1122-45-8

Usage

Uses

Used in Chemical Synthesis:
2,4-Dimethyl-Pyridine 1-Oxide is used as a reagent in chemical synthesis processes for its oxidizing properties, which can facilitate various reactions and lead to the formation of desired products.
Used in Catalyst Preparation:
2,4-DIMETHYL-PYRIDINE 1-OXIDE is also used as a catalyst in certain chemical reactions, where its oxidizing properties can enhance the rate of the reaction and improve the overall efficiency of the process.
Used in Laboratory Research:
2,4-Dimethyl-Pyridine 1-Oxide is employed in laboratory research for studying the effects of its oxidizing properties on different chemical systems and exploring its potential applications in various fields of chemistry.
Used in Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, given its chemical properties, 2,4-Dimethyl-Pyridine 1-Oxide could potentially be used in the pharmaceutical industry as an intermediate in the synthesis of drugs or as a component in drug formulations, taking into account its oxidizing properties and reactivity. However, further research and validation would be required to confirm its suitability for such applications.

InChI:InChI=1/C7H9NO/c1-6-3-4-8(9)7(2)5-6/h3-5H,1-2H3

Upstream product

• 751445-45-1 (4-methyl-1-oxy-[2]pyridyl)-acetic acid 
• 108-47-4 2,4-lutidine 
• 18368-65-5 4-methylpyridine-2-thiol 
• 65938-78-5 4-methyl-pyridine-2-sulfonic acid amide 
• 1003-67-4 4-methylpyridine-1-oxide 
• 80-43-3 bis(1-methyl-1-phenylethyl)peroxide 
• 108-89-4 picoline 
• 108-48-5 2,6-dimethylpyridine 

Downstream Products

• 42508-74-7 (4-methyl-2-pyridinyl)methanol 
• 105250-16-6 (2-methylpyridin-4-yl)methanol 
• 27296-77-1 2,4-dimethyl-5-hydroxypyridine 
• 7584-11-4 4,6-dimethylpyridine-2-carbonitrile 
• 81540-92-3 4-methyl-2-phenacylpyridine 1-oxide 
• 55485-91-1 acetic acid 4-methyl-pyridin-2-ylmethyl ester 
• 55400-83-4 1-Benzyloxy-2,4-dimethyl-pyridinium; bromide 
• 38198-16-2 4-methyl-pyridin-2-ylmethyl chloride 
• 75523-42-1 2-methyl-pyridin-4-ylmethyl chloride 
• 76823-06-8 2,2-Dimethyl-3-(4-methyl-pyridin-2-ylmethyl)-2,3-dihydro-benzo[e][1,3]oxazin-4-one; hydrochloride 
• 76809-19-3 2,2-Dimethyl-3-(2-methyl-pyridin-4-ylmethyl)-2,3-dihydro-benzo[e][1,3]oxazin-4-one; hydrochloride 
• 125311-38-8 (E)-2-(2-(4-dimethylaminophenyl)ethenyl)-4-methylpyridine-1-oxide 
• 125311-39-9 (E,E)-2,4-bis(2-(4-dimethylaminophenyl)ethenyl)pyridine-1-oxide 
• 5407-87-4 2-Amino-4,6-dimethylpyridine 

Relevant academic research and scientific papers

Nickel-catalyzed addition of pyridine-N-oxides across alkynes

(Chemical Equation Presented) An alternative to pyridine: Pyridine-N-oxides undergo direct C-H activation and add across alkynes under mild nickel catalysis to afford (E)-2-alkenylpyridine-N-oxides in modest to good yields with high selectivity. Subsequent deoxygenation and deoxygenative functionalization proceed smoothly to give a wide variety of 2-substituted pyridines. PCyp 3 = tricyclopentylphosphine, cod = cyclooctadiene.

Methyl Scanning and Revised Binding Mode of 2-Pralidoxime, an Antidote for Nerve Agent Poisoning

Organophosphorus nerve agents (OPNAs) inhibit acetylcholinesterase (AChE) and, despite the Chemical Weapons Convention arms control treaty, continue to represent a threat to both military personnel and civilians. 2-Pralidoxime (2-PAM) is currently the only therapeutic countermeasure approved by the United States Food and Drug Administration for treating OPNA poisoning. However, 2-PAM is not centrally active due to its hydrophilicity and resulting poor blood-brain barrier permeability; hence, these deficiencies warrant the development of more hydrophobic analogs. Specifically, gaps exist in previously published structure activity relationship (SAR) studies for 2-PAM, thereby making it difficult to rationally design novel analogs that are concomitantly more permeable and more efficacious. In this study, we methodically performed a methyl scan on the core pyridinium of 2-PAM to identify ring positions that could tolerate both additional steric bulk and hydrophobicity. Subsequently, SAR-guided molecular docking was used to rationalize hydropathically feasible binding modes for 2-PAM and the reported derivatives. Overall, the data presented herein provide new insights that may facilitate the rational design of more efficacious 2-PAM analogs.

