2622-61-9

Basic information

• Product Name: 1-(4-METHOXYPHENYL)-1H-BENZOIMIDAZOLE
• Synonyms: 1-(4-METHOXYPHENYL)-1H-BENZOIMIDAZOLE;1-(4-methoxyphenyl)benzimidazole
• CAS NO: 2622-61-9
• Molecular Formula: C₁₄H₁₂N₂O
• Molecular Weight: 224.26
• Product Categories: pharmacetical
• Mol File: 2622-61-9.mol
• Article Data: 92

Chemical Properties

• Boiling Point: 398.1 °C at 760 mmHg
• Flash Point: 194.6 °C
• Appearance: /
• Density: 1.15 g/cm³
• Vapor Pressure: 1.51E-06mmHg at 25°C
• Refractive Index: 1.615
• CAS DataBase Reference: 1-(4-METHOXYPHENYL)-1H-BENZOIMIDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-METHOXYPHENYL)-1H-BENZOIMIDAZOLE(2622-61-9)
• EPA Substance Registry System: 1-(4-METHOXYPHENYL)-1H-BENZOIMIDAZOLE(2622-61-9)

Safety Data

• Hazardous Substances Data: 2622-61-9(Hazardous Substances Data)

Usage

Description

1-(4-METHOXYPHENYL)-1H-BENZOIMIDAZOLE, with the chemical formula C14H12N2O, is a benzimidazole derivative featuring a 4-methoxyphenyl substituent. 1-(4-METHOXYPHENYL)-1H-BENZOIMIDAZOLE has garnered attention for its potential pharmaceutical properties, such as anti-inflammatory and anti-tumor activities. Additionally, it serves as a valuable building block in the synthesis of various organic compounds and holds promise for further exploration in both medicinal and organic chemistry.

Uses

Used in Pharmaceutical Applications:
1-(4-METHOXYPHENYL)-1H-BENZOIMIDAZOLE is used as a pharmaceutical compound for its potential anti-inflammatory and anti-tumor activities. Its unique structure allows it to interact with specific biological targets, making it a promising candidate for the development of new drugs to treat various diseases.
Used in Organic Synthesis:
In the field of organic chemistry, 1-(4-METHOXYPHENYL)-1H-BENZOIMIDAZOLE is used as a building block for the synthesis of other organic compounds. Its versatile structure enables the creation of a wide range of molecules with diverse properties and applications.
Used in Medicinal Chemistry Research:
1-(4-METHOXYPHENYL)-1H-BENZOIMIDAZOLE is utilized in medicinal chemistry research to explore its potential as a therapeutic agent. Its anti-inflammatory and anti-tumor properties make it an attractive candidate for further study and development, with the aim of discovering new treatments for various medical conditions.
Used in Industrial Applications:
Beyond its pharmaceutical and chemical applications, 1-(4-METHOXYPHENYL)-1H-BENZOIMIDAZOLE may also have potential uses in other industries. Its unique properties could be harnessed for various purposes, such as in the development of new materials or technologies, although further research would be required to fully understand and exploit these potential applications.

InChI:InChI=1/C14H12N2O/c1-17-12-8-6-11(7-9-12)16-10-15-13-4-2-3-5-14(13)16/h2-10H,1H3

Upstream product

• 51-17-2 benzoimidazole 
• 5720-07-0 4-methoxyphenylboronic acid 
• 35692-27-4 triethoxy(4-methoxyphenyl)silane 
• 25914-22-1 N-(4-methoxyphenyl)benzene-1,2-diamine 
• 3473-63-0 formamidine acetic acid 
• 19231-06-2 4,4'-dimethoxy-diphenyliodonium bromide 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 696-62-8 para-iodoanisole 
• 54381-13-4 2-nitro-4'-methoxydiphenylamine 
• 149-73-5 trimethyl orthoformate 
• 104-94-9 4-methoxy-aniline 
• 1493-27-2 ortho-nitrofluorobenzene 
• 429-41-4 tetrabutyl ammonium fluoride 
• 623-12-1 4-chloromethoxybenzene 

Downstream Products

• 85346-48-1 [1-(4-Methoxy-phenyl)-1H-benzoimidazol-2-yl]-methanol 
• 1372155-57-1 1-(4-methoxyphenyl)-2-phenethyl-1H-benzo[d]imidazole 
• 1372155-72-0 1-(4-methoxyphenyl)-2-(1-phenylethyl)-1H-benzo[d]imidazole 
• 1399479-95-8 3-methoxy-5,6-diphenylbenzo[4,5]imidazo[1,2-a]quinoline 
• 1399481-11-8 C₂₇H₁₄⁽²⁾H₄N₂ 
• 39778-15-9 1-(4-methoxyphenyl)-3-methylbenzimidazol-3-ium iodide 

Relevant articles and documents

Methanol as the C1source: Redox coupling of nitrobenzenes and alcohols for the synthesis of benzimidazoles

We present an operationally simple redox coupling for the synthesis of N-1 substituted benzimidazoles using feedstock building block 2-nitroaniline derivatives as the precursors and methanol as the C1 source. Higher atom, step, and redox economies and exc

Synthesis, crystal structure, and catalytic activity of bridged-bis(N-heterocyclic carbene) palladium(II) complexes in selective Mizoroki-Heck cross-coupling reactions

A series of three 1,3-propanediyl bridged bis(N-heterocyclic carbene)palladium(II) complexes (Pd-BNH1, Pd-BNH2, and Pd-BNH3), with + I effect order of the N-substituents of the ligand (isopropyl > benzyl > methoxyphenyl), was the subject of a spectroscopic, structural, computational and catalytic investigation. The bis(NHC)PdBr2 complexes were evaluated in Mizoroki-Heck coupling reactions of aryl bromides with styrene or acrylate derivatives and showed high catalytic efficiency to produce diarylethenes and cinnamic acid derivatives. The X-ray structure of the most active palladium complex Pd-BNH3 shows that the Pd(II) center is bonded to the two carbon atoms of the bis(N-heterocyclic carbene) and two bromide ligands in cis position, resulting in a distorted square planar geometry. The NMR data of Pd-BNH3 are consistent with a single chair-boat rigid conformer in solution with no dynamic behavior of the 8-membered ring palladacycle in the temperature range 25–120 °C. The catalytic activities of three Pd-bridged bis(NHC) complexes in the Mizoroki-Heck cross-coupling reactions were not found to have a direct correlation with +I effect order of the N-substituents of the ligand. However, a direct correlation was found between the DFT calculated absolute softness of the three complexes with their respective catalytic activity. The highest calculated softness, in the case of Pd-BNH3, is expected to favor the coordination steps of both the soft aryl bromides and alkenes in the Heck catalytic cycle.

Efficient NIR electrochemiluminescent dyes based on ruthenium(ii) complexes containing an N-heterocyclic carbene ligand

Three new ruthenium(ii) complexes containing an N-heterocyclic carbene (NHC) ligand (RuNHC) have been successfully synthesized and proved to be efficient near-infrared (NIR) ECL (electrogenerated chemiluminescence) luminophores. In addition to the advanta