2-(5-Aminopyridin-2-yl)-5-fluoro-6-methylpyrimidin-4-ol | 1258290-10-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2-(5-Aminopyridin-2-yl)-5-fluoro-6-methylpyrimidin-4-ol
• 英文别名: 2-(5-aminopyridin-2-yl)-5-fluoro-4-methyl-1H-pyrimidin-6-one
• CAS: 1258290-10-6
• 化学式: C₁₀H₉FN₄O
• 分子量: 220.206
• InChiKey: ZKZLJTSNGKGOLG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  80.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(5-Aminopyridin-2-yl)-5-fluoro-6-methylpyrimidin-4-ol 、 氯乙酰氯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 2-chloro-N-(6-(5-fluoro-4-hydroxy-6-methylpyrimidin-2-yl)pyridin-3-yl)acetamide
  参考文献：
  名称：

  Development of novel inhibitors targeting HIF-1α towards anticancer drug discovery

  摘要：

  Hypoxia-inducible factor-1 alpha (HIF-1 alpha) is a critical regulatory protein of cellular response to hypoxia, and regulates the transcription of many genes involved in key aspects of cancer biology, including immortalization, maintenance of stem cell pools, cellular dedifferentiation, vascularization, and invasion/metastasis. HIF-1 alpha has been implicated in the regulation of genes involved in angiogenesis, for example, VEGF and is associated with tumor progression. In the last decade, over expression of HIF-1 alpha has been demonstrated in many common human cancers and emerging as a validated target for anticancer drug discovery. Here we report the discovery of newly designed and synthesized pyridylpyrimidine based potent and selective inhibitors of HIF-1 alpha. P2630 has been found as potent antiproliferative, antiangiogenic and orally efficacious compound in PC-3 xenograft mice model. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.083
• 作为产物：
  描述：

  5-aminopyridine-2-carboximidamide hydrochloride 、 alkaline earth salt of/the/ methylsulfuric acid 在 sodium carbonate 作用下， 以 乙醇 、 水 为溶剂， 反应 22.0h， 生成 2-(5-Aminopyridin-2-yl)-5-fluoro-6-methylpyrimidin-4-ol
  参考文献：
  名称：

  Development of novel inhibitors targeting HIF-1α towards anticancer drug discovery

  摘要：

  Hypoxia-inducible factor-1 alpha (HIF-1 alpha) is a critical regulatory protein of cellular response to hypoxia, and regulates the transcription of many genes involved in key aspects of cancer biology, including immortalization, maintenance of stem cell pools, cellular dedifferentiation, vascularization, and invasion/metastasis. HIF-1 alpha has been implicated in the regulation of genes involved in angiogenesis, for example, VEGF and is associated with tumor progression. In the last decade, over expression of HIF-1 alpha has been demonstrated in many common human cancers and emerging as a validated target for anticancer drug discovery. Here we report the discovery of newly designed and synthesized pyridylpyrimidine based potent and selective inhibitors of HIF-1 alpha. P2630 has been found as potent antiproliferative, antiangiogenic and orally efficacious compound in PC-3 xenograft mice model. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.083