4-(2-Chlorophenyl)-9-methoxy-8-[4-(1-pyrrolidinyl)butyl]pyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione | 622862-92-4

• 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-8-[4-(1-pyrrolidinyl)butyl]pyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione
• 英文别名: 4-(2-chlorophenyl)-9-methoxy-8-(4-pyrrolidin-1-ylbutyl)-6H-pyrrolo[3,4-c]carbazole-1,3-dione
• CAS: 622862-92-4
• 化学式: C₂₉H₂₈ClN₃O₃
• 分子量: 502.013
• InChiKey: XNRLRAMBOQAHCI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  36
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  74.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(2-Chlorophenyl)-9-methoxy-8-[4-(1-pyrrolidinyl)butyl]pyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione 在 吡啶盐酸盐 作用下， 生成 4-(2-Chlorophenyl)-9-hydroxy-8-[4-(1-pyrrolidinyl)butyl]pyrrolo[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-(4-iodobutyl)-9-methoxypyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione 、 四氢吡咯 反应 2.0h， 以gave (176) (75%) as an orange powder, which的产率得到4-(2-Chlorophenyl)-9-methoxy-8-[4-(1-pyrrolidinyl)butyl]pyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione
  参考文献：
  名称：

  Inhibitors of checkpoint kinases (Wee1 and Chk1)

  摘要：

  本发明涉及公式I中的吡咯烷并咔唑衍生物，其中R1、R2、R7、R8、R9、X和Y如规范中所定义，其中这些衍生物特异性抑制检查点激酶Wee1和Chk1中的一个或两个。

  公开号：

  US07094798B1

文献信息

• Inhibitors of checkpoint kinases (Wee1 and Chk1)
  申请人：Pfizer Inc

  公开号：US07094798B1

  公开（公告）日：2006-08-22

  This invention relates to pyrrolocarbazole derivatives according formula I wherein R1, R2, R7, R8, R9, X and Y are as defined in the specification wherein said derivatives specifically inhibit one or both of the checkpoint kinases Wee1 and Chk1

  本发明涉及公式I中的吡咯烷并咔唑衍生物，其中R1、R2、R7、R8、R9、X和Y如规范中所定义，其中这些衍生物特异性抑制检查点激酶Wee1和Chk1中的一个或两个。
• 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.