2-(4-trifluoromethylphenyl)pent-4-enoic acid | 619323-30-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2-(4-trifluoromethylphenyl)pent-4-enoic acid
• 英文别名: 2-[4-(Trifluoromethyl)phenyl]pent-4-enoic acid；2-[4-(trifluoromethyl)phenyl]pent-4-enoic acid
• CAS: 619323-30-7
• 化学式: C₁₂H₁₁F₃O₂
• 分子量: 244.213
• InChiKey: DLIBSTVUIJXQGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(4-trifluoromethylphenyl)pent-4-enoic acid 在 氯化亚砜 作用下， 反应 2.0h， 生成
  参考文献：
  名称：

  通过直接钯催化酰胺的α-芳基化反应高度化学合成和对映选择性合成3-烯丙基-3-芳基吲哚

  摘要：

  据报道，一种新的NHC·Pd催化的酰胺的不对称α-芳基化反应可直接获得具有季碳中心的合成有价值的烯丙基化吲哚。通过引入新的手性NHC配体使反应成为可能。由其衍生的钯配合物将优异的反应性与对标题转化的高化学和对映选择性结合在一起。

  DOI：

  10.1021/ol1003093
• 作为产物：
  描述：

  methyl 2-(4-(trifluoromethyl)phenyl)acetate 在 lithium hydroxide 、 正丁基锂 、 二异丙胺 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 为溶剂， 反应 22.0h， 生成 2-(4-trifluoromethylphenyl)pent-4-enoic acid
  参考文献：
  名称：

  Synthesis and structure–antifungal activity Relationships of 3-Aryl-5-alkyl-2,5-dihydrofuran-2-ones and Their Carbanalogues: further refinement of tentative pharmacophore group

  摘要：

  Two series of 3-(substituted phenyl)-5-alkyl-2,5-dihydrofuran-2-ones related to a natural product, (-)incrustoporine, were synthesized and their in vitro antifungal activity evaluated. The compounds with halogen substituents on the phenyl ring exhibited selective antifungal activity against the filamentous strains of Absidia corymbifera and Aspergillus fumigatus. On the other hand, the influence of the lenghth of the alkyl chain at C(5) was marginal. The antifungal effect of the most active compound against the above strains was higher than that of ketoconazole, and close to that of amphotericin B. In order to verify the hypothesis about a possible relationship between the Michael-accepting ability of the compounds and their antifungal activity, a series of simple carbanalogues, 2-(substituted phenyl)cyclopent-2-enones, was prepared and subjected to antifungal activity assay as well. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00220-7

文献信息

• Diaryl substituted pyrrolidinones and pyrrolones as 5-HT2C inhibitors: Synthesis and biological evaluation
  作者：Fabrizio Micheli、Alessandra Pasquarello、Giovanna Tedesco、Dieter Hamprecht、Giorgio Bonanomi、Anna Checchia、Albert Jaxa-Chamiec、Federica Damiani、Silvia Davalli、Daniele Donati、Chiara Gallotti、Marcella Petrone、Marilisa Rinaldi、Graham Riley、Silvia Terreni、Martyn Wood

  DOI：10.1016/j.bmcl.2006.05.034

  日期：2006.8

  Within the continuous quest for the discovery of novel compounds able to treat anxiety and depression, the generation of a pharmacophore model for 5-HT2C receptor antagonists and the discovery of a new class of potent and selective 5-HT2C molecules are reported. (c) 2006 Elsevier Ltd. All rights reserved.
• Azepinone as a conformational constraint in the design of κ-opioid receptor agonists
  作者：Paul A. Tuthill、Pamela R. Seida、William Barker、Joel A. Cassel、Serge Belanger、Robert N. DeHaven、Michael Koblish、Susan L. Gottshall、Patrick J. Little、Diane L. DeHaven-Hudkins、Roland E. Dolle

  DOI：10.1016/j.bmcl.2004.08.041

  日期：2004.11

  A new class of kappa-opioid receptor agonists is described. The design of these agents was based upon energy minimization and structural overlay studies of the generic azepin-2-one structure 3 with the crystal structure of arylacetamide kappa agonist 1, ICI 199441. The most active compound identified was ligand 4a (K-i = 0.34 nM), which demonstrated potent antinociceptive activity after oral administration in rodents. (C) 2004 Elsevier Ltd. All rights reserved.