3-(benzo[1,3]dioxol-5-ylmethylene)-5-chloroindolin-2-one | 1227623-22-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 3-(benzo[1,3]dioxol-5-ylmethylene)-5-chloroindolin-2-one
• 英文别名: BSc3928；(3Z)-3-(1,3-benzodioxol-5-ylmethylidene)-5-chloro-1H-indol-2-one
• CAS: 1227623-22-4
• 化学式: C₁₆H₁₀ClNO₃
• 分子量: 299.713
• InChiKey: QPTVSGGRHYXBBM-XGICHPGQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(benzo[1,3]dioxol-5-ylmethylene)-5-chloroindolin-2-one 在 三氟乙酸 作用下， 以 水 、 乙腈 为溶剂， 生成 3-(benzo[1,3]dioxol-5-ylmethylene)-5-chloroindolin-2-one
  参考文献：
  名称：

  Inhibition of γ-secretase by the CK1 inhibitor IC261 does not depend on CK1δ

  摘要：

  CK1 and gamma-secretase are interesting targets for therapeutic intervention in the treatment of cancer and Alzheimer's disease. The CK1 inhibitor IC261 was reported to inhibit gamma-secretase activity. The question is: Does CK1 inhibition directly influence gamma-secretase activity? Therefore we analyzed the SAR of 15 analogues and their impact on gamma-secretase activity. The most active compounds were investigated on CK1 delta activity. These findings exclude a direct influence of CK1 delta on gamma-secretase, because any change in the substitution pattern of IC261 diminished CK1 inhibition, whereas gamma-secretase inhibition is still exerted by several analogues. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.02.110
• 作为产物：
  描述：

  5-氯氧化吲哚 、 胡椒醛 在 哌啶 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成 3-(benzo[1,3]dioxol-5-ylmethylene)-5-chloroindolin-2-one 、 3-(benzo[1,3]dioxol-5-ylmethylene)-5-chloroindolin-2-one
  参考文献：
  名称：

  Inhibition of γ-secretase by the CK1 inhibitor IC261 does not depend on CK1δ

  摘要：

  CK1 and gamma-secretase are interesting targets for therapeutic intervention in the treatment of cancer and Alzheimer's disease. The CK1 inhibitor IC261 was reported to inhibit gamma-secretase activity. The question is: Does CK1 inhibition directly influence gamma-secretase activity? Therefore we analyzed the SAR of 15 analogues and their impact on gamma-secretase activity. The most active compounds were investigated on CK1 delta activity. These findings exclude a direct influence of CK1 delta on gamma-secretase, because any change in the substitution pattern of IC261 diminished CK1 inhibition, whereas gamma-secretase inhibition is still exerted by several analogues. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.02.110

文献信息

• Inhibition of γ-secretase by the CK1 inhibitor IC261 does not depend on CK1δ
  作者：Nicole Höttecke、Miriam Liebeck、Karlheinz Baumann、Robert Schubenel、Edith Winkler、Harald Steiner、Boris Schmidt

  DOI：10.1016/j.bmcl.2010.02.110

  日期：2010.5

  CK1 and gamma-secretase are interesting targets for therapeutic intervention in the treatment of cancer and Alzheimer's disease. The CK1 inhibitor IC261 was reported to inhibit gamma-secretase activity. The question is: Does CK1 inhibition directly influence gamma-secretase activity? Therefore we analyzed the SAR of 15 analogues and their impact on gamma-secretase activity. The most active compounds were investigated on CK1 delta activity. These findings exclude a direct influence of CK1 delta on gamma-secretase, because any change in the substitution pattern of IC261 diminished CK1 inhibition, whereas gamma-secretase inhibition is still exerted by several analogues. (C) 2010 Elsevier Ltd. All rights reserved.