57459-61-7

Basic information

• Product Name: 3,6-diazidoacridine
• Synonyms: acridine, 3,6-diazido-
• CAS NO: 57459-61-7
• Molecular Formula: C₁₃H₇N₇
• Molecular Weight: 261.2416
• Mol File: 57459-61-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3,6-diazidoacridine(CAS DataBase Reference)
• NIST Chemistry Reference: 3,6-diazidoacridine(57459-61-7)
• EPA Substance Registry System: 3,6-diazidoacridine(57459-61-7)

Safety Data

• Hazardous Substances Data: 57459-61-7(Hazardous Substances Data)

Upstream product

• 952-23-8 proflavine hydrochloride 

Downstream Products

• 1243258-45-8 N,N'-((1,1'-(acridine-3,6-diyl)bis(1H-1,2,3-triazole-4,1-diyl))bis(3,1-phenylene))bis(4-(2-(ethylthio)ethylamino)butanamide) 
• 1243258-44-7 N,N'-((1,1'-(acridine-3,6-diyl)bis(1H-1,2,3-triazole-4,1-diyl))bis(3,1-phenylene))bis(4-((2-(methylthio)ethyl)amino)butanamide) 
• 1243258-42-5 N,N'-((1,1'-(acridine-3,6-diyl)bis(1H-1,2,3-triazole-4,1-diyl))bis(3,1-phenylene))bis(4-((3,3-diethoxypropyl)amino)butanamide) 
• 1243258-41-4 N,N'-((1,1'-(acridine-3,6-diyl)bis(1H-1,2,3-triazole-4,1-diyl))bis(3,1-phenylene))bis(4-morpholinobutanamide) 
• 1243258-40-3 N,N'-((1,1'-(acridine-3,6-diyl)bis(1H-1,2,3-triazole-4,1-diyl))bis(3,1-phenylene))bis(4-(4-methylpiperidin-1-yl)butanamide) 
• 1243258-39-0 N,N'-((1,1'-(acridine-3,6-diyl)bis(1H-1,2,3-triazole-4,1-diyl))bis(3,1-phenylene))bis(4-(piperidin-1-yl)butanamide) 
• 1243258-38-9 N,N'-((1,1'-(acridine-3,6-diyl)bis(1H-1,2,3-triazole-4,1-diyl))bis(3,1-phenylene))bis(4-(cyclopentylamino)butanamide) 
• 1243258-37-8 C₄₅H₅₁N₁₁O₂ 
• 1243258-36-7 N,N'-((1,1'-(acridine-3,6-diyl)bis(1H-1,2,3-triazole-4,1-diyl))bis(3,1-phenylene))bis(4-(pyrrolidin-1-yl)butanamide) 
• 1243258-35-6 N,N'-((1,1'-(acridine-3,6-diyl)bis(1H-1,2,3-triazole-4,1-diyl))bis(3,1-phenylene))bis(3-((2-(ethylthio)ethyl)amino)propanamide) 
• 1243258-34-5 N,N'-((1,1'-(acridine-3,6-diyl)bis(1H-1,2,3-triazole-4,1-diyl))bis(3,1-phenylene))bis(3-((2-(methylthio)ethyl)amino)propanamide) 
• 1243258-33-4 N,N'-((1,1'-(acridine-3,6-diyl)bis(1H-1,2,3-triazole-4,1-diyl))bis(3,1-phenylene))bis(3-((3,3-diethoxypropyl)amino)propanamide) 
• 1243258-31-2 N,N'-((1,1'-(acridine-3,6-diyl)bis(1H-1,2,3-triazole-4,1-diyl))bis(3,1-phenylene))bis(3-morpholinopropanamide) 
• 1243258-29-8 N,N'-((1,1'-(acridine-3,6-diyl)bis(1H-1,2,3-triazole-4,1-diyl))bis(3,1-phenylene))bis(3-(4-methylpiperidin-1-yl)propanamide) 

Relevant articles and documents

Rational design of acridine-based ligands with selectivity for human telomeric quadruplexes

Structure-based modeling methods have been used to design a series of disubstituted triazole-linked acridine compounds with selectivity for human telomeric quadruplex DNAs. A focused library of these compounds was prepared using click chemistry and the selectivity concept was validated against two promoter quadruplexes from the c-kit gene with known molecular structures, as well as with duplex DNA using a FRET-based melting method. Lead compounds were found to have reduced effects on the thermal stability of the c-kit quadruplexes and duplex DNA structures. These effects were further explored with a series of competition experiments, which confirmed that binding to duplex DNA is very low even at high duplex:telomeric quadruplex ratios. Selectivity to the c-kit quadruplexes is more complex, with some evidence of their stabilization at increasing excess over human telomeric quadruplex DNA. Selectivity is a result of the dimensions of the triazole-acridine compounds, and in particular the separation of the two alkyl-amino terminal groups. Both lead compounds also have selective inhibitory effects on the proliferation of cancer cell lines compared to a normal cell line, and one has been shown to inhibit the activity of the telomerase enzyme, which is selectively expressed in tumor cells, where it plays a role in maintaining telomere integrity and cellular immortalization.

Mono- and Bisdiazotization of Proflavine

-