(E)-triphenyl(1-iodo-1-penten-5-yl)phosphonium iodide | 90047-61-3

• 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: (E)-triphenyl(1-iodo-1-penten-5-yl)phosphonium iodide
• 英文别名: (E)-(5-Iodopent-4-en-1-yl)triphenylphosphonium iodide；[(E)-5-iodopent-4-enyl]-triphenylphosphanium;iodide
• CAS: 90047-61-3
• 化学式: C₂₃H₂₃IP*I
• 分子量: 584.218
• InChiKey: UXGQHCZOZATBIL-YLFUTEQJSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.71
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (E)-triphenyl(1-borono-1-penten-5-yl)phosphonium iodide 在 chloroamine-T 、 sodium iodide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 0.5h， 以49%的产率得到(E)-triphenyl(1-iodo-1-penten-5-yl)phosphonium iodide
  参考文献：
  名称：

  [(E)-1-[123I]Iodo-1-penten-5-yl]triphenylphosphonium iodide: convenient preparation of a potentially useful myocardial perfusion agent

  摘要：

  A rapid iodination method has been developed for the synthesis of the new 123I-labeled phosphonium cation [(E)-1-iodo-1-penten-5-yl]triphenylphosphonium iodide by I+ treatment of the corresponding trans-vinylboronic acid. This new model myocardial perfusion agent is obtained after purification in 25-50% yield in less than 1 h. High myocardial uptake (5 min, 2.38% dose/g) with prolonged retention (3 h, 2.21% dose/g) was observed in rats. In addition, heart/blood ratios were high and continued to increase over a 1-day period (5 min, 17:1; 60 min, 23:1; 3 h, 27:1; 1 day, 158:1). In rats, the liver uptake was moderate (5 min, 1.40% dose/g; 60 min; 0.25% dose/g). Excellent myocardial images were obtained in a dog.

  DOI：

  10.1021/jm00374a007

文献信息

• [(E)-1-[123I]Iodo-1-penten-5-yl]triphenylphosphonium iodide: convenient preparation of a potentially useful myocardial perfusion agent
  作者：P. C. Srivastava、F. F. Knapp

  DOI：10.1021/jm00374a007

  日期：1984.8

  A rapid iodination method has been developed for the synthesis of the new 123I-labeled phosphonium cation [(E)-1-iodo-1-penten-5-yl]triphenylphosphonium iodide by I+ treatment of the corresponding trans-vinylboronic acid. This new model myocardial perfusion agent is obtained after purification in 25-50% yield in less than 1 h. High myocardial uptake (5 min, 2.38% dose/g) with prolonged retention (3 h, 2.21% dose/g) was observed in rats. In addition, heart/blood ratios were high and continued to increase over a 1-day period (5 min, 17:1; 60 min, 23:1; 3 h, 27:1; 1 day, 158:1). In rats, the liver uptake was moderate (5 min, 1.40% dose/g; 60 min; 0.25% dose/g). Excellent myocardial images were obtained in a dog.