Crystalline fumarate of 2-phenyl-1, 3-thiazolidine-4-on derivative
AssigneeChugai Seiyaku Kabushiki Kaisha
InventorsKazuya Nakagomi, Tatsuya Kato, Tomokazu Ozaki, Yoshikazu Kumagai
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Abstract
Disclosed are crystals of a compound represented by the formula: and processes for preparing them.
Claims5
A crystalline fumaric acid salt of (S)-(−)-2-(3,5-di-tert-butyl-4-hydroxyphenyl)-3-[3-[N-methyl-N-[2-(3,4-methylenedioxyphenoxy)ethyl]amino]propyl]-1,3-thiazolidin-4-one represented by the formula:
- which is type II crystal, said type II crystal has a melting point of about 142 to 145° C.
A process for preparing type II crystals of (S)-(−)-2-(3,5-di-tert-butyl-4-hydroxyphenyl)-3-[3-[N-methyl-N-[2-(3,4-methylenedioxy-phenoxy)ethyl]amino]propyl]-1,3-thiazolidin-4-one hydrogen fumarate having a melting point of about 142 to 145° C., comprising:
- dissolving (S)-(−)-2-(3,5-di-tert-butyl-4-hydroxyphenyl)-3-[3-[N-methyl-N-[2-(3,4-methylenedioxy-phenoxy)ethyl]amino]propyl]-1,3-thiazolidin-4-one in a non-aqueous organic solvent;
- mixing the solution with a solution of fumaric acid in a non-aqueous organic solvent to form the hydrogen fumarate;
- and
- precipitating crystal of said hydrogen fumarate from the mixed solution.
A process for preparing type II crystals of (S)-(−)-2-(3,5-di-tert-butyl-4-hydroxyphenyl)-3-[3-[N-methyl-N-[2-(3,4-methylenedioxy-phenoxy)ethyl]amino]propyl]-1,3-thiazolidin-4-one hydrogen fumarate having a melting point of about 142 to 145° C., comprising:
- heating type I crystals of said hydrogen fumarate in the air or an inert gas to convert said type I crystals having a melting point of about 108 to 120° C. into type II crystal.
Dependencies are inferred from the claim text.