29337-99-3

Usage

Uses

Used in Pharmaceutical Industry:
2-(2-CHLORO-PHENYL)-1H-QUINOLIN-4-ONE is used as a potential anticancer agent for its possible role in targeting and treating cancer cells. Its specific mechanism of action and efficacy are under investigation, with the aim of developing new therapeutic options for cancer treatment.
Used in Antiparasitic Applications:
In the field of antiparasitic research, 2-(2-CHLORO-PHENYL)-1H-QUINOLIN-4-ONE is being studied for its potential to combat parasitic infections. 2-(2-CHLORO-PHENYL)-1H-QUINOLIN-4-ONE's ability to interact with parasitic organisms and inhibit their growth is a key area of interest.
Used in Fluorescent Probe Development:
2-(2-CHLORO-PHENYL)-1H-QUINOLIN-4-ONE is also considered for use as a fluorescent probe in various scientific and medical applications. Its fluorescent properties can be harnessed for imaging, detection, and analysis purposes, contributing to advancements in diagnostic and research tools.
Used in Medicinal Chemistry Research:
2-(2-CHLORO-PHENYL)-1H-QUINOLIN-4-ONE serves as a subject of study in medicinal chemistry, where its structure-activity relationships and potential interactions with biological targets are being explored. This research can lead to the discovery of new drugs and therapeutic agents.

InChI:InChI=1/C15H10ClNO/c16-12-7-3-1-5-10(12)14-9-15(18)11-6-2-4-8-13(11)17-14/h1-9H,(H,17,18)

Upstream product

• 892147-56-7 C₁₅H₁₂ClNO₂ 
• 1256842-43-9 ethyl 3-cyano-3-phenylamino-3-(2-chlorophenyl)propanoate 
• 7517-81-9 methyl 3-(2-chlorophenyl)propiolate 
• 62-53-3 aniline 
• 551-93-9 2-aminoacetophenone 
• 89-98-5 2-chloro-benzaldehyde 

Relevant academic research and scientific papers

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.

4-aminoquinoline compound, and preparation method and application thereof

The invention discloses a 4-aminoquinoline compound, and a preparation method and application thereof. The second site of the 4-aminoquinoline compound is replaced by cyclic R-base, the 4-aminoquinoline compound is obtained by 4-step reaction of anthranil

Divergent Synthesis of Quinolones and Dihydroepindolidiones via Cu(I)-Catalyzed Cyclization of Anilines with Alkynes

A unique and efficient method for one-pot synthesis of diverse 4-quinolones from simple and readily available primary anilines and alkynes via Cu(I)-catalyzed direct cyclization has been developed. The (thio)phenols were also found to visible substrates for this reaction. Moreover, an unprecedented synthesis of dihydroepindolidiones has been demonstrated by using secondary anilines as the versatile substrates.

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 One-Pot Tandem Synthesis of 4-Quinolone and 4 H -Thiochromen-4-one Derivatives Through Sequential Nucleophilic Addition-Elimination-S N Ar Reaction

4-Quinolone and 4 H -thiochromen-4-one derivatives are readily synthesized in a tandem one-pot manner in good to excellent yields. Starting from (Z)-β-chlorovinyl ketones, an intermolecular nucleo-philic addition of amines or sodium hydrogen sulfide to (Z

Ruthenium(II) Catalyzed Regiospecific C-H/O-H Annulations of Directing Arenes via Weak Coordination

Ruthenium(II) catalyzed oxidative C-H/O-H annulations have been demonstrated using two different directing arenes viz. 2-arylquinolinone and 2-arylbenzoxazinone with internal alkynes. Regiospecific annulations have been observed for both directing arenes via the assistance of weaker carbonyl oxygen in the presence of a stronger nitrogen-directing site. In this substrate-controlled convergent protocol the weaker directing group dictates the annulation path.

Microwave-assisted synthesis of polysubstituted 4-quinolones from deprotonated α-aminonitriles

The α-alkylation of deprotonated N-aryl-α-aminonitriles with α-bromoesters furnishes intermediates that can be cyclized to 4-quinolones upon microwave irradiation. Alternatively, base-induced dehydrocyanation of the alkylation products furnishes enaminoes

A mild, one-pot synthesis of 4-quinolones via sequential Pd-catalyzed amidation and base-promoted cyclization

(Chemical Equation Presented) A mild, one-pot synthesis of 4-quinolones is described. Under the optimal conditions, a variety of 2-substituted 4-quinolones were synthesized via sequential palladium-catalyzed amidation of 2′-bromoacetophenones followed by base-promoted intramolecular cyclization.