1082-21-9

Usage

Uses

Used in Chemistry and Materials Science:
1,10-Phenanthroline-5-carbonitrile is used as a ligand in coordination chemistry for forming complexes with metal ions. Its ability to chelate metal ions allows for the study and manipulation of their properties and reactivity.
1,10-Phenanthroline-5-carbonitrile is also used in organic synthesis as a building block for the preparation of other organic compounds. Its carbonitrile functional group can be further modified or used as a starting point for the synthesis of various organic molecules.
Additionally, 1,10-Phenanthroline-5-carbonitrile serves as a component in the development of new materials with specific properties, such as in supramolecular chemistry and the creation of self-assembling systems. Its unique structure contributes to the formation of complex architectures and functional materials.

Upstream product

• 65379-77-3 5,6-epoxy-5,6-dihydroxy-1,10-phenanthroline 
• 40000-20-2 5-bromo-1,10-phenanthroline 
• 65115-91-5 5,6-epoxy-5,6-dihydro-[1,10]phenanthroline 
• 66-71-7 1,10-Phenanthroline 

Downstream Products

• 630067-06-0 1,10-phenanthroline-5-carboxylic acid 

Relevant academic research and scientific papers

Dual mechanism of action of 5-Nitro-1,10-phenanthroline against mycobacterium tuberculosis

New chemotherapeutic agents with novel mechanisms of action are urgently required to combat the challenge imposed by the emergence of drug-resistant mycobacteria. In this study, a phenotypic whole-cell screen identified 5-nitro-1,10-phenanthroline (5NP) as a lead compound. 5NP-resistant isolates harbored mutations that were mapped to fbiB and were also resistant to the bicyclic nitroimidazole PA-824. Mechanistic studies confirmed that 5NP is activated in an F420-dependent manner, resulting in the formation of 1,10-phenanthroline and 1,10-phenanthrolin-5-amine as major metabolites in bacteria. Interestingly, 5NP also killed naturally resistant intracellular bacteria by inducing autophagy in macrophages. Structure-activity relationship studies revealed the essentiality of the nitro group for in vitro activity, and an analog, 3-methyl-6-nitro-1,10-phenanthroline, that had improved in vitro activity and in vivo efficacy in mice compared with that of 5NP was designed. These findings demonstrate that, in addition to a direct mechanism of action against Mycobacterium tuberculosis, 5NP also modulates the host machinery to kill intracellular pathogens.

A ruthenium tetrazole complex-based high efficiency near infrared light electrochemical cell

We report on the exploitation of a new tetrazole-substituted 1,10-phenanthroline and a 2,2′-bipyridine (bpy) ancillary ligand modified with an electron-donating group in cationic ruthenium complexes. This complex, placed in between two electrodes without any polymer, demonstrates high efficiency near-infrared (NIR) electroluminescence (EL). The comparison between bpy and its methyl-substituted ancillary ligand shows that the cationic Ru tetrazolate complex containing methyl groups exhibits a red shift in the EL wavelength from 620 to 800 nm compared to [Ru(bpy)3]2+ and an almost twofold reduction in the turn-on voltage, i.e., from 5 to 3 V, with respect to 5-tetrazole-1,10-phenanthroline. An external quantum efficiency of 0.95% for the dimethyl derivative is demonstrated, which is a remarkable result for non-doped NIR light electrochemical cells based on ruthenium polypyridyl.

ANTI-CANCER LEUCIN-RICH PEPTIDES AND USES THEREOF

The invention relates to a pharmaceutically acceptable composition for use in the treatment of cancer, the composition comprising one or more peptides having a sequence comprising the motif GLLxLLxLLLxAAG, wherein x is independently selected from arginine (R), histidine (H), lysine (K), aspartic acid (D) or glutamic acid (E), and one or more pharmaceutically acceptable excipients. The invention also relates to the peptides of the pharmaceutically acceptable composition, a kit comprising the pharmaceutically acceptable composition, nucleotides encoding the peptides and vectors expressing the peptides.

Molecular engineering for optical properties of 5-substituted-1,10-phenanthroline-based Ru(ii) complexes

A series of homo- and heteroleptic Ru(ii) complexes[Ru(phen)3?n(phen-X)n](PF6)2(n= 0-3, X = CN, epoxy, H, NH2) were prepared and characterized. The influence of electron-withdrawing or electron-releasing substituents of the 1,10-phenanthroline ligands on the photo-physical properties was evaluated. It reveals fundamental interests in the fine tuning of redox potentials and photo-physical characteristics, depending both on the nature of the substitution of the ligand, and on the symmetry of the related homo- or heteroleptic complex. These complexes exhibit linear absorption and two-photon absorption (2PA) cross-sections over a broad range of wavelength (700-900 nm) due to absorption in the intra-ligand charge transfer (ILCT) and the metal-to-ligand charge transfer (MLCT) bands. These 2PA properties were more particularly investigated in the 700-1000 spectral range for a family of complexes bearing electro-donating ligands (phen-NH2).