2-(5-methyl-1H-pyrrol-3-yl)-propan-2-ol | 1357011-05-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2-(5-methyl-1H-pyrrol-3-yl)-propan-2-ol
• 英文别名: 2-(5-methyl-1H-pyrrol-3-yl)propan-2-ol
• CAS: 1357011-05-2
• 化学式: C₈H₁₃NO
• 分子量: 139.197
• InChiKey: CKLBBGAZQNDZRZ-UHFFFAOYSA-N

物化性质

• 沸点：
  262.2±25.0 °C(Predicted)
• 密度：
  1.056±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  36
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(5-methyl-1H-pyrrol-3-yl)-propan-2-ol 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 17.5h， 以90%的产率得到4-(1-methylethyl)-2-methyl-1H-pyrrole
  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：

  5-甲基-1H-吡咯-3-羧酸乙酯 、 甲基溴化镁 在 氯化铵 作用下， 以 四氢呋喃 、 乙醚 、 水 为溶剂， 反应 30.0h， 以98%的产率得到2-(5-methyl-1H-pyrrol-3-yl)-propan-2-ol
  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

文献信息

• 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
  作者：Tetsuji Saito、Tetsuo Obitsu、Hiroshi Kohno、Isamu Sugimoto、Takeshi Matsushita、Taihei Nishiyama、Tomoko Hirota、Hiroyuki Takeda、Naoya Matsumura、Sonoko Ueno、Akihiro Kishi、Yoshifumi Kagamiishi、Hisao Nakai、Yoshikazu Takaoka

  DOI：10.1016/j.bmc.2011.11.015

  日期：2012.1

  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.