108832-16-2

Basic information

• Product Name: 2,4-dichloro-3-phenylquinolin-7-yl methyl ether
• Synonyms: 2,4-dichloro-3-phenylquinolin-7-yl methyl ether
• CAS NO: 108832-16-2
• Molecular Formula: C₁₆H₁₁Cl₂NO
• Molecular Weight: 304.17064
• Mol File: 108832-16-2.mol

Chemical Properties

• Boiling Point: 399°Cat760mmHg
• Flash Point: 195.1°C
• Appearance: /
• Density: 1.322g/cm³
• Vapor Pressure: 3.27E-06mmHg at 25°C
• Refractive Index: 1.643
• CAS DataBase Reference: 2,4-dichloro-3-phenylquinolin-7-yl methyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-dichloro-3-phenylquinolin-7-yl methyl ether(108832-16-2)
• EPA Substance Registry System: 2,4-dichloro-3-phenylquinolin-7-yl methyl ether(108832-16-2)

Safety Data

• Hazardous Substances Data: 108832-16-2(Hazardous Substances Data)

Usage

Uses

Used in Medicinal Chemistry:
2,4-dichloro-3-phenylquinolin-7-yl methyl ether is utilized as a research chemical for its potential therapeutic applications, particularly in the development of antiviral and anti-tumor agents. Its unique structure and biological activities make it a valuable candidate for further exploration in the field of drug discovery.
Used in Biological Imaging:
In the field of biological imaging, 2,4-dichloro-3-phenylquinolin-7-yl methyl ether is used as a fluorescent probe. Its fluorescent properties allow for the visualization and tracking of biological processes at the molecular level, contributing to a better understanding of cellular mechanisms and disease pathways.
Used in Organic Synthesis:
As a precursor in organic synthesis, 2,4-dichloro-3-phenylquinolin-7-yl methyl ether plays a crucial role in the development of new organic compounds. Its versatile structure can be modified to create a range of derivatives with potential applications in various industries, including pharmaceuticals, materials science, and agrochemicals.

InChI:InChI=1/C16H11Cl2NO/c1-20-11-7-8-12-13(9-11)19-16(18)14(15(12)17)10-5-3-2-4-6-10/h2-9H,1H3

Upstream product

• 83-13-6 diethyl 2-phenylmalonate 
• 536-90-3 m-Anisidine 
• 125878-99-1 1-ethyl-4-hydroxy-7-methoxy-3-phenyl-2(1H)-quinolone 
• 125878-98-0 4-hydroxy-7-methoxy-1-methyl-3-phenyl-2(1H)-quinolinone 
• 28563-22-6 4-hydroxy-7-methoxy-3-phenyl-2(1H)-quinolinone 

Downstream Products

• 828300-19-2 4-(4-bromo-phenoxy)-7-methoxy-2,3-diphenyl-quinoline 
• 863711-19-7 4-(4-bromo-phenoxy)-2-ethyl-3-phenyl-quinolin-7-ol 
• 828300-21-6 4-(3-bromo-phenoxy)-2-ethyl-7-methoxy-3-phenyl-quinoline 
• 828300-18-1 2-ethyl-3-phenyl-4-(4-bromophenyloxy)-7-methoxyquinoline 
• 828300-26-1 4-chloro-2-ethyl-7-methoxy-3-phenyl-quinoline 

Relevant articles and documents

Discovery of novel quinoline-based estrogen receptor ligands using peptide interaction profiling

Traditional approaches to discovery of selective estrogen receptor modulators (SERMs) have relied on ER binding and cell-based estrogen response element-driven assays to identify compounds that are osteoprotective but nonproliferative in breast and uterin

SUBSTITUTED QUINOLINE COMPOUNDS FOR USE AS SELECTIVE ESTROGEN RECEPTOR MODULATOR

The present invention relates to novel compounds of Formula (I) with a variety of therapeutic uses, more particularly novel substituted quinoline compounds particularly useful for selective estrogen receptor modulation.

Regioselective Azidation of 2,4-Dichloroquinolines

Reactions of 2,4-dichloroquinolines (2a-f) with sodium azide in DMF lead either regioselectively to 4-azido-2-chloroquinolines (3a-f) or with excess of sodium azide and catalysts to 5-azido-tetrazoloquinolines (4a-f). 2,4-Dichloroquinolines (2g-i) having electron donating substituents in 3-position react with sodium azide in DMF to a mixture of 4-azido-2-chloroquinolines (3g-i) and 5-chlorotetrazoloquinolines (5g-i).When the reaction of the 2,4-dichloroquinolines (2a-i) with sodium azide is carried out in ethanol with addition of methanesulfonic acid, regioselectively 5-chloro-tetrazoloquinolines (5a-i) are obtained.Structural assignments of 3 and 5 have been carried out by 13C-NMR spectra, IR spectra and degradation reactions of the azido- and tetrazolo group to aminoquinolines (7 and 10) via iminophosphoranes (8 and 9).It could be shown that in 2-azido/tetrazolo-quinolines (4 and 5) the tetrazole ring structure is the dominant species.

Potential Non-Steroidal Estrogens and Antiestrogens, IV Organic Azides in Heterocyclic Synthesis, Part 13 : Synthesis of Aza- and Diazacoumestrols via Azido Derivatives

4-Chloro-3-aryl-coumarins and quinolones 2 a-e undergo thermolytic ring closure by reaction with sodium azide in refluxing dimethyl formamide to yield indolocoumarins and indoloquinolin-6(5H)-ones 6a-e.In the case of the coumarin 2a the azid