Bromfenac sodium

ChEBI: The sodium salt of bromfenac. Note that 'bromfenac sodium' commonly refers to the sesquihydrate (120638-55-3); this is the anhydrous form.

63 g of the compound of formula 3 and 2001 g of aqueous sodium hydroxide (concentration:4.0percent aqueous sodium hydroxide solution, Configuration method: slowly add 81g of sodium hydroxide to 1920ml of purified water and mix well)Add to a three-port reaction bottle containing 1920mL, The mixture was heated to 100 ° C with stirring and reacted for 1 h.After completion of the reaction, the system was cooled to room temperature, suction filtered, and the filtrate was collected.Add the filtrate to a three-neck reaction flask and stir.Add 124 g of sodium chloride.After the addition, a large amount of solid was precipitated, stirring was continued for 1 h, and suction filtration was performed.The obtained solid was washed with 214 g of saturated brine and 300 mL of acetone, and then transferred to a three-neck reaction flask, and 63 mL of purified water was added thereto, and the mixture was heated to 81 ° C, and 630 mL of acetone was added dropwise. After the drop, the system is cooled to room temperature.Filter by suction, use 200 mL of purified water first:The acetone was washed 1:10 and then washed with 300 mL of acetone.The resulting solid was added to a three-neck reaction flask.Add 60 mL of purified water, Stir and heat to 70 ° C, After the system is dissolved, Add acetone 120mL, filter, The resulting filtrate was transferred to a three-neck reaction flask.Add 480 mL of acetone under stirring.Filtering, The solid was washed with 300 mL of acetone.Obtained 63.3g of yellow solid.The purity is 99.95percent, Except for the relative retention time of 2.16, the impurity was 0.05percent, and other impurities were not detected, and the yield was 83percent.

Bromfenac (Xibrom, ISTA Pharmaceuticals, Irvine, USA; Bronuck, Senju Pharmaceutical, Osaka, Japan) is indicated for the treatment of postoperative inflammation and the reduction of ocular pain in patients after undergoing cataract extraction. For this task, one drop of Xibrom may be applied to the affected eye twice daily beginning 24 hours after cataract surgery and continuing for the first 2 weeks of the postoperative period. The clinical safety and efficacy of bromfenac have been extensively studied in diverse comparative investigations, including the treatment of external or anterior ocular inflammatory diseases, allergic conjunctivitis, scleritis, and postoperative inflammation.The results of two phase III multicenter, randomized double-masked placebo-controlled clinical trials showed that bromfenac ophthalmic solution 0.09% was effective in the rapid resolution of ocular pain after cataract surgery, and there was a statistically significant difference between the bromfenac and placebo groups demonstrated in these phase III clinical trials.