66639-62-1

Basic information

• Product Name: 1H-Benzimidazole-5-carbonitrile, 2-(4-hydroxyphenyl)-
• CAS NO: 66639-62-1
• Molecular Formula: C14H9N3O
• Molecular Weight: 235.245
• Mol File: 66639-62-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1H-Benzimidazole-5-carbonitrile, 2-(4-hydroxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Benzimidazole-5-carbonitrile, 2-(4-hydroxyphenyl)-(66639-62-1)
• EPA Substance Registry System: 1H-Benzimidazole-5-carbonitrile, 2-(4-hydroxyphenyl)-(66639-62-1)

Safety Data

• Hazardous Substances Data: 66639-62-1(Hazardous Substances Data)

Upstream product

• 17626-40-3 4-cyano-1,2-phenylenediamine 
• 106307-00-0 2-methoxyethyl 4-hydroxybenzimidate hydrochloride 
• 123-08-0 4-hydroxy-benzaldehyde 
• 767-00-0 4-cyanophenol 

Downstream Products

• 67770-95-0 2-methoxyethyl 2-(4-hydroxyphenyl)-5⁽⁶⁾-benzimidazolecarboximidate dihydrochloride 
• 129012-05-1 2-(4-hydroxyphenyl)-3H-benzoimidazole-5-carbaldehyde 
• 1612254-45-1 5-(4-ethylpiperazin-1-yl)-2-[2′-(4-hydroxyphenyl)-5′-benzimidazolyl]benzimidazole 
• 1612254-46-2 5-(4-propylpiperazin-1-yl)-2-[2′-(4-hydroxyphenyl)-5′-benzimidazolyl]benzimidazole 
• 1612254-48-4 5-(4-(2-N,N-dimethylaminoethylpiperazin-1-yl))-2-[2′-(4-hydroxyphenyl)-5′-benzimidazolyl]benzimidazole 
• 1612254-47-3 5-(4-(2-N-trifluoroacetylaminoethylpiperazin-1-yl))-2-[2′-(4-hydroxyphenyl)-5′-benzimidazolyl]benzimidazole 
• 1612254-49-5 5-(4-phenylpiperazin-1-yl)-2-[2′-(4-hydroxyphenyl)-5′-benzimidazolyl]benzimidazole 
• 1612254-50-8 5-(4-(2-cyanophenylpiperazin-1-yl))-2-[2′-(4-hydroxyphenyl)-5′-benzimidazolyl]benzimidazole 
• 1612254-51-9 5-(4-(4-fluorophenylpiperazin-1-yl))-2-[2′-(4-hydroxyphenyl)-5′-benzimidazolyl]benzimidazole 
• 1612254-52-0 5-(4-pyridylpiperazin-1-yl)-2-[2′-(4-hydroxyphenyl)-5′-benzimidazolyl]benzimidazole 
• 1612254-53-1 5-(4-(2-pyrimidyl)piperazin-1-yl)-2-[2′-(4-hydroxyphenyl)-5′-benzimidazolyl]benzimidazole 
• 1612254-54-2 5-(4-(4-aminophenyl)piperazin-1-yl)-2-[2′-(4-hydroxyphenyl)-5′-benzimidazolyl]benzimidazole 
• 136491-85-5 2'-(4-Hydroxy-phenyl)-1H,1'H-[2,5']bibenzoimidazolyl-5-carboxylic acid (3-dimethylamino-propyl)-amide; hydrochloride 

Relevant articles and documents

Synthesis and evaluation of antioxidant and antiproliferative activity of 2-arylbenzimidazoles

Three series of arylbenzimidazole derivatives 3–40, 45 have been simply synthesized and tested for their antioxidant capacity. The 2-arylbenzimidazoles were tested against various radicals by the DPPH, FRAP and ORAC tests and showed different activity pro

Synthesis and biological evaluation of novel bisbenzimidazoles as Escherichia coli topoisomerase IA inhibitors and potential antibacterial agents

Novel bisbenzimidazole inhibitors of bacterial type IA topoisomerase are of interest for the development of new antibacterial agents that are impacted by target-mediated cross resistance with fluoroquinolones. The present study demonstrates the successful synthesis and evaluation of bisbenzimidazole analogues as Escherichia coli topoisomerase IA inhibitors. 5-(4-Propylpiperazin- 1-yl)-2-[2′-(4-ethoxyphenyl)-5′-benzimidazolyl]benzimidazole (12b) showed significant relaxation inhibition activity against EcTopo 1A (IC 50 = 2 ± 0.005 μM) and a tendency to chelate metal ion. Interestingly, these compounds did not show significant inhibition of E. coli DNA gyrase and hTop 1 even up to 100 μM. Compound 12b has shown lowest MIC against E. coli strains among 24 compounds evaluated. The binding affinity constant and binding free energy of 12b with EcTopo 1A was observed 6.8 × 106 M-1 and -10.84 kcal mol-1 from isothermal titration calorimetry (ITC), respectively. In vivo mouse systemic infection and neutropenic thigh model experimental results confirmed the therapeutic efficacy of 12b, suggesting further development of this class of compounds as antibacterial agents.

2--5(6)-BENZIMIDAZOLECARBOXAMIDES

Condensation of the dihydrochlorides of 2-methoxyethyl carboximidates with o-phenylenediamines gave the amides of bisbenzimidazolecarboxylic acids containing amino or carboxyl groups in the amide fragment.The obtained a