2-nitro-N-(prop-2-ynyl)pyridin-3-amine | 1356919-14-6

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 2-nitro-N-(prop-2-ynyl)pyridin-3-amine
• 英文别名: 2-nitro-N-prop-2-ynylpyridin-3-amine
• CAS: 1356919-14-6
• 化学式: C₈H₇N₃O₂
• 分子量: 177.162
• InChiKey: HEEJWXQWGOLPOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  70.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[18F]fluoroethylazide 、 2-nitro-N-(prop-2-ynyl)pyridin-3-amine 在 copper(II) sulfate 、 sodium ascorbate 作用下， 以 水 、 乙腈 为溶剂， 反应 0.5h， 生成 C₁₀H₁₁⁽¹⁸⁾FN₆O₂
  参考文献：
  名称：

  A fluorous and click approach for screening potential PET probes: Evaluation of potential hypoxia biomarkers

  摘要：

  Radiopharmaceuticals for nuclear imaging are essentially targeting molecules, labeled with short-lived radionuclides (e. g., F-18 for PET). A significant drawback of radiopharmaceuticals development is the difficulty to access radiolabeled molecule libraries for initial in vitro evaluation, as radiolabeling has to be optimized for each individual molecule. The present paper discloses a method for preparing libraries of F-18-labeled radiopharmaceuticals using both the fluorous-based F-18-radiochemistry and the Huisgen 1,3-dipolar (click) conjugation reaction. As a proof of concept, this approach allowed us to obtain a series of readily accessible F-18-radiolabeled nitroaromatic molecules, for exploring their structure-activity relationship and further in vitro evaluation of their hypoxic selectivity. Crown Copyright (C) 2011 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.10.084
• 作为产物：
  描述：

  N-(2-nitropyridin-3-yl)-N-(prop-2-ynyl)formamide 在 甲醇 、 potassium carbonate 作用下， 反应 0.08h， 以92%的产率得到2-nitro-N-(prop-2-ynyl)pyridin-3-amine
  参考文献：
  名称：

  A fluorous and click approach for screening potential PET probes: Evaluation of potential hypoxia biomarkers

  摘要：

  Radiopharmaceuticals for nuclear imaging are essentially targeting molecules, labeled with short-lived radionuclides (e. g., F-18 for PET). A significant drawback of radiopharmaceuticals development is the difficulty to access radiolabeled molecule libraries for initial in vitro evaluation, as radiolabeling has to be optimized for each individual molecule. The present paper discloses a method for preparing libraries of F-18-labeled radiopharmaceuticals using both the fluorous-based F-18-radiochemistry and the Huisgen 1,3-dipolar (click) conjugation reaction. As a proof of concept, this approach allowed us to obtain a series of readily accessible F-18-radiolabeled nitroaromatic molecules, for exploring their structure-activity relationship and further in vitro evaluation of their hypoxic selectivity. Crown Copyright (C) 2011 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.10.084