91709-01-2

Upstream product

• 95-54-5 1,2-diamino-benzene 
• 16414-04-3 1-benzimidazol-2-ylethanol 
• 71-43-2 benzene 
• 34580-82-0 2-(1-methoxyethyl)-1H-benzo[d]imidazole 
• 492-37-5 hydratropic acid 
• 100-42-5 styrene 
• 51-17-2 benzoimidazole 

Downstream Products

• 1026017-67-3 C₁₅H₁₄N₂ 
• 1026017-84-4 C₁₅H₁₄N₂ 
• 91709-05-6 N-<(2,4-dinitrophenyl)thio>-2-(1-phenylethyl)benzimidazole 

Relevant academic research and scientific papers

Reactions of 2-carbonyl- And 2-hydroxy(or methoxy)alkylsubstituted benzimidazoles with arenes in the superacid CF3SO3H. NMR and DFT studies of dicationic electrophilic species

Reactions of 2-carbonyl- and 2-hydroxy(or methoxy)alkylbenzimidazoles with arenes in the Br?nsted superacid TfOH resulted in the formation of the corresponding Friedel-Crafts reaction products, 2-diarylmethyl and 2-arylmethyl-substituted benzimidazoles, in yields up to 90%. The reaction intermediates, protonated species derived from starting benzimidazoles in TfOH, were thoroughly studied by means of NMR and DFT calculations and plausible reaction mechanisms are discussed.

Synthesis and biological evaluation of benzimidazole derivatives as potent AMP-activated protein kinase activators

Design, synthesis and structure-activity relationships of benzimidazole derivatives as activators of the AMP-activated protein kinase (AMPK) are presented in this paper. AMPK is the central component of a protein kinase cascade that plays a key role in the regulation of energy balance. Once activated, AMPK initiates a series of responses that are aimed at restoring the energy balance of the cell and recent studies have indicated that AMPK plays an important role in regulation of the whole-body energy metabolism. The following study based on the lead compound S27847 involved modification of three regions of this compound. Preliminary structure-activity relationships are being described.

Conversion of sterically hindered diacylated 1,2-phenylenediamines into 2-substituted benzimidazoles

A series of bulky 2-substituted benzimidazoles was designed in order to find new leads for several biological targets. Formation by cyclodehydration from their monoacylated counterparts was shown to be strongly dependent upon the nature of the acyl group. In the case of a dicyclohexylmethyl group, cycllzation was only observed in a p-toluenesulfonic acid/toluene mixture from the symmetrical diacylated precursor. Analysis of the mechanism was begun starting from mixed diacylated derivatives.

Intermolecular coupling of isomerizable alkenes to heterocycles via rhodium-catalyzed C-H bond activation

This reports first intermolecular coupling of unactivated alkenes, including isomerizable alkenes, to a range of heterocycles using a Rh(I) catalyst. A variety of functional groups were incorporated, including esters, nitriles, and acetals. The intermolec

N-(Arylthio)benzimidazoles. Torsional Barriers and 1,3-Rearrangement

A series of N-benzimidazoles has been prepared by reaction of 2,4-dinitrobenzenesulfenyl chloride with a series of 2-alkylbenzimidazoles and 5(6)-chloro-2-alkylbenzimidazoles.Dynamic NMR spectroscopy was used to measure the torsional barriers about the N-S bonds, which were in the range of ca. 19-20 kcal/mol.In one case, diastereomeric transformation and conventional kinetics were used to obtain an independent measure of the torsional barrier.The kinetics of 1,3 rearrangement of the arylthio group from one nitrogen to another suggested that the rearrangement proceeds via a bimolecular mechanism.

STEREOCHEMISTRY IN TRIVALENT NITROGEN COMPOUNDS. 40. TORSIONAL BARRIERS IN N-2,4-DINITROBENZENESULFENYLBENZIMIDAZOLES.

N-2,4-Dinitrobenzenesulfenylbenzimidazoles exhibit substantial barriers to torsion about the sulfur-nitrogen bond (ca 19 kcal/mole).