(2,5-Dimethylphenyl)-(2,2,2-trifluorethyl)-ether | 79644-38-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (2,5-Dimethylphenyl)-(2,2,2-trifluorethyl)-ether
• 英文别名: 1,4-dimethyl-2-(2,2,2-trifluoroethoxy)benzene
• CAS: 79644-38-5
• 化学式: C₁₀H₁₁F₃O
• 分子量: 204.192
• InChiKey: CSDACMXHCXPONB-UHFFFAOYSA-N

物化性质

• 沸点：
  198.9±40.0 °C(Predicted)
• 密度：
  1.141±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2,5-Dimethylphenyl)-(2,2,2-trifluorethyl)-ether 在 N-溴代丁二酰亚胺(NBS) 、 potassium tert-butylate 、 过氧化苯甲酰 作用下， 以 四氢呋喃 、 四氯化碳 为溶剂， 反应 48.33h， 生成 ((((1E,1'E)-(2-(2,2,2-trifluoroethoxy)-1,4-phenylene)bis(ethene-2,1-diyl))bis(4,1-phenylene))bis(oxy))bis(tert-butyldimethylsilane)
  参考文献：
  名称：

  Polyfluorinated bis-styrylbenzenes as amyloid-β plaque binding ligands

  摘要：

  Detection of cerebral beta-amyloid (A beta) by targeted contrast agents remains of great interest to aid the in vivo diagnosis of Alzheimer's disease (AD). Bis-styrylbenzenes have been previously reported as potential A beta imaging agents. To further explore their potency as F-19 MRI contrast agents we synthetized several novel fluorinated bis-styrylbenzenes and studied their fluorescent properties and amyloid-beta binding characteristics. The compounds showed a high affinity for Ab plaques on murine and human brain sections. Interestingly, competitive binding experiments demonstrated that they bound to a different binding site than chrysamine G. Despite their high logP values, many bis-styrylbenzenes were able to enter the brain and label murine amyloid in vivo. Unfortunately initial post-mortem F-19 NMR studies showed that these compounds as yet do not warrant further MRI studies due to the reduction of the 19F signal in the environment of the brain. (C) 2014 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2014.02.054
• 作为产物：
  描述：

  2,5-二甲基苯胺 在 tetrafluoroboric acid 、 sodium nitrite 作用下， 以 水 为溶剂， 反应 18.0h， 生成 (2,5-Dimethylphenyl)-(2,2,2-trifluorethyl)-ether
  参考文献：
  名称：

  Polyfluorinated bis-styrylbenzenes as amyloid-β plaque binding ligands

  摘要：

  Detection of cerebral beta-amyloid (A beta) by targeted contrast agents remains of great interest to aid the in vivo diagnosis of Alzheimer's disease (AD). Bis-styrylbenzenes have been previously reported as potential A beta imaging agents. To further explore their potency as F-19 MRI contrast agents we synthetized several novel fluorinated bis-styrylbenzenes and studied their fluorescent properties and amyloid-beta binding characteristics. The compounds showed a high affinity for Ab plaques on murine and human brain sections. Interestingly, competitive binding experiments demonstrated that they bound to a different binding site than chrysamine G. Despite their high logP values, many bis-styrylbenzenes were able to enter the brain and label murine amyloid in vivo. Unfortunately initial post-mortem F-19 NMR studies showed that these compounds as yet do not warrant further MRI studies due to the reduction of the 19F signal in the environment of the brain. (C) 2014 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2014.02.054

文献信息

• [EN] SPIROUREA DERIVATIVES<br/>[FR] DÉRIVÉS SPIROS D'URÉE
  申请人：IDORSIA PHARMACEUTICALS LTD

  公开号：WO2021219594A1

  公开（公告）日：2021-11-04

  The invention relates to compounds of Formula (I) wherein X1, X2, X3, Y, R1, R2A, R2B, R3, and R4 are as described in the description; to their preparation, to pharmaceutically acceptable salts thereof, to pharmaceutical compositions containing one or more compounds of Formula (I), and to the use of such compounds as medicaments, especially as Kv7 openers.

