10H-5-ethoxycarbonyl-10-phenylsulfonyl-1,3-dihydropyrrolo[3,4-a]carbazole-1,3-dione | 1018831-32-7

• 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: 10H-5-ethoxycarbonyl-10-phenylsulfonyl-1,3-dihydropyrrolo[3,4-a]carbazole-1,3-dione
• 英文别名: Ethyl 10-(benzenesulfonyl)-1,3-dioxopyrrolo[3,4-a]carbazole-5-carboxylate
• CAS: 1018831-32-7
• 化学式: C₂₃H₁₆N₂O₆S
• 分子量: 448.456
• InChiKey: WUEBYSAWDWZESB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  120
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  10H-5-ethoxycarbonyl-10-phenylsulfonyl-1,2,3,4-tetrahydropyrrolo[3,4-a]carbazole-1,3-dione 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 1,4-二氧六环 为溶剂， 反应 72.0h， 以20%的产率得到10H-5-ethoxycarbonyl-10-phenylsulfonyl-1,3-dihydropyrrolo[3,4-a]carbazole-1,3-dione
  参考文献：
  名称：

  Synthesis, in vitro antiproliferative activities, and Chk1 inhibitory properties of pyrrolo[3,4-a]carbazole-1,3-diones, pyrrolo[3,4-c]carbazole-1,3-diones, and 2-aminopyridazino[3,4-a]pyrrolo[3,4-c]carbazole-1,3,4,7-tetraone

  摘要：

  The synthesis of substituted pyrrolo[3,4-a]carbazole-1,3-diones, pyrrolo[3,4-c]carbazole-1-,3-diones, and 2-aminopyridazino[3,4-a]pyrrolo[3,4-c]carbazole-1,3,4,7-tetraone is reported. Their inhibitory properties toward Checkpoint I kinase (Chk1) have been evaluated and their in vitro antiproliferative activities toward three tumor cell lines: murine leukemia L1210, human colon carcinoma HT29 and HCT116 have been determined. From the biological results, it appears that, in contrast with the upper E heterocycle, the lower D heterocycle is not absolutely required for Chk1 inhibition. The ATP binding pocket of Chk1 seems to be adaptable to substitution of the nitrogen of the imide E heterocycle with a hydroxymethyl group, allowing the fundamental hydrogen bond with the Glu(85) residue of the enzyme. (c) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.03.026