129011-98-9

Basic information

• Product Name: 5(6)-CARBETHOXY-2-(4'-HYDROXYPHENYL)-BENZIMIDAZOLE
• Synonyms: 5(6)-CARBETHOXY-2-(4'-HYDROXYPHENYL)-BENZIMIDAZOLE
• CAS NO: 129011-98-9
• Molecular Formula: C₁₆H₁₄N₂O₃
• Molecular Weight: 282.298
• Mol File: 129011-98-9.mol

Chemical Properties

• Boiling Point: 521.1±56.0 °C(Predicted)
• Appearance: /
• Density: 1.324±0.06 g/cm3(Predicted)
• PKA: 9.19±0.15(Predicted)
• CAS DataBase Reference: 5(6)-CARBETHOXY-2-(4'-HYDROXYPHENYL)-BENZIMIDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5(6)-CARBETHOXY-2-(4'-HYDROXYPHENYL)-BENZIMIDAZOLE(129011-98-9)
• EPA Substance Registry System: 5(6)-CARBETHOXY-2-(4'-HYDROXYPHENYL)-BENZIMIDAZOLE(129011-98-9)

Safety Data

• Hazardous Substances Data: 129011-98-9(Hazardous Substances Data)

Upstream product

• 37466-90-3 ethyl 3,4-diaminobenzoate 
• 123-08-0 4-hydroxy-benzaldehyde 
• 367-80-6 ethyl 4-fluoro-3-nitrobenzoate 
• 453-71-4 3-nitro-4-fluorobenzoic acid 
• 76918-64-4 ethyl 4-amino-3-nitrobenzoate 

Downstream Products

• 129012-01-7 4-{5-[5-(4-Methyl-piperazin-1-yl)-3H-imidazo[4,5-b]pyridin-2-yl]-1H-benzoimidazol-2-yl}-phenol 
• 129012-05-1 2-(4-hydroxyphenyl)benzimidazole 5⁽⁶⁾-carboxaldehyde 
• 129012-16-4 5⁽⁶⁾-hydroxymethyl-2-(4-hydroxyphenyl)benzimidazole 

Relevant articles and documents

Synthesis and evaluation of antimycobacterial activity of new benzimidazole aminoesters

Abstract A total of 51 novel benzimidazoles were synthesized by a 4-step reaction starting from basic compound 4-fluoro-3-nitrobenzoic acid under relatively mild reaction conditions. The structure of the novel benzimidazoles was confirmed by mass spectra as well as 1H NMR spectroscopic data. Out of the 51 novel synthesized compounds, 42 of them were screened for their antimycobacterial activity against Mycobacterium tuberculosis H37Rv strain using BacTiter-Glo Microbial Cell Viability (BTG) method. Results of activity screened using Alamar Blue method was also provided for comparison purposes. Two of the novel benzimidazoles synthesized showed moderately good activity with IC50 of less than 15 μM. Compound 5g, ethyl 2-(4-(trifluoromethyl)phenyl)-1-(2-morpholinoethyl)-1H-benzo[d]imidazole-5-carboxylate, was found to be the most active with IC50 of 11.52 μM.

Discovery of a potent and highly fluorescent sirtuin inhibitor

In search for potent sirtuin inhibitors, a series of diversified 1,2-disubstituted benzimidazole analogues were synthesized using a one-pot method. The most potent compound in the series (BZD9L1) was discovered to show high autofluorescence which can be utilized to predict its localization in cells. More importantly, BZD9L1 displayed strong antiproliferative effects against a panel of cancer cells tested. Molecular docking studies also help to explain the observed structure-activity relationship.

Convenient Routes to Substituted Benzimidazoles and Imidazolopyridines Using Nitrobenzene as Oxidant

Various substituted benzimidazoles and imidazolopyridines 5a-c have been prepared by condensation of appropriate diamines and aldehydes in nitrobenzene.This method has been utilized to synthesize compounds 5f-h, which are analogues of the DNA binding fluorochrome Hoechst 33258.