3-[2-(4-chlorophenyl)-2-oxoethyl]-1-ethyl-3-hydroxy-1,3-dihydro-2H-indol-2-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-[2-(4-chlorophenyl)-2-oxoethyl]-1-ethyl-3-hydroxy-1,3-dihydro-2H-indol-2-one
• 英文别名: 3-[2-(4-chlorophenyl)-2-oxoethyl]-1-ethyl-3-hydroxyindol-2-one
• 化学式: C₁₈H₁₆ClNO₃
• 分子量: 329.783
• InChiKey: DBZZPICNNSUZQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-[2-(4-chlorophenyl)-2-oxoethyl]-1-ethyl-3-hydroxy-1,3-dihydro-2H-indol-2-one 在 盐酸 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Tosylhydrazine-promoted self-conjugate reduction–Michael/aldol reaction of 3-phenacylideneoxindoles towards dispirocyclopentanebisoxindole derivatives

  摘要：

  报道了一种高效的对甲苯磺酰肼介导的3-苯乙酰亚甲基氧吲哚的共轭还原和顺序的Michael/分子内醛缩反应，通过碱催化条件形成了密集取代的二螺环戊烷基氧吲哚衍生物。该反应以对映选择性的方式进行，形成了四个手性立体中心。该方法还具有底物范围广，起始材料易得和操作简单的优点，通过一锅反应即可实现。

  DOI：

  10.3762/bjoc.18.49
• 作为产物：
  描述：

  1-乙基-1H-吲哚-2,3-二酮 、 对氯苯乙酮 在 三乙胺 作用下， 以 乙醇 为溶剂， 生成 3-[2-(4-chlorophenyl)-2-oxoethyl]-1-ethyl-3-hydroxy-1,3-dihydro-2H-indol-2-one
  参考文献：
  名称：

  空间位阻诱导的 3-Alkylidene-2-oxindoles 的非对映选择性自由基硝化，然后是 Tosylhydrazine 介导的磺化

  摘要：

  已经探索了 3-alkylidene-2-oxindoles 的 β C-H 键与亚硝酸叔丁酯 (TBN)的金属自由基硝化反应。有趣的是，( E )-3-(2-(aryl)-2-oxoethylidene)oxindole 和 ( E )-3-ylidene oxindole 在硝化时给出不同的非对映异构体。机理研究表明，非对映选择性受官能团大小的控制。通过金属和无氧化剂的甲苯磺酰肼介导的磺化作用，将 3-(硝基亚烷基) 羟吲哚转化为 3-(甲苯磺酰亚烷基) 羟吲哚。这两种方法都具有起始材料容易获得和操作简单的优点。

  DOI：

  10.1021/acs.joc.2c01523

文献信息

• NOGO RECEPTOR BINDING SMALL MOLECULES TO PROMOTE AXONAL GROWTH
  申请人：Yale University

  公开号：EP2220499A2

  公开（公告）日：2010-08-25
• Nogo Receptor Binding Small Molecules to Promote Axonal Growth
  申请人：Strittmatter Stephen M.

  公开号：US20110065715A1

  公开（公告）日：2011-03-17

  The present invention provides a method for identifying compounds which modulate the interaction of Nogo and Nogo receptor (NgR). The present invention also provides compounds that modulate the interaction of Nogo and Nogo receptor (NgR), the use of such compounds and compositions in the treatment or amelioration of conditions diseases or disorders, such as spinal cord injury, traumatic brain injury, stroke, multiple sclerosis, ALS, Huntington's disease, Alzheimer's disease, Parkinson's disease, epilepsy, Schizophrenia or schizoaffective disorders.
• [EN] NOGO RECEPTOR BINDING SMALL MOLECULES TO PROMOTE AXONAL GROWTH<br/>[FR] PETITES MOLÉCULES SE LIANT AU RÉCEPTEUR NOGO POUR PROMOUVOIR LA CROISSANCE AXONALE
  申请人：STRITTMATTER STEPHEN M

  公开号：WO2009073141A2

  公开（公告）日：2009-06-11

  The present invention provides a method for identifying compounds which modulate the interaction of Nogo and Nogo receptor (NgR). The present invention also provides compounds that modulate the interaction of Nogo and Nogo receptor (NgR), the use of such compounds and compositions in the treatment or amelioration of conditions diseases or disorders, such as spinal cord injury, traumatic brain injury, stroke, multiple sclerosis, ALS, Huntington's disease, Alzheimer's disease, Parkinson's disease, epilepsy, Schizophrenia or schizoaffective disorders.
• tert‐Butyl Nitrite Promoted Visible‐Light‐Induced Steric‐Hindrance‐Regulated Concurrent Cross‐Coupling and Regioselective Nitration of 3‐Alkylidene‐2‐oxindoles
  作者：Prabhat Sarkar、Soumitra Rana、Debashis Jana、Subham Mandal、Chhanda Mukhopadhyay

  DOI：10.1002/adsc.202301159

  日期：2024.4.9

  A tert‐butyl nitrite (TBN) promoted visible‐light‐induced one‐pot C−N cross coupling reaction of 3‐alkylidene‐2‐oxindoles with benzene‐1,2‐diamine was explored. Simultaneously, the indoline motif of 3‐alkylidene‐2‐oxindoles as well as 3‐ylidene oxindoles are regioselectively nitrated at the C‐6 position by in‐situ formed NO2 radical. (E)‐3‐(2‐(aryl)‐2‐oxoethylidene)oxindole and (E)‐3‐ylidene oxindole produce distinct nitrated diastereomeric coupling products, a phenomenon influenced by the steric bulk of the functional group. The experimental findings suggest the potential involvement of a radical pathway in this reaction.