482647-19-8

Upstream product

• 6269-89-2 1-(4-Nitrophenyl)piperazine 
• 109-70-6 1.3-chlorobromopropane 

Downstream Products

• 482647-21-2 4-methoxy-7-{3-[4-(4-nitro-phenyl)-piperazin-1-yl]-propoxy}-chromen-2-one 
• 482647-20-1 4-methoxy-6-{3-[4-(4-nitro-phenyl)-piperazin-1-yl]-propoxy}-chromen-2-one 
• 482647-23-4 4-hydroxy-7-{3-[4-(p-nitrophenyl)-1-piperazinyl]propyloxy}coumarin 
• 482647-22-3 4-hydroxy-6-{3-[4-(p-nitrophenyl)-1-piperazinyl]propyloxy}coumarin 
• 1034266-15-3 C₂₀H₂₆N₄O₅S 

Relevant academic research and scientific papers

Synthesis and structure-activity relationships of new arylpiperazines: Para substitution with electron-withdrawing groups decrease binding to 5-HT1A and D2A receptors

Compounds in which N-phenylpiperazines were linked by a propyloxy chain to position 6 or 7 of a coumarin ring were designed and synthesised, and their affinities for 5-HT1A and D2A receptors were determined by radioligand binding assays. The influence of para substitution in the phenyl ring, substitution at position 4 of the coumarin system, and the coumarin position at which the piperazinylalkyl chain is linked was explored. Electron-withdrawing phenyl ring substituents para to the piperazine strongly reduced activity at both receptors. Binding at 5HT1A was influenced by the bulk of substituents at position 4 of the coumarin system, and binding at D2A by their electronic properties. Neither binding affinity was significantly affected by whether the piperazinylalkyl chain was inserted at position 6 or 7 of the coumarin system.

Preparation of piperazine derivatives as 5-HT7 receptor antagonists

Twenty-four compounds of 4-methoxy-N-[3-(4-substituted phenyl-piperazine-1-yl)propyl] benzene sulfonamides and N-[3-(4-substituted phenyl-piperazine-1-yl)propyl] naphthyl sulfonamides were prepared and evaluated as 5-HT7 receptor antagonists. Most of the compounds showed the IC50 values of 12-580 nM. Four methyl branched analogues were also obtained, but the activity for methyl branched analogues was almost same as its straight chain congeners. Among the synthesized compounds, 3c showed a good activity on 5-HT7 receptors and a good selectivity on 5-HT1a, 5-HT2a, 5-HT2c, and 5-HT6 receptors.

Microwave-assisted solvent-free synthesis of 3-[(4-substituted piperazin-1-yl)alkyl] imidazo[2,1-b][1,3]benzothiazol-2(3H)-ones as serotonin3 (5-HT3) receptor antagonists

A series of novel 3-[(4-substituted piperazin-1-yl)alkyl]imidazo[2,1-b][1, 3]benzothiazol-2(3H)-ones were prepared by microwave irradiation using alumina as solid support and also by a conventional method. The compounds were characterized by spectral data and the purity was ascertained by microanalysis. The synthesized compounds were evaluated for 5-hydroxytryptamine3 antagonisms in a longitudinal muscle-myenteric plexus preparation from guinea pig ileum against the 5-hydroxytryptamine3 agonist, 2-methyl-5-hydroxytryptamine. Among the test compounds, 3-[2-(4-methylpiperazin- 1-yl)ethyl]imidazo[2,1-6][1,3]benzothiazol-2(3H)-one (3b) showed most favorable 5-hydroxytryptamine3 antagonism (pA2 6.7) in the isolated guinea pig ileum.