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Synthesis, Characterization and Antibacterial activity of Disulfide and Sulfone Compounds Derivatives from Benzimidazole
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This study aimed to prepare a series of disulfide and sulfone compounds derivatives from benzimidazole. The target compounds were prepared by three steps: First step comprise synthesis of 2-mercaptobenzimidazole derivatives from reaction of 4- (un)substituted-o-pheneylenediamine with carbon disulfide, In the second step: Alkylation of the 2-mercaptobenzimidazole derivatives with different alkyl halides to obtain thioether compounds. Final step: include oxidation of 2-mercaptobenzimidazole derivatives to yielded disulfide compounds while oxidation of thioether compounds gave sulfone derivatives by using hydrogen peroxide as oxidizing agent. The chemical structures of all synthesized compounds were confirmed by FT-IR and some by 1H and 13C-NMR.Some selected compounds were tested in vitro for their antibacterial activity by disc diffusion method against two types of Gram-positive bacteria namely (Staphylococcous aureus, Bacillus subtilis) and Gram-negative bacteria namely (Pseudomonas aeruginosa, Escherichia coli). The results displayed that most of the prepared compounds have a good antibacterial activity when compared with the standard antibiotic ampicillin and ciprofloxacin.
Keywords
2-Mercaptobenzimidazole, Sulfone Compounds, Thioether, Alkylation.
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- Hollgens EI. And Wagner EC. Some reactions of Nitriles as acid anammonides. Journal of Organic Chemistry 1944; 9: 31-49.
- Wright JB. The chemistry of benzimidazole, Chemical Reviews 1951; 48 :397-541.
- Bansal Y, and Silakari O. The therapeutic journey of benzimidazoles: a review. Bioorganic and Medicinal Chemistry, 2012; 20(21): 6208-6236
- Youssif BG, Abdel-Moty S G and Sayed IM. Synthesis and biological evaluation of some novel 1,2,3-Triazol-N-arylideneAcetohydrazide incorporating benzimidazole ring moiety as potential antimicrobial agents. Journal of Current Chemical and Pharmaceutical Sciences, (2014); 4(2): 54-64.
- Muayed A R, Wassan B A and Ahmed M M. Synthesis, Characterization and Antibacterial Evaluation of some Novel Benzimidazole Derivatives Containing 1,3,4-thiadiazole moiety. Oriental Journal of Chemistry, 2017; 33(6); 3138-3143
- Muayed A R, Maha S H and Ashrif T L. Antibacterial Screening of New Synthesis Schiff Base Clubbed With Benzimidazole Ring 2018;30(2); 381-185
- Pawar N S, Dalal D S, Shimpi, S R, and Mahulikar PP. Studies of antimicrobial activity of N-alkyl and N-acyl 2-(4-thiazolyl)-1H-benzimidazoles. European Journal of Pharmaceutical Sciences, 2004; 21(2) : 115-118.
- El-Nassan H B. Synthesis, antitumor activity and SAR study of novel [1,2,4] triazino [4,5-a] benzimidazole derivatives. European Journal of Medicinal Chemistry, 2012; 53(1): 22-27.
- Achar K C., Hosamani K M., and Seetharamareddy HR. In-vivo analgesic and anti-inflammatory activities of newly synthesized benzimidazole derivatives. European Journal of Medicinal Chemistry, 2010; 45(5) : 2048-2054.
- Kumar J R, Jawahar L, and Pathak D P. Synthesis of benzimidazole derivatives: as anti-hypertensive agents. Journal of Chemistry 2006; 3(4): 278-285.
- Patel H D, Divatia S M, and Clercq E D. Synthesis of some novel thiosemicarbazone derivatives having anti-cancer, anti-HIV as well as anti-bacterial activity. Indian Journal of Chemistry, 2013; 52(2): 535-545.
- Paul S, Yardily A, Rajasekharan K N, and Reji T F. Synthesis of anticancer compounds 2-(4-amino-2-arylaminothiazol-5-oyl)-N-methylbenzimidazoles. Indian Journal of Chemistry, 2013; 52(2): 560-564.
- Srikanth G, Rajesh BY, Vijayabhaskara RG, Madhavilatha B. Symmetrical Coupling of 2-Mercapto benzimidazole derivatives and their anti-microbial activity. International Journal of Pharmacy and Pharmaceutical Sciences., 2011; 3(2): 217-220
- Shoberl A, Waguer A. Methods of Organic Chemistry 1955, V: IX, P: 7-19, 97-113.
- Michel M. Synthesis of sulfoxide by oxidation of thioether, Tetrahedron 1986; 42(20): 5459-5495.
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