Racemic tamsulosin free base and methods of making the same

Details Racemic tamsulosin free base and methods of making the same Racemic tamsulosin free base and methods of making the same

C - Chemistry, Metallurgy

07

C

C07C 311/38 (2006.01) C07C 303/44 (2006.01)

Patent

CA 2464917

Racemic tamsulosin free base is obtained in solid form. The solid form can be formed by precipitating racemic tamsulosin free base from a solvent that comprises at least one of water or a lower alcohol. The crystalline free base exhibits polymorphism and two unique forms are identified. Novel intermediates are disclosed useful in the production of tamsulosin free base: a sulfonic acid salt of 2-(o-ethoxyphenoxy)ethylamine and (3-aminosulfonyl-4- methoxy)phenylacetone.

L'invention concerne la préparation d'une base libre de tamsulosine racémique sous forme solide. On peut obtenir cette forme solide en faisant précipiter une base libre de tamsulosine racémique dans un solvant qui contient de l'eau et/ou un alcool inférieur. La base libre cristalline est polymorphe ; deux formes uniques étant identifiées. Par ailleurs, l'invention concerne de nouveaux intermédiaires utilisés dans la production d'une base libre de tamsulosine contenant un sel d'acide sulfonique de 2-(o-éthoxyphénoxy)éthylamine et (3-aminosulfonyl-4-méthoxy)phénylacétone.

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