1810-72-6

Basic information

• Product Name: 2,6-DICHLOROQUINOLINE
• Synonyms: 2,6-DICHLOROQUINOLINE;2,6-Dichloroquinoline ,97%;2,6-Dichloro-1-azanaphthalene;2,6-Dichloroquinoline
• CAS NO: 1810-72-6
• Molecular Formula: C₉H₅Cl₂N
• Molecular Weight: 198.05
• EINECS: -0
• Product Categories: Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Quinolines;QuinolinesHeterocyclic Building Blocks
• Mol File: 1810-72-6.mol
• Article Data: 11

Chemical Properties

• Melting Point: 161-164 °C(lit.)
• Boiling Point: 172°C/13mmHg(lit.)
• Flash Point: 158.3 °C
• Appearance: /
• Density: 1.408 g/cm³
• Storage Temp.: Room temperature.
• PKA: -0.48±0.43(Predicted)
• CAS DataBase Reference: 2,6-DICHLOROQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-DICHLOROQUINOLINE(1810-72-6)
• EPA Substance Registry System: 2,6-DICHLOROQUINOLINE(1810-72-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 1810-72-6(Hazardous Substances Data)

Usage

Description

2,6-Dichloroquinoline is an organic compound with the chemical formula C9H5Cl2N. It is a white to orange to tan crystal or powder that can be synthesized from 6-chloroquinoline or prepared from the corresponding 2-vinylaniline. 2,6-DICHLOROQUINOLINE is known for its potential applications in various fields due to its unique chemical properties.

Uses

Used in Polymer Synthesis:
2,6-Dichloroquinoline is used as a monomer in the preparation of poly(quinoline-2,6-diyl) through electrochemical polymerization. This application is significant because the resulting polymers exhibit unique electronic, optical, and electrochemical properties, making them suitable for various applications in the fields of electronics, sensors, and energy storage.
Used in Chemical Research:
As a versatile organic compound, 2,6-dichlorquinoline is also used in chemical research for the synthesis of various quinolines and their derivatives. These derivatives can have potential applications in pharmaceuticals, agrochemicals, and other industries due to their diverse chemical structures and properties.
Used in Pharmaceutical Industry:
2,6-Dichloroquinoline can be utilized as an intermediate in the synthesis of pharmaceutical compounds. Its unique structure allows for the development of new drugs with potential therapeutic applications, such as antimalarial, anticancer, and anti-inflammatory agents.
Used in Dye and Pigment Industry:
Due to its color-imparting properties, 2,6-dichlorquinoline can be used in the dye and pigment industry for the production of various colorants. These colorants can be applied in the textile, plastics, and printing industries to impart specific colors to the materials.

Synthesis Reference(s)

The Journal of Organic Chemistry, 67, p. 7884, 2002 DOI: 10.1021/jo016196i

Upstream product

• 1810-67-9 6-chloro-2-hydroxy-quinoline 
• 6563-10-6 6-chloroquinoline N-oxide 
• 19358-40-8 6-chloro-1,2,3,4-tetrahydroquinolin-2-one 
• 503-38-8 trichloromethyl chloroformate 
• 116035-66-6 N-(4-chloro-2-iodophenyl)acetamide 
• 79044-04-5 N-(4-Chloro-2-vinyl-phenyl)-acetamide 
• 553-03-7 3,4-dihydro-2(1H)-quinolone 
• 612-57-7 6-chloroquinoline 
• 1810-67-9 6-chloroquinolin-2(1H)-oney 
• 1219101-01-5 bis(6-chloroquinolin-2-yl) disulfide 
• 53691-91-1 N-(4-chlorophenyl)-3-phenylacrylamide 
• 106-47-8 4-chloro-aniline 

Downstream Products

• 18672-02-1 2-amino-6-chloroquinoline 
• 1810-67-9 6-chloro-2-hydroxy-quinoline 
• 78864-94-5 4-[N-(6-chloro-2-quinolinyl)-N-methylamino]phenol 
• 76578-20-6 D-2-[p-[(6-chloro-2-quinolyl)oxy]phenoxy]-propionic acid 
• 78060-46-5 6-chloro-2-piperazin-1-yl-quinoline 
• 1000417-94-6 N-(6-chloroquinolin-2-yl)cyclohexane-1,3-diamine 
• 889686-91-3 {2-[(6-chloroquinolin-2-yl)thio]phenyl}methanol 
• 190331-33-0 2-(4-aminophenylthio)-6-chloroquinoline 
• 21335-55-7 n-pentenyl alcohol 
• 1136478-92-6 (6-Chloro-quinolin-2-yl)-(2-phenoxy-ethyl)-amine 
• 75-18-3 dimethylsulfide 
• 54002-20-9 2,6-di-(methylsulfanyl)quinoline 
• 110131-14-1 C₉H₇NS₂ 
• 107274-76-0 4-(6-chloroquinolin-2-yl)-N,N-dimethylaniline 

Relevant articles and documents

Synthesis, molecular docking study, and evaluation of the antiproliferative action of a new group of propargylthio- and propargylselenoquinolines

This study describes the synthesis of a new group of halogenopropargylthio- , dipropargylthio-, and halogenopropargylseleno-quinoline derivatives. The ability of all of the synthesized compounds to inhibit the proliferation of the T-47D, MCF-7, MDA-MB-231, and SNB-19 cell lines was determined with the WST-1 assay. The normal fibroblast cell line (HFF-1) was used as a control. The cytotoxic properties of these new, modified propargylquinoline derivatives were comparable to those of cisplatin. The most active compounds, 4,7-dipropargylthiquinoline (8b) and 7-chloro-4-propargylselenoquinoline (5b), were docked into the binding site of human CYP1A1 and CYP1B1. Our data indicate that these derivatives may present promising chemotherapeutic agents, possibly targeting CYP1s pathway.

Regioselective Chlorination of Quinoline N-Oxides and Isoquinoline N-Oxides Using PPh3/Cl3CCN

A novel method for the regioselective C2-chlorination of heterocyclic N-oxides has been developed. PPh3/Cl3CCN were used as chlorinating reagents and the desired N-heterocyclic chlorides were obtained smoothly in satisfactory yields. The reactions proceeded in a highly efficient and selective manner across a broad range of substrates demonstrating excellent functional group tolerance. In addition, this chlorination reaction can be used for the modification of N-heterocyclic scaffolds of appealing ligands and pharmaceuticals.

HIV-1 FUSION INHIBITORS AND METHODS

A new series of HIV-1 fusion inhibitors and methods of use are disclosed. The compounds are based on a substituted indole, benzimidazole, indoline or isoindoline fragment. The compounds find use in inhibiting or preventing HIV fusion from occurring, thus