Facile Synthesis of Novel Perfluorocarbon-Modulated 4-Anilinoquinazoline Analogues

doi:10.1002/cjoc.201700240

	Facile Synthesis of Novel Perfluorocarbon-Modulated 4-Anilinoquinazoline Analogues
	Shi, Huiping 3; Lai, Bonan 3; Chen, Shizhen 1; Zhou, Xin 1; Nie, Jing 3; Ma, Jun-An 2,3
刊名	CHINESE JOURNAL OF CHEMISTRY
	2017-11-01
卷号	35 期号:11 页码:1693-1700
关键词	4-anilinoquinazolines Perfluorocarbon (Pfc) Nucleophilic Substitution Reaction Synthesis Epidermal Growth Factor Receptor (Egfr)
ISSN号	1001-604X
DOI	10.1002/cjoc.201700240
文献子类	Article
英文摘要	4-Anilinoquinazoline analogues stand out among many kinds of small molecules that inhibit the tyrosine kinase activities of epidermal growth factor receptor (EGFR), thus serving as significant molecular targets for anticancer drug design. Herein, a series of novel perfluorocarbon (PFC) modulated 4-anilinoquinazolines were designed and prepared straightforwardly by nucleophilic substitution reaction of various anilinoquinazolines and PFC-derived methanesulfonate. In the presence of base, the reaction proceeded smoothly to afford a wide range of 4-anilinoquinazolines with different substituents on aniline moiety in good to high yields. Furthermore, the PFC-modified analogues of gefitinib and erlotinib were also obtained in 93% and 90% respectively, which may have potential for developing new inhibitors of the epidermal growth factor receptor (EGFR) tyrosine kinase and fluorinated contrast agents (CA) for F-19 MRI.
WOS关键词	KINASE INHIBITORS ; LUNG-CANCER ; TARGETED THERAPIES ; DESIGN
WOS研究方向	Chemistry
语种	英语
出版者	WILEY-V C H VERLAG GMBH
WOS记录号	WOS:000417173600007
资助机构	National Natural Science Foundation of China(21532008 ; National Natural Science Foundation of China(21532008 ; Tianjin Municipal Science & Technology Commission(14JCQNJC06200) ; Tianjin Municipal Science & Technology Commission(14JCQNJC06200) ; 21472137) ; 21472137) ; National Natural Science Foundation of China(21532008 ; National Natural Science Foundation of China(21532008 ; Tianjin Municipal Science & Technology Commission(14JCQNJC06200) ; Tianjin Municipal Science & Technology Commission(14JCQNJC06200) ; 21472137) ; 21472137) ; National Natural Science Foundation of China(21532008 ; National Natural Science Foundation of China(21532008 ; Tianjin Municipal Science & Technology Commission(14JCQNJC06200) ; Tianjin Municipal Science & Technology Commission(14JCQNJC06200) ; 21472137) ; 21472137) ; National Natural Science Foundation of China(21532008 ; National Natural Science Foundation of China(21532008 ; Tianjin Municipal Science & Technology Commission(14JCQNJC06200) ; Tianjin Municipal Science & Technology Commission(14JCQNJC06200) ; 21472137) ; 21472137)
内容类型	期刊论文
源URL	[http://ir.wipm.ac.cn/handle/112942/12748]
专题	中国科学院武汉物理与数学研究所
通讯作者	Nie, Jing; Ma, Jun-An
作者单位	1.Chinese Acad Sci, Key Lab Magnet Resonance Biol Syst, State Key Lab Magnet Resonance & Atom & Mol Phys, Natl Ctr Magnet Resonance Wuhan,Wuhan Inst Phys &, Wuhan 430071, Hubei, Peoples R China 2.Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 300072, Peoples R China 3.Tianjin Univ, Tianjin Key Lab Mol Optoelect Sci, Dept Chem, Tianjin 300072, Peoples R China
推荐引用方式 GB/T 7714	Shi, Huiping,Lai, Bonan,Chen, Shizhen,et al. Facile Synthesis of Novel Perfluorocarbon-Modulated 4-Anilinoquinazoline Analogues[J]. CHINESE JOURNAL OF CHEMISTRY,2017,35(11):1693-1700.
APA	Shi, Huiping,Lai, Bonan,Chen, Shizhen,Zhou, Xin,Nie, Jing,&Ma, Jun-An.(2017).Facile Synthesis of Novel Perfluorocarbon-Modulated 4-Anilinoquinazoline Analogues.CHINESE JOURNAL OF CHEMISTRY,35(11),1693-1700.
MLA	Shi, Huiping,et al."Facile Synthesis of Novel Perfluorocarbon-Modulated 4-Anilinoquinazoline Analogues".CHINESE JOURNAL OF CHEMISTRY 35.11(2017):1693-1700.