5-bromo-3-(pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridine | 1377503-75-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 英文名称: 5-bromo-3-(pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridine
• 英文别名: 5-bromo-3-pyridin-3-yl-1H-pyrrolo[2,3-b]pyridine
• CAS: 1377503-75-7
• 化学式: C₁₂H₈BrN₃
• 分子量: 274.12
• InChiKey: KOCWSFOVUAXFKQ-UHFFFAOYSA-N

物化性质

• 密度：
  1.614±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 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：
  41.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-bromo-3-(pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridine 、 3-氨基苯硼酸 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 caesium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 以22%的产率得到3-(3-(pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)aniline
  参考文献：
  名称：

  Structure-based de novo design and identification of D816V mutant-selective c-KIT inhibitors

  摘要：

  通过使用改进的精确溶剂自由能的评分函数进行基于结构的全新设计，确定了具有纳摩尔抑制活性和对功能获得性D816V突变体高选择性的新型7-氮杂吲哚基c-KIT抑制剂。

  DOI：

  10.1039/c4ob00053f
• 作为产物：
  描述：

  3-吡啶硼酸 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 caesium carbonate 、 potassium hydroxide 作用下， 以 1,4-二氧六环 、 甲醇 、 水 为溶剂， 反应 3.0h， 生成 5-bromo-3-(pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridine
  参考文献：
  名称：

  Structure-based de novo design and identification of D816V mutant-selective c-KIT inhibitors

  摘要：

  通过使用改进的精确溶剂自由能的评分函数进行基于结构的全新设计，确定了具有纳摩尔抑制活性和对功能获得性D816V突变体高选择性的新型7-氮杂吲哚基c-KIT抑制剂。

  DOI：

  10.1039/c4ob00053f

文献信息

• THERAPEUTIC COMPOUNDS
  申请人：Gilead Sciences, Inc.

  公开号：US20130281433A1

  公开（公告）日：2013-10-24

  Compounds disclosed herein including compounds of formula I′: and salts thereof are provided. Pharmaceutical compositions comprising compounds disclosed herein, processes for preparing compounds disclosed herein, intermediates useful for preparing compounds disclosed herein and therapeutic methods for treating an HIV infection using compounds disclosed herein are also provided.

  本文披露的化合物包括公式I′的化合物及其盐。还提供了包含本文披露的化合物的药物组合物、制备本文披露的化合物的方法、用于制备本文披露的化合物的中间体以及使用本文披露的化合物治疗HIV感染的治疗方法。
• Phenylpyri(mi)dinylazoles
  申请人：BAYER INTELLECTUAL PROPERTY GMBH

  公开号：US20130281455A1

  公开（公告）日：2013-10-24

  Phenylpyri(mi)dinylazoles of the formula [I-a] and [I-b], wherein the symbols have the meanings stated in the description, and agrochemically active salts thereof and the use thereof for the control of undesired microorganisms in the protection of plants and materials and for the reduction of mycotoxins in plants and plant parts and methods for the production of compounds of the formula [I-a] and [I-b].

  公式[I-a]和[I-b]的苯基吡啶基氮唑，其中符号的含义在描述中说明，以及其农药活性盐以及用于控制保护植物和材料中的不良微生物和减少植物和植物部分中霉菌毒素的用途，以及公式[I-a]和[I-b]化合物的生产方法。
• Therapeutic compounds
  申请人：Gilead Sciences, Inc.

  公开号：US08987250B2

  公开（公告）日：2015-03-24

  Compounds disclosed herein including compounds of formula I′: and salts thereof are provided. Pharmaceutical compositions comprising compounds disclosed herein, processes for preparing compounds disclosed herein, intermediates useful for preparing compounds disclosed herein and therapeutic methods for treating an HIV infection using compounds disclosed herein are also provided.

  本文提供了包括式I′的化合物及其盐。还提供了含有本文所披露的化合物的药物组合物，制备本文所披露的化合物的方法，用于制备本文所披露的化合物的中间体以及使用本文所披露的化合物治疗HIV感染的治疗方法。
• Design, Synthesis, and Evaluation of 3,5-Disubstituted 7-Azaindoles as Trk Inhibitors with Anticancer and Antiangiogenic Activities
  作者：Seunghee Hong、Jinhee Kim、Ju Hyeon Seo、Kyung Hee Jung、Soon-Sun Hong、Sungwoo Hong

  DOI：10.1021/jm3002982

  日期：2012.6.14

  Tropomyosin-related kinase A (TrkA) is considered a promising target in the development of a therapeutic treatment of cancer and pain. In this study, we designed and synthesized a series of novel 7-azaindole-based Trk kinase inhibitors through the structure-based design strategy. By varying the functional groups at the 3 and 5 positions of a 7-azaindole scaffold, we studied the structure-activity relationships (SAR) profiles and identified a series of potent Trk inhibitors. Representative derivatives showed desirable activity in cellular proliferation and apoptosis assays. Moreover, these inhibitors exhibited noteworthy antiangiogenic activity.
• Discovery of new azaindole-based PI3Kα inhibitors: Apoptotic and antiangiogenic effect on cancer cells
  作者：Seunghee Hong、Soyoung Lee、Bomi Kim、Hyunseung Lee、Soon-Sun Hong、Sungwoo Hong

  DOI：10.1016/j.bmcl.2010.10.108

  日期：2010.12

  Phosphatidylinositol-3-kinase alpha (PI3K alpha) is an important target in cancer due to the deregulation of the PI3K/AKT signaling pathway in many tumors. In this study, we designed [3,5-d]-7-azaindole analogs as PI3K alpha inhibitors through the fragment-growing strategy. By varying groups at the 3,5-positions of azaindole, we developed the SAR (Structure-activity relationship) and identified a series of potent PI3K alpha inhibitors. Representative azaindole derivatives showed activity in a cellular proliferation and apoptosis assays. Moreover, B3 exhibited strong antiangiogenic effects on cancer cells. (C) 2010 Elsevier Ltd. All rights reserved.