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Synthesis and Biological Activity of (Z) –n-(5-Benzylidene-4-oxo-2-substituted- phenylthiazolidin-3-yl)-5-((1, 3-dioxoisoindolin-2-yl)methyl)-2-hydroxybenzamide
Author(s) -
Mahesh Patel,
Dhameliya
Publication year - 2010
Publication title -
journal of chemistry
Language(s) - English
Resource type - Journals
eISSN - 2090-9063
pISSN - 2090-9071
DOI - 10.1155/2010/586984
Subject(s) - benzaldehyde , chemistry , benzamide , thioglycolic acid , antifungal , stereochemistry , medicinal chemistry , antibacterial activity , organic chemistry , bacteria , catalysis , medicine , dermatology , biology , genetics
5-((1,3-dioxoisoindolin-2-yl)methyl)-2-hydroxy-N-(4-oxo-2-phenylthiazolidin-3-yl)benzamide (1a-h) undergoes facile condensation with aromatic aldehydes in the presence of sodium ethanolate to afford the corresponding N-(5-benzylidene-4-oxo-2-phenylthiazolidin-3-yl)-5-((1,3-dioxoisoindolin-2-yl)methyl)-2- hydroxybenzamide (2a-h) in good yields. These compounds (2a-h) on reaction with hydrazine, phenyl hydrazine and 4-chlorophenylhydrazine in sodium acetate and acetic acid gave appropriate pyrazole derivatives (3a-h), (4a-h) and (5a-h). The structures of these compounds were established on the basis of analytical data, 1H-NMR,13C-NMR and IR spectral data. All the newly synthesized compounds were evaluated for their antibacterial and antifungal activities. In summary, preliminary results indicate that some of the newly synthesized title compounds exhibited promising antibacterial activities and they warrant more consideration as prospective antimicrobials.

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