期刊文献+

吉非替尼的合成 被引量:3

Synthesis of Gefitinib
下载PDF
导出
摘要 以3-羟基-4-甲氧基苯甲醛为起始原料,经缩合,氰基化,硝化,还原,合环等七步反应制得4-(3-氯-4-氟苯胺基)-7-甲氧基-6-[3-(4-吗啉基)丙氧基]喹唑啉(吉非替尼,ZD1839),其结构经IR、1H-NMR、13C-NMR和MS确认,总收率31.81%。 The 4-(3-chloro-4-fluorophenylamino)-7-methoxy-6-[3-(4-morpholinyl)pro-poxy]quinazoline(Geifitinib,ZD1839) was synthesized from 3-hydroxy-4-methoxybenzaldehyde,through a seven-step procedure of condensation,conversion of aldehyde to nitrile,n-itration,reduction,cyclization,et al.,and the total yield reached 31.81%.The structure of the compound was characterized by IR,^1H-NMR,^13C-NMR,and MS.
出处 《广州化工》 CAS 2010年第12期154-156,共3页 GuangZhou Chemical Industry
关键词 药物合成 表皮生长因子受体 ZD1839 抗癌药 drug synthesis epidermal growth factor receptor(EGFR) ZD1839 anticancer drug
  • 相关文献

参考文献13

  • 1Frampton JE,Easthope SE.Gefitinib[J].Drugs,2004,64(21):2475-2492.
  • 2张艳华,宁华,姜洋.表皮生长因子受体酪氨酸激酶抑制剂吉非替尼[J].中国新药杂志,2004,13(10):947-950. 被引量:13
  • 3李付刚,陈毕峰.喹唑啉类抗癌药物的合成研究进展[J].精细与专用化学品,2010,18(2):45-54. 被引量:6
  • 4张华,赵金浩,王晖.4-(3-氯-4-氟苯胺基)-7-甲氧基-6-[3-(4-吗啉基)丙氧基]喹啉的合成法[P].CN:200810122242.2,2009-4-8.
  • 5袁立,郝金恒,张勇,王玉亚,王晖,陈皎月,宫平.4-(3-氯-4-氟苯胺基)-7-甲氧基-6-[3-(4-吗啉基)丙氧基]喹唑啉的合成[J].中国药物化学杂志,2005,15(1):39-41. 被引量:8
  • 6杜鹏,潘春跃,彭东明.吉非替尼的合成工艺改进[J].中国新药杂志,2006,15(21):1849-1851. 被引量:7
  • 7Petr Knesl,Dirk R(o)seling and Ulrich Jordis.Improved Synthesis of Substiuted 6,7-Dihydroxy-4-quinazolineamines:Tandutinib,Erlotinib and Gefitinib[J].Molecules,2006,11:286-297.
  • 8Ji-Quan Wang,Mingzhang Gao elt.Synthesis of[11C]Iressa as a new potential PET cancer imaging agent for epidermal growth factor receptor tyrosine kinase[J].Bioorganic & Medicinal Chemnistry Letters.2006,16:4102-4106.
  • 9Ming Dong Li,You Guang Zheng and Min Ji.Synthesis of Gefitinib from Methl 3-Hydroxy-4-methoxy-benzoate[J].Molecules,2007,12:673-678.
  • 10Venkateshappa Chandregowda,Gudapati Venkateswara Rao,et al.Improved Synthesis of Gefitinib and Erlotinib Hydrochloride-Aanticancer Agents[J].Taylor & Francis Group.2007,37:3409-3415.

