2-(2-chloro-5-nitrophenyl)-2H-indazole | 1195072-99-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(2-chloro-5-nitrophenyl)-2H-indazole
• CAS: 1195072-99-1
• 化学式: C₁₃H₈ClN₃O₂
• 分子量: 273.678
• InChiKey: ZCUZTCJMVVBMKJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.59
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  60.96
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-(2-chloro-5-nitrophenyl)-2H-indazole 生成 C₁₃H₁₀ClN₃
  参考文献：
  名称：

  GDC-0449—A potent inhibitor of the hedgehog pathway

  摘要：

  SAR for a wide variety of heterocyclic replacements for a benzimidazole led to the discovery of functionalized 2-pyridyl amides as novel inhibitors of the hedgehog pathway. The 2-pyridyl amides were optimized for potency, PK, and drug-like properties by modifications to the amide portion of the molecule resulting in 31 (GDC-0449). Amide 31 produced complete tumor regression at doses as low as 12.5 mg/kg BID in a medulloblastoma allograft mouse model that is wholly dependent on the Hh pathway for growth and is currently in human clinical trials, where it is initially being evaluated for the treatment of BCC. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.08.049
• 作为产物：
  描述：

  2-氯-5-硝基苯胺 、 邻硝基苯甲醛 在 亚磷酸三乙酯 作用下， 生成 2-(2-chloro-5-nitrophenyl)-2H-indazole
  参考文献：
  名称：

  GDC-0449—A potent inhibitor of the hedgehog pathway

  摘要：

  SAR for a wide variety of heterocyclic replacements for a benzimidazole led to the discovery of functionalized 2-pyridyl amides as novel inhibitors of the hedgehog pathway. The 2-pyridyl amides were optimized for potency, PK, and drug-like properties by modifications to the amide portion of the molecule resulting in 31 (GDC-0449). Amide 31 produced complete tumor regression at doses as low as 12.5 mg/kg BID in a medulloblastoma allograft mouse model that is wholly dependent on the Hh pathway for growth and is currently in human clinical trials, where it is initially being evaluated for the treatment of BCC. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.08.049