methyl 2-[2-(1H-indol-2-yl)piperidin-1-yl]acetate | 692782-24-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl 2-[2-(1H-indol-2-yl)piperidin-1-yl]acetate
• CAS: 692782-24-4
• 化学式: C₁₆H₂₀N₂O₂
• 分子量: 272.347
• InChiKey: AZEOSMSCLORFSW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  45.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 2-[2-(1H-indol-2-yl)piperidin-1-yl]acetate 在 甲烷磺酸 、 lithium hexamethyldisilazane 作用下， 以 甲苯 为溶剂， 反应 0.28h， 生成 3-(7-Oxo-1,3,4,6,7,12b-hexahydro-2H-indolo[2,3-a]quinolizin-12-yl)-propionitrile
  参考文献：
  名称：

  Design and synthesis of indolo[2,3-a]quinolizin-7-one inhibitors of the ZipA–FtsZ interaction

  摘要：

  The binding of FtsZ to ZipA is a potential target for antibacterial therapy. Based on a small molecule inhibitor of the ZipA-FtsZ interaction, a parallel synthesis of small molecules was initiated which targeted a key region of ZipA involved in FtsZ binding. The X-ray crystal structure of one of these molecules complexed with ZipA was solved. The structure revealed an unexpected binding mode, facilitated by desolvation of a loosely bound surface water.

  DOI：

  10.1016/j.bmcl.2004.01.028
• 作为产物：
  描述：

  2-acetylpyridine phenylhydrazone 在 platinum(IV) oxide PPA 、 氢气 、 四丁基碘化铵 、 sodium carbonate 、 溶剂黄146 作用下， 130.0 ℃ 、344.74 kPa 条件下， 生成 methyl 2-[2-(1H-indol-2-yl)piperidin-1-yl]acetate
  参考文献：
  名称：

  Design and synthesis of indolo[2,3-a]quinolizin-7-one inhibitors of the ZipA–FtsZ interaction

  摘要：

  The binding of FtsZ to ZipA is a potential target for antibacterial therapy. Based on a small molecule inhibitor of the ZipA-FtsZ interaction, a parallel synthesis of small molecules was initiated which targeted a key region of ZipA involved in FtsZ binding. The X-ray crystal structure of one of these molecules complexed with ZipA was solved. The structure revealed an unexpected binding mode, facilitated by desolvation of a loosely bound surface water.

  DOI：

  10.1016/j.bmcl.2004.01.028