(Z)-3-(((3aZ,5Z,7E)-8-(3-(dimethylamino)propoxy)-1-methylazulen-3-yl)methylene)-1H-pyrrolo[2,3-b]pyridin-2(3H)-one

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: (Z)-3-(((3aZ,5Z,7E)-8-(3-(dimethylamino)propoxy)-1-methylazulen-3-yl)methylene)-1H-pyrrolo[2,3-b]pyridin-2(3H)-one
• 英文别名: (Z)-3-((4-(3-(dimethylamino)propoxy)-3-methylazulen-1-yl)methylene)-1H-pyrrolo[2,3-b]pyridin-2(3H)-one；(3Z)-3-[[4-[3-(dimethylamino)propoxy]-3-methylazulen-1-yl]methylidene]-1H-pyrrolo[2,3-b]pyridin-2-one
• 化学式: C₂₄H₂₅N₃O₂
• 分子量: 387.481
• InChiKey: BOGKUOUVWUICFV-HKWRFOASSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  54.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  7-氮杂-吲哚-2-酮 、 (3aE,5Z,7Z)-4-(3-(dimethylamino)propoxy)-3-methylazulene-1-carbaldehyde 在 哌啶 作用下， 以 乙醇 为溶剂， 生成 (Z)-3-(((3aZ,5Z,7E)-8-(3-(dimethylamino)propoxy)-1-methylazulen-3-yl)methylene)-1H-pyrrolo[2,3-b]pyridin-2(3H)-one
  参考文献：
  名称：

  Novel azulene-based derivatives as potent multi-receptor tyrosine kinase inhibitors

  摘要：

  A series of azulene-based derivatives were synthesized as potent inhibitors for receptor tyrosine kinases such as FMS-like tyrosine kinase 3 (FLT-3). Systematic side chain modification of prototype 1a was carried out through SAR studies. Analogue 22 was identified from this series and found to be one of the most potent FLT-3 inhibitors, with good pharmaceutical properties, superior efficacy, and tolerability in a tumor xenograft model. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.08.025

文献信息

• Azulene compounds
  申请人：Lee On

  公开号：US20080125590A1

  公开（公告）日：2008-05-29

  An azulene compound is provided. The azulene compound has formula (I) shown below. Each variable in formula (I) is defined in the specification. One of R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 in formula (I) is a moiety of formula (II). The compound can be used to treat cancer.

  提供了一种蓝紫烃化合物。该蓝紫烃化合物的化学式（I）如下所示。化学式（I）中的每个变量在说明书中有定义。化学式（I）中的R1、R2、R3、R4、R5、R6、R7和R8中的一个是化学式（II）的基团。该化合物可用于治疗癌症。
• US7714146B2
  申请人：——

  公开号：US7714146B2

  公开（公告）日：2010-05-11
• Novel azulene-based derivatives as potent multi-receptor tyrosine kinase inhibitors
  作者：Chih-Hung Chen、On Lee、Chung-Niang Yao、Meng-Yun Chuang、Yow-Lone Chang、May-Hua Chang、Yen-Fang Wen、Wan-Hsu Yang、Ching-Huai Ko、Nien-Tzu Chou、Mai-Wei Lin、Chin-Pen Lai、Chung-Yuan Sun、Ling-mei Wang、Yen-Chun Chen、Tzong-Hsiung Hseu、Chia-Ni Chang、Hui-Chun Hsu、Hui-Chi Lin、Yu-Li Chang、Ying-Chu Shih、Shuen-Hsiang Chou、Yi-Ling Hsu、Hsiang-Wen Tseng、Chih-Peng Liu、Chia-Mu Tu、Tsan-Lin Hu、Yuan-Jang Tsai、Ting-Shou Chen、Chih-Lung Lin、Shu-Jiau Chiou、Chung-Cheng Liu、Chrong-Shiong Hwang

  DOI：10.1016/j.bmcl.2010.08.025

  日期：2010.10

  A series of azulene-based derivatives were synthesized as potent inhibitors for receptor tyrosine kinases such as FMS-like tyrosine kinase 3 (FLT-3). Systematic side chain modification of prototype 1a was carried out through SAR studies. Analogue 22 was identified from this series and found to be one of the most potent FLT-3 inhibitors, with good pharmaceutical properties, superior efficacy, and tolerability in a tumor xenograft model. (C) 2010 Elsevier Ltd. All rights reserved.