Benzbromarone

Chemical Name (3,5-dibromo-4-hydroxyphenyl)-(2-ethyl-3-benzofuranyl)methanone Common Name — 

Trade Name Manufacturer Country Year Introduced  

The distillate is neutralized by means of concentrated HCI, decanted, and the aqueous layer extracted by means of ether. The oily layer and the ethereal extract are mixed, washed with diluted HCI, then with water, and finally dried over sodium sulfate. The solvent is removed and the residue rectified under reduced pressure. In this way, 130 grams of 2-propyl coumarone are obtained, boiling at 112°C under 17 mm of mercury. 

16 grams of 2-propyl-3-anlsoyl coumarone are obtained (Yield 72%), boiling at 189°C under 0.5 mm Hg. The methoxylated coumarone so obtained is mixed as follows 1 part of 2-propyl-3-anisoyl coumarone and 2 parts of pyridine hydrochloride and the mixture maintained for one hour under a stream of dry nitrogen in an oil bath at 210°C (under a vertical condenser). After cooling, the mixture is triturated with 0.5 N hydrochloric acid (10 parts). The aqueous layer is separated and the residue extracted with ether. The ethereal extract is treated with 20 parts of 1% caustic soda. The alkaline layer is separated by decanting and acidified by means of diluted HCI. The precipitate Is purified by recrys-tallization in aqueous acetic acid. 

8 part of 2-propyl-3-p-hydroxybenzoyl coumarone is obtained, melting at 123°C. Then the dibromo counterpart of benzbromarone may be prepared as follows 8.05 g of 3-ethyl-2-p-hydroxybenzoyl coumarone, prepared as described above, are dissolved in very si ght excess of 3% caustic soda. To this solution is gradually added a slight excess of bromine dissolved 

8 part of 2-propyl-3-p-hydroxybenzoyl coumarone is obtained, melting at 123°C. Then the dibromo counterpart of benzbromarone may be prepared as follows 8.05 g of 3-ethyl-2-p-hydroxybenzoyl coumarone, prepared as described above, are dissolved in very si ght excess of 3% caustic soda. To this solution is gradually added a slight excess of bromine dissolved in a 25% aqueous solution of potassium bromide. The resultant solution is acidified with a 20% solution of sodium bisulfite, centrifuged, washed with water and then dried under vacuum. The product is then recrystallized in acetic acid and 13.6 g of 2-(4 -hydroxy-3, 5 -di-bromo-benzoyl)-3-ethyl coumarone obtained. MP 151°C. 

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Benfurodil hemisuccinate Benzbromarone Mexiletine HCI Chloroacetonitrile Bendazac... 

Azmacort - Triamcinolone acetonide Azobicina Triamcin - Triamcinolone acetonide Azo Gantanol Sulfamethoxazole AzO Gantrisin - Sulfisoxazole Azolid Phenylbutazone Azolin - Tetrahydrozoline HCI Azubromaron - Benzbromarone Azulfidine Sulfasalazine... 

The daily dose of allopurinol is 300-600 mg. In combination with benzbromarone, the daily allopurinol dose is reduced to 100 mg. In general, allopurinol is well tolerated. The incidence of side effects is 2-3%. Exanthems, pruritus, gastrointestinal problems, and dty mouth have been observed. In rare cases, hair loss, fever, leukopenia, toxic epidermolysis (Lyell syndrome), and hqDatic dysfunction have been reported. Allopurinol inhibits the metabolic inactivation of the cytostatic dtugs azathioprine and 6-mercaptopurine. Accordingly, the administered doses of azathioprine and 6-mercaptopurine must be reduced if allopurinol is given simultaneously. 

The daily dose of benzbromarone is 50-200 mg. In combination with allopurinol, the benzbromarone dose is reduced to 20 mg. Benzbromarone is well tolerated. Rare side effects are headaches, gastrointestinal problems, and exanthems. 

Uricosuric dtugs increase the renal excretion of uric acid by inhibiting its renal reabsorption. Therapeutically used uricosuric dtugs are benzbromarone, probenecid and sulfinpyrazone. 

Lartigue-Mattei, C., Chabard, J.L., Ristori, J.M., Bussiere, J.L., Bargnoux, H., Petit, J., and Berger, J.A., Kinetics of allopurinol and it s metabolite oxypurinol after oral administration of allopurinol alone or associated with benzbromarone in man. Simultaneous assay of hypoxanthine and xanthine by gas chromatogra-phy-mass spectrometry, Fund. Clin. Pharm., 5,621,1991. 

Baclofen, 121 Bamethan, 39 BAS, 96 BCNU, 12 Becanthone, 413 Beckett-Casey rule, 328 Beloxamide, 56 Benapryzine, 74 Bendazac, 351 Benfurodil, 355, 356 Benorterone, 156 Benoxaprofen, 356 Benperidol, 290 Benproperine, 100 Benzbromarone, 354 Benzetimide, 293 Benzilate esters, 74 Benzilonium bromide, 72 Benzindopyrine, 343 Benzoctamine, 220 Benzodepa, 122 Benzothiadiazines, 383 Benztriamide, 290 Benzydamine, 350 Betahistine, 279 Bioisosterism (see also biological isosterism), 278... 

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