155370-03-9

Usage

Uses

Used in Pharmaceutical Industry:
2-(4-Fluorophenyl)-2,3-dihydro-4(1H)-quinolinone is used as a neuroprotective and analgesic agent for its potential to alleviate pain and protect neurons from damage. Its neuroprotective properties may be attributed to its ability to modulate the activity of the N-methyl-D-aspartate (NMDA) receptor, which plays a crucial role in synaptic plasticity and memory function.
Used in Neurological Disorders Treatment:
In the field of neurological disorders, 2-(4-Fluorophenyl)-2,3-dihydro-4(1H)-quinolinone is used as a noncompetitive antagonist of the NMDA receptor. The 4-fluorophenyl group in its structure allows it to interact with the binding site of the NMDA receptor, potentially leading to therapeutic applications in the treatment of various neurological conditions. By modulating the activity of the NMDA receptor, 2-(4-FLUOROPHENYL)-2,3-DIHYDRO-4(1H)-QUINOLINONE may help in managing symptoms and improving the quality of life for patients with neurological disorders.

InChI:InChI=1/C15H12FNO/c16-11-7-5-10(6-8-11)14-9-15(18)12-3-1-2-4-13(12)17-14/h1-8,14,17H,9H2

Upstream product

• 459-57-4 4-fluorobenzaldehyde 
• 551-93-9 2-aminoacetophenone 
• 262606-35-9 1-(2-aminophenyl)-3-(4-fluorophenyl)prop-2-en-1-one 
• 1425928-63-7 C₁₇H₁₄FNO₂ 
• 5234-26-4 N-(2-acetylphenyl)acetamide 
• 118-92-3 anthranilic acid 
• 156492-25-0 trans-1-(2-aminophenyl)-3-(4-fluorophenyl)-prop-2-en-1-one 

Downstream Products

• 155370-04-0 2-(4-fluorophenyl)-1,2,3,4-tetrahydro-1,4-benzodiazepin-5-one 
• 1171953-14-2 2-(4-fluorophenyl)-3-((pyridin-4-yl)methyl)quinolin-4(1H)-one 
• 313822-47-8 2-(4’-fluorophenyl)-1H-4-quinolone 
• 1203590-61-7 1-acetyl-2-(4-fluorophenyl)-2,3-dihydroquinolin-4(1H)-one 
• 1332337-72-0 2,6,8-tris(4-fluorophenyl)-4-methoxyquinoline 
• 1332337-68-4 2-(4-fluorophenyl)-4-methoxy-6,8-diphenylquinoline 

Relevant academic research and scientific papers

Organometallic titanocene complex as highly efficient bifunctional catalyst for intramolecular Mannich reaction

Bifunctional catalysts bearing two catalytic sites, Lewis acidic organometallic titanocene and Br?nsted acidic COOH, have been assembled in situ from Cp2TiCl2 with carboxylic acid ligands, showing high catalytic activity over an intramolecular Mannich reaction towards synthesis of 2-aryl-2,3-dihydroquinolin-4(1H)-ones. The determination of the bifunctional catalyst Cp2Ti(C8H4NO6)2 was elucidated by single X-ray HR-MS and investigation of catalytic behavior. In particular, masking the Br?nsted acidic COOH catalytic site with dormant COOMe lowered the reaction yield greatly, indicating that two catalytic sites work together to maintain high catalytic efficiency.

Titanocene complex with oxygen-containing carboxylic acid as ligand as well as preparation method and application of titanocene complex

The invention discloses a titanocene complex with oxygen-containing carboxylic acid as well as a preparation method and an application of the titanocene complex. The structural formula of the complexis shown in the description. The titanocene complex is p

Zirconyl Nitrate as an Efficient Catalyst for Facile Synthesis of 2-Aryl-2,3-dihydroquinolin-4(1 H)-one Derivatives in Aqueous Medium

A simple, green, and efficient method is introduced for the synthesis of 2-aryl-2,3-dihydroquinolin-4(1 H)-ones under mild reaction conditions with improved yields by intramolecular cyclization of o -aminochalcones with zirconyl nitrate [Zn(O)(NO 3/

Method for synthesizing 2-aryl-2,3-dihydro-4(1H)-quinolinone derivative under catalysis of high-acidity ionic liquid

The invention discloses a method for synthesizing a 2-aryl-2,3-dihydro-4(1H)-quinolinone derivative under the catalysis of high-acidity ionic liquid, belonging to the technical field of chemical material preparation. According to the method, o-aminoacetophenone and aromatic aldehyde are used as reaction raw materials and subjected to a reaction under the catalysis of a high-acidity ionic liquid catalyst so as to synthesize the 2-aryl-2,3-dihydro-4(1H)-quinolinone derivative. Through selection of specific high-acidity ionic liquid as the catalyst and optimization of reaction process parameters, the method provided by the invention can effectively overcome the disadvantages of great usage amounts of catalysts, poor recycling performance, complex product purification process and insufficient product yield in conventional synthesis processes.

