16778-21-5

Basic information

• Product Name: 4-Chloro-8-methoxyquinoline
• Synonyms: 4-CHLORO-8-METHOXYQUINOLINE;8-Methoxy-4-chloro quinoline;4-Chloro-8-Methoxyquinoline
• CAS NO: 16778-21-5
• Molecular Formula: C₁₀H₈ClNO
• Molecular Weight: 193.63
• EINECS: -0
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 16778-21-5.mol
• Article Data: 5

Chemical Properties

• Melting Point: 79-80 °C
• Boiling Point: 299.9 °C at 760 mmHg
• Flash Point: 135.2 °C
• Appearance: /
• Density: 1.267 g/cm³
• Vapor Pressure: 0.00207mmHg at 25°C
• Refractive Index: 1.621
• Storage Temp.: -20?C Freezer
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• PKA: 1.86±0.30(Predicted)
• CAS DataBase Reference: 4-Chloro-8-methoxyquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chloro-8-methoxyquinoline(16778-21-5)
• EPA Substance Registry System: 4-Chloro-8-methoxyquinoline(16778-21-5)

Safety Data

• Hazard Codes: Xn
• Statements: 22-41
• Safety Statements: 26-39
• WGK Germany: 3
• Hazardous Substances Data: 16778-21-5(Hazardous Substances Data)

Usage

Description

4-Chloro-8-methoxyquinoline is a chemical compound characterized by its yellow solid appearance. It is a derivative of quinoline, a nitrogen-containing aromatic compound, with a chlorine atom at the 4th position and a methoxy group at the 8th position.

Uses

Used in Pharmaceutical Industry:
4-Chloro-8-methoxyquinoline is used as a potent selective CRTh2 (DP2) antagonist for the potential treatment of asthma, allergic rhinitis, and other inflammatory diseases. Its antagonistic properties make it a valuable compound in the development of medications targeting these conditions.
Used in Chemical Research:
As a quinoline derivative, 4-Chloro-8-methoxyquinoline may also be utilized in chemical research and development for the synthesis of other compounds with potential applications in various industries, including pharmaceuticals, agrochemicals, and materials science.

InChI:InChI=1/C10H8ClNO/c1-13-9-4-2-3-7-8(11)5-6-12-10(7)9/h2-6H,1H3

Upstream product

• 21269-34-1 4-hydroxy-8-methoxyquinoline 
• 28027-18-1 4-hydroxy-8-methoxyquinoline-3-carboxylic acid 
• 27568-04-3 Ethyl 4-hydroxy-8-methoxyquinoline-3-carboxylate 
• 90-04-0 2-methoxy-phenylamine 
• 104007-09-2 2-[(2-methoxyphenylamino)-methylene]-malonic acid diethyl ester 
• 25165-68-8 5-[(2-methoxy-phenylamino)-methylene]-2,2-dimethyl-[1,3]dioxane-4,6-dione 

Downstream Products

• 7621-73-0 N⁴,N⁴-diethyl-N¹-(8-methoxy-[4]quinolyl)-1-methyl-butanediyldiamine 
• 57334-36-8 4-chloro-8-hydroxyquinoline 
• 131666-46-1 (8-Methoxy-quinolin-4-yl)-o-tolyl-amine 
• 63352-82-9 8-Methoxy-4-phenylquinoline 
• 145297-36-5 8-Methoxy-7-nitro-4-phenylquinoline 
• 145297-34-3 4-(4-Bromophenyl)-8-methoxy-5-nitroquinoline 
• 145297-33-2 4-(3,4-Dimethoxyphenyl)-8-methoxy-5-nitroquinoline 
• 145013-67-8 8-Methoxy-5-nitro-4-phenylquinoline 
• 145013-69-0 8-Methoxy-4-(4-methoxyphenyl)-5-nitroquinoline 
• 145013-70-3 5-amino-8-methoxy-4-phenylquinoline 
• 145013-73-6 6-bromo-8-methoxy-4-phenylquinoline-5-amine 
• 145013-72-5 8-Methoxy-4-(4-methoxy-phenyl)-quinolin-5-ylamine 
• 145013-75-8 5-Azido-8-methoxy-4-phenyl-quinoline 
• 145013-78-1 5-Azido-6-bromo-8-methoxy-4-phenyl-quinoline 

Relevant articles and documents

INHIBITORS FOR THE TREATMENT OF CANCER AND RELATED METHODS

Some embodiments of the invention include inventive compounds. Other embodiments include compositions (e.g., pharmaceutical compositions) comprising the inventive compound. Still other embodiments of the invention include compositions (e.g., pharmaceutica

Synthesis and anti-tumor activities of 4-anilinoquinoline derivatives

Twenty-two 7-fluoro (or 8-methoxy)-4-anilinoquinolines compounds were designed and synthesized as potentially potent and selective antitumor inhibitors. All the prepared compounds were evaluated for their in vitro antiproliferative activities against the HeLa and BGC823 cell lines. Ten compounds (1a-g; 2c; 2e and 2i) exhibited excellent antitumor activity superior to that of gefitinib. Among the ten compounds; seven (1a-c; 1e-1g and 2i) displayed excellent selectivity for BGC823 cells. In particular; 1f and 2i exhibited potent cytotoxic activities against HeLa cells and BGC823 cells with better IC50 values than gefitinib.

Improved Syntheses of Some Monohloro- and Monobromo-8-quinolinols

Procedures were developed for the preparation of the 2-, 3-, 4-, and 6-monosubstituted chloro and bromo 8-quinolinols which afforded greater yields and/or reduced the number of steps in the preparation. 100 MHz 1H-NMR spetra for the 12 possible monochloro