78017-86-4

Basic information

• Product Name: 2,6-bis(1-oxo-2-pyridyl)pyridine 1-oxide
• Synonyms: 2,2':6',2''-Terpyridin-1,1',1''-trioxid; 2,2':6',2''-Terpyridine 1,1',1''-trioxide; 2,2':6',2''-terpyridine, 1,1',1''-trioxide; 2,2':6',2''-Terpyridine-1,1',1''-trioxide; 2,2':6',2''-Terpyridine-1,1',1''-trioxyde; 78017-86-4
• CAS NO: 78017-86-4
• Molecular Formula: C₁₅H₁₁N₃O₃
• Molecular Weight: 281.2661
• Mol File: 78017-86-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 800°C at 760 mmHg
• Flash Point: 437.6°C
• Density: 1.32g/cm³
• Vapor Pressure: 1.31E-24mmHg at 25°C
• Refractive Index: 1.658
• CAS DataBase Reference: 2,6-bis(1-oxo-2-pyridyl)pyridine 1-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-bis(1-oxo-2-pyridyl)pyridine 1-oxide(78017-86-4)
• EPA Substance Registry System: 2,6-bis(1-oxo-2-pyridyl)pyridine 1-oxide(78017-86-4)

Safety Data

• Hazardous Substances Data: 78017-86-4(Hazardous Substances Data)

Upstream product

• 1148-79-4 2,2':6,2''-terpyridine 

Relevant articles and documents

N-Oxides of 2,2':6'2''-Terpyridine

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Multinuclear ruthenium(II) complexes as anticancer agents

A series of dinuclear ruthenium(ii) complexes that contain labile chlorido ligands, [{Ru(tpy)Cl}2{μ-bbn}]2+ {designated Cl-Rubbn; tpy = 2,2′:6′,2′′-terpyridine, bbn = bis[4(4′-methyl-2,2′-bipyridyl)]-1,n-alkane (n = 7, 10, 12, 14 or 16)} and derivatives containing nitro substituents on the tpy ligand and/or secondary amines within the bbn linking chain have been synthesised and their potential as anticancer agents examined. Some of the Cl-Rubbn species showed good anticancer activity against MCF-7 and MDA-MB-231 breast cancer cell lines, with the Cl-Rubb12 complex being four-times more active than cisplatin. Inclusion of nitro substituents on the tpy ligands of Cl-Rubb12 resulted in significantly decreased anticancer activity. The incorporation of amine groups into the linking ligand did not increase the anticancer activity of the Cl-Rubbn complexes. The Cl-Rubbn complexes and those containing amine groups in the linking chain aquated at approximately the same rate, with 50% aquation within 120 minutes. By comparison, the complexes containing nitro substituents on the tpy ligand aquated extremely slowly, with 60% of the chlorido complex remaining 24 hours after they were dissolved in water. Cyclic voltammetry with the model mononuclear complex [Ru{(NO2)3tpy}(Me2bpy)Cl] + {(NO2)3tpy = 4,4′,4′′- trinitro-2,2′:6′,2′′-terpyridine} showed that the nitro substituents exerted a strong effect on the ruthenium centre, with the anodic peak corresponding to the Ru(iii/ii) couple shifted positively by 300 mV compared to that from the non-nitrated parent complex [Ru(tpy)(Me 2bpy)Cl]+. 1H NMR studies of the reaction of the Cl-Rubbn complexes with GMP indicated that the ruthenium complexes covalently bound the nucleotide slowly, with 33% bound in 24 hours. However, the results of this study suggest that the cytotoxicity of the dinuclear ruthenium complexes is a combination of covalent and reversible binding with DNA. the Partner Organisations 2014.