130820-63-2

Basic information

• Product Name: 2-(4-BROMOPHENYL)-2,3-DIHYDRO-4(1H)-QUINOLINONE
• Synonyms: 2-(4-BROMOPHENYL)-2,3-DIHYDRO-4(1H)-QUINOLINONE;2-(4-bromophenyl)-2,3-dihydroquinolin-4(1H)-one;2-(4-Bromo-phenyl)-2,3-dihydro-1H-quinolin-4-one
• CAS NO: 130820-63-2
• Molecular Formula: C₁₅H₁₂BrNO
• Molecular Weight: 302.17
• Mol File: 130820-63-2.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 450°C at 760 mmHg
• Flash Point: 225.9°C
• Appearance: /
• Density: 1.444g/cm³
• Vapor Pressure: 2.74E-08mmHg at 25°C
• Refractive Index: 1.625
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-(4-BROMOPHENYL)-2,3-DIHYDRO-4(1H)-QUINOLINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-BROMOPHENYL)-2,3-DIHYDRO-4(1H)-QUINOLINONE(130820-63-2)
• EPA Substance Registry System: 2-(4-BROMOPHENYL)-2,3-DIHYDRO-4(1H)-QUINOLINONE(130820-63-2)

Safety Data

• Hazardous Substances Data: 130820-63-2(Hazardous Substances Data)

Usage

Structure

Quinolinone derivative with a bromophenyl group attached to the 2-position of the quinolinone ring

Usage

Building block for the synthesis of various bioactive molecules in the pharmaceutical industry

Biological activities

Anti-inflammatory and anticancer properties

Enzyme inhibition

Moderate inhibitory activity against certain enzymes

Value in research

Valuable chemical for drug discovery and development due to its diverse biological activities

InChI:InChI=1/C15H12BrNO/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

• 144221-09-0 (E)-1-(2'-aminophenyl)-3-(4-bromophenyl)-2-propen-1-one 
• 551-93-9 2-aminoacetophenone 
• 1122-91-4 4-bromo-benzaldehyde 
• 195073-95-1 1-(2-aminophenyl)-3-(4-bromophenyl)prop-2-en-1-one 
• 577-59-3 2-acetylnitrobenzene 

Downstream Products

• 149191-92-4 2-(4-Bromo-phenyl)-1,2,3,4-tetrahydro-benzo[e][1,4]diazepin-5-one 
• 1133158-61-8 6-chloro-2-(4'-bromophenyl)-2,3-dihydro-4(1H)-quinolone 
• 1171953-09-5 2-(4-bromophenyl)-3-((pyridin-4-yl)methyl)quinolin-4(1H)-one 
• 1097957-52-2 1-acetyl-2-(4-bromophenyl)-2,3-dihydroquinolin-4(1H)-one 

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.

2-aryl-2,3-dihydro-4(1H)-quinolinone semicarbazone compound and application thereof

The invention relates to the field of medicine technology, and a series of novel 2-aryl-2,3-dihydrogen-4(1H)-quinolinone semicarbazone derivatives (I) and pharmaceutically acceptable salts, solvates,optical isomers or polymorphs are designed and synthesized. The derivative (I) and its pharmaceutically acceptable salt, solvate, optical isomer or polymorph can be mixed as an active ingredient witha pharmaceutically acceptable carrier to prepare a pharmaceutical composition. A double dilution method is used for test of the antifungal activity of the derivative (I) and its pharmaceutically acceptable salt, solvate, optical isomer or polymorph, and the results show that the derivative has stronger killing effect on clinically common pathogenic fungi, and is expected to overcome the defects oflarge toxic and side effects, easy generation of drug resistance of azole antifungal medicines which are widely used clinically. The specific formula is shown in the description.

Synthesis, molecular modeling and biological evaluation of aza-flavanones as α-glucosidase inhibitors

An efficient acid catalyzed methodology has been employed to synthesize a variety of aza-flavanones and their α-glucosidase inhibitory activity is evaluated using acarbose, miglitol and voglibose as reference standards. Molecular modeling studies were per