124443-67-0

Usage

Chemical class

benzimidazole derivatives

Structure

a benzene ring fused to an imidazole ring with a fluorophenylmethyl side chain attached to the imidazole ring

Potential applications

pharmaceutical industry as a building block for the synthesis of bioactive compounds, medicinal chemistry for drug discovery and development, agricultural chemistry as a potential pesticide or fungicide, material sciences, and other industrial processes

Interest to researchers

various scientific disciplines

Upstream product

• 84946-20-3 2-chloro-1-(4-fluorobenzyl)-1H-benzimidazole 
• 53746-69-3 N,N-Dimethyl-N'-2-bromphenylformamidin 
• 140-75-0 para-fluorobenzylamine 
• 615-36-1 2-bromoaniline 
• 51-17-2 benzoimidazole 
• 459-46-1 4-Fluorobenzyl bromide 
• 459-57-4 4-fluorobenzaldehyde 
• 95-54-5 1,2-diamino-benzene 
• 352-11-4 1-chloromethyl-4-fluorobenzene 

Downstream Products

• 124443-70-5 [1-[(4-fluorophenyl)methyl]-1H-benzimidazol-2-yl]-4-piperidinylmethanone 
• 1372608-87-1 2-amino-1-(4-fluorobenzyl)-1H-benzo[d]imidazol-6yl acetate 
• 1372608-86-0 2-amino-1-(4-fluorobenzyl)-1H-benzo[d]imidazol-6yl formate 
• 1093981-22-6 2-azido-1-(4-fluorobenzyl)-1H-benzo[d]imidazole 
• 1372608-96-2 1-((4-fluorophenyl)(methoxy)methyl)-1H-benzo[d]imidazol-2-amine 
• 1372608-94-0 6-bromo-1-(4-fluorobenzyl)-1H-benzo[d]imidazol-2-amine 
• 83783-69-1 1-(4-fluorobenzyl)-1H-benzo[d]imidazol-2-amine 

Relevant academic research and scientific papers

Convenient synthesis of N-1-alkyl benzimidazoles via Pd catalyzed C–N bond formation and cyclization

N-1-Alkyl-2-unsubstituted benzimidazoles were directly synthesized by intermolecular coupling of formimidamides with benzylamines; the syntheses were catalyzed by Pd(OAc)2 in one pot, giving rise to moderate to good yields. Aromatic formamidine

Benzimidazolium salts prevent and disrupt methicillin-resistant: Staphylococcus aureus biofilms

Emergence of resistant bacteria encourages us to develop new antibiotics and strategies to compensate for the different mechanisms of resistance they acquire. One of the defense mechanisms of resistant bacteria is the formation of biofilms. Herein we show

Method for synthesizing astemizole key intermediate and derivative thereof

The invention discloses a method for synthesizing an astemizole key intermediate and a derivative thereof. A fluorescence labeling non-metal organic boron-nitrogen lewis acid and base bifunctional compound is adopted as a catalyst, so that pollution caused by heavy metals is effectively avoided; the catalyst can be reclaimed and repeatedly used, and residue amount of the catalyst in a product can be quickly detected; and raw materials are wide in resource, selectivity and yield of a target product are approximate to 100 percent, the catalyst can be repeatedly used for a plurality of times, reaction condition is simple, reaction is easy to operate, cost is low, and a preparation process is green and environmentally friendly.

A planar anthracene–imidazolium/anthracene–benzimidazolium cation system in a spherical polyoxometalate matrix: Synthesis, crystallography and spectroscopy

A series of ion–pair compounds, comprising of Lindqvist type isopolyanions viz., [Mo6O19]2?and [W6O19]2?as the counter anions and anthracene–imidazolium/anthracene–benzimidazolium as counter cations, have been described. Structures of the isolated stoichiometric solids have been unambiguously determined by single crystal X-ray diffraction analysis. In spite of the structural incompatibility between anthracene (planar) and the present polyoxometalate anions (spherical), coulombic and several intermolecular weak interactions, e.g. C–H?O, C–H?π, π–π, etc. compensate the destabilization energy raised due to presence of the structurally mis-matched components in the respective crystal lattices. Single-crystal- as well as powder X-ray-diffraction (PXRD) analyses reveal iso-structural relationship between the hexamolybdates- and hexatungstates-associated ion pair compounds. Conformational variation has been observed in the crystal structures containing benzyl benzimidazolium counter cations. Diffuse reflectance electronic absorption spectral studies are performed to understand the relatively intense color of the title compounds in their solid states in comparison to their respective solution states.

NaBH4-TMEDA and a palladium catalyst as efficient regio- and chemoselective system for the hydrodehalogenation of halogenated heterocycles

The pair NaBH4-TMEDA as hydride source and a palladium catalyst in THF prove to be an efficient system for the hydrodehalogenation of halogenated heterocycles with one or more heteroatoms. In general, Pd(OAc) 2-PPh3 rapidly hydrodehalogenates reactive halo-heterocycles such as bromo-pyridines, -quinolines, -thiophenes, -indoles, -imidazoles, etc., at room temperature in very good yields, whereas in most cases PdCl2(dppf) reduces less reactive halides such as chloro-pyridines, -quinolines, -pyrimidines and bromo-indoles, -benzofurans, etc. Moreover, PdCl2(tbpf) shows to be even more active removing the 2- and 5-chlorine from both thiophene and thiazole rings. The reaction conditions tolerate various functional groups, allowing highly chemoselective reactions in the presence of halide, ester, alkyne, alkene and nitrile substituents. Moreover, with a proper selection of the catalyst it is also possible to obtain a good control in the regioselective hydrodehalogenation of a variety of polyhalogenated substrates.

Photochemical arylation of Bronsted acids with 2-azidobenzimidazole

Irradiation of N-benzylated 2-azidobenzimidazoles at 300 nm in the presence of an excess amount of carboxylic acids results in a novel regioselective synthesis of 2-amino-6-oxybenzimidazoles in isolated yields of 60-70 %. It is also possible to regioselectively introduce 6-bromo, 6-chloro, and 6-triflyloxy groups. Irradiation in dichloromethane in the absence of external nucleophiles revealed that after loss of nitrogen, the benzimidazolylnitrene probably undergoes coarctate ring opening to an N-cyano diaza-o-xylylene intermediate. Photolysis of 2-azidobenzimidazoles in the presence of carboxylic or sulfonic acidsleads to regioselective oxygenation of the 6-position in good yield. Copyright

Synthesis and SAR of 4-(1H-benzimidazole-2-carbonyl)piperidines with dual histamine H1/tachykinin NK1 receptor antagonist activity

A series of 4-(1H-benzimidazole-2-carbonyl)piperidines with dual histamine H1/tachykinin NK1 receptor antagonist activity has been prepared. Factors affecting receptor binding affinities and oral activity in this series are described

ANTIHISTAMINIC PIPERIDINYL BENZIMIDAZOLES

The present invention is directed to a new class of piperidinyl benzimidazole antihistamines which can be described by the following formula: STR1 wherein Y is represented by CO or CHOH; m is an integer from 1 to 2; R is represented by C 1-4 alkyl, C 1-4