25407-30-1

Usage

Uses

Used in Organic Synthesis:
1-(4-NITROPHENYL)-2-PYRIDINIUM-1-YLETHAN-1-ONE BROMIDE is used as a reagent in organic synthesis for [application reason]. Its unique structure allows for various chemical reactions, making it a valuable component in the creation of new compounds.
Used in Pharmaceutical Development:
In the pharmaceutical industry, 1-(4-NITROPHENYL)-2-PYRIDINIUM-1-YLETHAN-1-ONE BROMIDE is used as a precursor for the development of new drugs, specifically [application reason]. Its properties make it a promising candidate for the creation of medications targeting various health conditions.
Used in Anti-Inflammatory and Anti-Cancer Drug Research:
1-(4-NITROPHENYL)-2-PYRIDINIUM-1-YLETHAN-1-ONE BROMIDE is also utilized in the research and development of anti-inflammatory and anti-cancer drugs. It serves as a key component in the design and synthesis of potential therapeutic agents, aiming to [application reason] and improve patient outcomes.
Used in Laboratory Research:
1-(4-NITROPHENYL)-2-PYRIDINIUM-1-YLETHAN-1-ONE BROMIDE is commonly used in laboratory research as a versatile tool for studying various chemical reactions and properties. The bromide salt form of 1-(4-NITROPHENYL)-2-PYRIDINIUM-1-YLETHAN-1-ONE BROMIDE makes it easier to handle and store, facilitating its widespread use in scientific investigations.
Used in Industrial Applications:
In the industrial sector, 1-(4-NITROPHENYL)-2-PYRIDINIUM-1-YLETHAN-1-ONE BROMIDE is employed for [application reason], contributing to the production of various chemicals and materials. Its stability and reactivity make it a preferred choice in large-scale chemical processes.

Upstream product

• 110-86-1 pyridine 
• 99-81-0 4-Nitrophenacyl bromide 

Downstream Products

• 22269-68-7 1-(4-nitro-phenyl)-2-(oxy-phenyl-imino)-ethanone 
• 25674-70-8 (4-nitro-phenyl)-naphtho[1,2-d]oxazol-2-yl-methanone 
• 56765-84-5 (4-nitro-phenyl)-(1-pyridin-4-yl-indolizin-3-yl)-methanone 
• 129155-26-6 2-ethylthio-3-(4'-nitrophenacyl)-1,4-naphthoquinone 
• 143718-67-6 indolizine-1,2,3-triyltris((4-nitrophenyl)methanone) 
• 22269-68-7 N-phenyl-C-(4-nitrobenzoyl)nitrone 
• 22269-70-1 (4-nitro-phenyl)-(2-phenyl-isoxazolidin-3-yl)-methanone 
• 22269-85-8 3-(4-nitro-benzoyl)-2-phenyl-isoxazolidine-5-carbonitrile 
• 22343-95-9 (2,5-diphenyl-isoxazolidin-3-yl)-(4-nitro-phenyl)-methanone 
• 22269-73-4 (5-butyl-2-phenyl-isoxazolidin-3-yl)-(4-nitro-phenyl)-methanone 
• 22269-83-6 3-(4-nitro-benzoyl)-2-phenyl-isoxazolidine-5-carboxylic acid methyl ester 
• 22356-26-9 3ξ-(4-nitro-benzoyl)-2-phenyl-isoxazolidine-4r,5t-dicarboxylic acid dimethyl ester 
• 1240428-19-6 3-[4-(2,4-dimethoxyphenyl)-6-(4-nitrophenyl)pyridin-2-yl]-4-hydroxycoumarin 
• 1240428-18-5 4-hydroxy-3-[4-(4-methoxyphenyl)-6-(4-nitrophenyl)pyridin-2-yl]coumarin 

Relevant academic research and scientific papers

Anti-tubercular activity and molecular docking studies of indolizine derivatives targeting mycobacterial InhA enzyme

A series of 1,2,3-trisubstituted indolizines (2a–2f, 3a–3d, and 4a–4c) were screened for in?vitro whole-cell anti-tubercular activity against the susceptible H37Rv and multidrug-resistant (MDR) Mycobacterium tuberculosis (MTB) strains. Compounds 2b–2d, 3a

Silver-Promoted (4 + 1) Annulation of Isocyanoacetates with Alkylpyridinium Salts: Divergent Regioselective Synthesis of 1,2-Disubstituted Indolizines

An unprecedented silver-promoted regioselective (4 + 1) annulation of isocyanoacetates with pyridinium salts is reported. The established protocol provides controlled, facile, and modular access to a range of synthetically useful N-fused heterocyclic scaffolds containing indolizines, pyrrolo[1,2-a]quinolines, pyrrolo[2,1-a]isoquinolines, and 1H-imidazo[4,5-a]indolizin-2(3H)-ones. A mechanistic pathway involving nucleophilic addition/protonation/elimination/cycloisomerization is proposed.

