88474-18-4

Usage

Uses

Used in Medicinal Chemistry:
5-Fluoro-8-methylquinoline is used as a chemical compound in medicinal chemistry for its potential applications in the development of pharmaceuticals and agrochemicals. 5-FLUORO-8-METHYLQUINOLINE's quinoline core, along with the added fluorine and methyl groups, may contribute to its enhanced biological and chemical properties, making it a promising candidate for research and development.
Used in Pharmaceutical Development:
In the pharmaceutical industry, 5-Fluoro-8-methylquinoline is used as a building block or intermediate in the synthesis of various drugs. Its wide range of biological activities, including antimalarial, antibacterial, antifungal, and anticancer properties, make it a valuable compound for the development of new medications.
Used in Agrochemical Development:
5-Fluoro-8-methylquinoline is also used in the agrochemical industry for the development of pesticides and other agricultural chemicals. 5-FLUORO-8-METHYLQUINOLINE's potential biological activities can be harnessed to create effective solutions for crop protection and other agricultural applications.
Used in Research and Development:
In scientific research, 5-Fluoro-8-methylquinoline serves as a subject of study for understanding its properties and potential applications. Researchers explore its chemical and biological characteristics to discover new uses and improve existing ones, further expanding its utility in various fields.

Upstream product

• 611-32-5 8-methylquinoline 
• 367-29-3 3-fluoro-6-methylaniline 
• 56-81-5 glycerol 
• 64976-62-1 8-methyl-5-nitroquinoline 
• 50358-40-2 8-methylquinolin-5-ylamine 

Downstream Products

• 1609646-68-5 N-((5-fluoroquinolin-8-yl)methyl)-4-(trifluoromethyl)benzenesulfonamide 
• 1260657-31-5 C₁₀H₆FNO 
• 1373436-73-7 N-((5-fluoroquinolin-8-yl)methyl)-N-(phenylsulfonyl)benzenesulfonamide 
• 926252-31-5 5-fluoro-8-quinoline carboxylic acid 
• 88474-21-9 5-fluoro-8-(bromomethyl)quinoline 

Relevant academic research and scientific papers

RhIII-Catalyzed Direct Heteroarylation of C(sp3)-H and C(sp2)-H Bonds in Heterocycles with N-Heteroaromatic Boronates

Herein, we disclose a RhIII-catalyzed heteroarylation of C(sp3)-H and C(sp2)-H bonds in heterocycles with organoboron reagents. This protocol displays high efficiency and excellent functional group tolerance. A range of heterocyclic boronates with strong coordinating atoms, including pyridine, pyrimidine, pyrazole, thiophene, and furan derivatives, can be extensively served as the coupling reagents. The direct heteroarylation method could supply potential application in terms of the synthesis of drug molecules with multiple heterocycles.

Cobalt-catalyzed ring-opening addition of azabenzonorbornadienes: Via C(sp3)-H bond activation of 8-methylquinoline

The first ring-opening addition of a benzylic C(sp3)-H bond to azabenzonorbornadienes is demonstrated. The reaction proceeded under the catalytic system of [Cp?CoI2(CO)], AgSbF6 and Fe(OAc)2 in PhOMe. The methodology showed a good substrate scope with up to 96 yield. The relative configuration of the product was determined as cis-configuration by X-ray crystallography.

Iodonium Ylides as Carbene Precursors in Rh(III)-Catalyzed C-H Activation

The rhodium(III)-catalyzed coupling of C-H substrates with iodonium ylides has been realized for the efficient synthesis of diverse cyclic skeletons, where the iodonium ylides have been identified as efficient and outstanding carbene precursors. The reaction systems are applicable to both sp2 and sp3 C-H substrates under mild and redox-neutral conditions. The catalyst loading can be as low as 0.5 mol % in a gram-scale reaction. Representative products exhibit cytotoxicity toward human cancer cells at nanomolar levels.

Rh(iii)-Catalyzed straightforward arylation of 8-methyl/formylquinolines using diazo compounds

A straightforward Rh(iii)-catalyzed general strategy was developed for the introduction of naphthol/phenol moieties to the C(sp3)-H bond of 8-methylquinoline using diazonaphthalen-2(1H)-ones/quinone diazides. The developed method was further extended towards the arylation of 8-formylquinolines to accomplish diarylketone derivatives. The method is simple, relatively rapid, and chemo and regioselective with a wide scope and functional group tolerance. The synthetic utility was established through gram-scale synthesis and biologically active molecule construction.

Palladium-Catalyzed C-H Bond Functionalization Reactions Using Phosphate/Sulfonate Hypervalent Iodine Reagents

A new and operationally simple approach for palladium-catalyzed C-H functionalization reactions utilizing an organophosphorus/sulfonate hypervalent iodine reagent as both an oxidant and the source of a functional group has been developed. Through this method, the oxidative phosphorylation-, sulfonation-, and hydroxylation of unactivated benzyl C(sp3)-H bonds, along with the hydroxylation and arylation of aryl C(sp2)-H bonds, are successfully realized under mild conditions and with excellent site-selectivity. The versatile C-OSO2R bond provides a platform for a wide array of subsequent diversification reactions.

Cp?Rh(III)-Catalyzed Mild Addition of C(sp3)-H Bonds to α,β-Unsaturated Aldehydes and Ketones

A Rh(III)-catalyzed addition of benzylic C(sp3)-H bond to α,β-unsaturated ketones/aldehydes has been realized, leading to efficient synthesis of γ-aryl ketones/aldehydes. This atom-economic reaction proceeded under mild and redox-neutral conditions with a broad substrate scope. Besides benzylic C-H, allylic C-H bonds are also applicable when assisted by O-methyl ketoxime directing groups.

Rh-Catalyzed Direct Amination of Unactivated C(sp3)?H bond with Anthranils Under Mild Conditions

C?N Bond formation is of great significance due to the ubiquity of nitrogen-containing compounds. Here, a mild and efficient RhIII-catalyzed C(sp3)?H aryl amination reaction is reported. Anthranil is employed as the nitrogen source with 100 % atom efficiency. This C?H amination reaction exhibits broad substrate scope without using any external oxidants. Mechanistic studies including rhodacycle intermediates, H–D exchange, kinetic isotope effect (KIE) experiments, and in situ IR are presented.

Rhodium(III)-catalyzed intermolecular amidation with azides via C(sp 3)-H functionalization

The amidation reactions of 8-methylquinolines with azides catalyzed by a cationic rhodium(III) complex proceed efficiently to give quinolin-8- ylmethanamine derivatives in good yields via C(sp3)-H bond activation under external oxidant-free conditions. A catalytically competent five-membered rhodacycle has been isolated and characterized, revealing a key intermediate in the catalytic cycle.

Catalytic aerobic oxidation of substituted 8-methylquinolines in Pd II-2,6-pyridinedicarboxylic acid systems

The ability of PdII complexes derived from 2,6- pyridinedicarboxylic acids to catalyze homogeneous regioselective aerobic oxidation of 5- and 6-substituted 8-methylquinolines in AcOH-Ac2O solution to produce corresponding 8-quinolylm

QUINAZOLINE DERIVATIVES AS ANTIVIRAL AGENTS

The present invention relates to the use of quinazoline derivatives of formula (I) wherein A, B, R1, R2, R3 and R4 are defined herein, and pharmaceutically acceptable salts thereof, for the treatment or preventi