17579-36-1

Basic information

• Product Name: 3-Acetoxy-N,N-dimethylaniline
• Synonyms: 3-Acetoxy-N,N-dimethylaniline
• CAS NO: 17579-36-1
• Molecular Formula: C₁₀H₁₃NO₂
• Molecular Weight: 0
• Product Categories: Organic Building Blocks
• Mol File: 17579-36-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 279.9°C at 760 mmHg
• Flash Point: 112.4°C
• Appearance: /
• Density: 1.085g/cm³
• Vapor Pressure: 0.0039mmHg at 25°C
• Refractive Index: 1.541
• CAS DataBase Reference: 3-Acetoxy-N,N-dimethylaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Acetoxy-N,N-dimethylaniline(17579-36-1)
• EPA Substance Registry System: 3-Acetoxy-N,N-dimethylaniline(17579-36-1)

Safety Data

• Hazardous Substances Data: 17579-36-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H13NO2/c1-8(12)13-10-6-4-5-9(7-10)11(2)3/h4-7H,1-3H3

Upstream product

• 108-24-7 acetic anhydride 
• 99-07-0 3-Dimethylaminophenol 
• 75-36-5 acetyl chloride 

Downstream Products

• 78589-15-8 1-(4-dimethylamino-2-methoxyphenyl)ethanone 
• 107070-69-9 1-(4-(dimethylamino)-2-hydroxyphenyl)ethanone 
• 17427-00-8 3-acetoxy-N-trimethylanilinium iodide 
• 91349-57-4 Trichlormethyl-(2-acetoxy-4-dimethylamino-phenyl)-sulfid 

Relevant articles and documents

Design, synthesis and evaluation of novel dimethylamino chalcone-O-alkylamines derivatives as potential multifunctional agents against Alzheimer's disease

A novel series of dimethylamino chalcone-O-alkylamines derivatives was designed and synthesized as multifunctional agents for the treatment of AD. All the target compounds exhibited significant abilities to inhibit and disaggregate Aβ aggregation, and acted as potential selective AChE inhibitors, biometal chelators and selective MAO-B inhibitors. Among these compounds, compound TM-6 showed the greatest inhibitory activity against self-induced Aβ aggregation (IC50 = 0.88 μM) and well disaggregation ability toward self-induced Aβ aggregation (95.1%, 25 μM), the TEM images, molecular docking study and molecular dynamics simulations provided reasonable explanation for its high efficiency, and it was also found to be a remarkable antioxidant (ORAC-FL values of 2.1eq.), the best AChE inhibitor (IC50 = 0.13 μM) and MAO-B inhibitor (IC50 = 1.0 μM), as well as a good neuroprotectant. UV–visual spectrometry and ThT fluorescence assay revealed that compound TM-6 was not only a good biometal chelator by inhibiting Cu2+-induced Aβ aggregation (95.3%, 25 μM) but also could disassemble the well-structured Aβ fibrils (88.1%, 25 μM). Further, TM-6 could cross the blood-brain barrier (BBB) in vitro. More importantly, compound TM-6 did not show any acute toxicity in mice at doses of up to 1000 mg/kg and improved scopolamine-induced memory impairment. Taken together, these data indicated that TM-6, an excellent balanced multifunctional inhibitor, was a potential lead compound for the treatment of AD.

Oxyaniliniums as acetylcholinesterase inhibitors for the reversal of neuromuscular block

A series of oxyanilinium-based AChE inhibitors have been synthesised and tested for the reversal of vecuronium-induced neuromuscular block. Several compounds, for example 2-hydroxy- and 2-methoxy-N,N-dimethyl-N-allylanilinium bromide (3 and 6) showed comparable reversal potencies to edrophonium and clean in vivo cardiovascular profiles.