Synthesis and Antioxidant Evaluation of Dihydropyrimidinone Integrated Pyrazoles

Author(s): Krishnaraj Padmavathy, Peramasivan Sutha, Kannan G. Krishnan, Chandran U. Kumar, Shunmugam Iniyaval, Chennan Ramalingan*

Journal Name: Letters in Organic Chemistry

Volume 16 , Issue 12 , 2019


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Abstract:

A series of novel ethyl 6-[2-(3-aryl-1-phenyl-1H-pyrazol-4-yl)vinyl]-2-oxo-4-phenyl- 1,2,3,4-tetrahydropyrimidine-5-carboxylates (9a-9d) has been synthesized by adopting a multistep synthetic strategy. The structure of the targets was confirmed on the basis of physical and spectral techniques. The synthetically achieved targets were evaluated for their antioxidant activity by in-vitro DPPH free radical scavenging assay. Of the chemical entities screened, most of them exhibit good to better radical scavenging profile and among those, the nitro substituent bearing molecule 9c displayed the highest activity (82%) with IC50 value 621.6 μM. Further, as a representative molecule, compound 9a has been subjected to density functional theory calculations employing B3LYP method with 6311(++G) basis set to optimize its structure.

Keywords: Synthesis, pyrazole based DHPMs, antioxidant activity, spectral technique, radical scavenging profile, chemical entities.

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Article Details

VOLUME: 16
ISSUE: 12
Year: 2019
Published on: 08 October, 2019
Page: [969 - 977]
Pages: 9
DOI: 10.2174/1570178616666190305125745
Price: $65

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