5467-91-4

Basic information

• Product Name: 1,3-bis[2-(3,4-dimethoxyphenyl)ethyl]urea
• CAS NO: 5467-91-4
• Molecular Formula: C₂₁H₂₈N₂O₅
• Molecular Weight: 388.4574
• Mol File: 5467-91-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 593.8°C at 760 mmHg
• Flash Point: 312.9°C
• Density: 1.131g/cm³
• Vapor Pressure: 4.56E-14mmHg at 25°C
• Refractive Index: 1.542
• CAS DataBase Reference: 1,3-bis[2-(3,4-dimethoxyphenyl)ethyl]urea(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-bis[2-(3,4-dimethoxyphenyl)ethyl]urea(5467-91-4)
• EPA Substance Registry System: 1,3-bis[2-(3,4-dimethoxyphenyl)ethyl]urea(5467-91-4)

Safety Data

• Hazardous Substances Data: 5467-91-4(Hazardous Substances Data)

Usage

Synonym

BDEU

Chemical class

Urea

Physical state

White or off-white, crystalline solid

Uses

Building block in the synthesis of pharmaceuticals and agrochemicals

Potential applications

Treating cancer and other diseases

Chemical structure

Contains two aromatic rings and two urea groups

Safety

Should be handled with care and in accordance with proper safety practices and regulations

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 
• 96-49-1 [1,3]-dioxolan-2-one 
• 88368-71-2 3-(3,4-dimethoxyphenyl)propionic acid hydrazide 
• 27798-73-8 methyl 3-(3,4-dimethoxyphenyl)propionate 
• 2107-70-2 3,4-methoxycinnamic acid 
• 51842-87-6 3-(3,4-dimethoxy-phenyl)-propionyl chloride 
• 21137-09-7 2-(3,4-Dimethoxyphenethyl-carbamoylmethylen)-3ξ-ethyl-9,10-dimethoxy-1,3,4,6,7,11b-ref-hexahydro-2H-benzochinolizin 
• 542-05-2 acetonedicarboxylic acid 
• 105-50-0 diethyl 1,3-acetonedicarboxylate 
• 35167-81-8 3,4-dimethoxyphenethyl isocyanate 
• 108-24-7 acetic anhydride 
• 21997-97-7 3-(3,4-dimethoxy-phenyl)-propionyl azide 
• 3385-34-0 ethyl isodehydroacetate 

Downstream Products

• 55507-15-8 1-(4-chlorophenyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 

Relevant articles and documents

One-pot α-amidosulfone-mediated variation of the pictet-Spengler tetrahydroisoquinoline synthesis, suitable for amide-type substrates

The development of Pictet-Spengler reactions from amide substrates is a challenging problem. We report here that the reaction between amide-type compounds (including carbamates, amides, ureas and diketopiperazines), aldehydes and p-toluenesulfinic acid constitutes an efficient method for the preparation of tetrahydroisoquinolines or pyrazino-[2,1-b]isoquinolines. Unlike previously known methods, this one-pot Pictet-Spengler protocol avoids the need for strong Lewis or Br?nsted acid catalysts.

Azotized emetine analogues: synthesis and evaluation of the anti-amebic and anti-tumoral action of aza-3 emetine and attempted synthesis of aza-2 emetine

The synthesis of the N,N-bis-(acetylhomoveratrylamido)-1-hydroxymethyl and 1-carboxypropylamines (III a) and (III b) is described. Until now, these molecules could not been cyclized to the corresponding isoquinoline compounds. An attempted synthesis of 3-azaemetine by condensing homoveratrylamine with acetonedicarboxylic acid or its esters did not yield the expected diamide (XIV). However, by subjecting 1,3-bis-(1,2,3,4-tetrahydro-6,7-dimethoxy-1-isoquinolyl)acetone (XV) to a reducing aminoalkylation, one obtained the corresponding ethylamino derivative (XVI) which could be cyclized through Mannich reaction to give 3-azaemetine. The pharmacological screening showed 3-azaemetine to be less toxic than emetine in the mouse and without antiamebic and antitumor activity against P 388 Leukaemia in the mouse (25).