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Convenient synthesis of functionalized thieno[2,3‐ d ]pyrimidine‐4‐ones and thieno[2,3‐ b ]pyridine‐4‐ones bearing a pyridine moiety with anticipated antioxidant activity
Author(s) -
ElMekabaty Ahmed,
Fouda Abd ElAziz S.,
Shaaban Ibrahim E. I.
Publication year - 2020
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.4002
Subject(s) - chemistry , moiety , pyridine , pyrimidine , antioxidant , synthon , reagent , abts , ascorbic acid , thiophene , medicinal chemistry , organic chemistry , combinatorial chemistry , stereochemistry , dpph , food science
In the present study, ethyl 2‐amino‐4‐methyl‐5‐(pyridin‐2‐ylcarbamoyl)thiophene‐3‐carboxylate (2) has been achieved using the Gewald's methodology and served as a synthon for the synthesis of various derivatives of thieno[2,3‐ d ]pyrimidine‐4‐one and thieno[2,3‐ b ]pyridine‐4‐one bearing a pyridine moiety via its reactions with the convenient chemical reagents. The antioxidant performance has been tested using the ABTS method and the results disclosed that thienopyrimidinone 5 and thienopyridinones 18 and 19 have the most potent antioxidant efficiency with inhibition percentage at 84.41%, 80.95%, and 76.93%, respectively, compared with ascorbic acid as a reference drug.