124467-20-5

Basic information

• Product Name: 2-CHLORO-6-IODO-QUINOLINE
• Synonyms: 2-CHLORO-6-IODO-QUINOLINE;Quinoline, 2-chloro-6-iodo-
• CAS NO: 124467-20-5
• Molecular Formula: C₉H₅ClIN
• Molecular Weight: 289.5
• Product Categories: Quinoline series;CHIRAL CHEMICALS;Halides;Quinolines, Isoquinolines & Quinoxalines
• Mol File: 124467-20-5.mol

Chemical Properties

• Boiling Point: 349.321 °C at 760 mmHg
• Flash Point: 165.063 °C
• Appearance: /
• Density: 1.92g/cm³
• Vapor Pressure: 9.56E-05mmHg at 25°C
• Refractive Index: 1.726
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: -0.43±0.43(Predicted)
• CAS DataBase Reference: 2-CHLORO-6-IODO-QUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-6-IODO-QUINOLINE(124467-20-5)
• EPA Substance Registry System: 2-CHLORO-6-IODO-QUINOLINE(124467-20-5)

Safety Data

• Hazardous Substances Data: 124467-20-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-CHLORO-6-IODO-QUINOLINE is used as a precursor in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs with diverse therapeutic applications.
Used in Agrochemical Industry:
2-CHLORO-6-IODO-QUINOLINE is also utilized as a precursor in the synthesis of agrochemicals, indicating its potential role in the development of pesticides or other agricultural products to protect crops and enhance yield.
Used in Medicinal Chemistry Research:
2-CHLORO-6-IODO-QUINOLINE is employed as a subject of study in medicinal chemistry for its potential antimicrobial properties, which could lead to the creation of new treatments for bacterial infections.
Used in Anti-Inflammatory Applications:
2-CHLORO-6-IODO-QUINOLINE is used in research for its anti-inflammatory properties, suggesting a possible role in the development of new anti-inflammatory medications to treat various inflammatory conditions.
Used in Antiparasitic Drug Development:
2-CHLORO-6-IODO-QUINOLINE is explored for its antiparasitic properties, indicating its potential use in creating new drugs to combat parasitic infections.
It is crucial to handle 2-CHLORO-6-IODO-QUINOLINE with care due to the health and safety risks it may pose if mismanaged.

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

Upstream product

• 296759-29-0 6-iodo-3,4-dihydroquinolin-2(1H)-one 
• 540-37-4 p-aminoiodobenzene 
• 99455-01-3 6-iodo-2-hydroxyquinoline 
• 99455-01-3 6-iodoquinolin-2(1H)-one 
• 553-03-7 3,4-dihydro-2(1H)-quinolone 

Downstream Products

• 1567371-97-4 2-chloro-6-[3-(4-chlorophenyl)-2-[2-(trifluoromethoxy)phenyl]-2,6-dihydropyrrolo[3,4-c]pyrazol-5(4H)-yl]quinoline 

Relevant articles and documents

Syntheses and binding affinities of 6-nitroquipazine analogues for serotonin transporter. Part 1

6-Nitroquipazine has been known as one of the most potent and selective inhibitors of serotonin transporter in vitro and in vivo. Nine derivatives of 6-nitroquipazine were synthesized and tested for their potential abilities to displace [3H]citalopram binding to the rat cortical membranes. (C) 2000 Elsevier Science Ltd. All rights reserved.

Scalable and Practical Synthesis of Halo Quinolin-2(1H)-ones and Quinolines

A practical and scalable synthesis of halo quinolin-2(1H)-ones is presented. The heterocycles are easily accessed from inexpensive halo anilines in a two-step sequence. The anilines are acylated with methyl 3,3-dimethoxypropionate under basic conditions in quantitative yields. The crude amides undergo cyclization in sulfuric acid to the desired halo quinolin-2(1H)-ones in 28-93% yield (2 steps). The synthetic sequence was successfully applied on 800 g scale. Anilines with strong electron withdrawing or electron donating groups were poor substrates for this procedure. 6-Iodoquinolin-2(1H)-one and 6-bromo-8-iodoquinolin-2(1H)-one were further functionalized to obtain quinolines substituted with various functional groups.

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Disclosed is a compound represented by the formula (I): wherein R1 and R2 independently represent a hydrogen atom, a lower alkyl group or the like; X1, X2 and X3 independently represent a methine group or a nitrogen atom; Y1 and Y3 independently represent a single bond, -O- or the like; Y2 represents a lower alkylene group or the like; W1 to W4 independently represent a single bond, a methlene group or the like; L represents a single bond, a methylene group or the like; Z1 and Z2 independently represent a single bond, a C1-4 alkylene group or the like; Ar1 represents an aromatic carbocyclic ring or the like; and Ar2 represents a bicyclic aromatic carbocyclic ring or the like. The compound is useful as a pharmaceutical for a central disease, a cardiovascular disease or a metabolic disease.

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