117275-69-1

Usage

Chemical class

Benzimidazole group

Structural features

a. Fluorine atom at position 6
b. Methyl group at position 2
c. Amine derivative

Molecular weight

171.17 g/mol

Potential applications

a. Pharmaceutical industry
b. Organic synthesis as a nucleophilic reagent
c. Building block for new drug development

Research areas

a. Medicinal chemistry
b. Drug discovery

Biological activities

Potential for various biological activities, including therapeutic applications

Solubility

Soluble in polar solvents such as water, methanol, and ethanol

Stability

Stable under normal conditions, but sensitive to strong acids and bases

Reactivity

Can undergo various chemical reactions, such as nucleophilic substitution, due to the presence of the amine group and the fluorine atom

Safety precautions

Handle with care, as it may have potential hazards depending on its concentration and exposure

Regulatory information

Classified under the 9CI (Chemical Abstracts Service Registry) system for chemical identification and may be subject to specific regulations depending on its intended use and concentration.

Upstream product

• 367-81-7 2,4-dinitro-5-fluoroaniline 
• 64-19-7 acetic acid 
• 348-54-9 2-Fluoroaniline 
• 118134-19-3 6-fluoro-3,4-dinitroacetanilide 
• 399-31-5 N-(2-fluorophenyl)acetamide 
• 118134-20-6 6-fluoro-3,4-dinitroaniline 

Relevant academic research and scientific papers

Design and synthesis of anti-MRSA benzimidazolylbenzenesulfonamides. QSAR studies for prediction of antibacterial activity

A series of benzimidazolylbenzenesulfonamide compounds containing electronreleasing and electron-withdrawing substituents were synthesized and tested for their in vitro antibacterial activity. Two BZS compounds showed strong antibacterial activity against methicillin-resistant Staphylococcus aureus and Bacillus subtilis. Quantitative studies of their structure-activity relationship using a simple linear regression analysis were applied to explore the correlation between the biological activity and the charges on acidic hydrogen atoms in the synthesized compounds.

Synthesis of Asymmetrically Substituted Aminohalogenobenzimidazoles

2-Fluoroacetanilide (1) upon treatment with HNO3-H2SO4 at -5 to 0 deg C gave 6-fluoro-4-nitroacetanilide (3) whereas at -20 to -10 deg C the product was 6-fluoro-3,4-dinitroacetanilide (5).Although the formation of compound (5) could be accounted for by a conventional nitration mechanism, the fact that (3) could not be nitrated to give (5) and that (5) was formed at a lower temperature than was (3) suggested that the reaction might proceed via an ipso δ intermediate (2).Deacetylation of (5) followed by reduction and condensation with formic acid in the presence of HCl gave 6(5)-fluoro-5(6)-formylaminobenzimidazole (11), 5(6)-amino-6(5)-fluorobenzimidazole (12) and 5-amino-4-chloro-6-fluorobenzimidazole (13).Reduction of (5) with tin followed by condensation with acetic acid gave 5(6)-amino-6(5)-fluoro-2-methylbenzimidazole (14).Concomitant reduction and cyclisation of 6-chloro-2,4-dinitroaniline with formic acid and HCl gave a mixture of 7(4)-chloro-5(6)-formylaminobenzimidazole (15) and 5-amino-4,7-dichlorobenzimidazole (16).