46441-13-8

Usage

Uses

Used in Pharmaceutical and Biomedicinal Applications:
1-((4-Methoxyphenyl)methyl)pyridinium is utilized as a compound with potential antimicrobial and anticancer properties, making it a valuable asset in the development of new drugs and therapies for various diseases.
Used in Organic Synthesis:
As a pyridinium derivative, 1-((4-Methoxyphenyl)methyl)pyridinium serves as a key intermediate in the synthesis of various organic compounds, contributing to the advancement of chemical research and development.
Used in Photodynamic Therapy for Cancer Treatment:
1-((4-Methoxyphenyl)methyl)pyridinium is explored as a potential photosensitizer in photodynamic therapy, a treatment method that uses light to activate a drug, which then kills cancer cells. Its application in this field could lead to innovative cancer treatment strategies.

Upstream product

• 110-86-1 pyridine 
• 104-93-8 p-methylanizole 
• 824-94-2 p-methoxybenzyl chloride 
• 10130-89-9 p-carboxyphenylsulfonyl chloride 
• 105-13-5 4-Methoxybenzyl alcohol 

Relevant academic research and scientific papers

Theoretical and experimental study of tropylium formation from substituted benzylpyridinium species

Fragmentation pathways of unsubstituted and substituted benzylpyridinium compounds were investigated using mass-analysed kinetic energy (MIKE) technique in combination with high level of quantum chemical calculations in the gas phase. Fast atom bombardmen

Metal-Free Benzylic C?H Amination via Electrochemically Generated Benzylaminosulfonium Ions

Electrochemical oxidation of toluene derivatives in the presence of N-tosyldiphenylsulfilimine gave the corresponding benzylaminosulfonium ions, which were treated with tetrabutylammonium iodide under non-electrolytic conditions to give N-tosylbenzylamines. The transformation serves as a metal- and chemical-oxidant-free method for benzylic C?H amination. Because of high oxidation potential of N-tosyldiphenylsulfilimine the present method can be applied to synthesis of various benzylamines from functionalized toluene derivatives.

Reactions of Charged Substrates. 8. The Nucleophilic Substitution Reactions of (4-Methoxybenzyl)dimethylsulfonium Chloride

Displacement reactions on the title compound (1) occur only for nucleophiles with intermediate hardness. Nucleophiles that react display a range of mechanisms. 1 reacts with the neutral nucleophile pyridine-d5 through a mixed SN1/SN2 mechanism; salt added to control ionic strength affects the rate for the unimolecular process, but has no effect on the bimolecular rate constant. The mechanism of displacement by N3- and SO32- depends on the presence or absence of exogenous salt. At constant ionic strength, the mechanism is mixed SN1/SN2 over most of the range of [Nu]. With nucleophile only present, plots of kobsd vs [Nu] exhibit severe breaks that are not the result of salt effects. Analysis of rate constants and product ratios suggests that at low [Nu] reaction occurs simultaneously through concerted Hughes-Ingold SN2 and preassociation-concerted mechanisms. At high [Nu], displacement occurs only through the preassociation-concerted mechanism. Comparison of these results with data for gas-phase dissociation of benzyl dimethylsulfoniums and with solution results for benzyl pyridiniums suggests that the intrinsic stability of the intermediate does not necessarily determine the mechanism.

Reactions of charged substrates. 4. The gas-phase dissociation of (4-substituted benzyl) dimethylsulfoniums and -pyridiniums

The relative rates for the gas-phase dissociation RX- → R- + X° of five (4-Y-substituted benzyl)-dimethysulfoniums (Y = MeO, Me, H, Cl, and NO2) and 24 (4-Y-substituted benzyl)-3′-Z-pyridiniums (complete series for Z = CN, Cl, CONH2, and H, and 4-methoxy- and 4-nitrobenzyls for Z = F and CH3CO) were measured using liquid secondary ion mass spectrometry. The Hammett plot (vs δΔG° or σ-) is linear for the sulfoniums, but plots for the four pyridinium series have a drastic break between the 4-Cl and 4-NO2 substrates. Bronsted-like plots for the pyridiniums show a strong leaving group effect only for 4-nitrobenzyls. An analysis of these linear free energy relations with supporting evidence from semiempirical computations suggests that collisionally activated pyridinium substrates dissociate by two pathways, direct dissociation and through an ion-neutral complex intermediate. Comparison of these results with results for the solution reactions of some of these compounds shows that the mechanism is different in the gas and solution phases. Sufficient experimental data are not available to assign a mechanism for dissociation to the sulfonium series, but computational results show characteristics of a direct dissociative mechanism.

KINETICS AND MECHANISM OF AROMATIC OXIDATIVE SUBSTITUTIONS VIA ELECTRON TRANSFER. APPLICATION OF MARCUS THEORY TO ORGANIC PROCESSES IN THE ENDERGONIC REGION

Oxidative substitution of methylarenes by iron(III) complexes proceeds via initial electron transfer to afford benzylic products in excellent yields.The growth and decay of the cation radical ArCH3(1+) (as the prime transient intermediate) are observed