26274-35-1

Usage

Uses

Used in Pharmaceutical Industry:
2,4-Diphenylpyridine is used as a building block for the synthesis of pharmaceutical compounds, contributing to the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 2,4-Diphenylpyridine is utilized as a component in the creation of agrochemicals, aiding in the development of effective pesticides and other agricultural chemicals.
Used in Material Science Industry:
2,4-Diphenylpyridine is employed as a key component in the synthesis of advanced materials, playing a role in the advancement of material science through its unique properties.
Used in Organic Light-Emitting Diodes (OLEDs):
2,4-Diphenylpyridine is used as a component in the development of OLEDs, leveraging its electronic and optical properties to enhance the performance of these devices.
Used in Electronic Devices:
2,4-Diphenylpyridine's unique properties make it suitable for use in various electronic devices, where it can contribute to improved performance and functionality.
Used in Organic Photochemistry:
2,4-Diphenylpyridine is utilized as a photoinitiator in the production of polymer materials, playing a crucial role in the field of organic photochemistry.
Used in Coordination Chemistry:
As a ligand in coordination chemistry, 2,4-Diphenylpyridine is instrumental in the formation of coordination compounds, which have applications in various chemical and industrial processes.

InChI:InChI=1/C17H13N/c1-3-7-14(8-4-1)16-11-12-18-17(13-16)15-9-5-2-6-10-15/h1-13H

Upstream product

• 1131-61-9 4-Phenylpyridine 1-oxide 
• 76570-24-6 2-chloro-4 ,6-diphenylpyridine 
• 110-89-4 piperidine 
• 80561-28-0 1-vinyl-2,4-6-triphenyl-1,2-dihydropyridine 
• 80561-36-0 1-(2-propenyl)-2,4-6-triphenyl-1,2-dihydropyridine 
• 121198-57-0 1,1,1-triphenyl-2-aza-1λ⁵-phosphabuta-1,3-diene 
• 94-41-7 benzalacetophenone 
• 82572-06-3 P,P-diphenyl-N-(1-phenylethylidene)phosphinic amide 
• 104-55-2 3-phenyl-propenal 
• 14371-10-9 (E)-3-phenylpropenal 
• 5633-34-1 (benzoylmethylene)dimethylsulfurane 
• 614-47-1 1,3-diphenyl-propen-3-one 
• 20461-53-4 2-ethoxy-4,6-diphenyl-3,4-dihydro-2H-pyran 
• 555-54-4 diphenylmagnesium 

Downstream Products

• 1623011-80-2 N-(2-phenyl-2-(2-(4-phenylpyridin-2-yl)phenyl)ethyl)aniline 
• 1041859-83-9 2,4-diphenylpyridine N-oxide 
• 71103-78-1 2,4‐diphenyl‐6‐(ptolyl)pyridine 

Relevant academic research and scientific papers

Mechanistic insights into the transmetalation step of a Suzuki-Miyaura reaction of 2(4)-bromopyridines: characterization of an intermediate

The mechanistic study of the palladium-catalyzed Suzuki-Miyaura cross-coupling between bromophenylpyridine compounds and phenylboronic acid led to the NMR identification of a transient intermediate in the transmetalation step. This species was identified by DFT calculations as a [Pd{Ph-B(OH)3-}{C5H2RN}(PR3)2] complex, containing a boronate ligand coordinated through an oxygen group to the metal center. The fitting of this intermediate within recent mechanistic proposals on the mechanism of transmetalation is discussed.

Reactivity of 4-methylpyridinium salts in a new reaction of ring transformation of pyridine and isoquinoline derivatives

Dependence of reactivity on substituents in the pyridine ring of the 4-methylpyridinium salts was studied in intermolecular reaction of ring transformation involving quaternary salts of pyridinium and isoquinolinium promoted by methylammonium sulfite.

Cobalt-catalyzed cross-coupling of nitrogen-containing heterocyclic phosphonium salts with arylmagnesium reagents

Cobalt-catalyzed cross-couplings of nitrogen-containing heterocyclic phosphonium salts with arylmagnesium halides proceeded efficiently with the aid of cobalt(II) catalyst and copper(I) salt in tetrahydrofuran at ambient temperature, producing the desired

Discovery of 9,10-dihydrophenanthrene derivatives as SARS-CoV-2 3CLpro inhibitors for treating COVID-19

The epidemic coronavirus disease 2019 (COVID-19) caused by severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) has now spread worldwide and efficacious therapeutics are urgently needed. 3-Chymotrypsin-like cysteine protease (3CLpro) is an indispensable protein in viral replication and represents an attractive drug target for fighting COVID-19. Herein, we report the discovery of 9,10-dihydrophenanthrene derivatives as non-peptidomimetic and non-covalent inhibitors of the SARS-CoV-2 3CLpro. The structure-activity relationships of 9,10-dihydrophenanthrenes as SARS-CoV-2 3CLpro inhibitors have carefully been investigated and discussed in this study. Among all tested 9,10-dihydrophenanthrene derivatives, C1 and C2 display the most potent SARS-CoV-2 3CLpro inhibition activity, with IC50 values of 1.55 ± 0.21 μM and 1.81 ± 0.17 μM, respectively. Further enzyme kinetics assays show that these two compounds dose-dependently inhibit SARS-CoV-2 3CLpro via a mixed-inhibition manner. Molecular docking simulations reveal the binding modes of C1 in the dimer interface and substrate-binding pocket of the target. In addition, C1 shows outstanding metabolic stability in the gastrointestinal tract, human plasma, and human liver microsome, suggesting that this agent has the potential to be developed as an orally administrated SARS-CoV-2 3CLpro inhibitor.

