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2-(4-bromo-phenoxymethyl)-1H-benzoimidazole is a chemical compound characterized by its molecular formula C14H10BrN2O. It features a benzoimidazole core, which is a fused ring system consisting of a benzene ring and an imidazole ring. The compound has a bromine atom attached to the para position of the phenoxy group, which is connected to the benzoimidazole through a methylene bridge. This structure endows the compound with potential applications in various fields, such as pharmaceuticals and materials science, due to its unique electronic and steric properties. The presence of the bromine atom also makes it a candidate for further chemical modifications, such as cross-coupling reactions, which can be used to introduce different functional groups and create a variety of derivatives.

3156-20-5

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3156-20-5 Usage

Type of compound

Benzimidazole derivative

Contains

A bromo group and a phenoxy methyl group

Properties

Aromatic and heterocyclic

Potential applications

Pharmaceutical and agrochemical industries

Potential applications

Medicine and agriculture (based on further research)

Possible biological activities

Antiviral, anticancer, and antibacterial properties

Use

As a building block in drug discovery and development

Check Digit Verification of cas no

The CAS Registry Mumber 3156-20-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,1,5 and 6 respectively; the second part has 2 digits, 2 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 3156-20:
(6*3)+(5*1)+(4*5)+(3*6)+(2*2)+(1*0)=65
65 % 10 = 5
So 3156-20-5 is a valid CAS Registry Number.

3156-20-5Downstream Products

3156-20-5Relevant academic research and scientific papers

1-ethyl gallate-2-substituted phenoxymethyl benzimidazoles: Synthesis, molecular structure, antimicrobial activities and complex with Cr(III)

Zhao, Li,Qiu, Guirong,Wu, Jiacheng,Wang, Zhiyuan,Gu, Haibin

, p. 628 - 639 (2017/11/06)

Summary: The design of gallate and benzimidazole containing derivatives is expected to produce new bioactive molecules with multiple applications. Here the synthesis of eight novel benzimidazole compounds containing ethyl gallate and substituted phenoxyme

Synthesis and molecular structures of 1-hydroxyethyl-2-(p-substituted) phenoxymethyl benzimidazoles

Wu, Jiacheng,Zhao, Li,Zhao, Changqing,Wang, Zhiyuan,Gu, Haibin,Chen, Wuyong

, p. 974 - 980 (2016/11/22)

Five novel 1-hydroxyethyl-2-(p-substituted) phenoxymethyl benzimidazoles were synthesized by a three-step route. Under microwave irradiation, the p-substituted phenols were firstly O-carboxymethylated to prepare the corresponding p-substituted phenoxymethyl acids, which then reacted with o-phenylendiamine to get the key intermediates 2-(p-substituted) phenoxymethyl benzimidazole. Finally, the solid-liquid phase transfer catalysis method, where tetrabutyl ammonium bromide (TBAB) was used as the catalyst, was applied to synthesize the target compounds c1-c5 by the N-hydroxyethylation reaction with 2-chloroethyl alcohol. The structures of the obtained compounds were well characterized and confirmed by elemental analysis, MS, IR, 1H NMR, 13C NMR and single-crystal X-ray diffraction analysis.

Inhibition of Rat Hepatic Microsomal Aminopyrine N-Demethylase Activity by Benzimidazole Derivatives. Quantitative Structure-Activity Relationships

Murray, Michael,Ryan, Adrian J.,Little, Peter J.

, p. 887 - 892 (2007/10/02)

Eighty-two benzimidazole derivatives have been prepared and tested for the ability to inhibit cytochrome P-450 mediated enzyme activity (aminopyrine N-demethylase) from phenobarbitone-induced rat hepatic microsomes.Using physicochemical parameters and multiple regression analysis, we derived a quantitative structure-activity relationship (QSAR) that describes up to 87percent of the data variance in terms of hydrophobic and electronic effects and the molar refractivity of the substituent in the 2-position of the benzimidazole ring.

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