104273-49-6

Basic information

• Product Name: (5-phenylcarbonyl-1H-benzimidazol-2-ylthio)acetic acid
• Synonyms: (5-phenylcarbonyl-1H-benzimidazol-2-ylthio)acetic acid
• CAS NO: 104273-49-6
• Molecular Weight: 312.349
• Mol File: 104273-49-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (5-phenylcarbonyl-1H-benzimidazol-2-ylthio)acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (5-phenylcarbonyl-1H-benzimidazol-2-ylthio)acetic acid(104273-49-6)
• EPA Substance Registry System: (5-phenylcarbonyl-1H-benzimidazol-2-ylthio)acetic acid(104273-49-6)

Safety Data

• Hazardous Substances Data: 104273-49-6(Hazardous Substances Data)

Upstream product

• 104273-37-2 Potassium salt of 5-benzoyl-2-thiobenzimidazole 
• 79-08-3 bromoacetic acid 
• 92685-57-9 (2-mercapto-1H-benzo[d]imidazol-6-yl)(phenyl)methanone 
• 79-11-8 chloroacetic acid 
• 39070-63-8 4-benzoylbenzene-1,2-diamine 
• 57070-71-0 (3,4-diaminophenyl)phenylmethanone hydrochloride 

Relevant articles and documents

Synthesis, electronic properties, antioxidant and antibacterial activity of some new benzimidazoles

Two groups of benzimidazole derivatives were synthesized using as precursors 5(6)-substituted 2-mercapto-benzimidazol-thiols and their antioxidant activity was investigated using TBA-MDA test. In the group of 1,3-disubstituted-benzimidazol-2-imines the highest lipid peroxidation inhibition effect 74.04% (IC50 = 141.89 μg/mL) revealed ethyl [3-(2-ethoxy-2-oxoethyl)-2-imino-5-benzoyl-2,3-dihydro-1H-benzimdazol-1-yl]acetate 12 while in the group of 2-substituted-1,3-thiazolo[3,2-a]benzimidazolones the highest inhibition effect showed 2-(4-fluorobenzylidene)-7-(phenylcarbonyl)[1,3]thiazolo[3,2-a]benzimidazol-3(2H)-one 17 90.76% (IC50 = 53.70 μg/mL). In order to estimate the capability of the studied benzimidazoles to act as radical scavengers the structure of the most active derivative within the both subseries was optimized at B3LYP/6-311++G?? level and the respective bond dissociation enthalpies were calculated. The appropriate models for the HAT and SET-mechanism of the antioxidant activity were proposed. The antibacterial activity of the compounds was evaluated against two Gram-positive bacteria (Bacillus subtilis ATCC 6633 and Staphylococcus aureus ATCC 6538) and three Gram-negative bacteria (Escherichia coli ATCC 8739, Pseudomonas aeruginosa ATCC 9027 and Salmonella abony NCTC 6017). 1,3-Diphenylpropyl-5-methyl-1,3-dihydro-2H-benzimidazol-2-imine 14 exhibited significant activity against B. subtilis, S. aureus, S. abony and E. coli (with MIC values of 0.125, 0.016, 0.50 and 0.50 mg/mL, respectively). The group of thiazolobenzimidazolones did not reveal antibacterial activity against the tested strains.

Synthesis of 2-thiobenzimidazole derivatives as potential antifilarial agents

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