20151-42-2

Basic information

• Product Name: 2-AMINO-4-CHLOROQUINOLINE
• Synonyms: 2-AMINO-4-CHLOROQUINOLINE;4-Chloroquinolin-2-amine;4-Chloro-2-quinolinamine;4-Chloroquinolin-2-ylamine
• CAS NO: 20151-42-2
• Molecular Formula: C₉H₇ClN₂
• Molecular Weight: 178.61828
• Mol File: 20151-42-2.mol
• Article Data: 5

Chemical Properties

• Melting Point: 136 °C(Solv: benzene (71-43-2); ligroine (8032-32-4))
• Boiling Point: 327.331°C at 760 mmHg
• Flash Point: 151.764°C
• Appearance: /
• Density: 1.363g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.712
• Storage Temp.: 2-8°C
• PKA: 5.20±0.50(Predicted)
• CAS DataBase Reference: 2-AMINO-4-CHLOROQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-4-CHLOROQUINOLINE(20151-42-2)
• EPA Substance Registry System: 2-AMINO-4-CHLOROQUINOLINE(20151-42-2)

Safety Data

• Hazardous Substances Data: 20151-42-2(Hazardous Substances Data)

Usage

General Description

2-Amino-4-chloroquinoline is an organic compound with the molecular formula C9H7ClN2. It is a chlorinated derivative of quinoline, a heterocyclic aromatic compound. This chemical is commonly used in the pharmaceutical industry as a building block for the synthesis of various pharmaceutical drugs. It has also been found to exhibit anti-malarial and anti-tumor activity, making it a potential candidate for drug development. Additionally, 2-Amino-4-chloroquinoline has been studied for its potential use in materials science, such as in the development of organic electronic devices. Overall, this chemical compound has a range of potential applications in various fields, making it an important and versatile molecule in the chemical industry.

InChI:InChI=1/C9H7ClN2/c10-7-5-9(11)12-8-4-2-1-3-6(7)8/h1-5H,(H2,11,12)

Upstream product

• 42712-64-1 2-amino-quinolin-4-ol 
• 4203-20-7 4-chloro-quinoline-2-carboxylic acid amide 
• 703-61-7 2,4-dichloroquinoline 
• 4637-59-6 4-Chloroquinoline N-oxide 
• 611-35-8 4-chloroquinoline 
• 76-05-1 trifluoroacetic acid 

Relevant articles and documents

SMALL-MOLECULE NADPH OXIDASE 2 INHIBITORS

The invention provides compounds of Formula (II) which comprise two terminal 2-aminoquinoline moieties. They are novel and potent inhibitors of the p47phox-p22phox protein-protein interaction that can inhibit the assembly and thus activation of the multisubunit and superoxide-generating NADPH oxidase 2 complex. The compounds are therapeutically relevant as they can reduce cell damage in diseases where NADPH oxidase 2 is a major contributor to generation of reactive oxygen species (ROS) and oxidative stress.

Developing Inhibitors of the p47phox-p22phox Protein-Protein Interaction by Fragment-Based Drug Discovery

Nicotinamide adenine dinucleotide phosphate oxidase isoform 2 is an enzyme complex, which generates reactive oxygen species and contributes to oxidative stress. The p47phox-p22phox interaction is critical for the activation of the catalytical NOX2 domain, and p47phox is a potential target for therapeutic intervention. By screening 2500 fragments using fluorescence polarization and a thermal shift assay and validation by surface plasmon resonance, we found eight hits toward the tandem SH3 domain of p47phox (p47phoxSH3A-B) with KD values of 400-600 μM. Structural studies revealed that fragments 1 and 2 bound two separate binding sites in the elongated conformation of p47phoxSH3A-B and these competed with p22phox for binding to p47phoxSH3A-B. Chemical optimization led to a dimeric compound with the ability to potently inhibit the p47phoxSH3A-B-p22phox interaction (Ki of 20 μM). Thereby, we reveal a new way of targeting p47phox and present the first report of drug-like molecules with the ability to bind p47phox and inhibit its interaction with p22phox.

PROLINE DERIVATIVES AND USE THEREOF AS DRUGS

The present invention aims at providing compounds having therapeutic effects due to a DPP-IV inhibitory action, and satisfactory as pharmaceutical products. The present inventors have found that derivatives having a substituent introduced into the γ-position of proline represented by the formula (I) wherein each symbol is as defined in the specification, have a potent DPP-IV inhibitory activity, and completed the present invention by increasing the stability.