1-(2-fluorophenyl)-2-metoxyethanone | 925211-28-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(2-fluorophenyl)-2-metoxyethanone
• 英文别名: 1-(2-fluorophenyl)-2-methoxyethan-1-one；1-(2-fluorophenyl)-2-methoxy-ethanone；1-(2-fluorophenyl)-2-methoxyethanone
• CAS: 925211-28-5
• 化学式: C₉H₉FO₂
• 分子量: 168.168
• InChiKey: LPMRDOFABLRVPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 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：

  1-(2-fluorophenyl)-2-metoxyethanone 在 盐酸羟胺 、 sodium acetate 作用下， 以 甲醇 为溶剂， 以6.0 g的产率得到1(Z)-(2-fluorophenyl)-2-methoxy-ethanone oxime
  参考文献：
  名称：

  WO2024088792A1

  摘要：

  公开号：
• 作为产物：
  描述：

  2-氟-N-甲氧基-N-甲基苯甲酰胺 、 氯甲基甲基醚 在 4,4'-二叔丁基苯并 、 lithium 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 2.5h， 以94%的产率得到1-(2-fluorophenyl)-2-metoxyethanone
  参考文献：
  名称：

  通过Weinreb酰胺与[小α]氧化有机锂的同系物高效合成官能化的[小α]氧化酮

  摘要：

  通过添加锂化的[小α]-加氧物种，已开发出Weinreb酰胺与相应的各种取代的[小α]-氧酮的有效，化学选择性的同系物。一步一步，实验简单，高收益的方案...

  DOI：

  10.1039/c6cc03532a

文献信息

• Fused-Aromatic Compounds Having Anti-Diabetic Activity
  申请人：Wood Harold B.

  公开号：US20080194586A1

  公开（公告）日：2008-08-14

  Fused aromatic compounds of Formula (I) are PPAR gamma agonists or partial agonists and are useful in the treatment or control of type II diabetes, including hyperglycemia, dylipidermia, hyperlipidemia, hypercholesterolemia, hypertriglyceridemia, and obesity that are often associated with type 2 diabetes.

  公式（I）的融合芳香化合物为PPAR-gamma激动剂或部分激动剂，可用于治疗或控制II型糖尿病，包括常与II型糖尿病相关的高血糖，血脂异常，高脂血症，高胆固醇血症，高甘油三酯血症和肥胖症。
• Electrochemical Radical Reactions of Enol Acetates and Free Alcohols Directly Access to α-Alkoxylated Carbonyl Compounds
  作者：Fan Wu、Yu Guo、Zihao Ren、Zixuan Chen、Xiaoqin Liu、Chang Wang、Liangce Rong

  DOI：10.1021/acs.joc.3c00635

  日期：2023.7.7

  The efficient intermolecular alkoxylation reactions of various enol acetates and different alcohols are developed in the electrochemical process for the first time. Enol acetates derived from either aromatic, alkyl, or alicyclic ketones, and abundant free alcohols directly used in this synthetic strategy, make this transformation very valuable in synthesis and application in the future.

  首次在电化学过程中开发了各种烯醇乙酸酯和不同醇的高效分子间烷氧基化反应。衍生自芳香族、烷基或脂环族酮的烯醇乙酸酯，以及直接用于该合成策略的丰富的游离醇，使得这种转化在未来的合成和应用中非常有价值。
• <i>N</i>-(4-Cyanotetrahydro-2<i>H</i>-pyran-4-yl) and <i>N</i>-(1-Cyanocyclohexyl) Derivatives of 1,5-Diarylpyrazole-3-carboxamides Showing High Affinity for 18 kDa Translocator Protein and/or Cannabinoid Receptors
  作者：Sean R. Donohue、Robert F. Dannals、Christer Halldin、Victor W. Pike

  DOI：10.1021/jm2000536

  日期：2011.4.28

  In order to develop improved radioligands for imaging brain CB(1) receptors with positron emission tomography (PET) based on rimonabant (5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-N-(piperidin-1-yl)-1H-pyrazole-3-carboxamide, 1), we synthesized compounds 9a-s in which the N-piperidinyl ring was replaced with a 4-(4-cyanotetrahydro-2H-pyranyl) or 1-cyanocyclohexyl ring. Such changes were expected to be almost isosteric with 1, confer greater metabolic resistance, and in the case of the 4-(4-cyanotetrahydro-2H-pyranyl) compounds, substantially reduce lipophilicity. One derivative, 1-(2-bromophenyl)-N-(1-cyanocyclohexyl)-5-(4-methoxyphenyl)-4-methylpyrazole-3-carboxamide (9n), showed high affinity (K(i) = 15.7 nM) and selectivity for binding to CB(1) receptors. The corresponding 4-(4-cyanotetrahydro-2H-pyranyl) derivative (9m) also showed quite high affinity for CB(1) receptors (K(i) = 62 nM) but was found to have even higher affinity (K(i) = 29 nM) for the structurally unrelated 18 kDa translocator protein (TSPO). Some other minor structural changes among 9a-s were also found to switch binding selectivity from CB(1) receptors to TSPO or vice versa. These unexpected findings and their implications for the development of selective ligands or PET radioligands for CB(1) receptors or TSPO are discussed in relation to current pharmacophore models of CB(1) receptor and TSPO binding sites.
• US7834036B2
  申请人：——

  公开号：US7834036B2

  公开（公告）日：2010-11-16