m-nitro-N-methyl-2,2,2-trifluoroacetanilide | 32368-22-2

• 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: m-nitro-N-methyl-2,2,2-trifluoroacetanilide
• 英文别名: 2,2,2-Trifluoro-N-methyl-N-(3-nitrophenyl)acetamide
• CAS: 32368-22-2
• 化学式: C₉H₇F₃N₂O₃
• 分子量: 248.161
• InChiKey: DDIJAQYOTAEQLV-UHFFFAOYSA-N

物化性质

• 沸点：
  274.1±40.0 °C(Predicted)
• 密度：
  1.465±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  66.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  m-nitro-N-methyl-2,2,2-trifluoroacetanilide 在 palladium on activated carbon 氢气 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以84%的产率得到N-(3-aminophenyl)-2,2,2-trifluoro-N-methylactamide
  参考文献：
  名称：

  Inhibitors of IMPDH enzyme

  摘要：

  本发明涉及一类新型的IMPDH抑制剂化合物。该发明还涉及包含这些化合物的药物组合物。本发明的化合物和药物组合物特别适用于抑制IMPDH酶活性，因此可以优势地用作IMPDH介导的过程的治疗剂。本发明还涉及使用本发明的化合物和相关化合物抑制IMPDH活性的方法。

  公开号：

  US06344465B1

文献信息

• Catalysis of Anilide Ethanolysis by Barium− and Strontium−Ethoxide Pairs and Their Complexes with 18-Crown-6
  作者：Roberta Cacciapaglia、Stefano、Erik Kelderman、Luigi Mandolini、Francesco Spadola

  DOI：10.1021/jo972102m

  日期：1998.9.1

  The metal-bound ethoxide species that are quantitatively formed upon mixing equimolar amounts of Me4NOEt and alkaline-earth (Ba, Sr) metal salt in ethanol solution are more reactive than free ethoxide in the cleavage of simple activated amides (e.g. N-methyl-2,2,2-trifluoroacetanilide) lacking any donor group for binding to the metal ion. It is suggested that a metal-coordinated solvent molecule acts as a general acid catalyst for expulsion of the aniline leaving group in the ratel determining step. The position of the proton in the transition state is strongly dependent upon structural variations in the aniline portion, as suggested by the magnitude of kinetic solvent isotope effects. Enhanced catalysis is observed upon addition of equimolar amounts of 18-crown-6, which is tentatively interpreted on the basis of the notion that ion pairing is weakened upon cation binding to a crown ether. Important differences concerning metal ion effects in amide vs ester cleavage are pointed out and discussed on the basis of results obtained upon structural modifications of the substrates.
• Protolytic catalysis of anilide methanolysis. Spectator catalysis of leaving-group departure
  作者：K. S. Venkatasubban、Richard L. Schowen

  DOI：10.1021/jo00178a015

  日期：1984.2
• US7329681B2
  申请人：——

  公开号：US7329681B2

  公开（公告）日：2008-02-12
• Inhibitors of IMPDH enzyme
  申请人：Vertex Pharmaceuticals, Incorporated

  公开号：US06344465B1

  公开（公告）日：2002-02-05

  The present invention relates to a novel class of compounds which are IMPDH inhibitors. This invention also relates to pharmaceutical compositions comprising these compounds. The compounds and pharmaceutical compositions of this invention are particularly well suited for inhibiting IMPDH enzyme activity and consequently, may be advantageously used as therapeutic agents for IMPDH mediated processes. This invention also relates to methods for inhibiting the activity of IMPDH using the compounds of this invention and related compounds.

  本发明涉及一类新型的IMPDH抑制剂化合物。该发明还涉及包含这些化合物的药物组合物。本发明的化合物和药物组合物特别适用于抑制IMPDH酶活性，因此可以优势地用作IMPDH介导的过程的治疗剂。本发明还涉及使用本发明的化合物和相关化合物抑制IMPDH活性的方法。