Synthesis, Biological Activity, and Crystal Structure of N,N-Diethyl-2-{[7-methoxy-4-(phenylamino)quinazolin-6-yl]oxy}acetamide Derivatives

被引：3
|
作者：
Han, Xiao [1 ]
Cai, Zhi-qiang [1 ]
Wu, Li-hua [2 ]
Hou, Ling [1 ]
Li, Shuai [3 ]
机构：
[1] Shenyang Univ Technol, Liaoning Prov Profess & Tech Innovat Ctr Fine Che, Sch Petrochem Engn, Shenyang 111003, Liaoning, Peoples R China
[2] Shandong Ctr Food & Drug Evaluat & Inspect, Jinan 250101, Shandong, Peoples R China
[3] Inst Phamaceut Sci Shandong Prov, Key Lab Chem Drug Res Shandong Prov, Jinan 250101, Shandong, Peoples R China
来源：
RUSSIAN JOURNAL OF GENERAL CHEMISTRY | 2021年 / 91卷 / 11期
关键词：
quinazoline derivatives; synthesis; X-ray diffraction; antitumor activity; QUINAZOLINE; DESIGN;
D O I：
10.1134/S1070363221110165
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A number of novel 4-aminoquinazoline derivatives has been synthesized by four-step synthesis. Structures of the synthesized compounds have been characterized by IR and H-1 NMR spectra, element analysis, and single crystal X-ray diffraction. Biological activity of the products has been tested and most of those are characterized by potential antitumor activity against MKN45 cell line. Two compounds exhibit significant inhibitory activity higher than that of Gefitinib used as the positive control. Preliminary structure-activity relationship is considered.
引用
收藏
页码：2286 / 2291
页数：6
相关论文
共 50 条
  • [21] Effect of intermolecular interactions and pharmacokinetic profile of antidiabetic agent (E)-N,N-diethyl-2-(5 (3-hydroxy-4-methoxybenzylidene)-2,4-dioxothiazolidin-3-yl) acetamide
    J, J.
    Mary, S. J. Jenepha
    Shally, V.
    Siddique, Mohd Usman Mohd
    Anban, J. Deva
    [J]. CHEMICAL PHYSICS IMPACT, 2024, 9
  • [22] Synthesis of N-(3-chloro-4-fluoropheny1)-6-nitro-7-((tetrahydrofuran-3-yl) oxy) quinazolin-4-amine
    Wang, Caolin
    Ouyang, Yiqiang
    Lan, Zhou
    [J]. PROCEEDINGS OF THE 2016 7TH INTERNATIONAL CONFERENCE ON EDUCATION, MANAGEMENT, COMPUTER AND MEDICINE (EMCM 2016), 2017, 59 : 606 - 609
  • [23] Crystal structure of N-[4-amino-5-cyano-6-(methylsulfanyl)pyridin-2-yl]acetamide hemihydrate
    Akkurt, Mehmet
    Knight, Kyle S.
    Mohamed, Shaaban K.
    Hussein, Bahgat R. M.
    Albayati, Mustafa R.
    [J]. ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2015, 71 : O171 - +
  • [24] Synthesis, Structure, and Biological Activity of 4-R-4-Oxo-2-[2-(phenylamino)benzoyl]hydrazinylidene-N-hetarylbutanamides
    Kizimova, I. A.
    Igidov, N. M.
    Dmitriev, M. V.
    Chashchina, S. V.
    Makhmudov, R. R.
    Siutkina, A. I.
    [J]. RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2019, 89 (12) : 2345 - 2352
  • [25] Synthesis, Crystal Structure and Biological Activity of Novel N-substituted Diazabicyclo Derivatives
    Ye, Fei
    Wang, Chen
    Ma, Peng
    Zhao, Li-Xia
    Gao, Shuang
    Fu, Ying
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2018, 55 (01) : 335 - 341
  • [26] Synthesis, Structure, and Biological Activity of 4-R-4-Oxo-2-[2-(phenylamino)benzoyl]hydrazinylidene-N-hetarylbutanamides
    I. A. Kizimova
    N. M. Igidov
    M. V. Dmitriev
    S. V. Chashchina
    R. R. Makhmudov
    A. I. Siutkina
    [J]. Russian Journal of General Chemistry, 2019, 89 : 2345 - 2352
  • [27] Crystal structure of N-[(2-hydroxynaphthalen-1-yl)(4-methylphenyl)-methyl]acetamide
    Khanapure, Sharanbasappa
    Rashinkar, Gajanan
    Chhowala, Tarulata
    Anthal, Sumati
    Kant, Rajni
    [J]. ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2015, 71 : O235 - U275
  • [28] Synthesis and Biological Activity of New 2-{[6-Methyl-2-(pyrrolidin-1-yl)pyrimidin-4-yl]oxy}acetohydrazide Derivatives
    Pivazyan, V. A.
    Ghazaryan, E. A.
    Azaryan, Zh. A.
    Yengoyan, A. P.
    [J]. RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2019, 89 (10) : 2010 - 2017
  • [29] Synthesis and Biological Activity of New 2-{[6-Methyl-2-(pyrrolidin-1-yl)pyrimidin-4-yl]oxy}acetohydrazide Derivatives
    V. A. Pivazyan
    E. A. Ghazaryan
    Zh. A. Azaryan
    A. P. Yengoyan
    [J]. Russian Journal of General Chemistry, 2019, 89 : 2010 - 2017
  • [30] Synthesis, characterization and antimicrobial activity of benzo[d]isoxazo-3-yl-(N-4-oxo-2-phenylthiazolidin-3-yl)acetamide derivatives
    Merwade, Hiralal Y.
    Sunagar, Manjunath G.
    Belavagi, Ningaraddi S.
    Deshapande, Narahari
    Gaonkar, Supreet
    Khazi, Imtiyaz Ahmed M.
    [J]. INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2017, 56 (05): : 560 - 566
12345