1-(4-bromothienyl)-2-nitroprop-1-ene

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: 1-(4-bromothienyl)-2-nitroprop-1-ene
• 英文别名: 1-(4-bromo-2-thienyl)-2-nitropropene；4-Bromo-2-(2-nitroprop-1-en-1-yl)thiophene；4-bromo-2-[(E)-2-nitroprop-1-enyl]thiophene
• 化学式: C₇H₆BrNO₂S
• 分子量: 248.1
• InChiKey: DEFWRSIMNNRSKK-GORDUTHDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  74.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4-bromothienyl)-2-nitroprop-1-ene 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 1-(4-bromo-2-thienyl)-2-aminopropane
  参考文献：
  名称：

  Heteroarylisopropylamines as MAO inhibitors

  摘要：

  The in vitro monoamine oxidase inhibitory (MAOI) activities of 11 heteroarylisopropylamines vis-a-vis MAO-A and MAO-B were described and interpreted in terms of possible interactions with the enzyme active site. Molecular dynamics simulations allowed a comparison between the most active MAO-A inhibitor of the series, the 1-(2-benzofuryl)-2-aminopropane, and the specific, analogous MAO-A substrate serotonin. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.04.045
• 作为产物：
  描述：

  4-溴-2-噻吩甲醛 、 硝基乙烷 在 溶剂黄146 、 正丁胺 作用下， 反应 2.0h， 以86%的产率得到1-(4-bromothienyl)-2-nitroprop-1-ene
  参考文献：
  名称：

  Heteroarylisopropylamines as MAO inhibitors

  摘要：

  The in vitro monoamine oxidase inhibitory (MAOI) activities of 11 heteroarylisopropylamines vis-a-vis MAO-A and MAO-B were described and interpreted in terms of possible interactions with the enzyme active site. Molecular dynamics simulations allowed a comparison between the most active MAO-A inhibitor of the series, the 1-(2-benzofuryl)-2-aminopropane, and the specific, analogous MAO-A substrate serotonin. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.04.045

文献信息

• Solid-phase synthesis of pyrroles from enaminones and nitroalkenes
  作者：Axel W. Trautwein、Günther Jung

  DOI：10.1016/s0040-4039(98)01887-5

  日期：1998.11

  A versatile solid-phase synthesis of pyrrole-3-carboxamides from enaminones and α-alkyl-α-nitroalkenes is presented. The reaction is performed either in a two or three component pathway by treating a polymer bound enaminone with a nitroalkene or an aldehyde and a nitroalkane respectively.

  提出了一种从烯胺酮和α-烷基-α-硝基链烯合成吡咯-3-甲酰胺的通用固相方法。通过分别用硝基链烯或醛和硝基链烷处理聚合物结合的烯胺，以两组分或三组分途径进行反应。
• Neue Diaminobenzol-Derivate und diese Verbindungen enthaltende Färbemittel
  申请人：Wella Aktiengesellschaft

  公开号：EP0963982B1

  公开（公告）日：2002-03-13
• US6132475A
  申请人：——

  公开号：US6132475A

  公开（公告）日：2000-10-17
• Heteroarylisopropylamines as MAO inhibitors
  作者：Gabriel Vallejos、Angélica Fierro、Marcos Caroli Rezende、Silvia Sepúlveda-Boza、Miguel Reyes-Parada

  DOI：10.1016/j.bmc.2005.04.045

  日期：2005.7

  The in vitro monoamine oxidase inhibitory (MAOI) activities of 11 heteroarylisopropylamines vis-a-vis MAO-A and MAO-B were described and interpreted in terms of possible interactions with the enzyme active site. Molecular dynamics simulations allowed a comparison between the most active MAO-A inhibitor of the series, the 1-(2-benzofuryl)-2-aminopropane, and the specific, analogous MAO-A substrate serotonin. (c) 2005 Elsevier Ltd. All rights reserved.