1131-48-2

Usage

Uses

Used in Organic Synthesis:
Pyridine, 3-phenyl-, 1-oxide is utilized as a reagent in organic synthesis, contributing to the formation of various complex organic molecules. Its unique structure allows it to participate in a range of chemical reactions, making it a valuable component in the synthesis of specialty chemicals.
Used in Pharmaceutical Industry:
As a precursor for various pharmaceuticals, Pyridine, 3-phenyl-, 1-oxide plays a crucial role in the development of new drugs. Its ability to be modified and incorporated into different molecular frameworks makes it a key intermediate in medicinal chemistry.
Used in Dye Synthesis:
Pyridine, 3-phenyl-, 1-oxide is employed in the synthesis of certain dyes, where its structural features contribute to the color and properties of the final dye products. This application is particularly relevant in industries that rely on colorants for their products, such as textiles, paints, and plastics.
Used as a Polymer Stabilizer:
In the polymer industry, Pyridine, 3-phenyl-, 1-oxide serves as a stabilizer to enhance the durability and performance of certain polymers. Its inclusion in polymer formulations helps to prevent degradation, thereby extending the useful life of the material.
Used in Antioxidant and Neuroprotective Research:
Pyridine, 3-phenyl-, 1-oxide has been investigated for its potential antioxidant and neuroprotective properties, indicating its possible use in the development of therapeutic agents for conditions associated with oxidative stress and neurodegeneration. Further research is required to fully understand and harness its potential in these areas.

Upstream product

• 1008-88-4 3-phenylpyridine 
• 2402-97-3 3-bromopyridine N-oxide 
• 98-80-6 phenylboronic acid 

Downstream Products

• 103983-89-7 3-(4-nitro-phenyl)-pyridine-1-oxide 
• 76053-45-7 5-Phenyl-2(1H)-pyridinone 
• 136887-33-7 3-(1-adamantylthio)-5-phenylpyridine 
• 136887-32-6 2-(1-adamantylthio)-5-phenylpyridine 
• 136887-31-5 2-(1-adamantylthio)-3-phenylpyridine 
• 136887-34-8 Acetic acid (2S,3R,4S)-4-acetoxy-1-acetyl-2-(adamantan-1-ylsulfanyl)-5-phenyl-1,2,3,4-tetrahydro-pyridin-3-yl ester 
• 39065-45-7 2-cyano-5-phenylpyridine 
• 39065-43-5 3-phenylpicolinonitrile 
• 136887-35-9 Acetic acid (2R,3S,6S)-6-acetoxy-1-acetyl-2-(adamantan-1-ylsulfanyl)-5-phenyl-1,2,3,6-tetrahydro-pyridin-3-yl ester 
• 136887-36-0 1-[(2R,3S,4R)-3-(Adamantan-1-ylsulfanyl)-2,4-dihydroxy-5-phenyl-3,4-dihydro-2H-pyridin-1-yl]-ethanone 
• 66600-05-3 2-chloro-5-phenylpyridine 
• 31557-57-0 2-chloro-3-phenyl-pyridine 
• 19069-63-7 4-chloro-3-phenylpyridine 
• 1041859-78-2 (E)-2-(3-tert-butoxy-3-oxoprop-1-enyl)-5-phenylpyridine N-oxide 

Relevant academic research and scientific papers

Investigation on Factors Ruling Catalytic Efficiency and Chemical Stability of Mn(III) Porphyrins in HOCl Olefin Epoxidation: Conditions for Practical Applications

The use of stable Mn(III) porphyrins (P), e.g. 2-4, and of imidazole or pyridine axial ligands (L), 8-10, entirely soluble in the organic phase has allowed an extensive investigation of the factors ruling the catalytic activity of porphyrins in the olefin

2-Position-selective C[sbnd]H fluoromethylation of six-membered heteroaryl N-oxides with (fluoromethyl)triphenylphosphonium iodide

A mild and efficient method for the regioselective C[sbnd]H fluoromethylation of heteroaryl N-oxides with (fluoromethyl)triphenylphosphonium iodide is presented. With LiOt-Bu as the base and DMSO as the solvent, this reaction delivers a series of C2-fluor

An efficient Pd(II)-(2-aminonicotinaldehyde) complex as complementary catalyst for the Suzuki-Miyaura coupling in water

An efficient new Pd(II)-(2-aminonicotinaldehyde)-catalyzed Suzuki-Miyaura coupling of the aryl halides (Br, Cl and I) and organoboronic acids at moderate temperature in water is described. Low catalyst loading, easy accessibility, being an air-stable catalyst, functional group compatibility, and water as the reaction medium are some of the key features of this synthetic method. This protocol is also applicable for gram scale.