ANALOGS OF 2-PRALIDOXIME AS ANTIDOTES AGAINST ORGANOPHOSPHORUS NERVE AGENTS

Provided herein are compounds useful in treating exposure to an organophosphorus compound, such as a nerve agent, pesticide, or, generally, an acetylcholinesterase inhibitor, such as sarin. Compositions, e.g. pharmaceutical compositions or dosage forms, comprising the compounds also are provided herein. Methods of treating a patient exposed to a nerve agent, pesticide, or, generally, an acetylcholinesterase inhibitor, e.g., an organophosphorus compound, such as sarin, also are provided.

Metal- and base-free regioselective thiolation of the methyl C(sp3)-H bond in 2-picoline: N -oxides

A one-pot, two-step synthesis of pyridine-2-ylmethyl thioethers is developed through a TFAA-mediated [3,3]-sigmatropic rearrangement of pyridine N-oxides and TBAB-catalyzed direct conversion of trifluoroacetates into thioethers under metal- and base-free conditions. This methodology enables thiolation of the unactivated methyl C(sp3)-H bond in 2-picolines with thiols. Remarkable features of the method include high regioselectivity, step- and atom-economy, mild conditions, simple operation, wide substrate scope and scalability. Furthermore, the method has been successfully applied to the synthesis of omeprazole sulfide and rabeprazole sulfide without the need for TBAB catalysis. A comprehensive green chemistry metrics analysis indicated that this method is much more efficient and greener than the reported synthesis of rabeprazole sulfide.

COMPOUNDS AND THEIR USE AS PDE4 ACTIVATORS

The present invention relates to compounds as defined herein, which are activators of long form cyclic nucleotide phosphodiesterase-4 (PDE4) enzymes (isoforms) and to therapies using these activators. In particular, the invention relates to these activator compounds for use in a method for the treatment or prevention of disorders requiring a reduction of second messenger responses mediated by cyclic 3',5-adenosine monophosphate (cAMP).

A mild and efficient H2O2 oxygenation of N-heteroaromatic compounds to the amine N-oxides and KI deoxygenation back to the tertiary amine with hexaphenyloxodiphosphonium triflate

A mild and efficient method for the oxidation of N-heteroaromatic compounds to the corresponding N-oxides using H2O2 in the presence of hexaphenyloxodiphosphnium triflate (Hendrickson reagent) in EtOH at room temperature was reported. This methodology presented relatively fast and selective reactions to afford the N-oxides in good yields. The reverse reactions, deoxygenation reactions, were also carried out under the same reaction conditions by KI to produce the tertiary amines.

A pyridine nitrogen oxide high-efficient, multi-phase catalytic preparation method

The invention discloses a high efficient heterogeneous catalytic preparation method of pyridine oxynitride. In the provided preparation method, mono-substituted or poly-substituted pyridines or pyridine derivatives are taken as the primary raw materials, titanium dioxide loaded on tungsten (WO3/TiO2) is taken as the catalyst, hydrogen peroxide is taken as the oxidizing agent, and reactions are carried out in a water solution at a room temperature so as to obtain the target product. Compared with the prior art, the preparation method has the following advantages: (1) the provided oxidation method, no acetic acid is used, and thus the requirements on equipment are greatly reduced; (2) a heterogeneous catalytic method is adopted to prepare pyridine oxynitride, the catalyst can be separated from the reaction system through simple filtration or centrifugation, and the operation is convenient; (3) titanium dioxide loaded on tungsten is taken as the catalyst, pyridine oxynitride is prepared by one step in a water solution at a room temperature, the reaction conditions are mild, and the pollution to the environment is little.

Visible-Light-Induced C2 Alkylation of Pyridine N-Oxides

A photoredox catalytic method has been developed for the direct C2 alkylation of pyridine N-oxides. This reaction is compatible with a range of synthetically relevant functional groups for providing efficient synthesis of a variety of C2-alkylated pyridine N-oxides under mild conditions. Mechanistic studies are consistent with the generation of a radical intermediate along the reaction pathway.

Hetero-aromatic compound and its use in medicine (by machine translation)

The invention discloses heteroaromatic compound and its use in medicine, in particular, the invention provides a hetero-aromatic compound or its stereoisomers, geometric isomers, tautomers, racemate, nitrogen oxide, hydrate, solvate, metabolite, pharmaceutically acceptable salt or prodrug, and containing said pharmaceutical composition; the invention also discloses the compound or its pharmaceutical compositions in use for preparing a medicament, and in the treatment of autoimmune diseases or proliferative diseases of application. (by machine translation)

Metal-free methylation of a pyridine N-oxide C-H bond by using peroxides

Metal-free methylation of a pyridine N-oxide C-H bond was developed using peroxide as a methyl reagent under neat conditions. Pyridine N-oxide derivatives with various groups (e.g., Cl, NO2, and OCH3) were all suitable substrates, and the desired products were obtained in moderate to excellent yields under standard conditions. Moreover, the methylation can be performed with a good yield on the gram-scale experiment. Tentative mechanistic studies show that the methylation is a classical radical process.