149297-94-9

Basic information

• Product Name: 4-(5-NITRO-1H-BENZIMIDAZOL-2-YL)BENZONITRILE
• Synonyms: 4-(5-NITRO-1H-BENZIMIDAZOL-2-YL)BENZONITRILE
• CAS NO: 149297-94-9
• Molecular Formula: C₁₄H₈N₄O₂
• Molecular Weight: 264.24
• Mol File: 149297-94-9.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-(5-NITRO-1H-BENZIMIDAZOL-2-YL)BENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(5-NITRO-1H-BENZIMIDAZOL-2-YL)BENZONITRILE(149297-94-9)
• EPA Substance Registry System: 4-(5-NITRO-1H-BENZIMIDAZOL-2-YL)BENZONITRILE(149297-94-9)

Safety Data

• Hazardous Substances Data: 149297-94-9(Hazardous Substances Data)

Upstream product

• 105-07-7 4-cyanobenzaldehyde 
• 99-56-9 4-Nitrophenylene-1,2-diamine 
• 6068-72-0 4-cyanobenzoyl chlorIde 

Downstream Products

• 204514-10-3 4-(5-nitro-1H-benzimidazol-2-yl)benzoic acid 

Relevant articles and documents

Design, synthesis of some novel thiazolidin-4-one derivatives bearing benzimidazole nucleus and biological evaluation of their possible in vitro antiinflammatory as cyclooxygenase inhibitors and antioxidant activity

A series of 2-[2-(4-cyanophenyl)-6-substituted-1H-benzimidazol-1-yl]-N-[2-(substituted)-4-oxo-1,3-thiazolidin-3-yl]acetamide [9(I-XXXI)] were synthesized. Substituted o-phenylenediamine was reacted with substituted 4-cyanobenzaldehydes in the presence of sodium metabisulfite to furnish substituted 2-(4-cyanophenyl)-1 H -benzimidazoles (1). When these substituted 2-(4-cyanophenyl)-1H-benzimidazoles were further treated with ethyl chloroacetate in KOH/DMSO, N-alkylated product (2-(4-cyanophenyl)-benzimidazol-1-yl)-acetic acid ethyl esters (2) was formed. To synthesize 2-(4-cyanophenyl)-benzimidazol-1-yl-acetic acid hydrazides (3) chemical reactions were conducted between hydrazine hydrate and the esters (2). When a mixture of 2-(4-cyanophenyl)-benzimidazol-1-yl)-acetic acid hydrazide (3) react with substituted aldehydes in ethanol was reflux, imines intermediates [4(I-XXXI) ] was formed. To synthesize 9(I-XXXI) reactions were occurred between a mixture of imine intermediate and thioglycollic acid in dioxane. The structures of newly synthesized compounds 9(I-XXXI) was confirmed by spectroscopic techniques. All the synthesized compounds were screened for its in vitro antioxidant and antiinflammatory activity. The in vitro antioxidant and antiinflammatory activity might be attributed due to the presence of more electrons withdrawing group and moiety having more lipophilicity also more electronegativity in nature.

Fast and efficient method for the synthesis of 2-arylbenzimidazoles using MCM-41-SO3H

Nanosized MCM-41-SO3H material based on ordered mesoporous silica gel with covalently attached sulfonic acid groups was synthesized and used as acid catalyst for green synthesis of 2-substituted benzimidazole derivatives. Echofriendly protocol, short reaction times, easy and quick isolation of the products, and excellent yields are the main advantages of this procedure. Copyright by Walter de Gruyter.

Benzimidazol-2-yl or benzimidazol-2-ylthiomethyl benzoylguanidines as novel Na+/H+ exchanger inhibitors, synthesis and protection against ischemic-reperfusion injury

A novel series of benzimidazol-2-yl or benzimidazol-2-ylthiomethyl benzoylguanidines were designed and synthesized as Na+/H+exchanger inhibitors. Most of them were found to inhibit NHE1-mediated platelet swelling in a concentration-dependent manner, and to have significant cardioprotective effect against myocardial ischemic-reperfusion injury, among which compounds 10a and 34 were more potent than cariporide in both in vivo and in vitro tests.