98591-57-2

Basic information

• Product Name: 7-CHLORO-4-IODOQUINOLINE 97
• Synonyms: 7-CHLORO-4-IODOQUINOLINE 97;7-CHLORO-4-IODOQUINOLINE, PURUM, 97%;7-Chloro-4-iodoquinoline 97%
• CAS NO: 98591-57-2
• Molecular Formula: C₉H₅ClIN
• Molecular Weight: 289.50017
• Product Categories: Halogenated Heterocycles;QuinolinesHeterocyclic Building Blocks;Building Blocks;Heterocyclic Building Blocks;Quinolines
• Mol File: 98591-57-2.mol

Chemical Properties

• Melting Point: 125-129 °C(lit.)
• Boiling Point: 354.8ºC at 760 mmHg
• Flash Point: 168.4ºC
• Appearance: /
• Density: 1.919g/cm3
• Vapor Pressure: 6.67E-05mmHg at 25°C
• Refractive Index: 1.726
• CAS DataBase Reference: 7-CHLORO-4-IODOQUINOLINE 97(CAS DataBase Reference)
• NIST Chemistry Reference: 7-CHLORO-4-IODOQUINOLINE 97(98591-57-2)
• EPA Substance Registry System: 7-CHLORO-4-IODOQUINOLINE 97(98591-57-2)

Safety Data

• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39
• WGK Germany: 3
• Hazardous Substances Data: 98591-57-2(Hazardous Substances Data)

Usage

Uses

Used in Electrochromic Applications:
7-Chloro-4-iodoxinoline 97 is used as a reversible electrochrome for its ability to undergo redox reactions, which result in color changes. This property makes it suitable for use in electrochromic devices, such as smart windows, displays, and mirrors, where it can modulate light transmission and provide energy-efficient solutions.
Used in Chemical Synthesis:
7-CIQ can be employed as a key intermediate in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and dyes. Its unique structure allows for further functionalization and modification, enabling the development of new molecules with potential applications in various fields.
Used in Research and Development:
Due to its unique properties, 7-CIQ can be utilized in research and development for studying the effects of redox reactions on molecular structures and their applications. It can also be used to investigate the potential of electrochromic materials in energy storage and conversion systems.

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

Upstream product

• 86-98-6 4,7-dichloroquinoline 
• 7732-18-5 water 
• 10034-85-2 hydrogen iodide 

Downstream Products

• 179380-99-5 7-chloro-4-(4-fluorophenyl)quinoline 
• 697746-04-6 7-chloro-4-(3-fluorophenyl)quinoline 
• 697745-99-6 4,7-diphenylquinoline 
• 145297-31-0 7-chloro-(4-phenyl)quinoline 
• 179380-95-1 7-Chloro4-(furan-3-yl)quinoline 
• 1203646-03-0 7-chloro-4-quinolinyltriphenylphosphonium iodide 
• 612-61-3 7-chloroquinoline 
• 90562-35-9 7-chloro-1,2,3,4-tetrahydroquinoline 
• 1322669-57-7 C₂₀H₁₈ClN₃O 
• 1322669-55-5 C₁₈H₁₄ClN₃O 
• 1322669-58-8 C₂₀H₁₈ClN₃O 
• 1206628-96-7 methyl 3-(4-((7-chloroquinolin-4-yl)ethynyl)phenyl)propanoate 
• 1206628-97-8 3-(4-((7-chloroquinolin-4-yl)ethynyl)phenyl)propanoic acid 
• 1198-40-9 4-amino-7-chloroquinoline 

Relevant articles and documents

AMINOACYLINDAZOLE IMMUNOMODULATORS FOR TREATMENT OF AUTOIMMUNE DISEASES

2-Acylindazole compounds of formula I or formula II are disclosed. These compounds inhibit Coagulation Factor XIIa. They are useful to treat autoimmune diseases.

