33259-21-1

Basic information

• Product Name: 4-Hydroxy-2,6-diMethylnicotinic acid
• Synonyms: 4-Hydroxy-2,6-diMethylnicotinic acid
• CAS NO: 33259-21-1
• Molecular Formula: C8H9NO3
• Molecular Weight: 167.16196
• Mol File: 33259-21-1.mol
• Article Data: 3

Chemical Properties

• Melting Point: 257-258 °C
• Boiling Point: 448.9±45.0 °C(Predicted)
• Appearance: /
• Density: 1.324±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 0.12±0.25(Predicted)
• CAS DataBase Reference: 4-Hydroxy-2,6-diMethylnicotinic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Hydroxy-2,6-diMethylnicotinic acid(33259-21-1)
• EPA Substance Registry System: 4-Hydroxy-2,6-diMethylnicotinic acid(33259-21-1)

Safety Data

• Hazardous Substances Data: 33259-21-1(Hazardous Substances Data)

Usage

General Description

4-Hydroxy-2,6-diMethylnicotinic acid is a chemical compound with the molecular formula C9H11NO4. It is a derivative of nicotinic acid, also known as niacin or vitamin B3. 4-Hydroxy-2,6-diMethylnicotinic acid is a white crystalline solid and is sparingly soluble in water. It is commonly used as a starting material in the synthesis of pharmaceuticals and agrochemicals. Additionally, it has been studied for its potential therapeutic properties, including its antioxidant and anti-inflammatory effects. 4-Hydroxy-2,6-diMethylnicotinic acid also has potential applications in the field of materials science, particularly in the development of new polymers and functional materials.

Upstream product

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

Relevant articles and documents

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.

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