53314-17-3

Basic information

• Product Name: 2-(4-CHLOROPHENYL)-5-METHYL-1H-BENZO[D]IMIDAZOLE
• Synonyms: 2-(4-CHLOROPHENYL)-5-METHYL-1H-BENZO[D]IMIDAZOLE;2-(4-Chlorophenyl)-5-methyl-1H-benzoimidazole;2-(4-Chlorophenyl)-5-MethylbenziMidazole, 95%;2-(4-chlorophenyl)-6-methyl-1H-benzimidazole
• CAS NO: 53314-17-3
• Molecular Formula: C₁₄H₁₁ClN₂
• Molecular Weight: 242.7
• Mol File: 53314-17-3.mol
• Article Data: 42

Chemical Properties

• Melting Point: 224-225 °C
• Boiling Point: 431.2±47.0 °C(Predicted)
• Appearance: /
• Density: 1.286±0.06 g/cm3(Predicted)
• PKA: 11.28±0.10(Predicted)
• CAS DataBase Reference: 2-(4-CHLOROPHENYL)-5-METHYL-1H-BENZO[D]IMIDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-CHLOROPHENYL)-5-METHYL-1H-BENZO[D]IMIDAZOLE(53314-17-3)
• EPA Substance Registry System: 2-(4-CHLOROPHENYL)-5-METHYL-1H-BENZO[D]IMIDAZOLE(53314-17-3)

Safety Data

• Hazardous Substances Data: 53314-17-3(Hazardous Substances Data)

Usage

General Description

The chemical 2-(4-chlorophenyl)-5-methyl-1H-benzo[d]imidazole is a heterocyclic compound with a benzimidazole core structure. It contains a 4-chlorophenyl group and a methyl group, both of which are attached to the benzimidazole ring. This chemical compound has potential pharmacological and biological activities, and may be used in drug discovery and development. Studies have shown that benzimidazole derivatives have a wide range of biological activities, including antimicrobial, antiviral, antitumor, and anti-inflammatory properties, making this compound of interest for further research and potential applications in the pharmaceutical industry.

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Relevant articles and documents

Selective C-C bonds formation, N-alkylation and benzo[d]imidazoles synthesis by a recyclable zinc composite

Earth abundant metals are much less expensive, promising, valuable metals and could be served as catalysts for the borrowing hydrogen reaction, dehydrogenation and heterocycles synthesis, instead of noble metals. The uniformly dispersed zinc composites were designed, synthesized and carefully characterized by means of XPS, EDS, TEM and XRD. The resulting zinc composite showed good catalytic activity for the N-alkylation of amines with amines, ketones with alcohols in water under base-free conditions, while unsaturated carbonyl compounds could also be synthesized by tuning the reaction conditions. Importantly, it was the first time to realize the synthesis of 2-aryl-1H-benzo[d]imidazole derivatives by using this zinc composite under green conditions. Meanwhile, this zinc catalyst could be easily recovered and reused for at least five times.

Synthesis, bioevaluation and docking studies of some 2-phenyl-1H-benzimidazole derivatives as anthelminthic agents against the nematode Teladorsagia circumcincta

Gastrointestinal nematode infections are the main diseases in herds of small ruminants. Resistance to the main established drugs has become a worldwide problem. The purpose of this study is to obtain and evaluate the in vitro ovicidal and larvicidal activity of some 2-phenylbenzimidazole derivatives on susceptible and resistant strains of Teladorsagia circumcincta. Compounds were prepared by known procedures from substituted o-phenylenediamines and arylaldehydes or intermediate sodium 1-hydroxyphenylmethanesulfonate derivatives. Egg Hatch Test (EHT), Larval Mortality Test (LMT) and Larval Migration Inhibition Test (LMIT) were used in the initial screening of compounds at 50 μM concentration, and EC50 values were determined for the most potent compounds. Cytotoxicity evaluation of compounds was conducted on human Caco-2 and HepG2 cell lines to calculate their Selectivity Indexes (SI). At 50 μM concentration, nine out of twenty-four compounds displayed more than 98% ovicidal activity on a susceptible strain, and four of them showed more than 86% on one resistant strain. The most potent ovicidal benzimidazole (BZ) 3 showed EC50 = 6.30 μM, for the susceptible strain, while BZ 2 showed the lowest EC50 value of 14.5 μM for the resistant strain. Docking studies of most potent compounds in a modelled Teladorsagia tubulin indicated an inverted orientation for BZ 1 in the colchicine binding site, probably due to its fair interaction with glutamic acid at codon 198, which could justify its inactivity against the resistant strain of T. circumcincta.

"Metal-Free" Nanoassemblies of AIEE-ICT-Active Pyrazine Derivative: Efficient Photoredox System for the Synthesis of Benzimidazoles

Supramolecular nanoassemblies of an AIEE-ICT-active pyrazine derivative (TETPY) having strong absorption in the visible region and excellent transportability have been utilized as an efficient photoredox catalytic system for the synthesis of a variety of benzimidazoles having electron-withdrawing/electron-releasing/aliphatic groups under "metal-free"conditions. The reaction protocol involves the successful harvesting of visible light by TETPY assemblies to catalyze the coupling of o-phenylenediamine/substituted diamines and substituted aromatic/heterocyclic/aliphatic aldehydes under aerial conditions using mixed aqueous media as the reaction solvent. TETPY assemblies could activate aerial oxygen to generate superoxide for completing the vital proton abstraction step without the need for any external metal/base/oxidant. Moreover, all the products are purified by recrystallization from organic solvents. The TETPY assemblies also exhibited high efficiency in catalyzing the synthesis of 2-substituted benzothiazoles and quinazolines in excellent yields.