26031-71-0

Usage

Uses

Used in Pharmaceutical Applications:
Pyridinium, 1-[2-(3-nitrophenyl)-2-oxoethyl]-, bromide is utilized as a compound with potential therapeutic applications due to its possible antimicrobial, analgesic, anti-inflammatory, or antitumor effects. Its diverse biological activities suggest that it could be a candidate for the development of new drugs or treatments.
Used in Research Applications:
In the field of scientific research, Pyridinium, 1-[2-(3-nitrophenyl)-2-oxoethyl]-, bromide is employed as a chemical probe to study various biological processes and interactions. Its unique structure allows researchers to investigate its effects on different cellular pathways and mechanisms, contributing to a better understanding of its potential uses in medicine.
Safety Considerations:
When handling Pyridinium, 1-[2-(3-nitrophenyl)-2-oxoethyl]-, bromide, it is important to exercise caution as it may cause irritation to the skin, eyes, and respiratory system. Additionally, it is potentially harmful if ingested or inhaled, necessitating proper safety measures and protocols during its use in both research and pharmaceutical settings.

Upstream product

• 110-86-1 pyridine 
• 2227-64-7 3'-nitro-2-bromoacetophenone 

Downstream Products

• 17282-38-1 1-(4-methylphenacyl)pyridinium bromide 
• 78938-14-4 [6-(3-Nitro-benzoyl)-1,4-di-pyridin-3-yl-1,4-dihydro-[1,2,4,5]tetrazin-3-yl]-(3-nitro-phenyl)-methanone 
• 121726-89-4 2-(m-nitrophenyl)-4-(4',8'-dimethoxynaphthyl)-6,10-dimethoxy-1,4-dihydrobenzquinoxaline 
• 478033-90-8 ethyl 2-(3-nitrophenyl)indolizine-1-carboxylate 
• 27762-26-1 (3-nitro-phenyl)-naphtho[1,2-d]oxazol-2-yl-methanone 

Relevant academic research and scientific papers

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.

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.

Kinetics and Mechanism of the Pyridinolysis of Phenacyl Bromides in Acetonitrile

Kinetic studies of the reactions of substituted phenacyl bromides (YC6H4COCH2Br) with pyridines (XC5H4N) are carried out in acetonitrile at 45.0°C. A biphasic Bronsted plot is obtained with a change in slope from a large (βX ? 0.65-0.80) to a small (βX ? 0.36-0.40) value at pKao = 3.2-3.6, which can be attributed to a change in the rate-determining step from breakdown to formation of a tetrahedral intermediate in the reaction path as the basicity of the pyridine nucleophile increases. This mechanism is supported by the faster rates with pyridines than with anilines and the change of cross-interaction constant ρXY from a large positive (ρXY ? +1.4) to a small positive (ρXY ? +0.1) value. The large magnitude of Hammett ρX (= -5.5 to -6.9) values for the pyridines with electron-withdrawing substituents and positive deviations of the π-acceptors, p-CH3CO and p-CN, are quite similar to those for the pyridinium ion formation equilibria. The activation parameters are also in line with the proposed mechanism.

Synthesis of Novel Methoxy and Hydroxy Derivatives of 2-Phenyl-1H-benzindoles

The synthesis of novel methoxy-derivatives of 2-phenyl-1H-benzindole 3 by condensation of α-naphthylamines 1 with N-phenacyl-pyridinium salts 2 is described, as well as their conversion into the corresponding hydroxy-derivatives 5.Unexpected quinoxaline derivatives 4 were obtained when in the condensation reaction the N-nitrophenacylpyridinium salts 2d,e have been used.