185129-92-4

Usage

Uses

Used in Medicinal Chemistry:
2-(4-nitrophenyl)imidazole[4,5f][1,10]phenanthroline is utilized as a key intermediate in the synthesis of pharmaceutical compounds, leveraging its structural features to enhance the biological activity and selectivity of resulting molecules. Its ability to chelate metal ions can also contribute to the development of metal-based drugs with novel therapeutic properties.
Used in Biochemistry:
In the field of biochemistry, 2-(4-nitrophenyl)imidazole[4,5f][1,10]phenanthroline serves as a ligand for studying the interactions between metal ions and biomolecules. Its coordination chemistry allows for the exploration of metalloenzyme mechanisms and the design of metal ion sensors with high selectivity and sensitivity.
Used in Materials Science:
2-(4-nitrophenyl)imidazole[4,5f][1,10]phenanthroline is employed as a component in the development of advanced materials with specific optical, electronic, or catalytic properties. Its coordination capabilities can lead to the creation of metal-organic frameworks or other composite materials with applications in catalysis, sensing, or energy storage.
Used in Coordination Chemistry Research:
As a ligand, 2-(4-nitrophenyl)imidazole[4,5f][1,10]phenanthroline is used in academic and industrial research to investigate new coordination modes and the synthesis of coordination compounds. Its reactivity and structural features make it an interesting target for the discovery of new chemical reactions and the development of novel supramolecular systems.

Upstream product

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

Downstream Products

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

Relevant academic research and scientific papers

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

Visible light-assisted reduction of CO2 into formaldehyde by heteroleptic ruthenium metal complex-TiO2 hybrids in an aqueous medium

The photocatalytic reduction of CO2 with its simultaneous functionalization is a profound journey to achieve under an ambient condition. In the current research, precedence exists for the formation of HCHO, HCOOH, CO, CH4, and CH3OH after the reduction of CO2 under suitable conditions. In this progression, HCHO is considered to be a reactive molecule, which occurs in the photocatalysis under suitable condition observed in the photocatalytic process. Herein, we report CO2 reduction to formaldehyde via heterogeneous photocatalysis in an aqueous medium at pH 7. The as-synthesized hybrid photocatalyst is capable of being active under visible light (λ > 420 nm) by utilizing the heteroleptic ruthenium metal complex over TiO2 nanoparticles via covalent interactions. The major reaction product was identified as formaldehyde, while trace amounts of CO and CH4 were also detected in the presence of triethanolamine (TEOA) as a sacrificial donor. The maximum turnover number (720) for HCHO was obtained based on the metal complex used over the surface after 5 h visible light irradiation. Furthermore, formaldehyde (in situ) was utilized for the reaction with primary amines (aniline, 4-aminobenzoic acid) to form the corresponding imines under visible light. Directed by mechanistic studies, the results indicate for the first time that the C1 reduced product of CO2 in a heterogeneous medium can be utilized for synthesis of useful products.

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.

Metal iridium (III) complex as well as preparation method and application thereof

The invention discloses a metal iridium (III) complex and a preparation method and application thereof, and belongs to the technical field of medicines. The metal iridium (III) complex of the present invention comprises a monovalent cation and a monovalen

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

Diatom-like silica–protein nanocomposites for sustained drug delivery of ruthenium polypyridyl complexes

Inspired by the unique glass cell wall of diatom, we design a new nanostructure of human serum albumin nanoparticle (HSANP) coated with silica (HSA/SiO2), which consists of a core–satellite assembly of small silica nanoparticles on a single HSA

A Click Chemistry Approach to Developing Molecularly Targeted DNA Scissors

Nucleic acid click chemistry was used to prepare a family of chemically modified triplex forming oligonucleotides (TFOs) for application as a new gene-targeted technology. Azide-bearing phenanthrene ligands—designed to promote triplex stability and copper binding—were ‘clicked’ to alkyne-modified parallel TFOs. Using this approach, a library of TFO hybrids was prepared and shown to effectively target purine-rich genetic elements in vitro. Several of the hybrids provide significant stabilisation toward melting in parallel triplexes (>20 °C) and DNA damage can be triggered upon copper binding in the presence of added reductant. Therefore, the TFO and ‘clicked’ ligands work synergistically to provide sequence-selectivity to the copper cutting unit which, in turn, confers high stabilisation to the DNA triplex. To extend the boundaries of this hybrid system further, a click chemistry-based di-copper binding ligand was developed to accommodate designer ancillary ligands such as DPQ and DPPZ. When this ligand was inserted into a TFO, a dramatic improvement in targeted oxidative cleavage is afforded.

Imidazole fused phenanthroline (PIP) ligands for the preparation of multimodal Re(i) and 99mTc(i) probes

A small library of [2 + 1] 99mTc(i) complexes based on phenyl-imidazole-fused phenanthroline (PIP) ligands were synthesized and evaluated as multimodal molecular imaging probes. Using either a two-step or a one-pot synthesis method, 99mTc-PIP complexes containing N-methylimidazole as the monodentate ligand were prepared and isolated in good (54 to 89%) radiochemical yield, with the exception of one derivative bearing a strongly electron-withdrawing substituent. The stability of the [2 + 1] complexes was assessed in saline and in cysteine and histidine challenge studies, showing 6 hours stability, making them suitable for in vivo studies. In parallel, the Re(i) analogues were prepared as reference standards to verify the structure of the 99mTc complexes. The optical properties were consistent with other previously reported [2 + 1] type Re(i) complexes that have been used as cellular dyes and sensors. To facilitate the development of targeted derivatives, a tetrazine-PIP ligand was also synthesized. The 99mTc complex of the tetrazine PIP ligand effectively coupled to compounds containing a trans-cyclooctene (TCO) group including a TCO-albumin derivative, which was prepared as a model targeting molecule. An added benefit of the Re-PIP-Tz construct is that the emission from the metal complex was quenched by the presence of the tetrazine. Following the addition of TCO, there was a 70-fold increase in fluorescence emission, which can in future be leveraged during in vitro studies to reduce background signal. This journal is

One Scaffold, Many Possibilities – Copper(I)-Catalyzed Azide–Alkyne Cycloadditions, Strain-Promoted Azide–Alkyne Cycloadditions, and Maleimide–Thiol Coupling of Ruthenium(II) Polypyridyl Complexes

The applicability of RuII polypyridyl complexes with appropriate functionalities as substrates for biorthogonal coupling reactions is investigated. In detail, copper(I)-catalyzed azide–alkyne cycloadditions (CuAAC), strain-promoted azide–alkyne

Oxovanadium phenanthroimidazole derivatives: synthesis, DNA binding and antitumor activities

Four unsymmetrical oxovanadium phenanthroimidazole complexes, [VO(hntdtsc)(NPIP)] (1), [VO(hntdtsc)(CPIP)] (2), [VO(hntdtsc)(MEPIP)] (3) and [VO(hntdtsc)(HPIP)] (4) (hntdtsc?=?2-hydroxy-1-naphthaldehyde thiosemicarbazone, NPIP?=?2-(4-nitrophenyl)-imidazo[