287730-14-7

Basic information

• Product Name: 5,6-dichloro-1H-Benzimidazole-2-carboxylic acid
• Synonyms: 5,6-dichloro-1H-Benzimidazole-2-carboxylic acid
• CAS NO: 287730-14-7
• Molecular Formula: C₈H₄Cl₂N₂O₂
• Molecular Weight: 231.03556
• Mol File: 287730-14-7.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5,6-dichloro-1H-Benzimidazole-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6-dichloro-1H-Benzimidazole-2-carboxylic acid(287730-14-7)
• EPA Substance Registry System: 5,6-dichloro-1H-Benzimidazole-2-carboxylic acid(287730-14-7)

Safety Data

• Hazardous Substances Data: 287730-14-7(Hazardous Substances Data)

Usage

General Description

5,6-dichloro-1H-Benzimidazole-2-carboxylic acid is a chemical compound with the molecular formula C9H5Cl2N2O2. It is a derivative of benzimidazole and contains two chlorine atoms, a carboxylic acid group, and a benzimidazole ring. 5,6-dichloro-1H-Benzimidazole-2-carboxylic acid has been studied for its potential use as an antifungal and antibacterial agent due to its ability to inhibit the growth of certain fungi and bacteria. It has also shown promise as a potential anti-cancer agent, with research indicating its ability to induce cell death in cancer cells. 5,6-dichloro-1H-Benzimidazole-2-carboxylic acid is of interest to researchers for its potential applications in medicine and biotechnology.

Upstream product

• 3584-64-3 5,6-dichloro-2-trichloromethyl-1H-benzoimidazole 
• 5348-42-5 4,5-Dichloro-1,2-phenylenediamine 
• 6478-80-4 5,6-dichloro-2-hydroxymethyl-1H-benzimidazole 

Downstream Products

• 1352002-37-9 5,6-dichloro-2-[(4-phenylpiperazin-1-yl)carbonyl]-1H-benzimidazole 
• 1352002-38-0 5,6-dichloro-2-{[4-(2-methoxyphenyl)piperazin-1-yl]carbonyl}-1H-benzimidazole 
• 1352002-40-4 5,6-dichloro-2-{[4-(4-nitrophenyl)piperazin-1-yl]carbonyl}-1H-benzimidazole 
• 1352002-39-1 5,6-dichloro-2-{[4-(4-fluorophenyl)piperazin-1-yl]carbonyl}-1H-benzimidazole 

Relevant articles and documents

Disrupting the Conserved Salt Bridge in the Trimerization of Influenza A Nucleoprotein

Antiviral drug resistance in influenza infections has been a major threat to public health. To develop a broad-spectrum inhibitor of influenza to combat the problem of drug resistance, we previously identified the highly conserved E339?R416 salt bridge of the nucleoprotein trimer as a target and compound 1 as an inhibitor disrupting the salt bridge with an EC50 = 2.7 μM against influenza A (A/WSN/1933). We have further modified this compound via a structure-based approach and performed antiviral activity screening to identify compounds 29 and 30 with EC50 values of 110 and 120 nM, respectively, and without measurable host cell cytotoxicity. Compared to the clinically used neuraminidase inhibitors, these two compounds showed better activity profiles against drug-resistant influenza A strains, as well as influenza B, and improved survival of influenza-infected mice.

Synthesis of some new 1H-benzimidazole-2-carboxamido derivatives and their antimicrobial activitiy

5,6-Dichloro-2-hydroxymethyl-1H-benzimidazole (1) was prepared by the cyclization of 4,5-dichloro-o-phenylenediamine with glycolic acid, then, alcohol group of 1 was converted to carboxylic acid (2). The final products 5,6-dichloro-1H-benzimidazole-2-carb

Benzimidazoles as NMDA glycine-site antagonists: Study on the structural requirements in 2-position of the ligand

A series of different substituted benzimidazole derivatives has been synthesized and evaluated for the ability to displace [3H]MDL-105,519 to rat cortical membranes. Two benzimidazole-2-carboxylic acids 9 b and 9 c, in this substitution pattern not yet described as glycine antagonists, showed IC50 values of 0.89 μM (9 b) and 38.0 μM (9 c). Replacement of the carboxylate function in 2-position by a sulfonic acid moiety appreciably increased solubility, but decreased the affinity giving evidence for the strong need of the carboxylate group within the ligand. Further structure-activity studies using benzimidazol-2-one derivatives with an acetic acid moiety adjacent to a ring nitrogen revealed new insights into the importance of amide functionalities within the heterocycle for the affinity of antagonist glycine-site ligands.