S-[2-benzyl-3-[(3,4-dihydroxyphenyl)methylamino]-3-oxopropyl] ethanethioate | 122410-25-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: S-[2-benzyl-3-[(3,4-dihydroxyphenyl)methylamino]-3-oxopropyl] ethanethioate
• CAS: 122410-25-7
• 化学式: C₁₉H₂₁NO₄S
• 分子量: 359.446
• InChiKey: LGHYCQKJYHQGSL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.85
• 重原子数：
  25.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  86.63
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  S-[2-benzyl-3-[(3,4-dihydroxyphenyl)methylamino]-3-oxopropyl] ethanethioate 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 2.5h， 以84%的产率得到2-benzyl-3-mercaptopropionic acid 3,4-dihydroxybenzylamide
  参考文献：
  名称：

  Enkephalinase inhibitors. 1. 2,4-Dibenzylglutaric acid derivatives

  摘要：

  The synthesis of two new series of dicarboxylic acid dipeptides and two sulfhydryl-containing inhibitors are described. The in vitro enkephalinase inhibition data and some in vivo analgesic data are presented for these compounds. For the dibenzylglutaric acid series structure-activity relationships and in vivo analgesic activity are discussed. The reverse amides, i.e., 4-amino-2,4-dibenzylbutyric acid derivatives, are also discussed. Two sulfhydryl-containing inhibitors showed good in vivo potency in the mouse jump-latency hot-plate test after peripheral administration at moderate low doses.

  DOI：

  10.1021/jm00132a005
• 作为产物：
  描述：

  3,4-二羟基苄胺·氢溴酸 、 2-[(乙酰巯基)甲基]-3-苯基丙酸 在 氯甲酸乙酯 、 三乙胺 作用下， 生成 S-[2-benzyl-3-[(3,4-dihydroxyphenyl)methylamino]-3-oxopropyl] ethanethioate
  参考文献：
  名称：

  Enkephalinase inhibitors. 1. 2,4-Dibenzylglutaric acid derivatives

  摘要：

  The synthesis of two new series of dicarboxylic acid dipeptides and two sulfhydryl-containing inhibitors are described. The in vitro enkephalinase inhibition data and some in vivo analgesic data are presented for these compounds. For the dibenzylglutaric acid series structure-activity relationships and in vivo analgesic activity are discussed. The reverse amides, i.e., 4-amino-2,4-dibenzylbutyric acid derivatives, are also discussed. Two sulfhydryl-containing inhibitors showed good in vivo potency in the mouse jump-latency hot-plate test after peripheral administration at moderate low doses.

  DOI：

  10.1021/jm00132a005

文献信息

• KSANDER, GARY M.;DIEFENBACHER, CLIVE G.;YUAN, ANDREW M.;CLARK, F.;SAKANE,+, J. MED. CHEM., 32,(1989) N2, C. 2519-2526
  作者：KSANDER, GARY M.、DIEFENBACHER, CLIVE G.、YUAN, ANDREW M.、CLARK, F.、SAKANE,+

  DOI：——

  日期：——