4-fluoro-N-(pyridin-3-yl)benzamide | 120737-99-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-fluoro-N-(pyridin-3-yl)benzamide
• 英文别名: 3-(4-fluorobenzamido)pyridine；4-fluoro-N-(3-pyridinyl)benzamide；4-fluoro-N-pyridin-3-ylbenzamide
• CAS: 120737-99-7
• 化学式: C₁₂H₉FN₂O
• mdl: MFCD00454569
• 分子量: 216.215
• InChiKey: AILCVPMYLXWTCO-UHFFFAOYSA-N

物化性质

• 熔点：
  150.2 °C
• 沸点：
  276.7±20.0 °C(Predicted)
• 密度：
  1.304±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-fluoro-N-(pyridin-3-yl)benzamide 在 sodium azide 、 五氯化磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 5-(4-fluorophenyl)-1-(pyridin-3-yl)tetrazole
  参考文献：
  名称：

  Regioselectivity in the Intramolecular Substitution Reactions of Electrochemically and Photochemically Generated Aryl Radicals with Adjacent Pyridine and Quinoline Rings. A Comparison between these Reactions and Related Processes Involving Tributyltin Hydride.

  摘要：

  Cleavage of the carbon-halogen bond in 1-(3-pyridinyl)- and 1-(3-quinolinyl)-5-(1-halogenophenyl)tetrazoles leads to a sigma-radical which undergoes a cyclization reaction onto the adjacent heterocyclic ring. Bond cleavage is effected both by electrochemical reduction and by photolysis. Yields of cyclized products formed in the two types of reaction are compared. The relative advantages of the electrochemical generation of an aryl a-radical from aryl halides over reaction of the same substrate with tributyltin hydride and a radical initiator are discussed.

  DOI：

  10.3891/acta.chem.scand.53-0913
• 作为产物：
  描述：

  3-氨基吡啶 、 对氟苯甲酸 在 4-fluorophenylcarboxymagnesium bromide 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 生成 4-fluoro-N-(pyridin-3-yl)benzamide
  参考文献：
  名称：

  Synthesis of NCA [carbonyl-11C]amides by direct reaction ofin situ generated [11C]carboxymagnesium halides with amines under microwave-enhanced conditions

  摘要：

  无载体的芳香和脂肪族[羰基-11C]酰胺通过直接将胺与NCA [11C]羧酸镁卤化物（由Grignard试剂和回旋加速器产生的[11C]二氧化碳在位生成）耦合，快速（<5分钟）合成，产率有用的放射化学产率（20-65%，衰减校正）。在这个系统中，环己基羧酸镁氯化物（1b）比4-氟苯基羧酸镁溴化物（2b）更具反应性，而伯胺（例如苯胺，氨基吡啶）远比仲胺（例如2-（甲氨基）吡啶）更具反应性。通过应用微波，反应范围大大扩展，微波允许反应在远高于溶剂沸点的温度下进行（即四氢呋喃，沸点67°C）。版权所有 © 2003 John Wiley & Sons, Ltd.

  DOI：

  10.1002/jlcr.786

文献信息

• N-aryl-piperazinealkanamides useful for improving sleep
  申请人：Janssen Pharmaceutica N.V.

  公开号：US04880808A1

  公开（公告）日：1989-11-14

  A method of improving sleep in warm-blooded animals suffering from sleep disorders, which method comprises the administration of particular N-aryl-piperazinealkanamide derivatives and compositions containing the same. Novel N-aryl-piperazinealkanamide derivatives.

  一种改善患有睡眠障碍的温血动物睡眠的方法，该方法包括给予特定的N-芳基哌嗪烷酰胺衍生物和含有相同物质的组合物。新颖的N-芳基哌嗪烷酰胺衍生物。
• Method of improving sleep
  申请人：Janssen Pharmaceutica N.V.

  公开号：US04968684A1

  公开（公告）日：1990-11-06

  A method of improving sleep in warm-blooded animals suffering from sleep disorders, which method comprises the administration of particular N-aryl-piperazinealkanamide derivatives and compositions containing the same. Novel N-aryl-piperazinealkanamide derivatives.

  一种改善患有睡眠障碍的恒温动物睡眠质量的方法，该方法包括给予特定的N-芳基-哌嗪烷酰胺衍生物和含有这些衍生物的组合物。新型N-芳基-哌嗪烷酰胺衍生物。
• 4-substituted-2(or 3)aminocarbonyl-1-piperazineacetamide
  申请人：Janssen Pharmaceutica N.V.

  公开号：US05026853A1

  公开（公告）日：1991-06-25

  A method of improving sleep in warm-blooded animals suffering from sleep disorders, which method comprises the administration of particular N-aryl-piperazinealkanamide derivatives and compositions containing the same. Novel N-aryl-piperazinealkanamide derivatives.

  一种改善患有睡眠障碍的恒温动物睡眠的方法，该方法包括给予特定的N-芳基哌嗪烷酰胺衍生物和含有这些衍生物的组合物。新型N-芳基哌嗪烷酰胺衍生物。
• N-(Pyridin-3-yl)benzamides as selective inhibitors of human aldosterone synthase (CYP11B2)
  作者：Christina Zimmer、Marieke Hafner、Michael Zender、Dominic Ammann、Rolf W. Hartmann、Carsten A. Vock

  DOI：10.1016/j.bmcl.2010.11.040

  日期：2011.1

  A series of 23 N-(Pyridin-3-yl)benzamides was synthesized and evaluated for their potential to inhibit human steroid-11 beta-hydroxylase (CYP11B1) and human aldosterone synthase (CYP11B2). The most potent and selective CYP11B2 inhibitors (IC50 values 53-166 nM) were further evaluated for their potential to inhibit human CYP17 and CYP19, and no inhibition was observed. Clear evidence was shown for N-(Pyridin-3-yl) benzamides to be a highly selective class of CYP11B2 inhibitors in vitro. (C) 2010 Elsevier Ltd. All rights reserved.
• VAN, DAELE H. P.;VLAEMINCK, FREDDY F.;VERDANCK, G. C.
  作者：VAN, DAELE H. P.、VLAEMINCK, FREDDY F.、VERDANCK, G. C.

  DOI：——

  日期：——