18249-70-2

Basic information

• Product Name: 1-benzyl-2-(furan-2-yl)-1H-benzo[d]imidazole
• Synonyms: 1-benzyl-2-(furan-2-yl)-1H-benzo[d]imidazole
• CAS NO: 18249-70-2
• Molecular Weight: 274.322
• Mol File: 18249-70-2.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1-benzyl-2-(furan-2-yl)-1H-benzo[d]imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-benzyl-2-(furan-2-yl)-1H-benzo[d]imidazole(18249-70-2)
• EPA Substance Registry System: 1-benzyl-2-(furan-2-yl)-1H-benzo[d]imidazole(18249-70-2)

Safety Data

• Hazardous Substances Data: 18249-70-2(Hazardous Substances Data)

Upstream product

• 6436-22-2 N-phenyl-furan-2-carboximidoyl chloride 
• 10354-48-0 furan-2-carboxylic acid benzylamide 
• 6436-35-7 1-chloro-1-(2-furyl)-3-phenyl-2-azapropene 
• 6436-38-0 N-benzyl-N'-phenylfuran-2-carboximidamide 
• 1929-89-1 furan-2-carboxylic acid phenylamide 
• 3878-19-1 fuberidazole 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 
• 98-01-1 furfural 
• 95-54-5 1,2-diamino-benzene 
• 62-53-3 aniline 
• 59-88-1 phenylhydrazine hydrochloride 
• 2216-75-3 furfural phenylhydrazone 
• 75179-99-6 1-benzyl-2-((furan-2-yl)methylene)-1-phenylhydrazine 

Relevant articles and documents

Part I. Synthesis, biological evaluation and docking studies of new 2-furylbenzimidazoles as antiangiogenic agents

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.

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

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.

Palladium-catalyzed synthesis of benzimidazoles and quinazolinones from common precursors

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