49616-71-9

Usage

Uses

Used in Dye and Pigment Production:
2,4,6,8-Tetramethylquinoline is used as an intermediate in the production of dyes and pigments, contributing to the coloration and stability of these products.
Used in Rubber and Fuel Oil Industry:
2,4,6,8-Tetramethylquinoline is used as a stabilizer in rubber products and fuel oils to prevent degradation due to oxidation, enhancing their durability and performance.
Used in Synthesis of Luminescent Materials:
2,4,6,8-Tetramethylquinoline is utilized in the synthesis of luminescent materials, which have applications in various fields such as optoelectronics and lighting.
Used as a Fluorescent Probe in Biological and Environmental Studies:
2,4,6,8-Tetramethylquinoline serves as a fluorescent probe in biological and environmental studies, enabling the detection and analysis of specific substances or processes.
Used in Pharmaceutical and Agrochemical Manufacturing:
2,4,6,8-Tetramethylquinoline is employed in the manufacturing of pharmaceuticals and agrochemicals, playing a crucial role in the development of new drugs and agricultural products.

InChI:InChI=1/C13H15N/c1-8-5-10(3)13-12(6-8)9(2)7-11(4)14-13/h5-7H,1-4H3

Upstream product

• 67-64-1 acetone 
• 123-63-7 paracetaldehyde 
• 95-68-1 2,4-Xylidine 
• 123-54-6 acetylacetone 
• 109540-62-7 2,4-dimethyl-6-(1'-methyl-2'-buten-1'-yl)aniline 

Relevant academic research and scientific papers

Structure-Activity Relationship for Small Molecule Inhibitors of Nicotinamide N-Methyltransferase

Nicotinamide N-methyltransferase (NNMT) is a fundamental cytosolic biotransforming enzyme that catalyzes the N-methylation of endogenous and exogenous xenobiotics. We have identified small molecule inhibitors of NNMT with >1000-fold range of activity and developed comprehensive structure-Activity relationships (SARs) for NNMT inhibitors. Screening of N-methylated quinolinium, isoquinolinium, pyrididium, and benzimidazolium/benzothiazolium analogues resulted in the identification of quinoliniums as a promising scaffold with very low micromolar (IC50 à 1 μM) NNMT inhibition. Computer-based docking of inhibitors to the NNMT substrate (nicotinamide)-binding site produced a robust correlation between ligand-enzyme interaction docking scores and experimentally calculated IC50 values. Predicted binding orientation of the quinolinium analogues revealed selective binding to the NNMT substrate-binding site residues and essential chemical features driving protein-ligand intermolecular interactions and NNMT inhibition. The development of this new series of small molecule NNMT inhibitors direct the future design of lead drug-like inhibitors to treat several metabolic and chronic disease conditions characterized by abnormal NNMT activity.

INTRAMOLECULAR CATALYTIC CYCLIZATION OF SUBSTITUTED 2-ALKENYLANILINES

A study was carried out on the effect of the nature and structure of the substituent in the aromatic ring of 2-(1-methyl-2-butenyl)anilines on the direction and structural selectivity of the their intramolecular cyclization to derivatives of quinoline and indole by the action of catalytic amounts of PdCl2 or PdCl2-(DMSO)n complexes.