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2-(4-Pyridyl)benzimidazole, a chemical compound with the molecular formula C13H10N2, is a benzimidazole derivative featuring a pyridine ring attached to the benzene ring. It has been recognized for its pharmacological properties, such as anti-inflammatory, anti-viral, and anti-tumor activities, and is being researched for its potential in treating various diseases, including cancer and viral infections. Moreover, it has shown promise as a therapeutic agent for neurodegenerative disorders, with ongoing research to explore its pharmaceutical applications and mechanisms of action.

2208-59-5

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2208-59-5 Usage

Uses

Used in Pharmaceutical Industry:
2-(4-Pyridyl)benzimidazole is used as a therapeutic agent for its anti-inflammatory properties, helping to reduce inflammation in various conditions.
2-(4-Pyridyl)benzimidazole is used as an anti-viral agent, potentially inhibiting the replication and spread of viruses in infected cells.
2-(4-Pyridyl)benzimidazole is used as an anti-tumor agent, targeting cancer cells and inhibiting their growth and proliferation.
2-(4-Pyridyl)benzimidazole is used as a potential treatment for neurodegenerative disorders, due to its potential neuroprotective effects and ability to target specific pathways involved in these conditions.
Used in Cancer Treatment:
2-(4-Pyridyl)benzimidazole is used as a chemotherapeutic agent for its anti-tumor activity, targeting various types of cancer cells and potentially enhancing the efficacy of existing treatments.
Used in Viral Infection Treatment:
2-(4-Pyridyl)benzimidazole is used as an antiviral medication, potentially inhibiting viral replication and reducing the severity of viral infections.
Used in Drug Delivery Systems:
2-(4-Pyridyl)benzimidazole is used in the development of drug delivery systems to improve its bioavailability, targeting, and therapeutic outcomes in various diseases, including cancer and viral infections.

Check Digit Verification of cas no

The CAS Registry Mumber 2208-59-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,2,0 and 8 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 2208-59:
(6*2)+(5*2)+(4*0)+(3*8)+(2*5)+(1*9)=65
65 % 10 = 5
So 2208-59-5 is a valid CAS Registry Number.
InChI:InChI=1/C12H9N3/c1-2-4-11-10(3-1)14-12(15-11)9-5-7-13-8-6-9/h1-8H,(H,14,15)

2208-59-5 Well-known Company Product Price

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  • Alfa Aesar

  • (H51778)  2-(4-Pyridyl)benzimidazole, 97%   

  • 2208-59-5

  • 5g

  • 654.0CNY

  • Detail
  • Alfa Aesar

  • (H51778)  2-(4-Pyridyl)benzimidazole, 97%   

  • 2208-59-5

  • 25g

  • 3159.0CNY

  • Detail

2208-59-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-pyridin-4-yl-1H-benzimidazole

1.2 Other means of identification

Product number -
Other names 2-Pyridin-4-yl-1H-benzoimidazole

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2208-59-5 SDS

2208-59-5Relevant academic research and scientific papers

N-Mannich bases of benzimidazole as a potent antitubercular and antiprotozoal agents: Their synthesis and computational studies

Patel, Vatsal M.,Patel, Navin B.,Chan-Bacab, Manuel J.,Rivera, Gildardo

, p. 858 - 878 (2020)

This article dealing with the microwave assisted synthesis of N-Mannich bases of pyridine clubbed with two different benzimidazole cores with their micromolar biological potency. All the synthesized compounds were evaluated for their in-vitro antibacteria

Pyrophosphate Prompted Aggregation-Induced Emission: Chemosensor Studies, Cell Imaging, Cytotoxicity, and Hydrolysis of the Phosphoester Bond with Alkaline Phosphatase

Raj, Pushap,Singh, Amanpreet,Singh, Ajnesh,Singh, Ashutosh,Garg, Neha,Kaur, Navneet,Singh, Narinder

, p. 628 - 638 (2019)

Two benzimidazole-based zinc complexes [(Zn)2(L2)2Cl2(DMSO)2] (R1) and [Zn(L2)2(NO3)2(H2O)2] (R2) were synthesized and characterized with various spectrosco

Syntheses, crystal structures, properties of metal coordination polymers based on a novel semi-rigid aromatic carboxylate ligand

Wang, Cui-Cui,Tang, Gui-Mei,Wang, Yong-Tao,Wang, Jin-Hua,Cui, Yue-Zhi,Ng, Seik-Weng

, p. 145 - 155 (2017)

A set of new metal coordination polymers constructed from a novel semi-rigid aromatic carboxylate ligand, namely, [M(L)(4PBI)(H2O)]n(M?=?Ni, Co and Cu for 1, 2 and 3, respectively) and [Cd(L)(4PBI)]n(4) (H2L?=?3

Structural competition between hydrogen bonds and halogen bonds

Aakeroey, Christer B.,Fasulo, Meg,Schultheiss, Nate,Desper, John,Moore, Curtis

, p. 13772 - 13773 (2007)

The molecules presented here provide a test-bed for competitive supramolecular chemistry, and on the basis of five crystal structures a ranking of the relative structural importance and influence of competing weak/strong hydrogen bonds and weak/strong hal

QUATERNARY SALTS OF QUINOLYLBENZIMIDAZOLES

Romanenko, I. V.,Sheinkman, A. K.,Baranov, S. N.,Poltavets, V. N.,Klyuev, N. A.

