613-18-3

Usage

Uses

Used in Pharmaceutical Industry:
2,3-Dichloroquinoline is used as a reactant in the preparation of α-carbolines from 2,3-dichloropyridines and substituted anilines. These α-carbolines are important due to their potential therapeutic applications, including their use as antidepressants, antipsychotics, and anti-Parkinson's agents. The synthesis of these compounds is facilitated by the reactivity of the 2,3-dichloropyridine moiety, which allows for the formation of the desired α-carboline structures.
Additionally, 2,3-dichlorquinoline can be used as a building block in the synthesis of other bioactive compounds, contributing to the development of new drugs and therapeutic agents. Its unique structure and reactivity make it a valuable component in the design and synthesis of novel pharmaceuticals.

InChI:InChI=1/C9H5Cl2N/c10-7-5-6-3-1-2-4-8(6)12-9(7)11/h1-5H

Upstream product

• 939-17-3 3-chloro-quinolin-2-ol 
• 553-03-7 3,4-dihydro-2(1H)-quinolone 
• 939-16-2 3-bromoquinolin-2-one 
• 10026-13-8 phosphorus pentachloride 
• 10025-87-3 trichlorophosphate 
• 22615-00-5 3-bromoquinoline N-oxide 
• 858825-50-0 3,3-dianilino-2-chloro-acrylaldehyde 
• 1219100-99-8 bis(3-chloroquinolin-2-yl) disulfide 
• 6760-33-4 3-chloroquinoline N-oxide 

Downstream Products

• 939-17-3 3-chloro-quinolin-2-ol 
• 91-22-5 quinoline 
• 1163681-51-3 3-chloro-N-phenylquinolin-2-amine 
• 75-18-3 dimethylsulfide 
• 1219100-97-6 2,3-di-(methylsulfanyl)quinoline 
• 118-42-3 hydroxychloroquine 

Relevant academic research and scientific papers

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.

Metal-free chlorodeboronation of organotrifluoroborates

A mild and metal-free method for the chlorodeboronation of organotrifluoroborates using trichloroisocyanuric acid (TCICA) was developed. Aryl-, heteroaryl-, alkenyl-, alkynyl-, and alkyltrifluoroborates were converted into the corresponding chlorinated products in good yields. This method proved to be tolerant of a broad range of functional groups.

From 2,3-, 2,6-, 3,4- and 4,6-dichloroquinolines to isomeric chloroquinolinesulfonyl chlorides

The action of sodium methanethiolate (in boiling DMF) on x,y-dichloroquinolines (1) (x=3 or 6, y=2 or 4) occured via chlorine ipso-substitution followed by methanethiolato-S-demethylation to yield x,y-quinolinedithiolates 2A which were: i) subjected to S-

A novel and efficient synthesis of 2,3-dichloroquinoline

2,3-Dichloroquinoline was prepared in three steps in good overall yield from commercial 3-bromoquinoline via N-oxide formation and rearrangement to 3-bromocarbostyril, followed by a one-pot conversion to 3-bromo-2- chloroquinoline and halogen exchange to the title compound.