  该发明涉及式（I）化合物，其中X1、X2、X3、Y、R1、R2A、R2B、R3和R4如描述中所述；其制备方法，其药学上可接受的盐，含有一种或多种式（I）化合物的药物组合物，以及将这些化合物用作药物，特别是作为Kv7开放剂的用途。
• A Product Analytical Study of the Thermal and Photolytic Decomposition of Some Arenediazonium Salts in Solution
  作者：Peter S. J. Canning、Howard Maskill、Katharine McCrudden、Brian Sexton

  DOI：10.1246/bcsj.75.789

  日期：2002.4

  most solvents undergo unimolecular heterolysis to give singlet aryl cations which are captured by solvent. This mechanism is dominant for arenediazonium ions without electron-withdrawing substituents in all solvents, and the only reaction observed in water. Additionally, appreciable yields of fluoroarenes are obtained by fluoride abstraction by the aryl cation from fluorinated solvents and from tetrafluoroborate

  分析了 11 种重氮芳烃四氟硼酸盐在各种溶剂中的热和光化学反应产物。大多数溶剂中的所有化合物都经过单分子杂解，得到单线态芳基阳离子，这些阳离子被溶剂捕获。这种机制对于在所有溶剂中没有吸电子取代基的芳烃重氮离子占主导地位，并且是在水中观察到的唯一反应。此外，通过芳基阳离子从氟化溶剂中和从氟化溶剂中的四氟硼酸盐提取氟化物，可获得可观的氟芳烃产率。光化学过程的产量与热反应的产量非常相似，表明主要反应通过常见或非常相似的中间体进行。由离子对重氮离子形成的芳基阳离子可与反离子反应，但是解离的重氮离子的碎裂只会产生溶剂衍生的产物。某些溶剂中的某些芳烃重氮离子会发生另一种自由基反应导致...
• Regiospecific Reductive Elimination from Diaryliodonium Salts
  作者：Bijia Wang、Joseph W. Graskemper、Linlin Qin、Stephen G. DiMagno

  DOI：10.1002/anie.201000695

  日期：2010.6.1

  Out‐of‐plane steric bulk furnished by a cyclophane substituent on iodine(III) strongly destabilizes the transition state in the reductive elimination from diaryliodonium salts and leads to regiochemical control (dubbed SECURE), as is demonstrated by computational and experimental studies. This approach should be general for high‐valent main‐group and transition metal ions. X=N3, OAc, PhO, CF3CH2O,

  正如计算和实验研究所证明的那样，碘（III）上的环芳取代基提供的面外空间体积强烈地破坏了二芳基碘鎓盐还原消除过程中的过渡态的稳定性，并导致区域化学控制（称为“安全”）。这种方法对于高价主族和过渡金属离子应该是通用的。 X=N 3 、OAc、PhO、CF 3 CH 2 O、SCN、PhS。
• Experimental evidence for a phenyl cation intermediate in the solvolysis reactions of dienynyl trifluoromethanesulphonates
  作者：Michael Hanack、Walter Holweger

  DOI：10.1039/c39810000713

  日期：——

  The synthesis, separation, and solvolysis of the stereoisomeric dienynyl trifluoromethanesulphonates (1) are described, whereby the E-isomers, in contrast with the Z-isomers, rearrange to a remarkable extent to form the phenyl ethers (5)via the phenyl cations (2).

  描述了立体异构体二烯丙基三氟甲烷磺酸酯（1）的合成，分离和溶剂分解，其中与Z异构体相比，E异构体与Z异构体形成显着程度的重排以通过苯基阳离子（5）形成苯基醚（5）。2）。
• Holweger, Walter; Hanack, Michael, Chemische Berichte, 1984, vol. 117, # 10, p. 3004 - 3020
  作者：Holweger, Walter、Hanack, Michael

  DOI：——

  日期：——