22297-71-8

Basic information

• Product Name: 4-HYDROXY-7-IODOQUINOLINE
• Synonyms: BUTTPARK 100\01-53;4-HYDROXY-7-IODOQUINOLINE;7-iodo-4-Quinolinol;7-Iodoquinolin-4-ol
• CAS NO: 22297-71-8
• Molecular Formula: C9H6INO
• Molecular Weight: 271.05
• Mol File: 22297-71-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 393.5°C at 760 mmHg
• Flash Point: 191.8°C
• Appearance: /
• Density: 1.974g/cm³
• Vapor Pressure: 9.33E-07mmHg at 25°C
• Refractive Index: 1.768
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-HYDROXY-7-IODOQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-HYDROXY-7-IODOQUINOLINE(22297-71-8)
• EPA Substance Registry System: 4-HYDROXY-7-IODOQUINOLINE(22297-71-8)

Safety Data

• Hazardous Substances Data: 22297-71-8(Hazardous Substances Data)

Usage

General Description

4-HYDROXY-7-IODOQUINOLINE is a chemical compound with the molecular formula C9H6INO. It is a yellow crystalline solid with a molecular weight of 281.056 g/mol. 4-HYDROXY-7-IODOQUINOLINE is used in various pharmaceutical applications, including as an antimalarial agent. It has been studied for its potential therapeutic effects in treating parasitic infections, and it may also have potential antimicrobial properties. Additionally, 4-HYDROXY-7-IODOQUINOLINE is used as a reagent in organic synthesis and in the preparation of other chemical compounds. Overall, this chemical has a wide range of potential applications in the pharmaceutical and chemical industries.

InChI:InChI=1/C9H6INO/c10-6-1-2-7-8(5-6)11-4-3-9(7)12/h1-5H,(H,11,12)

Upstream product

• 22200-49-3 4-hydroxy-7-iodo-quinoline-3-carboxylic acid 
• 134785-83-4 4-hydroxy-7-iodo-quinoline-2-carboxylic acid 
• 22200-48-2 4-hydroxy-7-iodo-quinoline-3-carboxylic acid ethyl ester 
• 22200-47-1 diethyl 2-(((3-iodophenyl)amino)methylene)malonate 
• 626-01-7 3-Iodoaniline 
• 153952-04-6 4-hydroxy-7-iodo-quinoline-2-carboxylic acid ethyl ester 
• 1062589-61-0 C₁₀H₆INO₃ 

Downstream Products

• 22200-50-6 4-chloro-7-iodoquinoline 
• 17127-81-0 4-(3-Dimethylaminopropylamino)-7-iodchinolin 
• 81764-16-1 4-chloro-8-aminoquinoline 
• 1450909-20-2 (1-benzyl-7-iodo-1H-quinolin-4-ylidene)-pentyl-amine 
• 1450909-21-3 (1-benzyl-7-trimethylstannanyl-1H-quinolin-4-ylidene)-pentyl-amine 

Relevant articles and documents

Synthesis and evaluation of a 125I-labeled iminodihydroquinoline-derived tracer for imaging of voltage-gated sodium channels

In vivo imaging of voltage-gated sodium channels (VGSCs) can potentially provide insights into the activation of neuronal pathways and aid the diagnosis of a number of neurological diseases. The iminodihydroquinoline WIN17317-3 is one of the most potent s

NOVEL QUINOLINE DERIVATIVES

The invention relates to compounds represented by Formula (I): and to pharmaceutically acceptable salts or solvates of said compounds, wherein each of A, R3-8, X3, X5, m, and n are defined herein. The invention also relates to pharmaceutical compositions containing the compounds of Formula (I) and to methods of treating hyperproliferative disorders in a mammal by administering compounds of Formula (I).

Structure-activity relationships for antiplasmodial activity among 7- substituted 4-aminoquinolines

Aminoquinolines (AQs) with diaminoalkane side chains (-HNRNEt2) shorter or longer than the isopentyl side chain [-HNCHMe(CH2)3NEt2] of chloroquine are active against both chloroquine-susceptible and -resistant Plasmodium falciparum. (De, D.; et al. Am. J. Trop. Med. Hyg. 1996, 55, 579-583). In the studies reported here, we examined structure-activity relationships (SARs) among AQs with different N,N-diethyldiaminoalkane side chains and different substituents at the 7-position occupied by Cl in chloroquine. 7-Iodo- and 7- bromo-AQs with diaminoalkane side chains [-HN(CH2)2NEt2, -HN(CH2)3NEt2, or -HNCHMeCH2NEt2] were as active as the corresponding 7-chloro-AQs against both chloroquine-susceptible and -resistant P. falciparum (IC50s of 3-12 nM). In contrast, with one exception, 7-fluoro-AQs and 7-trifluoromethyl-AQs were less active against chloroquine-susceptible P. falciparum (IC50s of 15-50 nM) and substantially less active against chloroquine-resistant P. falciparum (IC50s of 18-500 nM). Furthermore, most 7-OMe-AQs were inactive against both chloroquine-susceptible (IC50s of 17-150 nM) and -resistant P. falciparum (IC50s of 90-3000 nM).