23432-39-5

Usage

Uses

Used in Pharmaceutical Industry:
4-Hydroxy-6-methoxyquinoline is used as a chemical intermediate for the synthesis of various pharmaceuticals, leveraging its unique structure and properties to contribute to the development of new drugs for the treatment of different diseases and conditions.
Used in Organic Compounds Synthesis:
As a quinoline derivative, 4-Hydroxy-6-methoxyquinoline is utilized in the synthesis of organic compounds, playing a crucial role in the creation of complex organic molecules for various applications.
Used in Anti-inflammatory Applications:
4-Hydroxy-6-methoxyquinoline is studied for its potential as an anti-inflammatory agent, which could be beneficial in the treatment of inflammation-related conditions and diseases.
Used in Antifungal Applications:
4-HYDROXY-6-METHOXYQUINOLINE has also been investigated for its antifungal properties, indicating its potential use in combating fungal infections and contributing to the development of new antifungal drugs.
Used in Dye Production:
4-Hydroxy-6-methoxyquinoline is employed in the production of dyes, where its chemical structure contributes to the color and stability of the dyes used in various industries.
Used in Perfume Industry:
In the perfume industry, 4-Hydroxy-6-methoxyquinoline is used for its aromatic properties, contributing to the creation of unique fragrances and scents.
Used in Other Industrial Products:
Beyond the mentioned applications, 4-Hydroxy-6-methoxyquinoline also finds use in the development and production of other industrial products, highlighting its versatility and importance in various sectors.

InChI:InChI=1/C10H9NO2/c1-13-7-2-3-9-8(6-7)10(12)4-5-11-9/h2-6H,1H3,(H,11,12)

Upstream product

• 4295-04-9 4-chloro-6-methoxyquinoline 
• 3835-21-0 6-methoxy-2,3-dihydroquinolin-4(1H)-one 
• 28027-16-9 4-hydroxy-6-methoxy-3-quinoline carboxylic acid 
• 91092-95-4 6-methoxykynurenic acid 
• 66003-25-6 ethyl 4-hydroxy-6-methoxy-2-quinolinecarboxylate 
• 2033-24-1 cycl-isopropylidene malonate 
• 123-11-5 4-methoxy-benzaldehyde 
• 77156-78-6 ethyl 4-hydroxy-6-methoxyquinoline-3-carboxylate 
• 104-94-9 4-methoxy-aniline 
• 83507-70-4 diethyl 2-(((4-methoxyphenyl)amino)methylene)malonate 
• 75227-41-7 N-tosyl-6-methoxy-2,3-dihydroquinolin-4-one 
• 675578-60-6 N-allyl-N-p-toluenesulfonyl-2-[1-(tert-butyldimethylsiloxy)-vinyl]-4-methoxyaniline 
• 675578-59-3 N-allyl-N-p-toluenesulfonyl-2-acetyl-4-methoxyaniline 
• 23042-77-5 1-(2-amino-5-methoxy-phenyl)-ethanone 

Downstream Products

• 42881-66-3 4-bromo-6-methoxyquinoline 
• 148018-29-5 4-chloro-quinolin-6-ol 
• 426842-72-0 3-chloro-4-hydroxy-6-methoxyquinoline 
• 611-35-8 4-chloroquinoline 
• 4363-94-4 6-methoxyquinoline-4-carbaldehyde 
• 92288-15-8 (6-methoxyquinolin-4-yl)methanol 

Relevant academic research and scientific papers

The design, synthesis, in silico ADME profiling, antiplasmodial and antimycobacterial evaluation of new arylamino quinoline derivatives

A series of new arylamino quinoline derivatives was designed based on the quinine and mefloquine scaffolds and evaluated in vitro for antiplasmodial and antimycobacterial activities. A number of these compounds exhibited significant activity against the d

Development of novel quinoline-based sulfonamides as selective cancer-associated carbonic anhydrase isoform ix inhibitors

A new series of quinoline-based benzenesulfonamides (QBS) were developed as potential carbonic anhydrase inhibitors (CAIs). The target QBS CAIs is based on the 4-anilinoquinoline scaffold where the primary sulphonamide functionality was grafted at C4 of t

Synthesis of novel 3,4,6-trisubstituted quinolines enabled by a Gould-Jacobs cyclization

A Gould-Jacobs cyclization enabled the synthesis of several novel, so far undescribed 3,4,6-trisubstituted quinoline derivatives. They all bear substituents which are well-suited for further transformations, e.g. carboxylic acid or ester functions, haloge

Differential characterization using readily accessible NMR experiments of novel N- and O-alkylated quinolin-4-ol, 1,5-naphthyridin-4-ol and quinazolin-4-ol derivatives with antimycobacterial activity

During the construction of bioactive molecules, regioselective alkylation of heterocyclic, N/O ambident nucleophiles is a frequently encountered synthetic transformation. In this framework, specific attention is required to unambiguously determine the str

Highly efficient thermal cyclization reactions of alkylidene esters in continuous flow to give aromatic/heteroaromatic derivatives

Intramolecular thermal cyclization and benzannulation reactions of the Gould-Jacobs and Conrad-Limpach types were performed in a designed continuous flow reactor system at temperatures in the range of 300-360°C and under high pressure conditions (100-160 bar) with very short residence times (0.45-4.5 min) in tetrahydrofuran as a low-boiling point solvent. Substituted heteroaromatic compounds including pyridopyrimidinones and hydroxyquinolines were synthesized in moderate to high yields. Application of the reaction conditions also allows the synthesis of naphthol and biphenyl derivatives. The procedure involves an easy work-up and the non-batchwise preparative synthesis method is suitable for automation.

Preparation of quinoline hexose analogs as novel chloroquine-resistant malaria treatments (1). Synthesis of 4-hydroxyquinoline-β-glucosides

Quinoline hexose analogs are expected to be useful as novel agents for treatment of chloroquine-resistant malaria. Here, we report preparation of 4-hydroxy quinoline-β-glucosides from anilines in 4 steps.

Novel pyrazole derivatives as potent inhibitors of type II topoisomerases. Part 1: Synthesis and preliminary SAR analysis

In an attempt to search for a new class of antibacterial agents, we have discovered a series of pyrazole analogs that possess good antibacterial activity for Gram-positive and Gram-negative organisms via inhibition of type II bacterial topoisomerases. We have investigated the structure-activity relationships of this series, with an emphasis on the length and conformation of the linker. This work led to the identification of tetrahydroindazole analogs, such as compound 1, as the most potent class of compounds.

ANTIBACTERIAL AGENTS

Naphthalene, quinoline, quinoxaline and naphthyridine derivatives useful in the treatment of bacterial infections in mammals, particularly humans, are disclosed herein.

Assembly of 4-aminoquinolines via palladium catalysis: A mild and convenient alternative to SNAr methodology

4-Aminoquinolines, classically prepared via SNAr chemistry from an amine and 4-haloquinoline, are important scaffolds in medicinal chemistry. Interest in these compounds prompted us to explore palladium catalysis as an alternative to the existing methods for their preparation. Initial results followed by an iterative screening paradigm confirmed Pd(OAc)2/ DPEphos/K3PO4 as a mild and convenient alternative for the formation of the C-N bond in 4-aminoquinolines. A description of the screen and the scope of this methodology are discussed herein.

NOVEL COMPOUNDS HAVING AN ANTI-BACTERIAL ACTIVITY

The present invention describes novel anti-bacterial compounds of formula (I). These compounds are, amongst others, of interest as inhibitors of DNA gyrase.