6409-74-1

Basic information

• Product Name: N-(9,10-dihydro-4-hydroxy-9,10-dioxo-1-anthryl)benzamide
• Synonyms: N-(9,10-dihydro-4-hydroxy-9,10-dioxo-1-anthryl)benzamide;1-(Benzoylamino)-4-hydroxyanthracene-9,10-dione;C.I.60745;C.I.Pigment Red 89;N-(9,10-Dihydro-4-hydroxy-9,10-dioxoanthracen-1-yl)benzamide;Benzamide, N-(9,10-dihydro-4-hydroxy-9,10-dioxo-1-anthracenyl)-;Einecs 229-087-5
• CAS NO: 6409-74-1
• Molecular Formula: C₂₁H₁₃NO₄
• Molecular Weight: 343.33222
• EINECS: 229-087-5
• Mol File: 6409-74-1.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 498.4°C at 760 mmHg
• Flash Point: 255.2°C
• Appearance: /
• Density: 1.452g/cm³
• Vapor Pressure: 1.47E-10mmHg at 25°C
• Refractive Index: 1.737
• CAS DataBase Reference: N-(9,10-dihydro-4-hydroxy-9,10-dioxo-1-anthryl)benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(9,10-dihydro-4-hydroxy-9,10-dioxo-1-anthryl)benzamide(6409-74-1)
• EPA Substance Registry System: N-(9,10-dihydro-4-hydroxy-9,10-dioxo-1-anthryl)benzamide(6409-74-1)

Safety Data

• Hazardous Substances Data: 6409-74-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C21H13NO4/c23-16-11-10-15(22-21(26)12-6-2-1-3-7-12)17-18(16)20(25)14-9-5-4-8-13(14)19(17)24/h1-11,23H,(H,22,26)

Upstream product

• 116-85-8 4-hydroxy-1-aminoanthraquinone 
• 98-88-4 benzoyl chloride 

Downstream Products

• 116-85-8 4-hydroxy-1-aminoanthraquinone 

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.