N-(2-hydroxy-2-phenylethyl)acrylamide | 185536-77-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(2-hydroxy-2-phenylethyl)acrylamide
• 英文别名: N-(2-Hydroxy-2-phenylethyl)prop-2-enamide
• CAS: 185536-77-0
• 化学式: C₁₁H₁₃NO₂
• 分子量: 191.23
• InChiKey: OTUCZWMICJXMOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  氧化苯乙烯 、 丙烯腈 在 三氟化硼乙醚 作用下， 反应 2.0h， 以51%的产率得到N-(2-hydroxy-2-phenylethyl)acrylamide
  参考文献：
  名称：

  Synthesis of new N-acryl-1-amino-2-phenylethanol and N-acyl-1-amino-3-aryloxypropanols and evaluation of their antihyperlipidemic, LDL-oxidation and antioxidant activity

  摘要：

  As a part of our drug discovery program, we identified an alkaloidal amide i.e. Aegeline (V) isolated from the leaves of Aegle marmelos as a dual acting agent (antihyperlipidemic and antihyperglycemic). In continuation of this program, we synthesized new N-acyl-1-amino-2-alcohols (N-acrylated-1-amino-2-phenylethanol and N-acylated-1-amino-3-aryloxypropanols) via Ritter reaction and screened for their in-vivo antihyperlipdemic activity in Triton induced hyperlipidemia model, LDL-oxidation and antioxidant activity. Compounds 3, 11 and 13 showed good antihyperlipidemic activity, LDL-oxidation as well as antioxidant activity and comparable activity with marketed antidyslipidemic drug.

  DOI：

  10.1016/j.ejmech.2014.04.020

文献信息

• Predicting Monomers for Use in Polymerization-Induced Self-Assembly
  作者：Jeffrey C. Foster、Spyridon Varlas、Benoit Couturaud、Joseph R. Jones、Robert Keogh、Robert T. Mathers、Rachel K. O'Reilly

  DOI：10.1002/anie.201809614

  日期：2018.11.26

  AbstractWe report an in silico method to predict monomers suitable for use in polymerization‐induced self‐assembly (PISA). By calculating the dependence of LogPoct /surface area (SA) on the length of the growing polymer chain, the change in hydrophobicity during polymerization was determined. This allowed for evaluation of the capability of a monomer to polymerize to form self‐assembled structures during chain extension. Using this method, we identified five new monomers for use in aqueous PISA via reversible addition‐fragmentation chain transfer (RAFT) polymerization, and confirmed that these all successfully underwent PISA to produce nanostructures of various morphologies. The results obtained using this method correlated well with and predicted the differences in morphology obtained from the PISA of block copolymers of similar molecular weight but different chemical structures. Thus, we propose this method can be utilized for the discovery of new monomers for PISA and also the prediction of their self‐assembly behavior.
• Synthesis of new N-acryl-1-amino-2-phenylethanol and N-acyl-1-amino-3-aryloxypropanols and evaluation of their antihyperlipidemic, LDL-oxidation and antioxidant activity
  作者：Satinath Sarkar、Ravi Sonkar、Gitika Bhatia、Narender Tadigoppula

  DOI：10.1016/j.ejmech.2014.04.020

  日期：2014.6

  As a part of our drug discovery program, we identified an alkaloidal amide i.e. Aegeline (V) isolated from the leaves of Aegle marmelos as a dual acting agent (antihyperlipidemic and antihyperglycemic). In continuation of this program, we synthesized new N-acyl-1-amino-2-alcohols (N-acrylated-1-amino-2-phenylethanol and N-acylated-1-amino-3-aryloxypropanols) via Ritter reaction and screened for their in-vivo antihyperlipdemic activity in Triton induced hyperlipidemia model, LDL-oxidation and antioxidant activity. Compounds 3, 11 and 13 showed good antihyperlipidemic activity, LDL-oxidation as well as antioxidant activity and comparable activity with marketed antidyslipidemic drug.