22614-75-1

Usage

Uses

Used in Pharmaceutical Industry:
6-FLUOROQUINOLIN-2(1H)-ONE is used as a key intermediate in the synthesis of various pharmaceuticals for its antibacterial and antifungal properties. It plays a crucial role in the development of new drugs that target a wide range of bacterial and fungal infections, contributing to the treatment and management of diseases caused by these pathogens.
Used in Agrochemical Industry:
In the agrochemical sector, 6-FLUOROQUINOLIN-2(1H)-ONE is utilized as a starting material for the production of biocides and pesticides. Its inherent antimicrobial properties make it suitable for use in agricultural applications to protect crops from bacterial and fungal diseases, thereby enhancing crop yield and quality.
Used in Research and Development:
6-FLUOROQUINOLIN-2(1H)-ONE is employed as a subject of interest in scientific research and development. Its unique structure and properties make it a valuable compound for exploring new avenues in medicinal chemistry, potentially leading to the discovery of novel therapeutic agents and agrochemical products.

Upstream product

• 351-83-7 4'-fluoroacetanilide 
• 292638-85-8 acrylic acid methyl ester 
• 371-40-4 4-fluoroaniline 
• 140-88-5 ethyl acrylate 
• 396-30-5 6-fluoroquinoline 
• 887903-01-7 4-fluoro-2-trimethylsilanylethynylphenylamine 
• 1895-39-2 sodium chlorodifluoroacetate 
• 452-71-1 4-fluor-2-methylaniline 
• 19358-27-1 N-(4-fluorophenyl)-3-phenylacrylamide 
• 102-92-1 cinnamoyl chloride 
• 2338-74-1 6-fluoroquinoline N--oxide 
• 75893-82-2 6-fluoro-3,4-dihydro-1H-quinolin-2-one 
• 791626-56-7 (2E)-N-(4-fluorophenyl)-3-phenylacrylamide 

Downstream Products

• 159870-91-4 2--bromo--6-fluoroquinoline 
• 77119-53-0 2-chloro-6-fluoro-quinoline 
• 791626-57-8 6-fluoroquinolin-2-amine 

Relevant academic research and scientific papers

Efficient visible light mediated synthesis of quinolin-2(1H)-ones from quinolineN-oxides

Quinolin-2(1H)-ones are one of the important classes of compounds due to their prevalence in natural products and in pharmacologically useful compounds. Here we present an unconventional and hitherto unknown photocatalytic approach to their synthesis from easily available quinoline-N-oxides. This reagent free highly atom economical photocatalytic method, with low catalyst loading, high yield and no undesirable by-product, provides an efficient greener alternative to all conventional synthesis reported to date. The robustness of the methodology has been successfully demonstrated with easy scaling up to the gram scale.

Solvent-Dependent Cyclization of 2-Alkynylanilines and ClCF2COONa for the Divergent Assembly of N-(Quinolin-2-yl)amides and Quinolin-2(1 H)-ones

Herein, we present an expedient Cu-catalyzed [5 + 1] cyclization of 2-alkynylanilines and ClCF2COONa to divergent construction of N-(quinolin-2-yl)amides and quinolin-2(1H)-ones by regulating the reaction solvents. Notably, nitrile acts as a solvent and performs the Ritter reactions. ClCF2COONa is used as a C1 synthon in this transformation, which also represents the first example for utilization of ClCF2COONa as an efficient desiliconization reagent. The current protocol involves in situ generation of isocyanide, copper-activated alkyne, Ritter reaction and protonation.

Compound as potassium channel modulator

The invention relates to a compound as a potassium channel modulator, which is a compound of a formula (I) or a pharmaceutically acceptable salt thereof. The compound or the pharmaceutically acceptable salt thereof is effective for curing and preventing diseases and symptoms influenced by the activity of potassium ion channels.

2 - (1 H) - quinoline compound of microwave-assisted synthesis method (by machine translation)

The invention belongs to the field of organic intermediate synthesis, in particular discloses a 2 - (1 H) - quinoline compound of microwave-assisted synthetic method: quinoline raw material, and water in a reaction promoter and microwave under the assistance of the addition reaction, to obtain the 2 - (1 H) - quinoline compound; the quinoline raw material is quinoline, or on the quinoline ring in addition to the 2 other than the position of the substituent on the quinoline derivatives containing; the reaction accelerator is 2 - chloroethyl ester and/or 2 - [...] ester. The method raw materials are easy, simple reaction conditions, the reaction time is short, green energy-saving, reaction selectivity and high yield, excellent substrate functional group compatibility, and has high application value. (by machine translation)

Selectfluor-mediated regioselective nucleophilic functionalization of N-heterocycles under metal- and base-free conditions

A practical and environmentally attractive methodology for the direct diversification of N-heterocycles at ambient temperature under open-air conditions was developed. The obvious advantage of the process is that no toxic reagent, transition metal, base or other additive is employed, thus greatly reducing costs, facilitating post-reaction neutralization and purification and minimizing the environmental impact.

Scalable and Practical Synthesis of Halo Quinolin-2(1H)-ones and Quinolines

A practical and scalable synthesis of halo quinolin-2(1H)-ones is presented. The heterocycles are easily accessed from inexpensive halo anilines in a two-step sequence. The anilines are acylated with methyl 3,3-dimethoxypropionate under basic conditions in quantitative yields. The crude amides undergo cyclization in sulfuric acid to the desired halo quinolin-2(1H)-ones in 28-93% yield (2 steps). The synthetic sequence was successfully applied on 800 g scale. Anilines with strong electron withdrawing or electron donating groups were poor substrates for this procedure. 6-Iodoquinolin-2(1H)-one and 6-bromo-8-iodoquinolin-2(1H)-one were further functionalized to obtain quinolines substituted with various functional groups.

Tetrahydroquinoline analogues as muscarinic agonists

The present invention relates to tetrahydroquinoline compounds as muscarinic receptor agonists; compositions comprising the same; methods of inhibiting an activity of a muscarinic receptor with said compounds; methods of treating a disease condition associated with a muscarinic receptor using said compounds; and methods for identifying a subject suitable for treatment using said compounds.

Practical route to 2-quinolinones via a Pd-catalyzed C-H bond activation/C-C bond formation/cyclization cascade reaction

Quinolinone derivatives were constructed via a Pd-catalyzed C-H bond activation/C-C bond formation/cyclization cascade process with simple anilines as the substrates. This finding provides a practical procedure for the synthesis of quinolinone-containing alkaloids and drug molecules. The utility of this method was demonstrated by a formal synthesis of Tipifarnib.

Ruthenium-catalyzed cyclization of anilides with substituted propiolates or acrylates: An efficient route to 2-quinolinones

A Ru-catalyzed cyclization of anilides with propiolates or acrylates affording 2-quinolinones having diverse functional groups in good to excellent yields is described. Later, 2-quinolinones were converted into 3-halo-2-quinolinones and 2-chloroquinolines

ANTHELMINTIC COMPOUNDS AND COMPOSITIONS AND METHOD OF USING THEREOF

The present invention relates to novel anthelmintic compounds of formula (I) below: wherein Y and Z are independently a bicyclic carbocyclic or a bicyclic heterocyclic group, or one of Y or Z is a bicyclic carbocyclic or a bicyclic heterocyclic group and the other of Y or Z is alkyl, alkenyl, alkynyl, cycloalkyl, phenyl, heterocyclyl or heteroaryl, and variables X1, X2, X3, X4, X5, X6, X7 and X8 are as defined herein. The invention also provides for veterinary compositions comprising the anthelmintic compounds of the invention, and their uses for the treatment and prevention of parasitic infections in animals.