5448-52-2

Basic information

• Product Name: 7-chloro-4-ethoxy-quinoline
• Synonyms: 7-chloro-4-ethoxy-quinoline
• CAS NO: 5448-52-2
• Molecular Formula: C11H10ClNO
• Molecular Weight: 207.66
• Mol File: 5448-52-2.mol
• Article Data: 6

Chemical Properties

• Melting Point: 101.0-102.5 °C
• Boiling Point: 297.5°Cat760mmHg
• Flash Point: 133.8°C
• Appearance: /
• Density: 1.227g/cm³
• Vapor Pressure: 0.00237mmHg at 25°C
• Refractive Index: 1.606
• PKA: 4.78±0.27(Predicted)
• CAS DataBase Reference: 7-chloro-4-ethoxy-quinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 7-chloro-4-ethoxy-quinoline(5448-52-2)
• EPA Substance Registry System: 7-chloro-4-ethoxy-quinoline(5448-52-2)

Safety Data

• Hazardous Substances Data: 5448-52-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H10ClNO/c1-2-14-11-5-6-13-10-7-8(12)3-4-9(10)11/h3-7H,2H2,1H3

Upstream product

• 23833-97-8 7-chloro-4(1H)-oxoquinoline 
• 86-98-6 4,7-dichloroquinoline 
• 64-17-5 ethanol 
• 34272-64-5 5-carboxymethyl-2-mercapto-4-methyl-1,3-thiazole 
• 372-19-0 meta-fluoroaniline 
• 391-83-3 7-fluoro-1,4-dihydroquinolin-4-one 
• 183057-56-9 7-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid 
• 26892-97-7 7-fluoro-1,4-dihydro-4-oxo-3-quinoline carboxylic acid ethyl ester 
• 86-99-7 7-chloro-4-hydroxylquinoline 
• 75-00-3 chloroethane 
• 18995-13-6 Diethyl ethylsodiomalonate 
• 141-52-6 sodium ethanolate 

Relevant articles and documents

Design and synthesis of 4(1H)-quinolone derivatives as autophagy inducing agents by targeting ATG5 protein

Background: Quinolines have been characterized as a class of potential antitumor agents, and a large number of natural and synthetic quinolines acting as antitumor agents were reported. Methods: A series of 7-chloro-4(1H)-quinolone derivatives were synthesized. The antiproliferative effect of these compounds was evaluated by MTT assay against five human tumor cell lines. The mechanism of action of the selected compound 7h was also investigated. Results and Discussion: Most of the compounds had more potent antiproliferative activities than the lead compound 7-chloro-4(1H)-quinolone 6b. Compound 7h was found to be the most potent antiproliferative agent against human tumor cell lines. Further investigation demonstrated that compound 7h triggered ATG5-dependent autophagy of colorectal cancer cells by promoting the functions of LC3 proteins. Conclusion: These results were useful for designing and discovering more potent novel antitumor agents endowed with better pharmacological profiles.

Aryl Ether Syntheses via Aromatic Substitution Proceeding under Mild Conditions

In this study, mild conditions for aromatic substitutions during the syntheses of aryl ethers were developed. In the reaction conditions, the choices of solvent, base, and the sequence for the addition of the reagents proved important. A wide variety of alcohols were used directly as nucleophiles and smoothly reacted with aryl chlorides that possessed either a nitro or a cyano group at either the ortho- or para-position. Controlled experiments we performed suggested that the reaction underwent a charge-transfer process mediated by a combination of DMF and tert-BuOK.

With anti-tumor activity of chlorine oxygen kui derivatives

The invention relates to a chloroxoquinoline derivatives with anti-tumor activity and specifically relates to compounds of a formula I as shown in the specification and pharmaceutically acceptable salts, solvates and prodrugs thereof, wherein R1 is selected from hydrogen, -C1-6 alkyl, -C2-6 alkenyl, -C2-6 alkynyl and -C1-6 alkyl-phenyl, and the alkyl, the alkenyl, the alkynyl and the phenyl can be optionally substituted by halogens, nitryl, cyan, hydroxyl, -C1-6 alkoxy and phenyl; R3 is selected from hydrogen, -CONHR31 and -COOR32, the R31 and the R32 are independently selected from -C1-6 alkyl and -C1-6 alkylamino, respectively, and the amino can be optionally substituted by 1 to 2 -C1-6 alkyls; R7 is selected from halogens, -C1-6 alkoxy, morpholinyl and piperazine; the formula I is as shown in the specification.