(3aE,5Z,7Z)-4-(3-morpholinopropoxy)-3-methylazulene-1-carbaldehyde | 1022917-12-9

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: (3aE,5Z,7Z)-4-(3-morpholinopropoxy)-3-methylazulene-1-carbaldehyde
• 英文别名: 3-Methyl-4-(3-morpholin-4-ylpropoxy)azulene-1-carbaldehyde；3-methyl-4-(3-morpholin-4-ylpropoxy)azulene-1-carbaldehyde
• CAS: 1022917-12-9
• 化学式: C₁₉H₂₃NO₃
• 分子量: 313.397
• InChiKey: ZPSXZZZOKYKBOR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-氟吲哚-2-酮 、 (3aE,5Z,7Z)-4-(3-morpholinopropoxy)-3-methylazulene-1-carbaldehyde 在 哌啶 作用下， 以 乙醇 为溶剂， 生成 (Z)-3-(((4Z,6Z,8E)-8-(3-morpholinopropoxy)-1-methylazulen-3-yl)methylene)-5-fluoroindolin-2-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
• 作为产物：
  描述：

  (3-methyl-4-(3-morpholinopropoxy)azulen-1-yl)methanol 在 manganese(IV) oxide 作用下， 以 二氯甲烷 为溶剂， 生成 (3aE,5Z,7Z)-4-(3-morpholinopropoxy)-3-methylazulene-1-carbaldehyde
  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：Industrial Technology Research Institute

  公开号：EP1918277B1

  公开（公告）日：2015-06-10
• 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.