N-(cyanoacetyl)-3-(trifluoromethyl)benzylamide | 566926-07-6

• 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: N-(cyanoacetyl)-3-(trifluoromethyl)benzylamide
• 英文别名: 2-cyano-N-(3-(trifluoromethyl)benzyl)acetamide；2-cyano-N-[[3-(trifluoromethyl)phenyl]methyl]acetamide
• CAS: 566926-07-6
• 化学式: C₁₁H₉F₃N₂O
• mdl: MFCD09931990
• 分子量: 242.2
• InChiKey: YFFQKFFDJHJEKV-UHFFFAOYSA-N

物化性质

• 沸点：
  403.5±45.0 °C(Predicted)
• 密度：
  1.287±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.272
• 拓扑面积：
  52.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3,4-二羟基苯甲醛 、 N-(cyanoacetyl)-3-(trifluoromethyl)benzylamide 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以82%的产率得到5H4
  参考文献：
  名称：

  Combinatorial approach to identification of tyrphostin inhibitors of cytokine signaling

  摘要：

  Aberrant or deregulated activity of certain cellular kinases has been shown to cause certain malignancies and other disorders. The tyrphostin molecule AG490 inhibits the action of the janus kinases JAK2 and JAK3. JAK2 is an indispensable molecule for transducing the signals conveyed by a large number of cytokines including IL-3 while JAK3 is essential for signaling by a smaller number of cytokines including IL-7. A synthetic combinatorial chemical library containing 599 compounds was created and screened for the ability to inhibit proliferation of IL3- and IL7-dependent cell lines to focus on molecules that interrupt those signaling pathways. This screen identified a meta-trilluoromethyl derivative of AG490, 5H4, that is approximately twice as potent as AG490 in cell-based assays. 5H4 blocked the factor-dependent proliferation of both of these cell lines, actively promoted cell death, and diminished the JAK kinase activity. Administration of 5H4 to lymphoma-prone IL-7 transgenic mice reduced their spontaneous lymphadenopathy. The improved characteristics of this novel compound bring this class of molecules closer to therapeutic utility. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.04.022
• 作为产物：
  描述：

  3-(三氟甲基)苯甲胺 、 氰乙酸 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 以51%的产率得到N-(cyanoacetyl)-3-(trifluoromethyl)benzylamide
  参考文献：
  名称：

  NOVEL BRONCHODILATING DIAZAHETEROARYLS

  摘要：

  这项发明涉及具有通式（I）的新化合物，这些化合物可用于治疗由支气管痉挛引起的疾病或疾病，例如慢性阻塞性肺疾病（COPD）和哮喘。

  公开号：

  US20120040942A1

文献信息

• Modulators of LXR
  申请人：——

  公开号：US20030181420A1

  公开（公告）日：2003-09-25

  Compounds, compositions and methods for modulating the activity of nuclear receptors are provided. In particular, heterocyclic compounds are provided for modulating the activity of nuclear receptors, including liver X receptor (LXR) and orphan nuclear receptors. In certain embodiments, the compounds are N-substituted pyridones.

  提供了用于调节核受体活性的化合物、组合物和方法。具体来说，提供了用于调节核受体活性的杂环化合物，包括肝X受体（LXR）和孤儿核受体。在某些实施方式中，这些化合物是N-取代吡啶酮。
• Tyrenes: synthesis of new antiproliferative compounds with an extended conjugation
  作者：Peter Demin、Olga Rounova、Thomas Grunberger、Lorand Cimpean、Nigel Sharfe、Chaim M Roifman

  DOI：10.1016/j.bmc.2004.03.043

  日期：2004.6

  3,4-dihydroxystyryl-acrylonitriles, in particular CR-4, revealed great potency as antitumor agents, and also exhibited low toxicity to normal cells. The effectiveness of these compounds with extended conjugation may be due to their possible functioning as reactive Michael acceptors.

  设计并合成了一系列取代的苯乙烯基-丙烯腈。测试了称为轮胎的新化合物抑制急性淋巴细胞白血病（ALL）癌细胞生长的能力，以及它们对正常骨髓（NBM）细胞的毒性。结果显示3，4-二羟基苯乙烯基-丙烯腈，特别是CR-4，显示出作为抗肿瘤剂的强大功效，并且对正常细胞显示出低毒性。这些化合物具有延长的共轭作用的有效性可能是由于它们可能起反应性迈克尔受体的作用。
• [EN] NOVEL BRONCHODILATING DIAZAHETEROARYLS<br/>[FR] NOUVEAUX DIAZAHÉTÉROARYLES BRONCHODILATATEURS
  申请人：RESPIRATORIUS AB

  公开号：WO2010097410A1

  公开（公告）日：2010-09-02

  The invention relates to novel compounds having the general formula (I), and which compounds are useful to treat a disorder or disease characterized by bronchoconstriction, e.g. COPD and asthma.

  这项发明涉及具有通式（I）的新化合物，这些化合物可用于治疗由支气管痉挛引起的疾病或疾病，例如慢性阻塞性肺疾病（COPD）和哮喘。
• [EN] NOVEL COMPOUNDS FOR MODULATING CELL PROLIFERATION<br/>[FR] NOUVEAUX COMPOSES POUR LA MODULATION DE LA PROLIFERATION CELLULAIRE
  申请人：HSC RES DEV LP

  公开号：WO2005092904A1

  公开（公告）日：2005-10-06

  Novel styrylacrylonitrile compounds which are useful in treating a variety of cell proliferative disorders such as cancer are disclosed.

  新型的苯乙烯丙烯腈化合物被揭示，这些化合物在治疗各种细胞增殖性疾病，如癌症方面具有用处。
• Aminoisoxazole derivatives active as kinase inhibitors
  申请人：Cavicchioli Marcello

  公开号：US20050059657A1

  公开（公告）日：2005-03-17

  Compounds (I) which are aminoisoxazole derivatives or pharmaceutically acceptable salts thereof, together with pharmaceutical compositions comprising them are disclosed; these compounds or compositions are useful in the treatment of diseases caused by and/or associated with an altered protein kinase activity such as cancer, cell proliferative disorders, Alzheimer's disease, viral infections, auto-immune diseases and neurodegenerative disorders.

  本发明涉及氨基异噁唑衍生物(I)或其药学上可接受的盐，以及包含它们的药物组合物。这些化合物或组合物在治疗由蛋白激酶活性改变引起和/或相关的疾病方面具有用途，例如癌症、细胞增殖性疾病、阿尔茨海默病、病毒感染、自身免疫性疾病和神经退行性疾病。