Back to results
US 6,855,697 B1Granted
Troxerutin with a high content of trihydroxyethylrutoside and process for its preparation
AssigneeNegma-Lerads
InventorsCyril Estanove, François Pruvost
Life of this patent
Estimating the term…
Loading patent…
Loading patent…
AssigneeNegma-Lerads
InventorsCyril Estanove, François Pruvost
Estimating the term…
The invention concerns novel troxerutin with high trihydroxy-ethyl-rutin content. Said troxerutin has at least 92 wt. % of 7,3′,4′-trihydroxyethyl rutin and a wettability expressed in minutes less than 10 minutes, when said wettability is measured in a test consisting in measuring the time taken by 3.5 g of said enriched troxerutin powder to leave the surface of a beaker containing 100 ml of water, at a stabilised temperature of 20° C., when said enriched troxerutin powder is poured at the surface of the water in said beaker, and a wettability less than 100 seconds when said wettability is measured in a test consisting in measuring the time taken by said enriched troxerutin to be wetted by the water contained in a receptacle, such as a beaker, when said enriched troxerutin has been deposited at the surface of the water, in the form of cores of 2 mm wide and 3 mm high weighing 63 ? 2 mg, at a stabilised temperature of 20° C. Said troxerutin has improved properties of wettability and solubility in water.
An enriched troxerutin, characterized in that it comprises at least 92% by weight of 7,3′,4′-trihydroxyethylrutoside, from 2% to 4% by weight of tetrahydroxyethyl rutoside and between 1% and 3% by weight of 7,4′-dihydroxyethylrutoside.
A pharmaceutical composition with high solubility and a high dissolution speed, based on enriched troxerutin combined with an excipient which is suitable for its oral administration having a dissolution time of less than 140 seconds on average when this time is measured in a test consisting in pouring 7.25 g of grains into a 250 ml beaker (neck diameter 78 mm, height 95 mm) which contains 200 ml of water (room temperature at about 20° C., stirring with a 35×6.5 mm magnetic bar, machine speed 4 (Ikamag)) and in measuring the dissolution time of the grains.
A process for preparing troxerutin comprising at least 92% by weight of 7,3′,4′-trihydroxyethylrutoside, from 2% to 4% by weight of tetrahydroxyethyl rutoside of 5,7,3′,4′-tetrahydroxyethylrutoside and between 1% and 3% by weight 4% of 7,4′-dihydroxyethylrutoside, which consists in reacting rutin, under hot conditions, with an excess of ethylene oxide in water in the presence of a base, and then in bringing about a crystallization in an alcohol, characterized in that the reaction medium is concentrated so as to obtain, in the crystallization medium, a water content comprising between 1% and 8%.
Dependencies are inferred from the claim text.