二级参考文献43

  • 1抗癌药物:关于开发拉帕替尼的原理探讨EDB/OL].广州:中国新药网.2009-3-13.http://www.lapatini.org/Html/Article/76.html.
  • 2药物开发:口服抗肿瘤新药Erlotinib(埃洛替尼)的前药研究[DB/OL].常州:三药工程开发院.2006-9-6.http://www.sanyao.org.cn/govnews/200696/0000004053.html.
  • 3Geroni, Maria, Cristina. A morpholinyl anthracycline derivative combined with protein kinase inhibitors [P]. WO2009016072, 2009.
  • 4张华,赵金浩,王晖.4-(3-氯-4-氟苯氨基)-7-甲氧基-6-[3-(4吗啉基)-丙氧基]喹啉的合成法[P].CN200810122242.2,2009-4-8.
  • 5Barker, Andrew, John . Quinazoline derivatives[P]. EP 0566226, 1993-10-20.
  • 6Gibson, Keith, Hopkinson . Quinazoline derivatives[P]. WO 199633980, 1996-10-31.
  • 7Thomas, Andrew, Peter. Oxindole Derivatives [P] .WO 199742187,1997-11-13.
  • 8Rro, Dharmaraj, Ramachandra. Process for the preparation of Gefitinib[P]. WO 2008125867,2008-10-23.
  • 9Ji-Quan Wang, Mingzhang Gao, Kathy D. Miller. Synthesis of [^11C]Iressa as a new potential PET cancer imaging agent for epidermal growth factor receptor tyrosine kinase[J]. Bioorganic & Medicinal Chemistry Letters,2006,16(15) :4102-4106.
  • 10朱崇泉,迟玉石,邓银来.4-(3-氯-4-氟苯基氨基)-7-甲氧基-6-(3-吗啉丙氧基)喹唑啉的制备方法[P].CN200510094005.6,2005-08-25.

共引文献32

同被引文献20

  • 1金波,陈国华,邹爱峰,石涛,任金山.吉非替尼的合成[J].中国药科大学学报,2005,36(1):92-94. 被引量:11
  • 2Mendelsohn J. Blockade of receptors for growth factors:An anticancer therapy-the fourth annual Joseph H.burchenal american association for cancer research clinical research award lecture[J].Clinical Cancer Research,2000.747-753.
  • 3Wong A J,Bigner S H,Bigner D D. Increased expression of the epidermal growth factor receptor gene in malignant gliomas is invariably associated with gene amplification[J].Medical Sciences,1987.6899-6903.
  • 4Khaled Abouzid,Samia Shouman. Design,synthesis and in vitro antitumor activity of 4-aminoquinoline and 4-aminoquinazoline derivatives targeting EGFR tyrosine kinase[J].Bioorganic and Medicinal Chemistry Letters,2008.7543-7551.
  • 5Chandregowda V,Venkateshwara Rao G,Chandrasekhara Reddy G. Convergent approach for commercial synthesis of gefitinib and erlotinib[J].Organic Process Research & Development,2007.813-816.
  • 6Chandregowda V,Venkateshwara Rao G,Chandrasekhara Reddy G. One-pot conversion of 2-nitrobenzonitriles to quinazolin-4(3H)-ones and synthesis of Gefitinib and Erlotinib hydrochloride[J].Heterocycles,2007.39-48.
  • 7AstraZeneca plc ( GB ). Oneolytic EGF receptor tyrosine kinase inhibitor IressaTM [ J ]. Drugs Future, 2002,27 ( 4 ) : 339 - 345.
  • 8Zhang H, Zhao JH, Wang H. Synthesis of 4-(3-ehloro-4-fluoro- phenylamineo ) -?-methoxy- 6-( 3-morpholin-4-yl-propoxy ) -quin- azoline: CN,200810122242.2[ P]. 2009-04-08.
  • 9Li XS, Zhang AQ, Huang L. Process for the preparation of gefitinib : CN,200910192850.5 [ P]. 2009-09-30.
  • 10Assessment report for Iressa Procedure No. EMEA/H/ C/001016[R].

引证文献3

二级引证文献9

相关作者

内容加载中请稍等...

相关机构

内容加载中请稍等...

相关主题

内容加载中请稍等...

浏览历史

内容加载中请稍等...
;
使用帮助 返回顶部