4-(4-Amino-2-fluorophenoxy)-3-[3-(dimethylamino)prop-1-ynyl]pyridin-2-amine | 868736-85-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(4-Amino-2-fluorophenoxy)-3-[3-(dimethylamino)prop-1-ynyl]pyridin-2-amine
• CAS: 868736-85-0
• 化学式: C₁₆H₁₇FN₄O
• 分子量: 300.336
• InChiKey: JERNSXPYNFCAPJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  77.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(4-fluorophenyl)acetyl isocyanate 、 4-(4-Amino-2-fluorophenoxy)-3-[3-(dimethylamino)prop-1-ynyl]pyridin-2-amine 以 二氯甲烷 为溶剂， 生成 1-(4-(2-Amino-3-(3-(dimethylamino)prop-1-ynyl)pyridin-4-yloxy)-3-fluorophenyl)-3-(2-(4-fluorophenyl)acetyl)urea
  参考文献：
  名称：

  Discovery of orally active pyrrolopyridine- and aminopyridine-based Met kinase inhibitors

  摘要：

  A series of acylurea analogs derived from pyrrolopyridine and aminopyridine scaffolds were identified as potent inhibitors of Met kinase activity. The SAR at various positions of the two kinase scaffolds was investigated. These studies led to the discovery of compounds 3b and 20b, which demonstrated favorable pharmacokinetic properties in mice and significant antitumor activity in a human gastric carcinoma xenograft model.

  DOI：

  10.1016/j.bmcl.2008.04.047
• 作为产物：
  描述：

  3-[3-(Dimethylamino)prop-1-ynyl]-4-(2-fluoro-4-nitrophenoxy)pyridin-2-amine 在 氯化铵 、 锌 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 4-(4-Amino-2-fluorophenoxy)-3-[3-(dimethylamino)prop-1-ynyl]pyridin-2-amine
  参考文献：
  名称：

  Discovery of orally active pyrrolopyridine- and aminopyridine-based Met kinase inhibitors

  摘要：

  A series of acylurea analogs derived from pyrrolopyridine and aminopyridine scaffolds were identified as potent inhibitors of Met kinase activity. The SAR at various positions of the two kinase scaffolds was investigated. These studies led to the discovery of compounds 3b and 20b, which demonstrated favorable pharmacokinetic properties in mice and significant antitumor activity in a human gastric carcinoma xenograft model.

  DOI：

  10.1016/j.bmcl.2008.04.047

文献信息

• Monocyclic heterocycles as kinase inhibitors
  申请人：Borzilleri M. Robert

  公开号：US20050245530A1

  公开（公告）日：2005-11-03

  The present invention is directed to compounds having the formula and methods for using them for the treatment of cancer.

  本发明涉及具有以下公式化合物的用途以及使用它们治疗癌症的方法。
• MONOCYCLIC HETEROCYCLES AS KINASE INHIBITORS
  申请人：Borzilleri Robert M.

  公开号：US20090054436A1

  公开（公告）日：2009-02-26

  The present invention is directed to compounds having the formula and methods for using them for the treatment of cancer.

  本发明涉及具有以下结构式的化合物及其用于癌症治疗的方法。
• US7459562B2
  申请人：——

  公开号：US7459562B2

  公开（公告）日：2008-12-02
• US7714138B2
  申请人：——

  公开号：US7714138B2

  公开（公告）日：2010-05-11
• US7989477B2
  申请人：——

  公开号：US7989477B2

  公开（公告）日：2011-08-02