Synthesis, Characterization and Biological Activity of New Mefenamic acid - Oxoazetidine Derivatives

Several new oxoazetidine derivatives based on mefenamic acid were synthesized via a four steps method in good yields.1st step was prepared 2-[2-chloro-N-(2,3- dimethylphenyl)acetamido]benzoic acid (2) by condensation of mefenamic acid with chloroacetyl chloride, which on amination with hydrazine hyd...

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Main Author: Ayad M.R. Raauf (Author)
Format: Book
Published: College of Pharmacy / Mustansiriyah University, 2013-06-01T00:00:00Z.
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Summary:Several new oxoazetidine derivatives based on mefenamic acid were synthesized via a four steps method in good yields.1st step was prepared 2-[2-chloro-N-(2,3- dimethylphenyl)acetamido]benzoic acid (2) by condensation of mefenamic acid with chloroacetyl chloride, which on amination with hydrazine hydrate in ethanol to give 2-[N- (2,3-dimethylphenyl)-2-hydrazinylacetamido] benzoic acid (3) in good yields(2nd step). Compound 3, on condensation with various aldehydes afforded a series of Schiff bases 2-[N- (2,3-dimethylphenyl)-2-(2-arylhydrazinyl)acetamido]benzoic acid (4a-f) (3rd step). A series of oxoazetidine have been synthesized by cyclocondensation of various Schiffm bases (4a-f) with chloroacetyl chloride or phenyl acetyl chloride in presence of triethyl amine to yield compounds (5a-f) and (6a-f), respectively (4th step). Purified compounds were characterized by mp, TLC, UV, FT-IR and elemental analysis. The synthesized compounds (5a-f) were screened for their antibacterial activities against three species of bacteria. They were found to exhibit good antibacterial activity.
Item Description:10.32947/ajps.v13i1.181
1815-0993
2959-183X