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Letters in Organic Chemistry

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ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

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Research Article

Synthesis and Antioxidant Evaluation of Dihydropyrimidinone Integrated Pyrazoles

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

Volume 16, Issue 12, 2019

Page: [969 - 977] Pages: 9

DOI: 10.2174/1570178616666190305125745

Price: $65

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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