2933-75-7

Basic information

• Product Name: 2-[(2-Methoxyphenyl)amino]ethanol
• Synonyms: 2-[(2-Methoxyphenyl)amino]ethanol;2-o-Anisidinoethanol
• CAS NO: 2933-75-7
• Molecular Formula: C₉H₁₃NO₂
• Molecular Weight: 167.21
• Mol File: 2933-75-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 302.8°C at 760 mmHg
• Flash Point: 137°C
• Appearance: /
• Density: 1.138g/cm³
• Vapor Pressure: 0.000426mmHg at 25°C
• Refractive Index: 1.577
• CAS DataBase Reference: 2-[(2-Methoxyphenyl)amino]ethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(2-Methoxyphenyl)amino]ethanol(2933-75-7)
• EPA Substance Registry System: 2-[(2-Methoxyphenyl)amino]ethanol(2933-75-7)

Safety Data

• Hazardous Substances Data: 2933-75-7(Hazardous Substances Data)

Usage

Structure

consists of a 2-methoxyphenyl group attached to an amino ethanol group

Uses

intermediate in the synthesis of pharmaceuticals and organic compounds, solvent, raw material for other chemical production, potential applications in drug development

Properties

readily undergoes chemical reactions, may pose health and safety risks if not handled and stored properly

InChI:InChI=1/C9H13NO2/c1-12-9-5-3-2-4-8(9)10-6-7-11/h2-5,10-11H,6-7H2,1H3

Upstream product

• 75-21-8 oxirane 
• 90-04-0 2-methoxy-phenylamine 
• 1836-62-0 2-(2-methoxy-phenoxy)-ethylamine 
• 107-21-1 ethylene glycol 
• 107-07-3 2-chloro-ethanol 

Downstream Products

• 1606589-17-6 C₁₈H₂₉NO₃Si 
• 1606589-28-9 C₁₂H₁₅NO₃ 
• 1606589-52-9 4-hydroxy-1-(2-methoxyphenyl)-3-methylenepyrrolidin-2-one 
• 1606589-40-5 C₁₂H₁₃NO₃ 
• 3367-49-5 1,4-bis-(2-methoxy-phenyl)-piperazine 

Relevant articles and documents

Visible light-mediated Smiles rearrangements and annulations of non-activated aromatics

We report the first examples of radical cation Smiles rearrangements. A series of aryloxy alkylamines underwent spontaneous reaction, with the amino group displacing theipso-alkoxy group through substitution, at ambient temperature and under photoactivation by visible light in the presence of an acridinium catalyst (5 mol%). The study was extended to 3-(2-methoxyphenyl)propan-1-amine derivatives, which lack an appropriateipsoleaving group. Here, efficient cyclisations resulted in displacement of the methoxy group and formation of tetrahydroquinolines.

Bis-aryl urea derivatives as potent and selective LIM kinase (Limk) inhibitors

The discovery/optimization of bis-aryl ureas as Limk inhibitors to obtain high potency and selectivity and appropriate pharmacokinetic properties through systematic SAR studies is reported. Docking studies supported the observed SAR. Optimized Limk inhibitors had high biochemical potency (IC50 400-fold), potent inhibition of cofilin phosphorylation in A7r5, PC-3, and CEM-SS T cells (IC50 1 μM), and good in vitro and in vivo pharmacokinetic properties. In the profiling against a panel of 61 kinases, compound 18b at 1 μM inhibited only Limk1 and STK16 with ≥80% inhibition. Compounds 18b and 18f were highly efficient in inhibiting cell-invasion/migration in PC-3 cells. In addition, compound 18w was demonstrated to be effective on reducing intraocular pressure (IOP) on rat eyes. Taken together, these data demonstrated that we had developed a novel class of bis-aryl urea derived potent and selective Limk inhibitors.