50488-36-3

Usage

Uses

Used in Pharmaceutical Research and Chemical Synthesis:
8-Bromo-6-methoxyquinoline is used as a key intermediate in the development of new drugs for combating a range of infectious diseases. Its unique structure and biological activities make it a valuable compound in the search for novel therapeutic agents.
Used in Antibacterial and Antifungal Applications:
8-Bromo-6-methoxyquinoline is used as an active ingredient in pharmaceutical formulations for its antibacterial and antifungal properties. It can be incorporated into treatments for various infections caused by bacteria and fungi, contributing to the development of effective antimicrobial agents.
Used in Bioimaging and Sensing:
8-Bromo-6-methoxyquinoline is used as a fluorescent probe for detecting metal ions in biological systems. Its ability to emit fluorescence upon binding to specific metal ions makes it a valuable tool in bioimaging and sensing applications, allowing for the visualization and quantification of metal ion concentrations in biological samples.
Used in Drug Development:
8-Bromo-6-methoxyquinoline is used as a starting material or building block in the synthesis of various pharmaceutical compounds. Its unique structure and reactivity make it a promising candidate for the development of new drugs with improved efficacy and selectivity.

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 academic research and scientific papers

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%.

Pd-Catalyzed C-H Halogenation of Indolines and Tetrahydroquinolines with Removable Directing Group

Pd-catalyzed directing-group-assisted regioselective halogenations to C7 of indolines and C8 of tetrahydroquinolines were achieved in good to excellent yields. The practicality and utility of the developed method have been illustrated by various functiona

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.

Regioselective bromination of fused heterocyclic N-oxides

A mild method for the regioselective C2-bromination of fused azine N-oxides is presented, employing tosic anhydride as the activator and tetra-n-butylammonium bromide as the nucleophilic bromide source. The C2-brominated compounds are produced in moderate to excellent yields and with excellent regioselectivity in most cases. The potential extension of this method to other halogens, effecting C2-chlorination with Ts2O/TBACl is also presented. Finally, this method could be incorporated into a viable one-pot oxidation/bromination process, using methyltrioxorhenium/urea hydropgen peroxide as the oxidant.

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.