22072-07-7

Basic information

• Product Name: 7-CHLORO-4-N,N-DIMETHYLAMINO-QUINOLINE
• Synonyms: 7-CHLORO-4-N,N-DIMETHYLAMINO-QUINOLINE
• CAS NO: 22072-07-7
• Molecular Formula: C11H11ClN2
• Molecular Weight: 206.67144
• Mol File: 22072-07-7.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 306.1°C at 760 mmHg
• Flash Point: 138.9°C
• Appearance: /
• Density: 1.239
• Vapor Pressure: 0.000789mmHg at 25°C
• Refractive Index: 1.657
• Storage Temp.: 2-8°C
• PKA: 7.82±0.27(Predicted)
• CAS DataBase Reference: 7-CHLORO-4-N,N-DIMETHYLAMINO-QUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 7-CHLORO-4-N,N-DIMETHYLAMINO-QUINOLINE(22072-07-7)
• EPA Substance Registry System: 7-CHLORO-4-N,N-DIMETHYLAMINO-QUINOLINE(22072-07-7)

Safety Data

• Hazardous Substances Data: 22072-07-7(Hazardous Substances Data)

Usage

General Description

7-CHLORO-4-N,N-DIMETHYLAMINO-QUINOLINE, also known as Amiodarone, is a pharmaceutical compound that is used as an antiarrhythmic medication to treat and prevent various types of irregular heartbeats. It works by stabilizing the electrical activity in the heart, helping to maintain a regular rhythm. Its chemical structure consists of a quinoline ring with a chlorine atom at the 7th position and a dimethylamino group at the 4th position. Amiodarone is classified as a Class III antiarrhythmic medication and is often prescribed for conditions such as atrial fibrillation, ventricular arrhythmias, and supraventricular tachycardia. Despite its efficacy, Amiodarone can have potentially serious side effects, including lung and thyroid problems, liver toxicity, and skin discoloration, and it requires close monitoring by a healthcare professional during treatment.

InChI:InChI=1/C11H11ClN2/c1-14(2)11-5-6-13-10-7-8(12)3-4-9(10)11/h3-7H,1-2H3

Upstream product

• 680-31-9 N,N,N,N,N,N-hexamethylphosphoric triamide 
• 86-98-6 4,7-dichloroquinoline 
• 124-40-3 dimethyl amine 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 1258454-22-6 N,N-dimethyl-7-N-[4-(trifluoromethoxy)phenyl]quinoline-4,7-diamine 

Relevant articles and documents

A versatile method for the synthesis of fluorine-containing chloroquine analogues starting from 7-chloro-4-(N,N-dimethylamino)quinoline using nucleophilic N-N, N-S, and N-O exchange reactions

A new synthetic method was developed to access fluorine-containing chloroquine analogues which have unique potentials contributing to the discovery of novel anti-microorganisms. (7-Chloro-3-trifluoroacetylquinolin-4-yl)amines (7), thiols (8), and ethers (9) were easily synthesized in high yields by the trifluoroacetylation of 7-chloro-4-(N,N-dimethylamino)quinoline (6) with 1-trifluoroacetyl-4-dimethylaminopyridinium trifluoroacetate followed by the nucleophilic N-N, N-S, and N-O exchange reactions.

Amination of Aromatic Halides and Exploration of the Reactivity Sequence of Aromatic Halides

A base-promoted amination of aromatic halides has been developed using a limited amount of dimethylformamide (DMF) or amine as an amino source. Various aryl halides, including F, Cl, Br, and I, have been successfully aminated in good to excellent yields. Although the amination of aromatic halides with amines or DMF is usually considered as an aromatic nucleophilic substitution (SNAr) process, and the reactivity of an aromatic halide is F > Cl > Br > I, the reactivity of aromatic halides in this system was found to be I > Br a‰ F > Cl. This protocol also showed a good regioselectivity for multihalogenated aromatics. This protocol is valuable for industrial application due to the simplicity of operation, the unrestricted availability of amino sources and aromatic halides, transition metal-free conditions, no requirement for solvent, and scalability.

Symmetrical bis-quinolinium compounds: New human choline kinase inhibitors with antiproliferative activity against the HT-29 cell line

Studies have been aimed at the establishment of structure-activity relationships that define choline kinase inhibitory and antiproliferative activities of 40 bisquinolinium compounds. These derivatives have electron-releasing groups at position 4 of the q