Synthesis of novel glycosyl 1,3,4-thiadiazole derivatives

被引:4
|
作者
Cheng, Feng-Chang [2 ]
Yin, Long [1 ]
Liu, Xiu-Jian [1 ]
Liu, Wei-Wei [1 ,3 ,4 ]
Cao, Zhi-Ling [1 ,3 ]
Shi, Da-Hua [1 ,3 ]
Wang, Lei [1 ]
机构
[1] Huaihai Inst Technol, Coll Pharmaceut Sci, Lianyungang 222005, Peoples R China
[2] China Univ Min & Technol, Xuzhou 221116, Peoples R China
[3] Jiangsu Inst Marine Resources, Lianyungang 222005, Peoples R China
[4] Huaihai Inst Technol, Jiangsu Key Lab Marine Pharmaceut Compound Screen, Lianyungang 222005, Peoples R China
关键词
D-glucosamine; 1,3,4-thiadiazole; glycosyl isothiocyanate; GLUCOSAMINE HYDROCHLORIDE; CELLS;
D O I
10.3184/174751916X14738636315471
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A convenient and mild protocol for the synthesis of glycosyl 1,3,4-thiadiazole derivatives was developed, which involved the reaction of glycosyl isothiocyanate, hydrazine hydrate, and various aldehydes followed by oxidative cyclisation with ferric ammonium sulfate in methanol. 13 examples of different glycosyl 1,3,4-thiadiazole derivatives were prepared. Good yields (70-87%) have been achieved. The glycosyl 1,3,4-thiadiazole derivatives may find applications in medicinal chemistry and pharmaceutical industry.
引用
收藏
页码:614 / 619
页数:6
相关论文
共 50 条
  • [21] Design and Synthesis of 1,3,4-Thiadiazole Derivatives as Novel Anticancer and Antitubercular Agents
    D. Chandra Sekhar
    D. V. Venkata Rao
    A. Tejeswara Rao
    U. Lav Kumar
    Anjali Jha
    Russian Journal of General Chemistry, 2019, 89 : 770 - 779
  • [22] SYNTHESIS OF NOVEL THIAZOLE AND 1,3,4-THIADIAZOLE DERIVATIVES INCORPORATING PHENYLSULFONYL MOIETY
    Mekky, Ahmed E. M.
    Darweesh, Ahmed F.
    Salman, Amani A.
    Farag, Ahmad M.
    HETEROCYCLES, 2014, 89 (08) : 1827 - 1843
  • [23] Synthesis and antimicrobial activity of novel mancozeb derivatives containing 1,3,4-thiadiazole
    Yuting Liu
    Gangtao Liang
    Dawei Yin
    Research on Chemical Intermediates, 2015, 41 : 2019 - 2024
  • [24] Synthesis and Bioactivities of Novel Galactoside Derivatives Containing 1,3,4-Thiadiazole Moiety
    Shu, Yafei
    Chen, Meihang
    Lu, Daowang
    Zhou, Zengyan
    Yu, Jianhong
    Hu, Xiaoling
    Yang, Jiaqin
    Li, Aiqin
    Liu, Jianglong
    Luo, Hairong
    FRONTIERS IN CHEMISTRY, 2022, 10
  • [25] Synthesis and antimicrobial activity of novel mancozeb derivatives containing 1,3,4-thiadiazole
    Liu, Yuting
    Liang, Gangtao
    Yin, Dawei
    RESEARCH ON CHEMICAL INTERMEDIATES, 2015, 41 (04) : 2019 - 2024
  • [26] Synthesis of Some Novel 1,3,4- and 1,2,4-Thiadiazole Derivatives
    Durust, Yasar
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2009, 184 (11) : 2923 - 2935
  • [27] Synthesis of some 1,3,4-thiadiazole derivatives as inhibitors of Entamoebahistolytica
    Shadab Miyan Siddiqui
    Attar Salahuddin
    Amir Azam
    Medicinal Chemistry Research, 2013, 22 : 1305 - 1312
  • [28] Synthesis and biological activity of new 1,3,4-thiadiazole derivatives
    Aly, AA
    El-Sayed, R
    CHEMICAL PAPERS, 2006, 60 (01): : 56 - 60
  • [29] SYNTHESIS AND ANTIHYPERTENSIVE ACTIVITY OF SOME 1,3,4-THIADIAZOLE DERIVATIVES
    VIO, L
    MAMOLO, MG
    LANEVE, A
    FARMACO, 1989, 44 (02): : 165 - 172
  • [30] Synthesis of 1,3,4-Thiadiazole Derivatives and Microbiological Activities: A Review
    Barbosa, G. A. D.
    de Aguiar, A. P.
    REVISTA VIRTUAL DE QUIMICA, 2019, 11 (03) : 806 - 848