4-[2-amino-3,4,6-trifluoro-5-(trifluoromethyl)-phenyl]-2-methylbut-3-yn-2-ol | 1363411-70-4

• 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-[2-amino-3,4,6-trifluoro-5-(trifluoromethyl)-phenyl]-2-methylbut-3-yn-2-ol
• 英文别名: 4-[2-Amino-3,4,6-trifluoro-5-(trifluoromethyl)phenyl]-2-methylbut-3-yn-2-ol
• CAS: 1363411-70-4
• 化学式: C₁₂H₉F₆NO
• 分子量: 297.2
• InChiKey: FAELCAOSVHCWDP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  46.2
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4-[2-amino-3,4,6-trifluoro-5-(trifluoromethyl)-phenyl]-2-methylbut-3-yn-2-ol 在 potassium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 2,3,5-trifluoro-4-(trifluoromethyl)aniline
  参考文献：
  名称：

  多氟苯环吲哚的合成

  摘要：

  作为一锅合成的2-R-吲哚（R ＝n- Bu，Ph，CH 2 OTHP→CH 2 OH，C（CH 3）2 OH→H），含有多氟苯部分。

  DOI：

  10.1016/j.tet.2013.07.037
• 作为产物：
  描述：

  2,3,5-trifluoro-4-(trifluoromethyl)aniline 在 copper(l) iodide 、 trans-bis(triphenylphosphine)palladium dichloride 、 碘 、 sodium acetate 、 碘酸 、 三乙胺 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 7.0h， 生成 4-[2-amino-3,4,6-trifluoro-5-(trifluoromethyl)-phenyl]-2-methylbut-3-yn-2-ol
  参考文献：
  名称：

  多氟邻炔基苯胺的合成

  摘要：

  通过多氟邻位碘苯胺与末端炔烃的Sonogashira反应合成了一系列多氟邻位炔基苯胺-各种多氟苯并氮杂杂环的通用构建基。

  DOI：

  10.1016/j.jfluchem.2011.09.008

文献信息

• An effective two-step synthesis, fluorescent properties, antioxidant activity and cytotoxicity evaluation of benzene-fluorinated 2,2-dimethyl-2,3-dihydro-1H-quinolin-4-ones
  作者：Larisa V. Politanskaya、Igor P. Chuikov、Evgeny V. Tretyakov、Vitalij D. Shteingarts、Ludmila P. Ovchinnikova、Olga D. Zakharova、Georgy A. Nevinsky

  DOI：10.1016/j.jfluchem.2015.07.006

  日期：2015.10

  This study describes a simple and efficient procedure to synthesize a series of benzene-fluorinated 2,2dimethyl-2,3-dihydro-1H-quinolin-4-ones by the PTSA-catalyzed cyclocondensation reaction of the corresponding ortho-alkynylanilines prepared by the Sonogashira reaction of fluoro-substituted 2-iodanilines with 2-methylbut-3-yn-2-ol. The photofluorescent properties (shape of bands, lambda(ex), lambda(em), Stokes shift) of the new compounds were investigated. It has been revealed that the 2,3-dihydroquinolinones with different number of fluoro-substituents have almost the same fluorescence properties. The cytotoxicity evaluation of the 2,3-dihydroquinolinones against human myeloma, human mammary adenocarcinoma, human hepatocellular carcinoma HepG2 epithelial tumor cells, normal mouse fibroblasts and Chinese hamster Ag 17 cells was performed. It has been found that the benzoperfluorinated derivatives of 2,2-dimethyl-2,3-dihydro-1H-quinolin-4-ones show enhanced cytotoxic effect against the tumor RPMI (human myeloma) cells line compared with the normal cells. Mutagenic and antioxidant properties of the compounds using Salmonella tester strain were studied. It has been shown, that the compounds are well antioxidants. (C) 2015 Elsevier B.V. All rights reserved.