1-(2-甲基苯基)-1H-吡咯-3-甲醛 | 864547-96-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 中文名称: 1-(2-甲基苯基)-1H-吡咯-3-甲醛
• 英文名称: 1-(2-methylphenyl)-1H-pyrrole-3-carbaldehyde
• 英文别名: 1-(2-methylphenyl)pyrrole-3-carbaldehyde
• CAS: 864547-96-6
• 化学式: C₁₂H₁₁NO
• mdl: MFCD05256432
• 分子量: 185.225
• InChiKey: AYIOJFAHPBZXQU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.083
• 拓扑面积：
  22
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(2-甲基苯基)-1H-吡咯-3-甲醛 在 乙酸铵 、 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 9.0h， 生成 2-[1-(2-Methylphenyl)pyrrol-3-yl]ethanamine
  参考文献：
  名称：

  Novel aminoethylbiphenyls as 5-HT7 receptor ligands

  摘要：

  The synthesis of a series of aminoethylbiphenyls as novel 5-HT7 receptor ligands is described. The novel derivatives exhibit high affinity for the 5-HT7 receptor with selectivity toward 5-HT1A receptor. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.03.054
• 作为产物：
  描述：

  邻甲苯胺 在 溶剂黄146 、 三氯氧磷 作用下， 反应 3.0h， 生成 1-(2-甲基苯基)-1H-吡咯-3-甲醛
  参考文献：
  名称：

  Phenylpyrroles, a new chemolibrary virtual screening class of 5-HT7 receptor ligands

  摘要：

  Virtual screening studies have identified a series of phenylpyrroles as novel 5-HT7 receptor ligands. The synthesis and the affinity for the 5-HT7 receptor of these phenylpyrroles are described. Some of these compounds exhibited high affinity for the 5-HT7 receptors. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.059

文献信息

• Direct and Efficient Synthesis of Pyrrole-3-carbaldehydes by Vilsmeier-Haack Formylation of Pyrroles with Sterically Crowded Amides
  作者：Mikhail Kuznetsov、Petr Ilyin、Alena Pankova

  DOI：10.1055/s-0031-1290763

  日期：2012.5

  Abstract A simple and convenient synthetic method to prepare N-substituted pyrrole-3-carbaldehydes by Vilsmeier–Haack formylation of pyrroles using sterically crowded formamides was developed. The dependence of the formylation regioselectivity on steric features of substrates and reagents is discussed. A simple and convenient synthetic method to prepare N-substituted pyrrole-3-carbaldehydes by Vilsmeier–Haack

  摘要 开发了一种简单方便的合成方法，该方法通过使用空间拥挤的甲酰胺，通过Vilsmeier-Haack对吡咯进行甲酰化来制备N-取代的吡咯3-甲醛。讨论了甲酰化区域选择性对底物和试剂空间特征的依赖性。 开发了一种简单方便的合成方法，该方法通过使用空间拥挤的甲酰胺，通过Vilsmeier-Haack对吡咯进行甲酰化来制备N-取代的吡咯3-甲醛。讨论了甲酰化区域选择性对底物和试剂空间特征的依赖性。
• Novel HIV-1 protease inhibitors active against multiple PI-Resistant viral strains: coadministration with indinavir
  作者：Nancy J. Kevin、Joseph L. Duffy、Brian A. Kirk、Kevin T. Chapman、William A. Schleif、David B. Olsen、Mark Stahlhut、Carrie A. Rutkowski、Lawrence C. Kuo、Lixia Jin、Jiunn H. Lin、Emilio A. Emini、James R. Tata

  DOI：10.1016/j.bmcl.2003.08.049

  日期：2003.11

  HIV-1 protease inhibitors (PI) with an N-arylpyrrole moiety in the P-3 position afforded excellent antiviral potency and substantially improved aqueous solubility over previously reported variants. The rapid in vitro clearance of these compounds in human liver microsomes prompted oral coadministration with indinavir to hinder their metabolism by the cyctochrome P450 3A4 isozyme and allow for in vivo PK assessment. (C) 2003 Elsevier Ltd. All rights reserved.
• Novel aminoethylbiphenyls as 5-HT7 receptor ligands
  作者：Magalie Paillet-Loilier、Frédéric Fabis、Alban Lepailleur、Ronan Bureau、Sabrina Butt-Gueulle、François Dauphin、Aurélien Lesnard、Catherine Delarue、Hubert Vaudry、Sylvain Rault

  DOI：10.1016/j.bmcl.2007.03.054

  日期：2007.6

  The synthesis of a series of aminoethylbiphenyls as novel 5-HT7 receptor ligands is described. The novel derivatives exhibit high affinity for the 5-HT7 receptor with selectivity toward 5-HT1A receptor. (C) 2007 Elsevier Ltd. All rights reserved.
• Phenylpyrroles, a new chemolibrary virtual screening class of 5-HT7 receptor ligands
  作者：Magalie Paillet-Loilier、Frédéric Fabis、Alban Lepailleur、Ronan Bureau、Sabrina Butt-Gueulle、François Dauphin、Catherine Delarue、Hubert Vaudry、Sylvain Rault

  DOI：10.1016/j.bmcl.2005.05.059

  日期：2005.8

  Virtual screening studies have identified a series of phenylpyrroles as novel 5-HT7 receptor ligands. The synthesis and the affinity for the 5-HT7 receptor of these phenylpyrroles are described. Some of these compounds exhibited high affinity for the 5-HT7 receptors. (c) 2005 Elsevier Ltd. All rights reserved.