N-(4-(6-chloropyrimidin-4-yl)thiazol-2-yl)-N-methyl-4-nitrobenzamide | 1310058-63-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(4-(6-chloropyrimidin-4-yl)thiazol-2-yl)-N-methyl-4-nitrobenzamide
• CAS: 1310058-63-9
• 化学式: C₁₅H₁₀ClN₅O₃S
• 分子量: 375.795
• InChiKey: UJFDDKSFOXILBR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.44
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  102.12
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  N-(4-(6-chloropyrimidin-4-yl)thiazol-2-yl)-N-methyl-4-nitrobenzamide 、 异丙胺 在 potassium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 以49%的产率得到4-nitro-N-[4-(6-(isopropylamino)pyrimidin-4-yl)-1,3-thiazol-2-yl]-N-methylbenzamide
  参考文献：
  名称：

  Radiosynthesis and preliminary evaluation of 4-[18F]fluoro-N-[4-[6-(isopropylamino)pyrimidin-4-yl]-1,3-thiazol-2-yl]-N-methylbenzamide as a new positron emission tomography ligand for metabotropic glutamate receptor subtype 1

  摘要：

  The purpose of this study was to develop 4-[F-18]fluoro-N-[4-[6-(isopropylamino)pyrimidin-4-yl]-1,3-thiazol-2-yl]-N-methylbenzamide ([F-18]FITM, [F-18]4) as a new PET ligand for imaging metabotropic glutamate receptor subtype 1 (mGluR1). [F-18]4 was synthesized by [F-18]fluorination of a novel nitro precursor 3 with [F-18]KF in the presence of Kryptofix 222. At the end of synthesis, 429-936 MBq (n = 8) of [F-18]4 was obtained with > 99% radiochemical purity and 204-559 GBq/mu mol specific activity starting from 6.7 to 13.0 GBq of [F-18]F. The brain distribution of [F-18]4 was determined by the in vitro and ex vivo autoradiography using rat brain sections. The in vitro and in vivo specific binding of [F-18]4 to mGluR1 was detected in the cerebellum, thalamus, hippocampus, and striatum. These results suggest that [F-18]4 is a promising PET ligand for the in vivo evaluation of mGluR1. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.03.046
• 作为产物：
  描述：

  4-(6-氯嘧啶-4-基)-n-甲基噻唑-2-胺 、 4-硝基苯甲酰氯 在 三乙胺 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以65%的产率得到N-(4-(6-chloropyrimidin-4-yl)thiazol-2-yl)-N-methyl-4-nitrobenzamide
  参考文献：
  名称：

  Radiosynthesis and preliminary evaluation of 4-[18F]fluoro-N-[4-[6-(isopropylamino)pyrimidin-4-yl]-1,3-thiazol-2-yl]-N-methylbenzamide as a new positron emission tomography ligand for metabotropic glutamate receptor subtype 1

  摘要：

  The purpose of this study was to develop 4-[F-18]fluoro-N-[4-[6-(isopropylamino)pyrimidin-4-yl]-1,3-thiazol-2-yl]-N-methylbenzamide ([F-18]FITM, [F-18]4) as a new PET ligand for imaging metabotropic glutamate receptor subtype 1 (mGluR1). [F-18]4 was synthesized by [F-18]fluorination of a novel nitro precursor 3 with [F-18]KF in the presence of Kryptofix 222. At the end of synthesis, 429-936 MBq (n = 8) of [F-18]4 was obtained with > 99% radiochemical purity and 204-559 GBq/mu mol specific activity starting from 6.7 to 13.0 GBq of [F-18]F. The brain distribution of [F-18]4 was determined by the in vitro and ex vivo autoradiography using rat brain sections. The in vitro and in vivo specific binding of [F-18]4 to mGluR1 was detected in the cerebellum, thalamus, hippocampus, and striatum. These results suggest that [F-18]4 is a promising PET ligand for the in vivo evaluation of mGluR1. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.03.046