N-<2-(5-methoxythiophen-3-yl)ethyl>propionamide | 157613-43-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-<2-(5-methoxythiophen-3-yl)ethyl>propionamide
• 英文别名: N-[2-(5-methoxythiophen-3-yl)ethyl]propanamide
• CAS: 157613-43-9
• 化学式: C₁₀H₁₅NO₂S
• 分子量: 213.301
• InChiKey: DJKKGZJOKKZSEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  66.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-<2-(5-methoxythiophen-3-yl)ethyl>propionamide 在 sodium tetrahydroborate 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 <2-(5-methoxythiophen-3-yl)ethyl>propylamine
  参考文献：
  名称：

  Synthesis and evaluation of 2-(5-methoxythiophen-3-yl)ethylamines as potential dopamine agonists

  摘要：

  The synthesis of 2-(5-methoxythiophen-3-yl)ethylamine and some derivatives bearing propyl and 2-phenylethyl substituents on the amino group has been described. The affinities for dopamine D-1 and D-2 receptors were evaluated by binding assays on rat striatum. None of the compounds show affinity for the D-1 receptor. In the D-2 binding assays the N-propyl-N-(2- phenylethyl) derivatives show affinity similar to that of the reference compound N-n-propyl-N-(2-phenylethyl)-2-(3-hydroxy- phenyl)ethylamine (1, RU 24213). In preliminary behavioral tests [2-(5-methoxythiophen-3-yl)ethyl]phenethylpropylamine behaves as a selective D-2 agonist.

  DOI：

  10.1016/0223-5234(94)90069-8
• 作为产物：
  描述：

  2-methoxy-4-(2-nitroethenyl)thiophene 在 lithium aluminium tetrahydride 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 3.25h， 生成 N-<2-(5-methoxythiophen-3-yl)ethyl>propionamide
  参考文献：
  名称：

  Synthesis and evaluation of 2-(5-methoxythiophen-3-yl)ethylamines as potential dopamine agonists

  摘要：

  The synthesis of 2-(5-methoxythiophen-3-yl)ethylamine and some derivatives bearing propyl and 2-phenylethyl substituents on the amino group has been described. The affinities for dopamine D-1 and D-2 receptors were evaluated by binding assays on rat striatum. None of the compounds show affinity for the D-1 receptor. In the D-2 binding assays the N-propyl-N-(2- phenylethyl) derivatives show affinity similar to that of the reference compound N-n-propyl-N-(2-phenylethyl)-2-(3-hydroxy- phenyl)ethylamine (1, RU 24213). In preliminary behavioral tests [2-(5-methoxythiophen-3-yl)ethyl]phenethylpropylamine behaves as a selective D-2 agonist.

  DOI：

  10.1016/0223-5234(94)90069-8

文献信息

• Synthesis and evaluation of 2-(5-methoxythiophen-3-yl)ethylamines as potential dopamine agonists
  作者：M Cardellini、GM Cingolani、F Claudi、A Di Stefano、G Giorgioni、F Cantalamessa、A Cagnotto、M Skorupska

  DOI：10.1016/0223-5234(94)90069-8

  日期：1994.1

  The synthesis of 2-(5-methoxythiophen-3-yl)ethylamine and some derivatives bearing propyl and 2-phenylethyl substituents on the amino group has been described. The affinities for dopamine D-1 and D-2 receptors were evaluated by binding assays on rat striatum. None of the compounds show affinity for the D-1 receptor. In the D-2 binding assays the N-propyl-N-(2- phenylethyl) derivatives show affinity similar to that of the reference compound N-n-propyl-N-(2-phenylethyl)-2-(3-hydroxy- phenyl)ethylamine (1, RU 24213). In preliminary behavioral tests [2-(5-methoxythiophen-3-yl)ethyl]phenethylpropylamine behaves as a selective D-2 agonist.