1456-19-5

Usage

Uses

Used in Pharmaceutical Synthesis:
2-(2-phenylethenyl)-1H-benzimidazole is used as a reagent in the synthesis of various pharmaceuticals and organic compounds, contributing to the development of new drugs and therapeutic agents.
Used in Antifungal Applications:
In the medical field, 2-(2-phenylethenyl)-1H-benzimidazole is used as an antifungal agent, helping to combat fungal infections by inhibiting the growth and proliferation of fungi.
Used in Anticancer Applications:
2-(2-phenylethenyl)-1H-benzimidazole is used as an anticancer agent, potentially contributing to the treatment of various types of cancer by interfering with cancer cell growth and proliferation.
Used in Antiviral Applications:
2-(2-phenylethenyl)-1H-benzimidazole is also used as an antiviral agent, playing a role in the prevention and treatment of viral infections by inhibiting viral replication and spread.
Used in Treatment of Diabetes and Neurodegenerative Diseases:
2-(2-phenylethenyl)-1H-benzimidazole has been studied for its potential use in treating diabetes and neurodegenerative diseases, suggesting that it may have therapeutic effects on these conditions.
Used in Fluorescent Dye Applications:
In the field of biochemical and medical imaging, 2-(2-phenylethenyl)-1H-benzimidazole is used as a fluorescent dye, aiding in the visualization and detection of specific biological structures and processes.

Upstream product

• 621-82-9 Cinnamic acid 
• 95-54-5 1,2-diamino-benzene 
• 104-55-2 3-phenyl-propenal 
• 4392-24-9 3-bromo-1-phenyl-1-propenyl bromide 
• 13372-81-1 cinnamaldoxime 
• 3839-82-5 cinnamaldehyde semicarbazone 
• 104-54-1 3-Phenylpropenol 
• 88-74-4 2-nitro-aniline 
• 953-21-9 N-(3-phenylallylidene)benzenamine 
• 4360-51-4 cinnamylamine 
• 583-39-1 2,3-dihydrobenzimidazol-2-thione 
• 6783-05-7 trans-2-phenylvinylboronic acid 
• 615-15-6 2-Methyl-1H-benzimidazole 
• 100-52-7 benzaldehyde 

Downstream Products

• 31521-32-1 5-nitro-2-styrylbenzimidazole 
• 19903-48-1 1-ethyl-2-styryl-1H-benzimidazole 
• 2562-94-9 2-(β-styryl)-N-methylbenzimidazole 
• 183243-19-8 1-((diethylamino) methyl)-2-styryl-benzimidazole 
• 1154461-58-1 1-((morpholino) methyl)-2-styryl-benzimidazole 
• 1154461-62-7 1-((piperidin-1-yl) methyl)-2-styryl-benzimidazole 
• 23982-80-1 1-benzyl-2-styryl-1H-benzimidazole 

Relevant academic research and scientific papers

Organocatalytic Green Approach Towards the Fabrication of Fused Benzo N,N-containing Heterocycles Facilitated by Ultrasonic Irradiation

The development of a metal-free protocol for transformations in organic synthesis offers a significant potential environmental benefit. This article reports the exploration of meglumine, a nontoxic and biodegradable amino sugar, as an organocatalyst for the synthesis of biologically active 1H-dibenzo[b,e][1,4]diazepin-1-ones, highly regioselective benzimidazole derivatives and derivatives of quinoxalines. Operational simplicity, mild reaction conditions, shorter reaction times, and use of green solvents are the highlights of this protocol. The advantage of ultrasonic irradiation has been significantly explored for the synthesis of the aforesaid compounds. Furthermore, the multifaceted use of o-phenylenediamine has also been accentuated in the study.

A simple and efficient synthesis of 2-aryl-substituted benzimidazoles

Sodium hydrogen sulfite was used to promote condensation of o-phenylenediamine with aromatic aldehydes in dimethylformamide to obtain the corresponding 2-arylbenzimidazoles. The procedure is simple and convenient, and it implies inexpensive promoter and is characterized by short reaction time and easy purification of the final products.

Mild and highly efficient copper (II) sulfate catalyzed one pot synthesis of 2-aryl benzimidazole using atmospheric air as an oxidant and its antibacterial study

A simple, efficient, and environmentally benign method has been developed for the synthesis of 2-substituted benzimidazole using one pot reaction of o-phenylenediamine with substituted aldehydes in good to excellent yields under mild conditions using low catalyst loading (CuSO4 as the selective catalyst) and atmospheric air as an oxidant. All synthesized compounds were evaluated for their in vitro anti bacterial activity against six microorganisms: Staphylococcus aureus (ATCC 11632), Streptococcus feacalis (clinically isolated), Bacillus cerus (MTCC 7350), Escherichia coli (ATCC 35218), Salmonella typhi (ATCC15499), and Pseudomonas aeruginosa (ATCC 23564). It was observed that all compounds exhibited good to moderate activity as compared to standard drug. The easy setup and purification procedure of this sustainable method and biological importance makes it appealing for bulk industry applications.

A simple KHSO4 promoted synthesis of 2-arylsubstituted benzimidazoles by oxidative condensation of aldehydes with o-phenylenediamine

KHSO4 is used to promote the oxidative condensation of o-phenylenediamine with aldehydes in DMF and afford corresponding 2-substituted benzimidazoles efficiently. Simple and convenient procedure, use of inexpensive promoter, easy purification and shorter reaction time are the advantageous features of this method.{A figure is presented}.

