3913-19-7

Basic information

• Product Name: 6-BROMO-2-CHLORO-4-METHYLQUINOLINE
• Synonyms: 6-BROMO-2-CHLORO-4-METHYLQUINOLINE;2-Chloro-4-Methyl-6-broMoquinoline;Lepidine, 6-bromo-2-chloro-
• CAS NO: 3913-19-7
• Molecular Formula: C10H7BrClN
• Molecular Weight: 256.5
• Mol File: 3913-19-7.mol
• Article Data: 9

Chemical Properties

• Melting Point: 140 °C
• Boiling Point: 347.6 °C at 760 mmHg
• Flash Point: 164 °C
• Appearance: /
• Density: 1.591 g/cm³
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 0.15±0.50(Predicted)
• CAS DataBase Reference: 6-BROMO-2-CHLORO-4-METHYLQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-BROMO-2-CHLORO-4-METHYLQUINOLINE(3913-19-7)
• EPA Substance Registry System: 6-BROMO-2-CHLORO-4-METHYLQUINOLINE(3913-19-7)

Safety Data

• Hazardous Substances Data: 3913-19-7(Hazardous Substances Data)

Usage

General Description

6-Bromo-2-chloro-4-methylquinoline is a chemical compound that belongs to the class of organic compounds known as quinolines and derivatives, which are part of various compounds including those with anti-malarial, antibacterial, and cytotoxic properties. This specific compound features a quinoline core, which is a bicyclic structure of a benzene ring fused with a pyridine ring, with halogen (bromine and chlorine) substituents and a methyl group, making it relatively more complex than its counterparts. Like most quinolines, it is commonly used in the research and development of pharmaceutical products and in chemical synthesis. However, specific data about its toxicity, reactivity, and safety is still limited.

Upstream product

• 7440-44-0 pyrographite 
• 89446-19-5 6-bromo-4-methyl-1,2-dihydroquinolin-2-one 
• 106-40-1 4-bromo-aniline 
• 1336-21-6 ammonium hydroxide 
• 38418-24-5 N-(4-bromophenyl)-3-oxobutyramide 

Downstream Products

• 1187386-12-4 6-bromo-4-methyl-2-methoxyquinoline 
• 89446-22-0 (Z)-2-(2-Dimethylamino-4-methyl-quinolin-6-ylmethyl)-3-phenylamino-acrylonitrile 

Relevant articles and documents

On the Knorr synthesis of 6-bromo-4-methylquinolin-2(1H)-one

In the course of our work on infectious diseases, we were led to prepare 6-bromo-2-chloro-4-methylquinoline as a starting material. Since surprisingly little has been reported in the literature, the two synthetic steps to this compound were investigated. The synthesis involves a condensation between -keto esters and 4-bromoaniline and the cyclization of the resulting anilides into 6-bromoquinolin-2(1H)-one, otherwise known as the Knorr reaction. The 1H NMR monitoring of the first step allowed us to optimize the conditions leading specifically to the anilide without the occurrence of the alternative crotonate. To illustrate the scope of our finding, few additional anilides featuring electron-attracting groups were prepared. The study of their cyclization revealed some unsuspected steric effect governing this second step. Aside from rectifying a few claims in this chemistry, this study led to a three-step preparation of 6-bromo-2-chloro-4-methylquinoline in 48% overall yield from 4-bromoaniline. Georg Thieme Verlag Stuttgart - New York.

Alkyne compounds with MCH antagonistic activity and medicaments comprising these compounds

Alkyne compounds having MCH-receptor antagonistic activity, which are useful for preparing pharmaceutical compositions for the treatment of metabolic disorders and/or eating disorders, particularly obesity and diabetes.

Alkyne compounds with MCH antagonistic activity and medicaments comprising these compounds

Alkyne compounds of formula I wherein A, B, W, X, Y, Z, R1, and R2 have the meanings given herein, which have MCH-receptor antagonistic activity and are useful for preparing pharmaceutical compositions for the treatment of metabolic disorders and/or eating disorders, particularly obesity and diabetes.