887572-60-3

Basic information

• Product Name: 5-METHOXY-1H-BENZOIMIDAZOLE-2-CARBOXYLICACID
• Synonyms: 5-METHOXY-1H-BENZOIMIDAZOLE-2-CARBOXYLICACID;5-Methoxybenzimidazole-2-carboxylic acid monohydrate;5-methoxy-1H-benzo[d]imidazole-2-carboxylic acid;5-Methoxy-1H-benziMidazole-2-carboxylic acid;5-Methoxy-1H-1,3-benzodiazole-2-carboxylic acid;6-methoxy-1H-Benzimidazole-2-carboxylic acid;6-methoxy-1H-benzo[d]imidazole-2-carboxylic acid
• CAS NO: 887572-60-3
• Molecular Formula: C₉H₈N₂O₃
• Molecular Weight: 192.1714
• Product Categories: Benzoimidazole;Building Blocks
• Mol File: 887572-60-3.mol
• Article Data: 4

Chemical Properties

• Melting Point: 152-154℃ (ethanol )
• Boiling Point: 468.8 °C at 760 mmHg
• Flash Point: 237.322 °C
• Appearance: /
• Density: 1.459±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.689
• CAS DataBase Reference: 5-METHOXY-1H-BENZOIMIDAZOLE-2-CARBOXYLICACID(CAS DataBase Reference)
• NIST Chemistry Reference: 5-METHOXY-1H-BENZOIMIDAZOLE-2-CARBOXYLICACID(887572-60-3)
• EPA Substance Registry System: 5-METHOXY-1H-BENZOIMIDAZOLE-2-CARBOXYLICACID(887572-60-3)

Safety Data

• Hazardous Substances Data: 887572-60-3(Hazardous Substances Data)

Usage

General Description

5-Methoxy-1H-benzimidazole-2-carboxylic acid is a chemical compound with the molecular formula C10H9NO3. It is a derivative of the benzimidazole class of compounds and features a carboxylic acid group as well as a methoxy group attached to the benzene ring. 5-METHOXY-1H-BENZOIMIDAZOLE-2-CARBOXYLICACID has potential pharmaceutical applications and may be used in the development of drugs targeting various biological pathways. Its precise functions and applications are still being explored, but it has shown promise as a building block for the synthesis of new pharmaceutical agents. Additionally, it may have potential use in research and development activities related to medicinal chemistry and drug discovery.

InChI:InChI=1/C9H8N2O3/c1-14-5-2-3-6-7(4-5)11-8(10-6)9(12)13/h2-4H,1H3,(H,10,11)(H,12,13)

Upstream product

• 59548-39-9 4-methoxyphenylene-1,2-diamine dihydrochloride 
• 76-05-1 trifluoroacetic acid 
• 102-51-2 4-methoxy-1,2-phenylenediamine 
• 1016163-41-9 5-methoxy-1H-benzoimidazole-2-carboxylic acid methyl ester 
• 20033-99-2 (5-methoxy-1H-benzimidazole-2-yl)-methanol 

Downstream Products

• 420137-33-3 6-hydroxy-1H-benzimidazole-2-carboxylic acid 

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.

New 'chemical probes' to examine the role of the hFPRL1 (or ALXR) receptor in inflammation

We report the development of the novel N-substituted benzimidazole 11 as a potent and selective human formyl peptide receptor-like 1 (hFPRL1) agonist. This compound and its less active enantiomer 12 were identified as useful tools for studying receptor function in vitro.