65709-39-9

Usage

Chemical structure

A piperazine backbone with a 3,4-dimethoxy-phenyl group attached.

Common uses

Building block in the synthesis of pharmaceuticals and research chemicals.

Pharmacological properties

Potential antidepressant and anxiolytic effects, effects on the central nervous system.

Potential therapeutic applications

Treatment of neurological and psychiatric disorders.

Research applications

Tool compound for studying serotonin receptors and other neurotransmitter systems.

InChI:InChI=1/C12H18N2O2.2ClH/c1-15-11-4-3-9(7-12(11)16-2)10-8-13-5-6-14-10;;/h3-4,7,10,13-14H,5-6,8H2,1-2H3;2*1H

Upstream product

• 1421005-05-1 C₂₆H₃₀N₂O₂ 
• 6380-23-0 3,4-dimethoxystyrene 
• 1835-02-5 2-Bromo-1-(3,4-dimethoxyphenyl)ethanone 
• 15462-03-0 3',4'-dimethoxyphenylglyoxal 
• 107-15-3 ethylenediamine 

Relevant academic research and scientific papers

Discovery of novel 2-(3-phenylpiperazin-1-yl)-pyrimidin-4-ones as glycogen synthase kinase-3β inhibitors

We herein describe the results of further evolution of glycogen synthase kinase (GSK)-3β inhibitors from our promising compounds containing a 2-phenylmorpholine moiety. Transformation of the morpholine moiety into a piperazine moiety resulted in potent GSK-3β inhibitors. SAR studies focused on the phenyl moiety revealed that a 4-fluoro-2-methoxy group afforded potent inhibitory activity toward GSK-3β. Based on docking studies, new hydrogen bonding between the nitrogen atom of the piperazine moiety and the oxygen atom of the main chain of Gln185 has been indicated, which may contribute to increased activity compared with that of the corresponding phenylmorpholine analogues. Effect of the stereochemistry of the phenylpiperazine moiety is also discussed.

A simple one-pot method for the mercuric oxide mediated synthesis of piperazines via oxidative diamination of olefins

Mercuric oxide mediated one-pot synthesis of substituted piperazines via oxidative diamination of olefins with N-protected ethylene diamine has been reported. Among the various conditions tried, mercuric(II)oxide/tetrafluoroboric acid gave good to excellent yields of the desired products. A series of piperazines have been synthesized and characterized by NMR and mass spectroscopy methods.

2-Arylpiperazine derivatives and the preparation thereof

A process is provided for preparing 2-arylpiperazine derivatives and more particularly, 2-phenylpiperazine derivatives of the formula STR1 wherein R represents a group selected from the group consisting of a halogen atom, a lower alkyl group (having carbon atoms of 1 to about 8, preferably 1 to 4), a lower alkoxy group (having carbon atoms of 1 to about 8, preferably 1 to 4), a nitro group, a cyano group, a benzyloxy group, a hydroxy group and when n is 2 R is a methylenedioxy group, and n represents 1, 2 or 3.