[125I] 4-cyano-1-(2-iodophenyl)-5-(4-methoxyphenyl)-N-(piperidin-1-yl)-1H-pyrazole-3-carboxamide | 1196054-48-4

• 英文名称: [125I] 4-cyano-1-(2-iodophenyl)-5-(4-methoxyphenyl)-N-(piperidin-1-yl)-1H-pyrazole-3-carboxamide
• 英文别名: [125I]SD 7015；[125I]1-(2-iodophenyl)-4-cyano-5-(4-methoxyphenyl)-N-(piperidin-1-yl)-1H-pyrazole-3-carboxylate；4-cyano-1-(2-(125I)iodanylphenyl)-5-(4-methoxyphenyl)-N-piperidin-1-ylpyrazole-3-carboxamide
• CAS: 1196054-48-4
• 化学式: C₂₃H₂₂IN₅O₂
• 分子量: 525.46
• InChiKey: WGIPGQAPFNVWIX-XXFZXMJFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  83.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-cyano-5-(4-methoxyphenyl)-N-piperidin-1-yl-1-(2-trimethylstannylphenyl)pyrazole-3-carboxamide 在 盐酸 、 sodium [125I]iodide 、 chloroamine-T 作用下， 以 甲醇 、 水 为溶剂， 反应 0.08h， 生成 [125I] 4-cyano-1-(2-iodophenyl)-5-(4-methoxyphenyl)-N-(piperidin-1-yl)-1H-pyrazole-3-carboxamide
  参考文献：
  名称：

  Synthesis and in vitro autoradiographic evaluation of a novel high-affinity radioiodinated ligand for imaging brain cannabinoid subtype-1 receptors

  摘要：

  There is strong interest to study the involvement of brain cannabinoid subtype-1 (CB1) receptors in neuropsychiatric disorders with single photon emission computed tomography ( SPECT) and a suitable radioligand. Here we report the synthesis of a novel high-affinity radioiodinated CB1 receptor ligand ([I-125]8, [I-125]1-(2-iodophenyl)-4-cyano-5-(4-methoxyphenyl)-N-(piperidin-1-yl)-1H-pyrazole-3-carboxylate, [I-125] SD7015). By autoradiography in vitro, [I-125]8 showed selective binding to CB1 receptors on human brain postmortem cryosections and now merits labeling with iodine-123 for further evaluation as a SPECT radioligand in non-human primate. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.08.092