2-aminomethyl-1-thiophen-3-yI-cyclopropanecarboxyIic acid diethylamide

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-aminomethyl-1-thiophen-3-yI-cyclopropanecarboxyIic acid diethylamide
• 英文别名: (1R,2S)-2-(aminomethyl)-N,N-diethyl-1-thiophen-3-ylcyclopropane-1-carboxamide
• 化学式: C₁₃H₂₀N₂OS
• 分子量: 252.381
• InChiKey: BJQGGALRPGCIFD-YPMHNXCESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  74.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-aminomethyl-1-thiophen-3-yI-cyclopropanecarboxyIic acid diethylamide 在 磺酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Studies on a series of milnacipran analogs containing a heteroaromatic group as potent norepinephrine and serotonin transporter inhibitors

  摘要：

  A series of milnacipran analogs containing a heteroaromatic group were synthesized and studied as monoamine transporter inhibitors. Many compounds exhibited higher potency than milnacipran at NET and NET/SERT with no significant change in lipophilicity. For example, compound R-26f was about 10-fold more potent than milnacipran with IC(50) values of 8.7 and 26 nM at NET and SERT, respectively. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.04.045
• 作为产物：
  描述：

  3-噻吩乙腈 在 palladium on activated charcoal 三氯化铝 、 sodium azide 、 四溴化碳 、 氢气 、 sodium amide 、 三苯基膦 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 10.0h， 生成 2-aminomethyl-1-thiophen-3-yI-cyclopropanecarboxyIic acid diethylamide
  参考文献：
  名称：

  Synthesis of enantiomerically pure milnacipran analogs and inhibition of dopamine, serotonin, and norepinephrine transporters

  摘要：

  A series of Milnacipran analogs with variation in the aromatic moiety were prepared in high enantionteric excess. Structure-activity relationships for two parallel enantionteric series are described. The (-)-(1R,2S)-naphthyl analog (8h) showed the highest potency in the two series and is a triple reuptake inhibitor of the SERT, NET, and DAT. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.02.054