2622-73-3

Usage

Uses

Used in Pharmaceutical Industry:
1-Phenyl-2-(4-chlorophenyl)benzimidazole is used as a potential anti-cancer agent due to its ability to target and inhibit the growth of cancer cells. Its unique chemical structure allows it to interact with specific biological targets, making it a promising candidate for the development of novel therapeutic agents.
Used in Agricultural Industry:
1-Phenyl-2-(4-chlorophenyl)benzimidazole is used as an antimicrobial and antifungal agent to protect crops from various pathogens. Its broad-spectrum activity against a range of microorganisms makes it a valuable tool in ensuring crop health and productivity.
Used in Materials Science:
1-Phenyl-2-(4-chlorophenyl)benzimidazole is used as a fluorescent material in organic light-emitting diodes (OLEDs). Its unique optical properties, such as high quantum efficiency and tunable emission wavelengths, make it a promising candidate for the development of next-generation OLED technologies.

Upstream product

• 105-64-6 diisopropyl peroxydicarbonate 
• 122-01-0 4-chloro-benzoyl chloride 
• 534-85-0 N-phenyl-1,2-benzenediamine 
• 119-75-5 2-nitro-N-phenylaniline 
• 873-76-7 para-Chlorobenzyl alcohol 
• 104-88-1 4-chlorobenzaldehyde 
• 46175-04-6 sodium (4-chlorophenyl)(hydroxy)methanesulfonate 
• 39536-36-2 N₁-phenyl-4-chloro-1-benzenecarboximidamide 
• 108-94-1 cyclohexanone 
• 23566-17-8 bis(4-chlorobenzyl)disulfide 
• 108-86-1 bromobenzene 
• 95-54-5 1,2-diamino-benzene 
• 615-42-9 1,2-Diiodobenzene 
• 583-53-9 2,3-dibromobenzene 

Relevant academic research and scientific papers

Ionic-Liquid-Catalyzed Synthesis of Imines, Benzimidazoles, Benzothiazoles, Quinoxalines and Quinolines through C?N, C?S, and C?C Bond Formation

We report the tetramethyl ammonium hydroxide catalyzed oxidative coupling of amines and alcohols for the synthesis of imines under metal-free conditions by utilizing oxygen from air as the terminal oxidant. Under the same conditions, with ortho-phenylene diamines and 2-aminobenzenethiols the corresponding benzimidazoles and benzothiazoles were obtained. Quinoxalines were obtained from ortho-phenylene diamines and 1-phenylethane-1,2-diol, the conditions were then extended to the synthesis of quinoline building blocks by reaction of 2-amino benzyl alcohols either with 1-phenylethan-1-ol or acetophenone derivatives. The formation of C?N, C?S and C?C bonds was achieved under metal-free conditions. A broad range of amines (aromatic, aliphatic, cyclic and heteroaromatic) as well as benzylic alcohols including heteroaryl alcohols reacted smoothly and provided the desired products. The mild reaction conditions, commercially available catalyst, metal-free, good functional-group tolerance, broad range of products (imines, benzimidazoles, benzothiazoles, quinoxalines and quinolines) and applicability at gram scale reactions are the advantages of the present strategy.

Transition-Metal-Free Synthesis of 1,2-diphenyl-1H-benzo[d] Imidazole Derivatives from N-phenylbenzimidamides and Cyclohexanones

A transition-metal-free strategy for the formation of 1,2-diphenyl-1H-benzo[d] imidazoles from N-phenylbenzimidamides and cyclohexanones is introduced. This is the first report on the direct synthesis of 1,2-diphenyl-1H-benzo[d] imidazoles from cyclohexanones and N-phenylbenzimidamides via iodine- promoted oxidative cyclization. Non-aromatic cyclohexanones were smoothly dehydrogenated, and acted as an aryl source using oxygen as a green oxidant. The catalytic use of iodine makes this method quite simple, more economical and convenient. Under optimized conditions, various substituted 1,2-diphenyl-1H-benzo[d] imidazoles were smoothly reacted, and the desired substituted imidazoles were generated with moderate to excellent yields. (Figure presented.).

Sulfur-Catalyzed Oxidative Coupling of Dibenzyl Disulfides with Amines: Access to Thioamides and Aza Heterocycles

In the presence of catalytic amounts of elemental sulfur, dibenzyl disulfide/DMSO was found to be an excellent thiobenzoylating agent of amines to provide a wide range of thioamides. The reaction becomes autocatalytic when anilines substituted by an o-cyclizable group were used as nucleophile, leading to the corresponding 2-aryl aza heterocycles. (Figure presented.).

