1-(5-ethynylindolin-1-yl)ethan-1-one | 1329690-34-7

• 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: 1-(5-ethynylindolin-1-yl)ethan-1-one
• 英文别名: N-acetyl-5-ethynyl indoline；Ethanone, 1-(5-ethynyl-2,3-dihydro-1H-indol-1-yl)-；1-(5-ethynyl-2,3-dihydroindol-1-yl)ethanone
• CAS: 1329690-34-7
• 化学式: C₁₂H₁₁NO
• 分子量: 185.225
• InChiKey: HEVSAFYOYCMSJU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(5-ethynylindolin-1-yl)ethan-1-one 在 copper(l) iodide 、 叠氮基三甲基硅烷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以28 %的产率得到1-(5-(1H-1,2,3-triazol-4-yl)indolin-1-yl)ethan-1-one
  参考文献：
  名称：

  ROCK INHIBITOR AND PREPARATION METHOD THEREFOR AND USE THEREOF

  摘要：

  The compound represented by formula (I), and racemates, stereoisomers, tautomers, isotopic markers, nitrogen oxides, solvates, polymorphs, metabolites, esters, pharmaceutically acceptable salts, or prodrugs thereof have ROCK inhibitory activity. The compound represented by formula (1) has good safety, good metabolic stability, and a low risk of potential hepatotoxicity. Further, the compound represented by formula (I) has a simple preparation method and is easy to purify, and therefore has good application prospects.

  公开号：

  US20230050653A1
• 作为产物：
  描述：

  1-乙酰基-2,3-二氢-5-碘吲哚 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 2.0h， 生成 1-(5-ethynylindolin-1-yl)ethan-1-one
  参考文献：
  名称：

  ROCK INHIBITOR AND PREPARATION METHOD THEREFOR AND USE THEREOF

  摘要：

  The compound represented by formula (I), and racemates, stereoisomers, tautomers, isotopic markers, nitrogen oxides, solvates, polymorphs, metabolites, esters, pharmaceutically acceptable salts, or prodrugs thereof have ROCK inhibitory activity. The compound represented by formula (1) has good safety, good metabolic stability, and a low risk of potential hepatotoxicity. Further, the compound represented by formula (I) has a simple preparation method and is easy to purify, and therefore has good application prospects.

  公开号：

  US20230050653A1

文献信息

• Palladium-catalyzed Coupling between Aryl Halides and Trimethylsilylacetylene Assisted by Dimethylaminotrimethyltin
  作者：Liangzhen Cai、Dujuan Yang、Zhonghua Sun、Xiaochun Tao、Lisheng Cai、Victor W. Pike

  DOI：10.1002/cjoc.201190180

  日期：2011.5

  Palladium‐catalyzed coupling between aryl halides, especially less reactive ones or N‐heteroaryls, and trimethylsilylacetylene in the presence of dimethylaminotrimethyltin generated the coupled products in high yields. The reaction does not need CuI and base as auxiliary agents.

  在二甲基氨基三甲基锡的存在下，芳基卤化物（尤其是反应性较低的N或N-杂芳基）与钯的催化偶联在三甲基甲硅烷基三甲基锡的存在下产生的偶联产物的收率很高。该反应不需要CuI和碱作为助剂。