1-methyl-3-phenyl-1-[3-phenyl-3-(4-trifluoromethylphenoxy)propyl]thiourea | 1005454-76-1

• 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: 1-methyl-3-phenyl-1-[3-phenyl-3-(4-trifluoromethylphenoxy)propyl]thiourea
• 英文别名: 1-Methyl-3-phenyl-1-[3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl]thiourea；1-methyl-3-phenyl-1-[3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl]thiourea
• CAS: 1005454-76-1
• 化学式: C₂₄H₂₃F₃N₂OS
• 分子量: 444.521
• InChiKey: FZHGILMMNRYFML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  56.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,2-二碘苯 、 1-methyl-3-phenyl-1-[3-phenyl-3-(4-trifluoromethylphenoxy)propyl]thiourea 在 N-甲基苯甲酰胺 、 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基乙酰胺 、 mineral oil 为溶剂， 以46 %的产率得到2-iodophenyl (Z)-N-methyl-N'-phenyl-N-(3-phenyl-3-(4-(trifluoromethyl)phenoxy)propyl)carb amimidothioate
  参考文献：
  名称：

  芳基硫醇或硫脲与邻二碘芳烃/NaH反应生成邻碘芳基硫醚

  摘要：

  在此，我们报道了一种通过芳基机理形成 C(芳基)-S 键来合成硫醚的方法。室温下，邻二碘芳烃和 NaH 在 THF 中可以生成活性芳炔，然后导致多种芳基硫醇和硫脲的芳基化。与过渡金属催化的交叉偶联反应不同，我们的方案中没有形成双取代的副产物。邻碘芳基硫醚产品是可以转化为药学上感兴趣的分子的中间体。

  DOI：

  10.1002/adsc.202301426
• 作为产物：
  描述：

  氟西汀 、 硫代异氰酸苯酯 在 乙腈 作用下， 以 乙腈 为溶剂， 以61%的产率得到1-methyl-3-phenyl-1-[3-phenyl-3-(4-trifluoromethylphenoxy)propyl]thiourea
  参考文献：
  名称：

  Substituted urea/thiourea derived from fluoxetine as potent appetite suppressants

  摘要：

  A series of urea and thiourea analogues of fluoxetine (5-17) were synthesized and evaluated for their anorexigenic and antidepressant activities. The related conformationally restrained analogues (20-23) were also prepared for structure-activity relationship (SAR) studies. Many of these derivatives (5, 6, 8, 10, 12, 13, 16, and 23) exhibited significant anorexigenic activity and interestingly were devoid of antidepressant activity, thus emerging as a promising tool for further research work.

  DOI：

  10.1007/s00044-007-9041-8

文献信息

• Substituted urea/thiourea derived from fluoxetine as potent appetite suppressants
  作者：Kalpana Bhandari、Nagarapu Srinivas、Lata Sharma、Shipra Srivastava、Amar Nath、Chandishwar Nath

  DOI：10.1007/s00044-007-9041-8

  日期：2008.6

  A series of urea and thiourea analogues of fluoxetine (5-17) were synthesized and evaluated for their anorexigenic and antidepressant activities. The related conformationally restrained analogues (20-23) were also prepared for structure-activity relationship (SAR) studies. Many of these derivatives (5, 6, 8, 10, 12, 13, 16, and 23) exhibited significant anorexigenic activity and interestingly were devoid of antidepressant activity, thus emerging as a promising tool for further research work.
• The Reaction of Aryl Thiols or Thioureas with <i>o</i>‐Diiodoarenes/NaH to Access <i>o</i>‐Iodoaryl Thioethers
  作者：Min Hu、Dianfan Liu、Yuan Liu、Fan Luo、Xiaobei Chen、Yuejia Yin、Shilei Zhang、Yanwei Hu

  DOI：10.1002/adsc.202301426

  日期：2024.4.9

  synthesis of thioethers by forging C(aryl)-S bond via an aryne mechanism. The active aryne species can be generated from o-diiodoarenes and NaH in THF at room temperature, then lead to the arylations of a wide range of aryl thiols and thioureas. Different from transition metal-catalyzed cross-coupling reactions, no disubstituted byproduct is formed in our protocol. The o-iodoaryl thioether products are

  在此，我们报道了一种通过芳基机理形成 C(芳基)-S 键来合成硫醚的方法。室温下，邻二碘芳烃和 NaH 在 THF 中可以生成活性芳炔，然后导致多种芳基硫醇和硫脲的芳基化。与过渡金属催化的交叉偶联反应不同，我们的方案中没有形成双取代的副产物。邻碘芳基硫醚产品是可以转化为药学上感兴趣的分子的中间体。