Ultrasound-promoted regioselective synthesis of chalcogeno-indolizines by a stepwise 1,3-dipolar cycloaddition

A series of new organochalcogen derivatives of indolizines was synthesized in moderate to excellent yields from pyridinium salts and chalcogeno-alkynes. The reaction can be carried out under thermal conditions or by sonochemical processes in short reaction times. The stepwise cycloaddition reaction forming chalcogeno-indolizines is regioselective and extends to a broad range of functional groups. Furthermore, novel chalcogeno-alkynes are reported and the first derivatives of teluro-indolizine are described. The influence of selenium functionalization on the photophysical properties of indolizines is also described, in which the compounds showed absorption in the UV–Vis region around 360 nm and emission in the blue-to-green region. Relatively low fluorescence quantum yield (?fl) values were calculated, in agreement with the chalcogen effect on other heterocycles.

An efficient microwave accelerated three component reaction of phenacyl azides and pyridinium phenacyl salts: A facile greener approach to 2-amino-2-ene-1,4-diones/pyrrolidin-2-ones

A mild and efficient base promoted, microwave assisted, green synthesis of 2-amino-2-ene-1,4-diones has been described by the decomposition of phenacyl azides followed by treatment with pyridinium salts of phenacyl bromides in aqueous media. A diverse range of substrates bearing electron-releasing and electron-withdrawing substituents were well tolerated and delivered corresponding 2-amino-2-ene-1,4-diones in good yields. Synthesized 2-amino-2-ene-1,4-diones have been further explored in the synthesis of various substituted 4-hydroxypyrrolidin-2-ones.

DMAP-Catalyzed Annulation Approach for Modular Assembly of Furan-Fused Chromenes

With a tandem DMAP-catalyzed reaction between o-AQM, in which it is generated in situ from propargylic amine, and acyl carbene surrogate (from pyridinium ylide), a variety of polyarylated chromenes are assembled in good yields. This process does not require transition-metal catalyst and exhibits easy manipulation of the arene group and good functional group compatibility, particularly the -Br group which can be further transformed to other functionalities by cross-coupling reactions. The modular feature of o-AQM substrates and the simple operation procedures add further advantages to this synthetic method.

A metal-free approach for the synthesis of amides/esters with pyridinium salts of phenacyl bromides via oxidative C–C bond cleavage

An efficient, simple, and metal-free synthetic approach for the N- and O-benzoylation of various amines/benzyl alcohols with pyridinium salts of phenacyl bromides is demonstrated to generate the corresponding amides and esters. This protocol facilitates the oxidative cleavage of a C–C bond followed by formation of a new C–N/C–O bond in the presence of K2CO3. Various pyridinium salts of phenacyl bromides can be readily transformed into a variety of amides and esters which is an alternative method for the conventional amidation and esterification in organic synthesis. High functional group tolerance, broad substrate scope and operational simplicity are the prominent advantages of the current protocol.

Microwave-assisted quaternization of various pyridine derivatives and their antibacterial activity

In this study, reactions of quaternization under microwave heating of pyridine, α-picoline, pyridine-4-aldoxime, pyridine-2-aldoxime, nicotinamide, isonicotinamide and pyridoxal oxime with different electrophiles: 2-bromo-4'-nitroacetophenone, 2-amino-4-chloro-methylthiazole hydrochloride, methyl iodide, 1, 3-diiodopropane and 1, 3-dibromopropane are reported. The synthesis yield by microwave dielectric heating is improved and reaction time shortened compared to conventional heating. The structure of obtained molecules were analyzed and determined by 1D and 2D NMR spectroscopy methods, IR spectroscopy and mass spectrometry. The highest antibacterial activity against two Gram-positive and two Gram-negative bacteria strains has been found for 1-[2-(4-nitrophenyl)-2-oxoethyl]pyridinium bromide (2).

Facile one-pot tandem synthesis of perfluoroalkylated indolizines under metal-free mild conditions

A direct metal-free method for the synthesis of perfluoroalkylated indolizines by means of DIPEA-promoted tandem C[sbnd]N/C[sbnd]C bond formation was developed. Various substituted pyridines and bromoacetyl derivatives with methyl perfluoroalk-2-ynoates proceeded smoothly in this mild transformation, and the desired products were obtained in good to excellent yields under air.

Transition-Metal-Free Synthesis of Indolizines from Electron-Deficient Alkenes via One-Pot Reaction Using TEMPO as an Oxidant

A one-pot method for the synthesis of multisubstituted indolizines from α-halo carbonyl compounds, pyridines, and electron-deficient alkenes is reported. The oxidative dehydrogenation reaction takes place under transition-metal-free conditions using TEMPO as an oxidant. This protocol uses ready available starting materials in a convenient procedure under mild reaction conditions.

Greener synthesis of indolizine analogues using water as a base and solvent: study for larvicidal activity against Anopheles arabiensis

Greener synthesis of a series of novel indolizine analogues have been achieved by the cyclization of aromatic cycloimmonium ylides with electron-deficient alkynes in the presence of water as the base and solvent at 80?°C. Yield of the title compounds was