4-((1H-indol-1-yl)methyl)morpholine | 5379-86-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 4-((1H-indol-1-yl)methyl)morpholine
• 英文别名: 1-morpholin-4-ylmethyl-indole；4-(Indol-1-ylmethyl)morpholine
• CAS: 5379-86-2
• 化学式: C₁₃H₁₆N₂O
• 分子量: 216.283
• InChiKey: DDPXQVHLMKAWRV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  17.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-methoxymethyl-morpholine 、 吲哚 在 hafnium tetrakis(trifluoromethanesulfonate) 作用下， 以 二氯甲烷 为溶剂， 反应 0.1h， 以52%的产率得到4-((1H-indol-1-yl)methyl)morpholine
  参考文献：
  名称：

  Hf(OTf)₄-Catalyzed Regioselective N-Aminomethylation of Indoles and Related NH-Containing Heterocycles

  摘要：

  Under Lewis acidic conditions using Hf(OTf)(4), the aminomethylation of an indole derivative with a typical N,O-acetal preferentially produced kinetically favored N-aminomethylated indole derivatives instead of thermodynamically favored 3-aminomethylated indoles.

  DOI：

  10.1021/jo1006043

文献信息

• A General Synthesis of 1-(Dialkylaminomethyl)indoles
  作者：Brian E. Love、Binh T. Nguyen

  DOI：10.1055/s-1998-1883

  日期：1998.10

  1-(N,N-Dialkylamino)methylindoles are prepared from the corresponding 1-(dialkylaminomethyl)benzotriazoles by treatment with indole and base. The aminoalkylation proceeds in high yield with good regioselectivity.

  1-(N,N-二烷基氨基)甲基吲哚是通过用吲哚和碱处理相应的1-(二烷基氨基甲基)苯并三唑制备的。氨基烷基化反应在高产率和良好区域选择性的条件下进行。
• Triheterocyclic compounds, compositions, and methods for treating cancer or viral diseases
  申请人：Attardo Giorgio

  公开号：US20060035945A1

  公开（公告）日：2006-02-16

  The present invention relates to novel Triheterocyclic Compounds, compositions comprising a Triheterocyclic Compound, and methods useful for treating or preventing cancer or a neoplastic disorder comprising administering a Triheterocyclic Compound. The compounds, compositions, and methods of the invention are also useful for inhibiting the growth of a cancer cell or neoplastic cell, treating or preventing a viral infection, or inhibiting the replication and/or infectivity of a virus.

  本发明涉及新型三杂环化合物、包含三杂环化合物的组合物以及用于治疗或预防癌症或肿瘤性疾病的方法，包括给予三杂环化合物。本发明的化合物、组合物和方法也适用于抑制癌细胞或肿瘤细胞的生长、治疗或预防病毒感染，或抑制病毒的复制和/或感染能力。
• Swaminathan,S.; Narasimhan,K., Chemische Berichte, 1966, vol. 99, p. 889 - 894
  作者：Swaminathan,S.、Narasimhan,K.

  DOI：——

  日期：——
• Hf(OTf)₄-Catalyzed Regioselective <i>N</i>-Aminomethylation of Indoles and Related NH-Containing Heterocycles
  作者：Norio Sakai、Kazuyori Shimamura、Reiko Ikeda、Takeo Konakahara

  DOI：10.1021/jo1006043

  日期：2010.6.4

  Under Lewis acidic conditions using Hf(OTf)(4), the aminomethylation of an indole derivative with a typical N,O-acetal preferentially produced kinetically favored N-aminomethylated indole derivatives instead of thermodynamically favored 3-aminomethylated indoles.