5-(1-(2-hydroxyethyl)-3-pyridin-4-yl-1H-pyrazol-4-yl)-2,3-dihydroinden-1-one | 905282-23-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 5-(1-(2-hydroxyethyl)-3-pyridin-4-yl-1H-pyrazol-4-yl)-2,3-dihydroinden-1-one
• 英文别名: 5-[1-(2-Hydroxyethyl)-3-pyridin-4-ylpyrazol-4-yl]-2,3-dihydroinden-1-one
• CAS: 905282-23-7
• 化学式: C₁₉H₁₇N₃O₂
• 分子量: 319.363
• InChiKey: XRDGWIKOQYEFOL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  68
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-(1-(2-hydroxyethyl)-3-pyridin-4-yl-1H-pyrazol-4-yl)-2,3-dihydroinden-1-one 在 盐酸羟胺 作用下， 以 乙醇 为溶剂， 以78%的产率得到GDC-0879
  参考文献：
  名称：

  Potent and selective pyrazole-based inhibitors of B-Raf kinase

  摘要：

  Herein we describe a novel pyrazole-based class of ATP competitive B-Raf inhibitors. These inhibitors exhibit both excellent cellular potency and striking B-Raf selectivity. A subset of these inhibitors has demonstrated the ability to inhibit downstream ERK phosphorylation in LOX tumors from mouse xenograft studies.

  DOI：

  10.1016/j.bmcl.2008.07.002
• 作为产物：
  描述：

  2-(4-bromo-3-(pyridin-4-yl)-1H-pyrazol-1-yl)ethanol 、 5-(4,4,5,5-四甲基-1,3,2-二氧杂环戊硼烷-2-基)-1-茚满酮 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 水 、 乙腈 为溶剂， 以74%的产率得到5-(1-(2-hydroxyethyl)-3-pyridin-4-yl-1H-pyrazol-4-yl)-2,3-dihydroinden-1-one
  参考文献：
  名称：

  Potent and selective pyrazole-based inhibitors of B-Raf kinase

  摘要：

  Herein we describe a novel pyrazole-based class of ATP competitive B-Raf inhibitors. These inhibitors exhibit both excellent cellular potency and striking B-Raf selectivity. A subset of these inhibitors has demonstrated the ability to inhibit downstream ERK phosphorylation in LOX tumors from mouse xenograft studies.

  DOI：

  10.1016/j.bmcl.2008.07.002

文献信息

• RAF inhibitor compounds and methods
  申请人：Laird Ellen

  公开号：US20060189627A1

  公开（公告）日：2006-08-24

  Pyrazolyl compounds of Formulas Ia and Ib are useful for inhibiting Raf kinase and for treating disorders mediated thereby. Methods of using pyrazolyl compounds for in vitro, in situ, and in vivo diagnosis, prevention or treatment of such disorders in mammalian cells, or associated pathological conditions are disclosed.

  公式Ia和Ib的吡唑基化合物对抑制Raf激酶和治疗由此介导的疾病有用。揭示了使用吡唑基化合物进行体外、体内和原位诊断、预防或治疗哺乳动物细胞中的这种疾病或相关病理条件的方法。
• RAF INHIBITOR COMPOUNDS AND METHODS
  申请人：Laird Ellen

  公开号：US20090176809A1

  公开（公告）日：2009-07-09

  Pyrazolyl compounds of Formulas Ia and Ib are useful for inhibiting Raf kinase and for treating disorders mediated thereby. Methods of using pyrazolyl compounds for in vitro, in situ, and in vivo diagnosis, prevention or treatment of such disorders in mammalian cells, or associated pathological conditions are disclosed.

  式Ia和Ib的吡唑基化合物对抑制Raf激酶和治疗由此介导的疾病有用。公开了使用吡唑基化合物进行哺乳动物细胞中的体外、体内诊断、预防或治疗此类疾病或相关病理条件的方法。
• US7491829B2
  申请人：——

  公开号：US7491829B2

  公开（公告）日：2009-02-17
• [EN] RAF INHIBITOR COMPOUNDS AND METHODS<br/>[FR] COMPOSES INHIBITEURS DE RAF ET PROCEDES
  申请人：GENENTECH INC

  公开号：WO2006084015A2

  公开（公告）日：2006-08-10

  [EN] Pyrazolyl compounds of Formulas Ia and Ib are useful for inhibiting Raf kinase and for treating disorders mediated thereby. Methods of using pyrazolyl compounds for in vitro, in situ, and in vivo diagnosis, prevention or treatment of such disorders in mammalian cells, or associated pathological conditions are disclosed.
  [FR] La présente invention concerne des composés pyrazolyle représentés par la formule Ia qui conviennent pour inhiber la kinase Raf et pour traiter des troubles induits par celle-ci. Cette invention concerne aussi des procédés d'utilisation des composés pyrazolyle de façon à diagnostiquer, prévenir ou traiter in vitro, in situ et in vivo ces troubles dans des cellules mammaliennes ou des états pathologiques associés.
• Potent and selective pyrazole-based inhibitors of B-Raf kinase
  作者：Joshua D. Hansen、Jonas Grina、Brad Newhouse、Mike Welch、George Topalov、Nicole Littman、Michele Callejo、Susan Gloor、Matthew Martinson、Ellen Laird、Barbara J. Brandhuber、Guy Vigers、Tony Morales、Rich Woessner、Nikole Randolph、Joseph Lyssikatos、Alan Olivero

  DOI：10.1016/j.bmcl.2008.07.002

  日期：2008.8

  Herein we describe a novel pyrazole-based class of ATP competitive B-Raf inhibitors. These inhibitors exhibit both excellent cellular potency and striking B-Raf selectivity. A subset of these inhibitors has demonstrated the ability to inhibit downstream ERK phosphorylation in LOX tumors from mouse xenograft studies.