146564-18-3

Basic information

• Product Name: 8-BROMO-2-METHOXYQUINOLINE
• Synonyms: 8-BROMO-2-METHOXYQUINOLINE;Quinoline, 8-bromo-2-methoxy-
• CAS NO: 146564-18-3
• Molecular Formula: C10H8BrNO
• Molecular Weight: 238.083
• Mol File: 146564-18-3.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 312.6±22.0 °C(Predicted)
• Appearance: /
• Density: 1.516±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 0.53±0.50(Predicted)
• CAS DataBase Reference: 8-BROMO-2-METHOXYQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 8-BROMO-2-METHOXYQUINOLINE(146564-18-3)
• EPA Substance Registry System: 8-BROMO-2-METHOXYQUINOLINE(146564-18-3)

Safety Data

• Hazardous Substances Data: 146564-18-3(Hazardous Substances Data)

Usage

General Description

8-Bromo-2-methoxyquinoline is a chemical compound with the formula C10H8BrNO. It is a quinoline derivative with a bromine atom at the 8-position and a methoxy group at the 2-position. 8-BROMO-2-METHOXYQUINOLINE is used as a building block in the synthesis of various pharmaceuticals, agrochemicals, and dyes. It has also been studied for its potential as an antifungal and antibacterial agent. Additionally, 8-bromo-2-methoxyquinoline has demonstrated potential as a precursor in the development of novel materials and biological probes.

Upstream product

• 6931-16-4 2-methoxy-quinoline 
• 67805-67-8 8-bromo-1H-quinoline-2-one 
• 74-88-4 methyl iodide 
• 1613-37-2 Quinoline N-oxide 
• 67-56-1 methanol 
• 90279-39-3 8-bromoquinoline N-oxide 
• 71910-51-5 E-N-(2-bromophenyl)-3-phenylpropenamide 
• 615-36-1 2-bromoaniline 
• 124-41-4 sodium methylate 
• 163485-86-7 8-bromo-2-chloroquinoline 
• 71910-51-5 N-(2-bromophenyl)-3-phenylacrylamide 

Downstream Products

• 1374876-32-0 8-(4-(Biphenyl-4-ylmethyl)piperazin-1-yl)-2-methoxyquinoline 
• 1374876-33-1 8-(4-((4'-fluorobiphenyl-4-yl)methyl)piperazin-1-yl)-2-methoxyquinoline 
• 1374876-34-2 2-methoxy-8-(4-((5-phenylpyridin-3-yl)methyl)piperazin-1-yl)quinoline 
• 1374876-35-3 8-(4-((5-(4-fluorophenyl)pyridin-3-yl)methyl)piperazin-1-yl)-2-methoxyquinoline 
• 1374876-36-4 8-(4-(3-cyclopentenylbenzyl)piperazin-1-yl)-2-methoxyquinoline 
• 944407-88-9 methyl 3-[4-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-1-piperidinyl]-2-[2-(methyloxy)-8-quinolinyl]propanoate 
• 1385015-54-2 8-(4-((5-(4-fluorophenyl)pyridin-3-yl)methyl)piperazin-1-yl)-2-methoxyquinoline 
• 1385015-53-1 2-methoxy-8-(4-((5-phenylpyridin-3-yl)methyl)piperazin-1-yl)quinoline 
• 1385015-52-0 8-(4-((4'-fluorobiphenyl-4-yl)methyl)piperazin-1-yl)-2-methoxyquinoline 
• 1385015-51-9 8-(1-(biphenyl-4-ylmethyl)piperidin-4-yl)-2-methoxyquinoline 

Relevant articles and documents

New quinolinic derivatives as melatonergic ligands: Synthesis and pharmacological evaluation

New series of melatonergic ligands issued from two methoxy-quinolinic scaffolds (2-MQ and 3-MQ), were designed and synthesized. Herein we report the synthetic scheme and pharmacological results of the new prepared compounds. Investigation of compound 11a, the strict 2-MQ analogue, revealed the promising potential of this series. Therefore, pharmacomodulation of the acetamide function of 11a has led to compounds with different pharmacological profiles and the emergence of an MT2selectivity. Besides, sulphonamide 11b showed the most important MT2selectivity of this series (167 folds) while methyl and ethyl-ureas 11f and 11g represented the most potent melatonergic ligands of this study.

Rh(III)-Catalyzed C(8)-H Activation of Quinoline N-Oxides: Regioselective C-Br and C-N Bond Formation

A highly efficient and regioselective Rh(III)-catalyzed protocol for C8-bromination and amidation of quinoline N-oxide was developed. The transformation was found to be successful up to gram scale with excellent functional group tolerance and wide substrate scope. The mechanistic study revealed five-membered rhodacycle with quinoline N-oxide as a key intermediate for regioselective C8-functionalization. In addition, NFSI (N-fluorobis(phenylsulfonyl)-imide) was explored as an amidating reagent for C8-amidation of quinoline N-oxide for the first time.

Synthesis of new 1-Aryl-4-(biarylmethylene)piperazine ligands, structurally related to adoprazine (SLV313)

A series of new 1-aryl-4-(biarylmethylene)piperazines has been synthesized. These ligands are structurally related to SLV-313, a potential atypical antipsychotic having potent D2 receptor antagonist and 5-HT 1A receptor agonist prope