2-(3-fluorophenoxy)acetyl chloride | 95299-69-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(3-fluorophenoxy)acetyl chloride
• CAS: 95299-69-7
• 化学式: C₈H₆ClFO₂
• 分子量: 188.586
• InChiKey: NEYIIDYMXSZXSP-UHFFFAOYSA-N

物化性质

• 沸点：
  217.6±15.0 °C(Predicted)
• 密度：
  1.321±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(3-fluorophenoxy)acetyl chloride 在 aluminum (III) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 0.75h， 生成 6-氟苯并呋喃-3(2H)-酮
  参考文献：
  名称：

  Total synthesis of the 2-arylbenzo[b]furan-containing natural products from Artocarpus

  摘要：

  In this study, 2-arylbenzo[b]furan-containing derivatives moracin C (1) and moracin M (4), the natural products from Artocarpus, have been synthesized in highest overall yield to date (1, 7 steps with an overall yield of 41.9%; 4, 6 steps with an overall yield of 56.3%), and we also report the first total synthesis of artoindonesianin B-1 (2), another member of this family, in the same route (8 steps with an overall yield of 11.3%). This discovery provides a concise route for preparing enough amounts of 1, 2, and 4 as well as 2-arylbenzo[b]furan-containing natural product-like analogs (71-74) to explore the biological potential. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.05.093
• 作为产物：
  描述：

  3-氟苯酚 在 氯化亚砜 、 sodium hydroxide 作用下， 以 水 为溶剂， 生成 2-(3-fluorophenoxy)acetyl chloride
  参考文献：
  名称：

  4-烷基-2-（2-（取代（苯氧基）乙酰胺基）噻唑-5-羧酸乙酯）的合成及生物活性

  摘要：

  一系列新型的4-（甲基或三氟甲基）-2-（2-（取代的苯氧基）乙酰氨基）噻唑-5-羧酸乙酯7a，7b，7c，7d，7e和8f，8g，8h，8i，8j，8k，8升，8米，8N，8O，8P，8Q，8R，合成，并通过IR，证实它们的结构1H-NMR，MS光谱和元素分析。初步生物测定的结果表明，某些标题化合物具有中等至良好的除草活性。与无氟化合物相比图7a，图7b，和图7e，轴承氟化合物8克，8J，和8Q显示出与针对70-100％抑制更高的除草活性荠菜，苋restroflexus，以及旱莲草，在150剂量g / ha，表明噻唑环上的三氟甲基对于除草活性是有益的。此外，化合物8f，8g，8H，8I，8J，8K，8升，8米，8N，8O，8P，8Q，8R中测试了杀真菌活性抗霜霉病在500微克/毫升。化合物8f和8q表现出最佳的杀真菌活性，且抑制率超过80％。

  DOI：

  10.1002/jhet.2302

文献信息

• Synthesis and Biological Activity of 1-(Substituted phenoxyacetoxy)-1-(pyridin-2-yl or thien-2-yl)methylphosphonates
  作者：Tao Wang、Wei Wang、Hao Peng、Hongwu He

  DOI：10.1002/jhet.1944

  日期：2015.1

  A series of novel O,O‐dimethyl 1‐(substituted phenoxyacetoxy)‐1‐(pyridin‐2‐yl or thien‐2‐yl)methylphosphonates 6a, 6b, 6c, 6d, 6e, 6f, 6g, 6h, 6i, 6j, 6k, 6l, 6m, 6n and 7a, 7b, 7c, 7d were synthesized. Their structures were confirmed by IR, 1H NMR, mass spectroscopy, and elemental analyses. The results of preliminary bioassays show that some of the title compounds exhibit moderate to good herbicidal

  一系列新颖的O，O-二甲基1-（取代的苯氧基乙酰氧基）-1-（吡啶-2-基或噻吩-2-基）甲基膦酸酯6a，6b，6c，6d，6e，6f，6g，6h，6i，合成了6j，6k，6l，6m，6n和7a，7b，7c，7d。其结构已通过IR确认11 H NMR，质谱和元素分析。初步生物测定的结果表明，某些标题化合物具有中等至良好的除草和杀真菌活性。例如，标题化合物6a，6c，6l，6m和7d在1500 g ai / ha的剂量下对大多数受试植物具有90-100％的抑制作用，而标题化合物6b，6g，6h和6n具有抑制作用针对92-100％抑制尖镰孢，Phyricularia菌，葡萄孢属cinereapers，玉蜀黍赤霉，浓度为50 mg / L的核盘菌菌核病菌（Sclerotinia sclerotiorum）和锥尾核孢菌（Cercospora beticola）。
• Synthesis and herbicidal activity of O,O-dialkyl phenoxyacetoxyalkylphosphonates containing fluorine
  作者：Ting Chen、Ping Shen、Yanjun Li、Hongwu He

