155370-03-9

Basic information

• Product Name: 2-(4-FLUOROPHENYL)-2,3-DIHYDRO-4(1H)-QUINOLINONE
• Synonyms: 2-(4-FLUOROPHENYL)-2,3-DIHYDRO-4(1H)-QUINOLINONE;2-(4-fluorophenyl)-2,3-dihydroquinolin-4(1H)-one
• CAS NO: 155370-03-9
• Molecular Formula: C₁₅H₁₂FNO
• Molecular Weight: 241.27
• Mol File: 155370-03-9.mol
• Article Data: 19

Chemical Properties

• Melting Point: 134 °C
• Boiling Point: 406.9°C at 760 mmHg
• Flash Point: 199.9°C
• Appearance: /
• Density: 1.223g/cm³
• Vapor Pressure: 7.86E-07mmHg at 25°C
• Refractive Index: 1.587
• Storage Temp.: 2-8°C
• PKA: 1.86±0.40(Predicted)
• CAS DataBase Reference: 2-(4-FLUOROPHENYL)-2,3-DIHYDRO-4(1H)-QUINOLINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-FLUOROPHENYL)-2,3-DIHYDRO-4(1H)-QUINOLINONE(155370-03-9)
• EPA Substance Registry System: 2-(4-FLUOROPHENYL)-2,3-DIHYDRO-4(1H)-QUINOLINONE(155370-03-9)

Safety Data

• Hazardous Substances Data: 155370-03-9(Hazardous Substances Data)

Usage

General Description

2-(4-Fluorophenyl)-2,3-dihydro-4(1H)-quinolinone, also known as 4-Fluorophenylquinalone, is a chemical compound belonging to the quinolinone class. It is a white to off-white solid with a molecular formula C16H13NO. 2-(4-FLUOROPHENYL)-2,3-DIHYDRO-4(1H)-QUINOLINONE is commonly used in the pharmaceutical industry for its potential neuroprotective and analgesic properties. It also exhibits activity as a noncompetitive antagonist of the N-methyl-D-aspartate (NMDA) receptor, which is involved in the regulation of synaptic plasticity and memory function. The 4-fluorophenyl group in the structure of this compound can interact with the binding site of the NMDA receptor, leading to potential therapeutic applications in the treatment of 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 
• 1425928-63-7 C₁₇H₁₄FNO₂ 
• 5234-26-4 N-(2-acetylphenyl)acetamide 
• 118-92-3 anthranilic acid 
• 262606-35-9 1-(2-aminophenyl)-3-(4-fluorophenyl)prop-2-en-1-one 
• 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 
• 313822-47-8 2-(4’-fluorophenyl)-1H-4-quinolone 
• 1203590-61-7 1-acetyl-2-(4-fluorophenyl)-2,3-dihydroquinolin-4(1H)-one 
• 1171953-14-2 2-(4-fluorophenyl)-3-((pyridin-4-yl)methyl)quinolin-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 articles and documents

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.

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/

[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