Abstract
The heterocyclic aromatic compound benzimidazole is made up of benzene and an imidazole ring. In medicinal chemistry, it's a crucial pharmacophore and a privileged structure. It's a component of the vitamin cobalamin. Antimicrobial, antiviral, antidiabetic, anti-cancer, anti-helminthic, antioxidant, anti-fungal, anti-allergic, anti-parasitic, anti-proliferative, anti-HIV, anti-convulsant, anti-inflammatory, anti-hypertensive and proton pump inhibitors are only a few of the pharmacological functions of benzimidazole derivatives play a critical role throughout the medical sector. The Mannich reaction is one of the most versatile reaction in organic synthesis. This reaction can be used to make N-methyl derivatives and a variety of drug molecules. Mannich base benzimidazole derivatives play a significant role in medicine, with several medicinal applications including antibacterial, anthelmintic, antifungal, anti-inflammatory, antiviral, analgesic and anti-convulsant. Changes in their composition have provided a high degree of variety, which has been beneficial in the case of new therapeutic agents with increased efficacy and lower toxicity. This analysis emphasises the significance of synthesis and various biological activities of newly synthesized mannich bases of benzimidazole derivatives, as well as a few key synthesis methodologies.
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References
Babu, G. S., Rajani, N., Malathy, P. S., Srinivas, B., Kulandaivelu, U., Rao, J. V. 2010. Synthesis, characterization and evaluation of novel N-(1H-benzimidazol-2-yl)-2-isatinylidene-hydrazinecarboxamide derivatives as anti-inflammatory agents. Der Pharma Chemica, 2(3):196–204.
Bhrigu, B., Siddiqui, N., Pathak, D., Alam, M. S., Ali, R., Azad, B. 2012. Anticonvulsant evaluation of some newer benzimidazole derivatives: design and synthesis. Acta Poloniae Pharmaceutica, 69(1):53–62.
Chakkaravarthi, K., Gokulakrishnan, K., Suman, T., Tamilvendan, D. 2014. Synthesize, spectral, antimicrobial and antioxidant studies of diamide mannich base derivatives. International Journal of Pharmacy and Pharmaceutical Sciences, 6(1):492– 495.
Datar, P., Limaye, S. 2015. Design and Synthesis of Mannich bases as Benzimidazole Derivatives as Analgesic Agents. Anti-Inflammatory and Anti-Allergy Agents in Medicinal Chemistry, 14(1):35– 46.
Durosinmi, L. M., Oluduro, A. O., Oseni, M. 2017. Synthesis, characterization and anti-microbial properties of benzimidazole derivatives and there are metal complexes. IOSR Journal of Applied Chemistry, 10(8):24–45.
Dziwornu, G. A., Coertzen, D., Leshabane, M., Korkor, C. M., Cloete, C. K., Njoroge, M., Gibhard, L., Lawrence, N., Reader, J., van der Watt, M., Wittlin, S., Birkholtz, L.-M., Chibale, K. 2021. Antimalarial Benzimidazole Derivatives Incorporating Phenolic Mannich Base Side Chains Inhibit Microtubule and Hemozoin Formation: Structure–Activity Relationship and In Vivo Oral Efficacy Studies. Journal of Medicinal Chemistry, 64(8):5198–5215.
El-Meguid, A., Awad, E. A., Anwar, H. M., M, M. 2019. Synthesis of New 1, 3, 4-Oxadiazole-benzimidazole Derivatives as Potential Antioxidants and Breast Cancer Inhibitors with Apoptosis Inducing Activity. Russian Journal of General Chemistry, 89(2):348–356.
Jesudason, E. P., Sridhar, S. K., Malar, E. P., Shanmugapandiyan, P., Inayathullah, M., Arul, V., Selvaraj, D., Jayakumar, R. 2009. Synthesis, pharmacological screening, quantum chemical and in vitro permeability studies of N-Mannich bases of benzimidazoles through bovine cornea. European Journal of Medicinal Chemistry, 44(5):2307–2312.
Kamala, G., Srinivasan, N., Shankar, K. R., Suresh, R. 2018. Synthesis, Characterization and Antimicrobial Evaluation of N-Mannich Bases of (2-Substituted Phenyl) Benzimidazole Derivatives. Asian Journal of Pharmaceutical Research, 8(2):87–93.
Kaplancikli, Z. A., Turan-Zitouni, G., Özdemir, A., Can, Ö. D., Chevallet, P. 2009. Synthesis and antinociceptive activities of some pyrazoline derivatives. European Journal of Medicinal Chemistry, 44(6):2606–2610.
Kaur, P., Wakode, S. 2016. Synthesis and in vitro evaluation of anticancer activity of mannich bases of benzimidazole derivatives. International Journal of Science and Research, 5(5):1096–1099.
Krishnanjaneyulu, I. S., Saravanan, G., Kumar, M. S., Supriya, P., Vamsi, J., Bhavana, J. 2014. Synthesis, characterization and antimicrobial activity of some novel benzimidazole derivatives. Journal of Advanced Pharmaceutical Technology and Research, 5(1):21–27.
