128143-88-4

Basic information

• Product Name: 2,6-BIS(2-PYRIDYL)-4(1H)-PYRIDONE
• Synonyms: 2,6-BIS(2-PYRIDYL)-4(1H)-PYRIDONE;2,6-Di(2-pyridyl)-4(1H)-pyridone;2,6-Bis(2-pyridyl)-4(1H)-pyridone ,98%;2,6-Bis(2-pyridine)-4(1H)-pyridone;2,6-Bis(2-pyridyl)-4(1H)-pyridone 97%;1'H-[2,2';6',2'']Terpyridin-4'-one;2,6-di(pyridin-2-yl)pyridin-4(1H)-one
• CAS NO: 128143-88-4
• Molecular Formula: C₁₅H₁₁N₃O
• Molecular Weight: 249.27
• Product Categories: Heterocyclic Compounds;C9 to C46;Heterocyclic Building Blocks;Pyridines
• Mol File: 128143-88-4.mol
• Article Data: 17

Chemical Properties

• Melting Point: 168-170 °C(lit.)
• Boiling Point: 505.5 °C at 760 mmHg
• Flash Point: 259.5 °C
• Appearance: /
• Density: 1.269 g/cm³
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: -0.16±0.69(Predicted)
• CAS DataBase Reference: 2,6-BIS(2-PYRIDYL)-4(1H)-PYRIDONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-BIS(2-PYRIDYL)-4(1H)-PYRIDONE(128143-88-4)
• EPA Substance Registry System: 2,6-BIS(2-PYRIDYL)-4(1H)-PYRIDONE(128143-88-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 128143-88-4(Hazardous Substances Data)

Usage

Description

2,6-Bis(2-pyridyl)-4(1H)-pyridone?belongs to heterocyclic derivatives and can be used as pharmaceutical intermediates.

Chemical Properties

White to yellow to brown solid

Uses

2,6-Bis(2-pyridyl)-4(1H)-pyridone can be used a heterocyclic building block to prepare 4′-substituted terpyridines by reacting with ω-substituted primary alcohols or nucleosides via Mitsunobu reaction. It is also used to prepare cyclotriphosphazene ligands with pendant terpyridine moieties.

Upstream product

• 474745-38-5 2,2':6',2'-terpyridin-4'-(1'H)-one acetic acid adduct 
• 81874-51-3 4'-(methylsulfonyl)-2,2':6',2''-terpyridine 
• 128143-87-3 1,5-bis(2′-pyridyl)pentane-1,3,5-trione 
• 2524-52-9 ethyl-2-picolinate 

Downstream Products

• 149817-62-9 4'-bromo-2,2':6',2''-terpyridine 
• 181866-50-2 4′-methoxy-2,2′:6′,2′′-terpyridine 
• 1392217-97-8 3,5-bis(2,5-bis(2-pyridyl)pyridin-4-ylethynyl)benzoic acid 
• 1446270-94-5 N-(1-(4-((2,2':6',2''-terpyridin-4'-yloxy)methyl)phenyl)-2-methylpropyl)-O-(1-(4-((2,2':6',2''-terpyridin-4'-yloxy)methyl)phenyl)ethyl)-N-(tert-butyl)hydroxylamine 
• 1219696-65-7 (4-(1-((1-(4-((2,2':6',2''-terpyridin-4'-yloxy)methyl)phenyl)ethoxy)(tert-butyl)amino)-2-methylpropyl)phenyl)methanol 
• 1374336-10-3 C₇H₇O₃S^(1-)*C₃₁H₃₀N₅O⁽¹⁺⁾ 
• 1374336-11-4 C₃₄H₄₁N₃O₄S 
• 1374336-08-9 C₂₈H₂₉N₃O₄S 
• 1190965-88-8 1-((4-methoxyphenyl)diphenylmethoxy)-4-(2,2':6',2''-terpyridin-4'-yloxy)butane 
• 1174281-57-2 O-(1-(4-((2,2':6',2''-terpyridin-4'-yloxy)methyl)phenyl)ethyl)-N-(tert-butyl)-N-(2-methyl-1-(4-(((tetrahydro-2H-pyran-2-yl)-oxy)methyl)phenyl)propyl)hydroxylamine 
• 161583-75-1 diethyl 2,2’:6’,2’’-terpyridine-4’-phosphonate 
• 849766-04-7 thiobenzoic acid S-[8-([2,2';6',2'']terpyridin-4'-yloxy)-octyl] ester 

