55706-57-5

Usage

Uses

Used in Pharmaceutical Synthesis:
6-Methylquinoline-8-carboxylic acid is used as a key intermediate in the synthesis of various pharmaceuticals for its potential biological activities, contributing to the development of new drugs with therapeutic benefits.
Used in Agrochemical Synthesis:
In the agrochemical industry, 6-Methylquinoline-8-carboxylic acid is utilized as a building block for the creation of compounds with pesticidal properties, aiming to enhance crop protection and yield.
Used in Antitumor Research:
6-Methylquinoline-8-carboxylic acid is studied for its antitumor properties, exploring its potential as a therapeutic agent against cancer by targeting and inhibiting specific tumor growth mechanisms.
Used in Anti-inflammatory Applications:
6-Methylquinoline-8-carboxylic acid is also investigated for its anti-inflammatory effects, suggesting its use in the development of treatments for inflammatory diseases by modulating the immune response and reducing inflammation.
Used in Analytical Chemistry as a Fluorescent Probe:
6-Methylquinoline-8-carboxylic acid is employed as a fluorescent probe for detecting metal ions in biological samples, offering a sensitive and selective method for ion analysis in research and diagnostic applications.

InChI:InChI=1/C11H9NO2/c1-7-5-8-3-2-4-12-10(8)9(6-7)11(13)14/h2-6H,1H3,(H,13,14)

Upstream product

• 5925-93-9 2-amino-5-methylbenzonitrile 
• 56-81-5 glycerol 
• 583-68-6 2-bromo-p-toluidine 
• 84839-95-2 6-methyl-8-bromoquinoline 
• 124-38-9 carbon dioxide 
• 2941-78-8 2-Amino-5-methylbenzoic acid 

Downstream Products

• 1438559-15-9 (6-methylquinolin-8-yl)(phenyl)methanone 
• 1442660-31-2 phenyl 6-methylquinoline-8-carboxylate 

Relevant academic research and scientific papers

Development and Mechanistic Study of Quinoline-Directed Acyl C-O Bond Activation and Alkene Oxyacylation Reactions

The intramolecular addition of both an alkoxy and acyl substituent across an alkene, oxyacylation of alkenes, using rhodium catalyzed C-O bond activation of an 8-quinolinyl ester is described. Our unsuccessful attempts at intramolecular carboacylation of ketones via C-C bond activation ultimately informed our choice to pursue and develop the intramolecular oxyacylation of alkenes via quinoline-directed C-O bond activation. We provide a full account of our catalyst discovery, substrate scope, and mechanistic experiments for quinoline-directed alkene oxyacylation.

Catalytic formation of ketones from unactivated esters through rhodium chelation-assisted C-O bond activation

A new method for building aryl aryl ketones containing heterocyclic rings through chelation-assisted C-O bond activation catalyzed by a rhodium complex has been developed. In this reaction, methyl quinoline-8-carboxylate, methyl quinoxaline-5-carboxylate, and their derivatives were reacted with an excess amount of a substituted phenyl boronic acid in the presence of a rhodium(I) complex to give substituted phenyl(quinolin-8-yl)methanone, phenylquinoxalin-5- ylmethanone, and their derivatives in medium to high yields. The current method offers a highly favorable synthetic pathway to efficiently build related drugs with an 8-benzoylquinoline core structure. This method may prove especially valuable for medicinal chemists for the late-stage introduction of versatile ketone moieties into complex scaffolds for diversity-oriented synthetic strategies.