4-chlorobenzene-1-sulfonyl 18F-fluoride | 1482379-84-9

• 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: 4-chlorobenzene-1-sulfonyl 18F-fluoride
• 英文别名: 4-chlorobenzene(18F)sulfonyl fluoride
• CAS: 1482379-84-9
• 化学式: C₆H₄ClFO₂S
• 分子量: 193.616
• InChiKey: PCTLRVPDZBVCMP-COJKEBBMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-氯苯磺酰氯 在 Kryptofix 2.2.2 、 potassium carbonate 、 氢氟酸 作用下， 以 水 、 乙腈 为溶剂， 生成 4-chlorobenzene-1-sulfonyl 18F-fluoride
  参考文献：
  名称：

  Ascertaining the Suitability of Aryl Sulfonyl Fluorides for [¹⁸F]Radiochemistry Applications: A Systematic Investigation using Microfluidics

  摘要：

  Optimization of [F-18]radiolabeling conditions and subsequent stability analysis in mobile phase, PBS buffer, and rat serum of 12 aryl sulfonyl chloride precursors with various substituents (electron-withdrawing groups, electron-donating groups, increased steric bulk, heterocyclic) were performed using an Advion NanoTek Microfluidic Synthesis System. A comparison of radiochemical yields and reaction times for a microfluidics device versus a conventional reaction vessel is reported. [F-18]Radiolabeling of sulfonyl chlorides in the presence of competing nucleophiles, H-bond donors, and water was also assessed and demonstrated the versatility and potential utility of [F-18]sulfonyl fluorides as synthons for indirect radiolabeling.

  DOI：

  10.1021/jo401759z

文献信息

• Radiosynthesis of ¹⁸F-Labeled Arenesulfonyl Fluorides through Two-Bond Construction with [¹⁸F]Fluoride
  作者：Xiaoyun Deng、Ziqiang Wang、Huimin Zhou、Junyi Liu、Bo Yu、Xiaohua Zhu

  DOI：10.1021/acs.orglett.3c00516

  日期：2023.3.24

  aryl-SO2-18F from arenediazonium tosylates with a SO2 source and [18F]fluoride. This approach is compatible with a wide range of substrates and enabled the production of 18F-labeled drug-like derivatives through late-stage 18F fluorination, representing a significant advance in the radiosynthesis of 18F-labeled arenesulfonyl fluorides. A reactive 18F labeling synthon, bearing a maleimide-based prosthetic

  开发了一种新的18 F 标记策略，以使用 SO 2源和 [ 18 F] 氟化物从甲苯磺酸芳烃中直接构建芳基-SO 2 - 18 F。这种方法与广泛的底物兼容，并能够通过后期18 F 氟化生产 18 F-标记的药物样衍生物，代表18 F-标记的芳烃磺酰氟的放射合成取得了重大进展。反应性18 F 标记合成子，带有基于马来酰亚胺的辅基，可生成18通过马来酰亚胺-半胱氨酸化学，F 标记的含有半胱氨酸残基的温度敏感生物分子。