18249-70-2Relevant academic research and scientific papers
Part I. Synthesis, biological evaluation and docking studies of new 2-furylbenzimidazoles as antiangiogenic agents
Temirak, Ahmed,Shaker, Yasser M.,Ragab, Fatma A.F.,Ali, Mamdouh M.,Ali, Hamed I.,El Diwani, Hoda I.
, p. 868 - 880 (2014)
2-(2-Furyl)-1H-benzimidazoles 3-11 were synthesized and tested for their in vitro VEGF inhibition in MCF-7 cancer cell line. Compound 5a was more potent than Tamoxifen, and compounds 3b, 5a, 5c, 6b, 7a and 10 showed promising potency. Furthermore, compounds (6b, 7a and 10) showed remarkable selective inhibition of COX-2 enzyme close to that of Celecoxcib. Additionally, docking studies were performed using AutoDock 4.2 into the VEGFR2 kinase. Significant correlation exists between the biological activity (IC50 and %VEGF inhibition) against MCF-7 cell line and the molecular docking results (Ki and ΔGb) with correlation coefficients (R2) of 0.5513 and 0.4623 respectively. Accordingly, most of the synthesized 2-(2-furyl)-1H-benzimidazoles showed strong antiangiogenic activity against VEGFR2 kinase.
Preparation method of benzimidazole compounds in sterilizing agent and pesticide
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Paragraph 0050-0052; 0064-0071, (2021/03/03)
The invention provides a new synthesis method of benzimidazole compounds which can be applied to preparation of disinfectants and pesticides, and the benzimidazole compounds are synthesized by using oxalyl diamine compounds which are simple and easy to prepare as ligands and using CuI to catalyze o-amide substituted chlorinated aryl compounds. The method has the advantages that a reaction system is cheap and easy to prepare, the method can be suitable for industrial production, and reaction conditions are mild. In addition, the reaction also has the advantages of low catalyst and ligand equivalents, simplicity, convenience, economy, wide substrate application range and the like. The benzimidazole compound obtained by the preparation method can be used as a killing agent and a pesticide bactericide.
Metal-free selective synthesis of 2-substituted benzimidazoles catalyzed by Br?nsted acidic ionic liquid: Convenient access to one-pot synthesis of N-alkylated 1,2-disubstituted benzimidazoles
Senapak, Warapong,Saeeng, Rungnapha,Jaratjaroonphong, Jaray,Promarak, Vinich,Sirion, Uthaiwan
, p. 3543 - 3552 (2019/05/29)
A novel efficient method for the selective synthesis of 2-substituted benzimidazoles is described through condensation reaction of o-phenylenediamines with a wide rang of aliphatic, aromatic and heteroaromatic aldehyde substrates using Br?nsted acidic ionic liquid as a reusable catalyst under metal-free conditions at ambient temperature. Notably, Dodecylimidazolium hydrogen sulfate ([DodecIm][HSO4]) is the most efficient catalyst for good to excellent yields of the corresponding products (up to 98%). Subsequently, this protocol was successfully applied for the preparation of N-alkylated 1,2-disubstituted benzimidazoles in high to excellent yields via sequential one-pot reaction. In addition, catalysts are recycled at least four times without significant loss in activity.
Solvent/oxidant-switchable synthesis of multisubstituted quinazolines and benzimidazoles via metal-free selective oxidative annulation of arylamidines
Lin, Jian-Ping,Zhang, Feng-Hua,Long, Ya-Qiu
, p. 2822 - 2825 (2014/06/23)
A fast and simple divergent synthesis of multisubstituted quinazolines and benzimidazoles was developed from readily available amidines, via iodine(III)-promoted oxidative C(sp3)-C(sp2) and C(sp 2)-N bond formation in nonpolar and polar solvents, respectively. Further selective synthesis of quinazolines in polar solvent was realized by TEMPO-catalyzed sp3C-H/sp2C-H direct coupling of the amidine with K2S2O8 as the oxidant. No metal, base, or other additives were needed.
Palladium-catalyzed synthesis of benzimidazoles and quinazolinones from common precursors
Sadig, Jessie E. R.,Foster, Radleigh,Willis, Michael C.,Wakenhut, Florian
, p. 9473 - 9486,14 (2012/12/12)
N-(o-Halophenyl)imidoyl chlorides and the corresponding imidates are easily prepared and can be utilized as complementary precursors for the synthesis of important heterocycles. The synthesis of N-substituted benzimidazoles was possible from the palladium
Copper-mediated synthesis of substituted 2-aryl-N-benzylbenzimidazoles and 2-arylbenzoxazoles via C-H functionalization/C-N/C-O bond formation
Guru, Murali Mohan,Ali, Md Ashif,Punniyamurthy, Tharmalingam
, p. 5295 - 5308 (2011/08/05)
An efficient method for the transformation of N-benzyl bisarylhydrazones and bisaryloxime ethers to functionalized 2-aryl-N-benzylbenzimidazoles and 2-arylbenzoxazoles is described. The protocol involves a copper(II)-mediated cascade C-H functionalization/C-N/C-O bond formation under neutral conditions. Substrates having either electron-donating or -withdrawing substituents undergo the cyclization to afford the target heterocycles at moderate temperature.
