128676-85-7

Basic information

• Product Name: 2-CHLORO-3-IODOQUINOLINE
• Synonyms: 2-CHLORO-3-IODOQUINOLINE;-CHLORO-3-IODOQUINOLINE
• CAS NO: 128676-85-7
• Molecular Formula: C₉H₅ClIN
• Molecular Weight: 289.50017
• Mol File: 128676-85-7.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 351.582 °C at 760 mmHg
• Flash Point: 166.431 °C
• Appearance: /
• Density: 1.92 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.727
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: 2-CHLORO-3-IODOQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-3-IODOQUINOLINE(128676-85-7)
• EPA Substance Registry System: 2-CHLORO-3-IODOQUINOLINE(128676-85-7)

Safety Data

• Hazardous Substances Data: 128676-85-7(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2-Chloro-3-iodoquinoline is used as a building block in organic synthesis for the creation of various pharmaceuticals and agrochemicals. Its unique structure allows for the development of new compounds with potential therapeutic and agricultural benefits.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 2-chloro-3-iodoquinoline is utilized as a key intermediate for the synthesis of novel drugs. Its presence in the molecular structure can contribute to the enhancement of pharmacological properties and therapeutic effects.
Used in Antibacterial Applications:
2-Chloro-3-iodoquinoline has been studied for its potential anti-bacterial properties. It can be used as an active ingredient in the development of new antibiotics to combat resistant bacterial strains and improve treatment outcomes.
Used in Anticancer Research:
2-chloro-3-iodoquinoline has also been investigated for its anti-cancer properties. 2-Chloro-3-iodoquinoline can be employed as a chemotherapeutic agent or a component in the design of targeted cancer therapies, aiming to inhibit tumor growth and proliferation.
Used in Material Science:
Due to its unique chemical structure, 2-chloro-3-iodoquinoline has been utilized in the development of novel materials, such as organic semiconductors and conductive polymers, with potential applications in electronic devices and sensors.
Used in Dye Industry:
2-Chloro-3-iodoquinoline has found applications in the dye industry, where it is used in the synthesis of new dyes with specific color properties and stability. These dyes can be employed in various industries, including textiles, plastics, and printing inks.

InChI:InChI=1/C9H5ClIN/c10-9-7(11)5-6-3-1-2-4-8(6)12-9/h1-5H

Upstream product

• 612-62-4 2-Chloroquinoline 
• 580-17-6 3-aminoquinoline 
• 79476-07-6 3-Iodoquinoline 
• 950856-36-7 3-iodoquinoline-1-oxide 
• 335649-85-9 3-iodoquinolin-2(1H)-one 
• 862249-68-1 2-chloro-3-lithioquinoline 

Downstream Products

• 590371-95-2 2-bromo-3-(trifluoromethyl)quinoline 
• 588702-64-1 3-trifluoromethyl-2-quinolinecarboxylic acid 
• 59-31-4 2-quinolone 
• 335649-85-9 3-iodoquinolin-2(1H)-one 
• 335649-85-9 3-iodoquinolin-2-ol 
• 908850-62-4 2-phenyl-furo[2,3-b]quinoline 
• 668459-13-0 benzyl(3-iodoquinolin-2-yl)amine 
• 25199-86-4 2-chloro-3-(trifluoromethyl)quinoline 

Relevant articles and documents

Synthesis of pyrido[2′,1′:2,3]imidazo[4,5-b]quinoline and pyrido[1′,2′:1,2]imidazo[4,5-b]quinoline and their benzo and aza analogs via tandem catalysis

In this paper we report regioselective tandem metal-catalyzed aminations on dihaloquinolines (2-chloro-3-iodoquinoline and 2,3-dibromoquinoline) with amino(benzo)(di)azines. Eight new heterocyclic scaffolds of the dipyridoimidazole type could be synthesized. By controlling the reaction temperature selective C-2 intermolecular Pd-catalyzed amination on 2,3-dibromoquinoline with amino(benzo)(di)azines can be achieved.

Synthesis of an indole containing KDR kinase inhibitor by tandem Sonogashira coupling-5-endo-dig-cyclization as a key step

An efficient synthesis of the potent KDR kinase inhibitor 3-[5-[[4-(methylsulfonyl)-1-piperazinyl]methyl]-1H-indol-2-yl]quinoline-2-(1H)-one using a Sonogashira coupling-5-endo-dig-cyclization strategy is described.

Synthesis of aromatic ring fused pyrrole derivatives by palladium-catalyzed annulation of o-iodoarylamines with allyl acetate

Indoles, azaindoles, and pyrroloquinolines were obtained by palladium-catalyzed annulation of o-iodoarylamines with allyl acetate under 5 mol percent Pd(OAc)2, 1 equiv. LiCl, 3 equiv. K2CO3, and 2 equiv. allyl acetate in DMF at 120°C.

Orally active salts with tyrosine kinase activity

The present invention relates to orally active salts of compounds which inhibit, regulate and/or modulate tyrosine kinase signal transduction, compositions which contain these compounds, and methods of using them to treat tyrosine kinase-dependent diseases and conditions, such as angio-genesis, cancer, tumor growth, atherosclerosis, age related macular degeneration, diabetic retinopathy, inflammatory diseases, and the like in mammals.

Tyrosine kinase inhibitors

The present invention relates to compounds which inhibit, regulate and/or modulate tyrosine kinase signal transduction, compositions which contain these compounds, and methods of using them to treat tyrosine kinase-dependent diseases and conditions, such as angiogenesis, cancer, tumor growth, atherosclerosis, age related macular degeneration, diabetic retinopathy, inflammatory diseases, and the like in mammals.

Tyrosine kinase inhibitors

The present invention relates to compounds which inhibit, regulate and/or modulate tyrosine kinase signal transduction, compositions which contain these compounds, and methods of using them to treat tyrosine kinase-dependent diseases and conditions, such as angiogenesis, cancer, tumor growth, atherosclerosis, age related macular degeneration, diabetic retinopathy, inflammatory diseases, and the like in mammals.

Tyrosine kinase inhibitors

The present invention relates to compounds which inhibit, regulate and/or modulate tyrosine kinase signal transduction, compositions which contain these compounds, and methods of using them to treat tyrosine kinase-dependent diseases and conditions, such as angiogenesis, cancer, tumor growth, atherosclerosis, age related macular degeneration, diabetic retinopathy, inflammatory diseases, and the like in mammals.

Directed ortho-Lithiation of Chloroquinolines. Application to Synthesis of 2,3-Disubstituted Quinolines

2-, 3- and 4-Chloroguinolines were selectively lithiated at low temperature by lithium diisopropylamide at the more acidic C-3, C-4 and C-3 positions respectively.Reaction of 2-chloro-3-lithioquinoline with electrophiles led to various 2,3-disubstituted quinolines.The versatility of this functionalization methodology is enhanced by the C-2 halogen reactivity towards oxygen or nitrogen nucleophiles.So, a great variety of 2,3-disubstituted quinolines were synthesized, such as 2-chloro, 2-alkoxy, 2-aminoquinolines or 2-quinolones bearing an hydroxy, carbonyl (aldehyde, ketone or carboxylic acid), iodo, trimethylsilyl or boronic acid moiety at the C-3.Some of the resulting 2,3-disubstituted synthons were annelated to tetracyclic polyaromatics, which possess the xanthone or indole structure.This could be achieved via further functionalization of the quinoline ring either by SNAr2 or heteroaromatic cross-coupling reactions, after the first directed-lithiation step.