51290-77-8

Basic information

• Product Name: 2-BENZYLSULFANYL-1H-BENZOIMIDAZOLE
• Synonyms: 2-BENZYLSULFANYL-1H-BENZOIMIDAZOLE;TIMTEC-BB SBB005363;1H-Benzimidazole, 2-[(phenylmethyl)thio]-;2-(benzylthio)-1H-benzimidazole;2-(phenylmethylsulfanyl)-1H-benzimidazole;2-(phenylmethylthio)-1H-benzimidazole
• CAS NO: 51290-77-8
• Molecular Formula: C₁₄H₁₂N₂S
• Molecular Weight: 240.32
• Mol File: 51290-77-8.mol
• Article Data: 29

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-BENZYLSULFANYL-1H-BENZOIMIDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BENZYLSULFANYL-1H-BENZOIMIDAZOLE(51290-77-8)
• EPA Substance Registry System: 2-BENZYLSULFANYL-1H-BENZOIMIDAZOLE(51290-77-8)

Safety Data

• Hazardous Substances Data: 51290-77-8(Hazardous Substances Data)

Upstream product

• 150-60-7 dibenzyl disulphide 
• 19541-99-2 benzoimidazol-1-yl-methanol 
• 23593-22-8 2-{[(pyridin-2-yl)methyl]thio}-1H-benzimidazole 
• 100-39-0 benzyl bromide 
• 95-54-5 1,2-diamino-benzene 
• 100-44-7 benzyl chloride 
• 7152-24-1 2-methylsulfanylbenzimidazole 
• 87504-17-4 2-cyclohexylbenzimidazo<1,2-d><1,2,4>thiadiazol-3(2H)-one 
• 85997-29-1 2-butylbenzimidazo<1,2-d><1,2,4>thiadiazol-3(2H)-one 
• 98154-63-3 2-ethyl-1,2,4-thiadiazolo[4,5-a]benzimidazole-3(2H)-one 
• 583-39-1 2,3-dihydrobenzimidazol-2-thione 
• 72885-92-8 2-phenyl-2H-benzo[4,5]imidazo[1,2-d][1,2,4]thiadiazol-3-one 
• 134469-07-1 Benzimidazol-2-thiol 
• 89-92-9 2-methylbenzyl bromide 

Downstream Products

• 1333220-82-8 C₂₃H₁₉N₅OS 
• 1333220-83-9 C₁₉H₁₉N₅OS 
• 376605-23-1 2-benzylthio benzimidazolyl-1-N-methyl carbohydrazide 
• 1333220-77-1 C₂₃H₂₁N₅OS₂ 
• 1333220-78-2 C₁₉H₂₁N₅OS₂ 
• 1279115-89-7 2-benzylthio-1-[(5-mercapto-4-phenyl-4H-1,2,4-triazol-3-yl)methyl]-1H-benzimidazole 
• 1333220-79-3 C₁₉H₁₉N₅S₂ 
• 1333220-80-6 C₂₃H₁₉N₅S₂ 
• 1333220-81-7 C₁₉H₁₉N₅S₂ 
• 87216-52-2 1-benzyl-2-(benzylthio)-1H-benzo-[d]-imidazole 
• 100969-47-9 2-(benzylsulfonyl)-1-methyl-1H-benzo[d]imidazole 
• 35559-26-3 2-(benzyloxy)-1-methyl-1H-benzo[d]imidazole 

Relevant articles and documents

Facile synthesis and antimicrobial properties of 2-(substituted- benzylsulfanyl)-1H-benzimidazoles

A simple and convenient procedure for the preparation of 2-benzylthiobenzimidazoles by the reaction of 2-mercaptobenzimidazole and benzyl bromides in acetone/potassium carbonate condition has been reported and the compounds were screened for their potenti

Transition-metal-free synthesis of imidazobenzothiazines via domino C-S/C-N bond formation

The carbon-heteroatom bond formation is an important research field. Transition-metal-free synthesis of medicinally important heterocycles avoids products of transition metal contamination, and thus it is an environmentally friendly and cost-saving proces

Design, synthesis, and evaluation of different scaffold derivatives against NS2B-NS3 protease of dengue virus

The number of deaths or critical health issues is a threat in the infection caused by Dengue virus, which complicates the situation, as only symptomatic treatment is the current solution. In this regard we have targeted the dengue protease NS2B-NS3 that is responsible for the replication. The series was designed with the help of molecular modeling approach using docking protocols. The series comprised of different scaffolds viz. cinnamic acid analogs (CA1–CA11), chalcone (C1–C10) and their molecular hybrids (Lik1–Lik10), analogs of benzimidazole (BZ1-BZ5), mercaptobenzimidazole (BS1-BS4), and phenylsulfanylmethylbenzimidazole (PS1-PS4). Virtual screening of various natural phytoconstituents was employed to determine the interactions of designed analogs with the residues of catalytic triad in the active site of NS2B-NS3. We have further synthesized the selected leads. The synthesized analogs were evaluated for the cytotoxicity and NS2B-NS3 protease inhibition activity and compared with known anti-dengue natural phytoconstituent quercetin as the standard. CA2, BZ1, and BS2 were found to be more potent and efficacious than the standard quercetin as evident from the protease inhibition assay.

One-Pot Synthesis of 2-Benzyl/2-Allyl-Substituted Thiobenzoazoles Using Transition-Metal-Free Conditions in Water

A transition-metal-free protocol for the one-pot synthesis of 2-benzyl/2-allyl-substituted thiobenzoazoles in water was developed. The cyclization of 2-aminothiophenols, 2-aminophenols, and 1,2-phenylenediamines with tetramethylthiuram disulfide (TMTD) gave mercapto benzoheterocycles, and the subsequent C-S coupling with benzyl or allyl halides furnished the desired products in good to excellent yields. This method features transition-metal-free conditions with water as a solvent, an easy performance, mild reaction conditions, a wide substrate scope, and good to excellent yields, thus paving an efficient and useful way to establish a library of potentially active drug molecules.