Relevant articles and documents

Synthesis and Co-ordination Behaviour of 6',6''-Bis(2-pyridyl)-2,2':4,4'':2'',2'''-quaterpyridine; 'Back-to-back' 2,2':6',2''-Terpyridine

The oligopyridine 6',6''-bis(2-pyridyl)2,2':4,4'':2'',2'''-quaterpyridine (L) has been prepared.It may be regarded as a 'back-to-back' analogue of the well known 2,2':6',2''-terpyridine (terpy).Complexes with ruthenium(II) and palladium(II) have been characterised.The diruthenium(II) complex cation 4+ has been shown to exhibit no Ru-Ru interactions, and behaves as two non-interacting Ru(terpy)2 units.

Highly cytotoxic copper(II) terpyridine complexes as anticancer drug candidates

Cancer is one of the deadliest diseases worldwide. Chemotherapy remains one of the frequently applied treatment modalities in the clinics. However, as the currently applied agents are associated with severe side effects, scientists are searching for novel chemotherapeutic drugs. Within the last decades, Cu(II) polypyridine complexes have received increasing attention as potential anticancer drug candidates. Herein, the biological activity of terminally functionalised mono- and bis-coordinated Cu(II)-2,2′:6′,2″-terpyridine complexes have been investigated. The bis-coordinated compounds were found to have a cytotoxic effect in the nanomolar range in human adenocarcinomic alveolar basal epithelial cells. Promisingly, the complexes were equally active in the corresponding cisplatin resistant cell line, indicating that they could potentially be useful for the treatment of drug resistant tumours.

Synthesis of 4'-Vinyl-2,2':6',2''-terpyridine

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Multi-Readout Logic Gate for the Selective Detection of Metal Ions at the Parts Per Billion Level

Optical sensors utilizing visual responses for the identification of metal ions require reliable molecular systems able to operate selectively in multicomponent solutions. Herein, we report a water-soluble terpyridyl-based ligand that demonstrates effective quantification of parts per billion to parts per million levels of Fe2+, Fe3+, Zn2+, and Ru3+. Whereas the Fe3+and Ru3+ions were found to bind to the ligand to form a monometallic complex, a 2:1 ligand/metal binding stoichiometry was found for the Zn2+and Fe2+complexes. The corresponding metal-binding events were directly translated into distinct colorimetric and spectroscopic logic outputs. Applying molecular logic (Boolean logic operations) to describe these binding events, selective discrimination between the ions was demonstrated.

Two-Photon Absorption Properties in “Push-Pull” Ruthenium Nitrosyl Complexes with various Fluorenylterpyridine-Based Ligands

Using the compound [RuII(FT)(bipy)(NO)](PF6)3 (FT is the electron-rich 4’-(2-fluorenyl)-2,2’:6’,2’’-terpyridine ligand and bipy is 2–2’bipyridine) as a reference, two new compounds are presented in which carbon-carbon double and triple bonds are inserted between the fluorenyl substituent and the terpyridine to provide an extended conjugation path. The electronic properties of the three complexes are compared experimentally by UV-visible spectroscopy and computationally by means of the density functional theory. All of them exhibit a capability for NO release under irradiation on their low-energy transition located in the 400–500 nm range, with a quantum yield around 0.01. Their two-photon absorption (TPA) cross sections are investigated by the Z-scan technique at λ=800 nm. While the reference compound exhibits a cross-section equal to 108 GM, the introduction of double and triple bonds leads to increased cross-sections equal to 131 GM and 150 GM, respectively. These values are discussed in reference to the two-level model in use for “push-pull” dipolar TPA chromophores.