651331-06-5

Usage

Uses

Used in Medicinal Chemistry:
3-acetyl-7-chloroquinolin-4(1H)-one is used as a lead compound in drug discovery and development for its potential antimicrobial, antimalarial, and anticancer activities. Its unique structure and biological effects make it a promising candidate for further research and chemical synthesis to explore its therapeutic potential.
Used in Antimicrobial Applications:
3-acetyl-7-chloroquinolin-4(1H)-one is used as an antimicrobial agent, targeting various types of bacteria and inhibiting their growth. Its chemical structure allows for interactions with bacterial enzymes and proteins, disrupting essential cellular processes and contributing to its antimicrobial efficacy.
Used in Antimalarial Applications:
3-acetyl-7-chloroquinolin-4(1H)-one is used as an antimalarial agent, exhibiting activity against the Plasmodium parasite responsible for malaria. Its potential to interfere with the parasite's life cycle and metabolic pathways makes it a valuable compound for the development of new antimalarial drugs.
Used in Anticancer Applications:
3-acetyl-7-chloroquinolin-4(1H)-one is used as an anticancer agent, showing potential to inhibit the growth and proliferation of cancer cells. Its ability to target specific cellular pathways and modulate biological processes involved in cancer progression makes it a promising candidate for cancer therapy.
Used in Chemical Synthesis and Structural Modification:
3-acetyl-7-chloroquinolin-4(1H)-one is used as a target for chemical synthesis and structural modification to explore its diverse biological effects. Its unique structure allows for the development of novel derivatives with enhanced pharmacological properties and improved therapeutic potential, expanding its applications in medicinal chemistry.

Upstream product

• 83507-72-6 ethyl 2-{[(3-chlorophenyl)amino]methylidene}-3-oxobutanoate 
• 108-42-9 3-chloro-aniline 
• 141-97-9 ethyl acetoacetate 
• 122-51-0 orthoformic acid triethyl ester 
• 5900-58-3 2-amino-4-chloro-benzoic acid methyl ester 
• 688741-47-1 ethyl 2-{[(4-nitrophenyl)amino]methylidene}-3-oxobutanoate 

Downstream Products

• 109589-95-9 8-chloro-2-phenyl-pyrano[3,2-c]quinolin-4-one 
• 101607-21-0 1-(4-benzoyloxy-7-chloro-[3]quinolyl)-ethanone 
• 865092-82-6 3-acetyl-7-chloro-1-(4-fluorophenyl)methyl-4(1H)-quinolinone 

Relevant academic research and scientific papers

N-Substituted Quinolinonyl Diketo Acid Derivatives as HIV Integrase Strand Transfer Inhibitors and Their Activity against RNase H Function of Reverse Transcriptase

Bifunctional quinolinonyl DKA derivatives were first described as nonselective inhibitors of 3′-processing (3′-P) and strand transfer (ST) functions of HIV-1 integrase (IN), while 7-aminosubstituted quinolinonyl derivatives were proven IN strand transfer inhibitors (INSTIs) that also displayed activity against ribonuclease H (RNase H). In this study, we describe the design, synthesis, and biological evaluation of new quinolinonyl diketo acid (DKA) derivatives characterized by variously substituted alkylating groups on the nitrogen atom of the quinolinone ring. Removal of the second DKA branch of bifunctional DKAs, and the amino group in position 7 of quinolinone ring combined with a fine-tuning of the substituents on the benzyl group in position 1 of the quinolinone, increased selectivity for IN ST activity. In vitro, the most potent compound was 11j (IC50 = 10 nM), while the most active compounds against HIV infected cells were ester derivatives 10j and 10l. In general, the activity against RNase H was negligible, with only a few compounds active at concentrations higher than 10 μM. The binding mode of the most potent IN inhibitor 11j within the IN catalytic core domain (CCD) is described as well as its binding mode within the RNase H catalytic site to rationalize its selectivity. (Chemical Presented).

Copper-Catalyzed Aza-Michael Addition of 2-Aminobenzoate to β-Substituted α,β-Unsaturated Ketones: One-Pot Synthesis of 3-Carbonyl-2-Substituted Quinolin-4(1H)-ones

We present a new and straightforward one-pot process for the synthesis of 3-carbonyl-4-quinolone derivatives through highly efficient Cu-catalyzed aza-Michael addition of 2-aminobenzoates to β-substituted α,β-unsaturated ketones/cyclization/mild oxidation

Microwave assisted gould-jacobs reaction for synthesis of 3-acetyl-4-hydroxyquinoline derivatives

Different types of quinoline derivatives have been synthesized by microwave irradiation and reaction yields were compared with reported classical methodology. The emphasis on this research project was to reduce reaction times and enhance the yields of the

Novel quinolinonyl diketo acid derivatives as HIV-1 integrase inhibitors: Design, synthesis, and biological activities

Novel quinolinonyl diketo acids were designed to obtain integrase (IN) inhibitors selectively active against the strand transfer (ST) step of the HIV integration process. Those new compounds are characterized by a single aryl diketo acid (DKA) chain in co

Beckmann rearrangement using indium(III) chloride: Synthesis of substituted oxazoloquinolines from the corresponding ketoximes of 3-acyl-1H-quinolin-4-ones

Nitrilium ion intermediates in the Beckmann rearrangement of 3-acyl-4-quinolinone ketoximes, in the presence of InCl3, were trapped by the β-hydroxy group of the tautomeric form of the ketoxime giving, predominantly, the corresponding oxazoloqu

QIUNOLIN-4-ONES AS INHIBITORS OF RETROVIRAL INTEGRASE FOR THE TREATMENT OF HIV, AIDS AND AIDS RELATED COMPLEX (ARC)

Novel quinoline inhibitors of retroviral integrase, particularly HIV-1 integrase. The quinoline inhibitors are oxoquinolines of the following formula (I) that can be used for preventing or treating AIDS or HIV infection in a subject. Wherein Z is selected