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Keywords = polycyclic benzimidazole

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34 pages, 2331 KB  
Review
Imidazole Hybrids: A Privileged Class of Heterocycles in Medicinal Chemistry with New Insights into Anticancer Activity
by Zarifa Murtazaeva, Azizbek Nasrullaev, Anvarjon Buronov, Shukhrat Gaybullaev, Lifei Nie, Sodik Numonov, Zohidjon Khushnazarov, Davron Turgunov, Rustamkhon Kuryazov, Jiangyu Zhao and Khurshed Bozorov
Molecules 2025, 30(10), 2245; https://doi.org/10.3390/molecules30102245 - 21 May 2025
Cited by 30 | Viewed by 8506
Abstract
Imidazole is a five-membered heterocyclic system featuring two nitrogen heteroatoms at the 1- and 3-positions of the ring. The imidazole scaffold is particularly suited for kinase inhibition concepts. This further confirms that this scaffold is a privileged structure in the development of anticancer [...] Read more.
Imidazole is a five-membered heterocyclic system featuring two nitrogen heteroatoms at the 1- and 3-positions of the ring. The imidazole scaffold is particularly suited for kinase inhibition concepts. This further confirms that this scaffold is a privileged structure in the development of anticancer drugs. Considering these key factors and the recent focus of scientists on imidazole compounds, we discuss the anticancer activities of imidazole-containing hybrids and related compounds, highlighting articles published in 2023 that serve as a basis for medicinal chemistry leads. From a chemical perspective, the present review emphasizes hybrid molecules with an imidazole ring in the side chain, imidazole-centered hybrid molecules, condensed imidazole hybrids, hybrid compounds containing two or more imidazole rings, polycyclic imidazole hybrids, imidazole-containing metal complexes, and benzimidazole hybrids. Full article
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13 pages, 1336 KB  
Article
The Construction of Polycyclic Pyridones via Ring-Opening Transformations of 3-hydroxy-3,4-dihydropyrido[2,1-c][1,4]oxazine-1,8-diones
by Viktoria V. Viktorova, Elena V. Steparuk, Dmitrii L. Obydennov and Vyacheslav Y. Sosnovskikh
Molecules 2023, 28(3), 1285; https://doi.org/10.3390/molecules28031285 - 28 Jan 2023
Cited by 8 | Viewed by 3941
Abstract
This work describes the synthesis of 3-hydroxy-3,4-dihydropyrido[2,1-c][1,4]oxazine-1,8-diones, their tautomerism, and reactivity towards binucleophiles. These molecules are novel and convenient building-blocks for the direct construction of biologically important polycyclic pyridones via an oxazinone ring-opening transformation promoted with ammonium acetate or acetic acid. [...] Read more.
This work describes the synthesis of 3-hydroxy-3,4-dihydropyrido[2,1-c][1,4]oxazine-1,8-diones, their tautomerism, and reactivity towards binucleophiles. These molecules are novel and convenient building-blocks for the direct construction of biologically important polycyclic pyridones via an oxazinone ring-opening transformation promoted with ammonium acetate or acetic acid. In the case of o-phenylenediamine, partial aromatization of the obtained heterocycles proceeded to form polycyclic benzimidazole-fused pyridones (33–91%). Full article
(This article belongs to the Special Issue Synthesis of Heteroaromatic Compounds)
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9 pages, 1653 KB  
Article
Visible Light Promotes Cascade Trifluoromethylation/Cyclization, Leading to Trifluoromethylated Polycyclic Quinazolinones, Benzimidazoles and Indoles
by Ransong Ma, Yuanyuan Ren, Zhoubin Deng, Ke-Hu Wang, Junjiao Wang, Danfeng Huang, Yulai Hu and Xiaobo Lv
Molecules 2022, 27(23), 8389; https://doi.org/10.3390/molecules27238389 - 1 Dec 2022
Cited by 29 | Viewed by 3811
Abstract
Efficient visible-light-induced radical cascade trifluoromethylation/cyclization of inactivated alkenes with CF3Br, which is a nonhygroscopic, noncorrosive, cheap and industrially abundant chemical, was developed in this work, producing trifluoromethyl polycyclic quinazolinones, benzimidazoles and indoles under mild reaction conditions. The method features wide functional [...] Read more.
Efficient visible-light-induced radical cascade trifluoromethylation/cyclization of inactivated alkenes with CF3Br, which is a nonhygroscopic, noncorrosive, cheap and industrially abundant chemical, was developed in this work, producing trifluoromethyl polycyclic quinazolinones, benzimidazoles and indoles under mild reaction conditions. The method features wide functional group compatibility and a broad substrate scope, offering a facile strategy to pharmaceutically produce valuable CF3-containing polycyclic aza-heterocycles. Full article
(This article belongs to the Special Issue Insights for Organofluorine Chemistry)
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