6-(6-azido-pyrimidin-4-yloxy)naphthalene-1-carboxylic acid | 890129-80-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6-(6-azido-pyrimidin-4-yloxy)naphthalene-1-carboxylic acid
• 英文别名: 6-(6-Azidopyrimidin-4-yl)oxynaphthalene-1-carboxylic acid
• CAS: 890129-80-3
• 化学式: C₁₅H₉N₅O₃
• 分子量: 307.268
• InChiKey: OCCOIOLIZGSWGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  86.7
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  6-(6-azido-pyrimidin-4-yloxy)naphthalene-1-carboxylic acid 在 palladium 10% on activated carbon 氢气 作用下， 以 四氢呋喃 为溶剂， 生成 6-(6-amino pyrimidin-4-yloxy)naphthalene-1-carboxylic acid
  参考文献：
  名称：

  WO2007/31265

  摘要：

  公开号：
• 作为产物：
  描述：

  6-羟基-1-萘甲酸 在 sodium azide 、 sodium hydroxide 作用下， 以 丙酮 为溶剂， 反应 4.67h， 生成 6-(6-azido-pyrimidin-4-yloxy)naphthalene-1-carboxylic acid
  参考文献：
  名称：

  A Novel Potent Oral Series of VEGFR2 Inhibitors Abrogate Tumor Growth by Inhibiting Angiogenesis

  摘要：

  This paper describes the identification of 6-(pyrimidin-4-yloxy)-naphthalene-1-carboxamides as a new class of potent and selective human vascular endothelial growth factor receptor 2 (VEGFR2) tyrosine kinase inhibitors. In biochemical and cellular assays, the compounds exhibit single-digit nanomolar potency toward VEGFR2. Compounds of this series show good exposure in rodents when dosed orally. They potently inhibit VEGF-driven angiogenesis in a chamber model and rodent tumor models at daily doses of less than 3 mg/kg by targeting the tumor vasculature as demonstrated by ELISA for TIE-2 in lysates or by immunohistochemical analysis. This novel series of compounds shows a potential for the treatment of solid tumors and other diseases where angiogenesis plays an important role.

  DOI：

  10.1021/acs.jmedchem.5b01582

文献信息

• WO2007/31265
  申请人：——

  公开号：——

  公开（公告）日：——
• WO2006/59234
  申请人：——

  公开号：——

  公开（公告）日：——
• BICYCLIC AMIDES AS KINASE INHIBITORS
  申请人：Novartis AG

  公开号：EP1794149A2

  公开（公告）日：2007-06-13
• COMBINATIONS COMPRISING A VEGF RECEPTOR INHIBITOR AND A PENETRATION ENHANCER
  申请人：Novartis AG

  公开号：EP1945217A2

  公开（公告）日：2008-07-23
• Bicyclic Amides as Kinase Inhibitors
  申请人：Bold Guido

  公开号：US20080287427A1

  公开（公告）日：2008-11-20

  The invention relates to compounds of formula (I) and their use in the treatment of the animal or human body, to pharmaceutical compositions comprising en a compound of formula I and to the use of a compound of formula I for the preparation of pharmaceutical compositions for use in the treatment of protein kinase dependent diseases, especially of proliferative diseases, such as in particular tumour diseases.