55243-02-2

Basic information

• Product Name: 2,7-DICHLORO-1,8-NAPHTHYRIDINE
• Synonyms: 2,7-DICHLORO-1,8-NAPHTHYRIDINE;2,7-Dichloro-1,8-napthyridine
• CAS NO: 55243-02-2
• Molecular Formula: C₈H₄Cl₂N₂
• Molecular Weight: 199.04
• Product Categories: Aromatics
• Mol File: 55243-02-2.mol
• Article Data: 8

Chemical Properties

• Melting Point: 258 °C
• Boiling Point: 312.193 °C at 760 mmHg
• Flash Point: 171.691 °C
• Appearance: /
• Density: 1.487 g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.671
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: Acetone, DMF, DMSO
• PKA: 0.18±0.30(Predicted)
• CAS DataBase Reference: 2,7-DICHLORO-1,8-NAPHTHYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,7-DICHLORO-1,8-NAPHTHYRIDINE(55243-02-2)
• EPA Substance Registry System: 2,7-DICHLORO-1,8-NAPHTHYRIDINE(55243-02-2)

Safety Data

• Hazardous Substances Data: 55243-02-2(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 55243-02-2 differently. You can refer to the following data:
1. 2,7-Dichloro-1,8-naphthyridine is a compound useful in organic synthesis.
2. 2,7-Dichloro-1,8-naphthyridine (cas# 55243-02-2) is a compound useful in organic synthesis.

InChI:InChI=1/C8H4Cl2N2/c9-6-3-1-5-2-4-7(10)12-8(5)11-6/h1-4H

Upstream product

• 106582-47-2 2-hydroxy-7-methoxy-1,8-naphthyridine 
• 49655-93-8 2,7-dihydroxy-1,8-naphthyridine 
• 1931-44-8 2-amino-7-hydroxy-1,8-naphthyridine 
• 15944-33-9 2-chloro-7-amino-1,8-naphthyridine 
• 53788-35-5 2-methoxy-7-amino-1,8-naphthyridine 
• 141-86-6 2.6-diaminopyridine 
• 617-48-1 malic acid 

Downstream Products

• 467435-77-4 2,7-bis-(1-tert-butoxycarbonylpyrrol-2-yl)ethynyl-1,8-naphthyridine 
• 335594-22-4 N,N'-bisbenzyl-2,7-diamino-1,8-naphthyridine 
• 1327279-36-6 2,7-bis(benzyloxy)-1,8-naphthyridine 
• 85575-97-9 2,7-diphenyl-[1,8]-naphthyridine 
• 1426415-52-2 2,7-di(p-tolyl)-1,8-naphthyridine 
• 1426415-53-3 2,7-bis(2,5-dimethoxyphenyl)-1,8-naphthyridine 
• 1426415-55-5 2,7-bis(4-methoxyphenyl)-1,8-naphthyridine 
• 1426415-56-6 1,1'-(4,4-(1,8-naphthyridine-2,7-diyl)bis(4,1-phenylene))diethanone 
• 1426415-57-7 2,7-bis(4-fluorophenyl)-1,8-naphthyridine 
• 1426415-58-8 2,7-bis(4-(trifluoromethyl)phenyl)-1,8-naphthyridine 
• 1426415-59-9 2,7-bis(4-tert-butylphenyl)-1,8-naphthyridine 
• 1426415-60-2 2,7-bis(3-(trifluoromethyl)phenyl)-1,8-naphthyridine 
• 1426415-61-3 2,7-bis(4-vinylphenyl)-1,8-naphthyridine 
• 1426415-62-4 2,7-distyryl-1,8-naphthyridine 

Relevant articles and documents

A naphthyridine-indole ligand for selective stabilization of G-quadruplexes and conformational conversion of hybrid topology

The development of ligands to stabilize G-quadruplexes (G4s) or induce G4s to transition from metastable topology to stable topology is a potential strategy for inhibiting cancer cell proliferation. In this study, a novel G-quadruplex (G4) ligand based on a naphthyridine scaffold with two indole pendants, L5-DA, is reported to convert hybrid to the parallel topology. Circular dichroism (CD) and fluorescence spectroscopies were used to investigate the interactions between L5-DA and G4s. The CD spectra revealed that the L5-DA induced the conformational conversion from hybrid topologies to parallel topologies with a melting temperature increase of more than 30 °C. According to F?rster resonance energy transfer assays, the presence of excess duplex competitor had no effect on the ligand-induced stabilization of the hybrid topology, confirming the L5-DA's selectivity for G4s over ds26. With IC50 values of 4.3 μM, the ligand showed significant cytotoxicity against HeLa cells and effectively induced growth inhibition and apoptosis in HeLa cells. Immunofluorescence microscopy revealed an increase in BG4 foci in the presence of the L5-DA, confirming ligand-induced G4s stabilization in HeLa cells. According to these results, the combination of naphthyridine and indole scaffold was an effective design strategy for G4s stabilization and conformational conversion of metastable G4 topology for inhibiting cancer cell growth.

Suzuki-miyaura reactions of 2,7-dichloro-1,8-naphthyridine

2,7-Diaryl- and 2,7-dialkenyl-1,8-naphthyridines were prepared in high yields by Suzuki-Miyaura reactions of 2,7-dichloro-1,8-naphthyridines. While most of the products proved to be not or only weakly fluorescent, we observed a strong fluorescence in case of 2,7-bis(4-methoxyphenyl)-1,8-naphthyridine containing two electron-donating aryl groups. Georg Thieme Verlag Stuttgart - New York.

1,8-Naphthyridine compound and organic light-emitting device using the same

Provided a novel 1,8-naphthyridine compound represented by the following general formula [I]: wherein R1 to R6 each represent one selected from the group consisting of a hydrogen atom; an alkyl group, an aralkyl group, an aryl group, a heterocyclic group, a condensed polycyclic aromatic group, a condensed polycyclic heterocyclic group and an aryloxy group which may be substituted; a substituted amino group; a halogen atom; a trifluromethyl group; and a cyano group, and may be the same as or different from one another, provided that at least two of R1 to R6 each represent one selected from the group consisting of an aralkyl group, an aryl group, a heterocyclic group, a condensed polycyclic aromatic group, a condensed polycyclic heterocyclic group and an aryloxy group which may be substituted; and a substituted amino group.