SYNTHESIS AND CHARACTERIZATION OF SOME NOVEL 2-[(5-ARYL)-4, 5-DIHYDRO-1H-PYRAZOLE-3-YL]-1H-BENZIMIDAZOLES WITH ANTIMICROBIAL ACTIVITY
Abstract
A novel series of 4-(1H-benzo[d]imidazol-2-yl)-6-phenyl-2-pyrimidinamines (6a-h) have been synthesized in good to excellent yields by using commercially available o-phenylenediamine (o-PDA) (1a-d) and α-hydroxy propionic acid 2 and by involving 2-(α-hydroxy)ethyl benzimidazoles (3a-d), 2-acetyl benzimidiazoles (4a-d) and 1-(1H-benzimidazol-2-yl)-3-(substituted phenyl) prop-2-en-1-ones (5a-h) as intermediates. The chemical structures of the all newly synthesized compounds were clarified by their IR, 1H & 13C NMR, mass spectral data and elemental analysis. Finally, the target compounds were used to find their antimicrobial activity against various microorganisms.
Keywords:
Benzimidazoles, pyrimidines, antimicrobial activityDOI
https://doi.org/10.25004/IJPSDR.2014.060404References
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2. Abdel-Ghaffar NF. Synthesis, reactions, structure-activity relationship of 2-benzimidazole analogs as anticancer agents and study their molecular docking. Der Pharma Chemica 2013; 5: 243-257.
3. Refaat HM. Synthesis and anticancer activity of some novel 2-substituted benzimidazole derivatives. Eur J Med Chem. 2010; 45: 2949-2956.
4. Meral T, Hakan G, Rahmiye E, Recep E, Engin K, Nurten A. Synthesis and antimicrobial activity of some new anilino benzimidazoles. Archiv der Pharmazie 1997; 330: 372-376.
5. Herdewijn P, Balzarini J, Baba M, Pauwels R, Van Aerschot A, Janssen G, De Clercg E. Synthesis and anti-HIV activity of different suger-modified pyrimidine and purine necleosides. J Med Chem. 1988; 31: 2040-2048.
6. Chitre TS, Kathiravan MK, Chothe AS, Rakholiya VK, Asgaonkar KD, Patil SM, Bothara KG. Synthesis and antitubercular activity of some substituted pyrimidine derivatives. J Pharmacy Res. 2011; 4: 1882-1883.
7. Manal MK, Lamia WM, Mohammed KA, Ahmed TN. Design, Synthesis, and Antitumor Evaluation of Novel Pyrazolo[3,4-d]pyrimidine Derivatives. Scientia Pharmaceutica. 2012; 80: 531-545.
8. Hai-Yun H, Jin-Ni Z, Ruo J, Ying-Lan Z, Sheng-Yong Y, Luo-Ting Y, Li Y. Novel pyrazolo[3,4-d]pyrimidine derivatives as potential antitumor agents: Exploratory synthesis, preliminary structure-activity relationships and in vitro biological evaluation. Molecules 2011; 16: 10685-10694.
9. Majeed J, Shaharyar M. Synthesis and in vivo diuretic activity of some novel pyrimidine derivatives. J Enzyme Inhib Med Chem. 2011; 26: 819-826.
10. Sunny M, Rajesh UC, Shabana IK, Babu LT, Diwan SR, Novel 4-aminoquinoline-pyrimidine based hybrids with improved in vitro and in vivo antimalarial activity. Med Chem Lett. 2012; 3: 555–559.
11. Barry AL. The Anti-microbial susceptibility test, Principle and Practice, edited by Illus-lea and Febiger, Philadelphia, Pa, USA, 1976.
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01-10-2014
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“SYNTHESIS AND CHARACTERIZATION OF SOME NOVEL 2-[(5-ARYL)-4, 5-DIHYDRO-1H-PYRAZOLE-3-YL]-1H-BENZIMIDAZOLES WITH ANTIMICROBIAL ACTIVITY”. International Journal of Pharmaceutical Sciences and Drug Research, vol. 6, no. 4, Oct. 2014, pp. 278-82, https://doi.org/10.25004/IJPSDR.2014.060404.
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How to Cite
“SYNTHESIS AND CHARACTERIZATION OF SOME NOVEL 2-[(5-ARYL)-4, 5-DIHYDRO-1H-PYRAZOLE-3-YL]-1H-BENZIMIDAZOLES WITH ANTIMICROBIAL ACTIVITY”. International Journal of Pharmaceutical Sciences and Drug Research, vol. 6, no. 4, Oct. 2014, pp. 278-82, https://doi.org/10.25004/IJPSDR.2014.060404.
