2620-84-0

Basic information

• Product Name: 1H-Benzimidazole, 2-(4-methoxyphenyl)-1-phenyl-
• CAS NO: 2620-84-0
• Molecular Formula: C20H16N2O
• Molecular Weight: 300.36
• Mol File: 2620-84-0.mol

Chemical Properties

• CAS DataBase Reference: 1H-Benzimidazole, 2-(4-methoxyphenyl)-1-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Benzimidazole, 2-(4-methoxyphenyl)-1-phenyl-(2620-84-0)
• EPA Substance Registry System: 1H-Benzimidazole, 2-(4-methoxyphenyl)-1-phenyl-(2620-84-0)

Safety Data

• Hazardous Substances Data: 2620-84-0(Hazardous Substances Data)

Usage

Chemical structure

A benzimidazole derivative with a phenyl and a 4-methoxyphenyl group

Application

Pharmaceutical research

Use

Building block for the synthesis of potential drug candidates

Pharmacological properties

Antifungal, antitumor, and anti-inflammatory activities

Biological activities

Under investigation

Therapeutic uses

Potential applications in drug discovery and development

Structural characteristics

Valuable target for medicinal chemistry and drug design studies

Upstream product

• 105-64-6 diisopropyl peroxydicarbonate 
• 2393-23-9 4-methoxy-benzylamine 
• 534-85-0 N-phenyl-1,2-benzenediamine 
• 4450-64-0 N₁-phenyl-4-methoxy-1-benzenecarboximidamide 
• 108-94-1 cyclohexanone 
• 874-90-8 4-methoxybenzonitrile 
• 62-53-3 aniline 
• 17004-42-1 1,2-bis(4-methoxybenzyl)disulfide 
• 161455-84-1 4-methoxy-N-(2-(phenylamino)phenyl)benzamide 
• 100-07-2 4-methoxy-benzoyl chloride 
• 100-09-4 4-methoxybenzoic acid 
• 123-11-5 4-methoxy-benzaldehyde 
• 794-94-5 p-Methoxybenzoic anhydride 

Downstream Products

• 175713-98-1 1-phenyl-2-[4-[3-(piperidin-1-yl)propoxy]phenyl]-benzimidazole 
• 175713-97-0 1-phenyl-2-(4-(2-(piperidin-1-yl)ethoxy)phenyl)-1H-benzo[d]imidazole 
• 94212-06-3 4-(1-phenyl-1H-benzo[d]imidazol-2-yl)phenol 

Relevant articles and documents

Molecular Engineering of Phenylbenzimidazole-Based Orange Ir(III) Phosphors toward High-Performance White OLEDs

To develop B-O complementary-color white organic light-emitting diodes (WOLEDs) exhibiting high efficiency and low roll-off as well as color stability simultaneously, we have designed two orange iridium(III) complexes by simply controlling the position of

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.).

N-Heterocyclic Carbene (NHC)-Catalyzed One-Pot Aerobic Oxidative Synthesis of 2-Substituted Benzo[ d ]oxazoles, Benzo[ d ]thiazoles and 1,2-Disubstituted Benzo[ d ]imidazoles

N-Heterocyclic carbene (NHC), generated in situ from easily available N-heterocyclic imidazolium salt with air as terminal oxidant, has successfully been utilized as a cheap and efficient catalyst for one-pot aerobic oxidative synthesis of 2-arylbenzo[ d ]oxazoles, 2-substituted benzo[ d ]thiazoles, and 1,2-disubstituted benzo[ d ]imidazoles.

METHOD FOR THE SYNTHESIS OF BENZAZOLE

PROBLEM TO BE SOLVED: To obtain a benzazole in a short reaction time with high yields. SOLUTION: A method for the synthesis of a benzazole includes a chemical reaction represented by the chemical reaction formula (1) to occur in subcritical water or supercritical water (X is NR6, O, or S. Y is H, OR7, halogen, or NR8R9. R1 to R9 are a C1-C20 aliphatic or aromatic substituent which may have O, N, S, B, Si, halogen, or P (two or more substituents of R1 to R6 may be coupled together, R8 and R9 may be coupled together, and two or more substituents of R1 to R9 may be the same) or H). SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT

Rapid production of benzazole derivatives by a high-pressure and high-temperature water microflow chemical process

A high-pressure and high-temperature (HPHT) water microflow chemical process was utilized for the synthesis of benzazole derivatives. The current approach enables the extremely rapid production of various 2-arylbenzazoles including benzimidazoles, benzoxazoles, and benzthiazole in excellent yields.

A facile color-tuning strategy for constructing a library of Ir(III) complexes with fine-tuned phosphorescence from bluish green to red using a synergetic substituent effect of -OCH3 and -CN at only the C-ring of C∧N ligand

By simply grafting a -CN group and/or a -OCH3 group onto the meta- and/or para-site of the C-ring, a series of Ir(iii) complexes bearing a similar molecular platform of bis(1,2-diphenyl-1H-benzimidazolato-N,C2′)iridium(iii)(acetylacetonate), but showing fine-tuned phosphorescence covering nearly the whole window of the visible spectrum with a wide color-tuning range of 109 nm was acquired. With the help of DFT calculations, it was revealed that if the C-related arene moiety of the C∧N ligand (C-ring) contributes substantially to both the HOMO and LUMO of an Ir(iii) complex, the concurrent introduction of an electron-donating -OCH3 and an electron-withdrawing -CN groups on the C-ring at the meta- and para-sites relative to the Ir atom may lead to a favorable synergetic substituent effect on the color-tuning direction. This may represent a facile yet effective molecular design strategy for Ir(iii) complexes with a desirous emission color. A bluish green organic light-emitting diode (OLED) based on one of the objective complexes displayed a maximum current efficiency of 62.1 cd A-1, an external quantum efficiency of 19.8%, and a brightness of 48-040 cd m-2, implying that high-performance red and blue OLED phosphors as well as libraries of Ir(iii) complexes bearing similar molecular platforms may be developed through this -OCH3 and -CN synergetic substitution strategy.

A Bioinspired Catalytic Aerobic Oxidative C-H Functionalization of Primary Aliphatic Amines: Synthesis of 1,2-Disubstituted Benzimidazoles

Aerobic oxidative C-H functionalization of primary aliphatic amines has been accomplished with a biomimetic cooperative catalytic system to furnish 1,2-disubstituted benzimidazoles that play an important role as drug discovery targets. This one-pot atom-economical multistep process, which proceeds under mild conditions, with ambient air and equimolar amounts of each coupling partner, constitutes a convenient environmentally friendly strategy to functionalize non-activated aliphatic amines that remain challenging substrates for non-enzymatic catalytic aerobic systems.

Synthesis of some fluorescent benzimidazole derivatives using cobalt(ii) hydroxide as highly efficient catalyst-spectral and physico-chemical studies and ESIPT process

Some fluorescent benzimidazole derivatives have been designed and synthesized using cobalt(ii) hydroxide as highly efficient catalyst. Synthesized compounds have been characterized by 1H and 13C-NMR and mass spectral analysis. The so

Optical properties of 1,2-diaryl benzimidazole derivatives - A combined experimental and theoretical studies

Some novel 1,2-diaryl benzimidazole derivatives have been designed, synthesized and characterized by mass, 1H, 13C-NMR spectral studies and single crystal XRD. The charge distribution has been calculated from the atomic charges by no