A simple, facile, efficient and three-components procedure for the synthesis of pyrimido[1,2-a]benzimidazoles and pyrazolo[3,4-b]pyridines utilizing phenylsulfone synthon, under ultrasonic irradiation was developed.
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http://dx.doi.org/10.1016/j.ultsonch.2011.05.003 | DOI Listing |
Molecules
September 2024
Department of Chemistry, Faculty of Education, Ain Shams University, Roxy, Cairo 11711, Egypt.
2-Chloropyridine-3-carbonitrile derivative was utilized as a key precursor to build a series of linear and angular annulated pyridines linked to a 6-hydroxy-4,7-dimethoxybenzofuran moiety. Reaction of substrate with various hydrazines afforded pyrazolo[3,4-]pyridines. Treatment of substrate with 1,3-,-binucleophiles including 3-amino-1,2,4-triazole, 5-amino-1-tetrazole, 3-amino-6-methyl-1,2,4-triazin-5(4)-one and 2-aminobenzimidazole produced the novel angular pyrido[3,2-][1,2,4]triazolo[4,3-]pyrimidine, pyrido[3,2-][1,2,4]tetrazolo[1,5-]pyrimidine, pyrido[3',2':5,6] pyrimido[2,1-][1,2,4]triazine and benzo[4,5]imidazo[1,2-]pyrido[3,2-]pyrimidine, respectively.
View Article and Find Full Text PDFRSC Adv
April 2024
Department of Chemistry, College of Science, University of Guilan Rasht 41335-19141 Iran +98 131 3233262 +98 131 3233262.
In this research and in the line of our researches on the use of nano-substrates modified with ionic liquid in organic reactions, an efficient and green method for the one-pot three-component synthesis of pyrimido[1,2-]benzimidazole and 1-(benzothiazolylamino)methyl-2-naphthol derivatives is reported using a new nanoporous catalyst formulated as ZnO@SOH@Tropine. Further analysis of the catalyst for its characterization has been performed using thermal gravimetric analysis (TGA), field emission scanning electron microscopy (FESEM), X-ray diffraction (XRD), energy dispersive spectrometer (EDS) and Fourier-transform infrared spectroscopy (FT-IR). The present approach creates a variety of biologically active heterocyclic compounds with excellent yields and short reaction times.
View Article and Find Full Text PDFEur J Med Chem
October 2023
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Kafrelsheikh University, Kafrelsheikh, 33516, Egypt. Electronic address:
Acute myeloid leukemia (AML) stands as one of the most aggressive type of human cancer that can develop rapidly and thus requires immediate management. In the current study, the development of novel derivatives of pyrimido[1,2-a]benzimidazole (5a-p) as potential anti-AML agents is reported. The prepared compounds 5a-p were inspected for their in vitro anti-tumor activity at NCI-DTP and subsequently 5h was selected for full panel five-dose screening to assess its TGI, LC and GI values.
View Article and Find Full Text PDFBioorg Chem
July 2023
School of Chemistry, UNSW Sydney, NSW 2052, Australia. Electronic address:
The MYCN oncogene and histone deacetylases (HDACs) are key driver genes in the childhood cancer, neuroblastoma. We recently described a novel pyridobenzimidazole analogue, SE486-11, which enhanced the therapeutic effectiveness of HDAC inhibitors by increasing MYCN ubiquitination through effects on the deubiquitinase, ubiquitin-specific protease 5 (USP5). Here we describe the synthesis of a novel series of pyrimido[1,2-a]benzimidazole derivatives, and an evaluation of their cytopathic effects against non-malignant and human neuroblastoma cell lines.
View Article and Find Full Text PDFChem Heterocycl Compd (N Y)
May 2021
Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St, Yekaterinburg, 620002 Russia.
The review presents data on the synthesis as well as studies of biological activity of new derivatives of pyrimido[1,2-]benzimidazoles published over the last decade. The bibliography of the review includes 136 sources.
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