1-(4-(pent-1-ylsulfanyl)phenyl)propan-1-one | 812681-22-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-(pent-1-ylsulfanyl)phenyl)propan-1-one
• 英文别名: 1-(4-Pentylsulfanylphenyl)propan-1-one
• CAS: 812681-22-4
• 化学式: C₁₄H₂₀OS
• 分子量: 236.378
• InChiKey: RRRQBYQUYGHTHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4-(pent-1-ylsulfanyl)phenyl)propan-1-one 在 四氯化钛 、 六甲基二硅氮烷 、 sodium cyanoborohydride 作用下， 以 二氯甲烷 、 甲醇 为溶剂， 反应 20.0h， 生成 1-(4-(pent-1-ylsulfanyl)phenyl)propylamine
  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：

  (戊基硫基)苯 、 丙酰氯 在 aluminum (III) chloride 作用下， 以 二氯甲烷 为溶剂， 生成 1-(4-(pent-1-ylsulfanyl)phenyl)propan-1-one
  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

文献信息

• Synthesis and serotonin transporter activity of sulphur-substituted α-alkyl phenethylamines as a new class of anticancer agents
  作者：Suzanne M. Cloonan、John J. Keating、Stephen G. Butler、Andrew J.S. Knox、Anne M. Jørgensen、Günther H. Peters、Dilip Rai、Desmond Corrigan、David G. Lloyd、D. Clive Williams、Mary J. Meegan

  DOI：10.1016/j.ejmech.2009.07.027

  日期：2009.12

  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.