3,4-dichlorophenylsulfur pentafluoride | 165114-86-3

• 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: 3,4-dichlorophenylsulfur pentafluoride
• 英文别名: Sulfur, (3,4-dichlorophenyl)pentafluoro-, (OC-6-21)-；(3,4-dichlorophenyl)-pentafluoro-λ6-sulfane
• CAS: 165114-86-3
• 化学式: C₆H₃Cl₂F₅S
• 分子量: 273.054
• InChiKey: WPROSWQFGNWTJI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3,4-dichlorophenylsulfur pentafluoride 在 氢氧化钾 、 氯化亚砜 作用下， 生成 Methyl 3-[2-chloro-4-(pentafluoro-lambda6-sulfanyl)phenoxy]benzoate
  参考文献：
  名称：

  Synthesis of Some Arylsulfur Pentafluoride Pesticides and Their Relative Activities Compared to the Trifluoromethyl Analogues

  摘要：

  含有芳基硫五氟化物基团的杀虫剂的例子已经制备，并将它们的生物活性与相应的三氟甲基类比较。一种苯基硫五氟化物类似物杀虫剂噻虫胺，对抗马蝇的耐药品种进行了筛选，显示出比相应的三氟甲基类似物更高的活性。

  DOI：

  10.2533/000942904777678172
• 作为产物：
  描述：

  3,4-二氯苯硫酚 在 potassium fluoride 、 氯 、 silver carbonate 作用下， 以 乙腈 为溶剂， 生成 3,4-dichlorophenylsulfur pentafluoride
  参考文献：
  名称：

  银诱导的芳基硫四氟化物的自消光Cl-F交换氟化：芳基硫五氟化物的合成

  摘要：

  报道了一种通过碳酸银诱导的芳基硫代四氟化氯的Cl-F交换氟化合成芳基五氟化硫的新策略。这种氟化不需要任何外来的氟化物源。而是，反应通过基板Ar-SF 4 Cl的自焚而进行。

  DOI：

  10.1039/c7cc07222h

文献信息

• [EN] PENTAFLUOROSULPHOLANE-CONTAINING ANTIDIABETIC COMPOUNDS<br/>[FR] COMPOSÉS ANTIDIABÉTIQUES CONTENANT DU PENTAFLUOROSULPHOLANE
  申请人：SCHERING CORP

  公开号：WO2010085522A1

  公开（公告）日：2010-07-29

  This invention provides for certain pentafluorosulpholane-containing compounds of the formula or a pharmaceutically acceptable salt, ester, solvate or prodrug thereof, wherein the variables are defined herein; the inventive compounds are agonists of the G-protein coupled receptor 40 (GPR40, also known as free fatty acid receptor FFAR). This invention further relates to pharmaceutical compositions containing these compounds, and the use of these compounds to regulate insulin levels in a mammal. The compounds may be used, for example in the prevention and treatment of Type 2 diabetes mellitus and in the prevention and treatment of conditions related to Type 2 diabetes mellitus, such as insulin resistance, obesity and lipid disorders.

  本发明提供了某些含有五氟硫代乙烷基的化合物的公式或其药学上可接受的盐、酯、溶剂合物或前药，其中变量在此定义；这些创新化合物是G蛋白偶联受体40 (GPR40，也称为游离脂肪酸受体FFAR) 的激动剂。本发明还涉及含有这些化合物的药物组合物，以及使用这些化合物来调节哺乳动物的胰岛素水平。例如，这些化合物可用于预防和治疗2型糖尿病，并用于预防和治疗与2型糖尿病相关的疾病，如胰岛素抵抗、肥胖和脂质紊乱。
• PENTAFLUOROSULPHOLANE-CONTAINING ANTIDIABETIC COMPOUNDS
  申请人：Josien Hubert B.

  公开号：US20110313008A1

  公开（公告）日：2011-12-22

  This invention provides for certain pentafluorosulpholane-containing compounds of the formula or a pharmaceutically acceptable salt, ester, solvate or prodrug thereof, wherein the variables are defined herein; the inventive compounds are agonists of the G-protein coupled receptor 40 (GPR40, also known as free fatty acid receptor FFAR). This invention further relates to pharmaceutical compositions containing these compounds, and the use of these compounds to regulate insulin levels in a mammal. The compounds may be used, for example in the prevention and treatment of Type 2 diabetes mellitus and in the prevention and treatment of conditions related to Type 2 diabetes mellitus, such as insulin resistance, obesity and lipid disorders.
• Silver-induced self-immolative Cl–F exchange fluorination of arylsulfur chlorotetrafluorides: synthesis of arylsulfur pentafluorides
  作者：Benqiang Cui、Shichong Jia、Etsuko Tokunaga、Norimichi Saito、Norio Shibata

  DOI：10.1039/c7cc07222h

  日期：——

  A novel strategy for the synthesis of arylsulfur pentafluorides by silver carbonate-induced Cl–F exchange fluorination of arylsulfur chlorotetrafluorides is reported. This fluorination does not require any exogenous fluoride sources. Rather, the reaction proceeds via the self-immolation of the substrate Ar-SF4Cl.

  报道了一种通过碳酸银诱导的芳基硫代四氟化氯的Cl-F交换氟化合成芳基五氟化硫的新策略。这种氟化不需要任何外来的氟化物源。而是，反应通过基板Ar-SF 4 Cl的自焚而进行。
• Synthesis of Some Arylsulfur Pentafluoride Pesticides and Their Relative Activities Compared to the Trifluoromethyl Analogues
  作者：Patrick J. Crowley、Glynn Mitchell、Roger Salmon、Paul A. Worthington

  DOI：10.2533/000942904777678172

  日期：——

  : Examples of pesticides containing an arylsulfur pentafluoride group were made and their biological activities compared to the corresponding trifluoromethyl analogues. A phenylsulfur pentafluoride analogue of the insecticide fipronil, screened against a resistant strain of Musca domestica, showed higher activity than the corresponding trifluoromethyl analogue.

  含有芳基硫五氟化物基团的杀虫剂的例子已经制备，并将它们的生物活性与相应的三氟甲基类比较。一种苯基硫五氟化物类似物杀虫剂噻虫胺，对抗马蝇的耐药品种进行了筛选，显示出比相应的三氟甲基类似物更高的活性。