Invention Grant
US09029398B2 2-[[[2-[(hydroxyacetyl)amino]-4-pyridinyl]methyl]thio]-N-[4-(trifluoromethoxy)phenyl]-3-pyridinecarboxamide benzenesulfonate, crystal of same, crystal polymorph thereof, and methods for production thereof 有权
2 - [[[2 - [(羟基乙酰基)氨基] -4-吡啶基]甲基]硫基] -N- [4-(三氟甲氧基)苯基] -3-吡啶甲酰胺苯磺酸盐,其结晶,晶体多晶型物, 生产

  • Patent Title: 2-[[[2-[(hydroxyacetyl)amino]-4-pyridinyl]methyl]thio]-N-[4-(trifluoromethoxy)phenyl]-3-pyridinecarboxamide benzenesulfonate, crystal of same, crystal polymorph thereof, and methods for production thereof
  • Patent Title (中): 2 - [[[2 - [(羟基乙酰基)氨基] -4-吡啶基]甲基]硫基] -N- [4-(三氟甲氧基)苯基] -3-吡啶甲酰胺苯磺酸盐,其结晶,晶体多晶型物, 生产
  • Application No.: US13384590
    Application Date: 2010-07-16
  • Publication No.: US09029398B2
    Publication Date: 2015-05-12
  • Inventor: Masashi NiwaHiroshi Deguchi
  • Applicant: Masashi NiwaHiroshi Deguchi
  • Applicant Address: JP Osaka
  • Assignee: Santen Pharmaceutical Co., Ltd.
  • Current Assignee: Santen Pharmaceutical Co., Ltd.
  • Current Assignee Address: JP Osaka
  • Agency: Foley & Lardner LLP
  • Priority: JP2009-169130 20090717
  • International Application: PCT/JP2010/062071 WO 20100716
  • International Announcement: WO2011/007870 WO 20110120
  • Main IPC: C07D213/82
  • IPC: C07D213/82 A61K31/455 C07D401/12
2-[[[2-[(hydroxyacetyl)amino]-4-pyridinyl]methyl]thio]-N-[4-(trifluoromethoxy)phenyl]-3-pyridinecarboxamide benzenesulfonate, crystal of same, crystal polymorph thereof, and methods for production thereof
Abstract:
In the course of developing 2-[[[2-[(hydroxyacetyl)amino]-4-pyridinyl]methyl]thio]-N-[4-(trifluoromethoxy)phenyl]-3-pyridinecarboxamide (compound A), there are the multiple problems: 1) compound A or its salt is difficult to be recrystallized, the storage stability largely differs depending on the kind of the salt, and it is very difficult to obtain a salt of compound A having excellent storage stability; 2) in a crystallization process of compound A, it is very difficult to control a crystal polymorph, and 3) compound A (free body) causes mineral deposition in the stomach when it is orally administered repeatedly. For solving these problems, we made examination focusing on the kind of the salt and, as a result, found that 1) benzenesulfonate of compound A does not decompose by light, humidity and other factors in a 1-week preliminary stability test (severe test), and has no problem in its storage stability, 2) a method of selectively producing two kinds of crystal forms of benzenesulfonate of compound A, and that 3) no mineral deposition in the stomach is observed even after a 4-week repeated oral administration.
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