2,3,4,9-四氢-6-(三氟甲基)-1H-吡啶并[3,4-b]吲哚 | 78832-75-4

• 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
• 中文名称: 2,3,4,9-四氢-6-(三氟甲基)-1H-吡啶并[3,4-b]吲哚
• 英文名称: 6-trifluoromethyl-1,3,4,9-tetrahydro-1H-β-carboline
• 英文别名: 6-Trifluoromethyl-1,2,3,4-tetrahydro-β-carboline；1H-Pyrido(3,4-b)indole, 2,3,4,9-tetrahydro-6-(trifluoromethyl)-；6-(trifluoromethyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole
• CAS: 78832-75-4
• 化学式: C₁₂H₁₁F₃N₂
• 分子量: 240.228
• InChiKey: ARSOLVYIDIMCMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  27.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,3,4,9-四氢-6-(三氟甲基)-1H-吡啶并[3,4-b]吲哚 在 palladium on activated charcoal 作用下， 以 xylene 为溶剂， 生成 6-(三氟甲基)-9h-吡啶并[3,4-b]吲哚
  参考文献：
  名称：

  Novel IKK inhibitors: β-carbolines

  摘要：

  Inhibitors of IkappaB kinase (IKK) have long been sought as specific regulators of NF-kappaB. A screening effort of the endogenous IKK complex allowed us to identify 5-bromo-6-methoxy-beta-carboline as a nonspecific IKK inhibitor. Optimization of this beta-carboline natural product derivative resulted in a novel class of selective IKK inhibitors with IC(50)s in the nanomolar range. In addition. we show that one of these beta-carboline analogues inhibits the phosphorylation of IkappaBalpha and subsequent activation of NF-kappaB in whole cells, as well as blocking TNF-alpha release in LPS-challenged mice. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00408-6
• 作为产物：
  描述：

  4-(三氟甲基)苯肼 在 甲酸 、 硼烷 作用下， 以 四氢呋喃 为溶剂， 反应 0.03h， 生成 2,3,4,9-四氢-6-(三氟甲基)-1H-吡啶并[3,4-b]吲哚
  参考文献：
  名称：

  Novel IKK inhibitors: β-carbolines

  摘要：

  Inhibitors of IkappaB kinase (IKK) have long been sought as specific regulators of NF-kappaB. A screening effort of the endogenous IKK complex allowed us to identify 5-bromo-6-methoxy-beta-carboline as a nonspecific IKK inhibitor. Optimization of this beta-carboline natural product derivative resulted in a novel class of selective IKK inhibitors with IC(50)s in the nanomolar range. In addition. we show that one of these beta-carboline analogues inhibits the phosphorylation of IkappaBalpha and subsequent activation of NF-kappaB in whole cells, as well as blocking TNF-alpha release in LPS-challenged mice. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00408-6

文献信息

• 芳香烷酰基四氢-β-咔啉及其衍生物在治疗代 谢性疾病中的应用
  申请人：华东师范大学

  公开号：CN102977091B

  公开（公告）日：2016-03-09

  本发明公开了一种由结构式(I)表示的芳香基烷酰基四氢-β-咔啉类化合物及相关类似物或其水合物或药学上可接受的盐，含有本发明化合物或其药物组合物在制备治疗各种代谢性疾病药物中的用途。
• Indazole compound and pharmaceutical use thereof
  申请人：Takemiya Akihiro

  公开号：US20070173537A1

  公开（公告）日：2007-07-26

  The present invention can provide a cancer treatment drug containing, as an active ingredient, a substance selected from the group consisting of an indazole compound of the following formula (I), a pharmaceutically acceptable salt, a hydrate, a water adduct and a solvate:

  本发明可以提供一种癌症治疗药物，其包含以下公式（I）中的吲唑化合物、药用可接受盐、水合物、水加合物和溶剂化物等物质中所选的一种作为活性成分：
• INDAZOLE COMPOUND AND PHARMACEUTICAL USE THEREOF
  申请人：Mitsubishi Tanabe Pharma Corporation

  公开号：EP1714961B1

  公开（公告）日：2015-12-09
• US7994196B2
  申请人：——

  公开号：US7994196B2

  公开（公告）日：2011-08-09
• Novel IKK inhibitors: β-carbolines
  作者：Alfredo C Castro、Luan C Dang、François Soucy、Louis Grenier、Hormoz Mazdiyasni、Maria Hottelet、Lana Parent、Christine Pien、Vito Palombella、Julian Adams

  DOI：10.1016/s0960-894x(03)00408-6

  日期：2003.7

  Inhibitors of IkappaB kinase (IKK) have long been sought as specific regulators of NF-kappaB. A screening effort of the endogenous IKK complex allowed us to identify 5-bromo-6-methoxy-beta-carboline as a nonspecific IKK inhibitor. Optimization of this beta-carboline natural product derivative resulted in a novel class of selective IKK inhibitors with IC(50)s in the nanomolar range. In addition. we show that one of these beta-carboline analogues inhibits the phosphorylation of IkappaBalpha and subsequent activation of NF-kappaB in whole cells, as well as blocking TNF-alpha release in LPS-challenged mice. (C) 2003 Elsevier Science Ltd. All rights reserved.