32795-58-7

Usage

Uses

Used in Pharmaceutical Industry:
6-Methoxy-2-phenyl-4-quinolinecarboxylic acid is used as a potential therapeutic agent for its anti-inflammatory and analgesic properties, offering relief from inflammation and pain.
Used in Autoimmune Disease Treatment:
In the field of immunology, 6-Methoxy-2-phenyl-4-quinolinecarboxylic acid is used as a potential treatment for autoimmune diseases, where it may help regulate the immune system's response to reduce symptoms and disease progression.
Used in Antimicrobial Applications:
6-Methoxy-2-phenyl-4-quinolinecarboxylic acid is used as an antimicrobial agent, potentially effective against various microbial infections, contributing to the development of new treatments for infectious diseases.
Used in Analytical Chemistry:
6-Methoxy-2-phenyl-4-quinolinecarboxylic acid is used as a fluorescent probe for the detection and quantification of zinc ions in biological samples, aiding researchers in understanding the role of zinc in biological processes and its potential involvement in certain diseases.

InChI:InChI=1/C17H13NO3/c1-21-12-7-8-15-13(9-12)14(17(19)20)10-16(18-15)11-5-3-2-4-6-11/h2-10H,1H3,(H,19,20)/p-1

Upstream product

• 783-08-4 [4-(benzylideneamino)phenyl]methanol 
• 127-17-3 2-oxo-propionic acid 
• 100-52-7 benzaldehyde 
• 104-94-9 4-methoxy-aniline 
• 39755-95-8 5-methoxyisatine 
• 98-86-2 acetophenone 

Downstream Products

• 4789-73-5 2-phenyl-6-methoxyquinoline 
• 964-30-7 6-hydroxy-2-phenyl-quinoline-4-carboxylic acid 
• 174636-82-9 6-methoxy-2-phenyl-quinoline-4-carbonyl chloride 
• 859780-34-0 6-methoxy-2-phenyl-quinoline-4-carbonyl azide 
• 128220-34-8 methyl 6-methoxy-2-phenylquinoline-4-carboxylate 
• 159780-71-9 N-[4-[2-[(4-Methoxybenzyl)methylamino]ethoxy]phenyl]-6-methoxy-2-phenyl-4-quinolinecarboxamide 
• 181048-25-9 2-phenyl-6-methoxyquinoline-4-carbonylguanidine 
• 859780-36-2 6-hydroxy-2-phenyl-quinoline-4-carbonyl azide 
• 415714-31-7 6-methoxy-2-phenyl-quinoline-4-carboxylic acid hydrazide 
• 24682-25-5 6-hydroxy-2-phenyl-quinoline-4-carboxylic acid ethyl ester 

Relevant academic research and scientific papers

Discovery of novel tubulin inhibitors targeting the colchicine binding site via virtual screening, structural optimization and antitumor evaluation

The colchicine binding site of tubulin is a promising target for discovering novel antitumor agents which exert the antiangiogenic effect and are not susceptible to multidrug resistance. For identifying novel tubulin inhibitors, structure-based virtual screening was applied to identify hit 9 which displayed moderate tubulin polymerization inhibition and broad-spectrum in vitro antitumor activity. Structural optimization was performed, and biological assay revealed analog E27 displayed the best antitumor activity with IC50 values ranging from 7.81 μM to 10.36 μM, and improved tubulin polymerization inhibitory activity (IC50 = 16.1 μM). It significantly inhibited cancer cell migration and invasion, induced cell apoptosis and arrested the cell cycle at G2/M phase. Moreover, the apoptotic effect of E27 is related to the increased ROS level, the decrease of MMP, and the abnormal expression of apoptosis-related proteins. Taken together, these results suggested E27 was a promising lead compound for discovering novel tubulin-targeted antitumor agents.

