1,1,1-trifluoro-5-bromo-2-pentanone | 121749-67-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,1,1-trifluoro-5-bromo-2-pentanone
• 英文别名: 1-bromo-5,5,5-trifluoropentan-4-one；5-bromo-1,1,1-trifluoropentan-2-one
• CAS: 121749-67-5
• 化学式: C₅H₆BrF₃O
• 分子量: 219.001
• InChiKey: OHZNFMNKCSNUCK-UHFFFAOYSA-N

物化性质

• 沸点：
  163.4±40.0 °C(Predicted)
• 密度：
  1.589±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,1,1-trifluoro-5-bromo-2-pentanone 在 二甲胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以15.0 g(92%)的产率得到N,N-dimethyl-5,5,5-trifluoro-4-oxopentanamine
  参考文献：
  名称：

  Fluoroketone enzyme inhibitors

  摘要：

  一种用于酶免疫分析的方法，用于检测液体样品中可能存在的配体，包括利用至少两种酶和一个用于其中一种酶的阻断调节剂进行信号放大。液体中存在的配体与抗配体和标记酶的示踪剂结合。然后分离所得的结合分数，并且示踪剂中的酶去除阻断调节剂上的阻断基团。调节剂激活或抑制第二种酶，该酶催化底物转化为产物。液体中配体的存在或缺失由与产物相关的信号指示，例如颜色变化或颜色变化速率。该发明包括一类新型酶抑制剂和阻断抑制剂，以及用于执行该发明方法的一套有用材料。

  公开号：

  US05344952A1
• 作为产物：
  描述：

  trimethyl((2-(trifluoromethyl)tetrahydrofuran-2-yl)oxy)silane 在 48percent aq. HBr 作用下， 反应 90.0h， 以60%的产率得到1,1,1-trifluoro-5-bromo-2-pentanone
  参考文献：
  名称：

  A Structure-Based Design Approach to the Development of Novel, Reversible AChE Inhibitors

  摘要：

  Chimeras of tacrine and m-(N,N,N-Trimethylammonio)trifluoroacetophenone (1) were designed as novel, reversible inhibitors of acetylcholinesterase. On the basis of the X-ray structure of the apoenzyme, a molecular modeling study determined the favored attachment positions on the 4-aminoquinoline ring (position 3 and the 4-amino nitrogen) and the favored lengths of a polymethylene link between the two moieties (respectively 5-6 and 4-5 sp(3) atoms). Seven compounds matching these criteria were synthesized, and their inhibitory potencies were determined to be in the low nanomolar range. Activity data for close analogues lacking some of the postulated key features showed that our predictions were correct. In addition, a subsequent crystal structure of acetylcholinesterase complexed with the most active compound 27 was in good agreement with our model. The design strategy is therefore validated and can now be developed further.

  DOI：

  10.1021/jm010826r

文献信息

• Iron‐Catalyzed Cross‐Coupling of Propargyl Ethers with Grignard Reagents for the Synthesis of Functionalized Allenes and Allenols
  作者：Daniels Posevins、Aitor Bermejo‐López、Jan‐E. Bäckvall

  DOI：10.1002/anie.202106742

  日期：2021.10.4

  iron-catalyzed cross-coupling reaction of propargyl ethers with Grignard reagents. The reaction was demonstrated to be stereospecific and allows for a facile preparation of optically active allenes via efficient chirality transfer. Various tri- and tetrasubstituted fluoroalkyl allenes can be obtained in good to excellent yields. In addition, an iron-catalyzed cross-coupling of Grignard reagents with α-alkynyl

  在此，我们公开了炔丙基醚与格氏试剂的铁催化交叉偶联反应。该反应被证明是立体定向的，并允许通过有效的手性转移轻松制备光学活性丙二烯。各种三和四取代的氟代烷基丙二烯可以以良好至优异的产率获得。此外，本文公开了格氏试剂与 α-炔基氧杂环丁烷和四氢呋喃的铁催化交叉偶联，这构成了分别获得完全取代的 β-或 γ-烯丙醇的直接方法。
• Signal enhancement in assay for an enzyme
  申请人：Becton, Dickinson and Company

