6059-31-0

Basic information

• Product Name: 7-chloro-N-(4-methoxyphenyl)quinolin-4-amine
• Synonyms: 7-chloro-N-(4-methoxyphenyl)quinolin-4-amine
• CAS NO: 6059-31-0
• Molecular Weight: 284.745
• Mol File: 6059-31-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 7-chloro-N-(4-methoxyphenyl)quinolin-4-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 7-chloro-N-(4-methoxyphenyl)quinolin-4-amine(6059-31-0)
• EPA Substance Registry System: 7-chloro-N-(4-methoxyphenyl)quinolin-4-amine(6059-31-0)

Safety Data

• Hazardous Substances Data: 6059-31-0(Hazardous Substances Data)

Upstream product

• 102021-96-5 4-p-anisidino-7-chloro-quinoline-3-carboxylic acid ethyl ester 
• 5507-39-1 2-(3-chloro-anilinomethylene)-N-(4-methoxy-phenyl)-malonamic acid ethyl ester 
• 5382-15-0 ethyl 3-((4-methoxyphenyl)amino)-3-oxopropanoate 
• 5570-84-3 7-chloro-4-(4-methoxy-anilino)-quinoline-3-carboxylic acid 
• 86-98-6 4,7-dichloroquinoline 
• 104-94-9 4-methoxy-aniline 

Downstream Products

• 81099-86-7 4-[(7-chloroquinolin-4-yl)amino]phenol 

Relevant articles and documents

Design, synthesis and biological evaluation of novel acridine and quinoline derivatives as tubulin polymerization inhibitors with anticancer activities

A series of acridine and quinoline derivatives were designed and synthesized based on our previous work as novel tubulin inhibitors targeting the colchicine binding site. Among them, compound 3b exhibited the highest antiproliferative activity with an IC50 of 261 nM against HepG-2 cells (the most sensitive cell line). In addition, compound 3b was able to suppress the formation of HepG-2 colonies. Mechanism studies revealed that compound 3b effectively inhibited tubulin polymerization in vitro and disrupted microtubule dynamics in HepG-2 cells. Furthermore, compound 3b inhibited the migration of cancer cells in a dose dependent manner. Moreover, compound 3b induced cell cycle arrest in G2/M phase and led to cell apoptosis. Finally, docking studies demonstrated that compound 3b fitted nicely in the colchicine binding site of tubulin and overlapped well with CA-4. Collectively, these results suggested that compound 3b represents a novel tubulin inhibitor deserving further investigation.

Trifluoroacetic acid in 2,2,2-trifluoroethanol facilitates SNAr reactions of heterocycles with arylamines

Small-molecule drug discovery requires reliable synthetic methods for attaching amino compounds to heterocyclic scaffolds. Trifluoroacetic acid-2,2,2-trifluoroethanol (TFA-TFE) is as an effective combination for achieving SNAr reactions between

Microwave-accelerated solvent- and catalyst-free synthesis of 4-aminoaryl/alkyl-7-chloroquinolines and 2-aminoaryl/alkylbenzothiazoles

An efficient synthesis of 4-aminoaryl/alkyl-7-chloroquinolines and 2-aminoaryl/alkylbenzothiazoles has been developed by microwave-accelerated regioselective aromatic nucleophilic substitution of 4,7-dichloroquinoline and 2-chlorobenzothiazole with aromatic and aliphatic amines under solvent-free conditions in the absence of any added protic or Lewis acid catalyst. Chemoselective reaction with the amino group in preference to the phenolic hydroxy group was observed. Thus, the treatment of 4,7-dichloroquinoline (1 equiv.) with a mixture of aniline (2 equiv.) and phenol (2 equiv.) afforded exclusive formation of 4-aminophenyl-7-chloroquinoline. When 4,7-dichloroquinoline (1 equiv.) was separately treated with 2-aminophenol (2 equiv.) and 4-aminophenol (2 equiv.), 4-(2'-hydroxyphenyl)-7-chloroquinoline and 4-(4'-hydroxyphenyl)-7-chloroquinoline, respectively, were formed. CSIRO 2007.