263171-01-3

Basic information

• Product Name: 4-[3-Chloro-4-(1-methyl-1H-imidazol-2-ylsulfanyl)phenylamino]-6-methoxy-7-[3-(4-morpholinyl)propoxy]quinoline-3-carbonitrile
• CAS NO: 263171-01-3
• Molecular Formula: C₂₈H₂₉ClN₆O₃S
• Molecular Weight: 565.09873
• Mol File: 263171-01-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-[3-Chloro-4-(1-methyl-1H-imidazol-2-ylsulfanyl)phenylamino]-6-methoxy-7-[3-(4-morpholinyl)propoxy]quinoline-3-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[3-Chloro-4-(1-methyl-1H-imidazol-2-ylsulfanyl)phenylamino]-6-methoxy-7-[3-(4-morpholinyl)propoxy]quinoline-3-carbonitrile(263171-01-3)
• EPA Substance Registry System: 4-[3-Chloro-4-(1-methyl-1H-imidazol-2-ylsulfanyl)phenylamino]-6-methoxy-7-[3-(4-morpholinyl)propoxy]quinoline-3-carbonitrile(263171-01-3)

Safety Data

• Hazardous Substances Data: 263171-01-3(Hazardous Substances Data)

Upstream product

• 133303-87-4 2-(2-chloro-4-nitro-phenylsulfanyl)-1-methyl-1H-imidazole 
• 133303-88-5 3-chloro-4-(1-methyl-1H-imidazol-2-ylsulfanyl)phenylamine 
• 110-91-8 morpholine 
• 863029-97-4 4-{3-chloro-4-[(1-methyl-1H-imidazole-2-yl)sulfanyl]anilino}-7-(3-chloropropoxy)-6-methoxy-3-quinolinecarbonitrile 
• 350-30-1 3-chloro-4-fluoronitrobenzene 

Relevant articles and documents

Synthesis and evaluation of 4-anilino-6, 7-dialkoxy-3-quinolinecarbonitriles as inhibitors of kinases of the Ras-MAPK signaling cascade

4-[3-Chloro-4-(1-methyl-1H-imidazol-2-ylsulfanyl)]anilino-6, 7-diethoxy-3-quinolinecarbonitrile (3) was identified as a MEK1 kinase inhibitor with exceptional activity against LoVo cells. The structure-activity relationships of the C-4 aniline substituents were explored, and water-solubilizing groups were added at the C-7 position to improve physical properties. Secondary cellular assays revealed that a compound possessing the appropriate aniline substituents inhibited MEK1 as well as MAPK phosphorylation, thereby acting as a dual inhibitor of the Ras-MAPK signaling cascade.