1361235-54-2

Basic information

• Product Name: 6-bromo-7-methoxyquinolin-4-ol
• Synonyms: 6-bromo-7-methoxyquinolin-4-ol
• CAS NO: 1361235-54-2
• Molecular Formula: C₁₀H₈BrNO₂
• Molecular Weight: 254.08002
• Mol File: 1361235-54-2.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 6-bromo-7-methoxyquinolin-4-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 6-bromo-7-methoxyquinolin-4-ol(1361235-54-2)
• EPA Substance Registry System: 6-bromo-7-methoxyquinolin-4-ol(1361235-54-2)

Safety Data

• Hazardous Substances Data: 1361235-54-2(Hazardous Substances Data)

Upstream product

• 476660-67-0 5-({[4-bromo-3-(methyloxy)phenyl]amino}methylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 19056-40-7 4-bromo-3-methoxyaniline 
• 1361235-53-1 ethyl 6-bromo-4-hydroxy-7-methoxyquinoline-3-carboxylate 

Downstream Products

• 913376-57-5 3-fluoro-4-(7-methoxyquinolin-4-yloxy)benzenamine 
• 1039046-38-2 N-(4-(6,7-dimethoxyquinolin-4-yloxy)-3-fluorophenyl)-2-isobutyl-3-methyl-5-oxo-1-phenyl-2,5-dihydro-1H-pyrazole-4-carboxamide 
• 1039046-42-8 (S)-N-(3-fluoro-4-(7-methoxyquinolin-4-yloxy)-phenyl)-1-(2-hydroxylpropyl)-5-methyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide 
• 1361235-59-7 4-(6-bromo-7-methoxyquinolin-4-yloxy)-3-fluorobenzenamine 
• 1361235-60-0 3-fluoro-4-(7-methoxy-6-methylquinolin-4-yloxy)aniline 
• 1361235-61-1 4-(6-ethyl-7-methoxyquinolin-4-yloxy)-3-fluoroaniline 
• 1361236-40-9 1-ethyl-N-(3-fluoro-4-(7-methoxyquinolin-4-yloxy)phenyl)-5-methyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide 
• 1361235-62-2 N-(4-(6-bromo-7-methoxyquinolin-4-yloxy)-3-fluorophenyl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide 
• 1361235-63-3 N-(3-fluoro-4-(7-methoxy-6-methylquinolin-4-yloxy)phenyl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide 
• 1361236-60-3 N-(3-fluoro-4-(7-methoxyquinolin-4-yloxy)phenyl)-5-methyl-3-oxo-1-((2-oxooxazolidin-5-yl)methyl)-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide 

Relevant articles and documents

Identification of Quinoline-Based RIP2 Kinase Inhibitors with an Improved Therapeutic Index to the hERG Ion Channel

RIP2 kinase was recently identified as a therapeutic target for a variety of autoimmune diseases. We have reported previously a selective 4-aminoquinoline-based RIP2 inhibitor GSK583 and demonstrated its effectiveness in blocking downstream NOD2 signaling in cellular models, rodent in vivo models, and human ex vivo disease models. While this tool compound was valuable in validating the biological pathway, it suffered from activity at the hERG ion channel and a poor PK/PD profile thereby limiting progression of this analog. Herein, we detail our efforts to improve both this off-target liability as well as the PK/PD profile of this series of inhibitors through modulation of lipophilicity and strengthening hinge binding ability. These efforts have led to inhibitor 7, which possesses high binding affinity for the ATP pocket of RIP2 (IC50 = 1 nM) and inhibition of downstream cytokine production in human whole blood (IC50 = 10 nM) with reduced hERG activity (14 μM).

NOVEL COMPOUNDS

The present invention relates to compounds, compositions, combinations and medicaments containing said compounds and processes for their preparation. The invention also relates to the use of said compounds, combinations, compositions and medicaments, for

AMINO-QUINOLINES AS KINASE INHIBITORS

Disclosed are compounds having the formula: wherein R1, R2, R3 and Z are as defined herein, and methods of making and using the same.