N-[2-hydroxy-3-(m-tolyloxy)propyl]acrylamide | 1612190-42-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-[2-hydroxy-3-(m-tolyloxy)propyl]acrylamide
• 英文别名: N-[2-Hydroxy-3-(3-methylphenoxy)propyl]prop-2-enamide；N-[2-hydroxy-3-(3-methylphenoxy)propyl]prop-2-enamide
• CAS: 1612190-42-7
• 化学式: C₁₃H₁₇NO₃
• 分子量: 235.283
• InChiKey: DLKOCWGUQPKFKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,2-环氧基-3-(3-甲基苯氧基丙烷) 、 丙烯腈 在 三氟化硼乙醚 作用下， 反应 2.0h， 以57%的产率得到N-[2-hydroxy-3-(m-tolyloxy)propyl]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

• 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.