185129-92-4

Basic information

• Product Name: 2-(4-nitrophenyl)iMidazole[4,5f][1,10]phenanthroline
• Synonyms: 2-(4-nitrophenyl)iMidazole[4,5f][1,10]phenanthroline;2-(4-Nitrophenyl)-1H-imidazo[4,5f][1,10]phenanthrolline
• CAS NO: 185129-92-4
• Molecular Formula: C₁₉H₁₁N₅O₂
• Molecular Weight: 341.32294
• Mol File: 185129-92-4.mol
• Article Data: 16

Chemical Properties

• Melting Point: 302 °C
• Boiling Point: 676.8±65.0 °C(Predicted)
• Appearance: /
• Density: 1.504±0.06 g/cm3(Predicted)
• PKA: 8.07±0.50(Predicted)
• CAS DataBase Reference: 2-(4-nitrophenyl)iMidazole[4,5f][1,10]phenanthroline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-nitrophenyl)iMidazole[4,5f][1,10]phenanthroline(185129-92-4)
• EPA Substance Registry System: 2-(4-nitrophenyl)iMidazole[4,5f][1,10]phenanthroline(185129-92-4)

Safety Data

• Hazardous Substances Data: 185129-92-4(Hazardous Substances Data)

Usage

General Description

2-(4-nitrophenyl)imidazole[4,5f][1,10]phenanthroline is a chemical compound with a complex structure that includes a phenanthroline ring and a 4-nitrophenyl group attached to an imidazole ring. It is often used as a building block in the synthesis of various organic compounds and coordination complexes. The compound has potential applications in the fields of medicinal chemistry, biochemistry, and materials science due to its unique structure and properties. It can also serve as a ligand in coordination chemistry, forming stable complexes with various metal ions. The compound's structure and reactivity make it an interesting target for further research and potential applications in various scientific and industrial fields.

Upstream product

• 555-16-8 4-nitrobenzaldehdye 
• 66-71-7 1,10-Phenanthroline 
• 27318-90-7 1,10-phenanthroline-5,6-dione 

Downstream Products

• 1217185-04-0 4-(1H-imidazo[4,5-f]-1,10-phenanthroline-2-yl)phenyl-1-aniline 
• 928625-44-9 PtCl₂C₁₂H₆N₂CN₂HC₆H₄NO₂ 

Relevant articles and documents

One-dimensional metal-organic frameworks based on N-heterocyclic ligand and 5-amino-isophthalic acid: Synthesis, structure, and photoluminescent properties

One complex [Mn(dnpt)(aic)]n [dnpt D 2-(4-nitrophenyl)-1H-imidazo[4,5-f][1,10]phenanthroline, aic D 5- Amino-isophthalic acid] was obtained from hydrothermal reaction and was characterized by elemental analysis, IR, and single-crystal X-ray dif

Luminescent ruthenium(II)-para-cymene complexes of aryl substituted imidazo-1,10-phenanthroline as anticancer agents and the effect of remote substituents on cytotoxic activities

Ruthenium complexes are currently significant attention in medicinal chemistry as they offer various properties which make them an appropriate choice for drug development. Herein, a series of ruthenium(II)-p-cymene-2-aryl-imidazo-1,10-phenanthroline derivatives have been prepared and characterised by elemental analysis, infrared, LC-mass and NMR techniques. The structural and chemical properties shows that Ru(II) complexes have got rigidity, planarity, aromaticity, hydrogen donating and accepting capability which aids both solubility and interaction with biomolecules. The binding strength of these complexes with DNA and BSA were found to be 104–106 M?1. The competitive displacement of ethidium bromide (EtBr) from DNA in the presence of complex reveals an intercalation or groove binding further this was supported by viscosity and in-silico studies. The cytotoxicity study of these Ru(II) complexes were conducted with two cancer cell lines (MDA-MB-231 and HeLa) and one human embryonic kidney cells (HEK-293). The study revealed that [(η6-p-cymene)RuCl (κ2-N,N-2-(4-fluorophenyl)-1H-imidazo[4,5-f][1,10]Phenanthroline].PF6 (4e), [(η6-p-cymene)RuCl(κ2-N,N-2-(4-bromophenyl)-1H-imidazo[4,5-f][1,10]Phenanthroline].PF6 (4f) and [(η6-p-cymene)RuCl(κ2-N,N-2-(4-nitrophenyl)-1H-imidazo[4,5-f][1,10]Phenanthro line].PF6 (4g) were found exhibit least inhibitory concentration (IC50) and high selectivity with respect to HeLa and MDA-MB-231. The activity of the Ru(II) complexes were position and substituents dependent.

Photo-induced mitochondrial DNA damage and NADH depletion by -NO2modified Ru(ii) complexes

Two mitochondria-localized Ru(ii) complexes with photo-labile ligands were reported to exert one- and two-photon activatable anticancer activity through a dual-function mechanism, i.e. mitochondrial DNA covalent binding after photo-induced ligand dissociation and photo-catalyzed NADH depletion, thus displaying good activity towards cisplatin-resistant cancer cells under both normoxic and hypoxic conditions. This journal is