4-(4-(isocyanato-11C)phenoxy)-N-methylpicolinamide | 1308310-83-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(4-(isocyanato-11C)phenoxy)-N-methylpicolinamide
• CAS: 1308310-83-9
• 化学式: C₁₄H₁₁N₃O₃
• 分子量: 268.249
• InChiKey: HPAPMAQJYKYZPL-RVRFMXCPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  80.65
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-(4-(isocyanato-11C)phenoxy)-N-methylpicolinamide 、 2-氯-5-氨基三氟甲苯 以 四氢呋喃 为溶剂， 反应 0.05h， 生成 [11C]-Sorafenib
  参考文献：
  名称：

  [11C]Sorafenib: Radiosynthesis and preliminary PET study of brain uptake in P-gp/Bcrp knockout mice

  摘要：

  Sorafenib (Nexavar, BAY43-9006, 1) is a second-generation, orally active multikinase inhibitor that is approved for the treatment of some cancers in patients. In this Letter, we developed [C-11] 1 as a novel positron emission tomography (PET) probe, and evaluated the influence of ABC transporters-mediated efflux on brain uptake using PET with [C-11] 1 in P-glycoprotein (P-gp)/breast cancer resistance protein (Bcrp) knockout mice versus wild-type mice. [C-11] 1 was synthesized by the reaction of hydrochloride of aniline 2 with [C-11] phosgene ([C-11] COCl2) to give isocyanate [C-11] 6, followed by reaction with another aniline 3. Small-animal PET study with [C-11] 1 indicated that the radioactivity level (AUC(0-60) (min), SUV x min) in the brains of P-gp/Bcrp knockout mice was about three times higher than in wild-type mice. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.03.002
• 作为产物：
  描述：

  4-(4-氨基苯氧基)-N-甲基-2-吡啶甲酰胺盐酸盐 、 [¹¹C]phosgene 以 四氢呋喃 为溶剂， 反应 0.02h， 生成 4-(4-(isocyanato-11C)phenoxy)-N-methylpicolinamide
  参考文献：
  名称：

  [11C]Sorafenib: Radiosynthesis and preliminary PET study of brain uptake in P-gp/Bcrp knockout mice

  摘要：

  Sorafenib (Nexavar, BAY43-9006, 1) is a second-generation, orally active multikinase inhibitor that is approved for the treatment of some cancers in patients. In this Letter, we developed [C-11] 1 as a novel positron emission tomography (PET) probe, and evaluated the influence of ABC transporters-mediated efflux on brain uptake using PET with [C-11] 1 in P-glycoprotein (P-gp)/breast cancer resistance protein (Bcrp) knockout mice versus wild-type mice. [C-11] 1 was synthesized by the reaction of hydrochloride of aniline 2 with [C-11] phosgene ([C-11] COCl2) to give isocyanate [C-11] 6, followed by reaction with another aniline 3. Small-animal PET study with [C-11] 1 indicated that the radioactivity level (AUC(0-60) (min), SUV x min) in the brains of P-gp/Bcrp knockout mice was about three times higher than in wild-type mice. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.03.002