2,2-dichloro-N-(2-chloro-5-(trifluoromethyl)phenyl)acetamide | 94059-41-3

• 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: 2,2-dichloro-N-(2-chloro-5-(trifluoromethyl)phenyl)acetamide
• 英文别名: dichloro-acetic acid-(2-chloro-5-trifluoromethyl-anilide)；Dichlor-essigsaeure-(2-chlor-5-trifluormethyl-anilid)；2'-chloro-5'-trifluoromethyldichloroacetanilide；2,2-dichloro-N-[2-chloro-5-(trifluoromethyl)phenyl]acetamide
• CAS: 94059-41-3
• 化学式: C₉H₅Cl₃F₃NO
• 分子量: 306.499
• InChiKey: FHJOTQLQLNBGDA-UHFFFAOYSA-N

物化性质

• 沸点：
  351.4±42.0 °C(Predicted)
• 密度：
  1.603±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,2-dichloro-N-(2-chloro-5-(trifluoromethyl)phenyl)acetamide 、 potassium carbonate 、 氮气 、 3-溴丙烯 在 二氯甲烷 、 水 、 氯化钠 、 magnesium sulfate 作用下， 以 丙酮 为溶剂， 反应 34.0h， 以to yield 55 g of N-allyl-2'-chloro-5'-trifluoromethyldichloroacetanilide的产率得到N-allyl-2'-chloro-5'-trifluoromethyldichloroacetanilide
  参考文献：
  名称：

  Pyrrolid-3-en-2-ones and pharmaceutical methods of use thereof

  摘要：

  提供具有结构式##STR1##的新型化合物，其中R.sub.1和R.sub.2独立地选自氢，卤素，烷基，卤代烷基，硫代烷基，硫代卤代烷基，烷氧基，氰基和硝基等基团。这些化合物在哺乳动物中具有各种药理作用，包括心脏营养作用，降血糖作用，降胆固醇作用和/或抗溃疡作用。提供通过向哺乳动物施用这些化合物来实现这些各种药理作用的方法。还提供包括这些化合物的制药组合物和制剂以及新型化合物的合成方法。

  公开号：

  US04469701A1
• 作为产物：
  描述：

  二氯乙酰氯 、 3-氨基-4-氯三氟甲苯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以59.2%的产率得到2,2-dichloro-N-(2-chloro-5-(trifluoromethyl)phenyl)acetamide
  参考文献：
  名称：

  Unexpected Discovery of Dichloroacetate Derived Adenosine Triphosphate Competitors Targeting Pyruvate Dehydrogenase Kinase To Inhibit Cancer Proliferation

  摘要：

  Pyruvate dehydrogenase kinases (PDKs) have recently emerged as an attractive target for cancer therapy. Herein, we prepared a series of compounds derived from dichloroacetate (DCA) which inhibited cancer cells proliferation. For the first time, we have successfully developed DCA derived inhibitors that preferentially bind to the adenosine triphosphate (ATP) pocket of PDK isoform 1 (PDK1).

  DOI：

  10.1021/acs.jmedchem.5b01828

文献信息

• Pyrrolid-3-en-2-ones and pharmaceutical methods of use thereof
  申请人：Stauffer Chemical Company

  公开号：US04469701A1

  公开（公告）日：1984-09-04

  Novel compounds having the structural formula ##STR1## wherein R.sub.1 and R.sub.2 are independently selected from the group consisting of hydrogen, halo, alkyl, haloalkyl, thioalkyl, thiohaloalkyl, alkoxy, cyano and nitro are provided. The compounds have various pharmacological effects, including cardiotropic, hypoglycemic, hypocholesterolemic and/or antiulcerative effects in mammals. Methods of achieving these various pharmacological effects in mammals by administering the compounds thereto are provided. Pharmaceutical compositions and formulations including the compounds are provided along with methods of synthesis of the novel compounds.

  本发明提供具有结构式 ##STR1## 的新化合物，其中R.sub.1和R.sub.2分别选择自氢、卤素、烷基、卤代烷基、硫代烷基、硫代卤代烷基、烷氧基、氰基和硝基的群组中。这些化合物在哺乳动物中具有各种药理作用，包括心脏效应、降血糖、降胆固醇和/或抗溃疡作用。本发明还提供了通过向哺乳动物施用这些化合物来实现这些各种药理作用的方法。本发明还提供了包括这些化合物的制药组合物和配方以及新化合物的合成方法。
• Pharmaceutical compounds and methods of use thereof
  申请人：STAUFFER CHEMICAL COMPANY

  公开号：EP0132578A1

  公开（公告）日：1985-02-13

  Novel compounds having the structural formula wherein R, and R2 are independently selected from the group consisting of hydrogen, halo, alkyl, haloalkyl, thioalkyl, thiohaloalkyl, alkoxy, cyano and nitro are provided. The compounds have various pharmacological effects, including cardiotropic, hypoglycemic, hypocholesterolemic and/or antiul- cerative effects in mammals. Methods of achieving these various pharamacological effects in mammals by administering the compounds thereto are provided. Pharmaceutical compositions and formulations including the compounds are provided along with methods of synthesis of the novel compounds.

  提供了具有结构式的新型化合物，其中 R 和 R2 分别独立地选自氢、卤素、烷基、卤代烷基、硫代烷基、硫代卤代烷基、烷氧基、氰基和硝基组成的组。 这些化合物具有各种药理作用，包括对哺乳动物的强心、降血糖、降胆固醇和/或抗氧化作用。 提供了通过给哺乳动物施用这些化合物来实现这些药理作用的方法。 提供了包括这些化合物的药物组合物和制剂，以及合成这些新型化合物的方法。
• US4469701A
  申请人：——

  公开号：US4469701A

  公开（公告）日：1984-09-04
• Unexpected Discovery of Dichloroacetate Derived Adenosine Triphosphate Competitors Targeting Pyruvate Dehydrogenase Kinase To Inhibit Cancer Proliferation
  作者：Shao-Lin Zhang、Xiaohui Hu、Wen Zhang、Kin Yip Tam

  DOI：10.1021/acs.jmedchem.5b01828

  日期：2016.4.14

  Pyruvate dehydrogenase kinases (PDKs) have recently emerged as an attractive target for cancer therapy. Herein, we prepared a series of compounds derived from dichloroacetate (DCA) which inhibited cancer cells proliferation. For the first time, we have successfully developed DCA derived inhibitors that preferentially bind to the adenosine triphosphate (ATP) pocket of PDK isoform 1 (PDK1).