4-(1H-indol-6-yl)phenol | 1266726-39-9

• 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-(1H-indol-6-yl)phenol
• CAS: 1266726-39-9
• 化学式: C₁₄H₁₁NO
• 分子量: 209.247
• InChiKey: NOYNYOUNDFPTKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  36
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-(1H-indol-6-yl)phenol 在 4-二甲氨基吡啶 、 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 四氢呋喃 、 乙二醇二甲醚 为溶剂， 反应 1.67h， 生成
  参考文献：
  名称：

  Discovery of novel 3,5-disubstituted indole derivatives as potent inhibitors of Pim-1, Pim-2, and Pim-3 protein kinases

  摘要：

  A series of novel 3,5-disubstituted indole derivatives as potent and selective inhibitors of all three members of the Pim kinase family is described. High throughput screen identified a pan-Pim kinase inhibitor with a promiscuous scaffold. Guided by structure-based drug design, SAR of the series afforded a highly selective indole chemotype that was further developed into a potent set of compounds against Pim-1, 2, and 3 (Pim-1 and Pim-3: IC(50) <= 2 nM and Pim-2: IC(50) <= 100 nM). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.08.105
• 作为产物：
  描述：

  6-溴吲哚 、 4-羟基苯硼酸 在 四(三苯基膦)钯 、 乙醇 、 四丁基溴化铵 、 sodium carbonate 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 以42 %的产率得到4-(1H-indol-6-yl)phenol
  参考文献：
  名称：

  Subnanomolar Affinity and Selective Antagonism at α7 Nicotinic Receptor by Combined Modifications of 2-Triethylammonium Ethyl Ether of 4-Stilbenol (MG624)

  摘要：

  DOI：

  10.1021/acs.jmedchem.2c01256

文献信息

• 1,3,6-SUBSTITUTED INDOLE DERIVATIVES HAVING INHIBITORY ACTIVITY FOR PROTEIN KINASE
  申请人：Sim Tae Bo

  公开号：US20110046370A1

  公开（公告）日：2011-02-24

  Disclosed are a 1,3,6-substituted indole compound having inhibitory activity for protein kinases, a pharmaceutically acceptable thereof, and a pharmaceutical composition for prevention and treatment of diseases caused by abnormal cell growth including the compound as an active ingredient. Since the novel indole compound exhibits superior inhibitory activity for various protein kinases involved in growth factor signal transduction, it is useful as an agent for preventing or treating cancers caused by abnormal cell growth.

  揭示了一种具有蛋白激酶抑制活性的1,3,6-取代吲哚化合物，其药学上可接受，以及一种包含该化合物作为活性成分的用于预防和治疗由异常细胞生长引起的疾病的药物组合物。 由于这种新型吲哚化合物表现出对参与生长因子信号传导的各种蛋白激酶具有优越的抑制活性，因此它可用作预防或治疗由异常细胞生长引起的癌症的药物。
• 1,3,6-substituted indole derivatives having inhibitory activity for protein kinase
  申请人：Korea Institute of Science and Technology

  公开号：US08329708B2

  公开（公告）日：2012-12-11

  Disclosed are a 1,3,6-substituted indole compound having inhibitory activity for protein kinases, a pharmaceutically acceptable thereof, and a pharmaceutical composition for prevention and treatment of diseases caused by abnormal cell growth including the compound as an active ingredient. Since the novel indole compound exhibits superior inhibitory activity for various protein kinases involved in growth factor signal transduction, it is useful as an agent for preventing or treating cancers caused by abnormal cell growth.

  本发明公开了一种具有蛋白激酶抑制活性的1,3,6-取代吲哚化合物及其药学上可接受的物质，以及一种以该化合物作为活性成分的预防和治疗因细胞异常增长引起的疾病的制药组合物。由于这种新型吲哚化合物展现出对多种参与生长因子信号转导的蛋白激酶具有优越的抑制活性，因此它可作为一种防止或治疗因细胞异常增长引起的癌症的药剂。
• 1,3,6-Substituted Indole Derivatives Having Inhibitory Activity for Protein Kinase
  申请人：Korea Institute of Science and Technology

  公开号：US20130079343A1

  公开（公告）日：2013-03-28

  Disclosed are a 1,3,6-substituted indole compound having inhibitory activity for protein kinases, a pharmaceutically acceptable thereof, and a pharmaceutical composition for prevention and treatment of diseases caused by abnormal cell growth including the compound as an active ingredient. Since the novel indole compound exhibits superior inhibitory activity for various protein kinases involved in growth factor signal transduction, it is useful as an agent for preventing or treating cancers caused by abnormal cell growth.

  公开了一种具有蛋白激酶抑制活性的1,3,6-取代吲哚化合物，其药学上可接受，以及一种包括该化合物作为活性成分的用于预防和治疗由异常细胞生长引起的疾病的制剂。由于新型吲哚化合物表现出对生长因子信号传导中涉及的各种蛋白激酶的优越抑制活性，因此它可用作预防或治疗由异常细胞生长引起的癌症的药物。
• US8329708B2
  申请人：——

  公开号：US8329708B2

  公开（公告）日：2012-12-11
• US8648089B2
  申请人：——

  公开号：US8648089B2

  公开（公告）日：2014-02-11