1452806-99-3

Basic information

• Product Name: C₂₄H₃₇N₃O₄
• CAS NO: 1452806-99-3
• Molecular Weight: 431.575
• Mol File: 1452806-99-3.mol

Chemical Properties

• CAS DataBase Reference: C₂₄H₃₇N₃O₄(CAS DataBase Reference)
• NIST Chemistry Reference: C₂₄H₃₇N₃O₄(1452806-99-3)
• EPA Substance Registry System: C₂₄H₃₇N₃O₄(1452806-99-3)

Safety Data

• Hazardous Substances Data: 1452806-99-3(Hazardous Substances Data)

Upstream product

• 108-94-1 cyclohexanone 
• 90-04-0 2-methoxy-phenylamine 
• 850570-34-2 N-(cyclohexylamino)-o-anisidine 

Downstream Products

• 1452806-95-9 N-cyclohexyl-2-(4-(4-(5-fluoro-1H-indol-3-yl)butyl)piperazin-1-yl)-N-(2-methoxyphenyl)acetamide 
• 1452806-91-5 2-(4-(4-(1H-indol-3-yl)butyl)piperazin-1-yl)-N-cyclohexyl-N-(2-methoxyphenyl)acetamide 
• 1452806-89-1 2-(4-(3-(1H-indol-3-yl)propyl)piperazin-1-yl)-Ncyclohexyl-N-(2-methoxyphenyl)acetamide 
• 1452806-87-9 2-(4-(3-(5-chloro-1H-indol-3-yl)propyl)piperazin-1-yl)-N-cyclohexyl-N-(2-methoxyphenyl)acetamide 
• 1452806-85-7 2-(4-(3-(5-chloro-1H-indol-3-yl)propyl)piperazin-1-yl)-N-cyclohexyl-N-(2-methoxyphenyl)acetamide 
• 1452806-83-5 N-cyclohexyl-2-(4-(3-(5-fluoro-1H-indol-3-yl)-propyl)piperazin-1-yl)-N-(2-methoxyphenyl)acetamide 
• 1452807-02-1 C₁₉H₂₉N₃O₂ 

Relevant articles and documents

Design, Synthesis, and Structure-Activity Relationship Studies of Novel Indolyalkylpiperazine Derivatives as Selective 5-HT1A Receptor Agonists

5-HT1A receptor (5-HT1AR) agonists have been implicated in the treatment of a variety of central nervous system (CNS) diseases such as depression and anxiety, et al. Based on our previously found compound FW01 (Ki = 51 ± 16 nM) obtained by virtual screening, a series of FW01 derivatives were designed and synthesized by the modification of the amide tail group as well as indole headgroup of FW01. SAR exploration found that amide tail group and indole headgroup play pivotal roles in determining the binding affinity and selectivity on dopamine and serotonin receptor subtypes. Among all tested compounds, 9_24 has a Ki value of 5 ± 0.6 nM with a good selectivity toward 5-HT1AR. The [35S] GTPγS assay showed that 9_24 is a full agonist toward 5-HT1AR with an EC50 value of 0.059 nM, which shows 266.2 and 146.4-fold selectivity to 5-HT2A and D3 respectively. Molecular dynamics simulations and molecular docking studies with 5-HT1AR-9_24 were performed to disclose the mechanism of its high activity and selectivity. Finally, a detailed stepwise 9_24 induced signal transduction mechanism of 5-HT1AR is proposed.

Design, synthesis, and evaluation of indolebutylamines as a novel class of selective dopamine D3 receptor ligands

A series of indolebutylamine derivatives were designed, synthesized, and evaluated as a novel class of selective ligands for the dopamine 3 receptor. The most potent compound 11q binds to dopamine 3 receptor with a Ki value of 124 nm and displays excellent selectivity over the dopamine 1 receptor and dopamine 2 receptor. Investigation based on structural information indicates that site S182 located in extracellular loop 2 may account for high selectivity of compounds. Interaction models of the dopamine 3 receptor-11q complex and structure-activity relationships were discussed by integrating all available experimental and computational data with the eventual aim to discover potent and selective ligands to dopamine 3 receptor.