2-Amino-1-<4-benzylmercapto-phenyl>-propan | 93023-24-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-Amino-1-<4-benzylmercapto-phenyl>-propan
• 英文别名: 1-(4-benzylsulfanylphenyl)propylamine；1-(4-Benzylsulfanyl-phenyl)-propylamine；1-(4-benzylsulfanylphenyl)propan-2-amine
• CAS: 93023-24-6
• 化学式: C₁₆H₁₉NS
• mdl: MFCD19531394
• 分子量: 257.4
• InChiKey: TXLRFCSLKMDOTM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  51.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-Amino-1-<4-benzylmercapto-phenyl>-propan 在 盐酸 作用下， 以 水 、 异丙醇 为溶剂， 生成 1-(4-benzylsulfanylphenyl)propylamine hydrochloride
  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：

  4-(苄基磺酰基)苯甲醛 在 lithium aluminium tetrahydride 、 正丁胺 作用下， 生成 2-Amino-1-<4-benzylmercapto-phenyl>-propan
  参考文献：
  名称：

  厌氧剂：芳香族取代的1-苯基-2-丙烯酰胺。

  摘要：

  DOI：

  10.1021/jm00341a011

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.
• Anorexigenic Agents: Aromatic Substituted 1-Phenyl-2-propylamines
  作者：Gerald F. Holland、Carl J. Buck、Albert Weissman

  DOI：10.1021/jm00341a011

  日期：1963.9