50290-45-4Relevant articles and documents
Copper-Catalyzed Domino Synthesis of Benzo[4,5]imidazo[1,2-a]pyrimidin-4(10H)-ones using Cyanamide as a Building Block
Lou, Zhenbang,Wu, Xudong,Yang, Haijun,Zhu, Changjin,Fu, Hua
, p. 3961 - 3968 (2015)
An efficient and practical copper-catalyzed domino synthesis of benzo[4,5]imidazo[1,2-a]pyrimidin-4(10H)-ones has been developed. The protocol uses N-(2-halophenyl)-3-alkylpropiolamides and cyanamide as the starting materials, inexpensive copper(I) iodide and pipecolinic acid as the catalyst and ligand, and the corresponding products were obtained in moderate to good yields.
Microwave assisted synthesis of dihydrobenzo[4,5]imidazo[1,2-a]pyrimidin-4- ones; Synthesis, in vitro antimicrobial and anticancer activities of novel coumarin substituted dihydrobenzo[4,5]imidazo[1,2-a]pyrimidin-4-ones
Puttaraju, Kallimeledoddi B.,Shivashankar, Kalegowda,Chandra,Mahendra,Rasal, Vijaykumar P.,Venkata Vivek, Ponnuru N.,Rai, Khushboo,Chanu, Maibam Beebina
, p. 316 - 322 (2013/10/08)
The present article describes the synthesis of dihydrobenzo[4,5]imidazo[1, 2-a]pyrimidin-4-one (2a-h) under microwave irradiation. The product was obtained in excellent yield (74-94%) in a shorter reaction time (2 min). These molecules (2a, b) further reacted with various substituted 4-bromomethylcoumarins (3a-f) to yield a new series of coumarin substituted dihydrobenzo[4,5]imidazo[1,2-a] pyrimidin-4-ones (4a-h). The structure of all the synthesized compounds were confirmed by spectral studies and screened for their in vitro antibacterial activity against three Gram-positive bacteria viz., Staphylococcus aureus, Enterococcus faecalis, Streptococcus mutans and three Gram-negative bacteria viz., Escherichia coli, Klebsiella pneumonia, Pseudomonas aeruginosa and antifungal activity against Candida albicans, Aspergillus niger, Aspergillus fumigatus, Aspergillus flavus, Fusarium oxysporum, Penicilliumchrysogenum and anticancer activity against Dalton's Ascitic Lymphoma (DAL) cell line. In general, all the compounds possessed better antifungal properties than antibacterial properties. The coumarin substituted dihydrobenzo[4,5]imidazo[1,2- a]pyrimidin-4-one (4g) (R = i-Pr, R1 = 6-Cl) was found to be the most potent cytotoxic compound (88%) against Dalton's Ascitic Lymphoma cell line at the concentration of 100 μg/mL.
Generation of 500-member library of 10-alkyl-2-R1,3-R 2-4,10-dihydrobenzo[4,5]imidazo[1,2-a]pyrimidin-4-ones
Sirko, Svetlana M.,Gorobets, Nikolay Yu.,Musatov, Vladimir I.,Desenko, Sergey M.
experimental part, p. 5223 - 5234 (2010/03/30)
Representative benzimidazopyrimidinones were previously reported to be intercalating antitumor agents. In this work, we used 2-substituted 4,10-dihydrobenzo [4,5]imidazo[1,2-a]pyriminin-4-ones for their diversification by regioselective alkylation. Under
Synthesis and characterization of some novel 2-(trifluoromethyl)pyrimido- [1,2-a]benzimidazoles and pyrimido[1,2-a]benzimidazol-2H-ones of biological interest
Zanatta, Nilo,Amaral, Simone S.,Esteves-Souza, Andressa,Echevarria, Aurea,Brondani, Patricia B.,Flores, Darlene C.,Bonacorso, Helio G.,Flores, Alex F. C.,Martins, Marcos A. P.
, p. 2305 - 2312 (2008/02/02)
The synthesis of some potentially active 2-(trifluoromethyl)pyrimido [1,2-a]benzimidazoles and pyrimido[1,2-a]benzimidazol-2(1H)-ones by the cyclization of 4-alkoxyvinyl trifluoro(chloro)methyl ketones with 2-aminobenzimidazole is described. The structure