Synthesis of novel scaffolds based on bis-thiazole linked to piperazine core as new hybrid molecules

被引:0
|
作者
Mahmoud, Huda Kamel [1 ]
Elwahy, Ahmed H. M. [1 ]
Abdelhamid, Ismail A. [1 ]
Salem, Mostafa E. [2 ]
机构
[1] Imam Mohammad Ibn Saud Islamic Univ IMSIU, Coll Sci, Dept Chem, POB 90950, Riyadh 11623, Saudi Arabia
[2] Cairo Univ, Fac Sci, Dept Chem, Giza 12613, Egypt
关键词
Bis-thiazoles; molecular hybridization; piperazine; bis(thiosemicarbazones); bis(alpha-bromoketones); VERSATILE PRECURSORS; DESIGN;
D O I
10.24820/ark.5550190.p012.247
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Piperazine and thiazole moieties are commonly found in medicines and bioactive compounds. One of the fruitful ways in drug design is the hybridization of privilege structures in one skeleton, which are thought to provide a distinguishing feature with better or more selective biological activities than the two scaffolds. In this study, a series of bis-thiazoles, linked to piperazine as novel hybrid molecules, were synthesized in good yields by reacting the appropriate alpha-halo ketones or alpha-keto-hydrazonoyl chlorides with the corresponding piperazine bis(hydrazinecarbothioamide) in EtOH/DMF at reflux, in the presence of a few drops of TEA. The initial bis-thiosemicarbazones were formed by reacting the appropriate bis-aldehyde or bis-ethanone with thiosemicarbazide in EtOH with a few drops of AcOH at reflux. The novel compounds' structures were validated using elemental analysis and spectrum data.
引用
收藏
页数:15
相关论文
共 50 条
  • [21] Synthesis of novel star-shaped molecules based on a 1,3,5-triazine core linked to different heterocyclic systems as novel hybrid molecules
    Diab, Hadeer M.
    Salem, Mostafa E.
    Abdelhamid, Ismail A.
    Elwahy, Ahmed H. M.
    RSC ADVANCES, 2020, 10 (72) : 44066 - 44078
  • [22] Synthesis, molecular docking simulation, and antimicrobial activities of novel bis-heterocycles linked to piperazine and vanillin units as novel hybrid molecules via Hantzsch, Biginelli, and Michael's reactions
    Fares, Ibrahim M. Z.
    Mahmoud, Nesma E.
    Abdelhamid, Ismail A.
    Elwahy, Ahmed H. M.
    Alqahtani, Arwa Sultan
    Ibrahim, Nada S.
    Salem, Mostafa E.
    Diab, Hadeer M.
    RESULTS IN CHEMISTRY, 2024, 10
  • [23] Organic Chromophores Based on a Fused Bis-Thiazole Core and Their Application in Dye-Sensitized Solar Cells (vol 10, pg 1916, 2013)
    Dessi, Alessio
    Consiglio, Gabriella Barozzino
    Calamante, Massimo
    Reginato, Gianna
    Mordini, Alessandro
    Peruzzini, Maurizio
    Taddei, Maurizio
    Sinicropi, Adalgisa
    Parisi, Maria Laura
    de Biani, Fabrizia Fabrizi
    Basosi, Riccardo
    Mori, Riccardo
    Spatola, Michele
    Bruzzi, Mara
    Zani, Lorenzo
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 2013 (26) : 5961 - 5961
  • [24] Design, synthesis and cytotoxic evaluation of novel bis-thiazole derivatives as preferential Pim1 kinase inhibitors with in vivo and in silico study
    Al-Sanea, Mohammad M.
    Nasr, Tamer M.
    Bondock, Samir
    Gawish, Aya Y.
    Mohamed, Nada M.
    JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2023, 38 (01)
  • [25] Green Synthesis, Characterization and Electrochemical Behavior of New Thiazole Based Coumarinyl Scaffolds
    Aamer Saeed
    Pervaiz Ali Channar
    Ghulam Shabir
    Fayaz Ali Larik
    Journal of Fluorescence, 2016, 26 : 1067 - 1076
  • [26] Green Synthesis, Characterization and Electrochemical Behavior of New Thiazole Based Coumarinyl Scaffolds
    Saeed, Aamer
    Channar, Pervaiz Ali
    Shabir, Ghulam
    Larik, Fayaz Ali
    JOURNAL OF FLUORESCENCE, 2016, 26 (03) : 1067 - 1076
  • [27] Novel approach for synthesis of potent antimicrobial hybrid molecules containing pyrimidine-based imidazole scaffolds
    Desai, N. C.
    Vaghani, H. V.
    Rajpara, K. M.
    Joshi, V. V.
    Satodiya, H. M.
    MEDICINAL CHEMISTRY RESEARCH, 2014, 23 (10) : 4395 - 4403
  • [28] Novel approach for synthesis of potent antimicrobial hybrid molecules containing pyrimidine-based imidazole scaffolds
    N. C. Desai
    H. V. Vaghani
    K. M. Rajpara
    V. V. Joshi
    H. M. Satodiya
    Medicinal Chemistry Research, 2014, 23 : 4395 - 4403
  • [29] Synthesis of novel star-shaped molecules based on a pentaerythritol core linked to different heterocyclic systems
    Diab, Hadeer M.
    Abdelhamid, Ismail A.
    Salem, Mostafa E.
    Ragab, Islam
    Zaki, Magdi E. A.
    Abdelmoniem, Amr M.
    Elwahy, Ahmed H. M.
    RESULTS IN CHEMISTRY, 2024, 10
  • [30] Design, synthesis and biological evaluations of novel pyridone-thiazole hybrid molecules as antitumor agents
    Xie, Wenlin
    Wu, Yiqiang
    Zhang, Jingai
    Mei, Qihong
    Zhang, Yahan
    Zhu, Ning
    Liu, Renzhi
    Zhang, Huilin
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2018, 145 : 35 - 40