70945-51-6

Basic information

• Product Name: 1,4-bis{[2-(pyridin-2-yl)ethyl]amino}anthracene-9,10-dione
• Synonyms: 1,4-Bis((2-(2-pyridinyl)ethyl)amino)-9,10-anthracenedione; 9,10-Anthracenedione, 1,4-bis((2-(2-pyridinyl)ethyl)amino)-
• CAS NO: 70945-51-6
• Molecular Formula: C₂₈H₂₄N₄O₂
• Molecular Weight: 448.5158
• Mol File: 70945-51-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 731.6°C at 760 mmHg
• Flash Point: 396.3°C
• Density: 1.323g/cm³
• Vapor Pressure: 2.91E-21mmHg at 25°C
• Refractive Index: 1.709
• CAS DataBase Reference: 1,4-bis{[2-(pyridin-2-yl)ethyl]amino}anthracene-9,10-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-bis{[2-(pyridin-2-yl)ethyl]amino}anthracene-9,10-dione(70945-51-6)
• EPA Substance Registry System: 1,4-bis{[2-(pyridin-2-yl)ethyl]amino}anthracene-9,10-dione(70945-51-6)

Safety Data

• Hazardous Substances Data: 70945-51-6(Hazardous Substances Data)

Usage

Chemical structure

1,4-bis[2-(pyridin-2-yl)ethyl]aminoanthracene-9,10-dione consists of two anthracene rings with aminoethylpyridine groups attached at the 1 and 4 positions.

Application

It is often used as a fluorescent dye in biological and chemical research.

DNA and RNA binding

The compound is known for its ability to bind to DNA and RNA, making it a useful tool for studying nucleic acid structure and interactions.

Photodynamic therapy

It has been investigated for its potential in photodynamic therapy, a treatment that uses light-sensitive compounds to kill cancer cells.

Unique structure

The compound's unique structure contributes to its fluorescence properties.

Scientific applications

Due to its fluorescence properties and ability to bind to nucleic acids, the compound is a valuable tool for a wide range of scientific applications.

Upstream product

• 2706-56-1 2-(aminoethyl)pyridine 
• 17648-03-2 9,10-Dihydroxy-2,3-dihydro-anthracene-1,4-dione 

Relevant articles and documents

Novel anthraquinone derivatives with redox-active functional groups capable of producing free radicals by metabolism: Are free radicals essential for cytotoxicity?

The mode of action of antitumour anthraquinone derivatives (i.e. mitoxantrone) is not clearly established yet. It includes, among others, intercalation and binding to DNA, bioreduction and aerobic redox cycling. A series of anthraquinone derivatives, with potentially bioreducible groups sited in the side chain, have been synthesized and biologically evaluated. Their redox and cytotoxic activities were screened. Derivatives which bear a 2-(dimethylamino)ethylamino substituent, known to confer high DNA affinity, demonstrated cytotoxicity but not redox activity (beside the anthraquinone reduction). Conversely, derivatives which showed redox activity were not cytotoxic toward the P388 cell line. The results suggest that bioreduction is not the main mode of action in the cytotoxicity of anthraquinones.