10024-04-1

Basic information

• Product Name: 4-Quinolinamine,7-chloro-N-[4-(4-methyl-1-piperazinyl)phenyl]-
• Synonyms: Quinoline,7-chloro-4-[p-(4-methyl-1-piperazinyl)anilino]- (8CI)
• CAS NO: 10024-04-1
• Molecular Formula: C20H21 Cl N4
• Molecular Weight: 352.867
• Mol File: 10024-04-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-Quinolinamine,7-chloro-N-[4-(4-methyl-1-piperazinyl)phenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Quinolinamine,7-chloro-N-[4-(4-methyl-1-piperazinyl)phenyl]-(10024-04-1)
• EPA Substance Registry System: 4-Quinolinamine,7-chloro-N-[4-(4-methyl-1-piperazinyl)phenyl]-(10024-04-1)

Safety Data

• Hazardous Substances Data: 10024-04-1(Hazardous Substances Data)

Upstream product

• 16155-03-6 1-methyl-4-(4-nitrophenyl)piperazine 
• 86-98-6 4,7-dichloroquinoline 
• 16153-81-4 4-(4-Methyl-piperazino)-anilin 
• 636-98-6 p-nitrobenzene iodide 
• 109-01-3 1-methyl-piperazine 

Relevant articles and documents

Anti-prion activities and drug-like potential of functionalized quinacrine analogs with basic phenyl residues at the 9-amino position

In this paper, we report the synthesis and cell-based anti-prion activity of quinacrine analogs derived by replacing the basic alkyl side chain of quinacrine with 4-(4-methylpiperazin-I-yl)phenyl, (1-benzylpiperidin-4-yl) and their structural variants. Several promising analogs were found that have a more favorable anti-prion profile than quinacrine in terms of potency and activity across different prion-infected murine cell models. They also exhibited greater binding affinities for a human prion protein fragment (hPrP121-231) than quinacrine, and had permeabilities on the PAMPA-BBB assay that fall within the range of CNS permeant candidates. When evaluated on bidirectional assays on a Pgp overexpressing cell line, one analog was less susceptible to Pgp efflux activity compared to quinacrine. Taken together, the results point to an important role for the substituted 9-amino side chain attached to the acridine, tetrahydroacridine and quinoline scaffolds. The nature of this side chain influenced cell-based potency, PAMPA permeability and binding affinity to hPrP121-231.