1-[3-(4-甲基哌嗪-1-基)丙基]吲哚 | 70752-98-6

• 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
• 中文名称: 1-[3-(4-甲基哌嗪-1-基)丙基]吲哚
• 英文名称: 1-(3-(4-methylpiperazin-1-yl)propyl)-1H-indole
• 英文别名: 1-[3-(4-methyl-piperazin-1-yl)-propyl]-indole；1-(3-(1-Indolyl)propyl)-4-methylpiperazine；1-[3-(4-methylpiperazin-1-yl)propyl]indole
• CAS: 70752-98-6
• 化学式: C₁₆H₂₃N₃
• 分子量: 257.379
• InChiKey: UKRANZASIFTWQM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  11.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-[3-(4-甲基哌嗪-1-基)丙基]吲哚 、 喹啉 、 2-bromoisovaleryl chloride 以45%的产率得到
  参考文献：
  名称：

  DONETS V. F.; ZEMSKIJ B. P.; STUPNIKOVA T. V.; SHEJNKMAN A. K.; KOMISSARO+, XIM.-FARMATS. ZH., 1979, 13, HO 4, 40-44

  摘要：

  DOI：
• 作为产物：
  描述：

  吲哚 在 sodium hydride 、 N,N-二异丙基乙胺 、 sodium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 35.0h， 生成 1-[3-(4-甲基哌嗪-1-基)丙基]吲哚
  参考文献：
  名称：

  Synthesis and SAR evaluation of novel thioridazine derivatives active against drug-resistant tuberculosis

  摘要：

  The neuroleptic drug thioridazine has been recently repositioned as possible anti-tubercular drug. Thioridazine showed anti-tubercular activity against drug resistant mycobacteria but it is endowed with adverse side effects. A small library of thioridazine derivatives has been designed through the replacement of the piperidine and phenothiazine moieties, with the aim to improve the anti-tubercular activity and to reduce the cytotoxic effects. Among the resulting compounds, the indole derivative 12e showed an antimycobacterial activity significantly better than thioridazine and a cytotoxicity 15-fold lower. (C) 2016 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2016.12.042

文献信息

• Synthesis and SAR evaluation of novel thioridazine derivatives active against drug-resistant tuberculosis
  作者：Nicolò Scalacci、Alistair K. Brown、Fernando R. Pavan、Camila M. Ribeiro、Fabrizio Manetti、Sanjib Bhakta、Arundhati Maitra、Darren L. Smith、Elena Petricci、Daniele Castagnolo

  DOI：10.1016/j.ejmech.2016.12.042

  日期：2017.2

  The neuroleptic drug thioridazine has been recently repositioned as possible anti-tubercular drug. Thioridazine showed anti-tubercular activity against drug resistant mycobacteria but it is endowed with adverse side effects. A small library of thioridazine derivatives has been designed through the replacement of the piperidine and phenothiazine moieties, with the aim to improve the anti-tubercular activity and to reduce the cytotoxic effects. Among the resulting compounds, the indole derivative 12e showed an antimycobacterial activity significantly better than thioridazine and a cytotoxicity 15-fold lower. (C) 2016 Elsevier Masson SAS. All rights reserved.
• DONETS V. F.; ZEMSKIJ B. P.; STUPNIKOVA T. V.; SHEJNKMAN A. K.; KOMISSARO+, XIM.-FARMATS. ZH., 1979, 13, HO 4, 40-44
  作者：DONETS V. F.、 ZEMSKIJ B. P.、 STUPNIKOVA T. V.、 SHEJNKMAN A. K.、 KOMISSARO+

  DOI：——

  日期：——