5,7-二溴-2,3-二甲基-1H-吡咯并[2,3-c]吡啶 | 1201824-91-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 中文名称: 5,7-二溴-2,3-二甲基-1H-吡咯并[2,3-c]吡啶
• 英文名称: 5,7-Dibromo-2,3-dimethyl-1H-pyrrolo[2,3-c]pyridine
• CAS: 1201824-91-0
• 化学式: C₉H₈Br₂N₂
• 分子量: 303.984
• InChiKey: QHCDNODUINREGC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5,7-二溴-2,3-二甲基-1H-吡咯并[2,3-c]吡啶 、 2,6-二甲基苄胺 在 potassium carbonate 作用下， 以80%的产率得到5-bromo-N-(2,6-dimethylbenzyl)-2,3-dimethyl-1H-pyrrolo[2,3-c]pyridin-7-amine
  参考文献：
  名称：

  Evaluation of basic, heterocyclic ring systems as templates for use as potassium competitive acid blockers (pCABs)

  摘要：

  A variety of basic, heterocyclic templates has been reported as potassium-competitive, acid pump antagonists. Herein, we report a comparison of potencies of these templates and others to establish which offers the best start point for further systematic optimisation. Modifications were carried out to improve the developability profile of the more potent 1H-pyrrolo[2,3-c] pyridine template, affording molecules with improved overall in vitro characteristics versus the reported clinical candidate AR-H047108, and comparable to the clinically efficacious AZD-0865. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.002
• 作为产物：
  描述：

  2,6-二溴-3-硝基吡啶 、 2-溴-2-丁烯 在 magnesium 作用下， 以 四氢呋喃 为溶剂， 以22%的产率得到5,7-二溴-2,3-二甲基-1H-吡咯并[2,3-c]吡啶
  参考文献：
  名称：

  Evaluation of basic, heterocyclic ring systems as templates for use as potassium competitive acid blockers (pCABs)

  摘要：

  A variety of basic, heterocyclic templates has been reported as potassium-competitive, acid pump antagonists. Herein, we report a comparison of potencies of these templates and others to establish which offers the best start point for further systematic optimisation. Modifications were carried out to improve the developability profile of the more potent 1H-pyrrolo[2,3-c] pyridine template, affording molecules with improved overall in vitro characteristics versus the reported clinical candidate AR-H047108, and comparable to the clinically efficacious AZD-0865. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.002

文献信息

• Evaluation of basic, heterocyclic ring systems as templates for use as potassium competitive acid blockers (pCABs)
  作者：Terry Panchal、Nick Bailey、Mark Bamford、Emmanuel Demont、Richard Elliott、Irene Farre-Gutierrez、Neil Garton、Thomas Hayhow、Gail Hutley、Antoinette Naylor

  DOI：10.1016/j.bmcl.2009.07.002

  日期：2009.12

  A variety of basic, heterocyclic templates has been reported as potassium-competitive, acid pump antagonists. Herein, we report a comparison of potencies of these templates and others to establish which offers the best start point for further systematic optimisation. Modifications were carried out to improve the developability profile of the more potent 1H-pyrrolo[2,3-c] pyridine template, affording molecules with improved overall in vitro characteristics versus the reported clinical candidate AR-H047108, and comparable to the clinically efficacious AZD-0865. (C) 2009 Elsevier Ltd. All rights reserved.