6-(4-{2-[(Dimethylamino)methyl]-1H-imidazol-1-yl}phenyl)-1-[3-(5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)phenyl]-3-(trifluoromethyl)-1,4, 5,6-tetrahydro-7H-pyrazolo[3,4-c]pyridin-7-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6-(4-{2-[(Dimethylamino)methyl]-1H-imidazol-1-yl}phenyl)-1-[3-(5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)phenyl]-3-(trifluoromethyl)-1,4, 5,6-tetrahydro-7H-pyrazolo[3,4-c]pyridin-7-one
• 英文别名: 6-(4-{2-[(Dimethylamino)methyl]-1H-imidazol-1-yl}phenyl)-1-[3-(5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)phenyl]-3-(trifluoromethyl)-1,4,5,6-tetrahydro-7H-pyrazolo[3,4-c]pyridin-7-one；6-(4-(2-((dimethylamino)methyl)-1H-imidazol-1-yl)phenyl)-1-(3-(5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)phenyl)-3-(trifluoromethyl)-3a,4,5,6-tetrahydro-1H-pyrazolo[3,4-c]pyridin-7(7aH)-one；6-[4-[2-[(dimethylamino)methyl]imidazol-1-yl]phenyl]-1-[3-(5-oxo-1,4-dihydro-1,2,4-triazol-3-yl)phenyl]-3-(trifluoromethyl)-4,5-dihydropyrazolo[3,4-c]pyridin-7-one
• 化学式: C₂₇H₂₄F₃N₉O₂
• 分子量: 563.542
• InChiKey: IBHNCZUUOXCFBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  41
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  113
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  3-(6-(4-(2-((dimethylamino)methyl)-1H-imidazol-1-yl)phenyl)-7-oxo-3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridin-1-yl)benzonitrile 、 S-(4-叔-丁基苯甲基)[2-(1-甲基丁基)吡啶-3-基]硫代氨基甲酸酯 在 盐酸 、 N-甲基吗啉 作用下， 以 甲醇 、 1,4-二氧六环 为溶剂， 以40%的产率得到6-(4-{2-[(Dimethylamino)methyl]-1H-imidazol-1-yl}phenyl)-1-[3-(5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)phenyl]-3-(trifluoromethyl)-1,4, 5,6-tetrahydro-7H-pyrazolo[3,4-c]pyridin-7-one
  参考文献：
  名称：

  Phenyltriazolinones as potent factor Xa inhibitors

  摘要：

  We have discovered that phenyltriazolinone is a novel and potent P-1 moiety for coagulation factor Xa. X-ray structures of the inhibitors with a phenyltriazolinone in the P-1 position revealed that the side chain of Asp189 has reoriented resulting in a novel S-1 binding pocket which is larger in size to accommodate the phenyltriazolinone P-1 substrate. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.01.011

文献信息

• Heteroaryl- phenyl heterobicyclic factor Xa inhibitors
  申请人：——

  公开号：US20020119986A1

  公开（公告）日：2002-08-29

  The present application describes heteroaryl-phenyl heterobicycles and derivatives thereof, or pharmaceutically acceptable salt forms thereof, which are useful as inhibitors of factor Xa.

  本申请描述了杂芳基苯基杂双环及其衍生物，或其药用盐形式，可作为凝血因子Xa的抑制剂。
• 1-(HETEROARYL-PHENYL)-CONDENSED PYRAZOL DERIVATIVES AS FACTOR XA INHIBITORS
  申请人：Bristol-Myers Squibb Pharma Company

  公开号：EP1296982B1

  公开（公告）日：2007-09-19
• US6506771B2
  申请人：——

  公开号：US6506771B2

  公开（公告）日：2003-01-14
• Phenyltriazolinones as potent factor Xa inhibitors
  作者：Mimi L. Quan、Donald J.P. Pinto、Karen A. Rossi、Steven Sheriff、Richard S. Alexander、Eugene Amparo、Kevin Kish、Robert M. Knabb、Joseph M. Luettgen、Paul Morin、Angela Smallwood、Francis J. Woerner、Ruth R. Wexler

  DOI：10.1016/j.bmcl.2010.01.011

  日期：2010.2

  We have discovered that phenyltriazolinone is a novel and potent P-1 moiety for coagulation factor Xa. X-ray structures of the inhibitors with a phenyltriazolinone in the P-1 position revealed that the side chain of Asp189 has reoriented resulting in a novel S-1 binding pocket which is larger in size to accommodate the phenyltriazolinone P-1 substrate. (C) 2010 Elsevier Ltd. All rights reserved.