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Usage

Uses

Used in Medicinal Chemistry:
6-Chloro-4-hydroxy-2-phenylquinoline is utilized as a pharmaceutical agent for its potential medicinal properties. It has been investigated for its potential as an anti-infective and antimicrobial agent, making it a promising candidate for the development of new treatments in the medical field.
Used in Organic Synthesis and Chemical Research:
6-CHLORO-4-HYDROXY-2-PHENYLQUINOLINE also serves as a building block in the synthesis of other compounds, contributing to the advancement of organic synthesis and chemical research. Its unique structure allows for the creation of various derivatives with potential applications in different areas.
Used as a Fluorescent Probe or Dye:
Due to its quinoline structure, 6-chloro-4-hydroxy-2-phenylquinoline may have potential as a fluorescent probe or dye. This application can be beneficial in various scientific and industrial processes that require the use of fluorescent markers for detection, imaging, or analysis purposes.

Upstream product

• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 106-47-8 4-chloro-aniline 
• 204913-35-9 6-Chloro-2-phenyl-4-(toluene-4-sulfonyl)-quinoline 
• 100-00-5 4-chlorobenzonitrile 
• 93663-74-2 ethyl 6-chloro-4-hydroxy-2-phenylquinoline-3-carboxylate 

Downstream Products

• 100914-76-9 4,6-dichloro-2-phenylquinoline 

Relevant academic research and scientific papers

ANTIMALARIAL COMPOUNDS

Antimalarial compounds of the formula: in which n is 1 or 2; X is C or N; R1 is a moiety comprising a secondary amine and a tertiary amine joined by a C2 to C4 alkyl chain; and R2 is CF3, F, or H, or an analog, combination, derivative, prodrug, stereoisomer, or pharmaceutically acceptable salt thereof. Pharmaceutical compounds including the antimalarial compounds. Methods of treating or preventing malaria comprising administering an effective amount of the antimalarial compounds.

Synthesis, Structure-Activity Relationship, and Antimalarial Efficacy of 6-Chloro-2-arylvinylquinolines

There is an urgent need to develop new efficacious antimalarials to address the emerging drug-resistant clinical cases. Our previous phenotypic screening identified styrylquinoline UCF501 as a promising antimalarial compound. To optimize UCF501, we herein report a detailed structure-activity relationship study of 2-arylvinylquinolines, leading to the discovery of potent, low nanomolar antiplasmodial compounds against a Plasmodium falciparum CQ-resistant Dd2 strain, with excellent selectivity profiles (resistance index 200). Several metabolically stable 2-arylvinylquinolines are identified as fast-acting agents that kill asexual blood-stage parasites at the trophozoite phase, and the most promising compound 24 also demonstrates transmission blocking potential. Additionally, the monophosphate salt of 24 exhibits excellent in vivo antimalarial efficacy in the murine model without noticeable toxicity. Thus, the 2-arylvinylquinolines represent a promising class of antimalarial drug leads.

Silane-mediated direct condensation of nitroarenes with cinnamyl-type sulfones. The way to 2-aryl-4-X-quinolines and their hetero analogs

DBU/silane mediated double condensation of nitroarenes with cinnamyl-type sulfones proceeds smoothly to yield 2-arl-4-arylsulfonyl quinolines and their hetero analogs. Arylsulfonyl group can be easily replaced by different nucleophiles.

Quinoline derivatives as antitubercular/antibacterial agents

A number of quinoline derivatives of known antibacterial agents have been prepared and tested against the micro-organisms S. coli, S. paratyphi B, S. aureus and in particular against Mycobacterium tuberculosis H37-Rv. It has not been possibfe to establish correlation between antibacterial and antitubercular activities of these compounds. However, the antitubercular effect at MIC of 5 μg/mL against H37Rv shows that many modified compounds are more inhibitory than the parent agents such as 3-aminophenol, sulphamethoxazole, sulphaphenazole, sulphathiazole and monoacetyldapsone; among these the most effective are those with substituents such as 6-methyl, 6-chloro, 6-ethoxy-, or 8-methoxy functions in quinoline moiety.

4-Piperidino-2-phenylquinolines

Disclosed are compounds of the formula STR1 wherein: R1 and R2 may be either the same or different and each is hydrogen or lower alkyl; and wherein R3 and R4 may be either the same or different and each is hydrogen, halogen, or lower alkyl, with the proviso that R3 and R4 cannot both be hydrogen. These compounds are useful as anticonvulsant or anxiolytic agents.