50488-36-3

Basic information

• Product Name: 8-BROMO-6-METHOXYQUINOLINE
• Synonyms: 8-BROMO-6-METHOXYQUINOLINE
• CAS NO: 50488-36-3
• Molecular Formula: C₁₀H₈BrNO
• Molecular Weight: 238.08
• Mol File: 50488-36-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 65-66 °C
• Boiling Point: 329 °C at 760 mmHg
• Flash Point: 152.8 °C
• Appearance: /
• Density: 1.516 g/cm³
• Vapor Pressure: 0.000349mmHg at 25°C
• Refractive Index: 1.64
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 2.38±0.20(Predicted)
• CAS DataBase Reference: 8-BROMO-6-METHOXYQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 8-BROMO-6-METHOXYQUINOLINE(50488-36-3)
• EPA Substance Registry System: 8-BROMO-6-METHOXYQUINOLINE(50488-36-3)

Safety Data

• Hazardous Substances Data: 50488-36-3(Hazardous Substances Data)

Usage

General Description

8-Bromo-6-methoxyquinoline, also known as 6-methoxy-8-bromoquinoline, is a chemical compound with the molecular formula C10H8BrNO, featuring a quinoline ring with a bromine atom and a methoxy group. It is commonly used in pharmaceutical research and chemical synthesis due to its potential biological activities, including antibacterial and antifungal properties. 8-BROMO-6-METHOXYQUINOLINE has been investigated for its potential use in developing new drugs to combat a range of infectious diseases. Additionally, 8-bromo-6-methoxyquinoline has also been studied as a fluorescent probe for detecting metal ions in biological systems, with potential applications in bioimaging and sensing. Overall, this chemical demonstrates promising potential for various applications in the fields of medicine and chemistry.

InChI:InChI=1/C10H8BrNO/c1-13-8-5-7-3-2-4-12-10(7)9(11)6-8/h2-6H,1H3

Upstream product

• 90-52-8 6-methoxyquinolin-8-amine 
• 6563-13-9 6-methoxyquinoline N-oxide 
• 635-46-1 1,2,3,4-tetrahydroisoquinoline 
• 67-56-1 methanol 
• 190843-73-3 6,8-dibromo-1,2,3,4-tetrahydroquinoline 
• 475159-35-4 8-bromo-6-methoxy-1,2,3,4-tetrahydroquinoline 

Downstream Products

• 159925-99-2 8-bromoquinolin-6-ol 
• 477601-08-4 6-methoxy-N-{2-[3-(2-naphthyl)-8-azabicyclo[3.2.1]oct-2-en-8-yl]ethyl}-8-quinolinamine 
• 16567-11-6 8-Bromo-6-chloroquinoline 

Relevant articles and documents

Preparation method of pamaquine

The invention provides a preparation method of pamaquine. The preparation method comprises the following steps of: substituting an amino on 8-amino-6-methoxyquinoline with halogen to obtain 8-halogen-6-methoxyquinoline, and then performing coupling with 5-diethylamino-2-aminopentane to obtain the pamaquine. According to the preparation method provided by the invention, 8-amino-6-methoxyquinoline and 5-diethylamino-2-aminopentane are used as the raw materials, and two-step synthetic reaction is adopted to obtain the product pamaquine. The preparation method has the advantages of wide raw material sources, simple synthesis route, mild reaction conditions and easy reproduction, the yield and the purity of pamaquine prepared by the method are both high, the yield of pamaquine is 5-57%, and the purity of pamaquine is 95-98%.

Simple and convenient preparation of novel 6,8-disubstituted quinoline derivatives and their promising anticancer activities

A short and easy route is described for 6,8-disubstituted derivatives of quinoline and 1,2,3,4-tetrahydroquinoline from 6,8-dibromoquinolines 2 and 7 by various substitution reactions. While copper-promoted substitution of 6,8- dibromide 2 produced monomethoxides 3 and 4, a prolonged reaction time mainly afforded dimethoxide 6 instead of 5, whose aromatization with DDQ and substitution reaction of dibromide 7 with NaOMe in the presence of CuI also gave rise to dimethoxide 6. Several 6,8-disubstituted quinolines were obtained by treatment of 6,8-dibromoquinoline (7) with n-BuLi followed by trapping with an electrophile [Si(Me)3 Cl, S2 (Me)2; and DMF]. Furthermore, 7 was also converted to mono and dicyano derivatives. The anticancer activities of compounds 2, 7, 6, 12, 13, 15, and 16 against HeLa, HT29, and C6 tumor cell lines were tested, and 6,8-dibromo-1,2,3,4- tetrahydroquinoline (2) and 6,8-dimethoxyquinoline (6) showed significant anticancer activities against the tumor cell lines. TUeBITAK.

Aryl-8-azabicyclo [3.2.1] octanes for the treatment of depression

The present invention includes compounds of formula I wherein A, X, n, Ar1, and Ar2 are defined as set forth herein. These compounds may be used to treat depression. The invention also includes formulations containing these compounds, and methods for making and using compounds of this invention.