85336-83-0

Basic information

• Product Name: 2,2-BIS(4-METHOXYLPHENYL)ETHYLAMINE
• Synonyms: 2,2-BIS(4-METHOXYLPHENYL)ETHYLAMINE;2,2-BIS(4-METHOXYPHENYL)ETHYLAMINE
• CAS NO: 85336-83-0
• Molecular Formula: C₁₆H₁₉NO₂
• Molecular Weight: 257.33
• Mol File: 85336-83-0.mol
• Article Data: 1

Chemical Properties

• Melting Point: 45-50°C
• Boiling Point: 402.7 °C at 760 mmHg
• Flash Point: 217.7 °C
• Appearance: /
• Density: 1.082 g/cm³
• Vapor Pressure: 1.08E-06mmHg at 25°C
• Refractive Index: 1.561
• CAS DataBase Reference: 2,2-BIS(4-METHOXYLPHENYL)ETHYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-BIS(4-METHOXYLPHENYL)ETHYLAMINE(85336-83-0)
• EPA Substance Registry System: 2,2-BIS(4-METHOXYLPHENYL)ETHYLAMINE(85336-83-0)

Safety Data

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37-38
• Hazardous Substances Data: 85336-83-0(Hazardous Substances Data)

Usage

General Description

2,2-BIS(4-METHOXYLPHENYL)ETHYLAMINE, also known as Bis(4-methoxyphenyl)methanamine, is a chemical compound with the molecular formula C21H25NO. 2,2-BIS(4-METHOXYLPHENYL)ETHYLAMINE is a derivative of aniline and is commonly used as an intermediate in the production of various organic compounds, such as dyes, pharmaceuticals, and polymers. It is a white to off-white solid that is soluble in organic solvents and has a melting point of around 45-50°C. 2,2-BIS(4-METHOXYLPHENYL)ETHYLAMINE has a variety of industrial applications, including as a crosslinking agent in the production of resins and adhesives. It should be handled and used with caution due to potential health hazards if not handled properly.

InChI:InChI=1/C16H19NO2/c1-18-14-7-3-12(4-8-14)16(11-17)13-5-9-15(19-2)10-6-13/h3-10,16H,11,17H2,1-2H3

Upstream product

• 36697-31-1 2,2-bis-(p-methoxyphenyl)-1-nitroethylene 
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Downstream Products

• 102890-46-0 7-methoxy-4-(4-methoxy-phenyl)-1,2,3,4-tetrahydro-isoquinoline 
• 101442-06-2 7-methoxy-4-(4-methoxy-phenyl)-isoquinoline 

Relevant articles and documents

Structure-based virtual screening, synthesis and biological evaluation of potential FAK-FAT domain inhibitors for treatment of metastatic cancer

Focal adhesion kinase (FAK) is a tyrosine kinase that is overexpressed and activated in several advanced-stage solid cancers. In cancer cells, FAK promotes the progression and metastasis of tumours. In this study, we used structure-based virtual screening to filter a library of more than 210K compounds against the focal adhesion targeting FAK-focal adhesion targeting (FAT) domain to identify 25 virtual hit compounds which were screened in the invasive breast cancer line (MDA-MB-231). Most notably, compound I showed low micromolar antiproliferative activity, as well as antimigratory activity. Moreover, examination in a model of triple negative breast cancer (TNBC), revealed that, despite not effecting FAK phosphorylation, compound I significantly impairs proliferation whilst impairing focal adhesion growth and turnover leading to reduced migration. Further optimisation and synthesis of analogues of the lead compound I using a four-step synthetic procedure was performed, and analogues were assessed for their antiproliferative activity against three breast cancer (MDA-MB-231, T47D, BT474) cell lines and one pancreatic cancer (MIAPaCa2) cell line. Compound 5f was identified as a promising lead compound with IC50 values in the range of 4.59–5.28 μM in MDA-MB-231, T47D, BT474, and MIAPaCa2. Molecular modelling and pharmacokinetic studies provided more insight into the therapeutic features of this new series.