAR and enzyme inhibitory activity of 3-[ω-(benzylmethylamino)alkoxy]xanthen-9-ones

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.

Cholinergic Agents. Synthesis and Acetylcholinesterase Inhibitory Activity of Some ω-[N-Methyl-N-(3-alkylcarbamoyloxyphenyl)methyl]aminoalkoxyxanthen-9-ones

A series of ω-[N-methyl-N-(3-alkylcarbamoyloxyphenyl)methyl]aminoalkoxyxanthen-9-ones was prepared. The alkoxy chain occupies, alternatively, the positions 2, 3 and 4 of the xanthone moiety and has a variable length. The compounds were evaluated for acetylcholinesterase inhibitory activity. Some in this series were revealed to be more potent than physostigmine. Optimum activity was found with the 3 position and with a four or three carbon chain length separating the benzylamino group from the xanthenonyloxy moiety.