2-benzyl-3-mercaptopropionic acid 3-methoxy-4-hydroxybenzylamide | 122410-41-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-benzyl-3-mercaptopropionic acid 3-methoxy-4-hydroxybenzylamide
• 英文别名: N-(4-Hydroxy-3-methoxy-benzyl)-2-mercaptomethyl-3-phenyl-propionamide；2-benzyl-N-[(4-hydroxy-3-methoxyphenyl)methyl]-3-sulfanylpropanamide
• CAS: 122410-41-7
• 化学式: C₁₈H₂₁NO₃S
• 分子量: 331.436
• InChiKey: ARCUZGVEXOVGTL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  59.6
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-(氨基甲基)-2-甲氧基苯酚盐酸盐 在 sodium hydroxide 、 氯甲酸乙酯 、 三乙胺 作用下， 以 甲醇 为溶剂， 反应 19.0h， 生成 2-benzyl-3-mercaptopropionic acid 3-methoxy-4-hydroxybenzylamide
  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：——
• Novel 2-mercaptomethylene-tetrahydronaphthalene and indane-2-carboxamide derivatives as enkephalinase inhibitors
  申请人：MERRELL PHARMACEUTICALS INC.

  公开号：EP0516980B1

  公开（公告）日：1996-04-17
• Enkephalinase inhibitors. 1. 2,4-Dibenzylglutaric acid derivatives
  作者：Gary M. Ksander、Clive G. Diefenbacher、Andrew M. Yuan、F. Clark、Yumi Sakane、R. D. Ghai

  DOI：10.1021/jm00132a005

  日期：1989.12

  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.