3,5-diallylsalicylaldehyde | 159968-52-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,5-diallylsalicylaldehyde
• 英文别名: 3,5-diallyl-2-hydroxy-benzaldehyde；2-Hydroxy-3,5-bis(prop-2-enyl)benzaldehyde
• CAS: 159968-52-2
• 化学式: C₁₃H₁₄O₂
• 分子量: 202.253
• InChiKey: KYKUJZCFZGXZPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,5-diallylsalicylaldehyde 、 4-(苯甲基)-1-哌嗪乙酸 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 以93%的产率得到2-(4-benzylpiperazin-1-yl)-N'-(3,5-diallyl-2-hydroxybenzylidene)acetohydrazide
  参考文献：
  名称：

  Procaspase-3 Activation as an Anti-Cancer Strategy: Structure−Activity Relationship of Procaspase-Activating Compound 1 (PAC-1) and Its Cellular Co-Localization with Caspase-3

  摘要：

  A goal of personalized medicine as applied to oncology is to identify compounds that exploit a defined molecular defect in a cancerous cell. A compound called procaspase-activating compound I (PAC-1) was reported that enhances the activity of procaspase-3 in vitro and induces apoptotic death in cancer cells in culture and in mouse xenograft models. Experimental evidence indicates that PAC-1 activates procaspase-3 in vitro through chelation of inhibitory zinc ions. Described herein is the synthesis and biological activity of a family of PAC-1 derivatives where key functional groups have been systematically altered. Analysis of these compounds reveals a strong correlation between the in vitro procaspase-3 activating effect and their ability to induce death in cancer cells in culture. Importantly, we also show that a fluorescently labeled version of PAC-1 co-localizes with sites of caspase-3 activity in cancer cells. The data presented herein further bolster the hypothesis that PAC-1 induces apoptosis in cancer cells through the direct activation of procaspase-3, has implications for the design and discovery of next-generation procaspase-3 activating compounds, and sheds light on the anti-apoptotic role of cellular zinc.

  DOI：

  10.1021/jm900722z
• 作为产物：
  描述：

  3-烯丙基-2-(烯丙氧基)苯甲醛 反应 0.17h， 以48%的产率得到3,5-diallylsalicylaldehyde
  参考文献：
  名称：

  WO2008/134474

  摘要：

  公开号：

文献信息

• POLYMERIZABLE COMPOUNDS AND THE USE THEREOF IN LIQUID-CRYSTAL DISPLAYS
  申请人：MERCK PATENT GMBH

  公开号：US20160159763A1

  公开（公告）日：2016-06-09

  The present invention relates to polymerisable compounds, to processes and intermediates for the preparation thereof, and to the use thereof for optical, electro-optical and electronic purposes, in particular in liquid-crystal (LC) media and LC displays, especially in LC displays of the PS (“polymer sustained”) or PSA (“polymer sustained alignment”) type.

  本发明涉及可聚合化合物，以及用于其制备的工艺和中间体，以及其在光学、电光和电子用途中的应用，特别是在液晶（LC）介质和LC显示器中的应用，尤其是在PS（“聚合物维持”）或PSA（“聚合物维持定向”）类型的LC显示器中的应用。
• DESIGN, SYNTHESIS AND EVALUATION OF PROCASPASE ACTIVATING COMPOUNDS AS PERSONALIZED ANTI-CANCER DRUGS
  申请人：Hergenrother Paul J.

  公开号：US20120040995A1

  公开（公告）日：2012-02-16

  Compositions and methods are disclosed in embodiments relating to induction of cell death such as in cancer cells. Compounds and related methods for synthesis and use thereof, including the use of compounds in therapy for the treatment of cancer and selective induction of apoptosis in cells are disclosed. Compounds are disclosed that have lower neurotoxicity effects than other compounds.

  本实施例揭示了与诱导细胞死亡有关的组合物和方法，例如在癌细胞中。揭示了合成和使用相关化合物的方法，包括在治疗癌症和选择性诱导细胞凋亡方面使用化合物的方法。揭示了具有比其他化合物更低神经毒性影响的化合物。
• POLYMERISABLE COMPOUNDS AND THE USE THEREOF IN LIQUID-CRYSTAL DISPLAYS
  申请人：Taugerbeck Andreas

  公开号：US20130308081A1

  公开（公告）日：2013-11-21

  The present invention relates to polymerisable compounds, to processes and intermediates for the preparation thereof, and to the use thereof for optical, electro-optical and electronic purposes, in particular in liquid-crystal (LC) media and LC displays, especially in LC displays of the PS (“polymer sustained”) or PSA (“polymer sustained alignment”) type.

  本发明涉及可聚合化合物，其制备过程和中间体，以及在光学、电子光学和电子方面的用途，特别是在液晶（LC）介质和LC显示器中的应用，尤其是在PS（“聚合物支撑”）或PSA（“聚合物支撑对齐”）类型的LC显示器中的应用。
• PROCASPASE ACTIVATING COMPOUNDS
  申请人：The Board of Trustees of the University of Illinois

  公开号：US20150344452A1

  公开（公告）日：2015-12-03

  Compositions and methods are disclosed in embodiments relating to induction of cell death such as in cancer cells. Compounds and related methods for synthesis and use thereof, including the use of compounds in therapy for the treatment of cancer and selective induction of apoptosis in cells are disclosed. Compounds are disclosed that have lower neurotoxicity effects than other compounds.

  本实施例揭示了与细胞死亡诱导有关的组合物和方法，例如在癌细胞中。揭示了合成和使用相关化合物的方法，包括在治疗癌症和选择性诱导细胞凋亡方面使用化合物的方法。揭示了具有较低神经毒性效应的化合物。
• Process for 3,5-di-tert-butylsalicylaldehyde
  申请人：SEPRACOR, INC.

  公开号：EP0650952A1

  公开（公告）日：1995-05-03

  A process for the synthesis of 3-5-tert-butyl-salicylaldehyde from 2,4-di-tert-butylphenol and hexamethylenetetramine is disclosed. The reaction provides 3,5-tert-butylsalicylaldehyde in commercially attractive yields from readily available starting materials.

  本发明公开了一种从 2,4-二叔丁基苯酚和六亚甲基四胺合成 3-5-叔丁基水杨醛的工艺。该反应可从容易获得的起始原料中获得 3,5-叔丁基水杨醛，产率极具商业吸引力。