2-(1H-indol-4-yl)acetaldehyde | 856782-91-7

• 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
• 英文名称: 2-(1H-indol-4-yl)acetaldehyde
• CAS: 856782-91-7
• 化学式: C₁₀H₉NO
• 分子量: 159.188
• InChiKey: HHYNQPVEFKOZCN-UHFFFAOYSA-N

物化性质

• 沸点：
  352.7±17.0 °C(Predicted)
• 密度：
  1.205±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  32.9
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5'-N-[4-{(2S)-2-(N-tert-butoxycarbonyl)aminobutyric acid}]-tert-butyl ester-5'-deoxy-2',3'-O,O-(1-methyl ethylidene)adenosine 、 2-(1H-indol-4-yl)acetaldehyde 在 三乙酰氧基硼氢化钠 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 12.0h， 以78%的产率得到(S)-tert-butyl 4-((2-(1H-indol-4-yl)ethyl)(((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl)amino)-2-((tert-butoxycarbonyl)amino)butanoate
  参考文献：
  名称：

  Development of rationally designed DNA N6 adenine methyltransferase inhibitors

  摘要：

  A series of bisubstrate inhibitors for DNA N6 adenine methyltransferase (Dam) have been synthesized by linking an amine analogue of S-adenosylmethionine to an aryl moiety designed to probe the binding pocket of the DNA adenine base. An initial structure-activity relationship study has identified substituents that increase inhibitor potency to the similar to 10 mu M range and improve selectivity against the human cytosine methyltransferase Dnmt1. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.03.072
• 作为产物：
  描述：

  2-(1H-吲哚)-4-乙酸 在 三乙基硅烷 、 4-二甲氨基吡啶 、 palladium 10% on activated carbon 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 生成 2-(1H-indol-4-yl)acetaldehyde
  参考文献：
  名称：

  Development of rationally designed DNA N6 adenine methyltransferase inhibitors

  摘要：

  A series of bisubstrate inhibitors for DNA N6 adenine methyltransferase (Dam) have been synthesized by linking an amine analogue of S-adenosylmethionine to an aryl moiety designed to probe the binding pocket of the DNA adenine base. An initial structure-activity relationship study has identified substituents that increase inhibitor potency to the similar to 10 mu M range and improve selectivity against the human cytosine methyltransferase Dnmt1. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.03.072

文献信息

• JPS62116560A
  申请人：——

  公开号：JPS62116560A

  公开（公告）日：1987-05-28
• Tryptophan aminotransferase, indole-3-pyruvate decarboxylase and indole-3-acetaldehyde oxidase as novel targets for herbicides
  申请人：Grossmann Klaus

  公开号：US20050159312A1

  公开（公告）日：2005-07-21

  The present invention relates to tryptophan aminotransferase, indole-3-pyruvate decarboxylase and indole-3-acetaldehyde oxidase as novel targets for herbicides, to test methods for identifying herbicidally active inhibitors of one or more of the abovementioned enzymes, to the herbicidally active inhibitors identified by means of this method, and to methods for controlling undesired vegetation based on the inhibitors according to the invention.