4-pyrrolo[2,3-c]pyridin-1-yl-benzonitrile | 1364440-84-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 4-pyrrolo[2,3-c]pyridin-1-yl-benzonitrile
• 英文别名: 4-Pyrrolo[2,3-c]pyridin-1-ylbenzonitrile
• CAS: 1364440-84-5
• 化学式: C₁₄H₉N₃
• 分子量: 219.246
• InChiKey: RLJHXHMHZAFZHH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-pyrrolo[2,3-c]pyridin-1-yl-benzonitrile 在 sodium hydroxide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 0.67h， 以76%的产率得到4-Pyrrolo[2,3-c]pyridin-1-ylbenzamide
  参考文献：
  名称：

  New aromatase inhibitors from the 3-pyridyl arylether and 1-aryl pyrrolo[2,3-c]pyridine series

  摘要：

  Aromatase inhibition is the new standard of care for estrogen receptor positive breast cancer and has also potential for treatment of other diseases such as endometriosis. Simple and readily available 3-pyridyl arylethers and 1-aryl pyrrolo[2,3-c]pyridines recapitulating the key pharmacophore elements of Letrozole (1) are described and their structure-activity relationships are discussed. Potent and ligand efficient leads such as compound 23 (IC50 = 59 nM on aromatase) have been identified. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.01.076
• 作为产物：
  描述：

  6-氮杂吲哚 、 4-碘氰基苯 在 potassium phosphate 、 copper(l) iodide 、 trans-N,N,N′,N'-tetramethylcyclohexane-1,2-diamine 作用下， 以 甲苯 为溶剂， 以89%的产率得到4-pyrrolo[2,3-c]pyridin-1-yl-benzonitrile
  参考文献：
  名称：

  New aromatase inhibitors from the 3-pyridyl arylether and 1-aryl pyrrolo[2,3-c]pyridine series

  摘要：

  Aromatase inhibition is the new standard of care for estrogen receptor positive breast cancer and has also potential for treatment of other diseases such as endometriosis. Simple and readily available 3-pyridyl arylethers and 1-aryl pyrrolo[2,3-c]pyridines recapitulating the key pharmacophore elements of Letrozole (1) are described and their structure-activity relationships are discussed. Potent and ligand efficient leads such as compound 23 (IC50 = 59 nM on aromatase) have been identified. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.01.076

文献信息

• New aromatase inhibitors from the 3-pyridyl arylether and 1-aryl pyrrolo[2,3-c]pyridine series
  作者：Frédéric Stauffer、Pascal Furet、Andreas Floersheimer、Marc Lang

  DOI：10.1016/j.bmcl.2012.01.076

  日期：2012.3

  Aromatase inhibition is the new standard of care for estrogen receptor positive breast cancer and has also potential for treatment of other diseases such as endometriosis. Simple and readily available 3-pyridyl arylethers and 1-aryl pyrrolo[2,3-c]pyridines recapitulating the key pharmacophore elements of Letrozole (1) are described and their structure-activity relationships are discussed. Potent and ligand efficient leads such as compound 23 (IC50 = 59 nM on aromatase) have been identified. (c) 2012 Elsevier Ltd. All rights reserved.