Synthesis and biological activities of 4-N-(anilinyl-n-[oxazolyl])-7- chloroquinolines (n = 3′ or 4′) against Plasmodium falciparum in in vitro models

The synthesis (Pd-mediated coupling strategy) and characterization (NMR, IR, elemental analysis, etc.) of a short series of quinoline-oxazole hybrid compounds has been carried out. These materials are found to be moderately active against Plasmodium falci

Microwave-assisted trans-halogenation reactions of various chloro-, bromo-, trifluoromethanesulfonyloxy- and nonafluorobutanesulfonyloxy-substituted quinolines, isoquinolines, and pyridines leading to the corresponding iodinated heterocycles

(Chemical Equation Presented) Microwave irradiation of certain chloro-, bromo-, trifluoromethanesulfonyloxy- and nonafluorobutanesulfonyloxy-substituted quinolines in the presence of acetic anhydride and sodium iodide leads, via a trans-halogenation process, to the corresponding iodides in high yield. Related conversions involving pyridines and isoquinolines can also be achieved under similar conditions.

Comparison of the Suzuki cross-coupling reactions of 4,7-dichloroquinoline and 7-chloro-4-iodoquinoline with arylboronic acids using phosphine-free palladium catalysis in water

4,7-Dichloroquinoline (1a) and 7-chloro-4-iodoquinoline (1b) undergo Suzuki cross-coupling reactions with arylboronic acids catalyzed by phosphine-free palladium acetate in boiling water. Using phenylboronic acid (2), the reaction of 1a provides 7-chloro-4-phenylquinoline (3) (78%) together with diphenylquinoline (4) (12%), while 1b reacts in a much more regioselective fashion and provides 3 in 98% isolated yield. Although 1b undergoes a more regio-selective Suzuki reaction than 1a, additional important observations are that the overall reaction of 1b with 2 is three times slower than 1a and that the reaction occurs in the absence of tetrabutylammonium bromide. Using optimized reaction conditions, a variety of aryl and vinylboronic acids undergo regioselective Suzuki cross-coupling with 1b to provide the products 7, 10, and 11 in good to excellent yield.

Acid-Mediated Halogen Exchange in Heterocyclic Arenes: A Highly Effective Iodination Method

Heterocyclic arenes including pyridyl, quinolyl, and isoquinolyl chlorides have been converted to their corresponding iodides in good to high yields via acid-mediated nucleophilic halogen exchange with sodium iodide. This procedure avoids the use of transition metals, harsh reaction conditions, and affords highly regioselective halide exchange. Chloride substituents in position 2 and 4 of pyridines and quinolines are readily substituted by iodide in 75-91% and conversion of 1-chloroisoquinoline to its iodide derivative was found to proceed with 90% yield. Positions that are not activated for nucleophilic aromatic substitution proved to be inert to halide exchange. Regioselective chloride/iodide exchange in 4,7-dichloroquinoline hydrochloride gave 7-chloro-4-iodoquinoline, an important precursor of anti-malaria drugs, in almost 90% yield.

Carbon isosteres of the 4-aminopyridine substructure of chloroquine: Effects on pKa, hematin binding, inhibition of hemozoin formation, and parasite growth

Unlike diprotic chloroquine (CQ), its two 4-aminoquinoline carbon isosteres (1, 2) are monoprotic at physiological pH. Compared to CQ, hematin binding affinity of 1 decreased 6.4-fold, and there was no measurable binding for 2. Although 1 was a weak inhibitor of hemozoin formation, neither isostere inhibited P. falciparum in vitro. Evidently, the CQ-hematin interaction is largely a function of its pyridine substructure, but inhibition of hemozoin formation and parasite growth depends on its 4-aminopyridine substructure.

Bis (biaryl) compounds as inhibitors of leukotriene biosynthesis

Compounds having the Formula I: STR1 are inhibitors of leukotriene biosynthesis. These compounds are useful as anti-asthmatic, anti-allergic, anti-inflammatory, and cytoprotective agents. They are also useful in treating angina, cerebral spasm, glomerular nephritis, hepatitis, endotoxemia, uveitis, and allograft rejection and in preventing the formation of atherosclerotic plaques.