4-羟基-3-甲氧基扁桃酸N-琥珀酰亚胺酯 | 195388-21-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 4-羟基-3-甲氧基扁桃酸N-琥珀酰亚胺酯
• 英文名称: 4-hydroxy-3-methoxymandelic acid N-succinimidyl ester
• 英文别名: (2,5-Dioxopyrrolidin-1-yl) 2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetate
• CAS: 195388-21-7
• 化学式: C₁₃H₁₃NO₇
• 分子量: 295.249
• InChiKey: HCAMJOVADMBZBQ-UHFFFAOYSA-N

物化性质

• 沸点：
  495.3±55.0 °C(Predicted)
• 密度：
  1.54±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  113
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  盐酸多巴胺 、 4-羟基-3-甲氧基扁桃酸N-琥珀酰亚胺酯 在 碳酸氢钠 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 4.0h， 以170 mg的产率得到N-(3,4-dihydroxyphenethyl)-2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetamide
  参考文献：
  名称：

  Synthesis of polyhydroxylated aromatic mandelic acid amides and their antioxidative potential

  摘要：

  Six hydroxymandelic acid amides of phenolic amines were synthesized by condensation of 3,4-dihydroxymandelic or 4-hydroxy-3-methoxymandelic acid N-succinimidyl esters and several phenolic benzylamino and phenethylamino hydrochlorides in moderate to good yield. The radical scavenging activities determined by 2,2-diphenyl-1-picrylhydrazyl assay and superoxide trapping assay were superior compared to standards L-ascorbic acid, a-tocopherol, and butylated hydroxytoluene (BHT). The antioxidative activities tested by accelerated autoxidation of bulk Lipids were 2-3.5 times more potent compared to standards alpha -tocopherol and BHT. 3,4-Dihydroxymandelic acid dopamide (4b) and 4-hydroxy-3-methoxymandelic acid dopamide (4a) showed the best overall performance as antioxidants. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)01136-4
• 作为产物：
  描述：

  N-羟基丁二酰亚胺 、 3-甲氧基-4-羟基扁桃酸 在 N,N'-二环己基碳二亚胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 48.0h， 生成 4-羟基-3-甲氧基扁桃酸N-琥珀酰亚胺酯
  参考文献：
  名称：

  Synthesis of polyhydroxylated aromatic mandelic acid amides and their antioxidative potential

  摘要：

  Six hydroxymandelic acid amides of phenolic amines were synthesized by condensation of 3,4-dihydroxymandelic or 4-hydroxy-3-methoxymandelic acid N-succinimidyl esters and several phenolic benzylamino and phenethylamino hydrochlorides in moderate to good yield. The radical scavenging activities determined by 2,2-diphenyl-1-picrylhydrazyl assay and superoxide trapping assay were superior compared to standards L-ascorbic acid, a-tocopherol, and butylated hydroxytoluene (BHT). The antioxidative activities tested by accelerated autoxidation of bulk Lipids were 2-3.5 times more potent compared to standards alpha -tocopherol and BHT. 3,4-Dihydroxymandelic acid dopamide (4b) and 4-hydroxy-3-methoxymandelic acid dopamide (4a) showed the best overall performance as antioxidants. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)01136-4

文献信息

• Synthesis of polyhydroxylated aromatic mandelic acid amides and their antioxidative potential
  作者：Jakob P Ley、Heinz-Jürgen Bertram

  DOI：10.1016/s0040-4020(00)01136-4

  日期：2001.2

  Six hydroxymandelic acid amides of phenolic amines were synthesized by condensation of 3,4-dihydroxymandelic or 4-hydroxy-3-methoxymandelic acid N-succinimidyl esters and several phenolic benzylamino and phenethylamino hydrochlorides in moderate to good yield. The radical scavenging activities determined by 2,2-diphenyl-1-picrylhydrazyl assay and superoxide trapping assay were superior compared to standards L-ascorbic acid, a-tocopherol, and butylated hydroxytoluene (BHT). The antioxidative activities tested by accelerated autoxidation of bulk Lipids were 2-3.5 times more potent compared to standards alpha -tocopherol and BHT. 3,4-Dihydroxymandelic acid dopamide (4b) and 4-hydroxy-3-methoxymandelic acid dopamide (4a) showed the best overall performance as antioxidants. (C) 2001 Elsevier Science Ltd. All rights reserved.