2010•Indian Journal of Chemistry Section B-organic Chemistry Including Medicinal ChemistryRequires access

Synthesis of some novel chalcones of phthalimidoester possessing good anti- inflammatory and antimicrobial activity

Kishor V. Gaikwad, Sandip V. Gaikwad, Satish B. Jadhav, Shantilal D. Rathod

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Abstract

A new series of methyl-2-[substituted benzylidine]-4-[2-(ph-thalimide) ethoxy] acetoacetate, 5a-h have been synthesized from the combination of methyl-4-[2-(phthalimido) ethoxy] aceto-acetate, 3 and substituted benzaldehyde 4a-h which results in both anti-inflammatory and antimicrobial active compound. These compounds have been characterized by IR, 1 H NMR, mass spectral and elemental analysis. These compounds have been subjected to preliminary anti-inflammatory screening using the carrageenan induced rat pow oedema model. Compounds 5a,b,c show marked activity comparable to indomethacin. Compounds 5a,b,c,g show significant antimicrobial activity.

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What this paper is about

A new series of methyl-2-[substituted benzylidine]-4-[2-(ph-thalimide) ethoxy] acetoacetate, 5a-h have been synthesized from the combination of methyl-4-[2-(phthalimido) ethoxy] aceto-acetate, 3 and substituted benzaldehyde 4a-h which results in both anti-inflammatory and antimicrobial active compound. These compounds have been characterized by IR, 1 H NMR, mass spectral and elemental analysis. These compounds have been subjected to preliminary anti-inflammatory screening using the carrageenan induced rat pow oedema model. Compounds 5a,b,c show marked activity comparable to indomethacin. Compounds 5a,b,c,g show significant antimicrobial activity.

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Available abstract

A new series of methyl-2-[substituted benzylidine]-4-[2-(ph-thalimide) ethoxy] acetoacetate, 5a-h have been synthesized from the combination of methyl-4-[2-(phthalimido) ethoxy] aceto-acetate, 3 and substituted benzaldehyde 4a-h which results in both anti-inflammatory and antimicrobial active compound. These compounds have been characterized by IR, 1 H NMR, mass spectral and elemental analysis. These compounds have been subjected to preliminary anti-inflammatory screening using the carrageenan induced rat pow oedema model. Compounds 5a,b,c show marked activity comparable to indomethacin. Compounds 5a,b,c,g show significant antimicrobial activity.

Key concepts: Antimicrobial, Chemistry, Benzaldehyde, Anti-inflammatory, Carrageenan, Proton NMR, Elemental analysis, Alkoxy group

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