(E)-1-(4-methoxyphenyl)-3-(quinolin-2-yl)prop-2-en-1-one | 4401-04-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (E)-1-(4-methoxyphenyl)-3-(quinolin-2-yl)prop-2-en-1-one
• 英文别名: 1-Chinolyl-(2)-3-(4-methoxy-phenyl)-propenon-(3)；1-<2>Chinolyl-3-(4-methoxy-phenyl)-propenon-(3)；1-(4-Methoxy-phenyl)-3-chinolyl-2-propen-2-on-1；3-(4-Methoxy-phenyl)-1-(chinolyl-2)-propen-1-on-3；3t-[2]quinolyl-1-(4-methoxy-phenyl)-propenone；3t-[2]Chinolyl-1-(4-methoxy-phenyl)-propenon；3-(Chinolyl-2)-1-(4-methoxy-phenyl)-propen-2-on-1；1-(4-methoxy-phenyl)-3-quinolin-2-yl-propenone；(E)-1-(4-methoxyphenyl)-3-quinolin-2-ylprop-2-en-1-one
• CAS: 4401-04-1
• 化学式: C₁₉H₁₅NO₂
• 分子量: 289.334
• InChiKey: FKZPMDKKYPMLGU-JLHYYAGUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-1-(4-methoxyphenyl)-3-(quinolin-2-yl)prop-2-en-1-one 在 palladium 10% on activated carbon 、 氢气 作用下， 以22%的产率得到1-(4-methoxyphenyl)-3-(quinolin-2-yl)propan-1-one
  参考文献：
  名称：

  通过钌催化的不对称级联加氢/还原胺化反应快速构建结构多样的喹喔啉，吲哚嗪及其类似物

  摘要：

  已开发了通过钌催化的含喹啉基和喹喔啉基酮的不对称级联氢化/还原胺化反应快速构建对映体富集的苯并稠合的喹喔啉，吲哚并iz及其类似物。该反应在温和的反应条件下进行，得到具有良好结构多样性的手性苯并稠合脂肪族N杂环化合物（高达95％），非对映选择性（高达> 20：1 dr）和对映选择性（高达> 99％）ee）。此外，该催化方案适用于（+）-gephyrotoxin的正式合成。

  DOI：

  10.1002/anie.201812647
• 作为产物：
  描述：

  喹啉-2-甲醛 、 对甲氧基苯乙酮 在 barium dihydroxide 作用下， 以 甲醇 为溶剂， 生成 (E)-1-(4-methoxyphenyl)-3-(quinolin-2-yl)prop-2-en-1-one
  参考文献：
  名称：

  In vitro and in vivo efficacy and in vitro metabolism of 1-phenyl-3-aryl-2-propen-1-ones against Plasmodium falciparum

  摘要：

  Investigation of a series of 1-phenyl-3-aryl-2-propen-1-ones resulted in the identification of nine inhibitors with submicromolar efficacy against at least one Plasmodium falciparum strain in vitro. These inhibitors were inactive when given orally in a Plasmodium berghei infected mouse model. Significant compound degradation occurred upon their exposure to a liver microsome preparation, suggesting metabolic instability may be responsible for the lack of activity in vivo. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.009

文献信息

• Method for in situ corrosion detection using electrochemically active compounds
  申请人：NALCO CHEMICAL COMPANY

  公开号：EP0237738A2

  公开（公告）日：1987-09-23

  The invention comprises a method for determining the corrosion rate of metals in contact with a liquid system which is capable of causing corrosion of such metals which comprises adding to the liquid system an electrochemically active compound having a reduction potential more positive than the metal in contact with the liquid system and then monitoring the system thus treated with the electrochemically active compound to determine its rate of reduction which is proportional to the corrosion rate of the metal.

  本发明包括一种确定与液体系统接触的金属的腐蚀速率的方法，该液体系统能够引起这些金属的腐蚀，该方法包括向液体系统中加入一种电化学活性化合物，该化合物的还原电位比与液体系统接触的金属的还原电位更正，然后监测用电化学活性化合物处理过的系统，以确定其还原速率，该速率与金属的腐蚀速率成正比。
• Some Addition Reactions of Chalcones. I. The Preparation of Some γ-Ketosulfones
  作者：Henry Gilman、Louis F. Cason

  DOI：10.1021/ja01164a040

  日期：1950.8
• US4683035A
  申请人：——

  公开号：US4683035A

  公开（公告）日：1987-07-28
• US4758312A
  申请人：——

  公开号：US4758312A

  公开（公告）日：1988-07-19
• In vitro and in vivo efficacy and in vitro metabolism of 1-phenyl-3-aryl-2-propen-1-ones against Plasmodium falciparum
  作者：Clare E. Gutteridge、Daniel A. Nichols、Sean M. Curtis、Darshan S. Thota、Joseph V. Vo、Lucia Gerena、Gettayacamin Montip、Constance O. Asher、Damaris S. Diaz、Charles A. DiTusa、Kirsten S. Smith、Apurba K. Bhattacharjee

  DOI：10.1016/j.bmcl.2006.08.009

  日期：2006.11

  Investigation of a series of 1-phenyl-3-aryl-2-propen-1-ones resulted in the identification of nine inhibitors with submicromolar efficacy against at least one Plasmodium falciparum strain in vitro. These inhibitors were inactive when given orally in a Plasmodium berghei infected mouse model. Significant compound degradation occurred upon their exposure to a liver microsome preparation, suggesting metabolic instability may be responsible for the lack of activity in vivo. (c) 2006 Elsevier Ltd. All rights reserved.