3-Cyclopropyl-2-phenacylsulfanylquinazolin-4-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-Cyclopropyl-2-phenacylsulfanylquinazolin-4-one
• 化学式: C₁₉H₁₆N₂O₂S
• 分子量: 336.414
• InChiKey: CLRCCSLAJGOFFY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  75
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  邻氨基苯甲酸甲酯 在 caesium carbonate 作用下， 以 甲苯 、 乙腈 为溶剂， 反应 76.0h， 生成 3-Cyclopropyl-2-phenacylsulfanylquinazolin-4-one
  参考文献：
  名称：

  Development of thieno- and benzopyrimidinone inhibitors of the Hedgehog signaling pathway reveals PDE4-dependent and PDE4-independent mechanisms of action

  摘要：

  From a high content in vivo screen for modulators of developmental patterning in embryonic zebrafish, we previously identified eggmanone (EGM1, 3) as a Hedgehog (Hh) signaling inhibitor functioning downstream of Smoothened. Phenotypic optimization studies for in vitro probe development utilizing a Gli transcription-linked stable luciferase reporter cell line identified EGM1 analogs with improved potency and aqueous solubility. Mechanistic profiling of optimized analogs indicated two distinct scaffold clusters: PDE4 inhibitors able to inhibit downstream of Sufu, and PDE4-independent Hh inhibitors functioning between Smo and Sufu. Each class represents valuable in vitro probes for elucidating the complex mechanisms of Hh regulation. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2016.03.013

文献信息

• Compounds and methods for inhibition of hedgehog signaling and phosphodiesterase
  申请人：Vanderbilt University

  公开号：US10329304B2

  公开（公告）日：2019-06-25

  Compounds and compositions, and methods of use thereof, are provided and have utility in inhibiting hedgehog signaling and/or phosphodiesterase-4 activity.

  所提供的化合物和组合物及其使用方法可用于抑制刺猬信号和/或磷酸二酯酶-4 的活性。
• Compounds and Methods for Inhibition of Hedgehog Signaling and Phosphodiesterase
  申请人：Vanderbilt University

  公开号：US20170190717A1

  公开（公告）日：2017-07-06

  Compounds and compositions, and methods of use thereof, are provided and have utility in inhibiting hedgehog signaling and/or phosphodiesterase-4 activity.
• Development of thieno- and benzopyrimidinone inhibitors of the Hedgehog signaling pathway reveals PDE4-dependent and PDE4-independent mechanisms of action
  作者：Jonathan E. Hempel、Adrian G. Cadar、Charles C. Hong

  DOI：10.1016/j.bmcl.2016.03.013

  日期：2016.4

  From a high content in vivo screen for modulators of developmental patterning in embryonic zebrafish, we previously identified eggmanone (EGM1, 3) as a Hedgehog (Hh) signaling inhibitor functioning downstream of Smoothened. Phenotypic optimization studies for in vitro probe development utilizing a Gli transcription-linked stable luciferase reporter cell line identified EGM1 analogs with improved potency and aqueous solubility. Mechanistic profiling of optimized analogs indicated two distinct scaffold clusters: PDE4 inhibitors able to inhibit downstream of Sufu, and PDE4-independent Hh inhibitors functioning between Smo and Sufu. Each class represents valuable in vitro probes for elucidating the complex mechanisms of Hh regulation. Published by Elsevier Ltd.