N-(1-phenylbut-3-yn-2-yl)-2-[3,5-bis(trifluoromethyl)phenyl]acetamide | 1388790-14-4

• 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: N-(1-phenylbut-3-yn-2-yl)-2-[3,5-bis(trifluoromethyl)phenyl]acetamide
• CAS: 1388790-14-4
• 化学式: C₂₀H₁₅F₆NO
• 分子量: 399.336
• InChiKey: SVXIIYNLTCZYLK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.63
• 重原子数：
  28.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  29.1
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  2-(4-azidophenyl)imidazo[2,1-b]benzothiazole 、 N-(1-phenylbut-3-yn-2-yl)-2-[3,5-bis(trifluoromethyl)phenyl]acetamide 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 6.0h， 以68%的产率得到N-[1-(1-(4-(imidazo(2,1-b)benzothiazol-2-yl)phenyl-1H-1,2,3-triazol-4-yl)-2-phenylethyl)]-2-[3,5-bis(trifluoromethyl)phenyl]acetamide
  参考文献：
  名称：

  ‘Click’ synthesis of a triazole-based inhibitor of Met functions in cancer cells

  摘要：

  The use of Cu(I)-catalyzed azide-alkyne 1,3-dipolar cycloaddition permitted the synthesis of a new compound that is able to inhibit the HGF-induced scattering of MDCK (epithelial cells) and in vitro tumorigenesis of H1437 (non-small-cell lung cancer) and GTL-16 (human gastric carcinoma). In agreement with biochemical and biological results, docking studies within the ATP binding site of Met suggested for the new synthesized compound a binding mode similar to that of the active compound Triflorcas previously reported. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.05.078
• 作为产物：
  描述：

  N-(1-hydroxy-3-phenylpropan-2-yl)-2-[3,5-bis(trifluoromethyl)phenyl]acetamide 在 potassium carbonate 、 戴斯-马丁氧化剂 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 20.0h， 生成 N-(1-phenylbut-3-yn-2-yl)-2-[3,5-bis(trifluoromethyl)phenyl]acetamide
  参考文献：
  名称：

  ‘Click’ synthesis of a triazole-based inhibitor of Met functions in cancer cells

  摘要：

  The use of Cu(I)-catalyzed azide-alkyne 1,3-dipolar cycloaddition permitted the synthesis of a new compound that is able to inhibit the HGF-induced scattering of MDCK (epithelial cells) and in vitro tumorigenesis of H1437 (non-small-cell lung cancer) and GTL-16 (human gastric carcinoma). In agreement with biochemical and biological results, docking studies within the ATP binding site of Met suggested for the new synthesized compound a binding mode similar to that of the active compound Triflorcas previously reported. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.05.078