4,4-dimethyl-2-hydroxy-2-phenylmorpholinium iodide | 928150-50-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 4,4-dimethyl-2-hydroxy-2-phenylmorpholinium iodide
• 英文别名: 4,4-dimethyl-2-phenylmorpholin-4-ium-2-ol;iodide
• CAS: 928150-50-9
• 化学式: C₁₂H₁₈NO₂*I
• 分子量: 335.185
• InChiKey: WMDNJRBCMRIJEF-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.06
• 重原子数：
  16.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  29.46
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  4-甲基-2-苯基-2-吗啉醇 、 碘甲烷 以 四氢呋喃 为溶剂， 反应 8.0h， 以92%的产率得到4,4-dimethyl-2-hydroxy-2-phenylmorpholinium iodide
  参考文献：
  名称：

  Evaluation of [11C]hemicholinium-15 and [18F]hemicholinium-15 as new potential PET tracers for the high-affinity choline uptake system in the heart

  摘要：

  [C-11]Hemicholinium-15 ([C-11]HC-15) and [F-18]hemicholinium-15 ([F-18]HC-15) have been synthesized as new potential PET tracers for the heart high-affinity choline uptake (HACU) system. [C-11]HC-15 was prepared by N-[C-11]methylation of the appropriate precursor, 4-methyl-2-phenyl-morpholin-2-ol, using [C-11]CH3OTf in 55-70% radiochemical yield decay corrected to end of bombardment (EOB) and 2-3 Ci/mu mol specific activity at end of synthesis (EOS). [F-18]HC-15 was prepared by N-[F-18]fluoromethylation of the precursor using [F-18]FCH2OTf in 20-30% radiochemical yield decay corrected to EOB and > 1.0 Ci/mu mol specific activity at EOS. The biodistribution of both compounds was determined in rats at 20 min post-intravenous injection, and the results show the heart region uptakes 1.32 +/- 0.75%ID/g in R-ventricle for [C-11]HC-15 and 1.28 +/- 0.81%ID/g in L-ventricle for [F-18]HC-15, respectively. The dynamic PET imaging studies of [C-11]HC-15 in rats were acquired 60 min post-intravenous injection of the tracer using the IndyPET-II scanner. For the blocking experiments, the rats were intravenously pretreated with 3.0 mg/kg of unlabeled HC-15 prior to [C-11]HC-15 injection. [C-11]HC-15 rat heart PET studies show rapid heart uptake to give clear heart images. The rat heart PET blocking studies found no significant blocking effect. The dynamic PET studies in normal and ablated dogs were performed using Siemens PET scanner with [N-13]NH3, [C-11]HC-15, and [F-18]HC-15. PET studies in dogs of both [C-11]HC-15 and[F-18]HC-15 also show significant heart uptake and give images of the heart. However, there is no significant change in [C-11]HC-15 L-ventricle uptake following radiofrequency ablation in the dog. These results suggest that the localization of HC-15 tracers in the heart is mediated by non-specific processes, and the visualization of HC-15 tracers on the heart is related to non-specific binding of HACU. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.11.014