www.derpharmachemica.com t Available online a Scholars Research Library Der Pharma Chemica, 2011, 3(3):1-12 (http://derpharmachemica.com/archive.html) ISSN 0975-413X CODEN (USA): PCHHAX 1 www.scholarsresearchlibrary.com Synthesis of some quinazolin-4-one derivatives carrying ibuprofenyl moiety and their antiinflammatory activity Ayman M. F. Elgohary 1,2 , Mohamed M. Hassan 3,4 , and Mohamed Abass 4,* 1 College of Medical and Applied Science, Majmaah University, Amajma’ah 11952, KSA 2 National Organization for Drug Control and Research, Giza, Egypt. 3 Basic Science Unit, College of Engineering, Majmaah University, Amajma'ah 11952, KSA 4 Department of Chemistry, Faculty of Education, Ain Shams University. Cairo 11757, Egypt. ______________________________________________________________________________ ABSTRACT A new series of antiinflammatory active Ibuprofen derivatives comprises quinazolinone moiety was synthesized. Ibuprofen was converted into its acid chloride 1 and reacted with anthranilic acid to give the anilide 2. The anilide 2 was refluxed with acetic anhydride to form benzoxazinone 3. The later on reaction with nitrogen nucleophile such as hydrazine hydrate, gave 3-aminoquinazolinone 4. The compound 4 was used as key starting material to synthesize twelve quinazolinone derivatives 5, 6, 7a-c, 8a-c, 9a-c, and 10. The structures of the synthesized compounds have been established on the basis of spectral and analytical data. All the synthesized compounds have been estimated as anti-inflammatory with minimal ulceroginc effect. Keywords: ibuprofen, quinazolinone, antiinflammatory, ulceroginc activity. ______________________________________________________________________________ INTRODUCTION NSAIDs, Nonsteroidal antiinflammatory drugs, are the primary selection of treatments in curing of inflammatory and rheumatic disorders. Ibuprofen (2-RS-(4-Isobutylphenyl)propanoic acid), a famous NSAID, is the active ingredient in a number of counter pain relievers, e.g. Advil, Motrin, and Nuprin. Ibuprofen is one of the top-ten drugs sold worldwide. Despite the efficiently defeating pain and inflammation, NSAIDs, including ibuprofen, have disadvantageous side effects such as; dyspepsia, symptomatic and complicated gastric, and duodenal ulcers. Long-term use of these drugs has been associated with gastro-intestinal (GI) ulceration, bleeding, and nephrotoxicity [1]. It is known that most of NSAIDs inhibit the enzyme COX and production of prostaglandins. Traditional NSAIDs differ in their relative inhibitory potency against two iso- forms of COX: COX-1 and COX-2 [2]. The maximum extent of damage is generally caused by NSAIDs that are favored COX-1 inhibitors and include a free carboxylic group such as aspirin, ibuprofen, and indomethacin [3]. A widespread approach in medicinal chemistry research is based on utilization of well-known medicines as key compounds to design new drugs with better