ethyl 3,7-dimethyl-2-(6-methylbenzo[1,3]dioxol-5-yl)pyrrolo[1,2-b]pyridazine-5-carboxylate | 1373754-14-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: ethyl 3,7-dimethyl-2-(6-methylbenzo[1,3]dioxol-5-yl)pyrrolo[1,2-b]pyridazine-5-carboxylate
• CAS: 1373754-14-3
• 化学式: C₂₀H₂₀N₂O₄
• 分子量: 352.39
• InChiKey: SUINAFJMIKDXFJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.83
• 重原子数：
  26.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  62.06
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  ethyl 3,7-dimethyl-2-(6-methylbenzo[1,3]dioxol-5-yl)pyrrolo[1,2-b]pyridazine-5-carboxylate 、 乙基溴化镁 在 盐酸 作用下， 以 四氢呋喃 、 乙醚 、 水 为溶剂， 反应 4.5h， 以92%的产率得到5-(1-ethylpropenyl)-3,7-dimethyl-2-(6-methylbenzo[1,3]dioxol-5-yl)-pyrrolo[1,2-b]pyridazine
  参考文献：
  名称：

  Pyrrolo[1,2-b]pyridazines, pyrrolo[2,1-f]triazin-4(3H)-ones, and related compounds as novel corticotropin-releasing factor 1 (CRF1) receptor antagonists

  摘要：

  To identify structurally novel corticotropin-releasing factor 1 (CRF1) receptor antagonists, a series of bicyclic core analogs pyrrolo[1,2-b]pyridazines and pyrrolo[2,1-f]triazin-4(3H)-ones, which were designed based on a monocyclic core antagonist, was synthesized and evaluated. Among the compounds tested, 2-difluoromethoxy-4-methylpyridin-5-yl analog 27 was found to show efficacy in a dose-dependent manner in an elevated plus maze test in rats. The discovery process and structure-activity relationship is presented. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.11.015
• 作为产物：
  描述：

  ethyl 4-chloro-3,7-dimethyl-2-(6-methyl-1,3-benzodioxol-5-yl)pyrrolo[1,2-b]pyridazine-5-carboxylate 在 palladium 10% on activated carbon 、 甲酸铵 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 2.0h， 以99%的产率得到ethyl 3,7-dimethyl-2-(6-methylbenzo[1,3]dioxol-5-yl)pyrrolo[1,2-b]pyridazine-5-carboxylate
  参考文献：
  名称：

  Pyrrolo[1,2-b]pyridazines, pyrrolo[2,1-f]triazin-4(3H)-ones, and related compounds as novel corticotropin-releasing factor 1 (CRF1) receptor antagonists

  摘要：

  To identify structurally novel corticotropin-releasing factor 1 (CRF1) receptor antagonists, a series of bicyclic core analogs pyrrolo[1,2-b]pyridazines and pyrrolo[2,1-f]triazin-4(3H)-ones, which were designed based on a monocyclic core antagonist, was synthesized and evaluated. Among the compounds tested, 2-difluoromethoxy-4-methylpyridin-5-yl analog 27 was found to show efficacy in a dose-dependent manner in an elevated plus maze test in rats. The discovery process and structure-activity relationship is presented. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.11.015