321680-96-0

Basic information

• Product Name: 2-((4-methoxybenzyl)thio)-1H-benzo[d]imidazole
• Synonyms: 2-((4-methoxybenzyl)thio)-1H-benzo[d]imidazole
• CAS NO: 321680-96-0
• Molecular Formula: C15H14N2OS
• Molecular Weight: 270.34946
• Mol File: 321680-96-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-((4-methoxybenzyl)thio)-1H-benzo[d]imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-((4-methoxybenzyl)thio)-1H-benzo[d]imidazole(321680-96-0)
• EPA Substance Registry System: 2-((4-methoxybenzyl)thio)-1H-benzo[d]imidazole(321680-96-0)

Safety Data

• Hazardous Substances Data: 321680-96-0(Hazardous Substances Data)

Upstream product

• 134469-07-1 Benzimidazol-2-thiol 
• 97-74-5 bis(dimethylthiocarbamoyl)sulfide 
• 95-54-5 1,2-diamino-benzene 
• 824-94-2 p-methoxybenzyl chloride 

Relevant articles and documents

Three-Component Synthesis of 2-Substituted Thiobenzoazoles Using Tetramethyl Thiuram Monosulfide (TMTM) as Thiocarbonyl Surrogate

A metal-free synthesis of 2-benzyl/allyl-substituted thiobenzoazoles was developed starting from tetramethyl thiuram monosulfide (TMTM) which served as thiocarbonyl surrogate. By using 2-aminophenols (or 2-aminothiophenols, or 1,2-phenylenediamines) and TMTM as starting materials, 2-mercaptobenzoazoles could be synthesized efficiently. The subsequent C–S bond formation with benzyl/allyl halides gave the final products (2-benzyl/allyl-substituted thiobenzoazoles) with good to excellent yields. The metal-free conditions, inexpensive and easily available starting materials, and broad substrate scope are the advantageous features of this protocol.

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.