  DOI：10.1016/j.jfluchem.2005.11.013

  日期：2006.2

  A series of substituted phenoxyacetoxyalkylphosphonates bearing fluorine were designed and synthesized. All the new compounds were identified by elemental analysis, IR, 1H NMR and MS and were tested for herbicidal activity in greenhouse at a rate of 1.5 kg/ha. The results of preliminary bioassay showed that fluorine moiety introduced to the core structure could help to improve the herbicidal activity

  设计并合成了一系列带有氟的取代苯氧基乙酰氧基烷基膦酸酯。通过元素分析，IR，1 H NMR和MS鉴定了所有新化合物，并以1.5 kg / ha的速率测试了温室中的除草活性。初步生物测定的结果表明，引入核心结构的氟部分可以帮助提高除草活性，苯环中带有3-三氟甲基的化合物表现出更高的抑制活性。
• 2-Arylbenzoxazoles as novel cholesteryl ester transfer protein inhibitors: Optimization via array synthesis
  作者：Lalgudi S. Harikrishnan、Muthoni G. Kamau、Timothy F. Herpin、George C. Morton、Yalei Liu、Christopher B. Cooper、Mark E. Salvati、Jennifer X. Qiao、Tammy C. Wang、Leonard P. Adam、David S. Taylor、Alice Ye A. Chen、Xiaohong Yin、Ramakrishna Seethala、Tara L. Peterson、David S. Nirschl、Arthur V. Miller、Carolyn A. Weigelt、Kingsley K. Appiah、Jonathan C. O’Connell、R. Michael Lawrence

  DOI：10.1016/j.bmcl.2008.03.030

  日期：2008.4

  2-Arylbenzoxazole 5 was identified as a hit from a fluorescence-based high-throughput screen for CETP inhibitors. The synthesis and SAR investigation employing array synthesis of the A- and B-rings are described.

  从CETP抑制剂的基于荧光的高通量筛选中，鉴定出2-芳基苯并恶唑5为命中物。描述了利用A环和B环的阵列合成进行的合成和SAR研究。
• BENZIMIDAZOLE DERIVATIVES AS SELECTIVE BLOCKERS OF PERSISTENT SODIUM CURRENT
  申请人：Allergan, Inc.

  公开号：US20130172389A1

  公开（公告）日：2013-07-04

  The present invention is directed to a compound of Formula I or a pharmaceutically acceptable salt thereof; wherein R, R 1 , R 2 , R 3 , R 4 , m, and n are as defined herein, to pharmaceutical compositions comprising said compound, and to methods of treating diseases or conditions mediated by elevated persistent sodium current, such as an ocular disorder, multiple sclerosis, seizure disorder, and chronic pain.

  本发明涉及I式化合物或其药学上可接受的盐；其中R，R1，R2，R3，R4，m和n如本文所定义，以及包含该化合物的制药组合物，以及用于治疗由持续钠电流升高介导的疾病或病况的方法，例如眼部疾病，多发性硬化症，癫痫和慢性疼痛。
• COMPOUNDS USEFUL AS MODULATORS OF TRPM8
  申请人：Priest Chad

  公开号：US20130324557A1

  公开（公告）日：2013-12-05

  The present invention includes compounds useful as modulators of TRPM8, such as compounds of Formula (I) and the subgenus and species thereof; personal products containing those compounds; and the use of those compounds and the personal products, particularly the use of increasing or inducing chemesthetic sensations, such as cooling or cold sensations.

  本发明包括作为TRPM8调节剂有用的化合物，例如公式（I）的化合物及其亚属和种类；含有这些化合物的个人产品；以及这些化合物和个人产品的使用，特别是增加或诱导化学感受，例如冷却或寒冷感受的使用。