Positively charged water-soluble prodrug with high skin penetration rate for ketoprofen and related compound
A technology of compounds and active substances, applied in the field of water-soluble prodrugs, which can solve problems such as slow skin penetration
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[0063] 1. Synthesis of 2-(3-phenoxyphenyl) dimethylaminoethyl propionate acetate
[0064] 26.1 g (0.1 mol) of 2-(3-phenoxyphenyl)propionyl chloride was dissolved in 100 ml of chloroform. The mixture was cooled to 0°C. 15 ml of triethylamine and 8.9 g (0.1 mol) of dimethylaminoethanol were added to the reaction mixture with stirring. The mixture was stirred at room temperature for 3 hours. The solvent was evaporated to dryness. The residue was dissolved in 300 ml methanol. 200 ml of 5% aqueous sodium bicarbonate solution was added to the reaction mixture. The mixture was stirred for 3 hours. The mixture was evaporated to dryness. 300 ml of methanol were added to the residue with stirring. The solid was removed by filtration and washed with methanol. The solution was evaporated to dryness, and the residue was dissolved in 200 ml of chloroform. 6 g of acetic acid was added to the reaction mixture with stirring. The solids were removed by filtration. An additional 6 g o...
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