1-tert-butylsulfanyl-4-(2-nitropropen-1-yl)benzene | 88357-18-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1-tert-butylsulfanyl-4-(2-nitropropen-1-yl)benzene
• 英文别名: 1-(tert-Butylsulfanyl)-4-(2-nitroprop-1-en-1-yl)benzene；1-tert-butylsulfanyl-4-(2-nitroprop-1-enyl)benzene
• CAS: 88357-18-0
• 化学式: C₁₃H₁₇NO₂S
• 分子量: 251.349
• InChiKey: FWLCYYUWDZBCJV-UHFFFAOYSA-N

物化性质

• 熔点：
  60-62 °C
• 沸点：
  369.9±25.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-tert-butylsulfanyl-4-(2-nitropropen-1-yl)benzene 在 lithium aluminium tetrahydride 、 水 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 12.0h， 以58%的产率得到2-(4-tert-butylsulfanylphenyl)-1-methylethylamine
  参考文献：
  名称：

  Synthesis and serotonin transporter activity of sulphur-substituted α-alkyl phenethylamines as a new class of anticancer agents

  摘要：

  The discovery that some serotonin reuptake transporter (SERT) ligands have the potential to act as pro-apoptotic agents in the treatment of cancer adds greatly to their diverse pharmacological application. 4-Methylthioamphetamine (MTA) is a selective ligand for SERT over other monoamine transporters. In this study, a novel library of structurally diverse 4-MTA analogues were synthesised with or without N-alkyl and/or C-alpha methyl or ethyl groups so that their potential SERT-dependent antiproliferative activity could be assessed.Many of the compounds displayed SERT-binding activity as well as cytotoxic activity. While there was no direct correlation between these two effects, a number of derivatives displayed anti-tumour effects in lymphoma, leukaemia and breast cancer cell lines, showing further potential to be developed as possible chemotherapeutic agents. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.07.027
• 作为产物：
  描述：

  硝基乙烷 、 4-(叔丁基磺酰基)苯甲醛 在 potassium fluoride 、 盐酸二甲胺 作用下， 以 乙醇 为溶剂， 反应 18.0h， 以75%的产率得到1-tert-butylsulfanyl-4-(2-nitropropen-1-yl)benzene
  参考文献：
  名称：

  Synthesis and serotonin transporter activity of sulphur-substituted α-alkyl phenethylamines as a new class of anticancer agents

  摘要：

  The discovery that some serotonin reuptake transporter (SERT) ligands have the potential to act as pro-apoptotic agents in the treatment of cancer adds greatly to their diverse pharmacological application. 4-Methylthioamphetamine (MTA) is a selective ligand for SERT over other monoamine transporters. In this study, a novel library of structurally diverse 4-MTA analogues were synthesised with or without N-alkyl and/or C-alpha methyl or ethyl groups so that their potential SERT-dependent antiproliferative activity could be assessed.Many of the compounds displayed SERT-binding activity as well as cytotoxic activity. While there was no direct correlation between these two effects, a number of derivatives displayed anti-tumour effects in lymphoma, leukaemia and breast cancer cell lines, showing further potential to be developed as possible chemotherapeutic agents. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.07.027