6633-62-1

Basic information

• Product Name: NSC42124
• Synonyms: NSC42124;6-chloro-2-phenylquinoline-4-carboxylic acid(SALTDATA: FREE);6-chloro-2-phenyl-cinchoninic acid;4-QUINOLINECARBOXYLIC ACID,6-CHLORO-2-PHENYL-
• CAS NO: 6633-62-1
• Molecular Formula: C₁₆H₁₀ClNO₂
• Molecular Weight: 283.713
• Mol File: 6633-62-1.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 484.9°C at 760 mmHg
• Flash Point: 247°C
• Appearance: /
• Density: 1.373g/cm³
• Vapor Pressure: 3.25E-10mmHg at 25°C
• Refractive Index: 1.686
• CAS DataBase Reference: NSC42124(CAS DataBase Reference)
• NIST Chemistry Reference: NSC42124(6633-62-1)
• EPA Substance Registry System: NSC42124(6633-62-1)

Safety Data

• Hazardous Substances Data: 6633-62-1(Hazardous Substances Data)

Usage

General Description

NSC42124, also known as benzoylarginine ethyl ester, is a synthetic chemical compound that has been studied for its potential use as a therapeutic agent. It is an arginine derivative that has been shown to exhibit antiviral activity, particularly against herpes simplex virus. NSC42124 has also been investigated for its potential to enhance the activity of other antiviral agents, as well as its ability to inhibit the growth of cancer cells. Although its precise mechanism of action is not fully understood, research suggests that NSC42124 may interfere with viral replication and protein synthesis. Further studies are needed to fully elucidate its therapeutic potential and safety profile.

InChI:InChI=1/C16H10ClNO2/c17-11-6-7-14-12(8-11)13(16(19)20)9-15(18-14)10-4-2-1-3-5-10/h1-9H,(H,19,20)

Upstream product

• 17630-76-1 5-chloroindole 2,3-dione 
• 98-86-2 acetophenone 
• 106-47-8 4-chloro-aniline 
• 65798-06-3 N-(4-chlorophenyl)-2-(hydroxyimino)ethanamide 
• 100-52-7 benzaldehyde 
• 127-17-3 2-oxo-propionic acid 

Downstream Products

• 60301-56-6 6-chloro-2-phenylquinoline 
• 181048-21-5 2-phenyl-6-chloroquinoline-4-carbonylguanidine 
• 174636-77-2 6-chloro-2-phenyl-quinoline-4-carbonyl chloride 
• 1373425-27-4 C₂₂H₁₄Cl₂N₂O 

Relevant articles and documents

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.

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.

Design, synthesis and biological evaluation of 2-phenylquinoline-4-carboxamide derivatives as a new class of tubulin polymerization inhibitors

A novel series of 2-phenylquinoline-4-carboxamide derivatives was synthesized, characterized and evaluated for its antiproliferative activity against five cancer cell lines, Hela, SK-OV-3, HCT116, A549 and MDA-MB-468, and a normal human fetal lung fibroblastic cell line, MRC-5. Among them, compound 7b displayed potent cytotoxic activity in vitro against SK-OV-3 and HCT116 cell lines with IC50 values of 0.5 and 0.2 μM, respectively. In general, the antiproliferative activity was correlated with the binding property of the colchicine binding site and inhibitory effect on tubulin polymerization. In addition, immunofluorescence and flow cytometry analysis revealed that selected compounds caused disruption of the mitotic spindle assembly and G2/M phase arrest of the cell cycle, which correlated with proliferation inhibitory activity. Molecular docking analysis demonstrated the interaction of 7b at the colchicine binding site of tubulin. These results indicate these compounds are promising inhibitors of tubulin polymerization for the potent treatment of cancer.