457932-97-7

Basic information

• Product Name: N-(3-chloro-4-fluorophenyl)quinazolin-4-amine
• Synonyms: N-(3-chloro-4-fluorophenyl)quinazolin-4-amine
• CAS NO: 457932-97-7
• Molecular Weight: 273.697
• Mol File: 457932-97-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N-(3-chloro-4-fluorophenyl)quinazolin-4-amine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(3-chloro-4-fluorophenyl)quinazolin-4-amine(457932-97-7)
• EPA Substance Registry System: N-(3-chloro-4-fluorophenyl)quinazolin-4-amine(457932-97-7)

Safety Data

• Hazardous Substances Data: 457932-97-7(Hazardous Substances Data)

Upstream product

• 118-48-9 isatoic anhydride 
• 491-36-1 4-Hydroxyquinazoline 
• 5190-68-1 4-chloroquinazoline 
• 367-21-5 3-chloro-4-fluorophenylamine 
• 62-53-3 aniline 
• 36185-83-8 N'-(2-cyanophenyl)-N,N-dimethylimidoformamide 
• 607-28-3 3-(hydroxyimino)indolin-2-one 
• 91-56-5 indole-2,3-dione 
• 42366-35-8 hydroxyimino-N-phenylacetamide 

Relevant articles and documents

Facile and efficient synthesis and biological evaluation of 4-anilinoquinazoline derivatives as EGFR inhibitors

Series of 4-anilinoquinazoline derivatives were conveniently and efficiently synthesized and their antitumor activities were evaluated by MTT assay in three human cancer cell lines: H1975, HepG2 and SMMC-7721. New compounds 19a-19h were designed and synthesized to seek for powerful EGFR inhibitors and to explore whether methyl group at C-2 position of quinazoline ring has a positive effect on EGFR inhibition. All the compounds of 19a-19h were found potent against all three cell lines and five compounds (19c, 19d, and 19f-19h) were found more potent against H1975 than gefitinib. SAR studies revealed that methyl group at C-2 position of quinazoline ring could significantly improve the antitumor potency of 4-anilinoquinazolines. The same conclusion was also drawn according to the results of Western blotting analysis. Among all the tested compounds, 19g exhibited extremely potent against H1975 with an IC50 value of 0.11 μM, remarkably lower than that of gefitinib (1.23 μM). The results of western blotting analysis showed that compounds 19c and 19g could notably inhibit the expression of phosphorylated EGFR, especially 19g, almost inhibited completely.

A novel strategy to the synthesis of 4-anilinoquinazoline derivatives

A novel approach to prepare 4-anilinoquinazoline derivatives based on the transformation of indoline-2,3-dione to formamidine was developed. The processes with this approach are simple, efficient, and environmentally friendly. The efficiency of this approach was evaluated by synthesizing 17 4-anilinoquinazolines and comparing the obtained yields with those achievable through conventional synthetic methods. It was the first time that compounds 8d, 8e, 8h, and 13b-f were synthesized. The characteristics of the IR and the UV spectra of these compounds and the effects of their substituents on the spectra were observed.