Abstract

SYNTHESIS OF SOME IBUPROFEN AMINO ACID HETEROCYCLIC COMPOUNDS

Huda A. Basheer*, Sabir A. Mohammed* and Wazeera R. Abdulla**

ABSTRACT

Ibuprofen amino acid esters (2a-e) were synthesized by the reaction of ibuprofen (extraction from ibuprofen drug) with amino acid esters (glycine, phenylalanine, tyrosine, isoleucine, methionine) and they were converted to corresponding hydrazides (4a-e) by hydrazine hydrate. Hydrazones (5a-b) were synthesized by the reaction of hydrazide with p-nitrobenzaldehyde which cyclized to 1, 3, 4- oxadiazole 2, 5- disubstituted (7a-b) and phthalazine (6) by the reaction with lead oxide and hydrochloric acid, respectively. Ibuprofen amino acid amides (3a-d) were synthesized by passing ammonia gas through corresponding esters. The structures of the synthesized compounds were confirmed by physical and spectral methods. The antifungal activity of the compounds (Ibuprofen, 2e, 4c, 5a, 7a) against four types of fungi (A. Niger, A. tubingensis, A. foatiday, A. awamori) were studied and discussed.

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