[4-(2-Chlorophenyl)-9-methoxy-6-methyl-1,3-dioxopyrrolo[3,4-g]carbazol-8-yl] trifluoromethanesulfonate | 622862-97-9

• 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: [4-(2-Chlorophenyl)-9-methoxy-6-methyl-1,3-dioxopyrrolo[3,4-g]carbazol-8-yl] trifluoromethanesulfonate
• CAS: 622862-97-9
• 化学式: C₂₃H₁₄ClF₃N₂O₆S
• 分子量: 538.888
• InChiKey: OPVVELIIZVZWOL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  36
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  112
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  [4-(2-Chlorophenyl)-9-methoxy-6-methyl-1,3-dioxopyrrolo[3,4-g]carbazol-8-yl] trifluoromethanesulfonate 、 (E)-4-(tributylstannyl)but-3-en-1-ol 在 bis-triphenylphosphine-palladium(II) chloride lithium chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (E)-4-(2-chlorophenyl)-8-(4-hydroxybut-1-en-1-yl)-9-methoxy-6-methylpyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione
  参考文献：
  名称：

  Synthesis and structure–activity relationships of soluble 8-substituted 4-(2-chlorophenyl)-9-hydroxypyrrolo[3,4-c]carbazole-1,3(2H,6H)-diones as inhibitors of the Wee1 and Chk1 checkpoint kinases

  摘要：

  Pyrrolo[3,4-c]carbazoles bearing solubilising basic side chains at the 8-position retain potent Weel and Chk1 inhibitory properties in isolated enzyme assays, and evidence of G2/M checkpoint abrogation in several cellular assays. Co-crystal structure studies confirm that the primary binding to the Weel enzyme is as described previously, with the C-8 side chains residing in an area of bulk tolerance. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.12.046
• 作为产物：
  描述：

  4-(2-Chlorophenyl)-8-hydroxy-9-methoxy-6-methylpyrrolo[3,4-c]carbazole-1,3-dione 、 三氟甲磺酸酐 在 吡啶 作用下， 以 四氢呋喃 为溶剂， 生成 [4-(2-Chlorophenyl)-9-methoxy-6-methyl-1,3-dioxopyrrolo[3,4-g]carbazol-8-yl] trifluoromethanesulfonate
  参考文献：
  名称：

  Synthesis and structure–activity relationships of soluble 8-substituted 4-(2-chlorophenyl)-9-hydroxypyrrolo[3,4-c]carbazole-1,3(2H,6H)-diones as inhibitors of the Wee1 and Chk1 checkpoint kinases

  摘要：

  Pyrrolo[3,4-c]carbazoles bearing solubilising basic side chains at the 8-position retain potent Weel and Chk1 inhibitory properties in isolated enzyme assays, and evidence of G2/M checkpoint abrogation in several cellular assays. Co-crystal structure studies confirm that the primary binding to the Weel enzyme is as described previously, with the C-8 side chains residing in an area of bulk tolerance. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.12.046

文献信息

• US7094798B1
  申请人：——

  公开号：US7094798B1

  公开（公告）日：2006-08-22
• Synthesis and structure–activity relationships of soluble 8-substituted 4-(2-chlorophenyl)-9-hydroxypyrrolo[3,4-c]carbazole-1,3(2H,6H)-diones as inhibitors of the Wee1 and Chk1 checkpoint kinases
  作者：Jeff B. Smaill、Ho H. Lee、Brian D. Palmer、Andrew M. Thompson、Christopher J. Squire、Edward N. Baker、R. John Booth、Alan Kraker、Ken Hook、William A. Denny

  DOI：10.1016/j.bmcl.2007.12.046

  日期：2008.2

  Pyrrolo[3,4-c]carbazoles bearing solubilising basic side chains at the 8-position retain potent Weel and Chk1 inhibitory properties in isolated enzyme assays, and evidence of G2/M checkpoint abrogation in several cellular assays. Co-crystal structure studies confirm that the primary binding to the Weel enzyme is as described previously, with the C-8 side chains residing in an area of bulk tolerance. (C) 2007 Elsevier Ltd. All rights reserved.