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
  • [41] Synthesis of novel thiazole, imidazole, benzimidazole, and benzothiazole derivatives incorporating 2-phenoxy-N-arylacetamide unit as novel hybrid molecules
    Diab, Hadeer M.
    Mohamed, Dina Mamdouh
    Darweesh, Ahmed F.
    Abdelhamid, Ismail A.
    Elwahy, Ahmed H. M.
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2023, 60 (05) : 754 - 767
  • [42] One-pot synthesis and antibacterial screening of new (nicotinonitrile-thiazole)-based mono- and bis(Schiff bases) linked to arene units
    Elneairy, Mohamed A. A.
    Sanad, Sherif M. H.
    Mekky, Ahmed E. M.
    SYNTHETIC COMMUNICATIONS, 2023, 53 (03) : 245 - 261
  • [43] Synthesis, reactions and DFT calculations of novel bis(chalcones) linked to a thienothiophene core through an oxyphenyl bridge
    Sayed, Osama M.
    Moustafa, H.
    Mekky, Ahmed E. M.
    Farag, Ahmad M.
    Elwahy, Ahmed H. M.
    RSC ADVANCES, 2016, 6 (13) : 10949 - 10961
  • [44] Synthesis and Antimicrobial Activities of Hybrid Heterocyclic Molecules Based on 1-(4-Fluorophenyl)piperazine Skeleton
    Ozdemir, Serap Basoglu
    Demirbas, Neslihan
    Cebeci, Yildiz Uygun
    Bayrak, Hacer
    Mermer, Arif
    Ceylan, Sule
    Demirbas, Ahmet
    LETTERS IN DRUG DESIGN & DISCOVERY, 2017, 14 (09) : 1014 - 1034
  • [45] Synthesis and biological evaluation against Leishmania donovani of novel hybrid molecules containing indazole-based 2-pyrone scaffolds
    El Ghozlani, M.
    Bouissane, L.
    Berkani, M.
    Mojahidi, S.
    Allam, A.
    Menendez, C.
    Cojean, S.
    Loiseau, P. M.
    Baltas, M.
    Rakib, E. M.
    MEDCHEMCOMM, 2019, 10 (01) : 120 - 127
  • [46] Synthesis, Characterization and Antimicrobial Activity of Bis(Phthalimido)Piperazine and its Derivatives: a New Class of Bioactive Molecules with Enhanced Safety and Efficacy
    Afeefa Aslam
    Muhammad Azhar Abbas
    Mudassir Iqbal
    Sajid Bashir
    Tahir Mehmood
    Joerg Kressler
    Pharmaceutical Chemistry Journal, 2019, 53 : 43 - 47
  • [47] Synthesis, Characterization and Antimicrobial Activity of Bis(Phthalimido)Piperazine and its Derivatives: a New Class of Bioactive Molecules with Enhanced Safety and Efficacy
    Aslam, Afeefa
    Abbas, Muhammad Azhar
    Iqbal, Mudassir
    Bashir, Sajid
    Mehmood, Tahir
    Kressler, Joerg
    PHARMACEUTICAL CHEMISTRY JOURNAL, 2019, 53 (01) : 43 - 47
  • [48] Hantzsch synthesis of bis(1,4-dihydropyridines) and bis(tetrahydrodipyrazolo[3,4-b:4′,3′-e]pyridines) linked to pyrazole units as novel hybrid molecules
    Sanad, Sherif M. H.
    Hawass, Mahmoud A. E.
    Elwahy, Ahmed H. M.
    Abdelhamid, Ismail A.
    SYNTHETIC COMMUNICATIONS, 2020, 50 (13) : 1982 - 1992
  • [49] Synthesis and antimicrobial evaluation of a new hybrid bis-cyanoacrylamide-based-piperazine containing sulphamethoxazole moiety against rheumatoid arthritis-associated pathogens
    Soliman, Mona M.
    Elwahy, Ahmed H. M.
    Sayed, Ahmed M.
    Ibrahim, Mahmoud
    Dawoud, Mohamed A.
    Ali, Shahd Hisham Mohamed
    Nady, Menna Tallah S.
    Hassan, Nada A.
    Saad, Wessam
    Abdelhamid, Ismail A.
    NAUNYN-SCHMIEDEBERGS ARCHIVES OF PHARMACOLOGY, 2025,
  • [50] Novel Bis-Artemisinin-Phloroglucinol hybrid molecules with dual anticancer and immunomodulatory Activities: Synthesis and evaluation
    Xu, Wei
    Zou, Xiaosu
    Zha, Yufeng
    Zhang, Jinghua
    Bian, Hongzhu
    Shen, Zhengwu
    BIOORGANIC CHEMISTRY, 2023, 139