A Green, Solvent-Free, Microwave-Assisted, High-Yielding YbCl3Catalyzed Deprotection of THP/MOM/Ac/Ts Ethers of Chalcone Epoxide and 2′-Aminochalcone and Their Sequel Cyclization

Under microwave and solvent-free conditions, YbCl3efficiently catalyzed the deprotection of tetrahydropyran-2-yl, methoxymethyl (MOM), acetyl, and tosyl groups and sequel cyclization of chalcone epoxide to 2-hydroxyindanone and 2′-aminochalcone to aza-flavanone. The reaction afforded the products in excellent yield (78–99%) at 850 W microwave heating within 1–5 min under eco-friendly conditions. The merits of the presented protocol include high yield, use of microwave irradiation, solvent-free condition, catalyst reusability, and no need for purification with column chromatography. The present method is very much milder but more advanced than those reported earlier.

A general and efficient synthesis of 5,6-dihydrodibenzo[b,h][1,6]naphthyridine derivatives

A two-step procedure for the synthesis of dihydrodibenzonaphthyridine derivatives from benzaldehydes and 2-aminoacetophenones, proceeding through a substituted dihydroquinolone intermediate, is described. The synthetic protocol allows for a versatile and robust coupling method between a range of 2-aminoacetophenones or 2-aminobenzophenones and a selection of substituted dihydroquinolones.

[C8dabco]Br: a mild and convenient catalyst for intramolecular cyclization of 2-aminochalcones to the corresponding 2-aryl-2,3-dihydroquinolin-4(1H)-ones

[Figure not available: see fulltext.] A new and convenient synthesis of 2-aryl-2,3-dihydroquinolin-4(1H)-ones has been described using the intramolecular cyclization of 2-aminochalcones catalyzed by 1-octyl-4-aza-1-azoniabicyclo[2.2.2]octane bromide ([Cs

Synthesis and biological evaluation of a new series of 4-alkoxy-2-arylquinoline derivatives as potential antituberculosis agents

Three new series of 33 quinolone compounds, 2-(2-, 3-, and 4-fluorophenyl)-4-O-alkyl(C5-15)quinolines (7a-k, 8a-k, and 9a-k), were synthesized from 2-(2-, 3-, and 4-fluorophenyl)-2,3-dihydroquinolin-4(1H )-one (4, 5, and 6) by the reaction of a

Mild and Efficient Silver(I) Triflate Catalyzed Synthesis of 2-Aryl-2,3-dihydroquinolin-4(1 H)-ones, and Their Antioxidant Activities

Biologically interesting 2-aryl-2,3-dihydroquinolin-4(1H)-ones were synthesized using a mild and efficient one-pot procedure starting from o-aminoacetophenones and aromatic aldehydes in the presence of silver(I) triflate. This synthetic protocol provides rapid access to a variety of 2-aryl-2,3-dihydroquinolin-4(1H)-ones. This technique has several advantages, such as the use of easily available starting materials, the efficiency of the catalyst, a simple operation, and tolerance of a wide range of functionality in the aldehydes. Screening of the synthesized compounds for their antioxidant properties revealed that two compounds (with EC50 = 15.42 μM and 15.16 μM) exhibit a potent free-radical scavenging ability towards TEAC free radicals compared to the standard, Trolox.

β-Cyclodextrin in water: Highly facile biomimetic one pot deprotection of phenolic THP/MOM/Ac/Ts ethers and concomitant regioselective cyclization of chalcone epoxides and 2′-aminochalcones

A mild and efficient one-pot deprotection of THP/MOM/Ac/Ts ethers and the concomitant cyclization of chalcone epoxides to 2-hydroxyindanones or 2′-aminochalcones to aza-flavanones using β-cyclodextrin in water has been developed. β-CD was found to be highly effective at carrying out the deprotection and sequential transformations in an eco-friendly environment affording moderate to excellent yields (59-99%) at 60 °C in 8-22 min. Water, an eco-friendly reaction medium, has been utilized for the first time in this reaction. The merits of the presented protocol include the high yields and catalyst reusability and the protocol precludes the use of metals and organic solvents. The present method is much milder but more advanced than those reported earlier.