40197-20-4

Basic information

• Product Name: 5-BROMO-1H-BENZOIMIDAZOLE-2-CARBOXYLIC ACID
• Synonyms: 5-BROMO-1H-BENZIMIDAZOLE-2-CARBOXYLIC ACID;5-BROMO-1H-BENZOIMIDAZOLE-2-CARBOXYLIC ACID;5-Bromobenzimidazole-2-carboxylic acid monohydrate;5-bromo-1H-benzo[d]imidazole-2-carboxylic acid;1H-Benzimidazole-2-carboxylicacid, 6-bromo-;5-Bromo-2-carboxy-1H-benzimidazole;5-broMo-1H-1,3-benzodiazole-2-carboxylic acid;6-Bromo-1H-benzimidazole-2-carboxylic acid
• CAS NO: 40197-20-4
• Molecular Formula: C₈H₅BrN₂O₂
• Molecular Weight: 241.04
• Product Categories: Benzoimidazole;Building Blocks
• Mol File: 40197-20-4.mol
• Article Data: 2

Chemical Properties

• Melting Point: 206℃
• Boiling Point: 495℃
• Flash Point: 253℃
• Appearance: /
• Density: 1.946
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• PKA: 1.30±0.30(Predicted)
• CAS DataBase Reference: 5-BROMO-1H-BENZOIMIDAZOLE-2-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMO-1H-BENZOIMIDAZOLE-2-CARBOXYLIC ACID(40197-20-4)
• EPA Substance Registry System: 5-BROMO-1H-BENZOIMIDAZOLE-2-CARBOXYLIC ACID(40197-20-4)

Safety Data

• Hazardous Substances Data: 40197-20-4(Hazardous Substances Data)

Usage

General Description

5-Bromo-1H-benzoimidazole-2-carboxylic acid is a chemical compound with the molecular formula C8H5BrN2O2. 5-BROMO-1H-BENZOIMIDAZOLE-2-CARBOXYLIC ACID belongs to the class of organic compounds known as benzoic acids and derivatives. These are compounds containing a benzene ring which bears at least one carboxylic acid substituent. It is characterized by the presence of a bromo group, an imidazole ring, and a carboxylic acid group. As a brominated variant of benzoimidazole, it can be used in a variety of industries, particularly in scientific research, likely as a reagent in making more complex molecules. As of its exact properties, such as its physical characteristics or toxicity levels, these are generally not well-documented and may vary according to specific conditions or form.

InChI:InChI=1/C8H5BrN2O2/c9-4-1-2-5-6(3-4)11-7(10-5)8(12)13/h1-3H,(H,10,11)(H,12,13)

Upstream product

• 1575-37-7 4-Bromo-benzene-1,2-diamine 
• 540516-28-7 (5-bromo-1H-benzo[d]imidazol-2-yl)methanol 

Relevant articles and documents

Synthesis and evaluation of selected benzimidazole derivatives as potential antimicrobial agents

A library of 53 benzimidazole derivatives, with substituents at positions 1, 2 and 5, were synthesized and screened against a series of reference strains of bacteria and fungi of medical relevance. The SAR analyses of the most promising results showed that the antimicrobial activity of the compounds depended on the substituents attached to the bicyclic heterocycle. In particular, some compounds displayed antibacterial activity against two methicillin-resistant Staphylococcus aureus (MRSA) strains with minimum inhibitory concentrations (MICs) comparable to the widely-used drug ciprofloxacin. The compounds have some common features; three possess 5-halo substituents; two are derivatives of (S)-2-ethanaminebenzimidazole; and the others are derivatives of one 2-(chloromethyl)-1Hbenzo[ d]imidazole and (1H-benzo[d]imidazol-2-yl)methanethiol. The results from the antifungal screening were also very interesting: 23 compounds exhibited potent fungicidal activity against the selected fungal strains. They displayed equivalent or greater potency in their MIC values than amphotericin B. The 5-halobenzimidazole derivatives could be considered promising broad-spectrum antimicrobial candidates that deserve further study for potential therapeutic applications.