丙炔基-PEG3-甲基磺酸酯 | 943726-01-0

• 物质功能分类: 化学试剂 - 有机试剂
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 中文名称: 丙炔基-PEG3-甲基磺酸酯
• 英文名称: 2-(2-(prop-2-yn-1-yloxy)ethoxy)ethyl methanesulfonate
• 英文别名: 2-(2-propargyloxyethoxy)ethyl methanesulfonate；Propargyl-PEG3-Ms；2-(2-prop-2-ynoxyethoxy)ethyl methanesulfonate
• CAS: 943726-01-0
• 化学式: C₈H₁₄O₅S
• 分子量: 222.262
• InChiKey: CNUSDGRUYDRKPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  14
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  70.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  丙炔基-PEG3-甲基磺酸酯 在 四丁基铵碳酸氢酯 作用下， 以 水 、 叔丁醇 为溶剂， 反应 0.33h， 以90%的产率得到3-[2-(2-(18F)fluoranylethoxy)ethoxy]prop-1-yne
  参考文献：
  名称：

  An efficient F-18 labeling method for PET study: Huisgen 1,3-dipolar cycloaddition of bioactive substances and F-18-labeled compounds

  摘要：

  The Cu(I)-catalyzed, 1,3-dipolar cycloaddition reaction was applied successfully to the synthesis of small, F-18-labeled biomolecules, and an optimal condition was developed for one-pot, two-step reaction without any interim purifications. This technique was employed in various F-18-labeled, 1,2,3-triazole syntheses with high radiochemical yield. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.04.048
• 作为产物：
  描述：

  二乙二醇二甲烷磺酸酯 、 2-丙炔-1-醇 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以45%的产率得到丙炔基-PEG3-甲基磺酸酯
  参考文献：
  名称：

  An efficient F-18 labeling method for PET study: Huisgen 1,3-dipolar cycloaddition of bioactive substances and F-18-labeled compounds

  摘要：

  The Cu(I)-catalyzed, 1,3-dipolar cycloaddition reaction was applied successfully to the synthesis of small, F-18-labeled biomolecules, and an optimal condition was developed for one-pot, two-step reaction without any interim purifications. This technique was employed in various F-18-labeled, 1,2,3-triazole syntheses with high radiochemical yield. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.04.048

文献信息

• Synthesis and Structure–Activity Relationship Studies of Conformationally Flexible Tetrahydroisoquinolinyl Triazole Carboxamide and Triazole Substituted Benzamide Analogues as σ₂ Receptor Ligands
  作者：Suping Bai、Shihong Li、Jinbin Xu、Xin Peng、Kiran Sai、Wenhua Chu、Zhude Tu、Chenbo Zeng、Robert H. Mach

  DOI：10.1021/jm5001453

  日期：2014.5.22

  Two novel classes of compounds targeting the sigma-2 (sigma(2)) receptor were synthesized, and their bioactivities to binding sigma(1) and sigma(2) receptors were measured. Four novel triazole carboxamide analogues, 24d, 24e, 24f, and 39c, demonstrated high affinity and selectivity for the sigma(2) receptor. These data suggest C-11-labeled versions of these compounds may be potential sigma(2)-selective radiotracers for imaging the proliferative status of solid tumors.