Construction and screening of 2-aryl benzimidazole library identifies a new antifouling and antifungal agent

Biofouling is the undesirable growth of organisms on artificial and natural structures immersed in either seawater or freshwater. It causes huge economic loss and also the global prohibition on known antifouling agents has led to an increased search for safe and effective antifouling agents. In the past, marine natural products have shown tremendous potential by providing new skeletons that could be used as eco-friendly antifouling agents. The library of the 2-aryl benzimidazole core inspired from marine natural products (oroidin and bromoageliferin) was identified and synthesized to explore the antifouling/antifungal properties for the first time. Twelve 2-aryl benzimidazole derivatives were synthesized and evaluated for their antifouling performance against 10 strains of marine biofilm forming bacteria developed on copper panels exposed for 14 days at Dona Paula, Arabian Sea, India. These compounds were also evaluated for their antibacterial and antifungal activities. Two compounds, i.e.4j and 4l, showed a broad spectrum of antifouling activities against nine marine fouling species, whereas 2-(furan-2-yl)-1H-benzo[d] imidazole 4g showed strong antifungal activity against the clinical pathogen Aspergillus niger. Our results reveal that the 2-aryl substituent on the benzimidazole core had strong impact on their biological profile. Moreover, here we report the first study of the benzimidazole library as a target in 10 representative fouling strains.

Synthesis, characterization and potent antimicrobial and antifungal activity of 2-substituted benzimidazole derivatives

Benzimidazole is the heterocyclic compound formed by the fusion of benzene and imidazole ring. Benzimidazole analogs are of great significance because of their clinical application and biological activity. Benzimidazoles are considered as an optimistic class of bioactive heterocyclic compound that possesses a range of biological activities. We have synthesized five substituted Benzimidazole derivative using on both microwave irradiation and conventional heating method. The newly synthesized compounds are characterized by IR, NMR and Mass spectra analysis. In the present study, we have reported the synthesis, spectral studies and biological evaluation of some benzimidazole derivatives. Benzimidazole play important role in medical field with so many pharmacological activities such as antimicrobial, anti bacterial, etc. The potency of this clinically useful drug in treatment in microbial action and other activities has encouraged the development of some more potent and significant compounds.

Cobalt ferrite magnetic nanoparticles as highly efficient catalyst for the mechanochemical synthesis of 2-aryl benzimidazoles

A highly efficient magnetically separable nano cobalt ferrite catalyst was synthesized via the sol-gel auto combustion method, characterized by powder XRD, SEM, TEM, UV–Visible, FT-IR, magnetic study, and BET isotherm analysis. The synthesized material was found to be an efficient heterogeneous Lewis acid catalyst for the synthesis of 2-aryl benzimidazole derivatives via solvent-free mechanochemical synthesis. The notable features of this new protocol include solvent-free reaction, cost-effectiveness, good yields, and environmental friendliness to afford the products within a short reaction time along with easy recovery and reuse of the nano catalyst.

Cd-MOF@PVDF Mixed-Matrix Membrane with Good Catalytic Activity and Recyclability for the Production of Benzimidazole and Amino Acid Derivatives

Mixed-matrix membranes (MMMs) incorporating metal-organic framework crystalline fillers as heterogeneous catalysts for organic transformation reactions have attracted more attention in catalysis science. Herein, a new 3D cadmium metal-organic framework (H3O)·[Cd(dppa)] (1) was first synthesized using the rigid 4-(3,5-dicarboxylphenyl)picolinic acid (H3dppa) as an organic ligand under solvothermal conditions, exhibiting a novel 6,6-connected network and good tolerance to various solvents. After activation, 1 showed good catalytic reactivity and selectivity for the synthesis of benzimidazole derivatives, affording solvent-dependent catalytic activity. Then, using the microcrystals of 1 and poly(vinylidene fluoride) (PVDF) as raw materials, 1@PVDF MMMs were successfully prepared by polymer solution casting. Notably, the integration of MOF and PVDF endows the mixed-matrix membrane 1@PVDF with great advantages in terms of more dispersive Lewis acid catalytic sites and recyclability. As expected, 1@PVDF not only displays good catalytic activity comparable to that of activated 1 but also exhibits remarkable recyclability and continuous usability for the production of benzimidazole and α-or β-amino acid derivatives. To the best of our knowledge, this is the first time that a Cd-based MOF and MMMs have been applied as a catalyst for the production of a β-amino acid. The combination of catalytic MOF and PVDF provides a way to simplify the design of a flow reactor and reduce the costs of manufacturing.

Sulfonic-acid-functionalized activated carbon made from tea leaves as green catalyst for synthesis of 2-substituted benzimidazole and benzothiazole

Abstract: A simple and efficient procedure for synthesis of 2-substituted benzimidazole and benzothiazole has been developed by using sulfonic-acid-functionalized activated carbon as heterogeneous catalyst. The activated material was prepared from matured tea leaf in presence of phosphoric acid as activating agent. The final catalyst was prepared by anchoring –SO3H group on the surface of the activated carbon. The catalyst could be easily recovered and reused for more than three catalytic cycles without significant loss in catalytic activity. The catalytic performance of the catalyst was found to be superior to that of a similar catalyst prepared from montmorillonite K10. Graphical Abstract: [Figure not available: see fulltext.].

p-Toluenesulfonic acid coated natural phosphate as an efficient catalyst for the synthesis of 2-substituted benzimidazole

2-Substituted benzimidazoles are selectively synthesised in high yields via the condensation of o-phenylenediamine derivatives with aldehyde derivatives using catalytic amount of p-toluenesulfonic acid coated natural phosphate (NP/PTSA) under mild conditions. The use of NP/PTSA as a reusable catalyst makes this process simple, convenient, and environmentally friendly.