22187-16-2Relevant academic research and scientific papers
Synthesis, pharmacological activity evaluation and molecular modeling of new polynuclear heterocyclic compounds containing benzimidazole derivatives
Bassyouni, Fatma A.,Saleh, Tamer S.,Elhefnawi, Mahmoud M.,El-Moez, Sherein I. Abd,El-Senousy, Waled M.,Abdel-Rehim, Mohamed E.
, p. 2063 - 2075 (2012)
Novel heterocyclic compounds containing benzimidazole derivatives were synthesized from 2-(1Hbenzimidazol-2-yl) acetonitrile (1) and arylhydrazononitrile derivative 2 was obtained via coupling of 1 with 4-methyl phenyldiazonium salt, which was then reacted with hydroxylamine hydrochloride to give amidooxime derivative 3. This product was cyclized into the corresponding oxadiazole derivative 4 upon reflux in acetic anhydride. Compound 4 was refluxed in DMF in the presence of triethylamine to give the corresponding 5-(1H-benzimidazol-2-yl)-2-p-tolyl-2H-1,2,3-triazol-4-amine 6. Treatment of compound 6 with ethyl chloroformate afforded 2,6-dihydro-2-(4-methylphenyl)-1,2, 3-triazolo[4″,5″-4′,5′]pyrimido[1,6-a] benzimidazole-5(4H)-one (8). 1,2-bis(2-cyanomethyl-1H-benzimidazol-1-yl)ethane- 1,2-dione (10) was synthesized via the condensation reaction of 2-(1H-benzimidazol-2-yl) acetonitrile (1) and diethyloxalate. The reactivity of compound 10 towards some diamine reagents was studied. The in vitro antimicrobial activity of the synthesized compounds was investigated against several pathogenic bacterial strains such as Escherichia coli O157, Salmonella typhimurium, E. coli O119, S. paratyphi, Pseudomonas aeruginosa, Staphylococcus aureus, Listeria monocytogenes and Bacillus cereus. The results of MIC revealed that compounds 12a-c showed the most effective antimicrobial activity against tested strains. On the other hand, compounds 12a, b exhibited high activity against rotavirus Wa strain while compounds 12b, c exhibited high activity against adenovirus type 7. In silico target prediction, docking and validation of the compounds 12a-c were performed. The dialkylglycine decarboxylase bacterial enzyme was predicted as a potential bacterial target receptor using pharmacophorebased correspondence with previous leads; giving the highest normalized scores and a high correlation docking score with mean inhibition concentrations. A novel binding mechanism was predicted after docking using the MOE software and its validation.
Heterocyclization, dyeing applications and anticancer evaluations of benzimidazole derivatives: Novel synthesis of thiophene, triazole and pyrimidine derivatives
Abdallah, Amira E.M.,Helal,Elakabawy, Nagwa I.I.
, p. 699 - 719 (2016/08/19)
ANUMBER of novel hydrazono benzimidazole, thiophene, triazole and pyrimidine derivatives were prepared and their dyeing properties evaluated. The newly synthesized compounds based on 1-(1H-benzimidazol-2-yl)-propan-2-one 3. The reactivity of compound 3 towards different chemical reagents was studied. The structure of the synthesized compounds was established based on elemental analysis and spectral data. Dyes were applied at 1% and 3% depth for disperse dyeing of (nylon 6 + polyester) and polyester fabrics. Their spectral characteristics and fastness properties were measured and evaluated. On the other hand, the anticancer activity of some of the newly synthesized compounds was studied and evaluated. Compounds 5a, 9b, 14b and 17c revealed higher effect when screened in vitro against some human cancer cell lines than the reference CHS 828.