Synthesis and molecular dynamic simulation studies of novel N-(1-benzylpiperidin-4-yl) quinoline-4-carboxamides as potential acetylcholinesterase inhibitors

A new series of N-(1-benzylpiperidin-4-yl) quinoline-4-carboxamide derivatives was designed and synthesized as potential acetylcholinesterase inhibitors. The compounds were characterized by nuclear magnetic resonance, infrared and mass spectrometry. In th

SMALL MOLECULE ENTEROVIRUS INHIBITORS AND USES THEREOF

This invention is in the field of medicinal chemistry. In particular, the invention relates to a new class of small-molecules having a quinoline (or similar) structure which function as antagonists of androgen receptor activity, and their use as therapeutics for the treatment of cancer (e.g., castration-resistant prostate cancer) and other conditions characterized with androgen receptor activity and/or androgen receptor expression.

A green synthesis of quinoline-4-carboxylic derivatives using p-toluenesulfonic acid as an efficient organocatalyst under microwave irradiation and their docking, molecular dynamics, ADME-Tox and biological evaluation

P-Toluenesulfonic acid, being an efficient, nonhazardous, and fast accessible organocatalyst, was used for the preparation of quinoline-4-carboxylic acid derivatives via a one-pot three-component reaction of aromatic benzaldehyde, substituted aniline, and pyruvic acid under microwave irradiation. After completion of the reaction, the pure products were isolated by column chromatography. Here, to achieve the desired synthesis, various catalytic and solvent conditions were applied to perform a comparison study. We are using higher yield, simple work-up process, avoiding the use of hazardous organic solvents, short reaction time and higher advantages of the present protocol in the study. Biological activities of synthesized compounds were tested against various antibacterial, antifungal, antimalarial, and antituberculosis strains. Compounds 4a and 4c (MIC 50 μg/mL) and compounds 4d and 4n (MIC 62.5 μg/mL) were found active against the Escherichia coli strain, compounds 4c and 4p (MIC 25 μg/mL) were found active against the Staphylococcus aureus strain, and compounds 4c and 4d were found active against the Plasmodium falciparum strain. Molecular docking revealed that ligands and proteins fitted exactly in the binding pocket and had significant correlation with the biological activity. We have also tested molecular dynamics and ADME-Tox parameters for the synthesized compounds.

Discovery of Quinoline Analogues as Potent Antivirals against Enterovirus D68 (EV-D68)

Enterovirus D68 (EV-D68) is an atypical nonpolio enterovirus that mainly infects the respiratory system of humans, leading to moderate-to-severe respiratory diseases. In rare cases, EV-D68 can spread to the central nervous system and cause paralysis in infected patients, especially young children and immunocompromised individuals. There is currently no approved vaccine or antiviral available for the prevention and treatment of EV-D68. In this study, we aimed to improve the antiviral potency and selectivity of a previously reported EV-D68 inhibitor, dibucaine, through structure-activity relationship studies. In total, 60 compounds were synthesized and tested against EV-D68 using the viral cytopathic effect assay. Three compounds 10a, 12a, and 12c were identified to have significantly improved potency (EC50 180) compared with dibucaine against five different strains of EV-D68 viruses. These compounds also showed potent antiviral activity in neuronal cells, such as A172 and SH-SY5Y cells, suggesting they might be further developed for the treatment of both respiratory infection as well as neuronal infection.

Quinoline-4-methyl esters as human nonpancreatic secretory phospholipase A2 inhibitors

A series of novel fused heterocycle methyl esters were designed and synthesized as human nonpancreatic secretory phospholipase A2 (hnps-PLA2) competitive inhibitors. Among the 22 synthesized compounds, 17 quinoline-4-methyl esters displayed hnps-PLA2 inhibition activity in the in vitro bioassay. The IC50 value for the best compound 3o was 1.5 μM. The structure-inhibition-activity relationships of the compounds were studied using molecular docking.

2,3,4,9-Tetrahydro-1H-carbazoles

The present invention relates to 2,3,4,9-tetrahydro-1 H-carbazoles of the general formula I, in which Q, X, W, R1, R2, R3, R4 and R5 have the meaning as defined in the description. The compounds according to the invention are effective FSH antagonists and can be used for example for fertility control in men or in women, or for the prevention and/or treatment of osteoporosis.