(+/-)-exo-2-(2-[125I]iodo-5-pyridyl)-7-azabicyclo[2.2.1]heptane | 193551-03-0

• 分子结构分类: 有机化合物 - 生物碱及其衍生物
• 英文名称: (+/-)-exo-2-(2-[125I]iodo-5-pyridyl)-7-azabicyclo[2.2.1]heptane
• 英文别名: 7-Azabicyclo[2.2.1]heptane, 2-[6-(iodo-125I)-3-pyridinyl]-, exo-(-)-；(1R,2R,4S)-2-(6-(125I)iodanylpyridin-3-yl)-7-azabicyclo[2.2.1]heptane
• CAS: 193551-03-0
• 化学式: C₁₁H₁₃IN₂
• 分子量: 298.238
• InChiKey: HFZMLKBIAFLYRM-XHRVFGPVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  24.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-exo-(2'-bromo-5'-pyridinyl)-7-azabicyclo[2.2.1]heptane 在 sodium metabisulfite 、 sodium iodide 、 copper(II) sulfate 作用下， 以 溶剂黄146 为溶剂， 反应 0.33h， 以36%的产率得到(+/-)-exo-2-(2-[125I]iodo-5-pyridyl)-7-azabicyclo[2.2.1]heptane
  参考文献：
  名称：

  Synthesis of a radioiodinated analog of epibatidine: (±)-exo-2-(2-iodo-5-pyridyl)-7-azabicyclo[2.2.1]heptane for in vitro and in vivo studies of nicotinic acetylcholine receptors

  摘要：

  [I-125] or [I-123] labeled (+/-)-exo-2-(2-iodo-5-pyridyl)-7-azabicyclo-[2.2.1]heptane (IPH), an analog of the high-affinity nicotinic acetylcholine receptor ligand, epibatidine, was prepared by a nucleophilic non-isotopic exchange reaction. Treatment of the 2-bromo pyridyl precursor with radioiodide and in situ generated Cu(I) at high temperature (200 - 220 degrees C) gave [I-125] or [I-123]IPH that was purified by reverse phase HPLC. Radiochemical yields ranged from 31 - 50% for the [I-125] labeling (average = 37%, n = 7) and 20% for [I-123]. Both [I-125]IPH and [I-123]IPH were of high radiochemical purity (> 96%) and high specific activity (average of 1540 mCi/mu mol (57 GBq/mu mol) for [I-125]IPH and > 1750 mCi/mu mol (65 GBq/mu mol) for [I-123]IPH).

  DOI：

  10.1002/(sici)1099-1344(199701)39:1<39::aid-jlcr945>3.0.co;2-x