351332-56-4

Usage

Derivative of quinoline

As a derivative of quinoline, 2-(4-CHLORO-PHENYL)-6-METHYL-QUINOLINE-4-CARBOXYLIC ACID is a modified version of the basic quinoline structure.

Carboxylic acid group

The presence of a carboxylic acid group (-COOH) in the molecule contributes to its acidic properties and allows it to form salts or esters with other compounds.

Methyl group

The methyl group (-CH3) attached to the quinoline ring contributes to the lipophilicity of the molecule, which can affect its solubility and absorption in biological systems.

Chlorine atom attached to a phenyl ring

The presence of a chlorine atom on the phenyl ring can influence the molecule's electronic properties and may affect its biological activity.

Used in the synthesis of pharmaceuticals

2-(4-CHLORO-PHENYL)-6-METHYL-QUINOLINE-4-CARBOXYLIC ACID can be used as a building block in the synthesis of other pharmaceutical compounds.

Fluorescent label in biological research

The compound can be used as a fluorescent label in biological research, allowing scientists to track and visualize specific biomolecules or cellular processes.

Potential applications in drug development

2-(4-CHLORO-PHENYL)-6-METHYL-QUINOLINE-4-CARBOXYLIC ACID has potential applications in the development of drugs targeting infectious diseases and cancer due to its biological activity.

Antibacterial and antifungal properties

The compound has been found to exhibit antibacterial and antifungal properties, which may contribute to its potential use in the development of new antimicrobial drugs.

Upstream product

• 608-05-9 5-methyl-indole-2,3-dione 
• 99-91-2 para-chloroacetophenone 
• 104-88-1 4-chlorobenzaldehyde 
• 106-49-0 p-toluidine 
• 127-17-3 2-oxo-propionic acid 

Downstream Products

• 50971-15-8 2-(4-chloro-phenyl)-6-methyl-quinoline 

Relevant academic research and scientific papers

A green synthesis of quinoline-4-carboxylic derivatives using p-toluenesulfonic acid as an efficient organocatalyst under microwave irradiation and their docking, molecular dynamics, ADME-Tox and biological evaluation

P-Toluenesulfonic acid, being an efficient, nonhazardous, and fast accessible organocatalyst, was used for the preparation of quinoline-4-carboxylic acid derivatives via a one-pot three-component reaction of aromatic benzaldehyde, substituted aniline, and pyruvic acid under microwave irradiation. After completion of the reaction, the pure products were isolated by column chromatography. Here, to achieve the desired synthesis, various catalytic and solvent conditions were applied to perform a comparison study. We are using higher yield, simple work-up process, avoiding the use of hazardous organic solvents, short reaction time and higher advantages of the present protocol in the study. Biological activities of synthesized compounds were tested against various antibacterial, antifungal, antimalarial, and antituberculosis strains. Compounds 4a and 4c (MIC 50 μg/mL) and compounds 4d and 4n (MIC 62.5 μg/mL) were found active against the Escherichia coli strain, compounds 4c and 4p (MIC 25 μg/mL) were found active against the Staphylococcus aureus strain, and compounds 4c and 4d were found active against the Plasmodium falciparum strain. Molecular docking revealed that ligands and proteins fitted exactly in the binding pocket and had significant correlation with the biological activity. We have also tested molecular dynamics and ADME-Tox parameters for the synthesized compounds.

Synthesis of 2-,4,-6-, and/or 7-substituted quinoline derivatives as human dihydroorotate dehydrogenase (hDHODH) inhibitors and anticancer agents: 3D QSAR-assisted design

Following our research for human dihydroorotate dehydrogenase (hDHODH) inhibitors as anticancer agents, herein we describe 3D QSAR-based design, synthesis and in vitro screening of 2-,4,-6-, and/or 7-substituted quinoline derivatives as hDHODH inhibitors