1-(13-bromotridecyl)-4-iodobenzene | 1174986-80-1

• 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: 1-(13-bromotridecyl)-4-iodobenzene
• CAS: 1174986-80-1
• 化学式: C₁₉H₃₀BrI
• 分子量: 465.256
• InChiKey: CBZXQHJLNFRBBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.52
• 重原子数：
  21.0
• 可旋转键数：
  13.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  1-(13-bromotridecyl)-4-iodobenzene 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 以71%的产率得到1-iodo-4-(tridec-12-enyl)benzene
  参考文献：
  名称：

  Iodophenyl tagged sphingosine derivatives: Synthesis and preliminary biological evaluation

  摘要：

  A facile synthesis of six 4-iodophenyl tagged sphingosine (SP) derivatives bearing alkyl chain lengths from 6 to 13 is described. The key steps for the assembly of these molecules, 5a-f, are Suzuki-Miyaura cross-coupling and cross-metathesis reactions. The feasibility of radiolabeling was demonstrated by synthesizing two I-125 labeled compounds, [I-125]5c and [I-125]5e. In vitro enzyme assays indicated that the molecules, 5c-e, are potent inhibitors. Thus, they deserve further evaluation as potential radioactive probes for tumor imaging. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.05.035
• 作为产物：
  描述：

  (4-(13-bromotridecyl)phenyl)trimethylsilane 在 一氯化碘 作用下， 以 二氯甲烷 为溶剂， 以100%的产率得到1-(13-bromotridecyl)-4-iodobenzene
  参考文献：
  名称：

  Iodophenyl tagged sphingosine derivatives: Synthesis and preliminary biological evaluation

  摘要：

  A facile synthesis of six 4-iodophenyl tagged sphingosine (SP) derivatives bearing alkyl chain lengths from 6 to 13 is described. The key steps for the assembly of these molecules, 5a-f, are Suzuki-Miyaura cross-coupling and cross-metathesis reactions. The feasibility of radiolabeling was demonstrated by synthesizing two I-125 labeled compounds, [I-125]5c and [I-125]5e. In vitro enzyme assays indicated that the molecules, 5c-e, are potent inhibitors. Thus, they deserve further evaluation as potential radioactive probes for tumor imaging. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.05.035