[2-(3,4-dihydroxyphenyl)ethyl]dimethylselenonium chloride | 85709-88-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: [2-(3,4-dihydroxyphenyl)ethyl]dimethylselenonium chloride
• 英文别名: 5-[2-(Dimethylselaniumyl)ethyl]-2-hydroxyphenolate--hydrogen chloride (1/1)；4-(2-dimethylselaniumylethyl)-2-hydroxyphenolate;hydrochloride
• CAS: 85709-88-2
• 化学式: C₁₀H₁₅O₂Se*Cl
• 分子量: 281.641
• InChiKey: DMKOVGLFTWXVML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3,4-二甲氧基苯乙醇 在 吡啶 、 sodium tetrahydroborate 、 三氯化硼 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 [2-(3,4-dihydroxyphenyl)ethyl]dimethylselenonium chloride
  参考文献：
  名称：

  New selenium-75 labeled radiopharmaceuticals: selenonium analogs of dopamine

  摘要：

  Selenium-75 labeled selenonium analogues of dopamine, [2-(3,4-dimethoxyphenyl)ethyl]dimethylselenonium iodide (4) and its dihydroxy analogue (7), were prepared by reducing [75Se]selenious acid with sodium borohydride at pH 6.0 and reacting the NaSeH produced with 1-(3,4-dimethoxyphenyl)-2-(p-toluenesulfonyloxy)ethane. Tissue distribution studies in rats given the 75Se-labeled selenonium agents intravenously demonstrated high initial heart uptake (2.38% dose/g at 5 min). Prolonged adrenal retention (t1/2 = 10 h) and high adrenal to blood ratio of compound 4 (21/1 at 4 h after injection) were observed. The high uptake and adrenal to blood ratio suggest the potential use of compound 4 as a radiopharmaceutical for the adrenal gland.

  DOI：

  10.1021/jm00361a003