32998-25-7

Basic information

• Product Name: 2-CHLORO-3-METHOXYQUINOXALINE
• Synonyms: 2-CHLORO-3-METHOXYQUINOXALINE
• CAS NO: 32998-25-7
• Molecular Formula: C₉H₇ClN₂O
• Molecular Weight: 194.62
• Mol File: 32998-25-7.mol
• Article Data: 8

Chemical Properties

• Melting Point: 71-75℃
• Boiling Point: 271℃
• Flash Point: 118℃
• Appearance: /
• Density: 1.333
• Vapor Pressure: 0.0112mmHg at 25°C
• Refractive Index: 1.628
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 2-CHLORO-3-METHOXYQUINOXALINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-3-METHOXYQUINOXALINE(32998-25-7)
• EPA Substance Registry System: 2-CHLORO-3-METHOXYQUINOXALINE(32998-25-7)

Safety Data

• Hazardous Substances Data: 32998-25-7(Hazardous Substances Data)

Usage

General Description

2-Chloro-3-methoxyquinoxaline is an organic chemical compound with the molecular formula C9H6ClNO. It is a quinoxaline derivative, which is a heterocyclic compound containing a ring structure made up of a benzene ring fused to a pyrazine ring. 2-CHLORO-3-METHOXYQUINOXALINE is primarily used as a building block in organic synthesis, particularly in the pharmaceutical industry, where it is used to create various pharmaceutical drugs and biologically active molecules. Additionally, 2-chloro-3-methoxyquinoxaline has been studied for its potential antitumor and antimicrobial properties. It is important to handle this compound with care as it is considered a hazardous chemical and can pose health risks if not properly controlled.

InChI:InChI=1/C9H7ClN2O/c1-13-9-8(10)11-6-4-2-3-5-7(6)12-9/h2-5H,1H3

Upstream product

• 2213-63-0 2,3-dichloroquinoxaline 
• 124-41-4 sodium methylate 
• 95-54-5 1,2-diamino-benzene 
• 67-56-1 methanol 
• 15804-19-0 quinoxaline-2,3-dione 
• 15804-19-0 2,3-dihydroxyquinoxaline 
• 34117-90-3 2-amino-3-chloroquinoxaline 
• 87885-47-0 2-chloro-3-nitroquinoxaline 

Downstream Products

• 1385829-18-4 4-{4-[2-(4-(2-methoxyquinoxalin-3-yl)piperazin-1-yl)ethyl]phenyl}thiazol-2-amine 
• 1385829-19-5 4-{4-[2-(4-(2-methoxyquinoxalin-3-yl)piperazin-1-yl)ethyl]phenyl}-N-methylthiazol-2-amine 
• 1385829-20-8 4-{4-[2-(4-(2-methoxyquinoxalin-3-yl)piperazin-1-yl)ethyl]phenyl}-5-methylthiazol-2-amine 
• 1385829-21-9 4-{4-[2-(4-(2-methoxyquinoxalin-3-yl)piperazin-1-yl)ethyl]phenyl}thiazol-2-ol 
• 1385829-22-0 C₂₆H₂₉N₅OS 
• 1385829-23-1 4-{4-[2-(4-(2-methoxyquinoxalin-3-yl)piperazin-1-yl)ethyl]phenyl}-N,5-dimethyl thiazol-2-amine 
• 1385829-24-2 2-{4-[4-(2-methylthiazol-4-yl)phenethyl]piperazin-1-yl}-3-methoxyquinoxaline 
• 1436382-86-3 2,3-diphenylfuro[3,2-b]quinoxaline 
• 139389-05-2 4-chloro-1-(2-chlorophenyl)-[1,2,4]triazolo[4,3-a]quinoxaline 
• 1426058-77-6 N-(3-methoxyquinoxalin-2-ylmethyl)benzamide 
• 1426059-38-2 1-(3-methoxyquinoxalin-2-ylmethyl)-3-phenylurea 
• 35676-71-2 3-Methoxy-chinoxalin-2-on 

Relevant articles and documents

Novel multi-component synthesis of 1,4-disubstituted pyrrolo[1,2-a]quinoxalines through palladium-catalyzed coupling reaction/hetero-annulation in water

1,4-Disubstituted pyrrolo[1,2-a]quinoxalines were prepared through the one-pot multi-component reactions of 3-substituted-2-chloroquinoxalines, propargyl alcohol, and secondary amines, catalyzed by Pd/Cu, in the presence of K2CO3and sodium dodecyl sulfate (SDS) in water. This process provided a facile, eco-friendly, and highly efficient method for the synthesis of new pyrrolo[1,2-a]quinoxalines in water with good yields.

Efficient synthesis of 2-phenyl-3-substituted furo/thieno[2,3-: B] quinoxalines via Sonogashira coupling reaction followed by iodocyclization and subsequent palladium-catalyzed cross-coupling reactions

In this paper, we report the successful synthesis of new 2-phenyl-3-substituted furo/thieno[2,3-b]quinoxaline derivatives from 2-chloro-3-methoxyquinoxaline and 2-chloro-3-(methylthio)quinoxaline by a three-step approach. The Sonogashira coupling reaction of the title compounds with terminal alkynes afforded 2-methoxy-3-(phenylethynyl)quinoxaline and 2-(methylthio)-3-(phenylethynyl)quinoxaline in good to excellent yields. The iodocyclization of the resulting compounds using ICl in CH2Cl2 afforded 3-iodo-2-phenylfuro[2,3-b]quinoxaline and 3-iodo-2-phenylthieno[2,3-b]quinoxaline. The subsequent palladium-catalyzed Sonogashira, Suzuki, and Heck reactions of the resulting iodo compounds led to the formation of 2,3-disubstituded furo/thieno[2,3-b]quinoxaline in high yields. All compounds were fully characterized by FT-IR, mass, 1H NMR, and 13C NMR spectral data. The synthesized quinoxaline derivatives were also screened against the two bacterial strains Escherichia coli and Micrococcus luteus.

New quinoxaline derivatives as potential mt1 and mt2 receptor ligands

Ever since the idea arose that melatonin might promote sleep and resynchronize circadian rhythms, many research groups have centered their efforts on obtaining new melatonin receptor ligands whose pharmacophores include an aliphatic chain of variable length united to an N-alkylamide and a methoxy group (or a bioisostere), linked to a central ring. Substitution of the indole ring found in melatonin with a naphthalene or quinoline ring leads to compounds of similar affinity. The next step in this structural approximation is to introduce a quinoxaline ring (a bioisostere of the quinoline and naphthalene rings) as the central nucleus of future melatoninergic ligands.