Sustainable and recyclable magnetic nanocatalyst of 1,10-phenanthroline Pd(0) complex in green synthesis of biaryls and tetrazoles using arylboronic acids as versatile substrates

A magnetic nanocatalyst was purveyed as a heterogeneous recoverable palladium-based catalyst anchored on green, sustainable and phosphine free support. Resulted Fe3O4@SiO2-Phen-Pd(0) nanocatalyst bearing powerful phenanthroline ligand was thoroughly characterized by physicochemical approaches like UV–vis, FT-IR, EDX, XRD, TGA, ICP, VSM, DLS, FESEM, and TEM analyses. After finding trustable data, the obtained magnetic catalyst was considered to be applied in the Suzuki-Miyaura type C-C couplings and getting corresponding tetrazoles using arylboronic acid derivatives as alternate precursors of aromatic halides and stupendous data were observed.

Green and sustainable palladium nanomagnetic catalyst stabilized by glucosamine-functionalized Fe3O4@SiO2 nanoparticles for Suzuki and Heck reactions

A novel magnetic and heterogeneous palladium-based catalyst stabilized by glucosamine-functionalized magnetic Fe3O4@SiO2 nanoparticle was synthesized. The strategy relies on the covalently bonding of glucosamine to cyanuric chloride-functionalized magnetic nanoparticles followed by complexation with palladium. The structure of magnetic nanocatalyst was fully determined by FT-IR, XRD, DLS, FE-SEM, TEM, ICP, UV-Vis, TGA, VSM, and EDX. The obtained results confirmed that the palladium nanoparticles stabilized by glucosamine immobilized onto the magnetic support exhibited high activity in cross-coupling reactions of Suzuki-Miyaura and Mizoroki-Heck. Various aryl halides were coupled with arylboronic acid (Suzuki cross-coupling reaction) and olefins (Heck reactions) under the green conditions to provide corresponding products in high to excellent yields. Interestingly, the catalyst can be easily isolated from the reaction media by magnetic decantation and can subsequently be applied for consecutive reaction cycles (at least seven times) with no notable reduction in the catalytic activity.

A Dichotomy in Cross-Coupling Site Selectivity in a Dihalogenated Heteroarene: Influence of Mononuclear Pd, Pd Clusters, and Pd Nanoparticles-The Case for Exploiting Pd Catalyst Speciation

Site-selective dihalogenated heteroarene cross-coupling with organometallic reagents usually occurs at the halogen proximal to the heteroatom, enabled by intrinsic relative electrophilicity, particularly in strongly polarized systems. An archetypical exam

Construction of a Pyrimidine Framework through [3 + 2 + 1] Annulation of Amidines, Ketones, and N, N-Dimethylaminoethanol as One Carbon Donor

An efficient, facile, and eco-friendly synthesis of pyrimidine derivatives has been developed. It involves a [3 + 2 + 1] three-component annulation of amidines, ketones, and one carbon source. N,N-Dimethylaminoethanol is oxidized through C(sp3)-H activation to provide the carbon donor. One C-C and two C-N bonds are formed during the oxidative annulation process. The reaction shows good tolerance to many important functional groups in air, making this methodology a highly versatile alternative, and significant improvement to the existing methods for structuring a pyrimidine framework, especially 4-aliphatic pyrimidines.

Palladium-Catalyzed Electrophilic Functionalization of Pyridine Derivatives through Phosphonium Salts

Herein, we report a highly efficient and practical method for pyridine-derived heterobiaryl synthesis through palladium-catalyzed electrophilic functionalization of easily available pyridine-derived quaternary phosphonium salts. The nice generality of this reaction was goes beyond arylation, enabling facile incorporation of diverse carbon-based fragments, including alkenyl, alkynyl, and also allyl fragments, onto the pyridine core. Notably, the silver salt additive is revealed to be of vital importance for the success of this transformation and its pivotal role as transmetallation mediator, which guarantees a smooth transfer of pyridyl group to palladium intermediate, is also described.

Palladium-catalyzed c-4 selective coupling of 2,4-dichloropyridines and synthesis of pyridine-based dyes for live-cell imaging

An alternative process of Pd-catalyzed C-4 selective coupling of 2,4-dichloropyridines with boronic esters was developed, which afforded 24 examples of C-4 coupled pyridines in moderate to good yields. After further arylation, 21 examples of C-2, C-4 diarylated pyridines with a significant photophysical property were obtained, which were applied as pyridine-based dyes into live-cell imaging with good biocompatibility and low toxicity.