100541-50-2

Usage

Molecular Structure

Composed of a benzene ring fused to an imidazole ring, with a methylthio group attached to the imidazole ring and a nitrophenyl group attached to the benzene ring.

Chemical Classification

Thiol derivative of benzimidazole with a nitro group attached to the phenyl group.

Usage

Often used as a building block in the synthesis of various organic compounds and pharmaceuticals due to its versatile reactivity and potential biological activity.

Application

Can be utilized as a ligand in coordination chemistry and other applications in chemical research.

Upstream product

• 583-39-1 2,3-dihydrobenzimidazol-2-thione 
• 134469-07-1 Benzimidazol-2-thiol 
• 100-11-8 1-bromomethyl-4-nitro-benzene 

Relevant academic research and scientific papers

Synthesis and preliminary evaluation of benzimidazole derivatives as antimicrobial agents

A series of 2-alkylsulphanylbenzimidazoles was synthesised and the compounds were evaluated for their in vitro antimicrobial activity. The structures of the compounds were confirmed by 1H-NMR and IR data, and their purity by elemental analysis. Antimycobacterial activities against Mycobacterium tuberculosis and non-tuberculous mycobacteria as well as antifungal activities against Candida albicans, Candida tropicalis, Candida krusei, Candida glabrata, Trichosporon beigelii, Trichophyton mentagrophytes and Aspergillus fumigatus were expressed as the corresponding MIC values. The substances exhibited appreciable antimycobacterial activity, in particular, against non-tuberculous mycobacteria. The activity of the most active compound in the set, 3,5-dinitro derivative 4t, exceeded that of the standard isoniazide against M. kansasii and M. avium. The antifungal activities of the compounds were relatively low. A weak antifungal effect was observed against the dermatophyte Trichophyton mentagrophytes. None of the compounds showed significant inhibitory activity against yeasts.

Correlation analysis in the benzylation of sulfur nucleophiles

In the nucleophilic substitution reaction of benzyl bromides with three sulfur nucleophiles a linear relationship between the nucleophile discrimination parameter (s) and the Hammett substituent constant (σ) is observed.