Nickel-catalyzed C–H trifluoromethylation of pyridine N-oxides with Togni's reagent

The first nickel-catalyzed C–H trifluoromethylation of pyridine N-oxides with Togni's reagent has been achieved. Trifluoromethylation proceeds smoothly under mild conditions with moderate functional group compatibility. Notable advantages of this method include the using of low cost of nickel catalyst, and its simple convenient operation.

2,2′-Homocoupled Azine N,N′-Dioxides or Azine N-Oxides: CDC- or SNAr-Controlled Chemoselectivity

An unprecedented Cu(OAc)2- and LiOtBu-mediated homocoupling of azine N-oxides to yield 2,2′-azine N,N′-dioxides is reported. This is the first instance in which copper has been used to catalyze the homodimerization reaction, especially of 2-phenylpyridine N-oxides. In the absence of catalytic copper, the reaction follows an alternative pathway, and instead of dioxides it yields 2,2′-azine N-monoxides. This latter protocol works efficiently with a range of N-heterocyclic oxides of pyridine, 2-phenylpyridine, quinoline and N-aryl-1,2,3-triazole. It is scalable, offers high regioselectivity and gives the products in moderate to high yields. The observed chemoselectivity between the copper-assisted and copper-free protocols is routed through oxidative cross-dehydrogenative coupling (CDC) and nucleophilic aromatic substitution of hydrogen (SNAr) pathways, respectively.

The microwave-assisted ortho-alkylation of azine N-oxides with N-tosylhydrazones catalyzed by copper(i) iodide

A copper catalyzed regioselective cross-coupling of N-tosylhydrazones with azine N-oxides to yield ortho-alkylated products in moderate to good yields is reported. The reaction is facilitated by microwave, takes place without any ligand, and uses inexpensive copper(i) iodide as the catalyst.

Arylation of pyridine N-oxides via a ligand-free Suzuki reaction in water

We report a practical and highly efficient protocol for the arylation of pyridine N-oxides with arylboronic acid through palladium-catalyzed Suzuki reaction in water. This ligand-free Suzuki reaction is performed in the presence of diisopropylamine and gi

Insights into the mechanistic and synthetic aspects of the Mo/P-catalyzed oxidation of N-heterocycles

A Mo/P catalytic system for an efficient gram-scale oxidation of a variety of nitrogen heterocycles to N-oxides with hydrogen peroxide as terminal oxidant has been investigated. Combined spectroscopic and crystallographic studies point to the tetranuclear Mo4P peroxo complex as one of the active catalytic species present in the solution. Based on this finding an optimized catalytic system has been developed. The utility and chemoselectivity of the catalytic system has been demonstrated by the synthesis of over 20 heterocyclic N-oxides.

NOVEL DXR INHIBITORS FOR ANTIMICROBIAL THERAPY

The present invention generally concerns particular methods and compositions for antimicrobial therapy. In particuarl embodiments, the compositions target DXR. In specific embodiments, the compositions are electron-deficient heterocyclic rings.

Coordination chemistry based approach to lipophilic inhibitors of 1-deoxy-D-xylulose-5-phosphate reductoisomerase

1-Deoxy-D-xylulose-5-phosphate reductoisomerase (DXR) in the non-mevalonate pathway found in most bacteria is a validated anti-infective drug target. Fosmidomycin, a potent DXR inhibitor, is active against Gram-negative bacteria. A coordination chemistry and structure based approach was used to discover a novel, lipophilic DXR inhibitor with an IC50 of 1.4 μM. It exhibited a broad spectrum of activity against Gram-negative and -positive bacteria with minimal inhibition concentrations of 20-100 μM (or 3.7-19 μg/mL).