5-chloro-7-(4-fluorobenzyloxy)-2,3-dimethyl-1H-pyrrolo[2,3-c]pyridine | 878406-68-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 英文名称: 5-chloro-7-(4-fluorobenzyloxy)-2,3-dimethyl-1H-pyrrolo[2,3-c]pyridine
• 英文别名: 5-chloro-7-[(4-fluorophenyl)methoxy]-2,3-dimethyl-1H-pyrrolo[2,3-c]pyridine
• CAS: 878406-68-9
• 化学式: C₁₆H₁₄ClFN₂O
• 分子量: 304.751
• InChiKey: LAQGGAQCSDEHIV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  37.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-chloro-7-(4-fluorobenzyloxy)-2,3-dimethyl-1H-pyrrolo[2,3-c]pyridine 、 copper(l) cyanide 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以15%的产率得到7-[(4-fluorophenyl)methoxy]-2,3-dimethyl-1H-pyrrolo[2,3-c]pyridine-5-carbonitrile
  参考文献：
  名称：

  Novel 1H-pyrrolo[2,3-c]pyridines as acid pump antagonists (APAs)

  摘要：

  A series of 1H-pyrrolo[2,3-c]pyridines as acid pump antagonists (APAs) was synthesized and the inhibitory activities against H(+)/K(+) ATPase isolated from hog gastric mucosa were determined. After elaborating on substituents at N1, C5, and C7 position of 1H-pyrrolo[2,3-c] pyridine scaffold, we have observed that compounds 14f and 14g are potent APAs with H+/K+ ATPase IC(50) = 28 and 29 nM, respectively. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.143
• 作为产物：
  描述：

  6-chloro-2-(4-fluorobenzyloxy)-3-nitropyridine 、 镁,溴[(1E)-1-甲基-1-丙烯基]- 以 四氢呋喃 为溶剂， 反应 1.0h， 以30%的产率得到5-chloro-7-(4-fluorobenzyloxy)-2,3-dimethyl-1H-pyrrolo[2,3-c]pyridine
  参考文献：
  名称：

  Novel 1H-pyrrolo[2,3-c]pyridines as acid pump antagonists (APAs)

  摘要：

  A series of 1H-pyrrolo[2,3-c]pyridines as acid pump antagonists (APAs) was synthesized and the inhibitory activities against H(+)/K(+) ATPase isolated from hog gastric mucosa were determined. After elaborating on substituents at N1, C5, and C7 position of 1H-pyrrolo[2,3-c] pyridine scaffold, we have observed that compounds 14f and 14g are potent APAs with H+/K+ ATPase IC(50) = 28 and 29 nM, respectively. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.143

文献信息

• [EN] PYRROLO[2,3-c]PYRIDINE DERIVATIVES AND PROCESSES FOR THE PREPARATION THEREOF<br/>[FR] DERIVES DE PYRROLO[2,3-C]PYRIDINE ET LEURS PROCEDES DE PREPARATION
  申请人：YUHAN CORP

  公开号：WO2006025717A1

  公开（公告）日：2006-03-09

  The present invention provides novel pyrrolo[2,3-c]pyridine derivatives or pharmaceutically acceptable salts thereof, processes for the preparation thereof, and compositions comprising the same. The pyrrolo[2,3-c]pyridine derivatives or pharmaceutically acceptable salts thereof of the present invention have excellent proton pump inhibition effects and possess the ability to attain a reversible proton pump inhibitory effect.

  本发明提供了新颖的吡咯并[2,3-c]吡啶衍生物或其药用可接受的盐，以及其制备的方法和包含相同的组合物。本发明的吡咯并[2,3-c]吡啶衍生物或其药用可接受的盐具有优异的质子泵抑制效果，并具有达到可逆的质子泵抑制效果的能力。
• Novel 1H-pyrrolo[2,3-c]pyridines as acid pump antagonists (APAs)
  作者：Young Ae Yoon、Dong Hoon Kim、Byoung Moon Lee、Tae Kyun Kim、Myung Hun Cha、Jae Young Sim、Jae Gyu Kim

  DOI：10.1016/j.bmcl.2010.06.143

  日期：2010.9

  A series of 1H-pyrrolo[2,3-c]pyridines as acid pump antagonists (APAs) was synthesized and the inhibitory activities against H(+)/K(+) ATPase isolated from hog gastric mucosa were determined. After elaborating on substituents at N1, C5, and C7 position of 1H-pyrrolo[2,3-c] pyridine scaffold, we have observed that compounds 14f and 14g are potent APAs with H+/K+ ATPase IC(50) = 28 and 29 nM, respectively. (C) 2010 Elsevier Ltd. All rights reserved.