| 1620642-43-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• CAS: 1620642-43-4
• 化学式: C₁₃H₂₁N₃O₅S
• 分子量: 331.393
• InChiKey: NWUMDRJYUDDXQT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.11
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  90.73
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  在 盐酸 、 sodium carbonate 作用下， 以 乙酸乙酯 、 乙腈 为溶剂， 反应 5.0h， 生成 4-((5,6,7,8-tetrahydroimidazo[1,2-a]pyrazin-2-yl)methyl)morpholine
  参考文献：
  名称：

  Scaffold hopping approach to a new series of smoothened antagonists

  摘要：

  The hedgehog (Hh) signaling pathway is a key regulator during embryonic development, while in adults, it has limited functions such as stem cell maintenance and tissue repair. The aberrant activity of the Hh signaling in adults has been linked to numerous human cancers. Inhibition of Hh signaling therefore represents a promising approach toward novel anticancer therapies. The Smoothened (Smo) receptor mediates Hh signaling. Here we report a new series of Smo antagonists which were obtained by a scaffold hopping strategy. Compounds from this new scaffold demonstrated decent inhibition of Hh pathway signaling. The new scaffold can serve as a starting point for further optimization. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.03.079
• 作为产物：
  描述：

  咪唑并[1,2-A]吡嗪-2-甲酸乙酯 在 lithium aluminium tetrahydride 、 palladium 10% on activated carbon 、 氢气 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 反应 25.0h， 生成
  参考文献：
  名称：

  Scaffold hopping approach to a new series of smoothened antagonists

  摘要：

  The hedgehog (Hh) signaling pathway is a key regulator during embryonic development, while in adults, it has limited functions such as stem cell maintenance and tissue repair. The aberrant activity of the Hh signaling in adults has been linked to numerous human cancers. Inhibition of Hh signaling therefore represents a promising approach toward novel anticancer therapies. The Smoothened (Smo) receptor mediates Hh signaling. Here we report a new series of Smo antagonists which were obtained by a scaffold hopping strategy. Compounds from this new scaffold demonstrated decent inhibition of Hh pathway signaling. The new scaffold can serve as a starting point for further optimization. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.03.079