3-(4-(piperazin-1-yl)phthalazin-1-yl)benzonitrile | 1251536-76-1

• 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: 3-(4-(piperazin-1-yl)phthalazin-1-yl)benzonitrile
• CAS: 1251536-76-1
• 化学式: C₁₉H₁₇N₅
• 分子量: 315.377
• InChiKey: CYLRCEXKHNAIAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.58
• 重原子数：
  24.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  64.84
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3-(4-(piperazin-1-yl)phthalazin-1-yl)benzonitrile 、 苯甲酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 3-(4-(4-Benzoylpiperazin-1-yl)phthalazin-1-yl)benzonitrile
  参考文献：
  名称：

  Design of 1-piperazinyl-4-arylphthalazines as potent Smoothened antagonists

  摘要：

  The Hedgehog (Hh) signaling pathway regulates cell proliferation and differentiation in developing tissues, and abnormal activation of the Hh pathway has been linked to several tumor subsets. As a transducer of Hh signaling, the GPCR-like protein Smoothened (Smo) is a promising target for disruption of unregulated Hh signaling. A series of 1-amino-4-arylphthalazines was developed as potent and orally bioavailable inhibitors of Smo. A representative compound from this class demonstrated significant tumor volume reduction in a mouse medulloblastoma model. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.110
• 作为产物：
  描述：

  3-氰基苯硼酸 、 4-chloro-1-(1-piperazinyl)phthalazine 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 水 、 甲苯 为溶剂， 生成 3-(4-(piperazin-1-yl)phthalazin-1-yl)benzonitrile
  参考文献：
  名称：

  Design of 1-piperazinyl-4-arylphthalazines as potent Smoothened antagonists

  摘要：

  The Hedgehog (Hh) signaling pathway regulates cell proliferation and differentiation in developing tissues, and abnormal activation of the Hh pathway has been linked to several tumor subsets. As a transducer of Hh signaling, the GPCR-like protein Smoothened (Smo) is a promising target for disruption of unregulated Hh signaling. A series of 1-amino-4-arylphthalazines was developed as potent and orally bioavailable inhibitors of Smo. A representative compound from this class demonstrated significant tumor volume reduction in a mouse medulloblastoma model. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.110