Synthesis and Characterization of 2-phenyl-5- (1-phenyl-3-(3, 4, 5-trimethoxyphenyl)-1H-pyrazol4-yl) - 1, 3, 4-oxadiazole Scaffolds for Assessing Their Medicinal Potentials
Krishna Prasad Chennapragada1,2, Venkata Sathya Machiraju Palagummi3★★ Corresponding author
- 1Department of Chemistry, Jawaharlal Nehru Technological University, Kakinada, Andhra Pradesh, INDIA.
- 2Escientia Bio Pharma Pvt Ltd, ICICI Knowledge Park, Hyderabad, Telangana, INDIA.
- 3Department of Chemistry, Pragati Engineering College (A), Surampalem, Andhra Pradesh, INDIA.
CORRESPONDENCE
Venkata Sathya Machiraju Palagummi
Department of Chemistry, Pragati Engineering College (A), Surampalem, Andhra Pradesh, INDIA.
Received: 16-07-2017; Revised: 25-09-2017; Accepted: 10-01-2018.
Volume 52, Issue 1 · pp. 135–145 · PUBLISHED 2018 · DOI: 10.5530/ijper.52.1.15
ABSTRACT
Objective:The present research is aimed at the discovery and development of 1-phenyl-3- (3,4,5-trimethoxyphenyl)-1H-pyrazole derivatives as a series of novel 1, 3, 4-oxadiazoles (7a-7h) through iodine-catalyzed oxidative cyclization of the hydrazone derivatives (6a6h) in the presence of potassium carbonate as base and DMSO as solvent in good toexcellent yields. Methods: The structures of all the newly synthesized compounds (6a6h) and(7a-7h) were well characterized by IR, 1H NMR, 13C NMR and HRMS. Furthermore, allthe synthesized compounds (6a-6h and 7a-7h) were evaluated for their antimicrobial andanti-oxidant activities. Results: The research results revealed that the compound 6d (Z)-2-bromo-N'-((1-phenyl-3-(3, 4, 5-trimethoxyphenyl)-1H-pyrazol-4-yl) methylene) benzohydrazide) has antimicrobial potent while the synthesized compounds 6a (Z)-N'- ((1-phenyl-3-(3, 4, 5-trimethoxyphenyl)-1H-pyrazol-4-yl) methylene) benzohydrazide), 6e (Z)-2, 5-dichloro-N'-((1-phenyl-3-(3, 4, 5-trimethoxyphenyl)-1H-pyrazol-4-yl) methylene) benzohydrazide), 7e (2-(2, 5-dichlorohenyl)-5-(1-phenyl-3-(3, 4, 5-trimethoxyphenyl)- 1H-pyrazol-4-yl)-1, 3, 4-oxadiazole) and 7f (2-(3, 5-dichlorophenyl)-5-(1-phenyl-3-(3, 4, 5-trimethoxyphenyl)-1H-pyrazol-4-yl)-1, 3, 4-oxadiazole) exhibited strong antioxidant activity compared to the control BHT. Conclusion: The novel hydrazonessynthesized and 1, 3, 4 oxadiazole derivatives may be suggested for their establishment in chemical class of antimicrobial and antioxidant agents in new drug discovery and medicinal research.
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Chennapragada, K. P., & Palagummi, V. S. M. (2018). Synthesis and Characterization of 2-phenyl-5- (1-phenyl-3-(3, 4, 5-trimethoxyphenyl)-1H-pyrazol4-yl) - 1, 3, 4-oxadiazole Scaffolds for Assessing Their Medicinal Potentials. Indian Journal of Pharmaceutical Education and Research, 52(1), 135–145. https://doi.org/10.5530/ijper.52.1.15
