Novel resinate complex of S-clopidogrel and production method thereof
A technology of clopidogrel and resinate, applied in the directions of non-active ingredient medical preparations, active ingredients-containing medical preparations, drug combinations, etc., can solve problems such as affecting the stability of esters, achieve good safety, excellent The effect of liquidity
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Embodiment 1
[0082] Example 1: Methyl (+)-(S)-(2-chlorophenyl)(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)acetate- Styrene Sulfonate Polymer Compound
[0083] 2.40 g (7.45 mmole) of (+)-clopidogrel isomer (free base) was dissolved in 50 ml of acetone, cooled and stirred. 1.25 mL of 18% styrene sulfonate polymer solution was slowly added dropwise to the cooled solution. The resulting solution was stirred for a period of time during which time a precipitate formed. After decanting the supernatant of the solution, 20 mL of cooled acetone was added and stirred. The solid precipitate was then collected by filtration and dried in a vacuum oven. In the collected resinate complexes, approximately 54.2% of the total dry solids were (+)-clopidogrel isomers as determined by high performance liquid chromatography (HPLC) analysis.
Embodiment 2
[0084] Example 2: Methyl (+)-(S)-(2-chlorophenyl)(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)acetate- Styrene Sulfonate Polymer Compound
[0085] 0.44 g (1.35 mmole) of (+)-clopidogrel isomer (free base) was dissolved in 50 ml of acetone, cooled and stirred. 1.2 mL of 18% styrene sulfonate polymer solution was slowly added dropwise to the cooled solution. The resulting solution was stirred for a period of time during which time a precipitate formed. After decanting the supernatant of the solution, 20 mL of cooled acetone was added and stirred. The solid precipitate was then collected by filtration and dried in a vacuum oven. As determined by HPLC analysis, about 52.1% of the total dry solids in the collected resinate complexes were (+)-clopidogrel isomers.
Embodiment 3
[0086] Example 3: Methyl (+)-(S)-(2-chlorophenyl)(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)acetate- Styrene Sulfonate Polymer Compound
[0087] 2.40 g (7.45 mmole) of (+)-clopidogrel isomer (free base) was dissolved in 100 ml acetone, cooled and stirred. 1.2 mL of 18% styrene sulfonate polymer solution was slowly added dropwise to the cooled solution. The resulting solution was stirred for a period of time during which time a precipitate formed. After decanting the supernatant of the solution, 50 mL of cooled acetone was added and stirred. The solid precipitate was then collected by filtration and dried in a vacuum oven. As determined by HPLC analysis, about 53.6% of the total dry solids in the collected resinate complexes were (+)-clopidogrel isomers.
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