3-(5-hydroxy-1H-indol-3-yl)-1H-2,5-dihydro-pyrrol-2-one | 916981-14-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3-(5-hydroxy-1H-indol-3-yl)-1H-2,5-dihydro-pyrrol-2-one
• 英文别名: 4-(5-hydroxy-1H-indol-3-yl)-1,2-dihydropyrrol-5-one
• CAS: 916981-14-1
• 化学式: C₁₂H₁₀N₂O₂
• 分子量: 214.224
• InChiKey: VDSVCDCNJKGITC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  65.1
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(5-hydroxy-1H-indol-3-yl)-1H-2,5-dihydro-pyrrol-2-one 在 三氟乙酸 作用下， 以 1,4-二氧六环 、 xylene 为溶剂， 反应 72.0h， 生成 10-hydroxy-2H,5H,7H-1,3,4,6-tetrahydro-dipyrrolo[3,4-a:3,4-c]carbazole-1,4,6-trione
  参考文献：
  名称：

  Synthesis, in vitro antiproliferative activities, and Chk1 inhibitory properties of dipyrrolo[3,4-a:3,4-c]carbazole-triones

  摘要：

  The syntheses of dipyrrolo[3,4-a:3,4-c]carbazole-1,4,6-triones and dipyrrolo[3,4-a:3,4-c]carbazole-3,4,6-triones are reported. These compounds can be considered as granulatimide analogues in which a maleimide replaces the imidazole moiety and a five-membered lactam, ring replaces the upper maleimide. The Chk1 inhibitory properties of the more soluble compounds have been evaluated and their in vitro antiproliferative activities toward three tumor cell lines: murine leukemia L 12 10, and human colon carcinoma HT29 and HCT116. Due to their insolubility, the biological activities of the other compounds in this series could not be evaluated. All the tested compounds proved to be potent Chk1 inhibitors. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.09.027
• 作为产物：
  描述：

  2,5-dihydro-3-(5-hydroxy-indol-3-yl)-1H-pyrrole-2,5-dione 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 72.0h， 生成 3-(5-hydroxy-1H-indol-3-yl)-1H-2,5-dihydro-pyrrol-2-one 、 4-(5-hydroxy-1H-indol-3-yl)-1H-5-hydroxy-2,5-dihydro-pyrrol-2-one
  参考文献：
  名称：

  Synthesis, in vitro antiproliferative activities, and Chk1 inhibitory properties of dipyrrolo[3,4-a:3,4-c]carbazole-triones

  摘要：

  The syntheses of dipyrrolo[3,4-a:3,4-c]carbazole-1,4,6-triones and dipyrrolo[3,4-a:3,4-c]carbazole-3,4,6-triones are reported. These compounds can be considered as granulatimide analogues in which a maleimide replaces the imidazole moiety and a five-membered lactam, ring replaces the upper maleimide. The Chk1 inhibitory properties of the more soluble compounds have been evaluated and their in vitro antiproliferative activities toward three tumor cell lines: murine leukemia L 12 10, and human colon carcinoma HT29 and HCT116. Due to their insolubility, the biological activities of the other compounds in this series could not be evaluated. All the tested compounds proved to be potent Chk1 inhibitors. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.09.027

文献信息

• Synthesis, in vitro antiproliferative activities, and Chk1 inhibitory properties of dipyrrolo[3,4-a:3,4-c]carbazole-triones
  作者：Elisabeth Conchon、Fabrice Anizon、Roy M. Golsteyn、Stéphane Léonce、Bruno Pfeiffer、Michelle Prudhomme

  DOI：10.1016/j.tet.2006.09.027

  日期：2006.11

  The syntheses of dipyrrolo[3,4-a:3,4-c]carbazole-1,4,6-triones and dipyrrolo[3,4-a:3,4-c]carbazole-3,4,6-triones are reported. These compounds can be considered as granulatimide analogues in which a maleimide replaces the imidazole moiety and a five-membered lactam, ring replaces the upper maleimide. The Chk1 inhibitory properties of the more soluble compounds have been evaluated and their in vitro antiproliferative activities toward three tumor cell lines: murine leukemia L 12 10, and human colon carcinoma HT29 and HCT116. Due to their insolubility, the biological activities of the other compounds in this series could not be evaluated. All the tested compounds proved to be potent Chk1 inhibitors. (c) 2006 Elsevier Ltd. All rights reserved.