217-90-3

Basic information

• Product Name: Pyrazino[2,3-f][1,10]phenanthroline
• Synonyms: Pyrazino[2,3-f][1,10]phenanthroline;Pyrazino[2,3-f][1,10]phenanthroline 99% (HPLC)
• CAS NO: 217-90-3
• Molecular Formula: C₁₄H₈N₄
• Molecular Weight: 232.24012
• Product Categories: Ligands and Metal Complex Precursors;Materials Science;New Products for Materials Research and Engineering;Organic and Printed Electronics;Synthetic Tools and Reagents
• Mol File: 217-90-3.mol
• Article Data: 15

Chemical Properties

• Melting Point: 310-315℃
• Boiling Point: 486.0±40.0 °C(Predicted)
• Appearance: /
• Density: 1.410±0.06 g/cm3(Predicted)
• PKA: -2.56±0.50(Predicted)
• CAS DataBase Reference: Pyrazino[2,3-f][1,10]phenanthroline(CAS DataBase Reference)
• NIST Chemistry Reference: Pyrazino[2,3-f][1,10]phenanthroline(217-90-3)
• EPA Substance Registry System: Pyrazino[2,3-f][1,10]phenanthroline(217-90-3)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 217-90-3(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 217-90-3 differently. You can refer to the following data:
1. Pyrazino[2,3-f][1,10]phenanthroline is a ligand capable of binding to metal ions such as copper. Can be used to create novel dopant materials for OLED devices.
2. As an electron accepting ligand in metal complexes which are used in solar cells.Used in the synthesis of ruthenium (II) complexes which are used as DNA probes.

General Description

Pyrazino[2,3-f][1,10]phenanthroline is a ligand which is used in the synthesis of copper(I)- phenanthroline complexes which are used in molecular device technology and in solar-energy conversion. It functions as an electron acceptor and the electron density is delocalized on the quinoxaline ring. The absorption and emission properties and the excited state lifetimes of these phenanthroline based copper complexes can be fine-tuned easily.

Upstream product

• 27318-90-7 1,10-phenanthroline-5,6-dione 
• 107-15-3 ethylenediamine 
• 95-54-5 1,2-diamino-benzene 
• 66-71-7 1,10-Phenanthroline 

Downstream Products

• 1197989-64-2 [Ru(II)(dipyrido[3,2-d:2′,3′-f]quinoxaline)(CO)(H)(PPh₃)₂]PF₆ 
• 944071-82-3 [copper(II)(1,4,8,9-tetranitrotrisphene)(1,4-benzenedicarboxylate)(H₂O)] 

Related news

Evaluation of the potential effectiveness of ruthenium(II) complexes with 2,3-disubtituted pyrazino[2,3-f][1,10]phenanthroline anchors, R2ppl (R=CN, COOH, COOEt, OH) as sensitizers for solar cells09/30/2019

The ligands of type pyrazino[2,3-f][1,10]phenanthroline, R 2 ppl, with R=CN, COOH, COOEt or OH, were synthesized and used as precursors for obtaining the corresponding series of complexes of type [Ru(dmbpy) 2 R 2 ppl](PF 6 ) 2 , where dmbpy is 4,4′-dimeth...detailed

DNA interactions, antitumor activities and radical scavenging properties of oxovanadium complexes with pyrazino[2,3-f][1,10]phenanthroline ligands09/29/2019

Two unsymmetrical oxovanadium complexes [VO(satsc)(dpq)] (1) (satsc = salicylaldehyde thiosemicarbazone, dpq = pyrazino[2,3-f][1,10]phenanthroline) and [VO(hntdtsc)(dpq)] (2) (hntdtsc = 2-hydroxy-1-naphthaldehyde thiosemicarbazone) have been synthesized and characterized. Both complexes show str...detailed

Relevant articles and documents

DNA interactions, antitumor activities and radical scavenging properties of oxovanadium complexes with pyrazino[2,3-f][1,10]phenanthroline ligands

Two unsymmetrical oxovanadium complexes [VO(satsc)(dpq)] (1) (satsc = salicylaldehyde thiosemicarbazone, dpq = pyrazino[2,3-f][1,10]phenanthroline) and [VO(hntdtsc)(dpq)] (2) (hntdtsc = 2-hydroxy-1-naphthaldehyde thiosemicarbazone) have been synthesized and characterized. Both complexes show strong interactions with calf thymus DNA through an intercalative model and can efficiently cleave pBR322 DNA after irradiation with light. Both complexes also exhibit high cytotoxicities against SH-SY5Y, MCF-7 and SK-N-SH cell lines. Complex 2 was found to have higher antitumor potency, DNA-binding affinity and DNA-cleaving ability than complex 1. The abilities of these complexes to scavenge hydroxy radicals were evaluated.

Synthesis and characterization of ruthenium complexes with substituted pyrazino[2,3-f][1,10]-phenanthroline (= RPPL; R = ME, COOH, COOME)

A series of substituted pyrazino[2,3-f][1,10]-phenanthroline (Rppl) ligands (with R = Me, COOH, COOMe) were synthetized (see 1-4 in Scheme 1). The ligands can be visualized as formed by a bipyridine and a quinoxaline fragment (see A and B). Homoleptic [Ru(R1ppl)3](PF6)2 and heteropleptic [Ru(R1ppl){(R2)2bpy}2] (PF6)2 (R1 = H, Me, COOMe and R2 = H, Me) metal complexes 5-7 and 8-13, respectively, based on these ligands were also synthesized and characterized by conventional techniques (Schemes 2 and 3, resp.). In the heteroleptic complexes, the R1-ppl ligand reduces at a less-negative potential than the bpy ligand, reflecting the acceptor property conferred by the quinoxaline moiety. The potentiality of some of these complexes as solar-cell dyes is discussed.

Ru(ii) photosensitizers competent for hypoxic cancersviagreen light activation

A family of five heteroleptic complexes [Ru(C^N)(N^N)2][PF6] (HC^N = methyl 1-butyl-2-arylbenzimidazolecarboxylate; N^N = polypyridine) has been synthesized to act as biologically-compatible green light photosensitizers (PSs) with phototherapeutic indexes (PIs) up to higher than 700 under hypoxia (2% O2) in HeLa cancer cells under short time of irradiation.

A series of blue-green-yellow-red emitting Cu(I) complexes: Molecular structure and photophysical performance

In this work, we designed a series of [Cu(N–N)(PPh3)2]BF4 complexes with different optical edge values and emission colors from blue to red, where N–N and PPh3 denoted a diamine ligand and triphenylphosphine, respectively. Six N–N ligands with various conjugation chains (short π chain, modest π chain and long π chain) were selected. A systematical comparison between these Cu(I) complexes was performed, so that the correlation between N–N structure and [Cu(N–N)(PPh3)2] photophysical performance was tentatively discussed. Their single crystal structure was found consistent with literature ones, forming a typical tetrahedral coordination geometry. Density functional theory calculation indicated that their onset electronic transition showed a mixed character of metal-to-ligand-charge-transfer and ligand-to-ligand-charge-transfer. Detailed analysis on photophysical parameters suggested that the absorption edge of [Cu(N–N)(PPh3)2]BF4 complex was controlled by conjugation length in diamine ligand. A wide absorption edge needed a short conjugation chain in diamine ligand. Similar tendency was found for their emission spectra. In addition, a long conjugation chain in diamine ligand widened emission spectra obviously. Emission dynamics showed slim correlation with diamine ligand conjugation length since the excited state was controlled mainly by dynamic procedure and steric factor of diamine ligands.