33259-21-1

Usage

Uses

Used in Pharmaceutical and Agrochemical Synthesis:
4-Hydroxy-2,6-diMethylnicotinic acid is used as a starting material for the synthesis of various pharmaceuticals and agrochemicals. Its unique chemical structure allows for the development of new compounds with potential therapeutic and agricultural applications.
Used in Therapeutic Applications:
4-Hydroxy-2,6-diMethylnicotinic acid is used as a potential therapeutic agent for its antioxidant and anti-inflammatory properties. These properties make it a candidate for the treatment of various diseases and conditions where oxidative stress and inflammation play a significant role.
Used in Materials Science:
In the field of materials science, 4-Hydroxy-2,6-diMethylnicotinic acid is used in the development of new polymers and functional materials. Its chemical properties contribute to the creation of innovative materials with unique characteristics and potential applications in various industries.
Used in Antioxidant and Anti-Inflammatory Research:
4-Hydroxy-2,6-diMethylnicotinic acid is used as a subject of research for its potential antioxidant and anti-inflammatory effects. Studies on 4-Hydroxy-2,6-diMethylnicotinic acid aim to understand its mechanisms of action and explore its potential as a therapeutic agent in treating diseases associated with oxidative stress and inflammation.

Upstream product

• 33831-56-0 ethyl 4-hydroxy-2,6-dimethylpyridin-3-carboxylate 
• 70271-80-6 ethyl 4-chloro-2,6-dimethylnicotinate 
• 3265-58-5 2,6-dimethyl-4-oxopyran-3-carboxylic acid 
• 5860-71-9 2,6-dimethylpyridine-3-carboxylic acid 
• 771-03-9 3-acetyl-4-hydroxy-6-methyl-2H-pyran-2-one 
• 626-34-6 ethyl aminocrotonate 

Relevant academic research and scientific papers

Evaluation of 4-hydroxy-6-methyl-3-pyridinecarboxylic acid and 2,6-dimethyl-4-hydroxy-3-pyridinecarboxylic acid as chelating agents for iron and aluminium

4-Hydroxy-6-methyl-3-pyridinecarboxylic acid (DQ6) and the new compound 2,6-dimethyl-4-hydroxy-3-pyridinecarboxylic acid (DQ726) were evaluated for possible application for iron (Fe) and aluminium (Al) chelation therapy. Metal/ligand solution chemistry, cytotoxicity, octanol/water partitioning (Do/w), and chelation efficiency were studied. The solution chemistry of the two ligands with Fe(III) and Al(III) was investigated in aqueous 0.6 m (Na)Cl at 25 °C by means of potentiometric titrations, UV-Vis spectrophotometry, and 1H NMR spectroscopy. DQ6 exhibited a high coordination efficiency towards Al(III). Fe(III)/DQ6, Al(III)/DQ726, and Fe(III)/DQ726 complexes were less stable. These results were confirmed by chelation efficiency measurements performed in an octanol/aqueous solution. Accordingly, the effects of the substitution at various ring positions of 4-hydroxy-3-pyridinecarboxylic acid were rationalised. Partitioning experiments at pH 7.4 showed both DQ6 and DQ726, and their Fe(III) and Al(III) complexes, to be hydrophilic. The toxicity of DQ6 and of DQ726 was investigated with human cancer cell lines and normal human primary cells: no cytotoxic effects were observed up to 0.1 mM, following a 3 days exposure. According to our results, DQ6 has the favourable properties to be a chelating agent for Al.

A tautomeric ligand enables directed C-H hydroxylation with molecular oxygen

Hydroxylation of aryl carbon-hydrogen bonds with transition metal catalysts has proven challenging when oxygen is used as the oxidant. Here, we report a palladium complex bearing a bidentate pyridine/ pyridone ligand that efficiently catalyzes this reaction at ring positions adjacent to carboxylic acids. Infrared, x-ray, and computational analysis support a possible role of ligand tautomerization from monoanionic (L,X) to neutral (L,L) coordination in the catalytic cycle of aerobic carbon-hydrogen hydroxylation reaction. The conventional site selectivity dictated by heterocycles is overturned by this catalyst, thus allowing late-stage modification of compounds of pharmaceutical interest at previously inaccessible sites.

Synthesis and Structure of the N-Alkyl-2,6-dimethyl-4-oxopyridine-3-carboxylic Acids

A range of N-alkyl-2,6-dimethyl-4-oxopyridine-3-carboxylic acids XV have been prepared via reactions of primary alkyl amines with differing 2,6-dimethyl-4-oxopyran-3-carboxylate esters IX.The quantity of desired product formed and the character of by-prod