586410-15-3

Basic information

• Product Name: Benzenamine, 4-[(1E)-2-(3,5-dimethoxyphenyl)ethenyl]-
• CAS NO: 586410-15-3
• Molecular Formula: C16H17NO2
• Molecular Weight: 255.316
• Mol File: 586410-15-3.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: Benzenamine, 4-[(1E)-2-(3,5-dimethoxyphenyl)ethenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, 4-[(1E)-2-(3,5-dimethoxyphenyl)ethenyl]-(586410-15-3)
• EPA Substance Registry System: Benzenamine, 4-[(1E)-2-(3,5-dimethoxyphenyl)ethenyl]-(586410-15-3)

Safety Data

• Hazardous Substances Data: 586410-15-3(Hazardous Substances Data)

Upstream product

• 636-98-6 p-nitrobenzene iodide 
• 40243-87-6 3,5-dimethoxystyrene 
• 108957-75-1 diethyl 3,5-dimethoxybenzylphosphonate 
• 877-88-3 3,5-dimethoxybenzyl bromide 
• 705-76-0 3,5-dimethoxybenzyl alcohol 
• 7311-34-4 3,5-dimethoxybenzaldehdye 
• 619-73-8 4-nitrobenzyl chloride 
• 586410-18-6 (E)-1,3-dimethoxy-5-(4-nitrostyryl)benzene 
• 555-16-8 4-nitrobenzaldehdye 
• 24131-30-4 (3,5-dimethoxybenzyl)triphenylphosphonium bromide 

Downstream Products

• 1446410-58-7 2-((4-((E)-2-(3,5-dimethoxystyryl))phenylamino)methyl)-5-methoxyphenol 
• 1446410-60-1 2-((4-((E)-2-(3,5-dimethoxystyryl))phenylamino)methyl)-N,N-dimethylaniline 
• 1446410-62-3 4-((E)-2-(3,5-dimethoxystyryl))-N-(2-methoxybenzyl)aniline 
• 1446410-63-4 N-((1H-pyrrol-3-yl)methyl)-4-((E)-2-(3,5-dimethoxystyryl))aniline 
• 1446410-64-5 N-((1H-indol-3-yl)methyl)-4-((E)-2-(3,5-dimethoxystyryl))aniline 
• 1446410-66-7 4-amino-2-((4-((E)-2-(3,5-dimethoxystyryl))phenylamino)methyl)phenol 
• 1446410-70-3 2-((4-((E)-2-(3,5-dimethoxystyryl))phenylamino)methyl)-4-(propylamino)phenol 
• 1446410-71-4 2-((4-((E)-2-(3,5-dimethoxystyryl))phenylamino)methyl)-4-(isobutylamino)phenol 
• 1446410-72-5 2-((4-((E)-2-(3,5-dimethoxystyryl))phenylamino)methyl)-4-(isopropylamino)phenol 
• 1446410-73-6 5-((E)-2-(4-(2-hydroxybenzylamino)phenyl)ethenyl)benzene-1,3-diol 
• 1446410-48-5 2-((4-((E)-2-(3,5-dimethoxystyryl))phenylamino)methyl)phenol 
• 1446410-74-7 3-((4-((E)-2-(3,5-dihydroxystyryl))phenylamino)methyl)benzene-1,2-diol 
• 1446410-76-9 5-((E)-2-(4-(2-hydroxy-5-nitrobenzylamino)phenyl)ethenyl)benzene-1,3-diol 
• 1446410-77-0 5-((E)-2-(4-(5-(dimethylamino)-2-hydroxybenzylamino)phenyl)ethenyl)benzene-1,3-diol 

Relevant articles and documents

Discovery of efficient stimulators for adult hippocampal neurogenesis based on scaffolds in dragon's blood

Reduction of hippocampal neurogenesis caused by aging and neurological disorders would impair neural circuits and result in memory loss. A new lead compound (N-trans-3′,4'-methylenedioxystilben-4-yl acetamide 27) has been discovered to efficiently stimulate adult rats' neurogenesis. In-depth structure-activity relationship studies proved the necessity of a stilbene scaffold that is absent in highly cytotoxic analogs such as chalcones and heteroaryl rings and inactive analogs such as diphenyl acetylene and diphenyl ethane, and validated the importance of an NH in the carboxamide and a methylenedioxy substituent on the benzene ring. Immunohistochemical staining and biochemical analysis indicate, in contrast to previously reported neuroprotective chemicals, N-stilbenyl carboxamides have extra capacity for neuroproliferation-type neurogenesis, thereby providing a foundation for improving the plasticity of the adult mammalian brain.

Tacrine-resveratrol fused hybrids as multi-target-directed ligands against Alzheimer's disease

Multi-target drug discovery is one of the most followed approaches in the active central nervous system (CNS) therapeutic area, especially in the search for new drugs against Alzheimer's disease (AD). This is because innovative multi-target-directed ligands (MTDLs) could more adequately address the complexity of this pathological condition. In a continuation of our efforts aimed at a new series of anti-AD MTDLs, we combined the structural features of the cholinesterase inhibitor drug tacrine with that of resveratrol, which is known for its purported antioxidant and anti-neuroinflammatory activities. The most interesting hybrid compounds (5, 8, 9 and 12) inhibited human acetylcholinesterase at micromolar concentrations and effectively modulated Aβ self-aggregation in?vitro. In addition, 12 showed intriguing anti-inflammatory and immuno-modulatory properties in neuronal and glial AD cell models. Importantly, the MTDL profile is accompanied by high-predicted blood-brain barrier permeability, and low cytotoxicity on primary neurons.

Synthesis and biological evaluation of novel resveratrol-oxadiazole hybrid heterocycles as potential antiproliferative agents

A novel class of resveratrol-oxadiazole hybrid compounds was synthesized to screen for their in vitro antiproliferative activity against three human cancer cell lines. All the compounds showed superior antiproliferative activity than the reference compound resveratrol. The most promising active compounds in this series were 1g, 2g, 1c, 2c, 2i and 1a (GI50 0.1 μM), endowed with excellent antiproliferative activity. Thus, we believe that resveratrol-oxadiazole hybrid compounds may possibly be used as a good leads for the development of new antiproliferative agents. Structures of newly synthesized compounds were confirmed by NMR and IR spectral data.