3,5-difluoroanilide of cinnamic acid | 881776-71-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 3,5-difluoroanilide of cinnamic acid
• 英文别名: (2E)-N-(3,5-difluorophenyl)-3-phenyl-2-propenamide；N-(3,5-difluorophenyl)-3-phenylprop-2-enamide
• CAS: 881776-71-2
• 化学式: C₁₅H₁₁F₂NO
• 分子量: 259.255
• InChiKey: SIQBJLBTFVYUHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,5-difluoroanilide of cinnamic acid 在 aluminum (III) chloride 作用下， 以100%的产率得到5,7-difluoroquinolin-2-one
  参考文献：
  名称：

  Synthesis of polyfluorinated 4-phenyl-3,4-dihydroquinolin-2-ones and quinolin-2-ones via superacidic activation of N-(polyfluorophenyl)cinnamamides

  摘要：

  The cyclization reactions of a series of polyfluorocinnamanilides in triflic acid (CF3SO3H) yield 4-phenyl-3,4-dihydi-oquinolin-2-ones, which include a polyfluorinated benzene moiety as a part of the quinoline scaffold. These compounds undergo dehydrophenylation in the presence of AlCl3 to give the Corresponding polyfluoroquinolin-2-ones which are converted into polyfluorinated 2-chloroquinolines on treatment with POCl3. A mechanism for the cyclization reaction presuming the intermediacy of a superelectrophilic O,C-diprotonated form of the starting material is suggested. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.07.013
• 作为产物：
  描述：

  3,5-二氟苯胺 、 肉桂酰氯 在 potassium carbonate 作用下， 以 水 、 丙酮 为溶剂， 以75%的产率得到3,5-difluoroanilide of cinnamic acid
  参考文献：
  名称：

  Synthesis of polyfluorinated 4-phenyl-3,4-dihydroquinolin-2-ones and quinolin-2-ones via superacidic activation of N-(polyfluorophenyl)cinnamamides

  摘要：

  The cyclization reactions of a series of polyfluorocinnamanilides in triflic acid (CF3SO3H) yield 4-phenyl-3,4-dihydi-oquinolin-2-ones, which include a polyfluorinated benzene moiety as a part of the quinoline scaffold. These compounds undergo dehydrophenylation in the presence of AlCl3 to give the Corresponding polyfluoroquinolin-2-ones which are converted into polyfluorinated 2-chloroquinolines on treatment with POCl3. A mechanism for the cyclization reaction presuming the intermediacy of a superelectrophilic O,C-diprotonated form of the starting material is suggested. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.07.013

文献信息

• COMPOUNDS
  申请人：Brown Pamela

  公开号：US20100056502A1

  公开（公告）日：2010-03-04

  Tricyclic nitrogen containing compounds and their use as antibacterials.

  三环含氮化合物及其作为抗菌剂的用途。
• COMPOUNDS FOR THE TREATMENT OF MULTI-DRUG RESISTANT BACTERIAL INFECTIONS
  申请人：Breault Gloria

  公开号：US20110092495A1

  公开（公告）日：2011-04-21

  The present invention relates to compounds that demonstrate antibacterial activity, processes for their preparation, pharmaceutical compositions containing them as the active ingredient, to their use as medicaments and to their use in the manufacture of medicaments for use in the treatment of bacterial infections in warm-blooded animals such as humans. In particular this invention relates to compounds useful for the treatment of bacterial infections in warm-blooded animals such as humans, more particularly to the use of these compounds in the manufacture of medicaments for use in the treatment of bacterial infections in warm-blooded animals such as humans.

  本发明涉及表现出抗菌活性的化合物，其制备过程，含有它们作为活性成分的制药组合物，它们作为药物的使用以及它们在制造用于治疗温血动物（如人类）细菌感染的药物中的使用。特别是本发明涉及用于治疗温血动物（如人类）细菌感染的有用化合物，更具体地涉及这些化合物在制造用于治疗温血动物（如人类）细菌感染的药物中的使用。
• Compounds for the treatment of multi-drug resistant bacterial infections
  申请人：AstraZeneca AB

  公开号：EP2289890A1

  公开（公告）日：2011-03-02

  The present invention relates to compounds that demonstrate antibacterial activity, processes for their preparation, pharmaceutical compositions containing them as the active ingredient, to their use as medicaments and to their use in the manufacture of medicaments for use in the treatment of bacterial infections in warm-blooded animals such as humans. In particular this invention relates to compounds useful for the treatment of bacterial infections in warm-blooded animals such as humans, more particularly to the use of these compounds in the manufacture of medicaments for use in the treatment of bacterial infections in warm-blooded animals such as humans.

  本发明涉及具有抗菌活性的化合物、制备这些化合物的工艺、含有这些化合物作为活性成分的药物组合物、这些化合物作为药物的用途以及这些化合物在制造用于治疗温血动物（如人类）细菌感染的药物中的用途。特别是本发明涉及用于治疗温血动物（如人类）细菌感染的化合物，尤其是涉及这些化合物在制造用于治疗温血动物（如人类）细菌感染的药物中的用途。
• US7875715B2
  申请人：——

  公开号：US7875715B2

  公开（公告）日：2011-01-25
• US8124602B2
  申请人：——

  公开号：US8124602B2

  公开（公告）日：2012-02-28