78396-10-8

Basic information

• Product Name: 4(1H)-Quinolinone, 2-(4-chlorophenyl)-
• CAS NO: 78396-10-8
• Molecular Formula: C15H10ClNO
• Molecular Weight: 255.703
• Mol File: 78396-10-8.mol
• Article Data: 17

Chemical Properties

• CAS DataBase Reference: 4(1H)-Quinolinone, 2-(4-chlorophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 4(1H)-Quinolinone, 2-(4-chlorophenyl)-(78396-10-8)
• EPA Substance Registry System: 4(1H)-Quinolinone, 2-(4-chlorophenyl)-(78396-10-8)

Safety Data

• Hazardous Substances Data: 78396-10-8(Hazardous Substances Data)

Upstream product

• 5234-26-4 N-(2-acetylphenyl)acetamide 
• 15500-74-0 4-chlorobenzonitrile N-oxide 
• 104-88-1 4-chlorobenzaldehyde 
• 3717-24-6 4-chlorobenzaldehyde oxime 
• 201230-82-2 carbon monoxide 
• 17508-50-8 N-(1-(4-chlorophenyl)ethylidene)aniline 
• 99-91-2 para-chloroacetophenone 
• 62-53-3 aniline 
• 551-93-9 2-aminoacetophenone 
• 637-87-6 1-Chloro-4-iodobenzene 
• 221910-02-7 3-(2-aminophenyl)-1-(4-chlorophenyl)prop-2-yn-1-one 
• 52670-38-9 2-ethynylaniline 
• 619-56-7 4-chlorobenzamide 
• 2142-69-0 2-bromophenyl methyl ketone 

Downstream Products

• 55712-24-8 2-(4'-chlorophenyl)-3-phenylquinolin-4(1H)-one 
• 476681-59-1 4-chloro-2-(4-chlorophenyl)-3-bromoquinoline 
• 502841-10-3 3-bromo-2-(4'-chlorophenyl)quinolin-4(1H)-one 
• 882866-43-5 2-(4'-chlorophenyl)-3-iodoquinolin-4-(1H)-one 

Relevant articles and documents

In quest of small-molecules as potent non-competitive inhibitors against influenza

A series of scaffolds namely aurones, 3-indolinones, 4-quinolones and cinnamic acid-piperazine hybrids, was designed, synthesized and investigated in vitro against influenza A/H1N1pdm09 virus. Designed molecules adopted different binding mode i.e., in 430-cavity of neuraminidase, unlike sialic acid and oseltamivir in molecular docking studies. All molecules reduced the viral titer and exhibited non-cytotoxicity along with cryo-protective property towards MDCK cells. Molecules (Z)-2-(3′-Chloro-benzylidene)-1,2-dihydro-indol-3-one (2f), (Z)-2-(4′-Chloro-benzylidene)-1,2-dihydro-indol-3-one (2g) and 2-(2′-Methoxy-phenyl)-1H-quinolin-4-one (3a) were the most interesting molecules identified in this research, endowed with robust potencies showing low-nanomolar EC50 values of 4.0 nM, 6.7 nM and 4.9 nM, respectively, compared to reference competitive and non-competitive inhibitors: oseltamivir (EC50 = 12.7 nM) and quercetin (EC50 = 0.56 μM), respectively. Besides, 2f, 2g and 3a exhibited good neuraminidase inhibitory activity in sub-micromolar range (IC50 = 0.52 μM, 3.5 μM, 1.3 μM respectively). Moreover, these molecules were determined as non-competitive inhibitors similar to reference non-competitive inhibitor quercetin unlike reference competitive inhibitor oseltamivir in kinetics studies.

2-aryl-4-quinolone derivative as well as preparation method and application thereof

The invention discloses a 2-aryl-4-quinolone derivative as well as a preparation method and an application thereof. The 2-aryl-4-quinolone derivative has the structure shown in formula (I) in the description, wherein R1 is independently selected from one or more of H, C1-C5 alkyl, halogen or C1-C5 alkoxy, and R2 is independently selected from one or more of H, C1-C5 alkyl, CF3, halogen or C1-C5 alkoxy. Test results show that the 2-aryl-4-quinolone derivative has good antibacterial activity and can be used as an antibacterial agent.

Transition-metal-free oxidative intermolecular cyclization reaction: Synthesis of 2-aryl-4-quinolones

Herein, a novel and efficient intermolecular cyclization of 2-aminoacetophenones with aldehydes was developed for the synthesis of 2-aryl-4-quinolones through C-C and C-N bond formation. Mild conditions, good functional group tolerance, and substrates without prefunctionalization make this protocol practical, and this strategy will stimulate keen interest in fields of chemistry and biology.