955-41-9

Basic information

• Product Name: 1H-benzimidazol-2-yl(phenyl)methanone
• Synonyms: 1H-Benzimidazol-2-yl(phenyl)methanone; methanone, 1H-benzimidazol-2-ylphenyl-
• CAS NO: 955-41-9
• Molecular Formula: C₁₄H₁₀N₂O
• Molecular Weight: 222.242
• Mol File: 955-41-9.mol

Chemical Properties

• Boiling Point: 439.7°C at 760 mmHg
• Flash Point: 220.1°C
• Density: 1.283g/cm³
• Vapor Pressure: 6.26E-08mmHg at 25°C
• Refractive Index: 1.692
• CAS DataBase Reference: 1H-benzimidazol-2-yl(phenyl)methanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-benzimidazol-2-yl(phenyl)methanone(955-41-9)
• EPA Substance Registry System: 1H-benzimidazol-2-yl(phenyl)methanone(955-41-9)

Safety Data

• Hazardous Substances Data: 955-41-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1H-benzimidazol-2-yl(phenyl)methanone is used as a pharmaceutical compound for its potential anti-inflammatory and anti-cancer properties. It is being studied for its ability to treat various diseases and conditions, such as diabetes and neurodegenerative disorders.
Used in Drug Development:
1H-benzimidazol-2-yl(phenyl)methanone is used as a drug development candidate due to its potential pharmacological activities. Its versatile nature makes it a promising compound for the development of new medications to address a range of health issues.

Upstream product

• 621-72-7 2-benzylbenzimidazole 
• 127581-51-5 2-cyano-1,3-dibenzoyl-2,3-dihydrobenzimidazole 
• 50-97-5 (1H-benzimidazol-2-yl)phenylmethanol 
• 64-19-7 acetic acid 
• 860469-26-7 1-(dimethoxymethyl)-1H-benzo[d]imidazol 
• 93-58-3 benzoic acid methyl ester 
• 93-89-0 benzoic acid ethyl ester 
• 122-51-0 orthoformic acid triethyl ester 
• 95-54-5 1,2-diamino-benzene 
• 51-17-2 benzoimidazole 
• 611-71-2 MANDELIC ACID 
• 98-88-4 benzoyl chloride 
• 22501-45-7 1,2-dibenzoylbenzimidazole 
• 1074-12-0 phenylglyoxal hydrate 

Downstream Products

• 132499-97-9 BINPHTS 
• 1219-73-4 1-(benzimidazol-2-yl)-1-phenylethanol 
• 22501-45-7 1,2-dibenzoylbenzimidazole 
• 89521-84-6 2-(2-phenyl-1,3-dioxolan-2-yl)-1H-benzimidazole 
• 133303-50-1 3-(2-benzimidazolylcarbonyl)benzenesulfonic acid 
• 344866-89-3 4,5-dihydro-1-phenyl-1,4-epoxy-1H,3H <1,4> oxazepino <4,3-a> benzimidazole 
• 56969-22-3 C₁₇H₁₄N₂O₂ 
• 56969-22-3 C₁₇H₁₄N₂O₂ 
• 25561-63-1 2-(2-benzoyl-1H-benzimidazol-1-yl)-1-phenylethanone 
• 76099-45-1 2-(2-phenyl-1,3-dioxolan-2-yl)-1-(oxiran-1-yl-methyl)-1H-benzimidazole 
• 74549-21-6 3-(2-benzoyl-benzimidazol-1-yl)-propanol 
• 76099-31-5 4,5-dihydro-1-phenyl-1,4-epithio-1H,3H-<1,4> oxazepino <4,3-a> benzimidazole 
• 76099-30-4 4,5-dihydro-1-phenyl-1,4-epoxy-1H,3H-<1,4> thiazepino <4,3-a> benzimidazole 
• 76099-40-6 4,5-dihydro-1-methoxy-1-phenyl-1H,3H-<1,4> oxazepino <4,3-a> benzimidazole 

Relevant articles and documents

Metal complex Organic electroluminescent device and application thereof

The metal complex disclosed by the invention is obtained through a preparation process of a modified pyrazine as a core, a cyclization, coordination and the like; meanwhile, the metal complex is good in light emission efficiency, material is easy to prepa

Benzimidazoles and benzothiazoles from styrenes and N-vinylimidazole via palladium catalysed oxidative C[dbnd]C and C[sbnd]N bond cleavage

Herein we report a first, palladium catalyzed, one-pot methodology for the synthesis of pharmacologically important benzimidazoles and benzothiazoles from readily available terminal aromatic olefins. The process involves sequential C[dbnd]C/C[sbnd]N bond cleavage followed by C[sbnd]N/C[sbnd]S bond formation.

Synthesis of 1-aryl-3H-[1,2,5]triazepino[5,4-a]benzimidazol-4(5H)-ones and quantum chemical investigation of the rotamers of the Boc-protected hydrazide key intermediate

3H-[1,2,5]Triazepino[5,4-a]benzimidazol-4(5H)-ones were obtained in five steps involving C-acylation of benzimidazole, its N-alkylation with ethyl bromoacetate, the ester hydrolysis, condensation with BocNHNH2, and the acid-catalyzed heterocycl

Selective synthesis of (1: H-benzo [d] imidazol-2-yl)(phenyl)methanone and quinoxaline from aromatic aldehyde and o-phenylenediamine

We have designed a general, inexpensive, and versatile method for the synthesis of (1H-benzo[d]imidazol-2-yl)(phenyl)methanone and the formation of C-N bonds via an aromatic aldehyde and o-phenylenediamine. In the presence of N,N-dimethylformamide/sulfur, (1H-benzo[d]imidazol-2-yl)(phenyl)methanone was obtained; however, in the absence of sulfur, quinoxaline was obtained in 1,4-dioxane. A wide range of quinoxalines and (1H-benzo[d]imidazol-2-yl)(phenyl)methanones was obtained under mild conditions.

