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By Helmut Buschmann; Gregor Bahrenberg; et al

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05 |uM Two different strategies have been used in the modification of diclofenac. First Novartis (Fujimoto et al. (Novartis), 1999) described the substitution of ring A of diclofenac with an alkyl group resulting In a compound, which has very good COX-2 potency and selectivity, while Abbott Laboratories (Brooks et al. , 2000). 022 ^iM COX-1: IC50 = 30 nM COX-1: I Figure 11: Modification of diclofenac. f 1995). An Increase in selectivity was achieved by replacing the oxygen with a methylene group at the 4-position of the pyran ring, by transformation of the ketone into an oxime or by complete reduction of the pyran ring (Failli et al.

Instead, most of the classical NSAIDs belong to the group of nonselective COX inhibitors. g. g. g. , 1996). , 1998). Aspirin and APHS acetylate the amino acid serine so that endogenic arachidonic acid is prevented from reaching the catalytic center of the enzymes. _ .. A A , - _w . • Reversible, competitive inhibitors of COX-1 and COX-2. Inhibitors such as ibuprofen, piroxicam or mefenamic acid compete against arachidonic acid to bind at the catalytic center. • Slow, time-dependent, reversible inhibitors of COX1 and COX-2.

The main side-effects are gastrointestinal disorders. , 1982). The lithium, magnesium, calcium, and aluminium salts of acetylsalicylic acid are used in some special preparations. 12,mp153-155°C 46 Christoph and Buschmann COOH Scheme 7: Synthesis of bufexamac. , 1975) is a nonsteroidai anti-inflammatory drug used in topical formulations for mild skin disorders and as suppositories (250-500 mg/day) for haemorrhoids. , 1977; Talley etal. ), 1995. 37; mp 157-159 °C (pale yellow solid) heat H3C Scheme 8: Synthesis of celecoxib.

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