2-[(E)-2-(1H-pyrrol-2-yl)-vinyl]-4,5-dihydro-1H-imidazole | 251954-04-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2-[(E)-2-(1H-pyrrol-2-yl)-vinyl]-4,5-dihydro-1H-imidazole
• 英文别名: 2-[(E)-2-(1H-pyrrol-2-yl)ethenyl]-4,5-dihydro-1H-imidazole
• CAS: 251954-04-8
• 化学式: C₉H₁₁N₃
• 分子量: 161.206
• InChiKey: UEABVXDVHASCPQ-ONEGZZNKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  40.2
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-[(E)-2-(1H-pyrrol-2-yl)-vinyl]-4,5-dihydro-1H-imidazole 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、275.8 kPa 条件下， 以85%的产率得到2-[2-(1H-pyrrol-2-yl)-ethyl]-4,5-dihydro-1H-imidazole
  参考文献：
  名称：

  Novel Ligands Rationally Designed for Characterizing I₂−Imidazoline Binding Sites Nature and Functions

  摘要：

  The study of two series of 2-aryl-ethylen-imidazolines 3-7 and 8-12 inspired by I(2)-IBS ligands phenyzoline (1) and diphenyzoline (2), respectively, confirmed the interesting "positive" or "negative" morphine analgesia modulation displayed by their corresponding leads and demonstrated that these effects might be correlated with morphine tolerance and dependence, respectively. By comparative examination of rationally designed compounds, some analogies between binding site cavity of I(2)-IBS proteins and alpha(2C)-adrenoreceptor emerged.

  DOI：

  10.1021/jm800400k
• 作为产物：
  描述：

  2-甲基咪唑啉 、 2-吡咯甲醛 在 甲酸丁酯 作用下， 以13%的产率得到2-[(E)-2-(1H-pyrrol-2-yl)-vinyl]-4,5-dihydro-1H-imidazole
  参考文献：
  名称：

  Ligand binding to I2 imidazoline receptor: The role of lipophilicity in quantitative structure—activity relationship models

  摘要：

  A series of 2-trans-styryl-imidazoline (tracizoline) congeners were designed and tested to develop 2-D and 3-D QSAR models for their binding to imidazoline (I-2) receptor. The important role of lipophilicity was assessed by classical 2-D QSAR study (Hansch approach) and by comparative molecular field analysis (CoMFA) with the inclusion of the molecular lipophilicity potential (MLP), as an additional descriptor, besides standard steric and electrostatic fields. Results from these studies were compared to those obtained in a previous modeling study of I-2 receptor ligands and integrated into a new, comprehensive model, based on about sixty I-2 receptor ligands. This model revealed, at the three-dimensional level, the most significant steric, electrostatic, and lipophilic interactions accounting for high It receptor affinity. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)80005-9