1-(Benzenesulfonyl)-3-[3-[1-(benzenesulfonyl)indol-3-yl]phenyl]indole | 944347-26-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1-(Benzenesulfonyl)-3-[3-[1-(benzenesulfonyl)indol-3-yl]phenyl]indole
• CAS: 944347-26-6
• 化学式: C₃₄H₂₄N₂O₄S₂
• 分子量: 588.708
• InChiKey: IJLVCHFQEAYJJD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  42
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  94.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(Benzenesulfonyl)-3-[3-[1-(benzenesulfonyl)indol-3-yl]phenyl]indole 在 potassium carbonate 作用下， 以 甲醇 、 水 为溶剂， 以90%的产率得到1,3-di(1H-indol-3-yl)benzene
  参考文献：
  名称：

  Computer-Aided Rational Drug Design:  A Novel Agent (SR13668) Designed to Mimic the Unique Anticancer Mechanisms of Dietary Indole-3-Carbinol to Block Akt Signaling

  摘要：

  Indole-3-carbinol (I3C) is a naturally occurring anticancer agent and has entered clinical trials for cancer prevention. However, the clinical development of I3C has been impeded by its poor metabolic profile. The active components of I3C were used to develop a novel class of indole analogs to optimize I3C's anticancer actions, including blocking growth factor-stimulated Akt activation. The most promising of these analogs, SR13668, exhibited potent oral anticancer activity against various cancers and no significant toxicity.

  DOI：

  10.1021/jm070040e
• 作为产物：
  描述：

  N-苯磺酸吲哚 在 四(三苯基膦)钯 硼酸三异丙酯 、 溴 、 叔丁基锂 、 sodium carbonate 作用下， 以 四氢呋喃 、 四氯化碳 、 乙二醇二甲醚 为溶剂， 生成 1-(Benzenesulfonyl)-3-[3-[1-(benzenesulfonyl)indol-3-yl]phenyl]indole
  参考文献：
  名称：

  Computer-Aided Rational Drug Design:  A Novel Agent (SR13668) Designed to Mimic the Unique Anticancer Mechanisms of Dietary Indole-3-Carbinol to Block Akt Signaling

  摘要：

  Indole-3-carbinol (I3C) is a naturally occurring anticancer agent and has entered clinical trials for cancer prevention. However, the clinical development of I3C has been impeded by its poor metabolic profile. The active components of I3C were used to develop a novel class of indole analogs to optimize I3C's anticancer actions, including blocking growth factor-stimulated Akt activation. The most promising of these analogs, SR13668, exhibited potent oral anticancer activity against various cancers and no significant toxicity.

  DOI：

  10.1021/jm070040e

文献信息

• Computer-Aided Rational Drug Design:  A Novel Agent (SR13668) Designed to Mimic the Unique Anticancer Mechanisms of Dietary Indole-3-Carbinol to Block Akt Signaling
  作者：Wan-Ru Chao、Dawn Yean、Khalid Amin、Carol Green、Ling Jong

  DOI：10.1021/jm070040e

  日期：2007.7.1

  Indole-3-carbinol (I3C) is a naturally occurring anticancer agent and has entered clinical trials for cancer prevention. However, the clinical development of I3C has been impeded by its poor metabolic profile. The active components of I3C were used to develop a novel class of indole analogs to optimize I3C's anticancer actions, including blocking growth factor-stimulated Akt activation. The most promising of these analogs, SR13668, exhibited potent oral anticancer activity against various cancers and no significant toxicity.