ethyl 4-(2-(3-chlorophenyl)acetyl)-1H-pyrrole-2-carboxylate | 933786-11-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl 4-(2-(3-chlorophenyl)acetyl)-1H-pyrrole-2-carboxylate
• 英文别名: ethyl 4-[2-(3-chlorophenyl)acetyl]-1H-pyrrole-2-carboxylate
• CAS: 933786-11-9
• 化学式: C₁₅H₁₄ClNO₃
• 分子量: 291.734
• InChiKey: JKYBNXNCSQWQJE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  59.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 4-(2-(3-chlorophenyl)acetyl)-1H-pyrrole-2-carboxylate 在 sodium hydroxide 、 一水合肼 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 4-(4-(3-chlorophenyl)-1H-pyrazol-3-yl)-1H-pyrrole-2-carboxylic acid
  参考文献：
  名称：

  Flipped Out:  Structure-Guided Design of Selective Pyrazolylpyrrole ERK Inhibitors

  摘要：

  The Ras/Raf/MEK/ERK signal transduction is a key oncogenic pathway implicated in a variety of human cancers. We have identified a novel series of pyrazolylpyrroles as inhibitors of ERK. Aided by the discovery of two distinct binding modes for the pyrazolylpyrrole scaffold, structure-guided optimization culminated in the discovery of 6p, a potent and selective inhibitor of ERK.

  DOI：

  10.1021/jm061381f
• 作为产物：
  描述：

  吡咯-2-羧酸乙酯 、 (3-氯苯基)乙酰氯 在 三氯化铝 作用下， 以 二氯甲烷 为溶剂， 以99%的产率得到ethyl 4-(2-(3-chlorophenyl)acetyl)-1H-pyrrole-2-carboxylate
  参考文献：
  名称：

  Flipped Out:  Structure-Guided Design of Selective Pyrazolylpyrrole ERK Inhibitors

  摘要：

  The Ras/Raf/MEK/ERK signal transduction is a key oncogenic pathway implicated in a variety of human cancers. We have identified a novel series of pyrazolylpyrroles as inhibitors of ERK. Aided by the discovery of two distinct binding modes for the pyrazolylpyrrole scaffold, structure-guided optimization culminated in the discovery of 6p, a potent and selective inhibitor of ERK.

  DOI：

  10.1021/jm061381f

文献信息

• Flipped Out:  Structure-Guided Design of Selective Pyrazolylpyrrole ERK Inhibitors
  作者：Alex M. Aronov、Christopher Baker、Guy W. Bemis、Jingrong Cao、Guanjing Chen、Pamella J. Ford、Ursula A. Germann、Jeremy Green、Michael R. Hale、Marc Jacobs、James W. Janetka、Francois Maltais、Gabriel Martinez-Botella、Mark N. Namchuk、Judy Straub、Qing Tang、Xiaoling Xie

  DOI：10.1021/jm061381f

  日期：2007.3.1

  The Ras/Raf/MEK/ERK signal transduction is a key oncogenic pathway implicated in a variety of human cancers. We have identified a novel series of pyrazolylpyrroles as inhibitors of ERK. Aided by the discovery of two distinct binding modes for the pyrazolylpyrrole scaffold, structure-guided optimization culminated in the discovery of 6p, a potent and selective inhibitor of ERK.