2,5-二氟苄基磺酰氯 | 179524-62-0

• 物质功能分类: 化学试剂 - 有机试剂 - 磺酰卤化物
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2,5-二氟苄基磺酰氯
• 英文名称: (2,5-difluorophenyl)methanesulfonyl chloride
• 英文别名: (2,5-difluorophenyl)methanesulphonyl chloride
• CAS: 179524-62-0
• 化学式: C₇H₅ClF₂O₂S
• 分子量: 226.631
• InChiKey: QBVRECXGNKZPIM-UHFFFAOYSA-N

物化性质

• 熔点：
  75-76°C
• 沸点：
  285.2±30.0 °C(Predicted)
• 密度：
  1.546±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2904909090

反应信息

• 作为反应物：
  描述：

  2,5-二氟苄基磺酰氯 、 2-羟基-5-甲氧基苯甲腈 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 2-cyano-5-methoxyphenyl (2,5-difluorophenyl)methanesulfonate
  参考文献：
  名称：

  Palladium-Catalyzed Remotemeta-Selective C–H Bond Silylation and Germanylation

  摘要：

  Selective meta-C-H activation of arenes to date has met with a limited number of functionalizations. Expanding the horizon of meta-C-H functionalization, herein we disclose an unprecedented meta-silylation and -germanylation protocol by employing a simple nitrile-based directing template. Longer linkers between the target site and the directing template were successfully explored for meta-silylation (sp(2)-epsilon and sp(2)-zeta). Additionally, synthetic utility was demonstrated with several postsynthetic elaborations and with a formal synthesis of TAC101, a promising drug for the treatment of lung cancer.

  DOI：

  10.1021/acs.organomet.7b00309
• 作为产物：
  描述：

  2,5-二氟苄氯 在 硫脲 、 盐酸 、 N-氯代丁二酰亚胺 作用下， 以 乙醇 、 水 、 乙腈 为溶剂， 反应 4.25h， 生成 2,5-二氟苄基磺酰氯
  参考文献：
  名称：

  Palladium-Catalyzed Remotemeta-Selective C–H Bond Silylation and Germanylation

  摘要：

  Selective meta-C-H activation of arenes to date has met with a limited number of functionalizations. Expanding the horizon of meta-C-H functionalization, herein we disclose an unprecedented meta-silylation and -germanylation protocol by employing a simple nitrile-based directing template. Longer linkers between the target site and the directing template were successfully explored for meta-silylation (sp(2)-epsilon and sp(2)-zeta). Additionally, synthetic utility was demonstrated with several postsynthetic elaborations and with a formal synthesis of TAC101, a promising drug for the treatment of lung cancer.

  DOI：

  10.1021/acs.organomet.7b00309

文献信息

• Discovery of <i>N</i>-[4-(1<i>H</i>-Pyrazolo[3,4-<i>b</i>]pyrazin-6-yl)-phenyl]-sulfonamides as Highly Active and Selective SGK1 Inhibitors
  作者：Nis Halland、Friedemann Schmidt、Tilo Weiss、Joachim Saas、Ziyu Li、Jörg Czech、Matthias Dreyer、Armin Hofmeister、Katharina Mertsch、Uwe Dietz、Carsten Strübing、Marc Nazare

  DOI：10.1021/ml5003376

  日期：2015.1.8

  From a virtual screening starting point, inhibitors of the serum and glucocorticoid regulated kinase 1 were developed through a combination of classical medicinal chemistry and library approaches. This resulted in highly active small molecules with nanomolar activity and a good overall in vitro and ADME profile. Furthermore, the compounds exhibited unusually high kinase and off-target selectivity due

  从虚拟筛选的起点出发，通过结合经典药物化学和文库方法开发了血清和糖皮质激素调节激酶1抑制剂。这产生了具有纳摩尔活性并具有良好的整体体外和ADME谱的高活性小分子。此外，由于其刚性结构，这些化合物显示出异常高的激酶和脱靶选择性。
• Heteroarylpiperidine And-Piperazine Derivatives
  申请人：Cristau Pierre

  公开号：US20110306620A1

  公开（公告）日：2011-12-15

  Heteroarylpiperidine and -piperazine derivatives of the formula (I), in which the symbols have the meanings given in the description and agrochemically active salts thereof and their use for controlling phytopathogenic harmful fungi and also processes for preparing compounds of the formula (I).

  杂芳基哌啶和-哌嗪衍生物的化学式(I)，其中符号的含义如描述中所示，以及其农药活性盐和用于控制植物病原真菌的使用，以及制备化合物的方法的过程(I)。
• Template-Assisted<i>meta</i>-C−H Alkylation and Alkenylation of Arenes
  作者：Sukdev Bag、Ramasamy Jayarajan、Rahul Mondal、Debabrata Maiti

  DOI：10.1002/anie.201611360

  日期：2017.3.13

  alcohols, by meta‐C−H activation of benzylsulfonyl esters is described. In addition, α,β‐unsaturated aldehydes were generated by in situ olefination and deprotection of allyl benzyl ethers. These new functionalizations at the meta‐position of an arene have also been successfully implemented in benzylphosphonate, phenethyl carbonyl, and phenethylsulfonyl ester scaffolds. Key to these successful new functionalizations

  到扩大的范围的元-functionalization，有效地形成β -芳基醛和酮的，使用烯丙基醇，通过基于嘧啶模板元苄酯的-C-H活化进行说明。此外，α，β-不饱和醛是通过烯丙基苄基醚的原位烯烃化和脱保护而生成的。元上的这些新功能芳烃的位置也已成功地用于苄基膦酸酯，苯乙基羰基和苯乙基磺酰基酯支架中。这些成功的新功能化的关键是通过接受从金属到嘧啶环的能量低的π轨道的电子云来创建正电的钯中心，它有利于烯丙醇与金属中心的配位。
• Gamma-secretase inhibitors
  申请人：Nadin John Alan

  公开号：US20050075320A1

  公开（公告）日：2005-04-07

  Compounds of formula I: inhibit the processing of APP by gamma-secretase and hence find use in treatment of Alzheimer's disease.

  公式I的化合物：抑制γ-分泌酶对APP的处理，因此可用于治疗阿尔茨海默病。
• [EN] N-HYDROXYMETHANESULFONAMIDE NITROXYL DONORS<br/>[FR] DONNEURS DE NITROXYLE N-HYDROXYMETHANESULFONAMIDE
  申请人：CARDIOXYL PHARMACEUTICALS INC

  公开号：WO2015109210A1

  公开（公告）日：2015-07-23

  The disclosed subject matter provides N-hydroxymethanesulfonamide compounds, pharmaceutical compositions and kits comprising such compounds, and methods of using such compounds or pharmaceutical compositions. In particular, the disclosed subject matter provides methods of using such compounds or pharmaceutical compositions for treating heart failure.

  公开的主题提供了N-羟甲磺酰胺化合物、包含这种化合物的制药组合物和试剂盒，以及使用这种化合物或制药组合物的方法。特别地，公开的主题提供了使用这种化合物或制药组合物治疗心力衰竭的方法。