Kumar, J. R., Jawahar, L. J., Pathak, D. P. 2006. Synthesis of Benzimidazole Derivatives: As Anti-hypertensive Agents. E-Journal of Chemistry, 3(4):278–285.
Kumar, S. V., Subramanian, M. R., Chinnaiyan, S. K. 2013. Synthesis, characterisation and evaluation of N-mannich bases of 2-substituted Benzimidazole derivatives. Journal of Young Pharmacists, 5(4):154–159.
Manjula, P. S., Sarojini, B. K., Narayana, B., Raj, C. G. D. 2016. An exploration on the synthesis and bio-applications of derivatives of heterocyclic Mannich bases. Journal of Fundamental and Applied Sciences, 8(1):115–175.
Mariappan, G., Bhuyan, N. R., Kumar, P., Kumar, D., Murali, K. 2011. Synthesis and Biological Evaluation of Mannich Bases of Benzimidazole Derivatives. Indian Journal of Chemistry, 50B(09):1216–1219.
Marinescu, M., Cinteză, L. O., Marton, G. I., Chifiriuc, M.-C., Popa, M., Stănculescu, I., Zălaru, C.-M., Stavarache, C.-E. 2020. Synthesis, density functional theory study and in vitro antimicrobial evaluation of new benzimidazole Mannich bases. BMC Chemistry, 14(1):1–16.
Negi, D., Kumar, G., Singh, M., Singh, N. 2017. Anti-bacterial activity of benzimidazole derivatives. A mini review Research and Reviews: Journal of Chemistry, 6(3):18–28.
Nowicka, A., Liszkiewicz, H., Nawrocka, W. P., Wietrzyk, J., Sadowska, J. 2015. Synthesis and in vitro antiproliferative activity of novel 2-arylideneaminobenzimidazole derivatives. Acta Poloniae Pharmaceutical Drug Research, 72(5):951–963.
Obot, I. B., Edouk, U. M. 2017. Benzimidazole: Small planar molecule with diverse anti-corrosion potentials. Journal of Molecular Liquids, 246:66–90.
Patel, V. M., Patel, N. B., Chan-Bacab, M. J., Rivera, G. 2020. N-Mannich bases of benzimidazole as a potent antitubercular and antiprotozoal agents: Their synthesis and computational studies. Synthetic Communications, 50(6):858–878.
Reddy, B. A. 2010. Synthesis, characterization and biological evaluation of 1, 2-disubstituted benzimidazole derivatives using Mannich bases. E-journal of Chemistry, 7(1):222–226.
Saha, P., Brishty, S. R., Rahman, S. M. A. 2020. Synthesis and Evaluation of Disubstituted Benzimidazole Derivatives as Potential Analgesic and Antidiarrheal Agents. Indian Journal of Pharmaceutical Sciences, 82(2):222–229.
Sethi, R., Arora, S., Jain, S., Jain, N. 2015. Synthesis, characterization and biological studies on Mannich bases of 2-substituted benzimidazole derivatives. Journal of Pharmaceutical Technology, Research and Management, 3(1):57–64.
Sugumaran, M., Rajasekhar, S. 2012. Synthesis, characterization and biological evaluation of some novel N-Mannich bases of benzimidazole derivatives. Indian Journal of Heterocyclic Chemistry, 22(1):31–34.
Suryawanshi, V. S. 2019. Nafion-H Catalyzed efficient and Greener Synthesis of Mannich Bases having Benzimidazole Moiety. International Journal for Research in Applied Sciences and Biotechnology, 6(4):29–33.
Thakare, P. B., Ansari, A. J. 2011. Synthesis and antiulcer, antisecretory activity of some new substituted 2-(Pyrimidinyl Sulfinyl) benzimidazole derivatives. International Journal of Research in Pharmaceutical and Biomedical Sciences, 2(2):695–700.
Tiejun, S. U., Yunbai, L. U. O., Kehua, L. I., Fanxiu, L. I., Shiying, D. E. N. G., Wei, X. I. 2015. Corrosion inhibition performance of benzimidazole N-mannich base for mild steel in hydrochloric acid. Journal of Chinese Society for Corrosion and Protection, 35(5):415–422.
Tonelli, N., Paglietti, G., Boido, V., Sparatore, F., Marongiu, F., Marongiu, E., Colla, P., Loddo, R. 2008. Antiviral activity of benzimidazole derivatives. I. Antiviral activity of 1-substituted-2-[(benzotriazol-1/2-yl)methyl]benzimidazoles. Chem Bio divers, 5(11):2386–2401.
Vinothkumar, S., Senthilkumar, R., Jothimanivannan, C., Lathiff, M. K. M. A., Kiran, K. 2018. Synthesis, characterization, Insilico prediction and anti-microbial evaluation of 2-substituted benzimidazole derived mannich bases. International Journal of Research in Pharmaceutical Sciences, 9(2):381–386.
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