Method for simply and conveniently synthesizing heterocyclic aryl ketone compound

The invention discloses a method for simply and conveniently synthesizing a heterocyclic aryl ketone compound, and belongs to the technical field of the organic chemistry. The method comprises the following steps: using a benzyl heterocyclic compound as a reaction raw material, in a polar solvent, heating and reacting in an oxygen atmosphere, to obtain a multi-substituted ketone compound. The method is capable of using molecular oxygen as an oxidizing agent, green and environmental, and capable of preparing ketone by directly promoting selective oxidation and functionalization of a Csp3-H bond, and broadening a synthetic method for the ketone compound.

Aerobic Oxygenation of Alkylarenes over Ultrafine Transition-Metal-Containing Manganese-Based Oxides

The oxygenation of alkylarenes to the corresponding aryl ketones is an important reaction, and the development of efficient heterogeneous catalysts that can utilize O2 as the sole oxidant is highly desired. In this study, we developed an efficient alkylarene oxygenation process catalyzed by ultrafine transition-metal-containing Mn-based oxides with spinel or spinel-like structures (M-MnOx, M=Fe, Co, Ni, Cu). These M-MnOx catalysts were prepared by a low-temperature reduction method in 2-propanol-based solutions using tetra-n-butyl ammonium permanganate (TBAMnO4) as the Mn source, and they exhibited high Brunauer–Emmett–Teller surface areas (typically >400 m2 g?1). Using fluorene as the model substrate, the catalytic activities of M-MnOx and Mn3O4 were compared. The catalytic activities of M-MnOx were significantly higher than that of Mn3O4, which demonstrates that the incorporation of transition metals in manganese oxide was critical. Among the series of M-MnOx catalysts examined, Ni-MnOx exhibited the highest catalytic activity for the oxygenation. In addition, the catalytic activity of Ni-MnOx was higher than that of a physical mixture of Mn3O4 and NiO. Furthermore, Ni-MnOx exhibited a broad substrate scope with respect to various types of structurally diverse (hetero)alkylarenes (16 examples). The observed catalysis was truly heterogeneous, and the Ni-MnOx catalyst was reusable for the oxygenation of fluorene at least three times and its high catalytic performance was preserved, for example, the reaction rate, final product yield, and product selectivity. The present Ni-MnOx-catalyzed oxygenation process is possibly initiated by a single-electron oxidation process, and herein a plausible oxygen-transfer mechanism is proposed based on several pieces of experimental evidence.

Design, synthesis, structure-activity relationships study and X-ray crystallography of 3-substituted-indolin-2-one-5-carboxamide derivatives as PAK4 inhibitors

We have previously described the identification of indolin-2-one-5-carboxamides as potent PAK4 inhibitors. This study expands the structure-activity relationships on our original series by presenting several modifications in the lead compounds, 2 and 3. A series of novel derivatives was designed, synthesized, and evaluated in biochemical and cellular assay. Most of this series displayed nanomolar biochemical activity and potent antiproliferative activity against A549 and HCT116 cells. The representative compound 10a exhibited excellent enzyme inhibition (PAK4 IC50 = 25 nM) and cellular potency (A549 IC50 = 0.58 μM, HCT116 IC50 = 0.095 μM). An X-ray structure of compound 10a bound to PAK4 was obtained. Crystallographic analysis confirmed predictions from molecular modeling and helped refine SAR results. In addition, Compound 10a displayed focused multi-targeted kinase inhibition, good calculated drug-likeness properties. Further profiling of compound 10a revealed it showed weak inhibitory activity against various isoforms of human cytochrome P450.

Co/NHPI-mediated aerobic oxygenation of benzylic C-H bonds in pharmaceutically relevant molecules

A simple cobalt(ii)/N-hydroxyphthalimide catalyst system has been identified for selective conversion of benzylic methylene groups in pharmaceutically relevant (hetero)arenes to the corresponding (hetero)aryl ketones. The radical reaction pathway tolerates electronically diverse benzylic C-H bonds, contrasting recent oxygenation reactions that are initiated by deprotonation of a benzylic C-H bond. The reactions proceed under practical reaction conditions (1 M substrate in BuOAc or EtOAc solvent, 12 h, 90-100 °C), and they tolerate common heterocycles, such as pyridines and imidazoles. A cobalt-free, electrochemical, NHPI-catalyzed oxygenation method overcomes challenges encountered with chelating substrates that inhibit the chemical reaction. The utility of the aerobic oxidation method is showcased in the multigram synthesis of a key intermediate towards a drug candidate (AMG 579) under process-relevant reaction conditions.

TBHP-promoted direct oxidation reaction of benzylic Csp3-H bonds to ketones

A metal-free oxidation system employing tert-butyl hydroperoxide (TBHP) has been developed for selective oxidation of structurally diverse benzylic sp3 C-H bonds. This low-cost methodology allows for rapid generation of synthetically and biologically valued arylketones in good to excellent yields from readily available alkylarenes and diarylmethanes.

Facile synthesis of pyrido[1,2-a]benzimidazole derivatives via novel tandem reaction involving horner-emmons reaction

Pyrido[1,2-a]benzimidazole derivatives were conveniently synthesized by a novel tandem reaction under mild conditions. The reaction mechanism was also proposed.