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Published on:JANUARY 2018
Indian Journal of Pharmaceutical Education and Research, 2018; 52(1):135-145
Original Article | doi:10.5530/ijper.52.1.15

Synthesis and Characterization of 2-phenyl-5- (1-phenyl-3-(3, 4, 5-trimethoxyphenyl)-1H-pyrazol- 4-yl) - 1, 3, 4-oxadiazole Scaffolds for Assessing Their Medicinal Potentials


Authors and affiliation (s):

Krishna Prasad Chennapragada1,2, Venkata Sathya Machiraju Palagummi3*,

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.

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 (6a- 6h) 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 (6a- 6h) 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.

Key words: Hydrazones, Oxadiazoles, Pyrazole, Anti-microbial, Anti-oxidant activity.

 

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The Official Journal of Association of Pharmaceutical Teachers of India (APTI)
(Registered under Registration of Societies Act XXI of 1860 No. 122 of 1966-1967, Lucknow)

Indian Journal of Pharmaceutical Education and Research (IJPER) [ISSN-0019-5464] is the official journal of Association of Pharmaceutical Teachers of India (APTI) and is being published since 1967.

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