Synthesis and Evaluation of 1-Arylsulfonyl-3-piperazinone Derivatives as Factor Xa Inhibitors^<1-4)> V. A Series of New Derivatives Containing a Spiro [imidazo [1,2-a] pyrazine-2(3H),4'-piperidin]-5(1H)-one Scaffold

Abstract

We have already reported unique compounds containing a N,O-spiro acetal structure as an orally active factor Xa (FXa) inhibitor. This time, we described a N,N-spiro acetal structure as an analogue of the N,O-spiro acetal structure for an orally active FXa inhibitor. The synthesis of these analogues could be achieved in a similar fashion to the N,O-spiro acetal synthesis. Consequently, FXa inhibitory activity was increased and more active compounds could be found (M58163: IC_<50>=0.61nM, M58169: IC_<50>=0.58nM). Additionally, the absolute configuration could be determined by X-ray crystallography analysis (M58169: (R)-config.).

Journal

Chemical & pharmaceutical bulletin   [List of Volumes]

Chemical & pharmaceutical bulletin 54(11), 1535-1544, 2006-11-01  [Table of Contents]

The Pharmaceutical Society of Japan

References:  43

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Cited by:  1

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Codes

  • NII Article ID (NAID) :
    110004836473
  • NII NACSIS-CAT ID (NCID) :
    AA00602100
  • Text Lang :
    ENG
  • Article Type :
    Journal Article
  • ISSN :
    00092363
  • NDL Article ID :
    8516544
  • NDL Source Classification :
    ZS51(科学技術--薬学) // ZP1(科学技術--化学・化学工業)
  • NDL Call No. :
    Z53-D167
  • DOI :
    10.1248/cpb.54.1535
  • Databases :
    CJP  CJPref  NDL  NII-ELS  J-STAGE