, p. 1261 - 1267 (1980)

The nitrogen atoms of the benzimidazole ring are alkylated initially in the quaternization of 2-(2-quinolyl)benzimidazole, and the nitrogen atom of the quinoline ring is alkylated only after this.Pyridyl- and quinolylbenzimidazoles and their quaternary sa

A family of mixed-lanthanide metal-organic framework thermometers in a wide temperature range

Feng, Yan,Huang, Haipeng,Liu, Weisheng,Qiu, Fangzhou,Song, Xuerui,Tang, Xiaoliang,Wang, Yingzhe,Yang, Yang,Zhang, Guolin

, p. 13384 - 13390 (2018)

By choosing 2-pyridin-4-yl-4,5-imidazoledicarboxylic acid (H3PIDC) as the first ligand and sodium oxalate (OX) as the ancillary ligand, a series of mixed-lanthanide metal-organic frameworks (M′LnMOFs) [Tb1-xEux(HPIDC)(ox)1/2H2O]·3H2O (x = 0 1, 0.01 2a, 0.03 2b, 0.05 2c, 0.08 2d, 0.1 2e, 0.3 2f, 0.5 2g, 1 3) have been successfully synthesized via hydrothermal reactions. 2a-2f can serve as ratiometric luminescent sensors for detecting temperature. In this co-doped system, 2d shows an excellent linear response relationship with temperature from 303 to 473 K and exhibits a maximum relative sensitivity (Sr) of 0.60percent K-1 at 473 K. Furthermore, powder X-ray diffraction (PXRD) experiments indicate that 2d has excellent chemical stability under simulated physiological conditions and alkali-acid solutions with pH ranging from 4 to 11, which makes it suitable to be applied in the physiological environment.

An advantageous synthesis of 2-substituted benzimidazoles using polyphosphoric acid. 2-(pyridyl)-1H-benzimidazoles, 1-alkyl-(1H-benzimidazol-2-yl)pyridinium salts, their homologues and vinylogues

Alcalde,Dinares,Perez-Garcia,Roca

, p. 395 - 398 (1992)

The title 2-substituted benzimidazoles are prepared by a highly efficient one-pot procedure, cyclodehydration of the corresponding accessible carboxylic acids and 1,2-arylenediamines, using polyphosphoric acid as the catalyst and solvent in a condensation of the type found in the Phillips benzimidazole synthesis. The method has been adapted and proved to be extremely useful for 1-alkyl-(1H-benzimidazol-2-yl)pyridinium tetrafluoroborates with a methylene and vinylene interannular moiety.

A one-step synthesis of substituted benzo- and pyridine-fused 1H-imidazoles

Kumar, Sonu,Sarmah, Manash P.,Reddy, Yella,Bhatt, Ashish,Kant, Ravi

, p. 96 - 105 (2021/11/23)

Substituted benzimidazoles and pyrimidazoles are an important group of heterocyclic aromatic organic compounds in the field of medicinal chemistry. A one-step microwave accelerated synthesis of substituted benzo- and pyridine-fused 1H-imidazoles has been described. Mechanistically, the reaction proceeds by reacting substituted 2-fluoronitrobenzene and substituted arylamine through the formation of N-hydroxy intermediate, which at higher temperature cleaves to afford the desired product. This approach achieved reductions in reaction times, higher yields, cleaner reactions than the previously described synthetic processes.

Benzotrithiophene and triphenylamine based covalent organic frameworks as heterogeneous photocatalysts for benzimidazole synthesis

Chen, Ying,Huo, Jianqiang,Luo, Bingcai,Zhang, Yubao

, p. 52 - 60 (2021/08/27)

Metal-free covalent organic frameworks (COFs) as visible-light active and recyclable photocatalysts afford an eco-friendly and sustainable option to classical photosensitizers, which usually require noble metals (iridium, ruthenium, rhodium, etc.) to produce photocatalytic activity. Most classical small molecule photosensitizers have poor recyclability with certain limitations. As a result, it is of great significance to develop a metal-free and easily recyclable COF photocatalyst. In this study, we designed and synthesized a new type of COF photocatalyst (BTT-TPA-COF) in which benzotrithiophene and triphenylamine units are alternately connected. It has high specific surface area, permanent porosity and good stability. In addition, this design strategy can effectively adjust the band gap, energy level and photoelectric performance of BTT-TPA-COF. As a metal-free photocatalyst, BTT-TPA-COF exhibits high-efficiency photocatalytic activity, excellent substrate tolerance and excellent recyclability for the synthesis of 2-arylbenzimidazole compounds. This research not only puts forward a design strategy for high-efficiency photocatalysts, but also broadens the application range of COF materials in photocatalytic organic reactions.

Copper-catalyzed radical cascade cyclization for synthesis of CF3-containing tetracyclic benzimidazo[2,1-: A] iso-quinolin-6(5 H)-ones

Sun, Kai,Li, Guofeng,Guo, Sa,Zhang, Zhiguo,Zhang, Guisheng

supporting information, p. 375 - 378 (2021/01/29)

Here, a general copper-catalyzed radical cascade carbocyclization reaction with 2-arylbenzoimidazoles and a Togni reagent was realized. Structurally diverse CF3-containing tetracyclic core benzimidazo[2,1-a]isoquinoline-6(5H)-ones were obtained in moderat

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