A one-pot synthesis of 1, 2 - diaryl benzimidazole and its derivatives

The invention discloses a one-pot synthesis method of 1,2-diarylbenzimidazole and derivatives thereof and belongs to the technical field of chemical preparation. The synthesis method comprises the following steps: adding o-phenylenediamine, benzaldehyde and halogeno benzene which are raw materials into a pressure bottle of 50mL according to the ratio of 1:1.2:1, adding a metal catalyst, an alkali, a ligand and an organic solvent, stirring at the temperature of 110-130 DEG C for 16-24 hours to synthesize 1,2-diarylbenzimidazole and derivatives thereof, cooling, filtering, extracting, distilling at a reduced pressure, and carrying out chromatographic separation by using a column to obtain purified products. The one-pot synthesis method disclosed by the invention has the advantages of mild reaction condition, simple post-treatment, high product selectivity and wide substrate expansion range, and in addition, the one-pot synthesis method can be used for constructing polyaryl imidazole compounds and derivatives easily and efficiently.

CuO nanoparticle-catalyzed diaminations for synthesis of benzimidazole derivatives

Copper oxide nanoparticles have been applied as an efficient catalyst for the formation of C–N bonds. They can catalyze diaminations for the regiospecific synthesis of 1,2-disubstituted benzimidazoles from 1,2-dihaloarenes and N-arylamidines. The best per

Tuning the photophysical and electrochemical properties of iridium(III) 2-aryl-1-phenylbenzimidazole complexes

A series of heteroleptic bis-cyclometalated iridium(III) complexes, [Ir(cpbi)2(H2dcbpy)][PF6] (1), [Ir(pbi) 2(H2dcbpy)][PF6] (2), and [Ir(mpbi) 2(H2dcbpy)][PF6] (3), where pbi = 1,2-diphenylbenzimidazole, cpbi = 2-(4-chlorophenyl)-1-phenylbenzimidazole, mpbi = 2-(3,4-dimethoxyphenyl)-1-phenylbenzimidazole, and H2dcbpy = 2,2′-bipyridine-4,4′-dicarboxylic acid has been synthesized and characterized by elemental analysis, 1H, 31P NMR, and high resolution mass-spectra. Molecular structure of complex 3 has been determined from single-crystal X-ray analysis. The complexes exhibit absorption up to 550 nm with molar absorptivities of 2500 M-1 cm-1. They have strong luminescence in broad yellow-to-red region in solutions at room temperature. While chloro-substituent (complex 1) causes a little hypsochromic shift of the absorption maxima compared to unsubstituted 2, introduction of two methoxy-groups (complex 3) gives rise to a bathochromic shift of about 100 nm. Alternating current voltammetry studies of the complexes indicates reversible oxidation and reduction potentials. Calculated excited state oxidation potentials for 1-3 are negative enough to efficiently inject electrons into the conduction band of TiO2 (EF). 2014 Elsevier B.V. All rights reserved.

Conventional and microwave-assisted synthesis of benzimidazole derivatives and their in vitro inhibition of human cyclooxygenase

A large series of 1,2-diaryl-benzimidazole and 2-aryl-1H-benzimidazole derivatives were synthesized with slight differences using both microwave irradiation and conventional heating methods. Usually higher yields and time reactions reduction were obtained

Regiospecific synthesis of 1, 2-disubstituted (hetero)aryl fused imidazoles with tunable fluorescent emission

A palladium-catalyzed two or fourfold amination was established that allows regiospecific synthesis of a diversity-oriented library of 1, 2 disubstituted (hetero)aryl fused imidazoles, and provides an exceptional tool for the discovery of fluorescent scaf

An easy one-step photocatalytic synthesis of 1-aryl-2-alkylbenzimidazoles by platinum loaded TiO2 nanoparticles under UV and solar light

One-pot synthesis of disubstituted benzimidazoles from N-substituted 2-nitroanilines or 1,2-diamines with 3-12 nm-sized platinum particles loaded on the TiO2 using solar and UV-A light is described. 1-Aryl-2-alkylbenzimidazoles from 2-nitrodiphenylamines are formed by combined redox photocatalytic reaction, condensation and catalytic dehydrogenation on Pt-TiO2. In case of diamines, this reaction is proceeded by Pt-TiO2 assisted photocatalytic oxidation of an alcohol and a catalytic dehydrogenation of the intermediate on the surface of platinum nanoparticles. In both cases product formation was achieved by tandem photocatalytic and catalytic reactions on Pt-TiO2.

Methods of treating or preventing interstitial cystitis

PCT No. PCT/US97/03895 Sec. 371 Date Aug. 25, 1998 Sec. 102(e) Date Aug. 25, 1998 PCT Filed Mar. 7, 1997 PCT Pub. No. WO97/33873 PCT Pub. Date Sep. 18, 1997This invention provides methods for the treatment or prevention of interstitial cystitis or urethral syndrome in a mammal which comprise administering to a mammal in need thereof an effective amount of a substituted benzimidazole, or a pharmaceutically acceptable salt or solvate thereof.