5531-98-6

Basic information

• Product Name: atherospermine
• Synonyms: atherospermine;3,4-Dimethoxy-N,N-dimethyl-1-phenanthreneethanamine;Atherosperminine;N,N-Dimethyl-3,4-dimethoxyphenanthrene-1-ethanamine
• CAS NO: 5531-98-6
• Molecular Formula: C20H23NO2
• Molecular Weight: 309.40212
• Mol File: 5531-98-6.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 466.1°Cat760mmHg
• Flash Point: 161.5°C
• Appearance: /
• Density: 1.109g/cm³
• Vapor Pressure: 7.25E-09mmHg at 25°C
• Refractive Index: 1.619
• CAS DataBase Reference: atherospermine(CAS DataBase Reference)
• NIST Chemistry Reference: atherospermine(5531-98-6)
• EPA Substance Registry System: atherospermine(5531-98-6)

Safety Data

• Hazardous Substances Data: 5531-98-6(Hazardous Substances Data)

Usage

General Description

Atherospermine is a steroidal alkaloid compound found in the plant Catharanthus roseus (Madagascar periwinkle). It has been found to have potential anti-atherosclerotic and anti-inflammatory properties. Atherospermine has been shown to inhibit the production of inflammatory cytokines and reduce the adherence of white blood cells to the endothelial cells, which can contribute to the development of atherosclerosis. Additionally, atherospermine has been demonstrated to have potential anti-tumor activity and is being researched for its potential use in cancer treatment. Overall, atherospermine shows promise as a therapeutic agent for the treatment and prevention of cardiovascular diseases and cancer.

InChI:InChI=1/C20H23NO2/c1-21(2)12-11-15-13-18(22-3)20(23-4)19-16-8-6-5-7-14(16)9-10-17(15)19/h5-10,13H,11-12H2,1-4H3

Upstream product

• 475-83-2 R-(-)-nuciferine 
• 754919-24-9 C₂₀H₂₄NO₂⁽¹⁺⁾ 
• 5868-18-8 nuciferine 
• 839673-82-4 1-(2'-bromobenzyl)-N-tert-butyloxycarbonyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 
• 78946-19-7 1-(2'-bromobenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 
• 80041-81-2 1-(2-bromobenzyl)-3,4-dihydro-6,7-dimethoxyisoquinoline 
• 109558-14-7 β-(3,4-dimethoxyphenyl)ethyl-(2'-bromophenyl)acetamide 
• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 
• 129958-74-3 methyl (3,4-dimethoxy-1-phenanthryl)acetate 
• 129958-76-5 2-(3,4-dimethoxy-1-phenanthryl)acetamide 
• 129958-78-7 2-(3',4'-dimethoxy-1'-phenanthryl)ethylamine 
• 148370-32-5 1,2-dimethoxy-4,5,6a,7-tetrahydrodibenzo[de,g]chromen-5-one 
• 104385-30-0 (6S,6aR)-1,2-dimethoxy-6-methyl-6-oxo-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline 
• 104385-37-7 N-[2-(3,4-Dimethoxy-phenanthren-1-yl)-ethyl]-N-methyl-hydroxylamine 

Relevant articles and documents

3,4-Dihydroxy- and 3,4-methylenedioxy- phenanthrene-type alkaloids with high selectivity for D2 dopamine receptor

Dopamine-mediated neurotransmission plays an important role in relevant psychiatric and neurological disorders. Nowadays, there is an enormous interest in the development of new drugs acting at the dopamine receptors (DR) as potential new targets for the

Radical cyclization to dibenzo[de,g] chromanones. A new synthesis of phenanthrene compounds

We describe the radical cyclization of bromobenzylisochromanones to afford the novel dibenzo[de, g]chromanones. Opening the lactone ring of the latter allows the preparation of phenanthrene alkaloids and 1-phenanthrenylacetic acids.

Reductive Dicarbonyl Coupling with Low-valent Titanium Reagents: a New Entry to Phenanthrene Alkaloids

A new and direct synthesis of phenanthrene alkaloids using a low-valent titanium reagent is described which is compatible with ethoxycarbonyl as the N-protecting group.