史建涛:Synthesis, Structure and Biological Activity of 2-[2-(4-Fluorobenzylidene)hydrazinyl]-4-(1-methyl-1H-indol-3-yl)thieno[3,2-d]pyrimidine论文

史建涛:Synthesis, Structure and Biological Activity of 2-[2-(4-Fluorobenzylidene)hydrazinyl]-4-(1-methyl-1H-indol-3-yl)thieno[3,2-d]pyrimidine论文

本文主要研究内容

作者史建涛,宫益林,李军,王洋,陈烨,丁实,刘举(2019)在《Synthesis, Structure and Biological Activity of 2-[2-(4-Fluorobenzylidene)hydrazinyl]-4-(1-methyl-1H-indol-3-yl)thieno[3,2-d]pyrimidine》一文中研究指出:The title compound 2-[2-(4-fluorobenzylidene)hydrazinyl]-4-(1-methyl-1 H-indol-3-yl)thieno[3,2-d] pyrimidine(8) was synthesized by the condensation of 4-fluorobenzaldehyde(7) with 2-hydrazinyl-4-(1-methyl-1 H-indol-3-yl)thieno[3,2-d]pyrimidine(6). This intermediate was prepared from methyl 3-aminothiophene-2-carboxylate(1) by the condensation with urea, chlorination with phosphorus oxychloride and then condensation with hydrazine hydrate. The crystal of 8 belongs to monoclinic system, space group P21/c with a = 14.0453(18), b = 17.436(2), c = 18.0982(17) ? and β = 122.969(7)°. In addition, 8 possesses marked inhibition against the proliferation of human colon cancer cell line HT-29(IC50 = 6.09 μM) and human gastric cancer cell line MKN45(IC50 = 3.04 μM), displaying promising anticancer activity.

Abstract

The title compound 2-[2-(4-fluorobenzylidene)hydrazinyl]-4-(1-methyl-1 H-indol-3-yl)thieno[3,2-d] pyrimidine(8) was synthesized by the condensation of 4-fluorobenzaldehyde(7) with 2-hydrazinyl-4-(1-methyl-1 H-indol-3-yl)thieno[3,2-d]pyrimidine(6). This intermediate was prepared from methyl 3-aminothiophene-2-carboxylate(1) by the condensation with urea, chlorination with phosphorus oxychloride and then condensation with hydrazine hydrate. The crystal of 8 belongs to monoclinic system, space group P21/c with a = 14.0453(18), b = 17.436(2), c = 18.0982(17) ? and β = 122.969(7)°. In addition, 8 possesses marked inhibition against the proliferation of human colon cancer cell line HT-29(IC50 = 6.09 μM) and human gastric cancer cell line MKN45(IC50 = 3.04 μM), displaying promising anticancer activity.

论文参考文献

  • [1].A novel and efficient synthesis of pyrazolo[3,4-d]pyrimidine derivatives and the study of their anti-bacterial activity[J]. Shahnaz Rostamizadeh,Masoomeh Nojavan,Reza Aryan,Hamid Sadeghian,Mahdieh Davoodnejad.  Chinese Chemical Letters.2013(07)
  • [2].Facile synthesis of novel fluorinated thieno[2,3-d]pyrimidine derivatives containing 1,3,4-thiadiazole[J]. Xin Jian Song~(a,*),Zheng Chao Duan~a,Yu Shao~a,Xing Gao Dong~b a Key Laboratory of Biological Resources Protection and Utilization of Hubei Province,Hubei University for Nationalities,Enshi 445000,China b Medical School,Hubei University for Nationalities,Enshi 445000,China.  Chinese Chemical Letters.2012(05)
  • [3].Synthesis and Antiproliferative Activity of Novel [1,2,4]Triazolo[1,5-a]pyrimidine-7-amine Derivatives[J]. ZHAI Xin,ZHANG Cun-long,HE Lei,LI Qi,WANG Jiu-liang,SHEN Xiao-li and GONG Ping Key Laboratory of New Drugs Design and Discovery of Liaoning Province,School of Pharmaceutical Engineering,Shenyang Pharmaceutical University,Shenyang 110016,P.R.China.  Chemical Research in Chinese Universities.2009(04)
  • [4].Synthesis and anti-inflammatory activity of imidazo[1,2-a]pyrimidine derivatives[J]. Jin Pei Zhou~(a,*) Yi Wei Ding~a Hui Bin Zhang~a Lian Xu~b Yue Dai~c ~aDepartment of Medicinal Chemistry,China Pharmaceutical University,Nanfing 210009,China ~b Department of Medicinal Chemistry,Jiangsu Staff Medical University,Nanjing 210029,China ~cNational Drug Screening Center,China Pharmaceutical University,Nanjing 210038,China.  Chinese Chemical Letters.2008(06)
  • [5].Design,synthesis and biological activity of novel herbicides targeted ALS(Ⅻ)--Quantitative structure-activity relationships of herbicidal l,2,4-triazolo[l,5-a]pyrimidine-2-sulfonanilides[J]. 杨光富,刘华银,杨秀凤,杨华铮.  Chinese Journal of Chemistry.1998(06)
  • [6].Synthesis and acaricidal activity of strobilurin-pyrimidine derivatives[J]. Bao-Shan Chai,Chang-Ling Liu,Hui-Chao Li,Shao-Wu Liu,Ying Xu,Yu-Quan Song,Jun-Biao Chang.  Chinese Chemical Letters.2014(01)
  • [7].A clean and efficient cyclocondensation to pyrido[2,3-d]pyrimidine derivatives in aqueous media[J]. Robabeh Baharfar,Razieh Azimi.  Chinese Chemical Letters.2011(10)
  • [8].Synthesis and Crystal Structure of 4-Arylamino-6-chloropyrido[3,2-d]pyrimidine[J]. 张福良,洪益玲,沈良.  结构化学.2010(06)
  • [9].Improved microwave-assisted catalyst-free synthesis of9-aryl-5,9-dihydropyrimido[4,5-d][1,2,4]triazolo[1,5-a]pyrimidine-6,8(4H,7H)-dione derivatives[J]. Mahnaz Farahi,Bahador Karami,Zohreh Banaki.  Chinese Chemical Letters.2015(09)
  • [10].Synthesis and antitumor activities of a new series of 4,5-dihydro-1H-thiochromeno[4,3-d]pyrimidine derivatives[J]. GUO DeXiang,LIU YaJing,LI Ting,WANG Nan,ZHAI Xin,HU Chun & GONG Ping Key Laboratory of New Drugs Design and Discovery of Liaoning Province,School of Pharmaceutical Engineering,Shenyang Pharmaceutical University,Shenyang 110016,China.  Science China(Chemistry).2012(03)
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