32795-58-7

Basic information

• Product Name: 6-METHOXY-2-PHENYL-4-QUINOLINECARBOXYLIC ACID
• Synonyms: 4-QUINOLINECARBOXYLIC ACID,6-METHOXY-2-PHENYL-
• CAS NO: 32795-58-7
• Molecular Formula: C₁₇H₁₃NO₃
• Molecular Weight: 279.2981
• Mol File: 32795-58-7.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 488.4°C at 760 mmHg
• Flash Point: 249.1°C
• Appearance: /
• Vapor Pressure: 2.37E-10mmHg at 25°C
• CAS DataBase Reference: 6-METHOXY-2-PHENYL-4-QUINOLINECARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 6-METHOXY-2-PHENYL-4-QUINOLINECARBOXYLIC ACID(32795-58-7)
• EPA Substance Registry System: 6-METHOXY-2-PHENYL-4-QUINOLINECARBOXYLIC ACID(32795-58-7)

Safety Data

• Hazardous Substances Data: 32795-58-7(Hazardous Substances Data)

Usage

General Description

6-Methoxy-2-phenyl-4-quinolinecarboxylic acid is a chemical compound with the molecular formula C17H13NO3. It is a white to off-white powder with a molecular weight of 279.29. 6-METHOXY-2-PHENYL-4-QUINOLINECARBOXYLIC ACID is a derivative of quinoline that has been evaluated for its potential pharmacological properties, including its anti-inflammatory and analgesic effects. It has also been studied for its potential use in the treatment of autoimmune diseases and as a potential agent against microbial infections. Additionally, 6-methoxy-2-phenyl-4-quinolinecarboxylic acid has been investigated for its potential as a fluorescent probe for the detection and quantification of zinc ions in biological samples.

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 
• 98-86-2 acetophenone 
• 39755-95-8 5-methoxyisatine 

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 
• 87741-94-4 6-hydroxy-2-phenylquinoline 
• 24682-24-4 6-hydroxy-2-phenyl-quinoline-4-carboxylic acid methyl ester 
• 24682-25-5 6-hydroxy-2-phenyl-quinoline-4-carboxylic acid ethyl ester 
• 415714-31-7 6-methoxy-2-phenyl-quinoline-4-carboxylic acid hydrazide 
• 859780-36-2 6-hydroxy-2-phenyl-quinoline-4-carbonyl azide 
• 859780-34-0 6-methoxy-2-phenyl-quinoline-4-carbonyl azide 
• 181048-25-9 2-phenyl-6-methoxyquinoline-4-carbonylguanidine 
• 159780-71-9 N-[4-[2-[(4-Methoxybenzyl)methylamino]ethoxy]phenyl]-6-methoxy-2-phenyl-4-quinolinecarboxamide 
• 128220-34-8 methyl 6-methoxy-2-phenylquinoline-4-carboxylate 

Relevant articles and documents

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

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.