  公开号：US04962024A1

  公开（公告）日：1990-10-09

  A method for assay for an unknown enzyme suspected to be present in a liquid includes signal amplification by use of a second enzyme and a blocked modulator for the second enzyme. Unknown enzyme in the liquid removes a blocking group from the blocked modulator. The resulting modulator activates or inhibits the second enzyme which catalyzes an indicator reaction in which a substrate is converted to a product. The presence or absence of the unknown enzyme in the liquid is indicated by a signal, such as a color change or a rate of color change, associated with the indicator reaction. The concentration of the enzyme in the sample may be determined by the measurement of the signal. The invention includes a kit of materials useful for performing the method of the invention. The method involves the hydrolyzing of a blocked fluoroketone inhibitor to facilitate the analytical method.

  一种用于检测液体中可能存在的未知酶的测定方法，包括使用第二种酶和第二种酶的阻塞调节剂进行信号放大。液体中的未知酶将阻塞基团从阻塞调节剂中去除。所得到的调节剂激活或抑制第二种酶，第二种酶催化指示反应，将底物转化为产物。与指示反应相关联的信号，如颜色变化或颜色变化速率，指示液体中是否存在未知酶。可以通过测量信号来确定样品中酶的浓度。本发明还包括一种用于执行本发明方法的材料套件。该方法涉及水解阻塞的氟酮抑制剂以促进分析方法。
• An approach to 2-cyanopyrrolidines bearing a chiral auxiliary
  作者：Oleksandr O. Grygorenko、Nataliya A. Kopylova、Pavel K. Mikhailiuk、Anja Meißner、Igor V. Komarov

  DOI：10.1016/j.tetasy.2007.01.008

  日期：2007.2

  The reaction of 2-methyl-2-(1-phenylethyl)amino)propanenitrile with different gamma-halocarbonyl compounds is investigated. The influence of different parameters such as the nature of the substrate and solvent, is discussed. The reaction is considered as a convenient route to 2-cyanopyrrolidines in the case of aliphatic gamma-halocarbonyl compounds possessing a reasonably reactive carbonyl group. In many cases, the products can be obtained as single enantiomers. It is shown that cyclopropyl ketones can also react with 2-methyl-2-((1-phenylethyl)amino)propanenitrile to give 2-cyanopyrrolidines. A mechanistic scheme is proposed in order to explain the experimental facts observed. (c) 2007 Elsevier Ltd. All rights reserved.
• CN115974663
  申请人：——

  公开号：——

  公开（公告）日：——
• A Structure-Based Design Approach to the Development of Novel, Reversible AChE Inhibitors
  作者：Caroline Doucet-Personeni、Philip D. Bentley、Rodney J. Fletcher、Adrian Kinkaid、Gitay Kryger、Bernard Pirard、Anne Taylor、Robin Taylor、John Taylor、Russell Viner、Israel Silman、Joel L. Sussman、Harry M. Greenblatt、Terence Lewis

  DOI：10.1021/jm010826r

  日期：2001.9.1

  Chimeras of tacrine and m-(N,N,N-Trimethylammonio)trifluoroacetophenone (1) were designed as novel, reversible inhibitors of acetylcholinesterase. On the basis of the X-ray structure of the apoenzyme, a molecular modeling study determined the favored attachment positions on the 4-aminoquinoline ring (position 3 and the 4-amino nitrogen) and the favored lengths of a polymethylene link between the two moieties (respectively 5-6 and 4-5 sp(3) atoms). Seven compounds matching these criteria were synthesized, and their inhibitory potencies were determined to be in the low nanomolar range. Activity data for close analogues lacking some of the postulated key features showed that our predictions were correct. In addition, a subsequent crystal structure of acetylcholinesterase complexed with the most active compound 27 was in good agreement with our model. The design strategy is therefore validated and can now be developed further.