10-[2-(1-甲基哌啶-2-基)乙基]吩噻嗪 | 32367-75-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 中文名称: 10-[2-(1-甲基哌啶-2-基)乙基]吩噻嗪
• 英文名称: thioridazine
• 英文别名: 10-(2-(1-methylpiperidin-2-yl)ethyl)-10H-phenothiazine；10-<2-(1-Methyl-piperidyl-(2)-aethyl>-phenothiazin.；10-[2-(1-methyl-[2]piperidyl)-ethyl]-phenothiazine；10-[2-(1-Methyl-[2]piperidyl)-aethyl]-phenothiazin；10-(2-(1-Methyl-2-piperidinyl)ethyl)phenothiazine；10-[2-(1-methylpiperidin-2-yl)ethyl]phenothiazine
• CAS: 32367-75-2
• 化学式: C₂₀H₂₄N₂S
• 分子量: 324.49
• InChiKey: PURCCNBPWTXDHB-UHFFFAOYSA-N

物化性质

• 熔点：
  90-91 °C
• 沸点：
  194-196 °C(Press: 0.05 Torr)
• 密度：
  1.127±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  31.8
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2934300000

反应信息

• 作为产物：
  描述：

  N-叔丁氧羰基-2-哌啶-2-基乙醇 在 盐酸 、 四溴化碳 、 sodium hydride 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 61.58h， 生成 10-[2-(1-甲基哌啶-2-基)乙基]吩噻嗪
  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

• Synthesen auf dem Phenothiazin-Gebiet. 3. Mitteilung. Neue Phenothiazinderivate
  作者：J.-P. Bourquin、G. Schwarb、G. Gamboni、R. Fischer、L. Ruesch、S. Guldimann、V. Theus、E. Schenker、J. Renz

  DOI：10.1002/hlca.19590420124

  日期：——

  The synthesis and properties of various N- and C-3-substituted derivatives of phenothiazine are described.

  描述了吩噻嗪的各种N-和C-3-取代的衍生物的合成和性质。
• Shapiro et al., Journal of the American Pharmaceutical Association (1912), 1957, vol. 46, p. 333,335
  作者：Shapiro et al.

  DOI：——

  日期：——
• 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.